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
Links
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 title abstract 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 title abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 8
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 8
- 238000005984 hydrogenation reaction Methods 0.000 abstract 6
- 238000009835 boiling Methods 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 4
- 239000012808 vapor phase Substances 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 238000010521 absorption reaction Methods 0.000 abstract 2
- 125000005907 alkyl ester group Chemical group 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 150000005690 diesters Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 abstract 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 abstract 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 2
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical class C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 abstract 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- -1 aromatic tricarboxylic acids Chemical class 0.000 abstract 1
- 229910002090 carbon oxide Inorganic materials 0.000 abstract 1
- 239000001530 fumaric acid Substances 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 238000009904 heterogeneous catalytic hydrogenation reaction Methods 0.000 abstract 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 1
- 239000011976 maleic acid Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000001384 succinic acid Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
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.
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 (11)
| 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 |
| CN103930411B (zh) | 2011-06-09 | 2016-08-17 | 微麦德斯公司 | 使用多相反应器转化生物质以制备取代呋喃 |
| JP2015533851A (ja) | 2012-10-26 | 2015-11-26 | マイクロマイダス，インコーポレイテッド | ５−（ハロメチル）フルフラールの生成方法 |
| SG11201507352YA (en) | 2013-03-14 | 2015-10-29 | Micromidas Inc | Methods for purifying 5-(halomethyl)furfural |
| BR112015023218A2 (pt) | 2013-03-14 | 2017-07-18 | Micromidas Inc | formas sólidas de 5- (halometil)furfural e métodos para preparar as mesmas |
| CN105764890A (zh) | 2013-09-20 | 2016-07-13 | 微麦德斯公司 | 生产5-(卤甲基)糠醛的方法 |
| WO2022270982A1 (ko) * | 2021-06-25 | 2022-12-29 | 씨제이제일제당(주) | 테트라하이드로퓨란, 감마부티로락톤 또는 1,4-부탄디올의 제조 방법 |
| KR102604948B1 (ko) * | 2021-06-25 | 2023-11-23 | 씨제이제일제당(주) | 테트라하이드로퓨란, 감마부티로락톤 또는 1,4-부탄디올의 제조 방법 |
Family Cites Families (27)
| 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 |
| 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 |
| GB8717993D0 (en) | 1987-07-29 | 1987-09-03 | Davy Mckee Ltd | Process |
| GB8717992D0 (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 |
| GB8917864D0 (en) | 1989-08-04 | 1989-09-20 | Davy Mckee London | Process |
| GB8917862D0 (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 |
| US5631387A (en) * | 1995-03-20 | 1997-05-20 | Huntsman Petrochemical Corporation | Process for the preparation and recovery of maleic anhydride |
| 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 |
-
1997
- 1997-11-14 GB GBGB9724195.4A patent/GB9724195D0/en not_active Ceased
-
1998
- 1998-10-15 MY MYPI98004718A patent/MY118197A/en unknown
- 1998-10-21 ZA ZA9809584A patent/ZA989584B/xx unknown
- 1998-10-29 TW TW087117973A patent/TW460444B/zh not_active IP Right Cessation
- 1998-11-02 JP JP2000521062A patent/JP4268335B2/ja not_active Expired - Fee Related
- 1998-11-02 KR KR10-2000-7005131A patent/KR100530781B1/ko not_active IP Right Cessation
- 1998-11-02 AU AU97533/98A patent/AU761294B2/en not_active Ceased
- 1998-11-02 US US09/554,239 patent/US6204395B1/en not_active Expired - Lifetime
- 1998-11-02 CA CA002309992A patent/CA2309992A1/en not_active Abandoned
- 1998-11-02 DE DE69812429T patent/DE69812429T2/de not_active Expired - Lifetime
- 1998-11-02 MX MXPA00004661A patent/MXPA00004661A/es not_active IP Right Cessation
