WO1994007975A1 - Pates de sulfate d'alkyle aqueuses coulantes - Google Patents
Pates de sulfate d'alkyle aqueuses coulantes Download PDFInfo
- Publication number
- WO1994007975A1 WO1994007975A1 PCT/EP1993/002509 EP9302509W WO9407975A1 WO 1994007975 A1 WO1994007975 A1 WO 1994007975A1 EP 9302509 W EP9302509 W EP 9302509W WO 9407975 A1 WO9407975 A1 WO 9407975A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- paste
- weight
- fatty alcohol
- content
- sulfate
- Prior art date
Links
- -1 alkyl sulphate Chemical compound 0.000 title claims abstract description 20
- 229910021653 sulphate ion Inorganic materials 0.000 title abstract 2
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 29
- 239000004094 surface-active agent Substances 0.000 claims abstract description 20
- 229910001504 inorganic chloride Inorganic materials 0.000 claims abstract description 9
- 229910052920 inorganic sulfate Inorganic materials 0.000 claims abstract description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 20
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 15
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 239000011780 sodium chloride Substances 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 7
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 6
- 230000009969 flowable effect Effects 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 101500021084 Locusta migratoria 5 kDa peptide Proteins 0.000 claims description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 5
- 239000012670 alkaline solution Substances 0.000 claims description 5
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 5
- 235000011152 sodium sulphate Nutrition 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- 238000009826 distribution Methods 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- 239000012459 cleaning agent Substances 0.000 claims description 3
- 239000001103 potassium chloride Substances 0.000 claims description 3
- 235000011164 potassium chloride Nutrition 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 2
- 229910001514 alkali metal chloride Inorganic materials 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000003599 detergent Substances 0.000 description 5
- 239000003760 tallow Substances 0.000 description 5
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 229960000735 docosanol Drugs 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 229940043348 myristyl alcohol Drugs 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229940012831 stearyl alcohol Drugs 0.000 description 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052615 phyllosilicate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000013042 solid detergent Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000001180 sulfating effect Effects 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000010457 zeolite Substances 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-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
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
- C11D3/2013—Monohydric alcohols linear fatty or with at least 8 carbon atoms in the alkyl chain
-
- 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
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/003—Colloidal solutions, e.g. gels; Thixotropic solutions or pastes
Definitions
- the invention relates to flowable and pumpable aikyl sulfate pastes, a process for the production of aikyl sulfate pastes with improved flow properties and the use of such pastes for the production of detergents and cleaning agents.
- Anionic surfactants of the alkyl sulfate type especially those containing alkyl radicals with 16 to 18 carbon atoms, show excellent detergent properties and are used in both liquid and powder detergents.
- aqueous alkyl sulfate pastes For the preparation of such agents, one generally starts from aqueous alkyl sulfate pastes.
- the aqueous surfactant pastes In order to avoid unnecessary mass transport, it is advantageous if the aqueous surfactant pastes have the highest possible solids content.
- Aikyl sulfate pastes can, however, only be concentrated up to a certain solids content.
- such pastes have a non-Newtonian flow behavior. Above a limit of about 55% by weight solids content, the viscosity generally reaches such high values that the pumpability of the surfactant solutions is no longer guaranteed, even at elevated temperatures.
- aqueous fatty alcohol sulfate pastes with solids contents between 30 and 70% by weight have such high viscosities and flow limits even at ambient temperature that transferring and pumping around are often impossible.
- European patent EP 24711 proposes adding polyalkyl ether glycol sulfates as viscosity-reducing additives to surfactant concentrates which are difficult to move. While such compounds are well suited to lowering the viscosity of alkyl ether sulfate, alkyl aryl ether sulfate, alkyl benzene sulfonate and alkyl aryl sulfosuccinate solutions, their performance in the presence of alkyl sulfates, especially linear, primary alkyl sulfates, is often unsatisfactory.
- German patent application DE 34 47859 discloses the use of alkanesulfonates as viscosity regulators for highly viscous anionic surfactant concentrates, especially for salts of ⁇ -sulfofatty acid esters.
- German patent application DE 37 18 896 describes the use of alkoxylated alcohols as viscosity regulators for highly viscous alkylbenzenesulfonate concentrates.
