Aliphatic diol polycarbonates and their preparation
AssigneeGeneral Electric Company
InventorsDibakar Dhara, Abbas Alli G. Shaikh, Gautam Chatterjee, C. Seetharaman
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Abstract
The disclosure provides high quality, low yellowness index copolycarbonates comprising structural units derived from at least one aliphatic diol, at least an aromatic dihydroxy compound and a diaryl carbonate. Also disclosed herein is a method of making such copolycarbonates in presence of one or more catalysts.
Claims42
A composition comprising a copolycarbonate, which copolycarbonate comprises:
- structural units derived from an aliphatic diol of the formula I:
- structural units derived from an aromatic dihydroxy compound of the formula II:
- HO-A-OH (II);
- and C═O structural units derived from an activated diaryl carbonate of the formula III:
- wherein A is an aromatic radical;
- Ar is a substituted aromatic radical having 6 to 30 carbon atoms;
- said copolycarbonate comprises random arrangement of said structural units derived from the aliphatic diol and the aromatic hydroxy compounds;
- and said copolycarbonate further comprises structural units indicative of the activated carbonate.
A composition comprising a copolycarbonate, wherein the copolycarbonate comprises:
- structural units derived from:
- 1,4:3,6-dianhydro-D-glucitol;
- structural units derived from an activated aromatic dihydroxy compound of the formula II:
- HO-A-OH (II);
- and C═O structural units derived from a activated diaryl carbonate of the formula III:
- wherein A is an aromatic radical;
- Ar is a substituted aromatic radical having 6 to 30 carbon atoms;
- said copolycarbonate comprises random arrangement of said structural units derived from the aliphatic diol and the aromatic hydroxy compounds, is not liquid crystalline, has a number average molecular weight greater than 7,500, has a Tg of at least 140° C. and has a yellowness index of less than 1.
A composition comprising a copolycarbonate, which copolycarbonate consists essentially of structural units derived from one or more aliphatic diols of the formula I:
- structural units derived from one or more aromatic dihydroxy compounds of the formula II:
- HO-A-OH (II);
- and C═O structural units derived from one or more activated diaryl carbonate of the formula III:
- wherein A is an aromatic radical;
- Ar is a substituted aromatic radical having 6 to 30 carbon atoms;
- said copolycarbonate comprises random arrangement of said structural units derived from the aliphatic diol and the aromatic hydroxy compounds;
- and the copolycarbonate further comprises structural units indicative of the activated carbonate.
A method comprising reacting together, in the presence of a catalyst, one or more aliphatic diol of the formula I:
- one or more aromatic dihydroxy compounds of the formula II:
- HO-A-OH (II);
- and one or more activated diaryl carbonate of the formula III:
- wherein A is an aromatic radical and Ar is a substituted aromatic radical having from 6 to 30 carbon atoms.
A method comprising reacting together in the presence of a catalyst:
- 1,4:3,6-dianhydro-D-glucitol;
- one or more aromatic dihydroxy compounds selected from the group consisting of 4,4′-(3,3,5-trimethylcyclohexylidene)diphenol, 4,4′-bis(3,5-dimethyl)diphenol, 1,1-(4-hydroxy-3-methylphenyl) cyclohexane, 1,1-bis(4′-hydroxy-3′methylphenyl)cyclohexane (DMBPC), 4,4′-[1-methyl-4-(1-methyl-ethyl)-1,3-cyclohexandiyl]bisphenol (1,3 BHPM), 4-[1-[3-(4-hydroxyphenyl)-4-methylcyclohexyl]-1-methyl-ethyl]-phenol (2,8 BHPM), 3,8-dihydroxy-5a, 10b-diphenylcoumarano-2′,3′,2,3-coumarane (DCBP), 2-phenyl-3,3-bis(4-hydroxyphenyl)phthalimidine (PPPBP) 4,4-bis(4-hydroxyphenyl)heptane, 2,4′-dihydroxydiphenylmethane, bis(2-hydroxyphenyl)methane, bis(4-hydroxyphenyl)methane, bis(4-hydroxy-5-nitrophenyl)methane, bis(4-hydroxy-2,6-dimethyl-3-methoxyphenyl)methane, 1,1-bis(4-hydroxyphenyl)ethane, 1,1-bis(4-hydroxy-2-chlorophenyl)ethane, 2,2-bis(4-hydroxyphenyl)propane (BPA), 2,2-bis(3-phenyl-4-hydroxyphenyl)propane, 2,2-bis(4-hydroxy-3-methylphenyl)propane, 2,2-bis(4-hydroxy-3-ethylphenyl)propane, 2,2-bis(4-hydroxy-3-isopropylphenyl)propane, 2,2-bis(4-hydroxy-3,5-dimethylphenyl)propane, 2,2-bis(3,5,3′,5′-tetrachloro-4,4′-dihydroxyphenyl)propane, bis(4-hydroxyphenyl)cyclohexylmethane, 2,2-bis(4-hydroxyphenyl)-1-phenylpropane, 2,4′-dihydroxyphenyl sulfone, 4,4′-dihydroxydiphenylsulfone (BPS), BPF, 4,4′-dihydroxy-1,1-biphenyl, 2,6dihydroxynaphthalene;
- hydroquinone;
- resorcinol, C1-3 alkyl-substituted resorcinols, 3-(4-hydroxyphenyl)-1,1,3-trimethylindan-5-ol, 1-(4-hydroxyphenyl)-1,3,3-trimethylindan-5-ol, and 2,2,2′,2′-tetrahydro-3,3,3′,3′-tetramethyl-1,1′-spirobi[1 H-indene]-6,6′-diol;
- and
- bismethylsalicyl carbonate (BMSC);
- wherein the catalyst comprises:
- (a) an alpha catalyst selected from the group consisting of alkali metal salts and alkaline earth metal salts;
- and
- (b) a beta catalyst selected from the group consisting of quaternary ammonium compound and a quaternary phosphonium compounds.
A composition comprising a copolycarbonate, wherein said copolycarbonate is prepared by reacting together, in the presence of a catalyst, one or more aliphatic diols of the formula I:
- one or more aromatic dihydroxy compounds of the formula II:
- HO-A-OH (II);
- and one or more activated diaryl carbonate of the formula III:
- wherein A is an aromatic radical and Ar is a substituted aromatic radical having from 6 to 30 carbon atoms;
- said copolycarbonate comprises random arrangement of said structural units derived from the aliphatic diol and said aromatic hydroxy compounds;
- and said copolycarbonate further comprises structural units indicative of the activated carbonate.
A composition comprising a polycarbonate, wherein said polycarbonate is prepared by reacting together, in the presence of a catalyst, one or more aliphatic diols of the formula I:
- and one or more activated diaryl carbonate of the formula III:
- wherein Ar is a substituted aromatic radical having from 6 to 30 carbon atoms;
- said polycarbonate comprises random arrangement of said structural units derived from the aliphatic diol and the aromatic hydroxy compounds;
- and said copolycarbonate further comprises structural units indicative of the activated carbonate.
Dependencies are inferred from the claim text.