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WO2025216848A1 - Formulations de soins à domicile et de soins personnels comprenant du 3-amino-2-butanol et leur utilisation - Google Patents

Formulations de soins à domicile et de soins personnels comprenant du 3-amino-2-butanol et leur utilisation

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Publication number
WO2025216848A1
WO2025216848A1 PCT/US2025/020123 US2025020123W WO2025216848A1 WO 2025216848 A1 WO2025216848 A1 WO 2025216848A1 US 2025020123 W US2025020123 W US 2025020123W WO 2025216848 A1 WO2025216848 A1 WO 2025216848A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
amino
hair
acid
butanol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/US2025/020123
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English (en)
Inventor
Jordan Quinn
Mrunalini Dhamdhere
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Advancion Corp
Original Assignee
Advancion Corp
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Filing date
Publication date
Application filed by Advancion Corp filed Critical Advancion Corp
Publication of WO2025216848A1 publication Critical patent/WO2025216848A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D131/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Coating compositions based on derivatives of such polymers
    • C09D131/02—Homopolymers or copolymers of esters of monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02—Emulsion paints including aerosols
    • C09D5/024—Emulsion paints including aerosols characterised by the additives
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/10—Energy storage using batteries

Definitions

  • hair styling aerosols many commonly used products including hair styling aerosols, non-aerosol (e.g., pump) sprays, hair styling gels, and hand sanitizers, among others, are made of compositions using chemicals typically derived from non-renewable raw materials such as petroleum.
  • non-renewable raw materials such as petroleum.
  • hair styling aerosols, hair styling gels, and hand sanitizers incorporate many chemicals that are derived from petroleum, including neutralizing agents meant to partially or completely neutralize acid groups present in other chemicals in the composition.
  • non-renewable, petroleum-based raw materials contributes to overreliance on fossil fuels. This reliance on non-renewable petroleum-based raw materials contributes to environmental degradation such as air pollution, water pollution, and global warming.
  • compositions for commonly used products such as hair styling agents and sanitizing agents made with natural, renewable starting materials that offer equivalent or better performance to current products.
  • compositions and formulations comprising 3- amino-2-butanol (“3-AB”, also known as 3-aminobutan-2-ol; CAS No.: 42551-55-3) for home and/or personal care formulations.
  • 3-Amino-2-butanol has several advantages, including its improved sustainability profile, demonstrated by its ability to be manufactured as a renewable, biobased compound (i.e., without relying on non-renewable petroleum-based raw materials) alongside its low toxicity (providing a safer alternative with reduced environmental and health impacts) while concurrently providing comparable or superior performance as compared to petroleum based alternatives and superior performance as compared to current renewable alternatives (e.g., NH3).
  • NH3 current renewable alternatives
  • the present technology provides compositions for home and/or personal care products comprising 3-amino-2-butanol.
  • the composition may be an aqueous based solution.
  • the composition may be an aqueous solution, mixture, dispersion, or emulsion.
  • the composition may include a molecule comprising an acid group, which may be a small molecule or a polymer comprising an acid group, and an amount of 3-amino-2-butanol effective to partially or completely neutralize the acid group.
  • the composition may include about 0.005 wt% to about 10 wt% of the 3-amino-2-butanol.
  • the composition may include a mixture of alcohol and water.
  • alkyl groups include, without limitation, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, and hexyl. Unless otherwise indicated, the alkyl group is optionally substituted with 1, 2, or 3, e.g., 1 or 2, or even just 1, substituent(s) that are compatible with the compounds, monomers, and polymers described herein. In some embodiments, the alkyl group is unsubstituted. -3- 4913-0729-0664.1 Atty. Dkt.
  • alkoxy refers to a group in which an oxygen attached to a saturated straight or branched chain alkyl group. Unless otherwise indicated, the alkoxy group contains 1 to 6 carbon atoms (e.g. methoxy, ethoxy, n-propoxy, iso-propoxy, n-butoxy, iso- butoxy, sec-butoxy, tert-butoxy, n-pentoxy, neopentyloxy, iso-pentyloxy, n-hexyloxy or iso- hexyloxy), and in any embodiments, 1 to 4 carbon atoms.
  • 1 to 6 carbon atoms e.g. methoxy, ethoxy, n-propoxy, iso-propoxy, n-butoxy, iso- butoxy, sec-butoxy, tert-butoxy, n-pentoxy, neopentyloxy, iso-pentyloxy, n-hexyloxy or iso- hex
  • the alkoxy groups may include methoxy, ethoxy, n-propoxy, iso-propoxy, n-butoxy, iso-butoxy, sec- butoxy and tert-butoxy. In some embodiments, the alkoxy group is unsubstituted.
  • Groups described herein having two or more points of attachment i.e., divalent, trivalent, or polyvalent within the compound of the present technology are designated by use of the suffix, “ene.”
  • divalent alkyl groups are alkylene groups
  • divalent cycloalkyl groups are cycloalkylene groups, and so forth.
  • Substituted groups having a single point of attachment to the compound of the present technology are not referred to using the “ene” designation. Thus, e.g., chloroethyl is not referred to herein as chloroethylene.
  • “substituted” refers to an alkyl group, as defined above in which one or more bonds to a hydrogen atom contained therein are replaced by a bond to non-hydrogen or non-carbon atoms.
  • Substituted groups also include groups in which one or more bonds to a carbon(s) or hydrogen(s) atom are replaced by one or more bonds, including double or triple bonds, to a heteroatom.
  • a substituted group is substituted with 1, 2, or 3 substituents.
  • substituent groups include, but are not limited to, hydroxyl, amino, thiol, nitro, halo, ester, amido, carbonyl, or carboxylic acid. Unless otherwise indicated, the foregoing substituent groups are not themselves further substituted. [16] Unless stated otherwise, all the molecular weight (i.e., molar mass) data, number- average molecular weight data Mn or weight-average molecular weight data Mw stated in the present description are molar masses, which can be determined by gel permeation chromatography (GPC). [17] As used herein, an “effective amount” of an additive, substance or ingredient is an amount sufficient to exhibit or bring about a desired effect in a composition.
  • a cosmetically effective amount is an amount effective to alter a functional or physical property of a cosmetic composition.
  • the present compositions may contain an -4- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 effective amount of 3-amino-2-butanol, such as an amount effective to at least partially neutralize acidic functionality in the composition and/or render one or more components or additives compatible with the rest of the composition.
  • the effective amount of 3-amino-2-butanol in the present compositions may, e.g., range from 0.005 wt% to 20 wt%.
  • fixative refers to the film forming component of a product.
  • the polymeric fixative i.e., polymer
  • Coalescence refers to the process where first the solvent (e.g., water and/or an alcohol such as ethanol) evaporates causing the polymeric fixative to be drawn together and then fused into irreversibly bound networked structures, so that the product cannot redissolve in the original carrier solvent.
  • Polymeric fixative resin is also referred to as “fixative” and “polymeric fixative.”
  • substantially free refers to less than about 2 wt% of the specified component based on the total weight of the composition.
  • the composition may include less than about 1 wt%, less than about 0.5 wt%, or less than about 0.1 wt% of the specified component. In some embodiments, the composition may free of detectable amounts of the component.
  • bio-based or “biorenewable” refers to a material that is derived in whole or part from renewable biomass resources, or that has a fraction of its carbon content sourced from biological materials or agricultural resources, rather than from fossil carbon resources.
  • the bio-based material may be such that at least 30%, at least 40% or at least 50% or more of its carbon content is sourced from biological materials or agricultural resources.
  • ⁇ E is calculated using the following equation: The equation is according to the CIELAB color space also referred to as L*a*b* defined by the International Commission on Illumination (CIE) in 1976. It expresses color as three values: L* lightness value from 0 (black) to 100 (white), a* axis represents green–red -5- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 component, and b* axis represents blue–yellow component.
  • CIE International Commission on Illumination
  • 3-Amino-butan-2-ol has several advantages including the ability to be manufactured without or with reduced non-renewable petroleum-based raw materials, low toxicity, and comparable or superior performance to other green and petroleum-based alternatives.
  • 3-Amino-butan-2-ol (3-AB) may be prepared from nitroethane and acetaldehyde using methods described in the literature (for example, Reasenberg, J. R. and Smith G.B.L.; J. Am. Chem. Soc.1944, 66, 6, 991–994.). Nitroethane and acetaldehyde are combined in the presence of a base catalyst to provide the intermediate 3-nitro-butan-2-ol (3-NB).
  • the 3NB intermediate is reduced using catalytic hydrogenation to provide 3AB as a mixture of stereoisomers.
  • the diastereomeric ratio (syn:anti) is about 80:20 to about 20:80.
  • the resulting 3-amino-2-butanol may be purified using distillation to at least 95% purity or at least 99% purity.
  • 3-amino-2-butanol containing about 50% bio-based carbon content may be prepared using bio-based acetaldehyde.
  • compositions Comprising 3-Amino-2-Butanol (“3-AB”)
  • the present technology provides a composition for use in home and/or personal care applications3 ⁇ 4such as for use in hair styling aerosols, body lotions, mascara, hair colorants, sunscreens, hand sanitizers, cleansers, eye creams, exfoliants, shampoos, conditioners, hair masks, hair styling gels, hair styling mousse, dry shampoos, non-aerosol hair styling sprays, body washes, soaps, body scrubs, body butters, lipsticks, foundations, eye shadows, concealers, blushes, eyeliners, brow gels, lip glosses, lip balms, setting sprays, shaving creams, hard surface cleaners, fabric cleaners, upholstery cleaners, floor polishe
  • the composition may include 85 wt% to 95 wt% 3-amino-2-butanol. In any embodiments, the compositions may include at least about 90 wt% 3-amino-2-butanol. [27] In any embodiments, the compositions may include 0.01 wt% to about 70 wt% water. Such compositions may be solutions at room temperature, e.g., a homogenous solution.
  • the compositions may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.5 wt%, about 1 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, about 10 wt%, about 11 wt%, about 12 wt%, about 13 wt%, about 14 wt%, about 15 wt%, about 16 wt%, about 17 wt%, about 18 -7- 4913-0729-0664.1 Atty. Dkt.
  • composition of any embodiment herein may include an other amino alcohol (e.g., 3-amino-3-methyl-2-butanol, 2- -8- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 aminoethanol, triethanolamine, 1-amino-2-propanol, 2-amino-2-methyl-1-propanol, 2-amino- 1-butanol, 2-amino-2-ethyl-1,3-propanediol, 3-(ethylamino)-3-methylbutan-2-ol, 3- (ethylamino)-butan-2-ol, or a combination of any two or more thereof) in amount of not more than about 0.01 wt%, not more than about 0.02 wt%, not more than about 0.03 wt%, not more than about 0.04 wt%, not more than about 0.05 wt%, not more than about 0.06 wt%, not more than about 0.07 wt%,
  • the composition may include less than about 2 wt% secondary amine (e.g., 3-(ethylamino)-3-methylbutan-2-ol, 3-(ethylamino)-butan-2-ol, 2- (butylamino)ethanol, diethanolamine, diisopropanolamine (also referred to as 1-(2- hydroxypropylamino)propan-2-ol), and/or dicycohexylamine).
  • secondary amine e.g., 3-(ethylamino)-3-methylbutan-2-ol, 3-(ethylamino)-butan-2-ol, 2- (butylamino)ethanol, diethanolamine, diisopropanolamine (also referred to as 1-(2- hydroxypropylamino)propan-2-ol), and/or dicycohexylamine).
  • the composition may include an amount of secondary amine that is less than about 2 wt%, less than about 1.5 wt%, less than about 1 wt%, less than about 0.5 wt% secondary amine, or any range including and/or in-between any two of these values.
  • the composition may include less than about 0.5 wt% secondary amine.
  • the composition may exhibit a biobased content of the 3- amino-2-butanol as determined using radiocarbon analysis in accordance with ASTM D6866- 24 of 0% to 100%.
  • such ranges of biobased content of the 3-amino-2-butanol in compositions of the present technology may be provided by using purely petroleum-based 3-amino-2-butanol (i.e., with 0% biobased content), using 3-amino-2-butanol produced in part with biobased starting materials, using combinations of purely petroleum-based 3-amino- 2-butanol and 3-amino-2-butanol produced in part or in whole with biobased starting materials, or3 ⁇ 4for a biobased content of the 3-amino-2-butanol of 100%3 ⁇ 4using 3-amino-2- butanol produced in whole with biobased starting materials.
  • the composition may exhibit a biobased content of the 3-amino-2-butanol (as -9- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 determined using radiocarbon analysis in accordance with ASTM D6866-24) of 0%, at least about 1%, at least about 5%, at least about 10%, at least about 15%, at least about 20%, at least about 25%, at least about 30%, at least about 35%, at least about 40%, at least about 45%, at least about 50%, at least about 55%, at least about 60%, at least about 70%, at least about 80%, at least about 90%, about 100%, or any range including and/or in-between any two of these values.
  • a biobased content of the 3-amino-2-butanol (as -9- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 determined using radiocarbon analysis in accordance with ASTM D6866-24) of 0%, at least about 1%
  • composition of any embodiment herein may exhibit a biobased content of the 3-amino-2-butanol as determined using radiocarbon analysis in accordance with ASTM D6866-24 of at least about 10%, or may exhibit a biobased content of the 3-amino-2-butanol as determined using radiocarbon analysis in accordance with ASTM D6866-24 of at least about 25%.
  • a composition of any aspect and/or embodiment herein may include a renewable, biobased compound (i.e., 3-amino-2-butanol) that exhibits low toxicity while concurrently providing comparable or superior performance as compared to petroleum based alternatives and superior performance as compared to current renewable alternatives (e.g., NH3).
  • 3-amino-2-butanol may replace in part or in whole pH adjusters typically used in personal care products (e.g., monoethanolamine (MEA), ammonia, and triethanolamine).
  • the 3-amino-2-butanol may provide control of body odor and/or sweat odor.
  • compositions of the present technology may be used as skincare products (e.g., cleansers, moisturizers, eye creams, exfoliants, sunscreens), hair care products (e.g., shampoos, conditioners, hair masks, hair styling gel, styling mousse, dry shampoos, hair styling aerosols, non-aerosol hair styling sprays, hair color products), body care products (e.g., body washes, soaps, body scrubs, body lotions, body butters, sunscreens), and/or -10- 4913-0729-0664.1 Atty. Dkt.
  • skincare products e.g., cleansers, moisturizers, eye creams, exfoliants, sunscreens
  • hair care products e.g., shampoos, conditioners, hair masks, hair styling gel, styling mousse, dry shampoos, hair styling aerosols, non-aerosol hair styling sprays, hair color products
  • body care products e.g., body washes, soaps, body scrubs, body lotions, body butters,
  • compositions of the present technology may include a wide range of amounts of the 3-amino-2-butanol described herein.
  • the compositions may include about 0.005 wt% to about 10 wt% of 3-amino-2-butanol based on the total weight of the composition, e.g., about 0.01 wt% to about 10 wt%, about 0.05 wt% to about 8 wt%, about 0.05 wt% to about 5 wt%, about 0.05 wt% to about 3 wt%, about 0.05 wt% to about 2 wt%, about 0.02 wt% to about 2 wt%, about 0.05 wt% to about 1 wt%, about 0.1 wt% to about 2 wt%, about 0.1 wt% to about 5 wt%, about 0.4 wt% to about 3 wt%, about 0.2 wt% to about 2 wt%, about 0.1 wt% to about 1 wt%, about 0.2 wt% to about 0.3 wt%, about 0.5 wt% to about
  • the compositions may include about 0.005 wt%, about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, or about 10 wt% of the 3-amino-2-butanol, or any range including and/or in-between any two of these values.
  • the compositions may include from about 0.2 wt% to about 2 wt% of the 3-amino-2-butanol based on the total weight of the composition.
  • the composition may further include an amino alcohol other than 3-amino-2-butanol (an “other amino alcohol”), where exemplary other amino alcohols that may be included in a composition according to any embodiment herein include, but are not limited to, 3-amino-3-methyl-2-butanol, 2-aminoethanol, triethanolamine, 1-amino-2-propanol, 2-amino-2-methyl-1-propanol, 2-amino-1-butanol, 2- amino-2-ethyl-1,3-propanediol, 3-(ethylamino)-3-methylbutan-2-ol, 3-(ethylamino)-butan-2- ol, or a combination of any two or more thereof.
  • composition of any embodiment herein may include an other amino alcohol (e.g., 3-amino-3-methyl-2-butanol, 2-aminoethanol, triethanolamine, 1-amino-2-propanol, 2-amino-2-methyl-1-propanol, 2-amino-1-butanol, 2- amino-2-ethyl-1,3-propanediol, 3-(ethylamino)-3-methylbutan-2-ol, 3-(ethylamino)-butan-2- ol, or a combination of any two or more thereof) in amount of at least about 0.01 wt%, at -11- 4913-0729-0664.1 Atty. Dkt.
  • an other amino alcohol e.g., 3-amino-3-methyl-2-butanol, 2-aminoethanol, triethanolamine, 1-amino-2-propanol, 2-amino-2-methyl-1-propanol, 2-amino-1-butanol, 2- amino
  • composition of any embodiment herein may include an other amino alcohol (e.g., 3-amino-3-methyl-2-butanol, 2-aminoethanol, triethanolamine, 1-amino-2- propanol, 2-amino-2-methyl-1-propanol, 2-amino-1-butanol, 2-amino-2-ethyl-1,3- propanediol, 3-(ethylamino)-3-methylbutan-2-ol, 3-(ethylamino)-butan-2-ol, or a combination of any two or more thereof) in amount of not more than about 0.01 wt%, not more than about 0.02 wt%, not more than about 0.03 wt%, not more than about 0.04 wt%, not more than about 0.05 wt%, not more than about 0.06 wt%, not more than about 0.07 wt%, not more than about 0.08 wt%, not more than about 0.09 wt%, not more than about 0.1
  • the composition may exhibit a biobased content of the 3- amino-2-butanol as determined using radiocarbon analysis in accordance with ASTM D6866- 24 of 0% to 100%3 ⁇ 4thus, in any embodiment herein, the composition may exhibit a biobased content of the 3-amino-2-butanol (as determined using radiocarbon analysis in accordance with ASTM D6866-24) of 0%, at least about 1%, at least about 5%, at least about 10%, at least about 15%, at least about 20%, at least about 25%, at least about 30%, at least about 35%, at least about 40%, at least about 45%, at least about 50%, at least about 55%, at least about 60%, at least about 70%, at least about 80%, at least about 90%, about 100%, or any range including and/or in-between any two of these values.
