A cross-linkable triphenylamine derivative as a hole injection/transporting material in organic light-emitting diodes

Hsi Kang Shih; Yu Lin Chu; Feng Chih Chang; Chaoyuan Zhu; Shiao Wei Kuo

doi:10.1039/c5py00882d

A cross-linkable triphenylamine derivative as a hole injection/transporting material in organic light-emitting diodes

Hsi Kang Shih, Yu Lin Chu, Feng Chih Chang, Chaoyuan Zhu^*, Shiao Wei Kuo

^*Corresponding author for this work

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

28 Scopus citations

Abstract

We have synthesized TPABZ, a new thermally cross-linkable triphenylamine derivative containing a benzoxazine functional group, for application in organic light-emitting diodes (OLEDs). We used differential scanning calorimetry, thermogravimetric analysis, UV-Vis spectroscopy, and cyclic voltammetry to investigate the thermal, physical, and electrochemical properties of TPABZ, which is readily polymerized, through ring-opening polymerization of its benzoxazine unit, upon heating at 220 °C for 30 min. The cured TPABZ (P-TPABZ) is suitable for use as a hole injection/transport material in OLEDs because it has an appropriate HOMO energy level (-5.16 eV) to form a stepwise energy ladder and a high LUMO energy level (-1.68 eV) with great potential for electron blocking. We fabricated multilayered OLEDs (ITO/TPABZ or P-TPABZ/NPB/Alq ₃ /LiF/Al) through successive spin-coating and vacuum deposition processes; the device incorporating P-TPABZ exhibited good performance (EQE: 2.44%; LE _max : 8.42 cd A ^-1 ; PE _max : 4.34 lm W ^-1 ).

Original language	English
Pages (from-to)	6227-6237
Number of pages	11
Journal	Polymer Chemistry
Volume	6
Issue number	34
DOIs	https://doi.org/10.1039/c5py00882d
State	Published - 14 Sep 2015

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title = "A cross-linkable triphenylamine derivative as a hole injection/transporting material in organic light-emitting diodes",

abstract = " We have synthesized TPABZ, a new thermally cross-linkable triphenylamine derivative containing a benzoxazine functional group, for application in organic light-emitting diodes (OLEDs). We used differential scanning calorimetry, thermogravimetric analysis, UV-Vis spectroscopy, and cyclic voltammetry to investigate the thermal, physical, and electrochemical properties of TPABZ, which is readily polymerized, through ring-opening polymerization of its benzoxazine unit, upon heating at 220 °C for 30 min. The cured TPABZ (P-TPABZ) is suitable for use as a hole injection/transport material in OLEDs because it has an appropriate HOMO energy level (-5.16 eV) to form a stepwise energy ladder and a high LUMO energy level (-1.68 eV) with great potential for electron blocking. We fabricated multilayered OLEDs (ITO/TPABZ or P-TPABZ/NPB/Alq 3 /LiF/Al) through successive spin-coating and vacuum deposition processes; the device incorporating P-TPABZ exhibited good performance (EQE: 2.44%; LE max : 8.42 cd A -1 ; PE max : 4.34 lm W -1 ). ",

author = "Shih, {Hsi Kang} and Chu, {Yu Lin} and Chang, {Feng Chih} and Chaoyuan Zhu and Kuo, {Shiao Wei}",

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AU - Shih, Hsi Kang

AU - Chu, Yu Lin

AU - Chang, Feng Chih

AU - Zhu, Chaoyuan

AU - Kuo, Shiao Wei

PY - 2015/9/14

Y1 - 2015/9/14

N2 - We have synthesized TPABZ, a new thermally cross-linkable triphenylamine derivative containing a benzoxazine functional group, for application in organic light-emitting diodes (OLEDs). We used differential scanning calorimetry, thermogravimetric analysis, UV-Vis spectroscopy, and cyclic voltammetry to investigate the thermal, physical, and electrochemical properties of TPABZ, which is readily polymerized, through ring-opening polymerization of its benzoxazine unit, upon heating at 220 °C for 30 min. The cured TPABZ (P-TPABZ) is suitable for use as a hole injection/transport material in OLEDs because it has an appropriate HOMO energy level (-5.16 eV) to form a stepwise energy ladder and a high LUMO energy level (-1.68 eV) with great potential for electron blocking. We fabricated multilayered OLEDs (ITO/TPABZ or P-TPABZ/NPB/Alq 3 /LiF/Al) through successive spin-coating and vacuum deposition processes; the device incorporating P-TPABZ exhibited good performance (EQE: 2.44%; LE max : 8.42 cd A -1 ; PE max : 4.34 lm W -1 ).

AB - We have synthesized TPABZ, a new thermally cross-linkable triphenylamine derivative containing a benzoxazine functional group, for application in organic light-emitting diodes (OLEDs). We used differential scanning calorimetry, thermogravimetric analysis, UV-Vis spectroscopy, and cyclic voltammetry to investigate the thermal, physical, and electrochemical properties of TPABZ, which is readily polymerized, through ring-opening polymerization of its benzoxazine unit, upon heating at 220 °C for 30 min. The cured TPABZ (P-TPABZ) is suitable for use as a hole injection/transport material in OLEDs because it has an appropriate HOMO energy level (-5.16 eV) to form a stepwise energy ladder and a high LUMO energy level (-1.68 eV) with great potential for electron blocking. We fabricated multilayered OLEDs (ITO/TPABZ or P-TPABZ/NPB/Alq 3 /LiF/Al) through successive spin-coating and vacuum deposition processes; the device incorporating P-TPABZ exhibited good performance (EQE: 2.44%; LE max : 8.42 cd A -1 ; PE max : 4.34 lm W -1 ).

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