GB805534A - Improvements in or relating to catalytic condensation of diglycolesters of dicarboxylic acids - Google Patents

Improvements in or relating to catalytic condensation of diglycolesters of dicarboxylic acids

Info

Publication number
GB805534A
GB805534A GB7935/55A GB793555A GB805534A GB 805534 A GB805534 A GB 805534A GB 7935/55 A GB7935/55 A GB 7935/55A GB 793555 A GB793555 A GB 793555A GB 805534 A GB805534 A GB 805534A
Authority
GB
United Kingdom
Prior art keywords
ethylene glycol
ester
dimethyl
glycol
dimethyl terephthalate
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
GB7935/55A
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
Priority to GB7935/55A priority Critical patent/GB805534A/en
Priority to FR1143969D priority patent/FR1143969A/en
Publication of GB805534A publication Critical patent/GB805534A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78—Preparation processes
    • C08G63/82—Preparation processes characterised by the catalyst used
    • C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
    • C08G63/86—Germanium, antimony, or compounds thereof
    • C08G63/866—Antimony or compounds thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0201—Oxygen-containing compounds
    • B01J31/0211—Oxygen-containing compounds with a metal-oxygen link
    • B01J31/0212—Alkoxylates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78—Preparation processes
    • C08G63/82—Preparation processes characterised by the catalyst used
    • C08G63/84—Boron, aluminium, gallium, indium, thallium, rare-earth metals, or compounds thereof
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0213—Complexes without C-metal linkages
    • B01J2531/0216—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/50—Complexes comprising metals of Group V (VA or VB) as the central metal
    • B01J2531/52—Antimony
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts

Landscapes

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

Abstract

In the manufacture of linear aromatic polyesters by the polycondensation of bis-(hydroxyalkyl)-esters of aromatic dicarboxylic acids, there is used as a catalyst an antimony or boron glycol compound of formula Sb2(O-CH2-CH2-O)3 or B2(O-CH2-CH2-O)3 The catalysts are made by heating antimony oxide or boron oxide with ethylene glycol (see Group IV (b)). When the bis-(hydroxyalkyl)-ester is made by effecting ester-interchange between a dialkyl ester of an aromatic dicarboxylic acid and a glycol, there may be used as ester-interchange catalyst zinc oxide, zinc acetate or litharge. In examples, polyesters, some of which are fibre-forming, were made by reacting (1), (2), (3), (9) and (13) dimethyl terephthalate and ethylene glycol; (4) dimethyl terephthalate and 1 : 4-butane diol; (5) and (6) dimethyl terephthalate, ethylene glycol and 1 : 4-butane diol; (7) the dimethyl ester of di-(p-carboxyphenyl)-sulphone and hexane diol; (8) the dimethyl ester of o-carboxy hydrocinnamic acid and ethylene glycol; (10) dimethyl terephthalate, dimethyl isophthalate and ethylene glycol; (11) the dimethyl ester of di-(p-carboxybenzyl)-sulphone, ethylene glycol and diethylene glycol; (12) dimethyl terephthalate, the dimethyl ester of di-(p-carboxyphenyl)-sulphone and ethylene glycol. The Provisional Specification describes the preparation of a polyester from dimethyl isophthalate and ethylene glycol. Specification 740,381 is referred to.ALSO:An antimony or boron glycol compound of formula <FORM:0805534/IV (b)/1> is made by heating antimony oxide or boron oxide with ethylene glycol. The compounds may be purified by recrystallization from ethylene glycol and washing with dioxane. They are used as catalysts for making polyesters (see Group IV (a)). Specification 740,381, [Group IV (a)], is referred to.
GB7935/55A 1955-03-18 1955-03-18 Improvements in or relating to catalytic condensation of diglycolesters of dicarboxylic acids Expired GB805534A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB7935/55A GB805534A (en) 1955-03-18 1955-03-18 Improvements in or relating to catalytic condensation of diglycolesters of dicarboxylic acids
FR1143969D FR1143969A (en) 1955-03-18 1956-03-17 Process for the preparation of linear aromatic polyesters and copolyesters

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB1143969X 1955-03-18
GB7935/55A GB805534A (en) 1955-03-18 1955-03-18 Improvements in or relating to catalytic condensation of diglycolesters of dicarboxylic acids

Publications (1)

Publication Number Publication Date
GB805534A true GB805534A (en) 1958-12-10

Family

ID=26241764

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7935/55A Expired GB805534A (en) 1955-03-18 1955-03-18 Improvements in or relating to catalytic condensation of diglycolesters of dicarboxylic acids

Country Status (2)

Country Link
FR (1) FR1143969A (en)
GB (1) GB805534A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3110693A (en) * 1959-10-06 1963-11-12 Ici Ltd Manufacture of terephthalate polyesters using a manganese glycoloxide catalyst
US3160610A (en) * 1962-03-12 1964-12-08 Monsanto Co Preparation of polyesteramides with antimony glycoloxide catalyst
CN101328261B (en) * 2008-07-29 2011-01-12 南京工业大学 Preparation of high molecular weight poly(butylene succinate)
WO2013087199A1 (en) * 2011-12-16 2013-06-20 Saudi Basic Industries Corporation (Sabic) Process for synthesizing a new catalyst complex for the production of polyethylene terephthlate

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1158262B (en) * 1959-09-23 1963-11-28 Glanzstoff Ag Process for the production of poly (ethylene glycol terephthalate)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3110693A (en) * 1959-10-06 1963-11-12 Ici Ltd Manufacture of terephthalate polyesters using a manganese glycoloxide catalyst
US3160610A (en) * 1962-03-12 1964-12-08 Monsanto Co Preparation of polyesteramides with antimony glycoloxide catalyst
CN101328261B (en) * 2008-07-29 2011-01-12 南京工业大学 Preparation of high molecular weight poly(butylene succinate)
WO2013087199A1 (en) * 2011-12-16 2013-06-20 Saudi Basic Industries Corporation (Sabic) Process for synthesizing a new catalyst complex for the production of polyethylene terephthlate
US8629234B2 (en) 2011-12-16 2014-01-14 Saudi Basic Industries Corporation Process for synthesizing a new catalyst complex for the production of polyethylene terephthlate

Also Published As

Publication number Publication date
FR1143969A (en) 1957-10-08

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