VISIBLE AND NEAR-INFRARED CHIROPTICAL GELS CONTAINING ELECTROCHROMIC ANTHRAQUINONE IMIDE GROUPS  

VISIBLE AND NEAR-INFRARED CHIROPTICAL GELS CONTAINING ELECTROCHROMIC ANTHRAQUINONE IMIDE GROUPS

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作  者:宛新华 

机构地区:[1]Beijing National Laboratory for Molecular Sciences,Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education,College of Chemistry and Molecular Engineering,Peking University,Beijing 100871,China

出  处:《Chinese Journal of Polymer Science》2012年第2期328-336,共9页高分子科学(英文版)

基  金:financially supported by the National Natural Science Foundation of China(Nos.20674001,20325415, 20834001);the Research Fund for Doctoral Program of Higher Education of MOE of China(No.20060001029)

摘  要:A cholesterol-based organogelator bearing an anthraquinone imide (AQI) group was synthesized and characterized. It self-assembled into chiral gels in acetonitrile at low concentrations, which displayed a combination of electrochromic and chiroptical properties. Upon electrochemical reduction at -700 mV, the gel exhibited new absorption bands at around 820 nm corresponding to n*-z* (SOMO---~LUMO) transitions of the radical anion of AQI and strong negative Cotton effects in the same spectral region. With further reduction at -1000 mY, a new CD band with a negative Cotton effect in the range from 500 nm to 800 nm appeared concomitant with the variation of absorption spectrum. Thus, with the use of electrochromic AQI chromophore as a switch-responsive unit and the stable gel of compound N-[3fl-cholest- 5-en-3-yl N-(2-aminoethyl) carbamate] anthraquinone-2,3-dicarboxylic imide as a chiral scaffold, a redox-triggered chiroptical switch operating in visible and near-infrared region was realized.A cholesterol-based organogelator bearing an anthraquinone imide (AQI) group was synthesized and characterized. It self-assembled into chiral gels in acetonitrile at low concentrations, which displayed a combination of electrochromic and chiroptical properties. Upon electrochemical reduction at -700 mV, the gel exhibited new absorption bands at around 820 nm corresponding to n*-z* (SOMO---~LUMO) transitions of the radical anion of AQI and strong negative Cotton effects in the same spectral region. With further reduction at -1000 mY, a new CD band with a negative Cotton effect in the range from 500 nm to 800 nm appeared concomitant with the variation of absorption spectrum. Thus, with the use of electrochromic AQI chromophore as a switch-responsive unit and the stable gel of compound N-[3fl-cholest- 5-en-3-yl N-(2-aminoethyl) carbamate] anthraquinone-2,3-dicarboxylic imide as a chiral scaffold, a redox-triggered chiroptical switch operating in visible and near-infrared region was realized.

关 键 词:NEAR-INFRARED Chiropitcal switch ORGANOGEL GELATOR Cholesterol Anthraquinone imide. 

分 类 号:O633.2[理学—高分子化学]

 

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