EP0008060B1 - Utilisation d'alcools polyvalents, d'acides (hydroxy)carboxyliques et/ou de leurs esters avec des alcools polyvalents comme régulateurs de viscosité - Google Patents
Utilisation d'alcools polyvalents, d'acides (hydroxy)carboxyliques et/ou de leurs esters avec des alcools polyvalents comme régulateurs de viscosité Download PDFInfo
- Publication number
- EP0008060B1 EP0008060B1 EP79102709A EP79102709A EP0008060B1 EP 0008060 B1 EP0008060 B1 EP 0008060B1 EP 79102709 A EP79102709 A EP 79102709A EP 79102709 A EP79102709 A EP 79102709A EP 0008060 B1 EP0008060 B1 EP 0008060B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alcohols
- esters
- carboxylic acids
- hydroxy
- acid
- 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.)
- Expired
Links
- 150000001298 alcohols Chemical class 0.000 title claims abstract description 19
- 150000002148 esters Chemical class 0.000 title claims abstract description 17
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 239000002002 slurry Substances 0.000 claims abstract description 24
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 239000003599 detergent Substances 0.000 claims abstract description 13
- -1 aliphatic alcohols Chemical class 0.000 claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 7
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 3
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims abstract 2
- 125000004429 atom Chemical group 0.000 claims abstract 2
- 125000000075 primary alcohol group Chemical group 0.000 claims abstract 2
- RDFQSFOGKVZWKF-UHFFFAOYSA-N 3-hydroxy-2,2-dimethylpropanoic acid Chemical compound OCC(C)(C)C(O)=O RDFQSFOGKVZWKF-UHFFFAOYSA-N 0.000 claims description 7
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 7
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 claims description 4
- 150000005846 sugar alcohols Polymers 0.000 claims description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 abstract description 10
- 239000002253 acid Substances 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 6
- 150000007513 acids Chemical class 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 230000001105 regulatory effect Effects 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 229940117969 neopentyl glycol Drugs 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 150000003014 phosphoric acid esters Chemical class 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000036571 hydration Effects 0.000 description 3
- 238000006703 hydration reaction Methods 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- JBVOQKNLGSOPNZ-UHFFFAOYSA-N 2-propan-2-ylbenzenesulfonic acid Chemical compound CC(C)C1=CC=CC=C1S(O)(=O)=O JBVOQKNLGSOPNZ-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000012459 cleaning agent Substances 0.000 description 2
- 229940071118 cumenesulfonate Drugs 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- SZCWBURCISJFEZ-UHFFFAOYSA-N (3-hydroxy-2,2-dimethylpropyl) 3-hydroxy-2,2-dimethylpropanoate Chemical compound OCC(C)(C)COC(=O)C(C)(C)CO SZCWBURCISJFEZ-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ZZXDRXVIRVJQBT-UHFFFAOYSA-M Xylenesulfonate Chemical compound CC1=CC=CC(S([O-])(=O)=O)=C1C ZZXDRXVIRVJQBT-UHFFFAOYSA-M 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000012223 aqueous fraction Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 230000003165 hydrotropic effect Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229940071104 xylenesulfonate Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2093—Esters; Carbonates
-
- 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
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2065—Polyhydric alcohols
-
- 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
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2086—Hydroxy carboxylic acids-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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2041—Dihydric alcohols
- C11D3/2044—Dihydric alcohols linear
Definitions
- the invention relates to a new use of certain polyhydric aliphatic alcohols, carboxylic acids and / or esters from the two classes of compounds as viscosity regulators in aqueous detergent and cleaning agent slurries.
- the preparation of the aqueous slurry - hereinafter also referred to as "slurry" - is a necessary process that must be observed with due care.
- the detergent slurry is an aqueous slurry of inorganic and organic substances that is subject to unpredictable viscosity fluctuations.
- the uniform nature and consistency of the types of the powdery end product depend on the constant viscosity of the slurry. Viscosity fluctuations are generally caused by the surfactants contained in the slurry and especially by the hydration behavior of the phosphates contained in the detergent slurries and cause inconsistent dry products which are due to the different water content of the dried powder particles.
- the viscosities have to be reduced on the one hand because the slurry becomes too viscous due to the absorption of water, and on the other hand these viscosities have to be set to a constant value in order to ensure constant spray conditions and thus also to obtain uniform bulk weights of the finished powders.
- DE-AS 16 17 160 discloses acidic phosphoric acid esters as homogenizing agents for slurries, which are present in amounts of preferably 5 to 25% by weight, based on surface-active agents.
