CN102388008B - 通过氢化低聚酯和聚酯而生产1,6-己二醇的方法 - Google Patents

通过氢化低聚酯和聚酯而生产1,6-己二醇的方法 Download PDF

Info

Publication number
CN102388008B
CN102388008B CN201080014798.5A CN201080014798A CN102388008B CN 102388008 B CN102388008 B CN 102388008B CN 201080014798 A CN201080014798 A CN 201080014798A CN 102388008 B CN102388008 B CN 102388008B
Authority
CN
China
Prior art keywords
hydrogenation
oxide
copper
catalyst
hexanediol
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 - Fee Related
Application number
CN201080014798.5A
Other languages
English (en)
Chinese (zh)
Other versions
CN102388008A (zh
Inventor
O·阿比拉尔德
R·平科斯
G-D·特贝恩
T·西尔希
D·乌尔班奇克
H·乌尔特尔
R·通佩斯
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Publication of CN102388008A publication Critical patent/CN102388008A/zh
Application granted granted Critical
Publication of CN102388008B publication Critical patent/CN102388008B/zh
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • 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
    • C07C29/15—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 oxides of carbon exclusively
    • C07C29/151—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 oxides of carbon exclusively with hydrogen or hydrogen-containing gases
    • C07C29/152—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 oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the reactor used
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • 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
    • C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
    • C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
    • C07C51/313—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C08J11/10—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
    • C08J11/16—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with inorganic material
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Sustainable Development (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CN201080014798.5A 2009-04-08 2010-03-29 通过氢化低聚酯和聚酯而生产1,6-己二醇的方法 Expired - Fee Related CN102388008B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE102009002280 2009-04-08
DE102009002280.5 2009-04-08
PCT/EP2010/054114 WO2010115759A2 (de) 2009-04-08 2010-03-29 Verfahren zur herstellung von 1,6-hexandiol durch hydrierung von oligo- und polyestern

Publications (2)

Publication Number Publication Date
CN102388008A CN102388008A (zh) 2012-03-21
CN102388008B true CN102388008B (zh) 2014-09-24

Family

ID=42805992

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201080014798.5A Expired - Fee Related CN102388008B (zh) 2009-04-08 2010-03-29 通过氢化低聚酯和聚酯而生产1,6-己二醇的方法

Country Status (9)

