CH426771A - Verfahren zum Polymerisieren olefinisch ungesättigter Fettsäuren - Google Patents
Verfahren zum Polymerisieren olefinisch ungesättigter FettsäurenInfo
- Publication number
- CH426771A CH426771A CH956360A CH956360A CH426771A CH 426771 A CH426771 A CH 426771A CH 956360 A CH956360 A CH 956360A CH 956360 A CH956360 A CH 956360A CH 426771 A CH426771 A CH 426771A
- Authority
- CH
- Switzerland
- Prior art keywords
- fatty acids
- fatty acid
- acids
- acid
- clay
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 39
- 230000008569 process Effects 0.000 title claims description 26
- 235000021122 unsaturated fatty acids Nutrition 0.000 title claims description 10
- 150000004670 unsaturated fatty acids Chemical class 0.000 title claims description 10
- 230000000379 polymerizing effect Effects 0.000 title claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 62
- 239000000194 fatty acid Substances 0.000 claims description 62
- 229930195729 fatty acid Natural products 0.000 claims description 62
- 150000004665 fatty acids Chemical class 0.000 claims description 62
- 239000002253 acid Substances 0.000 claims description 48
- 239000003513 alkali Substances 0.000 claims description 29
- 239000004927 clay Substances 0.000 claims description 27
- 239000000344 soap Substances 0.000 claims description 18
- 239000011541 reaction mixture Substances 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 239000002734 clay mineral Substances 0.000 claims description 12
- 238000006116 polymerization reaction Methods 0.000 claims description 12
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 6
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 150000001341 alkaline earth metal compounds Chemical class 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 4
- 150000001339 alkali metal compounds Chemical class 0.000 claims description 3
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 35
- 150000007513 acids Chemical class 0.000 description 31
- 229920000642 polymer Polymers 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000006227 byproduct Substances 0.000 description 11
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 9
- 150000002334 glycols Chemical class 0.000 description 9
- 239000011630 iodine Substances 0.000 description 9
- 229910052740 iodine Inorganic materials 0.000 description 9
- 150000002596 lactones Chemical class 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 8
- 238000004821 distillation Methods 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- 239000013638 trimer Substances 0.000 description 8
- 238000005984 hydrogenation reaction Methods 0.000 description 7
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 235000021313 oleic acid Nutrition 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 239000003784 tall oil Substances 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 229910052901 montmorillonite Inorganic materials 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 235000012216 bentonite Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229960004106 citric acid Drugs 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000021323 fish oil Nutrition 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- 230000020477 pH reduction Effects 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- KYXHKHDZJSDWEF-LHLOQNFPSA-N CCCCCCC1=C(CCCCCC)C(\C=C\CCCCCCCC(O)=O)C(CCCCCCCC(O)=O)CC1 Chemical compound CCCCCCC1=C(CCCCCC)C(\C=C\CCCCCCCC(O)=O)C(CCCCCCCC(O)=O)CC1 KYXHKHDZJSDWEF-LHLOQNFPSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- HPTYUNKZVDYXLP-UHFFFAOYSA-N aluminum;trihydroxy(trihydroxysilyloxy)silane;hydrate Chemical compound O.[Al].[Al].O[Si](O)(O)O[Si](O)(O)O HPTYUNKZVDYXLP-UHFFFAOYSA-N 0.000 description 1
- 229960004543 anhydrous citric acid Drugs 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