  • composition of any embodiment herein may exhibit a biobased content of the 3-amino-2-butanol as -12- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 determined using radiocarbon analysis in accordance with ASTM D6866-24 of at least about 10%, or may exhibit a biobased content of the 3-amino-2-butanol as determined using radiocarbon analysis in accordance with ASTM D6866-24 of at least about 25%.
  • the 3-amino-2-butanol of any aspect and/or embodiment herein may be a renewable, biobased compound that exhibits low toxicity while concurrently providing comparable or superior performance as compared to petroleum-based alternatives and superior performance as compared to current renewable alternatives (e.g., NH3).
  • Personal care compositions of the present technology may include a solvent.
  • the solvent may include water, alcohol (ethanol, isopropanol, or a mixture thereof), vegetable oils (e.g., coconut oil, olive oil, sunflower oil, avocado oil, almond oil, argan oil, jojoba oil, flaxseed oil, sesame oil, and/or hemp oil), animal oils (e.g., lanolin, beeswax, and/or tallow), mineral oil, glycerin, glycol ethers (e.g., butylene glycol, propylene glycol, hexylene glycol, and/or ethylene glycol), silicones (e.g., dimethicone, cyclopentasiloxane, cyclohexasiloxane, trimethylsiloxysilicate, phenyl trimethicone, and/or polysilicone-11), or a combination of any two or more thereof.
  • vegetable oils e.g., coconut oil, olive oil, sunflower oil, avocado oil, almond oil, argan oil, jo
  • Acidic neutralization additives used to partially or completely neutralize the acids and/or acid groups of polymers include 2-amino-2-methyl-1-propanol (AMP), 2-amino-2- methyl-1,3-propanediol (AMPD), ammonium hydroxide, morpholine, cyclohexylamine, dimethyl stearamine (DMS), monoethanolamine (MEA), diethanolamine (DEA), triethanolamine (TEA), monoisopropanolamine (MIPA), and triisopropanolamine (TIPA).
  • AMP 2-amino-2-methyl-1-propanol
  • AMPD 2-amino-2- methyl-1,3-propanediol
  • Ammonium hydroxide ammonium hydroxide
  • morpholine cyclohexylamine
  • DMS dimethyl stearamine
  • MEA monoethanolamine
  • DEA diethanolamine
  • TIPA triethanolamine
  • 3- Amino-2-butanol may be used
  • the composition may include about 0.001 wt% to about 40 wt% molecule comprising the acid group, e.g., about 0.01 wt% to about 40 wt%, about 0.05 wt% to about 15 wt%, about 0.1 wt% to about 5 wt%, about 10 wt% to about 30 wt%, or any range including and/or in- between any two of these values.
  • the compositions may include about 0.1 wt% to about 5 wt% molecule comprising the acid group.
  • the acid group of the molecule comprising the acid group may include a carboxylic acid, sulfonic acid, phosphonic acid, and/or phosphoric acid group.
  • the composition may include one or multiple molecules having acid groups, each independently having an acid group selected from the group consisting of carboxylic acids, sulfonic acids, phosphonic acids, phosphoric acid groups, or a combination of any two or more thereof.
  • the molecule comprising the acid group includes a carboxylic acid.
  • the carboxylic acid may include alpha hydroxycarboxylic acids (“AHAs”; e.g., glycolic acid, lactic acid, mandelic acid, and citric acid) and/or alkyl ether carboxylic acids.
  • AHAs alpha hydroxycarboxylic acids
  • the carboxylic acids may include isostearic acid, lauric acid, palmitic acid, oleic acid, stearic acid, lactic acid, myristic acid, acetic acid, propionic acid, succinic acid, glutaric acid, adipic acid, hexanoic acid, heptanoic acid, octanoic acid, sebacic acid, citric acid, and combinations of any two or more thereof.
  • the molecule comprising the acid group includes a sulfonic acid.
  • the sulfonic acid may include alkyl sulfates and/or alkyl ether sulfates having the formula ROSO3M and R-O(C2H4O)xSO3M, respectively, wherein R is alkyl or alkenyl of from 8 to 18 carbon atoms, x is an integer having a value of from about 1 to about 10, and M is a cation such as ammonium, alkanolamines such as triethanolamine, monovalent metals such as sodium and potassium, and polyvalent metal cations such as magnesium, and calcium.
  • R may have 12 to 14 carbon atoms, in a linear rather than branched chain.
  • the sulfonic acid may include sodium lauryl sulfate and sodium lauryl ether sulfate, and combinations thereof.
  • the phosphoric acid group may be cetyl phosphate. -15- 4913-0729-0664.1 Atty. Dkt.
  • any composition disclosed herein may further include an ester, e.g., isopropyl isostearate, hexyl laurate, isohexyl laurate, isohexyl palmitate, isopropyl palmitate, decyl oleate, isodecyl oleate, hexadecyl stearate, decyl stearate, isopropyl isostearate, dihexyldecyl adipate, lauryl lactate, myristyl lactate, cetyl lactate, oleyl stearate, oleyl oleate, oleyl myristate, lauryl acetate, cetyl propionate, oleyl adipate, C 7 -C 22 esters of succinic acid, diisopropyl adipate, diisohexyl adipate, diisopropyl adipate, diisopropyl
  • 3-amino-2-butanol neutralizes at least about 20% of the molecule comprising the acid group (e.g., at least about 30%, at least about 40%, or at least about 50%). In some embodiments, the 3-amino-2-butanol neutralizes about 20% to about 100% of the molecule comprising the acid group (e.g., about 30% to about 90% or about 40% to about 80%). In some embodiments, the molar ratio of the 3-amino-2-butanol to the molecule comprising the acid group may be about 1:5 to about 5:1 (e.g., about 1:4 to about 2:1, about 1:3 to about 2:1, or about 1:2 to about 1:1).
  • the molecule comprising the acid group may be a polymer (e.g., the polymer comprising one or more acid groups).
  • Compositions may include the polymer, an amount of neutralization agent (e.g., 3-amino-2-butanol) effective to partially or completely neutralize the acid group, and solvent.
  • neutralization agent e.g., 3-amino-2-butanol
  • the compositions may include about 0.005 wt%, about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, about 10 wt%, 15 wt%, 20 wt%, 25 wt%, 30 wt%, 35 wt%, or 40 wt%, of the polymer comprising acid groups, or any range including and/or in-between any two of these values.
  • the composition may include about 0.001 wt% to about 40 wt% of the polymer comprising acid groups, e.g., about 0.01 wt% to about 40 wt%, about 0.05 wt% to about 15 wt%, about 0.1 wt% to about 5 wt%, about 0.5 wt% to about 4 wt%, about 0.1 wt% to about 1 wt%, about 10 wt% to about 30 wt%, about 2 wt% to about 15 wt%, or any range including and/or in-between any two of these values.
  • the compositions may include about 0.1 wt% to about 5 wt% polymer comprising acid groups.
  • the acid groups of the polymer comprising acid groups may include carboxyl, sulfonyl, phosphonyl, phosphoryl groups, or a combination of any two or more thereof.
  • the composition may comprise multiple polymers having acid groups, with each polymer having acid groups independently chosen from carboxyl, sulfonyl, phosphonyl, phosphoryl groups, or a combination of any two or more thereof.
  • the acid functional groups are carboxyl groups.
  • the polymers may have acid values of about 0.1 to about 10 mEq/g.
  • the polymers may have acid values of about 0.5 to about 5 mEq/g or about 1 to about 4 mg mEq/g.
  • the polymer comprising acid groups may be selected from the group consisting of polyacrylate copolymers, vinyl acetate copolymer, or combinations thereof.
  • the polymer comprising acid groups may be ethyl acrylate, methyl methacrylate and methacrylic acid copolymer; ethyl acrylate, t-butyl acrylate and methacrylic acid copolymer; octyl acrylamide, acrylates and butylaminoethyl methacrylate copolymer; methacrylic acid, n-butyl acrylate and methyl methacrylate copolymer; methacrylic acid, n- butyl acrylate and ethyl methacrylate copolymer; butyl acrylate, methyl methacrylate, hydroxyethyl methacrylate and methacrylic acid copolymer; vinyl acetate, crotonates and vinyl neodecanoate copolymer; a butyl ester of vinyl methyl ether and maleic anhydride copolymer; an ethyl ester of vinyl methyl methyl ether and
  • compositions of the present technology may include one or more polymers comprising acid groups with a wide range of molecular weights.
  • the compositions may include polymers comprising acid groups with an average molecular weight of at least about 10 kDa, at least about 25 kDa, at least about 50 kDa, at least about 100 kDa, at least about 150 kDa, at least about 200 kDa, at least about 250 kDa, at least about 300 kDa, at least about 400 kDa, at least about 500 kDa, at least about 600 kDa, at least about 700 kDa, at least about 800 kDa, at least about 900 kDa, or at least about 1000 kDa, or a range between and including any two of the foregoing values.
  • the compositions may include polymers comprising acid groups with an average molecular weight of about 10 -17- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 kDa to about 1000 kDa, of about 25 kDa to about 500 kDa, about 300 kDa to about 400 kDa, 600 kDa to about 700 kDa, or about 50 kDa to about 300 kDa.
  • the polymer comprising acid groups may be cross-linked.
  • 3-amino-2-butanol neutralizes at least about 20% of the acid functional groups on the polymer (e.g., at least about 30%, at least about 40%, or at least about 50%).
  • the 3-amino-2-butanol neutralizes about 20% to about 100% of the acid functional groups on the polymer (e.g., about 30% to about 90% or about 40% to about 80%).
  • the molar ratio of the 3-amino-2-butanol to the acid functional groups on the polymer may be about 1:5 to about 5:1 (e.g., about 1:4 to about 2:1, about 1:3 to about 2:1, or about 1:2 to about 1:1).
  • the composition may further comprise one or more additives selected from a preservative, thickener, water-miscible co-solvent, water immiscible co- solvent, anti-microbial, non-ionic polymer, dye, fragrance, and corrosion inhibitors.
  • the composition may comprise anionic and/or zwitterionic surfactants.
  • the anionic and/or zwitterionic surfactant may be selected from the group consisting of fatty acids, alkyl sulfates, alkyl(oxyalkyl)(n) sulfates where n is the average degree of alkoxylation from 1 to 3, alkyl sulfonates, alkenyl sulfonates, alkylamidealkylbetaines, and combinations of two or more thereof.
  • the anionic and/or zwitterionic surfactant may be sodium lauryl sulfate, ammonium lauryl sulfate, sodium or ammonium laureth(n) sulfate where n is the average degree of ethoxylation from 1 to 3, alkoxyalkylsodium lauryl sulfate, sodium laureth sulfate, cocamidopropyl betaine, and combinations of two or more thereof.
  • the composition may comprise about 1% to about 50% of the anionic and/or zwitterionic surfactant. In some embodiments, the composition may comprise about 5% to about 40% of the anionic and/or zwitterionic surfactant.
  • the composition may comprise alcohol.
  • the alcohol may be ethanol, n-propanol, isopropanol, or a combination of any two or more thereof.
  • the composition may include at least about 20 wt% alcohol, at least about 25 wt% alcohol, at least about 30 wt% alcohol, at -18- 4913-0729-0664.1 Atty. Dkt.
  • compositions may comprise from about 40% to about 95% of the alcohol, from about 50% to about 80% of the alcohol, or from about 60% to about 70% of the alcohol.
  • compositions described herein in addition to comprising 3-amino-2-butanol may also include at least one home and/or personal care additive.
  • the home and/or personal care additives may include, but not limited to, dispersing agents, leveling agents and surfactants, thickeners (e.g., acrylate polymers), coalescents, rheology modifiers (e.g., highly disperse silicic acid or polymeric urea compounds), pH adjusting agents (e.g., tocopherol, glycerin phosphoric acid, phosphoric acid, sodium hydroxide), coloring agents (e.g., oxidative dye or pigment precursors and direct dyes or pigments), defoamers, wetting agents, dispersants, biocides, UV filtering agents, flow control agents based on acrylate polymers (e.g., (meth)acrylic homopolymers) or silicon oils, or combinations of two or more thereof.
  • dispersing agents e.g., leveling agents and surfactants
  • compositions may include one or more personal care additives selected from the group consisting of leveling agents, pH adjusting agents, coloring agents, antioxidants, curl modifying agents, relaxers, surfactants, emulsifiers, solubilizers, conditioning agents, developers, oxidizing agents, chelating agents, fatty alcohols, fatty acids, perfumes, thickeners, rheology modifiers, emollients, defoamers, co-dispersants, additional neutralizer(s), dyes, fragrances, and biocides.
  • personal care additives selected from the group consisting of leveling agents, pH adjusting agents, coloring agents, antioxidants, curl modifying agents, relaxers, surfactants, emulsifiers, solubilizers, conditioning agents, developers, oxidizing agents, chelating agents, fatty alcohols, fatty acids, perfumes, thickeners, rheology modifiers, emollients, defoamers, co-dispersants, additional neutralizer(s), dyes, fragrances,
  • compositions of the present technology may include from about 0 wt% to about 75 wt% one or more of a personal care additives. In any embodiments, the compositions of the present technology may include from about 0 wt% to about 75 wt% of one or more personal care additives selected from the group consisting of leveling agents, surfactants, thickeners, rheology modifiers, defoamers, co-dispersants, additional neutralizer(s), UV filtering agents and biocides, based on the total weight of the composition. -19- 4913-0729-0664.1 Atty. Dkt.
  • the personal care compositions of the present technology may include 0 wt%, about 1 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 10 wt%, about 15 wt%, about 20 wt%, about 25 wt%, about 30 wt%, about 40 wt%, about 50 wt%, about 60 wt%, about 75 wt%, or a range between and including any two of the foregoing amounts of one or more personal care additives.
  • the compositions may include 0 wt%, about 1 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 10 wt%, about 15 wt%, about 20 wt%, about 25 wt%, about 30 wt%, about 40 wt%, about 50 wt%, about 60 wt%, about 75 wt%, or a range between and including any two of the foregoing amounts of one or more personal care additives selected from the group consisting of leveling agents, surfactants, thickeners, rheology modifiers, UV filtering agents, co-dispersants, additional neutralizer(s), and biocides.
  • the personal care additive may include a component comprising acidic groups.
  • the personal care additive comprising acidic groups may include for example an additive which has a carboxylic acid group or a sulfonic acid group.
  • the personal care additive effective amount of 3-amino-2-butanol may be effective to partially or completely neutralize the acidic groups.
  • the personal care additive comprising acidic groups may include a fatty acid.
  • the personal care compositions of the present technology may comprise a personal care polymer comprising carboxylic acid groups, and an amount of neutralization agent (e.g., 3-amino-2-butanol) effective to partially or completely neutralize or alkalize the acidic groups, such as carboxylic acid and sulfonic acid groups.
  • a personal care polymer comprising carboxylic acid groups, and an amount of neutralization agent (e.g., 3-amino-2-butanol) effective to partially or completely neutralize or alkalize the acidic groups, such as carboxylic acid and sulfonic acid groups.
  • Neutralization agents that may be used to partially or completely neutralize the carboxylic acid groups of personals-care polymers include 3-amino-2-butanol (3-AB), 3- amino-3-methyl-2-butanol (AMB), 2-amino-2-methyl-1-propanol (AMP), 2-amino-2-methyl- 1,3-propanediol (AMPD), ammonium hydroxide, morpholine, cyclohexylamine, dimethyl stearamine (DMS), monoethanolamine (MEA), diethanolamine (DEA), triethanolamine -20- 4913-0729-0664.1 Atty. Dkt.
  • neutralizing agents may include, for example, bio-based neutralizing agents such as arginine and hydroxide-based compounds (e.g., sodium hydroxide).
  • bio-based neutralizing agents such as arginine and hydroxide-based compounds (e.g., sodium hydroxide).
  • 3-amino-2-butanol may be used to replace one or more of these neutralization agents in part or in whole.
  • 3-amino- 2-butanol may be used to replace greater than 30%, greater than 40%, greater than 50%, greater than 60%, greater than 70%, greater than 80%, or greater than 90%, including 100% of one or more of these neutralization agents in part or in whole.
  • the personal care additive comprises a personal care polymer comprising carboxylic acid groups or sulfonic acid groups.
  • the personal care additive may comprise a personal care polymer comprising carboxylic acid groups.
  • the personal care polymer may be ethyl acrylate, methyl methacrylate and methacrylic acid copolymer; ethyl acrylate, t-butyl acrylate and methacrylic acid copolymer; octyl acrylamide, acrylates and butylaminoethyl methacrylate copolymer; methacrylic acid, n-butyl acrylate and methyl methacrylate copolymer; methacrylic acid, n-butyl acrylate and ethyl methacrylate copolymer; butyl acrylate, methyl methacrylate, hydroxyethyl methacrylate and methacrylic acid copolymer; vinyl acetate, crotonates and vinyl neodecanoate copolymer; a butyl ester of vinyl methyl ether and maleic anhydride copolymer; an ethyl ester of vinyl methyl ether and maleic anhydr
  • compositions of the present technology may include personal care polymers with a wide range of molecular weights.
  • the compositions may include personal care polymers with an average molecular weight of at least about 10 kDa, at least about 25 kDa, at least about 50 kDa, at least about 100 kDa, at least about 150 kDa, at least about 200 kDa, at least about 250 kDa, at least about 300 kDa, at least about 400 kDa, at least about 500 kDa, at least about 600 kDa, at least about 700 kDa, at least about 800 kDa, at least about 900 kDa, or at least about 1000 kDa, or a range between and including any two of the foregoing values.
  • the compositions may include personal care polymers with an average -21- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 molecular weight of about 10 kDa to about 1000 kDa, of about 25 kDa to about 500 kDa, or of about 50 kDa to about 300 kDa.
  • the composition may comprise anionic and/or zwitterionic surfactants.
  • the anionic and/or zwitterionic surfactant may be sodium lauryl sulfate, ammonium lauryl sulfate, sodium or ammonium laureth(n) sulfate where n is the average degree of ethoxylation from 1 to 3, alkoxyalkylsodium lauryl sulfate, sodium laureth sulfate, cocamidopropyl betaine, and combinations of two or more thereof.
  • the composition may comprise about 1% to about 50% of the anionic and/or zwitterionic surfactant. In any embodiments, the composition may comprise about 5% to about 40% of the anionic and/or zwitterionic surfactant.