Country Link
US (1) US8759594B2 (enExample)
EP (2) EP2559679A3 (enExample)
JP (1) JP5693561B2 (enExample)
KR (1) KR20110137824A (enExample)
CN (1) CN102388008B (enExample)
CA (1) CA2755293A1 (enExample)
ES (1) ES2404534T3 (enExample)
SG (1) SG174379A1 (enExample)
WO (1) WO2010115759A2 (enExample)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102009047196A1 (de) 2009-11-26 2011-06-01 Basf Se Verfahren zur Herstellung von 1,6-Hexandiol
US8637668B2 (en) 2010-06-15 2014-01-28 Basf Se Process for preparing a cyclic tertiary methylamine
US8933223B2 (en) 2010-10-14 2015-01-13 Basf Se Process for preparing a cyclic tertiary amine
EP2718340B1 (en) 2011-06-13 2017-08-09 Invista Technologies S.à.r.l. Aliphatic polyester polyols from cyclohexane oxidation byproduct streams as precursors for polyurethane and polyisocyanurate polymers
US8865940B2 (en) 2011-12-30 2014-10-21 E I Du Pont De Nemours And Company Process for preparing 1,6-hexanediol
EP2797904A4 (en) 2011-12-30 2015-08-05 Du Pont PREPARATION OF TETRAHYDROFURAN-2, 5-DIMETHANOL FROM ISOSORBIDE
WO2013101968A1 (en) 2011-12-30 2013-07-04 E. I. Du Pont De Nemours And Company Process for the production of hexanediols
WO2013101970A1 (en) 2011-12-30 2013-07-04 E. I. Du Pont De Nemours And Company Production of 5-hydroxymethyl-2-furfural from levoglucosenone
BR112014015996A2 (pt) * 2011-12-30 2017-06-13 Du Pont processo
US8889912B2 (en) 2011-12-30 2014-11-18 E I Du Pont De Nemours And Company Process for preparing 1,6-hexanediol
US8846985B2 (en) 2012-04-27 2014-09-30 E I Du Pont De Nemours And Company Production of alpha, omega-diols
US8859826B2 (en) 2012-04-27 2014-10-14 E I Du Pont De Nemours And Company Production of alpha, omega-diols
US9018423B2 (en) 2012-04-27 2015-04-28 E I Du Pont De Nemours And Company Production of alpha, omega-diols
US8884015B2 (en) 2012-06-01 2014-11-11 Basf Se Process for the preparation of a mono-N-alkypiperazine
WO2013178693A1 (de) 2012-06-01 2013-12-05 Basf Se Verfahren zur herstellung eines mono-n-alkyl-piperazins
WO2013182465A1 (de) 2012-06-06 2013-12-12 Basf Se Verfahren zur herstellung von piperazin
US8981093B2 (en) 2012-06-06 2015-03-17 Basf Se Process for preparing piperazine
JP2015525214A (ja) 2012-06-06 2015-09-03 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ ピペラジンの製造法
WO2015086835A1 (de) 2013-12-13 2015-06-18 Basf Se Verfahren zur herstellung von 1,6-hexandiol
TW201609681A (zh) * 2014-05-12 2016-03-16 微麥得斯公司 自５－（鹵甲基）糠醛製造化合物之方法
DE102016225172A1 (de) * 2016-12-15 2018-06-21 Clariant International Ltd Tablettierter Katalysator mit erhöhter Stabilität gegenüber Säureeinwirkung
CN109678716B (zh) * 2019-01-24 2021-10-29 浙江博聚新材料有限公司 一种低聚己二酸二元醇酯的连续化生产工艺
EP4549622A1 (en) 2023-10-31 2025-05-07 Basf Se Hydrogenation of carbonyl compounds using hydrogen with low deuterium content

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1120427A (en) * 1964-08-12 1968-07-17 Electro Chimie Metal Process for the preparation of 1,6-hexanediols
US3933930A (en) * 1975-03-06 1976-01-20 Celanese Corporation Hexanediol from cyclohexane
US5696303A (en) * 1995-01-13 1997-12-09 Bayer Aktiengesellschaft Process for the preparation of aliphatic α, ω-diols
CN1281425A (zh) * 1997-12-17 2001-01-24 巴斯福股份公司 羧酸、酸酐或其酯经氢化制醇的工艺
WO2004085356A1 (de) * 2003-03-27 2004-10-07 Basf Aktiengesellschaft Katalysator und verfahren zur hydrierung von carbonylverbindungen

