文献类型：期刊文献

英文题名：A red-emission diketopyrrolopyrrole-based fluoride ion chemosensor with high contrast ratio working in a dual mode: Solvent-dependent ratiometric and "turn on" pathways

作者：Qu, Yi;Qu, Sanyin;Yang, Lin;Hua, Jianli[1];Qu, Dahui

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China; E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2012

卷号：173

起止页码：225

外文期刊名：SENSORS AND ACTUATORS B-CHEMICAL

收录：;EI(收录号：20124115539283);WOS:【SCI-EXPANDED(收录号:WOS:000311248100031)】；

基金：This work was supported by NSFC/China (2116110444, 21172073 and 20902024), National Basic Research 973 Program (2011CB808400), the Fundamental Research Funds for the Central Universities (WJ0913001 and WJ1014001), Shanghai Talent Program and the Ph.D. Programs Foundation of Ministry of Education of China (20090074110004). J.L. Hua appreciates Prof. H. Tian very much for his helpful discussion and valuable comments. Dr. D.-H. Qu thank the financial support from the Foundation for the Author of National Excellent Doctoral Dissertation of China (200957), Shanghai Pujiang Talent Program (10PJ1402700), Fok Ying Tong Education Foundation (121069), Shanghai Chenguang project (09CG26).

语种：英文

外文关键词：Diketopyrrolopyrrole; Fluoride sensor; Colorimetric; Dual mode fluorescence; Logic gate

摘要：A new red-emission diketopyrrolopyrrole (DPP)-based fluoride ion chemosensor (DPP-4) with two strong electron-donating triphenylamine groups was designed and synthesized. The sensing properties of DPP-4 for F- were extensively investigated both in acetone and in acetonitrile solutions. Deprotonation of the N-H groups on DPP-4 provided rapid and selective detection of F- in which an apparent color change from red to purple with large red shift in ambient light can be observed by the naked-eye in both two solvents. However, very distinct sensing behaviors were obtained in the fluorescent changes exhibiting solvent-dependent dual mode approaches, i.e. ratiometric and "turn on" modes in acetone and acetonitrile, respectively. In acetone, ratiometric channel was activated upon addition of n-Bu4NF, and more than 50 nm red shift from 590 nm to 641 nm was obtained and accompanied with emission color from orange to purple red. In acetonitrile, a "turn on" response with red emission at 631 nm can be easily recognized, and more than 50-fold enhancement were obtained. TD-DFT calculations indicated that DPP-4 performed an intramolecular charge transfer (ICT) process between triphenylamine to DPP core. Interestingly, the reverse charge transfer process from deprotonated DPP core to triphenylamine moieties was obtained after addition of F-, which resulted in red-shift in absorption spectra of the compound. Furthermore, using fluoride and HSO4- anions as two chemical inputs and absorption or fluorescence as output, compound DPP-4 was demonstrated to be a parallel double-INH logic gate in acetonitrile solution. (C) 2012 Published by Elsevier B.V.