EP1102836A1 - Wasser-in-öl-mikroemulsion zur erzielung kosmetischer eigenschaften in zusammensetzungen auf basis von wäscheweichmachern - Google Patents
Wasser-in-öl-mikroemulsion zur erzielung kosmetischer eigenschaften in zusammensetzungen auf basis von wäscheweichmachernInfo
- Publication number
- EP1102836A1 EP1102836A1 EP99937670A EP99937670A EP1102836A1 EP 1102836 A1 EP1102836 A1 EP 1102836A1 EP 99937670 A EP99937670 A EP 99937670A EP 99937670 A EP99937670 A EP 99937670A EP 1102836 A1 EP1102836 A1 EP 1102836A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- microemulsion
- perfume
- water
- ether
- composition
- 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.)
- Granted
Links
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- 239000004530 micro-emulsion Substances 0.000 title claims abstract description 80
- 239000004744 fabric Substances 0.000 title claims description 16
- 239000002537 cosmetic Substances 0.000 title abstract description 7
- 239000002304 perfume Substances 0.000 claims abstract description 70
- 239000002979 fabric softener Substances 0.000 claims abstract description 20
- 238000001879 gelation Methods 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 239000003960 organic solvent Substances 0.000 claims description 27
- 239000000839 emulsion Substances 0.000 claims description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 239000003086 colorant Substances 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 11
- -1 diester quaternary ammonium compounds Chemical class 0.000 claims description 10
- 239000004094 surface-active agent Substances 0.000 claims description 9
- 239000006185 dispersion Substances 0.000 claims description 8
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical group CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical group CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 6
- 230000002411 adverse Effects 0.000 claims description 6
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- 239000003205 fragrance Substances 0.000 claims description 6
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 150000001450 anions Chemical class 0.000 claims description 3
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical group C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229940057867 methyl lactate Drugs 0.000 claims description 3
- 150000005846 sugar alcohols Polymers 0.000 claims description 3
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 2
- MGGAXYQSKKOUAB-PBAYCENZSA-M COS([O-])(=O)=O.CCCCCCCCCC\C=C/CCCCCCCC[N+](C)(CCO)CCCCCCCC\C=C/CCCCCCCCCC Chemical group COS([O-])(=O)=O.CCCCCCCCCC\C=C/CCCCCCCC[N+](C)(CCO)CCCCCCCC\C=C/CCCCCCCCCC MGGAXYQSKKOUAB-PBAYCENZSA-M 0.000 claims description 2
- 150000003868 ammonium compounds Chemical class 0.000 claims description 2
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- 229940051250 hexylene glycol Drugs 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical group C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000003921 oil Substances 0.000 description 19
- 239000000047 product Substances 0.000 description 12
- CUDYYMUUJHLCGZ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propan-1-ol Chemical compound COC(C)COC(C)CO CUDYYMUUJHLCGZ-UHFFFAOYSA-N 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
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- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 6
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 6
- 239000005642 Oleic acid Substances 0.000 description 6
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 6
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 6
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- CUVLMZNMSPJDON-UHFFFAOYSA-N 1-(1-butoxypropan-2-yloxy)propan-2-ol Chemical compound CCCCOCC(C)OCC(C)O CUVLMZNMSPJDON-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- VAYOSLLFUXYJDT-RDTXWAMCSA-N Lysergic acid diethylamide Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N(CC)CC)C2)=C3C2=CNC3=C1 VAYOSLLFUXYJDT-RDTXWAMCSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000010587 phase diagram Methods 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 239000004667 Diesterquat Substances 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 2
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 240000007817 Olea europaea Species 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- 235000021319 Palmitoleic acid Nutrition 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
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- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
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- 239000000341 volatile oil Substances 0.000 description 2
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- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
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- 235000007586 terpenes Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/0017—Multi-phase liquid compositions
- C11D17/0021—Aqueous microemulsions
-
- 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
-
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- 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
-
- 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
-
- 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
Definitions
- This invention relates to a composition and method for "post-adding" cosmetic attributes to a fabric softening base composition at the final stage of its manufacture. More particularly it relates to a water-in-oil microemulsion which is suitable for containing adjuvants such as perfume or colorant and which can be readily mixed with a fabric softening base composition with only a minimum amount of shear and without adversely affecting its physical stability.
