US2900307A - Clear liquid solubilized lanolin compositions - Google Patents

Clear liquid solubilized lanolin compositions Download PDF

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Publication number
US2900307A
US2900307A US669967A US66996757A US2900307A US 2900307 A US2900307 A US 2900307A US 669967 A US669967 A US 669967A US 66996757 A US66996757 A US 66996757A US 2900307 A US2900307 A US 2900307A
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United States
Prior art keywords
lanolin
water
weight
alkylolamide
clear
Prior art date
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Expired - Lifetime
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US669967A
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English (en)
Inventor
Wei Ling
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Colgate Palmolive Co
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Colgate Palmolive Co
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Priority to NL105664D priority Critical patent/NL105664C/xx
Priority to BE569111D priority patent/BE569111A/xx
Application filed by Colgate Palmolive Co filed Critical Colgate Palmolive Co
Priority to US669967A priority patent/US2900307A/en
Priority to DEC17046A priority patent/DE1087764B/de
Priority to GB20246/58A priority patent/GB854111A/en
Priority to CH6126758A priority patent/CH375842A/de
Priority to FR769361A priority patent/FR1263785A/fr
Application granted granted Critical
Publication of US2900307A publication Critical patent/US2900307A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/925—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of animal origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/26—Optical properties
    • A61K2800/262—Transparent; Translucent
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/002—Aftershave preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring

