Kinetics of Esterification Reaction of Glycerin with n-Octanoic and 2-Ethylhexanoic Acids
Kim JS, Yim SP, Noh MJ
Glycerin과 2-Ethylhexanoic acid 및 n-Octanoic acid에 의한 Triglyceride 합성시의 반응속도에 관한연구
김점식, 임성팔, 노명진
Abstract
Kinetics of esterification reaction of glycerin with n-octanoic and 2-ethylhexanoic acids were investigated. For the analysis of various glycerides, thin layer, column and high performance chromatography were employed. The esterification condition employed was as follows: Feed ratios, glycerin/acid=1/6 (in mole); reaction temperature, 180-210℃ for the reaction with n-octanoic and 195-222℃ for 2-ethylhexanoic acid. No catalyst was used. Since the excess acid was used, the reaction steps for diglyceride and triglyceride formation were interpreted kinetically as pseudo first order reactions. Experimental results were in good agreement with theoretically predicted data. Activation energies for the diglyceride and triglyceride formation were found to be 21 kcal/mole and 24 kcal/moler respectively in the case of the esterification of n-octanoic acid, while higher activation energies, 32 and 33 kcal /mole were obtaind for those of 2-ethylhexanoic acid.
2-Ethylhexanoic acid와 n-octanoic acid를 각각 glycerin과 에스테르화 반응시켜 triglyceride를 합성하는 과정에서의 반응속도 및 2-ethylhexanoic acid와 n-octanoic acid의 구조적인 차이로 인한 반응성의 변화에 관하여 연구하였다. Glycerin과 2-ethylhexanoic acid의 몰비는 1 : 6, 온도는 195℃∼222℃ 범위에서 반응시켰으며, n-octanoic acid의 경우, 몰비는 역시 1 : 6으로 온도는 180℃∼210℃ 범위에서 반응시켰다. Monoglyceride, diglyceride, triglyceride의 정량은 high performance liquid chromatography(HPLC)와 column chromatography를 사용하여 시간에 대한 변화율을 측정함으로써 반응속도식 및 활성화에너지를 구하였다. Glycerin과 2-ethylhexanoic acid의 에스테르화 과정에서 monoglyceride가 diglyceride로 될 때와 diglyceride가 triglyceride로 될 때의 활성화에너지는 각각 32kcal/mole, 33kcal/mole이였고 n-octanoic acid의 경우는 21kcal/mole, 24kcal/mole이었으며 반응속도는 1차속도반응에 가장 가까운 반응이었다.
Polymer(Korea) 폴리머
Frequency : Bimonthly(odd) ISSN 0379-153X(Print) ISSN 2234-8077(Online) Abbr. Polym. Korea