Synthesis and properties of light stabilized chromic materials of#br#
9, 10-distyrylanthracene

doi:10.16085/j.issn.1000-6613.2017-0846

Abstract

Abstract: Six compounds of 9, 10-distyrylanthracene (DSA-C_nP, DSA-C_n, n=2, 6, 12) were designed and synthesized. Among them, DSA-C_nP (n=2, 6, 12) are novel compounds which contain the hindered piperidine group. Their fluorescence properties were evaluated, and the results showed that all of them presented both AIE and piezofluorochromic (PFC) properties. Their PFC properties were closely related to the length of alkyl chains. Furthermore, the XRD profiles demonstrated a transformation from crystalline to amorphous state during the grinding process, which may be the internal reason for the piezofluorochromic phenomenon. Then, comparing with DSA-C_n (n=2, 6, 12), the PFC properties of DSA-C_nP (n=2, 6, 12) showed an opposite trend when changing the length of alkyl chains, indicating that the introduction of hindered piperidine had a significant effect on the PFC properties of DSA derivatives. In addition, the photostability test showed that, both DSA-C_n (n=2, 6, 12)and DSA-C_nP (n=2, 6, 12)were degradated after irradiation. However, the photostability of DSA-C_nP (n=2, 6, 12)was better than that of DSA-C_n (n=2, 6, 12)due to the introduction of the hinder piperidine. The above results manifested that hindered piperidine groups effect the regulation of the stacking modes of DSA compounds and their photostability, which deserves further researches.

Key words: hindered piperidine, 9,10-distyrylanthracene, aggregation-induced emission (AIE), piezofluorochromism, synthesis, stability

摘要： 设计合成了6个9，10-二苯乙烯基蒽（DSA）化合物，其中DSA-C_nP（n=2，6，12）为含有受阻哌啶结构单元的新化合物。对其进行荧光性能测试，结果表明这3个新化合物均具有聚集诱导发光性能，且其对压力的刺激响应与烷基链长度紧密相关。X射线衍射分析表明样品在研磨前后发生了由晶态向无定形态的转变，这可能是其产生压致变色现象的内因。与DSA-C_n化合物对比，发现当改变烷基链长度时，其压致变色性能表现出相反的变化趋势，这表明受阻哌啶的引入对DSA化合物的压致变色性能产生了重要影响。同时，光稳定性能测试表明，光照后DSA-C_nP和DSA-C_n均发生了一定程度的降解，但与DSA-C_n相比，受阻哌啶的引入的确使DSA-C_nP具有更好的光稳定性能。以上结果表明受阻哌啶基团对调控DSA化合物堆积模式和光稳定性能确有一定作用，有必要对其进行进一步的研究。

关键词: 受阻哌啶, 9, 10-二苯乙烯基蒽, 聚集诱导发光, 压致变色, 合成, 稳定性

CLC Number:

SU Yuhan, TENG Xinyu, WANG Bowei, LIN Chenhui, CHEN Ligong, LI Yang, YAN Xilong. Synthesis and properties of light stabilized chromic materials of#br# 9, 10-distyrylanthracene[J]. Chemical Industry and Engineering Progress, 2018, 37(01): 212-222.

苏钰涵, 滕欣余, 王博威, 林晨辉, 陈立功, 李阳, 闫喜龙. 光稳定型9,10-二苯乙烯基蒽类变色材料的合成及性能[J]. 化工进展, 2018, 37(01): 212-222.

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Synthesis and properties of light stabilized chromic materials of#br# 9, 10-distyrylanthracene

光稳定型9,10-二苯乙烯基蒽类变色材料的合成及性能

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