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WO2013075845A1 - Compositions contenant un tensioactif du groupe des acides pyrrolidone carboxyliques et leurs sels, et un tensioactif de betaïne, et leur utilisation en cosmétique ainsi que dans les produits de lavage et de nettoyage - Google Patents

Compositions contenant un tensioactif du groupe des acides pyrrolidone carboxyliques et leurs sels, et un tensioactif de betaïne, et leur utilisation en cosmétique ainsi que dans les produits de lavage et de nettoyage Download PDF

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Publication number
WO2013075845A1
WO2013075845A1 PCT/EP2012/004866 EP2012004866W WO2013075845A1 WO 2013075845 A1 WO2013075845 A1 WO 2013075845A1 EP 2012004866 W EP2012004866 W EP 2012004866W WO 2013075845 A1 WO2013075845 A1 WO 2013075845A1
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WO
WIPO (PCT)
Prior art keywords
surfactants
composition according
linear
component
weight
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.)
Ceased
Application number
PCT/EP2012/004866
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German (de)
English (en)
Inventor
Peter Klug
Alexander Roesch
Dirk Leinweber
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Clariant International Ltd
Original Assignee
Clariant International Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
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Publication of WO2013075845A1 publication Critical patent/WO2013075845A1/fr
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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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • 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
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • 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
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/92—Sulfobetaines ; Sulfitobetaines

