EP0108321A2 - Utilisation de composés organiques à faible poids moléculaire comme régulateurs de viscosité pour concentrés techniques tensio-actifs à haute viscosité - Google Patents
Utilisation de composés organiques à faible poids moléculaire comme régulateurs de viscosité pour concentrés techniques tensio-actifs à haute viscosité Download PDFInfo
- Publication number
- EP0108321A2 EP0108321A2 EP83110590A EP83110590A EP0108321A2 EP 0108321 A2 EP0108321 A2 EP 0108321A2 EP 83110590 A EP83110590 A EP 83110590A EP 83110590 A EP83110590 A EP 83110590A EP 0108321 A2 EP0108321 A2 EP 0108321A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- concentrates
- viscosity
- esters
- salts
- 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.)
- Granted
Links
- 239000012141 concentrate Substances 0.000 title claims abstract description 34
- 150000002894 organic compounds Chemical class 0.000 title claims abstract description 4
- 150000002148 esters Chemical class 0.000 claims abstract description 21
- 239000004094 surface-active agent Substances 0.000 claims abstract description 18
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 11
- 239000000194 fatty acid Substances 0.000 claims abstract description 11
- 229930195729 fatty acid Natural products 0.000 claims abstract description 11
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 9
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims abstract description 9
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 6
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 6
- 150000002367 halogens Chemical class 0.000 claims abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- -1 ether alcohols Chemical class 0.000 claims description 13
- 159000000000 sodium salts Chemical class 0.000 claims description 7
- 150000004665 fatty acids Chemical class 0.000 claims description 6
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical class OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 4
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical class OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- ZIUSEGSNTOUIPT-UHFFFAOYSA-N ethyl 2-cyanoacetate Chemical class CCOC(=O)CC#N ZIUSEGSNTOUIPT-UHFFFAOYSA-N 0.000 claims description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 239000003760 tallow Substances 0.000 claims description 3
- MFWSRADQRNGSHU-UHFFFAOYSA-N 2-sulfopropanedioic acid Chemical class OC(=O)C(C(O)=O)S(O)(=O)=O MFWSRADQRNGSHU-UHFFFAOYSA-N 0.000 claims description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
- 150000004702 methyl esters Chemical class 0.000 claims description 2
- AGGIJOLULBJGTQ-UHFFFAOYSA-N sulfoacetic acid Chemical class OC(=O)CS(O)(=O)=O AGGIJOLULBJGTQ-UHFFFAOYSA-N 0.000 claims description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 230000007423 decrease Effects 0.000 claims 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 4
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 abstract description 2
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 239000003599 detergent Substances 0.000 description 7
- 239000002002 slurry Substances 0.000 description 6
- 238000007792 addition Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000006277 sulfonation reaction Methods 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical group CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000012459 cleaning agent Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical class [H]C([H])([H])* 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- WZZRDRYYUVHLRD-UHFFFAOYSA-N 2-chloropentanoic acid Chemical compound CCCC(Cl)C(O)=O WZZRDRYYUVHLRD-UHFFFAOYSA-N 0.000 description 1
- GLIZCTQNRHOAEH-UHFFFAOYSA-N 2-methoxy-2-oxoethanesulfonic acid Chemical compound COC(=O)CS(O)(=O)=O GLIZCTQNRHOAEH-UHFFFAOYSA-N 0.000 description 1
- 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 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 229940071118 cumenesulfonate Drugs 0.000 description 1
- 125000006575 electron-withdrawing group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-M ethenesulfonate Chemical class [O-]S(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-M 0.000 description 1
- 125000001495 ethyl group Chemical class [H]C([H])([H])C([H])([H])* 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical group OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical group [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000004558 technical concentrate Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 238000004448 titration Methods 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
- 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
-
- 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
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- 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
- C11D3/2068—Ethers
-
- 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
- C11D3/2082—Polycarboxylic 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
- C11D3/26—Organic compounds containing nitrogen
- C11D3/33—Amino carboxylic acids
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/03—Organic sulfoxy compound containing
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/03—Organic sulfoxy compound containing
- Y10S516/04—Protein or carboxylic compound containing
Definitions
- aqueous slurries which contain a large part of the detergent constituents or also all detergent constituents. From an economic point of view, it is important that the slurry is as rich in detergent components as possible, i.e. is as low in liquid fiber as possible. The lowest possible amount of water is therefore used to prepare the slurries. Concentration is limited by the highest possible viscosity at which the slurry can just be processed.
