EP0272574A2 - Mélanges d'agents tensio-actifs non ioniques liquides - Google Patents
Mélanges d'agents tensio-actifs non ioniques liquides Download PDFInfo
- Publication number
- EP0272574A2 EP0272574A2 EP87118480A EP87118480A EP0272574A2 EP 0272574 A2 EP0272574 A2 EP 0272574A2 EP 87118480 A EP87118480 A EP 87118480A EP 87118480 A EP87118480 A EP 87118480A EP 0272574 A2 EP0272574 A2 EP 0272574A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- mixtures
- alcohols
- surfactant
- alkyl
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 46
- 239000007788 liquid Substances 0.000 title claims abstract description 13
- 239000002736 nonionic surfactant Substances 0.000 title description 9
- 238000005406 washing Methods 0.000 claims abstract description 15
- 150000001298 alcohols Chemical class 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000004094 surface-active agent Substances 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000012459 cleaning agent Substances 0.000 claims description 6
- 150000003973 alkyl amines Chemical class 0.000 claims description 4
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 2
- 238000009826 distribution Methods 0.000 abstract description 2
- 239000003599 detergent Substances 0.000 description 13
- 239000000047 product Substances 0.000 description 12
- 238000012360 testing method Methods 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000004140 cleaning Methods 0.000 description 8
- 239000003925 fat Substances 0.000 description 8
- 150000002191 fatty alcohols Chemical class 0.000 description 7
- 229920000728 polyester Polymers 0.000 description 7
- 239000000428 dust Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 235000013162 Cocos nucifera Nutrition 0.000 description 5
- 244000060011 Cocos nucifera Species 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- -1 ether alcohols Chemical class 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 239000003082 abrasive agent Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000004519 grease Substances 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N n-hexadecyl alcohol Natural products CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 150000003138 primary alcohols Chemical class 0.000 description 2
- 235000019832 sodium triphosphate Nutrition 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- XSVSPKKXQGNHMD-UHFFFAOYSA-N 5-bromo-3-methyl-1,2-thiazole Chemical compound CC=1C=C(Br)SN=1 XSVSPKKXQGNHMD-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- FPXLKVLNXFUYQU-UHFFFAOYSA-N CCO.OP(=O)OP(O)=O Chemical compound CCO.OP(=O)OP(O)=O FPXLKVLNXFUYQU-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 239000004435 Oxo alcohol Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- GHVZOJONCUEWAV-UHFFFAOYSA-N [K].CCO Chemical compound [K].CCO GHVZOJONCUEWAV-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 235000010216 calcium carbonate Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000010721 machine oil Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 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 description 1
- IBDSNZLUHYKHQP-UHFFFAOYSA-N sodium;3-oxidodioxaborirane;tetrahydrate Chemical compound O.O.O.O.[Na+].[O-]B1OO1 IBDSNZLUHYKHQP-UHFFFAOYSA-N 0.000 description 1
- 239000013042 solid detergent Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- FRPJTGXMTIIFIT-UHFFFAOYSA-N tetraacetylethylenediamine Chemical compound CC(=O)C(N)(C(C)=O)C(N)(C(C)=O)C(C)=O FRPJTGXMTIIFIT-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000002888 zwitterionic surfactant 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
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
- C11D1/8255—Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic compounds
-
- 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
- C11D1/38—Cationic compounds
- C11D1/42—Amino alcohols or amino ethers
- C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
-
- 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
Definitions
- the alkylphenol ethoxylates used to a large extent as nonionic surfactant components have a considerably better cold behavior (lower pour point and cold cloud point) than comparable ethoxylates based on linear fatty alcohols.
- the nonylphenol-10 EO adduct (NP-10) in particular is characterized by such excellent application properties that it has a universally applicable surfactant for detergents and cleaning agents, but also an emulsifier for a large number of technical applications.
- this surfactant has very good degreasing properties, both on metal and on textile fabric. Because of these favorable properties, NP-10 is by far the most important representative in terms of quantity from the class of alkylphenol ethoxylates.
- alkylphenol ethoxylates give cause for concern, so that considerable efforts are being made to at least partially replace these technologically high-quality surfactant components by components with better environmental compatibility.
- Alkoxylated fatty alcohols of natural and / or synthetic origin are particularly suitable for this.
- ether alcohols of the latter type only have the hydrophilicity values desired in practice - cloud point, for example, in the range from about 50 to 60 ° C. - only in those embodiments in which the ether alcohols as such are solid at room temperature.
