ES2170416T3 - Procedimiento para la obtencion de 1,4-butanodiol mediante hidrogenacion catalitica de 1,4-butinodiol. - Google Patents

Procedimiento para la obtencion de 1,4-butanodiol mediante hidrogenacion catalitica de 1,4-butinodiol.

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Publication number
ES2170416T3
ES2170416T3 ES97943884T ES97943884T ES2170416T3 ES 2170416 T3 ES2170416 T3 ES 2170416T3 ES 97943884 T ES97943884 T ES 97943884T ES 97943884 T ES97943884 T ES 97943884T ES 2170416 T3 ES2170416 T3 ES 2170416T3
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ES
Spain
Prior art keywords
amount
gas
procedure
catalytic hydrogenation
butindiol
Prior art date
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Expired - Lifetime
Application number
ES97943884T
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English (en)
Inventor
Rainer Becker
Franz Josef Brocker
Gerd Kaibel
Rolf Pinkos
Joachim Wulff-Doring
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BASF SE
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BASF SE
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Publication of ES2170416T3 publication Critical patent/ES2170416T3/es
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    • 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
    • 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
    • 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
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/0053—Details of the reactor
    • B01J19/006—Baffles
    • 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
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24—Stationary reactors without moving elements inside
    • B01J19/2455—Stationary reactors without moving elements inside provoking a loop type movement of the reactants
    • B01J19/2465—Stationary reactors without moving elements inside provoking a loop type movement of the reactants externally, i.e. the mixture leaving the vessel and subsequently re-entering it
    • 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
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24—Stationary reactors without moving elements inside
    • B01J19/248—Reactors comprising multiple separated flow channels
    • B01J19/249—Plate-type reactors
    • 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
    • B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/26—Nozzle-type reactors, i.e. the distribution of the initial reactants within the reactor is effected by their introduction or injection through nozzles
    • 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
    • B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/0242—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid flow within the bed being predominantly vertical
    • B01J8/025—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid flow within the bed being predominantly vertical in a cylindrical shaped bed
    • B—PERFORMING OPERATIONS; TRANSPORTING
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    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/0278—Feeding reactive fluids
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    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/06—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds in tube reactors; the solid particles being arranged in tubes
    • 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
    • B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/06—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds in tube reactors; the solid particles being arranged in tubes
    • B01J8/065—Feeding reactive fluids
    • 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
    • B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
    • B01J2208/00008—Controlling the process
    • B01J2208/00017—Controlling the temperature
    • B01J2208/00106—Controlling the temperature by indirect heat exchange
    • B01J2208/00265—Part of all of the reactants being heated or cooled outside the reactor while recycling
    • B01J2208/00283—Part of all of the reactants being heated or cooled outside the reactor while recycling involving reactant liquids
    • 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
    • B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
    • B01J2208/02—Processes carried out in the presence of solid particles; Reactors therefor with stationary particles
    • B01J2208/021—Processes carried out in the presence of solid particles; Reactors therefor with stationary particles comprising a plurality of beds with flow of reactants in parallel
    • 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
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049—Controlling or regulating processes
    • B01J2219/00051—Controlling the temperature
    • B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
    • B01J2219/00087—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor
    • B01J2219/00103—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor in a heat exchanger separate from the reactor
    • 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
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049—Controlling or regulating processes
    • B01J2219/00051—Controlling the temperature
    • B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
    • B01J2219/00105—Controlling the temperature by indirect heating or cooling employing heat exchange fluids part or all of the reactants being heated or cooled outside the reactor while recycling
    • B01J2219/0011—Controlling the temperature by indirect heating or cooling employing heat exchange fluids part or all of the reactants being heated or cooled outside the reactor while recycling involving reactant liquids
    • 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
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00761—Details of the reactor
    • B01J2219/00763—Baffles
    • B01J2219/00765—Baffles attached to the reactor wall
    • B01J2219/00777—Baffles attached to the reactor wall horizontal
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/18—Details relating to the spatial orientation of the reactor
    • B01J2219/185—Details relating to the spatial orientation of the reactor vertical
    • 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
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/19—Details relating to the geometry of the reactor
    • B01J2219/194—Details relating to the geometry of the reactor round
    • B01J2219/1941—Details relating to the geometry of the reactor round circular or disk-shaped
    • B01J2219/1943—Details relating to the geometry of the reactor round circular or disk-shaped cylindrical
    • 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
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/24—Stationary reactors without moving elements inside
    • B01J2219/2401—Reactors comprising multiple separate flow channels
    • B01J2219/245—Plate-type reactors
    • B01J2219/2461—Heat exchange aspects
    • B01J2219/2462—Heat exchange aspects the reactants being in indirect heat exchange with a non reacting heat exchange medium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/24—Stationary reactors without moving elements inside
    • B01J2219/2401—Reactors comprising multiple separate flow channels
    • B01J2219/245—Plate-type reactors
    • B01J2219/2469—Feeding means
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/24—Stationary reactors without moving elements inside
    • B01J2219/2401—Reactors comprising multiple separate flow channels
    • B01J2219/245—Plate-type reactors
    • B01J2219/2474—Mixing means, e.g. fins or baffles attached to the plates
    • 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
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/24—Stationary reactors without moving elements inside
    • B01J2219/2401—Reactors comprising multiple separate flow channels
    • B01J2219/245—Plate-type reactors
    • B01J2219/2476—Construction materials
    • B01J2219/2477—Construction materials of the catalysts
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/24—Stationary reactors without moving elements inside
    • B01J2219/2401—Reactors comprising multiple separate flow channels
    • B01J2219/245—Plate-type reactors
    • B01J2219/2476—Construction materials
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    • B01J2219/2479—Catalysts coated on the surface of plates or inserts
    • B—PERFORMING OPERATIONS; TRANSPORTING
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    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
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    • B01J2219/2401—Reactors comprising multiple separate flow channels
    • B01J2219/245—Plate-type reactors
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    • B—PERFORMING OPERATIONS; TRANSPORTING
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    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/30—Details relating to random packing elements
    • 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
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/30—Details relating to random packing elements
    • B01J2219/304—Composition or microstructure of the elements
    • B01J2219/30475—Composition or microstructure of the elements comprising catalytically active material