Definitions

  • the present invention relates to the solubilization of lanolin by a higher aliphatic amide compound and, more particularly, to clear aqueous compositions comprising solubilized lanolin and process of preparing the same, as hereinafter described and claimed.
  • Lanolin is a waxy material which has been employed extensively in cosmetic preparations and the like because of its emollient and emulsifying characteristics. It is insoluble in water and therefore has bee suspended usually in aqueous-containing preparations, particularly in the manufacture of various creams, pastes. oils and emulsions.
  • preparations containing lanolin dissolved or dispersed in water so as to form a clear solution have not been made as articles of commerce in view of the water-insolubility and other unique properties of lanolin.
  • lanolin can be rendered water-soluble by combination with a higher aliphatic amide compound as a solubilizing agent. More particularly, the present invention relates to a clear aqueous composition comprising about 0.05 to 5% by weight of lanolin and a minor proportion of at least 0.25% by weight of a higher fatty acid alltylolamide. the ratio of said amide to lanolin being at least lzl by weight, and these ingredients being dissolved in an aqueous liquid solvent medium having a water content of at least about 50% by weight of the total composition.
  • a preferred embodiment is a clear transparent aqueous composition
  • a clear transparent aqueous composition comprising about 0.05 to 5%, preferably up to l%, of lanolin, about 0.25 to 20%, of said amide compound, the ratio of said amide to lanolin from about 2:1 to l00:l and a minor proportion of a water-soluble organic surface active agent in an aqueous medium.
  • the lanolin is a water-insoluble purified fat-like sub stance from sheep wool Whose composition is not fully known at this time. in general. it comprises at least about 90% of esters derived from a variety of higher alcohols and higher fatty acids.
  • the alcoholic portions of the esters are composed of sterols, triterpenoid alcohols and mixed aliphatic alcohols whereas the higher fatty acids are a complex mixture of normal, hydroxy, iso and anteiso acids.
  • the lanolin contains usually minor amounts of free complex alcohols, acids and hydrocarbons.
  • the total cholesterol content will be usually at least about 15% by weight.
  • the lanolin is available in a variety of purified grades, such as the U.S.P. grade, which may be employed in the present invention.
  • lanolin in which various materials such as free alcohols or the like are removed by distillation or other suitable means may be employed also.
  • a typical material is the liquid fraction from lanolin composed of liquid lanolin esters having a cholesterol content of at least about 15%. Accordingly, the term lanolin" as used in the specification and claims is intended to cover water-insoluble lanolin and waterinsoluble fractionated lanolin containing the lanolin esters.
  • the amide compound used as a solubilizing agent ts a higher aliphatic alltylolamide.
  • Such materials are known and have been employed in cosmetic and detergent compositions as thickeners. foam modifying agents and the like.
  • the acyl radical will be usually a higher fatty acyl radical of about 8 to 18 carbon atoms, preferably about 10 to l4 carbons, and each alkylol radical will he usually a lower alkylol group, such as up to five carbon atoms, preferably 2 to 3 carbons.
  • the alkylol groups may be mono or polyhydroxy alkyl and may be substituted by inert substitnenis.
  • higher fatty acid dialkylolamides such as lauroyl diethanolamide, myristoyl dicthanolamide, coconut fatty acid diethanolamide, oleyl diethanolamide, stearoyl diethanolamide.
  • lauroyl diisopropanolamide and the like because of the greater solubility of these materials as compared to the monoalkylolamides usually.
  • dialkylolamides may be prepared in any suitable manner and utilized in pure or commercial grades in the present invention. It is preferred to use a water-soluble liquid dialkylolamide condensation product of a higher fatty acylating substance and a lower diall-rylolarnine (e.g. diethanolaminc) in about a 1:2 ratio.
  • a water-soluble liquid dialkylolamide condensation product of a higher fatty acylating substance and a lower diall-rylolarnine (e.g. diethanolaminc) in about a 1:2 ratio.
  • Such product has usually a dialkylolamide content of at least about and has chemically and/or physically associated with the dialkylolamide a number of other by-product (including unreacted) materials such as minor proportions of soap e.g. 5-2502, frce alkylolamine e.g. l-l0% ester-amide. etc.
  • a typical suitable reaction mixture cited for illustrative purposes and resulting from the condensation of commercially distilled lauric acid or coconut fatty acids and commercial diethanolamine contains the following components on a solids basis: about diethanolamlde, about I0 1. dicthanolnmine soap. about 5% free alkylolamine, minor amounts of various by-products such as possibly ester-amide, piperazine derivatives. etc. The presence of small amounts of such materials in admixture with the dinlkylolamide is believed to aid in the water-solubility and liquidity of the dialltylolamide reaction product.
  • dialltylolamides of greater purity such as at least about may be produced by the reaction of about a 1:1 ratio of the reactants. such as from the reaction of higher fatty acid methyl esters with diethanolaminc and such products are substantially free from soap and free alkylolamine and exhibit less solubility in water.
  • the corresponding higher fatty acid monoalltylolamides may be utilized alm. such as the fatty acid monoethanolamides, npropanolamidcs and isopropanolamides.
