ES2195406T3 - Procedimiento para la preparacion de butano-1,4-diol, gamma-butirolactona y tetrahidrofurano. - Google Patents

Procedimiento para la preparacion de butano-1,4-diol, gamma-butirolactona y tetrahidrofurano.

Info

Publication number
ES2195406T3
ES2195406T3 ES98951574T ES98951574T ES2195406T3 ES 2195406 T3 ES2195406 T3 ES 2195406T3 ES 98951574 T ES98951574 T ES 98951574T ES 98951574 T ES98951574 T ES 98951574T ES 2195406 T3 ES2195406 T3 ES 2195406T3
Authority
ES
Spain
Prior art keywords
carbon atoms
maleic anhydride
hydrogenation
esters
alkyl
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 - Lifetime
Application number
ES98951574T
Other languages
English (en)
Inventor
Michael William Marshall Tuck
Michael Anthony Wood
Andrew George Hiles
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
Application granted granted Critical
Publication of ES2195406T3 publication Critical patent/ES2195406T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D315/00—Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00
    • 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
    • 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
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C07C31/207—1,4-Butanediol; 1,3-Butanediol; 1,2-Butanediol; 2,3-Butanediol
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)

Abstract

Un procedimiento para la producción de al menos un compuesto de 4 átomos de carbono seleccionado de butano-1, 4-diol, -butirolactona y tetrahidrofurano, que incluye la etapa de hidrogenación en fase de vapor de anhídrido maleico en presencia de un catalizador de hidrogenación heterogéneo, procedimiento que comprende: (a) poner en contacto una corriente en fase de vapor que contiene vapor de anhídrido maleico, vapor de agua y óxidos de carbono en una zona de absorción con un éster de alto punto de ebullición como disolvente, para formar de ese modo una solución de anhídrido maleico en el disolvente orgánico de alto punto de ebullición, teniendo dicho éster de alto punto de ebullición un punto de ebullición a presión atmosférica que es al menos 30ºC superior que el del anhídrido maleico y seleccionándose de ésteres di-(alquílicos de 1 a 4 átomos de carbono) de ácidos alquildicarboxílicos que contienen hasta 13 átomos de carbono, ésteres mono- y di-(alquílicos de 10 a 18 átomos de carbono) deácido maleico, ácido fumárico, ácido succínico y mezclas de los mismos, ésteres (alquílicos de 1 a 4 átomos de carbono) de ácidos naftalenomonocarboxílicos, ésteres tri-(alquílicos de 1 a 4 átomos de carbono) de ácidos tricarboxílicos aromáticos y ésteres di-(alquílicos de 1 a 4 átomos de carbono) de ácido isoftálico; (b) recuperar de la zona de absorción una corriente gaseosa residual; (c) poner en contacto la solución de anhídrido maleico en el éster de alto punto de ebullición con una corriente gaseosa que contiene hidrógeno para separar por arrastre de ese modo anhídrido maleico de la misma y para formar una corriente en fase de vapor que comprende hidrógeno y anhídrido maleico; (d) poner en contacto material de la corriente en fase de vapor de la etapa (c) en una zona de hidrogenación bajo condiciones de hidrogenación con un catalizador de hidrogenación heterogéneo para convertir de ese modo anhídrido maleico mediante hidrogenación en al menos un compuesto de 4 átomos de carbono seleccionado de butano- 1, 4-diol, -butirolactona y tetrahidrofurano; y (e) recuperar de la zona de hidrogenación una corriente de productos que contiene dicho al menos un compuesto de 4 átomos de carbono átomos de carbono.
ES98951574T 1997-11-14 1998-11-02 Procedimiento para la preparacion de butano-1,4-diol, gamma-butirolactona y tetrahidrofurano. Expired - Lifetime ES2195406T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB9724195.4A GB9724195D0 (en) 1997-11-14 1997-11-14 Process

Publications (1)

Publication Number Publication Date
ES2195406T3 true ES2195406T3 (es) 2003-12-01

Family

ID=10822149

Family Applications (1)

Application Number Title Priority Date Filing Date
ES98951574T Expired - Lifetime ES2195406T3 (es) 1997-11-14 1998-11-02 Procedimiento para la preparacion de butano-1,4-diol, gamma-butirolactona y tetrahidrofurano.

