化学学报 ›› 2014, Vol. 72 ›› Issue (11): 1169-1174.DOI: 10.6023/A14080614 上一篇    下一篇

研究论文

胆酸手性化氧化石墨烯杂化材料的制备及性能研究

黄骅隽a,b, 任重磊a,b, 陈宇a,b, 杨万泰a,b, 邓建平a,b   

  1. a 北京化工大学 化工资源有效利用国家重点实验室 北京 100029;
    b 北京化工大学材料科学与工程学院 北京 100029
  • 收稿日期:2014-08-28 出版日期:2014-11-14 发布日期:2014-10-17
  • 通讯作者: 邓建平 E-mail:dengjp@mail.buct.edu.cn
  • 基金资助:

    项目受国家自然科学基金(Nos. 21274008, 21174010)、国家自然科学基金-创新研究群体科学基金(No. 51221002)和高等学校博士学科点专项科研基金(SRFDP No. 20120010130002)资助.

Cholic Acid/Graphene Oxide Chiral Hybrid Material: Preparation and Characterizations

Huang Huajuna,b, Ren Chongleia,b, Chen Yua,b, Yang Wantaia,b, Deng Jianpinga,b   

  1. a State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029;
    b College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029
  • Received:2014-08-28 Online:2014-11-14 Published:2014-10-17
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21274008, 21174010), the Funds for Creative Research Groups of China (No. 51221002) and the Specialized Research Fund for the Doctoral Program of Higher Education (SRFDP No. 20120010130002).

手性科学与手性材料的重要性日益凸显. 本课题基于氧化石墨烯(GO)和生物质胆酸(CA), 建立了一种利用Click技术对GO进行手性功能化的化学方法, 同时制备一类具有手性的新型氧化石墨烯杂化材料. 以石墨粉为原料, 采用改进的Hummers法制备了氧化石墨烯, 之后引入N3基团; 同时将胆酸炔丙基化. 通过点击化学技术制备了胆酸手性化氧化石墨烯杂化材料(CA/GO). 利用FT-IR, XRD, 拉曼光谱, UV-Vis吸收, 热重等技术对所制备的CA/GO手性杂化材料进行了表征.

关键词: 手性材料, 氧化石墨烯, 胆酸, click反应

The importance of chiral science and chiral materials has been increasingly highlighted. Meanwhile, graphene oxide (GO) and the derivatives are emerging materials with remarkable electronic, mechanical, and thermal properties. The present study intends to chirally functionalize oxide graphene (GO) by using a biomass cholic acid (CA), by which to establish a novel type of chiral hybrid materials. Based on expandable graphite powder, slightly modified Hummers method was adopted to prepare GO, on which 3-azidopropyltrimethoxysilane (APTMS) as N3 moieties were covalently attached by taking advantage of the reaction between the alkoxy groups of APTMS and the hydroxyl and epoxide groups of GO sheets, providing GO/APTMS. Alkynylated CA was prepared by a reaction of CA and propargylamine in the presence of isobutyl chloroformate and 4-methylmorpholine taken, according to our earlier method. Then, the solution was dried over anhydrous MgSO4, filtered, concentrated, and then purified by recrystallization twice from THF/hexane. Furthermore, the product was structurally identified by FT-IR and 1H NMR. Subsequently, alkynylated CA was grafted onto the surface of GO sheets through a "click" reaction between the azido groups on GO and the ethynyl groups in the alkynylated CA to produce chirally functionalized GO. The reaction was accomplished under a nitrogen atmosphere with addition of dry DMF, GO/APTMS, Alkynylated CA, CuBr, and PMDETA at room temperature for 48 h with magnetic stirring. Then the product was obtained by centrifugation at 18000 r/min for 30 min and further cleaned for three cycles by washing with DMF under sonication and centrifugation. Finally, the resulting chiral GO hybrid was dried under vacuum overnight and subjected to characterizations including FT-IR, XRD, XPS, Raman, TG, AFM, HRTEM, CD and UV. The characterizations in combination identified the success in preparing the target chiral hybrid material.

Key words: chiral materials, graphene oxide, cholic acid, click reaction