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GB985936A - Polyester compositions - Google Patents

Polyester compositions

Info

Publication number
GB985936A
GB985936A GB25055/61A GB2505561A GB985936A GB 985936 A GB985936 A GB 985936A GB 25055/61 A GB25055/61 A GB 25055/61A GB 2505561 A GB2505561 A GB 2505561A GB 985936 A GB985936 A GB 985936A
Authority
GB
United Kingdom
Prior art keywords
propane diol
dimethyl
methyl
mixture
propane
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
GB25055/61A
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 GB985936A publication Critical patent/GB985936A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16Dicarboxylic acids and dihydroxy compounds
    • C08G63/18Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/181Acids containing aromatic rings
    • 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
    • C08G63/66Polyesters containing oxygen in the form of ether groups
    • C08G63/668Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/672Dicarboxylic acids and dihydroxy compounds

Landscapes

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

Abstract

The invention comprises a random linear polyester of at least one 1,3-propane diol of the formula HO-CH2-CRR1-CH2-OH in which R is an alkyl radical containing from 1 to 6 carbon atoms and R1 is hydrogen or an alkyl radical containing from 1 to 6 carbon atoms and the total number of carbon atoms in R and R1 is at least 3 and at least one acid selected from the group consisting of terephthalic acid and isophthalic acid or a random polyester of 2-methyl 1,3-propane diol or 2,2-dimethyl 1,3-propane diol and a mixture of terephthalic acid and isophthalic acid in which the ratio of terephthalic acid to isophthalic acid is in the ratio of 60:40 to 40:60. Also included are copolyesters containing terephthalate units and isophthalate units in a ratio in the range 60:40 to 40:60 and, in addition to the 2:2-alkyl substituted diol units, also ethylene glycol units (35 to 65 mol per cent of the total glycol) or 2,2-bis-[4-(BETA-hydroxyethoxy)phenyl]-propane units (40 to 60 mol per cent of the total glycol). The polyesters obtained can be soluble in toluene, xylene and methyl ethyl ketone, methyl isobutyl ketone, cyclohexanon, dioxane, nitroparaffins, chlorinated hydrocarbons. In examples the reactants and catalysts are heated at 218 DEG C. while passing a stream of nitrogen until ester interchange is complete ("first stage"). The mixture is then heated at 245 DEG C. with gradual reduction of the pressure while distilling off glycol ("second stage"), and finally at 275 DEG C. The reaction mixtures employed are (1) neopentyl glycol, ethylene glycol, dimethyl terephthalate and dimethyl isophthalate with zinc acetate and polymeric ethylene glycol titanate; (3) mixtures of first stage products from ethylene glycol and dimethyl terephthalate and 2-methyl-2-ethyl-1,3-propane diol respectively; (4) 2-methyl-2-propyl-1,3-propane diol and a first stage product from ethylene glycol and a dimethyl terphthalate-dimethyl isophthalate mixture; (5) mixture of second stage products from ethylene glycol and dimethyl isophthalate and 2,2-diethyl-1,3-propane diol and dimethyl terephthalate respectively; (7) mixture of second stage products prepared from dimethyl terephthalate and 2,2-dimethyl-1,3-propane diol and 2,2-diethyl-1,3-propane diol, respectively; (8) a similar mixture to (7) prepared from the isophthalate; (9) 2,2-bis-[4-(BETA-hydroxyethoxy)-phenyl]propane and a first stage product from 2,2-dimethyl-1,3-propane diol with a mixture of terephthalic and isophthalic acids; (10) a mixture as in (9) but using 2-methyl-2-ethyl-1,3-propane diol and 2,2-diethyl-1,3-propane diol; (11) 2-methyl-2-propyl-1,3-propane diol and dimethyl terephthalate; (12) 2-methyl-2-ethyl-1,3-propane diol, 2,2-diethyl-1,3-propane diol and dimethyl terephthalate; (13) 2-methyl-2-ethyl-1,3-propane diol, dimethyl terephthalate and dimethyl isophthalate; (14) neopentyl glycol, dimethyl terephthalate and dimethyl isophthalate; (15) neopentyl glycol, 2-methyl-2-ethyl-1,3-propane diol, dimethyl terephthalate and dimethyl isophthalate; (16) 2,2-bis-[4 - (BETA - hydroxy - ethoxy)phenyl] propane, 2-methyl-2-ethyl-1,3-propane diol, dimethyl terephthalate zinc acetate and polymeric ethylene glycol titanate.
GB25055/61A 1960-07-11 1961-07-11 Polyester compositions Expired GB985936A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US4218060A 1960-07-11 1960-07-11

Publications (1)

Publication Number Publication Date
GB985936A true GB985936A (en) 1965-03-10

Family

ID=21920477

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25055/61A Expired GB985936A (en) 1960-07-11 1961-07-11 Polyester compositions

Country Status (3)

Country Link
CH (1) CH481958A (en)
GB (1) GB985936A (en)
NL (2) NL131746C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4086212A (en) * 1975-02-22 1978-04-25 Bayer Aktiengesellschaft Poly(ethylene/alkylene) terephthalates which crystallize rapidly
US4314928A (en) 1977-02-14 1982-02-09 Bayer Aktiengesellschaft Polyethylene terephthalates which crystallize rapidly and a process for their preparation

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1560785A (en) * 1975-07-04 1980-02-13 Unilever Ltd Polyesters

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4086212A (en) * 1975-02-22 1978-04-25 Bayer Aktiengesellschaft Poly(ethylene/alkylene) terephthalates which crystallize rapidly
US4314928A (en) 1977-02-14 1982-02-09 Bayer Aktiengesellschaft Polyethylene terephthalates which crystallize rapidly and a process for their preparation

Also Published As

Publication number Publication date
NL131746C (en)
NL266948A (en)
CH481958A (en) 1969-11-30

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