  • a composition as described herein may additionally comprise other personal care additives.
  • the composition may further include a dispersing agent.
  • the dispersing agent may be present at an effective amount, e.g., 0.01 wt% to 1 wt% of the composition.
  • the amount of dispersing agent in the composition may be 0.01 wt%, 0.02 wt%, 0.05 wt%, 0.075 wt%, 0.1 wt%, 0.2 wt%, 0.3 wt%, 0.4 wt%, 0.5 wt%, 0.6 wt%, 0.7 wt%, 0.8 wt%, 0.9 wt%, or 1 wt% or a range between and including any two of the foregoing values.
  • Dispersing agents are soluble materials whose physicochemical adsorption to the surface of pigment particles stabilizes the dispersion of the pigment particles against reagglomeration.
  • Illustrative dispersing agents include, but are not limited to, salts of polyacrylic acids or modified polyacrylic acids, and polyphosphate salts such as sodium hexametaphosphate.
  • Other additives may be included in the compositions.
  • Leveling agents may be added to change the surface tension and improve wetting. Leveling agents are a subset of surfactants used to ensure that a composition flows out over and completely wets the surface being coated. Reduced contact angles between the composition and the surface lead to better flow leveling, and better surface wetting allows for better adhesion of the composition and the physically coalesced and/or chemically cured film. Surfactants are also important as grinding aids for pigment grinding operations.
  • the compositions of the present technology may include from about 0 wt% to -22- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 about 7 wt% surfactants (e.g., leveling agents) based on the total weight of the composition.
  • the compositions may include 0 wt%, about 1 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, of surfactants (e.g., leveling agents), or a range between and including any two of the foregoing.
  • Thickeners may be used to obtain the desired degree of viscosity needed for the proper formulation and application of the composition.
  • One general type of thickener is referred to in the art by the term "associative.” Associative thickeners are so called because the mechanism by which they thicken is believed to involve hydrophobic associations between the hydrophobic moieties in the thickener molecules and/or between the hydrophobic moieties in the thickener molecules and other hydrophobic surfaces.
  • One type of commonly used associative thickener has a polymeric backbone constructed from one or more blocks of polymerized oxyalkylene units, typically polyethylene oxide or polypropylene oxide, with hydrophobic groups attached to or within the backbone.
  • Another type of commonly used associative thickener utilizes a cellulosic backbone with hydrophobic groups attached to the backbone. Both of these types of associative thickeners can be characterized as polyether thickeners as they both have backbones comprising ether linkages. Known polyether associative thickeners are non-ionic thickeners, and their thickening efficiencies in aqueous systems are substantially independent of pH. Other thickeners may also be included in the compositions such as those described in U.S. Patent No.7,741,402, which is herein incorporated by reference.
  • the compositions of the present technology may include from about 0 wt% to about 7 wt% surfactants (e.g., leveling agents) based on the total weight of the composition.
  • the compositions may include 0 wt%, about 1 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, of thickeners, or a range between and including any two of the foregoing.
  • Rheology modifiers may be added to thicken the compositions and to increase its yield stress, thus allowing for, e.g., formation of a gel network for improved application experience by the consumer.
  • compositions of the present technology may include from about 0 wt% to about 7 wt% rheology modifiers based on the total weight of the composition.
  • the compositions may include 0 wt%, -23- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 about 1 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt% of rheology modifiers, or a range between and including any two of the foregoing.
  • Pigment dispersants are added to create a stable dispersion of the pigment. Pigment dispersants function by directly interacting with pigment particles both mechanically and electrostatically. Rheology modifiers function by increasing the yield stress of the water- resin system.
  • Corrosion inhibitors and flash rust inhibitors can suppress the migration of corrosion products from the surface of coated metal objects (e.g., exposed nail heads in drywall) to the surface of the coating when, e.g., home care products are applied.
  • rust inhibitors may be added to prevent corrosion of iron alloy cans during storage.
  • the compositions of the present technology may include from about 0 wt% to about 20 wt% corrosion inhibitors or flash rust inhibitors based on the total weight of the composition.
  • the compositions may include 0 wt%, about 1 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 8 wt%, about 10 wt%, about 15 wt%, about 20 wt% of corrosion inhibitors or flash rust inhibitors, or a range between and including any two of the foregoing.
  • Biocides including registered biocides
  • mildewcides may be added to control microbial growth in the compositions and/or in the formulation. Microbes can colonize leading to filamentous growths, bad odors and the selective consumption of functional ingredients of a composition.
  • biocides can be added solely to control microbes during storage of the composition (so called in-can biocides).
  • Typical biocides include isothiazolinones, such as 5-chloro-2-methyl-4-isothizolin-3-one; benzoisothiazolinones; zinc pyrithione; gluteraldehyde; bronopol; phenolics; diazolidinyl urea; iodopropynyl butylcarbamate; propylene glycol; phenoxyethanol; caprylyl glycol; and/or sorbic Acid.
  • isothiazolinones such as 5-chloro-2-methyl-4-isothizolin-3-one
  • benzoisothiazolinones zinc pyrithione
  • gluteraldehyde gluteraldehyde
  • bronopol phenolics
  • diazolidinyl urea iodopropynyl butylcarba
  • the compositions of the present technology may include from about 0 wt% to about 2 wt% biocides or mildewcides based on the total weight of the composition.
  • the compositions may include 0 wt%, about 0.001 wt%, about 0.005 wt%, about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.5 wt%, about 1 wt%, about 1.5 wt%, about 2 wt% of biocides (including registered biocides) or mildewcides, or a range between and including any two of the foregoing. -24- 4913-0729-0664.1 Atty. Dkt.
  • the present compositions may include UV filtering agents which provide an SPF of at least 15.
  • Nonlimiting examples of such filtering agents are titanium dioxide, iron oxides, zinc oxide, cerium oxides and the like.
  • the compositions of the present technology may include from about 0 wt% to about 15 wt% filtering agents based on the total weight of the composition.
  • the compositions may include 0 wt% or any of about 0.1, 0.25, 0.5, 0.75, 1, 2, 3, 4, 5, 10 wt%, or 15 wt% of filtering agents, or a range between and including any two of the foregoing.
  • the present compositions may further include one or more solvents.
  • the solvent may include water.
  • the solvent may include an organic solvent.
  • the organic solvent may include an alcohol.
  • the composition may include any of the solvents provided in US Patent Appl. Publ. Nos.2020/0289390, 2020/0360257, 2019/0365625, and 20140338135 and US Patent Nos.8,815,225, 8,343,238 and 6,818,022, which are each herein incorporated by reference.
  • the alcohol may include a C1-C30 alcohol.
  • the alcohol may include linear saturated C 14 -C 20 alcohol, linear unsaturated C14-C20 alcohol, or a combination thereof.
  • the alcohol may include cetearyl alcohol, oleyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, or a combination of any two or more thereof.
  • the composition may include about 25 wt% to about 75 wt% water. Such compositions may be solutions at room temperature, e.g., a homogenous solution.
  • compositions may include about 25 wt% water, about 30 wt%, about 35 wt%, about 40 wt%, about 45 wt%, about 50 wt%, about 55 wt%, about 60 wt%, about 65 wt%, about 70 wt%, or any range including and/or in-between any two of these values.
  • the compositions may include about 30 wt% to about 70 wt%, about 40 wt% to about 60 wt%, about 30 wt% to about 50 wt%, about 50 wt% to about 70 wt%, or any range including and/or in-between any two of these values.
  • the water may be deionized, distilled or reverse osmosis (R.O.) water, or any combination thereof, including, e.g., double distilled.
  • R.O. reverse osmosis
  • the purity and water content may be adjusted depending on the desired physical properties and end-use application. -25- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 [74]
  • the composition may include about 0.01 wt% to about 20 wt% of the fatty alcohol.
  • the composition may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, or about 10 wt%, about 15 wt%, or about 20 wt% of the fatty alcohol, or any range including and/or in-between any two of these values.
  • the composition may include about 0.01 wt% to about 20 wt% fatty alcohol, e.g., about 0.1 wt% to about 20 wt%, about 1 wt% to about 15 wt%, about 0.1 wt% to about 5 wt%, about 0.5 wt% to about 4 wt%, about 0.1 wt% to about 1 wt%, about 5 wt% to about 10 wt%, about 10 wt% to about 20 wt%, about 2 wt% to about 10 wt%, about 1 wt% to about 8 wt %, or any range including and/or in between any two of these values.
  • the composition may include a skin conditioning agent.
  • composition may include any of the skin conditioning agents provided in US Patent Appl. Publ. Nos.2020/0289390, 2020/0360257, 2019/0365625, and 20140338135 and US Patent Nos.8,815,225, 8,343,238 and 6,818,022, which are each herein incorporated by reference.
  • the skin conditioning agent may include silicone materials, amino silicones, C6-C30 fatty alcohols, polymeric resins, polyol carboxylic acid esters, cationic polymers, cationic surfactants, insoluble oils and oil derived materials, mineral oils and other oils such as glycerin and sorbitol, cationic polymers (e.g., those comprising units of at least one amine group chosen from primary, secondary, tertiary and quaternary amine groups that may either form part of the main polymer chain, or be borne by a side substituent that is directly attached to the main polymer chain), and mixtures thereof.
  • silicone materials e.g., those comprising units of at least one amine group chosen from primary, secondary, tertiary and quaternary amine groups that may either form part of the main polymer chain, or be borne by a side substituent that is directly attached to the main polymer chain
  • the composition may include about 0.01 wt% to about 10 wt% of the conditioning agent. In any embodiments, the composition may include about 0.1 wt% to about 5 wt% of the conditioning agent. In any embodiments, the composition may include about 0.2 wt% to about 4 wt% of the conditioning agent. In any embodiments, the composition may include about 0.2 wt% to about 2 wt% of the conditioning agent. [77] In any embodiments, the composition may include a fragrance. For example, the composition may include any fragrance provided in US Patent Appl. Publ. Nos. 2020/0289390, 2020/0360257, 2019/0365625, and 20140338135 and US Patent Nos.
  • the composition may include about 0.001 wt% to about 5 wt% of the fragrance. In any embodiments, the composition may include about 0.005 wt% to about 2 wt% of the fragrance. In any embodiments, the composition may include about 0.01 wt% to about 1 wt% of the fragrance. [78] In any embodiments, the composition may include a developer. In any embodiments, the developer may include an oxidizing agent.
  • the oxidizing agent may be present in an amount sufficient to bleach the melanin pigment in the hair and/or oxidize dye/pigment precursors.
  • the oxidizing agent may include a peroxide including, but not limited to, hydrogen peroxide; inorganic alkali metal peroxides (e.g. sodium periodate and sodium peroxide); organic peroxides (e.g. urea peroxide, melamine peroxide); inorganic perhydrate salt bleaching compounds (e.g.
  • the oxidizing agent may include hydrogen peroxide.
  • the developer may include about 5 wt% to about 80 wt% of the oxidizing agent. In any embodiments, the developer may include about 5 wt% to about 50 wt% of the oxidizing agent. In any embodiments, the developer may include about 10 wt% to about 40 wt% of the oxidizing agent.
  • the developer may include about 25 wt% to about 35 wt% of the oxidizing agent. In any embodiments, the developer may include about 15 wt% to about 25 wt% of the oxidizing agent. In any embodiments, the developer may include about 5 wt% to about 15 wt% of the oxidizing agent. [80] In any embodiments, the composition may include about 1 wt% to about 20 wt% of the oxidizing agent. In any embodiments, the composition may include about 1 wt% to about 15 wt% of the oxidizing agent. In any embodiments, the composition may include about 3 wt% to about 12 wt% of the oxidizing agent.
  • the composition may include about 6 wt% to about 10 wt% of the oxidizing agent. -27- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 [81]
  • the composition may include a chelating agent.
  • the chelating may include a compound or ligand that can bind to a metal ion, usually through more than one ligand atom, to form a chelate.
  • a chelate is usually a type of coordination compound in which a central metal ion, such as Co2+, Ni2+, Cu2+, Ca2+ or Zn2+, is attached by coordinate links to two or more nonmetal atoms, i.e., ligands, in the same molecule.
  • the chelating agent may include, but is not limited to, ethylene-diaminetetraacetic acid (EDTA), nitrilotriacetic acid, ethyleneglycol-bis( ⁇ -amino- ethyl ether)-N,N-tetraacetic acid, and salts of any of the foregoing.
  • the composition may include about 0.001 wt% to about 5 wt% of the chelating agent. In any embodiments, the composition may include about 0.01 wt% to about 2 wt% of the chelating agent. In any embodiments, the composition may include about 0.1 wt% to about 1 wt% of the chelating agent. In any embodiments, the composition may include about 0.1 wt% to about 0.5 wt% of the chelating agent. [83] In any embodiments, the composition may have a pH at or above 3, such as having a pH of about 3 to about 7, or having a pH of about 3 to about 6.5. In any embodiments, the composition may have a pH at or above 7.
  • the composition may have a pH of about 7.5 to about 13. In any embodiments, the composition may have a pH of about 8 to about 12.5. In any embodiments, the composition may have a pH of about 9 to about 12. In any embodiments, the composition may have a pH of about 10 to about 10.5. [84] In any embodiments, the composition may include about 0.01 wt% to about 20 wt% of the one or more surface active agents. In any embodiments, the composition may include about 0.1 wt% to about 10 wt% of the one or more surface active agents. In any embodiments, the composition may include about 1 wt% to about 8 wt% of the one or more surface active agents.
  • the composition may be substantially free of low molecular weight surfactants. In any embodiments, the composition does not contain low molecular weight surfactants.
  • Carriers such as water and co-solvents are not included as personal care additives. In any embodiments, the personal care additive does not include a carrier. In any embodiments, -28- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 the personal care additive does not include a co-solvent. In any embodiments, the personal care additive does not include water. In any embodiments, the personal care additive does not include an alcohol such as ethanol.
  • the personal care compositions of the present technology may further include one or more carriers.
  • the carrier includes a solvent and/or a cosolvent in which composition materials are dissolved, dispersed, and/or suspended. Suitable carriers include water, a water-miscible co-solvent, and a water immiscible co- solvent.
  • the carrier is water, although other water-based solutions such as water-alcohol mixtures and the like may be used.
  • the aqueous carrier generally makes up the balance of the composition, after all the other ingredients have been accounted for.
  • the composition may include a cosolvent such as an organic solvent.
  • the carrier or the cosolvent may be an alcohol (e.g., methanol, ethanol, or isopropyl alcohol), glycol ether such as ethylene glycol, diethylene glycol, and/or propylene glycol (e.g., propylene glycol C 1 -C 4 alkyl ether, C 1 -C 4 alkoxyethanol such as butoxyethanol), a heterocycle such as a lactone (e.g., N-methyl-2- pyrrolidone), glycerin, or a combination thereof.
  • the carrier may include water.
  • compositions may further include from about 0 wt% to about 98 wt% water, e.g., from about 0.1 wt% to about 80 wt% water, from about 1 wt% to about 75 wt%, from about 5 wt% to about 70 wt%, from about 10 wt% to about 60 wt%, from about 20 wt% to about 50 wt%, from about 25 wt% to about 40 wt%, from about 1 wt% to about 30 wt%, from about 5 wt% to about 25 wt%, or from about 5 wt% to about 10 wt% water.
  • the composition may include at least about 20 wt% alcohol, at least about 25 wt% alcohol, at least about 30 wt% alcohol, at least about 35 wt% alcohol, at least about 40 wt% alcohol, at least about 45 wt% alcohol, at least about 50 wt% alcohol, at least about 55 wt% alcohol, at least about 60 wt% alcohol, at least about 65 wt% alcohol, at least about 70 wt% alcohol, at least about 75 wt% alcohol, at least about 80 wt% alcohol, at least about 85 wt% alcohol, at least about 90 wt% alcohol, or a range between and including any two of the foregoing values.
  • the compositions may comprise from about 40% to about 95% of the alcohol, from about 50% to about 80% of the alcohol, or from about 60% to about 70% of the alcohol, or a range between and including any two of the foregoing values.
  • Hair Styling Aerosols and Similar Products [91]
  • the present technology provides compositions for hair styling aerosols and similar products comprising acrylate resins, neutralization agents (i.e., 3-amino-2- -30- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 butanol), propellants, and/or solvents.
  • the 3-amino-2- butanol may provide in-can corrosion protection in addition to acting as a neutralizing agent.
  • the hair styling aerosol composition may comprise an acrylic resin.
  • the acrylic resin may include an acrylate/hydroxyester acrylate copolymer.
  • the acrylic resin may include AMPHOMER® (Nouryon), ACUDYNETM 180 (Dow), ACUDYNE 1000 (Dow), AMERHOLD, LUVIMER 100P, LUVIMER 36D, LUVIMER 30E, ACULYN 88, ACULYN 44, ACULYN 33A, or a combination of any two or more thereof.
  • the composition may include acetate resins or combinations of acetate and acrylate resins.
  • RESYN 28-2930, GANTREZ ES- 225, and LUVISKOL VA may also be used.
  • Amounts of such resins may range from about 0.001 wt% to about 15 wt%, e.g., any of about 0.001, 0.01, 0.1, 1, 2, 3, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, or 15 wt% or a range between and including any two of the foregoing values, such as about 0.2 wt% to about 15 wt%, 0.02 wt% to about 0.3 wt%, 2 wt% to about 15 wt%, about 2 wt% to about 4 wt% , about 4 wt% to about 7 wt% or about 6 wt% to about 10 wt%, or a range between and including any two of the foregoing values.
  • the hair styling aerosol composition may comprise propellants such as propane, butane, isobutane, dimethyl ether, 1-1-difluorethane, methyl acetate, or a combination of any two or more thereof.
  • VOC propellants may make up to about 30-35 wt% of the compositions.
  • Low VOC propellants such as 152A may make up to 40-50% of the compositions.
  • the hair styling aerosol compositions may include a wide range of amounts of the neutralization agent 3-amino-2-butanol described herein.
  • the compositions may include about 0.005 wt% to about 10 wt% of 3-amino-2-butanol based on the total weight of the composition, e.g., about 0.01 wt% to about 10 wt%, about 0.05 wt% to about 8 wt%, about 0.05 wt% to about 5 wt%, about 0.05 wt% to about 3 wt%, about 0.05 wt% to about 2 wt%, about 0.02 wt% to about 2 wt%, about 0.05 wt% to about 1 wt%, about 0.1 wt% to about 2 wt%, about 0.1 wt% to about 5 wt%, about 0.4 wt% to about 3 wt%, about 0.2 wt% to about 2 wt%, about 0.1 wt% to about 1 wt%, about 0.2 wt% to about 0.3 wt%, about 0.5 wt% to about
  • the compositions may include about 0.005 wt%, about 0.01 wt%, about 0.05 wt%, about 0.1 -31- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, or about 10 wt% of the 3- amino-2-butanol, or any range including and/or in-between any two of these values.
