Chromism based on supramolecular H-bonds
文献类型：期刊论文
| 作者 | Yu, Xiaowei1,2; Zhan, Chuanlang1; Ding, Xunlei3; Zhang, Shanlin1; Zhang, Xin1; Liu, Huiying1; Chen, Lili1; Wu, Yishi1; Fu, Hongbing1; He, Shenggui3 |
| 刊名 | PHYSICAL CHEMISTRY CHEMICAL PHYSICS
 |
| 出版日期 | 2013 |
| 卷号 | 15期号:28页码:11960-11965 |
| ISSN号 | 1463-9076 |
| DOI | 10.1039/c3cp51268a |
| 英文摘要 | Normal solvatochromic phenomena are induced by different polarities of the ground and excited states of a compound when it is dissolved in a solvent. A compound such as the perylene diimide (PDI) derivative, which has a small difference in the dipole moments of the excited and ground states, generally shows a weak color change. Herein, we found that a dilute dichloromethane (DCM) solution of the PDI derivative 1,6,7,12-tetra(4-tert-butylphenoxyl) PDI (1) with a typical concentration of 1 x 10(-5) M distinctly changed colour from red to dark blue with a distinct red-shift of both the absorption (Delta lambda(a)(max) = 32 nm) and the fluorescence (Delta lambda(f)(max) = 45 nm) when 50 000 equivalents of trifluoroacetic acid (TFA) were added. Such a new chromism originates from the stronger decrease of the energy level of the LUMO than that of the HOMO after the step-by-step H-bonding of TFA with the PDI chromophore: firstly, the imide C=O functionality, then the bridged -O- and finally the TFA molecules undergo H-bonding, forming a highly polar TFA shell around the PDI molecule, as proved by the concentration variable UV-vis absorption, fluorescence, H-1 NMR, C-13 NMR, and NOE spectra, cyclic voltammetry, and quantum chemical calculations. The degree of the solution's color change (Delta lambda(a)(max)/Delta lambda(f)(max) ) depends (1) on the number of the bay-substituted 4-n-butylphenoxyl groups: it amounts to 25/38 and 17/22 nm for 1,7-bis(4-tert-butylphenoxyl) PDI (2) and the bay-unsubstituted PDI 3, respectively, and (2) on the polarity of the -OH functionality: in HOOC-CX3, for example, the value of Delta lambda(a)(max)/Delta lambda(f)(max) of PDI 1 amounts to 9.5/17 nm for trichloroacetic acid (TClA, X = Cl) and 0/3.6 nm for acetic acid (AA, X = H). The protons are necessary for the chromism, and thus ethyl trifluoroacetic acid ester, EtOTFA, cannot produce any obvious red-shifting of the absorption and fluorescence for 1-3. However, 2,2,2-trifluoroethanol (TFEtOH) produces an obvious red-shift. |
| 语种 | 英语 |
| WOS记录号 | WOS:000321201500046 |
| 出版者 | ROYAL SOC CHEMISTRY |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/54151]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Zhan, Chuanlang |
| 作者单位 | 1.Chinese Acad Sci, Inst Chem, CAS Key Lab Photochem, Beijing Natl Lab Mol Sci, Beijing 100080, Peoples R China 2.Nanjing Univ Technol, Coll Chem & Chem Engn, State Key Lab Mat Oriented Chem Engn, Nanjing 210009, Jiangsu, Peoples R China 3.Chinese Acad Sci, Inst Chem, State Key Lab Struct Chem Unstable & Stable Speci, Beijing 100190, Peoples R China |
| 推荐引用方式 GB/T 7714 | Yu, Xiaowei,Zhan, Chuanlang,Ding, Xunlei,et al. Chromism based on supramolecular H-bonds[J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS,2013,15(28):11960-11965. |
| APA | Yu, Xiaowei.,Zhan, Chuanlang.,Ding, Xunlei.,Zhang, Shanlin.,Zhang, Xin.,...&Yao, Jiannian.(2013).Chromism based on supramolecular H-bonds.PHYSICAL CHEMISTRY CHEMICAL PHYSICS,15(28),11960-11965. |
| MLA | Yu, Xiaowei,et al."Chromism based on supramolecular H-bonds".PHYSICAL CHEMISTRY CHEMICAL PHYSICS 15.28(2013):11960-11965. |
入库方式： OAI收割
来源：化学研究所
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