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| Ultrasound-assisted synthesis of lipid-based amphiphilic supramolecules |
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| DOI： |
| KeyWord:lipid-based amphiphilic supramolecules sodium oleate soapstock glycidyl oleate 4-tert-butyl calix \[4\] arene ring opening reaction |
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| Abstract: |
| In order to fully use the soapstock produced in the oil refining process and achieve the high-value utilization of renewable oil resources, sodium oleate was used as raw material to rapidly synthesize glycidyl oleate with epoxy terminated group assisted by ultrasound. Then the lipid-based amphiphilic supramolecules with both long chain alkyl hydrophobic group and hydroxyl hydrophilic group were rapidly synthesized by the acid catalysis ring opening reaction between glycidyl oleate with epoxy terminated group and 4-tert-butyl calix\[4\]arene using ultrasound-assisted method. The effects of molar ratio of 4-tert-butyl calix\[4\]arene to glycidyl oleate with epoxy terminated group, ultrasonic time, ultrasonic temperature and ultrasonic power on the product yield were studied by single factor experiment, and the product structure was characterized by FTIR and NMR. The results showed that the optimal synthesis conditions were obtained as follows: molar ratio of 4-tert-butyl calix\[4\]arene to glycidyl oleate with epoxy terminated group 1∶6, ultrasonic time 150 min, ultrasonic temperature 50℃, and ultrasonic power 100 W. Under the optimal conditions, the product yield was 94%. Compared with traditional reflux stirring synthesis method, ultrasound-assisted method required shorter reaction time and produced less by-products. FTIR and NMR analysis showed that the structure of the products contained aerobic ether bonds, hydroxyl groups, long alkyl chains, unsaturated double bonds and phenyl groups， which might endow supramolecules with amphipathic performance. |
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