GB816215A - Improvements in or relating to the production of polymeric esters by ester-interchange reactions - Google Patents

Improvements in or relating to the production of polymeric esters by ester-interchange reactions

Info

Publication number
GB816215A
GB816215A GB18380/55A GB1838055A GB816215A GB 816215 A GB816215 A GB 816215A GB 18380/55 A GB18380/55 A GB 18380/55A GB 1838055 A GB1838055 A GB 1838055A GB 816215 A GB816215 A GB 816215A
Authority
GB
United Kingdom
Prior art keywords
zinc
ester
glycol
cadmium
manganese
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
GB18380/55A
Inventor
Ferdinand Leonard Schouteden
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.)
Gevaert Photo Producten NV
Original Assignee
Gevaert Photo Producten NV
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 Gevaert Photo Producten NV filed Critical Gevaert Photo Producten NV
Publication of GB816215A publication Critical patent/GB816215A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/04Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78Preparation processes
    • C08G63/82Preparation processes characterised by the catalyst used
    • C08G63/83Alkali metals, alkaline earth metals, beryllium, magnesium, copper, silver, gold, zinc, cadmium, mercury, manganese, or compounds thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78Preparation processes
    • C08G63/82Preparation processes characterised by the catalyst used
    • C08G63/85Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/49Esterification or transesterification

Landscapes

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

Abstract

A process for the production of polymeric esters involving ester-interchange reactions comprises heating an alkyl ester of an aromatic dicarboxylic acid having 1-4 carbon atoms in the alkyl group with a diol in the presence of a catalyst consisting of a lead, zinc, cadmium or manganese salt of the monoalkyl ester of a phenylene dicarboxylic acid in which the alkyl group contains 1-4 carbon atoms. A polycondensation catalyst, e.g. a glycolate such as antimony or boron glycolate, may be added to the reaction mixture. In examples: A polyethyleneterephthalate is obtained by heating dimethyl terephthalate with glycol in the presence of zinc monomethylterephthalate until evolution of methanol ceases, and cooling the product under nitrogen (1); in a similar process antimony glycolate is employed as an additional catalyst (2); a polymer is obtained by similarly treating dimethylisophthalate and glycol in the presence of manganese monomethylterephthalate and boron glycolate (3); in a process similar to (1) dimethylisophthalate and glycol are reacted in the presence of zinc monomethyl isophthalate (4); and a polymer is obtained by heating the dimethyl ester of di-(p-carboxyphenyl)-sulphone with glycol and di-glycol in the presence of cadmium monomethylterephthalate and lead oxide. In Example (2) the process is carried out under steadily increasing vacuum or under vacuum and in the presence of a nitrogen current alternately. Specification 805,534 is referred to.ALSO:Lead, zinc, cadmium or manganese salts of monoalkyl esters of phenylene dicarboxylic acids in which the alkyl groups contain 1-4 carbon atoms for use in polymer-forming ester-interchange reactions (see Group IV (a)) are prepared by reacting the respective ammonium mono-alkyl phenylene dicarboxylates with water-soluble salts of lead, zinc, cadmium or manganese. In an example the monomethyl ester of terephthalic acid is dissolved in ammonium hydroxide solution and an aqueous solution of zinc acetate, cadmium nitrate, lead acetate, or manganese sulphate is added to the solution. Zinc monomethyl isophthalate is similarly prepared. Specification 805,534 is referred to.
GB18380/55A 1955-06-24 1955-06-24 Improvements in or relating to the production of polymeric esters by ester-interchange reactions Expired GB816215A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1151748X 1955-06-24

Publications (1)

Publication Number Publication Date
GB816215A true GB816215A (en) 1959-07-08

Family

ID=10877995

Family Applications (1)

Application Number Title Priority Date Filing Date
GB18380/55A Expired GB816215A (en) 1955-06-24 1955-06-24 Improvements in or relating to the production of polymeric esters by ester-interchange reactions

Country Status (4)

Country Link
BE (1) BE548878A (en)
FR (1) FR1151748A (en)
GB (1) GB816215A (en)
NL (2) NL94274C (en)

Also Published As

Publication number Publication date
NL94274C (en)
BE548878A (en) 1900-01-01
FR1151748A (en) 1958-02-05
NL208302A (en)

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