SE515968C2 - Föreningar från epoxiderade nitriler, deras tillverkningsprocess och användning som rengöringsmedel - Google Patents
Föreningar från epoxiderade nitriler, deras tillverkningsprocess och användning som rengöringsmedelInfo
- Publication number
- SE515968C2 SE515968C2 SE9902450A SE9902450A SE515968C2 SE 515968 C2 SE515968 C2 SE 515968C2 SE 9902450 A SE9902450 A SE 9902450A SE 9902450 A SE9902450 A SE 9902450A SE 515968 C2 SE515968 C2 SE 515968C2
- Authority
- SE
- Sweden
- Prior art keywords
- carbon atoms
- group
- nonionic
- formula
- nonionic compounds
- Prior art date
Links
- 150000002825 nitriles Chemical class 0.000 title claims abstract description 22
- 150000001875 compounds Chemical class 0.000 title claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000003599 detergent Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 18
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 12
- -1 polyoxymethylene Polymers 0.000 claims abstract description 11
- 239000004094 surface-active agent Substances 0.000 claims abstract description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000004140 cleaning Methods 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- 229920001515 polyalkylene glycol Polymers 0.000 claims abstract description 7
- 125000005529 alkyleneoxy group Chemical group 0.000 claims abstract description 6
- 150000002148 esters Chemical class 0.000 claims abstract description 6
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 4
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 125000003368 amide group Chemical group 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 3
- 125000003700 epoxy group Chemical group 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000004753 textile Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 19
- 238000006243 chemical reaction Methods 0.000 abstract description 7
- 238000005187 foaming Methods 0.000 abstract description 5
- 150000001408 amides Chemical class 0.000 abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- 150000001721 carbon Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229920006324 polyoxymethylene Polymers 0.000 abstract 1
- 239000000047 product Substances 0.000 description 24
- 239000006260 foam Substances 0.000 description 11
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
- 150000002924 oxiranes Chemical group 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 125000002560 nitrile group Chemical group 0.000 description 3
- 239000002736 nonionic surfactant Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- JDFHSBPPRPRCTC-UHFFFAOYSA-N 9,10-dihydroxyoctadecanenitrile Chemical compound CCCCCCCCC(O)C(O)CCCCCCCC#N JDFHSBPPRPRCTC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- UIAMCVSNZQYIQS-KTKRTIGZSA-N oleonitrile Chemical compound CCCCCCCC\C=C/CCCCCCCC#N UIAMCVSNZQYIQS-KTKRTIGZSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 238000010561 standard procedure Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000012085 test solution Substances 0.000 description 2
- JVAZJLFFSJARQM-RMPHRYRLSA-N (2r,3r,4s,5s,6r)-2-hexoxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound CCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O JVAZJLFFSJARQM-RMPHRYRLSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- KDHVCRWRASWGAJ-UHFFFAOYSA-N 2,2-dihydroxyoctadecanenitrile Chemical class CCCCCCCCCCCCCCCCC(O)(O)C#N KDHVCRWRASWGAJ-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- 241000976924 Inca Species 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000004590 computer program Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical group OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000006735 epoxidation reaction Methods 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- OSBMVGFXROCQIZ-UHFFFAOYSA-I pentasodium;[bis(phosphonatomethyl)amino]methyl-hydroxyphosphinate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].OP([O-])(=O)CN(CP([O-])([O-])=O)CP([O-])([O-])=O OSBMVGFXROCQIZ-UHFFFAOYSA-I 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 125000001749 primary amide group Chemical group 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 235000019795 sodium metasilicate Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 239000003981 vehicle 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
- C11D1/72—Ethers of polyoxyalkylene glycols
- C11D1/721—End blocked ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C235/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/11—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton
- C07C255/13—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton containing cyano groups and etherified hydroxy groups bound to the carbon skeleton
-
- 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
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/526—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 are polyalkoxylated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9902450A SE515968C2 (sv) | 1999-06-29 | 1999-06-29 | Föreningar från epoxiderade nitriler, deras tillverkningsprocess och användning som rengöringsmedel |