- perfumes and colorants are routinely introduced into liquid fabric softening compositions to provide appealing cosmetic attributes for the consumer.
- the introduction of perfume, for example, to a liquid softening composition is meant to leave a pleasant and lasting fragrance on the treated fabrics.
- the colorant is intended to provide a visually pleasing product as well as convey to the consumer an overall impression of softness and quality.
- perfumes and colorants are attributes which allow the formulator a degree of flexibility to provide product variety for a given softening technology or for a fixed fabric softening base composition.
- perfume on a weight basis, is invariably a very minor component of a commercial fabric softener composition
- its introduction into the composition in an efficient manner is a subject of much concern in the formulation art. This is particularly true for concentrated fabric softeners containing more than about 10% by weight of active softening ingredients insofar as the aqueous softener base compositions tend to gel in the presence of water-immiscible perfume. This tendency of gel formation is particularly problematic when the water-immiscible perfume is poorly dispersed in the aqueous emulsion which constitutes the softening base composition.
- Undesirable thickening or gelation of a softener base composition has significant drawbacks: it reduces the effective shelf life of the final product and adversely affects consumer acceptance for a softener product which upon use has thickened to an unexpectedly viscous mass instead of meeting the consumers expectation of being essentially free-flowing.
- the prior art has addressed itself to overcoming the pervasive problems of gelation and the formation of high viscosity liquids which accompany the introduction of water-insoluble perfumes into aqueous fabric softener base compositions.
- U.S. Patent 5,447,644 to International Flavors & Fragrances describes a method to avoid gelation of the softening composition resulting from the introduction of increased levels of perfume into a softener base composition.
- this method there is first formed an aqueous microemulsion by mixing the perfume with a defined nonionic surfactant under conditions of high shear to uniformly disperse the perfume in the surfactant/water mixture.
- the perfume-containing microemulsion is then mixed with a fabric softener base formulation to form the final fabric softener composition.
- a high shear mixer is required for this mixing operation.
- a perfume-containing water-in-oil microemulsion capable of being mixed with a perfume-free fabric softener base composition which is in the form of an aqueous emulsion so as to disperse perfume in said aqueous emulsion under conditions of low shear while avoiding any problem of gelation to thereby provide a physically stable perfume-containing liquid fabric softening composition
- said water-in-oil microemulsion comprising:
- A is independently C (O) O - R' or - O (O) C - R';
- R is a lower alkyl group having 1 to about 4 carbon atoms;
- R' is an alkyl or alkenyl group having 8 to about 22 carbon atoms;
- R" is independently a lower alkyl radical having 1 to about 6 carbon atoms or hydroxyl alkyl group or H;
- n is an integer having a value of 1 to about 3;
- X " is a softener compatible anion
- R ⁇ is a lower alkyl radical having 1 to about
- R is an alkylene radical having 2 to about 4 carbon atoms;
- microemulsion from about 0.5% to about 30%, by weight, of water; said microemulsion being free of an anionic surfactant, and having a weight ratio of said oily phase to water of from about 3:1 to about 200:1 , the percentages of components (a), (b) and (c) and the value of said weight ratio being selected so that the resulting composition forms a water-in-oil microemulsion.
- Danielsson and Lindman "The definition of Microemulsion", Colloids and Surfaces, 3 (1981 ), 391-392, Elsevier Scientific Publishing Company, have defined a "microemulsion” as 'a system of water, oil and amphiphile which is a single optically isotropic and thermo-dynamically stable liquid solution'. This definition of microemulsion is used herein in describing the present invention.
- a microemulsion has the following characteristics/properties: i) Clear ii) It is free of lyotropic liquid crystalline system (i.e. it is isotropic) iii) It has relatively low viscosity iv) It is formed spontaneously by simple mixture/agitation of all components (i.e. it is thermodynamically stable)
- the present invention also provides a method for introducing a perfume into a perfume-free fabric softener base composition which is in the form of an aqueous emulsion under conditions of low shear and without adversely affecting its physical stability comprising the steps of:
- the water-in-oil microemulsion compositions of the invention are predominantly comprised of the oily phase as defined above, namely, the cationic surfactant fabric softener, the organic solvent and the water-insoluble perfume.
