WO1995005154A1 - Composition nettoyante - Google Patents

Composition nettoyante Download PDF

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Publication number
WO1995005154A1
WO1995005154A1 PCT/EP1994/002667 EP9402667W WO9505154A1 WO 1995005154 A1 WO1995005154 A1 WO 1995005154A1 EP 9402667 W EP9402667 W EP 9402667W WO 9505154 A1 WO9505154 A1 WO 9505154A1
Authority
WO
WIPO (PCT)
Prior art keywords
acid
skin
salt
composition
compound
Prior art date
Application number
PCT/EP1994/002667
Other languages
English (en)
Inventor
Ailsa Pauline Hilary Grieveson
Desmond Bernard Hagan
Original Assignee
Unilever Plc
Unilever N.V.
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
Application filed by Unilever Plc, Unilever N.V. filed Critical Unilever Plc
Priority to AU76123/94A priority Critical patent/AU7612394A/en
Publication of WO1995005154A1 publication Critical patent/WO1995005154A1/fr

Links

Classifications

    • 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
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/005—Preparations for sensitive 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
    • A61Q19/007—Preparations for dry skin

Definitions

  • the invention relates to compositions for application to human skin or hair, especially but not exclusively cleansing compositions.
  • the invention is ' concerned with mild and cleansing compositions suitable for cleansing the skin and hair.
  • anionic surfactants in skin or hair cleansing compositions are alkyl sulphates, polyoxyethylene alkyl sulphates and alkyl benzene sulphonates. These compounds are known to have a good foaming and deterging power. However, due to their harshness, they are not desirable as components for cleansing compositions topically applied to human skin and hair. Their damaging effect particularly where young, tender or damaged skin is involved, has been the subject of intense study for many years.
  • the invention provides a composition which comprises at least one compound which is a derivative of a hydroxy di- or tribasic acid or salt thereof.
  • This compound has the structure (1) :
  • each R 1 individually represents -H, or R 2 each R 2 individually represents
  • x is an integer of from 1, preferably to 20 y is an integer of from 3 to 41 z is 0, or an integer of from 1 to 10 w is 0, or an integer of from 1 to 5, and X, Y, and Z each individually represent -H, C x H y O z N w - or a metallic, ammonium or alkanolammonium counterion;
  • At least one of X, Y or Z represents C ⁇ H y O z N w -
  • C x H y O z N w C- especially C x H y C- and X, Y and Z each individually represent H or a counterion.
  • compositions of this invention the compound of grapplture (1) generally functions as a surfactant and the composition is a foaming cleansing composition.
  • the composition includes water.
  • the invention also provides a method for the use of the composition as herein defined, for cleaning the hair or the skin.
  • the invention also provides a method for cleaning the skin or the hair which comprises the steps of
  • the invention also provides for the use of an effective amount of at least 0.001% by weight based on the total composition of a compound having the structure (1) , as herein defined, to deliver to the epidermis, as a moisturiser for the skin, the corresponding hydroxy di- or tribasic acid or salt thereof, where in structure (1) , each R 1 represents -H and H, Y and Z each represent -H or a counterion.
  • the invention also provides a method for delivering to the epidermis a hydroxy di- or tribasic acid or salt thereof having a structure as the structure (1) , where each R 1 represents -H and X, Y and Z each represent -H or a counterion, which comprises the steps of
  • O-dodecanoyl tartronic acid O-tetradecanoyl tartronic acid
  • O-dodecanoyl malic acid O-tetradecanoyl malic acid
  • Examples of compounds in which X or Y is an alkyl group are mono octyl tartrate mono decyl tartronate mono dodecyl maleate, and mono dodecyl O-acetyl citrate.
  • the amount of the compound of structure (1) present in the composition according to the invention is preferably from 0.1 to 30%, better 0.5 or 1% to 30%, most preferably from 2 to 30% by weight of the composition.
