WO2025186087A1 - Compositions comprising a perfume and a sugar-based surfactant - Google Patents
Compositions comprising a perfume and a sugar-based surfactantInfo
- Publication number
- WO2025186087A1 WO2025186087A1 PCT/EP2025/055271 EP2025055271W WO2025186087A1 WO 2025186087 A1 WO2025186087 A1 WO 2025186087A1 EP 2025055271 W EP2025055271 W EP 2025055271W WO 2025186087 A1 WO2025186087 A1 WO 2025186087A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- perfume
- composition according
- sugar
- surfactant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- 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
- C11D3/50—Perfumes
-
- 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
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
Definitions
- the present invention relates to a composition comprising a perfume and a sugar- based surfactant as well as to a home care or personal care formulation comprising said composition.
- perfumes may not play an active role in cleaning the home, washing the hair, or cleansing the skin, they still have benefits in home care or personal care products. For example, perfumes create a pleasant in-use experience, or they may enhance the perception of cleanliness.
- the perfume content in a home care or personal care formulation is often limited by the emulsification power of the formulation. It is often a challenge to increase perfume emulsification in a formulation. There is a need for systems that can emulsify perfumes. Furthermore, there is a need for perfume-containing compositions that can be incorporated into home care or personal care formulation.
- sugar-based surfactants can support the emulsification of perfumes, and that compositions comprising a perfume and a sugar-based surfactant can be incorporated into home care or personal care formulations.
- the present invention relates to a composition
- a composition comprising
- the composition of the invention comprises a perfume.
- the perfume comprises perfume raw materials selected from the group consisting of perfume raw materials comprising an ester functionality, perfume raw materials comprising an aldehyde functionality, perfume raw materials comprising a ketone functionality, and mixtures thereof.
- the perfume is a mixture of perfume raw materials, such as aromatic natural oils and aromatic chemicals, which taken together form a complex scent that delivers a number of benefits. These benefits may include the coverage of product base odor, scenting the product itself, and lingering scent radiating from the surface into the air. When the composition is sprayed, the benefit may also include the delivery of scent to the air when spraying the composition on a surface.
- the perfume may comprise, for example, at least 3, at least 5, at least 7, at least 11 , or at least 15 perfume raw materials.
- Preferred perfume raw materials refer to compounds having a molecular weight of at least 100 g/mol. Typical perfume raw materials are useful in imparting an odor, fragrance, essence, or scent, either alone or with other perfume raw materials.
- Preferred perfume raw materials comprise alcohols, aldehydes, ketones, esters, ethers, nitrites or alkenes.
- Preferred perfume raw materials comprise terpenes.
- the perfume raw materials may be characterized by their boiling points measured at normal pressure (760 mm Hg), and their octanol/water partitioning coefficient (P), which may be described in terms of logP. Based on these characteristics, the perfume raw materials may be categorized as Quadrant I, Quadrant II, Quadrant III, or Quadrant IV perfumes. A perfume having a variety of perfume raw materials from different quadrants may be desirable, for example, to provide fragrance benefits at different touchpoints during normal usage of the composition.
- Quadrant I perfume raw materials Perfume raw materials having a boiling point lower than about 250°C and a logP lower than about 3 are known as Quadrant I perfume raw materials. Quadrant I perfume raw materials are preferably limited to less than 30% of the perfume composition. Perfume raw materials having a boiling point of greater than about 250°C and a logP of greater than about 3 are known as Quadrant IV perfume raw materials. Perfume raw materials having a boiling point of greater than about 250°C and a logP lower than about 3 are known as Quadrant II perfume raw materials. Perfume raw materials having a boiling point lower than about 250°C and a logP of greater than about 3 are known as a Quadrant III perfume raw materials. Suitable Quadrant I, II, III, and IV perfume raw materials are disclosed in U.S. Patent 6,869,923 B1.
- the perfume comprises at least 10% by weight of the perfume of perfume raw materials comprising an ester functionality, an aldehyde functionality, or a ketone functionality. More preferably, the perfume comprises at least 10% by weight of the perfume of perfume raw materials comprising an ester functionality. More preferably, the perfume comprises at least 5% by weight of the perfume of perfume raw materials comprising an aldehyde functionality and preferably at least 5% by weight of the perfume of perfume raw materials comprising a ketone functionality. Even more preferably, the perfume comprises at least 25% by weight of the perfume of a mixture of perfume raw materials comprising ester, aldehyde and ketone functionalities.
- Perfume raw materials comprising an ester functionality include, for example, acetates, anthranilates, benzoates, butyrates, cinnamates, formates, isobutyrates, phenylacetates, propionates, or mixtures thereof.
- Perfume raw materials comprising an ester functionality include, for example, anisyl acetate, benzyl benzoate, cedryl formate, cinnamyl isobutyrate, citronellyl acetate, citronellyl formate, dihydrocarvyl acetate, diheptyl acetate, ethyl phenyl acetate, furfuryl phenyl acetate, geranyl benzoate, geranyl butyrate, hexyl caproate, isobutyl phenol acetate, isononyl acetate, isononyl propionate, linalyl acetate, linalyl formate, phenoxy ethyl isobutyrate, benzyl acetate, tricyclodecenyl acetate, tricyclodecenyl propionate, geranyl acetate, phenyl ethyl acetate, pseudo linalyl
- Perfume raw materials comprising an aldehyde functionality include, for example, C8- C12 aldehydes, which are aldehydes having 8 to 12 carbon atoms.
- Perfume raw materials comprising an aldehyde functionality include, for example, dodecanal, 2- methylundecanal, or mixtures thereof.
- Perfume raw materials comprising an aldehyde functionality include, for example, decyl aldehyde, intreleven aldehyde, lauric aldehyde, methyl nonyl acetaldehyde, nonyl aldehyde, octyl aldehyde, undecyl aldehyde, undecylenic aldehyde, trans-2 hexenal, aqual, pinyl isobutyraldehyde alpha, calypsone, nironal, noreenal, nympeal, cyclamen aldehyde, ligustral, neo hivernal, p.t.
- Perfume raw materials comprising a ketone functionality include, for example, methyl beta-naphthyl ketone, musk indanone (1 ,2, 3,5,6, 7-Hexahydro-1 , 1 ,2,3, 3-pentamethyl- 4H-inden-4-one), tonalide (6-Acetyl-1 ,1 ,2,4,4, 7-hexamethyltetralin), alpha- damascone, beta-damascone, delta-damascone, iso-damascone, damascenone, methyl dihydrojasmonate, menthone, carvone, camphor, kovone (3, 4, 5,6,6- pentamethylhept-3-en-2-one), Fenchone, alpha-ionone, beta-ionone, gamma-methyl ionone, fleuramone (2-heptylcyclopene-tanone), dihydrojasmone, cis-jasmone,
- Perfume raw materials comprising a ketone functionality include, for example, alpha-damascone, beta-damascone, gamma-damascone, delta- damascone, alpha-ionone, beta-ionone, gamma-ionone, delta-ionone, beta- damascenone, 3-methyl-5-propyl-2-cyclohexen-1 -one, 1 (6),8-p-menthadien-2-one, 2,5-dimethyl-5-phenyl-1 -hexen-3-one, 1 -(5,5-dimethyl-1 -cyclohexen-1 -yl)-4-penten-1 - one, 8 or 10-methyl-alpha-ionone, 1 -(2,2,3, 6-tetramethyl-1-cyclohexyl)-2-buten-1 - one, 4-(2,2,3,6-tetramethyl-1 -cyclohexyl)-3-buten-2-one, 2-cycl
- composition of the invention comprises a sugar-based surfactant.
- the sugar-based surfactant is an N-methyl glucamide or an alkyl polyglycoside.
- the sugar-based surfactant is an N-methyl glucamide.
