Synthesis, characterization and photophysics of poly(p-phenylenevinylene)-type polymers bearing substituted 2H-imidazole rings in the backbone

被引：16

作者：

Mikroyannidis, JA ^{[1
]}

Vellis, PD ^{[1
]}

Karastatiris, PI ^{[1
]}

Spiliopoulos, LK ^{[1
]}

机构：

[1] Univ Patras, Dept Chem, Chem Technol Lab, GR-26500 Patras, Greece

来源：

SYNTHETIC METALS | 2004年 / 145卷 / 01期

关键词：

poly(p-phenylenevinylene); Heck coupling; substituted; 2H-imidazole; light-emitting polymers; photoluminescence;

D O I：

10.1016/j.synthmet.2004.04.002

中图分类号：

T [工业技术];

学科分类号：

08 ;

摘要：

Three new poly(p-phenylenevinylene) (PPV)-based polymers PH, PD and P were synthesized by Heck coupling. The polymers PH and PD contained spirocyclohexane-2H-imidazoles and the polymer P contained 2,2-diphenyl-2H-imidazoles along the backbone. The polymers PH and PD showed higher solubility in common organic solvents and significantly higher photoluminescence (PL) efficiency in solution (PL quantum yield up to 0.97) than the polymer P. The chemical structure of the polymers affected considerably their T-g and PL emission. The polymer PH emitted intense blue light, while the other two polymers PD and P emitted green light both in solution and solid state. The PL emission maximum of PD was progressively red-shifted with increasing the solvent polarity. A thermochromic effect was observed for P thin film and its PL emission maximum was blue-shifted upon annealing at 130 degreesC as a result of changes in the molecular packing. (C) 2004 Elsevier B.V. All rights reserved.

引用

页码：87 / 93

页数：7

共 37 条

[1] SYNTHESIS AND PROCESSING OF HETEROCYCLIC POLYMERS AS ELECTRONIC, OPTOELECTRONIC, AND NONLINEAR-OPTICAL MATERIALS .3. NEW CONJUGATED POLYQUINOLINES WITH ELECTRON-DONOR OR ELECTRON-ACCEPTOR SIDE GROUPS [J].

AGRAWAL, AK ;

JENEKHE, SA .

CHEMISTRY OF MATERIALS, 1993, 5 (05) :633-640

[2] Polybenzobisazoles are efficient electron transport materials for improving the performance and stability of polymer light-emitting diodes [J].

Alam, MM ;

Jenekhe, SA .

CHEMISTRY OF MATERIALS, 2002, 14 (11) :4775-4780

[3] Photovoltaic performance and morphology of polyfluorene blends: A combined microscopic and photovoltaic investigation [J].

Arias, AC ;

MacKenzie, JD ;

Stevenson, R ;

Halls, JJM ;

Inbasekaran, M ;

Woo, EP ;

Richards, D ;

Friend, RH .

MACROMOLECULES, 2001, 34 (17) :6005-6013

[4] Soluble and processable regioregular poly(3-hexylthiophene) for thin film field-effect transistor applications with high mobility [J].

Bao, Z ;

Dodabalapur, A ;

Lovinger, AJ .

APPLIED PHYSICS LETTERS, 1996, 69 (26) :4108-4110

[5] CONJUGATED LIQUID-CRYSTALLINE POLYMERS - SOLUBLE AND FUSIBLE POLY(PHENYLENEVINYLENE) BY THE HECK COUPLING REACTION [J].

BAO, ZN ;

CHEN, YM ;

CAI, RB ;

YU, LP .

MACROMOLECULES, 1993, 26 (20) :5281-5286

[6] VISIBLE-LIGHT EMISSION FROM SEMICONDUCTING POLYMER DIODES [J].

BRAUN, D ;

HEEGER, AJ .

APPLIED PHYSICS LETTERS, 1991, 58 (18) :1982-1984

[7] LIGHT-EMITTING-DIODES BASED ON CONJUGATED POLYMERS [J].

BURROUGHES, JH ;

BRADLEY, DDC ;

BROWN, AR ;

MARKS, RN ;

MACKAY, K ;

FRIEND, RH ;

BURN, PL ;

HOLMES, AB .

NATURE, 1990, 347 (6293) :539-541

[8] Structure and properties of cyano-substituted poly(2,5-dialkoxy-p-phenylene vinylene)s [J].

Chen, SA ;

Chang, EC .

MACROMOLECULES, 1998, 31 (15) :4899-4907

[9] Synthesis and characterization of new polyquinolines containing 9,9′-spirobifluorene units [J].

Chiang, CL ;

Shu, CF .

CHEMISTRY OF MATERIALS, 2002, 14 (02) :682-687

[10] PREPARATION AND SOME REACTIONS OF 2,2-DIARYL-2H-IMIDAZOLE 1-OXIDES [J].

CLARK, BAJ ;

EVANS, TJ ;

SIMMONDS, RG .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (18) :1803-1806

← 1 2 3 4 →