Design and Synthesis of Piezochromic Materials Based on Push-Pull Chromophores: A Mechanistic Perspective
文献类型:期刊论文
作者 | Chen, Fengkun; Zhang, Jie; Wan, Xinhua |
刊名 | CHEMISTRY-A EUROPEAN JOURNAL
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出版日期 | 2012-04-01 |
卷号 | 18期号:15页码:4558-4567 |
关键词 | Charge Transfer Chromophores Donor-acceptor Systems Molecular Modeling Piezochromic |
ISSN号 | 0947-6539 |
DOI | 10.1002/chem.201102929 |
英文摘要 | Computational analysis predicts that intramolecular charge transfer (ICT) exists in anthraquinone imide (AQI) derivatives with electron-donating substituents at the 6-position, such as 4-methoxylphenyl, 4-N,N-dimethylaminophenyl, and thiophene. However, for those with electron-withdrawing ones, no clear ICT interaction could be observed. We predicted, on the basis of the simulation results, that AQI derivatives with electron-donating substituents would be piezochromic. To verify this hypothesis, the corresponding AQI derivatives with various substituents were synthesized. Absorption spectra recorded with a diffuse reflectance method on powders revealed that 4-methoxylphenyl-, 4-N,N-dimethylaminophenyl-, and thiophene-substituted AQI exhibited piezochromism, but not 4-nitrophenyl-substituted AQI, which is in good agreement with the simulation results. Interestingly, redshifts of both the lower and higher energy absorption bands were observed along with redshifts of the emission spectra. However, XRD patterns before and after being pressed presented no significant changes, which was different from known piezochromic molecules described in the literature. An unprecedented mechanism in which enhanced ICT from better conjugation between the donor and acceptor segments induced by the decrease of ? under pressure could be responsible for the piezochromism of aryl-substituted AQIs is proposed. |
语种 | 英语 |
WOS记录号 | WOS:000302162500016 |
出版者 | WILEY-V C H VERLAG GMBH |
源URL | [http://ir.iccas.ac.cn/handle/121111/43435] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Wan, Xinhua |
作者单位 | Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Polymer Chem & Phys, Minist Educ,Coll Chem & Mol Engn, Beijing 100871, Peoples R China |
推荐引用方式 GB/T 7714 | Chen, Fengkun,Zhang, Jie,Wan, Xinhua. Design and Synthesis of Piezochromic Materials Based on Push-Pull Chromophores: A Mechanistic Perspective[J]. CHEMISTRY-A EUROPEAN JOURNAL,2012,18(15):4558-4567. |
APA | Chen, Fengkun,Zhang, Jie,&Wan, Xinhua.(2012).Design and Synthesis of Piezochromic Materials Based on Push-Pull Chromophores: A Mechanistic Perspective.CHEMISTRY-A EUROPEAN JOURNAL,18(15),4558-4567. |
MLA | Chen, Fengkun,et al."Design and Synthesis of Piezochromic Materials Based on Push-Pull Chromophores: A Mechanistic Perspective".CHEMISTRY-A EUROPEAN JOURNAL 18.15(2012):4558-4567. |
入库方式: OAI收割
来源:化学研究所
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