- the sugar-based surfactant is an N-methyl glucamide of Formula (X) wherein R is selected from saturated or unsaturated hydrocarbon chains having 5 to 23 carbon atoms.
- R in formula (X) is selected from saturated or unsaturated hydrocarbon chains having 7 to 17 carbon atoms.
- N-methyl glucamides of Formula (X) are capryloyl/caproyl methyl glucamide, lauroyl/myristoyl methyl glucamide, cocoyl methyl glucamide, sunfloweroleyl methyl glucamide, or mixtures thereof.
- Such N-methyl glucamides are commercially available from Clariant (GlucoTain® Clear, GlucoTain® Plus, GlucoTain® Flex, GlucoTain® Care, GlucoTain® Sense).
- the sugar-based surfactant is an alkyl polyglycoside.
- An alkyl polyglycoside is also referred to herein as APG.
- Alkyl polyglycosides are fatty ether derivatives of saccharides or polysaccharides. They can, for example, be formed when a carbohydrate is reacted under acidic conditions with a fatty alcohol through condensation polymerization. Alkyl polyglycosides can, for example, be derived from corn-based carbohydrates and fatty alcohols from natural oils in animals, coconuts and palm kernels. Natural gas or petroleum-based alcohols may also be used, particularly in shorter chain lengths.
- Preferred alkyl polyglycosides are characterized by the saccharide moiety being a hexose (which is a saccharide moiety containing 6 carbon atoms) or pentose (which is a saccharide moiety containing 5 carbon atoms).
- Preferred alkyl polyglycosides are alkyl polyglucosides.
- Alkyl polyglucosides are characterized by the saccharide moiety being glucose.
- Preferred alkyl polyglucosides have naturally derived glucoside groups.
- Preferred alkyl polyglycosides comprise an aliphatic group containing 6 to 20 carbon atoms.
- the sugar-based surfactant is an alkyl polyglycoside of Formula (Y)
- G is a monosaccharide moiety containing 5 or 6 carbon atoms
- R is an aliphatic group containing 6 to 20 carbon atoms; and x is from 0.1 to 10.
- the average number of monosaccharide moieties, x, in the alkyl polyglycoside is also referred to as the degree of polymerization of the alkyl polyglycoside.
- x is an integer on the basis of individual molecules, but because there are statistical variations in the manufacturing process of alkyl polyglucosides, x may be a noninteger on an average basis.
- x in Formula (Y) is from 0.5 to 5, more preferably from 0.7 to 3, even more preferably from 0.8 to 2.5, even more preferably from 1 to 2, particularly preferably from 1 .4 to 1 .7.
- G in Formula (Y) is a monosaccharide moiety containing 5 carbon atoms. More preferably, G in Formula (Y) is a monosaccharide moiety containing 6 carbon atoms.
- G is a glucose, fructose, mannose, galactose, talose, gulose, allose, altrose, idose, arabinose, xylose, lyxose or ribose moiety.
- G is a glucose moiety.
- R in Formula (Y) is an aliphatic group containing 8 to 18 carbon atoms, more preferably 8 to 16 carbon atoms, even more preferably 8 to 14 carbon atoms, particularly preferably 8 to 10 carbon atoms.
- the aliphatic group can be saturated or unsaturated.
- the aliphatic group is saturated.
- the composition of the invention further comprises a surfactant C.
- the surfactant C is different from the sugar-based surfactant.
- the surfactant C is an alcohol ethoxylate of Formula (I)
- R 1 is selected from linear or branched C6-C24 alkyl and linear or branched C6- C24 alkenyl; n , on a molar average, is a number from 3 to 100.
- R 1 in Formula (I) is selected from linear or branched C8-C20 alkyl and linear or branched C8-C20 alkenyl. More preferably, R 1 in Formula (I) is selected from linear or branched C12-C18 alkyl and linear or branched C12-C18 alkenyl.
- R 1 in Formula (I) is selected from linear or branched C16-C18 alkyl and linear or branched C16-C18 alkenyl.
- R 1 in Formula (I) is selected from linear or branched C8-C20 alkyl. More preferably, R 1 in Formula (I) is selected from linear or branched C12-C18 alkyl. Particularly preferably, R 1 in Formula (I) is selected from linear or branched C16-C18 alkyl.
- n in Formula (I), on a molar average is a number from 10 to 80. More preferably, n in Formula (I), on a molar average, is a number from 30 to 70. Even more preferably, n in Formula (I), on a molar average, is a number from 40 to 60. Particularly preferably, n in Formula (I), on a molar average, is a number from 45 to 55.
- the surfactant C is an alcohol ethoxylate of Formula (I)
- R 1 is selected from linear or branched C16-C18 alkyl; n , on a molar average, is a number from 40 to 60, preferably from 45 to 55.
- alcohol ethoxylates are conversion products of an alcohol with ethylene oxide.
- the ethoxylation process of the alcohols with ethylene oxide generally takes place at elevated temperatures and pressures as well as in the presence of a catalyst.
- the composition of the invention further comprises an alcohol D.
- the alcohol D is selected from glycerol (glycerin), propylene glycol (1 ,2-propanediol), 1 ,3-propanediol, 1 ,2-butanediol, 1 ,3-butanediol, 1 ,2- pentanediol, dipropylene glycol, ethylene glycol, polyethylene glycol, sorbitol, and mixtures thereof.
- the alcohol D is selected from glycerol (glycerin), propylene glycol (1 ,2-propanediol), 1 ,3-propanediol, dipropylene glycol, ethylene glycol, and mixtures thereof.
- the alcohol D is glycerol (glycerin).
- composition of the invention further comprises water.
- composition of the invention comprises
- the perfume is present in the composition in an amount of from 0.1 to 70 wt-%, preferably from 10 to 65 wt-%, more preferably from 25 to 60 wt- %, particularly preferably from 40 to 50 wt-%, based on the total weight of the composition.
- the sugar-based surfactant is present in the composition in an amount of from 0.1 to 10 wt-%, preferably from 0.3 to 5 wt-%, more preferably from 0.5 to 3 wt-%, particularly preferably from 0.7 to 1 .5 wt-%, based on the total weight of the composition.
- the surfactant C is present in the composition in an amount of from 0.1 to 15 wt-%, preferably from 0.5 to 10 wt-%, more preferably from 1 .0 to 5 wt-%, particularly preferably from 1 .5 to 2.5 wt-%, based on the total weight of the composition.
- the alcohol D is present in the composition in an amount of from 0.1 to 20 wt-%, preferably from 1.5 to 15 wt-%, more preferably from 2.0 to 10 wt-%, particularly preferably from 2.5 to 5.0 wt-%, based on the total weight of the composition.
- the water is present in the composition in an amount of from 10 to 75 wt-%, preferably from 25 to 60 wt-%, more preferably from 40 to 55 wt- %, particularly preferably from 45 to 50 wt-%, based on the total weight of the composition.
- the weight ratio of the sugar-based surfactant to the surfactant C is from 2:1 to 1 :10, preferably from 1 :1 to 1 :5, more preferably from 1 :1 to 1 :3, particularly preferably from 1 :1 .5 to 1 :2.
- the composition of the invention has a pH in the range of from 2 to 11 , preferably from 4.5 to 9, more preferably from 6 to 8.5, particularly preferably from 6.5 to 8.
- the pH can be adjusted by methods known in the art, for example by addition of an acid (for example citric acid or formic acid) or a base (for example sodium hydroxide or ethanolamine).
- the composition of the invention is an emulsion.
- the composition of the invention is an oil-in-water emulsion.
- the emulsion (particularly preferably oil-in-water emulsion) contains droplets having a mean droplet size D50 in the range of from 50 to 1000 nm, preferably from 80 to 500 nm, more preferably from 110 to 250 nm, particularly preferably from 140 to 190 nm.
