Palladium-catalyzed alkyne polyannulation of diphenols and unactivated internal diynes: a new synthetic route to functional heterocyclic polymers

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发布日期 2015-10-23

DOI 10.1039/C5PY01466B

影响因子 5.582

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摘要

A new polymerization route for the preparation of functional heterocyclic polymers was developed from diphenol derivatives and unactivated internal diynes. The alkyne polyannulations of 4,4′-sulfonyldiphenol and 4,4′-(α,ω-alkylenedioxy)bis(diphenylacetylene)s or 1,2-bis[4-(2-phenylethynyl)phenyl]-1,2-diphenylethene were catalyzed by Pd2(dba)3 in the presence of bathophenanthroline, silver acetate and copper(II) acetate monohydrate in 1,4-dioxane at 130 °C, affording polymers with benzofuran moieties in satisfactory yields and high molecular weights (Mw up to 34 000). All the polymers were thermally stable, losing merely 5% of their weight at high temperatures of up to 376 °C. They showed a good film-forming ability and their thin solid films showed high refractive indices (RI = 1.900–1.611) in a wide wavelength region of 400–1000 nm. The polymer carrying tetraphenylethene units in the backbone was photosensitive and could be utilized to generate a fluorescent pattern by the photolithography process.

期刊推荐

Cement and Concrete Research

Carbon

Canadian Metallurgical Quarterly

Chemistry of Heterocyclic Compounds

Advances in Colloid and Interface Science

Chemistry of Natural Compounds

Journal of the Chinese Chemical Society

Bulletin of the Chemical Society of Japan

Corrosion Science

Anti-Corrosion Methods and Materials

来源期刊

Polymer Chemistry

CiteScore: 8.6

自引率: 7.3%

年发文量: 457

Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.

Palladium-catalyzed alkyne polyannulation of diphenols and unactivated internal diynes: a new synthetic route to functional heterocyclic polymers

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