Definitions

  • the invention relates to compositions comprising a surfactant selected from the group consisting of specific N-substituted pyrrolidonecarboxylic acids and their salts and a betaine surfactant and their use in cosmetics and in detergents and cleaners.
  • a surfactant selected from the group consisting of specific N-substituted pyrrolidonecarboxylic acids and their salts and a betaine surfactant and their use in cosmetics and in detergents and cleaners.
  • Cleaner formulations eg. B. in cosmetics and as washing, cleaning and dishwashing detergents, are traditionally based on alkyl sulfates or
  • Alkyl ether sulfates constructed. These contain as byproduct the
  • alkyl sulfates or alkyl ether sulfates show a relatively high irritation potential, so that there is an increasing demand for so-called sulfate-free anionic surfactants.
  • the sulfate-free anionic surfactants are said to be high
  • N-substituted pyrrolidonecarboxylic acids and their salts have been known for a long time.
  • N-substituted pyrrolidonecarboxylic acids can be used in cosmetic formulations and in cleansing agents, eg. B. find use as an antibacterial agent.
  • EP 0 069 512 describes the use of N-substituted
  • the invention therefore relates to compositions containing
  • R is a linear or branched saturated C 8 -C 22 alkyl group or linear or branched mono- or polyunsaturated C 8 -C 22
  • Alkenyl group is and
  • X is H, Na, K or ammonium (NH 4 + ), and
  • compositions of the invention provide an excellent surfactant system for EO-free (EO: ethylene oxide) and sulfate-free cosmetic cleaning agents, such as shower baths or shampoos, but also for washing and
  • Detergents such as hand dishwashing detergents, surface cleaners or mild detergents.
  • compositions according to the invention are preferably aqueous surfactant solutions.
  • R in the one or more surfactants of formula (I) is a linear or branched saturated C 8 -Cis alkyl group, more preferably a linear or branched saturated C 12 -C 18 alkyl group, and most preferably a linear or branched saturated C 12 -C 14 alkyl group.
  • the linear saturated alkyl groups are preferred.
  • X in the one or more surfactants of formula (I) is H, Na or K and most preferably Na.
  • compositions according to the invention in component (B) one or more amidopropylbetaines of the formula (II)
  • R a is a linear or branched saturated C7-C21 alkyl group or a linear or branched mono- or polyunsaturated C7-C21 alkenyl group.
  • compositions according to the invention contain in component (B) one or more betaines of the formula (III) wherein R b is a linear or branched saturated C8-C22 alkyl group or a linear or branched mono- or polyunsaturated Cg-C22 alkenyl group.
  • compositions according to the invention contain in component (B) one or more sulfobetaines of the formula (IV)
  • R c is a linear or branched saturated C 8 -C 22 alkyl group or a linear or branched mono- or polyunsaturated C 8 -C 22 alkenyl group.
  • the one or more betaine surfactants of component (B) of the compositions according to the invention are particularly preferably selected from the group of the compounds consisting of the amidopropylbetaines of the formula (II), the betaines of the formula (III) and the sulphobetaines of the formula (IV).
  • the one or more betaine surfactants of component (B) are
  • compositions of the invention selected from the
  • the one or more betaine surfactants of component (B) are Compositions according to the invention selected from the betaines of the formula (III).
  • the one or more betaine surfactants of component (B) are selected from the one or more betaine surfactants of component (B).
  • compositions according to the invention selected from the sulfobetaines of the formula (IV).
  • the radical R a is in the one or more
  • Amidopropylbetaines of formula (II) a linear or branched saturated C7-C17 alkyl group.
  • the linear and branched saturated alkyl groups R a the linear saturated alkyl groups are preferred.
  • amidopropylbetaines of the formula (II) are particularly preferably cocamidopropylbetaines.
  • the radical R b in the one or more betaines of the formula (III) is a linear or branched saturated Cg-Cis alkyl group and particularly preferably a linear or branched saturated C 12 -C 18 alkyl group.
  • the linear saturated alkyl groups R b are preferred.
  • the radical R c in the one or more sulfobetaines of the formula (IV) is a linear or branched saturated Ca-Cie alkyl group and more preferably a linear or branched saturated C 12 -C 18 alkyl group.
  • the linear saturated alkyl groups R c are preferred.
  • compositions of the invention contain the one or more surfactants of component (A) and the one or more betaine surfactants of the invention
  • compositions of the invention contain the one or more surfactants of component (A) and the one or more
  • Betaine surfactants of component (B) preferably in a weight ratio
  • Component (A) to component (B) from 1 to 9 to 9 to 1, more preferably from 2 to 8 to 8 to 2 and particularly preferably from 3 to 7 to 7 to 3.
  • compositions according to the invention may therefore be premixes which are only used for the preparation of
  • compositions according to the invention may also be personal cleansers or detergents.
  • compositions according to the invention may also be personal cleansers or detergents.
  • Another object of the present invention is therefore the use of a composition according to the invention for the preparation of
  • Body cleansers or detergents and cleaners in a preferred embodiment of the invention, however, the compositions according to the invention are body cleansing agents or detergents and cleaners.