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3524892A (en) 1962-11-16 1970-08-18 Celanese Corp Hexanediol from cyclohexane
FR1585375A (enExample) 1968-10-11 1970-01-16
JPH0699343B2 (ja) * 1989-06-30 1994-12-07 宇部興産株式会社 １，６―ヘキサンジオールの製法
JPH0699345B2 (ja) * 1989-09-29 1994-12-07 宇部興産株式会社 １，６―ヘキサンジオールの製造法
DE69417720T2 (de) 1993-10-08 1999-07-29 Ube Industries, Ltd., Ube, Yamaguchi Verfahren zur herstellung von diolen
JP3033882B2 (ja) * 1993-10-08 2000-04-17 宇部興産株式会社 ジオール化合物の製造法
EP0661255B1 (en) 1993-12-28 1998-03-04 Ube Industries, Ltd. Process for producing diol compounds
DE19607954A1 (de) 1996-03-01 1997-09-04 Basf Ag Verfahren zur Herstellung von 1,6-Hexandiol und Caprolacton
FR2757154B1 (fr) 1996-12-12 2000-01-14 Rhone Poulenc Fibres Procede de preparation de diacides a partir des eaux de lavage des produits d'oxydation du cyclohexane
DE19730939A1 (de) 1997-07-18 1999-01-21 Basf Ag Verfahren zur Hydrierung von Carbonylverbindungen
DE19738464A1 (de) 1997-09-03 1999-03-04 Basf Ag Verwendung von Formkörpern als Katalysator zur Herstellung von Caprolactam
DE19754788A1 (de) * 1997-12-10 1999-06-17 Bayer Ag Verfahren zur Herstellung von aliphatischen alpha,omega-Diolen
DE19809418A1 (de) 1998-03-05 1999-09-09 Basf Ag Verfahren zur Hydrierung von Carbonylverbindungen
DE19826614A1 (de) * 1998-05-29 1999-12-02 Basf Ag Verfahren zur Herstellung von Hexandiol-1,6
JP4367020B2 (ja) 2003-06-20 2009-11-18 宇部興産株式会社 １，６−ヘキサンジオールの製造法
DE102004033556A1 (de) 2004-07-09 2006-02-16 Basf Ag Katalysatorformkörper und Verfahren zur Hydrierung von Carbonylverbindungen
DE102005032726A1 (de) 2005-07-13 2007-01-18 Basf Ag Katalysator und Verfahren zur Hydrierung von Carbonylverbindungen
US20080207953A1 (en) 2005-07-13 2008-08-28 Basf Aktiengesellschaft Catalyst and Method for Hyrogenating Carbonyl Compounds

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1120427A (en) * 1964-08-12 1968-07-17 Electro Chimie Metal Process for the preparation of 1,6-hexanediols
US3933930A (en) * 1975-03-06 1976-01-20 Celanese Corporation Hexanediol from cyclohexane
US5696303A (en) * 1995-01-13 1997-12-09 Bayer Aktiengesellschaft Process for the preparation of aliphatic α, ω-diols
CN1281425A (zh) * 1997-12-17 2001-01-24 巴斯福股份公司 羧酸、酸酐或其酯经氢化制醇的工艺
WO2004085356A1 (de) * 2003-03-27 2004-10-07 Basf Aktiengesellschaft Katalysator und verfahren zur hydrierung von carbonylverbindungen

Also Published As

Publication number Publication date
EP2417087B1 (de) 2013-03-13
JP2012523386A (ja) 2012-10-04
JP5693561B2 (ja) 2015-04-01
US20120035399A1 (en) 2012-02-09
US8759594B2 (en) 2014-06-24
EP2559679A3 (de) 2013-05-22
WO2010115759A2 (de) 2010-10-14
CA2755293A1 (en) 2010-10-14
WO2010115759A3 (de) 2011-01-13
SG174379A1 (en) 2011-10-28
KR20110137824A (ko) 2011-12-23
ES2404534T3 (es) 2013-05-28
EP2417087A2 (de) 2012-02-15
EP2559679A2 (de) 2013-02-20
CN102388008A (zh) 2012-03-21

Similar Documents

Publication Publication Date Title
CN102388008B (zh) 通过氢化低聚酯和聚酯而生产1,6-己二醇的方法
JP5566450B2 (ja) １，６−ヘキサンジオールおよびカプロラクトンの製造方法
US8629306B2 (en) Method for producing 1,6-hexanediol
US20120059174A1 (en) Process for preparing epsilon-caprolactone and 1,6-hexanediol
KR101470038B1 (ko) 메틸올알칸알의 수소화 방법
KR20100031719A (ko) 1,5-펜탄디올 및/또는 1,6-헥산디올의 제조 방법
CN100463889C (zh) 带有琥珀酸酐中间去除的两步法制取丁二醇
TWI496764B (zh) 製備ε－己內酯及１，６－己二醇之方法
US6313358B1 (en) Method for producing hexanediol
EP2593418A1 (en) Production of 1,6-hexanediol
KR20040090658A (ko) 무수프탈산으로부터 프탈라이드를 제조하는 방법

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
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20140924

Termination date: 20170329

CF01 Termination of patent right due to non-payment of annual fee