synthesis and properties of 1,8-carbazole-based conjugated copolymers的合成和性质1,8-carbazole-based共轭共聚物.pdf

Polymers 2010, 2, 159-173; doi:10.3390/polym2030159 OPEN ACCESS polymers ISSN 2073-4360 /journal/polymers Article Synthesis and Properties of 1,8-Carbazole-Based Conjugated Copolymers Tsuyoshi Michinobu 1,2,*, Haruka Osako 1 and Kiyotaka Shigehara 1 1 Graduate School of Engineering and Institute of Symbiotic Science and Technology, Tokyo University of Agriculture and Technology/2-24-16 Nakacho, Koganei, Tokyo 184-8588, Japan 2 Global Edge Institute, Tokyo Institute of Technology/2-12-1 Ookayama, Meguro-ku, Tokyo 152-8550, Japan * Author to whom correspondence should be addressed; E-Mail: michinobu.t.aa@m.titech.ac.jp; Tel.: +81-3-5734-3774; Fax: +81-3-5734-3774. Received: 28 June 2010; in revised form: 19 July 2010 / Accepted: 29 July 2010 / Published: 30 July 2010 Abstract: A new series of conjugated carbazole polymers based on the 1,8-carbazolylene unit was synthesized by the Pd-catalyzed polycondensation between the 1,8-diiodocarbazole derivative and various bifunctional counter comonomers. An alkyne spacer was found to be a key to increasing the molecular weight of the resulting polymers. All the obtained polymers showed good solubilities in the common organic solvents, and they were fully characterized by Gel permeation chromatography (GPC), and 1H NMR and infrared (IR) spectroscopies. The UV-vis absorption and fluorescence spectra revealed the relationship between the chemical structure and effective conjugation length. The efficiency order of the carbazole connectivity was 2,7-carbazol