Systematic Structure–Property Investigations on a Series of Alternating Carbazole–Thiophene Oligomers

详细信息    查看全文

• 作者：Shin-ichiro Kato ; Satoru Shimizu ; Atsushi Kobayashi ; Toshitada Yoshihara ; Seiji Tobita ; Yosuke Nakamura
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：January 17, 2014
• 年：2014
• 卷：79
• 期：2
• 页码：618-629
• 全文大小：564K
• ISSN：1520-6904

文摘

A series of alternating carbazole鈥搕hiophene oligomers, namely 2,7-linked carbazole鈥搕hiophene oligomers 1, 3, 5, 7, and 9 and 3,6-linked ones 2, 4, 6, 8, and 10, in which the molecular length was systematically elongated, were synthesized by Suzuki鈥揗iyaura coupling reactions. The effects of the conjugation connectivity between the carbazole and thiophene moieties and the molecular length on the electronic, photophysical, and electrochemical properties of 1鈥?b>10 were comprehensively investigated. In the present oligomer architectures, the connection with thiophene at the 2,7-positions of carbazole ensures 蟺-conjugation to a high extent and high fluorescence quantum yields, while that at the 3,6-positions enhances the donor ability. The increase in the molecular length of the 2,7-linked oligomers effectively extends 蟺-conjugation. The relationship between structural variations and photophysical properties was examined by fluorescence lifetime measurements in detail. The X-ray crystal structure of 6 was also disclosed.