- the amount of water should generally be no greater than about 30%, by weight, and preferably, from about 5% to about 25%, by weight.
- the preferred diester quaternary ammonium surfactants for use herein are the dioleyl diester "quats" represented by equation (1 ). Particularly preferred is methyl bis-
- the present invention is predicated on the discovery that cosmetic attributes such as perfume and colorant can be readily "post-added” to an aqueous fabric softening base composition at the final stage of its manufacture by using a water-in-oil microemulsion as herein defined as the vehicle to be added to and mixed with the aqueous emulsion to form the finished product.
- the water-in-oil microemulsion is incorporated into the softening base composition under conditions of gentle agitation or low shear, using a sufficient amount to provide the desired level of perfume to the finished product.
- the microemulsion undergoes an inversion upon dilution in the aqueous emulsion which serves to efficiently disperse the perfume or colorant throughout the composition without concomitant problems of gelation or product instability.
- the present invention provides important advantages from the standpoint of manufacturing a softening product composition as well as in insuring the integrity of the final product itself.
- the essence of the present invention is an oil in water microemulsion which can be readily formed at room temperature with no need for high shear forces or elaborate mixing equipment. And with regard to the finished product, it is clear that the introduction of cosmetic attributes into a softening base composition is accomplished without adversely compromising the rheology or physical stability of the resulting product.
- Diester quaternary ammonium surfactant fabric softeners represented by equation (1 ) are preferred for use herein and are commercially available from Stepan Co. as Stepantex and from KAO Corp. as Tetranyl but can also be synthesized by the reaction of two moles of a fatty acid with a trialkanolamine, preferably, triethanolamine followed by methylation with dimethyl sulfate or an alkyl halide such as, methyl iodide. In a preferred mode the fatty acid is oleic acid.
- Soya fatty acids are a practical source for this purpose consisting of about 3% myristic acid, about 5% palmitic acid, about 5% palmitoleic acid, 1.5% stearic acid, 72.5% oleic acid and about 13% linoleic acid.
- Other sources of useful fatty acids are those obtained from the saponification of beef tallow, butter, corn oil, cottonseed oil, lard, olive oil, palm oil, peanut oil, cod liver oil, coconut oil and the like.
- a preferred diester quaternary ammonium surfactant fabric softener is methyl bis[ethyl(oleyl)]-2-hydroxyethyl ammonium methyl sulfate.
- diesters useful in the practice of this invention include: methyl bis-[ethyl(coconut)]-2-hydroxyethyl ammonium methyl sulfate methyl bis-[ethyl(decyl)]-2-hydroxyethyl ammonium methyl sulfate methyl bis-[ethyl(dodecyl)]-2-hydroxyethyl ammonium methyl sulfate methyl bis-[ethyl(lauryl)]-2-hydroxyethyl ammonium methyl sulfate methyl bis-[ethyl(palmityl)]-2-hydroxyethyl ammonium methyl sulfate methyl bis-[ethyl(soft-tallow)]-2-hydroxyethyl am
- coconut and soft-tallow indicate mixtures of esters corresponding to the fatty acid source.
- a certain amount of the triester homolog may be produced as an impurity.
- perfume is used herein in its ordinary sense to refer to and include any non water-soluble fragrant substance or mixture of substances including natural (i.e., obtained by extraction of flower, herb, blossom or plant), artificial (i.e., a mixture of natural oils or oil constituents) and synthetic (i.e., a single or mixture of synthetically produced substance) odoriferous substances.
- perfumes are complex mixtures of blends of various organic compounds, such as, esters, ketones, hydrocarbons, lactones, alcohols, aldehydes, ethers, aromatic compounds and varying amounts of essential oils (e.g., terpenes) such as from about 0% to about 80%, usually from about 10% to 70% by weight, the essential oils themselves being volatile odoriferous compounds and also serving to dissolve the other components of the perfume.
- essential oils e.g., terpenes
- the precise composition of the perfume has no particular effect on fabric softening so long as it meets the criteria of water immiscibility and pleasant odor.