- anionic surfactants which are mostly used as paste-like concentrates in the form of their alkali or ammonium salts in the production of the detergent slurries.
- the surfactant content of technical concentrates is, for example in the case of the ⁇ -sulfotalg fatty acid methyl ester, about 30% by weight. Pastes with a higher surfactant content can no longer be processed.
- a special feature of the rheological behavior of surfactant concentrates is that they do not react to the addition of water with a reduction in viscosity, but first with a thickening to a gel-like state, which poses further problems for the processor. For example, it is often not. easy to get formed lumps of gel back into solution, or it clogs valves of pumps and containers.
- DE-OS 22 51 405 describes the salts of certain carboxylic acids, in particular hydroxycarboxylic acids, as viscosity regulators.
- sulfonated aromatic compounds are suitable for these purposes.
- DE-OS 23 26 006 mentions sulfates or sulfonates of aliphatic, optionally substituted hydrocarbons as viscosity regulators. The addition of lower alkanols is also listed as a possibility for reducing the viscosity in the publications mentioned.
- Object of the present invention is therefore the provision of substances for improving the F l ware- behavior of aqueous technical anionic surfactant concentrates, in particular of ⁇ -sulfo fatty acid esters, so that they are processed as previously in higher concentrations or when diluted with water, no increase in the Have viscosity.
- viscosity regulator for highly viscous technical surfactant concentrates of the type of synthetic anionic surfactants, in particular of ⁇ -sulfofatty acid esters with at least 30% by weight of ⁇ -sulfofatty acid esters, the viscosity regulator being used in amounts of 1-15% by weight, based on the amount of surfactant , adds, so that a reduction in the viscosity of the concentrates to a maximum of 10,000 mPas at 70 ° C occurs, can achieve the desired effects.
- surfactant content can be adjusted to values of approximately approximately 60% by weight in the industrial production of the surfactant concentrates without the viscosity being the upper limit of approximately 10,000 mPas permissible for processability exceeds, whereby surfactant concentrates with lower water ballast are obtained.
- these concentrates are diluted, the temporary increase in viscosity which is otherwise observed does not occur, which is also advantageous for processing.
- the viscosity regulators are preferably added to the aqueous industrial anionic surfactant concentrates in amounts of approx. 10% by weight, i.e. in particular 7 to 12% by weight, based on the surfactant content, the desired viscosity reduction of the concentrate being determined by the amounts of the viscosity regulator added.
- the compounds suitable as viscosity regulators are derived, for example, from acetic acid, succinic acid or malonic acid.
- the sodium salts of the compound mentioned are particularly suitable.
- Examples of the combinations mentioned are the sodium salts of monochloroacetic acid, ot-sulfosuccinic acid, ⁇ -sulfomalonic acid, ⁇ -sulfoacetic acid, ⁇ -sulfoacetic acid methyl ester, cyanoacetic acid and ethyl cyanoacetate.
- the compounds mentioned can be added individually or in a mixture.
- the viscosity-reducing effect is particularly pronounced at low pH values, for example at pH values below 7. This is in some cases another advantage of the use of the compounds mentioned according to the invention.
- the addition of other compounds with electron-withdrawing groups also reduces the viscosity of anionic surfactant concentrates; Examples of such compounds are the sodium salts of vinyl sulfonate and nitrilotriacetic acid.
- Dipropylene glycol monomethyl ether is also suitable as a viscosity regulator.
- This type d) compound of the aforementioned viscosity regulators is an ether alcohol which contains two propylene glycol units and a methoxy group.
- Viscosity regulation is a particular problem for concentrates of ⁇ -sulfofatty acid esters, since concentrates with a surfactant content of more than about 30% by weight are no longer easy to process. Without the viscosity problem, it would be technically possible to produce surfactant concentrates with up to about 80% by weight of surfactant. The reduction in viscosity of ⁇ -sulfofatty acid ester concentrates is therefore a particular object of the present invention.
- the ⁇ -sulfofatty acid esters to the concentrates of which the viscosity regulators mentioned are added, are derived from fatty acids with 10 to 20, preferably 12 to 18, carbon atoms and from aliphatic alcohols with 1 to 10, preferably 1 to 4, carbon atoms in the molecule.
- the sulfo group is introduced either by sulfonation of the fatty acid and subsequent esterification of the carboxyl group with alcohol or by sulfonation of a corresponding fatty acid ester. According to both methods, esters of sulfo fatty acids are obtained which contain the sulfo acid group in the ⁇ -position.