- the invention is based on the object of providing surfactant mixtures based on alkoxylated straight-chain and / or branched primary alcohols, in particular corresponding linear fatty alcohols, which are still liquid at low temperatures, for example at temperatures down to 5 ° C., and a can provide high surfactant performance.
- the invention has in particular the task of creating a surfactant mixture which is similar in its essential technological properties to the NP-10 and which are constructed exclusively on the basis of environmentally compatible components.
- the mixture according to the invention is prepared in a manner known per se by two-stage alkoxylation of the alcohol mixture, propylene oxide being added in the first stage and ethylene oxide being added in the second stage.
- the starting alcohols are primarily mixtures obtained from coconut fatty alcohols, from which the majority of C12-C16 alcohols have been removed by distillation. Mixtures obtained from synthetic fatty alcohols, for example oxo alcohols, can also be used as starting materials. Such alcohols generally contain a proportion of alcohols branched methyl in the 2-position. However, preference is given to using the mixtures obtained from native alcohols, in which the alkyl radicals differ in each case by 2 carbon atoms.
- the alkoxylation can be carried out in the presence of acidic or alkaline catalysts.
- Alkaline catalysts such as hydroxides or alcoholates of potassium or sodium, are preferably used. Examples include NaOH, KOH, sodium methylate, sodium ethylate, potassium methylate and potassium ethylate.
- the hydroxides and alcoholates can be used in alcoholic solution, after which the solution alcohol is removed by distillation before the alkoxylation. Usually 0.5 to 5%, preferably 1 to 3% catalyst, based on the starting material, is used.
- the alkoxylation can be carried out at normal pressure by introducing the alkylene oxides into the alcohol mixture.
- an autoclave under an increased initial pressure, for example an initial pressure of 2 to 10 bar, preferably 3 to 6 bar.
- the pressure then drops to normal pressure.
- the temperature of the alcohol to be alkoxylated is generally 80 to 200 ° C, usually 100 to 180 ° C.
- the alkoxylate can generally be used directly. If the small catalyst residues interfere, they can be neutralized, for example wise by adding organic acids such as acetic acid or citric acid.
- carbon dioxide can also be pressed into the autoclave and the precipitated alkali carbonate can be filtered off.
- Alkoxylated fatty alcohols in the production of which first propylene oxide and then ethylene oxide are added, are known per se. However, they differ considerably in the composition of the radical R from the mixtures according to the invention.
- US Pat. No. 2,174,761 describes products which in some cases have considerably higher proportions of PO and are derived from cetyl or dodecyl alcohol. These have much higher solidification areas and are less biodegradable.
- DE 27 24 349-A1 describes spray-dried detergents which contain nonionic surfactants of a similar constitution, the alkyl radicals preferably having 12 to 18 carbon atoms and not consisting of mixtures with a predominant content of C9 to C10 alkyl radicals.
- DE 28 10 703-A1 describes nonionic surfactants in a different order of the PO and EO groups.
- a comparative experiment in which a mixed alcohol reacted with 4 mol PO and 15 mol EO with 43% C12-alkyl residues and 57% C13-alkyl residues (78% linear, 22% methyl branched) was examined, shows a comparatively high freezing point and an unfavorable washing result , which is why it was not to be expected that the mixtures according to the invention would offer significant advantages in this regard.
- DE 32 32 616 discloses liquid detergents which contain mixtures of nonionic surfactants with a comparable molecular structure. However, these alkoxylates are preferably derived from alcohols having 12 to 18 carbon atoms or mixtures of cetyl, oleyl and stearyl alcohol mixtures. Surfactant mixtures of the composition according to the invention are neither disclosed nor suggested.
- the nonionic surfactant mixture according to the invention is equivalent to the highest quality alkylphenol ethoxylates. This applies both to the compounds alone and to their mixtures with other additives and auxiliaries, as are usually used in detergents, cleaners, emulsifiers and dispersants.
- the invention therefore relates to the replacement of nonylphenol-9- or 10 EO by the surfactant mixture defined according to the invention in known solid and liquid preparations, in particular detergents, wetting agents and dispersants.
- liquid nonionic surfactants can also be combined with other readily biodegradable nonionic compounds.
- Suitable additives are, for example, ethoxylates derived from primary alcohols or alkylamines having 10 to 18, in particular 10 to 14, carbon atoms and having an average of 1 to 4, preferably 2 to 3, EO groups.
- the mixing ratio with these additives can be 1: 2 to 10: 1.
- the composite compositions can be in solid or granular or in liquid form.
