Synthesis and electrochemical and electroluminescent properties of N-phenylcarbazole-substituted poly(p-phenylenevinylene)

Fushun Liang, Takashi Kurata, Hiroyuki Nishide, Junji Kido

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

An N-phenylcarbazole-containing poly(p-phenylenevinylene) (PPV), poly [(2-(4'-carbazol-9-yl-phenyl)-5-octyloxy-l,4-phenylenevinylene) -alt-(2-(2′-ethylhexyloxy)-5methoxy-l,4-phenylenevinylene)] (Cz-PPV), was synthesized, and its optical, electrochemical, and electroluminescent properties were studied. The molecular structures of the key intermediates, the carbazole-containing boronic ester and the dialdehyde monomer, were crystallographically characterized. The polymer was soluble in common organic solvents and exhibited good thermal stability with a 5% weight loss at temperatures above 420 °C in nitrogen. A cyclic voltammogram showed the oxidation peak potentials of both the pendant carbazole group and the PPV main chain, indicating that the hole-injection ability of the polymer would be improved by the introduction of the carbazole-functional group. A single-layer light-emitting diode (LED) with a simple configuration of indium tin oxide (ITO)/Cz-PPV (80 nm)/Ca/Al exhibited a bright yellow emission with a brightness of 1560 cd/m2 at a bias of 11 V and a current density of 565 mA/cm2. A double-layer LED device with the configuration of ITO/poly(3,4-ethylenedioxy-2,5-thiophene):poly (styrenesulfonic acid) (60 nm)/Cz-PPV (80 nm)/Ca/Al gave a low turn-on voltage at 3 V and a maximum brightness of 6600 cd/m2 at a bias of 8 V. The maximum electroluminescent efficiency corresponding to the double-layer device was 1.15 cd/A, 0.42 Im/W, and 0.5%. The desired electroluminescence results demonstrated that the incorporation of hole-transporting functional groups into the PPVs was effective for enhancing the electroluminescent performance.

Original languageEnglish
Pages (from-to)5765-5773
Number of pages9
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume43
Issue number23
DOIs
Publication statusPublished - 2005 Dec 1

Fingerprint

Tin oxides
Indium
Functional groups
Light emitting diodes
Luminance
Polymers
Electroluminescence
Thiophene
Organic solvents
Molecular structure
Thiophenes
Esters
Thermodynamic stability
Current density
Monomers
Nitrogen
Oxidation
Acids
Electric potential
Temperature

Keywords

  • Charge transport
  • Conjugated polymers
  • Light-emitting diodes (LED)

ASJC Scopus subject areas

  • Polymers and Plastics
  • Materials Chemistry

Cite this

Synthesis and electrochemical and electroluminescent properties of N-phenylcarbazole-substituted poly(p-phenylenevinylene). / Liang, Fushun; Kurata, Takashi; Nishide, Hiroyuki; Kido, Junji.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 43, No. 23, 01.12.2005, p. 5765-5773.

Research output: Contribution to journalArticle

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T1 - Synthesis and electrochemical and electroluminescent properties of N-phenylcarbazole-substituted poly(p-phenylenevinylene)

AU - Liang, Fushun

AU - Kurata, Takashi

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AU - Kido, Junji

PY - 2005/12/1

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N2 - An N-phenylcarbazole-containing poly(p-phenylenevinylene) (PPV), poly [(2-(4'-carbazol-9-yl-phenyl)-5-octyloxy-l,4-phenylenevinylene) -alt-(2-(2′-ethylhexyloxy)-5methoxy-l,4-phenylenevinylene)] (Cz-PPV), was synthesized, and its optical, electrochemical, and electroluminescent properties were studied. The molecular structures of the key intermediates, the carbazole-containing boronic ester and the dialdehyde monomer, were crystallographically characterized. The polymer was soluble in common organic solvents and exhibited good thermal stability with a 5% weight loss at temperatures above 420 °C in nitrogen. A cyclic voltammogram showed the oxidation peak potentials of both the pendant carbazole group and the PPV main chain, indicating that the hole-injection ability of the polymer would be improved by the introduction of the carbazole-functional group. A single-layer light-emitting diode (LED) with a simple configuration of indium tin oxide (ITO)/Cz-PPV (80 nm)/Ca/Al exhibited a bright yellow emission with a brightness of 1560 cd/m2 at a bias of 11 V and a current density of 565 mA/cm2. A double-layer LED device with the configuration of ITO/poly(3,4-ethylenedioxy-2,5-thiophene):poly (styrenesulfonic acid) (60 nm)/Cz-PPV (80 nm)/Ca/Al gave a low turn-on voltage at 3 V and a maximum brightness of 6600 cd/m2 at a bias of 8 V. The maximum electroluminescent efficiency corresponding to the double-layer device was 1.15 cd/A, 0.42 Im/W, and 0.5%. The desired electroluminescence results demonstrated that the incorporation of hole-transporting functional groups into the PPVs was effective for enhancing the electroluminescent performance.

AB - An N-phenylcarbazole-containing poly(p-phenylenevinylene) (PPV), poly [(2-(4'-carbazol-9-yl-phenyl)-5-octyloxy-l,4-phenylenevinylene) -alt-(2-(2′-ethylhexyloxy)-5methoxy-l,4-phenylenevinylene)] (Cz-PPV), was synthesized, and its optical, electrochemical, and electroluminescent properties were studied. The molecular structures of the key intermediates, the carbazole-containing boronic ester and the dialdehyde monomer, were crystallographically characterized. The polymer was soluble in common organic solvents and exhibited good thermal stability with a 5% weight loss at temperatures above 420 °C in nitrogen. A cyclic voltammogram showed the oxidation peak potentials of both the pendant carbazole group and the PPV main chain, indicating that the hole-injection ability of the polymer would be improved by the introduction of the carbazole-functional group. A single-layer light-emitting diode (LED) with a simple configuration of indium tin oxide (ITO)/Cz-PPV (80 nm)/Ca/Al exhibited a bright yellow emission with a brightness of 1560 cd/m2 at a bias of 11 V and a current density of 565 mA/cm2. A double-layer LED device with the configuration of ITO/poly(3,4-ethylenedioxy-2,5-thiophene):poly (styrenesulfonic acid) (60 nm)/Cz-PPV (80 nm)/Ca/Al gave a low turn-on voltage at 3 V and a maximum brightness of 6600 cd/m2 at a bias of 8 V. The maximum electroluminescent efficiency corresponding to the double-layer device was 1.15 cd/A, 0.42 Im/W, and 0.5%. The desired electroluminescence results demonstrated that the incorporation of hole-transporting functional groups into the PPVs was effective for enhancing the electroluminescent performance.

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KW - Conjugated polymers

KW - Light-emitting diodes (LED)

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