- the present invention also relates to an emulsifier system comprising
- the present invention also relates to a home care or personal care formulation comprising a composition of the present invention.
- the present invention also relates to a home care or personal care formulation comprising a composition of the present invention, wherein said composition is present in the home care or personal care formulation in an amount such that the amount of the perfume is from 0.02 to 5 wt-%, preferably from 0.05 to 2 wt-%, more preferably from 0.1 to 1.5 wt-%, particularly preferably from 0.1 to 1 wt-%, based on the total weight of the home care or personal care formulation.
- the home care or personal care formulation is a home care cleaning formulation or a personal care cleansing formulation.
- the home care or personal care formulation is a home care formulation.
- the home care formulation is selected from the group consisting of hard surface cleaner, multipurpose cleaner, household cleaner, floor cleaner, bathroom cleaner, toilet cleaner, kitchen cleaner, hand dishwashing detergent, laundry detergent, and fabric conditioner.
- the home care or personal care formulation is a personal care formulation.
- the personal care formulation may be a rinse-off formulation or leave-on formulation, preferably a rinse-off formulation.
- the personal care formulation is selected from the group consisting of skin oil, skin care cream, skin care lotion, ointment, skin conditioner, face spray, body spray, hand oil, shower bath, hair conditioner, shaving gel, shampoo, body wash, facial cleanser, face mask, bubble bath, intimate wash, bath oil, cleansing milk, micellar water, make-up remover, cleansing wipes, hair mask, liquid soap, shaving soap, shaving foam, cleansing foam, day cream, anti-ageing cream, body milk, body lotion, body mousse, skin serum, face serum, hand serum, nail serum, eye cream, sunscreen lotion, sun cream, face cream, after-shave lotion, pre-shaving cream, depilatory cream, skin-whitening gel, self-tanning cream, anti-acne gel, mascara, foundation, primer, concealer, blush, bronzer, blemish balm (bb) cream, eyeliner, night cream, eye brow gel, highlighter, lip stain, hand sanitizer, hair oil, nail varnish remover, conditioner, hair styling gel,
- the personal care formulation is selected from the group consisting of skin conditioner, shower bath, hair conditioner, shaving gel, shampoo, body wash, facial cleanser, bubble bath, intimate wash, bath oil, cleansing milk, make-up remover, cleansing wipes, liquid soap, shaving soap, shaving foam, cleansing foam, anti-acne gel, hand sanitizer, scalp treatment, exfoliator, face scrub, body scrub, hair treatment, bath additive, skin gel, cream gel, and shower milk.
- the home care formulation comprises one or more substances selected from the group consisting of non-ionic surfactants, cationic surfactants, anionic surfactants, amphoteric surfactants, additives and auxiliaries, for example additives for dissolution time control, additives for performance improvement (e.g. soil release polymers; dye fixatives; dye transfer inhibitors; bleach systems; biocides or antimicrobial components; or builders) or washing assistants (e.g.
- enzymes enzymes; enzyme stabilizers; preservatives; foam enhancers; foam inhibitors; corrosion inhibitors; optical brighteners; UV absorbers; alkalis; hydrotropic compounds; antioxidants; solvents; salts or extenders; dispersants; graying inhibitors; softeners; antistats; fragrances or perfumes); dyes; pigments; colorants or pearlizing agents.
- nonionic surfactants are alkanolamides, alkyldimethyl-amineoxides, di- alkyl-methylamineoxides, alkylamidopropyl-amine oxides, fatty acid-N- methylglucamides, alkylpolyglucosides, oxalkylated fatty acids, alkoxylated alcohols (alkyl ether, alkyl polyethylene glycol ether, fatty alcohol polyglycol ether), (EO/PO) ethoxylated/propoxylated block copolymers, oxalkylated fatty acid esters or oxalkylated alkylamines.
- alkyl and fatty acid groups of these compounds may contain 8 to 22 carbon atoms and may be linear or branched.
- Oxalkylated means products that contain preferably 1 to 20 units of ethylene oxide or propyleneoxide or mixtures thereof.
- Examples of cationic surfactants are quaternary ammonium compounds such as alkyldimethyl-hydroxyethyl-ammonium. Instead of alkyl groups, these ammonium compounds may also have alkenyl groups or mixtures of both. The alkyl as well as the alkenyl groups may contain 8 to 22 carbon atoms. They may be linear or branched. Preferred ammonium compounds are Cs-C22-alkyl- or alkenyl-dimethyl- hydroxyethyl-ammonium compounds. Particularly preferred ammonium compounds are Ci2/Ci4-alkyl dimethyl hydroxyethyl ammonium compounds.
- ammonium compounds may contain any kind of anion, the preferred ones are chloride, bromine, acetate, lactate, sulfate or methosulfate.
- a very preferred ammonium compound is C12/C14-alkyl dimethyl hydroxyethyl ammonium chloride.
- anionic surfactants are alkyl sulfates, alkyl ether sulfates, alkyl aryl sulfonates such as a linear alkylbenzene sulfonates (LAS), fatty acid soaps, methyl ester sulfonates, paraffin sulfonates, olefin sulfonates, alcohol ethoxysulfates, mono- or dialkyl sulfosuccinates, mono- or dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids or salts thereof, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, N-acyl amino acids such as, for example, acyl lactylates, acyl tartrates, acyl glutamates or alkyl oligoglucoside sulfates.
- LAS linear alkylbenzen
- amphoteric surfactants are alkyl amidopropyl betaines, alkyl dimethyl betaines, alkyl amphoacetates or -diacetates.
- the alkyl groups of these compounds which may be partially or fully replaced by alkenyl groups, may contain 8 to 22 carbon atoms and may be linear or branched.
- the polyalkylene glycol groups may contain 1 to 20 ethoxy and/or propoxy units.
- the personal care formulation comprises one or more auxiliaries.
- the personal care formulation comprises additives common in cosmetology, pharmacy, or dermatology, which are herein called auxiliaries.
- the auxiliary is selected from the group consisting of oily substances, emulsifiers, coemulsifiers, rheology modifiers, cationic polymers, conditioning agents, film formers, superfatting agents, stabilizers, active biogenic substances, dispersing agents, wetting agents, emulsion stabilizers, binding agents, antifoaming agents, preservatives, anti-fungal substances, pearlizing agents, pigments, dyes, opacifiers, functional acids, proteins, protein derivatives such as gelatin, collagen hydrolysates, natural or synthetic-based polypeptides, egg yolk lecithin, lanolin or lanolin derivatives, fatty alcohols, silicones, glossers, care additives, antioxidants, particulate substances, astringents, substances with a
- emulsifier system 5.00 g are poured in a 250 ml glass beaker and stirred at 25°C with a frame stirrer powered with an IKA Eurostar 20 Digital overhead motor at 450 rpm.
- the particle size analysis of the samples is carried out in a particle analyzer Horiba LA-960, using a refractive index of 1 .48 - O.OOi for the disperse phase and 1 .33 for the aqueous continuous phase.
- the particle size distribution (volume) is calculated from the analysis of the scattering data making use of the Mie scattering theory according to ISO 13320.
- the values of the mean droplet size (mean diameter) D50 and the standard deviation are automatically calculated from the above-mentioned distribution by the software of the instrument.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
Abstract
The present invention relates to a composition comprising a perfume and a sugar- based surfactant as well as to a home care or personal care formulation comprising said composition.
Description
COMPOSITIONS COMPRISING A PERFUME AND A SUGAR-BASED SURFACTANT
The present invention relates to a composition comprising a perfume and a sugar- based surfactant as well as to a home care or personal care formulation comprising said composition.
Many consumers prefer their home care products, for example household cleaning products, and personal care products to smell good. While perfumes may not play an active role in cleaning the home, washing the hair, or cleansing the skin, they still have benefits in home care or personal care products. For example, perfumes create a pleasant in-use experience, or they may enhance the perception of cleanliness.
