CN1304795A - Catalyst for preparing gamma-butyrolactone by dehydrogenation of 1,4-butanediol and its application - Google Patents
Catalyst for preparing gamma-butyrolactone by dehydrogenation of 1,4-butanediol and its application Download PDFInfo
- Publication number
- CN1304795A CN1304795A CN 00121572 CN00121572A CN1304795A CN 1304795 A CN1304795 A CN 1304795A CN 00121572 CN00121572 CN 00121572 CN 00121572 A CN00121572 A CN 00121572A CN 1304795 A CN1304795 A CN 1304795A
- Authority
- CN
- China
- Prior art keywords
- catalyst
- gamma
- butanediol
- butyrolacton
- selectivity
- 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.)
- Granted
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 32
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 238000006356 dehydrogenation reaction Methods 0.000 title claims description 11
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 title abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 239000012752 auxiliary agent Substances 0.000 claims description 8
- 230000004913 activation Effects 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 230000009467 reduction Effects 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims 1
- 230000008901 benefit Effects 0.000 abstract description 2
- 230000000694 effects Effects 0.000 abstract description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 229910052593 corundum Inorganic materials 0.000 abstract 1
- 229910001845 yogo sapphire Inorganic materials 0.000 abstract 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 10
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- IWOUKMZUPDVPGQ-UHFFFAOYSA-N barium nitrate Chemical compound [Ba+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O IWOUKMZUPDVPGQ-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 5
- 229910052763 palladium Inorganic materials 0.000 description 5
- BNGXYYYYKUGPPF-UHFFFAOYSA-M (3-methylphenyl)methyl-triphenylphosphanium;chloride Chemical compound [Cl-].CC1=CC=CC(C[P+](C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 BNGXYYYYKUGPPF-UHFFFAOYSA-M 0.000 description 4
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- 229910002651 NO3 Inorganic materials 0.000 description 3
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910052804 chromium Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 230000001376 precipitating effect Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 206010013786 Dry skin Diseases 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000000247 postprecipitation Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- -1 pyrrolidine ketone Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Landscapes
- Catalysts (AREA)
- Furan Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
Claims (3)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN00121572A CN1094789C (en) | 2000-08-14 | 2000-08-14 | Catalyst for preparing gamma-butyrolactone by dehydrogenation of 1,4-butanediol and its application |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN00121572A CN1094789C (en) | 2000-08-14 | 2000-08-14 | Catalyst for preparing gamma-butyrolactone by dehydrogenation of 1,4-butanediol and its application |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1304795A true CN1304795A (en) | 2001-07-25 |
CN1094789C CN1094789C (en) | 2002-11-27 |
Family
ID=4588886
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN00121572A Expired - Lifetime CN1094789C (en) | 2000-08-14 | 2000-08-14 | Catalyst for preparing gamma-butyrolactone by dehydrogenation of 1,4-butanediol and its application |
Country Status (1)
Country | Link |
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CN (1) | CN1094789C (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102380391A (en) * | 2010-08-26 | 2012-03-21 | 中科合成油技术有限公司 | Selective deacidification catalyst, preparation method thereof and application thereof to selective hydrogenation deacidification treatment of Fisher-Tropsch synthetic oil |
CN103044367A (en) * | 2011-10-17 | 2013-04-17 | 中国石油化工股份有限公司 | Production method of gamma-butyrolactone |
CN103657658A (en) * | 2012-09-18 | 2014-03-26 | 中国石油化工股份有限公司 | Carboxylic ester hydrogenation catalyst and method for preparing cyclohexanol and ethanol |
CN103769110A (en) * | 2012-10-24 | 2014-05-07 | 中国石油化工股份有限公司 | Catalyst for dehydrogenating 1,4-butanediol to prepare gramma-butyrolactone and its preparation method and application |
CN115367702A (en) * | 2022-07-25 | 2022-11-22 | 朱义峰 | Online hydrogen supply system and method for hydrogen fuel cell |
CN115779957A (en) * | 2022-12-10 | 2023-03-14 | 南通嘉烝工程技术有限公司 | Catalyst for preparing gamma-butyrolactone by 1, 4-butanediol low-pressure dehydrogenation and application thereof |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1026321C (en) * | 1991-08-28 | 1994-10-26 | 复旦大学 | Ordinary-pressure gas-phase hydrogenating synthesis of Y-J lactone with cis-anhydride |
