Modulating TICT to ICT characteristics of acid switchable red emitting boradiazaindacene chromophores: Perspectives from synthesis, photophysical, hyperpolarizability and TD-DFT studies

被引：24

作者：

Thorat, Kishor G. ^{[1
]}

Ray, Alok K. ^{[2
]}

Sekar, Nagaiyan ^{[1
]}

机构：

[1] Inst Chem Technol, Dyestuff Technol Dept, Bombay 400019, Maharashtra, India

[2] Bhabha Atom Res Ctr, Laser & Plasma Technol Div, Bombay 400085, Maharashtra, India

来源：

DYES AND PIGMENTS | 2017年 / 136卷

关键词：

BODIPY-red emission; B3LYP; DFT; Hyperpolarizability; ICT; TICT; NONLINEAR-OPTICAL SUSCEPTIBILITY; INTRAMOLECULAR CHARGE-TRANSFER; POLARIZABLE CONTINUUM MODEL; DENSITY-FUNCTIONAL THEORY; RESTRICTED AZA-BODIPY; PHOTODYNAMIC THERAPY; 2ND-ORDER POLARIZABILITIES; SPECTROSCOPIC PROPERTIES; DIPYRROMETHENE DYE; HIGHLY FLUORESCENT;

D O I：

10.1016/j.dyepig.2016.08.049

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Two new red emitting difluoro-boradiazaindacene fluorophores have been synthesized, and their photophysical and hyperpolarizability properties in various microenvironments were evaluated experimentally and characterized in detail with respect to DFT and TD-DFT using B3LYP/6-31G(d) level of theory. The dyes possess reasonable first order hyperpolarizabilities in solvents of different polarities. The photophysical properties of the difluoro-boradiazaindacene cores are found to be highly sensitive towards change in polarity of microenvironments because of twisted intramolecular charge transfer (TICT) characteristics. The dyes show unusually very large Stokes shifts and their photophysical properties such as emission maxima and fluorescence intensity were altered to a great extent in the presence of trace amount of TFA in chloroform. These dyes can be used as promising candidates for pH probes and non-linear optical materials. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：321 / 334

页数：14

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