The perfume content in a home care or personal care formulation is often limited by the emulsification power of the formulation. It is often a challenge to increase perfume emulsification in a formulation. There is a need for systems that can emulsify perfumes. Furthermore, there is a need for perfume-containing compositions that can be incorporated into home care or personal care formulation.
It has been found that sugar-based surfactants can support the emulsification of perfumes, and that compositions comprising a perfume and a sugar-based surfactant can be incorporated into home care or personal care formulations.
Accordingly, the present invention relates to a composition comprising
(a) a perfume; and
(b) a sugar-based surfactant.
The composition of the invention comprises a perfume. In a preferred embodiment, the perfume comprises perfume raw materials selected from the group consisting of perfume raw materials comprising an ester functionality, perfume raw materials comprising an aldehyde functionality, perfume raw materials comprising a ketone functionality, and mixtures thereof.
Preferably, the perfume is a mixture of perfume raw materials, such as aromatic natural oils and aromatic chemicals, which taken together form a complex scent that delivers a number of benefits. These benefits may include the coverage of product base odor, scenting the product itself, and lingering scent radiating from the surface into the air. When the composition is sprayed, the benefit may also include the delivery of scent to the air when spraying the composition on a surface. The perfume may comprise, for example, at least 3, at least 5, at least 7, at least 11 , or at least 15 perfume raw materials.
Preferred perfume raw materials refer to compounds having a molecular weight of at least 100 g/mol. Typical perfume raw materials are useful in imparting an odor, fragrance, essence, or scent, either alone or with other perfume raw materials. Preferred perfume raw materials comprise alcohols, aldehydes, ketones, esters, ethers, nitrites or alkenes. Preferred perfume raw materials comprise terpenes.
The perfume raw materials may be characterized by their boiling points measured at normal pressure (760 mm Hg), and their octanol/water partitioning coefficient (P), which may be described in terms of logP. Based on these characteristics, the perfume raw materials may be categorized as Quadrant I, Quadrant II, Quadrant III, or Quadrant IV perfumes. A perfume having a variety of perfume raw materials from different quadrants may be desirable, for example, to provide fragrance benefits at different touchpoints during normal usage of the composition.
Perfume raw materials having a boiling point lower than about 250°C and a logP lower than about 3 are known as Quadrant I perfume raw materials. Quadrant I perfume raw materials are preferably limited to less than 30% of the perfume composition. Perfume raw materials having a boiling point of greater than about 250°C and a logP of greater than about 3 are known as Quadrant IV perfume raw materials. Perfume raw materials having a boiling point of greater than about 250°C and a logP lower than about 3 are known as Quadrant II perfume raw materials. Perfume raw materials having a boiling point lower than about 250°C and a logP of greater than about 3 are known as a Quadrant III perfume raw materials. Suitable
Quadrant I, II, III, and IV perfume raw materials are disclosed in U.S. Patent 6,869,923 B1.
Preferably, the perfume comprises at least 10% by weight of the perfume of perfume raw materials comprising an ester functionality, an aldehyde functionality, or a ketone functionality. More preferably, the perfume comprises at least 10% by weight of the perfume of perfume raw materials comprising an ester functionality. More preferably, the perfume comprises at least 5% by weight of the perfume of perfume raw materials comprising an aldehyde functionality and preferably at least 5% by weight of the perfume of perfume raw materials comprising a ketone functionality. Even more preferably, the perfume comprises at least 25% by weight of the perfume of a mixture of perfume raw materials comprising ester, aldehyde and ketone functionalities.
Perfume raw materials comprising an ester functionality include, for example, acetates, anthranilates, benzoates, butyrates, cinnamates, formates, isobutyrates, phenylacetates, propionates, or mixtures thereof. Perfume raw materials comprising an ester functionality include, for example, anisyl acetate, benzyl benzoate, cedryl formate, cinnamyl isobutyrate, citronellyl acetate, citronellyl formate, dihydrocarvyl acetate, diheptyl acetate, ethyl phenyl acetate, furfuryl phenyl acetate, geranyl benzoate, geranyl butyrate, hexyl caproate, isobutyl phenol acetate, isononyl acetate, isononyl propionate, linalyl acetate, linalyl formate, phenoxy ethyl isobutyrate, benzyl acetate, tricyclodecenyl acetate, tricyclodecenyl propionate, geranyl acetate, phenyl ethyl acetate, pseudo linalyl acetate, methyl benzoate, or mixtures thereof.
Perfume raw materials comprising an aldehyde functionality include, for example, C8- C12 aldehydes, which are aldehydes having 8 to 12 carbon atoms. Perfume raw materials comprising an aldehyde functionality include, for example, dodecanal, 2- methylundecanal, or mixtures thereof. Perfume raw materials comprising an aldehyde functionality include, for example, decyl aldehyde, intreleven aldehyde, lauric aldehyde, methyl nonyl acetaldehyde, nonyl aldehyde, octyl aldehyde, undecyl aldehyde, undecylenic aldehyde, trans-2 hexenal, aqual, pinyl isobutyraldehyde alpha, calypsone, nironal, noreenal, nympeal, cyclamen aldehyde, ligustral, neo
hivernal, p.t. bucinal (lilial), trans-2-docecenal, tangerinal, anisic aldehyde, iso hexenyl cyclohexenyl carboxaldehyde, melonal, citral, dupical, vanillin, ethyl vanillin, helional, heliotropin, hexyl cinnamic aldehyde, hydroxycitronellal, citronellal, floralozone, starfleur, 4,7-methano-1 H-indene-2-carboxaldehyde,octahydro-5- methoxy-, adoxal, mefranal, florhydral, bergamal, canthoxal, cinnamic aldehyde, citrathal, citronellyl oxyacetaldehyde, cyclemax, floral super, 3-cyclohexene-1- propanal,beta,4-dimethyl-, lyral, phenyl acetaldehyde, pino acetaldehyde, trans-4- decenal, vernaldehyde, Octahydro-1 H-4,7-methanoindene-5-carbaldehyde, or mixtures thereof.
