CN103946201B - 通过在混合的液相/气相中氢化马来酸二烷基酯生产1,4‑丁二醇的方法 - Google Patents

通过在混合的液相/气相中氢化马来酸二烷基酯生产1,4‑丁二醇的方法 Download PDF

Info

Publication number
CN103946201B
CN103946201B CN201180075031.8A CN201180075031A CN103946201B CN 103946201 B CN103946201 B CN 103946201B CN 201180075031 A CN201180075031 A CN 201180075031A CN 103946201 B CN103946201 B CN 103946201B
Authority
CN
China
Prior art keywords
reaction
stage
catalyst
butanediol
hydrogenation
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.)
Active
Application number
CN201180075031.8A
Other languages
English (en)
Chinese (zh)
Other versions
CN103946201A (zh
Inventor
弗拉维奥·西莫拉
马可·斯卡尔塞拉
保罗·德菲利皮斯
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CONSER S P A
Original Assignee
CONSER S P A
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by CONSER S P A filed Critical CONSER S P A
Publication of CN103946201A publication Critical patent/CN103946201A/zh
Application granted granted Critical
Publication of CN103946201B publication Critical patent/CN103946201B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
    • C07C29/172—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with the obtention of a fully saturated alcohol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C07C29/149—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
    • C07C29/177—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with simultaneous reduction of a carboxy group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/303—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/06—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
    • C07D307/08—Preparation of tetrahydrofuran
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/20—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CN201180075031.8A 2011-11-25 2011-11-25 通过在混合的液相/气相中氢化马来酸二烷基酯生产1,4‑丁二醇的方法 Active CN103946201B (zh)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/IT2011/000387 WO2013076747A1 (en) 2011-11-25 2011-11-25 Process for producing 1,4- butanediol by hydrogenating dialkyl maleate in mixed liquid/vapor phase

Publications (2)

Publication Number Publication Date
CN103946201A CN103946201A (zh) 2014-07-23
CN103946201B true CN103946201B (zh) 2017-03-08

Family

ID=45498081

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201180075031.8A Active CN103946201B (zh) 2011-11-25 2011-11-25 通过在混合的液相/气相中氢化马来酸二烷基酯生产1,4‑丁二醇的方法

Country Status (5)

Country Link
US (1) US9040756B2 (enExample)
EP (1) EP2782893B1 (enExample)
CN (1) CN103946201B (enExample)
IN (1) IN2014MN01013A (enExample)
WO (1) WO2013076747A1 (enExample)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB201507234D0 (en) * 2015-04-28 2015-06-10 Johnson Matthey Davy Technologies Ltd Process
CN107537516B (zh) * 2016-06-28 2020-05-12 中国石油化工股份有限公司 用于制备仲丁醇的催化剂及其制备方法
GB201615385D0 (en) * 2016-09-09 2016-10-26 Intensichem Group Ltd Hydrogenation process
CN109201056B (zh) * 2017-06-30 2021-07-09 中国石油化工股份有限公司 马来酸二甲酯制备1,4-丁二醇的催化剂
US11306039B1 (en) * 2018-06-05 2022-04-19 Triad National Security, Llc System and method for making fuels
CN110218152B (zh) * 2019-05-10 2021-08-13 中国科学技术大学 1,4-丁二醇及其二羧酸酯的制备方法
CN112279824A (zh) * 2020-11-02 2021-01-29 山东长信化学科技股份有限公司 一种脱氢反应系统
US12448344B2 (en) 2021-03-12 2025-10-21 Conser S.P.A. Process for the co-production of dialkyl succinate and 1,4-butanediol by hydrogenating dialkyl maleate in two stages
CN113277996B (zh) * 2021-06-03 2023-01-17 上海贯新科技有限公司 一种灵活生产四氢呋喃和γ-丁内酯的方法
CN113512183A (zh) * 2021-08-10 2021-10-19 山东海成石化工程设计有限公司 一种聚丁二酸丁二醇酯的连续生产方法
CN113731442B (zh) * 2021-08-20 2024-02-02 河南省生物基材料产业研究院有限公司 一种马来酸二甲酯加氢反应催化剂及其制备方法和应用
CN116041171B (zh) * 2021-10-28 2025-10-14 中国石油化工股份有限公司 制备丁二酸的方法和丁二酸的制备系统
KR102761743B1 (ko) 2022-01-21 2025-02-04 대상 주식회사 1,4-부탄디올을 생산하는 미생물 및 이를 이용한 1,4-부탄디올의 생산 방법
JP2025504487A (ja) 2022-01-21 2025-02-12 デサン・コーポレイション １，４－ブタンジオールを生産する微生物およびこれを用いた１，４－ブタンジオールの生産方法
GB202203264D0 (en) 2022-03-09 2022-04-20 Johnson Matthey Davy Technologies Ltd Process for producing a refined 1,4-butanediol stream
KR20250094832A (ko) 2023-12-18 2025-06-26 대상 주식회사 1,4-부탄디올 생산능이 향상된 변이 미생물 및 이를 이용한 1,4-부탄디올의 생산 방법
KR20250098105A (ko) 2023-12-21 2025-07-01 대상 주식회사 1,4-부탄디올 생산능이 향상된 변이 미생물 및 이를 이용한 1,4-부탄디올의 생산 방법
KR20250098104A (ko) 2023-12-21 2025-07-01 대상 주식회사 1,4-부탄디올 생산능이 향상된 변이 미생물 및 이를 이용한 1,4-부탄디올의 생산 방법
KR20250098921A (ko) 2023-12-21 2025-07-01 대상 주식회사 1,4-부탄디올 생산능이 향상된 변이 미생물 및 이를 이용한 1,4-부탄디올의 생산 방법
KR20250098103A (ko) 2023-12-21 2025-07-01 대상 주식회사 1,4-부탄디올 생산능이 향상된 변이 미생물 및 이를 이용한 1,4-부탄디올의 생산 방법
CN118371198A (zh) * 2024-03-22 2024-07-23 中国石油天然气集团有限公司 马来酸二甲酯加氢联产dms和bdo的系统及工艺

