ES2194356T3 - Procedimiento para preparar gamma-butirolactona, butano-1,4-diol y tetrahidrofurano. - Google Patents
Procedimiento para preparar gamma-butirolactona, butano-1,4-diol y tetrahidrofurano.Info
- Publication number
- ES2194356T3 ES2194356T3 ES98951579T ES98951579T ES2194356T3 ES 2194356 T3 ES2194356 T3 ES 2194356T3 ES 98951579 T ES98951579 T ES 98951579T ES 98951579 T ES98951579 T ES 98951579T ES 2194356 T3 ES2194356 T3 ES 2194356T3
- Authority
- ES
- Spain
- Prior art keywords
- carbon atoms
- alkyl
- maleate
- hydrogenation
- esters
- 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
Links
Classifications
-
- 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
- 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
- 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
- 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
- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (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 un maleato de di-alquilo(de 1 a 4 átomos de carbono) en presencia de un catalizador de hidrogenación de éster en partículas, 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 éster 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 maleato de di-(alquilo de 1 a 4 átomos de carbono) 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) de ácido 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) hacer reaccionar anhídrido maleico en la solución de anhídrido maleico de la etapa (a) bajo condiciones de esterificación en una zona de esterificación con un alcanol de 1 a 4 átomos de carbono para formar el maleato de di-(alquilo de 1 a 4 átomos de carbono) correspondiente; (d) recuperar de la zona de esterificación una solución del maleato de di-(alquilo de 1 a 4 átomos de carbono) en el éster de alto punto de ebullición; (e) poner en contacto la solución del maleato de di- (alquilo de 1 a 4 átomos de carbono) en el éster de alto puntode ebullición con una corriente gaseosa que contiene hidrógeno, para separar de ese modo por arrastre maleato de di-(alquilo de 1 a 4 átomos de carbono) del mismo y formar una corriente en fase de vapor que comprende hidrógeno y maleato de di-(alquilo de 1 a 4 átomos de carbono); (f) poner en contacto el material de la corriente en fase de vapor la etapa (e) en una zona de hidrogenación bajo condiciones de hidrogenación de ésteres con un catalizador de hidrogenación de ésteres heterogéneo, para convertir de ese modo maleato de di-(alquilo de 1 a 4 átomos de carbono) mediante hidrogenación en al menos un compuesto de 4 átomos de carbono seleccionado de butano- 1, 4-diol, -butirolactona y tetrahidrofurano; y (g) recuperar de la zona de hidrogenación una corriente de productos que contiene dicho al menos un compuesto de 4 átomos de carbono.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9724004.8A GB9724004D0 (en) | 1997-11-13 | 1997-11-13 | Process |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2194356T3 true ES2194356T3 (es) | 2003-11-16 |
Family
ID=10822029
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES98951579T Expired - Lifetime ES2194356T3 (es) | 1997-11-13 | 1998-11-02 | Procedimiento para preparar gamma-butirolactona, butano-1,4-diol y tetrahidrofurano. |
Country Status (19)
Country | Link |
---|---|
US (1) | US6239292B1 (es) |
EP (1) | EP1030830B1 (es) |
JP (1) | JP4205857B2 (es) |
KR (1) | KR100520472B1 (es) |
CN (1) | CN1125026C (es) |
AR (1) | AR013763A1 (es) |
AU (1) | AU751187B2 (es) |
BR (1) | BR9814185A (es) |
CA (1) | CA2309997A1 (es) |
DE (1) | DE69811935T2 (es) |
ES (1) | ES2194356T3 (es) |
GB (1) | GB9724004D0 (es) |
ID (1) | ID25468A (es) |
MY (1) | MY127875A (es) |
NO (1) | NO20002473L (es) |
SA (1) | SA99191005B1 (es) |
TW (1) | TW444007B (es) |
WO (1) | WO1999025678A1 (es) |
ZA (1) | ZA989588B (es) |
Families Citing this family (16)
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 |
US6194587B1 (en) * | 1999-08-19 | 2001-02-27 | Scientific Design Company, Inc. | Production of maleic anhydride |
GB0325530D0 (en) | 2003-10-31 | 2003-12-03 | Davy Process Techn Ltd | Process |
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 |
CN100400162C (zh) * | 2006-10-19 | 2008-07-09 | 复旦大学 | 一种用于马来酸二甲酯加氢制备1,4-丁二醇的催化剂的制备方法 |
KR101001332B1 (ko) | 2008-06-12 | 2010-12-14 | 이수화학 주식회사 | 감마부티로락톤의 제조방법 |
KR101042091B1 (ko) * | 2009-01-13 | 2011-06-16 | 한국항공우주산업 주식회사 | 인서트 플러그 체결 치구 및 그를 이용한 인서트 플러그 체결 방법 |