Perfume raw materials comprising a ketone functionality include, for example, methyl beta-naphthyl ketone, musk indanone (1 ,2, 3,5,6, 7-Hexahydro-1 , 1 ,2,3, 3-pentamethyl- 4H-inden-4-one), tonalide (6-Acetyl-1 ,1 ,2,4,4, 7-hexamethyltetralin), alpha- damascone, beta-damascone, delta-damascone, iso-damascone, damascenone, methyl dihydrojasmonate, menthone, carvone, camphor, kovone (3, 4, 5,6,6- pentamethylhept-3-en-2-one), Fenchone, alpha-ionone, beta-ionone, gamma-methyl ionone, fleuramone (2-heptylcyclopene-tanone), dihydrojasmone, cis-jasmone, iso-E- Super (1 -(1 ,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-ethan-1 -one (and isomers), methyl cedrenyl ketone, acetophenone, methyl acetophenone, paramethoxy acetophenone, methyl beta-naphthyl ketone, benzyl acetone, benzophenone, para-hydroxyphenyl butanone, Selenium ketone (3-methyl-5-propyl- 2-cyclohexenone), 6-isopropyldecahydro-2-naphthone, dimethyloctenone, 2-butan-2- yl-cyclohexan-1 -one, 4-(1 -ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanone, methylheptenone, 2-(2-(4-methyl-3-cyclohexen-1-yl) propyl) cyclopentanone, 1-(p- menthen-6-yl)-1 -propanone, 4-(4-hydroxy-3-methoxyphenyl)-2-butanone, 2-Acetyl- 3,3-dimethylnorbornane, 6,7-Dihydro-1 ,1 ,2,3,3-pentamethyl-4 (5 H)-indanone, 4- damascol, Dulcinyl (4-(1 ,3-benzodioxol-5-yl) butan-2-one), hexalone (1 -(2,6,6- trimethyl-2-cyclohexen-1-yl)-1 ,6-heptadien-3-one), Isocyclemon E (2- acetonaphthone-1 ,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl), methyl nonyl ketone, methyl cyclocitrone, methyl lavendel ketone, orivone (4-tert-amylcyclohexanone), 4- tert-butylcyclohexanone, Delphon (2-pentylcyclopentanone), muscone (CAS 541-91- 3), neobutenone (1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one), plicatone (CAS 41724-19-0), veloutone (2,2,5-trimethyl-5-pentylcyclopentan-1-one), 2, 4, 4, 7-
tetramethyloct-6-en-3-one, tetrameran (6,10-dimethylundecen-2-one), or mixtures thereof. Perfume raw materials comprising a ketone functionality include, for example, alpha-damascone, beta-damascone, gamma-damascone, delta- damascone, alpha-ionone, beta-ionone, gamma-ionone, delta-ionone, beta- damascenone, 3-methyl-5-propyl-2-cyclohexen-1 -one, 1 (6),8-p-menthadien-2-one, 2,5-dimethyl-5-phenyl-1 -hexen-3-one, 1 -(5,5-dimethyl-1 -cyclohexen-1 -yl)-4-penten-1 - one, 8 or 10-methyl-alpha-ionone, 1 -(2,2,3, 6-tetramethyl-1-cyclohexyl)-2-buten-1 - one, 4-(2,2,3,6-tetramethyl-1 -cyclohexyl)-3-buten-2-one, 2-cyclopentadecen-1 -one, nootkatone, 2,6,6-trimethyl-bicyclo[3.1 ,1 ]heptane-3-spiro-2'-cyclohexen-4'-one, ethyl 2,4-deca-dienoate, ethyl 2-octenoate, methyl 2-nonenoate, ethyl 2,4-undecadienoate, methyl 5,9-dimethyl-2,4,8-decatrienoate, or mixtures thereof.
The composition of the invention comprises a sugar-based surfactant. Preferably, the sugar-based surfactant is an N-methyl glucamide or an alkyl polyglycoside.
In a preferred embodiment, the sugar-based surfactant is an N-methyl glucamide. In a more preferred embodiment, the sugar-based surfactant is an N-methyl glucamide of Formula (X)
wherein R is selected from saturated or unsaturated hydrocarbon chains having 5 to 23 carbon atoms. Preferably, R in formula (X) is selected from saturated or unsaturated hydrocarbon chains having 7 to 17 carbon atoms. Also preferably, the R- C=O residue in formula (X) is derived from caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, coconut fatty acids, or mixtures thereof. Also preferably, the R-C=O residue in formula (X) is derived from 9-decenoic acid, 9-dodecenoic acid, or mixtures thereof.
Particularly preferred N-methyl glucamides of Formula (X) are capryloyl/caproyl methyl glucamide, lauroyl/myristoyl methyl glucamide, cocoyl methyl glucamide,
sunfloweroleyl methyl glucamide, or mixtures thereof. Such N-methyl glucamides are commercially available from Clariant (GlucoTain® Clear, GlucoTain® Plus, GlucoTain® Flex, GlucoTain® Care, GlucoTain® Sense).
In a preferred embodiment, the sugar-based surfactant is an alkyl polyglycoside. An alkyl polyglycoside is also referred to herein as APG.
Alkyl polyglycosides are fatty ether derivatives of saccharides or polysaccharides. They can, for example, be formed when a carbohydrate is reacted under acidic conditions with a fatty alcohol through condensation polymerization. Alkyl polyglycosides can, for example, be derived from corn-based carbohydrates and fatty alcohols from natural oils in animals, coconuts and palm kernels. Natural gas or petroleum-based alcohols may also be used, particularly in shorter chain lengths.
Preferred alkyl polyglycosides are characterized by the saccharide moiety being a hexose (which is a saccharide moiety containing 6 carbon atoms) or pentose (which is a saccharide moiety containing 5 carbon atoms). Preferred alkyl polyglycosides are alkyl polyglucosides. Alkyl polyglucosides are characterized by the saccharide moiety being glucose. Preferred alkyl polyglucosides have naturally derived glucoside groups. Preferred alkyl polyglycosides comprise an aliphatic group containing 6 to 20 carbon atoms.
In a more preferred embodiment, the sugar-based surfactant is an alkyl polyglycoside of Formula (Y)
(G)x-O-R (Y) wherein
G is a monosaccharide moiety containing 5 or 6 carbon atoms;
R is an aliphatic group containing 6 to 20 carbon atoms; and x is from 0.1 to 10.
The average number of monosaccharide moieties, x, in the alkyl polyglycoside is also referred to as the degree of polymerization of the alkyl polyglycoside. Generally, x is an integer on the basis of individual molecules, but because there are statistical
variations in the manufacturing process of alkyl polyglucosides, x may be a noninteger on an average basis.
Preferably, x in Formula (Y) is from 0.5 to 5, more preferably from 0.7 to 3, even more preferably from 0.8 to 2.5, even more preferably from 1 to 2, particularly preferably from 1 .4 to 1 .7.
Preferably, G in Formula (Y) is a monosaccharide moiety containing 5 carbon atoms. More preferably, G in Formula (Y) is a monosaccharide moiety containing 6 carbon atoms. Preferably, G is a glucose, fructose, mannose, galactose, talose, gulose, allose, altrose, idose, arabinose, xylose, lyxose or ribose moiety. Particularly preferably, G is a glucose moiety.
Preferably, R in Formula (Y) is an aliphatic group containing 8 to 18 carbon atoms, more preferably 8 to 16 carbon atoms, even more preferably 8 to 14 carbon atoms, particularly preferably 8 to 10 carbon atoms. The aliphatic group can be saturated or unsaturated. Preferably, the aliphatic group is saturated.
In a preferred embodiment, the composition of the invention further comprises a surfactant C. The surfactant C is different from the sugar-based surfactant.
In a preferred embodiment, the surfactant C is an alcohol ethoxylate of Formula (I)
R1-O-(CH2CH2O)n-H (I) wherein
R1 is selected from linear or branched C6-C24 alkyl and linear or branched C6- C24 alkenyl; n , on a molar average, is a number from 3 to 100.
Preferably, R1 in Formula (I) is selected from linear or branched C8-C20 alkyl and linear or branched C8-C20 alkenyl. More preferably, R1 in Formula (I) is selected from linear or branched C12-C18 alkyl and linear or branched C12-C18 alkenyl.
Particularly preferably, R1 in Formula (I) is selected from linear or branched C16-C18
alkyl and linear or branched C16-C18 alkenyl. Preferably, R1 in Formula (I) is selected from linear or branched C8-C20 alkyl. More preferably, R1 in Formula (I) is selected from linear or branched C12-C18 alkyl. Particularly preferably, R1 in Formula (I) is selected from linear or branched C16-C18 alkyl.
Preferably, n in Formula (I), on a molar average, is a number from 10 to 80. More preferably, n in Formula (I), on a molar average, is a number from 30 to 70. Even more preferably, n in Formula (I), on a molar average, is a number from 40 to 60. Particularly preferably, n in Formula (I), on a molar average, is a number from 45 to 55.
In a particularly preferred embodiment, the surfactant C is an alcohol ethoxylate of Formula (I)
R1-O-(CH2CH2O)n-H (I) wherein
R1 is selected from linear or branched C16-C18 alkyl; n , on a molar average, is a number from 40 to 60, preferably from 45 to 55.
Generally, alcohol ethoxylates are conversion products of an alcohol with ethylene oxide. The ethoxylation process of the alcohols with ethylene oxide generally takes place at elevated temperatures and pressures as well as in the presence of a catalyst.
