Synthesis and photoluminescent properties of polymer containing perylene and fluorene units

被引:65
作者
Feng, LH [1 ]
Chen, ZB [1 ]
机构
[1] Shanxi Univ, Sch Chem & Chem Engn, Taiyuan 030006, Peoples R China
关键词
N,N '-bis-(propenylaniline)-3,4,9,10-perylene; tetracarboxylic diimide; heck reaction;
D O I
10.1016/j.polymer.2005.02.102
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A new luminescent polymer, F-PTCD, with N,N '-bis-(propenyl aniline)- 3,4,9, 10-perylene tetracarboxylic diimide-emitting segments (PTCD) and 9,9-diphenylfluorene (DIPT) was synthesized by Heck reaction. The structures were characterized by MS, EA, H-1 NMR, IR and the photoluminescent (PL) properties were investigated by UV/vis absorption and fluorescence emission spectra. The fluorescence quantum yield was 0.453 in acetone. Thermogravimetric analysis and differential scanning calorimetry showed that the polymer is thermal stable up to 569 degrees C with glass-transition temperature higher than 125 degrees C. They are yellow-red emitting materials with the band gap of 2.33 eV estimated from the onset absorption. In addition, the emission can be quenched by both electron donor (N,N-dimethylaniline) and electron acceptor (Fullerene), where the processes followed the Stern-Volmer equation. Furthermore, the interaction between F-PTCD and carbon nanotubes (CNTs) was also studied by fluorescent quenching. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3952 / 3956
页数:5
相关论文
共 19 条
[1]   Synthesis and characterization of a perylene-based luminescent organic glass [J].
Belfield, KD ;
Schafer, KJ ;
Alexander, MD .
CHEMISTRY OF MATERIALS, 2000, 12 (05) :1184-1186
[2]   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
[3]   DIAZOTIZATION OF HETEROCYCLIC PRIMARY AMINES [J].
BUTLER, RN .
CHEMICAL REVIEWS, 1975, 75 (02) :241-257
[4]   Synthesis and characterization of liquid crystalline perylene diimides [J].
Cormier, RA ;
Gregg, BA .
CHEMISTRY OF MATERIALS, 1998, 10 (05) :1309-1319
[5]  
DEMAS JN, 1971, J PHYS CHEM-US, V75, P991, DOI 10.1021/j100678a001
[6]   VERY SOLUBLE AND PHOTOSTABLE PERYLENE FLUORESCENT DYES [J].
DEMMIG, S ;
LANGHALS, H .
CHEMISCHE BERICHTE-RECUEIL, 1988, 121 (02) :225-230
[7]   PHYSICS OF CARBON NANOTUBES [J].
DRESSELHAUS, MS ;
DRESSELHAUS, G ;
SAITO, R .
CARBON, 1995, 33 (07) :883-891
[8]  
HECK RF, 1968, J AM CHEM SOC, V90, P6707
[9]   Conduction type control from n to p type for organic pigment films purified by reactive sublimation [J].
Hiramoto, M ;
Ihara, K ;
Fukusumi, H ;
Yokoyama, M .
JOURNAL OF APPLIED PHYSICS, 1995, 78 (12) :7153-7157
[10]   Fluorescein-fullerene dyads: a new kind of fullerene dyad-synthesis and their photophysical properties [J].
Jing, BW ;
Zhang, DQ ;
Zhu, DB .
TETRAHEDRON LETTERS, 2000, 41 (44) :8559-8563