GB857430A - Process for the production of polycarbonates - Google Patents
Process for the production of polycarbonatesInfo
- Publication number
- GB857430A GB857430A GB21577/58A GB2157758A GB857430A GB 857430 A GB857430 A GB 857430A GB 21577/58 A GB21577/58 A GB 21577/58A GB 2157758 A GB2157758 A GB 2157758A GB 857430 A GB857430 A GB 857430A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dihydroxy
- propane
- phosgene
- tetrachlorodiphenyl
- halogenated
- 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
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
- C08G64/20—General preparatory processes
- C08G64/30—General preparatory processes using carbonates
- C08G64/307—General preparatory processes using carbonates and phenols
-
- 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
- C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation
- C08G64/14—Aromatic polycarbonates not containing aliphatic unsaturation containing a chain-terminating or -crosslinking agent
-
- 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
-
- 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
- C08G64/24—General preparatory processes using carbonyl halides and phenols
Abstract
In the manufacture of polycarbonates of nuclearly chlorinated or brominated di-(monohydroxyaryl)- alkanes or cycloalkanes, improved physical properties of the polycarbonates are obtained by treating the halogenated dihydric phenols prior to the polycarbonate forming reaction, with a basic agent in order to split off aliphatically-bound halogen. The polycarbonate may be made (a) by reacting the halogenated dihydric phenols with an ester forming derivature of carbonic acid e.g. a diester of carbonic acid, phosgene a bis-chlorocarbonate of the halogenoted dihydric phenol or another dihydric phenol, or a dialkyl, dicycloalkyl or diaryl dicarbonate of the halogenated dihydric phenol or another dihydroxy compound; (b) by reacting a bischlorocarbonate of the halogenated dihydric phenol with a dihydroxy compound; or (c) by heating a dialkyl, dicycloalkyl or diaryl dicarbonate of the halogenated dihydric phenol alone. Other dihydroxy compounds may be combined with the halogenated dihydric phenol e.g. di(monohydroxyaryl)- alkanes or cycloalkanes; monoculear dihydric-phenols of the benzene, napthalene, diphenyol or anthracene series; alkylene, oxyalkylene, thioalkylene, cycloaliphatic or aromatic glycols; or hydroxylbenzyl alcohols. The molecular weight of the polycarbonate may be controlled by including a monofunctional compound in the reaction mixture (e.g a monohydric phenol or an aromatic amine). The polycarbonates are useful for the production of fibres, films, mouldings, lacquers and coatings. Examples describe the making of polycarbonates by reacting (1) 2, 2-(4, 41-dihydroxy-3,31, 5, 51-tetrachlorodiphenyl)- propane and phosgene; (2) 2, 2- (4, 41-dihydroxy -3, 31-dichlorodiphenyl)- propane and phosgene; (3) 1, 1- (4, 41-dihydroxy -3, 31, 5 51- tetrachlorodiphenyl)-cyclohexane and phosgene; (4) 2, 2-(4, 41-dihydroxy-3, 31, 5, 51-tetrachlorodiphenyl)-propane, 4, 41-dihydroxy-3, 31, 5, 51-tetrachlorodiphenyl -methane and phosgene; (5) 4, 41-dihydroxy-3, 31, 5, 51- tetrachlorodiphenyl methane, 2,2-(4, 41-dihydroxydiphenyl)-propane and phosgene; (6) 2, 2-(4, 41-dihydroxy-3, 31, 5, 51-tetra bromodiphenyl)-propane and phosgene; (7) 2, 2-(4, 41-dihydroxy-3, 31, 5, 51-tetrabromodiphenyl)-propane, 2, 2-(4, 41-dihydroxy-diphenyl)- propane and phosgene; (8) 2, 2-(4, 41-dihydroxy- 3, 31, 5, 51-tetrachlorodiphenyl)-propane and di -(2, 6-dichlorophenyl)-carbonate; (9) 2, 21-(4, 41-dihydroxy3-31, 5, 51-tetrachlorophenyl)- propane bis-chlorocarbonate and 2, 2-(4, 41- dihydroxydiphenyl)- propane. Some of the polycarbonates are soluble in benzene, toluene, dioxane, pyridine, tetrahydrofurane, methylene chloride, chloroform, dimethyl