GB1119897A - Process for preparing glycol monoesters - Google Patents

Process for preparing glycol monoesters

Info

Publication number
GB1119897A
GB1119897A GB4767666A GB4767666A GB1119897A GB 1119897 A GB1119897 A GB 1119897A GB 4767666 A GB4767666 A GB 4767666A GB 4767666 A GB4767666 A GB 4767666A GB 1119897 A GB1119897 A GB 1119897A
Authority
GB
United Kingdom
Prior art keywords
acid
sterically hindered
acetic acid
carboxylic acid
neo
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
Application number
GB4767666A
Inventor
Alfred John Rutkowski
Myron Coopersmith
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering Co
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 Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of GB1119897A publication Critical patent/GB1119897A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
    • C07C69/28—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with dihydroxylic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/24—Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran
    • C07C67/26—Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran with an oxirane ring

Landscapes

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

Abstract

Glycol monoesters are obtained by reacting a 1,2-alkylene oxide with a sterically hindered carboxylic acid (as defined below) in the presence of an anhydrous catalyst at a temperature of 140-200 DEG C. The sterically hindered carboxylic acid is defined as a carboxylic acid having a tertiary carbon atom in the alpha, beta or gamma position with respect to the carboxyl group and the reaction is suitably effected at a pressure between atmospheric and 100 p.s.i.g. Many sterically hindered carboxylic acids are specified and in specific examples, employing sodium hydroxide as the catalyst, ethylene oxide is reacted with neo-decanoic acid, trimethyl acetic acid, 2,2,6,6-tetramethyl pimelic acid, dimethyl - cyclohexyl - acetic acid and dimethyl phenyl acetic acid and propylene oxide is reacted with neo-decanoic acid; some diesters and polyalkylene oxide esters are also obtained.
GB4767666A 1966-11-08 1966-10-24 Process for preparing glycol monoesters Expired GB1119897A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEE0032803 1966-11-08

Publications (1)

Publication Number Publication Date
GB1119897A true GB1119897A (en) 1968-07-17

Family

ID=7075839

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4767666A Expired GB1119897A (en) 1966-11-08 1966-10-24 Process for preparing glycol monoesters

Country Status (2)

Country Link
DE (1) DE1568477A1 (en)
GB (1) GB1119897A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0178913A2 (en) * 1984-10-15 1986-04-23 Exxon Research And Engineering Company Preparing glycol monoesters
US4656214A (en) * 1984-10-16 1987-04-07 Exxon Research & Engineering Co. Stain resistant plasticizers and compositions
US4722811A (en) * 1984-10-15 1988-02-02 Exxon Research & Engineering Co. Process for preparing glycol monoesters
FR2838049A1 (en) * 2002-04-03 2003-10-10 Oreal Composition useful as a cosmetic make-up or care product has a fatty phase comprising a polyol ester of a trisubstituted acetic acid
WO2017012873A1 (en) * 2015-07-20 2017-01-26 Evonik Degussa Gmbh Novel shrinkage-reducing agents for mineral binders

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0178913A2 (en) * 1984-10-15 1986-04-23 Exxon Research And Engineering Company Preparing glycol monoesters
EP0178913A3 (en) * 1984-10-15 1987-06-10 Exxon Research And Engineering Company Preparing glycol monoesters
US4722811A (en) * 1984-10-15 1988-02-02 Exxon Research & Engineering Co. Process for preparing glycol monoesters
US4656214A (en) * 1984-10-16 1987-04-07 Exxon Research & Engineering Co. Stain resistant plasticizers and compositions
FR2838049A1 (en) * 2002-04-03 2003-10-10 Oreal Composition useful as a cosmetic make-up or care product has a fatty phase comprising a polyol ester of a trisubstituted acetic acid
WO2017012873A1 (en) * 2015-07-20 2017-01-26 Evonik Degussa Gmbh Novel shrinkage-reducing agents for mineral binders
RU2718886C2 (en) * 2015-07-20 2020-04-15 Зика Текнолоджи Аг Reducing shrinkage agents for mineral binding substances

Also Published As

Publication number Publication date
DE1568477A1 (en) 1970-03-19

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