- the hydrotropic substances are present in such an amount that the detergent-active substances contained in the finished products are diluted too much, and the washing power of the products is thus impaired.
- the acidic phosphoric acid esters which can be used in a smaller amount, based on the slurry, only work in detergent slurries which contain nonionic surfactants with which they apparently interact.
- the aim of the invention was to find additives which, when used in the smallest possible amounts, are able to lower the viscosity of the sturries, to keep them constant and to improve the stability of the slurries, i.e. they should act as a lower viscosity, as a viscosity regulator and as stabilizers without impairing the washing power of the finished products.
- the aliphatic alcohols to be used according to the invention contain 5 to 9 carbon atoms, one of which is quaternary in nature, and 2 to 4 alcoholic hydroxyl groups, which are exclusively primary.
- these alcohols e.g. Neopentylglycol, trimethylolpropane and pentaerythritol and mixtures thereof.
- homologs of the named alcohols are suitable which carry primary hydroxyethyl groups on the quaternary carbon atom instead of the methylol groups.
- the carboxylic acids according to the definition can be used. They also contain 5 to 9 aliphatic carbon atoms, one of which is quaternary.
- the carboxylic acids contain a carboxyl group which is bonded to the quaternary carbon atom and can furthermore contain primarily bonded hydroxyl groups.
- esters are also to be used according to the invention, alone or as a mixture component ⁇ of the alcohols and carboxylic acids according to the definition, of which esters from the above-mentioned special single components are preferred.
- esters of neopentyl glycol and hydroxypivalic acid preferably neopentyl glycol monohydroxypivalate.
- the compounds themselves act as extreme viscosity improvers.
- extreme viscosity improvers For some purposes, e.g. In order to obtain washing powder with a high content of detergent substance with little water of hydration after spray drying, medium viscosity ranges are required, i.e. Substances with an even better regulator function.
- Particularly favorable mixtures are combinations of polyhydric alcohol, hydroxycarboxylic acid and hydroxycarboxylic acid esters, of which the mixture of neopentylglycol, hydroxypivalic acid and neopentyoglycol-hydroxypivalic acid ester is preferred.
- This mixture is particularly easy to access technically.
- the alcohols or mixtures of the alcohols with acids and / or esters are added to the slurries in an amount of 1 to 6% by weight, preferably 3 to 6% by weight, based on solid proportions. Larger amounts are also effective, but do not bring any additional benefits.
- the viscosity measurements were carried out in a Brookfield viscometer and were carried out after 15, 30 and 60 minutes.
- the percentages given in the individual examples relate to the total weight of the non-aqueous fractions.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (5)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT79102709T ATE30T1 (de) | 1978-08-03 | 1979-07-30 | Verwendung von mehrwertigen alkoholen, (hydroxy)carbonsaeuren und/oder deren estern mit den mehrwertigen alkoholen als viskositaetsregler |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2834073 | 1978-08-03 | ||
| DE19782834073 DE2834073A1 (de) | 1978-08-03 | 1978-08-03 | Verwendung von mehrwertigen alkoholen, (hydroxy)carbonsaeuren und/oder deren estern mit den mehrwertigen alkoholen als viskositaetsregler |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0008060A1 EP0008060A1 (fr) | 1980-02-20 |
| EP0008060B1 true EP0008060B1 (fr) | 1981-03-25 |
Family
ID=6046129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP79102709A Expired EP0008060B1 (fr) | 1978-08-03 | 1979-07-30 | Utilisation d'alcools polyvalents, d'acides (hydroxy)carboxyliques et/ou de leurs esters avec des alcools polyvalents comme régulateurs de viscosité |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4239641A (fr) |
| EP (1) | EP0008060B1 (fr) |
