WO2024081773A1 - Compositions comprising water, cationic alpha-1,6-glucan ether and organic solvent - Google Patents
Compositions comprising water, cationic alpha-1,6-glucan ether and organic solvent Download PDFInfo
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- 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
- A61K8/73—Polysaccharides
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- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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- 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
- A61Q5/02—Preparations for cleaning the hair
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- 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
- A61Q5/12—Preparations containing hair conditioners
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
- C11D3/227—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/43—Solvents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2041—Dihydric alcohols
- C11D3/2044—Dihydric alcohols linear
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2041—Dihydric alcohols
- C11D3/2048—Dihydric alcohols branched
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2065—Polyhydric alcohols
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2068—Ethers
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3707—Polyethers, e.g. polyalkyleneoxides
Definitions
- the present disclosure is in the field of polysaccharide derivatives.
- the disclosure pertains to aqueous compositions comprising one or more cationic alpha-glucan ether derivatives such as a cationic alpha-1 ,6-glucan ether derivative, and use thereof in various applications.
- oligosaccharides and polysaccharides that are biodegradable and that can be made economically from renewably-sourced feedstocks. Further work has shown that such polysaccharides can be chemically modified (derivatized) to have additional utilities in areas such as personal care, household care, industrial care, pharmaceuticals and food. For example, ethers and esters of alpha-glucan comprising alpha-1 ,3 glycosidic linkages have been disclosed to have various applications (e.g., U.S. Patent Appl. Publ. Nos.
- Cationic alpha-1 ,6-glucan ethers exhibit various beneficialal effects such as surface deposition and modification.
- aqueous compositions comprising cationic alpha-1 ,6-glucan ethers can sometimes be challenging to process and handle.
- Modified aqueous compositions comprising one or more cationic alpha-1 , 6-glucan ethers are disclosed herein that address this issue.
- the present disclosure concerns a composition
- a composition comprising:
- the present disclosure concerns a product comprising a composition as presently disclosed, typically wherein the composition was used as an ingredient or component in producing the product.
- the present disclosure concerns method/process of producing a composition as presently disclosed.
- a method/process can comprise: (a) providing an aqueous composition comprising a cationic alphaglucan ether derivative herein, (b) mixing, into the aqueous composition, an organic solvent herein, and (c) optionally concentrating the cationic alpha-glucan ether derivative and the organic solvent in the aqueous composition following step (b).
- FIG. 1 Various cationic etherification reaction impurities that can be in a liquid composition in some aspects are presented.
- FIG. 2 Various possible impurities that can be in a liquid composition in some aspects are presented.
- the terms “a” and “an” as used herein are intended to encompass one or more (i.e., at least one) of a referenced feature.
- polysaccharide means a polymeric carbohydrate molecule composed of long chains of monosaccharide units bound together by glycosidic linkages and on hydrolysis gives the polysaccharide’s constituent monosaccharides and/or oligosaccharides.
- a polysaccharide herein can be linear or branched, and/or can be a homopolysaccharide (comprised of only one type of constituent monosaccharide) or heteropolysaccharide (comprised of two or more different constituent monosaccharides). Examples of polysaccharides herein include glucan (polyglucose) and soy polysaccharide.
- a “glucan” herein is a type of polysaccharide that is a polymer of glucose (polyglucose).
- a glucan can be comprised of, for example, about, or at least about, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, or 100% by weight glucose monomeric units.
- Examples of glucans herein are alpha-glucan and betaglucan.
- alpha-glucan is a polymer comprising glucose monomeric units linked together by alpha-glycosidic linkages.
- the glycosidic linkages of an alpha-glucan herein are about, or at least about, 80%, 81%, 82%, 83%, 84%, 85%, 86%, 87%, 88%, 89%, 90%, 91 %, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, or 100% alpha-glycosidic linkages.
- An example of an alpha-glucan polymer herein is alpha-1 , 6-glucan.
- alpha-1 , 6-glucan refers to a water-soluble alpha-glucan comprising glucose monomeric units linked together by glycosidic linkages, wherein at least about 50% of the glycosidic linkages are alpha-1 ,6.
- Alpha-1 , 6-glucan in some aspects comprises about, or at least about, 90%, 95%, or 100% alpha-1 ,6 glycosidic linkages.
- Other linkages that can be present in alpha-1 , 6-glucan include alpha-1 ,2, alpha-1 ,3, and/or alpha-1 ,4 linkages.
- alpha-1 ,2 branch typically comprises a glucose that is alpha-1 , 2-linked to a dextran backbone; thus, an alpha-
- alpha-1 ,2,6 linkage can also be referred to as an alpha-1 ,2,6 linkage.
- An alpha-1 ,2 branch herein typically has one glucose group (can optionally be referred to as a pendant glucose).
- alpha-1 ,3 branch typically comprises a glucose that is alpha-1 , 3-linked to a dextran backbone; thus, an alpha-
- branch herein can also be referred to as an alpha-1 ,3,6 linkage.
- An alpha-1 ,3 branch herein typically has one glucose group (can optionally be referred to as a pendant glucose).
- alpha-1 ,4 branch typically comprises a glucose that is alpha-1 , 4-linked to a dextran backbone; thus, an alpha-
- alpha-1 ,4,6 linkage can also be referred to as an alpha-1 ,4,6 linkage.
- An alpha-1 ,4 branch herein typically has one glucose group (can optionally be referred to as a pendant glucose).
- the percent branching in an alpha-glucan herein typically refers to that percentage of all the linkages in the alpha-glucan that represent branch points.
- the percent of alpha-1 ,2 branching in an alpha-glucan herein refers to that percentage of all the linkages in the glucan that represent alpha-1 ,2 branch points.
- linkage percentages disclosed herein are based on the total linkages of an alpha-glucan, or the portion of an alpha-glucan for which a disclosure specifically regards.
- linkage refers to the covalent bonds connecting the sugar monomers within a saccharide compound (oligosaccharides and/or polysaccharides).
- glycosidic linkages include 1 ,6-alpha-D-glycosidic linkages (herein also referred to as “alpha- 1 ,6” linkages), 1 ,3-alpha-D-glycosidic linkages (herein also referred to as “alpha- 1 ,3” linkages), 1 ,4-alpha-D-glycosidic linkages (herein also referred to as “alpha- 1,4” linkages), and 1 ,2-alpha-D-glycosidic linkages (herein also referred to as “alpha-1 ,2” linkages).
- the glycosidic linkage profile of an alpha-glucan or derivative thereof can be determined using any method known in the art.
- a linkage profile can be determined using methods using nuclear magnetic resonance (NMR) spectroscopy (e.g., 13 C NMR and/or 1 H NMR).
- NMR nuclear magnetic resonance
- 13 C NMR and/or 1 H NMR nuclear magnetic resonance
- M.S. molar substitution
- the “molecular weight” of an alpha-glucan or alpha-glucan derivative herein can be represented as weight-average molecular weight (Mw) or number-average molecular weight (Mn), the units of which are in Daltons (Da) or grams/mole.
- molecular weight can be represented as DPw (weight average degree of polymerization) or DPn (number average degree of polymerization).
- the molecular weight of smaller alpha-glucan polymers such as oligosaccharides can optionally be provided as “DP” (degree of polymerization), which simply refers to the number of monomers comprised within the alpha-glucan; “DP” can also characterize the molecular weight of a polymer on an individual molecule basis.
- DP degree of polymerization
- Mw of a polymer can be determined by other techniques such as static light scattering, mass spectrometry, MALDI-TOF (matrix- assisted laser desorption/ionization time-of-flight), small angle X-ray or neutron scattering, or ultracentrifugation.
- the Mn of a polymer can be determined by various colligative property methods such as vapor pressure osmometry, end-group determination by spectroscopic methods such as proton NMR, proton FTIR, or UV-Vis.
- Mi 162 + Mf x DoS, where Mf is molar mass of the substituting group, and DoS is degree of substitution (average number of substituted groups per one glucose unit of the glucan polymer).
- alpha-glucan derivative typically refers to an alpha-glucan that has been substituted with at least one type of organic group.
- the degree of substitution (DoS) of an alpha-glucan derivative can be up to about 3.0 (e.g., about 0.001 to about 3.0) in some aspects.
- An organic group herein that is an ether group is linked to an alpha-glucan derivative via ether linkage.
- a precursor of an alpha-glucan derivative herein typically refers to the non-derivatized alpha-glucan used to make the derivative (can also be referred to as the alphaglucan or alpha-glucan portion of the derivative).
- An organic group herein typically is positively charged (cationic); generally, such charge can be as it exists when the organic group is in an aqueous composition herein, further taking into account the pH of the aqueous composition (in some aspects, the pH can be 4-10, 5-9, 6-8, or any pH as disclosed herein).
- DoS degree of substitution
- DoS of an alpha-glucan derivative herein can be stated with reference to the DoS of a specific substituent, or the overall DoS, which is the sum of the DoS values of different substituent types (e.g., if a mixed ether). Unless otherwise disclosed, when DoS is not stated with reference to a specific substituent type, the overall DoS is meant.
- ethers e.g., alpha-glucan ether derivative
- ethers can be as disclosed, for example, in U.S. Patent Appl. Publ. Nos. 2016/0311935, 2018/0237816, or 2020/0002646, or International Pat. Appl. Publ. No. WO2021/257786, which are each incorporated herein by reference.
- alpha-glucan ether derivative alpha-glucan ether compound
- alpha-glucan ether and the like are used interchangeably herein.
- An alpha-glucan ether derivative herein is alpha-glucan that has been etherified with one or more organic groups (e.g., charged organic group such as cationic group) such that the derivative has a DoS with one or more organic groups of up to about 3.0.
- An alpha-glucan ether derivative is termed an “ether” herein by virtue of comprising the substructure -CG-O-C-, where “-CG-” represents a carbon atom of a monomeric unit (typically glucose) of the alpha-glucan ether derivative (where such carbon atom was bonded to a hydroxyl group [-OH] in the alpha-glucan precursor of the ether), and where “-C-” is a carbon atom of an organic group.
- An organic group can refer to a “positively charged organic group”.
- a positively charged organic group as used herein refers to one or more carbons (e.g., “carbon chain”) that has one or more hydrogens substituted with another atom or functional group (i.e., a “substituted alkyl group”), where one or more of the substitutions is with a positively charged group.
- a positively charged organic group has a substitution in addition to a substitution with a positively charged group, such additional substitution may be with one or more hydroxyl groups, oxygen atoms (thereby forming an aldehyde or ketone group), alkyl groups, and/or additional positively charged groups.
- a positively charged organic group has a net positive charge since it comprises one or more positively charged groups.
- a positively charged group comprises a cation (a positively charged ion).
- positively charged groups include substituted ammonium groups, carbocation groups and acyl cation groups.
- substituted ammonium comprises Structure I:
- R2, R3 and R4 in Structure I each independently represent a hydrogen atom or an alkyl, aryl, cycloalkyl, aralkyl, or alkaryl group.
- the positioning of R2, R3 and R4 in Structure I is generally of no particular importance and not intended to invoke any particular stereochemistry.
- the carbon atom (C) in Structure I is part of one or more carbons (e.g., “carbon chain”) of the positively charged organic group.
- the carbon atom is either directly ether-linked to a glucose monomeric unit of an alpha- glucan herein, or is part of a chain of two or more carbon atoms that is ether-linked to the glucose monomeric unit.
- the carbon atom in Structure I can be -CH2-, -CH- (where an H is substituted with another group such as a hydroxy group), or -C- (where both H’s are substituted).
- a substituted ammonium group herein can be a “primary ammonium group”, “secondary ammonium group”, “tertiary ammonium group”, or “quaternary ammonium” group, depending on the composition of R2, R3 and R4 in Structure I.
- a primary ammonium group herein refers to Structure I in which each of R2, R3 and R4 is a hydrogen atom (i.e. , -C-NH3 + ).
- a secondary ammonium group herein refers to Structure I in which each of R2 and R3 is a hydrogen atom and R4 is an alkyl, aryl, cycloalkyl, aralkyl, or alkaryl group.
- a tertiary ammonium group herein refers to Structure I in which R2 is a hydrogen atom and each of R3 and R4 is an alkyl, aryl, cycloalkyl, aralkyl, or alkaryl group. Assignment herein of R2, R3 and R4 is completely arbitrary.
- a quaternary ammonium group herein refers to Structure I in which each of R2, R3 and R4 is independently an alkyl, aryl, cycloalkyl, aralkyl, or alkaryl group (i.e., none of R2, R3 and R4 is a hydrogen atom).
- a fourth member i.e., R1 implied by the above nomenclature is the one or more carbons (e.g., chain) of the positively charged organic group that is ether-linked to a glucose monomeric unit of the alpha-glucan.
- substituted ammonium alpha-glucan ethers herein comprise a hydroxypropyl group that links the ammonium group to the alpha-glucan.
- the positively charged organic group of such an ether compound can be represented as Structure II:
- etherification reaction refers to a reaction comprising water, at least one alpha-glucan as presently disclosed, and an etherification agent. These components are typically dissolved and/or mixed under alkaline conditions (typically, in an aqueous solvent comprising alkali hydroxide). A reaction is placed under suitable conditions (e.g., time, temperature, pH) for the etherification agent to etherify one or more hydroxyl groups of glucose monomeric units of alpha-glucan with an organic group herein, thereby yielding an alpha-glucan ether compound.
- suitable conditions e.g., time, temperature, pH
- a reaction that has commenced and contains at least some amount of an alpha-glucan ether product can likewise be referred to as an etherification reaction, or as the case may be, a completed etherification reaction.
- alkaline conditions such as for an etherification reaction composition, refers to a solution or mixture pH of at least 11 or 12. Alkaline conditions can be prepared by any means known in the art, such as by dissolving an alkali hydroxide in an aqueous composition.
- etherification agent refers to an agent that can be used to etherity one or more hydroxyl groups of one or more glucose monomeric units of an alpha-glucan with an organic group.
- An etherification agent thus comprises at least one organic group.
- an alpha-glucan or ether derivative thereof that is “aqueous-soluble” or “water-soluble” (and like terms) herein dissolves (or appreciably dissolves) in water or other aqueous conditions, optionally where the aqueous conditions are further characterized to have a pH of 4-9 (e.g., pH 6-8) and/or temperature of about 1 to 130 °C (e.g., 20-25 °C).
- a pH of 4-9 e.g., pH 6-8
- temperature e.g., 20-25 °C
- an aqueous-soluble alpha-glucan or ether derivative thereof is soluble at 1% by weight or higher in pH 7 water at 25 °C.
- an alpha-glucan or ether derivative thereof that is “aqueous-insoluble” or “water-insoluble” (and like terms) does not dissolve under these conditions.
- aqueous- insoluble alpha-glucan or ether derivative thereof dissolves in 1000 milliliters of such aqueous conditions (e.g., water at 23 °C).
- Alpha-glucan and alpha-glucan ether derivatives of the present disclosure typically are aqueous-soluble.
- viscosity refers to the measure of the extent to which a fluid (aqueous or non-aqueous) resists a force tending to cause it to flow.
- Various units of viscosity that can be used herein include centipoise (cP, cps) and Pascal-second (Pa s), for example.
- a centipoise is one one-hundredth of a poise; one poise is equal to 0.100 kg-rrr 1 -S’ 1 .
- viscosity modifier “viscositymodifying agent” and the like herein refer to anything that can alter/modify the viscosity of a fluid or aqueous composition.
- polar organic solvent and “water-miscible organic solvent” (and like terms) are used interchangeably herein.
- a polar organic solvent can be dissolved in water or an aqueous solution. Thus, a polar organic solvent does not separate out into a different phase when added to water or an aqueous solution.
- a polar organic solvent contains carbon and at least one heteroatom (i.e. , non-carbon or -hydrogen atom) such as oxygen, nitrogen, sulfur, or phosphorous. This contrasts with non-polar organic solvents, which generally comprise only carbon and hydrogen atoms.
- a polar organic solvent typically has a dielectric constant greater than about 4.
- a polar organic solvent contains dipoles due to polar bonds.
- protic polar organic solvent refers to a polar organic solvent that has one or more suitably labile hydrogen atoms that can form hydrogen bonds.
- a protic polar organic solvent generally contains hydrogen atoms bonded to an atom with electronegative character; e.g., there are one or more O-H, N-H, and/or S-H bonds.
- Fiber can refer to staple fibers (staple length fibers) or continuous fibers, in some aspects.
- Fibers herein can comprise alpha-1 , 3-glucan, natural fiber (e.g., cellulose, cotton, wool, silk), or synthetic fiber (e.g., polyester), or any other type of material disclosed herein that can form a fiber.
- Fibers can be in a fiber-containing material/article/composition, for example, such as a woven or non-woven product.
- woven product and like terms herein refer to a product formed by weaving, braiding, interlacing, or otherwise intertwining threads or fibers in an organized, consistent, and/or repeating manner.
- non-woven refers to a web of individual fibers or filaments that are interlaid, typically in a random or unidentifiable manner. This contrasts with a knitted or woven fabric, which has an identifiable network of fibers or filaments.
- a nonwoven product comprises a non-woven web that is bound or attached to another material such as a substrate or backing.
- fabric refers to a woven material having a network of natural and/or artificial fibers.
- Such fibers can be in the form of thread or yarn, for example.
- household care product typically refer to products, goods and services relating to the treatment, cleaning, caring and/or conditioning of a home and its contents.
- the foregoing include, for example, chemicals, compositions, products, or combinations thereof having application in such care.
- a “fabric care composition” and like terms refer to any composition suitable for treating fabric in some manner.
- Examples of such a composition include laundry detergents and fabric softeners, which are examples of laundry care compositions.
- a “detergent composition” herein typically comprises at least a surfactant (detergent compound) and/or a builder.
