GB861712A - Process for preparing esters and polyesters of dicarboxylic acids and glycols - Google Patents

Process for preparing esters and polyesters of dicarboxylic acids and glycols

Info

Publication number
GB861712A
GB861712A GB9719/59A GB971959A GB861712A GB 861712 A GB861712 A GB 861712A GB 9719/59 A GB9719/59 A GB 9719/59A GB 971959 A GB971959 A GB 971959A GB 861712 A GB861712 A GB 861712A
Authority
GB
United Kingdom
Prior art keywords
ester
glycol
interchange
uranyl
uranium
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
GB9719/59A
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.)
Goodyear Tire and Rubber Co
Original Assignee
Goodyear Tire and Rubber 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 Goodyear Tire and Rubber Co filed Critical Goodyear Tire and Rubber Co
Publication of GB861712A publication Critical patent/GB861712A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/03Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

In the manufacture of polyesters by the polycondensation of a bis-glycol ester of a dicarboxylic acid (or a low molecular weight polyester thereof), there is used as a catalyst a uranium compound such as uranium oxide, uranyl nitrate, uranyl sulphate, uranium tetrachloride, uranium tetrafluoride, uranyl fluoride, uranyl acetate or sodium manganese uranyl acetate. The bis-glycol ester is preferably made by an ester interchange method and the uranium compound may also be used as the catalyst for this reaction if, desired together with another ester interchange catalyst, e.g. zinc acetate, manganous acetate, or a mixture of manganous acetate with sodium methoxide or zinc acetate. The uranium compound may react with the glycol during the ester-interchange reaction to form the glycollate which acts as the effective catalyst. Specified dicarboxylic acids are phthalic, isophthalic, terephthalic, naphthalic, sebacic, adipic or azelaic acids or mixtures of isophthalic and terephthalic acids and in the ester interchange reaction they may be used in the form of their dialkyl or diphenyl esters. Specified glycols are ethylene glycol, the propylene glycols, hexamethylene glycol, diethylene glycol and 2,2-bis - [4 - (hexahydroxy ethoxy)phenyl] - propane. The last mentioned glycol may be made to undergo ester interchange with bis-(betahydroxy ethyl)terephthalate. The examples describe the manufacture of polyesters by reacting ethylene glycol with dimethyl terephthalate or a mixture thereof with dimethyl isophthalate.ALSO:In the manufacture of bis-glycol esters of dicarboxylic acids by an ester-interchange reaction, there is used as a catalyst a uranium compound, for example uranium oxide, uranyl nitrate, uranyl sulphate, uranium tetrachloride, uranium tetrafluoride, uranyl fluoride, uranyl acetate or sodium manganese uranyl acetate. The uranium compound may react with the glycol during the ester-interchange to form the glycollate which acts as the effective catalyst. As an additional ester-interchange catalyst there may be used zinc acetate, manganous acetate, or a mixture of manganous acetate with sodium methoxide or zinc acetate. Ester interchange reactions referred to are those between the dimethyl, diethyl, dipropyl, dibutyl and diphenyl esters of phthalic, isophthalic, terephthalic, naphthalic, sebacic, adipic and azelaic acids and ethylene glycol, the propylene glycols, hexamethylene glycol, diethylene glycol and 2,2-bis[4-betahydroxy ethoxy)phenyl] propane. The last mentioned glycol may be made to undergo ester-exchange with bis(betahydroxyethyl) terephthalate. The examples describe este-interchange reactions between ethylene glycol and dimethyl terephthalate or a mixture thereof with dimethyl isophthalate. The ester-interchange products are polycondensed to high molecular weight polyesters (see Group IV (a)).
GB9719/59A 1958-08-06 1959-03-20 Process for preparing esters and polyesters of dicarboxylic acids and glycols Expired GB861712A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US861712XA 1958-08-06 1958-08-06

Publications (1)

Publication Number Publication Date
GB861712A true GB861712A (en) 1961-02-22

Family

ID=22196758

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9719/59A Expired GB861712A (en) 1958-08-06 1959-03-20 Process for preparing esters and polyesters of dicarboxylic acids and glycols

Country Status (1)

Country Link
GB (1) GB861712A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104607242B (en) * 2013-11-01 2017-07-04 宁波大学 A kind of 5 Hydroxy M Phthalic Acid Complexes of Uranyl photochemical catalysts

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104607242B (en) * 2013-11-01 2017-07-04 宁波大学 A kind of 5 Hydroxy M Phthalic Acid Complexes of Uranyl photochemical catalysts

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