AU673099B2 - Pearlescent based concentrate for personal care products - Google Patents
Pearlescent based concentrate for personal care products Download PDFInfo
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- AU673099B2 AU673099B2 AU73403/94A AU7340394A AU673099B2 AU 673099 B2 AU673099 B2 AU 673099B2 AU 73403/94 A AU73403/94 A AU 73403/94A AU 7340394 A AU7340394 A AU 7340394A AU 673099 B2 AU673099 B2 AU 673099B2
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- pearlescent
- alkyl
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- 239000012141 concentrate Substances 0.000 title claims description 68
- -1 alkyl sulphate Chemical compound 0.000 claims description 46
- 239000000203 mixture Substances 0.000 claims description 40
- 125000000217 alkyl group Chemical group 0.000 claims description 32
- 238000003756 stirring Methods 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 27
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 22
- 229930195729 fatty acid Natural products 0.000 claims description 22
- 239000000194 fatty acid Substances 0.000 claims description 22
- 238000001816 cooling Methods 0.000 claims description 17
- 229910021653 sulphate ion Inorganic materials 0.000 claims description 15
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 13
- 150000002148 esters Chemical class 0.000 claims description 12
- 150000004665 fatty acids Chemical class 0.000 claims description 12
- 150000002191 fatty alcohols Chemical class 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 10
- 239000000654 additive Substances 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 7
- 229910021529 ammonia Inorganic materials 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 6
- 125000001589 carboacyl group Chemical group 0.000 claims description 6
- 239000012456 homogeneous solution Substances 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 6
- 239000004711 α-olefin Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 239000002453 shampoo Substances 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 3
- 150000001720 carbohydrates Chemical class 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 229910017053 inorganic salt Inorganic materials 0.000 claims description 3
- 229910001508 alkali metal halide Inorganic materials 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000001924 fatty-acyl group Chemical group 0.000 claims description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 2
- 101150065749 Churc1 gene Proteins 0.000 claims 2
- 102100038239 Protein Churchill Human genes 0.000 claims 2
- 150000001447 alkali salts Chemical class 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims 1
- 101001017896 Homo sapiens U6 snRNA-associated Sm-like protein LSm1 Proteins 0.000 claims 1
- 229910003202 NH4 Inorganic materials 0.000 claims 1
- 102100033314 U6 snRNA-associated Sm-like protein LSm1 Human genes 0.000 claims 1
- 239000000344 soap Substances 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 229910001868 water Inorganic materials 0.000 description 17
- 239000000243 solution Substances 0.000 description 14
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 13
- 239000011780 sodium chloride Substances 0.000 description 12
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 11
- 239000004141 Sodium laurylsulphate Substances 0.000 description 11
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 11
- 229920001282 polysaccharide Polymers 0.000 description 8
- 239000005017 polysaccharide Substances 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000007794 irritation Effects 0.000 description 3
- 239000010445 mica Substances 0.000 description 3
- 229910052618 mica group Inorganic materials 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 2
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical class FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- AUIHTIYXIHFPBK-UHFFFAOYSA-N 4-ethylperoxy-4-oxo-3-sulfobutanoic acid Chemical compound CCOOC(=O)C(S(O)(=O)=O)CC(O)=O AUIHTIYXIHFPBK-UHFFFAOYSA-N 0.000 description 1
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- PDGFSOXJSCRWQP-UHFFFAOYSA-M CCCCCCCCCCCCCCCCCC(OCCOC(CCCCCCCCCCCCCCCCC)=O)=O.[Na+].[Cl-] Chemical compound CCCCCCCCCCCCCCCCCC(OCCOC(CCCCCCCCCCCCCCCCC)=O)=O.[Na+].[Cl-] PDGFSOXJSCRWQP-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229940073609 bismuth oxychloride Drugs 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- UHUSDOQQWJGJQS-UHFFFAOYSA-N glycerol 1,2-dioctadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCCC UHUSDOQQWJGJQS-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- XKLJHFLUAHKGGU-UHFFFAOYSA-N nitrous amide Chemical compound ON=N XKLJHFLUAHKGGU-UHFFFAOYSA-N 0.000 description 1
- BWOROQSFKKODDR-UHFFFAOYSA-N oxobismuth;hydrochloride Chemical compound Cl.[Bi]=O BWOROQSFKKODDR-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 231100000051 skin sensitiser Toxicity 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 229940035044 sorbitan monolaurate Drugs 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 231100000606 suspected carcinogen Toxicity 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229940100445 wheat starch Drugs 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0089—Pearlescent compositions; Opacifying agents
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)
- Cosmetics (AREA)
Description
WO 95/03782 PCT/AU94/00421 PEARLESCENT BASED CONCENTRATE FOR PERSONAL CARE PRODUCTS The invention relates to pearlescent based concentrates comprising at least one alkylpolysaccharide, traditional pearlescent esters or acid and alkyl sulphates and to processes for the preparation thereof.