  • the compositions may include from about 0.4 wt% to about 3 wt% of the 3- amino-2-butanol based on the total weight of the composition.
  • the hair styling aerosol compositions may include water.
  • the compositions may include at least about 5 wt% water, at least about 10 wt% water, at least about 15 wt% water, at least about 20 wt% water, at least about 25 wt% water, at least about 30 wt% water, at least about 40 wt% water, at least about 50 wt% water, at least about 60 wt% water, at least about 70 wt% water at least about 80 wt% water, at least about 85 wt% water, at least about 90 wt% water, or a range between and including any two of the foregoing values.
  • the compositions may include less than 1 wt%, less than 0.1 wt%, less than 0.01 wt%, or less than 0.001 wt% water. In some embodiments, the compositions may include about 0.001 wt% to about 0.1 wt%, about 0.01 wt% to about 1 wt%, or about 5 wt% to about 30 wt% water. In some embodiments, the compositions may include about 25 wt% to about 35 wt% water.
  • the hair styling aerosol compositions may also include an alcohol (e.g., ethanol)
  • the compositions may include at least about 20 wt%, at least about 25 wt%, at least about 30 wt%, at least about 35 wt%, at least about 40 wt%, at least about 45 wt%, at least about 50 wt%, at least about 55 wt%, at least about 60 wt%, at least about 65 wt%, at least about 70 wt%, at least about 75 wt%, at least about 80 wt%, at least about 85 wt%, at least about 90 wt% of alcohol, or a range between and including any two of the foregoing values.
  • an alcohol e.g., ethanol
  • the compositions may include at least about 20 wt%, at least about 25 wt%, at least about 30 wt%, at least about 35 wt%, at least about 40 wt%, at least about 45 wt%,
  • the compositions include about 10 wt% to about 90 wt%, or about 40 wt% to about 60 wt% ethanol. In some embodiments, the compositions include about 50 wt% ethanol.
  • Hair Styling Gels and Similar Products [97]
  • the present technology provides compositions for hair styling gels and similar products comprising film forming agents and fixatives (e.g., ACUDYNETM 1000), -32- 4913-0729-0664.1 Atty. Dkt.
  • compositions of the present technology may include polymers comprising acid groups used as film forming agents and/or fixatives (e.g., ACUDYNETM 1000).
  • the film forming agents and/or fixatives may include an acrylate/hydroxyester acrylate copolymer.
  • the hair styling gel compositions may include from about 0.01 wt% to about 10 wt% of the film forming agent and fixative based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 0.5 wt% to about 4 wt%, from about 1 wt% to about 3 wt%, or from about 1.5 wt% to about 2.5 wt%.
  • the compositions may include about 0.5 wt%, about 1.0 wt%, about 1.5 wt%, about 1.6 wt%, about 1.7 wt%, about 1.8 wt%, about 1.9 wt%, about 2.0 wt%, about 2.1 wt%, about 2.2 wt%, about 2.3 wt%, about 2.4 wt%, about 2.5 wt%, about 3.0 wt%, about 3.5 wt%, about 4.0 wt%, or about 5.0 wt% of the film forming agents and fixatives, or a range between and including any two of the foregoing values.
  • the hair styling gel compositions may include suspending agents and stabilizers (e.g., ACULYNTM 88).
  • the compositions may include from about 0.005 wt% to about 10 wt% of the suspending agents and stabilizers based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 1 wt% to about 4 wt%, from about 2 wt% to about 4 wt%, or from about 2.5 wt% to about 3.5 wt%.
  • the compositions may include about 0.5 wt%, about 1.0 wt%, about 1.5 wt%, about 2.0 wt%, about 2.5 wt%, about 2.6 wt%, about 2.7 wt%, about 2.8 wt%, about 2.9 wt%, about 3.0 wt%, about 3.1 wt%, about 3.2 wt%, about 3.3 wt%, about 3.4 wt%, about 3.5 wt%, about 4.0 wt%, about 4.5 wt%, or about 5.0 wt% of the suspending agents and stabilizers, or a range between and including any two of the foregoing values.
  • the hair styling gel compositions may include a wide range of amounts of the neutralization agent 3-amino-2-butanol described herein.
  • the compositions may include about 0.005 wt% to about 10 wt% of 3-amino-2-butanol based on the total weight of the composition, e.g., about 0.01 wt% to about 10 wt%, about 0.05 wt% to about 8 wt%, about 0.05 wt% to about 5 wt%, about 0.05 wt% to about 3 wt%, about 0.05 wt% to about 2 wt%, about 0.02 wt% to about 2 wt%, about 0.05 wt% to about 1 wt%, about 0.1 wt% to -33- 4913-0729-0664.1 Atty.
  • Dkt. No.: 109691-0783 about 2 wt%, about 0.1 wt% to about 5 wt%, about 0.4 wt% to about 3 wt%, about 0.2 wt% to about 2 wt%, about 0.1 wt% to about 1 wt%, about 0.2 wt% to about 0.3 wt%, about 0.5 wt% to about 10 wt%, or any value or subrange therebetween.
  • the compositions may include about 0.005 wt%, about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, or about 10 wt% of the 3- amino-2-butanol, or any range including and/or in-between any two of these values.
  • the compositions may include from about 0.1 wt% to about 0.5 wt% of the 3- amino-2-butanol based on the total weight of the composition.
  • the hair styling gel compositions may include water.
  • the compositions may include at least about 20 wt% water, at least about 25 wt% water, at least about 30 wt% water, at least about 35 wt% water, at least about 40 wt% water, at least about 45 wt% water, at least about 50 wt% water, at least about 55 wt% water, at least about 60 wt% water, at least about 65 wt% water, at least about 70 wt% water, at least about 75 wt% water, at least about 80 wt% water, at least about 85 wt% water, at least about 90 wt% water, or a range between and including any two of the foregoing values.
  • the compositions may include about 20 wt% to about 99 wt% water, about 35 wt% to about 97 wt%, about 45 wt% to about 95 wt%, about 50 wt% to about 95 wt%, or a range between and including any two of the foregoing values. In some embodiments, the compositions may include about 93 wt% to about 98 wt% water.
  • Compositions of the present technology may include a wide range of preservatives (e.g., Euxyl® PE 9010).
  • the compositions may include from about 0.01 wt% to about 10 wt% of preservative based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 0.05 wt% to about 2 wt%, from about 0.05 wt% to about 1 wt%, from about 0.25 wt% to about 0.75 wt%, from about 0.35 wt% to about 0.65 wt%, or from about 0.4 wt% to about 0.6 wt%.
  • the compositions may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.6 wt% about 0.7 wt%, about 0.8 wt%, about 0.9 wt%, -34- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, or about 5 wt% of preservative, or a range between and including any two of the foregoing values.
  • the present technology provides compositions for hand sanitizers and similar products comprising thickening agents (e.g., Carbopol® 980, a polymer including acid groups), neutralization agents (i.e., 3-amino-2-butanol), disinfectants (e.g., ethanol), and/or water.
  • thickening agents e.g., Carbopol® 980, a polymer including acid groups
  • neutralization agents i.e., 3-amino-2-butanol
  • disinfectants e.g., ethanol
  • the compositions may include about 0.005 wt% to about 10 wt% of 3-amino-2-butanol based on the total weight of the composition, e.g., about 0.01 wt% to about 10 wt%, about 0.05 wt% to about 8 wt%, about 0.05 wt% to about 5 wt%, about 0.05 wt% to about 3 wt%, about 0.05 wt% to about 2 wt%, about 0.02 wt% to about 2 wt%, about 0.05 wt% to about 1 wt%, about 0.1 wt% to about 2 wt%, about 0.1 wt% to about 5 wt%, about 0.4 wt% to about 3 wt%, about 0.2 wt% to about 2 wt%, about 0.1 wt% to about 1 wt%, about 0.2 wt% to about 0.3 wt%, about 0.5 wt% to about
  • the compositions may include about 0.005 wt%, about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, or about 10 wt% of the 3-amino-2-butanol, or any range including and/or in-between any two of these values.
  • the compositions may include from about 0.01 wt% to about 0.1 wt% of the 3-amino-2-butanol based on the total weight of the composition.
  • the hand sanitizer compositions of the present technology may include thickening agents such as Carbopol® 980 (a crosslinked polyacrylic acid) or an acrylates/steareth-20 methacrylate crosspolymer.
  • the compositions may include from about 0.05 wt% to about 10 wt% of thickening agent based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 0.05 wt% to about 2 wt%, from about 0.05 wt% to about 0.5 wt%, from about 0.05 wt% to about 0.3 wt%, from about 0.1 -35- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 wt% to about 0.3 wt%, or from about 0.2 wt% to about 0.3 wt%.
  • the compositions may include about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.25 wt%, about 0.3 wt%, about 0.35 wt%, about 0.4 wt%, about 0.45 wt%, about 0.5 wt%, about 0.75 wt%, or about 1 wt%, or a range between and including any two of the foregoing values.
  • the hand sanitizer compositions of the present technology may include water.
  • the compositions may include at least about 10 wt% water, at least about 15 wt% water, at least about 20 wt% water, at least about 25 wt% water, at least about 30 wt% water, at least about 35 wt% water, or at least about 40 wt% water, or a range between and including any two of the foregoing values.
  • the compositions may include about 20 wt% to about 40 wt% water, about 25 wt% to about 35 wt%, about 27 wt% to about 33 wt%, about 28 wt% to about 32 wt%, or a range between and including any two of the foregoing values.
  • the hand sanitizer compositions of the present technology may also include an alcohol, e.g., ethanol, isopropanol, or mixtures thereof.
  • the compositions may include at least about 20 wt% alcohol, at least about 25 wt% alcohol, at least about 30 wt% alcohol, at least about 35 wt% alcohol, at least about 40 wt% alcohol, at least about 45 wt% alcohol, at least about 50 wt% alcohol, at least about 55 wt% alcohol, at least about 60 wt% alcohol, at least about 65 wt% alcohol, at least about 70 wt% alcohol, at least about 75 wt% alcohol, at least about 80 wt% alcohol, at least about 85 wt% alcohol, at least about 90 wt% alcohol, or a range between and including any two of the foregoing values.
  • compositions of the present technology may include a pigment (e.g., for use as a sunscreen and/or a color cosmetic).
  • color cosmetics include lipsticks, foundations, concealers, blushes, eye shadow, eyeliners, lip glosses, lip balms, brow gels, tinted sunscreens, and similar products.
  • the pigment may have the form of a powder, such that the composition is an emulsion or dispersion.
  • the pigment may be a metal, metal oxide, ceramic, or carbon-containing material.
  • 109691-0783 comprise titanium dioxide, zinc oxide, black iron oxide, red iron oxide, aluminum oxide, aluminum metal, mica, ultramarines, carmine, carbon black, and combinations of any two or more thereof.
  • the composition may include about 0.005 wt%, about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, about 10 wt%, 15 wt%, 20 wt%, 25 wt%, 30 wt%, 35 wt%, or 40 wt%, of the pigment
  • the composition may include about 0.001 wt% to about 40 wt% pigment, e.g., about 0.01 wt% to about 40 wt%, about 0.05 wt% to about 15 wt%, about 0.1 wt% to about 5 wt%, about 0.5 wt% to about 4 wt%, about 0.1 wt% to about 1 wt%, about 10 wt% to about 30 wt%, about 2 wt% to about 20 wt%, or any range including and/or in between any two of these values.
  • the present technology provides compositions for color cosmetics and similar products.
  • the color cosmetics may include a pigment, neutralization agents (i.e., 3- amino-2-butanol), and solvent.
  • the sunscreen compositions may be mineral sunscreen compositions that include a pigment, a surfactant (e.g., fatty acids like stearic acid), neutralization agents (i.e., 3-amino-2- butanol), and solvent.
  • the sunscreen compositions may alternatively or additionally include chemical sunscreens (e.g., phenylbenzimidazole sulfonic acid and aminobenzoic acids), neutralization agents (i.e., 3-amino-2-butanol), and solvent.
  • the pigment comprises a metal oxide used as a mineral sunscreen.
  • the pigment may include titanium oxide, zinc oxide, or a combination thereof. Amounts of such pigments may range from about 2 wt% to about 75 wt%, e.g., any of about 2, 4, 6, 8, 10, 12, 14, 16, 18, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, or 75 wt%, or a range between and including any two of the foregoing values, such as about 5 wt% to about 30 wt%, about 10 wt% to about 20 wt%, or about 14 wt%. -37- 4913-0729-0664.1 Atty. Dkt.
  • the chemical sunscreen comprises phenylbenzimidazole sulfonic acid and/or an aminobenzoic acid (e.g., p- aminobenzoic acid (PABA), glyceryl PABA, padimate O (octyl dimethyl PABA), roxadimate, and a combination of any two or more thereof).
  • an aminobenzoic acid e.g., p- aminobenzoic acid (PABA), glyceryl PABA, padimate O (octyl dimethyl PABA), roxadimate, and a combination of any two or more thereof.
  • Amounts of such chemical sunscreens may range from about 2 wt% to about 75 wt%, e.g., any of about 2, 4, 6, 8, 10, 12, 14, 16, 18, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, or 75 wt%, or a range between and including any two of the foregoing values, such as about 5 wt% to about 30 wt%, about 10 wt% to about 20 wt%, or about 14 wt%.
  • Sunscreen and/or color cosmetic compositions of the present technology may include thickening agents such as Sepimax® Zen or a polyacrylate crosspolymer-6.
  • the compositions may include from about 0.05 wt% to about 10 wt% of thickening agent based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 0.05 wt% to about 2 wt%, from about 0.05 wt% to about 0.5 wt%, from about 0.05 wt% to about 0.3 wt%, from about 0.1 wt% to about 0.3 wt%, or from about 0.2 wt% to about 0.3 wt%.
  • the compositions may include about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.25 wt%, about 0.3 wt%, about 0.35 wt%, about 0.4 wt%, about 0.45 wt%, about 0.5 wt%, about 0.75 wt%, or about 1 wt%, or a range between and including any two of the foregoing values.
  • Sunscreen and/or color cosmetic compositions of the present technology may include a wide range of surfactants.
  • the surfactant may be stearic acid.
  • the compositions may include from about 0.005 wt% to about 40 wt% of the surfactant based on the total weight of the composition, including from about 0.05 wt% to about 20 wt%, from about 1 wt% to about 20 wt%, from about 2 wt% to about 20 wt%, or from about 25 wt% to about 15 wt%.
  • the compositions may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, 1.0 wt%, about 2.0 wt%, about 3.0 wt%, about 4.0 wt%, about 5.0 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, about 10 wt%, about 15 wt%, about 20 wt%, about 40 wt% of the surfactant, or a range between and including any two of the foregoing values.
  • Sunscreen and/or color cosmetic compositions of the present technology may include a wide range of amounts of the neutralization agent 3-amino-2-butanol described herein.
  • the compositions may include about 0.005 wt% to about 10 wt% of 3-amino-2- butanol based on the total weight of the composition, e.g., about 0.01 wt% to about 10 wt%, about 0.05 wt% to about 8 wt%, about 0.05 wt% to about 5 wt%, about 0.05 wt% to about 3 wt%, about 0.05 wt% to about 2 wt%, about 0.02 wt% to about 2 wt%, about 0.05 wt% to about 1 wt%, about 0.1 wt% to about 2 wt%, about 0.1 wt% to about 5 wt%, about 0.4 wt% to about 3 wt%, about 0.2 wt% to about 2 wt%, about 0.1 wt% to about 1 wt%, about 0.2 wt% to about 0.3 wt%, about 0.5 wt% to about
  • the compositions may include about 0.005 wt%, about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, or about 10 wt% of the 3-amino-2-butanol, or any range including and/or in-between any two of these values.
  • the compositions may include from about 0.01 wt% to about 0.1 wt% of the 3-amino-2-butanol based on the total weight of the composition.
  • Sunscreen and/or color cosmetic compositions of the present technology may further include additional neutralization agents besides 3-amino-2-butanol to provide pH balancing.
  • the additional neutralization agent may be selected from triethanolamine, sodium hydroxide, aminomethyl propanol, tromomethamine, or a combination of any two or more thereof.
  • the additional neutralization agent may be present in an amount of about 0.005 wt% to about 10 wt%, e.g., about 0.01 wt% to about 0.1 wt%.
  • Sunscreen and/or color cosmetic compositions of the present technology may further include a humectant to attract moisture to the skin and provide skin hydration and moisturizing properties.
  • humectants include sugar alcohols (e.g., glycerol), polyalkylene glycol (e.g., polyethylene glycol), hydroxyethyl urea, hyaluronic acid, ceramides, glycerin, or combinations of any two or more thereof.
  • the humectant may be present in an amount of about 0.1 wt% to about 50 wt%, e.g., 0.1 wt% to about 20 wt%, -39- 4913-0729-0664.1 Atty.
  • Sunscreen and/or color cosmetic compositions of the present technology may include a wide range of preservatives (e.g., a mixture of benzyl alcohol, ethylhexylglycerin, and tocopherol; and/or Euxyl® PE 9010).
  • preservatives e.g., a mixture of benzyl alcohol, ethylhexylglycerin, and tocopherol; and/or Euxyl® PE 9010.
  • the compositions may include from about 0.01 wt% to about 10 wt% of preservative based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 0.05 wt% to about 2 wt%, from about 0.05 wt% to about 1 wt%, from about 0.25 wt% to about 0.75 wt%, from about 0.35 wt% to about 0.65 wt%, or from about 0.4 wt% to about 0.6 wt%.
  • the compositions may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.6 wt% about 0.7 wt%, about 0.8 wt%, about 0.9 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, or about 5 wt% of preservative, or a range between and including any two of the foregoing values.
  • Sunscreen and/or color cosmetic compositions of the present technology may include a wide range of emollients (e.g., caprylic/capric triglyceride and/or C12-C15 alkyl benzoate, silicone oils, and synthetic esters).