- a “surfactant” herein refers to a substance that tends to reduce the surface tension of a liquid in which the substance is dissolved.
- a surfactant may act as a detergent, wetting agent, emulsifier, foaming agent, and/or dispersant, for example.
- heavy duty detergent “all-purpose detergent” and the like are used interchangeably herein to refer to a detergent useful for regular washing of white and/or colored textiles at any temperature.
- low duty detergent “fine fabric detergent” and the like are used interchangeably herein to refer to a detergent useful for the care of delicate fabrics such as viscose, wool, silk, microfiber, or other fabric requiring special care.
- Specific care can include conditions of using excess water, low agitation, and/or no bleach, for example.
- fabric softener refers to compositions, such as in liquid or solid form, that deposit lubricants and/or other surface-modifying ingredients onto fabric to, for example, help maintain softness of the fabric and/or provide other beneficial features to fabric (e.g., lubricity, anti-static, anti-cling, and/or anti-wrinkling).
- a fabric softener herein typically is applied to fabric following fabric washing with a laundry detergent, usually while rinsing the fabric.
- personal care product typically refer to products, goods and services relating to the treatment, cleaning, cleansing, caring or conditioning of a person.
- the foregoing include, for example, chemicals, compositions, products, or combinations thereof having application in such care.
- oral care composition herein is any composition suitable for treating a soft or hard surface in the oral cavity such as dental (teeth) and/or gum surfaces.
- medical product typically refer to products, goods and services relating to the diagnosis, treatment, and/or care of patients.
- film refers to a generally thin, continuous material.
- a film can be comprised as a layer or coating on a material, or can be alone (e.g., not attached to a material surface; free-standing).
- a “coating” (and like terms) as used herein refers to a layer covering a surface of a material.
- uniform thickness as used to characterize a film or coating herein can refer to a contiguous area that (i) is at least 20% of the total film/coating area, and (ii) has a standard deviation of thickness of less than about 50 nm, for example.
- continuous layer means a layer of a composition applied to at least a portion of a substrate, wherein a dried layer of the composition covers >99% of the surface to which it has been applied and having less than 1% voids in the layer that expose the substrate surface. The >99% of the surface to which the layer has been applied excludes any area of the substrate to which the layer has not been applied.
- a coating herein can make a continuous layer in some aspects.
- a coating composition (and like terms) herein refers to all the solid components that form a layer on a substrate, such as an alpha-glucan ether derivative herein and, optionally, pigment, surfactant, dispersing agent, binder, crosslinking agent, and/or other additives.
- industrial product typically refer to products, goods and services used in industrial and/or institutional settings, but typically not by individual consumers.
- sequence identity As used herein with respect to a polypeptide amino acid sequence (e.g., that of a glucosyltransferase) are as defined and determined in U.S. Patent Appl. Publ. No. 2017/0002336, which is incorporated herein by reference.
- composition herein that is “dry” or “dried” typically has less than 1 wt% water comprised therein.
- percent by volume percent by volume of a solute in a solution
- percent by volume of a solute in a solution can be determined using the formula: [(volume of solute)/(volume of solution)] x 100%.
- Percent by weight refers to the percentage of a material on a mass basis as it is comprised in a composition, mixture, or solution.
- weight/volume percent can be calculated as: ((mass [g] of material)/(total volume [mL] of the material plus the liquid in which the material is placed)) x 100%.
- the material can be insoluble in the liquid (i.e. , be a solid phase in a liquid phase, such as with a dispersion), or soluble in the liquid (i.e., be a solute dissolved in the liquid).
- isolated means a substance (or process) in a form or environment that does not occur in nature.
- a non-limiting example of an isolated substance includes any alpha-glucan ether derivative disclosed herein. It is believed that the embodiments disclosed herein are synthetic/man-made (could not have been made or practiced except for human intervention/involvement), and/or have properties that are not naturally occurring.
- the term “increased” as used herein can refer to a quantity or activity that is at least about 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 50%, 100%, or 200% more than the quantity or activity for which the increased quantity or activity is being compared.
- the terms “increased”, “elevated”, “enhanced”, “greater than”, “improved” and the like are used interchangeably herein.
- composition that comprises:
- compositions of the disclosure can allow for more facile processing and handling of a cationic alpha-glucan ether derivative of the disclosure in aqueous formats.
- a composition of the disclosure can optionally be characterized as a liquid composition.
- a liquid composition of the present disclosure comprises:
- a liquid composition herein can comprise:
- the combination of (i), (ii) and (iii) constitutes about, or at least about, 80%, 85%, 90%, 95%, 96%, 97%, 98%, 99%, 99.5%, or 100% by weight of the composition.
- one or more additional components can be present in a liquid composition comprising (i), (ii) and (iii).
- other components can be any as disclosed herein, such as one or more of a salt, buffer, enzyme, sugar and/or other saccharide, impurity, byproduct, and/or preservative.
- One, two, three or more organic solvents can make up the organic solvent constituent of a liquid composition, for example.
- one or more organic solvents herein are polar organic solvents, which are soluble/miscible in water; a polar organic solvent(s) can be protic, for example.
- suitable organic solvents herein include ethanol, ethylene glycol, polyethylene glycol, 1 ,2- propanediol, propylene glycol, dipropylene glycol, tripropyleneglycol, polypropylene glycol, and/or glycerol.
- a liquid composition of the disclosure comprising (i), (ii) and (iii) above typically exists in a completely liquid state (i.e. , there are no solids present; the cationic alpha-glucan ether[s] is completely dissolved).
- This liquid state typically exists in a single phase, as suitable organic solvents herein are miscible in water under conditions disclosed herein.
- a liquid composition of the disclosure comprising (i), (ii) and (iii) in some aspects has no (detectable) dissolved sugars, or about 0.1-1.5, 0.1-1.25, 0.1-1.0, 0.1-.75, 0.1-0.5, 0.2-0.6, 0.3-0.5, 0.2, 0.3, 0.4, 0.5, or 0.6 wt% dissolved sugars.
- dissolved sugars can include sucrose, fructose, glucose, leucrose, and/or soluble gluco-oligosaccharides, for example.
- a liquid composition in some aspects can have one or more salts/buffers (e.g., Na + , Ch, NaCI, phosphate, tris, citrate) (e.g., ⁇ 0.1 , 0.5, 1 .0, 2.0, or 3.0 wt%), and/or a pH of about 4.0, 4.5, 5.0, 5.5, 6.0, 6.5, 7.0, 7.5, 8.0, 8.5, 9.0, 9.5, 10.0, 10.5, 4.0-10.0, 4.0-9.0, 4.0-8.0, 5.0-10.0, 5.0- 9.0, 5.0-8.0, 6.0-10.0, 6.0-9.0, or 6.0-8.0, for example.
- salts/buffers e.g., Na + , Ch, NaCI, phosphate, tris, citrate
- the temperature of a liquid composition herein comprising (i), (ii) and (iii) herein can be about, at least about, or less than about, 0, 5, 10, 15, 20, 25, 30, 35, 37, 40, 42, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95, 100, 105, 110, 115, 120, 125, 130, 10-30, 10-25, 15-50, 15-30, 15-25, 20-40, 20-35, 20-30, 20-25, 25-30, 30-50, 30-45, 30-40, 30-35, 35-40, 35-50, 40-45, 50-60, 110-130, 110-125, 110-120, 115- 130, or 115-125 °C, for example.
- Liquid composition component (ii) can comprise one, two, three, four or more different cationic alpha-glucan ether derivatives herein, for example.
- a non- derivatized alpha-glucan e.g., precursor compound[s] of the cationic alpha-glucan ether derivative[s]
- typically is not present and/or not detectable e.g., is not detectable down to a level of about, or less than about, 0.01 , 0.005, 0.001 , or 0.0005 wt%), for example, in a liquid composition.
- a cationic alpha-glucan ether comprises about, or at least about, 50%, 60%, 70%, 80%, 85%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 99.5%, or 100% alpha-1 ,6 glycosidic linkages (i.e., the ether is a cationic alpha-1 , 6-glucan ether, or cationic dextran ether).
- a substantially linear dextran ether can comprise 5%, 4%, 3%, 2%, 1%, 0.5% or less glycosidic branches (a linear dextran ether has 100% alpha-1 ,6 linkages).
- glycosidic branches from a dextran ether are typically short, being one (pendant), two, or three glucose monomers in length.
- a dextran ether can comprise about, or less than about, 50%, 40%, 30%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0% alpha-1 ,4, alpha-1 ,3 and/or alpha-1 ,2 glycosidic linkages. Typically, such linkages exist entirely, or almost entirely, as branch points from dextran.
- the dextran portion of a dextran ether derivative herein can have alpha-1 ,2, alpha-1 ,3, and/or alpha-1 ,4 branches, for example.
- dextran with alpha-1 , 2-branching can be produced enzymatically according to the procedures in U.S. Patent Appl. Publ. Nos. 2017/0218093 or 2018/0282385 (both incorporated herein by reference) where, for example, an alpha-1 , 2-branching enzyme such as GTFJ18T1 or GTF9905 can be added during or after the production of the dextran.
- an alpha-1 , 2-branching enzyme such as GTFJ18T1 or GTF9905 can be added during or after the production of the dextran.
- any other enzyme known to produce alpha-1 , 2-branching can be used.
- Dextran with alpha-1 , 3-branching can be prepared, for example, as disclosed in Vuillemin et al.
- the dextran portion of a dextran ether derivative herein can have a DPw, DPn, or DP of about, at least about, or less than about, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12, 13, 14, 15, 16, 17, 18, 19, 20, 21 , 22, 23, 24, 25, 26, 27, 28, 29, 30, 35, 40, 45, 50, 85, 90, 95, 100, 105, 110, 150, 200, 250, 300, 400, 500, 1000, 1500, 2000, 2500, 3000, 4000, 5000, 6000, 8-20, 8-30, 8-100, 8-500, 3-4, 3-5, 3-6, 3-7, 3-8, 4-5, 4-6, 4-7, 4-8, 5-6, 5-7, 5-8, 6-7, 6-8, 7-8, 90-120, 95-120, 100-120, 105-120, 11Q- 120, 115-120, 90-115, 95-115, 100-115, 105-115, 110-115, 90-110, 95-110, 100- 110, 105-110,
- the weight-average molecular weight (Mw) of the dextran portion of a dextran ether derivative in some aspects can be about, at least about, or less than about, 0.1 , 0.125, 0.15, 0.175, 0.2, 0.24, 0.25, 0.5, 0.75, 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 20, 30, 40, 50, 60, 70, 80, 90, 100, 110, 120, 130, 140, 150, 160, 170, 180, 190, 200, 0.1-0.2, 0.125-0.175, 0.13-0.17, 0.135-0.165, 0.14-0.16, 0.145-0.155, 10-80, 20-70, 30-60, 40-50, 50-200, 60-200, 70-200, 80-200, 90-200, 100-200, 110-200, 120-200, 50-180, 60-180, 70-180, 80-180, 90-180, 100-180, 110-180, 120-180, 50- 160, 60-160, 70-160, 80-160, 90-160,
- the Mw of the dextran portion of a dextran ether derivative in some aspects can be about, at least about, or less than about, 0.9, 1, 5, 7.5, 15, 10, 20, 30, 40, 50, 60, 70, 80, 90, 100, 150, 200, 250, 300, 400, 450, 500, 600, 700, 800, 900, 1000, 1250, 1500, 1750, 2000, 0.9-450, 1-500, 1-2000, 7.5-10, 7.5-15, 7.5-20, 10-350, 10-500, 10-400, 10-300, 10-200, 10-100, 10-50, 10-30, 15-25, 20-500, 20-400, 20-300, 20- 200, 20-100, 20-50, 30-500, 30-400, 30-300, 30-200, 30-100, 30-50, 40-500, 40- 400, 40-300, 40-200, 40-100, 40-60, 45-55, 40-50, 50-500, 50-400, 50-300, 50-350, 50-200, 80-300, 90-300, 100-500, 100-400, 100
- the molecular weight of dextran can be calculated, if desired, based on any of the foregoing dextran DPw, DPn, or DP values.
- Any of the forgoing DPw, DPn, DP, or Dalton values/ranges can characterize a dextran herein before, or after, it has optionally been branched (e.g., alpha-1 ,2 and/or alpha-1 ,3), for instance.
- any of the forgoing DPw, DPn, DP, or Dalton values or ranges can characterize a dextran ether derivative herein.
- the molecular weight of a dextran ether herein can be calculated, for example, based on any of the foregoing dextran DPw, DPn, DP, or Dalton values, further taking into account the ether’s DoS and type of ether group(s).
- dextran portion of a dextran ether derivative herein can be as disclosed (e.g., molecular weight, linkage/branching profile, production method), for example, in U.S. Patent Appl. Publ. Nos. 2016/0122445, 2017/0218093, 2018/0282385, 2020/0165360, or 2019/0185893, which are each incorporated herein by reference.
- a dextran for ether derivatization can be one produced in a suitable reaction comprising glucosyltransferase (GTF) 0768 (SEQ ID NO:1 or 2 of US2016/0122445), GTF 8117, GTF 6831 , or GTF 5604 (these latter three GTF enzymes are SEQ ID NOs:30, 32 and 33, respectively, of US2018/0282385), or a GTF comprising an amino acid sequence that is at least 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, or 99% identical to the amino acid sequence of GTF 0768, GTF 8117, GTF 6831 , or GTF 5604.
- GTF glucosyltransferase
- an ether derivative of an alpha-glucan of the present disclosure can have a degree of substitution (DoS) up to about 3.0 (e.g., 0.001 to 3.0) with at least one positively charged (cationic) organic group that is ether-linked to the alpha-glucan.
- DoS degree of substitution
- the DoS can be about, at least about, or up to about, 0.001 , 0.0025, 0.005, 0.01 , 0.02, 0.025, 0.03, 0.04, 0.05, 0.06, 0.07, 0.075, 0.08, 0.09, 0.1 , 0.15, 0.2, 0.25, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 1.1 , 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2.0, 2.1 , 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, or 3.0 (DoS can optionally be expressed as a range between any two of these values), for example.
- DoS ranges herein include 0.001-3.0, 0.001-2.5, 0.001-2.0, 0.001-1.5, 0.001-1.0, 0.001-0.5, 0.001-0.4, 0.001-0.3, 0.001-0.2, 0.001-0.175, 0.001-0.15, 0.001-0.125, 0.001-0.1 , 0.01-3.0, 0.01-2.5, 0.01-2.0, 0.01-1.5, 0.01-1.0, 0.01-0.8, 0.01-0.5, 0.01-0.4, 0.01-0.3, 0.01-0.2, 0.01-0.175, 0.01-0.15, 0.01-0.125, 0.01-0.1, 0.03-0.7, 0.04-0.6, 0.05-3.0, 0.05-2.5, 0.05-2.0, 0.05-1.5, 0.05-1.0, 0.05-0.5, 0.05- 0.8, 0.05-0.4, 0.05-0.3, 0.05-0.2, 0.05-0.175, 0.05-0.15, 0.05-0.125, 0.05-0.1 , 0.1- 3.0, 0.1-2.5
- the overall DoS of an alpha-glucan ether derivative can be no higher than 3.0. It would be understood by those skilled in the art that, since an alpha-glucan ether derivative as presently disclosed has a DoS with at least one type of positively charged organic group in ether linkage (e.g., between about 0.001 to about 3.0), all the substituents of an alpha-glucan ether derivative cannot only be hydroxyl.
- An ether derivative of an alpha-glucan of the present disclosure can be substituted with at least one positively charged organic group herein that is ether- linked to the alpha-glucan.
- a positively charged organic group can be, for example, any of those disclosed in U.S. Patent Appl. Publ. Nos. 2016/0311935, 2018/0237816, or 2020/0002646, or International Pat. Appl. Publ. No.
- a positively charged organic group can comprise a substituted ammonium group, for example.
- substituted ammonium groups are primary, secondary, tertiary and quaternary ammonium groups, such as can be represented by Structures I and II.
- An ammonium group can be substituted with alkyl group(s) and/or aryl group(s), for example. There can be one, two, or three types of alkyl and/or aryl groups in some aspects of a substituted ammonium group.
- An alkyl group of a substituted ammonium group herein can be a C1-C30 alkyl group, for example, such as a methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, icosyl, henicosyl, docosyl, tricosyl, tetracosyl, C25, C26, C27, C28, C29, or C30 group; each alkyl group can be the same or different in aspects with two or three alkyl substitutions.
- An alkyl group can be C1-C24, C1-C18, C6-C20, C10-C16, or C1-C4 in some aspects.
- An aryl group can be a Ce, C6-C24, C12-C24, or Cs-C-is aryl group, for example, that is optionally substituted with one or more alkyl substituents (e.g., any alkyl group disclosed herein).
- a secondary ammonium alpha-glucan ether herein can comprise a monoalkylammonium group in some aspects (e.g., based on Structure I).
- a secondary ammonium alpha-glucan ether can be a monoalkylammonium alphaglucan ether in some aspects, such as a monomethyl-, monoethyl-, monopropyl-, monobutyl-, monopentyl-, monohexyl-, monoheptyl-, monooctyl-, monononyl-, monodecyl-, monoundecyl-, monododecyl-, monotridecyl-, monotetradecyl-, monopentadecyl-, monohexadecyl-, monoheptadecyl-, or monooctadecylammonium alpha-glucan ether.
- alpha-glucan ethers can also be referred to as methyl-, ethyl-, propyl-, butyl-, pentyl-, hexyl-, heptyl-, octyl-, nonyl-, decyl-, undecyl-, dodecyl-, tridecyl-, tetradecyl-, pentadecyl-, hexadecyl-, heptadecyl-, or octadecyl-ammonium alpha-glucan ethers, respectively.