Personal care products such as handsoaps, bubble baths, shampoos and hair conditioners often include in their composition agents which impart a pleasant, pearl-like glossy appearance in order to enhance the appeal of such products to the consumer. The agents which impart this appearance are known as pearlescent based concentrates and generally comprise microscopic platelike crystals which remain dispersed in compcsitions to which they are added and reflect light in such a manner as to impart a pearl-like appearance.
Pearlescent based concentrates of the prior art have included finely divided natural substances or inorganic compounds such as mica, fish scale, bismuth oxychloride or the like. For example, Japanese patent application no.
90/134,825 (Priority Date; 24 May 1990) describes compositions for cosmetics having a pearly appearance, comprising glucose fatty acid esters and mica and/or mica Ti.
In recent years, the use of a fatty acid glycolic ester in pearlescent concentrates has been particularly favoured.
In general such concentrates are produced by adding a fatty acid glycolic ester which is solid at room temperature to a composition such as shampoo or the like, followed by heating of the mixture to melt the fatty acid glycolic ester, and then by cooling to recrystallise it and thereby providing small crystals which impart a pearl-like gloss to the composition. In an alternative method of production, a pearling agent dispersion (such as a fatty acid glycolic ester dispersion, which is dissolved and cooled to recrystallise in advance) is mixed with a shampoo or the like at room temperature as described in Japanese Patent Application nos. 71021/81 and 216728/83.
WO 95/03782 PCT/AU94/00421 2 Other known pearlescent based concentrates have comprised microcrystalline polyvalent metal salts of higher fatty acids or fatty acid glycolic esters such as those described in United States Patent 4,959,200 (Date of Patent; 25 September 1990).
Other commonly used pearlescent based concentrates have been prepared using ethylene glycol monostearate, ethylene glycol di-stearate, glycerol monostearate, glycerol distearate or a cetyl stearly alcohol or the like in conjunction with other similar esters. These pearlescent based concentrates of the prior art have also normally comprised ether sulphates, betaines, ethanolamide, amine based surfactants and the like which can be used as emulsifiers. United States Patent 5,017,305 (Date of Patent; 21 May 1991) describes a typical pearlescent concentrate in the form of a free-flowing dispersion comprising pearlescing esters, ether carboxylic acids and one or more monoethanolamides of C12 to C 22 fatty acids, One of the disadvantages of the pearlescent based concentrates of the prior art is that they often comprise chemicals which are potential skin sensitisers. Japanese Patent Application no. 21678/83 for example, discloses a pearling agent containing a salt of alkyl sulphate or a salt of polyoxyalkylene alkyl sulphate, a fatty acid dialkanolamide and water as solvents, and a fatty acid glycolic ester at a h.gh concentration. Many factors influence the irritation effect of surfactants and the molecular structure of the surface active agent can be closely linked to its effect on adsorption, solubilization, penetration, swelling, denaturation and general irritation on human skin.
Generally, the order of increasing human skin irritation of anionic surfactants commonly used in personal care products is in the following order: Ammonium Laureth Sulphate <Sodium Laureth Sulphate <Ammonium Lauryl Sulphate <Sodium Lauryl Sulphate.
WO 95/03782 PCT/AU94/00421 3 Furthermore, some of the pearlescent based concentrates of the prior art have included surfactants which may contain toxic trace impurities which are suspected carcinogens including nitrosamine containing compounds such as diethanolamides. European Patent no. 221465 (22 October 1992) for example, relates to a process for the production of pearlescent pigment comprising ethanolamide.
In general, alkyl polyglucosides demonstrate very little tendency to scalp irritations.
It has now been found that low irritant pearlescent based concentrates containing biodegradable surfactants can be prepared using alkylpolysaccharides. Ultimate biodegradability was ueasured using OECD tests 301E and 301A,1981. Alkylpolysaccharides are particularly attractive for use in personal care products because they contain no toxic trace impurities and because they are derived from renewable resources such as coconut oil and wheat starch.
The current invention therefore provides a pearlescent based concentrate including: between 5 and 40% by weight of the composition of alkylpolysaccharide of formula H-Gx-OR 1 where R 1 is selected from the group comprisi:ig linear or branched C 6 to C 22 alkyl or alkenyl group where G is selected from the group comprising a C s or C 6 saccharide and x is from 1 to between 3 and 30% by weight of the composition of alkyl sulphate and/or alkyl ether sulphate; and between 5 and 20% by weight of pearlescing esters of formula R (OCnH 2 n)-OR 3 where R 2 is chosen from the group including C 16 to C 22 fatty acyl groups,
R
3 is chosen from the group comprising H or R, WO 95/03782 PCT/AU94/00421 4 n is 2 or 3 and x is from 1 to 120.