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Fluid Mechanics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Indole Compounds (AREA)

Abstract

LA INVENCION SE REFIERE A UN PROCEDIMIENTO PARA PREPARAR 1,4BUTANDIOL POR HIDROGENACION CATALITICA DE 1,4-BUTINDIOL, EN EL QUE SE HACE REACCIONAR 1,4-BUTINDIOL CON HIDROGENO, EN LA FASE CONTINUA LIQUIDA, EN PRESENCIA DE UN CATALIZADOR DE HIDROGENACION HETEROGENEO, A TEMPERATURAS SITUADAS ENTRE 20 Y 300°C, A UNA PRESION DE 1 A 200 BARES Y VALORES DE LOS COEFICIENTES DE TRANSFERENCIA MASICA DEL LADO LIQUIDO, K L A, EN RELACION CON EL VOLUMEN, DE 0,1 S -1 Y 1S -1 , A) CON UN CATALIZADOR SUSPENDIDO EN EL MEDIO DE REACCION, EN EL CUAL, CUANDO SE USA UNA COLUMNA DE BURBUJA EMPAQUETADA, SE ACTUA EN MODO HACIA ARRIBA Y A UNA RELACION ENTRE LA CANTIDAD DE GAS QUE SALE DEL RECIPIENTE DE REACCION Y LA CANTIDAD ALIMENTADA AL MISMO DE 0,99:1 A 0,4:1, O B) SE GUIA HACIA ARRIBA EN UN FLUJO PARALELO A TRAVES DE UN REACTOR DE LECHO FIJO UTILIZADO EN EL MODO DE GAS EN CIRCULACION, MANTENIENDOSE LA RELACION ENTRE LA CANTIDAD DE GAS ALIMENTADO AL RECIPIENTE DE REACCION Y LA CANTIDAD DE GAS QUE SALE DEL MISMO ENTRE 0,99:1 Y 0,4:1.
ES97943884T 1996-10-10 1997-09-23 Procedimiento para la obtencion de 1,4-butanodiol mediante hidrogenacion catalitica de 1,4-butinodiol. Expired - Lifetime ES2170416T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19641707A DE19641707A1 (de) 1996-10-10 1996-10-10 Verfahren zur Herstellung von 1,4-Butandiol durch katalytische Hydrierung von 1,4-Butindiol

Publications (1)

Publication Number Publication Date
ES2170416T3 true ES2170416T3 (es) 2002-08-01

Family

ID=7808323

Family Applications (1)

Application Number Title Priority Date Filing Date
ES97943884T Expired - Lifetime ES2170416T3 (es) 1996-10-10 1997-09-23 Procedimiento para la obtencion de 1,4-butanodiol mediante hidrogenacion catalitica de 1,4-butinodiol.