- a tertiary ammonium alpha-glucan ether herein can comprise a dialkylammonium group in some aspects (e.g., based on Structure I).
- a tertiary ammonium alpha-glucan ether can be a dialkylammonium alpha-glucan ether in some aspects, such as a dimethyl-, diethyl-, dipropyl-, dibutyl-, dipentyl-, dihexyl-, diheptyl-, dioctyl-, dinonyl-, didecyl-, diundecyl-, didodecyl-, ditridecyl-, ditetradecyl-, dipentadecyl-, dihexadecyl-, diheptadecyl-, or dioctadecyl-ammonium alpha-glucan ether.
- a quaternary ammonium alpha-glucan ether herein can comprise a trialkylammonium group in some aspects (e.g., based on Structure I).
- a quaternary ammonium alpha-glucan ether compound can be a trialkylammonium alpha-glucan ether in some aspects, such as trimethyl-, triethyl-, tripropyl-, tributyl-, tripentyl-, trihexyl-, triheptyl-, trioctyl-, trinonyl-, tridecyl-, triundecyl-, tridodecyl-, tritridecyl-, tritetradecyl-, tripentadecyl-, trihexadecyl-, triheptadecyl-, or trioctadecyl-ammonium alpha-glucan ether.
- a positively charged organic group can comprise a C4 to C20 alkyl group.
- a C4 to C20 alkyl group can be any one of a C4, C5, Ce, C7, Co, Cg, C , On , C12, C13, C14, C15, C16, C17, Cis, C19, or C20 alkyl group, for example.
- an alkyl group can be a C to C14 alkyl group, meaning that the alkyl group can be any one of a Cw, Cn, C12, C13, or C14 alkyl group.
- Additional examples include an alkyl group that is a Ce to Cw, Cs to Cw, Cw to Cw, Ce to Cw, Cs to Cw, Cw to Cw, Ce to C14, Cs to C14, Cw to C14, Ce to C12, Ce to C12, or Cw to C12 alkyl group.
- a C12 alkyl group for example, it is meant that the alkyl group is twelve carbons in length and is saturated (i.e., -CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3); this standard meaning applies, accordingly, to other alkyl groups disclosed herein.
- a positively charged organic group can comprise a C4 to C20 alkylene group (e.g., of any length as disclosed herein for an alkyl group).
- An alkylene group can comprise one, two, three, or more double-bonds, for example.
- An alkylene group in some aspects can comprise one or more double-bonds spanning carbons (i) 5 and 6, (ii) 6 and 7, (iii) 8 and 9, (iv) 9 and 10, (v) 1 1 and 12, (vi) 12 and 13, (vii) 14 and 15, and/or (viii) 15 and 16 of the alkylene group, where carbon number is counted starting from the carbon directly linked to the positively charged group (e.g., carbon-1 is linked to the nitrogen of a substituted ammonium group herein).
- Some combinations of double-bonds of an alkylene group include: (iv) and (vi); (iv), (vi) and (vii); and (i), (iii), (v) and (vii) (with reference to the foregoing list).
- an alkylene group can be derived (derivable) from a fatty acid (e.g., caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, oleic acid, linoleic acid, arachidonic acid), or an acyl group (e.g., corresponding to any fatty acid herein) of a lipid (e.g., a mono-, di-, or tri-glyceride), for example.
- a fatty acid e.g., caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, oleic acid, linoleic acid, arachidonic acid
- an acyl group e.g., corresponding to any fatty acid herein
- a lipid e.g., a mono-, di-, or tri
- a substituted ammonium group is a tertiary ammonium group in which, with reference to Structure I and/or II, R2 is a hydrogen atom, R3 is a methyl, ethyl, propyl, or butyl, and R4 is any C4 to C20 alkyl or alkylene group as described above.
- a substituted ammonium group is a quaternary ammonium group in which, with reference to Structure I and/or II, R2 and R3 are each independently a methyl, ethyl, propyl, or butyl (e.g., both R2 and R3 are methyl, or are both ethyl), and R4 is any C4 to C20 alkyl or alkylene group as described above (e.g., a C12 alkyl).
- a tertiary or quaternary ammonium group in some aspects comprises Structure II, and has any of the foregoing R2, R3 and R4 assignments.
- At least one of the groups of a substituted ammonium group comprises one carbon, or a chain of carbons (e.g., up to 30), in ether linkage to an alpha-glucan.
- a carbon chain in this context can be linear, for example.
- Such a carbon or carbon chain can be represented by -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2(CH 2 )2CH2-, -CH2(CH2) 3 CH 2 -, -CH2(CH 2 )4CH2-, -CH2(CH 2 )5CH2-, -CH2(CH 2 )6CH 2 -, -CH 2 (CH 2 )7CH2-, -CH 2 (CH 2 )8CH2-, -CH2(CH 2 )9CH 2 -, or -CH2(CH2)WCH2-, for example.
- a carbon chain in this context can be branched, such as by being substituted with one or more alkyl groups (e.g., any as disclosed above such as methyl, ethyl, propyl, or butyl).
- alkyl groups e.g., any as disclosed above such as methyl, ethyl, propyl, or butyl.
- the point(s) of substitution can be anywhere along the carbon chain.
- Examples of branched carbon chains include -CH(CH 3 )CH 2 -, -CH(CH 3 )CH 2 CH2-, -CH 2 CH(CH 3 )CH 2 -, -CH(CH 2 CH 3 )CH 2 -, -CH(CH2CH 3 )CH 2 CH2-, -CH 2 CH(CH 2 CH 3 )CH2-, -CH(CH 2 CH 2 CH 3 )CH2-, -CH(CH2CH2CH 3 )CH 2 CH2- and -CH 2 CH(CH2CH 2 CH 3 )CH2-; longer branched carbon chains can also be used, if desired.
- a chain of one or more carbons is further substituted with one or more hydroxyl groups.
- hydroxy- or dihydroxy (diol)-substituted chains include -CH(OH)-, -CH(OH)CH2-, -C(OH)2CH2-, -CH 2 CH(OH)CH 2 -, -CH(OH)CH 2 CH 2 -, -CH(OH)CH(OH)CH 2 -, -CH 2 CH 2 CH(OH)CH 2 -, -CH 2 CH(OH)CH 2 CH 2 -, -CH(OH)CH 2 OH 2 CH2-, -CH 2 CH(OH)CH(OH)CH 2 -, -CH(OH)CH(OH)CH 2 CH 2 - and -CH(OH)CH2CH(OH)CH2-.
- the first carbon atom of the chain is ether-linked to a glucose monomer of the alpha-glucan, and the last carbon atom of the chain is linked to a positively charged group (e.g., a substituted ammonium group as disclosed herein).
- a positively charged group e.g., a substituted ammonium group as disclosed herein.
- One or more positively charged organic groups in some aspects can comprise trimethylammonium hydroxypropyl groups (Structure II, when each of R 2 , R 3 and R4 is a methyl group).
- a carbon chain of a positively charged organic group has a substitution in addition to a substitution with a positively charged group
- additional substitution can be with one or more hydroxyl groups, oxygen atoms (thereby forming an aldehyde or ketone group), alkyl groups (e.g., methyl, ethyl, propyl, butyl), and/or additional positively charged groups, for example.
- a positively charged group is typically bonded to the terminal carbon atom of the carbon chain.
- a positively charged group can also comprise imidazoline ring-containing compounds in some aspects.
- a counter ion for a positively charged organic group herein can be any suitable anion, such as an acetate, borate, bromate, bromide, carbonate, chlorate, chloride, chlorite, dihydrogen phosphate, fluoride, hydrogen carbonate, hydrogen phosphate, hydrogen sulfate, hydrogen sulfide, hydrogen sulfite, hydroxide, hypochlorite, iodate, iodide, nitrate, nitride, nitrite, oxalate, oxide, perchlorate, permanganate, phosphate, phosphide, phosphite, silicate, stannate, stannite, sulfate, sulfide, sulfite, tartrate, or thiocyanate anion.
- suitable anion such as an acetate, borate, bromate, bromide, carbonate, chlorate, chloride, chlorite, dihydrogen phosphate, fluoride, hydrogen carbon
- An alpha-glucan ether in some aspects can contain one type of etherified positively charge organic group. Examples of such a positively charge organic group are as disclosed herein.
- an alpha-glucan ether compound having a single type of etherified positively charge organic group can be characterized as a monoether.
- an alpha-glucan ether can contain two or more different types of etherified positively charge organic groups (i.e. , a mixed ether).
- An alpha-glucan ether in some aspects has no other types of organic groups derivatized to the alpha-glucan (e.g., a hydrophobic group that, for example, is ether- or ester-linked to the alpha-glucan).
- a liquid composition in some aspects can comprise one or more impurities/byproducts.
- a product produced using a liquid composition of the present disclosure as an ingredient can also comprise the one or more impurities/byproducts.
- impurities will refer to both impurities (e.g., compounds originating from inadvertent introduction to a liquid composition herein or precursor of the liquid composition such as an etherification reaction composition [e.g., an impurity present in an etherification agent preparation]; e.g., compounds originating from purposeful introduction to a precursor of a liquid composition, such as a preservative [e.g., sodium benzoate, 2-methyl-4-isothiazolin-3-one, 5-chloro-2- methyl-4-isothiazolin-3-one, sorbate, benzisothiazolinone], protein/enzyme [e.g., GTF/sucrase], salt [NaCI, NazSO ⁇ ,
- an impurity or byproduct may be converted to another form of impurity or byproduct through the action of an enzymatic branching reaction (e.g., alpha-1 ,2 and/or alpha- 1 ,3 branching), cationic etherification reaction, and/or other process herein (e.g., heating/cooling, pH modification, reaction with other compounds).
- an etherification reaction used to produce a cationic alpha-glucan ether herein typically is purified to remove impurities completely and/or to render them as undetectable, one or more of such compounds can be present in some aspects.
- a byproduct of a glucosyltransferase (GTF) reaction in some aspects can be glucose, leucrose, and/or one or more alpha-gluco-oligosaccharides (GOS, e.g., DP2-DP7).
- GTF reaction coproduct, fructose, and/or any unreacted sucrose substrate can also be impurities in some aspects.
- Further examples of GTF reaction byproducts/impurities herein can be as disclosed in U.S. Patent Appl. Publ. Nos. 2017/0218093, 2018/0282385, 2016/0122445, 2020/0165360, 2019/0185893, or 2022/0267745, or Int. Patent Appl.
- An impurity in some cases can a compound that is produced when any of the foregoing GTF reaction byproducts/impurities is/are modified, if possible, by a branching GTF (e.g., alpha-1 ,2 and/or alpha-1 ,3 branching).
- an impurity can be any of the foregoing species that is carried over into an etherification reaction and modified therein (e.g., etherified such as presently disclosed).
- An impurity in some aspects can be one or more of those presented in any of FIGs. 1-2, for example, and/or as disclosed in Kavaliauskaite et al. (2008, Carbohydr. Polym. 73:665-675, incorporated herein by reference).
- an impurity can be as disclosed in Scheme 1 of Kavaliauskaite et al. (ibid.) or FIGs. 1-2, and/or be a product of such an impurity as reacted with an alpha-glucan synthesis reaction-based species (e.g., such a species may be a byproduct from producing alpha-1 ,6-glucan and/or glycosidic branches therefrom, such as disclosed herein).
- one or more impurities can be present at about, or less than about, 1000, 900, 800, 700, 600, 500, 400, 300, 200, 100, 50, 25, 10, 5, 2.5, 1.0, 0.5, 0.25, 0.1 , 0.05, 0.025, or 0.01 parts- per-million (ppm).
- Step (c) optionally concentrating (removing water, such as by evaporation) the at least one cationic alpha-glucan ether derivative and the at least one organic solvent in the aqueous composition following step (b).
- Step (c) can be necessary in some aspects to reach particular concentration(s) of the cationic alpha-glucan ether derivative and/or organic solvent.
- An aqueous composition provided in step (a) can be, for example, an etherification reaction composition in which a cationic alpha-glucan ether derivative was produced.
- an etherification reaction composition entered in step (a) of the method has been terminated/quenched and/or neutralized.
- An etherification reaction herein can be as described in the below Examples, or as disclosed in International Pat. Appl. Publ. No. WO2021/257786 (incorporated herein by reference), for example.
- Step (a) in some aspects can comprise subjecting an etherification reaction composition to one, two, three or more rounds of a purification process to increase the purity of the cationic alpha-glucan ether derivative in the aqueous composition.
- Such purification can be performed by a process comprising diafiltration (e.g., ultrafiltration or nanofiltration) and/or dialysis, for example.
- a product comprising a liquid composition herein that comprises (i) at least one organic solvent, (ii) at least one cationic alpha-glucan ether derivative, and (iii) water, typically wherein the liquid composition was used as an ingredient/component in producing the product.
- a product herein made with the liquid composition as an ingredient typically is in liquid form, or at least contains a liquid component.
- a dry or non-aqueous product can be produced in part using a liquid composition herein.
- a product can comprise about, at least about, or less than about, 0.01 , 0.05, 0.1 , 0.2, 0.25, 0.3, 0.4, 0.5, 0.6, 0.7, 0.75, 0.8, 0.9, 1.0, 1.2, 1.25, 1.4, 1.5, 1.6, 1.75, 1.8, 2.0, 2.25, 2.5, 3.0, 3.5, 4.0, 4.5, 5, 6, 7, 8, 9, 10, 11 , 12, 13, 14, 15, 16, 17, 18, 19, 20, 21 , 22, 23, 24, 25, 26, 27, 28, 29, 30, 31 , 32, 33, 34, 35,
- a product can comprise a range between any two of these wt% or w/v% values (e.g., 5-50, 5-45, 5-40, 5-35, 5-30, 5-25, 5-20, 5-15, 5-10, 0.1-1.0, 0.1-0.75, 0.1-0.5, 0.1-0.4, 0.1-0.3, 0.2-1.0, 0.2-0.75, 0.2-0.5, 0.2-0.4, 0.2-0.3, 0.3-1.0, 0.3-0.75, 0.3-0.5, or 0.3-0.4 wt% or w/v%), for example.
- these wt% or w/v% values e.g., 5-50, 5-45, 5-40, 5-35, 5-30, 5-25, 5-20, 5-15, 5-10, 0.1-1.0, 0.1-0.75, 0.1-0.5, 0.1-0.4, 0.1-0.3, 0.2-1.0, 0.2-0.75, 0.2-0.5, 0.2-0.4, 0.2-0.3, 0.3-1.0, 0.3-0.75, 0.3-0.5, or
- a product can comprise a liquid component that is water (i.e., the organic solvent of the liquid composition ingredient has been removed), or that comprises about, or at least about, 10, 20, 30, 40, 50, 60, 70, 80, 90, 95, 98, or 99 wt% water, for example.
- a liquid component can be in the form of a solution, or a mixture such as a colloidal dispersion or emulsion, for example.
- a liquid component of a product herein, or a liquid composition of the present disclosure can have a viscosity of about, at least about, or less than about, 1 , 5, 10, 100, 200, 300, 400, 500, 600, 700, 1000, 2000, 3000, 4000, 5000, 6000, 7000, 8000, 9000, 10000, 15000, 1-300, 10-300, 25-300, 50-300, 1-250, 10-250, 25-250, 50-250, 1-200, 10-200, 25-200, 50-200, 1-150, 10-150, 25-150, 50-150, 1- 100, 10-100, 25-100, or 50-100 centipoise (cps), for example.
- cps centipoise
- Viscosity can be as measured with a liquid herein at any temperature between about 3 °C to about 80 °C, for example (e.g., 4-30 °C, 15-30 °C, 15-25 °C), or any particular temperature disclosed herein for a liquid composition. Viscosity typically is as measured at atmospheric pressure (about 760 torr) or a pressure that is ⁇ 10% thereof.
- Viscosity can be measured using a viscometer or rheometer, for example, and can optionally be as measured at a shear rate (rotational shear rate) of about 0.1 , 0.5, 1 .0, 5, 10, 50, 100, 500, 1000, 0.1-500, 0.1-100, 1.0-500, 1.0-1000, or 1.0-100 S’ 1 (1/s), or about 5, 10, 20, 25, 50, 100, 200, or 250 rpm (revolutions per minute), for example.
- a shear rate rotational shear rate
- a product in some instances be non-aqueous (e.g., a dry composition).
- non-aqueous e.g., a dry composition
- examples of such embodiments include powders, granules, microcapsules, flakes, or any other form of particulate matter.
- Other examples include larger compositions such as pellets, bars, kernels, beads, tablets, sticks, or other agglomerates, or ointment or lotion (or any other form herein of a non-aqueous or dry composition).
- a non-aqueous or dry product typically has about, or no more than about, 3, 2, 1.0, 0.5, 0.25, 0.10, 0.05, or 0.01 wt% water comprised therein, but in some cases can have about 10-12 or 10-15 wt% water.
- a dry product can be provided in a sachet or pouch.
- a product herein can, in some aspects, be a detergent product. Examples of such products are disclosed herein as detergents for dishwashing and detergents for fabric care.
- a product herein can, in some aspects, comprise one or more salts such as a sodium salt (e.g., NaCI, Na2SO4).
- salts include those having (i) an aluminum, ammonium, barium, calcium, chromium (II or III), copper (I or II), iron (II or III), hydrogen, lead (II), lithium, magnesium, manganese (II or III), mercury (I or II), potassium, silver, sodium strontium, tin (II or IV), or zinc cation, and (ii) an acetate, borate, bromate, bromide, carbonate, chlorate, chloride, chlorite, chromate, cyanamide, cyanide, dichromate, dihydrogen phosphate, ferricyanide, ferrocyanide, fluoride, hydrogen carbonate, hydrogen phosphate, hydrogen sulfate, hydrogen sulfide, hydrogen sulfite, hydride, hydroxide, hypochlorite, iodate,
- any salt having a cation from (i) above and an anion from (ii) above can be in a composition, for example.