  • the preferred co-surfactants useful in the present invention are not only very mild but also result in superior, rich-foaming compositions when combined with the acyl hydroxy acids in the specified amounts.
  • the following compounds are suitable as co-surfactants in the cleansing compositions according to the invention.
  • composition of the invention can comprise an anionic surfactant which is preferably chosen from alkyl sulphate, alkyl ether sulphate, alkyl sulphonate, alkyl aryl sulphonate, olefin sulphonate, acyl sarcosinate, acyl tauride, acyl isethionate, monoalkyl sulphosuccinate, dialkylsulphosuccinate, N-acylated ⁇ -amino acid, alkyl carboxylate, monoalkyl phosphate and dialkyl phosphate.
  • anionic surfactant which is preferably chosen from alkyl sulphate, alkyl ether sulphate, alkyl sulphonate, alkyl aryl sulphonate, olefin sulphonate, acyl sarcosinate, acyl tauride, acyl isethionate, monoalkyl sulphosuccinate, dialky
  • alkyl sulphates such as sodium lauryl sulphate [e.g. EMPICOL CX available from Albright __ Wilson] , and triethanolamide lauryl sulphate [e.g. EMPICOL TL40/T, available from Albright & Wilson] .
  • alkylether sulphates such as sodium lauryl ether sulphate [e.g. EMPICOL ESB70, available from Albright & Wilson] .
  • alkyl sulphonates such as sodium alkane (C 13 _ 18 ) sulphonate [e.g. HOSTAPUR SAS 30, available from Hoechst] .
  • alkylaryl sulphonates such as sodium alkyl benzene sulphonate [e.g. TEEPOL CM44, available from Shell] .
  • olefin sulphonates such as sodium olefin sulphonate (C 5 _ 18 ) [e.g. HOSTAPUR OS, available from Hoechst] .
  • R 3 is chosen from C 6 _ 14 alkyl
  • M is a counterion chosen from alkali metals, ammonium and substituted ammonium such as alkanolammonium.
  • acyl sarcosinate having the structure (51) is sodium lauryl sarcosinate [e.g. HAMPOSYL L-95, available from Grace] .
  • R 4 is chosen from C 8 _ 18 alkyl
  • acyl tauride having the structure (52) is coconut methyl taurine [e.g. FENOPEN TC 42, available from GAF] .
  • acyl isethionates having the structure (53) :
  • R 5 is chosen from C 8 _ 18 alkyl.
  • acyl isethionate having the structure (53) is sodium acyl isethionate [e.g. JORDAPON Cl, available from Jordon] .
  • R 6 is chosen from C 10 _ 20 alkyl.
  • Examples of monoalkyl sulphosuccinates having the structure (54) include:
  • sodium lauryl sulphosuccinate e.g. EMPICOL SLL, available from Albright S_ Wilson] .
  • magnesium alkyl sulphosuccinate e.g. ELFANOL 616 Mg, available from AKZO] .
  • sodium lauryl ethoxysulphosuccinate e.g. EMPICOL SDD, available from Albright & Wilson] .
  • coconut monoethanolamide ethoxysulphosuccinate e.g. EMPICOL SGG] .
  • disodium lauryl polyglvcolether sulphosuccinate e.g. SURTAGENE S30, available from CHEM-Y] .
  • polyethyleneqlycol sulphosuccinate e.g. REWOPOL SBFA 30, available from REWO] .
  • dialkyl sulphosuccinates having the structure (55) :
  • R 7 and R 8 are the same or different, and are chosen from C 6 _ 14 alkyl .
  • dialkyl sulphosuccinate having the structure (55) is sodium dilauryl sulphosuccinate [e.g. EMCOL 4500, available from Witco] .
  • acyl lactylates having the structure (56) :
  • R is chosen from C 6 _ 16 alkyl
  • n 1 or 2.
  • acyl lactylate having the structure (6) is decanoyl lactylate [e.g. PATIONIC 122a, available from Patterson, CJ] .
  • N-acylated ⁇ -amino acids such as sodium lauroyl glutamate [e.g. ACYLGLUTAMATE LS-11, available from Ajinomoto Co. Inc] .
  • alkyl ether carboxylates such as
  • composition of the invention can also comprise a cationic surfactant.
  • Suitable cationic surfactants are those with the structure (57) :
  • R 1 , R 2 , R 3 and R 4 each represents alkyl or aryl groups, and X represents an halogen counterion.
  • Preferred cationic surfactants in accordance with structure (57) include:
  • Hexadecyl trimethyl ammonium chloride such as Arquad 16, available from Akzo.
  • Dihydrogenated tallow dimethyl ammonium chloride such as Arquad 2HT, available from Akzo.
  • Dodecyl benzyl dimethyl ammonium bromide such as Amoxyl BR 1244, available from Seppic.
