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Glycerol esters from the reaction of glycerol with dicarboxylic acid esters
Author(s) -
Cho Gladys H. P.,
Yeong S. K.,
Ooi T. L.,
Chuah C. H.
Publication year - 2006
Publication title -
journal of surfactants and detergents
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.349
H-Index - 48
eISSN - 1558-9293
pISSN - 1097-3958
DOI - 10.1007/s11743-006-0384-9
Subject(s) - chemistry , adipate , dicarboxylic acid , malonate , glycerol , oxalate , organic chemistry , base (topology) , medicinal chemistry , polymer chemistry , mathematical analysis , mathematics
Mono‐ and di‐esterified glycerols were synthesized by the base catalyzed reaction of glycerol with aliphatic dicarboxylic acid esters (C 2 −C 9 ): 2,3‐dihydroxy‐propyl oxalate ( 2 ), 1,3 dioxalyloxy propan‐2‐ol ( 3 ), 1,3‐dimethoxyoxalyloxy propan‐2‐ol ( 5 ), 2,3‐dihydroxy‐propyl malonate ( 6 ), 2,3‐dihydroxy‐propyl methyl malonate ( 7 ), 2,3‐dihydroxy‐propyl methyl succinate ( 8 ), 1,3‐dimethoxysuccinyloxy propan‐2‐ol ( 9 ), 2,3‐dihydroxy‐propyl methyl glutarate ( 10 ), 1,3‐dimethoxyglutaryloxy propan‐2‐ol ( 11 ), 2,3‐dihydroxy‐propyl methyl azelate ( 14 ), and 1,3‐dimethoxyazelyloxy propan‐2‐ol ( 15 ). Their structures were elucidated by spectrometric methods. Compounds 8 , 10 , 2,3‐dihydroxy‐propl methyl adipate ( 12 ) and 14 were found to possess surface active properties and the ability to reduce the interfacial tension between paraffin and water.