Application of Near-IR Absorption Porphyrin Dyes Derived from Click Chemistry as Third-Order Nonlinear Optical Materials

作者：Mi, Yongsheng; Liang, Pengxia; Yang, Zhou^*; Wang, Dong^*; Cao, Hui; He, Wanli; Yang, Huai^*; Yu, Lian^*

来源：ChemistryOpen, 2016, 5(1): 71-77.

DOI：10.1002/open.201500124

• Click reactions
• near-infrared absorption
• porphyrin derivatives
• self-assembly
• third-order nonlinear optical properties

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--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.

• 出版日期2016-2
• 单位中国矿业大学（北京）; 北京科技大学; 北京大学