CMU Intellectual Repository: Synthesis of molecularly imprinted Polymers for specific recognition of Isoflavones from Soybean = การสังเคราะห์พอลิเมอร์ลอกแบบโมเลกุลเพื่อการเลือกจำ เฉพาะไอโซฟลาโวนจากถั่วเหลือง / Chanchira Wiwatsamretkun

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Thesis Title Synthesis of Molecularly Imprinted Polymers for Specific Recognition of Isoflavones from Soybean

Author Miss Chanchira Wiwatsamretkun

Degree Master of Science (Chemistry)

Thesis Advisory Committee Assoc. Prof. Dr. Sugunya Wongpornchai Advisor Asst. Prof. Dr. Mookda Pattarawarapan Co-advisor

ABSTRACT

The molecularly imprinted polymers (MIPs) for the specific recognition of genistein were prepared using fragment imprinting approach. In this study, three commercially available compounds used as fragment template in the synthesis of the MIPs were chromone, phloroglucinol and 4-hydroxyphenylacetic acid. The used functional monomers were acrylamide, methacrylic acid and 4-vinylpyridine. These MIPs were synthesized by bulk polymerization using ethylene glycol dimethacrylate as a cross-linker. The polymer obtained from 4-hydroxyphenylacetic acid fragment template using 4-vinylpyridine functional monomer showed the most specificity to both its template and genistein. This MIP was then investigated to use as a sorbent in solid phase extraction, called molecularly imprinted solid phase extraction (MISPE), to selectively extract genistein in soybean extracts. The highest recovery of genistein

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was obtained from the use of 20% acetonitrile in water containing 0.1% formic acid and 1% formic acid in acetonitrile as washing and eluting solvent, respectively. The genistein recovery from soybean extract using this MISPE was 73.08 ± 9.95%.

Furthermore, the representative MIPs from all used templates were applied as mixed- mode MISPE to enhance the specificity and selectivity of genistein extraction. The recovery of genistein from soybean extract using this mixed-mode MISPE was 74.85

± 4.30%. The obtained results indicated that both the MISPE and mixed-mode method could be possible to apply for the isolation of genistein from soybean extract.

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