  • Cocoamidopropyl trimethyl ammonium chloride such as Empigen CSC, available from Albright & Wilson.
  • Amphoteric surfactant
  • composition of the invention can also comprise an amphoteric surfactant.
  • Suitable amphoteric surfactants are derivatives of aliphatic quaternary ammonium, phosphonium and sulphonium compounds, wherein the aliphatic radicals contain from 8 to 18 carbon atoms, and may be straight chain or branched, and further contain an anionic water-solubilising group, such as carboxyl, sulphonate, sulphate, phosphate or phosphonate.
  • Preferred amphoteric surfactants include:
  • Alkyl betaines having the structure (58) :
  • R 1 is C 1 _ 16 alkyl .
  • alkyl betaine having the structure (58) is lauryldimethyl betaine [e.g. EMPIGEN BB, available from Albright & Wilson] .
  • Alkylamidopropyl betaines having the structure (59)
  • alkylamidopropyl betaine having the structure (59) is cocamidopropyl betaine [e.g. TEGOBETAIN L7, available from Goldschmidt) .
  • Alkylamphoglycinates or Alkylamphopropionates having the structure (60) :
  • R 11 is chosen from H, CH 2 COO " and (CH 2 ) 2 COO "
  • R 111 is chosen from CH 2 C00 _ and (CH 2 ) 2 COO _
  • Suitable examples of compounds (60) are cocoamphoglycinate (available from International Specialty Products) , and cocoamphopropionate.
  • Sultaines having the structure (61) :
  • R 2 is chosen from C 12 _ 16 alkyl alkylamido groups.
  • sultaine having the structure (61) is cocamidopropylhydroxysultaine [e.g. CYCLOTERIC BET-CS, available from Alcolac) .
  • amphoteric surfactant are lauryl dimethyl betaine and cocamidopropyl betaine.
  • a suitable example of a polyoxyethylene alkyl ester is that having the CTFA designation Polysorbate 80 which is a mixture of oleate esters of sorbitol and sorbitol anhydrides, condensed with approximately 20 moles of ethylene oxide. Also suitable is Polysorbate 20 which is a mixture of laurate esters or sorbitol and sorbitol anhydrides condensed with approximately 20 moles of ethylene oxide.
  • Polysorbate 80 and Polysorbate 20 are available commercially as TWEEN 80 and TWEEN 20 respectively, from ICI Americas.
  • compositions of the invention are also suitable for use in the compositions of the invention.
  • polyethylene glycol ether of C 9 _ l alcohol with an average of 8 ethoxy units which is available commercially as NONIDET LE-8T or as SYNPERONIC 91-8T
  • polyethylene glycol ether of C 12 _ 15 alcohol with an average of 9 ethoxy units which is available commercially as DOBANOL 25-9.
  • alkyl polyglycosides include the glycosides of glucose or glucose oligomers where the alkyl chain can be C 8 _ 16 and the average number of glucose units is 1 to 2.
  • a suitable example is ORAMIX NS 10 which is the glucoside of C 10 _ 12 fatty alcohol with an average of about 1.5 glucose units.
  • acyl derivative of a hydroxy di- or tribasic acid or salt will in use normally be applied to human skin in the form of a composition that also comprises a cosmetically acceptable vehicle, that is intended to facilitate the distribution of the hydroxy acid or salt on and over the skin surface at an appropriate concentration.
  • composition can thus be solid, semi-solid or liquid in nature, dependent upon the choice of vehicle.
  • vehicle itself can be inert or it can possess beneficial physiological properties of its own.
  • composition can also be packaged in a pressurised container for an aerosol, spray or mousse, in which case, the vehicle will usually be chosen from one or more propellants.
  • a vehicle for this purpose presents a wide range of possibilities depending on the required product form of the composition. Suitable vehicles can be classified as described hereinafter.
  • Vehicles are therefore substances that can act as diluents, dispersants, or solvents for the hydroxy alkanoate derivative which ensures that it can be applied to and distributed evenly over the skin at an appropriate concentration.
  • the vehicle is preferably one which can aid penetration of the acyl hydroxy acid deep into the epidermis, to enable it more readily to influence the condition of the skin.
