Article
  • Synthesis and Characterization of Polymers with the Moiety of 2-Phenylphenol as a Microbicide
  • Hyun SH, Kim MW, Jeon IR, Kim WS
  • 항균제로서 2-페닐페놀의 Moiety를 가지는 고분자의 합성과 특성
  • 현석희, 김민우, 전일련, 김우식
Abstract
2-Biphenylyl acrylate (BPA) was synthesized by the reaction of 2-phenylphenol as a micro-bicide with acryloyl chloride, and copolymers with the moiety of 2-phenylphenol were prepared by the radical terpolymerization of BPA-methylmethacrylate-acrylic acid. The contents of BPA unit in the polymers were found to be 4.2 mol% and 9.1 mol% from their nuclear magnetic resonance spectra. The number-average molecular weights of the polymers were in the range of 15000 to 16000. 2-Phenylphenol was released through the hydrolysis of the polymers. The release rate of the microbicide increased with increasing pH of the release medium. The released solution showed higher microbicidal activity for E.coli as a negative microbe than S.aureus as a positive microbe.

항균제인 2-페닐페놀을 아크릴로일 클로라이드와 반응시켜 2-비페닐릴 아크릴레이트를 합성하고 이를 호제성분의 주요단량체인 메틸 메타아크릴레이트와 아크릴산과 3성분 라디칼 공중합시켜 2-페닐페놀 moiety를 가지는 공중합체를 합성하였다. 이들 고분자중의 2-비페닐릴 아크릴레이트 단위는 핵자기공명스펙트라로부터 각각 4.2 몰%와 9.1 몰%로서 측정되었다. 이들 고분자의 수평균 분자량은 15000 ~ 16000이었다. 이들 고분자는 가수분해를 통해 2-페닐페놀을 방출하였고 방출되는 양은 pH증가에 따라 증가하였다. 방출된 용액은 양성균 S.aureus보다 음성균 E.coli에 대해 보다 높은 항균성을 나타내었다.

Keywords: 2-phenylphenol; microbicide; 2-biphenylyl acrylate; terpolymerization; release

References
  • 1. Pittman CU, Stahl GA, Winters H, J. Coat. Technol., 50, 49 (1978)
  •  
  • 2. Mitamura I, Arimatsu YU.S. Patent, 5,583,230 (1996)
  •  
  • 3. Ghanem NA, Messiha NN, Ikladious NE, Shaaban AF, J. Appl. Polym. Sci., 26, 97 (1981)
  •  
  • 4. Ghanem NA, Messiha NN, El-Malek MMA, Ikladious NE, Shaaban AF, J. Coat. Technol., 53, 57 (1981)
  •  
  • 5. Shaaban AF, Mahmoud AA, J. Appl. Polym. Sci., 36, 1191 (1988)
  •  
  • 6. Mahmoud AA, Shaaban AF, Azab MM, Messiha NN, J. Appl. Polym. Sci., 44, 1861 (1992)
  •  
  • 7. Elhamouly SH, Messiha NN, Elnour KN, J. Mater. Sci., 29(10), 2784 (1994)
  •  
  • 8. Iida T, Sekiya T, Kagyama T, Sugizeki T, Chem. Lett., 1047 (1996)
  •  
  • 9. Sghibartz CMEuropean Patent, Appl., 0,069,559 (1983)
  •  
  • 10. Kim WS, Lee SH, Kang IK, Park NK, J. Control. Release, 9, 281 (1989)
  •  
  • 11. Arrags AA, Vasishtha N, Sundberg D, Bausch G, Vincent HL, White DC, J. Ind. Micro., 15, 277 (1995)
  •  
  • 12. Voulvoulis N, Scrimshaw MD, Lester JN, Appl. Organometal Chem., 13, 135 (1999)
  •  
  • 13. Talosa I, Merlin L, DeBertrand N, Bayona IM, Albaigest J, Environ. Toxicol. Chem., 11, 145 (1992)
  •  
  • 14. Kim WS, Hyun SH, Lee DH, Min KE, Park LS, Seo KH, Kang IK, Polym.(Korea), 26(3), 293 (2002)
  •  
  • 15. Deichman WB, Keplinger MLPatty's Industrial Hygiene and Toxicology, 3rd ed., Wiley, New York, Vol. 2A, Ch. 36, p. 2616 (1981)
  •  
  • 16. Sasaki YF, Kawaguchi S, Kamaya A, Ohshita M, Kabasawa K, Iwama K, Taniguchi K, Tsuda S, Mutation Res., 519, 103 (2002)
  •  
  • 17. Ishikawa T, Asai S, Bull. Chem. Soc. Jpn., 56, 2177 (1983)
  •  
  • 18. Kim WS, Jung SW, Jang JK, Kim GH, Lee JK, Korea Polym. J., 6(5), 414 (1998)
  •  
  • 19. Huh MW, Kang IK, Lee DH, Kim WS, Lee DH, Park LS, Min KE, Seo KH, J. Appl. Polym. Sci., 81(11), 2769 (2001)
  •  
  • Polymer(Korea) 폴리머
  • Frequency : Bimonthly(odd)
    ISSN 0379-153X(Print)
    ISSN 2234-8077(Online)
    Abbr. Polym. Korea
  • 2023 Impact Factor : 0.4
  • Indexed in SCIE

This Article

  • 2003; 27(5): 443-448

    Published online Sep 25, 2003

  • Received on Jul 21, 2003
  • Accepted on Sep 2, 2003