Synthesis and self-assembly of 2,9,16-tri(tert-butyl)-23-(10-mercaptodecyloxy)phthalocyanine and the application of its self-assembled monolayers in organic light-emitting diodes

Xuebin Huang; Yunqi Liu; Shuai Wang; Shuqin Zhou; Daoben Zhu

doi:10.1002/1521-3765(20020916)8:18<4179::AID-CHEM4179>3.0.CO;2-L

Synthesis and self-assembly of 2,9,16-tri(tert-butyl)-23-(10-mercaptodecyloxy)phthalocyanine and the application of its self-assembled monolayers in organic light-emitting diodes

Chemistry. 2002 Sep 16;8(18):4179-84. doi: 10.1002/1521-3765(20020916)8:18<4179::AID-CHEM4179>3.0.CO;2-L.

Authors

Xuebin Huang¹, Yunqi Liu, Shuai Wang, Shuqin Zhou, Daoben Zhu

Affiliation

¹ Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China.

PMID: 12298007
DOI: 10.1002/1521-3765(20020916)8:18<4179::AID-CHEM4179>3.0.CO;2-L

Abstract

2,9,16-Tri(tert-butyl)-23-(10-mercaptodecyloxy)phthalocyanine (8) and its disulfide (9) have been synthesized and characterized, and their self-assembling behaviors on gold substrates have been studied. Characteristic Q-bands were observed at about 630 nm in the UV/visible spectra of the self-assembling monolayers (SAMs). They were broadened and blue-shifted relative to those observed in solution. Binding energies for S2p have the same values (161.70 eV) and are in accord with those for gold thiolates. The application of the SAMs in organic light-emitting diode was investigated. It shows that the SAM promotes the hole injection process from the anode.