  • the compositions may include from about 0.005 wt% to about 40 wt% of the emollients based on the total weight of the composition, including from about 0.05 wt% to about 20 wt%, from about 1 wt% to about 20 wt%, from about 2 wt% to about 20 wt%, or from about 2 wt% to about 15 wt%.
  • the compositions may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1.0 wt%, about 2.0 wt%, about 3.0 wt%, about 4.0 wt%, about 5.0 wt%, about 10 wt%, about 15 wt%, about 20 wt%, about 40 wt% of the emollients, or a range between and including any two of the foregoing values.
  • Sunscreen and/or color cosmetic compositions of the present technology may include a wide range of amounts of glycerin.
  • the compositions may include from about 0.005 wt% to about 10 wt% of glycerin based on the total weight of the composition, including from about 0.01 wt% to about 5 wt%, from about 0.01 wt% to about 2 wt%, from about 0.01 wt% to about 0.5 wt%, from about 0.01 wt% to about 0.1 wt%, from about 0.03 -40- 4913-0729-0664.1 Atty. Dkt.
  • the compositions may include about 0.01 wt%, about 0.02 wt%, about 0.03 wt%, about 0.04 wt%, about 0.05 wt%, about 0.06 wt%, about 0.07 wt%, about 0.08 wt%, about 0.09 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.25 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, or about 5 wt%, of glycerin, or a range between and including any two of the foregoing values.
  • compositions of the present technology may include a wide range of emulsifying agents.
  • the emulsifying agent may include ester oils as disclosed herein, glyceryl stearate, polysorbate 20, and a combination of any two or more thereof.
  • Compositions of the present technology may include water.
  • the compositions may include at least about 10 wt% water, at least about 15 wt% water, at least about 20 wt% water, at least about 25 wt% water, at least about 30 wt% water, at least about 35 wt% water, or at least about 40 wt% water, or a range between and including any two of the foregoing values.
  • the compositions may include about 20 wt% to about 40 wt% water, about 25 wt% to about 35 wt%, about 27 wt% to about 33 wt%, about 28 wt% to about 32 wt%, or a range between and including any two of the foregoing values.
  • compositions for lotions, creams, low- pigment and pigment-free cosmetics, and similar products for application to the skin of the face or body, or to eyelashes or eyebrows.
  • pigment-free and low- pigment cosmetics include types of mascaras, foundations, lipsticks, blushes, eye shadows, lip glosses, and brow gels.
  • Low-pigment cosmetics may have, e.g., less than 10 wt%, 5 wt%, 2 wt%, or 1 wt% pigment.
  • Pigment-free and low-pigment cosmetics may be used to create a more natural look, for people who prefer a less intense color, or for those who are sensitive to certain pigments.
  • These compositions comprise a polymer comprising acid groups, neutralization agents (i.e., 3-amino-2-butanol), and solvent. -41- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 [124]
  • the polymer with acid groups may act as a thickening agent, emulsifier, stabilizer, film-forming agent, humectant, fixative, or a combination of any two or more thereof.
  • Illustrative polymers comprising acid groups that may be included in the lotion or cream compositions disclosed herein include carbomers, polyacrylic acid, sodium hyaluronate/hyaluronic acid, and acrylic acid copolymers.
  • the lotions, creams, low-pigment and pigment-free cosmetic compositions of the present technology may include a wide range of amounts of the neutralization agent 3-amino- 2-butanol described herein.
  • the compositions may include about 0.005 wt% to about 10 wt% of 3-amino-2-butanol based on the total weight of the composition, e.g., about 0.01 wt% to about 10 wt%, about 0.05 wt% to about 8 wt%, about 0.05 wt% to about 5 wt%, about 0.05 wt% to about 3 wt%, about 0.05 wt% to about 2 wt%, about 0.02 wt% to about 2 wt%, about 0.05 wt% to about 1 wt%, about 0.1 wt% to about 2 wt%, about 0.1 wt% to about 5 wt%, about 0.4 wt% to about 3 wt%, about 0.2 wt% to about 2 wt%, about 0.1 wt% to about 1 wt%, about 0.2 wt% to about 0.3 wt%, about 0.5 wt% to about
  • the compositions may include about 0.005 wt%, about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, or about 10 wt% of the 3-amino-2-butanol, or any range including and/or in- between any two of these values.
  • the compositions may include from about 0.1 wt% to about 10 wt% of the 3-amino-2-butanol based on the total weight of the composition.
  • the lotions, creams, low-pigment and pigment-free cosmetic compositions of the present technology may further include thickening agents (e.g., Carbopol® Ultrez 20 or a hydrophobically-modified cross-linked acrylate copolymer).
  • the compositions may include from about 0.05 wt% to about 10 wt% of thickening agent based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 0.05 wt% to about 2 wt%, from about 0.05 wt% to about 0.5 wt%, from about 0.05 wt% to about 0.3 wt%, from about 0.1 wt% to about 0.3 wt%, or from about 0.2 wt% to about 0.3 wt%.
  • the compositions may include about 0.05 wt%, about 0.1 wt%, about 0.15 -42- 4913-0729-0664.1 Atty. Dkt.
  • the lotions, creams, low-pigment and pigment-free cosmetic compositions of the present technology may further include a humectant to attract moisture to the skin and provide skin hydration and moisturizing properties.
  • humectants include sugar alcohols (e.g., glycerol), polyalkylene glycol (e.g., polyethylene glycol), hydroxyethyl urea, hyaluronic acid, ceramides, glycerin, or combinations of any two or more thereof.
  • the humectant may be present in an amount of about 0.1 wt% to about 50 wt%, e.g., 0.1 wt% to about 20 wt%, about 0.1 wt% to about 10 wt%, about 0.1 wt% to about 5 wt%, about 1 wt% to about 5 wt%, or about 3 wt%.
  • the lotions, creams, low-pigment and pigment-free cosmetic compositions of the present technology may include a wide range of emollients (e.g., caprylic/capric triglyceride and/or C12-C15 alkyl benzoate, coconut oil, olive oil, sunflower oil, avocado oil, almond oil, argan oil, jojoba oil, flaxseed oil, sesame oil, hemp oil, silicone oils, and synthetic esters).
  • emollients e.g., caprylic/capric triglyceride and/or C12-C15 alkyl benzoate, coconut oil, olive oil, sunflower oil, avocado oil, almond oil, argan oil, jojoba oil, flaxseed oil, sesame oil, hemp oil, silicone oils, and synthetic esters.
  • the compositions may include from about 0.005 wt% to about 40 wt% of the emollients based on the total weight of the composition, including from about 0.05 wt% to about 20 wt%, from about 1 wt% to about 20 wt%, from about 2 wt% to about 20 wt%, or from about 25 wt% to about 15 wt%.
  • the compositions may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 2.0 wt%, about 3.0 wt%, about 4.0 wt%, about 5.0 wt%, about 10 wt%, about 15 wt%, about 20 wt%, about 40 wt% of the emollients, or a range between and including any two of the foregoing values.
  • the lotions, creams, low-pigment and pigment-free cosmetic compositions of the present technology may include a wide range of surfactants (e.g., sorbitan stearate and stearic acid).
  • the compositions may include from about 0.01 wt% to about 10 wt% of surfactants based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 0.05 wt% to about 2 wt%, from about 0.05 wt% to about 0.5 wt%, or from about 0.05 wt% to about 0.3 wt%.
  • compositions may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 1.8%, about -43- 4913-0729-0664.1 Atty. Dkt.
  • the composition may include a wide range of emulsifying agents.
  • the emulsifying agent may include ester oils as disclosed herein, glyceryl stearate, polysorbate 20, Tween® 60, polysorbate-60, and a combination of any two or more thereof.
  • the compositions may include from about 0.01 wt% to about 10 wt% of surfactants based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 0.05 wt% to about 2 wt%, from about 0.05 wt% to about 0.5 wt%, or from about 0.05 wt% to about 0.3 wt%.
  • the compositions may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, or about 5 wt%, of surfactants, or a range between and including any two of the foregoing values.
  • the lotions, creams, low-pigment and pigment-free cosmetic compositions of the present technology may include a wide range of preservatives (e.g., a mixture of benzyl alcohol, ethylhexylglycerin, and tocopherol; and/or Euxyl® PE 9010).
  • preservatives e.g., a mixture of benzyl alcohol, ethylhexylglycerin, and tocopherol; and/or Euxyl® PE 9010.
  • the compositions may include from about 0.01 wt% to about 10 wt% of preservative based on the total weight of the composition, including from about 0.05 wt% to about 5 wt%, from about 0.05 wt% to about 2 wt%, from about 0.05 wt% to about 1 wt%, from about 0.25 wt% to about 0.75 wt%, from about 0.35 wt% to about 0.65 wt%, or from about 0.4 wt% to about 0.6 wt%.
  • the compositions may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.6 wt% about 0.7 wt%, about 0.8 wt%, about 0.9 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, or about 5 wt% of preservative, or a range between and including any two of the foregoing values.
  • the lotions, creams, low-pigment and pigment-free cosmetic compositions of the present technology may include a wide range of amounts of glycerin.
  • glycerin for example, the -44- 4913-0729-0664.1 Atty. Dkt.
  • compositions may include from about 0.005 wt% to about 10 wt% of glycerin based on the total weight of the composition, including from about 0.01 wt% to about 5 wt%, from about 0.01 wt% to about 2 wt%, from about 0.01 wt% to about 0.5 wt%, from about 0.01 wt% to about 0.1 wt%, from about 0.03 wt% to about 0.08 wt%, or from about 0.04 wt% to about 0.07 wt%.
  • the compositions may include about 0.01 wt%, about 0.02 wt%, about 0.03 wt%, about 0.04 wt%, about 0.05 wt%, about 0.06 wt%, about 0.07 wt%, about 0.08 wt%, about 0.09 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.25 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, or about 5 wt%, of glycerin, or a range between and including any two of the foregoing values.
  • the lotions, creams, low-pigment and pigment-free cosmetic compositions of the present technology may include water.
  • the compositions may include at least about 20 wt% water, at least about 25 wt% water, at least about 30 wt% water, at least about 35 wt% water, at least about 40 wt% water, at least about 45 wt% water, at least about 50 wt% water, at least about 55 wt% water, at least about 60 wt% water, at least about 65 wt% water, at least about 70 wt% water, at least about 75 wt% water, at least about 80 wt% water, at least about 85 wt% water, at least about 90 wt% water, or a range between and including any two of the foregoing values.
  • the compositions may include about 20 wt% to about 99 wt% water, about 35 wt% to about 97 wt%, about 45 wt% to about 95 wt%, about 50 wt% to about 95 wt%, or a range between and including any two of the foregoing values. In any embodiments, the compositions may include about 93 wt% to about 98 wt% water.
  • Hair Lift or Hair Color Compositions and Similar Products Provided herein are hair altering compositions having the appropriate pH and/or that are capable of opening the cuticle layer of the hair without the drawbacks of using harsh materials such as ammonia and/or monoethanolamine (MEA).
  • the present technology provides hair-altering compositions that include an alkaline agent and the alkaline agent includes 3-amino-2-butanol (3-AB).
  • the compositions of the present technology efficiently open the cuticle layer of hair. -45- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783
  • the present technology provides hair altering compositions such as color lift compositions and/or hair color compositions and similar products comprising an alkaline agent comprising 3-amino-2-butanol.
  • the hair lift or hair color compositions of the present technology may include a wide range of amounts of 3-amino-2-butanol.
  • 3-amino-2-butanol may be present in an amount of less than about 20 wt%.
  • the compositions may include from about 2 wt% to about 15 wt% of 3-amino-2-butanol based on the total weight of the composition, including from about 3 wt% to about 10 wt%, from about 3 wt% to about 14 wt%, from about 4 wt% to about 12 wt%, from about 5 wt% to about 12 wt%, from about 6 wt% to about 12 wt%, from about 5 wt% to about 11 wt%, or from about 6 wt% to about 11 wt%, or a range between and including any two of the foregoing values.
  • the hair lift or hair color compositions of the present technology may further include one or more alkanolamines different from 3-amino-2-butanol, such as 3-amino-3-methyl-2- butanol (AMB), 2-aminopropanol (2-AP), ammonia, arginine, hydroxide-based hair straighteners (e.g., guanidine hydroxide), or a combination of any two or more thereof.
  • the composition may include ammonia, arginine, hydroxide based hair straighteners (e.g., guanidine hydroxide), or a combination of any two or more thereof.
  • composition may include one or more alkanolamines different from 3-amino-2-butanol, ammonia, arginine, hydroxide based hair straighteners (e.g., guanidine hydroxide), or a combination of any two or more thereof.
  • alkanolamines different from 3-amino-2-butanol, ammonia, arginine, hydroxide based hair straighteners (e.g., guanidine hydroxide), or a combination of any two or more thereof.
  • the one or more alkanolamines may include 2-amino-2-methyl-1-propanol (AMP), 2-dimethylamino-2- methyl-1-propanol (DMAMP), 2-amino-1-butanol (AB), 2-amino-2-methyl-1,3-propanediol (AMPD), 2-amino-2-ethyl-1,3-propandiol (AEPD), tris(hydroxymethyl)aminomethane (TA), monoethanolamine (MEA), monoisopropanolamine (MIPA), triethanolamine (TEA) triisopropanolamine (TIPA), or a combination of any two or more thereof.
  • AMP 2-amino-2-methyl-1-propanol
  • DMAMP 2-dimethylamino-2- methyl-1-propanol
  • AB 2-amino-1-butanol
  • AMPD 2-amino-2-methyl-1,3-propanediol
  • AEPD 2-amin
  • the composition may include about 0.1 wt% to about 15 wt% of the one or more alkanolamines, ammonia, arginine, hydroxide based hair straighteners, or a combination thereof, including from about 0.5 wt% to about 12 wt%, from about 2 wt% to about 10 wt%, from about 3 wt% to about 10 wt%, or from about 2 wt% to about 5 wt%, or a range between and including any two of the foregoing values. -46- 4913-0729-0664.1 Atty. Dkt.
  • the hair lift or hair color compositions of the present technology may be substantially free of or free of the one or more alkanolamines different from 3-amino-2-butanol, ammonia, arginine, hydroxide-based compounds, or a combination of any two or more thereof.
  • the composition may be substantially free of or free of ammonia.
  • the composition may be substantially free of or free of arginine.
  • the composition may be substantially free of or free of hydroxide-based compounds (e.g., sodium hydroxide).
  • the composition may be substantially free of or free of the one or more alkanolamines other than 3-amino-2-butanol.
  • the hair lift or hair color compositions of the present technology may include a pH adjusting agent.
  • the pH adjusting agent may include tocopherol, glycerin phosphoric acid, phosphoric acid, sodium hydroxide, or combinations of two or more thereof.
  • the hair lift or hair color compositions of the present technology may further include a coloring agent.
  • the composition may include any of the coloring agents provided in US Patent Appl. Publ. Nos.2020/0289390, 2020/0360257, 2019/0365625, and 20140338135 and US Patent Nos.8,343,238 and 6,818,022, which are each herein incorporated by reference.
  • the coloring agent may include oxidative dye or pigment precursors (including couplers such as meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds, such as indole compounds).
  • the coloring agent may include direct dyes or pigments.
  • the coloring agent may include both oxidative dye or pigment precursors and direct dyes or pigments.
  • the coloring agent may include anion dyes, cation dyes, neutral dyes, or combinations of two or more thereof.
  • anion dyes include, but are not limited to, Acid Black 1, Acid Blue 1, Acid Blue 3, Food Blue No.2, Food Blue No.5, Acid Blue 7, Acid Blue 9, Acid Blue 74, Acid Orange 3, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Red 1, Acid Red 14, Acid Red 18, Acid Red 27, Acid Red 50, Acid Red 52, Acid Red 73, Acid Red 87, Acid Red 88, Acid Red 92, Acid Red 155, Acid Red 180, Acid Violet 9, Acid Violet 43, Acid Violet 49, Acid Yellow 1, Acid Yellow 23, Acid Yellow 3, Food Yellow No.8, Acid Orange 24, Acid Green 25, Solvent Green 7, Solvent Red 73, Acid Red 95, Solvent Red 43, Solvent Red -47- 4913-0729-0664.1 Atty. Dkt.
  • cation dyes include, but are not limited to, Basic Blue 6, Basic Blue 7, Basic Blue 9, Basic Blue 26, Basic Blue 41, Basic Blue 99, Basic Brown 4, Basic Brown 16, Basic Brown 17, Natural Brown 7, Basic Green 1, Basic Red 2, Basic Red 12, Basic Red 22, Basic Red 76, Basic Violet 1, Basic Violet 2, Basic Violet 3, Basic Violet 10, Basic Violet 14, Basic Yellow 57, Basic Red 51, Basic Yellow 87, Basic Blue 17, Basic Orange 31, or combinations of two or more thereof.
  • neutral dyes include, but are not limited to, nitro dyes include, HC Blue 2, HC Blue 4, HC Blue 5, HC Blue 6, HC Blue 7, HC Blue 8, HC Blue 9, HC Blue 10, HC Blue 11, HC Blue 12, HC Blue 13, HC Brown 1, HC Brown 2, HC Green 1, HC Orange 1, HC Orange 2, HC Orange 3, HC Orange 5, HC Red BN, HC Red 1, HC Red 3, HC Red 7, HC Red 8, HC Red 9, HC Red 10, HC Red 11, HC Red 13, HC Red 54, HC Red 14, HC Violet BS, HC Violet 1, HC Violet 2, HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 7, HC Yellow 8, HC Yellow 9, HC Yellow 10, HC Yellow 11, HC Yellow 12, HC Yellow 13, HC Yellow 14, HC Yellow 15, 2-amino-6-chloro-4-nitrophenol, picramic acid, 1,2-diamino-4-nitrobenzene, 1,4-diamino-2-nitrobenzene,
  • the p-phenylenediamine includes, but is not limited to, p-phenylenediamine, p- toluenediamine, 2-chloro-p-phenylenediamine, 2,3-dimethyl-p-phenylenediamine, 2,6- dimethyl-p-phenylenediamine, 2,6-diethyl-p-phenylenediamine, 2,5-dimethyl-p- -48- 4913-0729-0664.1 Atty. Dkt.
  • the neutral dye p-aminophenol includes, but is not limited to, p-aminophenol, 4- amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3- hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino- 2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-( ⁇ - hydroxyethylaminomethyl)phenol and 4-amino-2-fluorophenol, salts thereof with an acid, or combinations of two or more thereof.