- Organic solvents suitable for use in this invention include: aliphatic alcohols having 1 to about 6 carbon atoms, such as, ethanol, propanol, isopropanol, n-butanol, isobutanol, t-butanol, n-pentanol, isopentanol, sec-pentanol, n-hexanol, isohexanol, other isomers and the like; aliphatic polyalcohols, such as, ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, dipropylene glycol, 1 ,4-butanediol, 2-methyl- pentanediol, hexane triol, tripropylene glycol, pentaerythritol, glycerol, sorbitol, and the like; aliphatic ethers, such as, ethylene glycol monobutyl ether(EGMBE), diethylene glyco
- DPM dipropylene glycol methyl ether
- DnB dipropylene glycol monobutyl ether
- EGMBE ethylene glycol monobutyl ether
- the weight range of cationic surfactant is generally from about 5% to about 80%, and preferably from about 10% to about 60%, by weight;
- the weight range of the organic solvent is generally from about 2% to about 50%, and preferably from about 4% to about 40%, by weight;
- the weight range of the water-immiscible perfume is generally from about 5% to about 80%, and preferably from about 10% to about 70%, by weight.
- the water content is generally from about 0.5% to about 30%, and preferably from about 5% to about 25%, by weight.
- the weight ratio of the defined oily phase to water is generally from about 3:1 to about 200:1 , preferably from about 5:1 to 50: 1 , and most preferably from about 5: 1 to about 20: 1.
- the microemulsions of the invention have a particle size between 10 and 100 nanometers. At particle sizes below about 50 nanometers, the microemulsions are generally clear.
- the microemulsions are formed by simply combining the above- described components of the composition under gentle agitation or low shear. Conventional mixing equipment known to those skilled in the art is sufficient for this purpose. All of the components described herein, both required and optional, must be normally liquid, namely, liquid at ambient room temperatures. Accordingly, there is no need for heating during the preparation of the microemulsions.
- the invention is further described in the examples which follow. All parts and percentages are by weight unless otherwise specified.
- Microemulsion compositions/area in a pseudo-ternary phase diagram were basically determined on a clear/turbid criteria basis by mixing three of the components and titrating with incremental amounts of the fourth component.
- a mixture consisting of organic solvent (or mixture of), water- immiscible perfume and water were introduced in a suitable/fixed ratio, and then titrated with DODEQ (dioleyl diesterquat).
- DODEQ dioleyl diesterquat
- Samples were mixed at RT using a magnetic stirrer operating at 100-150 rpm after which they were allowed to stand for few minutes before visual examination for clarity/tubidity. Clear samples were further examined under a polarizing microscope to check that the liquids were isotropic.
- estimated regions for microemulsion compositions were located on pseudo-ternary phase diagrams. Some compositions located inside these microemulsion areas were selected to illustrate the present invention.
- DODEQ dioleyl diester quat
- R1 and R2 are C 7H34, unsaturated alkyl chains from oleic acid.
- DODEQ is commercially available from KAO as Tetranyl or from Stepan Co. as Stepantex. It is synthesized by the reaction of two moles of oleic acid with triethanolamine followed by methylation with dimethyl sulfate.
- oleic acid may be replaced by olive fatty acids in the synthesis of DODEQ, such olive fatty acids comprising 14% palmitic acid, 2% palmitoleic acid, 2% stearic acid, 64% oleic acid, 16% linoleic acid and 2% linolenic acid.
- Such material is available from KAO under the name Tetranyl AO-2.
- the water-soluble dyes used in the examples are marketed under the names Liquitint Royal Blue, Liquitint Yellow LP and Liquitint Nature Green, by Milliken Chemical company.
- the fabric softening base compositions contain two principal softening compounds:
- dialkyl esterquat sold as Tetranyl AT175 by KAO.
- the dialkyl amidoamine compounds have the general structural formula as follows: O H H O n i ! i n
- n is an integer of from 1 to 3;
- R is an alkylene radical having 2 to 4
- R' is an alkyl or alkenyl group having 8 to about 22 carbon atoms
- R1 is
- X " is a softener compatible anion.
