WO2007070496A3 - Process for synthesis of mercaptans and sulfides from alcohols - Google Patents
Process for synthesis of mercaptans and sulfides from alcohols Download PDFInfo
- Publication number
- WO2007070496A3 WO2007070496A3 PCT/US2006/047335 US2006047335W WO2007070496A3 WO 2007070496 A3 WO2007070496 A3 WO 2007070496A3 US 2006047335 W US2006047335 W US 2006047335W WO 2007070496 A3 WO2007070496 A3 WO 2007070496A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- alcohols
- sulfides
- mercaptans
- catalyst
- synthesis
- Prior art date
Links
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 title abstract 3
- 150000001298 alcohols Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 150000003568 thioethers Chemical class 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 239000003054 catalyst Substances 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 abstract 1
- 150000003138 primary alcohols Chemical class 0.000 abstract 1
- 150000003333 secondary alcohols Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
- C07C319/08—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols by replacement of hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
A process and catalyst blend for selectively producing mercaptans and sulfides from alcohols. The alcohol is reacted with hydrogen sulfide, in the presence of a catalyst blend containing a hydrotreating catalyst and a dehydration catalyst to convert the alcohol to mercaptan or sulfide in one-pass. The alcohols can include primary and secondary alcohols. The mercaptan or sulfide having less than about 30% unreacted alcohol contained therein.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP20060845261 EP1968936B1 (en) | 2005-12-13 | 2006-12-11 | Process and catalyst for synthesis of mercaptans and sulfides from alcohols |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/302,038 US7399893B2 (en) | 2005-12-13 | 2005-12-13 | Process and catalyst for synthesis of mercaptans and sulfides from alcohols |
US11/302,038 | 2005-12-13 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2007070496A2 WO2007070496A2 (en) | 2007-06-21 |
WO2007070496A3 true WO2007070496A3 (en) | 2007-08-02 |
Family
ID=37908268
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2006/047335 WO2007070496A2 (en) | 2005-12-13 | 2006-12-11 | Process for synthesis of mercaptans and sulfides from alcohols |
Country Status (3)
Country | Link |
---|---|
US (1) | US7399893B2 (en) |
EP (1) | EP1968936B1 (en) |
WO (1) | WO2007070496A2 (en) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7645906B2 (en) * | 2007-03-27 | 2010-01-12 | Chevron Phillips Chemical Company Lp | Graded catalyst bed for methyl mercaptan synthesis |
CN105367466A (en) * | 2015-10-21 | 2016-03-02 | 吴姣 | Preparation method of sulfhydryl compound |
US9718767B2 (en) * | 2015-12-04 | 2017-08-01 | Chevron Phillips Chemical Company Lp | Beta-mercaptoethanol synthesis |
CN109195948B (en) | 2016-05-31 | 2021-05-11 | 诺华丝国际股份有限公司 | Method for producing methyl mercaptan from dimethyl sulfide |
RU2634732C1 (en) * | 2016-06-02 | 2017-11-03 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Астраханский государственный технический университет" ФГБОУ ВПО "АГТУ" | Method of cyclohexantiol electrosynthesis based on hydrogen sulfide |
CN111788178B (en) * | 2018-03-05 | 2022-05-10 | 切弗朗菲利浦化学公司 | Synthesis of methyl ethyl sulfide and related production system |
EP3878839B1 (en) | 2018-03-05 | 2024-07-24 | Chevron Phillips Chemical Company LP | Synthesis of asymmetrical sulfide compounds and asymmetrical ether compounds |