- liquid washing, rinsing and cleaning agents for which the alkoxylates according to the invention are particularly suitable on account of their low cloud temperatures and favorable solution properties.
- Solid detergents can, for example, have the following composition (in% by weight of anhydrous substance): 0.5 to 25%, preferably 1 to 20%, of the nonionic surfactant mixture according to the invention, 0 to 25%, preferably 2 to 20%, of anionic surfactants from the class of alkali soaps and sulfonate surfactants, in particular C 9-13 alkylbenzenesulfonates, alphasulfofatty acid salts, alphasulfofatty acid alkyl ester salts and alkanesulfonates each having 12 to 18 carbon atoms in the aliphatic radical, 0 to 10% of non-ionic C 10-18 alcohol ethoxylates containing 2 to 15 EO groups, 10 to 70%, preferably 20 to 50%, of builder salts from the class of the phosphates, polyphosphates, carbonates, silicates of sodium, sodium nitrilotriacetate and finely divided zeolite of the NaA type, 0.1 to 5% of complexing
- Liquid assets include, for example 5 to 30%, preferably 8 to 25%, of the nonionic surfactant mixture according to the invention, 0 to 20%, preferably 2 to 15% of the aforementioned anionic surfactants, 0 to 10% of the aforementioned nonionic alcohol ethoxylates, 0.1 to 4%, preferably 0.2 to 2% of the aforementioned polyphosphonates, 0 to 2% of optical brighteners, Balance water, organic solvents and hydrotropes.
- nonylphenol-10 EO a surfactant mixture according to the invention “product A”.
- product A a surfactant mixture according to the invention.
- a detergent formulation of the following composition was used, which contains 3% nonylphenol + 10 EO (NP-10) and was replaced by product A.
- the ethoxylated C12-C14 amine + 2 EO was a product made from coconut fatty acids.
- washing machine with drum arranged horizontally (Miele U 433); Soaking program; 60 ° C; Concentration 5 g / l; Water hardness 16 ° dH; 3 rinsing and spinning cycles; Textile samples made of cotton (B), polyester (PE) and blended fabrics made of polyester-cotton (PE / B), each soiled with a dust-skin fat combination; 0.3 kg test fabric and 3 kg clean filling laundry; photometric evaluation
- the agents according to the invention are able to replace the ethoxylated nonylphenol without any noticeable loss of activity.
- the combination according to Examples 2 and 4 is superior to the comparative product.
- product A according to the invention achieved a carbon breakdown of over 70% and are therefore considered to be easily biodegradable.
- Nonylphenol with 9 EO or 10 EO does not reach this value.
- the degradability was over 80% (value found over 96%).
- TA-5/10 EO is a 1: 1 mixture of C 16-18 tallow alcohol with 5 EO and 10 EO
- C12-ABS Na-dodecylbenzenesulfonate (C 11-13- alkyl)
- the soaps are sodium soaps
- STP is Sodium tripolyphosphate
- the cleaning ability was determined according to the quality standards of the industrial association cleaning and care products, published in soaps, oils, fats, waxes. 108 , No. 16, p. 527 (1982).
- the cleaning agent to be tested was placed in a 1% aqueous solution on an artificially soiled PVC plastic surface.
- a mixture of carbon black, machine oil, triglyceride of saturated fatty acids and low-boiling aliphatic hydrocarbon was used as artificial soiling.
- the test area of 26 ⁇ 28 cm was evenly coated with 2 g of the artificial soiling with the aid of a surface coater.
- a plastic sponge was impregnated with 20 ml of the detergent solution to be tested and moved mechanically on the test surface. After 6 wiping movements, the cleaned test area was kept under running water and the loose dirt was removed. The cleaning effect, d. H. the whiteness of the plastic surface cleaned in this way was measured using an LF 90 photoelectric colorimeter (Dr. B. Lange). The clean white plastic surface served as the white standard.
- NP10 is only slightly superior to the agents according to the invention in formulations with a high surfactant content, but only scarcely achieves their cleaning effect when used sparingly.
- Liquid abrasives of the composition listed below were produced and tested for their cleaning effect. The test procedure was identical to that used for testing all-purpose cleaners. Since liquid abrasives are used, in addition to the above-mentioned test grease, which mainly contains fat, a test which is more difficult to remove and mainly contains pigments has become dirt used. The latter consisted of soot, kaolin, calcium carbonate, petroleum jelly and low-boiling aliphatic hydrocarbon.