| AT (1) | ATE30T1 (fr) |
| DE (2) | DE2834073A1 (fr) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3240403A1 (de) * | 1982-11-02 | 1984-05-03 | Henkel KGaA, 4000 Düsseldorf | Verwendung von niedermolekularen organischen verbindungen als viskositaetsregler fuer hochviskose technische tensid-konzentrate |
| US4517025A (en) * | 1982-05-17 | 1985-05-14 | Amchem Products, Inc. | Method for removing sealant contamination |
| US4435218A (en) * | 1982-11-15 | 1984-03-06 | Jubanowsky Louis J | Viscosity increasing additive for non-aqueous fluid systems |
| DE3305430A1 (de) * | 1983-02-17 | 1984-08-23 | Henkel KGaA, 4000 Düsseldorf | Verwendung von alkoholen und deren derivaten als viskositaetsregler fuer hochviskose technische tensid-konzentrate |
| EP0166522B1 (fr) * | 1984-05-24 | 1991-07-24 | Pegel, Karl Heinrich | Composition cosmétique |
| DE3447859A1 (de) * | 1984-12-31 | 1986-07-10 | Henkel KGaA, 4000 Düsseldorf | Verwendung von alkansulfonaten als viskositaetsregler fuer hochviskose aniontensid-konzentrate |
| EP0287514A1 (fr) * | 1987-04-15 | 1988-10-19 | Ciba-Geigy Ag | Détergent pour le postlavage de teintures réactives, son procédé de préparation et son emploi |
| US5192462A (en) * | 1989-03-21 | 1993-03-09 | Croda Inc. | Thickening agents for topical preparations |
| US5024772A (en) * | 1989-07-10 | 1991-06-18 | Basf Corporation | Method of producing HPN and mixtures thereof |
| EP0425149A3 (en) * | 1989-10-23 | 1992-03-25 | Imperial Chemical Industries Plc | Detergent compositions and processes of making them |
| DE4019172A1 (de) * | 1990-06-15 | 1991-12-19 | Henkel Kgaa | Verwendung von salzen der sulfonierungsprodukte ungesaettigter fettsaeuren als viskositaetsminderer |
| DE4032909A1 (de) * | 1990-10-17 | 1992-04-23 | Henkel Kgaa | Verfahren zur herstellung von alkylsulfatpasten mit verbesserter fliessfaehigkeit |
| BR9306035A (pt) * | 1992-03-06 | 1997-11-18 | Unilever Nv | Composição de limpeza líquida aquosa de baixo espumamento e aditivo para uso como antiespumante em uma composição de limpeza |
| WO1993019146A1 (fr) * | 1992-03-16 | 1993-09-30 | The Procter & Gamble Company | Compositions fluides renfermant des amides d'acides gras polyhydroxy |
| CA2120375A1 (fr) * | 1993-04-02 | 1994-10-03 | John Klier | Produit de pretraitement pour la lessive a proprietes nettoyantes ameliorees pour les souillures huileuses |
| US5597406A (en) * | 1993-11-02 | 1997-01-28 | Henkel Corporation | Method of thickening aqueous formulations |
| US5501813A (en) * | 1993-11-02 | 1996-03-26 | Henkel Corporation | Thickener for aqueous compositions |
| WO2014072840A1 (fr) | 2012-11-12 | 2014-05-15 | Galaxy Surfactants Ltd. | Sulfates d'alkyle gras aqueux hautement actifs fluides |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1254798B (de) * | 1964-06-26 | 1967-11-23 | Henkel & Cie Gmbh | Fluessige oder pastenfoermige Waschmittelkonzentrate |
| US3554916A (en) * | 1965-06-01 | 1971-01-12 | Continental Oil Co | Viscosity modification of amine salts of linear alkylaryl sulfonates |
| NO121968C (fr) * | 1966-06-23 | 1977-06-13 | Mo Och Domsjoe Ab | |
| SE352652B (fr) * | 1969-10-01 | 1973-01-08 | Hentschel V | |
| BE790362A (fr) * | 1971-10-20 | 1973-02-15 | Albright & Wilson | Composants de detergents |
| CA995092A (en) * | 1972-07-03 | 1976-08-17 | Rodney M. Wise | Sulfated alkyl ethoxylate-containing detergent composition |
| FR2283218A1 (fr) * | 1974-07-25 | 1976-03-26 | Equip Automobile Ste Fse | Detergent de base pour lessives liquides |
-
1978
- 1978-08-03 DE DE19782834073 patent/DE2834073A1/de active Pending
-
1979
- 1979-07-23 US US06/059,777 patent/US4239641A/en not_active Expired - Lifetime
- 1979-07-30 DE DE7979102709T patent/DE2960214D1/de not_active Expired
- 1979-07-30 EP EP79102709A patent/EP0008060B1/fr not_active Expired
- 1979-07-30 AT AT79102709T patent/ATE30T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0008060A1 (fr) | 1980-02-20 |
| DE2834073A1 (de) | 1980-02-28 |
| DE2960214D1 (en) | 1981-04-16 |
| US4239641A (en) | 1980-12-16 |
| ATE30T1 (de) | 1981-04-15 |
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