- a salt can be present in an aqueous product herein at a wt% of about, or at least about, .01 , .025, .05, .075, .1 , .25, .5, .75, 1.0, 1.25, 1.5, 1.75, 2.0, 2.5, 3.0, 3.5, .01-3.5, .5-3.5, .5-2.5, or .5-1.5 wt% (such wt% values typically refer to the total concentration of one or more salts), for example.
- a product herein can optionally contain one or more enzymes (active enzymes).
- suitable enzymes include proteases, cellulases, hemicellulases, peroxidases, lipolytic enzymes (e.g., metallolipolytic enzymes), xylanases, lipases, phospholipases, esterases (e.g., arylesterase, polyesterase), perhydrolases, cutinases, pectinases, pectate lyases, mannanases, keratinases, reductases, oxidases (e.g., choline oxidase), phenoloxidases, lipoxygenases, ligninases, pullulanases, tannases, pentosanases, malanases, beta-glucanases, arabinosidases, hyaluronidases, chondroitinases, laccases, metalloproteinases, amadori
- an enzyme(s) may be comprised in a product herein at about 0.0001-0.1 wt% (e.g., 0.01-0.03 wt%) active enzyme (e.g., calculated as pure enzyme protein), for example.
- an enzyme herein e.g., any of the above such as cellulase, protease, amylase, and/or lipase
- an enzyme herein can be present in an aqueous composition in which a fabric or dish is treated (e.g., wash liquor, grey water) at a concentration that is minimally about 0.01-0.1 ppm total enzyme protein, or about 0.1-10 ppb total enzyme protein (e.g., less than 1 ppm), to maximally about 100, 200, 500, 1000, 2000, 3000, 4000, or 5000 ppm total enzyme protein, for example.
- a cationic alpha-glucan ether derivative and/or a product comprising such a derivative is biodegradable in some aspects.
- biodegradability can be, for example, as determined by the Carbon Dioxide Evolution Test Method (OECD Guideline 301 B, incorporated herein by reference), to be about, at least about, or at most about, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 5-60%, 5-80%, 5-90%, 40-70%, 50-70%, 60- 70%, 40-75%, 50-75%, 60-75%, 70-75%, 40-80%, 50-80%, 60-80%, 70-80%, 40- 85%, 50-85%, 60-85%, 70-85%, 40-90%, 50-90%, 60-90%, or 70-90%, or any value between 5% and 90%, after 15, 30, 45, 60, 75, or 90 days of testing.
- OECD Guideline 301 B incorporated
- a product as presently disclosed can be in the form of a household care (home care) product, personal care product, industrial product, medical product, or pharmaceutical product, for example, such as described in any of U.S. Patent Appl. Publ. Nos.
- a product can comprise at least one component/ingredient of a household care (home care) product, personal care product, industrial product, medical product, or pharmaceutical product as disclosed in any of the foregoing publications and/or as presently disclosed.
- a product in some aspects is believed to be useful for providing one or more of the following physical properties to a personal care product, pharmaceutical product, household care product, or industrial product: thickening, freeze/thaw stability, lubricity, moisture retention and release, texture, consistency, shape retention, emulsification, binding, suspension, dispersion, gelation, or reduced mineral hardness, for example.
- Personal care products herein are not particularly limited and include, for example, skin care compositions, cosmetic compositions, antifungal compositions, and antibacterial compositions.
- Personal care products herein may be in the form of, for example, lotions, creams, pastes, balms, ointments, pomades, gels, liquids, combinations of these and the like.
- the personal care products disclosed herein can include at least one active ingredient, if desired.
- An active ingredient is generally recognized as an ingredient that causes an intended pharmacological effect.
- a skin care product can be applied to skin for addressing skin damage related to a lack of moisture.
- a skin care product may also be used to address the visual appearance of skin (e.g., reduce the appearance of flaky, cracked, and/or red skin) and/or the tactile feel of the skin (e.g., reduce roughness and/or dryness of the skin while improved the softness and subtleness of the skin).
- a skin care product typically may include at least one active ingredient for the treatment or prevention of skin ailments, providing a cosmetic effect, or for providing a moisturizing benefit to skin, such as zinc oxide, petrolatum, white petrolatum, mineral oil, cod liver oil, lanolin, dimethicone, hard fat, vitamin A, allantoin, calamine, kaolin, glycerin, or colloidal oatmeal, and combinations of these.
- active ingredient for the treatment or prevention of skin ailments, providing a cosmetic effect, or for providing a moisturizing benefit to skin, such as zinc oxide, petrolatum, white petrolatum, mineral oil, cod liver oil, lanolin, dimethicone, hard fat, vitamin A, allantoin, calamine, kaolin, glycerin, or colloidal oatmeal, and combinations of these.
- a skin care product may include one or more natural moisturizing factors such as ceramides, hyaluronic acid, glycerin, squalane, amino acids, cholesterol, fatty acids, triglycerides, phospholipids, glycosphingolipids, urea, linoleic acid, glycosaminoglycans, mucopolysaccharide, sodium lactate, or sodium pyrrolidone carboxylate, for example.
- natural moisturizing factors such as ceramides, hyaluronic acid, glycerin, squalane, amino acids, cholesterol, fatty acids, triglycerides, phospholipids, glycosphingolipids, urea, linoleic acid, glycosaminoglycans, mucopolysaccharide, sodium lactate, or sodium pyrrolidone carboxylate, for example.
- ingredients that may be included in a skin care product include, without limitation, glycerides, apricot kernel oil, canola oil, squalane, squalene, coconut oil, corn oil, jojoba oil, jojoba wax, lecithin, olive oil, safflower oil, sesame oil, shea butter, soybean oil, sweet almond oil, sunflower oil, tea tree oil, shea butter, palm oil, cholesterol, cholesterol esters, wax esters, fatty acids, and orange oil.
- a skin care product can be an ointment, lotion, or sanitizer (e.g., hand sanitizer) in some aspects.
- a personal care product herein can also be in the form of makeup, lipstick, mascara, rouge, foundation, blush, eyeliner, lip liner, lip gloss, other cosmetics, sunscreen, sun block, nail polish, nail conditioner, bath gel, shower gel, body wash, face wash, lip balm, skin conditioner, cold cream, moisturizer, body spray, soap, body scrub, exfoliant, astringent, scruffing lotion, depilatory, permanent waving solution, antidandruff formulation, antiperspirant composition, deodorant, shaving product, pre-shaving product, after-shaving product, cleanser, skin gel, rinse, dentifrice composition, toothpaste, or mouthwash, for example.
- An example of a personal care product e.g., a cleanser, soap, scrub, cosmetic
- a carrier or exfoliation agent e.g., jojoba beads [jojoba ester beads]
- jojoba beads jojoba ester beads
- an agent may optionally be dispersed within the product.
- a personal care product in some aspects can be a skin cleanser, soap, skinwashing product, or related product, or any product that can be applied and then rinsed from skin.
- Some benefits of such a product can be better rinsability from skin after application (e.g., lathering on skin), and/or enhanced skin-fell, such as a reduced sensation of skin roughness and/or over-dryness from using the product (e.g., after rinsing the product from the skin and optionally towel-drying the skin).
- a personal care product in some aspects can be a hair care product.
- hair care products herein include shampoo, hair conditioner (leave-in or rinse-out), cream rinse, hair dye, hair coloring product, hair shine product, hair serum, hair anti-frizz product, hair split-end repair product, mousse (e.g., hair styling mousse), hair spray (e.g., hair styling spray), and styling gel (e.g., hair styling gel).
- a hair care product can be in the form of a liquid, paste, gel, solid, or powder in some embodiments.
- a hair care product as presently disclosed typically comprises one or more of the following ingredients, which are generally used to formulate hair care products: anionic surfactants such as polyoxyethylenelauryl ether sodium sulfate; cationic surfactants such as stearyltrimethylammonium chloride and/or distearyltrimethylammonium chloride; nonionic surfactants such as glyceryl monostearate, sorbitan monopalmitate and/or polyoxyethylenecetyl ether; wetting agents such as propylene glycol, 1 ,3-butylene glycol, glycerin, sorbitol, pyroglutamic acid salts, amino acids and/or trimethylglycine; hydrocarbons such as liquid paraffins, petrolatum, solid paraffins, squalane and/or olefin oligomers; higher alcohols such as stearyl alcohol and/or cetyl alcohol; superfatting agents; antidandruff agents; disinfectants; anti-inflammatory agents; crude drugs;
- a product in some aspects can be a hair care composition such as a hair styling or hair setting composition (e.g., hair spray, hair gel or lotion, hair mousse/foam) (e.g., aerosol hair spray, non-aerosol pump-spray, spritze, foam, creme, paste, non-runny gel, mousse, pomade, lacquer, hair wax).
- a hair styling or hair setting composition e.g., hair spray, hair gel or lotion, hair mousse/foam
- aerosol hair spray, non-aerosol pump-spray, spritze, foam, creme, paste, non-runny gel, mousse, pomade, lacquer, hair wax e.g., hair spray, hair gel or lotion, hair mousse/foam
- aerosol hair spray e.g., aerosol hair spray, non-aerosol pump-spray, spritze, foam, creme, paste, non-runny gel, mousse, pomade, lacquer, hair wax
- a hair styling/setting composition/formulation that can be adapted to include at least one alpha-glucan ether derivative herein can be as disclosed in, for example, US20090074697, WO1999048462, US20130068849, JPH0454116A, US5304368, AU667246B2, US5413775, US5441728, US5939058, JP2001302458A, US6346234, US20020085988, US7169380, US20090060858, US20090326151 , US20160008257, WO2020164769, or US20110217256, all of which are incorporated herein by reference.
- a hair care composition such as a hair styling/setting composition can comprise one or more ingredients/additives as disclosed in any of the foregoing references, and/or one or more of a fragrance/perfume, aroma therapy essence, herb, infusion, antimicrobial, stimulant (e.g., caffeine), essential oil, hair coloring, dying or tinting agent, anti-gray agent, anti-foam agent, sunscreen/UV-blocker (e.g., benzophenone-4), vitamin, antioxidant, surfactant or other wetting agent, mica, silica, metal flakes or other glitter-effect material, conditioning agent (e.g., a volatile or non-volatile silicone fluid), anti-static agent, opacifier, detackifying agent, penetrant, preservative (e.g., phenoxyethanol, ethyl hexyl glycerin, benzoate, diazolidinyl urea, iodopropynyl butylcarbamate), emollient (e.
- An alpha-glucan ether derivative as used in a hair styling/setting composition in some aspects can function as a hair fixing/styling agent (typically non-permanent hair fixing, but durable), and optionally is the only hair fixing agent in the composition.
- hair fixing/styling agents herein include PVP (polyvinylpyrrolidone), octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, vinyl caprolactam/PVP/dimethylaminoethyl methacrylate copolymer, AMPHOMER, or any film former such as listed above.
- the total content of one or more alpha-glucan ether derivatives in a hair care composition can be about, at least about, or less than about, 0.5, 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12, 13, 14, 15, 0.5-15, 0.5-10, 0.5-5, 0.5-2, 1-15, 1-10, 1-5, 1-2, 2.5-7.5, 3-7, or 4-6 wt%, for example.
- a hair styling/setting composition can comprise a solvent comprising water and optionally a water-miscible (typically polar) organic compound (e.g., liquid or gas) such as an alcohol (e.g., ethanol, propanol, isopropanol, n-butanol, iso-butanol, tert-butanol), an alkylene glycol alkyl ether, and/or a monoalkyl or dialkyl ether (e.g., dimethyl ether), for example.
- an organic compound can constitute about 10%, 20%, 30%, 40%, 50%, or 60% by weight or volume of the solvent (balance is water), for example.
- the amount of solvent in a hair styling/setting composition herein can be about 50-90, 60-90, 70-90, 80-90, SOOS, 60-95, 70-95, 80-95, or 90-95 wt%, for example.
- An example of a hair styling gel formulation herein can comprise about 90- 95 wt% (e.g., ⁇ 92 wt%) solvent (e.g., water), 0.3-1.0 wt% (e.g., -0.5 wt%) thickener (e.g., polyacrylic acid), 0.1 -0.3 wt% (e.g., ⁇ 0.2 wt%) chelant (e.g., EDTA) (optional), 0.2-1 .0 wt% (e.g., ⁇ 0.5 wt%) humectant (e.g., glycerin), 0.01-0.05 wt% (e.g., -0.02 wt%) UV-blocker (e.g., benzophenone-4) (optional), 0.05-0.3 wt% (e.g., -0.1 wt%) preservative (e.g., diazolidinyl urea) (optional), 0.5-1.2 wt% (e.g
- An example of a hair styling spray formulation herein can comprise about 0.2-1.0 wt% (e.g., -0.5 wt%) pH-stabilizing compound (e.g., aminomethyl propanol), 0.1-0.3 wt% (e.g., -0.2 wt%) fragrance/perfume (optional), 0.05-0.12 wt% (e.g., -0.08 wt%) surfactant (e.g., ethoxylated dimethicone polyol), 0.05-0.12 wt% (e.g., -0.08 wt%) conditioner (e.g., cyclomethicone) (optional), 0.05-0.3 wt% (e.g., -0.2 wt%) preservative (e.g., sodium benzoate) (optional), 15-20 wt% (e.g., -17 wt%) water, 30-40 wt% (e.g., -65 wt%) alcohol (e.g
- hair that has been treated with a hair care composition herein (e.g., hair styling/setting composition, shampoo, or conditioner).
- hair can comprise an alpha-glucan ether derivative on its surface, such as in a film/coating of the hair, and/or adsorbed or otherwise deposited on the hair surface; optionally, one or more other ingredients of a hair care composition herein can also be present.
- hair as presently disclosed, such as hair with a coating comprising an alpha-glucan ether does not exhibit flaking to the naked eye (i.e., little or no noticeable flaking).
- hair as presently disclosed that has been treated with a hair care composition herein such as a shampoo or conditioner (and thus typically coated with an alpha-glucan ether), typically followed by water rinsing requires a lower amount of energy (e.g., lessened by about, or at least about, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%) to be combed, either when the hair is wet or dry (e.g., as compared to hair otherwise treated in the same manner but with a hair care composition that does not comprise an alphaglucan ether derivative herein and that optionally instead comprises an incumbent/conventional hair treatment/conditioning polymer such as polyquaternium-10, guar hydroxypropyltrimonium chloride, polyquaternium-7, hydroxypropyl guar hydroxypropyltrimonium chloride).
- Hair combing energy can be measured as disclosed in U.S. Pat
- a hair conditioner composition comprising: cetyl alcohol (1-3%), isopropyl myristate (1-3%), hydroxyethyl cellulose (Natrosol® 250 HHR, 0.1-1%), alpha-glucan ether derivative (0.1-2%), potassium salt (0.1-0.5%), Germaben® II preservative (0.5%, available from International Specialty Products), and the balance being water.
- a hair shampoo composition comprising: 5-20% sodium laureth sulfate (SLES), 1-2 wt% cocamidopropyl betaine, 1-2 wt% sodium chloride, 0.1-2% alphaglucan ether derivative, preservative (0.1 -0.5%), and the balance being water.
- SLES sodium laureth sulfate
- 1-2 wt% cocamidopropyl betaine 1-2 wt% sodium chloride
- 0.1-2% alphaglucan ether derivative preservative (0.1 -0.5%), and the balance being water.
- a hair shampoo composition according to Table 4 herein comprising an alpha-glucan ether derivative, but where the amount of each ingredient (cationic alpha-glucan ether, cocamidopropyl betaine, sodium C14-16 olefin sulfonate, phenoxyethanol, sodium chloride, citric acid anhydrous, disodium EDTA, water) is within 5%, 10%, 15%, or 20% of the amount listed in Table 4.
- a hair shampoo composition according to Table 6 herein comprising an alpha-glucan ether derivative, but where the amount of each ingredient (cationic alpha-glucan ether, cocamidopropyl betaine, sodium C14-16 olefin sulfonate, phenoxyethanol, sodium chloride, citric acid anhydrous, disodium EDTA, water) is within 5%, 10%, 15%, or 20% of the amount listed in Table 6.
- a hair shampoo composition according to Table 8 herein comprising an alpha-glucan ether derivative, but where the amount of each ingredient (cationic alpha-glucan ether, cocamidopropyl betaine, sodium laureth sulfate, dimethicone, phenoxyethanol, sodium chloride, citric acid anhydrous, disodium EDTA, water) is within 5%, 10%, 15%, or 20% of the amount listed in Table 8.
- a skin lotion composition comprising: 1-5% glycerin, 1-5% glycol stearate, 1-5% stearic acid, 1-5% mineral oil, 0.5-1% acetylated lanolin (Lipolan® 98), 0.1-0.5 cetyl alcohol, 0.2-1 % triethanolamine, 0.1-1 wt% Germaben® II preservative, 0.5-2 wt% alpha-glucan ether derivative, and the balance being water.
- a skin cleanser or soap composition according to Table 14 herein comprising an alpha-glucan ether derivative, but where the amount of each ingredient (cationic alpha-glucan ether, cocamidopropyl betaine, caprylyl/capryl glucoside, sodium benzoate, citric acid, water) is within 5%, 10%, 15%, or 20% of the amount listed in Table 14.
- a skin cleanser or soap composition according to Table 15 herein comprising an alpha-glucan ether derivative, but where the amount of each ingredient (cationic alpha-glucan ether, cocamidopropyl betaine, sodium laureth sulfate, potassium laurate, phenoxyethanol, sodium chloride, water) is within 5%, 10%, 15%, or 20% of the amount listed in Table 15.
- a pharmaceutical product herein can be in the form of an emulsion, liquid, elixir, gel, suspension, solution, cream, or ointment, for example.
