Highly Branched Polyphenylenes with 1,3,5-Triphenylbenzene Fragments via Cyclocondensation of Acetylaromatic Compounds and Ni0-Catalyzed Dehalogenation: Synthesis and Light Emission

Autor:	Anastasia A. Gurskaja, Diana Yu. Baranova, Natalia S. Burenkova, Lyudmila M. Bronstein, Olga E. Shmakova, Peter M. Valetsky, Irina A. Khotina
Rok vydání:	2003
Předmět:	chemistry.chemical_classification Polymers and Plastics Organic Chemistry Diphenyl ether Halogenation Polymer Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Polymerization Yield (chemistry) Polymer chemistry Materials Chemistry Organic chemistry Light emission Acetophenone
Zdroj:	Macromolecules. 36:8353-8360
ISSN:	1520-5835 0024-9297
Popis:	Highly branched photoluminescent polyphenylenes (PP) containing 1,3,5-triphenylbenzene (TPB) fragments were prepared via combination of cyclocondensation of acetylaromatic compounds and Ni0-catalyzed dehalogenation. To develop optimal conditions for cyclocondensation of acetylaromatic compounds, we studied a model reaction of 1,3,5-triphenylbenzene formation using different solvents and catalysts. The maximum 85% yield of TPB was achieved using H2SO4 as a catalyst in ethanol−toluene medium at 50 °C for 5 h. Cyclocondensation polymerization of 4,4‘-diacetyl diphenyl ether or 4,4‘-diacetylbenzene in the presence of equimolar amounts of acetophenone (in the optimal conditions with respect to the soluble polymer yield) did not produce photoluminescent PP due to various defects in the polymer chain. Defect-free PP with starlike fragments were synthesized using Ni0-catalyzed polymerization of aromatic bromides obtained by modification of 1,3,5-tri(p-bromophenyl)benzene. The molecular weights of the polymers wer...
Databáze:	OpenAIRE
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