US10689333B1 (en) | 2019-02-22 | 2020-06-23 | Chevron Phillips Chemical Company Lp | 2-mercaptoethanol synthesis |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3697602A (en) * | 1969-07-02 | 1972-10-10 | Degussa | Process for the production of lower aliphatic mercaptans |
EP0796656A1 (en) * | 1996-03-22 | 1997-09-24 | Phillips Petroleum Company | Compositions comprising inorganic oxide and process for producing mercaptans |
US5874630A (en) * | 1998-01-06 | 1999-02-23 | Occidental Chemical Corporation | Synthesis of mercaptans from alcohols |
US6198003B1 (en) * | 1999-04-20 | 2001-03-06 | Albemarle Corporation | Method for producing alkyl mercaptans and/or dialkyl monosulfides |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3035097A (en) * | 1960-06-24 | 1962-05-15 | Pennsalt Chemicals Corp | Novel catalytic process for preparation of mercaptans by reaction of h2s with alcohols or ethers |
US3963785A (en) * | 1975-05-01 | 1976-06-15 | Phillips Petroleum Company | Mercaptans by addition of hydrogen sulfide to olefins in presence of carbon disulfide |
US3994980A (en) * | 1975-10-15 | 1976-11-30 | Phillips Petroleum Company | Cobalt molybdate as catalyst for preparation of mercaptans from carbonyl compounds hydrogen sulfide and hydrogen |
US4059504A (en) * | 1976-07-21 | 1977-11-22 | The Lummus Company | Hydrotreating of pyrolysis gasoline |
JPS6115739A (en) * | 1984-04-25 | 1986-01-23 | Toa Nenryo Kogyo Kk | Hydrogenating-treatment catalyst |
US4591429A (en) * | 1984-09-28 | 1986-05-27 | Exxon Research And Engineering Co. | Hydrotreating process employing catalysts comprising a supported mixture of a sulfide of a promoter metal, trivalent chromium and molybdenum or tungsten |
ATE104304T1 (en) | 1988-08-03 | 1994-04-15 | Phillips Petroleum Co | PROCESS FOR THE PRODUCTION OF ORGANIC SULFUR COMPOUNDS. |
US5106484A (en) * | 1990-12-19 | 1992-04-21 | Exxon Chemical Patents Inc. | Purifying feed for reforming over zeolite catalysts |
US5283369A (en) * | 1992-03-24 | 1994-02-01 | Elf Atochem North America, Inc. | Selective synthesis of mercaptans and catalyst therefor |
US5352838A (en) * | 1993-07-30 | 1994-10-04 | Phillips Petroleum Company | Selective production of ethyl mercaptan |
US5453544A (en) * | 1994-06-06 | 1995-09-26 | Mobil Oil Corporation | Process for making tertiary-thiols |
ES2376720T3 (en) * | 1998-03-20 | 2012-03-16 | China Petrochemical Corporation | CATALYST FOR THE HYDROTRACTING OF DISTILLATES OF LIGHT OILS AND PREPARATION OF THE SAME. |
FR2786411B1 (en) | 1998-12-01 | 2000-12-29 | Atochem Elf Sa | ZIRCONIUM OXIDE CATALYSTS FOR THE MANUFACTURE OF THIOLS |
-
2005
- 2005-12-13 US US11/302,038 patent/US7399893B2/en not_active Expired - Fee Related
-
2006
- 2006-12-11 EP EP20060845261 patent/EP1968936B1/en not_active Not-in-force
- 2006-12-11 WO PCT/US2006/047335 patent/WO2007070496A2/en active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3697602A (en) * | 1969-07-02 | 1972-10-10 | Degussa | Process for the production of lower aliphatic mercaptans |
EP0796656A1 (en) * | 1996-03-22 | 1997-09-24 | Phillips Petroleum Company | Compositions comprising inorganic oxide and process for producing mercaptans |
US5874630A (en) * | 1998-01-06 | 1999-02-23 | Occidental Chemical Corporation | Synthesis of mercaptans from alcohols |
US6198003B1 (en) * | 1999-04-20 | 2001-03-06 | Albemarle Corporation | Method for producing alkyl mercaptans and/or dialkyl monosulfides |
Also Published As
Publication number | Publication date |
---|---|
WO2007070496A2 (en) | 2007-06-21 |
EP1968936A2 (en) | 2008-09-17 |
US20070135658A1 (en) | 2007-06-14 |
US7399893B2 (en) | 2008-07-15 |
EP1968936B1 (en) | 2015-05-06 |
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