含磷小分子有机胶凝剂的合成及其胶凝行为研究.pdfVIP

2010 年第 68 卷 化 学 学 报 Vol. 68, 2010 第 12 期, 1174～1180 ACTA CHIMICA SINICA No. 12, 1174～1180 ·研究论文· 含磷小分子有机胶凝剂的合成及其胶凝行为研究 孙 松 刘 静 高 迪 何盼丽 房 喻* (应用表面与胶体化学教育部重点实验室 陕西师范大学化学与材料科学学院 西安 710062) 摘要 将对苯二酚双磷酸酯与胆固醇、甘氨酸胆固醇酯以及氯甲酸胆固醇酯的乙二胺反应产物反应得到了 3 种含磷双 胆固醇衍生物(分别记作 1, 2, 3), 考察了这些化合物对 35 种常见溶剂的胶凝能力. 发现 1 仅可使 CHCl3 部分胶凝, 3 除 了可使正戊烷部分胶凝外, 还可使正己烷到正癸烷 6 种烷烃胶凝, 结构介于 1 和 3 之间的 2 则既可胶凝醇类溶剂(正戊 醇到正癸醇), 又可胶凝烷烃类溶剂(正戊烷到正癸烷、环己烷), 呈现出对质子性溶剂和非质子性溶剂的双性胶凝能力. 结合凝胶形貌的扫描电镜分析结果, 可以认为胶凝剂结构上的微小变化会导致其在胶凝能力和聚集体形貌上的巨大差 异. 利用红外光谱、X 射线衍射等手段进一步探讨了胶凝剂分子在凝胶中的堆积方式和彼此之间的相互作用本质. 关键词 小分子有机胶凝剂; 凝胶; 含磷化合物; 胆固醇 Synthesis and Gelation Behavior of Phosphorus-containing Cholesterol-based Low Molecular-mass Organic Gelators Sun, Song Liu, Jing Gao, Di He, Panli Fang, Yu* (Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Materials Sci- ence, Shaanxi Normal University, Xian 710062 ) Abstract Three new cholesterol-based gelators bearing a phosphorus unit have been synthesized and characterized. These compounds were synthesized by letting quinol phosphoric acid ester reacted with cho- lesterol, cholesteryl glycinate or 3β-cholest-5-en-3-yl N-(2-aminoethyl)carbomate (denoted as compound 1, 2, and 3, respectively). The gelation behaviors of them in 35 solvents were evaluated. It was found that 1 is a very weak gelator, and only CHCl3 can be partially gelled. Compound 3 gels n-pentane to n-decane, but n-pentane is in a par