Synthesis and characterization of poly(fluorene)‐based copolymer containing triphenylamine group

The copolymers that are composed of poly(fluorene) (PF), poly(p-phenylene), and Poly(p-phenylenevinylene) as backbone and a large 4′-(N,N′-diphenylamino)diphenyl or 4′-(N,N′-diphenylamino)phenyl as pendent group were synthesized by the nickel(0)-mediated polycoupling. The composition of the obtained copolymers was confirmed by H NMR. All the copolymers possessed a high weight-average molecular weight and good solubility in common organic solvents. As the content of triphenyl amine pendants increases, the copolymers showed increased thermal stability due to increased glass transition temperature and increased hole injection ability because of decreased onset of the oxidation potential. In the photoluminescence spectra of copolymers, poly (BDAV30-co-DHF70) and poly(BDAPV30-co-DHF70) showed efficient energy transfer. indium tin oxide/poly(styrene sulfonate)-doped poly(3,4-ethylene dioxythiophene)/poly (BDAV30-co-DHF70)/LiF/Al device showed maximum brightness of 2267 cd/m2 and efficiency of 0.80 cd/A, with turn-on voltage at 9.1 V. © 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 172–182, 2006

[1]  Yun‐Hi Kim,et al.  Synthesis and characterization of poly(terphenylenevinylene) derivatives containing alkoxy substituents and (or) phenyl pendant group , 2004 .

[2]  Yun‐Hi Kim,et al.  Synthesis and characterization of novel blue light emitting poly[4,4′-biphenylylene(α-phenylvinylene)] , 2002 .

[3]  J. Kido,et al.  A Novel Triphenylamine-Substituted Poly(p-phenylenevinylene): Improved Photo- and Electroluminescent Properties , 2001 .

[4]  Yun‐Hi Kim,et al.  Efficient and Bright Blue Electroluminescence of Poly[4,4‘-biphenylene-α-(9‘ ‘,9‘ ‘-dihexyl-3-fluorenyl)vinylene] , 2001 .

[5]  M. Bernius,et al.  Fluorene-based polymers-preparation and applications , 2000 .

[6]  Michael B. Ramey,et al.  Water-soluble and blue luminescent cationic polyelectrolytes based on poly(p-phenylene) , 1999 .

[7]  Donal D. C. Bradley,et al.  High brightness and efficiency blue light-emitting polymer diodes , 1998 .

[8]  Arno Kraft,et al.  Electroluminescent Conjugated Polymers-Seeing Polymers in a New Light. , 1998, Angewandte Chemie.

[9]  Franco Cacialli,et al.  Efficient green light‐emitting diodes from a phenylated derivative of poly(p‐phenylene–vinylene) , 1996 .

[10]  S. Chen,et al.  Poly(2-alkoxy-p-phenylene)s as deep-blue light-emitting polymers , 1996 .

[11]  Q. Pei,et al.  Efficient blue light-emitting diodes from a soluble poly(para-phenylene) : internal field emission measurement of the energy gap in semiconducting polymers , 1996 .

[12]  J. Stampfl,et al.  Stable poly(p-phenylene)s and their application in organic light engtting devices , 1994 .

[13]  D. Clery.  After years in the dark, electric plastic finally shines. , 1994, Science.

[14]  Katsutoshi Nagai,et al.  White light‐emitting organic electroluminescent devices using the poly(N‐vinylcarbazole) emitter layer doped with three fluorescent dyes , 1994 .

[15]  G. Malliaras,et al.  Tuning of photo‐ and electroluminescence in alkylated polythiophenes with well‐defined regioregularity , 1994 .

[16]  D. Bradley.  Elctroluminescence: A bright future for conjugated polymers? , 1992 .

[17]  A. Heeger,et al.  Visible light emission from semiconducting polymer diodes , 1991 .

[18]  R. N. Marks,et al.  Light-emitting diodes based on conjugated polymers , 1990, Nature.

[19]  Yun‐Hi Kim,et al.  Novel blue-light-emitting poly(terphenylenevinylene) derivative , 2003 .

[20]  Yunryeol Kim,et al.  Synthesis and Characterization of New Poly(terphenylene vinylene)Derivative as Bule Emitting Material , 2001 .

[21]  R. Dorsinville,et al.  Photoluminescence and electroluminescence of a soluble PPP-type polymer , 1997 .

[22]  Bruno Ullrich,et al.  Realization of a blue-light-emitting device using poly(p-phenylene)†‡ , 1992 .

[23]  R. Friend,et al.  Optical absorption and luminescence in poly(4,4′-diphenylenediphenylvinylene) , 1985 .