Synthesis of electroluminescent copoly(aryl ether)s containing alternate 1,4-distyrylbenzene derivatives and aromatic 1,3,4-oxadiazole or 3,3″-terphenyldicarbonitrile segments

Bar Yuan Hsieh, Kun Ming Yeh, Yun Chen

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15 Citations (Scopus)

Abstract

New copoly(aryl ether)s (P1-P3) containing alternate 2,5-dihexyloxy-1,4- di(ra-ethoxystyryl)benzene (P1, P2) or 2,5-dihexyloxy-1,4-distyrylbenzene (P3) chromophores and aromatic 1,3,4-oxadiazole (P1) or 3,3″- terphenyldicarbonitrile (P2, P3) segments were prepared by Horner reaction (P1 and P2) or nucleophilic displacement reaction (P3). They are basically amorphous materials with 5% weight-loss temperature above 410°C. Their absorption, photoluminescence spectra, and quantum yields are dependent on the composition of the isolated fluorophores. The emissions are exclusively dominated by 1,4-distyrylbenzene segments via excitation energy transfer from electron-transporting 1,3,4-oxadiazole (PI) or 3,3″- terphenyldicarbonitrile (P2, P3) chromophores. The HOMO and LUMO energy levels have been estimated from their cyclic voltammograms, and the observations confirm that oxidation and reduction start from the emitting 1,4-distyrylbenzene and electron-transporting segments, respectively, indicating that both carriers affinity can be enhanced simultaneously. Among the two-layer PLED devices (ITO/PEDOT/P1-P3/Al), PI exhibits the best performance with a turn-on field of 4 × 105 V/cm and a maximum luminance of 225 cd/m2. However, P2 emits green-yellow light (555 nm), owing to the excimer emission.

Original languageEnglish
Pages (from-to)5009-5022
Number of pages14
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume43
Issue number21
DOIs
Publication statusPublished - 2005 Nov 1

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Chromophores
Ether
Ethers
Derivatives
Fluorophores
Electrons
Excitation energy
Quantum yield
Energy transfer
Electron energy levels
Luminance
Benzene
Photoluminescence
Oxidation
Chemical analysis
Temperature
distyrylbenzene
1,3,4-oxadiazole

All Science Journal Classification (ASJC) codes

  • Materials Chemistry
  • Polymers and Plastics

Cite this

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title = "Synthesis of electroluminescent copoly(aryl ether)s containing alternate 1,4-distyrylbenzene derivatives and aromatic 1,3,4-oxadiazole or 3,3″-terphenyldicarbonitrile segments",
abstract = "New copoly(aryl ether)s (P1-P3) containing alternate 2,5-dihexyloxy-1,4- di(ra-ethoxystyryl)benzene (P1, P2) or 2,5-dihexyloxy-1,4-distyrylbenzene (P3) chromophores and aromatic 1,3,4-oxadiazole (P1) or 3,3″- terphenyldicarbonitrile (P2, P3) segments were prepared by Horner reaction (P1 and P2) or nucleophilic displacement reaction (P3). They are basically amorphous materials with 5{\%} weight-loss temperature above 410°C. Their absorption, photoluminescence spectra, and quantum yields are dependent on the composition of the isolated fluorophores. The emissions are exclusively dominated by 1,4-distyrylbenzene segments via excitation energy transfer from electron-transporting 1,3,4-oxadiazole (PI) or 3,3″- terphenyldicarbonitrile (P2, P3) chromophores. The HOMO and LUMO energy levels have been estimated from their cyclic voltammograms, and the observations confirm that oxidation and reduction start from the emitting 1,4-distyrylbenzene and electron-transporting segments, respectively, indicating that both carriers affinity can be enhanced simultaneously. Among the two-layer PLED devices (ITO/PEDOT/P1-P3/Al), PI exhibits the best performance with a turn-on field of 4 × 105 V/cm and a maximum luminance of 225 cd/m2. However, P2 emits green-yellow light (555 nm), owing to the excimer emission.",
author = "Hsieh, {Bar Yuan} and Yeh, {Kun Ming} and Yun Chen",
year = "2005",
month = "11",
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TY - JOUR

T1 - Synthesis of electroluminescent copoly(aryl ether)s containing alternate 1,4-distyrylbenzene derivatives and aromatic 1,3,4-oxadiazole or 3,3″-terphenyldicarbonitrile segments

AU - Hsieh, Bar Yuan

AU - Yeh, Kun Ming

AU - Chen, Yun

PY - 2005/11/1

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N2 - New copoly(aryl ether)s (P1-P3) containing alternate 2,5-dihexyloxy-1,4- di(ra-ethoxystyryl)benzene (P1, P2) or 2,5-dihexyloxy-1,4-distyrylbenzene (P3) chromophores and aromatic 1,3,4-oxadiazole (P1) or 3,3″- terphenyldicarbonitrile (P2, P3) segments were prepared by Horner reaction (P1 and P2) or nucleophilic displacement reaction (P3). They are basically amorphous materials with 5% weight-loss temperature above 410°C. Their absorption, photoluminescence spectra, and quantum yields are dependent on the composition of the isolated fluorophores. The emissions are exclusively dominated by 1,4-distyrylbenzene segments via excitation energy transfer from electron-transporting 1,3,4-oxadiazole (PI) or 3,3″- terphenyldicarbonitrile (P2, P3) chromophores. The HOMO and LUMO energy levels have been estimated from their cyclic voltammograms, and the observations confirm that oxidation and reduction start from the emitting 1,4-distyrylbenzene and electron-transporting segments, respectively, indicating that both carriers affinity can be enhanced simultaneously. Among the two-layer PLED devices (ITO/PEDOT/P1-P3/Al), PI exhibits the best performance with a turn-on field of 4 × 105 V/cm and a maximum luminance of 225 cd/m2. However, P2 emits green-yellow light (555 nm), owing to the excimer emission.

AB - New copoly(aryl ether)s (P1-P3) containing alternate 2,5-dihexyloxy-1,4- di(ra-ethoxystyryl)benzene (P1, P2) or 2,5-dihexyloxy-1,4-distyrylbenzene (P3) chromophores and aromatic 1,3,4-oxadiazole (P1) or 3,3″- terphenyldicarbonitrile (P2, P3) segments were prepared by Horner reaction (P1 and P2) or nucleophilic displacement reaction (P3). They are basically amorphous materials with 5% weight-loss temperature above 410°C. Their absorption, photoluminescence spectra, and quantum yields are dependent on the composition of the isolated fluorophores. The emissions are exclusively dominated by 1,4-distyrylbenzene segments via excitation energy transfer from electron-transporting 1,3,4-oxadiazole (PI) or 3,3″- terphenyldicarbonitrile (P2, P3) chromophores. The HOMO and LUMO energy levels have been estimated from their cyclic voltammograms, and the observations confirm that oxidation and reduction start from the emitting 1,4-distyrylbenzene and electron-transporting segments, respectively, indicating that both carriers affinity can be enhanced simultaneously. Among the two-layer PLED devices (ITO/PEDOT/P1-P3/Al), PI exhibits the best performance with a turn-on field of 4 × 105 V/cm and a maximum luminance of 225 cd/m2. However, P2 emits green-yellow light (555 nm), owing to the excimer emission.

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