JPH0342250B2 - - Google Patents
Info
- Publication number
- JPH0342250B2 JPH0342250B2 JP59087865A JP8786584A JPH0342250B2 JP H0342250 B2 JPH0342250 B2 JP H0342250B2 JP 59087865 A JP59087865 A JP 59087865A JP 8786584 A JP8786584 A JP 8786584A JP H0342250 B2 JPH0342250 B2 JP H0342250B2
- Authority
- JP
- Japan
- Prior art keywords
- isobutylene
- water
- reaction
- reaction zone
- tba
- 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 - Lifetime
Links
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 132
- 238000006243 chemical reaction Methods 0.000 claims description 98
- 229930195733 hydrocarbon Natural products 0.000 claims description 74
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 63
- 239000000203 mixture Substances 0.000 claims description 56
- 239000004215 Carbon black (E152) Substances 0.000 claims description 54
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 52
- 150000002430 hydrocarbons Chemical class 0.000 claims description 44
- 238000004821 distillation Methods 0.000 claims description 28
- 239000011541 reaction mixture Substances 0.000 claims description 17
- 239000002994 raw material Substances 0.000 claims description 13
- 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 claims description 9
- 239000003729 cation exchange resin Substances 0.000 claims description 9
- 239000000243 solution Substances 0.000 claims description 9
- 239000011259 mixed solution Substances 0.000 claims description 8
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 150000001768 cations Chemical class 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 description 29
- -1 organic acid ester Chemical class 0.000 description 29
- 238000000034 method Methods 0.000 description 26
- 239000012071 phase Substances 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000003541 multi-stage reaction Methods 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 238000004230 steam cracking Methods 0.000 description 1
- 239000008400 supply water Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
- 239000013638 trimer Substances 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
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59087865A JPS60233024A (ja) | 1984-05-02 | 1984-05-02 | 第3級ブチルアルコ−ルの製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59087865A JPS60233024A (ja) | 1984-05-02 | 1984-05-02 | 第3級ブチルアルコ−ルの製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS60233024A JPS60233024A (ja) | 1985-11-19 |
JPH0342250B2 true JPH0342250B2 (xx) | 1991-06-26 |
Family
ID=13926771
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP59087865A Granted JPS60233024A (ja) | 1984-05-02 | 1984-05-02 | 第3級ブチルアルコ−ルの製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS60233024A (xx) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH11193255A (ja) * | 1997-12-26 | 1999-07-21 | Mitsubishi Rayon Co Ltd | 第3級ブチルアルコールの製造方法 |
DE10338581A1 (de) * | 2003-08-22 | 2005-03-17 | Oxeno Olefinchemie Gmbh | Verfahren zur Erzeugung von tert.-Butanol |
MY142026A (en) | 2004-12-17 | 2010-08-16 | Mitsubishi Rayon Co | Method for producing tert-butyl alcohol |
JP5680268B2 (ja) * | 2008-09-03 | 2015-03-04 | 東ソー株式会社 | t−ブチルアルコール溶液及びその製造法 |
JP5290937B2 (ja) * | 2009-11-16 | 2013-09-18 | 三菱レイヨン株式会社 | アルコールの製造方法 |
WO2023190038A1 (ja) * | 2022-03-28 | 2023-10-05 | 三菱ケミカル株式会社 | 第三級ブチルアルコールの製造方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5314044A (en) * | 1976-07-22 | 1978-02-08 | Sofuia Kk | Pachinko game machine |
-
1984
- 1984-05-02 JP JP59087865A patent/JPS60233024A/ja active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5314044A (en) * | 1976-07-22 | 1978-02-08 | Sofuia Kk | Pachinko game machine |
Also Published As
Publication number | Publication date |
---|---|
JPS60233024A (ja) | 1985-11-19 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EXPY | Cancellation because of completion of term |