The current invention further provides a pearlescent based concentrate including:
H-GX-OR'
where R 1 is selected from the group comprising linear or branched C 6 to C, alkyl or alkenyl group where G is selected from the group comprising a C 5 or C, saccharide and x is from 1 to between 3 and 30% by weight of the composition of alkyl sulphate and/or alkyl ether sulphate; and between 5 to 20% by weight of pearlescing acid of formula R COOH where R is chosen from the group comprising C16 to C 22 alkyl groups.
In a preferred embodiment the pearlescing esters or acid of the current invention is chosen from ethylene glycol monostearate, ethylene glycol disterate, stearic acid and mixtures thereof.
In a preferred embodiment the pearlescent based concentrate of the current invention further includes secondary alkane sulphonates of the formula
R
4
CH(CH
3
)SO
3
M
where R 4 is chosen from the group comprising
C
6 to C 2 alkyl groups and M is chosen from the group comprising alkali metals In a further preferred embodiment the fatty alcohol ethoxylates used in pearlescent based concentrate of the current invention are of the formula
R
5
(OC
2
H
4 )y OH where R 5 is chosen from the group including
C
6 and C 22 alkyl or alkenyl groups and y is from 1 to 120 WO 95/03782 PCT/AU94/00421 The pearlescent based concentrate of the current invention may further include between 0 and 30% by weight of the composition of one or more optional additives chosen from the group including: alkylsulphosuccinate or polyoxyalkylenealkylsulphosuccinate of the formula
R
6
[CH(R
7 )CH20]n -COCH(SO 3
M)CH
2
COOM
1 where R 6 is chosen from the group including C 8 to C 20 linear or branched alkyl groups,
R
7 is H or CH 3 M' and M are independently chosen from the group comprising alkali metals, alkaline earth metals, NH 4
C
1 to C 3 alkyl groups, substituted ammonia and hydroxy substituted C 2 or C 3 alkyl substituted ammonia and n is from 0 to 8; sorbitan fatty acid esters of formula,
CH
2 -(CHOH) 3
-CHOCH
2
OR
8 where R 8 is chosen from the group including C 12 to C 18 secondary alkane sulphonates; fatty alcohol alkoxylates; fatty acid alkoxylates; fatty alcohols; alkanoyl Nmethylglucamides; ether carboxylic acids; ethoxylated sorbitan fatty acid esters; and alpha-olefin sulphonates.
In a preferred embodiment the optional additives of the pearlescent concentrate of the current invention includes fatty alcohols of the formula R OH where R 9 is chosen from the group comprising
C
6 to C 22 alkyl groups In a further preferred embodiment the optional additives of the pearlescent concentrate of the current invention includes alkanoyl N-methylglucamides of the formula
COR
10
CH
3
-N-CH
2 (CHOH) 4 where R 10 is chosen from the group comprising C, and C, 2 alkyl groups.
WO 95/03782 PCT/AU94/00421 6 In another preferred embodiment the optional additives of the pearlescent concentrate of the current invention includes ether carboxylic acids of the formula R C(O)O(C 2
H
4 0)mH where R" is chosen from the group includes C 6 to C 22 alkyl groups and m is from 1 to 120 In a further preferred embodiment the optional additives of the pearlescent concentrate of the current invention comprise ethoxylated sorbitan fatty acid esters of the formula
(OCHCH
2
)OH
(OCH
2
CH
2
)OH
CH
2
(OCH
2 CH) uOH
CH
2
(OCH
2 CH) tOC R 12 where R 12 is chosen from the group comprising C to C, alkyl groups and w, v, u, t are from 4 to In a further preferred embodiment the optional additives of the pearlescent concentrate of the current invention comprise alpha-olefin sulphonates of formula
R'
3 CH CHCHSO 3
M
2 where R 13 is chosen from the group comprising
C
6 to C 22 alkyl groups and M 2 is chosen from the group comprising Na K.
Another optional additive to the pearlescent based concentrates of the current invention is between 0 and 2% of at least one inorganic salt including alkali metal halide salt such as NaCI, KC1, Kl and the like.
The pearlescent based concentrates of the current invention may also be diluted with between 10 and 90% of the weight of the composition of water or other suitable solvent.
WO 95/03782 PCT/AU94/00421 7 The pearlescent based concentrates of the current invention may also have added optional agents including perfumes, pigments, UV absorbers and antioxidants.