- Particularly suitable ⁇ -sulfofatty acid esters are the alkali or ammonium salts of ethyl and especially the methyl ester of tallow fatty acid with a sulfo group in the ⁇ -position, the acid component of the fatty acid esters consisting essentially of saturated C 16 and C 18 fatty acids.
- the salts are prepared by neutralizing the acidic esters with the appropriate bases.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT83110590T ATE27175T1 (de) | 1982-11-02 | 1983-10-24 | Verwendung von niedermolekularen organischen verbindungen als viskositaetsregler fuer hochviskose technische tensid-konzentrate. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3240403 | 1982-02-11 | ||
| DE19823240403 DE3240403A1 (de) | 1982-11-02 | 1982-11-02 | Verwendung von niedermolekularen organischen verbindungen als viskositaetsregler fuer hochviskose technische tensid-konzentrate |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0108321A2 true EP0108321A2 (fr) | 1984-05-16 |
| EP0108321A3 EP0108321A3 (en) | 1985-03-20 |
| EP0108321B1 EP0108321B1 (fr) | 1987-05-13 |
Family
ID=6177093
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP83110590A Expired EP0108321B1 (fr) | 1982-11-02 | 1983-10-24 | Utilisation de composés organiques à faible poids moléculaire comme régulateurs de viscosité pour concentrés techniques tensio-actifs à haute viscosité |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4532076A (fr) |
| EP (1) | EP0108321B1 (fr) |
| JP (1) | JPS5998187A (fr) |
| AT (1) | ATE27175T1 (fr) |
| BR (1) | BR8305985A (fr) |
| DE (2) | DE3240403A1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013150131A1 (fr) * | 2012-04-06 | 2013-10-10 | Total S.A. | Composes tensio-actifs, compositions en comportant, procede de synthese et utilisations, notamment pour la recuperation assistee d'hydrocarbures |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8405266D0 (en) * | 1984-02-29 | 1984-04-04 | Unilever Plc | Detergent compositions |
| DE3804609A1 (de) * | 1988-02-13 | 1989-08-24 | Henkel Kgaa | Verfahren zur herstellung niedrigviskoser estersulfonatpasten |
| DE3827778A1 (de) * | 1988-08-16 | 1990-02-22 | Henkel Kgaa | Pastenfoermiges wasch- und reinigungsmittel und verfahren zur herstellung |
| US5152932A (en) * | 1989-06-09 | 1992-10-06 | The Procter & Gamble Company | Formation of high active detergent granules using a continuous neutralization system |
| US5429773A (en) * | 1993-02-05 | 1995-07-04 | The Procter & Gamble Company | Process to improve alkyl ester sulfonate surfactant compositions |
| CN113403053B (zh) * | 2020-03-16 | 2022-11-18 | 中国石油化工股份有限公司 | 一种油溶性稠油降粘剂 |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2195187A (en) * | 1938-09-12 | 1940-03-26 | Solvay Process Co | Production of sulphonation derivatives |
| BE632155A (fr) * | 1961-03-01 | |||
| US3151084A (en) * | 1961-03-13 | 1964-09-29 | Swift & Co | Solubilizer for synthetic detergent |
| DE1218646B (de) * | 1963-07-13 | 1966-06-08 | Henkel & Cie Gmbh | Fluessige oder pastenfoermige Waschaktivsubstanzkonzentrate |
| US3345301A (en) * | 1963-10-23 | 1967-10-03 | Henkel & Cie Gmbh | Pourable and free-flowing detergent, wetting, and emulsifying compositions |
| DE1225799B (de) * | 1964-01-10 | 1966-09-29 | Henkel & Cie Gmbh | Fluessige oder pastenfoermige, seifenhaltige Waschaktivsubstanzkonzentrate |
| DE1254798B (de) * | 1964-06-26 | 1967-11-23 | Henkel & Cie Gmbh | Fluessige oder pastenfoermige Waschmittelkonzentrate |
| US3338838A (en) * | 1964-11-17 | 1967-08-29 | Procter & Gamble | Detergent composition |
| NO121968C (fr) * | 1966-06-23 | 1977-06-13 | Mo Och Domsjoe Ab | |
| US3882038A (en) * | 1968-06-07 | 1975-05-06 | Union Carbide Corp | Cleaner compositions |
| DK129804A (fr) * | 1969-01-17 | |||
