GB906012A - Polymers containing carbonate and carbamate groups - Google Patents

Polymers containing carbonate and carbamate groups

Info

Publication number
GB906012A
GB906012A GB3635058A GB3635058A GB906012A GB 906012 A GB906012 A GB 906012A GB 3635058 A GB3635058 A GB 3635058A GB 3635058 A GB3635058 A GB 3635058A GB 906012 A GB906012 A GB 906012A
Authority
GB
United Kingdom
Prior art keywords
bis
chloroformate
diamine
phenol
reacting
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
GB3635058A
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.)
Columbia Southern Chemical Corp
Original Assignee
Columbia Southern Chemical Corp
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 Columbia Southern Chemical Corp filed Critical Columbia Southern Chemical Corp
Publication of GB906012A publication Critical patent/GB906012A/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
    • C08G71/00—Macromolecular compounds obtained by reactions forming a ureide or urethane link, otherwise, than from isocyanate radicals in the main chain of the macromolecule
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
    • 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
    • C08G63/64—Polyesters containing both carboxylic ester groups and carbonate groups
    • 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
    • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • 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
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • 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
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/04—Aromatic polycarbonates
    • 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
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/16—Aliphatic-aromatic or araliphatic polycarbonates
    • C08G64/1608—Aliphatic-aromatic or araliphatic polycarbonates saturated
    • 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
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/20—General preparatory processes
    • C08G64/22—General preparatory processes using carbonyl halides
    • 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
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/20—General preparatory processes
    • C08G64/26—General preparatory processes using halocarbonates
    • 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
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/20—General preparatory processes
    • C08G64/26—General preparatory processes using halocarbonates
    • C08G64/263—General preparatory processes using halocarbonates and cyclic ethers
    • 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
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/44—Polyester-amides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/06—Unsaturated polyesters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Epoxy Resins (AREA)
  • Developing Agents For Electrophotography (AREA)
  • Reinforced Plastic Materials (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

Abstract

New copolyesters contain the residues of carbonic acid, a bis carbamic acid, a dihydric phenol, and possibly a dihydric alcohol. Preferably, the number of carbonate groups is at least twice the number of carbamate groups. The polymers may be made (a) By reacting a bis-chloroformate of a dihydric phenol with a diamine and a dihydroxy compound in the presence of a hydrogen halide acceptor, block type copolymers being produced when the bis-chloroformate is added to a mixture of the other two reactants or when the diamine is first mixed with the bis-chloroformate and the dihydroxy compound is then added, and more regular copolymers being produced when the diamine and the bis-chloroformate are added to a pool of the dihydroxy compound; (b) By reacting a dihydric phenol, a diamine and a bis-chloroformate of another dihydroxy compound as in (a) above; or (c) By reacting a dihydric phenol with phosgene in the presence of a hydrogen halide acceptor to produce a low molecular weight polycarbonate with chloroformate end groups and then reacting this polycarbonate with a diamine and also, possibly, a dihydroxy compound. Specified dihydroxy compounds are di-(monohydroxyaryl)-alkanes, 4:41-thio-bis(3-methyl-6-tertiary butyl phenol), resorcinol, catechol, ethylene glycol, di-, tri- and tetra-ethylene glycol, propylene glycol, 1:3-propanediol, 1:4-butanediol, 1-butene-3:4-diol, 1:4-butenediol, thiodiglycol and phthallyl alcohol. The diamine may be one of formula <FORM:0906012/IV(a)/1> where X is an oxygen or sulphur atom or a sulphide, sulphoxide, sulphone, hydrocarbon or substituted hydrocarbon radical or it may be ethylene-, propylene-, trimethylene-, tetramethylene-, hexamethylene-, o- or m-phenylene or 1:7-naphthylene diamine; or 4:41-diamino dicyclohexyl methane, bis-(o -aminoalkyl) sulphides, 2:4-diaminotetrahydrofurane, 1:4-diamino cyclohexane, 4:41-diamino benzophenone, piperazine, o-toluidine or m-toluidine. The polymers are soluble in organic solvents (e.g. methylene chloride) but may be rendered insoluble by heating them with a diisocyanate or a diisothiocyanate (many specified). They may be used in the manufacture of coatings, electrical insulation materials, transparent windows, films or fibres. In examples, polymers are obtained by reacting (1)-(4) The bis-chloroformate of bis-phenol A, bis-phenol A and p,p1-diaminodiphenyl methane or hexamethylene diamine; (5) A low molecular weight polycarbonate of bis-phenol A with chloroformate end groups and ethylene diamine; (6) and (7) Bis-phenol A, the bis-chloroformate of diethylene glycol and the dihydrochlorides of 4:41-methylene dianiline or hexamethylene diamine, the products being reacted with toluene diisocyanate; (8) Bis-phenol A, the bis-chloroformate of diethylene glycol and p,p1-diaminodiphenyl methane, the product being reacted with 1,5-naphthalene diisocyanate.
GB3635058A 1957-11-22 1958-11-12 Polymers containing carbonate and carbamate groups Expired GB906012A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US69805557A 1957-11-22 1957-11-22