There is further provided a method of preparation of the pearlescent based concentrates of the current invention comprising the steps of; heating the components to a temperature above the highest melting point of the components but less than the boiling point of any solvents present and stirring to form a homogeneous solution, and cooling the stirring solution to a temperature of between 35 0 C and 45 0 C at a maximum cooling rate of C/hour.
The pearlescent based concentrates of the current invention may also be prepared by a method comprising the following steps; heating the components to a temperature above the highest melting point of the components but less than the boiling point of any solvents present while stirring vigorously to form a homogeneous solution, rapidly cooling the stirring solution to between 600C and and cooling the stirring solution to a temperature of between 35 0 C and 45 0 C at a maximum cooling rate of 15 0 C/hour.
The current invention will now be described with reference to the following non-limiting examples; WO 95/03782 PCT/AU94/00421 8 EXAMPLE 1 A pearlescent based concentrate of the following composition was prepared by the method described below.
Component Composition w/w) Decylpolysaccharide (50% 36.00 Sodium lauryl sulphate (30% 10.00 Ethylene Glycol mono-stearate 16.25 Sodium chloride 1.00 Water 36.75 Method Ethylene glycol monostearate, decylpolysaccharide, alkyl sulphate, water and sodium chloride were heated to 80 0 C with vigorous stirring. The solution was maintained at 80 0 C with stirring for further 30 minutes before being rapidly cooled to 65 0 C. Once the solution temperature reached 650C the stirring rate was slowed and the solution cooled at a controlled rate of 100C per hour until the temperature reached 0 C. The stirrer was then stopped and the pearlescent blend allowed to cool to room temperature.
EXAMPLE 2 A pearlescent based concentrate of the following composition was prepared by the method described below.
Component Composition w/w) Dodecylpolysaccharide (50% 25.00 Sodium lauryl sulphate (30% 31.00 TERIC 12A23 3.00 Ethylene glycol mono-stearate 12.50 Sodium chloride 1.00 Water 27.50 Method Ethylene glycol mono-stearate, dodecylpolysaccharide, sodium lauryl sulphate, TERIC 12A23 water and sodium chloride were heated to 80 0 C with vigorous stirring. Once the solution had reached 80 0 C, the stirring rate was slowed and the solution cooled at a controlled rate of 10 0 C per hour until the solution temperature had dropped to 40 0 C. When the solution temperature had reached 40 0 C the stirrer was stopped WO 95/03782 PCT/AU94/00421 9 and the pearlescent based composition was allowed to cool to room temperature. (TERIC is a registered trade mark of ICI Australia Operations Proprietary Limited).
EXAMPLE 3 Component Composition Decylpolysaccharide (50% 37.00 Sodium lauryl sulphate 10.00 Cetyl Stearyl alcohol 5.00 Ethylene glycol monostearate 16.25 Water 32.75 Method Ethylene glycol monostearate, decylpolysaccharide, sodium lauryl sulphate, cetyl-stearyl alcohol and water were heated to 750C with vigorous stirring. Thu solution was cooled until the temperature reached 70 0 C at which point the rate of cooling was controlled at 15 0 C/hour and the stirring rate reduced. When temperature reached 40 0 C, stirring was stopped and the pearlescent based composition allowed to cool to room temperature.
EXAMPLE 4 Component Composition Dodecylpolysaccharide (50% 36.00 Ammonium lauryl sulphate (25% 10.00 Disodium alkyl ethoxy sulphosuccinate (30% 13.3 Sodium chloride Ethylene glycol distearate 16.25 Water 23.45 Method Dodecylpolysaccharide, ammonium lauryl sulphate, disodium alkylethoxy sulphosuccinate and ethylene glycoldistearate were blended together to form a homogeneous mixture. Sodium chloride was then dissolved in the water and added to the mixture which was heated to 70 0 C with vigorous stirring. When the solution temperature reached 70 0 C the stirring rate was reduced and the solution cooled at a rate of 8 0 C/hr. When the solution temperature reached 40 0 C the WO 95/03782 PCT/AU94/00421 stirring was stopped and the resultant pearlescent based concentrate left to cool to room temperature.
EXAMPLE Component Composition Decyl Polysaccharide 25.00 Sodium lauryl sulphate 20.00 Ethylene glycol monostearate 7.50 Sodium Chloride 1.00 Water 46.5 Method The sodium chloride was dissolved in a portion of the water. The remaining components were blended together and the salt solution mixed in. Tie resultant mixture was heated to 70 0 C with rapid stirring then the stirring rate was reduced and the mixture cooled at a rate of 8 0 C per hour.
When the mixture reached 40 0 C all stirring was ceased.
EXAMPLE 6 Component Composition Decyl Polysaccharide 25.00 Sodium lauryl sulphate 20.00 Sorbitan monolaurate 5.00 Ethylene glycol monostearate 15.00 Sodium Chloride 1.00 Water 34.00 Method The above components were combined according to the method of Example 5 to form a pearlescent based concentrate.