  • the body cleansing compositions of the invention and the detergents and cleaners according to the invention contain the one or more surfactants of component (A), preferably in amounts by weight of from 0.5 to 15%, more preferably from 2 to 12% and especially preferably from 5 to 10% on the total weight of the finished agent.
  • the body cleansing compositions of the invention and the detergents and cleaners of the invention contain the one or more betaine surfactants of component (B) preferably in amounts by weight of 0.5 to 15%, more preferably from 2 to 12%, and more preferably from 5 to 10%, based on the total weight of the finished agent.
  • compositions according to the invention can be used (as premixes) both in acidic and in basic formulations, preferably in formulations having a pH of from 5 to 12, more preferably in formulations having a pH of from 5 to 10 and especially preferably in formulations with a pH of 6 to 9.
  • the compositions according to the invention can be used (as premixes) both in acidic and in basic formulations, preferably in formulations having a pH of from 5 to 12, more preferably in formulations having a pH of from 5 to 10 and especially preferably in formulations with a pH of 6 to 9.
  • compositions according to the invention have the advantage that they are stable at these pH values.
  • the body cleansing compositions according to the invention and the detergents and cleaners according to the invention preferably have a pH of from 5 to 12, more preferably from 5 to 10 and especially preferably from 6 to 9.
  • compositions according to the invention are very advantageously effective in shampoos, shower gels, shower baths, foam baths, soaps and toothpastes.
  • a preferred embodiment of the invention are the
  • compositions according to the invention therefore in the form of shampoos
  • compositions according to the invention in dishwashing detergents, preferably in hand dishwashing detergents, detergents, preferably in liquid detergents, surface cleaners (hard surface cleaners), preferably for
  • compositions according to the invention are therefore in the form of dishwashing agents, preferably hand dishwashing detergents, detergents, preferably Liquid detergents, surface cleaners (hard surface cleaners), preferably for cleaning ceramic, metal or glass surfaces, and in the form of neutral cleaners, all-purpose cleaners, sanitary cleaners or
  • the body cleansing compositions and detergents and cleaners of the invention may be liquid, gel, pasty or solid.
  • compositions according to the invention are advantageously suitable both for the production of personal cleansing preparations and for the production of detergents and cleaners.
  • compositions of the invention the foaming power in the
  • Another object of the invention is therefore the use of a
  • Body cleansers or detergents and cleaners are used to clean them.
  • compositions according to the invention may contain further (from the
  • Grayness inhibitors color transfer inhibitors, dye fixing agents,
  • Surfactants are detergent-active substances (detergents) which are contained in detergents and cleaners or in body cleansers.
  • Dispersants and emulsifiers refer to substances which are the
  • nonionic surfactants can be advantageously selected from the groups of nonionic surfactants, anionic surfactants, cationic surfactants and amphoteric surfactants.
  • anionic surfactants come into consideration (Ci 0 -C 2 2) alkyl and
  • Alkylene carboxylates alkyl ether carboxylates, fatty alcohol sulfates,
  • Hydroxyalkanesulfonates olefinsulfonates, acyl esters of isethionates, alpha-sulfofatty acid esters, alkylbenzenesulfonates, alkylphenol glycol ether sulfonates, sulfosuccinates, sulfosuccinic monoesters and diesters, fatty alcohol phosphates, fatty alcohol ether phosphates, protein-fatty acid condensation products,
  • These compounds and their mixtures are used in the form of their water-soluble or water-dispersible salts, for example the sodium, potassium, magnesium, ammonium, mono-, di- and triethanolammonium, and analogous alkylammonium salts.
  • Compositions are preferably from 0.1 to 30.0% by weight, more preferably from 0.2 to 20.0% by weight, and most preferably from 0.5 to 15.0% by weight, based on the total weight of the finished compositions.
  • Suitable cationic surfactants are substituted or unsubstituted straight-chain or branched quaternary ammonium salts of the type R 1 N (CH 3 ) 3 P X CT ,
  • R 1 R 2 N (CH 3 ) 2 P X CT R 1 R 2 R 3 N (CH 3 ) X CT or RR 2 R 3 R 4 N P X CT
  • the radicals R 1 , R 2 , R 3 and R 4 may preferably independently of each other unsubstituted alkyl having a chain length between 8 and 24 carbon atoms, in particular between 10 and
  • (C8-C 22) alkyltrimethylammonium chloride or bromide more preferably cetyltrimethylammonium chloride or bromide, di- (C 8 -C 22) - alkyl dimethyl ammonium chloride or bromide, ammonium chloride (C 8 -C 22) -Alkyldimethylbenzyl- or bromide, ( C 8 -C 22 ) alkyl dimethylhydroxyethyl ammonium chloride, phosphate, sulfate, lactate, more preferably distearyl dimethyl ammonium chloride, di (C 8 -C 22 ) alkyl amidopropyl trimethyl ammonium chloride and methosulfate.
  • Compositions are preferably from 0.1 to 10.0% by weight, more preferably from 0.5 to 7.0% by weight and most preferably from 1.0 to
  • Suitable nonionic surfactants are, for example, the following compounds:
  • Polyethylene, polypropylene and polybutylene oxide condensates of alkylphenols.
  • These compounds include the condensation products of alkylphenols having a C 6 to C 2 o alkyl group, which may be either linear or branched, with alkene oxides.
  • These surfactants are used as alkylphenol alkoxylates, e.g. B.
  • Alkylphenol ethoxylates called.
