New photoactive D-π-A-π-D benzothiadiazole derivative: Synthesis, thermal and photophysical properties

被引：49

作者：

Westrup, Jose Luiz ^{[1
]}

Oenning, Leonardo Werncke ^{[1
]}

da Silva Paula, Marcos Marques ^{[1
]}

Duarte, Rodrigo da Costa ^{[2
]}

Rodembusch, Fabiano Severo ^{[2
]}

Allievi Frizon, Tiago Elias ^{[1
]}

da Silva, Luciano ^{[1
]}

Dal-Bo, Alexandre Goncalves ^{[1
]}

机构：

[1] Univ Extremo Sul Catarinense, Av Univ,1105 CP 3167, BR-88806000 Criciuma, SC, Brazil

[2] Univ Fed Rio Grande do Sul, Inst Quim, Grp Pesquisa Fotoquim Organ Aplicada, Aven Bento Goncalves 9500, BR-91501970 Porto Alegre, RS, Brazil

来源：

DYES AND PIGMENTS | 2016年 / 126卷

关键词：

2,1,3-benzothiadiazole; Tetrazole; Photosensitive material; Quadrupolar compounds; Opto-electronic application; Fluorescent films; SENSITIZED SOLAR-CELLS; ELECTRON-WITHDRAWING UNITS; ORGANIC SENSITIZERS; CONJUGATED POLYMER; QUANTUM YIELDS; ENERGY-LEVELS; RED-LIGHT; ACCEPTOR; DONOR; PHENOTHIAZINE;

D O I：

10.1016/j.dyepig.2015.12.003

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A new fluorophore containing a 2,1,3-benzothiadiazole unit containing alkylated tetrazoles terminal groups as electron donors connected through pi-conjugated system of type D-pi-A-pi-D was synthesized and electronically and electrochemically characterized. The compound in solution has an absorption maximum in the visible region (similar to 417 nm) due to electronic transitions of type (1)pi pi* (epsilon similar to 10(4) M-1 cm(-1)) and intense fluorescence emission (Phi(F) similar to 0.65) located in the blue-green region depending on the solvent used with a Stokes' shift of ca. 75 nm. Evidences of intramolecular charge transfer character in the excited state was observed from the Lippert Mataga correlation. The AFM images of the spin-coating depositions of compound 9 using chloroform as solvent on silicon substrate showed the formation of films with clusters. AFM images of the deposition of the acrylic thermoplastic resin doped with 0.05% of 9 showed the formation of a uniform, low-roughness film. Fluorescence emission was shown to be dependent on the method used for the formation of the films. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：209 / 217

页数：9

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