  • compositions according to the invention can include water as a vehicle, and/or at least one cosmetically acceptable vehicle other than water.
  • water as a vehicle, and/or at least one cosmetically acceptable vehicle other than water.
  • Vehicles other than water can include liquid or solid emollients, solvents, humectants, thickeners and powders.
  • the cosmetically acceptable vehicle will usually form from 10 to 99.9%, preferably 20 to 90% by weight of the composition and can, in the absence of other cosmetic materials, form the balance of the composition.
  • the cleansing composition according to the invention can also comprise optional ingredients to modify the physical or chemical characteristics of the composition, e.g. product form, foaming properties, pH-value or shelf life.
  • ingredients which can be included in the compositions according to the invention are:
  • Emollients such as:
  • Ethoxylated (EO) -20 methyl glucoside also referred to as Methyl gluceth-20
  • Humectants such as propan-1,3-diol, butan-1, 3-diol glycerine, sorbitol, sodium 2-pyrrolidone-5-carboxylate, soluble collagen, gelatine, ethoxylated (EO) -20 methyl glucoside, and propoxylated (EO) -10 methyl glucoside.
  • Preservatives such as propyl & methyl-p-amino benzoic acid, phenoxyethanol, ethanol, benzoic acid, sodium benzoate, sorbic acid, alkali metal halides;
  • pH controlling agents such as sodium hydroxide, citric acid, triethanolamine, potassium hydroxide, amino sorbitol.
  • the pH controlling agents are preferably present in an amount sufficient to adjust the composition to a pH value in the range of 5.5 to 8.5, for example using phosphate or citrate buffers.
  • Propellants such as fluorochloro hydrocarbons, propane, butane, isobutane, dimethyl ether, carbon dioxide, nitrous oxide;
  • Foam modifying agents such as cationic polymers, especially quaternised ammonium hydroxy ethyl cellulose polymers, e.g. available as polyquaternium-24 or polyquaternium-10. These polymers make the foam creamier and richer.
  • Silicone oils and silicone emulsifiers are silicone oils and silicone emulsifiers.
  • the cleansing composition according to the invention is primarily intended as a personal washing product for cleansing the face. It can also be used for washing the hair as well as the whole body.
  • the composition according to the invention is preferably used as facial cleanser, facial wash foam, hair shampoo, body shampoo, bath foam or shaving cream.
  • a composition according to the invention can take the form of a liquid or gel, intended to be dispensed from a capped container such as a bottle, roll-on applicator or tube, or a pump-operated or prope11ant-driven aerosol dispenser.
  • composition can also take the form of a solid, such as a stick or a bar or tablet intended to be used for washing instead of a conventional soap bar.
  • the test-method used to assess the foaming power of compounds of structure (1) for use in the cleansing compositions according to the invention is the ASTM D 1173-53 test, also referred to as Ross-Miles test, and described in J Ross and G D Miles, American Society for Testing Materials, 1953, pages 644-646.
  • the test is carried out at a temperature of 20°C by using an aqueous test solution of 0.3% by weight of the compound of structure (1) .
  • This is a realistic concentration representing use of a cleansing composition by the consumer, e.g. when topically applied on the face or body together with water to generate the desired foam.
  • the pH value of the test solution is adjusted to a pH of 7 by addition of aqueous sodium hydroxide solution.
  • Polyquaternium 10 (Foam modifier) 0.40 Ethyleneglycol monostearate (Thickener) 0.40
  • Example 4 Mild Facial Cleanser for Sensitive Skin wt % O-dodecanoyl tartronic acid, diammonium salt 20.00 Sodium N-methyl-N-myristoyl taurate 6.00
  • Example 8 Mild Hair Shampoo wt O-octanoyl citric acid, tripotassium salt 15.00
  • Example 10 Facial Cream Wash t Sodium cocoyl isethionate 7.50
  • Example 11 Body Conditioning Foam Bath wt %
  • Example 12 Water-in-oil skin cream
  • Example 14 Water-in-oil skin cream with sunscreens