- a pharmaceutical product herein can be in the form of any of the personal care products disclosed herein, such as an antibacterial or antifungal composition.
- a pharmaceutical product can further comprise one or more pharmaceutically acceptable carriers, diluents, and/or pharmaceutically acceptable salts.
- a composition herein can also be used, for example, in capsules, tablets, tablet coatings, and as excipients for medicaments and drugs.
- a household and/or industrial product herein can be in the form of drywall tape-joint compounds; mortars; grouts; cement plasters; spray plasters; cement stucco; adhesives; pastes; wall/ceiling texturizers; binders and processing aids for tape casting, extrusion forming, injection molding and ceramics; spray adherents and suspending/dispersing aids for pesticides, herbicides, and fertilizers; fabric care products such as fabric softeners and laundry detergents; hard surface cleaners; air fresheners; polymer emulsions; latex; gels such as water-based gels; surfactant solutions; paints such as water-based paints; protective coatings; adhesives; sealants and caulks; inks such as water-based ink; metal-working fluids; films or coatings; or emulsion-based metal cleaning fluids used in electroplating, phosphatizing, galvanizing and/or general metal cleaning operations, for example.
- a composition herein is comprised in electropla
- salt water such as seawater
- an aqueous solution having about 2.0, 2.25, 2.5, 2.75, 3.0, 3.25. 3.5, 3.75, 4.0, 2.5-4.0, 2.75-4.0, 3.0-4.0, 2.5-3.5, 2.75-3.5, 3.0-3.5, 3.0-4.0, or 3.0-3.5 wt% of one or a combination of salts (e.g., including at least NaCI), having at least one aqueous- soluble alpha-glucan ether derivative as presently disclosed.
- salts e.g., including at least NaCI
- the concentration of an alpha-glucan ether derivative in such water of (i) or (ii) can be about, at least about, or below about, 0.1 , 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 0.1-0.6, 0.1-0.5, 0.1-0.4, 0.1-0.3, or 0.1-0.2 wt%, for example.
- concentration of an alpha-glucan ether derivative in such water of (i) or (ii) can be about, at least about, or below about, 0.1 , 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1.0, 0.1-0.6, 0.1-0.5, 0.1-0.4, 0.1-0.3, or 0.1-0.2 wt%, for example.
- an alphaglucan ether derivative in some aspects can remain completely or mostly in solution and provide viscosity.
- Such a solution of (i) or (ii) as viscosity-modified by an alpha-glucan ether derivative herein can be as it is used within a system that utilizes such a solution (e.g., any herein, such as a downhole operation).
- an alpha-glucan ether derivative does not significantly affect the viscosity of an aqueous composition to which it has been added. This effect of adding little to no viscosity can typically be taken advantage of in formulating a product herein.
- an alpha-glucan ether derivative can be used instead of an incumbent ingredient that provides unweildy or undesirable effects on product viscosity.
- a product herein can be in the form of, or comprise, a fabric care composition.
- a fabric care composition can be used for hand wash, machine wash and/or other purposes such as soaking and/or pretreatment of fabrics, for example.
- a fabric care composition may take the form of, for example, a laundry detergent; fabric conditioner; any wash-, rinse-, or dryer-added product; unit dose or spray.
- Fabric care compositions in a liquid form may be in the form of an aqueous composition.
- a fabric care composition can be in a dry form such as a granular detergent or dryer-added fabric softener sheet.
- fabric care compositions can include: granular or powder-form all-purpose or heavy-duty washing agents; liquid, gel or paste-form all-purpose or heavy-duty washing agents; liquid or dry fine-fabric (e.g. delicates) detergents; cleaning auxiliaries such as bleach additives, “stain-stick”, or pretreatments; substrate-laden products such as dry and wetted wipes, pads, or sponges; sprays and mists; water-soluble unit dose articles.
- cleaning auxiliaries such as bleach additives, “stain-stick”, or pretreatments
- substrate-laden products such as dry and wetted wipes, pads, or sponges
- sprays and mists water-soluble unit dose articles.
- a composition herein can be in the form of a liquid, gel, powder, hydrocolloid, aqueous solution, granule, tablet, capsule, bead or pastille, single compartment sachet, multi-compartment sachet, single compartment pouch, or multicompartment pouch.
- a detergent composition herein may be in any useful form, e.g., as powders, granules, pastes, bars, unit dose, or liquid.
- a liquid detergent may be aqueous, typically containing up to about 70 wt% of water and 0 wt% to about 30 wt% of organic solvent. It may also be in the form of a compact gel type containing only about 30 wt% water.
- a detergent composition typically comprises one or more surfactants, wherein the surfactant is selected from nonionic surfactants, anionic surfactants, cationic surfactants, ampholytic surfactants, zwitterionic surfactants, semi-polar nonionic surfactants and mixtures thereof.
- the surfactant is present at a level of from about 0.1 % to about 60%, while in alternative embodiments the level is from about 1% to about 50%, while in still further embodiments the level is from about 5% to about 40%, by weight of the detergent composition.
- a detergent will usually contain 0 wt% to about 50 wt% of an anionic surfactant such as linear alkylbenzenesulfonate (LAS), alpha-olefinsulfonate (AOS), alkyl sulfate (fatty alcohol sulfate) (AS), alcohol ethoxysulfate (AEOS or AES), secondary alkanesulfonates (SAS), alpha-sulfo fatty acid methyl esters, alkyl- or alkenylsuccinic acid, or soap.
- an anionic surfactant such as linear alkylbenzenesulfonate (LAS), alpha-olefinsulfonate (AOS), alkyl sulfate (fatty alcohol sulfate) (AS), alcohol ethoxysulfate (AEOS or AES), secondary alkanesulfonates (SAS), alpha-sulfo fatty acid methyl esters, alkyl- or alkenylsuccinic
- a detergent composition may optionally contain 0 wt% to about 40 wt% of a nonionic surfactant such as alcohol ethoxylate (AEO or AE), carboxylated alcohol ethoxylates, nonylphenol ethoxylate, alkylpolyglycoside, alkyldimethylamineoxide, ethoxylated fatty acid monoethanolamide, fatty acid monoethanolamide, or polyhydroxy alkyl fatty acid amide (as described for example in WO92/06154, which is incorporated herein by reference).
- a detergent composition herein can optionally comprise one or more detergent builders or builder systems.
- oxidized alpha-1 ,3-glucan can be included as a co-builder; oxidized alpha-1 , 3-glucan compounds for use herein are disclosed in U.S. Patent Appl. Publ. No. 2015/0259439.
- the cleaning compositions comprise at least about 1 %, from about 3% to about 60%, or even from about 5% to about 40%, builder by weight of the composition.
- builders include alkali metal, ammonium and alkanolammonium salts of polyphosphates, alkali metal silicates, alkaline earth and alkali metal carbonates, aluminosilicates, polycarboxylate compounds, ether hydroxypolycarboxylates, copolymers of maleic anhydride with ethylene or vinyl methyl ether, 1, 3, 5-tri hydroxy benzene-2,4,6-trisulphonic acid, and carboxymethyloxysuccinic acid, various alkali metal, ammonium and substituted ammonium salts of polyacetic acids such as ethylenediamine tetraacetic acid and nitrilotriacetic acid, as well as polycarboxylates such as mellitic acid, succinic acid, citric acid, oxydisuccinic acid, polymaleic acid, benzene 1 ,3,5-tricarboxylic acid, carboxymethyloxysuccinic acid, and soluble salts thereof.
- a detergent builder or complexing agent examples include zeolite, diphosphate, triphosphate, phosphonate, citrate, nitrilotriacetic acid (NTA), ethylenediaminetetraacetic acid (EDTA), diethylenetriaminepentaacetic acid (DTMPA), alkyl- or alkenylsuccinic acid, soluble silicates or layered silicates (e.g., SKS-6 from Hoechst).
- builders form water-soluble hardness ion complexes (e.g., sequestering builders), such as citrates and polyphosphates (e.g., sodium tripolyphosphate and sodium tripolyphospate hexahydrate, potassium tripolyphosphate, and mixed sodium and potassium tripolyphosphate, etc.). It is contemplated that any suitable builder will find use in the present disclosure, including those known in the art (See, e.g., EP2100949).
- sequestering builders such as citrates and polyphosphates (e.g., sodium tripolyphosphate and sodium tripolyphospate hexahydrate, potassium tripolyphosphate, and mixed sodium and potassium tripolyphosphate, etc.).
- any suitable builder will find use in the present disclosure, including those known in the art (See, e.g., EP2100949).
- suitable builders can include phosphate builders and non-phosphate builders.
- a builder is a phosphate builder.
- a builder is a non-phosphate builder.
- a builder can be used in a level of from 0.1 % to 80%, or from 5% to 60%, or from 10% to 50%, by weight of the composition.
- the product comprises a mixture of phosphate and non-phosphate builders.
- Suitable phosphate builders include mono-phosphates, di-phosphates, tri-polyphosphates or oligomeric- polyphosphates, including the alkali metal salts of these compounds, including the sodium salts.
- a builder can be sodium tripolyphosphate (STPP). Additionally, the composition can comprise carbonate and/or citrate, preferably citrate that helps to achieve a neutral pH composition.
- suitable non-phosphate builders include homopolymers and copolymers of polycarboxylic acids and their partially or completely neutralized salts, monomeric polycarboxylic acids and hydroxycarboxylic acids and their salts.
- salts of the above mentioned compounds include ammonium and/or alkali metal salts, i.e. , lithium, sodium, and potassium salts, including sodium salts.
- Suitable polycarboxylic acids include acyclic, alicyclic, hetero-cyclic and aromatic carboxylic acids, wherein in some embodiments, they can contain at least two carboxyl groups which are in each case separated from one another by, in some instances, no more than two carbon atoms.
- a detergent composition herein can comprise at least one chelating agent.
- Suitable chelating agents include, but are not limited to copper, iron and/or manganese chelating agents and mixtures thereof.
- the composition comprises from about 0.1 % to about 15%, or even from about 3.0% to about 10%, chelating agent by weight of the composition.
- a detergent composition herein can comprise at least one deposition aid.
- Suitable deposition aids include, but are not limited to, polyethylene glycol, polypropylene glycol, polycarboxylate, soil release polymers such as polytelephthalic acid, clays such as kaolinite, montmorillonite, atapulgite, illite, bentonite, halloysite, and mixtures thereof.
- a detergent composition herein can comprise one or more dye transferinhibiting agents.
- Suitable polymeric dye transfer-inhibiting agents include, but are not limited to, polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N-vinylimidazole, polyvinyloxazolidones and polyvinylimidazoles or mixtures thereof.
- Additional dye transfer-inhibiting agents include manganese phthalocyanine, peroxidases, polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N- vinylimidazole, polyvinyloxazolidones and polyvinylimidazoles and/or mixtures thereof; chelating agents examples of which include ethylene-diamine-tetraacetic acid (EDTA); diethylene triamine penta methylene phosphonic acid (DTPMP); hydroxy-ethane diphosphonic acid (HEDP); ethylenediamine N,N'-disuccinic acid (EDDS); methyl glycine diacetic acid (MGDA); diethylene triamine penta acetic acid (DTPA); propylene diamine tetraacetic acid (PDT A); 2-hydroxypyridine-N-oxide (HPNO); or methyl glycine diacetic acid (MGDA); glutamic acid N,N-di
- a composition herein may comprise from about 0.0001 % to about 10%, from about 0.01 % to about 5%, or even from about 0.1 % to about 3%, by weight of the composition.
- a detergent composition herein can comprise silicates.
- sodium silicates e g., sodium disilicate, sodium metasilicate, and/or crystalline phyllosilicates
- silicates find use.
- silicates are present at a level of from about 1 % to about 20% by weight of the composition.
- silicates are present at a level of from about 5% to about 15% by weight of the composition.
- a detergent composition herein can comprise dispersants.
- Suitable water- soluble organic materials include, but are not limited to the homo- or co-polymeric acids or their salts, in which the polycarboxylic acid comprises at least two carboxyl radicals separated from each other by not more than two carbon atoms.
- a detergent composition herein may additionally comprise one or more enzymes as disclosed above, for example.
- a detergent composition can comprise one or more enzymes, each at a level from about 0.00001% to about 10% by weight of the composition and the balance of cleaning adjunct materials by weight of composition.
- a detergent composition can also comprise each enzyme at a level of about 0.0001 % to about 10%, about 0.001 % to about 5%, about 0.001 % to about 2%, or about 0.005% to about 0.5%, by weight of the composition.
- Enzymes comprised in a detergent composition herein may be stabilized using conventional stabilizing agents, e.g., a polyol such as propylene glycol or glycerol; a sugar or sugar alcohol; lactic acid; boric acid or a boric acid derivative (e.g., an aromatic borate ester).
- a polyol such as propylene glycol or glycerol
- a sugar or sugar alcohol e.g., a sugar or sugar alcohol
- lactic acid e.g., boric acid or a boric acid derivative (e.g., an aromatic borate ester).
- a detergent composition in some aspects may comprise one or more other types of polymer in addition to an alpha-glucan ether derivative as disclosed herein.
- examples of other types of polymers useful herein include carboxymethyl cellulose (CMC), dextran, poly(vinylpyrrolidone) (PVP), polyethylene glycol (PEG), poly(vinyl alcohol) (PVA), polycarboxylates such as polyacrylates, maleic/acrylic acid copolymers and lauryl methacrylate/acrylic acid copolymers.
- a detergent composition herein may contain a bleaching system.
- a bleaching system can comprise an H2O2 source such as perborate or percarbonate, which may be combined with a peracid-forming bleach activator such as tetraacetylethylenediamine (TAED) or nonanoyloxybenzenesulfonate (NOBS).
- TAED tetraacetylethylenediamine
- NOBS nonanoyloxybenzenesulfonate
- TAED tetraacetylethylenediamine
- NOBS nonanoyloxybenzenesulfonate
- a bleaching system may comprise peroxyacids (e.g., amide, imide, or sulfone type peroxyacids).
- a bleaching system can be an enzymatic bleaching system comprising perhydrolase, for example, such as the system described in W02005/056783.
- a detergent composition herein may also contain conventional detergent ingredients such as fabric conditioners, clays, foam boosters, suds suppressors, anti-corrosion agents, soil-suspending agents, anti-soil redeposition agents, dyes, bactericides, tarnish inhibitors, optical brighteners, or perfumes.
- the pH of a detergent composition herein is usually neutral or alkaline (e.g., pH of about 7.0 to about 11 .0).
- Suitable anti-redeposition and/or clay soil removal agents for a fabric care product herein include polyethoxy zwitterionic surfactants, water-soluble copolymers of acrylic or methacrylic acid with acrylic or methacrylic acid-ethylene oxide condensates (e.g., U.S. Patent No. 3719647), cellulose derivatives such as carboxymethylcellulose and hydroxypropylcellulose (e.g., U.S. Patent Nos. 3597416 and 3523088), and mixtures comprising nonionic alkyl polyethoxy surfactant, polyethoxy alkyl quaternary cationic surfactant and fatty amide surfactant (e.g., U.S. Patent No. 4228044).
- polyethoxy zwitterionic surfactants water-soluble copolymers of acrylic or methacrylic acid with acrylic or methacrylic acid-ethylene oxide condensates
- cellulose derivatives such as carboxymethylcellulose and hydroxypropylcellulose
- Non-limiting examples of other suitable anti-redeposition and clay soil removal agents are disclosed in U.S. Patent Nos. 4597898 and 4891160, and International Patent Appl. Publ. No. WO95/32272, all of which are incorporated herein by reference.
- detergent compositions that can be adapted for purposes herein are disclosed in, for example, US20090209445A1 , US20100081598A1 , US7001878B2, EP1504994B1 , W02001085888A2, W02003089562A1 , W02009098659A1 , W02009098660A1 , W02009112992A1 , W02009124160A1 , W02009152031A1 , W02010059483A1 , WO2010088112A1 , WO2010090915A1 , WO2010135238A1 , WO2011094687A1 , W02011094690A1 , WO2011127102A1 , WO2011163428A1 , W02008000567A1 , W02006045391A1, W02006007911A1 , W02012027404A1, EP1740690B1, WO2012059336A1, US6730
- Laundry detergent compositions herein can optionally be heavy duty (all purpose) laundry detergent compositions.
- exemplary heavy duty laundry detergent compositions comprise a detersive surfactant (10%-40% wt/wt), including an anionic detersive surfactant (selected from a group of linear or branched or random chain, substituted or unsubstituted alkyl sulphates, alkyl sulphonates, alkyl alkoxylated sulphate, alkyl phosphates, alkyl phosphonates, alkyl carboxylates, and/or mixtures thereof), and optionally non-ionic surfactant (selected from a group of linear or branched or random chain, substituted or unsubstituted alkyl alkoxylated alcohol, e.g., C8-C18 alkyl ethoxylated alcohols and/or C6-C12 alkyl phenol alkoxylates), where the weight ratio of anionic detersive surfactant (with a
- Suitable detersive surfactants also include cationic detersive surfactants (selected from a group of alkyl pyridinium compounds, alkyl quaternary ammonium compounds, alkyl quaternary phosphonium compounds, alkyl ternary sulphonium compounds, and/or mixtures thereof); zwitterionic and/or amphoteric detersive surfactants (selected from a group of alkanolamine sulpho-betaines); ampholytic surfactants; semi-polar non-ionic surfactants and mixtures thereof.