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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)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT87118480T ATE94897T1 (de) | 1986-12-22 | 1987-12-14 | Fluessige nichtionische tensidmischungen. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3643895 | 1986-12-22 | ||
DE19863643895 DE3643895A1 (de) | 1986-12-22 | 1986-12-22 | Fluessige nichtionische tensidmischungen |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0272574A2 true EP0272574A2 (fr) | 1988-06-29 |
EP0272574A3 EP0272574A3 (en) | 1989-09-06 |
EP0272574B1 EP0272574B1 (fr) | 1993-09-22 |
Family
ID=6316875
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87118480A Expired - Lifetime EP0272574B1 (fr) | 1986-12-22 | 1987-12-14 | Mélanges d'agents tensio-actifs non ioniques liquides |
Country Status (5)
Country | Link |
---|---|
US (1) | US4965014A (fr) |
EP (1) | EP0272574B1 (fr) |
AT (1) | ATE94897T1 (fr) |
DE (2) | DE3643895A1 (fr) |
ES (1) | ES2059351T3 (fr) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991003536A1 (fr) * | 1989-08-30 | 1991-03-21 | Henkel Kommanditgesellschaft Auf Aktien | Utilisation de melanges de polyalkylenediol-ethers comme agents antimousse |
WO1991009925A2 (fr) * | 1989-12-22 | 1991-07-11 | Henkel Kommanditgesellschaft Auf Aktien | Utilisation d'une combinaison de tensio-actifs non ioniques |
GB2245262A (en) * | 1990-06-22 | 1992-01-02 | Unilever Plc | Aluminosilicate slurries l |
WO1994010278A1 (fr) * | 1992-11-04 | 1994-05-11 | Henkel Kommanditgesellschaft Auf Aktien | Concentre tensioactif aqueux |
EP0652281A1 (fr) * | 1993-11-05 | 1995-05-10 | The Dow Chemical Company | Composition alcaline aqueuse |
EP0694606A3 (fr) * | 1994-07-29 | 1997-05-21 | Hoechst Ag | Mélanges des alkoxylates comme agent anti-mousse et utilisation |
WO1999009121A1 (fr) * | 1997-08-20 | 1999-02-25 | Colgate-Palmolive Company | Compositions de nettoyage universel liquides sous forme de microemulsions |
CN101584973A (zh) * | 2008-05-20 | 2009-11-25 | 考格尼斯知识产权管理有限责任公司 | 低倾点的水性表面活性剂组合物 |
WO2011003904A1 (fr) * | 2009-07-10 | 2011-01-13 | Basf Se | Mélange de tensioactifs contenant des constituants à chaîne courte et à chaîne longue |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
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DE3839602A1 (de) * | 1988-11-24 | 1990-05-31 | Henkel Kgaa | Pastoeses, phosphatfreies waschmittel mit verringerter schaumneigung |
DE3929591A1 (de) * | 1989-09-06 | 1991-03-07 | Henkel Kgaa | Zeolithhaltiges fluessigwaschmittel |
DE4029777A1 (de) * | 1990-09-20 | 1992-03-26 | Henkel Kgaa | Fluessige, nichtionische tensidkombination mit verbesserter kaeltestabilitaet |
US5192461A (en) * | 1991-08-23 | 1993-03-09 | Enthone-Omi, Inc. | Aqueous degreasing solution having high free alkalinity |
DE4311114A1 (de) * | 1993-04-05 | 1994-10-06 | Henkel Kgaa | Detergensgemische |
DE4404199A1 (de) * | 1994-02-10 | 1995-08-17 | Henkel Kgaa | Reinigungsmittel für harte Oberflächen |
JP2983884B2 (ja) * | 1995-05-19 | 1999-11-29 | 日本ペイント株式会社 | アルカリ脱脂洗浄方法 |
IT1281587B1 (it) * | 1996-01-03 | 1998-02-20 | Italcementi Spa | Composizione superfluidificante per composizioni cementizie |
US6111146A (en) * | 1997-09-03 | 2000-08-29 | Rayborn; Randy L. | Alkyl cyclohexanol alkoxylates and method for making same |
US6376446B1 (en) | 1999-01-13 | 2002-04-23 | Melaleuca, Inc | Liquid detergent composition |
