Journal of Japan Oil Chemists' Society
Online ISSN : 1884-2003
ISSN-L : 0513-398X
Synthesis of Alkylphosphorylcholines and Their Solubilities in Aqueous and Non-aqueous Solvents
Mitsuyo OKAZAKIIchiro HARA
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1981 Volume 30 Issue 9 Pages 553-557

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Abstract
A series of alkylphosphorylcholines bearing alkyl group of C3C22 were synthesized to investigate the physico-chemical properties as the model of phosphatidyl choline.
Alkylphosphorylcholines were white crystals and had the melting points of over 200°C. We could not find any IR absorption at 1740cm-1 (CO str.) and 1180cm-1 (C-O-C str.). They dissolved easily in water and especially C18, C20, and C22 -homologues showed clearly Krafft points at 21.5°C, 39.0°C and 53.5°C, respectively. Alkylphosphorylcholines of C10C16 formed also micelle structure.
They dissolved easily in methanol and chloroform. The solubility in chloroform was attributed to the formation of hydrogen bondings between phosphoryl choline group and chloroform molecule.
No solubility was observed in benzene and carbon tetrachloride for all alkylphosphorylcholines.
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