- German patent application DE 40 32 910 discloses alkyl sulfate pastes with solids contents of 30 to 80% by weight, the flow properties of which are improved by adding sulfonation products of unsaturated fatty acid glyceride esters in amounts of 1 to 50% by weight, based on the solids content of the pastes become.
- the object of the invention was to provide aikyl sulfate pastes with high contents of alkyl sulfate, which contain no further surfactants and nevertheless have favorable rheological properties.
- the invention accordingly relates in a first embodiment to an aqueous, flowable and pumpable alkyl sulfate paste with a surfactant content of 30 to 80% by weight, the paste containing unsulfated fatty alcohols in amounts of 0.5 to 10% by weight, inorganic Contains sulfates not above 0.2 wt .-% and optionally inorganic chlorides and the flow limit of the paste at 60 ° C a maximum of 45 Pa and / or the viscosity of the paste at a shear rate of 10 s ⁇ l and a temperature of 60 ° C maximum 6.5 Pas.
- alkyl sulfates are known anionic surfactants which are generally prepared by reacting aliphatic primary alcohols with a sulfating reagent, for example sulfur trioxide or chlorosulfonic acid.
- Preferred alkyl sulfates are derived from fatty alcohols with 12 to 22 carbon atoms. Typical examples of this are lauryl alcohol, Myristyl alcohol, cetyl alcohol, stearyl alcohol and behenyl alcohol.
- a particularly drastic reduction in the paste viscosity is observed in alkyl sulfates which are derived from alcohols having 12 to 18, in particular 14 to 18 or 16 to 18, carbon atoms.
- the alkyl sulfates can also be derived from technical alcohol mixtures, such as those obtained in the hydrogenation of technical fatty acid ester mixtures of natural origin or from aldehydes from Roelen's oxosynthesis. Alkyl sulfates based on technical coconut or hydrogenated palm kernel cuts are preferred. Preferred pastes contain 40 to 65 wt.%, In particular 45 to 60 wt.
- Unsulfated fatty alcohols are primarily linear primary and methyl-branched C12 to C22 ⁇ fatty alcohols in the 2-position.
- the advantageous viscosity-reducing properties are already achieved when the content of unsulfated fatty alcohols in the pastes is relatively low, preferably 0.7 to 8% by weight and in particular 1 to 5% by weight.
- Aikyl sulfate pastes usually contain inorganic salts, especially sulfate, resulting from the production.
- the amount of these inorganic salts is usually not more than 10% by weight, in particular 2 to 5% by weight, in each case based on the paste.
- the content of the pastes in sodium sulfate can be, for example, 1 to 3% by weight.
- the pastes can contain up to about 1% by weight or 1.5% by weight of sodium chloride.
- These inorganic salts generally have a viscosity-increasing effect.
- pastes which contain inorganic sulfates in amounts not above 0.2% by weight and preferably in amounts not above 0.1% by weight, but which contain unsulfated fatty alcohols in the stated amounts, the pastes have the desired rheological properties Properties on. It was particularly surprising that a content of inorganic chlorides, preferably alkali chlorides and especially sodium chloride or potassium chloride, did not adversely affect the rheological properties of the paste influenced, but on the contrary can reduce viscosity. A content of 0.2 to 5% by weight and in particular 0.5 to 2% by weight of alkali metal chloride is preferred.
- Such pastes are particularly preferred, the flow limit of which at 60 ° C. is a maximum of 40 Pa and preferably a maximum of 38 Pa and / or the viscosity of the paste at a shear rate of 10 s -1 and a temperature of 60 ° C. a maximum of 6 Pas, preferably a maximum of 5 Pas , amount.
- the pH of the pastes should be at least 9. Preference is given to pH values between 9 and 14, in particular between 10 and 13.
- the pastes according to the invention can be prepared, for example, by diluting 90 to 98% by weight aikyl sulfate pastes with water and fatty alcohol and, if appropriate, adding the desired amount of inorganic chloride. It is preferably a paste that is preferably a mixture of either in particular C14-Cis fatty alcohol sulfate or Cis-Ci ⁇ -fatty alcohol sulfate, or only a fatty alcohol sulfate, which is derived from lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol or behenyl alcohol. However, it is also possible that various pastes of the type indicated are first mixed and then diluted as indicated and, if appropriate, chloride is added.
