杯[4]芳烃羧酸衍生物的合成及其胶凝行为

引用本文: 杨辉, 张少飞, 陈香李, 彭军霞, 刘凯强, 房喻. 杯[4]芳烃羧酸衍生物的合成及其胶凝行为[J]. 应用化学, 2016, 33(6): 633-640. doi: 10.11944/j.issn.1000-0518.2016.06.160137 shu

Citation: YANG Hui, ZHANG Shaofei, CHEN Xiangli, PENG Junxia, LIU Kaiqiang, FANG Yu. Preparation and Gelation Behaviors of New Carboxyl Acid-appended Calix[4]arene Derivatives[J]. Chinese Journal of Applied Chemistry, 2016, 33(6): 633-640. doi: 10.11944/j.issn.1000-0518.2016.06.160137 shu

杯[4]芳烃羧酸衍生物的合成及其胶凝行为

1.
a 陕西师范大学应用表面与胶体化学教育部重点实验室西安 710119;
2.
b 陕西师范大学材料科学与工程学院西安 710119;
3.
c 陕西师范大学化学化工学院西安 710119

通讯作者: 房喻,教授;Tel:029-81530786;Fax:029-81530787;E-mail:yfang@snnu.edu.cn;研究方向:胶体与界面化学、光物理技术应用

基金项目:
国家自然科学基金（21273141,21527802)

教育部外专局“111”引智基地项目（B14041）以及教育部长江学者创新团队发展计划滚动支持（IRT-14R33）资助

摘要: 作为第三代主体化合物,杯芳烃及其衍生物具有重要的研究价值和应用前景。本工作分别合成了对叔丁基杯[4]芳烃单羧酸、二羧酸和四羧酸3种衍生物（CMA、CDA和CTA）。与预期一致，这种本体疏水、上缘携带疏水结构、下缘携带亲水基团的杯[4]芳烃衍生物虽然具有典型的两亲性化合物结构特征，但却与一般表面活性剂不同，很难溶于水。胶凝实验发现，CDA和CTA分别可以胶凝17种有机溶剂和10种可聚合单体中的1种和7种，CMA和未修饰的对比物C4不含羧酸结构单元，不能胶凝其中任何一种。其中，CTA的可聚合单体凝胶不但具有良好的热可逆性，而且在水存在下，可以形成稳定的凝胶乳液。以此凝胶乳液为模板，通过聚合得到了具有不同微观结构的多孔块材。初步的吸附实验发现，这类材料对水体Cr（Ⅲ）、苯等污染物具有一定的脱除能力并可通过简单洗脱和干燥再生，有望在净水方面获得应用。

关键词:

English

Preparation and Gelation Behaviors of New Carboxyl Acid-appended Calix[4]arene Derivatives

1.
a Key Laboratory of Applied Surface and Colloid Chemistry (Ministry of Education), Shaanxi Normal University, Xi'an 710119, China;
2.
b School of Materials Science and Engineering, Shaanxi Normal University, Xi'an 710119, China;
3.
c School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710119, China

Corresponding author: 房喻,教授;Tel:029-81530786;Fax:029-81530787;E-mail:yfang@snnu.edu.cn;研究方向:胶体与界面化学、光物理技术应用

Received Date: 05 April 2016
Fund Project:
国家自然科学基金（21273141,21527802)

教育部外专局“111”引智基地项目（B14041）以及教育部长江学者创新团队发展计划滚动支持（IRT-14R33）资助

Abstract: Calixarenes, as the third generation of host molecules in supramolecular chemistry due to their facile modification and unique molecular or ion recognition ability, have received great attention during the last few decades. In the present work, three carboxyl acid-appended calix[4]arene derivatives were prepared. The compounds are characterized by four tert-butyl groups appended at the upper rim of the main body of the compounds, and one, two or four carboxyl acid moieties appended at the lower rim, of which they are denoted as CMA, CDA and CTA, respectively. The as-prepared compounds possess surfactant-like structure but insoluble in water. Gelation tests reveal that the compound with more carboxyl groups shows stronger gelation ability. For example, among the seventeen organic liquids and ten monomeric liquids tested, CTA gels seven of them, CDA gels one of then, but CMA and the control C4, which possesses none of the carboxyl acid structure, gel none of them. Further studies demonstrate that the CTA gels with monomeric liquids as solvents have good heat reversibility and can be emulsified with water, resulting in gel-emulsions. Polymerization of the gel-emulsions results in low density polymeric monoliths with porous internal structures. Preliminary test shows that the porous materials as produced are good adsorbents of organic liquids such as benzene, and heavy metal ions such as Cr(Ⅲ). Moreover, the materials can be reused via simple washing and drying process and have potential application in water purification.

Key words:

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通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

杯[4]芳烃羧酸衍生物的合成及其胶凝行为

通讯作者: 房喻,教授;Tel:029-81530786;Fax:029-81530787;E-mail:yfang@snnu.edu.cn;研究方向:胶体与界面化学、光物理技术应用

English

Preparation and Gelation Behaviors of New Carboxyl Acid-appended Calix[4]arene Derivatives

Corresponding author: 房喻,教授;Tel:029-81530786;Fax:029-81530787;E-mail:yfang@snnu.edu.cn;研究方向:胶体与界面化学、光物理技术应用

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

杯[4]芳烃羧酸衍生物的合成及其胶凝行为

通讯作者: 房喻,教授;Tel:029-81530786;Fax:029-81530787;E-mail:yfang@snnu.edu.cn;研究方向:胶体与界面化学、光物理技术应用

English

Preparation and Gelation Behaviors of New Carboxyl Acid-appended Calix[4]arene Derivatives

Corresponding author: 房喻,教授;Tel:029-81530786;Fax:029-81530787;E-mail:yfang@snnu.edu.cn;研究方向:胶体与界面化学、光物理技术应用

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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