EXAMPLE 7 Component Composition C8-10 Polysaccharide 5.00 Decyl Polysaccharide 25.00 Sodium lauryl sulphate 20.00 Ethylene glycol monostearate 15.00 Sodium Chloride 1.00 Water 34.00 WO 95/03782 PCT/AU94/00421 11 Method The above components were combined according to the method of Example 5 to form a pearlescent based concentrate.
EXAMPLE 8 Component Composition Decyl Polysaccharide 30.00 Ammonium lauryl sulphate 20.00 Ethoxylated sorbitan monooleate 2.50 Sodium Chloride 1.00 Ethylene glycol monostearate 15.00 Water 31.50 Method The above components were combined according to the method of Example 5 to form a pearlescent based concentrate.
EXAMPLE 9 Component Composition Decyl Polysaccharide 30.00 Sodium lauryl sulphate 15.00 Stearic acid 15.00 Sodium Chloride 1.00 Water 39.00 Method The above components were combined according to the method of Example 5 to form a pearlescent based concentrate.
EXAMPLE Component Composition C16-18 Polysaccharide 10,00 Decyl Polysaccharide 15.00 Sodium lauryl sulphate 15.00 Ethylene glycol monostearate 15.00 Sodium Chloride 1.00 Water 44.00 Method The above components were combined according to the method of Example 5 to form a pearlescent based concentrate.
WO 95/03782 ICT/A U94/0042i 12 The pearlescent based concentrates of each example exhibited small crystals of relatively uniiorm size which give a lustrous appearance to the concentrate and good reflectance.
While the invention had been explained in relation to its preferred embodiments it is to be understood that various modifications thereof will become apparent to those skilled in the art upon reading the specification. Therefore, it is to be understood that the invention disclosed herein is intended to cover such modifications as fall within the scope of the appended claims.
Claims (25)
1. A pearlescent based concentrate comprising: between 5 and 40% by weight of the composition of alkylpolysaccharide of formula H-G-OR where R is selected from the group comprising linear or branched C 6 to C 2 2 alkyl or alkenyl group where G is selected from the group comprising a C, or C, saccharide and x is from 1 to between 3 and 30% by weight of the composition of alkyl sulphate and/or alkyl ether sulphate; and between 5 and 20% by weight of pearlescing compound of formula R 2 (OCnH2n) -OR 3 where R 2 is chosen from the group including C 1 6 to C 2 2 fatty acyl groups, R 3 is chosen from the group comprising H or R n is 2 or 3 and x is from 0 to 120.
2. A pearlescent based concentrate according to claim 1 comprising: between 5 and 40% by weight of the composition of alkylpolysaccharide of formula H-Gx-OR 1 where R 1 is selected from the group comprising linear or branched C 6 to C 2 alkyl or alkenyl group where G is selected from the group comprising a C 5 or C 6 saccharide and x is from 1 to between 3 and 30% by weight of the composition of alkyl sulphate and/or alkyl ether sulphate; WO 95/03782 PCT/AU94/00421 14 and between 5 and 20% by weight of pearlescing acid of formula R COOH where R is chosen from the group including C16 to C 22 alkyl groups,
3. A pearlescent based concentrate comprising: between 5 and 40% by weight of the composition of alkylpolysaccharide of formula H-GX-OR 1 where R is selected from the group comprising linear or branched C, to C 22 alkyl or alkenyl group where G is selected from the group comprising a C s or C, saccharide and x is from 1 to between 3 and 30% by weight of the composition of alkyl sulphate and/or alkyl ether sulphate; and between 5 and 20% by weight of pearlescing esters of formula R2-(OCnH 2 n) -OR 3 where R 2 is chosen from the group including C16 to C22 fatty acyl groups, R is chosen from the group comprising H or R 2 n is 2 or 3 and x is from 1 to 120.
4. A pearlescent based concentrate according to claim 3 which further includes secondary alkane sulphonates of the formula R 4 -CH(CH 3 )SO 3 M where R 4 is chosen from the group comprising C6 to C22 alkyl groups and M is chosen from the group comprising alkali salts. A pearlescent based concentrates according to claim 3 wherein said fatty alcohol ethoxylate is of formula RS(OC 2 H 4 )y OH where R 5 is chosen form the group including C6 and C22 alkyl or alkenyl groups WO 95/03782 I'CT/AU94/00421 and y is from 1 to 120.