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1255913A (zh) * 1998-01-08 2000-06-07 潘托希米股份有限公司 液相加氢生产丁二醇的方法
CN1255914A (zh) * 1998-01-08 2000-06-07 潘托希米股份有限公司 一种生产四氢呋喃、γ－丁内酯和丁二醇的方法
US6350924B1 (en) * 1998-04-23 2002-02-26 Basf Aktiengesellschaft Method for producing 1,4-butanediol
CN101891592A (zh) * 2010-08-12 2010-11-24 湖南长岭石化科技开发有限公司 一种制备1,4-丁二醇并联产四氢呋喃和γ-丁内酯的方法

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2110488A (en) 1934-02-16 1938-03-08 Justement Louis Building construction
US4172961A (en) 1975-08-08 1979-10-30 Denka Chemical Corporation Production of 1,4-butanediol
US4032458A (en) 1975-08-08 1977-06-28 Petro-Tex Chemical Corporation Production of 1,4-butanediol
IT1190783B (it) 1981-04-29 1988-02-24 Davy Mckee Oil & Chem Processo per l'idrogenolisi di esteri di acidi carbossilici
GB8331793D0 (en) 1983-11-29 1984-01-04 Davy Mckee Ltd Process
GB8514002D0 (en) 1985-06-04 1985-07-10 Davy Mckee Ltd Process
US4656297A (en) 1985-03-11 1987-04-07 Amoco Corporation Coproduction of butanediol and tetrahydrofuran and their subsequent separation from the reaction product mixture
ZA972614B (en) 1996-03-29 1997-12-22 Kvaerner Process Tech Ltd Process for the production of butane-1,4-diol.
ZA973972B (en) 1996-05-14 1998-03-23 Kvaerner Process Tech Ltd A process for the production of at least one C4 compound selected from butane-1,4-diol, gamma-butyrolactone and tetrahydrofuran.
DE19648761A1 (de) * 1996-11-25 1998-05-28 Bayer Ag Verfahren zur Herstellung von Bernsteinsäure-dialkylestern
GB9724004D0 (en) 1997-11-13 1998-10-21 Kvaerner Process Tech Ltd Process
BE1011699A6 (fr) 1998-01-08 1999-12-07 Pantochim Sa Procede de production de tetrahydrofuranne et de gamma-butyrolactone.
DE69800886T2 (de) 1998-03-23 2001-10-11 Basf Ag Verfahren zur Herstellung von 1,4-Butandiol, Butyrolacton und Tetrahydrofuran
BE1011870A6 (fr) 1998-04-09 2000-02-01 Pantochim Sa Procede de production de butanediol.
DE19818340A1 (de) 1998-04-23 1999-10-28 Basf Ag Verfahren zur Herstellung von Gemischen aus 1,4-Butandiol, Tetrahydrofuran und gamma-Butyrolacton
BE1012274A7 (fr) 1998-11-10 2000-08-01 Pantochim Sa Procede a haute productivite pour la preparation de gamma butyrolactone et de tetrahydrofurane.
