Characterization and side chain manipulation in violet-blue poly-[(9,9-dialkylfluoren-2,7-diyl)-alt-co-(benzen-1,4-diyl)] backbones

被引:49
作者
Mallavia, R [1 ]
Montilla, F
Pastor, I
Velásquez, P
Arredondo, B
Alvarez, AL
Mateo, CR
机构
[1] Univ Miguel Hernandez, Inst Mol & Cellular Biol, Alicante, Spain
[2] Univ Miguel Hernandez, Dept Ciencia & Tecnol Mat, Alicante, Spain
[3] Univ Rey Juan Carlos, Dept Informat Estadist & Telemat, Madrid 28933, Spain
关键词
D O I
10.1021/ma0477955
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
In this work, conditions of Suzuki condensation and polymer modification of polymers of benzene and fluorene units have been studied. A new polymer was prepared with statistical equimolecular amounts of two 2,7-dibromo-9,9-bis(6'-susbtituted-hexyl)fluorene as starting monomers. The C9 position of the poly [9,9-bis(6'-bromohexylfluoren-2,7-diyl)-alt-co-(benzen-1,4-diyl)] has been substituted yielding poly[9,9-bis(6'-cyanohexylfluoren-2,7-diyl)-alt-co-(benzen-1,4-diyl)] with a high degree of conversion. All polymers were completely soluble in THF and chloroform and were characterized by NMR, FTIR, and elemental analysis. Molecular weights measured by gel permeation chromatography coupled with light scattering detector results in polydispersity values between 3.3 and 1.2. Their glass transitions temperature were over 90 and 99 degrees C by DSC. Comparative studies of optical properties in solution and solid state show similar values indicating that the remote substitution of functional group maintains the spectroscopic characteristics of the backbone. Cyclic voltammetry studies and preliminary results in bias potentials of electroluminiscent devices reveal that these polymers may be promising candidates to be used as hole and electron transporting materials.
引用
收藏
页码:3185 / 3192
页数:8
相关论文
共 41 条
[1]   New air-stable n-channel organic thin film transistors [J].
Bao, ZA ;
Lovinger, AJ ;
Brown, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (01) :207-208
[2]  
Bernius MT, 2000, ADV MATER, V12, P1737, DOI 10.1002/1521-4095(200012)12:23<1737::AID-ADMA1737>3.0.CO
[3]  
2-N
[4]   Polymer electroluminescent devices processed by inkjet printing: I. Polymer light-emitting logo [J].
Bharathan, J ;
Yang, Y .
APPLIED PHYSICS LETTERS, 1998, 72 (21) :2660-2662
[5]   Polymer/metal interfaces and the performance of polymer light-emitting diodes [J].
Bharathan, JM ;
Yang, Y .
JOURNAL OF APPLIED PHYSICS, 1998, 84 (06) :3207-3211
[6]  
Catalan J., 2001, HDB SOLVENTS, P583, DOI DOI 10.1016/B978-1-895198-64-5.50016-7
[7]   Synthesis and optical properties of poly(fluorene)-based alternating copolymers [J].
Charas, A ;
Barbagallo, N ;
Morgado, J ;
Alcácer, L .
SYNTHETIC METALS, 2001, 122 (01) :23-25
[8]   Synthesis, X-ray, spectroscopic and a preliminary Suzuki coupling screening studies of a complete series of dPPfMX2 (M = Pt, Pd; X = Cl, Br, I) [J].
Colacot, TJ ;
Qian, H ;
Cea-Olivares, R ;
Hernandez-Ortega, S .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 637 :691-697
[9]   Synthesis and characterization of alternating copolymers of fluorene and oxadiazole [J].
Ding, JF ;
Day, M ;
Robertson, G ;
Roovers, J .
MACROMOLECULES, 2002, 35 (09) :3474-3483
[10]   Responsive supramolecular polythiophene assemblies [J].
Faïd, K ;
Leclerc, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (21) :5274-5278