6. A pearlescent based concentrate according to claim 3 which further includes between 0 and 30% by weight of the composition of one or more optional additives chosen from the group including: alkylsulphosuccinate or polyoxyalkylenealkylsulphosuccinate of the formula R 6 CH 2 O] -[COCH(SO 3 M)CH 2 COOM] where R is chosen from the group including C 8 to C 20 linear or branched alkyl groups, R 7 is H or CH 3 M and M' are independently chosen from the group comprising alkali metals, alkaline earth metals, NH 4 C 1 to C 3 alkyl groups, substituted ammonia and hydroxy substituted C 2 or C 3 alkyl substituted ammonia and n is from 0 to 8; sorbitan fatty acid esters of formula, CH- (CHOH) -CHOCH 2 ORB where R 8 is chosen from the group including C 12 to C 18 alkyl group; secondary alkane sulphonates; fatty alcohol alkoxylates; fatty acid alkoxylates; fatty alcohols; alkanoyl N- methylglucamides; ether carboxylic acids; ethoxylated sorbitan fatty acid esters; and alpha-olefin sulphonates.
7. A pearlescent based concentrate according to claim 3 which further includes fatty alcohols of the formula R OH where R 9 is chosen from the group comprising C 6 to C 22 alkyl groups.
8. A pearlescent based concentrate according to claim 3 which further includes alkanoyl N-methylglucamides of the formula COR 10 CH 3 -N-CH 2 (CHOH) 4 CH 2 OH where R 10 is chosen from the group consisting C 6 and C22 alkyl groups. WO 95/03782 PCT/AU94/00421 16
9. A pearlescent based concentrate according to claim 3 which further includes ether carboxylic acids of the formula R C(O)O(C 2 H 4 0),H where R" is chosen from the group including C 6 to C, 2 alkyl groups and m is from 1 to 120. A pearlescent based concentrate according to claim 3 which further includes ethoxylated sorbitan fatty acid esters of the formula C OCH 2 CH), OH OCHCH 2 OH CH (OCH 2 CH, 2 )OH CH (OCH 2 CH)tOC(0)R 12 where R 2 is chosen from the group comprising C 6 to C, alkyl groups and w, v, u, t are from 4 to
11. A pearlescent based concentrate according to claim 3 which further includes alpha-olefin sulphonates of formula R CH CHCH 2 SO 3 M 2 where R 13 is chosen from the group comprising C 6 to C, 2 alkyl groups and M 2 is chosen from the group comprising Na K.
12. A pearlescent based concentrate according to claim 3 comprising between 0 and 2% of the weight of the composition of inorganic salt.
13. A pearlescent based concentrate according to claim 12 wherein said inorganic salt is an alkali metal halide salt.
14. A pearlescent based concentrate according to claim 3 comprising between 10 and 90% of the weight of the composition of solvent. WO 95/03782 PCT/AU94/00421 17 A pearlescent composition comprising a pearlescent based concentrate according to any of the previous claims and at least one solvent in the ratio of between 10:90 and 90:10 weight
16. A pearlescent based concentrate according to claim 1 or 2 which further includes secondary alkane sulphonates of the formula R 4 -CH(CH 3 )SO 3 M where R 4 is chosen from the group comprising C 6 to C 22 alkyl groups and M is chosen from the group comprising alkali salts.
17. A pearlescent based concentrates according to claim 1 or 2 wherein said fatty alcohol ethoxylate is of formula R 5 (OC 2 H 4 )y OH where R 5 is chosen form the group including C, and C 22 alkyl or alkenyl groups and y is from 1 to 120.
18. A pearlescent based concentrate according to claim 1 or 2 which further includes between 0 and 30% by weight of the composition of one or more optional additives chosen from the group including: alkylsulphosuccinate or polyoxyalkylenealkylsulphosuccinate of the formula R 6 -0-[CH(R 7 )CH0O ]n-COCH(SO 3 M)CH 2 COOM where R 6 is chosen from the group including C 8 to C 20 linear or branched alkyl groups, R 7 is H or CH 3 M and M 1 are independently chosen from the group comprising alkali metals, alkaline earth metals, NH4 C I to C 3 alkyl groups, substituted ammonia and hydroxy substituted C 2 or C 3 alkyl substituted ammonia and n is from 0 to 8; sorbitan fatty acid esters of formula, CH,-(CHOH) 3 -CHOCH 2 OR 8 where R 8 is chosen from the group including C 12 to C 1 alkyl group; V A f~ lttt mj Ii WO 95/03782 18 fPL I/\1AUY'IvviI secondary alkane sulphonates; fatty alcohol alkoxylates; fatty acid alkoxylates; fatty alcohols; alkanoyl N- methylglucamides; ether carboxylic acids; ethoxylated sorbitan fatty acid esters; and alpha-olefin sulphonates.
