A novel polycarbonate for high temperature electro-optics via azo bisphenol amines accessed by Ullmann coupling

Ullmann coupling of benzyl ether protected 4-iodophenol with 4-nitrophenylazo aniline followed by deprotection in trifluoroacetic acid affords novel 4′-(4-nitrophenylazo)- N, N-bis(4-hydroxyphenyl)aniline. Co-condensation of this azo bisphenol and 9,9′-bis(4-hydroxyphenyl)fluorene (BHPF) with phosge...

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Bibliographic Details
Published in:Polymer (Guilford) 2003-08, Vol.44 (18), p.5111-5117
Main Authors: Suresh, S., Gulotty, Robert J., Bales, Stephen E., Inbasekaran, Mike N., Chartier, Mark A., Cummins, Clark, Smith, Dennis W.
Format: Article
Language:English
Subjects:
Applied sciences
Electro-optics
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polycarbonates
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
Ullman
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Summary:Ullmann coupling of benzyl ether protected 4-iodophenol with 4-nitrophenylazo aniline followed by deprotection in trifluoroacetic acid affords novel 4′-(4-nitrophenylazo)- N, N-bis(4-hydroxyphenyl)aniline. Co-condensation of this azo bisphenol and 9,9′-bis(4-hydroxyphenyl)fluorene (BHPF) with phosgene gave high molecular weight polycarbonate with T g =239 ° C and high thermal stability. The polymer was soluble in common organic solvents and high quality films were prepared and subjected to poling and electro-optic (EO) analysis. The copolymer exhibited a r 33 value of 3.7 pm/V. Synthesis, characterization, and thermal properties are described.
ISSN:0032-3861
1873-2291
DOI:10.1016/S0032-3861(03)00529-9