  • Suitable cxamples are lauroyl monoethanolamide and isopropanolamide, coconut fatty acid monocthanolarnide and isopropanolamide, oleyl monoethanolamide and isopropanolamide. and the like.
  • the alkylolamide products vary in physical form from liquids to pastes and waxes and may be water-soluble, waterdispersible or relatively insoluble.
  • a clear aqueous solution comprising solubilized lanolin and alkylolamide embodies a particular sequence of operations dependent upon the character of the ingredients. The order of addition is critical and controls the final character of the product and the clutchtion of the lanolin in solution.
  • the term soluble,” "solubilized" or equivalent wording with respect to lanolin and similar references includes the formation of an aqueous solution or dispersion containing the lanolin dissolved colloidally or dispersed therein so that the lanolin is not detectable by ordinary visual examination at room temperature.
  • the initial concentrate or mixture is prepared by the admixture of the lanolin and alkylolamide with stirring to form a smooth, homogeneous mixture.
  • the temperature of admixture is not critical and the mixing may be done at room temperature or at elevated temperatures such as up to about 180 P. if desired.
  • the lanolin may be added in solid or moltenform to the alkylolamide. In the event that the alkylolamide is solid or is not sufficiently liquid at room temperature, it may be heated moderately to obtain a molten or liquid state and permit uniform and ready admixture with the lanolin.
  • the lanolin appears to be dissolved or solubilized by the alkylolamide material and the resulting concentrate may be a transparent or translucent fluid or a homogeneous waxy solid. depending upon the physical state of the alkylolamide.
  • the ingredients should be admixed in proportions to obtain a concentrate of the lanolin in the alkylolamide as a solvent or dispersion medium. In general, the ratio or proportions will be from 0.05 to 5 parts of the lanolin to 0.25 to 50 parts of the dialkylolamide. the amount of amide being sufficient to solubilize the same.
  • the ratio of amide to lanolin will be usually at least about 1:1, preferably about 2:1 to 100:1 by weight.
  • This initial mixing operation to form a homogeneous concentrate is conducted under substantially anhydrous conditions by which is meant the absence of such proportions of water which would precipitate or substantially adversely affect the solubilization of the lanolin.
  • substantially anhydrous conditions by which is meant the absence of such proportions of water which would precipitate or substantially adversely affect the solubilization of the lanolin.
  • any water present during the initial admixture should be a minor amount. such as less than about 30%. preferably less than 20%. provided that it does not substantially interfere with the formation of the desired product.
  • the mixture of lanolin and alkylolamide is combined with a solubilizing or coupling agent which enables the alkylolamide to be water-soluble or dispersible in an aqueous system sufficiently to form a clear solution.
  • solubilizing agents for the amide include the soaps and free amine previously described which are in some allrylolamide reaction products. Any suitable surface active agent may be employed since the desired solubilization effect is an observable phenomenon and readily determinable.
  • the lanolin and alltylolamide are combined with a water-soluble detersive material.
  • ionic or non-ionic detergents may be employed but optimum effects are obtained with the water-soluble anionic soaps and synthetic detergents (in cluding suitable mixtures thereof).
  • the watersoluble anionic sulfate and sulfonate detergents such as the higher alkyl aryl sulfonates. the higher alkyl sulfates, the sulfuric acid esters of polyhydric alcohols incompletely esterified with higher fatty acids. the higher fatty acid esters of hydroxy propane sulfonic acid.
  • the higher fatty acid esters of low molecular weight alkylol sulfonic acids the higher fatty acid allcylolamide sulfates, the higher fatty acid amides of amino alkyl sulfonic acids, etc.
  • Other anionic synthetic detergents are the higher fatty acid amides of amino carboxylic acids. Examples of these various detergents are dodecyl benzene sulfonate, propylene tetramer benzene sulfonate, keryl benzene sulfonate, higher fatty acid monoglyceride monosulfate.
  • the water-soluble soaps of higher fatty acids may be employed also.
  • Such soaps are derived from the natural or synthetic fats. oils, waxes. They comprise the water-soluble salts of coconut oil. corn oil, hydrogenated coconut oil, lauric acid, myristic acid, palm oil, olive oil, palm kernel oil, etc.
  • alkali metal and ammonium salts such as the alkali metal and ammonium (including substituted ammonium) salts.
  • alkylolamine salts it is preferred to employ an alkylolamine salt at least in part in the product in view of the greater solubility of such salts in water usually.
  • alkylolamine salts are the mono-. diand triethanolamine, monoand diisopropanolamine salts, including mixtures thereof.
  • non-ionic detergents or surface-active agents include the polyoxyethylene ethers of alkyl aromatic hydroxy compounds (e.g. polyoxyalkylene condensates of higher alkyl phenols), polyoxyethylene ethers of higher aliphatic alcohols. polyoxyalkylene esters of higher fatty acids, suitable alkylolamide condensates, etc.
  • the above surface-active agents may be fixed with the lanolin and the dialltylolamide as part of the initial stage of preparation of the aqueous product.
  • the added detergent appears to aid in the solubilization of the lanolin in the alkylolamidc.
  • a small amount of water is used usually with the added detergent provided it is insufficient to produce insolubilization of the lanolin since it is more convenient to add the detergent in the form of an aqueous solution.