- cationic detersive surfactants selected from a group of alkyl pyridinium compounds, alkyl quaternary ammonium compounds, alkyl quaternary phosphonium compounds, alkyl ternary sulphonium compounds, and/or mixtures thereof
- zwitterionic and/or amphoteric detersive surfactants selected from a group of alkanolamine sulpho-betaines
- a detergent herein such as a heavy duty laundry detergent composition may optionally include, a surfactancy boosting polymer consisting of amphiphilic alkoxylated grease cleaning polymers (selected from a group of alkoxylated polymers having branched hydrophilic and hydrophobic properties, such as alkoxylated polyalkylenimines in the range of 0.05 wt% - 10 wt%) and/or random graft polymers (typically comprising of hydrophilic backbone comprising monomers selected from the group consisting of: unsaturated C1-C6 carboxylic acids, ethers, alcohols, aldehydes, ketones, esters, sugar units, alkoxy units, maleic anhydride, saturated polyalcohols such as glycerol, and mixtures thereof; and hydrophobic side chain(s) selected from the group consisting of: C4-C25 alkyl group, polypropylene, polybutylene, vinyl ester of a saturated C1-C6 mono-carboxylic acid
- a detergent herein such as a heavy duty laundry detergent composition may optionally include additional polymers such as soil release polymers (include anionically end-capped polyesters, for example SRP1 , polymers comprising at least one monomer unit selected from saccharide, dicarboxylic acid, polyol and combinations thereof, in random or block configuration, ethylene terephthalate- based polymers and co-polymers thereof in random or block configuration, for example REPEL-O-TEX SF, SF-2 AND SRP6, TEXCARE SRA100, SRA300, SRN100, SRN170, SRN240, SRN300 AND SRN325, MARLOQUEST SL), antiredeposition agent(s) herein (0.1 wt% to 10 wt%), include carboxylate polymers, such as polymers comprising at least one monomer selected from acrylic acid, maleic acid (or maleic anhydride), fumaric acid, itaconic acid, aconitic acid, mesaconic acid, citraconic acid,
- a detergent herein such as a heavy duty laundry detergent composition may optionally further include saturated or unsaturated fatty acids, preferably saturated or unsaturated C12-C24 fatty acids (0 wt% to 10 wt%); deposition aids (examples for which include polysaccharides, cellulosic polymers, poly diallyl dimethyl ammonium halides (DADMAC), and co-polymers of DAD MAC with vinyl pyrrolidone, acrylamides, imidazoles, imidazolinium halides, and mixtures thereof, in random or block configuration, cationic guar gum, cationic starch, cationic polyacrylamides, and mixtures thereof.
- deposition aids include polysaccharides, cellulosic polymers, poly diallyl dimethyl ammonium halides (DADMAC), and co-polymers of DAD MAC with vinyl pyrrolidone, acrylamides, imidazoles, imidazolinium halides, and mixtures
- a detergent herein such as a heavy duty laundry detergent composition may optionally further include at least one dye transfer-inhibiting agent, examples of which are described above.
- a detergent herein such as a heavy duty laundry detergent composition may optionally include silicone or fatty-acid based suds suppressors; hueing dyes, calcium and magnesium cations, visual signaling ingredients, anti-foam (0.001 wt% to about 4.0 wt%), and/or a structurant/thickener (0.01 wt% to 5 wt%) selected from the group consisting of diglycerides and triglycerides, ethylene glycol distearate, microcrystalline cellulose, microfiber cellulose, biopolymers, xanthan gum, gellan gum, and mixtures thereof).
- a structurant can also be referred to as a structural agent.
- a detergent herein can be in the form of a heavy duty dry/solid laundry detergent composition, for example.
- a detergent may include: (i) a detersive surfactant, such as any anionic detersive surfactant disclosed herein, any non-ionic detersive surfactant disclosed herein, any cationic detersive surfactant disclosed herein, any zwitterionic and/or amphoteric detersive surfactant disclosed herein, any ampholytic surfactant, any semi-polar non-ionic surfactant, and mixtures thereof; (ii) a builder, such as any phosphate-free builder (e.g., zeolite builders in the range of 0 wt% to less than 10 wt%), any phosphate builder (e.g., sodium tripolyphosphate in the range of 0 wt% to less than 10 wt%), citric acid, citrate salts and nitrilotriacetic acid, any silicate salt (e.g., sodium or
- a detergent herein such as that for fabric care can be comprised in a unit dose (e.g., sachet or pouch), for example.
- a unit dose form can comprise a water-soluble outer film that completely envelopes a liquid or solid detergent composition.
- a unit dose can comprise a single compartment, or at least two, three, or more (multiple) compartments. Multiple compartments can be arranged in a superposed orientation or a side-by-side orientation.
- a unit dose herein is typically a closed structure of any form/shape suitable for holding and protecting its contents without allowing contents release prior to contact with water.
- Products disclosed herein can be in the form of, or comprise, a fabric softener (liquid fabric softener), for example.
- a fabric softener liquid fabric softener
- An example of such a composition is a rinse used in laundering a fabric-comprising material herein typically following cleaning of the fabric-comprising material with a laundry detergent composition (e.g., laundry rinse such as used in a laundry rinse cycle in a washing machine).
- the concentration of an alpha-glucan ether herein in a composition comprising fabric softener e.g., a rinse
- the concentration of an alpha-glucan ether herein in a composition comprising fabric softener can be about, or at least about, 20, 30, 40, 50, 60, 70, 80, 20-80, 20-70, 20-60, 30-80, 30-70, 30-60, 40-80, 40-70, or 40-60 ppm, for example.
- the concentration of a fabric softener in a composition can be about, or at least about, 50, 75, 100, 150, 200, 300, 400, 500, 600, 50-600, SO- SOO, 50-400, 50-300, 50-200, 100-600, 100-500, 100-400, 100-300, 100-200, IQ- 600, 50-500, 50-400, 50-300, 50-200, 200-600, 200-500, 200-400, or 200-300 ppm, for example.
- Fabric softener concentration can be based on the total fabric softener composition added (not necessarily based on an individual component of the fabric softener), or based on one or more fabric softening agents(s) in the fabric softener formulation.
- a fabric softener herein can further comprise, for example, one or more of a fabric softening agent (e.g., diethyl ester dimethyl ammonium chloride), anti-static agent, perfume, wetting agent, viscosity modifier (e.g., calcium chloride), pH buffer/buffering agent (e.g., formic acid), antimicrobial agent, antioxidant, radical scavenger (e.g., ammonium chloride), chelant/builder (e.g., diethylenetriamine pentaacetate), anti-foaming agent/lubricant (e.g., polydimethylsiloxane), preservative (e.g., benzisothiazolinone) and colorant.
- a fabric softening agent e.g., diethyl ester dimethyl ammonium chloride
- anti-static agent e.g., perfume, wetting agent, viscosity modifier (e.g., calcium chloride), pH buffer/buffering agent (
- a fabric softener can further comprise one or more of a fabric softening agent, viscosity modifier, pH buffer/buffering agent, radical scavenger, chelant/builder and anti-foaming agent/lubricant.
- a fabric softener can be perfume- free and/or dye-free, or have less than about 0.1 wt% of a perfume and/or dye in some aspects.
- a fabric softener that can be adapted for use herein can be as disclosed in any of U.S. Patent Appl. Publ. Nos. 2014/0366282, 2001/0018410, 2006/0058214, 2021/0317384, or 2006/0014655, or lnt. Patent Appl. Publ.
- a liquid fabric softener product (e.g., as it exists before being used in a laundry rinse cycle) can be formulated to include at least one alpha-glucan ether derivative in some aspects.
- a fabric softener in some aspects can be in a unit dose, such as disclosed herein for a detergent.
- Products disclosed herein can be in the form of, or comprise, a dishwashing detergent composition, for example.
- dishwashing detergents include automatic dishwashing detergents (typically used in dishwasher machines) and hand-washing dish detergents.
- a dishwashing detergent composition can be in any dry or liquid/aqueous form as disclosed herein, for example.
- Components that may be included in some aspects of a dishwashing detergent composition include, for example, one or more of a phosphate; oxygen- or chlorine-based bleaching agent; non-ionic surfactant; alkaline salt (e.g., metasilicates, alkali metal hydroxides, sodium carbonate); any active enzyme disclosed herein; anti-corrosion agent (e.g., sodium silicate); anti-foaming agent; additives to slow down the removal of glaze and patterns from ceramics; perfume; anti-caking agent (in granular detergent); starch (in tablet-based detergents); gelling agent (in liquid/gel based detergents); and/or sand (powdered detergents).
- alkaline salt e.g., metasilicates, alkali metal hydroxides, sodium carbonate
- anti-corrosion agent e.g., sodium silicate
- anti-foaming agent additives to slow down the removal of glaze and patterns from ceramics
- perfume anti-caking agent (in
- Dishwashing detergents such as an automatic dishwasher detergent or liquid dishwashing detergent can comprise (i) a non-ionic surfactant, including any ethoxylated non-ionic surfactant, alcohol alkoxylated surfactant, epoxy-capped poly(oxyalkylated) alcohol, or amine oxide surfactant present in an amount from 0 to 10 wt%; (ii) a builder, in the range of about 5-60 wt%, including any phosphate builder (e.g., mono-phosphates, di-phosphates, tri-polyphosphates, other oligomeric-polyphosphates, sodium tripolyphosphate-STPP), any phosphate-free builder (e.g., amino acid-based compounds including methyl-glycine-diacetic acid [MGDA] and salts or derivatives thereof, glutamic-N,N-diacetic acid [GLDA] and salts or derivatives thereof, iminodisuccinic acid (IDS) and salts
- a dishwashing detergent ingredient or entire composition can be as disclosed in U.S. Patent Nos. 8575083 or 9796951 , U.S. Pat. Appl. Publ. No. 2017/0044468, or Int. Pat. Appl. Publ. No. WO2023/111170, which are each incorporated herein by reference.
- a detergent herein such as that for dish care can be comprised in a unit dose (e.g., sachet or pouch) (e.g., water-soluble unit dose article), for example, and can be as described above for a fabric care detergent, but rather comprise a suitable dish detergent composition.
- a unit dose e.g., sachet or pouch
- a suitable dish detergent composition e.g., water-soluble unit dose article
- detergent formulations can be adapted to include an alpha-glucan ether derivative as disclosed herein.
- examples of commercially available detergent formulations include PUREX® ULTRAPACKS (Henkel), FINISH® QUANTUM (Reckitt Benckiser), CLOROXTM 2 PACKS (Clorox), OXICLEAN MAX FORCE POWER PAKS (Church & Dwight), TIDE® STAIN RELEASE, CASCADE® ACTIONPACS, and TIDE® PODSTM (Procter & Gamble).
- Products disclosed herein can be in the form of, or comprise, an oral care composition, for example.
- oral care compositions include dentifrices, toothpaste, mouth wash, mouth rinse, chewing gum, and edible strips that provide some form of oral care (e.g., treatment or prevention of cavities [dental caries], gingivitis, plaque, tartar, and/or periodontal disease).
- An oral care composition can also be for treating an “oral surface”, which encompasses any soft or hard surface within the oral cavity including surfaces of the tongue, hard and soft palate, buccal mucosa, gums and dental surfaces.
- a “dental surface” herein is a surface of a natural tooth or a hard surface of artificial dentition including a crown, cap, filling, bridge, denture, or dental implant, for example.
- An oral care composition herein can comprise about 0.01-15.0 wt% (e.g., ⁇ 0.1-10 wt% or ⁇ 0.1-5.0 wt%, ⁇ 0.1-2.0 wt%) of an alpha-glucan ether derivative as disclosed herein, for example.
- An alpha-glucan ether derivative comprised in an oral care composition can sometimes be provided therein as a thickening agent and/or dispersion agent, which may be useful to impart a desired consistency and/or mouth feel to the composition.
- One or more other thickening or dispersion agents can also be provided in an oral care composition herein, such as a carboxyvinyl polymer, carrageenan (e.g., L-carrageenan), natural gum (e.g., karaya, xanthan, gum arabic, tragacanth), colloidal magnesium aluminum silicate, or colloidal silica, for example.
- carrageenan e.g., L-carrageenan
- natural gum e.g., karaya, xanthan, gum arabic, tragacanth
- colloidal magnesium aluminum silicate e.g., karaya, xanthan, gum arabic, tragacanth
- colloidal magnesium aluminum silicate e.g., colloidal magnesium aluminum silicate, or colloidal silica, for example.
- An oral care composition herein may be a toothpaste or other dentifrice, for example.
- Such compositions, as well as any other oral care composition herein can additionally comprise, without limitation, one or more of an anticaries agent, antimicrobial or antibacterial agent, anticalculus or tartar control agent, surfactant, abrasive, pH-modifying agent, foam modulator, humectant, flavorant, sweetener, pigment/colorant, whitening agent, and/or other suitable components.
- Examples of oral care compositions to which an alpha-glucan ether derivative herein can be added are disclosed in U.S. Patent Appl. Publ. Nos. 2006/0134025, 2002/0022006 and 2008/0057007, which are incorporated herein by reference.
- An anticaries agent herein can be an orally acceptable source of fluoride ions.
- Suitable sources of fluoride ions include fluoride, monofluorophosphate and fluorosilicate salts as well as amine fluorides, including olaflur (N’- octadecyltrimethylendiamine-N,N,N’- tris(2-ethanol)-dihydrofluoride), for example.
- An anticaries agent can be present in an amount providing a total of about 100- 20000 ppm, about 200-5000 ppm, or about 500-2500 ppm, fluoride ions to the composition, for example.
- sodium fluoride is the sole source of fluoride ions
- an amount of about 0.01-5.0 wt%, about 0.05-1 .0 wt%, or about 0.1-0.5 wt%, sodium fluoride can be present in the composition, for example.
- An antimicrobial or antibacterial agent suitable for use in an oral care composition herein includes, for example, phenolic compounds (e.g., 4- allylcatechol; p-hydroxybenzoic acid esters such as benzylparaben, butylparaben, ethylparaben, methylparaben and propylparaben; 2-benzylphenol; butylated hydroxyanisole; butylated hydroxytoluene; capsaicin; carvacrol; creosol; eugenol; guaiacol; halogenated bisphenolics such as hexachlorophene and bromochlorophene; 4-hexylresorcinol; 8-hydroxyquinoline and salts thereof; salicylic acid esters such as menthyl salicylate, methyl salicylate and phenyl salicylate; phenol; pyrocatechol; salicylanilide; thymol; halogenated diphenylether compounds such as
- cetylpyridinium chloride tetradecylpyridinium chloride, N-tetradecyl-4-ethylpyridinium chloride
- iodine sulfonamides
- bisbiguanides e.g., alexidine, chlorhexidine, chlorhexidine digluconate
- piperidino derivatives e.g., delmopinol, octapinol
- magnolia extract grapeseed extract, rosemary extract, menthol, geraniol, citral, eucalyptol
- antibiotics e.g., augmentin, amoxicillin, tetracycline, doxycycline, minocycline, metronidazole, neomycin, kanamycin, clindamycin
- any antibacterial agents disclosed in U.S.
- An anticalculus or tartar control agent suitable for use in an oral care composition herein includes, for example, phosphates and polyphosphates (e.g., pyrophosphates), polyaminopropanesulfonic acid (AMPS), zinc citrate trihydrate, polypeptides (e.g., polyaspartic and polyglutamic acids), polyolefin sulfonates, polyolefin phosphates, diphosphonates (e.g., azacycloalkane-2, 2-diphosphonates such as azacycloheptane-2,2-diphosphonic acid), N-methyl azacyclopentane-2,3- diphosphonic acid, ethane-1-hydroxy-1 ,1-diphosphonic acid (E
- Useful inorganic phosphate and polyphosphate salts include, for example, monobasic, dibasic and tribasic sodium phosphates, sodium tripolyphosphate, tetrapolyphosphate, mono-, di-, tri- and tetra-sodium pyrophosphates, disodium dihydrogen pyrophosphate, sodium trimetaphosphate, sodium hexametaphosphate, or any of these in which sodium is replaced by potassium or ammonium.
- Other useful anticalculus agents in certain embodiments include anionic polycarboxylate polymers (e.g., polymers or copolymers of acrylic acid, methacrylic, and maleic anhydride such as polyvinyl methyl ether/maleic anhydride copolymers).
- Still other useful anticalculus agents include sequestering agents such as hydroxycarboxylic acids (e.g., citric, fumaric, malic, glutaric and oxalic acids and salts thereof) and aminopolycarboxylic acids (e.g., EDTA).
- hydroxycarboxylic acids e.g., citric, fumaric, malic, glutaric and oxalic acids and salts thereof
- aminopolycarboxylic acids e.g., EDTA
- One or more anticalculus or tartar control agents can optionally be present at about 0.01-50 wt% (e.g., about 0.05-25 wt% or about 0.1-15 wt%), for example, in the disclosed oral care composition.
- a surfactant suitable for use in an oral care composition herein may be anionic, non-ionic, or amphoteric, for example.
- Suitable anionic surfactants include, without limitation, water-soluble salts of Cs-2o alkyl sulfates, sulfonated monoglycerides of C8-20 fatty acids, sarcosinates, and taurates.
- anionic surfactants include sodium lauryl sulfate, sodium coconut monoglyceride sulfonate, sodium lauryl sarcosinate, sodium lauryl isoethionate, sodium laureth carboxylate and sodium dodecyl benzenesulfonate.
- Suitable non-ionic surfactants include, without limitation, poloxamers, polyoxyethylene sorbitan esters, fatty alcohol ethoxylates, alkylphenol ethoxylates, tertiary amine oxides, tertiary phosphine oxides, and dialkyl sulfoxides.
- Suitable amphoteric surfactants include, without limitation, derivatives of C8-20 aliphatic secondary and tertiary amines having an anionic group such as a carboxylate, sulfate, sulfonate, phosphate or phosphonate.
- An example of a suitable amphoteric surfactant is cocoamidopropyl betaine.
- One or more surfactants are optionally present in a total amount of about 0.01-10 wt% (e.g., about 0.05-5.0 wt% or about 0.1-2.0 wt%), for example, in the disclosed oral care composition.