  • the neutral dye o-aminophenol includes, but is not limited to, 2-aminophenol, 2- amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2-aminophenol, salts thereof, or combinations of any two or more thereof.
  • Bis(phenyl)alkylenediamines that may be used as neutral dyes include, but are not limited to, N,N'-bis( ⁇ -hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-diaminopropano- l, N,N'- bis(3-hydroxyethyl)-N,N'-bis(4'-aminophenyl)ethylenediamine, N,N'-bis(4- aminophenyl)tetramethylenediamine, N,N'-bis( ⁇ -hydroxyethyl)-N,N'-bis(4- aminophenyl)tetramethylenediamine, N,N'-bis(4-methylaminophenyl)tetramethylenediamine, N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'-methylphenyl)ethylenediamine and 1,8-bis(2,5- diaminoph
  • Heterocyclic bases that may be used as neutral dyes may include, for example, pyridine derivatives, pyrimidine derivatives and pyrazole derivatives, or combinations of two or more thereof.
  • Pyridine derivatives include but are not limited to compounds described in patents GB 1026978 and GB 1153196, including 2,5-diaminopyridine, 2-(4- methoxyphenyl)amino-3-aminopyridine and 3,4-diaminopyridine, and salts thereof.
  • Dyes may include pyridine oxidation bases such as 3-aminopyrazolo[1,5-a]pyridine oxidation bases or the salts thereof described, for example, in patent application FR 2801 308.
  • pyrazolo[1,5-a]pyrid-3-ylamine 2-acetylaminopyrazolo[1,5-a]pyrid- 3-ylamine, 2-morpholin-4-ylpyrazolo[1,5-a]pyrid-3-ylamine, 3-aminopyrazolo[1,5- a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[1,5-a]pyrid-3-ylamine, (3- aminopyrazolo[1,5-a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[1,5-a]pyrid-5-yl)ethanol, 2- (3-aminopyrazolo[1,5-a]pyrid-7-yl)ethanol, (3
  • Nonlimiting examples of direct dyes/pigments includes nitro (hetero) aryl direct dyes such as nitrobenzene and nitropyridine, anthraxquinone, nitropyridine, azo, methine, azomethine, xanthene, acridine, azine, carbonyl and tri(hetero)arylmethane direct dyes, and salts thereof; alone or as mixtures.
  • nitro (hetero) aryl direct dyes such as nitrobenzene and nitropyridine, anthraxquinone, nitropyridine, azo, methine, azomethine, xanthene, acridine, azine, carbonyl and tri(hetero)arylmethane direct dyes, and salts thereof; alone or as mixtures.
  • Exemplary direct dyes/pigments also include diazacarbocyanins and isomers thereof, and tetraazacarbocyanins; anthraquinones; naphthoquinone or benzoquinone dyes; indoamine direct dyes; indigoid direct dyes; phthalocyanin and porphyrin direct dyes.
  • the hair lift or hair color compositions of the present technology may include coloring agents.
  • the coloring agent may include natural dyes including, but not limited to, -50- 4913-0729-0664.1 Atty. Dkt.
  • the hair lift or hair color compositions of the present technology may include one or more coloring agents in an amount of about 0.01 wt% to about 8 wt%, from about 0.1 wt% to about 4 wt%, from about 1 wt% to about 4 wt% of the coloring agent, or from about 2 wt% to about 4 wt% of the coloring agent.
  • the hair lift or hair color compositions of the present technology may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.25 wt%, about 0.3 wt%, about 0.35 wt%, about 0.4 wt%, about 0.45 wt%, about 0.5 wt%, about 0.6 wt%, about 0.7 wt%, about 0.8 wt%, about 0.9 wt%, about 1.0 wt%, about 1.1 wt%, about 1.2 wt%, about 1.3 wt%, about 1.4 wt%, about 1.5 wt%, about 1.6 wt%, about 1.7 wt%, about 1.8 wt%, about 1.9 wt%, about 2.0 wt%, about 2.2 wt%, about 2.4 wt%, about 2.6 wt%, about 2.8 wt%,
  • the hair lift or hair color compositions of the present technology may further include an antioxidant.
  • the composition may include any of the antioxidants provided in US Patent Appl. Publ. Nos.2020/0289390, 2020/0360257, 2019/0365625, and 20140338135 and US Patent Nos.8,343,238 and 6,818,022, which are each herein incorporated by reference.
  • the antioxidant may include ascorbic acid, sodium sulfite, sodium metabisulfite, sodium hydrosulfite, tocopherols, ⁇ -tocopherol, tocopheryl acetate, panthenol, selenium sulfide, zinc formosulfoxylate, isoascorbic acid, magnesium ascorbyl phosphate, ascorbyl glucoside, cysteine, thiourea, glyceryl monothioglycolate, thioglycerol, 2,5-dihydroxybenzoic acid, erythorbic acid, or combinations of two or more thereof. -51- 4913-0729-0664.1 Atty. Dkt.
  • the hair lift or hair color compositions of the present technology may include about 0.01 wt% to about 5 wt% of the antioxidant.
  • the composition may include about 0.05 wt% to about 3 wt% of the antioxidant, about 0.1 wt% to about 2 wt%, about 0.5 wt% to about 2 wt%, about 0.5 wt% to about 1.5 wt%, or about 1.0 wt% to about 2.0 wt%.
  • the hair lift or hair color compositions of the present technology may include about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.25 wt%, about 0.3 wt%, about 0.4 wt%, 0.5 wt%, about 0.6 wt%, about 0.7 wt%, about 0.8 wt%, about 0.9 wt%, about 1.0 wt%, about 1.5 wt%, about 1.6 wt%, about 1.7 wt%, about 1.8 wt%, about 1.9 wt%, about 2.0 wt%, about 2.1 wt%, about 2.2 wt%, about 2.3 wt%, about 2.4 wt%, about 2.5 wt%, or about 3.0 wt% or the antioxidant, or a range between and including any two of the foregoing values.
  • the hair lift or hair color compositions of the present technology may further include one or more additives that alter curl, kink, and/or texture of hair (e.g., relaxation of naturally curly or kinky hair or curling naturally straight hair) (herein referred to as a “curl modifying agent”).
  • the one or more curl modifying agents may include a hair straightener.
  • the one or more curl modifying agents may include an alkaline straightener (e.g., guanidine hydroxide, barium hydroxide, lithium hydroxide, sodium hydroxide, and/or potassium hydroxide), thioglycolate, keratin, or combinations of two or more thereof.
  • the composition may include any of the curl modifying agents provided in US Patent Appl. Publ. No.2013/0306095, US Patent Nos.4,898,726 and 7,226,585, and EP 2953610B1, which are each herein incorporated by reference.
  • the hair lift or hair color compositions may include about 0.1 wt% to about 20 wt% of the curl modifying agent, including from about 1 wt% to about 15 wt%, from about 5 wt% to about 10 wt%, or from about 3 wt% to about 20 wt%.
  • the compositions may include about 0.5 wt%, about 1.0 wt%, about 1.5 wt%, about 1.6 wt%, about 1.7 wt%, about 1.8 wt%, about 1.9 wt%, about 2.0 wt%, about 2.1 wt%, about 2.2 wt%, about 2.3 wt%, about 2.4 wt%, about 2.5 wt%, about 3.0 wt%, about 3.5 wt%, about 4.0 wt%, about 5.0 wt%, about 6.0 wt%, about 7.0 wt%, about 8.0 wt%, about 9.0 wt%, about 10 wt%, about 11 wt%, about 12 wt%, about 13 wt%, about 14 wt%, about 15 wt%, about 16 wt%, about 17 wt%, about 18 wt%, about 19 wt%, or about 20 wt% of the curl modifying
  • the hair lift or hair color compositions of the present technology may further include one or more surface active agents such as surfactants, emulsifiers, and/or solubilizers.
  • the composition may include any of the surface active agents provided in US Patent Appl. Publ. Nos.2020/0289390, 2020/0360257, 2019/0365625, and 20140338135 and US Patent Nos.8,815,225, 8,343,238 and 6,818,022, which are each herein incorporated by reference.
  • the surfactant may include an anionic surfactant, nonionic surfactant, amphoteric surfactant, cationic surfactant, or a combination of any two or more thereof.
  • anionic surfactants include, but are not limited to, sulfate, sulfonate, carboxylate and phosphate type anionic surfactants including C 10 -C 18 , C 10 -C 14 , and C 12 -C 14 alkyl sulfates and ether sulfates.
  • the sulfate, sulfonate, carboxylate and phosphate type anionic surfactants may include 1 to 50 ethylene oxide group(s) in a molecule (e.g., 1 to 5, 1 to 10, or 1 to 20).
  • anionic surfactants also include fatty acid amide sulfates, and long-chain mono- and dialkyl phosphates.
  • the anionic surfactants may include sodium lauryl sulfate and/or sodium laureth sulfate including those with 1 to 50 ethylene oxide group(s) in a molecule (including 1 to 5, 1 to 10, or 1 to 20).
  • nonionic surfactants include, but are not limited to, long-chain fatty acid mono- and dialkanolamides such as coconut fatty acid mono- or di-ethanolamide, myristic acid mono- or di-ethanolamide, stearic acid mono- or di-ethanolamide; alkyl polyglucosides having a C 8 -C 18 alkyl group and one to five glucoside unit(s); sorbitan esters such as polyethylene glycol sorbitan stearic acid, palmitic acid, myristic acid and lauric acid ester; fatty acid polyglycol esters; a polycondensate of ethylene oxide and propylene oxide (commercially available under the trade name of Pluronic®); saturated or unsaturated (poly)oxyethylene alkyl ethers including C 10 -C 22 , C 16 -C 20 , and C 12 -C 14 alkyl groups and 1 to 100 ethylene oxide group(s) in a molecule (e.g., 1 to 5,
  • amphoteric surfactants include, but are not limited to, various known betaines such as alkyl betaines, fatty acid amido alkyl betaines such as cocamidopropyl betaine, and sulfobetaines like laurylhydroxysulfobetaine, long-chain alkyl amino acids such -53- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 as cocoaminoacetate, cocoaminopropionate, sodium cocoamphopropionate, and sodium cocoamphoacetate.
  • various known betaines such as alkyl betaines, fatty acid amido alkyl betaines such as cocamidopropyl betaine, and sulfobetaines like laurylhydroxysulfobetaine, long-chain alkyl amino acids such -53- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 as cocoaminoacetate, cocoamin
  • Suitable cationic surfactants include, but are not limited to, a mono- or di-long-chain alkyl quaternary ammonium salt of the following general formula: N + R 1 R 2 R 3 R 4 X-.
  • R 1 represents a saturated or unsaturated linear or branched C 8 -C 22 alkyl group, or a group of R 5 CONH(CH2)n— or R 5 COO(CH2)n— (R 5 represents a saturated or unsaturated linear or branched C7-C21 alkyl group, and n represents a number of from 1 to 4)
  • R 2 represents a hydrogen atom, a saturated or unsaturated linear or branched C 1 -C 22 alkyl group, or a group of the R 5 CONH(CH 2 ) n — or R 5 COO(CH 2 ) n —
  • R 3 and R 4 independently represent a hydrogen atom or a C1-C4 lower alkyl group
  • X represents a chloride ion
  • the hair lift or hair color compositions of the present technology may include surface active agents.
  • the surface active agents may be sorbitan oleate, polysorbates, sorbitan sesquioleate, sorbitan isostearate, sorbitan trioleate, polyglyceryl-3-diisostearate, polyglycerol esters of oleic/isostearic acid, polyglyceryl-6 hexaricinolate, polyglyceryl-4-oleate, polygylceryl-4 oleate/PEG-8 propylene glycol cocoate, oleamide DEA, TEA myristate, TEA stearate, magnesium stearate, sodium stearate, polyethyleneoxide stearate (e.g., 1 to 100 ethylene oxide group(s) in a molecule (e.g., 1 to 5, 10 to 80, 20 to 60, or 30 to 50), potassium laurate, potassium ricinoleate, sodium cocoate, sodium tallowate, potassium castorate, sodium oleate, and mixtures thereof.
  • exemplary emulsifiers are phosphate esters and the salts thereof such as cetyl phosphate (Amphisol® A), diethanolamine cetyl phosphate (Amphisol®), potassium cetyl phosphate (Amphisol® K), sodium glyceryl oleate phosphate, hydrogenated vegetable glycerides phosphate, and mixtures of any two or more thereof.
  • phosphate esters and the salts thereof such as cetyl phosphate (Amphisol® A), diethanolamine cetyl phosphate (Amphisol®), potassium cetyl phosphate (Amphisol® K), sodium glyceryl oleate phosphate, hydrogenated vegetable glycerides phosphate, and mixtures of any two or more thereof.
  • one or more synthetic polymers may be used.
  • PVP eicosene copolymer acrylates/C10-30 alkyl acrylate crosspolymer, acrylates/steareth-20 methacrylate copolymer, PEG-22/dodecyl glycol copolymer, PEG-45/dodecyl glycol copolymer, and mixtures thereof.
  • Further exemplary fatty alcohols include cetearyl alcohol (Lanette O, -54- 4913-0729-0664.1 Atty. Dkt.
  • oleth-20, steareth-2 (Brij 72, Uniqema), steareth-21 (Brij 721, Uniqema), ceteareth-20, ceteareth-25 (Cremophor A25, BASF Cooperation), PEG-40 hydrogenated castor oil (Cremophor RH-40, BASF Cooperation), PEG-7 hydrogenated castor oil (Cremophor WO7, BASF Cooperation), PEG-30 Dipolyhydroxystearate (Arlacel P 135, Uniqema), furthermore glyceryl esters and polyglyceryl esters, e.g., C10-C22 glyceryl and polyglyceryl esters, polyglyceryl-3-diisostearate (Hostacerin TGI, Clariant Cooperation), polyglyceryl-2 dipolyhydroxystearate (Dehymuls PGPH, Cognis Cooperation), polyglyceryl- 3 methylglucose distearate (Tego Care
  • the one or more surface active agents may include cocamidopropyl betaine, PEG-40 hydrogenated castor oil, sodium lauryl sulfate, sodium laureth sulfate, Oleth-20, glyceryl stearate, PEG-40 stearate, ceteareth-20, or combinations of two or more thereof.
  • the one or more surface active agents may include cocamidopropyl betaine, PEG-40 hydrogenated castor oil, sodium lauryl sulfate, sodium laureth sulfate, Oleth-20, glyceryl stearate, PEG-40 stearate, ceteareth-20, mineral oil, steareth-20, PEG-4 rapeseedamide, fatty alcohol (e.g., cetearyl alcohol), or combinations of two or more thereof.
  • the hair lift or hair color compositions of the present technology may include about 0.01 wt% to about 20 wt% of the one or more surface active agents.
  • the composition may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, about 10 wt%, about 15 wt%, or about 20 wt%, of the surface active -55- 4913-0729-0664.1 Atty.
  • the composition may include about 0.01 wt% to about 20 wt% pigment, e.g., about 0.1 wt% to about 20 wt%, about 0.1 wt% to about 10 wt%, about 0.05 wt% to about 15 wt%, about 0.1 wt% to about 5 wt%, about 0.5 wt% to about 4 wt%, about 0.1 wt% to about 1 wt%, about 10 wt% to about 30 wt%, about 2 wt% to about 20 wt%, about 1 wt% to about 8 wt %, or any range including and/or in between any two of these values.
  • the hair lift or hair color compositions of the present technology may further include one or more solvents.
  • the solvent may include water.
  • the solvent may include an organic solvent.
  • the organic solvent may include an alcohol.
  • the composition may include any of the solvents provided in US Patent Appl. Publ. Nos. 2020/0289390, 2020/0360257, 2019/0365625, and 20140338135 and US Patent Nos. 8,815,225, 8,343,238 and 6,818,022, which are each herein incorporated by reference.
  • the alcohol may include a C1-C30 alcohol.
  • the alcohol may include linear saturated C14-C20 alcohol, linear unsaturated C14-C20 alcohol, or a combination thereof.
  • the alcohol may include cetearyl alcohol, oleyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, or a combination of any two or more thereof.
  • the hair lift or hair color compositions of the present technology may include about 25 wt% to about 75 wt% water. Such compositions may be solutions at room temperature, e.g., a homogenous solution.
  • compositions may include about 25 wt% water, about 30 wt%, about 35 wt%, about 40 wt%, about 45 wt%, about 50 wt%, about 55 wt%, about 60 wt%, about 65 wt%, about 70 wt%, or any range including and/or in-between any two of these values.
  • the compositions may include about 30 wt% to about 70 wt%, about 40 wt% to about 60 wt%, about 30 wt% to about 50 wt%, about 50 wt% to about 70 wt%, or any range including and/or in-between any two of these values.
  • the water may be deionized, distilled or reverse osmosis (R.O.) water, or any combination thereof, including, e.g., double distilled.
  • R.O. reverse osmosis
  • the purity and water content may be adjusted depending on the desired physical properties and end-use application.
  • the hair lift or hair color compositions of the present technology may include about 0.01 wt% to about 10 wt% of the fatty alcohol.
  • the composition may include about 0.01 wt%, about 0.05 wt%, about 0.1 wt%, about 0.15 wt%, about 0.2 wt%, about 0.3 wt%, about 0.4 wt%, about 0.5 wt%, about 0.75 wt%, about 1 wt%, about 1.5 wt%, about 2 wt%, about 3 wt%, about 4 wt%, about 5 wt%, about 6 wt%, about 7 wt%, about 8 wt%, about 9 wt%, or about 10 wt%, of the fatty alcohol, or any range including and/or in-between any two of these values.
  • the composition may include about 0.01 wt% to about 10 wt% pigment, e.g., about 0.1 wt% to about 10 wt%, about 0.05 wt% to about 1.5 wt%, about 0.1 wt% to about 5 wt%, about 0.5 wt% to about 4 wt%, about 0.1 wt% to about 1 wt%, about 5 wt% to about 10 wt%, about 2 wt% to about 10 wt%, about 1 wt% to about 8 wt %, or any range including and/or in between any two of these values.
  • the hair lift or hair color compositions of the present technology may include a skin conditioning agent.
  • composition may include any of the skin conditioning agents provided in US Patent Appl. Publ. Nos.2020/0289390, 2020/0360257, 2019/0365625, and 20140338135 and US Patent Nos.8,815,225, 8,343,238 and 6,818,022, which are each herein incorporated by reference.