  • these detergents may be incorporated in the product as a subsequent or separate operation.
  • the added detergents may be added to an already formed mixture of lanolin and alkylolamide with sufficient stirring to form a smooth, homogeneous product either before or after the addition of water as a final solvent medium.
  • the proportion of such added detergents or surfaceactive agent is variable and sufficient to solubilize the amide. In general. the amount will be from about 0.25 to 50 parts by weight. In the manufacture of shampoos and similar preparations, it is preferred to incorporate a foaming water-soluble organic detergent in an amount from about 5 to 50 parts. most preferably about 10 to 30 parts by weight of the final product.
  • any desired proportion of water may be incorporated in the presence of the amide solubilizer to form a composition having water as the solvent medium in which the lanolin is solubilized by the alkylolamide.
  • the materials are stirred until a homogeneous solution is obtained.
  • the mixing tempcrature is not critical and the same conditions may be employed as in the initial stage of the process. in gen eral. it is desired that the amount of water be at least about 50% by weight of the final solution. and preferably at least about 60% by weight.
  • the resulting composition may exhibit some cloudiness or haziness, which is primarily due to impurities in the lanolin wax. These impurities may be removed by any technique suitable for solid-liquid phase separation. It has been found that the cloudiness may be removed easily by a filtration step wherein the liquid is filtered on a filter cloth or press.
  • the resulting filtrate is a clear, sparkling transparent liquid having the lanolin in solution.
  • the presence and proportion of lanolin in the filtrate may be determined by suitable analysis such as by determination of the cholesterol content by the digitoxin precipitation method.
  • composition containing the lanolin and alkylolamide may be employed in the preparation of any suitable cosmetic (or pharmaceutical or detersive) products or may be employed directly in any cosmetic use by the consumer.
  • cosmetic preparation refers to a preparation which is applied to or contacts the hair, skin or any other portions of the body whether such contact is a primary or incidental function of the composition in the course of its intended or designed uses. Examples of such products are deodorants, anti-bacterial compositions, shaving preparations, shampoos, hair preparations, rinses, washing, cleansing and detersive compositions including dishwashing preparations, lotions and the like where the presence of lanolin is desired.
  • compositions may be added to any of the compositions provided they are selected so as to be compatible with the composition.
  • Minor amounts of sequestering agents such as water-soluble phosphate compounds (e.g. monosodium phosphate) may be added to the composition.
  • Preservatives such as formalin may be added similarly in small amounts.
  • Other ingredients such as coloring materials, dyes, hair conditioning agents, antibac terial agents (e.g. hexachlorophene), perfume, and the like may be added in small amounts as desired.
  • the coconut diethanolamide is a water-soluble liquid reaction product prepared by reacting coconut fatty acids with diethanolamine in about a 1:2 ratio to obtain a condensate comprising about 65% coconut diethanolamide, about 15% soap, about 5% alkylolamine and minor amounts of by-products.
  • Example I The solution of Example I is added to about 90 parts of water with stirring at room temperature to form a homogeneous aqueous solution which is clear and transparent and exhibits no separation at room temperature over long periods of time.
  • Part I The ingredients of Part I are blended thoroughly at room temperature for about 30 minutes.
  • the ingredients of Part II are each dissolved in a small amount of water of Part III and are added successively to the Part I mixture with suflicient stirring for about 30 minutes to form a homogeneous liquid mixture.
  • the remainder of the water, the phosphate and preservative (formalin) of Part III are added to the mixture with stirring for about minutes.
  • the mixture is filtered on a canvas filter cloth.
  • the resulting product is a clear transparent solution which is extremely stable at room temperature.
  • the lanolin content of the solution is about 0.5% as shown by cholesterol content determined by the digitoxin precipitation method.
  • the product develops a stable foam and improves the manageability of the hair.
  • Example III The procedure of Example II is repeated using an ambercolored fluid fraction of lanolin composed of the liquid lanolin esters and has a cholesterol content of 15 to 17%.
  • the final product is a clear, transparent stable solution suitable for use as a shampoo.
  • Example IV The procedure of Example II is repeated with the same ingredients except that Part I included the lanolin, the diethanolamide condensate and, in addition, the triethanolamine dodecyl benzene sulfonate of Part II dissolved in about 5 parts water. The perfume is added with the remainder of the water in Part III. After the filtration as the final processing step, the product is a clear and sparkling solution which is stable to separation and is highly satisfactory in use as a shampoo.
  • Example IV The procedure of Example IV is repeated using in place of the coconut diethanolamide condensate of Part 1 the following substitute materials: (a) 1:1 mixture of lauric and myristic diethanolamidc, (b) essentially pure coconut diethanolamidc, (c) coconut monoethanolamide, (d) oleyl isopropanolamide, and (c) coconut isopropanolamide.
