PRODUCTS AND MECHANISM OF THE THERMAL CROSS-LINKING OF BENZOCYCLOBUTENE-TERMINATED BISPHENOL-A POLYCARBONATES

被引：38

作者：

MARKS, MJ

ERSKINE, JS

MCCRERY, DA

机构：

[1] Texas Polymer Center, Dow Chemical U.S.A., Freeport

来源：

MACROMOLECULES | 1994年 / 27卷 / 15期

关键词：

D O I：

10.1021/ma00093a013

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Hydrolysis of cross-linked benzocyclobutene-terminated Bisphenol A polycarbonate (BCB PC) gave a mixture of phenolic compounds which were shown by liquid chromatography/mass spectroscopy to consist of Bisphenol A (BA) and related compounds, unreacted 4-hydroxybenzocyclobutene, hydroxy-substituted stilbenes and/or dibenzocyclooctadienes, and hydroxy-substituted tetrahydronaphthalenes. None of the observed BCB cross-linking products result from reaction of the BCB group with the BA PC chain. Also, no high molecular weight BCB derivatives were found. The same products were found in the hydrolysate of cross-linked bis(benzocyclobutenyl) carbonate. The selectivity of BCB homopolymerization appears inconsistent with a radical chain reaction mechanism but can be explained by a series of pericyclic reactions involving Diels-Alder cycloadditions, retro-ene reactions, and sigmatropic rearrangements.

引用

页码：4114 / 4126

页数：13

共 32 条

[1] RADICAL IONS IN PHOTOCHEMISTRY .19. 1,N-RADICAL IONS - THE PHOTOSENSITIZED (ELECTRON-TRANSFER) FORMATION OF 1,5-RADICAL CATIONS [J].