- a process is preferred in which a paste produced by a conventional process, which normally contains a surfactant between 30 and 80% by weight, preferably not above 60% by weight, initially contains inorganic salts, in particular of Sodium sulfate, essentially freed, the cleaned paste concentrated to a surfactant content of 90 to 98 wt .-% and then adjusted to the desired surfactant content at temperatures between 60 and 100 ° C with an alkaline solution.
- the inorganic salts can be removed, for example, by recrystallization with ethanol, the inorganic salts precipitating and being separated, for example being able to be filtered off.
- the highly concentrated, purified surfactant pastes are then obtained by removing ethanol.
- the setting of a surfactant content from 30 to 80 wt .-%, preferably from 40 to 65 wt .-% and in particular from 45 to 60% by weight, starting from the cleaned, concentrated paste, is preferably carried out at temperatures from 70 to 90 ° C., with the aid of the alkaline solution, which is preferably an aqueous sodium hydroxide solution or an aqueous potassium hydroxide solution pH is adjusted from 9 to 14, preferably from 10 to 13. It is particularly preferred that the pastes are added to the alkaline solution.
- the alkaline solution which is preferably an aqueous sodium hydroxide solution or an aqueous potassium hydroxide solution pH is adjusted from 9 to 14, preferably from 10 to 13. It is particularly preferred that the pastes are added to the alkaline solution.
- fatty alcohol content of the pastes produced in this way is less than 0.5% by weight, then the corresponding amounts of fatty alcohol must be added. It is preferred that fatty alcohol is added in such quantities that a fatty alcohol content of 0.7 to 8% by weight and in particular 1 to 5% by weight is set.
- an inorganic chloride preferably sodium chloride or potassium chloride, is additionally added in amounts such that a chloride content of 0.2 to 5% by weight, preferably 0.5 to 2% by weight , is set.
- the concentrated aikyl sulfate pastes according to the invention have excellent detergent properties. They are therefore preferably used for the production of liquid and solid detergents and cleaning agents, which also include detergents, and for products for hair and body care.
- Such liquid agents can easily be prepared by diluting the pastes produced by the process according to the invention with water to the desired active substance concentration.
- builder substances such as zeolites and phyllosilicates, corrosion inhibitors, bleaching agents, bleach activators, optical brighteners, enzymes, graying inhibitors, antimicrobial active ingredients, water-miscible solvents, abrasives, foam stabilizers, Preservatives, colors and fragrances as well as additional surfactants are possible.
- Ci6-Ci8 tallow fatty alcohol sulfate paste (sulfopone ( R ) T55, 53% by weight tallow fatty alcohol sulfate, approx. 2% by weight unsulfated fatty alcohol, a maximum of 3% by weight inorganic electrolytes) produced by a customary process (oxidation with sulfur trioxide) such as sodium sulfate and sodium chloride; commercial product of the applicant) was essentially freed from the inorganic electrolytes by recrystallizing three times with ethanol and then concentrated to an approximately 97% by weight surfactant paste which contained less than 1% by weight unsulfated fatty alcohol .
- This paste was then stirred into an aqueous sodium hydroxide solution while hot, ie above the melting point of the tallow fatty alcohol sulfate, and unsulfated fatty alcohol and sodium chloride were added in quantities such that the resulting pastes Ml and M2 each had 53% by weight tallow fatty alcohol sulfate and M3 54% by weight of tallow fatty alcohol sulfate and the amounts of fatty alcohol or fatty alcohol and sodium chloride given for the agents Ml to M3.
- the content of sodium sulfate in all 3 agents was less than 0.2% by weight.
- the pH of the agents was 11 in each case.
- the agents M1 to M3 according to the invention had both a lower yield point and a lower viscosity than the commercially available sulfopone ( R ) T55 paste (see table).