Country Status (20)

Country Link
US (1) US6204395B1 (es)
EP (1) EP1049657B1 (es)
JP (1) JP4268335B2 (es)
KR (1) KR100530781B1 (es)
CN (1) CN1132805C (es)
AR (1) AR017612A1 (es)
AU (1) AU761294B2 (es)
BR (1) BR9814141A (es)
CA (1) CA2309992A1 (es)
DE (1) DE69812429T2 (es)
ES (1) ES2195406T3 (es)
GB (1) GB9724195D0 (es)
ID (1) ID26660A (es)
MX (1) MXPA00004661A (es)
MY (1) MY118197A (es)
NO (1) NO20002472D0 (es)
SA (1) SA99191004B1 (es)
TW (1) TW460444B (es)
WO (1) WO1999025675A1 (es)
ZA (1) ZA989584B (es)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19818340A1 (de) * 1998-04-23 1999-10-28 Basf Ag Verfahren zur Herstellung von Gemischen aus 1,4-Butandiol, Tetrahydrofuran und gamma-Butyrolacton
DE10219224A1 (de) * 2002-04-30 2003-11-13 Basf Ag Verfahren zur Herstellung von gamma-Butyrolacton
GB0325526D0 (en) 2003-10-31 2003-12-03 Davy Process Techn Ltd Process
GB0421928D0 (en) * 2004-10-01 2004-11-03 Davy Process Techn Ltd Process
KR101822035B1 (ko) 2011-06-09 2018-01-25 마이크로마이다스, 인코포레이티드 치환된 푸란을 제조하기 위한 바이오매스의 변환을 위한 다상 반응기의 이용
TW201431844A (zh) 2012-10-26 2014-08-16 Micromidas Inc 用以製造５－（鹵甲基）糠醛之方法
SG11201507352YA (en) 2013-03-14 2015-10-29 Micromidas Inc Methods for purifying 5-(halomethyl)furfural
KR102301973B1 (ko) 2013-03-14 2021-09-14 마이크로마이다스, 인코포레이티드 5-(할로메틸) 푸르푸랄의 고체 형태 및 이것의 제조 방법
BR112016005974B8 (pt) 2013-09-20 2022-12-06 Micromidas Inc Métodos para produção de 5-(halometil) furfural
CN117580827A (zh) * 2021-06-25 2024-02-20 Cj第一制糖株式会社 用于生产四氢呋喃、γ-丁内酯或1,4-丁二醇的方法
KR102604948B1 (ko) * 2021-06-25 2023-11-23 씨제이제일제당(주) 테트라하이드로퓨란, 감마부티로락톤 또는 1,4-부탄디올의 제조 방법
US20240287011A1 (en) * 2021-06-25 2024-08-29 Cj Cheiljedang Corporation Method for producing tetrahydrofuran, gamma-butyrolactone, or 1,4-butanediol

Family Cites Families (27)