SE524844C2 (sv) * | 2002-07-04 | 2004-10-12 | Akzo Nobel Nv | En alkoxilatblandning av 2-etylhexanol, metod för framställning därav och dess användning som ett rengöringsmedel för hårda ytor |
EP2117693B1 (fr) * | 2007-01-11 | 2014-03-26 | Dow Global Technologies LLC | Tensioactifs de mélanges d'alcoxylates |
AU2009260327A1 (en) * | 2008-06-18 | 2009-12-23 | Dow Global Technologies Llc | Cleaning compositions containing mid-range alkoxylates |
MX2010004526A (es) * | 2009-04-30 | 2010-11-01 | Basf Se | Agente de dispersion. |
EP2477600B1 (fr) * | 2009-09-15 | 2017-12-20 | Union Carbide Chemicals & Plastics Technology LLC | Remplacements de silicone dans des compositions de soins d'hygiène et de beauté |
JP5694176B2 (ja) * | 2009-10-19 | 2015-04-01 | 花王株式会社 | 非イオン界面活性剤、及びこれを含有する界面活性剤組成物 |
JP5710229B2 (ja) * | 2009-12-19 | 2015-04-30 | ローム アンド ハース カンパニーRohm And Haas Company | フロアポリッシュ組成物 |
CN112261992B (zh) * | 2018-05-07 | 2023-07-14 | 先进湿润技术私人有限公司 | 新的润湿组合物 |
CN109234086B (zh) * | 2018-09-07 | 2021-03-16 | 广州立白企业集团有限公司 | 一种浓缩型洗涤剂组合物 |
CN112126935B (zh) * | 2020-07-25 | 2022-06-03 | 上海宝聚表面技术有限公司 | 一种低温适应性脱脂剂 |
US20240026248A1 (en) * | 2022-07-20 | 2024-01-25 | Ecolab Usa Inc. | Novel nonionic extended surfactants, compositions and methods of use thereof |
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FR1550600A (fr) * | 1966-12-28 | 1968-12-20 | ||
DE2810703A1 (de) * | 1977-03-16 | 1978-09-21 | Mitsubishi Petrochemical Co | Nichtiogenes tensid |
EP0019173A1 (fr) * | 1979-05-10 | 1980-11-26 | BASF Aktiengesellschaft | Utilisation d'alcools alcoxylés comme tensioactifs biodégradables et peu moussants dans des agents de lavage pour vaisseller pour des lave-vaisselles |
EP0104434A2 (fr) * | 1982-09-02 | 1984-04-04 | Henkel Kommanditgesellschaft auf Aktien | Composition liquide de lavage et de nettoyage pratiquement exempte de sels de charge inorganiques |
DE3531128C1 (de) * | 1985-08-30 | 1986-05-15 | Hoffmann's Stärkefabriken AG, 4902 Bad Salzuflen | Flüssiges Waschmittel für Synthesefasern |
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US2174761A (en) * | 1935-04-13 | 1939-10-03 | Ig Farbenindustrie Ag | Condensation products derived from hydroxy compounds and method of producing them |
US4079078A (en) * | 1974-06-21 | 1978-03-14 | The Procter & Gamble Company | Liquid detergent compositions |
US4075118A (en) * | 1975-10-14 | 1978-02-21 | The Procter & Gamble Company | Liquid detergent compositions containing a self-emulsified silicone suds controlling agent |
DE2724349A1 (de) * | 1977-05-28 | 1978-12-07 | Henkel Kgaa | Verfahren zur herstellung spruehgetrockneter, nichtionische tenside enthaltender waschmittel |
DE2837504C2 (de) * | 1978-08-28 | 1983-07-07 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur Herstellung eines schüttfähigen, nichtionische Tenside enthaltenden Wasch- und Reinigungsmittelgranulates |
US4375565A (en) * | 1980-11-13 | 1983-03-01 | Basf Aktiengesellschaft | Low-foaming, biodegradable alkoxylation products terminated with glycerine ether radicals, and a process for their preparation |
DE3418523A1 (de) * | 1984-05-18 | 1985-11-21 | Basf Ag, 6700 Ludwigshafen | Endgruppenverschlossene fettalkoholalkoxylate fuer industrielle reinigungsprozesse, insbesondere fuer die flaschenwaesche und fuer die metallreinigung |
DE3431003A1 (de) * | 1984-08-23 | 1986-03-06 | Henkel KGaA, 4000 Düsseldorf | Fluessiges reinigungsmittel |
US4668423A (en) * | 1985-04-19 | 1987-05-26 | Sherex Chemical Company | Liquid biodegradable surfactant and use thereof |