| AT00946600T ATE247634T1 (de) | 1999-06-29 | 2000-06-19 | Verbindungen von epoxidierten nitrilen, ein verfahren zu deren herstellung und ihre verwendung als reinigungsmittel |
| DE60004675T DE60004675T2 (de) | 1999-06-29 | 2000-06-19 | Verbindungen von epoxidierten nitrilen, ein verfahren zu deren herstellung und ihre verwendung als reinigungsmittel |
| JP2001506980A JP2003503382A (ja) | 1999-06-29 | 2000-06-19 | エポキシド化されたニトリルからの化合物、その生成および洗剤としての使用 |
| US10/018,871 US6770679B1 (en) | 1999-06-29 | 2000-06-19 | Compounds from epoxidised nitriles, process for their production and use as cleaning agents |
| EP00946600A EP1196376B1 (de) | 1999-06-29 | 2000-06-19 | Verbindungen von epoxidierten nitrilen, ein verfahren zu deren herstellung und ihre verwendung als reinigungsmittel |
| PCT/SE2000/001285 WO2001000567A1 (en) | 1999-06-29 | 2000-06-19 | Compounds from epoxidised nitriles, process for their production and use as cleaning agents |
| CNB008088470A CN1167675C (zh) | 1999-06-29 | 2000-06-19 | 来自环氧化腈类的化合物,它们的制备方法和作为清洁剂的用途 |
| ES00946600T ES2204653T3 (es) | 1999-06-29 | 2000-06-19 | Compuestos obtenidos a partir de nitrilos insaturados, procedimiento para su obtencion y su uso como agentes de limpieza. |
| AU60334/00A AU6033400A (en) | 1999-06-29 | 2000-06-19 | Compounds from epoxidised nitriles, process for their production and use as cleaning agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9902450A SE515968C2 (sv) | 1999-06-29 | 1999-06-29 | Föreningar från epoxiderade nitriler, deras tillverkningsprocess och användning som rengöringsmedel |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| SE9902450D0 SE9902450D0 (sv) | 1999-06-29 |
| SE9902450L SE9902450L (sv) | 2000-12-30 |
| SE515968C2 true SE515968C2 (sv) | 2001-11-05 |
Family
ID=20416272
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE9902450A SE515968C2 (sv) | 1999-06-29 | 1999-06-29 | Föreningar från epoxiderade nitriler, deras tillverkningsprocess och användning som rengöringsmedel |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6770679B1 (de) |
| EP (1) | EP1196376B1 (de) |
| JP (1) | JP2003503382A (de) |
| CN (1) | CN1167675C (de) |
| AT (1) | ATE247634T1 (de) |
| AU (1) | AU6033400A (de) |
| DE (1) | DE60004675T2 (de) |
| ES (1) | ES2204653T3 (de) |
| SE (1) | SE515968C2 (de) |
| WO (1) | WO2001000567A1 (de) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9035078B2 (en) * | 2011-07-08 | 2015-05-19 | Dsm Ip Assets B.V. | Preparation of nitrile compounds |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3119848A (en) * | 1962-01-11 | 1964-01-28 | Arthur N Wrigley | Oxyethylated diols, nitriles and soaps |
| US3281438A (en) * | 1962-05-23 | 1966-10-25 | Swift & Co | Water soluble alkylolamides |
| NL8004084A (nl) | 1979-07-19 | 1981-01-21 | Donegani Guido Ist | Werkwijze voor de katalytische epoxydatie van alkenen met waterstofperoxyde. |
| US4356128A (en) * | 1981-04-27 | 1982-10-26 | Henkel Corporation | Fatty polyhydric alcohols having a polar functional group |
| US4678562A (en) * | 1982-10-14 | 1987-07-07 | Sherex Chemical Company, Inc. | Promotors for froth floatation of coal |
| IE894067L (en) * | 1988-12-21 | 1990-06-21 | Ackley Michael | Process for the production of 3,5,6-trihydroxyhexanoic acid¹derivative |
| DE4233219A1 (de) | 1992-10-02 | 1994-04-07 | Henkel Kgaa | Innenständige Hydroxymischether |
| DE19526501A1 (de) | 1995-07-20 | 1997-01-23 | Basf Ag | Hydroxymischether durch Ringöffnung von Epoxiden ungesättigter Fettsäureester mit Polyglykolethern und ihre Verwendung als biologisch abbaubarer Entschäumer |
| US6004923A (en) * | 1995-10-27 | 1999-12-21 | Basf Aktiengesellschaft | Fatty acid derivatives and their use as surfactants in detergents and cleaners |
| SE516062C2 (sv) | 1999-06-29 | 2001-11-12 | Akzo Nobel Nv | En process för katalytisk epoxidering av omättade föreningar med användning av väteperoxid |
-
1999
- 1999-06-29 SE SE9902450A patent/SE515968C2/sv not_active IP Right Cessation
-
2000
- 2000-06-19 ES ES00946600T patent/ES2204653T3/es not_active Expired - Lifetime
- 2000-06-19 US US10/018,871 patent/US6770679B1/en not_active Expired - Lifetime
- 2000-06-19 DE DE60004675T patent/DE60004675T2/de not_active Expired - Lifetime
- 2000-06-19 EP EP00946600A patent/EP1196376B1/de not_active Expired - Lifetime
- 2000-06-19 WO PCT/SE2000/001285 patent/WO2001000567A1/en not_active Ceased
- 2000-06-19 JP JP2001506980A patent/JP2003503382A/ja not_active Withdrawn
- 2000-06-19 AT AT00946600T patent/ATE247634T1/de not_active IP Right Cessation
- 2000-06-19 AU AU60334/00A patent/AU6033400A/en not_active Abandoned
- 2000-06-19 CN CNB008088470A patent/CN1167675C/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2003503382A (ja) | 2003-01-28 |
| ATE247634T1 (de) | 2003-09-15 |
| DE60004675D1 (de) | 2003-09-25 |
| EP1196376B1 (de) | 2003-08-20 |
| EP1196376A1 (de) | 2002-04-17 |
| AU6033400A (en) | 2001-01-31 |
| CN1167675C (zh) | 2004-09-22 |
| DE60004675T2 (de) | 2004-06-17 |
| ES2204653T3 (es) | 2004-05-01 |
| CN1355785A (zh) | 2002-06-26 |
| US6770679B1 (en) | 2004-08-03 |
| SE9902450L (sv) | 2000-12-30 |
| WO2001000567A1 (en) | 2001-01-04 |
| SE9902450D0 (sv) | 1999-06-29 |
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