In a preferred embodiment, the composition of the invention further comprises an alcohol D. Preferably, the alcohol D is selected from glycerol (glycerin), propylene glycol (1 ,2-propanediol), 1 ,3-propanediol, 1 ,2-butanediol, 1 ,3-butanediol, 1 ,2- pentanediol, dipropylene glycol, ethylene glycol, polyethylene glycol, sorbitol, and mixtures thereof. More preferably, the alcohol D is selected from glycerol (glycerin), propylene glycol (1 ,2-propanediol), 1 ,3-propanediol, dipropylene glycol, ethylene glycol, and mixtures thereof. Particularly preferably, the alcohol D is glycerol (glycerin).
In a preferred embodiment, the composition of the invention further comprises water.
In a particularly preferred embodiment, the composition of the invention comprises
(a) a perfume;
(b) a sugar-based surfactant;
(c) a surfactant C;
(d) an alcohol D; and
(e) water.
In a preferred embodiment, the perfume is present in the composition in an amount of from 0.1 to 70 wt-%, preferably from 10 to 65 wt-%, more preferably from 25 to 60 wt- %, particularly preferably from 40 to 50 wt-%, based on the total weight of the composition.
In a preferred embodiment, the sugar-based surfactant is present in the composition in an amount of from 0.1 to 10 wt-%, preferably from 0.3 to 5 wt-%, more preferably from 0.5 to 3 wt-%, particularly preferably from 0.7 to 1 .5 wt-%, based on the total weight of the composition.
In a preferred embodiment, the surfactant C is present in the composition in an amount of from 0.1 to 15 wt-%, preferably from 0.5 to 10 wt-%, more preferably from 1 .0 to 5 wt-%, particularly preferably from 1 .5 to 2.5 wt-%, based on the total weight of the composition.
In a preferred embodiment, the alcohol D is present in the composition in an amount of from 0.1 to 20 wt-%, preferably from 1.5 to 15 wt-%, more preferably from 2.0 to 10 wt-%, particularly preferably from 2.5 to 5.0 wt-%, based on the total weight of the composition.
In a preferred embodiment, the water is present in the composition in an amount of from 10 to 75 wt-%, preferably from 25 to 60 wt-%, more preferably from 40 to 55 wt- %, particularly preferably from 45 to 50 wt-%, based on the total weight of the composition.
In a preferred embodiment, the weight ratio of the sugar-based surfactant to the surfactant C is from 2:1 to 1 :10, preferably from 1 :1 to 1 :5, more preferably from 1 :1 to 1 :3, particularly preferably from 1 :1 .5 to 1 :2.
Preferably, the composition of the invention has a pH in the range of from 2 to 11 , preferably from 4.5 to 9, more preferably from 6 to 8.5, particularly preferably from 6.5 to 8. The pH can be adjusted by methods known in the art, for example by addition of an acid (for example citric acid or formic acid) or a base (for example sodium hydroxide or ethanolamine).
Preferably, the composition of the invention is an emulsion. Particularly preferably, the composition of the invention is an oil-in-water emulsion.
In a preferred embodiment, the emulsion (particularly preferably oil-in-water emulsion) contains droplets having a mean droplet size D50 in the range of from 50 to 1000 nm, preferably from 80 to 500 nm, more preferably from 110 to 250 nm, particularly preferably from 140 to 190 nm.
The present invention also relates to an emulsifier system comprising
(b) a sugar-based surfactant;
(c) a surfactant C;
(d) an alcohol D; and
(e) water.
The present invention also relates to a home care or personal care formulation comprising a composition of the present invention. The present invention also relates to a home care or personal care formulation comprising a composition of the present invention, wherein said composition is present in the home care or personal care formulation in an amount such that the amount of the perfume is from 0.02 to 5 wt-%, preferably from 0.05 to 2 wt-%, more preferably from 0.1 to 1.5 wt-%, particularly preferably from 0.1 to 1 wt-%, based on the total weight of the home care or personal care formulation.
In a preferred embodiment, the home care or personal care formulation is a home care cleaning formulation or a personal care cleansing formulation.
In a preferred embodiment, the home care or personal care formulation is a home care formulation.
Preferably, the home care formulation is selected from the group consisting of hard surface cleaner, multipurpose cleaner, household cleaner, floor cleaner, bathroom cleaner, toilet cleaner, kitchen cleaner, hand dishwashing detergent, laundry detergent, and fabric conditioner.
In a preferred embodiment, the home care or personal care formulation is a personal care formulation. The personal care formulation may be a rinse-off formulation or leave-on formulation, preferably a rinse-off formulation.
Preferably, the personal care formulation is selected from the group consisting of skin oil, skin care cream, skin care lotion, ointment, skin conditioner, face spray, body spray, hand oil, shower bath, hair conditioner, shaving gel, shampoo, body wash, facial cleanser, face mask, bubble bath, intimate wash, bath oil, cleansing milk, micellar water, make-up remover, cleansing wipes, hair mask, liquid soap, shaving soap, shaving foam, cleansing foam, day cream, anti-ageing cream, body milk, body lotion, body mousse, skin serum, face serum, hand serum, nail serum, eye cream, sunscreen lotion, sun cream, face cream, after-shave lotion, pre-shaving cream, depilatory cream, skin-whitening gel, self-tanning cream, anti-acne gel, mascara, foundation, primer, concealer, blush, bronzer, blemish balm (bb) cream, eyeliner, night cream, eye brow gel, highlighter, lip stain, hand sanitizer, hair oil, nail varnish remover, conditioner, hair styling gel, hair styling cream, anti-frizz serum, scalp treatment, hair colorant, split end fluid, deodorant, antiperspirant, baby cream, insect repellent, hand cream, sunscreen gel, foot cream, exfoliator, face scrub, body scrub, cellulite treatment, cuticle cream, lip balm, hair treatment, eye shadow, bath additive, body mist, eau de toilette, mouthwash, toothpaste, lubricating gel, moisturizer, serum, toner, aqua sorbet, skin gel, cream gel, styling mousse, lip stick, lip gloss, body oil, shower milk, illuminator, lip crayon, hair spray, combing cream, and sunblock.
More preferably, the personal care formulation is selected from the group consisting of skin conditioner, shower bath, hair conditioner, shaving gel, shampoo, body wash, facial cleanser, bubble bath, intimate wash, bath oil, cleansing milk, make-up remover, cleansing wipes, liquid soap, shaving soap, shaving foam, cleansing foam, anti-acne gel, hand sanitizer, scalp treatment, exfoliator, face scrub, body scrub, hair treatment, bath additive, skin gel, cream gel, and shower milk.
In a preferred embodiment, the home care formulation comprises one or more substances selected from the group consisting of non-ionic surfactants, cationic surfactants, anionic surfactants, amphoteric surfactants, additives and auxiliaries, for example additives for dissolution time control, additives for performance improvement (e.g. soil release polymers; dye fixatives; dye transfer inhibitors; bleach systems; biocides or antimicrobial components; or builders) or washing assistants (e.g. enzymes; enzyme stabilizers; preservatives; foam enhancers; foam inhibitors; corrosion inhibitors; optical brighteners; UV absorbers; alkalis; hydrotropic compounds; antioxidants; solvents; salts or extenders; dispersants; graying inhibitors; softeners; antistats; fragrances or perfumes); dyes; pigments; colorants or pearlizing agents.
Examples of nonionic surfactants are alkanolamides, alkyldimethyl-amineoxides, di- alkyl-methylamineoxides, alkylamidopropyl-amine oxides, fatty acid-N- methylglucamides, alkylpolyglucosides, oxalkylated fatty acids, alkoxylated alcohols (alkyl ether, alkyl polyethylene glycol ether, fatty alcohol polyglycol ether), (EO/PO) ethoxylated/propoxylated block copolymers, oxalkylated fatty acid esters or oxalkylated alkylamines. The alkyl and fatty acid groups of these compounds, which also may be fully or partially replaced by the corresponding unsaturated groups, may contain 8 to 22 carbon atoms and may be linear or branched. Oxalkylated means products that contain preferably 1 to 20 units of ethylene oxide or propyleneoxide or mixtures thereof.