MY122525A (en) 1999-10-12 2006-04-29 Kvaerner Process Tech Ltd Process for the simultaneous production of maleic anyhydride and its hydrogenated derivatives
EP1108702A1 (en) 1999-12-13 2001-06-20 Kvaerner Process Technology Limited Process for the co-production of aliphatic diols and cyclic ethers
GB0117090D0 (en) 2001-07-12 2001-09-05 Kvaerner Process Tech Ltd Process
GB0329152D0 (en) 2003-12-16 2004-01-21 Davy Process Techn Ltd Process
GB0421928D0 (en) 2004-10-01 2004-11-03 Davy Process Techn Ltd Process
CN101307042B (zh) 2007-05-18 2011-04-20 中国石油化工股份有限公司 生产1,4-丁二醇并联产四氢呋喃、γ-丁内酯的方法
CN101747149B (zh) 2008-12-11 2013-02-20 浙江杭州鑫富药业股份有限公司 一种马来酸二烷基酯两段法加氢制1,4-丁二醇的方法

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1255913A (zh) * 1998-01-08 2000-06-07 潘托希米股份有限公司 液相加氢生产丁二醇的方法
CN1255914A (zh) * 1998-01-08 2000-06-07 潘托希米股份有限公司 一种生产四氢呋喃、γ－丁内酯和丁二醇的方法
US6350924B1 (en) * 1998-04-23 2002-02-26 Basf Aktiengesellschaft Method for producing 1,4-butanediol
CN101891592A (zh) * 2010-08-12 2010-11-24 湖南长岭石化科技开发有限公司 一种制备1,4-丁二醇并联产四氢呋喃和γ-丁内酯的方法

Also Published As

Publication number Publication date
EP2782893B1 (en) 2017-08-23
US9040756B2 (en) 2015-05-26
WO2013076747A1 (en) 2013-05-30
US20140316146A1 (en) 2014-10-23
EP2782893A1 (en) 2014-10-01
CN103946201A (zh) 2014-07-23
IN2014MN01013A (enExample) 2015-07-03

Similar Documents

Publication Publication Date Title
CN103946201B (zh) 通过在混合的液相/气相中氢化马来酸二烷基酯生产1,4‑丁二醇的方法
EP2162416B1 (en) Gas phase process for monoalcohol production from glycerol
KR100582220B1 (ko) 테트라히드로푸란, 감마부티롤락톤 및 부탄디올을 제조하는 방법
CN115073289B (zh) 通过两阶段氢化马来酸二烷基酯联产琥珀酸二烷基酯和1,4-丁二醇的方法
JPH04507411A (ja) 工程
CN1188378C (zh) 联产脂族1，4－丁二醇和四氢呋喃的方法
KR20160093541A (ko) 숙신산 에스테르의 제조 방법
KR100607120B1 (ko) 에테르, 통상적으로 ｔｈｆ의 제조 방법
CN100577654C (zh) 醚的制备方法
CN102015102B (zh) 方法
WO2012095709A1 (en) Process for the hydrogenation of 1,4-butynediol to tetrahydrofuran in the gas phase
US20120178948A1 (en) Process for the hydrogenation of 1,4-butynediol to tetrahydrofuran in the gas phase
CN119954603A (zh) 一种丁二酸酐加氢生产1,4-丁二醇的方法
EA045095B1 (ru) Способ совместного получения диалкилсукцината и 1,4-бутандиола путем двухступенчатого гидрирования диалкилмалеата

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant