Influence of additives on the polymorphic manipulation of organic fluorescent crystals and its mechanism

Development of polymorphism-dependent organic fluorescent crystals through polymorphic manipulation with additives could be a potential strategy for making new materials with different functions and properties. In this work, three polymorphs of an X-shaped tetrasubstituted molecule, 2,5-bis(5-methyl...

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Bibliographic Details
Published in:CrystEngComm 2022-01, Vol.24 (4), p.854-862
Main Authors: Zhang, Xiunan, Wang, Jingkang, Yu, Fei, Cheng, Xiaowei, Hao, Yunhui, Liu, Yue, Huang, Xin, Wang, Ting, Hao, Hongxun
Format: Article
Language:English
Subjects:
Additives
Crystallization
Crystallography
Fluorescence
NMR
Nuclear magnetic resonance
Nucleation
Polymorphism
Titration
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Summary:Development of polymorphism-dependent organic fluorescent crystals through polymorphic manipulation with additives could be a potential strategy for making new materials with different functions and properties. In this work, three polymorphs of an X-shaped tetrasubstituted molecule, 2,5-bis(5-methyl-2-thienyl) terephthalaldehyde, were successfully manipulated using additives. Distinct photophysical properties between Form I (530 nm) and Form II (570 nm) were observed, which could provide a potential method for intuitively observing the polymorphic transformation and nucleation of different polymorphic forms. With the incorporation of NMR titration, computational simulation and X-ray crystallographic analysis, the mechanism of additive-induced polymorphism was carefully investigated. Different crystallization experimental results suggest that additives could inhibit the formation of Form I while promoting the formation of Form II. The influence and mechanism behind using additives to isolate metastable fluorescent polymorphs were carefully investigated.
ISSN:1466-8033
1466-8033
DOI:10.1039/d1ce01285a