JPS6310927B2 - - Google Patents
Info
- Publication number
- JPS6310927B2 JPS6310927B2 JP56016876A JP1687681A JPS6310927B2 JP S6310927 B2 JPS6310927 B2 JP S6310927B2 JP 56016876 A JP56016876 A JP 56016876A JP 1687681 A JP1687681 A JP 1687681A JP S6310927 B2 JPS6310927 B2 JP S6310927B2
- Authority
- JP
- Japan
- Prior art keywords
- heteropolyacid
- reaction
- catalyst
- activated carbon
- salt
- 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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 45
- 239000011964 heteropoly acid Substances 0.000 claims description 33
- 239000003054 catalyst Substances 0.000 claims description 30
- 150000003839 salts Chemical class 0.000 claims description 27
- 150000001336 alkenes Chemical class 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 10
- 230000000887 hydrating effect Effects 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 description 27
- 239000002253 acid Substances 0.000 description 14
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 10
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 238000006703 hydration reaction Methods 0.000 description 6
- 238000010574 gas phase reaction Methods 0.000 description 5
- 239000007791 liquid phase Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 239000011973 solid acid Substances 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 3
- 238000010828 elution Methods 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- -1 ethylene, propylene, 1-butene Chemical class 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- BCTWNMTZAXVEJL-UHFFFAOYSA-N phosphane;tungsten;tetracontahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.P.[W].[W].[W].[W].[W].[W].[W].[W].[W].[W].[W].[W] BCTWNMTZAXVEJL-UHFFFAOYSA-N 0.000 description 1
- DHRLEVQXOMLTIM-UHFFFAOYSA-N phosphoric acid;trioxomolybdenum Chemical compound O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.OP(O)(O)=O DHRLEVQXOMLTIM-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 239000000243 solution 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56016876A JPS57130935A (en) | 1981-02-09 | 1981-02-09 | Hydrating method of olefin |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56016876A JPS57130935A (en) | 1981-02-09 | 1981-02-09 | Hydrating method of olefin |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS57130935A JPS57130935A (en) | 1982-08-13 |
JPS6310927B2 true JPS6310927B2 (ru) | 1988-03-10 |
Family
ID=11928381
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP56016876A Granted JPS57130935A (en) | 1981-02-09 | 1981-02-09 | Hydrating method of olefin |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS57130935A (ru) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9423648D0 (en) * | 1994-11-23 | 1995-01-11 | Bp Chem Int Ltd | Olefin hydration process |
GB9423646D0 (en) * | 1994-11-23 | 1995-01-11 | Bp Chem Int Ltd | Olefin hydration process |
CN103285918B (zh) * | 2012-02-29 | 2015-08-19 | 北京安耐吉能源工程技术有限公司 | 环己烯水合用催化剂及其制备方法和环己醇的制备方法 |
CN103285917B (zh) * | 2012-02-29 | 2015-08-05 | 北京安耐吉能源工程技术有限公司 | 环己烯水合用催化剂及其制备方法和环己醇的制备方法 |
CN110433859A (zh) * | 2019-08-09 | 2019-11-12 | 瓮福(集团)有限责任公司 | 一种固体碳基锗钼杂多酸催化剂及其应用 |
-
1981
- 1981-02-09 JP JP56016876A patent/JPS57130935A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS57130935A (en) | 1982-08-13 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Izumi et al. | Catalysis of heteropoly acids entrapped in activated carbon | |
US2678332A (en) | Esterification of olefins using ion exchange resins catalysts | |
JPS5918099B2 (ja) | 触媒溶液の再生方法 | |
DK149078B (da) | Fremgangsmaade til fremstilling af en paa siliciumoxid afsat chromoxidholdig ethylen-polymerisationskatalysator samt fremgangsmaade til polymerisation af ethylen | |
CA1164439A (en) | Preparation of vanadium phosphorus catalysts using olefinic halogenated organic reaction media | |
Blossey et al. | Polymer protected reagents:(II) Esterifications with P-AlCl3 | |
JPH0532323B2 (ru) | ||
JPS5859928A (ja) | ブタジエンの製造法 | |
US3920582A (en) | Solid catalyst for heterogeneous reactions | |
US4444906A (en) | Method for the preparation of high activity phosphomolybdic acid based catalysts | |
JPS6310927B2 (ru) | ||
KR100633971B1 (ko) | 알파,알파-측쇄 카복실산의 제조방법 | |
JPS6246524B2 (ru) | ||
CA1205450A (en) | Process for synthesizing a multicomponent acidic catalyst composition by an organic solution method | |
US4558154A (en) | Oxidation of isobutylene oxide to methacrylic acid and methacrolein | |
JPS6364413B2 (ru) | ||
EP1194237B1 (en) | Method of removing iodides from a non-aqueous organic medium using silver or mercury exchanged macroporous organofunctional polysiloxane resins | |
US4443555A (en) | Method for the preparation of high activity phosphomolybdic acid based catalysts | |
JPS61130245A (ja) | 酸化アルケンを気相異性化する方法 | |
EP0230286B1 (en) | Method of synthesizing esters | |
US3045054A (en) | Nickel oxide catalysts and their use in polymerizing olefins | |
CN100577291C (zh) | 一种从失活的负载型杂多酸催化剂中回收杂多酸的方法 | |
US4365071A (en) | Production of anhydrous 1,4-dioxane | |
US2068010A (en) | Process for the manufacture of acetaldehyde | |
JP4025373B2 (ja) | カルボン酸の製造方法 |