WO1993023515A1 - Process for stabilizing the colour of surfactants - Google Patents
Process for stabilizing the colour of surfactants Download PDFInfo
- Publication number
- WO1993023515A1 WO1993023515A1 PCT/EP1993/001149 EP9301149W WO9323515A1 WO 1993023515 A1 WO1993023515 A1 WO 1993023515A1 EP 9301149 W EP9301149 W EP 9301149W WO 9323515 A1 WO9323515 A1 WO 9323515A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- sulfates
- surfactants
- ether
- alkyl
- group
- Prior art date
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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/33—Amino carboxylic acids
-
- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
-
- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/51—Chelating agents
Definitions
- the invention relates to a method for color stabilization of surfactants, in which selected inhibitors are added.
- Surfactants such as fatty alcohol ether sulfates are used, among other things, for the production of washing. Dishwashing and cleaning agents as well as hair and body care products. If these products come onto the market as raw materials, they are usually adjusted to a pH of 7 to 9 by adding alkalis before further use. As a result of the manufacturing process, e.g. B. the sulfonation with chlorosulfonic acid, which always contains traces of iron, as well as contamination during transport and storage, such surfactants always have a low iron ion content. Since these act as autoxidation promoters, iron contamination leads to the formation of undesirable and often color-causing oxidation products. At higher pH values, a fine colloidal precipitation of iron (III) - come hydroxide, which makes further processing of the surfactants into final formulations difficult, if not impossible.
- the object of the invention was therefore to develop new stabilizers for surfactants which are free from the disadvantages described.
- the invention relates to a method for stabilizing surfactants, in which inhibitors of the formula (I) are added,
- Rl and R3 are independently hydrogen or one
- inhibitors mentioned stabilizes anionic, nonionic and / or amphoteric or zwitterioic surfactants reliably and permanently against discoloration.
- a particular advantage of the inhibitors to be used according to the invention is their excellent biodegradability.
- Suitable surfactants are aqueous, anionic, nonionic and / or amphoteric or zwitterionic surfactants, which can be in the form of solutions or pastes.
- anionic surfactants which can be stabilized in the sense of the process according to the invention are alkylbenzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, o-methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, hydroxyl ether sulfates, glycerol ether sulfates ) sulfates, fatty acid amide (ether) sulfates, sulfosuccinates, Sulfosuccinamates, sulfotriglycerides, ether carboxylic acids, alkyl oligoglucoside sulfates and alkyl (ether) phosphates.
- nonionic surfactants which can be stabilized by the process according to the invention are fatty alcohol ethoxylates, polyol fatty acid esters, alkyl oligoglycosides, sorbitan esters and polysorbates, while amphoteric or zwitterionic surfactants are, for example, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobins.
- the surfactants can have a solids content of 5 to 85, preferably 25 to 70% by weight, based on the products.
- inhibitors which are suitable for stabilizing surfactants in the sense of the process according to the invention are N- (carboxymethyl) aminosuccinic acid, N- (1,2-dicarboxyethyl) aspartic acid, nitrilodiacetic acid-3-propionic acid, glucamine-N, N-diacetic acid, hydroxyethyliminodi- H 0204/0205 - 5 -
- acetic acid and in particular N- (1,2-dicarboxyethyl) glycine, N- (1,2-dicarboxy-2-hydroxyethyl) aspartic acid, isoserine-N, N-diacetic acid and nitrilotriacetic acid.
- N- (1,2-dicarboxy-2-hydroxyethyl) aspartic acid can be prepared by ring opening epoxysuccinic acid with aspartic acid or nitrilodiacetic acid-3-propionic acid by reacting iminodiacetic acid with acrylic acid [DE-A-40 24 552, Henkel] .
- the inhibitors can be added to the surfactants in amounts of 10 to 1500, preferably 100 to 500 ppm, based on the solids content of the products. Furthermore, it has proven to be particularly advantageous to adjust the surfactants to a pH of 7 to 11, preferably 7.5 to 9.
- the surfactants obtainable by the process according to the invention are stabilized against discoloration and are suitable for the production of detergents, dishwashing detergents and cleaning agents and products for hair and body care, in which they are present in amounts of 1 to 90, preferably 5 to 50 % By weight, based on the composition, may be present.
- NTA Nitrilotriacetic acid
- Ci2 / 14- ⁇ ° kosfettalkohol-2EO ether sulfate Na salt (Texapon ( R ), 26.5 wt .-% in water, Henkel KGaA, Dusseldorf, FRG) was with a content of 10 ppm Iron (in the form of iron (III) chloride) and optionally 150 ppm inhibitor - in each case based on the solids content of the products - added.
