Synthesis and optoelectronic properties of hexachloro- and hexaiodosubnaphthalocyanines as organic electronic materials

Autor:	Takatoshi Ito, Fukashi Matsumoto, Toshinobu Ohno, Koichi Hida, Kazuyuki Moriwaki, Tadashi Mizutani, Ryosuke Taniwaki, Yuko Takao, Akuto Takagi, Yoshifumi Kimura, Takumi Mizuno, Miyako Hada, Koji Yamamoto, Toshiyuki Iwai
Rok vydání:	2016
Předmět:	Absorption spectroscopy 010405 organic chemistry Chemistry Band gap Organic Chemistry Quantum yield 010402 general chemistry Photochemistry 01 natural sciences Biochemistry Fluorescence 0104 chemical sciences Drug Discovery Halogen Emission spectrum Solubility HOMO/LUMO
Zdroj:	Tetrahedron. 72:4918-4924
ISSN:	0040-4020
DOI:	10.1016/j.tet.2016.06.064
Popis:	Chloroboron(III) hexachloro- and hexaiodosubnaphthalocyanines were prepared, and their solubility, electronic absorption spectroscopy, fluorescence emission spectroscopy and HOMO/LUMO energy levels were evaluated. These subnaphthalocyanines showed lower HOMO/LUMO energies than the parent subnaphthalocyanine by 0.13–0.39 eV. The optical band gap decreased in the order: hexafluoro->hexachloro->unsubstituted>hexaiodo-subnaphthalocyanine. Fluorescence quantum yield of hexaiodosubnaphthalocyanine was 0.05, significantly lower than those of the parent, hexafluoro- and hexachloro-subnaphthalocyanines whose quantum yields ranged from 0.2 to 0.22, indicating that the heavy atom effects of iodine work effectively.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c6a5a9ec7c54a22c2b878b1e06452944 https://doi.org/10.1016/j.tet.2016.06.064 Zobrazit plný text záznamu Full Text from ScienceDirect