Abstract: A new kind of oligomer was synthesized by using resorcinol and acetone as reactants in the presence of acidic catalyst.The molecular mass of resultant oligomers investigated by GPC ranged from 840 to 1320 with the variation of the molar ratio of acetone to resorcinol in the reaction system.Firstly, based on the analysis of ¹H NMR and ¹³C NMR spectra, the hydrogen atom located on the site 2 in the benzene ring of resorcinol could not react in the synthesis of oligomer because of steric hindrance which made the reactivity of hydrogen atom in the position of 2 considerably lower than that of hydrogen atoms in the position of 4 or 6 in the resorcinol.Therefore, the functionality of resorcinol here was confined to be 2.On the other hand, the analytical result of the gravimetric method showed that the molar ratio of acetone to resorcinol in the oligomer was always smaller than 2 even if the amount of acetone was in excess of 5 times of resorcinol in the reaction system.Additionally, the oligomer had favorable solubility in ordinary organic solvents such as ethanol, acetone, THF and so on.Consequently, the resultant oligomer was linear, rather than network.Secondly, the unit structures of the oligomer were proposed according to the analysis of the FT-IR spectrum.Finally,a reasonable mechanism of the reaction of acetone with resorcinol catalyzed by acid was put forward which could explain the process of the reaction of acetone with resorcinol well.

Key words: 间苯二酚, 丙酮, 齐聚物, 官能度, 反应机理

摘要： 采用间苯二酚和丙酮为原料单体，在酸性催化剂存在下，合成了具有一定相对分子质量的新型齐聚物.首先，通过¹H NMR、¹³C NMR对单体反应前后苯环上的活泼氢及相关的碳进行分析，结果表明：间苯二酚中2号位的活性氢，因活性明显低于4、6号位的氢而不能参加反应，间苯二酚单体在该反应中的官能度为2.称重法分析表明：当丙酮大大过量时，齐聚物中丙酮与间苯二酚的比例依然小于2.另外，溶解性实验表明：合成的齐聚物能够很好地溶解于乙醇、丙酮、四氢呋喃等有机溶剂中.以上实验现象从不同角度证明了合成的齐聚物是线型结构，而非体型结构.其次，根据FT-IR谱图分析结果确定了齐聚物的分子链结构.最后，提出了间苯二酚与丙酮的反应机理.

关键词: 间苯二酚, 丙酮, 齐聚物, 官能度, 反应机理