  • the skin conditioning agent may include silicone materials, amino silicones, C6-C30 fatty alcohols, polymeric resins, polyol carboxylic acid esters, cationic polymers, cationic surfactants, insoluble oils and oil derived materials, mineral oils and other oils such as glycerin and sorbitol, cationic polymers (e.g., those comprising units of at least one amine group chosen from primary, secondary, tertiary and quaternary amine groups that may either form part of the main polymer chain, or be borne by a side substituent that is directly attached to the main polymer chain), and mixtures thereof.
  • silicone materials e.g., those comprising units of at least one amine group chosen from primary, secondary, tertiary and quaternary amine groups that may either form part of the main polymer chain, or be borne by a side substituent that is directly attached to the main polymer chain
  • the hair lift or hair color compositions of the present technology may include from about 0.01 wt% to about 10 wt% of the conditioning agent, e.g., from about 0.1 wt% to about 5 wt%, from about 0.2 wt% to about 4 wt%, or from about 0.2 wt% to about 2 wt% of the conditioning agent, or a range between and including any two of the foregoing values.
  • the hair lift or hair color compositions of the present technology may include a fragrance.
  • the composition may include any fragrance provided in US Patent Appl. Publ.
  • the composition may include about 0.001 wt% to about 5 wt% of the fragrance. In any embodiments, the composition may include about 0.005 wt% to about 2 wt% of the fragrance. In any embodiments, the composition may include about 0.01 wt% to about 1 wt% of the fragrance.
  • the hair lift or hair color compositions of the present technology may include a developer.
  • the developer may include an oxidizing agent, and the oxidizing agent may be present in an amount sufficient to bleach the melanin pigment in the hair and/or oxidize dye/pigment precursors.
  • the oxidizing agent may include a peroxide including, but not limited to, hydrogen peroxide; inorganic alkali metal peroxides (e.g. sodium periodate and sodium peroxide); organic peroxides (e.g. urea peroxide, melamine peroxide); inorganic perhydrate salt bleaching compounds (e.g.
  • the oxidizing agent may include hydrogen peroxide.
  • the developer may include about 5 wt% to about 80 wt% of the oxidizing agent, including from about 5 wt% to about 50 wt%, from about 10 wt% to about 40 wt%, from about 25 wt% to about 35 wt%, from about 15 wt% to about 25 wt%, or from about 5 wt% to about 15 wt% of the oxidizing agent, or a range between and including any two of the foregoing values.
  • the hair lift or hair color compositions of the present technology may include from about 1 wt% to about 20 wt% of the oxidizing agent.
  • the composition may include from about 1 wt% to about 15 wt%, from about 3 wt% to about 12 wt%, or from about 6 wt% to about 10 wt% of the oxidizing agent, or a range between and including any two of the foregoing values.
  • the hair lift or hair color compositions of the present technology may include a chelating agent.
  • the chelating may include a compound or ligand that can bind to a metal ion, usually through more than one ligand atom, to form a chelate.
  • a chelate is usually a type of coordination compound in which a central metal ion, such as Co 2+ , Ni 2+ , Cu 2+ , Ca 2+ or -58- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 Zn 2+ , is attached by coordinate links to two or more nonmetal atoms, i.e., ligands, in the same molecule.
  • a central metal ion such as Co 2+ , Ni 2+ , Cu 2+ , Ca 2+ or -58- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 Zn 2+
  • the chelating agent may include, but is not limited to, ethylene-diaminetetraacetic acid (EDTA), nitrilotriacetic acid, ethyleneglycol-bis( ⁇ -amino- ethyl ether)-N,N-tetraacetic acid, and salts of any of the foregoing.
  • EDTA ethylene-diaminetetraacetic acid
  • nitrilotriacetic acid ethyleneglycol-bis( ⁇ -amino- ethyl ether)-N,N-tetraacetic acid
  • the hair lift or hair color compositions of the present technology may include about 0.001 wt% to about 5 wt% of the chelating agent, including from about 0.01 wt% to about 2 wt%, from about 0.1 wt% to about 1 wt%, or from about 0.1 wt% to about 0.5 wt% of the chelating agent, or a range between and including any two of the foregoing values.
  • the hair lift or hair color compositions of the present technology may have a pH at or above 7, including pH of about 7.0, about 7.5, about 8.0, about 8.5, about 9.0, about 9.5, about 10.0, about 10.5, about 11.0, about 11.5, about 12.0, about 12.5, about 13.0, about 13.5, or about 14.0.
  • the composition may have a pH of from about 7.5 to about 13, from about 8 to about 12.5, from about 9 to about 12, from about 10 to about 10.5, or a range between and including any two of the foregoing values.
  • the hair lift or hair color compositions of the present technology may include 3- amino-2-butanol as well as a fatty alcohol, a fatty acid, a cationic surfactant, a quaternary polymer, or combinations of two or more thereof including any of those disclosed herein.
  • the composition may include 3-amino-2-butanol as well as a fatty alcohol, a fatty acid, a cationic surfactant, a quaternary polymer, peroxygenated salts (e.g., sodium, potassium, and/or ammonium persulfates), a mineral (e.g., magnesium carbonate (optionally in hydrate form)), a swelling agent (e.g., carboxymethyl cellulose and/or gum), or combinations of two or more thereof including any of those disclosed herein.
  • peroxygenated salts e.g., sodium, potassium, and/or ammonium persulfates
  • a mineral e.g., magnesium carbonate (optionally in hydrate form)
  • a swelling agent e.g., carboxymethyl cellulose and/or gum
  • the composition may include 3-amino-2-butanol as well as water, lauric acid, cetearyl alcohol, polyoxyethylene alkyl (12-14) ether (3 EO), polyoxyethylene lauryl ether (12 EO), polyoxyethylene oleyl ether, glycol distearate, titanium dioxide, dimethicone/dimethicone copolymer, propylene glycol, hexadimethrine chloride, polychloride dimethyl pyrrolidinium solution, dihydrosphingosine oleate, silica silylate, EDTA, carbomer, fragrance, or combinations of two or more thereof.
  • the composition may in the form of a cream.
  • the hair lift or hair color compositions of the present technology may include peroxygenated salts (e.g., sodium, potassium, and/or ammonium persulfates), a mineral (e.g., magnesium carbonate (optionally in hydrate form)), a swelling agent (e.g., carboxymethyl cellulose and/or gum), or combinations of two or more thereof including any of those disclosed herein.
  • peroxygenated salts e.g., sodium, potassium, and/or ammonium persulfates
  • a mineral e.g., magnesium carbonate (optionally in hydrate form)
  • a swelling agent e.g., carboxymethyl cellulose and/or gum
  • the composition may include potassium persulfate, sodium persulfate, ammonium chloride, calcium stearate, hydrated silica, liquid paraffin, titanium dioxide, sodium lauryl sulfate, anhydride sodium metasilicate, EDTA, guar gum, or combinations of two or more thereof including any of those disclosed herein.
  • the composition may in the form of a powder.
  • the developer may include water, hydrogen peroxide, a fatty alcohol a surfactant, phosphoric acid, a chelating agent, or combinations of two or more thereof including any of those disclosed herein.
  • the composition may also include water, cetearyl alcohol, behentrimonium chloride, amodimethicone, cetyl alcohol, C12-C15 alkyl benzoate, guarhydroxypropyl trimonium chloride, coconut oil, hydroxyethylcellulose, sodium hydroxide, trideceth-6, chlorhexidine digluconate, fumaric acid, isopropanol, citric acid, cetrimonium chloride, or combinations of two or more thereof.
  • the hair lift or hair color compositions of the present technology may be in the form of a liquid, gel, cream, paste, emulsion, suspension, or foam. In any embodiments, the composition may be in the form of a gel.
  • the composition may be in the form of a cream.
  • the hair lift or hair color composition may be a demi-permanent hair color (DPHC) composition.
  • the DPHC compositions may be more permanent than semi-permanent hair color compositions and less permanent than permanent hair color compositions.
  • the DPHC compositions may be used for any suitable purpose, including, for example, covering and/or blending gray hair.
  • hair treated with the composition may exhibit a hair color altering ⁇ E of less than about 2.5 compared to a control composition having ammonia and/or monoethanolamine (MEA) substituted for the 3-amino-2-butanol.
  • MEA monoethanolamine
  • the control composition has about 1:1 mole substitution of the 3-amino-2-butanol for ammonia.
  • the hair treated with the composition may exhibit a hair color altering ⁇ E of -60- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 less than or equal to about 2, less than or equal to about 1.95, less than or equal to about 1.9, less than or equal to about 1.75, less than or equal to about 1.6, less than or equal to about 1.5, less than or equal to about 1.25, less than or equal to about 1, or less than or equal to about 0.75 compared to the control composition.
  • Color lifting sometimes referred to as bleaching, is commonly needed to achieve a desired color alteration.
  • the hair treated with the composition may exhibit a color tone change of at least about 2, for example, at least about 2.5, least about 3, at least about 3.5, or at least about 4.
  • the hair treated with the hair lift or hair color compositions of the present technology may exhibit a cysteic acid difference of less than about 40% compared to the control composition, e.g., less than about 35%, less than about 30%, less than about 25%, or less than about 20% compared to the control composition.
  • the ⁇ E and/or the cysteic acid is measured after one color treatment cycles.
  • kits including the hair-altering composition may include a first composition that includes the 3-amino-2-butanol. In any embodiments, the kit may include the first composition and a second composition that includes the developer. Following combination of the first composition and the second composition, the hair-altering compositions disclosed herein are achieved. In any embodiments, the developer may include the oxidizing agent(s) disclosed herein.
  • the first composition may include the coloring agent(s) disclosed herein. In any embodiments, the first composition may include the curl modifying agent(s) disclosed herein. In any embodiments, the first composition may include the pH adjusting agent(s) disclosed herein. In any embodiments, first composition and/or the second composition may include any of the other components disclosed herein including the alkanolamine(s) different -61- 4913-0729-0664.1 Atty. Dkt.
  • first composition may include any of the other components disclosed herein including the alkanolamine(s) different from ammonia, arginine, sodium hydroxide or a combination thereof, the antioxidant(s), the curl modifying agent(s), the pH adjusting agent(s), the surface active agent(s), the solvent(s), the skin conditioning agent(s), the fragrance(s), the chelating agent(s), or combination of any two or more thereof.
  • the kit may further include a shampoo and/or a conditioner for use in rinsing the hair after altering.
  • the kit may further include a third composition.
  • the third composition may include peroxygenated salts (e.g., sodium, potassium, and/or ammonium persulfates), a mineral (e.g., magnesium carbonate (optionally in hydrate form)), a swelling agent (e.g., carboxymethyl cellulose and/or gum), or combinations of two or more thereof including any of those disclosed herein.
  • the first composition may in the form of a cream.
  • the second composition may in the form of a liquid.
  • the third composition may in the form of a powder.
  • the present application also provides a method for altering hair including applying the composition disclosed herein on a hair; and rinsing the composition off of the hair with water to provide the altered hair.
  • the rinsing may occur at least about 10 minutes after the applying, e.g., at least about 20 minutes or at least about 30 minutes after the applying.
  • the method may further include applying heat to the hair after applying the composition.
  • the altered hair may be color altered.
  • the color-altered hair may exhibit ⁇ E and/or cysteic acid difference as disclosed herein.
  • the altered hair may be curl, kink, or hair texture altered.
  • the hair- altering composition is a keratin altering composition and/or disulfide bond breaking composition.
  • the method may further include applying heat to the hair after applying the composition. In any embodiments, the heat may be applied by a flat iron.
  • the altered hair may be color altered and curl, kink, or hair texture altered.
  • the compositions described herein may be manufactured by conventional personal care manufacturing techniques, which are well known to those skilled in the art. Typically, the compositions are manufactured by a two-step process. First, a mixture of some or all of the components of the composition besides the neutralizing agent (i.e., 3-amino-2-butanol) is prepared by mixing (e.g., high shear agitation to provide a high viscosity and high solids mixture).
  • the neutralizing agent i.e., 3-amino-2-butanol
  • the second step of the personal care manufacturing process includes adding an effective amount of the neutralizing agent to neutralize or partially neutralize acidic components of the composition (e.g. the molecule including an acid group, such as when the molecule includes a polymer including an acid group) to achieve a predetermined pH of the composition.
  • the pH of the composition may be raised to about 5 to about 9 or about 6 to about 8.
  • a method comprising adding to a composition comprising a molecule comprising an acid group, an effective amount of 3-amino-2-butanol to raise the pH of the composition, stabilize the composition, and/or at least partially neutralize any acid groups in the composition.
  • at least partially neutralizing an acid group means adding 3-amino-2-butanol in sufficient amounts to reduce the acidity of the solution such that the pH of the solution increases by at least 0.1 unit without necessarily reaching neutralizing pH 7.
  • the pH of the composition after neutralizing may be about 5 to about 9 or about 6 to about 8.
  • the composition is stable for at least about 1 month, at least about 2 months, at least about 3 months, at least about 6 months, at least about 12 months, or at least about 24 months.
  • the 3-methyl-2-butanol neutralizes at least about 20% of the acid groups (e.g., at least about 30%, at least about 40%, or at least about 50%).
  • the 3-methyl-2-butanol neutralizes about 20% to about 100% of the acid groups of the polymer comprising acid groups (e.g., about 30% to about 90% or about 40% to about 80%).
  • Formulations A and B had lower VOC than the standard formulations C-E, which contain high VOC levels. Composition C was anhydrous, whereas compositions D and E (prepared by a similar procedure as the preparation of Formulations A and B) contained water. Table 3. Standard aerosol hairspray formulations containing high VOC levels. -66- 4913-0729-0664.1 Atty. Dkt.
  • High humidity curl retention will be measured at various timepoints for up to 24 hours.
  • the high humidity curl retention ability will tested for exemplary formulations (e.g., from Table 2) using the following protocol: 1. Prepare the desired concentration of polymer solution in ethanol. 2. Neutralize to 100% using the neutralizer under consideration. 3. Prepare hair tresses for testing, using newly washed/ conditioned tresses. 4. Apply and comb through 0.8 grams of neutralized polymer solution to tress to evenly distribute polymer solution. 5. Curl hair onto curling rod securing the curls. 6. Dry curls at 55°C for 15 minutes in an explosion-proof oven. 7. Ensure that curls are thoroughly dried. 8. Remove and hung curls. 9.
  • Hand Sanitizer Formulations Containing 3-Amino-2-Butanol and Performance Properties [199] The hand sanitizers of Table 5 were prepared as follows: 1. Measured desired amount of water. 2. Added the rheology modifier Carbopol 980 and mixed well until Carbopol was fully hydrated. 3. Added ethanol. 4. Added neutralizer until the desired pH 7.0-7.2 was obtained. Table 5. Hand sanitizer formulations Example 5. Preparation and Performance of Sunscreen Formulation Containing 3- Amino-2-Butanol [200] Sunscreen formulations were prepared according to the following procedure. Phase A (shown in Table 6) was heated to 75 °C and mix.
  • Phase B was premixed and added to Phase A while mixing at 300 rpm while continuing to heat at 75 °C.
  • Phase C was heated to 75 °C and added to the mixture of Phase A and Phase B, and mixed with a speed mixer at 2000 rpm for 1 minute.
  • the sunscreen formulations of Table 6 were prepared using the following protocol: 1. Phase A was heated to 75°C and mixed well. 2. Phase B was premixed and added to A while mixing at 300 rpm and heating at 75°C. 3. Phase C was heated to 75 °C in a separate container. -68- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 4.
  • Phase C was added to the mixture of Phase A and Phase B, and the resulting mixture was mixed using a speed mixer at 2000 rpm for 1 minute.
  • Table 6 Sunscreen Formulations [202] SPF was measured for each formulation according to the ISO 24443: 2021 standard, specific for determining the “SPF” sun protection index. Briefly, a quantity of 30 mg of the sunscreen to be tested was applied to sandblasted polymethacrylate (PMMA) plates with specific area to arrive at a dosage of 1.2 mg/cm2. The samples to be tested were applied to the rough phase of the plate using a bare finger pre-saturated with product in order to obtain the most homogeneous film possible.
  • PMMA polymethacrylate
  • Phase A All components in Phase A were mixed and heated to 75 °C to provide Phase A. All components in Phase B were mixed and heated to 75 °C to provide Phase B. Phase A was poured into Phase B under stirring and stirred for 5 minutes. Heat was removed and the mixture was stirred for an additional 30 minutes prior to adding Phase C to provide the alkaline composition.
  • the alkaline composition was mixed with a 30 vol% hydrogen peroxide composition at a ratio of 2:3 (v/v, alkaline composition : hydrogen peroxide composition) to provide the color lift compositions. Each color lift composition was applied to virgin hair samples. The color lift compositions were allowed to contact the hair samples for 50 minutes at room temperature before being washed from the hair samples with tap water until clean.
  • ⁇ E ⁇ E results were performed. The calculation of ⁇ E is useful in the industry for detecting small differences in color. Using ammonia-treated hair as a control, a ⁇ E result of less than 2 compared with ammonia-treated hair is considered to be equal performance (i.e., a color change not visible to the naked eye). A BYK Gardner Spectro-Guide Sphere was used to measure the ⁇ E of each color-altered hair sample, and the difference compared to the ammonia treated hair sample is reported.
  • DPHC compositions having the formulation shown Table 11 were prepared according to the following protocol. 1. Phase A1: Combined ingredients under stirring and heat to 75 °C. 2. Mixed phase A2 in another beaker, added A2 to A1, mixed until dissolved, and maintained at 75 °C. 3. Mixed phase B separately and heat to 75°C. 4. Emulsified B into A1+A2 using a homogenizer at 4000 rpm for 2 minutes. 5. Cooled mixture to ⁇ 40°C, stirring with a paddle blade at 200 rpm. 6. Adjusted for water loss. 7. Added phases C and D, mixed for 10 minutes. For phase D, the Alkalizer includes 3- AB for compositions of the present technology. 8.
  • any listed range can be easily recognized as sufficiently describing and enabling the same range being broken down into at least equal halves, thirds, quarters, fifths, tenths, etc.
  • each range discussed herein can be readily broken down into a lower third, middle third and upper third, etc.
  • all language such as “up to,” “at least,” “greater than,” “less than,” and the like, include the number recited and refer to ranges which can be subsequently broken down into subranges as discussed above.
  • a range includes each individual member.
  • a composition comprising: -77- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 a molecule comprising an acid group; 3-amino-2-butanol; and a solvent, optionally wherein the solvent comprises water and/or an alcohol.