19. A pearlescent based concentrate according to claim 1 or 2 which further includes fatty alcohols of the formula R 9 OH where R 9 is chosen from the group comprising C 6 to C, alkyl groups.
20. A pearlescent based concentrate according to claim 1 or 2 which further includes alkanoyl N-methylglucamides of the formula COR 10 CH 3 -N-CH 2 (CHOH) 4 CH 2 OH where R 10 is chosen from the group consisting C 6 and C, alkyl groups.
21. A pearlescent based concentrate according to claim 1 or 2 which further includes ether carboxylic acids of the formula R C(O)O(C 2 4 0),H where R 11 is chosen from the group including C 6 to C 2 alkyl groups and m is from 1 to 120.
22. A pearlescent based concentrate according to claim 1 or 2 which further includes ethoxylated sorbitan fatty acid esters of the fonrula OCV 2 CH 2 OH OCH 2 CH 2 vOH CH 2 (OCHCH 2 uOH S 30 CH (OCH 2 CH) OC(O)R 12 where R 12 is chosen from the group comprising C, to C 22 alkyl groups and w, v, u, t are from 4 to WO 95/03782 PCT/AU94/00421 19
23. A pearlescent based concentrate according to claim 3 which further includes alpha-olefin sulphonates of formula R 3CH CHCH 2 SO 3 M 2 where R 13 is chosen from the group comprising C 6 to C 22 alkyl groups and M 2 is chosen from the group comprising Na K.
24. A method of preparing a pearlescent based concentrates of any of claims 3 to 15 comprising the steps of; heating the components to a temperature above the highest melting point of the components but less than the boiling point of any solvents present and stirring to form a homogeneous solution, and cooling the stirring solution to a temperature of between 35 0 C and 45 0 C at a maximum cooling rate of 15 0 C/hour. A method of preparing a pearlescent based concentrates of any of claims 3 to 15 comprising the steps of; heating the components to a temperature above the highest melting point of the components but less than the boiling point of any solvents present while stirring vigorously to form a homogeneous solution, rapidly cooling the stirring solution to between 60 0 C and 0 C, and cooling the stirring solution to a temperature of between 35 0 C and 45 0 C at a maximum cooling rate of 0 C/hour.
26. A method of preparing a pearlescent based concentrates of any of claims 1, 2 or 16 to 23 comprising the steps of; heating the components to a temperature above the highest melting point of the components but less than the boiling point of any solvents present and stirring to form a homogeneous solution, and cooling the stirring solution to a temperature of between 35 0 C and 45 0 C at a maximum cooling rate of 15 0 C/hour. WO 95/03782 PCT/AU94/00421
27. A method of preparing a pearlescent based concentrates of any of claims 1, 2 or 16 to 23 comprising the steps of; heating the components to a temperature above the highest melting point of the components but less than the boiling point of any solvents present while stirring vigorously to form a homogeneous solution, rapidly cooling the stirring solution to between 60 0 C and 0 C, and cooling the stirring solution to a temperature of between 35 0 C and 45 0 C at a maximum cooling rate of 0 C/hour.
28. A pearlescent based concentrate substantially as herein described with reference to the examples.
29. A method of preparing a pearlescent based concentrate as herein described with reference to the examples. IN'ILNA'I'IONAL SEARCII REPORT International application No. PCT/AU 94/00421 A. CLASSIFICATION OF SUBJECT MATTER Int. C1. 5 A61K 7/50, 7/075, C11D 17/00, 9/26, 9/44 According to International Patent Classification (IPC) or tc both national classification and IPC B. FIELDS SEARCHED Minimum documentation searched (classification system followed by classification symbols) IPC A61K 7/50, 7/075, 7/06, 7/07, C11D 9/26, 9/44. Documentation searched other than minimum documentation to the extent that such documents are included in the fields searched AU IPC as above Electronic data base consulted during the international search (name of data base, and where practicable, search terms used) DERWENT: (Pearl: (Soap JAPIO: (or and (or Shampoo CASM (Pearlesc: (or Hair Conditioner C. DOCUMENTS CONSIDERED TO BE RELEVANT Category Citation of document, with indication, where appropriate, of the relevant passages Relevant to Claim No. WO,A, 86/05390 (HELENE CURTIS INDUSTRIES, INC.) 25 September 1986 (25.09.86) Y Page 5 lines 30-35, Page 18 lines 34-Page 19 line 27 and page 23 Lines 9 to 34 1-29 WO,A, 93/15171 (DEUTSCHE ICI GMBH et al.) 5 August 1993 (05.08.93) P,Y Page 2 line 4 page 3 line 18, Page 6 lines 16-32 1-29 US,A, 4438096 (HELENE CURTIS INDUSTRIES, INC.) 20 March 1984 (20.03.84) Y Page 3 lines 24-62, Page3 4 lines 9-17 1-29 in the continuation of Box C. Special categories of cited documents later