- 229910001863 barium hydroxide Inorganic materials 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 159000000011 group IA salts Chemical class 0.000 description 1
- 229910052621 halloysite Inorganic materials 0.000 description 1
- -1 hectomt Chemical compound 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 150000002889 oleic acids Chemical class 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 229910001866 strontium hydroxide Inorganic materials 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
- C08F20/64—Acids; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/03—Monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/13—Dicarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyamides (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US835430A US2955121A (en) | 1959-08-24 | 1959-08-24 | Polymerization of unsaturated fatty acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH426771A true CH426771A (de) | 1966-12-31 |
Family
ID=25269484
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH956360A CH426771A (de) | 1959-08-24 | 1960-08-24 | Verfahren zum Polymerisieren olefinisch ungesättigter Fettsäuren |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US2955121A (en:Method) |
| CH (1) | CH426771A (en:Method) |
| DE (1) | DE1280852C2 (en:Method) |
| FR (1) | FR1271739A (en:Method) |
| GB (1) | GB904343A (en:Method) |
| NL (4) | NL6610451A (en:Method) |
| SE (1) | SE300415B (en:Method) |
Families Citing this family (52)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3076003A (en) * | 1960-09-22 | 1963-01-29 | Emery Industries Inc | Process for polymerizing unsaturated fatty acids |
| BE618582A (en:Method) * | 1961-06-06 | |||
| US3403117A (en) * | 1963-09-13 | 1968-09-24 | Gen Mills Inc | Polyolefin containing polymeric fatty acid or polyamide thereof |
| DE1292647C2 (de) * | 1963-11-26 | 1974-01-17 | Unilever Emery | Verfahren zur Polymerisation von Fettsaeuremischungen, die wenigstens 25 Gewichtsprozent Linolensaeure enthalten |
| DE1280853C2 (de) * | 1963-11-26 | 1974-03-28 | Unilever Emery | Verfahren zur Herstellung von Fettsaeurepolymerisaten durch Erhitzen von ungesaettigten hoeheren Fettsaeuren in Gegenwart von Friedel-Crafts-Katalysatoren |
| US3470212A (en) * | 1964-08-20 | 1969-09-30 | Emery Industries Inc | Tetrahydrofurfuryl alcohol-polymerized fatty acid esters |
| DE1568782A1 (de) * | 1966-08-24 | 1970-03-26 | Henkel & Cie Gmbh | Verfahren zur kontinuierlichen Dimerisierung von Estern ungesaettigter Fettsaeuren |
| US3444220A (en) * | 1966-11-23 | 1969-05-13 | Gen Mills Inc | Magnesium silicate catalyzed polymerization of unsaturated fatty acids |
| US4052425A (en) * | 1975-08-20 | 1977-10-04 | Kraft, Inc. | Fatty acid feed stock blend of red oil and soap stock for the preparation of dimer fatty acids |
| DE3437316A1 (de) * | 1984-10-11 | 1986-04-24 | Schering AG, 1000 Berlin und 4709 Bergkamen | Tris-(tributylzinn)ester der trimeren fettsaeure |
| US4776983A (en) * | 1985-03-22 | 1988-10-11 | Union Camp Corporation | Polymerization of fatty acids |
| US4895982A (en) * | 1986-06-20 | 1990-01-23 | Union Camp Corporation | Tricarboxylic acids |
| US4731190A (en) * | 1987-02-06 | 1988-03-15 | Alkaril Chemicals Inc. | Alkoxylated guerbet alcohols and esters as metal working lubricants |
| NL194372C (nl) * | 1987-04-13 | 2002-02-04 | Unichema Chemie Bv | Gedimeriseerde vetzuren met een hoog gehalte aan dicarbonzuur. |
| DE3825278A1 (de) * | 1988-07-26 | 1990-02-01 | Basf Lacke & Farben | Verfahren zur herstellung von mehrschichtigen, schuetzenden und/oder dekorativen ueberzuegen auf substratoberflaechen |
| DE3909051A1 (de) * | 1989-03-18 | 1990-09-27 | Schering Ag | Imidgruppen enthaltende polyesteramide, verfahren zu ihrer herstellung und ihre verwendung als schmelzklebstoffe |
| US4980191A (en) * | 1989-11-30 | 1990-12-25 | The Dow Chemical Company | Method of making digestively hydrolyzable low calorie edible oil substitutes |