US5196602A (en) * | 1991-12-30 | 1993-03-23 | The Standard Oil Company | Two-stage maleic anhydride hydrogenation process for 1,4-butanediol synthesis |
CN1044866C (en) * | 1994-05-05 | 1999-09-01 | 化学工业部北京化工研究院 | Catalyst for preparing gamma-butyrolactone by maleic anhydride gas-phase hydrogenation |
US5478952A (en) * | 1995-03-03 | 1995-12-26 | E. I. Du Pont De Nemours And Company | Ru,Re/carbon catalyst for hydrogenation in aqueous solution |
CN1095400C (en) * | 1999-12-08 | 2002-12-04 | 中国科学院山西煤炭化学研究所 | Catalyst for preparing gamma-butyrolactone by gas-phase normal-pressure hydrogenation of maleic anhydride and its use |
-
2000
- 2000-08-14 CN CN00121572A patent/CN1094789C/en not_active Expired - Lifetime
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102380391A (en) * | 2010-08-26 | 2012-03-21 | 中科合成油技术有限公司 | Selective deacidification catalyst, preparation method thereof and application thereof to selective hydrogenation deacidification treatment of Fisher-Tropsch synthetic oil |
CN103044367A (en) * | 2011-10-17 | 2013-04-17 | 中国石油化工股份有限公司 | Production method of gamma-butyrolactone |
CN103044367B (en) * | 2011-10-17 | 2014-12-31 | 中国石油化工股份有限公司 | Production method of gamma-butyrolactone |
CN103657658A (en) * | 2012-09-18 | 2014-03-26 | 中国石油化工股份有限公司 | Carboxylic ester hydrogenation catalyst and method for preparing cyclohexanol and ethanol |
CN103657658B (en) * | 2012-09-18 | 2015-11-25 | 中国石油化工股份有限公司 | Carboxylic ester hydrogenation catalyst and prepare the method for cyclohexanol and ethanol |
CN103769110A (en) * | 2012-10-24 | 2014-05-07 | 中国石油化工股份有限公司 | Catalyst for dehydrogenating 1,4-butanediol to prepare gramma-butyrolactone and its preparation method and application |
CN103769110B (en) * | 2012-10-24 | 2016-11-09 | 中国石油化工股份有限公司 | A kind of BDO dehydrogenation gamma-butyrolacton catalyst and its preparation method and application |
CN115367702A (en) * | 2022-07-25 | 2022-11-22 | 朱义峰 | Online hydrogen supply system and method for hydrogen fuel cell |
CN115779957A (en) * | 2022-12-10 | 2023-03-14 | 南通嘉烝工程技术有限公司 | Catalyst for preparing gamma-butyrolactone by 1, 4-butanediol low-pressure dehydrogenation and application thereof |
CN115779957B (en) * | 2022-12-10 | 2024-03-19 | 南通格瑞凯泰工程技术有限公司 | Catalyst for preparing gamma-butyrolactone by low-pressure dehydrogenation of 1, 4-butanediol and application thereof |
Also Published As
Publication number | Publication date |
---|---|
CN1094789C (en) | 2002-11-27 |
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C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
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Owner name: ZHONGKE OIL PROJECT CO., LTD. Free format text: FORMER OWNER: SHANXI INST. OF COAL CHEMISTRY, CHINESE ACADEMY OF SCIENCES Effective date: 20081017 |
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C41 | Transfer of patent application or patent right or utility model | ||
TR01 | Transfer of patent right |
Effective date of registration: 20081017 Address after: 3, building 1, Tsinghua Science and Technology Park, No. 609, Zhongguancun East Road, Beijing, Haidian District Patentee after: Synefuels China Inc. Address before: 165 mailbox, Taiyuan City, Shanxi Province Patentee before: Shanxi Institute of Coal Chemistry, Chinese Academy of Sciences |
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C56 | Change in the name or address of the patentee | ||
CP02 | Change in the address of a patent holder |
Address after: 101407 Beijing city Huairou District Yanqi Economic Development Zone C District No. 1 south two Street Park Patentee after: Synefuels China Inc. Address before: 100195, Haidian District Zhongguancun East Road, No. 1, building 3, Tsinghua Science and Technology Park, pioneering building, 609, Beijing Patentee before: Synefuels China Inc. |
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C56 | Change in the name or address of the patentee |
Owner name: SYNEFUELS CHINA CO., LTD. Free format text: FORMER NAME: SYNEFUELS CHINA INC. |
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CP01 | Change in the name or title of a patent holder |
Address after: 101407 Beijing city Huairou District Yanqi Economic Development Zone C District No. 1 south two Street Park Patentee after: SYNFUELS CHINA Address before: 101407 Beijing city Huairou District Yanqi Economic Development Zone C District No. 1 south two Street Park Patentee before: Synefuels China Inc. |
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CP03 | Change of name, title or address | ||
CP03 | Change of name, title or address |
Address after: 101407 Beijing city Huairou District Yanqi Economic Development Zone Park south two Street No. 1 Patentee after: SYNEFUELS CHINA Inc. Address before: 101407 Beijing city Huairou District Yanqi Economic Development Zone C District No. 1 south two Street Park Patentee before: SYNFUELS CHINA |
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CX01 | Expiry of patent term | ||
CX01 | Expiry of patent term |
Granted publication date: 20021127 |