Synthesis of tautomerization-inhibited diamino substituted tetraphenylethene derivatives with different mechanochromisms: the vital role of chlorine
文献类型：期刊论文
| 作者 | Li, Xin3; Zhou, Linsen1; Cheng, Zheng3,4; Ran, Qichao3; Wang, Xu3; Zhuang, Yongbing2; Luo, Longbo3; Liu, Xiangyang3 |
| 刊名 | MATERIALS CHEMISTRY FRONTIERS
 |
| 出版日期 | 2021-03-07 |
| 卷号 | 5期号:5页码:2387-2398 |
| DOI | 10.1039/d0qm00940g |
| 英文摘要 | The stereochemistry of tetraphenylethene (TPE) derivatives with aggregation induced emission (AIE) characteristics has demonstrated significant value in advanced materials and life sciences. Geometric Z/E-diamino substituted TPE (Z/E-2NH(2)-TPE) suffers from tautomerization and separation. To resolve this problem, pure geometric Z/E diamino and dichloro dual-substituted TPE (Z/E-2Cl-2NH(2)-TPE) molecules were designed precisely and separated via common column chromatography by introducing chlorine. Tautomerization would not occur even after being kept at increased temperature (200 degrees C) for 2 hours or at room temperature for 6 months. The role of chlorine atoms in geometric Z/E-2Cl-2NH(2)-TPE molecules has been deeply elucidated through theoretical computational chemistry methods and intermolecular interaction. Compared with Z/E-2NH(2)-TPE molecules, the Frank-Condon excitation, transition state of the tautomerization process, conical intersection, and photoluminescence in the potential energy surface of Z/E-2Cl-2NH(2)-TPE molecules were similar to those of Z/E-2NH(2)-TPE molecules. The energy barrier of tautomerization seldom clarified the role of the chlorine atoms while enhanced intermolecular interaction provided by chlorine atoms effectively rigidified the conformation of the tautomerization process. Thereafter, different mechanochromism (MC) photochemical properties were probed in depth, which were induced by structure-dependent molecules' H/J-aggregation state and reorganization energy. The tautomerization-inhibited Z/E-2Cl-2NH(2)-TPE molecules with a reactive functional group provided a good template for designing advanced materials. |
| WOS关键词 | AGGREGATION-INDUCED EMISSION |
| 资助项目 | National Natural Science Foundation of China[51873113] ; National Natural Science Foundation of China[51633004] ; Program of Science and Technology of Sichuan Province[2018GZ0153] ; China Postdoctoral Science Foundation[2018M643472] |
| WOS研究方向 | Chemistry ; Materials Science |
| 语种 | 英语 |
| WOS记录号 | WOS:000626507700023 |
| 出版者 | ROYAL SOC CHEMISTRY |
| 资助机构 | National Natural Science Foundation of China ; Program of Science and Technology of Sichuan Province ; China Postdoctoral Science Foundation |
| 源URL | [http://ir.ipe.ac.cn/handle/122111/48046]  |
| 专题 | 中国科学院过程工程研究所 |
| 通讯作者 | Luo, Longbo; Liu, Xiangyang |
| 作者单位 | 1.China Acad Engn Phys, Inst Mat, Jiangyou 621908, Peoples R China 2.Chinese Acad Sci, Univ Chinese Acad Sci, Inst Proc Engn, State Key Lab Biochem Engn, Beijing 100190, Peoples R China 3.Sichuan Univ, Coll Polymer Sci & Engn, State Key Lab Polymer Mat & Engn, Chengdu 610065, Peoples R China 4.Nankai Univ, Coll Mat Sci & Engn, Tianjin 300350, Peoples R China |
| 推荐引用方式 GB/T 7714 | Li, Xin,Zhou, Linsen,Cheng, Zheng,et al. Synthesis of tautomerization-inhibited diamino substituted tetraphenylethene derivatives with different mechanochromisms: the vital role of chlorine[J]. MATERIALS CHEMISTRY FRONTIERS,2021,5(5):2387-2398. |
| APA | Li, Xin.,Zhou, Linsen.,Cheng, Zheng.,Ran, Qichao.,Wang, Xu.,...&Liu, Xiangyang.(2021).Synthesis of tautomerization-inhibited diamino substituted tetraphenylethene derivatives with different mechanochromisms: the vital role of chlorine.MATERIALS CHEMISTRY FRONTIERS,5(5),2387-2398. |
| MLA | Li, Xin,et al."Synthesis of tautomerization-inhibited diamino substituted tetraphenylethene derivatives with different mechanochromisms: the vital role of chlorine".MATERIALS CHEMISTRY FRONTIERS 5.5(2021):2387-2398. |
入库方式： OAI收割
来源：过程工程研究所
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