Controlled helicity inversion, selective enantiomer release, and methanol recognition in azobenzene gel

被引:7
作者
Liu, Yiran [1 ]
Zhang, Penghui [1 ]
Zhang, Lijun [1 ]
Wang, Yuanyuan [2 ]
Li, Jianwen [3 ]
Liu, Yun [3 ]
Ji, Lukang [1 ]
Yu, Haitao [1 ]
机构
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Hebei, Peoples R China
[2] Hebei Univ Chinese Med, Coll Basic Med, Dept Pharmacol, Shijiazhuang 050200, Hebei, Peoples R China
[3] Shijiazhuang Inst Food & Drug Control, Shijiazhuang 050011, Hebei, Peoples R China
基金
中国国家自然科学基金;
关键词
Supramolecular gel; Helicity inversion; Solvent recognition; Azobenzene; Selective enantiomer release; CIRCULARLY-POLARIZED LUMINESCENCE; SUPRAMOLECULAR HYDROGEL; FLOW-CONTROL; FULL-COLOR; POLYMER; DRIVEN; AMPLIFICATION; CHIRALITY; CPL; MOLECULES;
D O I
10.1016/j.molliq.2022.119903
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Constructing artificial supramolecular materials is important because they possesses wide application in many fields such as bio-, chiral and information science. Here, we prepared a glutamide-azobenzene gelator (GAZS) which is both chiral and amphiphilic. The GAZS gel exhibited different cotton effects depending on the solvents, in methanol the gel was endowed with chiroptical switch properties under external stimuli. Selective enantiomer release could be achieved by the shrinkage process of the gel in methanol under UV irradiation. In alcohol solvents only the gel in methanol is opaque and has a positive cotton effect. We believe our work could provide some insights into the solvent recognition and the con-struction of chiroptical supramolecular materials.(c) 2022 Elsevier B.V. All rights reserved.
引用
收藏
页数:12
相关论文
共 84 条
  • [1] Stimuli-responsive polymer gels
    Ahn, Suk-Kyun
    Kasi, Rajeswari M.
    Kim, Seong-Cheol
    Sharma, Nitin
    Zhou, Yuxiang
    [J]. SOFT MATTER, 2008, 4 (06) : 1151 - 1157
  • [2] Three-dimensional self-assembled monolayer (3D SAM) of n-alkanethiols on copper nanoclusters
    Ang, TP
    Wee, TSA
    Chin, WS
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2004, 108 (30) : 11001 - 11010
  • [3] Chiral Monolithic Silica-Based HPLC Columns for Enantiomeric Separation and Determination: Functionalization of Chiral Selector and Recognition of Selector-Selectand Interaction
    Asmari, Mufarreh
    Wang, Xiaoyu
    Casado, Natalia
    Piponski, Marjan
    Kovalenko, Sergiy
    Logoyda, Liliya
    Hanafi, Rasha Sayed
    El Deeb, Sami
    [J]. MOLECULES, 2021, 26 (17):
  • [4] Functional hydrogel structures for autonomous flow control inside microfluidic channels
    Beebe, DJ
    Moore, JS
    Bauer, JM
    Yu, Q
    Liu, RH
    Devadoss, C
    Jo, BH
    [J]. NATURE, 2000, 404 (6778) : 588 - +
  • [5] Application of electronic circular dichroism in configurational and conformational analysis of organic compounds
    Berova, Nina
    Di Bari, Lorenzo
    Pescitelli, Gennaro
    [J]. CHEMICAL SOCIETY REVIEWS, 2007, 36 (06) : 914 - 931
  • [6] Lanthanide complexes as chiral probes exploiting circularly polarized luminescence
    Carr, Rachel
    Evans, Nicholas H.
    Parker, David
    [J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (23) : 7673 - 7686
  • [7] Reversible, Short α-Peptide Assembly for Controlled Capture and Selective Release of Enantiomers
    Chen, Xi
    He, Ying
    Kim, Yongju
    Lee, Myongsoo
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (18) : 5773 - 5776
  • [8] Controlled synthesis of organic two-dimensional nanostructures via reaction-driven, cooperative supramolecular polymerization
    Dhiman, Shikha
    Ghosh, Rita
    Sarkar, Souvik
    George, Subi J.
    [J]. CHEMICAL SCIENCE, 2020, 11 (47) : 12701 - 12709
  • [9] Fluorescence Regulation and Photoresponsivity in AIEE Supramolecular Gels Based on a Cyanostilbene Modified Benzene-1,3,5-Tricarboxamide Derivative
    Ding, Zeyang
    Ma, Yao
    Shang, Hongxing
    Zhang, Houyu
    Jiang, Shimei
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (01) : 315 - 322
  • [10] Flow control with hydrogels
    Eddington, DT
    Beebe, DJ
    [J]. ADVANCED DRUG DELIVERY REVIEWS, 2004, 56 (02) : 199 - 210