脱氢枞基咪唑啉的制备及结构表征

Preparation and Structurally Identification of Dehydroabietyl Imidazoline

摘要:

对脱氢枞酸二乙烯三胺盐（II）进行热重分析，提出了一种制备脱氢枞基咪唑啉（IV）的方法。将脱氢枞酸（I）用带水剂二甲苯溶解，滴加到热的二乙烯三胺(DETA)中进行高温液液短接触脱水缩合反应，得到产品；DETA既是反应物，又是产品的不良溶剂，还起到调控反应温度的作用；二甲苯受热快速蒸发并将反应生成的水带离反应体系。反应结束后，该产品易于从反应混合物中冷却结晶析出、过滤分离，经元素分析、红外光谱、紫外光谱、1H及13C核磁共振谱的波谱结构表征确证。反应物料比可以改变反应体系的温度，进而对产品产率与外观色泽有较大的影响；在化合物I的用量为30 mmol、DETA与化合物I 的物质的量之比为15.7 、反应温度为210 ℃的条件下，产品产率为86.0%。

Abstract:

Based on investigation of the thermogravimetric curve TG/DTG of dehydroabietic acid diethylenetriamine salt (II), a method for preparation of dehydroabietyl imidazoline (IV) has been developed. A solution of dehydroabietic acid (I) in xylene used as water-carrying agent was dropwise added to the hot diethylenetriamine (DETA) to give the product via a high temperature liquid-liquid-short-contact dehydration condensation reaction. The product has a poor solubility in DETA, which is used as the reactant and can regulate reaction temperature; the water produced by dehydration condensation was easily taken out of the reaction system by xylene, which was fast heated and evaporated. The product was easily separated from reaction mixtures via cool crystallization, and structurally identified by means of EA, IR, UV, 1H-NMR and 13C-NMR. Molar ratio of DETA to compound I could change the reaction temperature, which has obvious effect on the yield and color of the product. Under the reaction conditions ( amount of compound I, 30 m mol; molar ratio of DATE to compound I , 15.7; reaction temperature, 210 ℃; reaction time, 4 h),the yield is 86.0 %.