  • Materials (11) and (c) are solids which are warmed sufiiciently to liqucfy them and the solid lanolin is added with stirring to form a uniform mixture.
  • the remaining materials (1)), (d) and (e) are liquids which are miscible with the lanolin.
  • EXAMPLE X A concentrate of 0.5 part lanolin and 5 parts coconut diethanolarnide condensate is prepared as in Example I. The resulting homogeneous liquid mixture is admixed with about parts of a 23% aqueous solution of ammonium coconut fatty acid monoglyceride with stirring at room temperature. The product is filtered and the filtrate is a clear liquid containing the lanolin in solution. It has a variety of uses such as a shampoo, skin-cleansing liquid or bubble-bath composition.
  • a clear non-alcoholic cosmetic preparation suitable as an after-shave lotion is prepared as follows:
  • the lanolin. the diethanolamide condensate of Example I, hexachlorophene (2,2'-dihydroxy-3,5.6-3,5,6 hexachlorodiphenylmethane) and perfume are mixed at room temperature to form a homogeneous. translucent mixture. The product is mixed slowly with the water and filtered to obtain a sparkling clear stable solution.
  • a process for the preparation of a clear aqueous liquid cosmetic composition containing about 0.05 to by weight of lanolin and at least about 50% by weight of water which comprises admixing said lanolin under substantially anhydrous conditions with a minor proportion of at least 0.251 by weight of a higher fatty acid alkylolamide having from 8 to 18 carbon atoms in the acyl radical and up to 5 carbon atoms in each alkylol group, the ratio of said alkylolamide to lanolin being at least l:l by eight and sufficient to solubilize the lanolin and form a homogeneous mixture, dissolving said mixture in a sufficient amount of Said water as a liquid solvent medium and forming a clear aqueous liquid cosmetic composition.
  • a process for the preparation of a clear aqueous liquid shampoo composition containing about 0.05 to 5% by weight of lanolin. and at least about 60% by weight of water which comprises admixing said lanolin under substantially anhydrous conditions with a higher fatty acid alkylolamide having about ii) to 14 carbon atoms in the acyl radical and up to 3 carbon atoms in each alkylol group.
  • the amount of said alkylolamide being about 0.25 to 20% by weight and the ratio of said alkylolamide to lanolin being from about 2:1 to 100:1 by weight and sutlicient to solubilize the lanoline and form homogeneous mixture, dissolving said mixture in a sufficient amount of said water as a liquid solvent medium in the presence of about to 30% by weight of a watersoluble organic anionic detergent, filtering the resulting mixture and recovering a clear aqueous shampoo composition.
  • a process in accordance with claim 3 which contains a higher fatty acid rliethanolamidc having 10 to 14 carbons in the acyl radical.
  • a process in accordance with claim 3 which contains a higher fatty acyl monothanolamide having 10 to 14 carbons in the acyl radical.
  • a process in accordance with claim 3 which contains a higher fatty acid isopropanolamide having 10 to 14 carbons in the acyl radical.
  • solubilizing agent is selected from the group consisting of the water-soluble soaps and organic sulfate and sulfonate detergents.
  • a clear aqueous liquid cosmetic composition comprising about 0.05 to 5% by weight of lanolin and a minor proportion of at least 0.25% by weight of a higher fatty acid alkylolamide having 8 to 18 carbons in the acyl group and up to 5 carbons in each alkylol group, the ratio of said alkylolamide to lanolin being at least 1:1 by weight, said lanolin and alkylolamide being dissolved in an aqueous liquid solvent medium having a water content of at least about 50% by weight of the total composition.
  • a clear aqueous liquid in accordance with claim 8 which contains a minor proportion of a watcr-soluble anionic organic surface-active agent dissolved in said aqueous solvent medium.
  • a clear aqueous liquid cosmetic composition comprising about 0.05 to 5% by weight of lanolin, about 0.25 to 20% by weight ofa higher fatty acid alkylolamide having 10 to 14 carbons in the acyl group and up to 3 carbons in each alkylol group, the ratio of said alkylolamide to lanolin being from 2:1 to by weight, and about 10 to 30% by weight of a watersoluble organic anionic detergent.
  • said ingredients being dissolved in an aqueous solvent medium having a water content of at least about 60% by weight of the total composition.
  • a clear aqueous composition in accordance with claim 10 which contains a higher fatty acid monoalkylolamide having 10 to 14 carbons in the acyl group.
  • a clear aqueous composition in accordance with claim 10 which contains a member of the group consisting of water-soluble soaps, and organic sulfate and sulfonate detergents.
  • a clear aqueous composition in accordance with claim 10 which contains a higher fatty acid dicthanolamide having 10 to 14 carbon atoms in the acyl radical.
  • a clear aqueous composition in accordance with claim 13 which contains lllCT-SOlUblC coconut fatty acid diethanolamidc condensate.
  • a clear, transparent liquid cosmetic composition comprising about 0.05 to 5% by weight of lanolin and about 0.25 to 20% by weight of a higher fatty acid dicthanolamide having about 10 to 14 carbon atoms in the acyl radical, the ratio of said diethanolamide to lanolin being from about 21l to 100:1 by weight. said ingredients being dissolved in an aqueous solvent medium having a water content of at least about 50% by weight of the entire composition.
  • a clear, transparent liquid shampoo composition comprising the following ingredients in the specified approximate amounts dissolved in an aqueous solvent medium having a water content of at least about 60" ⁇ by weight of the composition:

