Synthesis of Cross-conjugated Polymers Having Multipurpose Functional Groups and Their Transformation to Functional Polymers

2016 Fiscal Year Final Research Report

• Project/Area Number: 26410141
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Polymer chemistry
• Research Institution: 防衛大学校(総合教育学群、人文社会科学群、応用科学群、電気情報学群及びシステム工学群)
• Principal Investigator: Koizumi Toshio 防衛大学校(総合教育学群、人文社会科学群、応用科学群、電気情報学群及びシステム工, 応用科学群, 教授 (60225349)
• Co-Investigator(Renkei-kenkyūsha): HAYASHI Shotaro 防衛大学校, 応用科学群, 助教 (00532954)
• Research Collaborator: KOJIMA Yoshihisa ; TOGAWA Yuki
• Project Period (FY): 2014-04-01 – 2017-03-31
• Keywords: 交差共役化合物 / 共役化合物 / クロスカップリング重合 / 不均一系触媒 / パラジウム触媒 / 高分子反応

Outline of Final Research Achievements

During the course of our study on searching suitable heterogeneous Pd catalysts for the synthesis of 1,3-butadiene-containg cross-conjugated polymers, we have found that Pd/C is a good catalyst for direct arylation polycondensation. We also found that transformation of 1,3-butadiene-containg cross-conjugated polymers, which were synthesized by the Pd(0)-catalyzed cross-coupling polymerization of a propargylic biscarbonate with aryl diboron compounds, into the corresponding cyclohexadiene-containing conjugated polymers succeeded through the Diels-Alder reaction with dimethyl acetylenedicarboxylate. Aromatization of the cyclohexadiene skeleton was made by use of DDQ to give the o-phenylene-based conjugated polymers. 2,3-Diphenyl-1,3-butadiene with dienophiles proceeded more efficiently in DMSO than in 1-chloronaphthalene. The results suggest that s-cis conformation-based reaction would proceed more efficiently in DMSO than in 1-chloronaphthalene.

Free Research Field

高分子合成、有機合成