Modulation of piezochromic fluorescence behavior by subtle structural change. (July 2019)

• Record Type: Journal Article
• Authors: Man, Tao; Xu, Nian-Sheng; Yu, Zhen-Hai; Huo, Yong; Yuan, Ye; Shi, Zi-Fa; Cao, Xiao-Ping; Wang, Lin; Zhang, Hao-Li
• Is Part Of: Dyes and pigments. Volume 166(2019)
• Page Start: 301
• Page End: 306
• Publication Date: 2019-07
• Subjects: Piezochromic material -- Modulation -- Triphenylamine -- Donor-acceptor structure -- Intramolecular charge transfer; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2019.03.039
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: Two piezochromic molecules, (2 Z, 4 E )-2-(4-(Diphenylamino)phenyl)-5-phenylpenta-2, 4-dienenitrile (1a ) and (2 Z, 4 E )-2-(4-(acridin-10(9H)-yl)phenyl)-5-phenylpenta-2, 4-dienenitrile (1b ), were synthesized by using Knoevenagel and Buchwald-Hartwig cross-coupling reactions. Their piezochromic fluorescence behavior was tuned by subtle structural change. The system indicates typical intramolecular charge-transfer properties. The luminescence intensity of1a decreased with increasing pressure with the redshift of the emission wavelength when the hydrostatic pressure in a diamond anvil cell (DAC) was applied on its crystal. However, the emission wavelength of1b which has a methylene unit more than1a had no obvious shift and the intensity increased gradually at the pressure range from 0.66 GPa to 5.72 GPa. Graphical abstract: Image 1 Highlights: Molecules1a and1b with donor-acceptor structure were synthesized. Their piezochromic fluorescence behavior was modulated by a small difference in their structures. The luminescence intensity of1a decreased with increasing hydrostatic pressure with the redshift of the emission wavelength. The emission wavelength of1b had no obvious shift and the intensity increased gradually at the pressure 0.66 to 5.72 GPa.