  • the alkyl or alkenyl chain of the aliphatic alcohols may be linear or branched, primary or secondary, and generally contains from 8 to 22 carbon atoms. Particularly preferred are the condensation products of C10 to C20 alcohols with 2 to 18 moles of ethylene oxide per mole of alcohol.
  • the alcohol ethoxylates may have a narrow range ("narrow range ethoxylates") or a broad homolog distribution of the ethylene oxide (“Broad Range Ethoxylates"). Examples of commercially available nonionic surfactants of this type are Tergitol ® 15-S-9
  • Ethylene oxide Ethylene oxide
  • Tergitol ® 24-L-NMW the condensation product of a linear primary C 12 -Ci4-alcohol with 6 moles ethylene oxide with a narrow molecular weight distribution
  • This product class also includes the Genapol ® brands from Clariant. Condensation products of ethylene oxide having a hydrophobic base formed by condensation of propylene oxide with propylene glycol.
  • the hydrophobic part of these compounds preferably has a molecular weight between 1500 and 1800.
  • the addition of ethylene oxide to this hydrophobic part leads to an improvement in water solubility.
  • the product is liquid up to a polyoxyethylene content of about 50% of the total weight of the condensation product, resulting in a condensation of up to about 40 mol Corresponds to ethylene oxide.
  • Commercially available examples of this product class are the Pluronic ® brands from BASF and the Genapol ® PF brands from Clariant.
  • the hydrophobic moiety of these compounds consists of the reaction product of ethylenediamine with excess propylene oxide and generally has a molecular weight of 2500 to 3000. Ethylene oxide is added to this hydrophobic unit to a content of 40 to 80 wt .-% polyoxyethylene and a molecular weight of 5000 to 11000.
  • this class of compounds are the Tetronic ® brands of BASF and Genapol ® PN brands of Clariant.
  • nonionic surfactants are alkyl and alkenyl oligoglycosides and fatty acid polyglycol esters or fatty amine polyglycol esters having in each case 8 to 20, preferably 12 to 18, carbon atoms in the fatty alkyl radical, alkyl oligoglycosides,
  • Compositions are preferably in the range of from 1.0 to 20.0% by weight, more preferably from 2.0 to 10.0% by weight and most preferably from 3.0 to 7.0% by weight, based on the total weight of the finished
  • compositions of the invention may contain amphoteric surfactants, preferably water-soluble amine oxides of the following formula
  • R d (OR 2 ) x N (R 1 ) 2 wherein R d is an alkyl, hydroxyalkyl or alkylphenol group having a chain length of 8 to 22 carbon atoms, R 2 is an alkylene or hydroxyalkylene group having 2 to 3 carbon atoms or mixtures thereof, each R 1 is an alkyl or hydroxyalkyl group having 1 to 3 carbon atoms or one
  • Polyethylene oxide group having 1 to 3 ethylene oxide units and x is a number from 0 to 10.
  • amphoteric surfactants in the inventive
  • Compositions are preferably in the range of from 1.0 to 20.0% by weight, more preferably from 2.0 to 10.0% by weight and most preferably from 3.0 to 7.0% by weight, based on the total weight of the finished
  • compositions of the invention may contain a total amount of surfactant selected from anionic, cationic, nonionic and
  • ampholytic surfactants wherein the total amount of surfactant from 1, 0 to 70.0 wt .-%, particularly preferably from 5.0 to 40.0 wt .-% and particularly preferably from 10.0 to 35.0 wt. %, in each case based on the total weight of the finished body cleanser and washing and
  • Cleaning agent may amount.
  • Suitable emulsifiers are addition products of 0 to 30 mol of alkylene oxide, in particular ethylene, propylene and / or butylene oxide, to linear or branched, saturated or unsaturated fatty alcohols having 8 to 22 C atoms, to fatty acids having 12 to 22 C atoms, on alkylphenols having 8 to 15 C atoms in the alkyl group and on sorbitan esters;
  • anionic emulsifiers such as ethoxylated and nonethoxylated mono-, di- or tri-phosphoric esters
  • cationic emulsifiers such as mono-, di- and tri-alkyl quats and their polymeric derivatives.
  • compositions of the invention may contain a total amount of dispersant, preferably emulsifier, selected from anionic, cationic, nonionic and ampholytic emulsifiers, the
  • Total amount of emulsifier preferably from 1, 0 to 50.0 wt .-%, particularly preferably from 5.0 to 20.0 wt .-% and particularly preferably from 5.0 to 15.0 wt .-%, each based on the total weight of the finished
  • Body cleanser and detergents and cleaners may amount.
  • the following examples are intended to illustrate the invention without limiting it thereto. All percentages are, unless explicitly stated otherwise, to be understood as percent by weight (% by weight).
  • the Cn / u pyrrolidonecarboxylic acid described below was prepared according to US Pat. No. 2,757,125 from C 12-14 alkyldimethylamine and itaconic acid and obtained as a solid.
  • the foam height of the following surfactant solutions was determined: A) 0.01% by weight C12 / 14 pyrrolidonecarboxylic acid (neutralized with
  • the surfactant solution in the SITA Foamtester is foamed by stirring (1200 revolutions per minute) and measured after each stirring cycle (each 10 seconds), the foam height in "mm” by means of electrodes and then the next stirring cycle.
  • Sorbitol 1 0% by weight
  • Active ingredient lauryl ether sulfate, 2EO, Na salt
  • a Genapol ® OA 080 (Clariant) 12.0 wt .-% of active substance: Ci Ci 5 4 -Oxoalkoholpolyglykolether, 8EO
  • the ingredients of the formulations were used in the amounts as indicated, i. H. for example, that the quantities refer to the commercial products used as such and not to the active ingredients contained therein.