Examples of cationic surfactants are quaternary ammonium compounds such as alkyldimethyl-hydroxyethyl-ammonium. Instead of alkyl groups, these ammonium
compounds may also have alkenyl groups or mixtures of both. The alkyl as well as the alkenyl groups may contain 8 to 22 carbon atoms. They may be linear or branched. Preferred ammonium compounds are Cs-C22-alkyl- or alkenyl-dimethyl- hydroxyethyl-ammonium compounds. Particularly preferred ammonium compounds are Ci2/Ci4-alkyl dimethyl hydroxyethyl ammonium compounds. All mentioned ammonium compounds may contain any kind of anion, the preferred ones are chloride, bromine, acetate, lactate, sulfate or methosulfate. A very preferred ammonium compound is C12/C14-alkyl dimethyl hydroxyethyl ammonium chloride.
Examples of anionic surfactants are alkyl sulfates, alkyl ether sulfates, alkyl aryl sulfonates such as a linear alkylbenzene sulfonates (LAS), fatty acid soaps, methyl ester sulfonates, paraffin sulfonates, olefin sulfonates, alcohol ethoxysulfates, mono- or dialkyl sulfosuccinates, mono- or dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids or salts thereof, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, N-acyl amino acids such as, for example, acyl lactylates, acyl tartrates, acyl glutamates or alkyl oligoglucoside sulfates.
Examples of amphoteric surfactants are alkyl amidopropyl betaines, alkyl dimethyl betaines, alkyl amphoacetates or -diacetates. The alkyl groups of these compounds, which may be partially or fully replaced by alkenyl groups, may contain 8 to 22 carbon atoms and may be linear or branched. The polyalkylene glycol groups may contain 1 to 20 ethoxy and/or propoxy units.
In a preferred embodiment, the personal care formulation comprises one or more auxiliaries. In at least one embodiment, the personal care formulation comprises additives common in cosmetology, pharmacy, or dermatology, which are herein called auxiliaries. In at least one embodiment, the auxiliary is selected from the group consisting of oily substances, emulsifiers, coemulsifiers, rheology modifiers, cationic polymers, conditioning agents, film formers, superfatting agents, stabilizers, active biogenic substances, dispersing agents, wetting agents, emulsion stabilizers, binding agents, antifoaming agents, preservatives, anti-fungal substances, pearlizing agents, pigments, dyes, opacifiers, functional acids, proteins, protein derivatives such as gelatin, collagen hydrolysates, natural or synthetic-based polypeptides, egg yolk
lecithin, lanolin or lanolin derivatives, fatty alcohols, silicones, glossers, care additives, antioxidants, particulate substances, astringents, substances with a keratolytic or keratoplastic action, enzymes, vitamins or their derivatives, amino acids or their salts or derivatives, foam boosters, pediculicides, pH adjusting agents, chelants, skin active agents, UV absorbers, caffeine, minoxidil, and combinations thereof.
The invention is illustrated by the following examples.
Examples
5.00 g of emulsifier system are poured in a 250 ml glass beaker and stirred at 25°C with a frame stirrer powered with an IKA Eurostar 20 Digital overhead motor at 450 rpm.
20.0 g of perfume are added dropwise (addition ratio 800 ml/hour) at room temperature to the stirred Phase A (emulsifier system) so carefully that viscosity increases continuously and the mixture gets gel-like; at this point the rotation speed of the stirrer is increased to 900 rpm and the dropwise addition of Phase B (perfume) is continued until is completed, yielding an almost transparent highly viscous gel, which is stirred for 30 seconds at a rotation speed of 1800 rpm.
20.0 g of deionized water are added (addition rate 7300 ml/hour) at room temperature to the gel under stirring to get a low viscous emulsion with 44 wt.-% perfume loading.
Table 1 : Emulsifier systems
Table 2: Perfume emulsions
Method for the determination of the mean droplet size (mean diameter) D50 value
The particle size analysis of the samples (perfume emulsions) is carried out in a particle analyzer Horiba LA-960, using a refractive index of 1 .48 - O.OOi for the disperse phase and 1 .33 for the aqueous continuous phase. The particle size distribution (volume) is calculated from the analysis of the scattering data making use of the Mie scattering theory according to ISO 13320. The values of the mean droplet size (mean diameter) D50 and the standard deviation are automatically calculated from the above-mentioned distribution by the software of the instrument.
Incorporation of perfume in cleaner formulations
Perfume addition in commercially available cleaner products was done until the formulation remained turbid under continuous stirring with magnetic bar at 20-25°C (5 min). The perfume was added to the cleaner products in the form of perfume emulsion 1 (Table 2).
Commercially available cleaners were purchased from a German store.
A = limescale remover bathroom cleaner, pH 2.2 B = grease remover multipurpose cleaner, pH 10-11
Claims
1 . A composition comprising
(a) a perfume; and
(b) a sugar-based surfactant.
2. The composition according to claim 1 , wherein the perfume comprises perfume raw materials selected from the group consisting of perfume raw materials comprising an ester functionality, perfume raw materials comprising an aldehyde functionality, perfume raw materials comprising a ketone functionality, and mixtures thereof.
3. The composition according to claim 1 or 2, wherein the sugar-based surfactant is an N-methyl glucamide or an alkyl polyglycoside.
4. The composition according to any of claims 1 to 3, wherein the sugar-based surfactant is an N-methyl glucamide of Formula (X)
wherein R is selected from saturated or unsaturated hydrocarbon chains having 5 to 23 carbon atoms.
5. The composition according to any of claims 1 to 4, wherein the sugar-based surfactant is an alkyl polyglycoside of Formula (Y)
(G)x-O-R (Y) wherein
G is a monosaccharide moiety containing 5 or 6 carbon atoms;
R is an aliphatic group containing 6 to 20 carbon atoms; and
x is from 0.1 to 10.
6. The composition according to any of claims 1 to 5, wherein the composition further comprises
(c) a surfactant C, wherein the surfactant C is preferably an alcohol ethoxylate of Formula (I)
R1-O-(CH2CH2O)n-H (I) wherein
R1 is selected from linear or branched C6-C24 alkyl and linear or branched C6-C24 alkenyl; n , on a molar average, is a number from 3 to 100.
7. The composition according to any of claims 1 to 6, wherein the composition further comprises
(d) an alcohol D, wherein the alcohol D is preferably selected from glycerol (glycerin), propylene glycol (1 ,2-propanediol), 1 ,3-propanediol, 1 ,2-butanediol, 1 ,3-butanediol, 1 ,2-pentanediol, dipropylene glycol, ethylene glycol, polyethylene glycol, sorbitol, and mixtures thereof.
8. The composition according to any of claims 1 to 7, wherein the composition further comprises
(e) water.
9. The composition according to any of claims 1 to 8, wherein the perfume is present in the composition in an amount of from 0.1 to 70 wt-%, preferably from 10 to 65 wt-%, more preferably from 25 to 60 wt-%, particularly preferably from 40 to 50 wt-%, based on the total weight of the composition.
10. The composition according to any of claims 1 to 9, wherein the sugar-based surfactant is present in the composition in an amount of from 0.1 to 10 wt-%, preferably from 0.3 to 5 wt-%, more preferably from 0.5 to 3 wt-%, particularly preferably from 0.7 to 1 .5 wt-%, based on the total weight of the composition.
