Fine-Tuning of Crystal Packing and Charge Transport Properties of BDOPV Derivatives through Fluorine Substitution
文献类型：期刊论文
| 作者 | Dou, Jin-Hu1; Zheng, Yu-Qing1; Yao, Ze-Fan1; Yu, Zhi-Ao1; Lei, Ting1; Shen, Xingxing2; Luo, Xu-Yi1; Sun, Junliang1; Zhang, Shi-Ding1; Ding, Yi-Fan1 |
| 刊名 | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
 |
| 出版日期 | 2015-12-23 |
| 卷号 | 137期号:50页码:15947-15956 |
| 英文摘要 | Molecular packing in organic single crystals greatly influences their charge transport properties but can hardly be predicted and designed because of the complex intermolecular interactions. In this work, we have realized systematic fine-tuning of the single-crystal molecular packing of five benzodifurandione-based oligo(p-phenylenevinylene) (BDOPV)-based small molecules through incorporation of electronegative fluorine atoms on the BDOPV backbone. While these molecules all exhibit similar column stacking configurations in their single crystals, the intermolecular displacements and distances can be substantially modified by tuning of the amounts and/or the positions of the substituent fluorine atoms. Density functional theory calculations showed that the subtle differences in charge distribution or electrostatic potential induced by different fluorine substitutions play an important role in regulating the molecular packing of the BDOPV compounds. Consequently, the electronic couplings for electron transfer can vary from 71 meV in a slipped stack to 201 meV in a nearly cofacial antiparallel stack, leading to an increase in the electron mobility of the BDOPV derivatives from 2.6 to 12.6 cm(2) V-1 s(-1). The electron mobility of the five molecules did not show a good correlation with the LUMO levels, indicating that the distinct difference in charge transport properties is a result of the molecular packing. Our work not only provides a series of high-electron-mobility organic semiconductors but also demonstrates that fluorination is an effective approach for fine-tuning of single-crystal packing modes beyond simply lowering the molecular energy levels. |
| 收录类别 | SCI |
| 语种 | 英语 |
| 公开日期 | 2016-05-09 |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/29742]  |
| 专题 | 化学研究所_有机固体实验室 |
| 作者单位 | 1.Peking Univ, Coll Chem & Mol Engn, Ctr Soft Matter Sci & Engn,Minist Educ, BNLMS,Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China 2.Chinese Acad Sci, Inst Chem, Key Lab Organ Solids, Beijing 100190, Peoples R China |
| 推荐引用方式 GB/T 7714 | Dou, Jin-Hu,Zheng, Yu-Qing,Yao, Ze-Fan,et al. Fine-Tuning of Crystal Packing and Charge Transport Properties of BDOPV Derivatives through Fluorine Substitution[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2015,137(50):15947-15956. |
| APA | Dou, Jin-Hu.,Zheng, Yu-Qing.,Yao, Ze-Fan.,Yu, Zhi-Ao.,Lei, Ting.,...&Pei, Jian.(2015).Fine-Tuning of Crystal Packing and Charge Transport Properties of BDOPV Derivatives through Fluorine Substitution.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,137(50),15947-15956. |
| MLA | Dou, Jin-Hu,et al."Fine-Tuning of Crystal Packing and Charge Transport Properties of BDOPV Derivatives through Fluorine Substitution".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 137.50(2015):15947-15956. |
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来源：化学研究所
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