- the softening ingredients are each melted, mixed together with stirring and maintained at about 60 to 70°C.
- the mixture of molten softening active compounds is added to heated (60-70°C) deionized water with stirring using a 4-pitched blade impeller.
- the hot water mixture is stirred for 10 to 15 min at about 400 rpm in order to emulsify the molten actives.
- the stirring speed is increased to 700-800 rpm as the viscosity of the emulsion increases.
- hydrochloric acid is first introduced separately in the water prior to the addition of the molten softening ingredients.
- the emulsion is allowed to cool down to 30°C while stirring it at 300-400 rpm.
- the particle size distribution of the emulsion is further reduced, subjecting the product to high pressure homogenization. This step reduces the viscosity of the composition.
- Calcium chloride, preservative, sequestering agent and other optional ingredients such as the thickener, are all introduced sequentially with stirring into the cooled product.
- compositions 1 through 6 were prepared following the procedures described above, each composition having varying weight percentages of the four principal components: cationic surfactant; organic solvent; perfume; and water.
- the ratio of perfume to organic solvent was kept constant at 60:40.
- Table 1 The compositions are shown in Table 1 along with observations concerning the appearance of the resulting composition and whether it is within the invention, namely, it formed a water in oil microemulsion, or outside the invention, by forming an emulsion.
- DPM refers to dipropylene glycol methyl ether
- compositions 1-4 are w/o microemulsions within the invention; compositions 5 and 6 are emulsions.
- EXAMPLE 2 PREPARATION OF W/O MICROEMULSION CONTAINING PERFUME
- compositions 7 through 9 were prepared containing a fixed level of perfume and a varying amount of colorant. The compositions are shown below in Table 2 along with observations concerning the physical appearance of the resulting composition.
- composition clear(1 ) clear(1 ) clear(1 ) Microemulsion (M)/Emulsion (E) M M M
- compositions 5, 6, 10, 11 and 12 were prepared wherein the weight ratio of fragrance to organic solvent was varied. The compositions are shown in Table 3 along with observations concerning the appearance of the resulting composition. TABLE 3 COMPONENT 5 10 11 6 12
- compositions 5 and 6 are two compositions from Example 1 , which are outside of the invention but are included in Table 3 as comparative compositions.
- Table 3 demonstrates that by changing the ratio of Perfume to organic solvent, it is possible to convert a turbid emulsion into a clear fragrance microemulsion suitable for the present invention.
- composition 11 a clear w/o microemulsion
- compositions 5 and 10 which are outside the invention underscores the criticality of the perfume to organic solvent ratio.
- compositions 6 and 12 demonstrates that by properly adjusting the ratio of perfume to organic solvent, a composition which is outside the invention (composition 6), can be reformulated to provide a clear w/o microemulsion (composition 12).
- compositions 13 through 18 were prepared to demonstrate the ability to prepare microemulsions in accordance with the invention using organic solvents from the following classes: ethers, esters, glycols and alkanols.
- organic solvents from the following classes: ethers, esters, glycols and alkanols.
- the compositions are shown in Table 4 below along with observations concerning the appearance of the resulting composition. TABLE 4
- the dispersion properties of a perfume-containing microemulsion in accordance with the invention were demonstrated using two different softening base compositions and comparing same with dispersion into 100% water.
- the perfume micromemulsion composition was comprised of the following: 39% perfume; 26% EGMBE organic solvent; 25% DODEQ; 0.48% Liquitint Royal Blue colorant (4% solution); and balance water.
- a first softening base composition (“AA/EstQ" base) was comprised of the following: 2.74% amidoamine (Rewopal V3340); 1.64% Esterquat (Tetranyl AT1 -75);
- the second softening base composition (“EstQ/FA” base) was comprised of the following: 3.9% Esterquat (Tetranyl AT1-75); 0.83% C-16-18 fatty alcohol; 0.2% alcohol
- lactic/lactate buffer solution 0.20% polyacrylate thickener; and balance water.