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Abstract

Compositions contenant un tensioactif du groupe des acides pyrrolidone carboxyliques et leurs sels, et un tensioactif de betaïne, et leur utilisation en cosmétique et dans les produits de lavage et de nettoyage. L'invention concerne également des compositions contenant (A) au moins un tensioactif de la formule (I) dans laquelle R représente un groupe alkyle en C8-C22 saturé linéaire ou ramifié ou un groupe alcényle en C8-C22 au moins une fois non saturé, linéaire ou ramifié, et X représente H, Na, K ou ammonium, et (B) au moins un tensioactif de betaïne. Ces compositions conviennent avantageusement à une utilisation en cosmétique ainsi que dans des produits de lavage et de nettoyage, et entraînent une rapide production de mousse et une avantageuse hauteur totale de mousse.
PCT/EP2012/004866 2011-11-26 2012-11-23 Compositions contenant un tensioactif du groupe des acides pyrrolidone carboxyliques et leurs sels, et un tensioactif de betaïne, et leur utilisation en cosmétique ainsi que dans les produits de lavage et de nettoyage Ceased WO2013075845A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102011119545.2 2011-11-26
DE102011119545A DE102011119545A1 (de) 2011-11-26 2011-11-26 Zusammensetzungen enthaltend ein Tensid aus der Gruppe der Pyrrolidoncarbonsäuren und deren Salzen und ein Betaintensid und deren Verwendung in der Kosmetik sowie in Wasch- und Reinigungsmitteln

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WO2013075845A1 true WO2013075845A1 (fr) 2013-05-30

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PCT/EP2012/004866 Ceased WO2013075845A1 (fr) 2011-11-26 2012-11-23 Compositions contenant un tensioactif du groupe des acides pyrrolidone carboxyliques et leurs sels, et un tensioactif de betaïne, et leur utilisation en cosmétique ainsi que dans les produits de lavage et de nettoyage

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2757125A (en) 1952-05-16 1956-07-31 Colgate Palmolive Co N-higher alkyl-4-carboxy-2-pyrrolidones and compositions therewith
EP0069512A2 (fr) 1981-07-08 1983-01-12 Pfizer Inc. Sels d'acides 2-pyrrolidone-4-carboxylique N-substitués en tant qu'agents humectants
EP1126012A1 (fr) * 2000-02-17 2001-08-22 Bode Chemie GmbH & Co. Systèmes détergents et désinfectants pour instruments médicaux
US20100069269A1 (en) * 2007-03-08 2010-03-18 Evelyne Prat Use of betaines as foaming agents and foam drainage reducing agents

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2757125A (en) 1952-05-16 1956-07-31 Colgate Palmolive Co N-higher alkyl-4-carboxy-2-pyrrolidones and compositions therewith
EP0069512A2 (fr) 1981-07-08 1983-01-12 Pfizer Inc. Sels d'acides 2-pyrrolidone-4-carboxylique N-substitués en tant qu'agents humectants
EP1126012A1 (fr) * 2000-02-17 2001-08-22 Bode Chemie GmbH & Co. Systèmes détergents et désinfectants pour instruments médicaux
US20100069269A1 (en) * 2007-03-08 2010-03-18 Evelyne Prat Use of betaines as foaming agents and foam drainage reducing agents

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