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Veterinary Medicine (AREA)
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  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Zoology (AREA)
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US669967A 1957-07-05 1957-07-05 Clear liquid solubilized lanolin compositions Expired - Lifetime US2900307A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
NL105664D NL105664C (en, 2012) 1957-07-05
BE569111D BE569111A (en, 2012) 1957-07-05
US669967A US2900307A (en) 1957-07-05 1957-07-05 Clear liquid solubilized lanolin compositions
DEC17046A DE1087764B (de) 1957-07-05 1958-06-21 Verfahren zur Herstellung von wasserloeslichen Wollfette enthaltenden Produkten und von diese Produkte enthaltenden waessrigen Loesungen
GB20246/58A GB854111A (en) 1957-07-05 1958-06-24 Solubilization of lanolin
CH6126758A CH375842A (de) 1957-07-05 1958-07-01 Verfahren zur Herstellung von solubilisiertes Lanolin enthaltenden wässrigen Zusammensetzungen
FR769361A FR1263785A (fr) 1957-07-05 1958-07-02 Procédé de solubilisation de la lanoline et produits en résultant

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US669967A US2900307A (en) 1957-07-05 1957-07-05 Clear liquid solubilized lanolin compositions

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US2900307A true US2900307A (en) 1959-08-18

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US (1) US2900307A (en, 2012)
BE (1) BE569111A (en, 2012)
CH (1) CH375842A (en, 2012)
DE (1) DE1087764B (en, 2012)
GB (1) GB854111A (en, 2012)
NL (1) NL105664C (en, 2012)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3101300A (en) * 1960-06-30 1963-08-20 Bristol Myers Co Clear mineral oil in water emulsion for hair application
US3101301A (en) * 1962-05-11 1963-08-20 Bristol Myers Co Transparent water and mineral oil gels as hair conditioners
US3175949A (en) * 1962-01-08 1965-03-30 Bristol Myers Co Emulsion of mineral oil, lauric diethanolamide, and water
US3183230A (en) * 1961-01-13 1965-05-11 Us Vitamin Pharm Corp Haloaralkyl biguanides
US3666857A (en) * 1966-03-04 1972-05-30 Malmstrom Chem Corp Aqueous compositions containing lanolin oil
US3711611A (en) * 1971-04-23 1973-01-16 P Julian Composition of matter with low cholesterol content and containing wool grease alcohols as major component and method
US4279262A (en) * 1973-04-09 1981-07-21 Kao Soap Co., Ltd. Hair treating agent of the pre-shampoo type
US4701322A (en) * 1980-04-21 1987-10-20 The Procter & Gamble Company Conditioning shampoo
US4722837A (en) * 1984-05-29 1988-02-02 Derma-Cure, Inc. Medicated shampoo composition

Families Citing this family (1)

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Publication number Priority date Publication date Assignee Title
DE2234399A1 (de) * 1972-07-17 1974-01-31 Thomae Gmbh Dr K Hautschutzmittel

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Publication number Priority date Publication date Assignee Title
GB719300A (en) * 1951-03-22 1954-12-01 Wolfgang Benjamin Reinisch Improvements relating to the manufacture of lipsticks and the like
US2756178A (en) * 1953-06-17 1956-07-24 Jack R Verblen Residual lanolin hair shampoo

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB719300A (en) * 1951-03-22 1954-12-01 Wolfgang Benjamin Reinisch Improvements relating to the manufacture of lipsticks and the like
US2756178A (en) * 1953-06-17 1956-07-24 Jack R Verblen Residual lanolin hair shampoo

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3101300A (en) * 1960-06-30 1963-08-20 Bristol Myers Co Clear mineral oil in water emulsion for hair application
US3183230A (en) * 1961-01-13 1965-05-11 Us Vitamin Pharm Corp Haloaralkyl biguanides
US3175949A (en) * 1962-01-08 1965-03-30 Bristol Myers Co Emulsion of mineral oil, lauric diethanolamide, and water
US3101301A (en) * 1962-05-11 1963-08-20 Bristol Myers Co Transparent water and mineral oil gels as hair conditioners
US3666857A (en) * 1966-03-04 1972-05-30 Malmstrom Chem Corp Aqueous compositions containing lanolin oil
US3711611A (en) * 1971-04-23 1973-01-16 P Julian Composition of matter with low cholesterol content and containing wool grease alcohols as major component and method
US4279262A (en) * 1973-04-09 1981-07-21 Kao Soap Co., Ltd. Hair treating agent of the pre-shampoo type
US4701322A (en) * 1980-04-21 1987-10-20 The Procter & Gamble Company Conditioning shampoo
US4722837A (en) * 1984-05-29 1988-02-02 Derma-Cure, Inc. Medicated shampoo composition

Also Published As

Publication number Publication date
NL105664C (en, 2012)
CH375842A (de) 1964-03-15
BE569111A (en, 2012)
DE1087764B (de) 1960-08-25
GB854111A (en) 1960-11-16

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