文献类型：期刊文献

英文题名：Insights into the Photobehavior of Fluorescent Oxazinone, Quinazoline, and Difluoroboron Derivatives: Molecular Design Based on the Structure- Property Relationships

作者：Yuan, Jianyong;Yuan, Yizhong[1];Tian, Xiaohui[1];Liu, Yidan;Sun, Jinyu

机构：[1]East China Univ Sci & Technol, Key Lab Ultrafine Mat, Minist Educ, Shanghai 200237, Peoples R China; East China Univ Sci & Technol, Shanghai Key Lab Adv Polymer Mat, Sch Mat Sci & Engn, Shanghai 200237, Peoples R China

年份：2017

卷号：121

期号：14

起止页码：8091

外文期刊名：JOURNAL OF PHYSICAL CHEMISTRY C

收录：;EI(收录号：20172303734420);WOS:【SCI-EXPANDED(收录号:WOS:000399629000056)】；

基金：This research was supported by the Fundamental Research Funds for the Central Universities of China (22A201514002), Shanghai Leading Academic Discipline Project (No. B502), and Shanghai Key Laboratory Project (No. 08DZ2230500).

语种：英文

外文关键词：Light absorption - Fluorescence

摘要：Systematic comparisons among the oxazinone, quinazoline, and difluoroboron series on optical absorption and fluorescence emission properties have been made. Weaker electron donor-acceptor (D-A) pairs in both the oxazinone and quinazoline series bring about the slight red shifts of absorption spectra, whereas they significantly promote the fluorescence intensities of the oxazinone series but bathochromically shift the maximum emission wavelengths of the quinazoline series. Intrinsically, the charge-transfer (CT) modes govern the electron excitation/de-excitation processes in both the oxazinone and quinazoline series, but with respective different CT features, i.e., the interfragment CT mode for the oxazinone series versus the intrafragment CT mode for the quinazoline series. In the difluoroboron series, Oxa-Cl-OCH3-BF2 undergoes a change of transition mode from the local excitation to the CT de-excitation, whereas a large variation of CT compositions can be observed in Qui-Cl-OCH3-BF2. Experimentally, Oxa-Cl-OCH3-BF2 exhibits higher fluorescence quantum yield, favorable thermo- and photostability, stronger fluorescence intensity, and appropriately large Stokes shift, whereas theoretically, Qui-Cl-OCH3-BF2 benefiting from both the difluoroboron and quinazoline moieties is also promising to be a good fluorescent dye. The motif of combining oxazinone/quinazoline and difluoroboron moieties is believed to improve the prototypical architectures of oxazinone and quinazoline dyes.