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

Une composition destinée à une application topique sur la peau ou les cheveux, plus particulièrement une composition nettoyante, comprend un dérivé substitué d'acide malique, tartrique, tartronique ou citrique. Ce dérivé contient soit un groupe acyle estérifiant le groupe hydroxyle d'un tel acide hydroxylique, soit un groupe alkyle estérifiant au moins l'une des fonctions carboxylate.
PCT/EP1994/002667 1993-08-13 1994-08-10 Composition nettoyante WO1995005154A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU76123/94A AU7612394A (en) 1993-08-13 1994-08-10 Cleansing composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9316916.7 1993-08-13
GB939316916A GB9316916D0 (en) 1993-08-13 1993-08-13 Cleansing composition

Publications (1)

Publication Number Publication Date
WO1995005154A1 true WO1995005154A1 (fr) 1995-02-23

Family

ID=10740486

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1994/002667 WO1995005154A1 (fr) 1993-08-13 1994-08-10 Composition nettoyante

Country Status (3)

Country Link
AU (1) AU7612394A (fr)
GB (1) GB9316916D0 (fr)
WO (1) WO1995005154A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2768053A1 (fr) * 1997-09-09 1999-03-12 Oreal Compositions photoprotectrices comprenant un benzylidene camphre et/ou un dibenzoylmethane et/ou une triazine et un tartrate de dialkyle; utilisations en cosmetique
WO1999056722A1 (fr) * 1998-05-07 1999-11-11 Ceca S.A. Derives d'acides alpha carboxyliques (aha)
WO2000037421A1 (fr) * 1998-12-21 2000-06-29 Iraj Ghadiminejad Nephronine: serie de composes destines au traitement de maladies infectieuses et du cancer
GB2519972A (en) * 2013-11-01 2015-05-13 Innospec Ltd Detergent compositions
US10526273B2 (en) 2018-01-24 2020-01-07 Vanderbilt University Surface active ionic liquid with activity in aqueous and non-aqueous media

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2452119A1 (de) * 1974-11-02 1976-05-13 Henkel & Cie Gmbh Kosmetische zubereitungen fuer die behandlung von akne
US4078147A (en) * 1975-09-10 1978-03-07 The Nisshin Oil Mills, Ltd. Hydroxy acid esters of higher alcohols
JPS57133198A (en) * 1981-02-10 1982-08-17 Lion Corp Weakly acidic detergent composition
US4446165A (en) * 1979-06-08 1984-05-01 The Procter & Gamble Company Oleaginous compositions
JPH0253710A (ja) * 1988-08-18 1990-02-22 Kanebo Ltd 透明な液状の油性化粧料
EP0357186A2 (fr) * 1988-06-25 1990-03-07 Beecham Group Plc Compositions pour les soins de la peau et des cheveux
JPH04202140A (ja) * 1990-11-29 1992-07-22 Sekisui Chem Co Ltd 経皮吸収製剤
EP0517371A2 (fr) * 1991-05-07 1992-12-09 Unilever Plc Composition pour stimuler la croissance des cheveux contenant des esters de l'acide citrique

