BE479164A - - Google Patents
Info
- Publication number
- BE479164A BE479164A BE479164DA BE479164A BE 479164 A BE479164 A BE 479164A BE 479164D A BE479164D A BE 479164DA BE 479164 A BE479164 A BE 479164A
- Authority
- BE
- Belgium
- Prior art keywords
- acid
- acids
- pressure
- fatty acids
- heating
- Prior art date
Links
- 239000002253 acid Substances 0.000 claims description 113
- 150000007513 acids Chemical class 0.000 claims description 71
- 238000000034 method Methods 0.000 claims description 71
- 238000010438 heat treatment Methods 0.000 claims description 47
- 238000006116 polymerization reaction Methods 0.000 claims description 40
- 239000005642 Oleic acid Substances 0.000 claims description 31
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 31
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 30
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 30
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 30
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 30
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 30
- 239000000194 fatty acid Substances 0.000 claims description 30
- 229930195729 fatty acid Natural products 0.000 claims description 30
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 30
- 239000000463 material Substances 0.000 claims description 29
- 150000004665 fatty acids Chemical class 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- 229920006395 saturated elastomer Polymers 0.000 claims description 23
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims description 17
- 235000010469 Glycine max Nutrition 0.000 claims description 12
- 244000068988 Glycine max Species 0.000 claims description 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 11
- 239000000944 linseed oil Substances 0.000 claims description 9
- 235000021388 linseed oil Nutrition 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 239000012298 atmosphere Substances 0.000 claims description 7
- 238000000926 separation method Methods 0.000 claims description 7
- 238000006114 decarboxylation reaction Methods 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims 1
- 150000002894 organic compounds Chemical class 0.000 claims 1
- 239000000047 product Substances 0.000 description 14
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 10
- 229910052740 iodine Inorganic materials 0.000 description 10
- 239000011630 iodine Substances 0.000 description 10
- 238000006386 neutralization reaction Methods 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- 238000000354 decomposition reaction Methods 0.000 description 6
- 235000004426 flaxseed Nutrition 0.000 description 6
- 235000004431 Linum usitatissimum Nutrition 0.000 description 5
- 229910002092 carbon dioxide Inorganic materials 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 240000006240 Linum usitatissimum Species 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000004135 Bone phosphate Substances 0.000 description 3
- 238000004061 bleaching Methods 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- -1 flaxseed fatty acids Chemical class 0.000 description 3
- 229940046892 lead acetate Drugs 0.000 description 3
- 150000004702 methyl esters Chemical class 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000007868 Raney catalyst Substances 0.000 description 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- 229910000564 Raney nickel Inorganic materials 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 235000012343 cottonseed oil Nutrition 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- BRMYZIKAHFEUFJ-UHFFFAOYSA-L mercury diacetate Chemical compound CC(=O)O[Hg]OC(C)=O BRMYZIKAHFEUFJ-UHFFFAOYSA-L 0.000 description 2
- 238000000199 molecular distillation Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 150000007519 polyprotic acids Polymers 0.000 description 2
- 235000021085 polyunsaturated fats Nutrition 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-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
- 229920000742 Cotton Polymers 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000208202 Linaceae Species 0.000 description 1
- 239000005643 Pelargonic acid Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 241001125046 Sardina pilchardus Species 0.000 description 1
- WRYNUJYAXVDTCB-UHFFFAOYSA-M acetyloxymercury Chemical compound CC(=O)O[Hg] WRYNUJYAXVDTCB-UHFFFAOYSA-M 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 239000007862 dimeric product Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 229910001651 emery Inorganic materials 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 229940013317 fish oils Drugs 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000012958 reprocessing Methods 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 150000004666 short chain fatty acids Chemical class 0.000 description 1
- 235000021391 short chain fatty acids Nutrition 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000007861 trimeric product Substances 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 235000021081 unsaturated fats Nutrition 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE479164A true BE479164A (d) |
Family
ID=126729
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE479164D BE479164A (d) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE479164A (d) |
-
0
- BE BE479164D patent/BE479164A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2482761A (en) | Polymerization of unsaturated fatty acids | |
| EP2188380B1 (fr) | Procédé de coproduction de 7-oxoheptanoate de méthyle et d'acide undécylénique a partir d'acide ricinoléique | |
| JPH08113549A (ja) | 重合プロセス | |
| CN1252090A (zh) | 食用级蜡及其制备方法 | |
| EP0597069B1 (fr) | Procédé enzymatique pour la préparation de n-hexanal, 3-(Z)-hexén-1-al, ou 2-(E)-hexén-1-al, ou des alcools correspondants mettant en oeuvre une lipoxygénase de soja et une lyase de goyave | |
| WO2013007586A1 (fr) | Procede de fabrication de composes comprenant des fonctions nitriles | |
| FR2700536A1 (fr) | Procédé perfectionné pour oligomériser les acides et les esters polyinsaturés. | |
| EP0440537B1 (fr) | Procédé de raffinage de mélanges issus de traitements de milieux gras à l'aide de cyclodextrine et comprenant des complexes de cyclodextrine avec des composés lipophiles du type acide gras | |
| BE479164A (d) | ||
| US2794017A (en) | Method of processing tall oil and products produced thereby | |
| BE1008990A3 (fr) | Procede de fixation d'impuretes chimiques contenues dans la n-vinyl-pyrrolidone-(2) brute. | |
| FR1459463A (fr) | Résine stabilisée comme émulsionnant dans des polymérisations d'émulsions aqueuses et procédé pour sa préparation | |
| FR2477535A1 (fr) | Procede de preparation d'esters du type des plastifiants a partir du residu de la fabrication du terephtalate de dimethyle, produits obtenus et utilisation de ces produits comme plastifiants pour des resines vinyliques et apparentees | |
| BE512888A (d) | ||
| CH413380A (fr) | Procédé perfectionné de polymérisation des acides gras insaturés | |
| JP2002069475A (ja) | ドコサヘキサエン酸高含有油脂の製造方法 | |
| BE1006287A3 (fr) | Procede de fabrication d'esters methyliques d'acides gras a partir d'une huile ou graisse naturelle, esters methyliques tels qu'ainsi obtenus et leur utilisation. | |
| BE526617A (d) | ||
| BE518416A (d) | ||
| CH363343A (fr) | Procédé pour la préparation de composés organiques d'aluminium | |
| BE526618A (d) | ||
| BE597764A (d) | ||
| JPS5811476B2 (ja) | 米糠蝋の脱色と改質とを同時に行なう方法 | |
| EP0654528A1 (fr) | Procédé de fabrication d'esters méthyliques d'acides gras à partir d'une huile ou graisse naturelle, esters méthyliques tels qu'ainsi obtenus et leur utilisation | |
| Rennie | ON NEW ZEALAND KAURI GUM. |