JPS6325566B2 - - Google Patents
Info
- Publication number
- JPS6325566B2 JPS6325566B2 JP57113458A JP11345882A JPS6325566B2 JP S6325566 B2 JPS6325566 B2 JP S6325566B2 JP 57113458 A JP57113458 A JP 57113458A JP 11345882 A JP11345882 A JP 11345882A JP S6325566 B2 JPS6325566 B2 JP S6325566B2
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen gas
- unsaturated hydrocarbons
- highly unsaturated
- hydrocarbons
- carbon monoxide
- 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
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 36
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 36
- 238000005984 hydrogenation reaction Methods 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 23
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 22
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 22
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 19
- 229930195733 hydrocarbon Natural products 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 18
- 239000003054 catalyst Substances 0.000 claims description 16
- 150000002430 hydrocarbons Chemical class 0.000 claims description 15
- 238000006317 isomerization reaction Methods 0.000 claims description 13
- 229910052763 palladium Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 15
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 14
- 150000001336 alkenes Chemical class 0.000 description 13
- 239000004215 Carbon black (E152) Substances 0.000 description 11
- KDKYADYSIPSCCQ-UHFFFAOYSA-N but-1-yne Chemical group CCC#C KDKYADYSIPSCCQ-UHFFFAOYSA-N 0.000 description 6
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- XNMQEEKYCVKGBD-UHFFFAOYSA-N 2-butyne Chemical group CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- -1 C 4 hydrocarbon Chemical class 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- 125000002534 ethynyl group Chemical class [H]C#C* 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 238000004230 steam cracking Methods 0.000 description 3
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical compound C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 description 2
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical group C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical group CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
Landscapes
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11345882A JPS595127A (ja) | 1982-06-29 | 1982-06-29 | 炭化水素類の異性化を伴わない水素添加方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11345882A JPS595127A (ja) | 1982-06-29 | 1982-06-29 | 炭化水素類の異性化を伴わない水素添加方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS595127A JPS595127A (ja) | 1984-01-12 |
| JPS6325566B2 true JPS6325566B2 (ru) | 1988-05-26 |
Family
ID=14612744
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11345882A Granted JPS595127A (ja) | 1982-06-29 | 1982-06-29 | 炭化水素類の異性化を伴わない水素添加方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS595127A (ru) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6118731A (ja) * | 1984-07-06 | 1986-01-27 | Mitsui Petrochem Ind Ltd | Ｃ４留分中のジエン類およびアセチレン類の選択的水素添加方法 |
| JPS6185333A (ja) * | 1984-10-03 | 1986-04-30 | Sumitomo Chem Co Ltd | 異性化を伴わない選択的水添方法 |
| JPH0696709B2 (ja) * | 1987-10-23 | 1994-11-30 | 日本石油株式会社 | 炭化水素類の選択的水素化方法 |
| DE19526473A1 (de) * | 1995-07-20 | 1997-01-23 | Basf Ag | Verfahren zur Herstellung von Alkenen durch partielle Hydrierung von Alkinen an Festbett-Palladium-Katalysatoren |
| CN103664457A (zh) * | 2012-09-25 | 2014-03-26 | 中国石油化工股份有限公司 | 粗异戊烯选择性加氢的方法 |
| CN108689792B (zh) * | 2017-04-07 | 2021-07-30 | 中国石油化工股份有限公司 | 一种c4馏分选择加氢制备1-丁烯的方法 |
| CN108689789B (zh) * | 2017-04-07 | 2021-08-03 | 中国石油化工股份有限公司 | 一种c4馏分选择加氢制备1-丁烯的方法 |
| CN109232155A (zh) * | 2018-10-31 | 2019-01-18 | 内蒙古中煤蒙大新能源化工有限公司 | 一种混合碳四选择加氢反应中提高1-丁烯产率的方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4928163A (ru) * | 1972-07-18 | 1974-03-13 | ||
| JPS5016325A (ru) * | 1973-06-18 | 1975-02-20 | ||
| JPS5885824A (ja) * | 1981-11-04 | 1983-05-23 | ヘミツシエ・ヴエルケ・ヒユ−ルス・アクチエンゲゼルシヤフト | 炭化水素混合物中の多不飽和炭化水素を選択的に水素化する方法 |
-
1982
- 1982-06-29 JP JP11345882A patent/JPS595127A/ja active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4928163A (ru) * | 1972-07-18 | 1974-03-13 | ||
| JPS5016325A (ru) * | 1973-06-18 | 1975-02-20 | ||
| JPS5885824A (ja) * | 1981-11-04 | 1983-05-23 | ヘミツシエ・ヴエルケ・ヒユ−ルス・アクチエンゲゼルシヤフト | 炭化水素混合物中の多不飽和炭化水素を選択的に水素化する方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS595127A (ja) | 1984-01-12 |
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