Aggregation-Induced emissive molecule with large stokes shift based on naphthalimide and triphenylamine
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摘要: 聚集诱导发光（AIE）现象是近年来光电功能材料的研究热点之一. 已开发的聚集诱导发光材料其发射光谱大都位于短波长的蓝绿光区域. 利用发色团光谱重叠构建高效的能量转移过程，实现了大Stokes位移的聚集诱导发光分子的构建. 使用实验室开发的4-苯基萘酰亚胺（NIP）蓝光聚集诱导发光分子作为能量给体，使用红光的氰基乙烯基三苯胺（TPACN）为能量受体，构建出的分子（NIPTPACN）可以在360 nm紫外光激发下，实现608 nm的红光聚集诱导发光. NIPTPACN的Stokes 位移达到248 nm，聚集态荧光发光强度是单纯使用氰基乙烯基三苯胺的82.6倍. 该研究成功实现了基于能量转移的大Stokes位移聚集诱导发光分子构建，为长波发光和大Stokes位移聚集诱导发光分子的设计提供了新的策略.Abstract: Aggregation-induced emission (AIE) phenomenon is one of the research highlights in the field of optoelectric materials. However, the most advanced AIE materials emit the short wavelength fluorescence in blue to green region. The efficient energy transfer process was achieved via overlay the spectra of chromophores, which can construct the AIE-active molecule (NIPTPACN) with large Stokes shift. The 4-phenylnaphthalimide (NIP) with blue AIE fluorescence developed in our lab was selected as the energy donor and the β-cyanoethenyltriphenylamine (TPACN) with red fluorescence was selected as the acceptor. The obtained NIPTPACN can output the strong red fluorescence centered at 608 nm in aqueous solution (aggregated state) under excitation at 365 nm. The Stokes shift of NIPTPACN reaches 248 nm and the fluorescent intensity of NIPTPACN at 608 nm is 82.6-fold than the one of the solo TPACN fluorophore. This work successfully constructs an AIE-active molecule with long emission wavelength and large Stokes shift, which can provide the new strategy based on the fluorescence resonance energy transfer (FRET) mechanism.
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图 3 不同溶剂中化合物的紫外吸收光谱图
Figure 3. Ultraviolet absorption spectra compounds in different solvents
图 5 纯水溶液中NIPTPACN的吸收光谱和NIPTPA, NIP, TPACN的荧光光谱
Figure 5. Absorption spectra of NIPTPACN and fluorescence spectra of NIPTPACN, NIP and TPACN in pure water solution
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[1] QUAN L N, RAND B P, FRIEND R H, et al. Perovskites for next-generation optical sources[J] . Chemical Reviews,2019,119(12):7444 − 7477. doi: 10.1021/acs.chemrev.9b00107 [2] WANG C, DONG H, JIANG L, et al. Organic semiconductor crystals[J] . Chemical Society Review,2018,47(2):422 − 500. doi: 10.1039/C7CS00490G [3] HEDLEY G J, RUSECKAS A, SAMUEL I D W. Light harvesting for organic photovoltaics[J] . Chemical Reviews,2017,117(2):796 − 837. doi: 10.1021/acs.chemrev.6b00215 [4] XIE Q Y, QU Y, WANG G L, et al. New bipolar host materials based on isoquinoline and phenylcarbazole for red PhOLEDs[J] . Dyes and Pigments,2022,205:110559. doi: 10.1016/j.dyepig.2022.110559 [5] LUO J, XIE Z, LAM J W Y, et al. Aggregation-induced emission of 1-methyl-1, 2, 3, 4, 5-pentaphenylsilole[J] . Chemical Communications,2001(18):1740 − 1741. [6] XU W H, WANG D, TANG B Z. NIR-II AIEgens: A win-win integration towards bioapplications[J] . Angewandte Chemie International Edition,2021,60(14):7476 − 7487. doi: 10.1002/anie.202005899 [7] CUI L, BAEK Y, LEE S, et. al. An AIE and ESIPT based kinetically resolved fluorescent probe for biothiols[J] . Journal of Materials Chemistry C,2016,4(14):2909 − 2914. doi: 10.1039/C5TC03272E [8] ZHANG J, XU B, CHEN J, et. al. Oligo(phenothiazine)s: Twisted intramolecular charge transfer and aggregation-induced emission[J] . The Journal of Physical Chemistry C,2013,117(44):23117 − 25. doi: 10.1021/jp405664m [9] CHEN H, QU Y, LUO X, et. al. Dual model fluorescent probe for BSA and tetracycline derivatives based on dipyridinyltriphenylamine and indole-fused-naphthalimide[J] . Dyes and Pigments,2022,206:110619. doi: 10.1016/j.dyepig.2022.110619 [10] LUO X, QU Y, ZHANG Y, et. al. The flexibility of side chains for adjusting the emission of 4-aryl-1, 8-naphthalimides in aggregation: Spectral study and cell imaging[J] . Chemical Engineering Journal,2021,415:129095. doi: 10.1016/j.cej.2021.129095 [11] ZHANG Y, QU Y, ZHU Y, et al. Bisnaphthalimide-based fluorescent sensor for detecting alcohol and application in evaluating the liquors[J] . Journal of Luminescence,2019,214:116573. doi: 10.1016/j.jlumin.2019.116573 -
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