- the perfume microemulsion was introduced into each of the above-described softening base compositions at a level of 1.28%, by weight, under very low shear conditions. Mixing was achieved with an Oscell-12 shaker operating for 12 seconds at 700 oscillations per minute. Particle size of the softening base compositions was measured before and after the addition of the perfume microemulsion. For purposes of comparison, dispersion "as is" was measured by post-adding pure perfume to each softening base.
- microemulsion composition was comprised of the following:
- the softening base composition was comprised of the following: (a) 9.2%, by weight, amidoamine (Rewopal V3340); (b) 4.5% Esterquat (Tetranyl AT1 -75);
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Colloid Chemistry (AREA)
- Fats And Perfumes (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DK99937670T DK1102836T3 (da) | 1998-07-30 | 1999-07-29 | Vand-i-olie-mikroemulsion til opnåelse af kosmetiske egenskaber for sammensætninger baseret på stofblödgörere |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12630898A | 1998-07-30 | 1998-07-30 | |
US126308 | 1998-07-30 | ||
PCT/US1999/017319 WO2000006690A1 (en) | 1998-07-30 | 1999-07-29 | Water-in-oil microemulsion for providing cosmetic attributes to fabric softening base composition |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1102836A1 true EP1102836A1 (de) | 2001-05-30 |
EP1102836B1 EP1102836B1 (de) | 2004-09-22 |
Family
ID=22424113
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP99937670A Expired - Lifetime EP1102836B1 (de) | 1998-07-30 | 1999-07-29 | Wasser-in-öl-mikroemulsion zur erzielung kosmetischer eigenschaften in zusammensetzungen auf basis von wäscheweichmachern |
Country Status (17)
Country | Link |
---|---|
EP (1) | EP1102836B1 (de) |
CN (1) | CN1168816C (de) |
AT (1) | ATE277165T1 (de) |
AU (1) | AU774872B2 (de) |
BR (1) | BR9912573A (de) |
CA (1) | CA2338372A1 (de) |
DE (1) | DE69920480T2 (de) |
DK (1) | DK1102836T3 (de) |
HU (1) | HUP0103066A3 (de) |
IL (1) | IL140880A0 (de) |
NO (1) | NO20010491L (de) |
PL (1) | PL345700A1 (de) |
RU (1) | RU2232185C2 (de) |
TR (1) | TR200100233T2 (de) |
WO (1) | WO2000006690A1 (de) |
YU (1) | YU6201A (de) |
ZA (1) | ZA200100581B (de) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6620437B2 (en) * | 1998-07-30 | 2003-09-16 | Colgate-Palmolive Co. | Water-in-oil microemulsion for providing cosmetic attributes to fabric softening base composition |
GB9910101D0 (en) | 1999-04-30 | 1999-06-30 | Unilever Plc | Concentrated perfume compositions and manufacture of a fabric softening composition therefrom |
GB9915964D0 (en) * | 1999-07-07 | 1999-09-08 | Unilever Plc | Fabric conditioning composition |
EP1292664A2 (de) | 2000-06-20 | 2003-03-19 | The Procter & Gamble Company | Mehrphasige textilpflegezusammensetzung mit mehreren textilpflegeeffekten |
GB0025442D0 (en) * | 2000-10-17 | 2000-11-29 | Unilever Plc | Fabric conditioning compositions |
US8470762B2 (en) | 2007-05-31 | 2013-06-25 | Colgate-Palmolive Company | Fabric softening compositions comprising polymeric materials |
CN101353862B (zh) * | 2007-07-23 | 2012-12-12 | 五星化学工业株式会社 | 用于提高纤维的柔软性的纤维柔软剂的制造方法 |
WO2012072368A1 (en) | 2010-12-03 | 2012-06-07 | Unilever Plc | Ifabric conditioners |
CN102277239A (zh) * | 2011-07-20 | 2011-12-14 | 天津鎏虹科技发展有限公司 | 天然植物水性清洗剂及其制备方法 |