| US5194286A (en) * | 1990-01-16 | 1993-03-16 | The Dow Chemical Company | Polybasic acid amides and their use as digestively hydrolyzable oil substitutes |
| US6656888B1 (en) | 1992-08-28 | 2003-12-02 | Cognis Corporation | Biodegradable two-cycle engine oil compositions, grease compositions, and ester base stocks use therein |
| WO1994005745A1 (en) | 1992-08-28 | 1994-03-17 | Henkel Corporation | Biodegradable two-cycle engine oil compositions and ester base stocks |
| SG72704A1 (en) | 1995-11-01 | 2000-05-23 | Gen Electric | Flame retardant thermoplastic composition containing aromatic polycarbonate resins and a rubber modified graft copolymer |
| US5807968A (en) * | 1996-04-04 | 1998-09-15 | Henkel Corporation | Polyamide compositions and related methods |
| US5986039A (en) * | 1996-10-29 | 1999-11-16 | Henkel Corporation | Branched polyesters prepared from hydroxyfunctional components with functionality in excess of two and their use in physiological separation vehicles |
| US5874625A (en) * | 1996-11-04 | 1999-02-23 | Henkel Corporation | Process to hydrogenate organic nitriles to primary amines |
| US6084054A (en) | 1998-03-30 | 2000-07-04 | General Electric Company | Flame retardant polycarbonate resin/ABS graft copolymer blends having low melt viscosity |
| US6133360A (en) * | 1998-10-23 | 2000-10-17 | General Electric Company | Polycarbonate resin blends containing titanium dioxide |
| US6835324B1 (en) * | 1999-02-25 | 2004-12-28 | Arizona Chemical Company | Method for isolating oleic acid and producing lineloic dimer/trimer acids via selective reactivity |
| US6248844B1 (en) * | 1999-06-04 | 2001-06-19 | Henkel Corporation | Method of partitioning blood using polyesters |
| US6187903B1 (en) | 1999-07-29 | 2001-02-13 | Cognis Corporation | Method of preparing dimeric fatty acids and/or esters thereof containing low residual interesters and the resulting dimeric fatty acids and/or dimeric fatty esters |
| ITMI991894A1 (it) * | 1999-09-09 | 2001-03-09 | Carlo Ghisalberti | Acido linoleico coniugato e trigliceride nuovi metodi di sintesi e d'uso |
| US6423304B1 (en) | 2000-06-15 | 2002-07-23 | Cognis Corporation | Dimerized fatty acid based polyamides useful for clear candle and gel applications |
| DE102005032307A1 (de) * | 2005-07-11 | 2007-01-18 | Plt Patent & Licence Trading Ltd. | Oligomere freier Fettsäuren und diese enthaltende Arzneimittel |
| DK1999184T3 (en) | 2006-03-24 | 2019-03-04 | Henkel IP & Holding GmbH | polyamides |
| US7501479B2 (en) | 2007-05-07 | 2009-03-10 | Pittsburg State University | Cationic polymerization of biological oils with superacid catalysts |
| EP2411208A2 (en) | 2009-03-24 | 2012-02-01 | Dow Global Technologies LLC | Natural oil polyols in elastomers for tires |
| US20100323112A1 (en) | 2009-06-18 | 2010-12-23 | Basf Corporation | Method for improving sag resistance |
| WO2011073308A1 (en) | 2009-12-16 | 2011-06-23 | Dsm Ip Assets B.V. | Thermoplastic polymer for plastic components for pumps |
| WO2014139982A1 (de) | 2013-03-11 | 2014-09-18 | Byk-Chemie Gmbh | Thixotropie-verstärkendes additiv und dieses enthaltende zusammensetzung |
| EP2976321A1 (en) | 2013-03-20 | 2016-01-27 | Elevance Renewable Sciences, Inc. | Acid catalyzed oligomerization of alkyl esters and carboxylic acids |
| US9184083B2 (en) | 2013-07-29 | 2015-11-10 | 3M Innovative Properties Company | Apparatus, hybrid laminated body, method and materials for temporary substrate support |
| WO2016026965A1 (de) | 2014-08-22 | 2016-02-25 | Basf Coatings Gmbh | Wässrige beschichtungszusammensetzung zum aufbringen einer basislackschicht enthaltend eine mischung aus einem polyester und einem polyamid mit geringer säure-zahl als rheologiehilfsmittel |
