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Synthesis and surface activity of mono- and diphosphate ester mixture with different alkyl chain length
Authors:Hanping Li  Yong Jin  Baozhu Fan  Rui Qi  Xinfeng Cheng  Shaojun Peng
Institution:1. National Engineering Laboratory for Clean Technology of Leather Manufacture, Sichuan University, Chengdu, China;2. Key Laboratory of Leather Chemistry and Engineering (Sichuan University), Ministry of Education, Chengdu, Chinajinyong@cioc.ac.cn;4. Key Laboratory of Leather Chemistry and Engineering (Sichuan University), Ministry of Education, Chengdu, China;5. Chengdu Institute of Organic Chemistry, Chinese Academy of Science, Center of Polymer Science and Technology, Chengdu, China;6. University of Chinese Academy of Sciences, Beijing, China
Abstract:A series of alkyl phosphate esters were synthesized and each of them was a mixture of monophosphate and diphosphate esters in a high or low mono/dimole ratio. The structure of hexadecyl phosphate ester with a low mono/dimole ratio was confirmed by FTIR, 1H NMR, and31P NMR. The surface tensions of these alkyl phosphate esters were analyzed using a surface tensionmeter. The results showed that the critical micelle concentration (CMC) and critical surface tension (γCMC) of phosphate esters with a high mono/di ratio decreased with the increase of alkyl chain length. However, for the phosphate esters with a low mono/di ratio, the CMC, and γCMC decreased initially and increased afterwards with the increase of alkyl chain length. Meanwhile, the butanol and octanol phosphate esters with a high mono/di ratio had higher CMC and γCMC than their low mono/di ones, while the dodecyl and hexadecyl phosphate esters presented an opposite result. The results indicated that the mono- and diphosphate esters in the mixture may have a synergistic effect on the arrangement of molecules.
Keywords:Alkyl chain length  mono- and diphosphate ester mixture  mono/dimole ratio  surface tension
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