Modification of naphthalenic unit in BBL main chain

被引：5

作者：

Hirvonen, Sami-Pekka ^{[1
]}

Tenhu, Heikki ^{[1
]}

机构：

[1] Univ Helsinki, Dept Chem, Polymer Chem Lab, FIN-00014 Helsinki, Finland

来源：

SYNTHETIC METALS | 2015年 / 207卷

关键词：

Poly(benzimidazobenzophenanthroline); Conducting polymer; Main chain modification; FIELD-EFFECT TRANSISTORS; THIN-FILM TRANSISTORS; LADDER POLYMER; CONJUGATED POLYMERS; TRANSPORT; POLY(BENZIMIDAZOBENZOPHENANTHROLINE); CONDUCTIVITY; DISPERSIONS; DERIVATIVES;

D O I：

10.1016/j.synthmet.2015.06.013

中图分类号：

T [工业技术];

学科分类号：

08 ;

摘要：

One of the monomers, 1,4,5,8-naphthalenetetracarboxylic acid used in the preparation of poly (benzimidazobenzophenanthroline) (BBL) has been successfully modified and used in a polycondensation reaction to yield derivatized BBL The monomer has been mono- and dibrominated and the monobrominated product has been used as such as a monomer. Brominated NTCA is a versatile precursor for further modification, and as a proof of concept the bromine has been replaced with cyano and azide function and the azide has been further used in a click-reaction to introduce a side chain. The bromine was also directly replaced with 2-ethyl-l-hexylamine. The modification of the aromatic unit changes the band gap of the polymer as observed in the UV-vis-spectra. Introduction of bulky side chains make the polymers slightly soluble in NMP and DMSO and the solubility was found to increase with temperature. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：87 / 95

页数：9

共 24 条

[1] Water-gated organic nanowire transistors [J].

Al Naim, Abdullah ;

Hobson, Adam ;

Grant, Richard T. ;

Dragoneas, Antonis ;

Hampton, Mark ;

Dunscombe, Chris ;

Richardson, Tim ;

Macdonald, J. Emyr ;

Grell, Martin .

ORGANIC ELECTRONICS, 2013, 14 (04) :1057-1063

[2] Conducting ladder polymers: Insulator-to-metal transition and evolution of electronic structure upon protonation by poly(styrenesulfonic acid) [J].

Alam, MM ;

Jenekhe, SA .

JOURNAL OF PHYSICAL CHEMISTRY B, 2002, 106 (43) :11172-11177

[3] UNUSUAL FILM-FORMING PROPERTIES OF AROMATIC HETEROCYCLIC LADDER POLYMERS [J].

ARNOLD, FE ;

VANDEUSE.RL .

JOURNAL OF APPLIED POLYMER SCIENCE, 1971, 15 (08) :2035-&

[4] PREPARATION AND PROPERTIES OF HIGH MOLECULAR WEIGHT, SOLUBLE OXOBENZ[DE]IMIDAZOBENZIMIDAZOISOQUINOLINE LADDER POLYMER [J].

ARNOLD, FE ;

VANDEUSE.RL .

MACROMOLECULES, 1969, 2 (05) :497-&

[5] High electron mobility in ladder polymer field-effect transistors [J].

Babel, A ;

Jenekhe, SA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (45) :13656-13657

[6] Ambipolar charge transport in air-stable polymer blend thin-film transistors [J].

Babel, A ;

Wind, JD ;

Jenekhe, SA .

ADVANCED FUNCTIONAL MATERIALS, 2004, 14 (09) :891-898

[7]

Babel A, 2002, ADV MATER, V14, P371, DOI 10.1002/1521-4095(20020304)14:5<371::AID-ADMA371>3.0.CO

[8]

2-5

[9]

Babel A, 2002, J PHYS CHEM B, V106, P6129, DOI [10.1021/jp020695l, 10.1021/jp0206951]

[10] High-efficiency, Cd-free copper-indium-gallium-diselenide/polymer hybrid solar cells [J].

Gowrishankar, Vignesh ;

Luscombe, Christine K. ;

McGehee, Michael D. ;

Frechet, Jean M. J. .

SOLAR ENERGY MATERIALS AND SOLAR CELLS, 2007, 91 (09) :807-812

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