Country Status (10)

Country Link
US (1) US6262317B1 (es)
EP (1) EP0934239B1 (es)
JP (1) JP3995719B2 (es)
KR (1) KR100510233B1 (es)
CN (1) CN1097574C (es)
CA (1) CA2260810C (es)
DE (2) DE19641707A1 (es)
ES (1) ES2170416T3 (es)
MY (1) MY119458A (es)
WO (1) WO1998015513A1 (es)

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DE19814879A1 (de) * 1998-04-02 1999-10-07 Basf Ag Verfahren zur selektiven Flüssigphasenhydrierung von alpha,beta-ungesättigten Carbonylverbindungen
US6369277B1 (en) 1998-04-02 2002-04-09 Basf Aktiengesellschaft Selective liquid-phase hydrogenation of α,β-unsaturated carbonyl compounds
KR100655354B1 (ko) * 1998-12-12 2006-12-08 바스프 악티엔게젤샤프트 아민의 제조 방법
DE19936276A1 (de) * 1999-08-02 2001-02-08 Basf Ag Vorrichtung und Verfahren zur isothermen Durchführung von heterogen katalysierten Dreiphasenreaktionen
US6506361B1 (en) * 2000-05-18 2003-01-14 Air Products And Chemicals, Inc. Gas-liquid reaction process including ejector and monolith catalyst
US6660675B2 (en) * 2000-11-20 2003-12-09 Council Of Scientific And Industrial Research Noble metal containing hydrogenation catalyst for selective hydrogenation of 1, 4 butynediol to 1, 4 butenediol, and a process for the preparation thereof
US6420615B1 (en) 2000-11-20 2002-07-16 Council Of Scientific And Industrial Research Process for the conversion of 1,4 butynediol to 1,4 butenediol
US6469221B1 (en) * 2000-11-20 2002-10-22 Council Of Scientific And Industrial Research Process for the conversion of 1, 4 butynediol to 1, 4 butanediol, or a mixture of 1, 4 butenediol and 1,4 butanediol
US7366772B2 (en) * 2001-06-29 2008-04-29 International Business Machines Corporation Method and apparatus for creating and exposing order status within a supply chain having disparate systems
WO2005026098A1 (de) 2003-09-10 2005-03-24 Basf Aktiengesellschaft Verfahren zur herstellung von xylylendiamin durch kontinuierliche hydrierung von flüssigem phthalodinitril
FR2878171B1 (fr) * 2004-11-19 2007-03-09 Solvay Reacteur et procede pour la reaction entre au moins deux gaz en presence d'une phase liquide
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DE102005042185A1 (de) * 2005-09-06 2007-03-08 Basf Ag Verfahren zur Abtrennung von polymeren Nebenprodukten aus 1,4-Butindiol
WO2008098621A1 (de) * 2007-02-15 2008-08-21 Basf Se Verfahren zur herstellung von sehr reinem 1,4-butandiol
EP2121549B1 (de) 2007-02-15 2017-06-07 Basf Se Verfahren zur herstellung von 1,4-butandiol
CN101306368B (zh) * 2008-07-09 2010-06-02 山西大学 丁炔二醇两步法加氢制丁二醇二段加氢催化剂的制备方法
WO2010044092A1 (en) * 2008-10-15 2010-04-22 Hindustan Organic Chemicals Limited Process for selective hydrogenation of alkynes to alkenes over single metal supported catalysts with high activity
US8865608B2 (en) * 2009-02-27 2014-10-21 Uop Llc Turndown thermocompressor design for continuous catalyst recovery
CN102741206B (zh) * 2010-01-28 2016-02-10 帝斯曼知识产权资产管理有限公司 氢化方法
EP2375552B1 (de) 2010-04-07 2018-08-22 SMA Solar Technology AG Verfahren zur Betriebsführung eines Wechselrichters
JP5860039B2 (ja) * 2010-05-27 2016-02-16 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ ２位が置換されたテトラヒドロピラノールの調製方法
US8779169B2 (en) 2010-05-27 2014-07-15 Basf Se Process for the preparation of 2 substituted tetrahydropyranols
WO2012095709A1 (en) * 2011-01-12 2012-07-19 Basf Se Process for the hydrogenation of 1,4-butynediol to tetrahydrofuran in the gas phase
WO2012095375A1 (de) 2011-01-12 2012-07-19 Basf Se VERFAHREN ZUR HYDRIERUNG VON 1,4-BUTINDIOL ZU TETRAHYDROFURAN, 1,4-BUTANDIOL UND γ-BUTYROLACTON ENTHALTENDEN GEMISCHEN IN DER GASPHASE
CN103113190B (zh) * 2013-02-05 2014-12-03 中国五环工程有限公司 丁炔二醇低压加氢催化剂回收利用工艺及系统
CN104341269A (zh) * 2013-08-02 2015-02-11 胡小军 1,4-丁二醇溶液的制备方法
CN103446990B (zh) * 2013-08-29 2015-12-23 中国化学赛鼎宁波工程有限公司 切向环流管式非均相反应器
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CN106404983A (zh) * 2016-03-16 2017-02-15 新疆美克化工股份有限公司 1，4-丁炔二醇高压加氢催化剂对比试验装置
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CA2260810A1 (en) 1998-04-16
DE19641707A1 (de) 1998-04-16
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MY119458A (en) 2005-05-31
US6262317B1 (en) 2001-07-17
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