GB0906031D0 (en) * | 2009-04-07 | 2009-05-20 | Davy Process Techn Ltd | Process |
KR20150080037A (ko) | 2011-06-08 | 2015-07-08 | 바이오젠 엠에이 인코포레이티드 | 고순도 및 결정질 다이메틸 푸마레이트의 제조 방법 |
IN2014MN01013A (es) | 2011-11-25 | 2015-07-03 | Conser Spa | |
GB201504948D0 (en) * | 2015-03-24 | 2015-05-06 | Johnson Matthey Davy Technologies Ltd | Process |
CN107473966B (zh) * | 2017-08-29 | 2021-01-05 | 南京雪郎化工科技有限公司 | 一种马来酸二甲酯的生产方法 |
WO2022190141A1 (en) | 2021-03-12 | 2022-09-15 | Conser S.P.A. | Process for the co-production of dialkyl succinate and 1,4-butanediol by hydrogenating dialkyl maleate in two stages. |
EP4361133A1 (en) * | 2021-06-25 | 2024-05-01 | CJ Cheiljedang Corporation | Method for producing tetrahydrofuran, gamma-butyrolactone, or 1,4-butanediol |
KR102604948B1 (ko) * | 2021-06-25 | 2023-11-23 | 씨제이제일제당(주) | 테트라하이드로퓨란, 감마부티로락톤 또는 1,4-부탄디올의 제조 방법 |
Family Cites Families (29)
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 |
NL98195C (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 |
BR8507068A (pt) | 1984-11-21 | 1987-07-14 | Davy Mckee London | Processo para a producao de butano-1,4-diol |
GB8514002D0 (en) | 1985-06-04 | 1985-07-10 | Davy Mckee Ltd | Process |
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 |
GB8618888D0 (en) | 1986-08-01 | 1986-09-10 | Davy Mckee Ltd | Process |
GB8717993D0 (en) | 1987-07-29 | 1987-09-03 | Davy Mckee Ltd | Process |
GB8717992D0 (en) | 1987-07-29 | 1987-09-03 | Davy Mckee Ltd | Process |
US4932104A (en) | 1988-09-30 | 1990-06-12 | Adolf Kowal | Separable buckle |
JP2921977B2 (ja) * | 1989-01-17 | 1999-07-19 | デイヴイ・プロセス・テクノロジー・リミテッド | プロセス及び装置 |
GB8917862D0 (en) | 1989-08-04 | 1989-09-20 | Davy Mckee London | Process |
GB8917859D0 (en) | 1989-08-04 | 1989-09-20 | Davy Mckee London | Process |
GB8917864D0 (en) | 1989-08-04 | 1989-09-20 | Davy Mckee London | Process |
US5916746A (en) * | 1996-05-09 | 1999-06-29 | Kirkegaard & Perry Laboratories, Inc. | Formazan-based immunoassay |
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. |
KR100464609B1 (ko) * | 1996-05-14 | 2005-04-20 | 바스프 악티엔게젤샤프트 | 1,4-부탄디올,감마-부티로락톤및테트라하이드로푸란의제조방법 |
-
1997
- 1997-11-13 GB GBGB9724004.8A patent/GB9724004D0/en not_active Ceased
-
1998
- 1998-10-15 MY MYPI98004722A patent/MY127875A/en unknown
- 1998-10-21 ZA ZA989588A patent/ZA989588B/xx unknown
- 1998-10-29 TW TW087117974A patent/TW444007B/zh not_active IP Right Cessation
- 1998-11-02 BR BR9814185-6A patent/BR9814185A/pt not_active Application Discontinuation
- 1998-11-02 KR KR10-2000-7005133A patent/KR100520472B1/ko not_active IP Right Cessation
- 1998-11-02 EP EP98951579A patent/EP1030830B1/en not_active Expired - Lifetime
- 1998-11-02 CA CA002309997A patent/CA2309997A1/en not_active Abandoned
- 1998-11-02 WO PCT/GB1998/003264 patent/WO1999025678A1/en active IP Right Grant
- 1998-11-02 DE DE69811935T patent/DE69811935T2/de not_active Expired - Lifetime
- 1998-11-02 AU AU97538/98A patent/AU751187B2/en not_active Ceased
- 1998-11-02 US US09/554,194 patent/US6239292B1/en not_active Expired - Lifetime
- 1998-11-02 CN CN98811037A patent/CN1125026C/zh not_active Expired - Fee Related
- 1998-11-02 ID IDW20000873A patent/ID25468A/id unknown
- 1998-11-02 ES ES98951579T patent/ES2194356T3/es not_active Expired - Lifetime
- 1998-11-02 JP JP2000521063A patent/JP4205857B2/ja not_active Expired - Fee Related
- 1998-11-13 AR ARP980105755A patent/AR013763A1/es active IP Right Grant
-
1999
- 1999-01-26 SA SA99191005A patent/SA99191005B1/ar unknown
-
2000
- 2000-05-12 NO NO20002473A patent/NO20002473L/no not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
CA2309997A1 (en) | 1999-05-27 |
CN1125026C (zh) | 2003-10-22 |
GB9724004D0 (en) | 1998-10-21 |
KR100520472B1 (ko) | 2005-10-11 |
DE69811935T2 (de) | 2004-02-12 |
EP1030830B1 (en) | 2003-03-05 |
WO1999025678A1 (en) | 1999-05-27 |
DE69811935D1 (de) | 2003-04-10 |
ZA989588B (en) | 1999-06-01 |
ID25468A (id) | 2000-10-05 |
NO20002473D0 (no) | 2000-05-12 |
AU751187B2 (en) | 2002-08-08 |
AU9753898A (en) | 1999-06-07 |
CN1280558A (zh) | 2001-01-17 |
US6239292B1 (en) | 2001-05-29 |
MY127875A (en) | 2006-12-29 |
BR9814185A (pt) | 2000-10-03 |
SA99191005B1 (ar) | 2006-10-02 |
KR20010032015A (ko) | 2001-04-16 |
AR013763A1 (es) | 2001-01-10 |
TW444007B (en) | 2001-07-01 |
EP1030830A1 (en) | 2000-08-30 |
JP4205857B2 (ja) | 2009-01-07 |
JP2001523657A (ja) | 2001-11-27 |
NO20002473L (no) | 2000-05-12 |
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