title: Highly Twisted Isomers of Triphenylacrylonitrile Derivatives with High Emission Efficiency and Mechanochromic Behavior.
abstract: Two novel triphenylacrylonitrile derivatives (TPAN-C2 and TPAN-C3) with highly twisted conformations have been successfully prepared by Suzuki coupling reaction. Both of them show mechanochromic (MC) fluorescent behaviour and exhibit remarkable fluorescence redshifts from sky-blue to light green upon fully grinding them. Interestingly, the ground powders recover their original states upon heating at 100 °C for 1 min or fuming with solvents vapour. Such intriguing MC properties of TPAN-C2 and TPAN-C3 are attributed to their phase transitions between crystalline and amorphous states, which are confirmed by powder X-ray diffraction (XRD) data. Moreover, the behaviour of both TPAN-C2 and TPAN-C3 indicates that the aggregation-induced emission (AIE) gives rise to rather high fluorescence quantum efficiencies (Φf) of 0.78 and 0.97, respectively. The influences of stacking mode and molecular conformation on MC properties and the high Φfof TPAN-C2 and TPAN-C3 are discussed.
authors: College of Chemical Engineering, Zhejiang University of Technology, Caowang Road No.18, Hangzhou, P.R. China.|Department of Materials chemistry, Huzhou University, Xueshi Road No.1, Huzhou, P.R. China.
authors: Sijun
authors: S
authors: Li
authors: Department of Materials chemistry, Huzhou University, Xueshi Road No.1, Huzhou, P.R. China.
authors: Jingwei
authors: http://orcid.org/0000-0003-1945-3854
authors: J
authors: Sun
authors: College of Chemical Engineering, Zhejiang University of Technology, Caowang Road No.18, Hangzhou, P.R. China.
authors: Moge
authors: M
authors: Qile
authors: College of Chemical Engineering, Zhejiang University of Technology, Caowang Road No.18, Hangzhou, P.R. China.
authors: Feng
authors: F
authors: Cao
authors: College of Chemical Engineering, Zhejiang University of Technology, Caowang Road No.18, Hangzhou, P.R. China.|Department of Materials chemistry, Huzhou University, Xueshi Road No.1, Huzhou, P.R. China.
authors: Yujian
authors: http://orcid.org/0000-0003-4638-0056
authors: Y
authors: Zhang
authors: College of Chemical Engineering, Zhejiang University of Technology, Caowang Road No.18, Hangzhou, P.R. China.
authors: Qingbao
authors: Q
authors: Song
mesh_terms: D000181:Acrylonitrile / Q000031:analogs & derivatives / Q000737:chemistry*; D005453:Fluorescence; D015394:Molecular Structure; D011789:Quantum Theory; D013237:Stereoisomerism
chemical_list: D000181:Acrylonitrile
keywords: fluorescence; mechanochromic; molecular packing; pi interactions; twisted conformation