基于α-羟基十二酸经两步可控酯化反应合成单交内酯异辛酯

Synthesis of Mono-estolide 2-Ethylhexyl Ester from Alpha-hydroxyl Dodecanoic Acid by Two-Step Controllable Esterifications

摘要:

开发了一种从α-羟基脂肪酸经过可控酯化合成单交内酯酯化物的方法，改善从不饱和脂肪酸合成单交内酯这一反应的不可控性。以α-羟基十二酸为原料，与异辛醇酯化合成α-羟基十二酸异辛酯，再与十二酸酯化生成α-十二酰氧基十二酸异辛酯 (EHDD) ；用红外光谱、核磁共振氢谱以及电喷雾质谱表征产物为EN (estolide number) = 1，碳原子总数为32的单交内酯异辛酯。实验测得EHDD的熔点为-45.34 ℃。

Abstract:

A controllable synthesis was developed to prepare mono-estolide esters from α-hydroxyl fatty acids in order to improve the uncontrollability of estolide formation from unsaturated fatty acids. 2-Ethylhexyl α-hydroxyl dodecanoate (EHHD) was prepared in the first step esterification of α-hydroxyl dodecanoic acid with 2-ethylhexanol, and the target product 2-ethylhexyl α-dodecanoyloxy dodecanoate (EHDD) was synthesized in the second step esterification of EHHD with dodecanoic acid. The products were identified by FTIR, 1H NMR and ESI-MS and the final product was verified as a estolide 2-ethylhexyl ester with 32 carbon atoms and a character of EN (estolide number) = 1. The melting point of EHDD is -45.34 ℃ measured by DSC method.