DE3514364A1 (de) * | 1985-04-20 | 1986-10-23 | Henkel KGaA, 4000 Düsseldorf | Koerniges waschmittel mit verbessertem reinigungsvermoegen |
-
1986
- 1986-12-22 DE DE19863643895 patent/DE3643895A1/de not_active Withdrawn
-
1987
- 1987-12-14 AT AT87118480T patent/ATE94897T1/de not_active IP Right Cessation
- 1987-12-14 DE DE87118480T patent/DE3787516D1/de not_active Expired - Fee Related
- 1987-12-14 ES ES87118480T patent/ES2059351T3/es not_active Expired - Lifetime
- 1987-12-14 EP EP87118480A patent/EP0272574B1/fr not_active Expired - Lifetime
-
1989
- 1989-06-01 US US07/361,672 patent/US4965014A/en not_active Expired - Lifetime
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FR1550600A (fr) * | 1966-12-28 | 1968-12-20 | ||
DE2810703A1 (de) * | 1977-03-16 | 1978-09-21 | Mitsubishi Petrochemical Co | Nichtiogenes tensid |
EP0019173A1 (fr) * | 1979-05-10 | 1980-11-26 | BASF Aktiengesellschaft | Utilisation d'alcools alcoxylés comme tensioactifs biodégradables et peu moussants dans des agents de lavage pour vaisseller pour des lave-vaisselles |
EP0104434A2 (fr) * | 1982-09-02 | 1984-04-04 | Henkel Kommanditgesellschaft auf Aktien | Composition liquide de lavage et de nettoyage pratiquement exempte de sels de charge inorganiques |
DE3531128C1 (de) * | 1985-08-30 | 1986-05-15 | Hoffmann's Stärkefabriken AG, 4902 Bad Salzuflen | Flüssiges Waschmittel für Synthesefasern |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991003536A1 (fr) * | 1989-08-30 | 1991-03-21 | Henkel Kommanditgesellschaft Auf Aktien | Utilisation de melanges de polyalkylenediol-ethers comme agents antimousse |
WO1991009925A2 (fr) * | 1989-12-22 | 1991-07-11 | Henkel Kommanditgesellschaft Auf Aktien | Utilisation d'une combinaison de tensio-actifs non ioniques |
WO1991009925A3 (fr) * | 1989-12-22 | 1992-01-09 | Henkel Kgaa | Utilisation d'une combinaison de tensio-actifs non ioniques |
TR25486A (tr) * | 1989-12-22 | 1993-05-01 | Henkel Kgaa | Iyonik olmayan tensidlerden olusan bir kombinas- yonun kullanilmasi |
GB2245262A (en) * | 1990-06-22 | 1992-01-02 | Unilever Plc | Aluminosilicate slurries l |
WO1994010278A1 (fr) * | 1992-11-04 | 1994-05-11 | Henkel Kommanditgesellschaft Auf Aktien | Concentre tensioactif aqueux |
EP0652281A1 (fr) * | 1993-11-05 | 1995-05-10 | The Dow Chemical Company | Composition alcaline aqueuse |
EP0694606A3 (fr) * | 1994-07-29 | 1997-05-21 | Hoechst Ag | Mélanges des alkoxylates comme agent anti-mousse et utilisation |
WO1999009121A1 (fr) * | 1997-08-20 | 1999-02-25 | Colgate-Palmolive Company | Compositions de nettoyage universel liquides sous forme de microemulsions |
CN101584973A (zh) * | 2008-05-20 | 2009-11-25 | 考格尼斯知识产权管理有限责任公司 | 低倾点的水性表面活性剂组合物 |
EP2123350A1 (fr) * | 2008-05-20 | 2009-11-25 | Cognis IP Management GmbH | Compositions de tensioactifs aqueux à point d'écoulement réduit |
US8142681B2 (en) | 2008-05-20 | 2012-03-27 | Cognis Ip Management Gmbh | Aqueous surfactant compositions with a low pour point |
CN101584973B (zh) * | 2008-05-20 | 2014-12-17 | 考格尼斯知识产权管理有限责任公司 | 低倾点的水性表面活性剂组合物 |
WO2011003904A1 (fr) * | 2009-07-10 | 2011-01-13 | Basf Se | Mélange de tensioactifs contenant des constituants à chaîne courte et à chaîne longue |
Also Published As
Publication number | Publication date |
---|---|
EP0272574A3 (en) | 1989-09-06 |
DE3643895A1 (de) | 1988-06-30 |
ES2059351T3 (es) | 1994-11-16 |
US4965014A (en) | 1990-10-23 |
EP0272574B1 (fr) | 1993-09-22 |
ATE94897T1 (de) | 1993-10-15 |
DE3787516D1 (de) | 1993-10-28 |
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