- the ether sulfate known from Examples 1 to 9 was doped with 40 ppm iron and 150 ppm inhibitor - in each case based on the solids content of the products - and over a period of 21 d at pH values in the range from 8 to 11 as previously described stored.
- the color numbers are shown in Tab. 3.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP93912702A EP0641379A1 (en) | 1992-05-18 | 1993-05-11 | Process for stabilizing the colour of surfactants |
JP5519859A JPH07506762A (en) | 1992-05-18 | 1993-05-11 | Color stabilization method for surfactants |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4216363A DE4216363A1 (en) | 1992-05-18 | 1992-05-18 | Process for color stabilization of surfactants |
DEP4216363.3 | 1992-05-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1993023515A1 true WO1993023515A1 (en) | 1993-11-25 |
Family
ID=6459139
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1993/001149 WO1993023515A1 (en) | 1992-05-18 | 1993-05-11 | Process for stabilizing the colour of surfactants |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0641379A1 (en) |
JP (1) | JPH07506762A (en) |
DE (1) | DE4216363A1 (en) |
WO (1) | WO1993023515A1 (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997027839A1 (en) * | 1996-01-30 | 1997-08-07 | Colgate-Palmolive Company | Cleansing composition comprising color stabilizer(s) and surfactant(s) |
US5821206A (en) * | 1996-01-30 | 1998-10-13 | Colgate Palmolive Company | Composition |
US5840670A (en) * | 1996-01-30 | 1998-11-24 | Colgate-Palmolive Co. | Composition |
US5843876A (en) * | 1996-01-30 | 1998-12-01 | Colgate-Palmolive Co. | Composition |
US6103686A (en) * | 1997-07-16 | 2000-08-15 | Nippon Shokubai Co. Ltd. | Chelating composition |
WO2015086475A1 (en) * | 2013-12-11 | 2015-06-18 | Henkel Ag & Co. Kgaa | Machine-type dishwasher detergent containing n-based complexing agents |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6462338B2 (en) * | 2013-11-29 | 2019-01-30 | 川研ファインケミカル株式会社 | Cosmetics containing amino sugar derivatives |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH624709A5 (en) * | 1975-12-18 | 1981-08-14 | Unilever Nv | |
US4560492A (en) * | 1984-11-02 | 1985-12-24 | The Procter & Gamble Company | Laundry detergent composition with enhanced stain removal |
DE3625189A1 (en) * | 1985-08-05 | 1987-02-12 | Colgate Palmolive Co | PHOSPHATE-FREE OR LOW-PHOSPHATE DETERGENT |
-
1992
- 1992-05-18 DE DE4216363A patent/DE4216363A1/en not_active Withdrawn
-
1993
- 1993-05-11 WO PCT/EP1993/001149 patent/WO1993023515A1/en not_active Application Discontinuation
- 1993-05-11 EP EP93912702A patent/EP0641379A1/en not_active Ceased
- 1993-05-11 JP JP5519859A patent/JPH07506762A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH624709A5 (en) * | 1975-12-18 | 1981-08-14 | Unilever Nv | |
US4560492A (en) * | 1984-11-02 | 1985-12-24 | The Procter & Gamble Company | Laundry detergent composition with enhanced stain removal |
DE3625189A1 (en) * | 1985-08-05 | 1987-02-12 | Colgate Palmolive Co | PHOSPHATE-FREE OR LOW-PHOSPHATE DETERGENT |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997027839A1 (en) * | 1996-01-30 | 1997-08-07 | Colgate-Palmolive Company | Cleansing composition comprising color stabilizer(s) and surfactant(s) |
US5821206A (en) * | 1996-01-30 | 1998-10-13 | Colgate Palmolive Company | Composition |
US5840670A (en) * | 1996-01-30 | 1998-11-24 | Colgate-Palmolive Co. | Composition |
US5843876A (en) * | 1996-01-30 | 1998-12-01 | Colgate-Palmolive Co. | Composition |
AU708242B2 (en) * | 1996-01-30 | 1999-07-29 | Colgate-Palmolive Company, The | Cleansing composition comprising color stabilizer(s) and surfactant(s) |
US6103686A (en) * | 1997-07-16 | 2000-08-15 | Nippon Shokubai Co. Ltd. | Chelating composition |
WO2015086475A1 (en) * | 2013-12-11 | 2015-06-18 | Henkel Ag & Co. Kgaa | Machine-type dishwasher detergent containing n-based complexing agents |
Also Published As
Publication number | Publication date |
---|---|
EP0641379A1 (en) | 1995-03-08 |
JPH07506762A (en) | 1995-07-27 |
DE4216363A1 (en) | 1993-11-25 |
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