document published after the international filing date or priority date and not in conflict document defining the general state of the art which is with the application but cited to understand the not considered tobe ofparticular relevance principle or theory underlying the invention earlier document but published on or after the document of particular relevance; the claimed international filing date invention cannot be considered novel or cannot be document which may throw doubts on priority claim(s) considered to involve an inventive step when the or which is cited to establish the publication date of document is taken alone another citation or other special reason (as specified) document of particular relevance; the claimed document referring to an oral disclosure, use, invention cannot be considered to involve an exhibition or other means inventive step when the document is combined document published prior to the international filine date with one or more other such documents, such but later than the priority date claimed combination being obvious to a person skilled in the art document member of the same patent family Date of the actual completion of the international search Date of mailin of the international search report 23 September 1994 (23.09.94) C. r- V0> Name and mailing address of the ISA/AU Authoized officerr AUSTRALIAN INDUSTRIAL PROPERTY ORGANISATION PO BOX 200 WODEN ACT 2606 AUSTRALIA JOHN G. HANSON Facsimile No. 06 2853929 Telephone No. (06) 2832262 Form PCT/ISA/210 (continuation of first sheet (July 1992) copjhw I NTER~NATION AL SHAlRC11- REIPORT Interntionmal application No. PCT/AU 94/00421 C(Continuzation). DOCUMENTS CONSIDERED TO BE RELEVANT Category Y A A A Citation of document, ivithi indication, where appropriate of the relevant passages Relevant to Claim No. US,A, 5017305 (HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN) 21 May 1991 (21.05.91) AU,A, 26058/92 (KAO CORPORATION) 8 April 1993 (08.04.93) EP,A, 323594 (KAO CORPORATION) 12 July 1989 (12.07.89) EPA, 512744 (UNILEVER PLC) 11I November 1992 (11.11.92) Formn PCT/ISA/2 10 (continuation of second sheet)(July 1992) copjhw INTER~NAIONAL SEARICI I RE~POT?)~ Ianauiioniiaippllcation No. 1PCI/AU 94/00421 This Annex lists the known "IA" publication level patent family members relating to the patent documents cited in the above-mentioned international search report. The Australian Patent Office is in no way liable for these particulars which are merely, given for the purpose of information. Patent Document Cited in Search Patent Family Member Report WO 8605390 AU 55 126/86 AU 594044 DK 5403/86 EP 215025 JP 62501192 us 4654207 WO 9315171 AU 11813/92 us 5017305 EP 268992 JP 63150214 us 4824594 AU 26058/92. EP 535693 JP 5117687 EP 323594 JP 1176445 US 4959206 EP 512744 GB 9109693 JP 5139940 END OF ANNEX Form PCT/ISA/210(patent family annex)(July 1992) copjhw
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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AU73403/94A AU673099B2 (en) | 1993-07-28 | 1994-07-26 | Pearlescent based concentrate for personal care products |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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AUPM0246 | 1993-07-28 | ||
AUPM024693 | 1993-07-28 | ||
PCT/AU1994/000421 WO1995003782A1 (en) | 1993-07-28 | 1994-07-26 | Pearlescent based concentrate for personal care products |
AU73403/94A AU673099B2 (en) | 1993-07-28 | 1994-07-26 | Pearlescent based concentrate for personal care products |
Publications (2)
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AU7340394A AU7340394A (en) | 1995-02-28 |
AU673099B2 true AU673099B2 (en) | 1996-10-24 |
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AU73403/94A Ceased AU673099B2 (en) | 1993-07-28 | 1994-07-26 | Pearlescent based concentrate for personal care products |
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4438096A (en) * | 1982-05-27 | 1984-03-20 | Helene Curtis Industries, Inc. | Pearlescent shampoo |
WO1986005390A1 (en) * | 1985-03-13 | 1986-09-25 | Helene Curtis Industries, Inc. | Pearlescent shampoo and method for preparation of same |
WO1993015171A1 (en) * | 1992-01-27 | 1993-08-05 | Deutsche Ici Gmbh | Pearlescent surfactant composition |
-
1994
- 1994-07-26 AU AU73403/94A patent/AU673099B2/en not_active Ceased
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4438096A (en) * | 1982-05-27 | 1984-03-20 | Helene Curtis Industries, Inc. | Pearlescent shampoo |
WO1986005390A1 (en) * | 1985-03-13 | 1986-09-25 | Helene Curtis Industries, Inc. | Pearlescent shampoo and method for preparation of same |
WO1993015171A1 (en) * | 1992-01-27 | 1993-08-05 | Deutsche Ici Gmbh | Pearlescent surfactant composition |
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