- Construction of donor-acceptor polymers containing thiophene-phthalazinone moiety via classic Ullmann C-N coupling polymerization and their optical-electrical properties
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- 论文类型： 期刊论文
- 发表时间： 2016-09-28
- 发表刊物： POLYMER
- 收录刊物： SCIE、EI、Scopus
- 卷号： 101
- 页面范围： 241-256
- ISSN号： 0032-3861
- 关键字： Donor-acceptor polymers; Phthalazinone; Ullmann C-N coupling polymerization
- 摘要： The copper catalyzed Ullmann polymerization is rarely used in polymer chemistry filed owing to the covered mechanism and insufficient conversion. Herein, we present the development of an efficient Ullmann C-N coupling polymerization route to synthesize conjugated Donor-Acceptor (D-A) polymers containing thiophene-phthalazinone moiety. The model reactions were carried out to investigate varies solvents, bases, catalytic systems and substrate reactivity effects on the Ullmann C-N coupling reactions. We demonstrate that the reaction conversion is highly depended on the substrate reactivity. By designing rational structures of thiophene-based di-bromo monomers, the molecular weights of polymers synthesized by classic Ullmann C-N coupling polymerization are high, in range of 6.4-34.6 kDa (PDI = 1.54-3.18) with 77-98% yields. Benefiting from the D-A conjugated effect of thiophene-phthalazinone moiety, the optoelectronics properties were studied and these nine polymers show strong UV-Vis-NIR absorption manners and emission color from blue to red regions. Overall, given the discussions and results in this work offer a new perspective for classic Ullmann C- N coupling polymerization to synthesize high molecular weight polymers as promising candidates for photoelectric materials. (C) 2016 Elsevier Ltd. All rights reserved.
