JPS626533B2 - - Google Patents
Info
- Publication number
- JPS626533B2 JPS626533B2 JP54044955A JP4495579A JPS626533B2 JP S626533 B2 JPS626533 B2 JP S626533B2 JP 54044955 A JP54044955 A JP 54044955A JP 4495579 A JP4495579 A JP 4495579A JP S626533 B2 JPS626533 B2 JP S626533B2
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- cobalt
- polyhydric alcohol
- methanol
- acid ester
- 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.)
- Expired
Links
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 35
- 229930195729 fatty acid Natural products 0.000 claims description 35
- 239000000194 fatty acid Substances 0.000 claims description 35
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 33
- 229910017052 cobalt Inorganic materials 0.000 claims description 26
- 239000010941 cobalt Substances 0.000 claims description 26
- -1 fatty acid ester Chemical class 0.000 claims description 20
- 150000005846 sugar alcohols Polymers 0.000 claims description 19
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 16
- 150000004665 fatty acids Chemical class 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 10
- 239000012188 paraffin wax Substances 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000011259 mixed solution Substances 0.000 claims description 2
- FDPHDGUADUFPHZ-UHFFFAOYSA-L cobalt(2+);heptanoate Chemical compound [Co+2].CCCCCCC([O-])=O.CCCCCCC([O-])=O FDPHDGUADUFPHZ-UHFFFAOYSA-L 0.000 description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- UQJDVLPHTXQTRP-UHFFFAOYSA-N 2,2-bis(heptanoyloxymethyl)butyl heptanoate Chemical compound CCCCCCC(=O)OCC(CC)(COC(=O)CCCCCC)COC(=O)CCCCCC UQJDVLPHTXQTRP-UHFFFAOYSA-N 0.000 description 7
- 150000001336 alkenes Chemical class 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 5
- NCGQPNAQUYGWMI-UHFFFAOYSA-N [3-heptanoyloxy-2,2-bis(heptanoyloxymethyl)propyl] heptanoate Chemical compound CCCCCCC(=O)OCC(COC(=O)CCCCCC)(COC(=O)CCCCCC)COC(=O)CCCCCC NCGQPNAQUYGWMI-UHFFFAOYSA-N 0.000 description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 4
- 229940094933 n-dodecane Drugs 0.000 description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4495579A JPS55139335A (en) | 1979-04-13 | 1979-04-13 | Separation of cobalt salt of fatty acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4495579A JPS55139335A (en) | 1979-04-13 | 1979-04-13 | Separation of cobalt salt of fatty acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55139335A JPS55139335A (en) | 1980-10-31 |
| JPS626533B2 true JPS626533B2 (en, 2012) | 1987-02-12 |
Family
ID=12705900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4495579A Granted JPS55139335A (en) | 1979-04-13 | 1979-04-13 | Separation of cobalt salt of fatty acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55139335A (en, 2012) |
-
1979
- 1979-04-13 JP JP4495579A patent/JPS55139335A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS55139335A (en) | 1980-10-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4041057A (en) | Hydroesterification process | |
| US3530168A (en) | Preparation of esters | |
| CA2446638A1 (en) | Process for preparing carboxylic acids and derivatives thereof | |
| CA1113491A (en) | Manufacture of butanedicarboxylic acid esters | |
| EP0922691A1 (en) | Hydroformylation process | |
| US4258203A (en) | Preparation of butanedicarboxylic acid esters | |
| DE4419898C2 (de) | Verfahren zur Herstellung eines Aldehyds | |
| US4169956A (en) | Manufacture of butanedicarboxylic acid esters | |
| US4256909A (en) | Preparation of dimethyl butanedicarboxylates | |
| US4894474A (en) | Preparation of alkyl pentenoates | |
| US2997494A (en) | Method of preparing vinyl esters of carboxylic acids | |
| JPS626533B2 (en, 2012) | ||
| US4310686A (en) | Preparation of butanedicarboxylic esters | |
| JP2680069B2 (ja) | トリシクロデカンカルボン酸エステルの製造法 | |
| US3974194A (en) | Method of separating cobalt catalyst from a liquid polyol ester product | |
| US2953611A (en) | Method and addition compounds for separating olefines from mixtures | |
| JPS626532B2 (en, 2012) | ||
| CA2075622A1 (en) | Azeotropic assisted transvinylation technology | |
| JPH0729978B2 (ja) | α−フエニルプロピオン酸誘導体の製造法 | |
| JPS626531B2 (en, 2012) | ||
| JPS6228773B2 (en, 2012) | ||
| JP3238894B2 (ja) | メタクリル酸メチルの製造方法 | |
| JPH02104558A (ja) | ペンテン酸アルキルエステルの製法 | |
| US4578367A (en) | Methods for reprocessing cobalt catalysts used in hydrocarboxylation | |
| US4365079A (en) | Recovery of dimethyl sebacate from an isomeric mixture of C12 esters |