GB925139A - New polycarbonates - Google Patents

New polycarbonates

Info

Publication number
GB925139A
GB925139A GB37021/60A GB3702160A GB925139A GB 925139 A GB925139 A GB 925139A GB 37021/60 A GB37021/60 A GB 37021/60A GB 3702160 A GB3702160 A GB 3702160A GB 925139 A GB925139 A GB 925139A
Authority
GB
United Kingdom
Prior art keywords
ethyl
group
metals
diol
cis
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
GB37021/60A
Inventor
John Brewster Rose
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB37021/60A priority Critical patent/GB925139A/en
Priority to NL270461A priority patent/NL120617C/en
Priority to CH1232861A priority patent/CH432841A/en
Priority to DE19611520093 priority patent/DE1520093A1/en
Priority to FR877281A priority patent/FR1306250A/en
Publication of GB925139A publication Critical patent/GB925139A/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
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/02—Aliphatic polycarbonates
    • C08G64/0208—Aliphatic polycarbonates saturated

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

New polycarbonates are made by condensing a carbonic acid derivative with a 1:3-cyclobutanediol having the formula <FORM:0925139/IV(a)/1> where R1, R2, R3 and R4 are hydrogen atoms or hydrocarbon radicals, e.g. methyl, ethyl, n-propyl, phenyl or benzyl radicals. The diol may be in the form of its cis-isomer, its transisomer or a mixture thereof. The reaction mixture may also include another dihydroxy compound, e.g. a polyethylene glycol. Catalysts for the reaction are carbonates, hydroxides and cyanides of metals of Group I and II; oxides of metals of Group Ib, II and III; and alkali metal derivatives of carboxylic acids and alcohols. The proportion of cis-units in the polycarbonate may be increased by heating it to 260 DEG -300 DEG C. with evolution of carbon dioxide. The polymers are soluble in chloroform and are suitable for the manufacture of cast, pressed, extruded or injection-moulded articles. In examples, 2,2,4,4-tetramethyl cyclobutane was converted into its di(ethyl carbonate) ester by heating it with ethyl carbonide or ethyl chloroformate (see Group IV(b)). This ester was then heated with 2,2,4,4-tetramethyl cyclobutane-1,3-diol in the presence of lithium hydride to produce the polycarbonate.ALSO:Intermediates for use in the production of polycarbonate (see Group IV(a)) are bis-(carbonic acid esters) of cyclobutane diols of formula: <FORM:0925139/IV(a)/1> where R1, R2, R3 and R4 are hydrogen atom or hydrocarbon radicals, e.g. methyl, ethyl, n-propyl, phenyl or benzyl radicals. The diols may be in the form of their cis-isomers, their trans-isomers or mixtures thereof. The esters may be made by reacting the diols with alkyl or aryl esters of carbonic acid or with chloroformates. Catalysts for the reaction are carbonates, hydroxides and cyanides of metals of Group I and II; oxides of metals of Group Ib, II and III; and alkali metal derivatives of carboxylic acid and alcohols. In examples, 2,2,4,4-tetramethyl cyclobutane-1,3-diol was converted to its di(ethyl carbonate) ester by heating it with (1) ethyl carbonate in the presence of lithium hydride or (2) ethyl chloroformate in the presence of pyridine.
GB37021/60A 1960-10-27 1960-10-27 New polycarbonates Expired GB925139A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
GB37021/60A GB925139A (en) 1960-10-27 1960-10-27 New polycarbonates
NL270461A NL120617C (en) 1960-10-27 1961-10-20 PROCESS FOR PREPARING POLYESTERS OF CARBONIC ACID AND MOLDED ARTICLES, MANUFACTURED FROM THE POLYESTERS, OBTAINED BY APPLICATION OF THIS PROCESS
CH1232861A CH432841A (en) 1960-10-27 1961-10-25 Process for the production of polycarbonates
DE19611520093 DE1520093A1 (en) 1960-10-27 1961-10-26 Process for the preparation of polymerized carbonic acid ester derivatives
FR877281A FR1306250A (en) 1960-10-27 1961-10-27 New polycarbonic polyesters and their manufacturing process

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB37021/60A GB925139A (en) 1960-10-27 1960-10-27 New polycarbonates

Publications (1)

Publication Number Publication Date
GB925139A true GB925139A (en) 1963-05-01

Family

ID=61026358

Family Applications (1)

Application Number Title Priority Date Filing Date
GB37021/60A Expired GB925139A (en) 1960-10-27 1960-10-27 New polycarbonates

Country Status (5)

Country Link
CH (1) CH432841A (en)
DE (1) DE1520093A1 (en)
FR (1) FR1306250A (en)
GB (1) GB925139A (en)
NL (1) NL120617C (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3359242A (en) * 1963-08-19 1967-12-19 Huels Chemische Werke Ag Process for producing high molecular weight (cyclo) aliphatic polyesters of carbonicacid with (cyclo) glycols
US3428600A (en) * 1965-06-18 1969-02-18 Union Carbide Corp Carbonate polymer synthesis
US3432473A (en) * 1964-05-14 1969-03-11 Huels Chemische Werke Ag Process for the production of aliphatic or cycloaliphatic polyesters of carbonic acid
US3506623A (en) * 1967-10-30 1970-04-14 Huels Chemische Werke Ag Process for producing high molecular weight (cyclo) aliphatic polyesters of carbonic acid with (cyclo) glycols

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3301824A (en) * 1963-09-26 1967-01-31 Union Carbide Corp Polymers of cyclic carbonates
EP0857743A3 (en) * 1996-12-28 1999-02-24 Eastman Chemical Company Process for preparing poly(2,2,4,4-tetramethyl-1,3-cyclobutylene carbonate)
US5962622A (en) * 1996-12-28 1999-10-05 Eastman Chemical Company Process for preparing the polycarbonate of 2,2,4,4-tetramethyl-1,3-cyclobutanediol

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3359242A (en) * 1963-08-19 1967-12-19 Huels Chemische Werke Ag Process for producing high molecular weight (cyclo) aliphatic polyesters of carbonicacid with (cyclo) glycols
US3432473A (en) * 1964-05-14 1969-03-11 Huels Chemische Werke Ag Process for the production of aliphatic or cycloaliphatic polyesters of carbonic acid
US3428600A (en) * 1965-06-18 1969-02-18 Union Carbide Corp Carbonate polymer synthesis
US3506623A (en) * 1967-10-30 1970-04-14 Huels Chemische Werke Ag Process for producing high molecular weight (cyclo) aliphatic polyesters of carbonic acid with (cyclo) glycols

Also Published As

Publication number Publication date
FR1306250A (en) 1962-10-13
DE1520093A1 (en) 1969-11-13
NL120617C (en) 1966-02-15
CH432841A (en) 1967-03-31

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