  • composition of any one of the preceding Paragraphs wherein the composition comprises about 0.01 wt% to about 40 wt% of the molecule comprising the acid group.
  • E. The composition of any one of the preceding Paragraphs, wherein the composition comprises about 0.05 wt% to about 15 wt% of the molecule comprising the acid group.
  • F. The composition of any one of the preceding Paragraphs, wherein the composition comprises about 0.1 wt% to about 5 wt% of the molecule comprising the acid group.
  • composition of any one of the preceding Paragraphs wherein the acid group of the molecule comprising the acid group is selected from the group consisting of carboxylic acid, sulfonic acid, phosphonic acid, or phosphoric acid group.
  • the composition of claim any one of the preceding Paragraphs comprising multiple molecules comprising acid groups, each molecule having an acid gorup independently selected from the group consisting of carboxylic acid, sulfonic acid, phosphonic acid, or phosphoric acid, or a combination of any two or more thereof.
  • M. The composition of Paragraph K or Paragraph L, wherein the polymer is present at an amount of about 0.1 wt% to about 15 wt% of the total weight of the composition.
  • composition of any one of Paragraphs K-M wherein the polymer is present at an amount of about 0.1 wt% to about 5 wt% of the total weight of the composition.
  • O The composition of Paragraph K or Paragraph L, wherein the polymer is present at an amount of about 10 wt% to about 30 wt% of the total weight of the composition.
  • P The composition of any one of Paragraphs K-O, wherein the acid groups of the polymer are selected from the group consisting of carboxyl groups, sulfonyl groups, phosphonyl groups, phosphoryl groups, or a combination of any two or more thereof.
  • Q The composition of any one of Paragraphs K-P, wherein the acid groups of the polymer comprise carboxyl groups.
  • composition of any one of Paragraphs K-Q wherein the polymer is selected from the group consisting of polyacrylate copolymers, vinyl acetate copolymer, or combinations thereof.
  • S The composition of any one of Paragraphs K-R, wherein the polymer is selected from the group consisting of cross-linked polyacrylic acid; ethyl acrylate, methyl methacrylate and methacrylic acid copolymer; ethyl acrylate, t-butyl acrylate and methacrylic acid copolymer; octyl acrylamide, acrylates and butylaminoethyl methacrylate copolymer; methacrylic acid, n-butyl acrylate and methyl methacrylate copolymer; methacrylic -79- 4913-0729-0664.1 Atty.
  • T The composition of any one of Paragraphs K-S, wherein the polymer has a weight average molecular weight of about 10 to about 1000 kDa.
  • U The composition of any one of Paragraphs K-T, wherein the polymer is cross-linked.
  • V The composition of any one of the preceding Paragraphs, wherein 3-amino-2-butanol is present in an amount of about 0.005 wt% to about 10 wt% of the total weight of the composition.
  • W The composition of any one of the preceding Paragraphs, wherein 3-amino-2-butanol is present in an amount of about 0.02 wt% to about 2 wt% of the total weight of the composition.
  • composition of any one of the preceding Paragraphs further comprising one or more additives selected from a preservative, thickener, water-miscible co-solvent, water immiscible co-solvent, anti-microbial, non-ionic polymer, dye, fragrance, and corrosion inhibitors.
  • additives selected from a preservative, thickener, water-miscible co-solvent, water immiscible co-solvent, anti-microbial, non-ionic polymer, dye, fragrance, and corrosion inhibitors.
  • Y The composition of any one of the preceding Paragraphs, further comprising an anionic and/or zwitterionic surfactant.
  • composition of Paragraph Y wherein the anionic and/or zwitterionic surfactant is selected from the group consisting of fatty acids, alkyl sulfates, alkyl(oxyalkyl)(n) sulfates where n is the average degree of alkoxylation from 1 to 3, alkyl sulfonates, alkenyl sulfonates, alkylamidealkylbetaines, and combinations of two or more thereof. -80- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 AA.
  • composition of Paragraph Y or Paragraph Z wherein the anionic and/or zwitterionic surfactant is selected from the group consisting of sodium lauryl sulfate, ammonium lauryl sulfate, sodium or ammonium laureth(n) sulfate where n is the average degree of ethoxylation from 1 to 3, alkoxyalkylsodium lauryl sulfate, sodium laureth sulfate, cocamidopropyl betaine, and combinations of two or more thereof.
  • AB The composition of any one of Paragraphs Y-AA, comprising about 1 wt% to about 50 wt% of the anionic and/or zwitterionic surfactant.
  • composition of any one of Paragraphs Y-AB comprising about 5 wt% to about 40 wt% of the anionic and/or zwitterionic surfactant.
  • AD The composition of any one of Paragraphs K-AC, further comprising an alcohol selected from ethanol, n-propanol, isopropanol, or combination of any two or more thereof.
  • AE The composition of Paragraph AD, comprising about 40 wt% to about 95 wt% of the alcohol.
  • AF. The composition of Paragraph AD or Paragraph AE, comprising about 60 wt% to about 70 wt% of the alcohol. AG.
  • composition of any one of Paragraphs AD to AF comprising about 0.1 wt% to about 1 wt% polymer and about 0.02 wt% to about 0.3 wt% 3-amino-2-butanol.
  • AH The composition of any one of Paragraphs K-AG, further comprising acrylates/steareth- 20 methacrylate crosspolymer thickener and wherein the polymer is an acrylates/hydroxyesters acrylates copolymer.
  • AI is an acrylates/hydroxyesters acrylates copolymer.
  • composition of Paragraph AH comprising about 0.5 wt% to about 4 wt% of the polymer, about 0.1 wt% to about 1 wt% 3-amino-2-butanol, and about 1 wt% to about 10 wt% thickener. -81- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 AJ.
  • the composition of any one of Paragraphs K-AI comprising about 2 wt% to about 15 wt% of the polymer and about 0.4 to about 3 wt% 3-amino-2-butanol, and wherein the polymer is an acrylates/hydroxyesters acrylates copolymer.
  • AK acrylates/hydroxyesters acrylates copolymer
  • composition of Paragraph AJ further comprising a propellant.
  • AL The composition of Paragraph AK, wherein the propellant is selected from the group consisting of methyl acetate, dimethyl ether, propane, n-butane, isobutane, and mixtures of two or more thereof.
  • AM The composition of any one of Paragraphs AJ-AL further comprising about 10 wt% to about 90 wt% ethanol.
  • AN The composition of any one of the preceding Paragraphs, wherein the composition comprises about 40 wt% to about 60 wt % water and has a pH of about 6 to about 8.
  • AO The composition of any one of Paragraph K-AI, further comprising about 2 wt% to about 75 wt% pigment.
  • AP The composition of any one of Paragraph K-AI, further comprising about 2 wt% to about 75 wt% pigment.
  • composition of Paragraph AO wherein the pigment comprises titanium dioxide, zinc oxide, or a combination thereof.
  • the composition of Paragraph AO or Paragraph AP comprising about 2 wt% to about 15 wt% of the polymer and about 0.02 wt% to about 2 wt% 3-amino-2-butanol.
  • AR The composition of any one of the preceding Paragraphs, wherein the composition further comprises an amino alcohol other than 3-amino-2-butanol.
  • composition of the preceding Paragraphs wherein the amino alcohol is 2- aminoethanol, triethanolamine, 1-amino-2-propanol, 2-amino-2-methyl-1-propanol, 2- amino-1-butanol, 2-amino-2-ethyl-1,3-propanediol, 3-(ethylamino)-3-methylbutan-2- ol, 3-(ethylamino)-butan-2-ol, or a combination of any two or more thereof.
  • AT. The composition of Paragraph AR or Paragraph AS, wherein the composition comprises at least about 0.01 wt% of the amino alcohol. -82- 4913-0729-0664.1 Atty. Dkt.
  • composition of any one of the preceding Paragraphs wherein the composition is a hair styling aerosol, a body lotion, a mascara, a hair colorant, a sunscreen, a hand sanitizer, a cleanser, an eye cream, an exfoliant, a shampoo, a conditioner, a hair mask, a hair styling gel, a hair styling mousse, a dry shampoo, a non-aerosol hair styling spray, a body wash, a soap, a body scrub, a body butter, a lipstick, a foundation, an eye shadow, a concealer, a blush, an eyeliner, a brow gel, a lip gloss, a lip balm, a setting spray, or a shaving cream.
  • AY The composition of any one of the preceding Paragraphs, wherein the composition is a hair styling aerosol, a body lotion, a mascara, a hair colorant, a sunscreen, a hand sanitizer, a cleanser, an eye cream, an exfoliant, a shampoo
  • a method of making a composition of any one of Paragraphs A-J comprising combining 3-amino-2-butanol with a purity of at least 95 wt% and the molecule comprising the acid group, with sufficient water to provide the composition.
  • AZ The method of Paragraph AY, wherein the method further comprises mixing the combined 3-amino-2-butanol, the molecule comprising the acid group, and water until a homogenous solution is obtained.
  • a composition for use in home and/or personal care products comprising about 30 wt% to about 99.99 wt% 3-amino-2-butanol; about 0.01 wt% to about 70 wt% water; and optionally an amino alcohol other than 3-amino-2-butanol (an “other amino alcohol”).
  • an amino alcohol other than 3-amino-2-butanol an “other amino alcohol”.
  • composition for use of Paragraph BA wherein the composition is for use in hair styling aerosols, body lotions, mascara, hair colorants, sunscreens, hand sanitizers, cleansers, eye creams, exfoliants, shampoos, conditioners, hair masks, hair styling gels, hair styling mousse, dry shampoos, non-aerosol hair styling sprays, body washes, soaps, body scrubs, body butters, lipsticks, foundations, eye shadows, concealers, blushes, eyeliners, brow gels, lip glosses, lip balms, setting sprays, shaving creams, hard surface cleaners, fabric cleaners, upholstery cleaners, floor polishes, liquid-wax emulsions (e.g., for car care such as bucket-dilutable and/or tunnel washes), furniture polishes, metal cleaners, glass cleaners, oven cleaners, laundry cleaners, dish cleaners, tile cleaners, wood cleaners, fragrances, fragrance release compositions, deodorizers, odor neutralizers, and
  • BC The composition for use of Paragraph BA or Paragraph BB, the composition comprising about 0.01 wt% to about 60 wt% of the other amino alcohol.
  • BD The composition for use of Paragraph BC, comprising not more than 1 wt% of the other amino alcohol.
  • BE. The composition for use of any one of Paragraphs BA-BD, comprising about 70 wt% to about 95 wt% 3-amino-2-butanol and about 5 wt% to about 30 wt% water.
  • BF The composition for use of any one of Paragraphs BA-BE, comprising about 90 wt% 3- amino-2-butanol, about 10 wt% water, and less than 1 wt% of the other amino alcohol.
  • BG The composition for use of Paragraph BA or Paragraph BB, the composition comprising about 0.01 wt% to about 60 wt% of the other amino alcohol.
  • BD The composition for use of Paragraph BC, comprising not more than 1 wt% of the other
  • composition for use of any one of Paragraphs BA-BF wherein the composition comprises less than 2 wt% secondary amine.
  • BH The composition for use of any one of Paragraphs BA-BG, wherein the composition further comprises not more than 5 wt% of the other amino alcohol.
  • BI The composition for use of any one of Paragraphs BA-BH, wherein the composition further comprises not more than 0.5 wt% of the other amino alcohol. -84- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 BJ.
  • composition for use of any one of Paragraphs BA-BI wherein the other amino alcohol is 2-aminoethanol, triethanolamine, 1-amino-2-propanol, 2-amino-2-methyl- 1-propanol, 2-amino-1-butanol, 2-amino-2-ethyl-1,3-propanediol, 3-(ethylamino)-3- methylbutan-2-ol, 3-(ethylamino)-butan-2-ol, or a combination of any two or more thereof.
  • BK The composition for use of any one of Paragraphs BA-BJ, wherein the composition comprises at least about 0.01 wt% of the other amino alcohol.
  • composition for use of any one of Paragraphs BA-BK wherein the composition comprises 3-(ethylamino)-butan-2-ol in addition to 3-amino-2-butanol.
  • BM The composition for use of any one of Paragraphs BA-BL, wherein the composition exhibits a biobased content of at least about 10% as determined using radiocarbon analysis in accordance with ASTM D6866-24.
  • BN A hair-altering composition comprising an alkaline agent comprising 3-amino-2- butanol.
  • BO. The hair-altering composition of Paragraph BN, wherein the 3-amino-2-butanol is present in an amount of about 2 wt% to about 15 wt%.
  • BP The composition for use of any one of Paragraphs BA-BK, wherein the composition comprises 3-(ethylamino)-butan-2-ol in addition to 3-amino-2-butanol.
  • the hair-altering composition of Paragraph BN or Paragraph BO wherein the 3-amino- 2-butanol is present in an amount of about 4 wt% to about 12 wt%.
  • BQ The hair-altering composition of any one of Paragraphs BN-BP, wherein the composition is substantially free of ammonia and/or arginine.
  • BR The hair-altering composition of any one of Paragraphs BN-BQ, further comprising a coloring agent.
  • BS The hair-altering composition Paragraph BR, wherein the coloring agent comprises anion dyes, cation dyes, neutral dyes, or combinations of two or more thereof.
  • BT The hair-altering composition of any one of Paragraphs BN-BS, further comprising an antioxidant.
  • the hair-altering composition Paragraph BT wherein the antioxidant comprises ascorbic acid, sodium sulfite, sodium metabisulfite, sodium hydrosulfite, tocopherols, ⁇ -tocopherol, tocopheryl acetate, panthenol, selenium sulfide, zinc formosulfoxylate, isoascorbic acid, magnesium ascorbyl phosphate, ascorbyl glucoside, cysteine, thiourea, glyceryl monothioglycolate, thioglycerol, 2,5-dihydroxybenzoic acid, erythorbic acid, or combinations of two or more thereof.
  • the antioxidant comprises ascorbic acid, sodium sulfite, sodium metabisulfite, sodium hydrosulfite, tocopherols, ⁇ -tocopherol, tocopheryl acetate, panthenol, selenium sulfide, zinc formosulfoxylate, isoascorbic acid, magnesium
  • BV The hair-altering composition of any one of Paragraphs BN-BU, further comprising one or more surface active agents.
  • BW The hair-altering composition Paragraph BV, wherein the one or more surface active agents comprise cocamidopropyl betaine, PEG-40 hydrogenated castor oil, sodium lauryl sulfate, sodium laureth sulfate, Oleth-20, glyceryl stearate, PEG-40 stearate, ceteareth-20, or combinations of two or more thereof.
  • BX The hair-altering composition of any one of Paragraphs BN-BW, further comprising an alcohol.
  • the hair-altering composition Paragraph BX wherein the alcohol comprises linear saturated C14-C20 alcohol, linear unsaturated C14-C20 alcohol, or a combination thereof.
  • BZ The hair-altering composition Paragraph BX or Paragraph BY, wherein the alcohol comprises cetearyl alcohol, oleyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol or a combination thereof.
  • CA The hair-altering composition of any one of Paragraphs BN-BZ, further comprising one or more components selected from a skin conditioning agent, a fragrance, and a curl modifying agent.
  • the hair-altering composition of Paragraph CA wherein the curl modifying agent comprises an alkaline straightener, thioglycolate, keratin, or combinations of two or more thereof.
  • CC The hair-altering composition of Paragraph CA or Paragraph CB, wherein the curl modifying agent comprises thioglycolate. -86- 4913-0729-0664.1 Atty. Dkt. No.: 109691-0783 CD.
  • the hair-altering composition of any one of Paragraphs BN-CC further comprising a developer.
  • CE The hair-altering composition of Paragraph CD, wherein the developer comprises hydrogen peroxide.
  • CF The hair-altering composition of any one of Paragraphs BN-CE, further comprising water.
  • CH The hair-altering composition of Paragraph CG, wherein hair treated with the composition exhibits a hair color altering ⁇ E of less than about 2.5 compared to a control composition.
  • CI The hair-altering composition of Paragraph CH, wherein the ⁇ E is measured after one or more color treatment cycles.
  • CJ The hair-altering composition of any one of Paragraphs BN-CI, wherein the hair-altering composition is a curl, kink, or hair texture altering composition.
  • CK The hair-altering composition of Paragraph CJ, wherein the hair-altering composition is a disulfide bond breaking composition.

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Abstract

La présente technologie concerne de manière générale des compositions comprenant du 3-amino-2-butanol. En particulier, la présente technologie concerne des compositions pour des applications de soins à domicile et/ou de soins personnels qui comprennent du 3-amino-3-méthyl-2-butanol, telles que les aérosols de coiffage, les lotions corporelles, le mascara, les colorants capillaires, les crèmes solaires, les désinfectants pour les mains, les nettoyants, les crèmes pour les yeux, les exfoliants, les shampooings, les après-shampooings, les masques capillaires, les gels de coiffage, la mousse de coiffage, les shampooings secs, les sprays de coiffage non aérosol, les nettoyants corporels, les savons, les gommages corporels, les beurres corporels, les rouges à lèvres, les fonds de teint, les fards à paupières, les anticernes, les fards à joues, les crayons pour les yeux, les gels à sourcils, les brillants à lèvres, les baumes à lèvres, les sprays fixateurs et/ou les crèmes de rasage.
PCT/US2025/020123 2024-04-12 2025-03-15 Formulations de soins à domicile et de soins personnels comprenant du 3-amino-2-butanol et leur utilisation Pending WO2025216848A1 (fr)

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PCT/US2025/020120 Pending WO2025216845A1 (fr) 2024-04-12 2025-03-15 Formulations de peinture et de revêtement contenant du 3-amino-2-butanol et leurs utilisations
PCT/US2025/020121 Pending WO2025216846A1 (fr) 2024-04-12 2025-03-15 Compositions de fluide de travail des métaux constituées du 3-amino-2-butanol et leurs utilisations
PCT/US2025/020123 Pending WO2025216848A1 (fr) 2024-04-12 2025-03-15 Formulations de soins à domicile et de soins personnels comprenant du 3-amino-2-butanol et leur utilisation

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PCT/US2025/020120 Pending WO2025216845A1 (fr) 2024-04-12 2025-03-15 Formulations de peinture et de revêtement contenant du 3-amino-2-butanol et leurs utilisations
PCT/US2025/020121 Pending WO2025216846A1 (fr) 2024-04-12 2025-03-15 Compositions de fluide de travail des métaux constituées du 3-amino-2-butanol et leurs utilisations

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