- An abrasive suitable for use in an oral care composition herein may include, for example, silica (e.g., silica gel, hydrated silica, precipitated silica), alumina, insoluble phosphates, calcium carbonate, and resinous abrasives (e.g., a ureaformaldehyde condensation product).
- silica e.g., silica gel, hydrated silica, precipitated silica
- alumina e.g., insoluble phosphates, calcium carbonate
- resinous abrasives e.g., a ureaformaldehyde condensation product
- insoluble phosphates useful as abrasives herein are orthophosphates, polymetaphosphates and pyrophosphates, and include dicalcium orthophosphate dihydrate, calcium pyrophosphate, betacalcium pyrophosphate, tricalcium phosphate, calcium polymetaphosphate and insoluble sodium polymetaphosphate.
- One or more abrasives are optionally present in a total amount of about 5-70 wt% (e.g., about 10-56 wt% or about 15-30 wt%), for example, in the disclosed oral care composition.
- the average particle size of an abrasive in certain embodiments is about 0.1-30 microns (e.g., about 1- 20 microns or about 5-15 microns).
- An oral care composition in certain embodiments may comprise at least one pH-modifying agent.
- pH-modifying agents may be selected to acidify, make more basic, or buffer the pH of a composition to a pH range of about 2-10 (e.g., pH ranging from about 2-8, 3-9, 4-8, 5-7, 6-10, or 7-9).
- pH-modifying agents useful herein include, without limitation, carboxylic, phosphoric and sulfonic acids; acid salts (e.g., monosodium citrate, disodium citrate, monosodium malate); alkali metal hydroxides (e.g.
- sodium hydroxide carbonates such as sodium carbonate, bicarbonates, sesquicarbonates); borates; silicates; phosphates (e.g., monosodium phosphate, trisodium phosphate, pyrophosphate salts); and imidazole.
- a foam modulator suitable for use in an oral care composition herein may be a polyethylene glycol (PEG), for example.
- PEG polyethylene glycol
- High molecular weight PEGs are suitable, including those having an average molecular weight of about 200000- 7000000 (e.g., about 500000-5000000 or about 1000000-2500000), for example.
- One or more PEGs are optionally present in a total amount of about 0.1-10 wt% (e.g. about 0.2-5.0 wt% or about 0.25-2.0 wt%), for example, in the disclosed oral care composition.
- An oral care composition in certain embodiments may comprise at least one humectant.
- a humectant in certain embodiments may be a polyhydric alcohol such as glycerin, sorbitol, xylitol, or a low molecular weight PEG. Most suitable humectants also may function as a sweetener herein.
- One or more humectants are optionally present in a total amount of about 1 .0-70 wt% (e.g., about 1 .0-50 wt%, about 2-25 wt%, or about 5-15 wt%), for example, in the disclosed oral care composition.
- a natural or artificial sweetener may optionally be comprised in an oral care composition herein.
- suitable sweeteners include dextrose, sucrose, maltose, dextrin, invert sugar, mannose, xylose, ribose, fructose, levulose, galactose, corn syrup (e.g., high fructose corn syrup or corn syrup solids), partially hydrolyzed starch, hydrogenated starch hydrolysate, sorbitol, mannitol, xylitol, maltitol, isomalt, aspartame, neotame, saccharin and salts thereof, dipeptide-based intense sweeteners, and cyclamates.
- One or more sweeteners are optionally present in a total amount of about 0.005-5.0 wt%, for example, in the disclosed oral care composition.
- a natural or artificial flavorant may optionally be comprised in an oral care composition herein.
- suitable flavorants include vanillin; sage; marjoram; parsley oil; spearmint oil; cinnamon oil; oil of Wintergreen (methylsalicylate); peppermint oil; clove oil; bay oil; anise oil; eucalyptus oil; citrus oils; fruit oils; essences such as those derived from lemon, orange, lime, grapefruit, apricot, banana, grape, apple, strawberry, cherry, or pineapple; bean- and nut- derived flavors such as coffee, cocoa, cola, peanut, or almond; and adsorbed and encapsulated flavorants.
- ingredients that provide fragrance and/or other sensory effect in the mouth, including cooling or warming effects.
- Such ingredients include, without limitation, menthol, menthyl acetate, menthyl lactate, camphor, eucalyptus oil, eucalyptol, anethole, eugenol, cassia, oxanone, Irisone®, propenyl guaiethol, thymol, linalool, benzaldehyde, cinnamaldehyde, N-ethyl-p-menthan-3-carboxamine, N,2,3- trimethyl-2-isopropylbutanamide, 3-(1-menthoxy)-propane-1 ,2-diol, cinnamaldehyde glycerol acetal (CGA), and menthone glycerol acetal (MGA).
- One or more flavorants are optionally present in a total amount of about 0.
- An oral care composition in certain embodiments may comprise at least one bicarbonate salt. Any orally acceptable bicarbonate can be used, including alkali metal bicarbonates such as sodium or potassium bicarbonate, and ammonium bicarbonate, for example. One or more bicarbonate salts are optionally present in a total amount of about 0.1-50 wt% (e.g., about 1-20 wt%), for example, in the disclosed oral care composition.
- An oral care composition in certain embodiments may comprise at least one whitening agent and/or colorant.
- a suitable whitening agent is a peroxide compound such as any of those disclosed in U.S. Patent No. 8540971 , which is incorporated herein by reference.
- Suitable colorants herein include pigments, dyes, lakes and agents imparting a particular luster or reflectivity such as pearling agents, for example.
- Specific examples of colorants useful herein include talc; mica; magnesium carbonate; calcium carbonate; magnesium silicate; magnesium aluminum silicate; silica; titanium dioxide; zinc oxide; red, yellow, brown and black iron oxides; ferric ammonium ferrocyanide; manganese violet; ultramarine; titaniated mica; and bismuth oxychloride.
- One or more colorants are optionally present in a total amount of about 0.001-20 wt% (e.g., about 0.01-10 wt% or about 0.1 -5.0 wt%), for example, in the disclosed oral care composition.
- Additional components that can optionally be included in an oral composition herein include one or more enzymes (above), vitamins, and anti-adhesion agents, for example.
- vitamins useful herein include vitamin C, vitamin E, vitamin B5, and folic acid.
- suitable anti-adhesion agents include solbrol, ficin, and quorum-sensing inhibitors.
- personal care, household care, and other products and ingredients herein can be any as disclosed in U.S. Patent No. 8796196, which is incorporated herein by reference.
- Examples of personal care, household care, and other products and ingredients herein include perfumes, fragrances, air odorreducing agents, insect repellents and insecticides, bubble-generating agents such as surfactants, pet deodorizers, pet insecticides, pet shampoos, disinfecting agents, hard surface (e.g., floor, tub/shower, sink, toilet bowl, door handle/panel, glass/window, car/automobile exterior or interior) treatment agents (e.g., cleaning, disinfecting, and/or coating agents), wipes and other non-woven materials, colorants, preservatives, antioxidants, emulsifiers, emollients, oils, medicaments, flavors, and suspending agents.
- perfumes fragrances, air odorreducing agents, insect repellents and insecticides
- bubble-generating agents such as surfactants, pet deodorizers, pet insecticides
- the present disclosure also concerns a method of treating a material with a product herein.
- This method comprises contacting a material with an aqueous product comprising at least one alpha-glucan ether derivative as disclosed herein.
- a material contacted with an aqueous product in a contacting method herein can comprise a fabric in some aspects.
- a fabric herein can comprise natural fibers, synthetic fibers, semi-synthetic fibers, or any combination thereof.
- a semi-synthetic fiber herein is produced using naturally occurring material that has been chemically derivatized, an example of which is rayon.
- Non-limiting examples of fabric types herein include fabrics made of (i) cellulosic fibers such as cotton (e.g., broadcloth, canvas, chambray, chenille, chintz, corduroy, cretonne, damask, denim, flannel, gingham, jacquard, knit, matelasse, oxford, percale, poplin, plisse, sateen, seersucker, sheers, terry cloth, twill, velvet), rayon (e.g., viscose, modal, lyocell), linen, and Tencel®; (ii) proteinaceous fibers such as silk, wool and related mammalian fibers; (iii) synthetic fibers such as polyester, acrylic, nylon, and the like; (iv) long vegetable fibers from jute, flax, ramie, coir, kapok, sisal, henequen, abaca, hemp and sunn; and (v) any combination of a
- Fabric comprising a combination of fiber types include those with both a cotton fiber and polyester, for example.
- Materials/articles containing one or more fabrics herein include, for example, clothing, curtains, drapes, upholstery, carpeting, bed linens, bath linens, tablecloths, sleeping bags, tents, car interiors, etc.
- Other materials comprising natural and/or synthetic fibers include, for example, non-woven fabrics, paddings, paper, and foams.
- An aqueous product that is contacted with a fabric can be, for example, a fabric care composition (e.g., laundry detergent, fabric softener).
- a treatment method in certain embodiments can be considered a fabric care method or laundry method if employing a fabric care composition therein.
- a fabric care composition herein is contemplated to effect one or more of the following fabric care benefits (i.e.
- a material comprising fabric can be contacted with an aqueous composition herein: (i) for at least about 5, 10, 20, 30, 40, 50, 60, 70, 80, 90, 100, 110, or 120 minutes; (ii) at a temperature of at least about 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, or 95 °C (e.g., for laundry wash or rinse: a “cold” temperature of about 15-30 °C, a “warm” temperature of about 30-50 °C, a “hot” temperature of about 50-95 °C); (iii) at a pH of about 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , or 12 (e.g., pH range of about 2-12, or about 3-11); (iv) at a salt (e.g., NaCI) concentration of at least about 0.5, 1.0, 1.5, 2.0, 2.5, 3.0, 3.5, or 4.0 wt%; or any combination of (i)
- the contacting step in a fabric care method or laundry method can comprise any of washing, soaking, and/or rinsing steps, for example.
- Contacting a material or fabric in still further embodiments can be performed by any means known in the art, such as dissolving, mixing, shaking, spraying, treating, immersing, flushing, pouring on or in, combining, painting, coating, applying, affixing to, and/or communicating an effective amount of an alpha-glucan ether derivative herein with the fabric or material.
- contacting may be used to treat a fabric to provide a surface substantive effect.
- the term “fabric hand” or “handle” refers to a person’s tactile sensory response towards fabric which may be physical, physiological, psychological, social or any combination thereof.
- the fabric hand may be measured using a PhabrOmeter® System for measuring relative hand value (available from Nu Cybertek, Inc. Davis, CA) (American Association of Textile Chemists and Colorists [AATCC test method “202- 2012, Relative Hand Value of Textiles: Instrumental Method”]).
- an alpha-glucan ether derivative of the aqueous product adsorbs to the fabric.
- This feature is believed to render an alpha-glucan ether derivative herein useful as an antiredeposition agent and/or anti-greying agent in fabric care compositions (in addition to its viscosity-modifying effect, e.g.).
- An anti-redeposition agent or anti-greying agent herein helps keep soil from redepositing onto clothing in wash water after the soil has been removed. It is further contemplated that adsorption of an alphaglucan ether derivative herein to a fabric enhances mechanical properties of the fabric in some aspects.
- Adsorption of an alpha-glucan ether derivative to a fabric herein can be measured using a colorimetric technique (e.g., Dubois et al., 1956, Anal. Chem. 28:350-356; Zemljic et al., 2006, Lenzinger Berichte 85:68-76; both incorporated herein by reference), for example, or any other method known in the art.
- a colorimetric technique e.g., Dubois et al., 1956, Anal. Chem. 28:350-356; Zemljic et al., 2006, Lenzinger Berichte 85:68-76; both incorporated herein by reference
- dish detergent e.g., automatic dishwashing detergent or hand dish detergent
- examples of such materials include surfaces of dishes, glasses, pots, pans, baking dishes, utensils and flatware made from ceramic material, china, metal, glass, plastic (e.g., polyethylene, polypropylene, polystyrene, melamine, etc.) and wood (collectively referred to herein as “tableware”).
- the treatment method in certain embodiments can be considered a dishwashing method or tableware washing method, for example.
- conditions e.g., time, temperature, wash volume
- a tableware article can be contacted with an aqueous composition herein under a suitable set of conditions such as any of those disclosed above with regard to contacting a fabric-comprising material.
- a treatment method in certain embodiments can be considered an oral care method or dental care method, for example.
- Conditions (e.g., time, temperature) for contacting an oral surface with an aqueous composition herein should be suitable for the intended purpose of making such contact.
- Other surfaces that can be contacted in a treatment method also include a surface of the integumentary system such as skin, hair or nails (i.e. , any keratin-comprising tissue or material) (e.g., with a body wash, skin conditioner, shampoo, hair conditioner, nail conditioner, or any other suitable product herein).
- some aspects of the present disclosure concern material (e.g., fabric, or a fiber-comprising product as disclosed herein, or any other material herein such as hair, skin, or other keratin-comprising material) that comprises an alpha-glucan ether derivative herein.
- material e.g., fabric, or a fiber-comprising product as disclosed herein, or any other material herein such as hair, skin, or other keratin-comprising material
- Such material can be produced following a material treatment method as disclosed herein, for example.
- a material may comprise an alpha-glucan ether derivative in some aspects if the alpha-glucan ether derivative is adsorbed to, or otherwise in contact with (e.g., alpha-glucan ether comprised in a coating of the material), the surface of the material.
- Some aspects of a method of treating a material herein further comprise a drying step, in which a material is dried after being contacted with the aqueous composition.
- a drying step can be performed directly after the contacting step, or following one or more additional steps that might follow the contacting step (e.g., drying of fabric, tableware, or hair after being rinsed, in water for example, following a wash in an aqueous composition herein). Drying can be performed by any of several means known in the art, such as air drying (e.g., ⁇ 20-25 °C), or at a temperature of at least about 30, 40, 50, 60, 70, 80, 90, 100, 120, 140, 160, 170, 175, 180, or 200 °C, for example.
- a material that has been dried herein typically has less than 3, 2, 1 , 0.5, or 0.1 wt% water comprised therein.
- An aqueous product used in a treatment method herein can be any aqueous product/composition disclosed herein.
- aqueous products include detergents (e.g., laundry detergent or dish detergent), fabric softeners, watercontaining dentifrices such as toothpaste, and hair care products such as hair styling, hair cleaning, or hair conditioning products.
- Some aspects herein regard a method of treating hair e.g., washing and/or conditioning.
- Such a method can comprise, for example, at least steps:
- aqueous product e.g., shampoo and/or conditioner
- an alpha-glucan ether derivative herein typically wherein the aqueous product is applied in a manner in which it has been diluted in water (e.g., by virtue of using in a shower/bath setting), thereby providing treated hair (or coated hair)
- step (c) optionally drying the treated hair following step (a) or step (b).
- Step (c) of drying can be performed following any suitable drying process herein, for example, such as by air drying or blow drying, with either room temperature or heated air. Drying can be done with (or without) agitation of the treated hair, such as by combing or brushing while drying.
- Wet treated hair (e.g., rinsed treated hair) and/or dry treated hair resulting from such a hair treatment method can require a lower amount of energy (e.g., lessened by about, or at least about, 5%, 6%, 7%, 8%, 9%, 10%, 11 %, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%) to be combed (e.g., as compared to hair otherwise treated in the same manner but with a hair care composition that does not comprise an alpha-glucan ether derivative herein and that optionally instead comprises an incumbent/conventional hair treatment/conditioning polymer such as polyquaternium-10, guar hydroxypropyltrimonium chloride, polyquaternium-7, hydroxypropyl guar hydroxypropyltrimonium chloride).
- an incumbent/conventional hair treatment/conditioning polymer such as polyquaternium-10, guar hydroxypropyltrimonium chloride, polyquaternium-7,
- a method of treating hair further comprises step (d) of combing or brushing the treated hair, where such combing/brushing requires less combing energy as described above.
- Hair treated herein can be of any hair type, such as straight, wavy, curly, or coily (kinky) hair.
- Straight hair can be fine to coarse, and/or curl-resistant, for example.
- Wavy hair can be fine and thin, to coarse and frizzy, for example.
- Curly hair can be of loose curls to corkscrew curls, for example.
- Coily hair can be tightly coiled to Z-angled coiled, for example.
- Hair in some aspects before being treated with an alpha-glucan ether derivative herein can be virgin hair, which has never been dyed, bleached, or chemically processed (e.g., a perm), for example, or it can be non-virgin hair (e.g., dyed, beached and/or chemically treated).
- Hair herein to which an alpha-glucan ether derivative has been adsorbed or otherwise deposited on the hair surface can be of any of the foregoing hair types, for instance.
- compositions and methods disclosed herein include:
- a composition (typically can be characterized as a liquid composition) comprising: (i) about 15% to 75% (e.g., about 20% to 70%) by weight of at least one organic solvent (typically a polar organic solvent), (ii) about 20% to 50% by weight of at least one cationic alpha-glucan ether derivative, and (iii) less than about 50% (e.g., less than about 45%) by weight water (but typically also at least about 20% by weight water); wherein at least about 50% of the glycosidic linkages of the cationic alpha-glucan ether derivative are alpha-1 ,6 linkages (i.e., the ether is a cationic alpha-1 ,6-glucan ether, or cationic dextran ether), and the cationic alphaglucan ether derivative has a degree of substitution (DoS) of about 0.001 to about 3.0 with at least one positively charged organic group that is ether-linked to the alpha-glucan.
- DoS degree of substitution
- composition of embodiment 1 wherein at least about 90% of the glycosidic linkages of the cationic alpha-glucan ether derivative are alpha-1 ,6 linkages.
