POLYADDITION OF DITHIOL COMPOUNDS TO DIVINYL COMPOUNDS - THE KINETICS OF THE MODEL ADDITION-REACTION OF THIOPHENOLS TO STYRENES

被引：27

作者：

KOBAYASHI, E

OBATA, T

AOSHIMA, S

FURUKAWA, J

机构：

[1] Department of Industrial Chemistry, Science University of Tokyo, Noda, Chiba

来源：

POLYMER JOURNAL | 1990年 / 22卷 / 09期

关键词：

1,4-Benzenedithiol; 1,4-Divinylbenzene; Addition mechanism; Hammett plot; Kinetics; Rate-determining step; Reaction order; Styrene derivatives; Substituent effect; Thiophenol derivatives;

D O I：

10.1295/polymj.22.803

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

The addition reaction mechanism of thiophenol with styrene was studied as a model of the polyaddition of 1,4-benzenedithiol to 1,4-divinylbenzene. The addition reaction of thiophenol to styrene occurred without a side reaction and an adduct of the anti-Markownikoff’s structure (øSCH 2 CH 2 ø) was quantitatively obtained. The kinetic study shows that the rate-determining step of the addition reaction is the chain transfer reaction between thiophenol and β-phenylthiostyryl radical. The substituent effect of the chain transfer reaction was determined on various thiophenols and styrenes. Fairly good linear correlation was obtained for the Hammett plot of log ktr to σ+on both monomers (ρ(ktr (St))=—0.60, ρ(ktr (TP))=+0.64). These results are discussed in detail by comparing with polyaddition. © 1990, The Society of Polymer Science, Japan. All rights reserved.

引用

页码：803 / 813

页数：11

共 37 条

[31] FIELD AND RESONANCE COMPONENTS OF SUBSTITUENT EFFECTS [J].