Publications (1)

Publication Number Publication Date
GB906012A true GB906012A (en) 1962-09-19

Family

ID=24803741

Family Applications (5)

Application Number Title Priority Date Filing Date
GB906790D Active GB906790A (en) 1957-11-22
GB3503061A Expired GB912898A (en) 1957-11-22 1958-11-12 Unsaturated polycarbonate esters
GB3635058A Expired GB906012A (en) 1957-11-22 1958-11-12 Polymers containing carbonate and carbamate groups
GB3503161A Expired GB912203A (en) 1957-11-22 1958-11-12 Mixed polycarbonate-polycarboxylic acid esters
GB3503361A Expired GB909613A (en) 1957-11-22 1958-11-12 Polycarbonate resins

Family Applications Before (2)

Application Number Title Priority Date Filing Date
GB906790D Active GB906790A (en) 1957-11-22
GB3503061A Expired GB912898A (en) 1957-11-22 1958-11-12 Unsaturated polycarbonate esters

Family Applications After (2)

Application Number Title Priority Date Filing Date
GB3503161A Expired GB912203A (en) 1957-11-22 1958-11-12 Mixed polycarbonate-polycarboxylic acid esters
GB3503361A Expired GB909613A (en) 1957-11-22 1958-11-12 Polycarbonate resins

Country Status (4)

Country Link
CH (2) CH396413A (en)
DE (3) DE1420278A1 (en)
GB (5) GB912898A (en)
NL (1) NL6409652A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115003723A (en) * 2020-01-07 2022-09-02 诠达化学股份有限公司 Thermoplastic polyurethane with high tensile strength, preparation formula and manufacturing method thereof

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2435508C2 (en) * 1974-07-24 1985-08-22 Bayer Ag, 5090 Leverkusen Flame-retardant polycarbonate molding compounds
DE2636783C2 (en) * 1976-08-16 1982-10-21 Bayer Ag, 5090 Leverkusen Process for the production of high molecular weight, segmented, thermoplastically processable polyester-polycarbonates
US4476294A (en) * 1983-12-16 1984-10-09 General Electric Company Copolyester-carbonate resins
US4728716A (en) * 1985-11-12 1988-03-01 General Electric Company Polycarbonate exhibiting improved impact properties containing divalent residue of polymerized alkadiene monomer

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115003723A (en) * 2020-01-07 2022-09-02 诠达化学股份有限公司 Thermoplastic polyurethane with high tensile strength, preparation formula and manufacturing method thereof
CN115003723B (en) * 2020-01-07 2023-12-05 诠达化学股份有限公司 Thermoplastic polyurethane with high tensile strength, preparation formula and manufacturing method thereof

Also Published As

Publication number Publication date
DE1420278A1 (en) 1968-11-14
DE1520483A1 (en) 1970-02-19
CH398083A (en) 1965-08-31
GB912203A (en) 1962-12-05
GB912898A (en) 1962-12-12
GB906790A (en)
DE1420309A1 (en) 1969-02-20
GB909613A (en) 1962-10-31
NL6409652A (en) 1964-10-12
CH396413A (en) 1965-07-31

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