- composition of embodiment 1 or 2, wherein the cationic alpha-glucan ether derivative comprises at least about 1 % alpha-1 ,2 and/or alpha-1 ,3 branches (e.g., about, or at least about, 3%, 3-35%, 3-30%, 3-25%, or 3-20% alpha-1 ,2 and/or alpha-1 ,3 branches).
- Mw weight-average molecular weight
- composition of embodiment 6, wherein the substituted ammonium group comprises a quaternary ammonium group.
- composition of embodiment 7, wherein the quaternary ammonium group comprises a trimethylammonium group.
- composition of embodiment 7, wherein the quaternary ammonium group comprises at least one Cw to Cie alkyl group (e.g., comprises a C to Ci6 alkyl group and two Ci to C4 alkyl groups).
- a quaternary ammonium hydroxyalkyl group e.g., a quaternary ammonium hydroxymethyl group, a quaternary ammonium hydroxyethyl group, or a quaternary ammonium hydroxypropyl group.
- composition of embodiment 10, wherein the quaternary ammonium hydroxyalkyl group comprises a trimethylammonium hydroxyalkyl group (e.g., a trimethylammonium hydroxymethyl group, a trimethylammonium hydroxyethyl group, or a trimethylammonium hydroxypropyl group).
- a trimethylammonium hydroxyalkyl group e.g., a trimethylammonium hydroxymethyl group, a trimethylammonium hydroxyethyl group, or a trimethylammonium hydroxypropyl group.
- composition of embodiment 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11 wherein the at least one organic solvent comprises ethanol, ethylene glycol, polyethylene glycol, 1,2-propanediol, propylene glycol, dipropylene glycol, tripropyleneglycol, polypropylene glycol, and/or glycerol.
- composition of embodiment 12, wherein the at least one organic solvent comprises propylene glycol.
- composition of embodiment 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12, or 12b comprising: (i) about 25% to 40% (e.g., 25-35%, 30-40%, 30-35%, 32-35%, 32- 34%, 33-34%) by weight of the at least one organic solvent, (ii) about 25% to 40% (e.g., 25-35%, 30-40%, 30-35%, 32-25%, 32-34%, 33-34%) by weight of the at least one cationic alpha-glucan ether derivative, and (iii) about 25% to 40% (e.g., 25-35%, 30-40%, 30-35%, 32-35%, 32-34%, 33-34%) by weight water.
- about 25% to 40% e.g., 25-35%, 30-40%, 30-35%, 32-35%, 32-34%, 33-34% by weight of the at least one organic solvent
- about 25% to 40% e.g., 25-35%, 30-40%, 30-35%, 32-25%, 32-34%, 33-34
- a product comprising the composition of embodiment 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12, 12b, or 13, or a product comprising the composition as produced by the method of embodiment 23, 24 or 25, typically wherein the composition was used as an ingredient/component in producing the product.
- a complexing agent soil release polymer, surfactancy-boosting polymer, bleaching agent, bleach activator, bleaching catalyst, fabric conditioner, clay, foam booster, suds suppressor, anti-corrosion agent, soil-suspending agent, anti-soil re-deposition agent, dye, bactericide, tarnish inhibitor, optical brighten
- step (a) is an etherification reaction composition (typically a terminated/quenched/neutralized reaction) in which the cationic alpha-glucan ether derivative was produced.
- etherification reaction composition typically a terminated/quenched/neutralized reaction
- step (a) comprises subjecting the etherification reaction composition to one or more rounds of a purification process (to increase the purity of the cationic alpha-glucan ether derivative in the aqueous composition) (e.g., diafiltration such as ultrafiltration or nanofiltration, or dialysis).
- a purification process to increase the purity of the cationic alpha-glucan ether derivative in the aqueous composition
- diafiltration such as ultrafiltration or nanofiltration, or dialysis
- alpha-1 ,6-glucan containing various amounts of alpha- 1 ,2 branching are disclosed in U.S. Appl. Publ. No. 2018/0282385, which is incorporated herein by reference. Reaction parameters such as sucrose concentration, temperature, and pH can be adjusted to provide alpha-1 ,6-glucan having various levels of alpha-1 ,2-branching and molecular weight.
- a representative procedure for the preparation of alpha-1 ,2-branched alpha-1 ,6- glucan is provided below (containing 19% alpha-1 , 2-branching and 81 % alpha-1 ,6 linkages).
- the 1 D 1 H-NMR spectrum was used to quantify glycosidic linkage distribution.
- alpha-1 ,6-glucan with alpha-1 ,2-branching were prepared similarly. For example, one sample contained 32% alpha-1 ,2-branching and 68% alpha-1 ,6 linkages, and another contained 10% alpha-1 , 2-branching and 90% alpha-1 ,6 linkages.
- Soluble alpha-1 , 6-glucan with about 19% alpha-1 ,2 branching was prepared using stepwise combination of glucosyltransferase (dextransucrase) GTF8117 and alpha-1 ,2 branching enzyme GTFJ18T1 , according to the following procedure.
- a reaction mixture (2 L) comprised of sucrose (450 g/L), GTF8117 (9.4 U/mL), and 50 mM sodium acetate was adjusted to pH 5.5 and stirred at 47 °C. Aliquots (0.2-1 mL) were withdrawn at predetermined times and quenched by heating at 90 °C for 15 minutes. The resulting heat-treated aliquots were passed through a 0.45-pm filter.
- the flow-through was analyzed by HPLC to determine the concentration of sucrose, glucose, fructose, leucrose, oligosaccharides and polysaccharides. After 23.5 hours, the reaction mixture was heated to 90 °C for 30 minutes. An aliquot of the heat-treated reaction mixture was passed through a 0.45-pm filter and the flow- through was analyzed for soluble mono/disaccharides, oligosaccharides, and polysaccharides. A major product was linear dextran with a DPw of 93.
- a second reaction mixture was prepared by adding 238.2 g of sucrose and 210 mL of alpha-1 ,2-branching enzyme GTFJ18T1 (5.0 U/mL) to the leftover heat- treated reaction mixture that was obtained from the GTF8117 reaction described immediately above. The mixture was stirred at 30 °C with a volume of ⁇ 2.2 L. Aliquots (0.2-1 mL) were withdrawn at predetermined times and quenched by heating at 90 °C for 15 minutes. The resulting heat-treated aliquots were passed through a 0.45-
- reaction mixture was heated to 90 °C for 30 minutes.
- An aliquot of the heat-treated reaction mixture was passed through a 0.45-pm filter and the flow-through was analyzed for soluble mono/disaccharides, oligosaccharides, and polysaccharides.
- Leftover heat-treated mixture was centrifuged using 1-L centrifugation bottles. The supernatant was collected and cleaned more than 200-fold using an ultrafiltration system with 1- or 5-kDa MWCO cassettes and deionized water. The cleaned oligo/polysaccharide product solution was dried. Dry sample was then analyzed by 1 H-NMR spectroscopy to determine the anomeric linkages of the oligosaccharides and polysaccharides.
- alpha-1 , 2-branched alpha-1 , 6-glucans can be made following the above (or similar) enzymatic reaction strategy, for example.
- This type of alpha-glucan material can also be produced according to methodology disclosed in U.S. Pat. Appl. Publ. No. 2018/0282385, for example, which is incorporated herein by reference. Examples of different alpha-1 , 2-branched alpha-1 , 6-glucans that have been produced are listed in Table 1.
- the alpha-1 , 6-glucan backbone (from which there are alpha- 1 ,2 branches) has 100% alpha-1 ,6 glycosidic linkages; the listed molecular weight is that of the alpha-1 ,6- glucan backbone.
- Each alpha-1 , 2-branch consists of a single (pendant) glucose unit.
- This Example describes reaction and processing steps for producing a cationic alpha-glucan ether compound and formulations comprising this compound in a liquid organic medium.
- trimethylammonium hydroxypropyl alpha- 1 ,2-branched alpha-1 ,6-glucan ether was prepared in formulations further comprising water and propylene glycol.
- Such liquid formulations can be used as an ingredient in producing various products, such as those disclosed herein.
- alpha-1 , 2-branched alpha-1, 6-glucan as disclosed herein can be used as a substrate for these etherification and processing procedures, for example.
- Examples of trimethylammonium hydroxypropyl alpha-1 , 2-branched alpha-1 , 6-glucan ether products that can be produced include those listed in Table 2.
- MW molecular weight of ether compound (i.e. , alpha-glucan plus derivatized cationic ether groups).
- MW molecular weight
- DoS degree of substitution.
- each ether polymer mixture was then placed into an evaporator at 50-60 °C to remove ⁇ 33.2 wt% water. Approximately 50 g of each mixture was sampled to determine the concentrations of alpha-glucan ether polymer and propylene glycol using Rl analysis and vacuum oven solids concentrations. The final composition of each formulation was -33.3 wt% trimethylammonium hydroxypropyl alpha-1 , 2- branched alpha-1 , 6-glucan ether, -33.3 wt% propylene glycol, -33.3 wt% water, and potassium sorbate (Table 3A). The viscosity of each formulation was measured at 35 °C using an Anton Paar RheolabQC with CC27 spindle (Table 3A). Table 3A
- Table 3B provides additional cationic alpha-glucan ether formulations that were produced generally following the above methodology.
- liquid compositions in this Example and of the present disclosure have improved processibility and reduced water content.
- An organic solvent component e.g., propylene glycol
- This Example describes whether, and to what extent, including a cationic alpha-glucan ether (trimethylammonium hydroxypropyl alpha-1 ,2-branched alpha- 1 ,6-glucan ether) in shampoo formulations affects the ability of such formulations to render shampoo-washed hair to be more combable.
- Hair combability is one of the attributes immediately identified by consumers during and after using shampoo. Hair combability relates to hair fiber conditioning by a shampoo or other hair treatment: the more a hair fiber is rendered smooth by a conditioning agent, the less energy is needed to comb the conditioned hair (i.e. , decreased combing energy).
- tresses were prepared from natural Caucasian hair weighing 2.5 g each and 25 cm long. All tresses underwent a standard pre-cleaning process with 10% sodium lauryl ether sulfate (SLES) solution for 1 minute and then rinsed with running water.
- SLES sodium lauryl ether sulfate
- Wet combability was first measured (Wet Baseline). Tresses were then dried in a controlled environment at 55 ⁇ 5% relative humidity and 22 ⁇ 2 °C for 24 hours before dry-combing tests. The dry combability of each tress was then measured (Dry Baseline). The fifty tresses were split to ten groups and submitted to various shampoo treatments (below).
- a trimethylammonium hydroxypropyl alpha-1 , 2-branched alpha-1 , 6-glucan ether (cationic alpha-1 , 6-glucan ether herein below) and four conventional hair conditioning polymers (polyquaternium-10, guar hydroxypropyltrimonium chloride, polyquaternium-7, hydroxypropyl guar hydroxypropyltrimonium chloride) were individually used in a typical shampoo formulation comprising sodium laureth sulfate and cocamidopropyl betaine (Table 4) as surfactants.
- the cationic alpha- 1 , 6-glucan ether was entered into formulations 1B and 1C using a composition comprising about 33 wt% water, 33 wt% propylene glycol, and 33 wt% of the ether.
- formulations 1 B and 1C decreased combing energy with wet hair to a greater extent as compared to the control shampoo (formula 1A, no conditioning polymer), which means that the ether improved wet hair combability rendered by the shampoo. Also, formulations 1 B and 1C outperformed all shampoos, including those containing conventional conditioning polymers (formulations 1 D-1G), in affecting dry combability (Table 5).
- the cationic alpha-1 , 6-glucan ether and four conventional hair conditioning polymers used above in Shampoo-1 were individually used in a typical non-sulfate shampoo formulation comprising sodium C14-C16 olefin sulfonate (a commonly used non-sulfate anion) and cocamidopropyl betaine as surfactants (Table 6).
- the cationic alpha-1 , 6-glucan ether was entered into formulations 2B and 2C using a composition comprising about 33 wt% water, 33 wt% propylene glycol, and 33 wt% of the ether.
- 6-glucan ether-containing shampoos (formulations 2B and 2C) decreased combing energy with dry hair to a greater extent as compared to the control shampoo (formula 2A, no conditioning polymer) and all the shampoos containing conventional conditioning polymers (formulations 2D-2G), which means that the ether improved hair combability rendered by the shampoo.
- the cationic alpha-1 ,6-glucan ether used above in Shampoos-1 and -2 was tested in shampoo formulations lacking silicone and compared to a shampoo formulation containing silicone (dimethicone) as a conditioning agent (Table 8).
- the cationic alpha-1 ,6-glucan ether was entered into formulations 3B and 3C using a composition comprising about 33 wt% water, 33 wt% propylene glycol, and 33 wt% of the ether.
- cationic alpha-1 , 6-glucan ether-containing shampoos showed similar combability effects on dry hair as with a typical shampoo having dimethicone and guar hydroxypropyltrimonium chloride (formulation 3A), but a better effect than exhibited by a silicone-free shampoo (formulation 3D).
- This result indicates that cationic alpha-1 ,6-glucan ether is a more promising option than a conventional conditioning polymer as replacement for silicone.
- the cationic alpha-glucan ether of this Example can deposit onto hair (data not shown).
- This deposition capability is contemplated to account for, at least in part, the foregoing beneficial effects of using shampoo comprising the alpha-glucan ether derivative. It is contemplated that this deposition capability likewise applies to other keratin-containing tissues such as skin and nails, for example.
- the cationic alpha-glucan ether did not increase the viscosity of the above formulations, and hence, for example, is useful for formulating products that can be converted to a foam prior to use (e.g., via a foaming pump).
- the cationic alpha-glucan ether did not require any special steps to enable its hydration.
- Formulations (premixes) from Examples 1 and 3 were used as intermediate premixes to create premixes PP5, PP6 and PP7 (Table 12).
- PP5 was made by mixing 60 wt% of Sample 1 (Ex. 1 , Table 3A) (“PP1” below) with 40% structuring agent
- PP6 was made by mixing 75 wt% of Sample 2 (Ex. 1 , Table 3A) (“PP2” below) with 25% structuring agent
- PP7 was made by mixing 80 wt% of PP4 (Ex. 3, Table 11) with 20% structuring agent.
- liquid detergent base was produced through standard mixing of the components described in Table 13:
- a water-soluble unit dose article was made by following process steps comprising: a. deforming a first water-soluble film to create an open cavity; b. filling the open cavity with a liquid detergent composition comprising cationically modified alpha-1 , 6-glucan ether compound; c. closing the open cavity with a water-soluble lid, wherein the water-soluble lid comprises a second water-soluble film; d. sealing the first water-soluble film and the water-soluble lid together to create the water-soluble unit dose article.
- This Example describes whether, and to what extent, including cationic alpha-glucan ether (trimethylammonium hydroxypropyl alpha-1 ,2-branched alpha- 1 , 6-glucan ether) in skin cleansing/washing formulations affects the ability of such formulations to be rinsed from skin.
- the alpha-glucan ether derivative used in this Example was the same as the alpha-glucan ether derivative used in Example 2.
- the panel observed that the rinsability of Formula 1 B was statistically higher than the rinsability of Formula 1A (95% confidence interval). Better rinsability can be useful for rendering a skin cleansing product that does not leave a slimy, heavy/unfresh feeling.
- the panel also observed that using Formula 1 B resulted in less sensation of skin roughness as compared to Formula 1A (95% confidence interval). This decrease in skin roughness perception means that a skin cleansing product can be rendered that does not leave a feeling of dehydration or skin tightness following its use.
- the formulations of Table 15 were generally easier to rinse overall, since they contained a common soap ingredient, potassium laurate. Thus, these formulations were only evaluated for skin-feel after rinsing.
- the sensory panel observed that feelings of skin roughness immediately after rinsing of Formula 2B were statistically lower than those experienced after rinsing Formula 2A (90% confidence interval). This decrease in skin roughness perception means that a soap product can be rendered that does not leave a feeling of dehydration or skin tightness following its use.
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Abstract
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Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2025519750A JP2025534620A (en) | 2022-10-14 | 2023-10-12 | Composition comprising water, a cationic α-1,6-glucan ether, and an organic solvent |
| CN202380071839.1A CN120225168A (en) | 2022-10-14 | 2023-10-12 | Composition comprising water, cationic alpha-1,6-glucan ether and an organic solvent |
| KR1020257012652A KR20250091210A (en) | 2022-10-14 | 2023-10-12 | Composition comprising water, cationic alpha-1,6-glucan ether, and organic solvent |
| EP23805360.7A EP4601606A1 (en) | 2022-10-14 | 2023-10-12 | Compositions comprising water, cationic alpha-1,6-glucan ether and organic solvent |
| MX2025004116A MX2025004116A (en) | 2022-10-14 | 2025-04-07 | Compositions comprising water, cationic alpha-1,6-glucan ether and organic solvent |
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| US202263379507P | 2022-10-14 | 2022-10-14 | |
| US63/379,507 | 2022-10-14 | ||
| US202363587488P | 2023-10-03 | 2023-10-03 | |
| US63/587,488 | 2023-10-03 |
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| WO2024081773A1 true WO2024081773A1 (en) | 2024-04-18 |
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| PCT/US2023/076672 Ceased WO2024081773A1 (en) | 2022-10-14 | 2023-10-12 | Compositions comprising water, cationic alpha-1,6-glucan ether and organic solvent |
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| EP (1) | EP4601606A1 (en) |
| JP (1) | JP2025534620A (en) |
| KR (1) | KR20250091210A (en) |
| CN (1) | CN120225168A (en) |
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-
2023
- 2023-10-12 KR KR1020257012652A patent/KR20250091210A/en active Pending
- 2023-10-12 EP EP23805360.7A patent/EP4601606A1/en active Pending
- 2023-10-12 CN CN202380071839.1A patent/CN120225168A/en active Pending
- 2023-10-12 WO PCT/US2023/076672 patent/WO2024081773A1/en not_active Ceased
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