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- Chemical & Material Sciences (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)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019950701130A KR950703633A (ko) | 1992-09-25 | 1993-09-16 | 유동성 함수의 알킬 술페이트 페이스트(free-flowing aqueous alkyl sulphate pastes) |
EP93920744A EP0662116A1 (fr) | 1992-09-25 | 1993-09-16 | Pates de sulfate d'alkyle aqueuses coulantes |
JP6508634A JPH08501597A (ja) | 1992-09-25 | 1993-09-16 | 流動性のある水性アルキルスルフェートペースト |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4232166A DE4232166A1 (de) | 1992-09-25 | 1992-09-25 | Fließfähige wäßrige Alkylsulfatpasten |
DEP4232166.2 | 1992-09-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1994007975A1 true WO1994007975A1 (fr) | 1994-04-14 |
Family
ID=6468841
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1993/002509 WO1994007975A1 (fr) | 1992-09-25 | 1993-09-16 | Pates de sulfate d'alkyle aqueuses coulantes |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0662116A1 (fr) |
JP (1) | JPH08501597A (fr) |
KR (1) | KR950703633A (fr) |
DE (1) | DE4232166A1 (fr) |
WO (1) | WO1994007975A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0839898A1 (fr) * | 1996-11-04 | 1998-05-06 | The Procter & Gamble Company | Compositions de nettoyage à épaississement propre |
EP2136386B1 (fr) * | 2008-03-12 | 2012-11-07 | Panasonic Corporation | Procédé de fabrication d'écran plasma |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10046363A1 (de) * | 2000-09-20 | 2002-03-28 | Cognis Deutschland Gmbh | Fließfähige wässrige Fettalkoholsulfatpasten |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE665927A (fr) * | 1964-06-27 | 1965-10-18 | ||
SU488786A1 (ru) * | 1973-06-22 | 1975-10-25 | Славянский Общетехнический Факультет Украинского Заочного Политехнического Института | Способ приготовлени рассола |
WO1992007054A1 (fr) * | 1990-10-17 | 1992-04-30 | Henkel Kommanditgesellschaft Auf Aktien | Procede de production de pates en sulfate d'alkyle a fluidite amelioree |
WO1992014809A1 (fr) * | 1991-02-25 | 1992-09-03 | Henkel Kommanditgesellschaft Auf Aktien | Procede de production de pates de sulfate d'alkyle et/ou d'alcenyle a fluidite amelioree |
-
1992
- 1992-09-25 DE DE4232166A patent/DE4232166A1/de not_active Withdrawn
-
1993
- 1993-09-16 JP JP6508634A patent/JPH08501597A/ja active Pending
- 1993-09-16 WO PCT/EP1993/002509 patent/WO1994007975A1/fr not_active Application Discontinuation
- 1993-09-16 KR KR1019950701130A patent/KR950703633A/ko not_active Withdrawn
- 1993-09-16 EP EP93920744A patent/EP0662116A1/fr not_active Withdrawn
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE665927A (fr) * | 1964-06-27 | 1965-10-18 | ||
SU488786A1 (ru) * | 1973-06-22 | 1975-10-25 | Славянский Общетехнический Факультет Украинского Заочного Политехнического Института | Способ приготовлени рассола |
WO1992007054A1 (fr) * | 1990-10-17 | 1992-04-30 | Henkel Kommanditgesellschaft Auf Aktien | Procede de production de pates en sulfate d'alkyle a fluidite amelioree |
WO1992014809A1 (fr) * | 1991-02-25 | 1992-09-03 | Henkel Kommanditgesellschaft Auf Aktien | Procede de production de pates de sulfate d'alkyle et/ou d'alcenyle a fluidite amelioree |
Non-Patent Citations (1)
Title |
---|
DATABASE WPI Section Ch Week 7635, Derwent World Patents Index; Class E34, AN 76-66309X * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0839898A1 (fr) * | 1996-11-04 | 1998-05-06 | The Procter & Gamble Company | Compositions de nettoyage à épaississement propre |
EP2136386B1 (fr) * | 2008-03-12 | 2012-11-07 | Panasonic Corporation | Procédé de fabrication d'écran plasma |
Also Published As
Publication number | Publication date |
---|---|
EP0662116A1 (fr) | 1995-07-12 |
KR950703633A (ko) | 1995-09-20 |
JPH08501597A (ja) | 1996-02-20 |
DE4232166A1 (de) | 1994-03-31 |
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