GB1066781A - Phthalate polyesters - Google Patents

Phthalate polyesters

Info

Publication number
GB1066781A
GB1066781A GB27646/64A GB2764664A GB1066781A GB 1066781 A GB1066781 A GB 1066781A GB 27646/64 A GB27646/64 A GB 27646/64A GB 2764664 A GB2764664 A GB 2764664A GB 1066781 A GB1066781 A GB 1066781A
Authority
GB
United Kingdom
Prior art keywords
resins
acid
biphenyl
hydroxyphenyl
bisphenol
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
GB27646/64A
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.)
General Electric Co
Original Assignee
General Electric 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
Priority claimed from US29451163 external-priority patent/US3309334A/en
Priority claimed from US294512A external-priority patent/US3259816A/en
Application filed by General Electric Co filed Critical General Electric Co
Publication of GB1066781A publication Critical patent/GB1066781A/en
Expired legal-status Critical Current

Links

Classifications

    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01BCABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B3/00Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
    • H01B3/18Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
    • H01B3/30Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
    • H01B3/42Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes polyesters; polyethers; polyacetals
    • 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
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/06Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
    • 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
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/60Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds
    • C08G63/605Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds the hydroxy and carboxylic groups being bound to aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Paints Or Removers (AREA)

Abstract

A phthalate polyester of a bis-(hydroxyphenyl) alkane in which the phenyl nucleus contains 0-2 C1- 8 alkyl substituents, and the alkane group contains 1-5 carbon atoms, the phthalate radicals being 50-100% isophthalate and 50-0% terephthalate, which is coesterified with 1-15 mol. per cent (based on the total mols. of bisphenol and diphenolic acid) of a diphenolic acid of formula <FORM:1066781/C3/1> wherein n is 0, 1 or 2, R1 is C1- 8 alkyl group, R2 is an alkyl group, and R3 is an alkylene group of at least 2 carbon atoms, the hydroxy group being para-substituted when n is 0, is prepared by the reaction of a lower alkyl monocarboxylic acid ester of the bis-(hydroxyphenyl) alkane with a lower alkyl monocarboxylic acid ester of the diphenolic acid and the phthalic acid mixture. The reaction is conducted in a solvent boiling at 210-280 DEG C. at a temperature between 210 DEG C. and the reflux temperature. Suitable solvents are biphenyl, diphenyl ether or cresol. The product may be obtained as a solid mixture of polyester and biphenyl or diphenyl ether, which may be used as such or be extracted with e.g. benzene, toluene or acetone to remove the biphenyl or diphenyl ether, or it may be diluted before cooling with e.g. cresol or dimethylacetamide, benzonitrile, or N-methyl pyrrolidone, with or without hydrocarbon diluents, to give a homogeneous solution at room temperature. A molar ratio of total hydroxy groups to total carboxylic acid groups in the ester of 1-1.05: 1 is preferred. In examples polyesters are prepared from the diacetate of 2,2-bis-(4-hydroxyphenyl) propane and 1, 3 or 5 mol. per cent of the diacetate of 4,4 - bis - (4 - hydroxyphenyl) pentanoic acid and a phthalic acid mixture containing 0, 5, 10, 20 or 50% of terephthalic acid in biphenyl or diphenyl ether solvent amounting to 40 or 50 wt. per cent of the mixture. To these mixtures cresol is added to give solutions of 10, 15 or 20 wt. per cent polymer solids content. The use of 2,2 - bis - (3 - methyl - 4 - hydroxyphenyl) propane and 4,4 - bis - (2 - methyl - 4 - hydroxyphenyl) pentanoic acid is also described. Uses.-Insulating varnishes and tapes for electrical conductors.ALSO:A bisphenol/isophthalic acid polyester, prepared in biphenyl solution, may be dissolved in cresol to give a solution which may be used to impregnate asbestos cloth. The cloth is then heated to drive off cresol and biphenyl and may be used as electrically insulating tape or sheet. The bisphenol is a diphenylolalkane containing 1-15 mole % of a diphenolic and the isophthalic acid may contain up to 50 mole % terephthalic acid. In Example 6 the polyester derives from bisphenol A, 4:4-diphenylol-pentanoic acid and isophthalic acid.ALSO:A bisphenol/isophthalic acid polyester prepared in biphenyl solution, may be dissolved in, an organic solvent giving a solution which may be used to impregnate glass and asbestos cloth. The cloth is then heated to drive off the solvent and used as electrically insulating tape or sheet. The bisphenol is a diphenlolalkane containing 1-15 mol % of a diphenolic acid, and the isophthalic acid may contain up to 50 mole % terephthalic acid. Suitable solvents are cresols, dimethylacetamide, benzonitrile and N-methyl pyrrolidone. The esters may also be used to coat electrical conductors such as copper wire. The esters may be mixed with ether resins such as melamine-formaldehyde resins, epoxide resins, phenol-formaldehyde resins, aniline-formaldehyde resins, urea-formaldehyde resins, silicone resins, cellulose acetal resins, polyamide resins, vinyl resins, ethylene resins, styrene resins, butadiene-styrene resins, polylarbonate resins and polyimide resins. Coatings of another synthetic plastic may be applied before or after the polyester coating.
GB27646/64A 1963-07-12 1964-07-03 Phthalate polyesters Expired GB1066781A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US29451163 US3309334A (en) 1963-07-12 1963-07-12 Polymeric copolyesters of phthalic acids, a bis-(hydroxyphenyl)alkane and a diphenolic acid
US294512A US3259816A (en) 1963-07-12 1963-07-12 Electrical capacitor with a plastic dielectric
FR981240A FR1417149A (en) 1963-07-12 1964-07-09 Improvements to synthetic polyester resins

Publications (1)

Publication Number Publication Date
GB1066781A true GB1066781A (en) 1967-04-26

Family

ID=27248129

Family Applications (1)

Application Number Title Priority Date Filing Date
GB27646/64A Expired GB1066781A (en) 1963-07-12 1964-07-03 Phthalate polyesters

Country Status (2)

Country Link
FR (1) FR1417149A (en)
GB (1) GB1066781A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2211202A1 (en) * 1971-03-08 1972-10-19 Sumitomo Chemical Co Thermoplastic compositions based on polycarbonates and processes for their production

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2211202A1 (en) * 1971-03-08 1972-10-19 Sumitomo Chemical Co Thermoplastic compositions based on polycarbonates and processes for their production

Also Published As

Publication number Publication date
FR1417149A (en) 1965-11-12

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