Application of Near-IR Absorption Porphyrin Dyes Derived from Click Chemistry as Third-Order Nonlinear Optical Materials.
Recently, third-order nonlinear properties of porphyrins and porphyrin polymers and coordination compounds have been extensively studied in relation to their use in photomedicine and molecular photonics. A new functionalized porphyrin dye containing electron-rich alkynes was synthesized and further modified by formal [2+2] click reactions with click reagents tetracyanoethylene (TCNE) and 7, 7, 8, 8-tetracyanoquinodimethane (TCNQ). The photophysical properties of these porphyrin dyes, as well as the click reaction, were studied by UV/Vis spectroscopy. In particular, third-order nonlinear optical properties of the dyes, which showed typical d-π-A structures, were characterized by Z-scan techniques. In addition, the self-assembly properties were investigated through the phase-exchange method, and highly organized morphologies were observed by scanning electron microscopy (SEM). The effects of the click post-functionalization on the properties of the porphyrins were studied, and these functionalized porphyrin dyes represent an interesting set of candidates for optoelectronic device components.
Department of Materials Science and Engineering University of Science and Technology Beijing 30 Xueyuan Rd, Haidian Beijing 100083 P. R. China.
Yongsheng
Y
Mi
Department of Materials Science and Engineering University of Science and Technology Beijing 30 Xueyuan Rd, Haidian Beijing 100083 P. R. China.
Pengxia
P
Liang
Department of Materials Science and Engineering University of Science and Technology Beijing 30 Xueyuan Rd, Haidian Beijing 100083 P. R. China.
Zhou
Z
Yang
Department of Materials Science and Engineering University of Science and Technology Beijing 30 Xueyuan Rd, Haidian Beijing 100083 P. R. China.
Dong
D
Wang
Department of Materials Science and Engineering University of Science and Technology Beijing 30 Xueyuan Rd, Haidian Beijing 100083 P. R. China.
Hui
H
Cao
Department of Materials Science and Engineering University of Science and Technology Beijing 30 Xueyuan Rd, Haidian Beijing 100083 P. R. China.
Wanli
W
He
Department of Materials Science and Engineering Peking University 5 Yiheyuan Rd, Haidian Beijing 100871 P. R. China.
Huai
H
Yang
State Key Laboratory of Coal Resource and Safe Mining China University of Mining & Technology 11 Xueyuan Rd Beijing P. R. China.
Lian
L
Yu
Click reactions; near-infrared absorption; porphyrin derivatives; self-assembly; third-order nonlinear optical properties