RU2014101946A (ru) | 2011-08-02 | 2015-09-10 | Дзе Проктер Энд Гэмбл Компани | Способ улучшения вкуса и/или запаха поверностно-активного вещества |
EP2739263B1 (de) | 2011-08-02 | 2019-07-24 | The Procter and Gamble Company | Wasserlösliche tensidzusammensetzungen mit verbessertem geschmack |
CN103717283B (zh) * | 2011-08-02 | 2016-10-12 | 宝洁公司 | 可用于处理水溶性表面活性剂的液-液萃取组合物 |
BR112015002283A2 (pt) | 2012-08-02 | 2017-07-04 | Procter & Gamble | processo para aprimoramento do sabor e/ou odor de um material de tratamento bucal |
WO2014092693A1 (en) * | 2012-12-11 | 2014-06-19 | Colgate-Palmolive Company | Esterquat composition having high triesterquat content |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5447644A (en) * | 1994-05-12 | 1995-09-05 | International Flavors & Fragrances Inc. | Method of controlling viscosity of fabric softeners |
US5525245A (en) * | 1994-12-21 | 1996-06-11 | Colgate-Palmolive Company | Clear, concentrated liquid fabric softener compositions |
US6129934A (en) * | 1995-06-07 | 2000-10-10 | Ony, Inc. | Modification of animal lung surfactant for treating respiratory disease due to lung surfactant deficiency or dysfunction |
DE19624051A1 (de) * | 1996-06-17 | 1997-12-18 | Henkel Kgaa | Parfümölkonzentrate |
-
1999
- 1999-07-29 IL IL14088099A patent/IL140880A0/xx unknown
- 1999-07-29 DK DK99937670T patent/DK1102836T3/da active
- 1999-07-29 CA CA002338372A patent/CA2338372A1/en not_active Abandoned
- 1999-07-29 YU YU6201A patent/YU6201A/sh unknown
- 1999-07-29 WO PCT/US1999/017319 patent/WO2000006690A1/en active IP Right Grant
- 1999-07-29 HU HU0103066A patent/HUP0103066A3/hu unknown
- 1999-07-29 CN CNB998091006A patent/CN1168816C/zh not_active Expired - Fee Related
- 1999-07-29 PL PL99345700A patent/PL345700A1/xx unknown
- 1999-07-29 EP EP99937670A patent/EP1102836B1/de not_active Expired - Lifetime
- 1999-07-29 DE DE69920480T patent/DE69920480T2/de not_active Expired - Fee Related
- 1999-07-29 BR BR9912573-0A patent/BR9912573A/pt not_active IP Right Cessation
- 1999-07-29 AT AT99937670T patent/ATE277165T1/de not_active IP Right Cessation
- 1999-07-29 RU RU2001105549/04A patent/RU2232185C2/ru not_active IP Right Cessation
- 1999-07-29 AU AU52458/99A patent/AU774872B2/en not_active Ceased
- 1999-07-29 TR TR2001/00233T patent/TR200100233T2/xx unknown
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2001
- 2001-01-19 ZA ZA200100581A patent/ZA200100581B/en unknown
- 2001-01-29 NO NO20010491A patent/NO20010491L/no not_active Application Discontinuation
Non-Patent Citations (1)
Title |
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See references of WO0006690A1 * |
Also Published As
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ATE277165T1 (de) | 2004-10-15 |
TR200100233T2 (tr) | 2001-05-21 |
HUP0103066A2 (hu) | 2002-02-28 |
RU2232185C2 (ru) | 2004-07-10 |
HUP0103066A3 (en) | 2003-04-28 |
DK1102836T3 (da) | 2005-01-31 |
DE69920480T2 (de) | 2005-10-13 |
PL345700A1 (en) | 2002-01-02 |
AU774872B2 (en) | 2004-07-08 |
YU6201A (sh) | 2003-01-31 |
EP1102836B1 (de) | 2004-09-22 |
IL140880A0 (en) | 2002-02-10 |
CA2338372A1 (en) | 2000-02-10 |
CN1168816C (zh) | 2004-09-29 |
NO20010491D0 (no) | 2001-01-29 |
NO20010491L (no) | 2001-01-29 |
AU5245899A (en) | 2000-02-21 |
ZA200100581B (en) | 2002-01-21 |
WO2000006690A1 (en) | 2000-02-10 |
DE69920480D1 (de) | 2004-10-28 |
CN1311814A (zh) | 2001-09-05 |
BR9912573A (pt) | 2001-05-02 |
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