GB2345911A - Continuous process for the production of carboxylic acid esters of alkylene glycol monoalkyl ethers - Google Patents

Continuous process for the production of carboxylic acid esters of alkylene glycol monoalkyl ethers

Info

Publication number
GB2345911A
GB2345911A GB0009596A GB0009596A GB2345911A GB 2345911 A GB2345911 A GB 2345911A GB 0009596 A GB0009596 A GB 0009596A GB 0009596 A GB0009596 A GB 0009596A GB 2345911 A GB2345911 A GB 2345911A
Authority
GB
United Kingdom
Prior art keywords
carboxylic acid
alkylene glycol
acid esters
glycol monoalkyl
monoalkyl ethers
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.)
Granted
Application number
GB0009596A
Other versions
GB2345911B (en
GB0009596D0 (en
Inventor
H Robert Gerberich
R Jay Warner
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.)
Celanese International Corp
Original Assignee
Celanese International Corp
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 Celanese International Corp filed Critical Celanese International Corp
Publication of GB0009596D0 publication Critical patent/GB0009596D0/en
Publication of GB2345911A publication Critical patent/GB2345911A/en
Application granted granted Critical
Publication of GB2345911B publication Critical patent/GB2345911B/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/48—Separation; Purification; Stabilisation; Use of additives
    • C07C67/58—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The present invention provides an improved method for the preparation of carboxylic acid esters of alkylene glycol monoalkyl ethers by the acid catalyzed esterification of the monoalkyl ether with a carboxylic acid. In a preferred embodiment of the invention, the carboxylic acid and alcohol are reacted in a reactor/column and the resulting ester product is distilled into an overhead decanter/extractor as a single phase. A small amount of solvent, preferably a hydrocarbon is added to the mixture causing the resulting distillate to separate into two phases, one phase containing the desired product, the other containing primarily water. The process described is applicable to both batch and continuous operation and is not constrained by the difficulty of separating closely boiling azeotropes and results in substantially higher production rates than achieved by current processes.
GB0009596A 1997-10-31 1997-10-31 Continuous process for the production of carboxylic acid esters of alkylene glycol monoalkyl ethers Expired - Lifetime GB2345911B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1997/019827 WO1999023058A1 (en) 1997-10-31 1997-10-31 Continuous process for the production of carboxylic acid esters of alkylene glycol monoalkyl ethers

Publications (3)

Publication Number Publication Date
GB0009596D0 GB0009596D0 (en) 2000-06-07
GB2345911A true GB2345911A (en) 2000-07-26
GB2345911B GB2345911B (en) 2001-07-18

Family

ID=22261983

Family Applications (1)

Application Number Title Priority Date Filing Date
GB0009596A Expired - Lifetime GB2345911B (en) 1997-10-31 1997-10-31 Continuous process for the production of carboxylic acid esters of alkylene glycol monoalkyl ethers

Country Status (6)

Country Link
JP (1) JP3986756B2 (en)
KR (1) KR100532269B1 (en)
CA (1) CA2307593C (en)
DE (2) DE19782298B4 (en)
GB (1) GB2345911B (en)
WO (1) WO1999023058A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100710832B1 (en) * 2006-03-31 2007-04-23 (주) 청도정밀화학 Improved production method of high molecular weight alkoxy poly alkylene glycol (meth)acrylate
KR101134659B1 (en) * 2010-09-06 2012-04-09 이수화학 주식회사 Preparation method of Propylene glycol monomethyl ether acetate
CN106431831B (en) * 2016-09-18 2018-12-18 昆明博鸿生物科技有限公司 A kind of synthetic method of 5E- decene-1-alcohol and acetic acid 5E- ubidecarenone
CN108129317A (en) * 2018-01-29 2018-06-08 淄博高新技术产业开发区精细化工和高分子材料研究院 A kind of method for continuously recycling PGMEA from PGMEA/ aqueous solutions using azeotropic distillation

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0105111A1 (en) * 1982-09-25 1984-04-11 Hüls Aktiengesellschaft Process for the esterification of acetic acid with alcohols having 4 or more than 4 C atoms and with glycol ethers
EP0711747A1 (en) * 1994-11-10 1996-05-15 Union Carbide Chemicals & Plastics Technology Corporation Esterification process

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59176232A (en) * 1983-03-17 1984-10-05 アトランテイツク・リツチフイ−ルド・カンパニ− Manufacture of monocarboxylic acid ester of alkyleneglycolmonoalkyl ether

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0105111A1 (en) * 1982-09-25 1984-04-11 Hüls Aktiengesellschaft Process for the esterification of acetic acid with alcohols having 4 or more than 4 C atoms and with glycol ethers
EP0711747A1 (en) * 1994-11-10 1996-05-15 Union Carbide Chemicals & Plastics Technology Corporation Esterification process

Also Published As

Publication number Publication date
CA2307593C (en) 2007-01-16
KR20010031647A (en) 2001-04-16
DE19782298T1 (en) 2000-11-30
CA2307593A1 (en) 1999-05-14
GB2345911B (en) 2001-07-18
WO1999023058A1 (en) 1999-05-14
DE19782298B4 (en) 2005-02-17
JP2001521918A (en) 2001-11-13
GB0009596D0 (en) 2000-06-07
KR100532269B1 (en) 2005-11-29
JP3986756B2 (en) 2007-10-03

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