Impact of Polymer Matrix on Polymer Mechanochromism from Excited State Intramolecular Proton Transfer

被引:1
作者
Wu, Yu [1 ]
Cheng, Xin [1 ]
Hu, Huan [1 ]
Hu, Shui [2 ]
Ma, Zhimin [3 ]
Ma, Zhiyong [1 ]
机构
[1] Beijing Univ Chem Technol, Coll Chem Engn, Beijing State Key Lab Organ Inorgan Composites, Beijing Adv Innovat Ctr Soft Matter Sci & Engn, Beijing 100029, Peoples R China
[2] Beijing Univ Chem Technol, Coll Mat Sci & Engn, Ctr Adv Elastomer Mat, Beijing 100029, Peoples R China
[3] Peking Univ, Coll Engn, Beijing 100871, Peoples R China
来源
CHINESE JOURNAL OF CHEMISTRY | 2024年 / 42卷 / 06期
基金
中国国家自然科学基金; 北京市自然科学基金;
关键词
Polymer mechanochromism; Excited state intramolecular proton transfer; Hydrogen bonding; Supramolecular chemistry; Elastomers; LUMINESCENCE; DERIVATIVES; ACTIVATION; ESIPT; FILMS;
D O I
10.1002/cjoc.202300451
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Mechanochromic polymers based on non-covalent changes have attracted much attention recently. Herein, we report the impact of inter/intramolecular hydrogen bonds on polymer mechanochromism from the excited state intramolecular proton transfer (ESIPT) process. PhMz-NH2-OH and PhMz=2A are designed and obtained by simple and high-yield synthesis, and are connected into polyurethane and poly(methyl acrylate-co-2-ethylhexyl acrylate), respectively. In the initial state, the PhMz-NH2-OH@PU sample shows blue fluorescence from the excited enol form (E*) excitons, owing to intermolecular hydrogen bonds that interrupt the ESIPT reactions but the PhMz=2A@PMA-2-EA sample expresses cyan fluorescence belonging to the excited keto form (K*) emission, implying that the intramolecular hydrogen bonds matter. Furthermore, under stretching, external force can tune the emission of the PhMz=2A@PMA-2-EA sample from K* to E* state. Though external force can putatively still promote a bond rotation, ESIPT reactions remain equivalently interrupted in both the relaxed and stressed states in a hydrogen-bond donating environment. DFT calculation confirms the force-induced increase in dihedral angle for the transition of ESIPT-on/off. Thus, PhMz-NH2-OH@PU and PhMz=2A@PMA-2-EA showed disparate initial ESIPT states and further different responses/sensitivity to force. This study reports a novel and efficient strategy for enriching mechanochromic investigation and extending the applications of ESIPT reactions.
引用
收藏
页码:611 / 616
页数:6
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