- 1998-11-02 CN CN988110369A patent/CN1132805C/zh not_active Expired - Fee Related
- 1998-11-02 EP EP98951574A patent/EP1049657B1/en not_active Expired - Lifetime
- 1998-11-02 WO PCT/GB1998/003257 patent/WO1999025675A1/en active IP Right Grant
- 1998-11-02 BR BR9814141-4A patent/BR9814141A/pt not_active IP Right Cessation
- 1998-11-02 ES ES98951574T patent/ES2195406T3/es not_active Expired - Lifetime
- 1998-11-02 ID IDW20000874A patent/ID26660A/id unknown
- 1998-11-13 AR ARP980105756A patent/AR017612A1/es unknown
-
1999
- 1999-01-26 SA SA99191004A patent/SA99191004B1/ar unknown
-
2000
- 2000-05-12 NO NO20002472A patent/NO20002472D0/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DE69812429D1 (de) | 2003-04-24 |
| AU761294B2 (en) | 2003-05-29 |
| JP2001523656A (ja) | 2001-11-27 |
| JP4268335B2 (ja) | 2009-05-27 |
| ZA989584B (en) | 1999-08-25 |
| BR9814141A (pt) | 2000-10-03 |
| GB9724195D0 (en) | 1998-01-14 |
| MXPA00004661A (es) | 2003-08-20 |
| DE69812429T2 (de) | 2003-08-14 |
| SA99191004B1 (ar) | 2006-10-04 |
| KR20010032013A (ko) | 2001-04-16 |
| MY118197A (en) | 2004-09-30 |
| TW460444B (en) | 2001-10-21 |
| ID26660A (id) | 2001-01-25 |
| US6204395B1 (en) | 2001-03-20 |
| EP1049657A1 (en) | 2000-11-08 |
| EP1049657B1 (en) | 2003-03-19 |
| CN1281424A (zh) | 2001-01-24 |
| KR100530781B1 (ko) | 2005-11-23 |
| CN1132805C (zh) | 2003-12-31 |
| WO1999025675A1 (en) | 1999-05-27 |
| AR017612A1 (es) | 2001-09-12 |
| NO20002472L (no) | 2000-05-12 |
| AU9753398A (en) | 1999-06-07 |
| CA2309992A1 (en) | 1999-05-27 |
| NO20002472D0 (no) | 2000-05-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2194356T3 (es) | Procedimiento para preparar gamma-butirolactona, butano-1,4-diol y tetrahidrofurano. | |
| ES2195406T3 (es) | Procedimiento para la preparacion de butano-1,4-diol, gamma-butirolactona y tetrahidrofurano. | |
| BR9709250A (pt) | Processo para preparação de gama-butirolactona, butano-1,4 diol e tetrahidrofurano | |
| MX9305629A (es) | Proceso para la preparacion oxidativa de acido adipico y otros acidos dibasicos alifaticos. | |
| ES2144472T3 (es) | Procedimiento para preparar esteres aceticos a partir del metanol. | |
| ES2164341T3 (es) | Procedimiento para la produccion de 1,4-butanodiol, gamma-butirolactona y tetrahidrofurano. | |
| ES482621A1 (es) | Procedimiento mejorado para la preparacion de acido terefta-lico. | |
| MY124354A (en) | Process for the preparation of 1,4-butanediol, butyrolactone and tetrahydrofuran | |
| AR036338A1 (es) | Proceso para la produccion de eteres, tipicamente tetrahidrofurano. | |
| CA2548372A1 (en) | Process for the production of ethers | |
| SG144711A1 (en) | Process for the simultaneous production of maleic anhydride and its hydrogenated derivatives | |
| RU2011121840A (ru) | Получение дикарбоновых кислот с повышенной регенерацией энергии | |
| ES2177033T3 (es) | Procedimiento mejorado para recuperar hidrogeno durante la produccion de acido tereftalico puro. | |
| JPS5657732A (en) | Method of recovering carboxylic acid from mixture containing glycol ester derived from carboxylic acid | |
| US2372221A (en) | Process of acetylating 2,3-butylene glycol with the impure acetic acid obtained from the pyrolytic decomposition of 2,3-butylene glycol diacetate to butadiene | |
| GB803159A (en) | Process for producing peracids from aliphatic carboxylic acids | |
| US2301827A (en) | Process of making higher aliphatic | |
| JPS56131531A (en) | Preparation of secondary alcohol | |
| ES483370A1 (es) | Procedimiento para la obtencion de esteres de diglicidilo deacido 7-oxabiciclo (4.1.0)heptan-3,4-dicarboxilico | |
| JPS5476574A (en) | Production of thiophene or its derivative | |
| KR19980081385A (ko) | 디-ｔ-부틸 숙시네이트의 제조 방법 | |
| JPS5614531A (en) | Production of polyphenylene thioether | |
| GB927048A (en) | Process for the epoxidation of compounds with olefinic double bonds | |
| US3210344A (en) | Process for making | |
| ES487596A1 (es) | Procedimiento para la obtencion de acidos dicarboxilicos pu-ros,y de sus anhidridos y-o esteres |