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Cyano-containing tetraphenylethene isomers: similar bright mechanoluminescence, but diverse recoverable processes
Materials Chemistry Frontiers ( IF 7 ) Pub Date : 2020-11-11 , DOI: 10.1039/d0qm00720j
Yuqing Jiang 1, 2, 3, 4, 5 , Xiaoyong Chang 5, 6, 7, 8 , Weiwei Xie 1, 2, 3, 4, 5 , Guangxi Huang 1, 2, 3, 4, 5 , Bing Shi Li 1, 2, 3, 4, 5
Affiliation  

Two simple luminogens p-CN and m-CN were obtained by introducing a cyano group at the para- and meta- position of the tetraphenylethene (TPE) skeleton, respectively. The two luminogens exhibited bright blue mechanoluminescence (ML) even under subdued light both in their crystalline and as-prepared powder state. They realized in situ recovery of ML with a simple thermal treatment, but with diverse recovery processes: p-CN returned to its original blue fluorescence, while m-CN transformed into cyan fluorescence. Molecule p-CN crystallized into a single crystal p-CN-c with blue emission, while m-CN crystallized into two polymorphs, m-CN-c1 and m-CN-c2, with blue emission and cyan emission, respectively. Crystallography analysis suggested that their ML was due to the interlocked molecular packing and intact three-dimensional supramolecular networks stabilized by the multiple strong intermolecular interactions. Their diverse recovery processes upon thermal stimuli were ascribed to their different transition path between their polymorphs. p-CN returned to molecular packing similar to its single crystal, while m-CN irreversibly transformed from packing similar to crystal m-CN-c1 into that of m-CN-c2, which had lower energy and a more twisted conformation. These results provide an important insight for better deciphering the relationship between ML and molecular packing, and help to optimize the rational molecular design of ML materials.

中文翻译:

含氰基的四苯乙烯异构体:相似的明亮机械发光,但可回收的过程多种多样

通过在四苯乙烯(TPE)骨架的对位分别引入一个氰基,可以得到两个简单的发光剂p -CNm -CN。即使在弱光下,两种发光剂在结晶状态和制备后的粉末状态下也显示出亮蓝色的机械发光(ML)。他们通过简单的热处理实现了ML的原位回收,但是回收过程多种多样:p -CN返回其原始的蓝色荧光,而m -CN转换为青色荧光。分子p -CN结晶为单晶p -CN-c发出蓝光,而m -CN结晶为两个多晶型物m -CN-c1m -CN-c2,分别发蓝光和青色。晶体学分析表明,它们的ML是由于分子的相互堆积和完整的三维超分子网络所致,而该网络由多种强分子间相互作用所稳定。它们在热刺激下的不同恢复过程归因于其多晶型物之间的不同过渡路径。p -CN回到与其单晶相似的分子堆积,而m -CN从类似于晶体的堆积不可逆地转化m -CN-c1变成m -CN-c2,具有较低的能量和更扭曲的构象。这些结果为更好地理解ML和分子堆积之间的关系提供了重要的见识,并有助于优化ML材料的合理分子设计。
更新日期:2020-12-10
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