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Publication number Priority date Publication date Assignee Title
US2638481A (en) 1950-05-26 1953-05-12 Hercules Powder Co Ltd Maleic acid manufacture
GB727828A (en) 1952-12-09 1955-04-06 Chempatents Inc Recovery of polycarboxylic acid anhydrides
GB763339A (en) 1953-03-23 1956-12-12 Chempatents Inc Improvements in recovery of maleic and phthalic acid anhydrides
FR1089012A (fr) 1953-10-08 1955-03-14 Chempatents Procédé de récupération des anhydrides d'acides polycarboxyliques à partir de mélanges gazeux dilués
BE547079A (es) 1955-04-20
US2893924A (en) 1956-04-17 1959-07-07 Saint Gobain Separation and purification of anhydrides of organic diacids
US3040059A (en) 1959-07-02 1962-06-19 Foster Wheeler Corp Recovery of the anhydrides of polycarboxylic acids
BE792879A (fr) 1971-12-17 1973-03-30 Chevron Res Procede d'isolement de l'anhydride maleique
US3891680A (en) 1972-11-29 1975-06-24 Chevron Res Maleic anhydride recovery using nonaqueous medium
US3850758A (en) 1973-07-02 1974-11-26 Allied Chem Purification of crude maleic anhydride by treatment with dimethylbenzophenone
DE2444824A1 (de) 1974-09-19 1976-04-08 Basf Ag Verfahren zur gewinnung von maleinsaeureanhydrid
US4071540A (en) 1976-07-08 1978-01-31 Chevron Research Company Anhydride separation process
US4118403A (en) 1976-11-18 1978-10-03 Monsanto Company Recovery of maleic anhydride
GB8331793D0 (en) 1983-11-29 1984-01-04 Davy Mckee Ltd Process
WO1986003189A1 (en) 1984-11-21 1986-06-05 Davy Mckee (London) Limited Process for the production of butane-1,4-diol
GB8618890D0 (en) 1986-08-01 1986-09-10 Davy Mckee Ltd Process
EP0277168A1 (en) 1986-08-01 1988-08-10 DAVY McKEE (LONDON) LIMITED PROCESS FOR THE CO-PRODUCTION OF BUTANE-1,4-DIOL AND $i(GAMMA)-BUTYROLACTONE
GB8717992D0 (en) 1987-07-29 1987-09-03 Davy Mckee Ltd Process
GB8717993D0 (en) 1987-07-29 1987-09-03 Davy Mckee Ltd Process
JP2596604B2 (ja) 1988-12-14 1997-04-02 東燃株式会社 １，４−ブタンジオールおよびテトラヒドロフランの製造方法
GB8917859D0 (en) 1989-08-04 1989-09-20 Davy Mckee London Process
GB8917862D0 (en) 1989-08-04 1989-09-20 Davy Mckee London Process
GB8917864D0 (en) 1989-08-04 1989-09-20 Davy Mckee London Process
US5347021A (en) 1990-04-16 1994-09-13 Isp Investments Inc. Process of vapor phase catalytic hydrogenation of maleic anhydride to gamma-butyrolactone in high conversion and high selectivity using an activated catalyst
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ZA973971B (en) * 1996-05-15 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.
US5869700A (en) * 1997-02-21 1999-02-09 Exxon Chemical Patents Inc. Method for recovering phthalic anhydride/maleic anhydride mixtures by distillation

Also Published As

Publication number Publication date
KR100530781B1 (ko) 2005-11-23
DE69812429D1 (de) 2003-04-24
ZA989584B (en) 1999-08-25
KR20010032013A (ko) 2001-04-16
US6204395B1 (en) 2001-03-20
JP2001523656A (ja) 2001-11-27
MXPA00004661A (es) 2003-08-20
NO20002472L (no) 2000-05-12
BR9814141A (pt) 2000-10-03
CN1281424A (zh) 2001-01-24
EP1049657B1 (en) 2003-03-19
AU9753398A (en) 1999-06-07
CN1132805C (zh) 2003-12-31
SA99191004B1 (ar) 2006-10-04
JP4268335B2 (ja) 2009-05-27
ID26660A (id) 2001-01-25
AU761294B2 (en) 2003-05-29
AR017612A1 (es) 2001-09-12
WO1999025675A1 (en) 1999-05-27
DE69812429T2 (de) 2003-08-14
GB9724195D0 (en) 1998-01-14
NO20002472D0 (no) 2000-05-12
MY118197A (en) 2004-09-30
EP1049657A1 (en) 2000-11-08
TW460444B (en) 2001-10-21
CA2309992A1 (en) 1999-05-27

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