Reversible Color Switching of an Organic Crystal Induced by Organic Solvent Vapors

被引:35
作者
Fujii, Kotaro [1 ]
Sakon, Aya [1 ]
Sekine, Akiko [1 ]
Uekusa, Hidehiro [1 ]
机构
[1] Tokyo Inst Technol, Dept Chem & Mat Sci, Meguro Ku, Tokyo 1528551, Japan
关键词
SOLID-STATE; SALICYLIDENEANILINES; PHOTOCHROMISM; NORFLOXACIN; DIHYDRATE; ACID;
D O I
10.1021/cg2010437
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
5-Aminoisophthalic acid (AIPA) was found to undergo reversible color change on exposure to solvent vapors, which is called vapochromism, via pseudopolymorphic transformations between the pale-pink hemihydrate and the yellow anhydrous crystals. By exposing methanol, ethanol, or acetonitrile vapor on the hemihydrate crystal, the hemihydrate crystal transformed into a novel anhydrous crystal and the anhydrous crystal returned into the hemihydrate crystal under the existence of water vapor. X-ray structural analysis revealed that the AIPA molecule is in a zwitterionic form in the hemihydrate crystal whereas it is in a nonionic form in the anhydrous phase. Theoretical calculations revealed that the isomerization between nonionic and zwitterionic forms causes a solid-state color difference.
引用
收藏
页码:4305 / 4308
页数:4
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