Improvement of the phase-transfer catalysis method for synthesis of glycidyl ether

Kang, HC; Lee, BM; Yoon, U; Yoon, M

HERO ID

4937277

Reference Type

Journal Article

Year

2001

HERO ID 4937277
In Press No
Year 2001
Title Improvement of the phase-transfer catalysis method for synthesis of glycidyl ether
Authors Kang, HC; Lee, BM; Yoon, U; Yoon, M
Journal Journal of the American Oil Chemists' Society
Volume 78
Issue 4
Page Numbers 423-429
Abstract A convenient procedure for the synthesis of aliphatic alkylglycidyl ether has been studied. It has been found that the improved preparation of the alkylglycidyl ether can be achieved by using fatty alcohol such as octanol and octadecanol with epichlorohydrin in the presence of phase-transfer catalyst (PTC) such as 1-alkyloxypropan-2-ol-3-trimethyl ammonium methylsulfate, 1-alkyloxypropan-2-ol-3-melhyldiethanolammonium methylsulfate, alkyloxy-2-hydroxypropyldimethylamine and alkyloxy-2-hydroxypropyldiethanolamine, tetrabutylammonium bromide, etc. without water and other organic solvents. This method, carried out in solid phase/organic phase (reactants and product themselves), has the following merits: (i) producing the solid by-products such as sodium chloride and sodium hydroxide which are easily removed by simple filtration, (ii) saving the amount of reactants used such as sodium chloride and phase-transfer catalyst, and (iii! increasing the yields of glycidyl ethers. The yields of octylglycidyl ether and octadecylglycidyl ether are 92.0 and 91.7%, respectively. The amount of sodium hydroxide used can be saved by from 1.5 to 0.7 molar ratio with respect to octanol in comparison with those in the conventional method using PTC.
Doi 10.1007/s11746-001-0279-y
Wosid WOS:000168332100016
Is Certified Translation No
Dupe Override No
Is Public Yes
Keyword alkylglycidyl ether; epichlorohydrin; glycerol derivatives; non-solvent; phase-transfer catalyst; surface-modifying; surfactants; two phase reaction