JPWO2021252273A5 - - Google Patents
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- Publication number
- JPWO2021252273A5 JPWO2021252273A5 JP2022576223A JP2022576223A JPWO2021252273A5 JP WO2021252273 A5 JPWO2021252273 A5 JP WO2021252273A5 JP 2022576223 A JP2022576223 A JP 2022576223A JP 2022576223 A JP2022576223 A JP 2022576223A JP WO2021252273 A5 JPWO2021252273 A5 JP WO2021252273A5
- Authority
- JP
- Japan
- Prior art keywords
- stream
- thiol
- product
- reactor
- olefin
- 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.)
- Pending
Links
- 150000003573 thiols Chemical class 0.000 claims 74
- 150000001336 alkenes Chemical class 0.000 claims 53
- 239000000047 product Substances 0.000 claims 52
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 39
- 238000000926 separation method Methods 0.000 claims 38
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims 30
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims 30
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims 27
- 238000000034 method Methods 0.000 claims 25
- 238000000746 purification Methods 0.000 claims 13
- 239000006227 byproduct Substances 0.000 claims 11
- -1 n-octyl Chemical group 0.000 claims 11
- 239000006200 vaporizer Substances 0.000 claims 11
- 239000007788 liquid Substances 0.000 claims 6
- 239000012264 purified product Substances 0.000 claims 5
- 238000004064 recycling Methods 0.000 claims 3
- 239000004711 α-olefin Substances 0.000 claims 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims 2
- 239000006096 absorbing agent Substances 0.000 claims 2
- 238000010521 absorption reaction Methods 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 238000005336 cracking Methods 0.000 claims 2
- 238000004821 distillation Methods 0.000 claims 2
- 229930195733 hydrocarbon Natural products 0.000 claims 2
- 150000002430 hydrocarbons Chemical class 0.000 claims 2
- 238000012856 packing Methods 0.000 claims 2
- 150000003568 thioethers Chemical class 0.000 claims 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims 1
- 239000012965 benzophenone Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 claims 1
- 230000005670 electromagnetic radiation Effects 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000003999 initiator Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- GEKDEMKPCKTKEC-UHFFFAOYSA-N tetradecane-1-thiol Chemical compound CCCCCCCCCCCCCCS GEKDEMKPCKTKEC-UHFFFAOYSA-N 0.000 claims 1
- XDDVRYDDMGRFAZ-UHFFFAOYSA-N thiobenzophenone Chemical compound C=1C=CC=CC=1C(=S)C1=CC=CC=C1 XDDVRYDDMGRFAZ-UHFFFAOYSA-N 0.000 claims 1
- 125000001834 xanthenyl group Chemical class C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2026003856A JP2026063099A (ja) | 2020-06-10 | 2026-01-13 | 高純度の直鎖メルカプタンおよび硫化物組成物の連続光化学生産 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16/897,387 US11161810B1 (en) | 2020-06-10 | 2020-06-10 | Continuous photochemical production of high purity linear mercaptan and sulfide compositions |
| US16/897,387 | 2020-06-10 | ||
| PCT/US2021/035814 WO2021252273A1 (en) | 2020-06-10 | 2021-06-04 | Continuous photochemical production of high purity linear mercaptan and sulfide compositions |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2026003856A Division JP2026063099A (ja) | 2020-06-10 | 2026-01-13 | 高純度の直鎖メルカプタンおよび硫化物組成物の連続光化学生産 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2023529718A JP2023529718A (ja) | 2023-07-11 |
| JPWO2021252273A5 true JPWO2021252273A5 (https=) | 2024-05-29 |
| JP2023529718A5 JP2023529718A5 (https=) | 2024-05-29 |
Family
ID=78331368
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022576223A Pending JP2023529718A (ja) | 2020-06-10 | 2021-06-04 | 高純度の直鎖メルカプタンおよび硫化物組成物の連続光化学生産 |
| JP2026003856A Pending JP2026063099A (ja) | 2020-06-10 | 2026-01-13 | 高純度の直鎖メルカプタンおよび硫化物組成物の連続光化学生産 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2026003856A Pending JP2026063099A (ja) | 2020-06-10 | 2026-01-13 | 高純度の直鎖メルカプタンおよび硫化物組成物の連続光化学生産 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US11161810B1 (https=) |
| EP (1) | EP4165020A4 (https=) |
| JP (2) | JP2023529718A (https=) |
| KR (1) | KR20230022227A (https=) |
| CN (1) | CN115836051A (https=) |
| SA (1) | SA522441631B1 (https=) |
| WO (1) | WO2021252273A1 (https=) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2025144840A1 (en) | 2023-12-27 | 2025-07-03 | Arkema Inc. | Integrated manufacturing process for tertiary mercaptan products |
| CN119552100A (zh) * | 2025-01-23 | 2025-03-04 | 东营市海科瑞林化工有限公司 | 正十二烷基硫醇的制备方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2398479A (en) * | 1941-03-28 | 1946-04-16 | Shell Dev | Preparation of organic sulphur compounds |
| US2427309A (en) * | 1943-12-31 | 1947-09-09 | Phillips Petroleum Co | Production of mercaptans |
| US2950324A (en) * | 1958-04-10 | 1960-08-23 | Pennsalt Chemicals Corp | High molecular weight mercaptan |
| US4313006A (en) * | 1980-09-03 | 1982-01-26 | Pennwalt Corporation | Process for converting dialkyl sulfides to alkyl mercaptans |
| US4396778A (en) * | 1980-09-03 | 1983-08-02 | Pennwalt Corporation | Process for converting dialkyl sulfides to alkyl mercaptans |
| FR2603889B1 (fr) * | 1986-09-11 | 1989-05-05 | Elf Aquitaine | Procede catalytique de production de mercaptans a partir de thioethers |
| US20080044324A1 (en) * | 2006-08-16 | 2008-02-21 | Agency For Science, Technology And Research | Recirculating reactor |
| FR3012449B1 (fr) * | 2013-10-24 | 2015-10-30 | Arkema France | Procede de synthese d'un mercaptan par addition d'hydrogene sulfure sur une olefine |
| US10011564B2 (en) * | 2015-12-28 | 2018-07-03 | Chevron Phillips Chemical Company Lp | Mixed decyl mercaptans compositions and methods of making same |
| TWI746500B (zh) * | 2016-01-22 | 2021-11-21 | 美商愛克瑪公司 | 使用分隔壁塔蒸餾純化硫醇或噻吩 |
| CN112020508A (zh) * | 2018-05-04 | 2020-12-01 | 法国多肽实验室 | 具有再循环回路的自动合成反应器系统 |
-
2020
- 2020-06-10 US US16/897,387 patent/US11161810B1/en active Active
-
2021
- 2021-06-04 WO PCT/US2021/035814 patent/WO2021252273A1/en not_active Ceased
- 2021-06-04 EP EP21821254.6A patent/EP4165020A4/en active Pending
- 2021-06-04 JP JP2022576223A patent/JP2023529718A/ja active Pending
- 2021-06-04 KR KR1020237000744A patent/KR20230022227A/ko active Pending
- 2021-06-04 CN CN202180041740.8A patent/CN115836051A/zh active Pending
- 2021-06-09 US US17/342,737 patent/US12037310B2/en active Active
-
2022
- 2022-12-06 SA SA522441631A patent/SA522441631B1/ar unknown
-
2026
- 2026-01-13 JP JP2026003856A patent/JP2026063099A/ja active Pending
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