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2452119A1 (de) * 1974-11-02 1976-05-13 Henkel & Cie Gmbh Kosmetische zubereitungen fuer die behandlung von akne
US4078147A (en) * 1975-09-10 1978-03-07 The Nisshin Oil Mills, Ltd. Hydroxy acid esters of higher alcohols
US4446165A (en) * 1979-06-08 1984-05-01 The Procter & Gamble Company Oleaginous compositions
JPS57133198A (en) * 1981-02-10 1982-08-17 Lion Corp Weakly acidic detergent composition
EP0357186A2 (fr) * 1988-06-25 1990-03-07 Beecham Group Plc Compositions pour les soins de la peau et des cheveux
JPH0253710A (ja) * 1988-08-18 1990-02-22 Kanebo Ltd 透明な液状の油性化粧料
JPH04202140A (ja) * 1990-11-29 1992-07-22 Sekisui Chem Co Ltd 経皮吸収製剤
EP0517371A2 (fr) * 1991-05-07 1992-12-09 Unilever Plc Composition pour stimuler la croissance des cheveux contenant des esters de l'acide citrique

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 014, no. 220 (C - 717)<4163> *
QUESTEL, File Supplier, PARIS, FR, File CAS, AN: 098-056051 * résumé * *
QUESTEL, File Supplier, PARIS, FR, File CAS, AN: 118-087624 * résumé * *

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2768053A1 (fr) * 1997-09-09 1999-03-12 Oreal Compositions photoprotectrices comprenant un benzylidene camphre et/ou un dibenzoylmethane et/ou une triazine et un tartrate de dialkyle; utilisations en cosmetique
EP0904776A1 (fr) * 1997-09-09 1999-03-31 L'oreal Compositions photoprotectrices comprenant un benzylidène camphre et/ou un dibenzoylméthane et/ou une triazine et un tartrate de dialkyle, utilisations en cosmétique
US5985925A (en) * 1997-09-09 1999-11-16 Societe L'oreal S.A. Photoprotective/cosmetic compositions comprising UV-sunscreens/dialkyl tartrates
WO1999056722A1 (fr) * 1998-05-07 1999-11-11 Ceca S.A. Derives d'acides alpha carboxyliques (aha)
FR2778405A1 (fr) * 1998-05-07 1999-11-12 Ceca Sa N-(dialkylamino) alkyl alpha carboxamides, compositions les contenant, procedes de preparation et utilisations
WO2000037421A1 (fr) * 1998-12-21 2000-06-29 Iraj Ghadiminejad Nephronine: serie de composes destines au traitement de maladies infectieuses et du cancer
EP1150939A1 (fr) * 1998-12-21 2001-11-07 Iraj Ghadiminejad Nephronine: serie de composes destines au traitement de maladies infectieuses et du cancer
EP1150939A4 (fr) * 1998-12-21 2003-03-26 Iraj Ghadiminejad Nephronine: serie de composes destines au traitement de maladies infectieuses et du cancer
GB2519972A (en) * 2013-11-01 2015-05-13 Innospec Ltd Detergent compositions
US9981933B2 (en) 2013-11-01 2018-05-29 Innospec Limited Detergent compositions
US10526273B2 (en) 2018-01-24 2020-01-07 Vanderbilt University Surface active ionic liquid with activity in aqueous and non-aqueous media

Also Published As

Publication number Publication date
AU7612394A (en) 1995-03-14
GB9316916D0 (en) 1993-09-29

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