STEPWISE SYNTHESES OF 3,6-CARBAZOLE-BASED CONJUGATED OLIGOMERS

被引：3

作者：

Fujita, Hiroyuki ^{[1
]}

Michinobu, Tsuyoshi ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Organ & Polymer Mat, Meguro Ku, Tokyo 1528552, Japan

来源：

HETEROCYCLES | 2014年 / 89卷 / 10期

关键词：

PHOTOREFRACTIVE MATERIALS; POLYMERS;

D O I：

10.3987/COM-14-13080

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of monodispersed ethynylene-linked 3,6-carbazole oligomers was synthesized by the Sonogashira coupling and deprotection protocol. The resulting conjugated carbazole oligomers were characterized by H-1-, C-13-NMR, and IR spectroscopies, and MALDI-TOF mass spectrometry. The effective conjugation length of the 3,6-carbazole structure was evaluated from the longest wavelength absorption maxima (lambda(max)) in CH2Cl2. The lambda(max) gradually red-shifted with the increasing carbazole unit, and this bathochromic shift saturated at the pentamer.

引用

页码：2346 / 2355

页数：10

共 12 条

[1] Poly(p-phenyleneethynylene)s by alkyne metathesis [J].

Bunz, UHF .

ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (12) :998-1010

[2] 3,6-linked 9-alkyl-9H-carbazole main-chain polymers:: Preparation and properties [J].

Iraqi, A ;

Wataru, I .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (23) :6041-6051

[3] Electrochemical, optical and electrochromic properties of imine polymers containing thiophene and carbazole units [J].

Koyuncu, Sermet ;

Kaya, Ismet ;

Koyuncu, Fatma Baycan ;

Ozdemir, Eyup .

SYNTHETIC METALS, 2009, 159 (11) :1034-1042

[4] Band-gap tuning of carbazole-containing donor-acceptor type conjugated polymers by acceptor moieties and π-spacer groups [J].

Michinobu, Tsuyoshi ;

Okoshi, Kensuke ;

Sako, Haruka ;

Kumazawa, Hiroe ;

Shigehara, Kiyotaka .

POLYMER, 2008, 49 (01) :192-199

[5] Alkyne-linked poly(1,8-carbazole)s: A novel class of conjugated carbazole polymers [J].

Michinobu, Tsuyoshi ;

Osako, Haruka ;

Shigehara, Kiyotaka .

MACROMOLECULAR RAPID COMMUNICATIONS, 2008, 29 (02) :111-116

[6] Synthesis and Properties of Nitrogen-Linked Poly(2,7-carbazole)s as Hole-Transport Material for Organic Light Emitting Diodes [J].

Michinobu, Tsuyoshi ;

Kumazawa, Hiroe ;

Otsuki, Eiji ;

Usui, Hiroaki ;

Shigehara, Kiyotaka .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (15) :3880-3891

[7] Synthesis and Characterization of 2,7-Linked Carbazole Oligomers [J].

Qin, Ruiping ;

Bo, Zhishan .

MACROMOLECULAR RAPID COMMUNICATIONS, 2012, 33 (01) :87-91

[8] Synthesis and properties of carbazole-containing poly(aryleneethynylenes) and poly(aryleneimines) [J].

Takihana, Y ;

Shiotsuki, M ;

Sanda, F ;

Masuda, T .

MACROMOLECULES, 2004, 37 (20) :7578-7583

[9] Conjugated macromolecules of precise length and constitution. Organic synthesis for the construction of nanoarchitectures [J].

Tour, JM .

CHEMICAL REVIEWS, 1996, 96 (01) :537-553

[10] Electronic properties of PAEs [J].

Voskerician, G ;

Weder, C .

POLY(ARYLENE ETYNYLENE)S: FROM SYNTHESIS TO APPLICATION, 2005, 177 :209-248

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