VISIBLE AND NEAR-INFRARED CHIROPTICAL GELS CONTAINING ELECTROCHROMIC ANTHRAQUINONE IMIDE GROUPS
PAPER|Updated:2023-01-03
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VISIBLE AND NEAR-INFRARED CHIROPTICAL GELS CONTAINING ELECTROCHROMIC ANTHRAQUINONE IMIDE GROUPS
Chinese Journal of Polymer ScienceVol. 30, Issue 2, Pages: 328-336(2012)
Affiliations:
a.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
b.State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
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 π*-π* (SOMO→LUMO) transitions of the radical anion of AQI and strong negative Cotton effects in the same spectral region. With further reduction at -1000 mV
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
-[3
β
-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.
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