화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Polymer(Korea), Vol.18, No.3, 309-315, May, 1994
Export Citation
염소치환 디페닐 에테르를 포함하는 아크릴 고분자 항균제의 합성 및 특성
Synthesis and Antibacterial Activity of Acrylic Polymer Containing Chloro-Substituted Diphenyl Ether
오상택, 하창식, 조원제
초록
항박테리아성 단량체인 2.4,4'-트리클로로-2'-~아크릴로일옥시디페닐 에테르(AcDP)와 2-히드록시에틸메타크릴레이트(HEMA)를 cyclohexanone을 용매로 사용하여 70℃에서 라디칼 공중합하였다. 공중합체내의 단량체 조성~은 공중합체의 UV스펙트럼으로부터 정량분석하여 구하였다. Kelen-T d s법에 의해 구~한 단량체 반응성비의 값은 r1(AcDP)=0.26, r2(HEMA)=1.75이었다. 얻어진 단량체 반응성비의 값들로부터 AcDP의 입체장애 효과가 큰 영향을 미치는 것을 알 수 있었다. 공중합체들의 intrinsic viscosity는 0.05∼0.15이었다 AfDP, poly(AcDP) 및 poly(AcDP-co-HEMA)의 항박테리아성은 shake flask test법으로 확인하였다. DP뿐만 아니라 AcDP 및 그 중합체의 Staphylococcus aureus에 대한 항박테리아성은 poly(HEMA) 및 poly(ethylene-co-viny1 acetate)와 같은 기준 물질에 비하여 매우 운~수하였다. Staphylococcus aureus에 대한 항박테리아성의 크기는 DP>AcDP>poly(AcDP-co-HEMA)＞poly(AcDP) 순서이었다. 이러한 크기순서는 poly(AcDP-co-HEMA) 및 Poly(AcDP)와 같이 Polymer에 결합된 DP보다는 DP 및 AcDP와 같은 단량체 형태가 시편에서 용~출되기 쉬운 것을 의미한다. Poly(AcDP-co-HEMA)가 poly(AcDP)에 비하여 DP 함량이 낮고(AcDP 함량 : 53.8mol%) poly(HEMA)가 박테리아의 증식을 촉진시킴에도 불구하고 poly(AcDP-co-HEMA)의 항박테리아성은 poly(AcDP)에 비하여 약간 우수하였다.
The antibacterial monomer. 2.2,4'-trichloro-2'-acryloyloxydiphenyl ether (AcDP)was copolymerized with 2-hydroxyethyl methacrylate(HEMA) in cyclohexanone at 70℃. The copolymer compositions were determined by quantitative ultra-violet(UV)analysis. The monomer reactivity ratios, r1(AcDP) and r2(HEMA) determined by Kelen-T d s method were 0.26 and 1.75, respectively. These values imply that the reactivity of AcDP was affected by the steric hindrance in the copolymerization. Intrinsic viscosities of copolymers were in the range of 0.05∼0.15. The antibacterial activities of AcDP, poly(AcDP), and poly(AcDP-co-HEMA) were studied by shake flask test. The antibacterial activities of AcDP and its polymers as well as DP against Staphylococcus aureus were very excellent compared to those of control polymers such as poly(HEMA)and poly(ethylene-co-vinyl acetate). The antibacterial activities were decreased in the order of DP〉AcDP〉poly(AcDP-co-HEMA)〉poly(AcDP) against Staphylococcus aureus. This is probably attributed to the easiness of leach or migration of DP or AcDP from the sample films compared to the polymer-anchored DP such as poly(AcDP-co-HEMA) and poly(AcDP). Even though poly (AcDP-co-HEMA)(AcDP content; 53.8mol%)has lower DP moiety than poly (AcDP) and poly(HEMA) accelerate the increase in the growth of bacteria, the antibacterial activity of poly(AcDP-co-HEMA) on the basis of DP concentration was slightly higher than that of poly(AcDP).
  1. Pittman CU, Stahl GA, J. Appl. Polym. Sci., 26, 2403 (1981) 
  2. Pittman CU, Stahl GA, Winters H, J. Coat. Technol., 50(636), 49 (1978)
  3. Akagane K, Matsuura K, Shikizai Kyokaishi, 45(2), 69 (1972)
  4. Geigy JR, A.G., British Patent, 1,024,022 (March 30) (1966)
  5. Oh ST, Yoo CS, Min BK, Ha CS, Cho WJ, Polym.(Korea), 18(2), 276 (1994)
  6. Oh ST, Min BK, Ha CS, Cho WJ, J. Appl. Polym. Sci., 52(5), 583 (1994) 
  7. Inoue Y, "Bactericide and Fungicide for a Comfortable Environment," CMC, Tokyo (1992)
  8. Inoue Y, "Technology and Market of Bactericide and Fungicide," CMC, Tokyo (1990)
  9. Shibasaki I, "Handbook of Bactericide and Fungicide," Kihoudou, Tokyo (1986)
  10. Meehan EJ, J. Polym. Sci., 1(3), 175 (1946) 
  11. Kelen T, Tudos F, J. Macromol. Sci.-Chem., A9(1), 1 (1975)