| EP3183304B1 (de) | 2014-08-22 | 2018-08-01 | BASF Coatings GmbH | Wässrige dispersion eines polyesters und eines polyamids mit geringer säure-zahl und diese enthaltende beschichtungszusammensetzung zum aufbringen einer basislackschicht |
| CN107075296B (zh) | 2014-08-22 | 2020-03-10 | 巴斯夫涂料有限公司 | 包含可由至少一种聚酰胺和至少一种其它聚合物制备的增稠剂的水性涂料组合物 |
| CN110072899B (zh) | 2016-12-12 | 2022-10-14 | Ppg工业俄亥俄公司 | 丙烯酸类聚酯树脂及含有其的水性涂料组合物 |
| WO2019129761A1 (en) | 2017-12-27 | 2019-07-04 | Ursapharm Arzneimittel Gmbh | Compositions and methods for eye and nose care |
| EP3567091A1 (en) * | 2018-05-07 | 2019-11-13 | Oleon N.V. | Branched fatty acids and esters thereof |
| EP3766947B1 (en) * | 2019-07-16 | 2024-08-28 | Oleon N.V. | Low pour point derivatives of dimer fatty acids |
| FR3114815B1 (fr) | 2020-10-07 | 2023-04-28 | Bostik Sa | Composition polyamide |
| FR3125534B1 (fr) | 2021-07-22 | 2024-10-25 | Bostik Sa | Composition polyamide |
| WO2023034764A1 (en) | 2021-08-30 | 2023-03-09 | Axalta Coating Systems Ip Co., Llc | Method of applying a coating composition to a substrate |
| CN120202259A (zh) | 2022-11-17 | 2025-06-24 | 巴斯夫涂料有限公司 | 包含聚酰胺的水性分散体作为增稠剂的水性涂料组合物 |
| EP4600321A1 (en) | 2024-02-09 | 2025-08-13 | Henkel AG & Co. KGaA | Method of bonding elastomeric substrates |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2389260A (en) * | 1945-11-20 | Producing unsaturated compounds | ||
| CH90304A (de) * | 1918-06-04 | 1921-08-16 | Nordiske Fabriker De No Fa Akt | Verfahren zur Polymerisation von ungesättigten Fettsäuren aus Fischölen. |
| US1481845A (en) * | 1920-03-19 | 1924-01-29 | Nordiske Fabriker De | Treatment of nonsaturated organic acids |
| DE679875C (de) * | 1933-01-26 | 1939-08-15 | Ind Mij V H Noury & Van Der La | Verfahren zur Herstellung von Polymerisationsprodukten aus Fettsaeuren von trocknenden oder halbtrocknenden OElen |
| US2347562A (en) * | 1940-05-31 | 1944-04-25 | American Cyanamid Co | High molecular weight polyhydric alcohol |
| US2379413A (en) * | 1940-06-28 | 1945-07-03 | American Cyanamid Co | Amides of high molecular weight carboxylic acids |
| US2341239A (en) * | 1940-12-28 | 1944-02-08 | Colgate Palmolive Peet Co | Polymerization process |
| US2417738A (en) * | 1945-07-13 | 1947-03-18 | Petrolite Corp | Process for breaking petroleum emulsions |
| NL66441C (en:Method) * | 1946-07-06 | |||
| US2664429A (en) * | 1949-08-15 | 1953-12-29 | Emery Industries Inc | Method for manufacturing polymerized fatty acids |
| US2731481A (en) * | 1951-08-01 | 1956-01-17 | Gen Mills Inc | Dimeric fatty acids |
| US2729658A (en) * | 1951-12-17 | 1956-01-03 | Clarence B Croston | Polymerization process using boron fluoride |
| NL93409C (en:Method) * | 1954-12-13 | |||
| BE543587A (en:Method) * | 1954-12-13 | |||
| US2812342A (en) * | 1955-04-29 | 1957-11-05 | Emery Industries Inc | Hydrogenation of structurally modified acids and products produced thereby |
-
0
- NL NL122029D patent/NL122029C/xx active
- NL NL255206D patent/NL255206A/xx unknown
- NL NL130652D patent/NL130652C/xx active
-
1959
- 1959-08-24 US US835430A patent/US2955121A/en not_active Expired - Lifetime
-
1960
- 1960-08-22 GB GB28926/60A patent/GB904343A/en not_active Expired
- 1960-08-24 SE SE8077/60A patent/SE300415B/xx unknown
- 1960-08-24 DE DE1960U0007410 patent/DE1280852C2/de not_active Expired
- 1960-08-24 CH CH956360A patent/CH426771A/de unknown
- 1960-08-24 FR FR836647A patent/FR1271739A/fr not_active Expired
-
1966
- 1966-07-25 NL NL6610451A patent/NL6610451A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR1271739A (fr) | 1961-09-15 |
| NL255206A (en:Method) | |
| NL6610451A (en:Method) | 1966-09-26 |
| NL122029C (en:Method) | |
| DE1280852C2 (de) | 1974-05-22 |
| US2955121A (en) | 1960-10-04 |
| NL130652C (en:Method) | |
| DE1280852B (de) | 1968-10-24 |
| SE300415B (en:Method) | 1968-04-29 |
| GB904343A (en) | 1962-08-29 |
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