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一种具有高固态发光效率的TPE-苯并噻唑压致变色和酸致变色分子开关。

A TPE-benzothiazole piezochromic and acidichromic molecular switch with high solid state luminescent efficiency.

作者信息

Ma Chunping, He Jiajun, Xu Bingjia, Xie Gaoyi, Xie Zongliang, Mao Zhu, Chi Zhenguo

机构信息

Key Laboratory of Light Metal Materials Processing Technology of Guizhou Province, Guizhou Institute of Technology Guiyang 550003 China.

School of Materials and Metallurgical Engineering, Guizhou Institute of Technology Guiyang 550003 China.

出版信息

RSC Adv. 2018 Feb 7;8(12):6252-6258. doi: 10.1039/c7ra12655g. eCollection 2018 Feb 6.

DOI:10.1039/c7ra12655g
PMID:35540408
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9078361/
Abstract

A new organic compound, namely B-TPEAN, was constructed by using tetraphenylethylene, acrylonitrile and benzothiazole as building blocks. Herein, results of single crystal structure analysis and theoretical calculation for the as-synthesized compound were presented. Photophysical properties, including UV-visible absorption, photoluminescence and fluorescent quantum yield, were also well studied. B-TPEAN was found to show excellent aggregation-induced emission (AIE) properties and high quantum yield (up to 85%) in the solid-state. These results should be attributed to the positive effect of a combination of two typical AIE moieties in one molecule. Upon grinding, the emission color of the pristine sample for B-TPEAN changed from bluish green ( = 497 nm) to yellow ( = 567 nm), exhibiting a remarkable piezochromism. Moreover, by fuming with acid vapor, both of the pristine and the ground samples of B-TPEAN showed dramatic decreases in fluorescence quantum yields and large bathochromic shifts in PL maxima up to 53 nm and 80 nm, respectively, indicating a success in achieving multi-stimuli-responsive luminophore with high contrast in both emission intensity and color. Further investigation revealed that the acidifluorochormism of the samples was caused by the protonation of the benzothiazole moiety, leading to an enhancement of ICT effect in the protonated molecules.

摘要

一种新型有机化合物,即B-TPEAN,由四苯乙烯、丙烯腈和苯并噻唑作为结构单元构建而成。在此,给出了所合成化合物的单晶结构分析和理论计算结果。还对其光物理性质,包括紫外可见吸收、光致发光和荧光量子产率进行了深入研究。发现B-TPEAN在固态下表现出优异的聚集诱导发光(AIE)性质和高量子产率(高达85%)。这些结果应归因于一个分子中两个典型AIE部分组合的积极作用。研磨后,B-TPEAN原始样品的发射颜色从蓝绿色(λ = 497 nm)变为黄色(λ = 567 nm),表现出显著的压致变色。此外,通过用酸蒸汽熏蒸,B-TPEAN的原始样品和研磨后样品的荧光量子产率均显著降低,PL最大值分别出现高达53 nm和80 nm的大的红移,表明成功实现了在发射强度和颜色方面具有高对比度的多刺激响应发光体。进一步研究表明,样品的酸致荧光变色是由苯并噻唑部分的质子化引起的,导致质子化分子中ICT效应增强。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/a18332617b40/c7ra12655g-f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/a90469913d53/c7ra12655g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/cf7f608a7166/c7ra12655g-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/47c959bca164/c7ra12655g-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/97fa0d0f1a9d/c7ra12655g-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/4e95463a5d9c/c7ra12655g-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/bf3700449b09/c7ra12655g-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/423430836cf0/c7ra12655g-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/7b8b40202f94/c7ra12655g-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/20f8f1770591/c7ra12655g-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/a18332617b40/c7ra12655g-f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/a90469913d53/c7ra12655g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/cf7f608a7166/c7ra12655g-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/47c959bca164/c7ra12655g-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/97fa0d0f1a9d/c7ra12655g-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/4e95463a5d9c/c7ra12655g-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/bf3700449b09/c7ra12655g-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/423430836cf0/c7ra12655g-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/7b8b40202f94/c7ra12655g-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/20f8f1770591/c7ra12655g-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5cf/9078361/a18332617b40/c7ra12655g-f9.jpg

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