formamide and cresol. Specifications 772,627, 808,485, 808,486, 808,487 and 808,489 are referred to.ALSO:Nuclearly chlorinated or bromated di- (monohydroxyaryl)-alkanes or cycloalkanes are rendered free from any aliphatically-bound halogen by treating them with a basic agent, e.g. ammonia; alkali metal or alkaline earth metal hydroxides, carbonate formates or acetates; or organic bases such as diethylamine, triethylamine, pyridine, dimethylaniline or triethyl benzyl ammonium hydroxides. Thus the halogenated phenol may be (a) heated with aqueous sodium hydroxide solution containing a small amount of triethylamine and then precipitated with dilute hydrochloric acid, washed, dried and recrystallised from toluene; (h) heated with aqueous sodium carbonate solution, p filtered, washed, dried and distilled; (c) distilled after the addition of calcium acetate; or (d) boiled three times with aqueous sodium carbonate solution. Specified halogenated phenol are 4, 41-dihydroxy-3, 31-dichlorodiphenyl methane, 4, 41-dihydroxy-3, 31, 5, 51-tetrabromodiphenyl methane, 2, 2-(4, 41-dihydroxy-3, 31-dichoro diphenyl)-propane, 2, 2-(4, 41-dihydroxy-3, 31, 5, 51-tetrachlorodiphenyl)-propane, 2, 2 (4, 41-dihydroxy-3, 31, 5, 51-tetrabromodiphenyl)-propane and 1, 1-(4, 41-dihydroxy-3, 31, 5, 51-tetrachlorodiphenyl) cyclohexane. The halogenated phenols are converted into thermo plastic polycarbonates (see Group IV(a)). Specifications 772,627, 808,485, 808,486, 808,487 and 808,489 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE857430X | 1957-08-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB857430A true GB857430A (en) | 1960-12-29 |
Family
ID=6789577
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21577/58A Expired GB857430A (en) | 1957-08-01 | 1958-07-04 | Process for the production of polycarbonates |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB857430A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3334154A (en) * | 1963-02-21 | 1967-08-01 | Gen Electric | Flame retardant mixed polycarbonate resins prepared from tetrabromo bisphenol-a |
DE2556739A1 (en) * | 1975-12-17 | 1977-06-30 | Bayer Ag | Flame resistant halogenated polycarbonates - prepd. from statistical mixtures of halogenated and unhalogenated bis-phenols |
US4497947A (en) * | 1982-06-03 | 1985-02-05 | Mobay Chemical Corporation | Polycarbonate compositions having improved heat deflection temperature |
US4818254A (en) * | 1986-04-14 | 1989-04-04 | The Dow Chemical Company | Semi-permeable membranes consisting predominantly of polycarbonates derived from tetrahalobisphenols |
EP0510548A1 (en) * | 1991-04-22 | 1992-10-28 | Idemitsu Petrochemical Co. Ltd. | Polycarbonate resin composition |
EP0510549A1 (en) * | 1991-04-22 | 1992-10-28 | Idemitsu Petrochemical Co. Ltd. | Polycarbonate resin composition |
-
1958
- 1958-07-04 GB GB21577/58A patent/GB857430A/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3334154A (en) * | 1963-02-21 | 1967-08-01 | Gen Electric | Flame retardant mixed polycarbonate resins prepared from tetrabromo bisphenol-a |
DE2556739A1 (en) * | 1975-12-17 | 1977-06-30 | Bayer Ag | Flame resistant halogenated polycarbonates - prepd. from statistical mixtures of halogenated and unhalogenated bis-phenols |
US4497947A (en) * | 1982-06-03 | 1985-02-05 | Mobay Chemical Corporation | Polycarbonate compositions having improved heat deflection temperature |
US4818254A (en) * | 1986-04-14 | 1989-04-04 | The Dow Chemical Company | Semi-permeable membranes consisting predominantly of polycarbonates derived from tetrahalobisphenols |
EP0510548A1 (en) * | 1991-04-22 | 1992-10-28 | Idemitsu Petrochemical Co. Ltd. | Polycarbonate resin composition |
EP0510549A1 (en) * | 1991-04-22 | 1992-10-28 | Idemitsu Petrochemical Co. Ltd. | Polycarbonate resin composition |
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