| BE790362A (fr) * | 1971-10-20 | 1973-02-15 | Albright & Wilson | Composants de detergents |
| JPS5139248B2 (fr) * | 1971-12-29 | 1976-10-27 | ||
| BE795095A (fr) * | 1972-02-07 | 1973-05-29 | Albright & Wilson | Concentrat aqueux pouvant etre utilise comme composant detergent |
| GB1437089A (en) * | 1972-05-26 | 1976-05-26 | Albright & Wilson | Detergent concentrates |
| CA995092A (en) * | 1972-07-03 | 1976-08-17 | Rodney M. Wise | Sulfated alkyl ethoxylate-containing detergent composition |
| DE2243306A1 (de) * | 1972-09-02 | 1974-03-21 | Henkel & Cie Gmbh | Schaumregulierte waschmittel, insbesondere fuer trommelwaschmaschinen |
| US3914185A (en) * | 1973-03-15 | 1975-10-21 | Colgate Palmolive Co | Method of preparing liquid detergent compositions |
| US4061586A (en) * | 1973-04-09 | 1977-12-06 | Colgate-Palmolive Company | Olefin sulfonate detergent compositions |
| US4107095A (en) * | 1973-04-11 | 1978-08-15 | Colgate-Palmolive Company | Liquid olefin sulfonate detergent compositions containing anti-gelling agents |
| US4003857A (en) * | 1973-12-17 | 1977-01-18 | Ethyl Corporation | Concentrated aqueous olefins sulfonates containing carboxylic acid salt anti-gelling agents |
| US3957671A (en) * | 1974-11-13 | 1976-05-18 | The Procter & Gamble Company | Acid mix compositions containing benzoic acid |
| US4203873A (en) * | 1975-12-23 | 1980-05-20 | Agency Of Industrial Science & Technology | Anionic detergent composition containing a builder mixture comprising an imidobis-sulfate and sodium citrate or nitrilotriacetate |
| DE2834073A1 (de) * | 1978-08-03 | 1980-02-28 | Basf Ag | Verwendung von mehrwertigen alkoholen, (hydroxy)carbonsaeuren und/oder deren estern mit den mehrwertigen alkoholen als viskositaetsregler |
| JPS5587759A (en) * | 1978-12-26 | 1980-07-02 | Lion Corp | Preparation of homogeneous aqueous solution of alpha-olefinsulfonate |
| DE3066054D1 (en) * | 1979-09-01 | 1984-02-09 | Henkel Kgaa | Watery tenside concentrates and process for the improvement of the flowing property of difficultly movable watery tenside concentrates |
| JPS57180699A (en) * | 1981-04-30 | 1982-11-06 | Lion Corp | Granular detergent composition |
| US4414128A (en) * | 1981-06-08 | 1983-11-08 | The Procter & Gamble Company | Liquid detergent compositions |
| DE3151679A1 (de) * | 1981-12-28 | 1983-07-07 | Henkel KGaA, 4000 Düsseldorf | "verwendung von viskositaetsreglern fuer tensidkonzentrate" |
-
1982
- 1982-11-02 DE DE19823240403 patent/DE3240403A1/de not_active Withdrawn
-
1983
- 1983-10-19 US US06/543,672 patent/US4532076A/en not_active Expired - Fee Related
- 1983-10-24 DE DE8383110590T patent/DE3371538D1/de not_active Expired
- 1983-10-24 EP EP83110590A patent/EP0108321B1/fr not_active Expired
- 1983-10-24 AT AT83110590T patent/ATE27175T1/de not_active IP Right Cessation
- 1983-10-31 BR BR8305985A patent/BR8305985A/pt not_active IP Right Cessation
- 1983-11-02 JP JP58206819A patent/JPS5998187A/ja active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013150131A1 (fr) * | 2012-04-06 | 2013-10-10 | Total S.A. | Composes tensio-actifs, compositions en comportant, procede de synthese et utilisations, notamment pour la recuperation assistee d'hydrocarbures |
| FR2989093A1 (fr) * | 2012-04-06 | 2013-10-11 | Total Sa | Composes tensio-actifs, compositions en comportant, procede de synthese et utilisations, notamment pour la recuperation assistee d'hydrocarbures |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0108321B1 (fr) | 1987-05-13 |
| DE3371538D1 (en) | 1987-06-19 |
| DE3240403A1 (de) | 1984-05-03 |
| JPS5998187A (ja) | 1984-06-06 |
| BR8305985A (pt) | 1984-06-05 |
| ATE27175T1 (de) | 1987-05-15 |
| EP0108321A3 (en) | 1985-03-20 |
| US4532076A (en) | 1985-07-30 |
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