11 . The composition according to any of claims 1 to 10, wherein the surfactant C is present in the composition in an amount of from 0.1 to 15 wt-%, preferably from 0.5 to 10 wt-%, more preferably from 1 .0 to 5 wt-%, particularly preferably from 1.5 to 2.5 wt-%, based on the total weight of the composition.
12. The composition according to any of claims 1 to 11 , wherein the alcohol D is present in the composition in an amount of from 0.1 to 20 wt-%, preferably from 1.5 to 15 wt-%, more preferably from 2.0 to 10 wt-%, particularly preferably from 2.5 to 5.0 wt-%, based on the total weight of the composition.
13. The composition according to any of claims 1 to 12, wherein the weight ratio of the sugar-based surfactant to the surfactant C is from 2:1 to 1 :10, preferably from 1 :1 to 1 :5, more preferably from 1 :1 to 1 :3, particularly preferably from 1 :1.5 to 1 :2.
14. A home care or personal care formulation comprising a composition as defined in any of claims 1 to 13, wherein said composition is present in the home care or personal care formulation in an amount such that the amount of the perfume is from 0.02 to 5 wt-%, preferably from 0.05 to 2 wt-%, more preferably from 0.1 to 1.5 wt-%, particularly preferably from 0.1 to 1 wt-%, based on the total weight of the home care or personal care formulation.
15. The home care or personal care formulation according to claim 14, wherein the home care formulation is selected from the group consisting of hard surface cleaner, multipurpose cleaner, household cleaner, floor cleaner, bathroom cleaner, toilet cleaner, kitchen cleaner, hand dishwashing detergent, laundry detergent, and fabric conditioner.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP24161248.0 | 2024-03-04 | ||
| EP24161248 | 2024-03-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2025186087A1 true WO2025186087A1 (en) | 2025-09-12 |
| WO2025186087A8 WO2025186087A8 (en) | 2025-10-02 |
Family
ID=90361807
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2025/055271 Pending WO2025186087A1 (en) | 2024-03-04 | 2025-02-27 | Compositions comprising a perfume and a sugar-based surfactant |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2025186087A1 (en) |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996017050A1 (en) * | 1994-11-29 | 1996-06-06 | The Procter & Gamble Company | Detergent composition comprising clay and polysaccharide gum stabilizing agents |
| WO1997016517A1 (en) * | 1995-10-30 | 1997-05-09 | The Procter & Gamble Company | Thickened, highly aqueous, cost effective liquid detergent compositions |
| WO1998032821A1 (en) * | 1997-01-24 | 1998-07-30 | The Procter & Gamble Company | Antibacterial liquid dishwashing detergent compositions |
| WO1999025797A1 (en) * | 1997-11-19 | 1999-05-27 | Henkel Kommanditgesellschaft Auf Aktien | Clear softener with micro-emulsified perfumed oils |
| JP2005029755A (en) * | 2003-07-11 | 2005-02-03 | Kao Corp | Aqueous liquid composition |
| US6869923B1 (en) | 1998-06-15 | 2005-03-22 | Procter & Gamble Company | Perfume compositions |
| WO2009151467A1 (en) * | 2008-06-11 | 2009-12-17 | The Clorox Company | Natural cleaning compositions |
| WO2010108834A1 (en) * | 2009-03-25 | 2010-09-30 | Henkel Ag & Co. Kgaa | System of cleaning agent and dispensing device |
| WO2017099964A1 (en) * | 2015-12-10 | 2017-06-15 | The Clorox Company | Food contact surface sanitizing liquid |
| US20230414474A1 (en) * | 2022-06-27 | 2023-12-28 | The Procter & Gamble Company | Process for making a composition comprising alkyl polyglycoside and perfume |
-
2025
- 2025-02-27 WO PCT/EP2025/055271 patent/WO2025186087A1/en active Pending
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996017050A1 (en) * | 1994-11-29 | 1996-06-06 | The Procter & Gamble Company | Detergent composition comprising clay and polysaccharide gum stabilizing agents |
| WO1997016517A1 (en) * | 1995-10-30 | 1997-05-09 | The Procter & Gamble Company | Thickened, highly aqueous, cost effective liquid detergent compositions |
| WO1998032821A1 (en) * | 1997-01-24 | 1998-07-30 | The Procter & Gamble Company | Antibacterial liquid dishwashing detergent compositions |
| WO1999025797A1 (en) * | 1997-11-19 | 1999-05-27 | Henkel Kommanditgesellschaft Auf Aktien | Clear softener with micro-emulsified perfumed oils |
| US6869923B1 (en) | 1998-06-15 | 2005-03-22 | Procter & Gamble Company | Perfume compositions |
| JP2005029755A (en) * | 2003-07-11 | 2005-02-03 | Kao Corp | Aqueous liquid composition |
| WO2009151467A1 (en) * | 2008-06-11 | 2009-12-17 | The Clorox Company | Natural cleaning compositions |
| WO2010108834A1 (en) * | 2009-03-25 | 2010-09-30 | Henkel Ag & Co. Kgaa | System of cleaning agent and dispensing device |
| WO2017099964A1 (en) * | 2015-12-10 | 2017-06-15 | The Clorox Company | Food contact surface sanitizing liquid |
| US20230414474A1 (en) * | 2022-06-27 | 2023-12-28 | The Procter & Gamble Company | Process for making a composition comprising alkyl polyglycoside and perfume |
Non-Patent Citations (1)
| Title |
|---|
| no. 41724-19-0 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2025186087A8 (en) | 2025-10-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2444060B1 (en) | Personal care composition | |
| JP6120953B2 (en) | Use of N-methyl-N-acyl glucamine as a low temperature stabilizer in surfactant solutions | |
| KR20140044894A (en) | Use of microemulsions in cosmetic cleaning compositions | |
| JPH08503478A (en) | Alkyl glyceramides and use of such substances as surfactants | |
| JP2000511913A (en) | Aqueous pearlescent concentrate | |
| EP1212033B1 (en) | Aqueous low pressure cosmetic composition comprising a propellant, a thickener and a surfactant | |
| US11603506B2 (en) | Product comprising a plastic container and a substance composition | |
| EP3547992B1 (en) | Mixtures comprising a phenyl alkanol and a linear alcohol with 8 to 12 carbon atoms | |
| EP1661976A1 (en) | Ethercarboxylates and glycerine derivatives as foam-enhancing agent for surfactants | |
| JPH08511294A (en) | Very mild surfactant mixture | |
| JP4181217B2 (en) | Aqueous pearlescent agent concentrate | |
| EP2862918B1 (en) | 3-methyl-benzofuran-5-ol and its use in perfume compositions | |
| JP4037908B2 (en) | Aqueous pearl luster concentrate | |
| WO2008063501A1 (en) | Compounds | |
| WO2025186087A1 (en) | Compositions comprising a perfume and a sugar-based surfactant | |
| JP2003506393A (en) | Aqueous pearlescent concentrate | |
| US20240335366A1 (en) | Personal cleansing composition substantially free of alkyl sulfate or alkyl ether sulfate type of surfactants | |
| JPH08511295A (en) | Very gentle mixture of surfactants | |
| JP2002526643A (en) | Synthetic makeup soap | |
| WO2005055937A2 (en) | Branched sulfates with improved odor properties and their use in personal care compositions | |
| WO2018100018A1 (en) | Mixtures comprising a phenyl alkanol and a linear alcohol with 8 to 12 carbon atoms | |
| CN105411870B (en) | Alkyl lactyllactate and preparation method thereof | |
| Schmid et al. | Alkyl polyglycosides | |
| US20250360067A1 (en) | Personal care composition substantially free of alkyl sulfate or alkyl ether sulfate type of surfactants | |
| EP1672054A1 (en) | Carboxymethylated glyceride derivatives as foam-enhancing agents for surfactants |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 25708762 Country of ref document: EP Kind code of ref document: A1 |