Article
  • Synthesis and Radical Polymerization of p-(2,2,3-tricyano-3-carbomethoxycyclopropyl)Phenyl Acrylate and Methacrylate
  • Lee JY, Mun GS
  • p-(2,2,3-트리시아노-3-카르보메톡시시클로프로필) 페닐 아크릴레이트와 메타크릴레이트의 합성 및 라디칼 중합
  • 이주연, 문길수
Abstract
p - (2,2,3 - Tricyano - 3 - carbomethoxycyclopropyl) phenyl acrylate(3a) and methacrylate(3b) were prepared by the reaction of bromomalononitrile with mothyl p-acryloyloxybenzylidenecyanoacetate(2a) or methy1 p- methacryloyloxybenfylidenecyanoafetate(2b), respectively. Monomers 3a and 3b were polymtrized with free-radical initiators to obtain the polymers with multicyano functionalities in the cyclopropane ring. The resulting polymers(4a and 4b) were soluble in acetone and the inherent viscosities were in the range of 0.2∼0.3 dL/g. Solution-cast films were clear and brittle, and the Tg value of polyacrylate 4a was around 170℃.

p-아크릴로일옥시벤질리덴 시안화초산 메틸(2a) 또는 p-메타크릴로일옥시벤질리덴 시안화 초산 메틸(2b)을 각각 브로모말로노니트릴과 반응시켜 p-(2,2,3-트리시아노-3-카르보메톡시시클로프로필)페닐 아크릴레이트(3a)와 p-(2,2,3-트리시아노-3-카르보메톡시시클로프로필)페닐 메타크릴레이트(3b)를 합성하였다. 단량체 3a와 3b를 자유 라디칼 개시제로 중합시켜 시플로프로판고리에 시아노기가 다수 치환된 펜단트기를 갖는 폴리아크릴레이트(4a)와 폴리메타크릴레이트(4b)를 얻었다. 얻어진 중합체 4a와 4b는 아세톤에 녹았으며 고유점도는 0.2∼0.3dL/g을 보였다. 중합체의 용액으로부더 얻어진 필름은 투명하고 취약성을 보였으며. 폴리아크릴레이트 4a 유리전이온도는 약 170 ℃였다.

References
  • 1. Hall HK, J. Macromol. Sci.-Chem., A25, 729 (1988)
  •  
  • 2. Jo YS, Inoue Y, Chujo R, Saito K, Miyata S, Macromolecules, 18, 1850 (1985)
  •  
  • 3. Henrici-Oliver G, Oliver S, Adv. Polym. Sci., 6, 421 (1975)
  •  
  • 4. Hall HK, Chan RTH, Oku J, Hughes OR, Scheinbeim J, Newman B, Polym. Bull., 17, 135 (1987)
  •  
  • 5. Lee JY, Hall HK, Polym. Bull., 23, 471 (1990)
  •  
  • 6. Lee JY, Padias AB, Hall HK, Macromolecules, 24, 17 (1991)
  •  
  • 7. Lee JY, Cho SO, Padias AB, Hall HK, Polym. Bull., 27, 25 (1991)
  •  
  • 8. Lee JY, Mun GS, Padias AB, Hall HK, Polym. Bull.to submitted
  •  
  • 9. Padias AB, Hall HK, Polym. Bull., 24, 195 (1990)
  •  
  • 10. Kim YC, Hart H, J. Chem. Soc., 2409 (1969)
  •  
  • 11. Corson BB, Stoughton RW, J. Am. Chem. Soc., 50, 2825 (1928)
  •  
  • 12. Hesse BC, J. Am. Chem. Soc., 18, 723 (1986)
  •  
  • Polymer(Korea) 폴리머
  • Frequency : Bimonthly(odd)
    ISSN 0379-153X(Print)
    ISSN 2234-8077(Online)
    Abbr. Polym. Korea
  • 2022 Impact Factor : 0.4
  • Indexed in SCIE

This Article

  • 1993; 17(4): 393-398

    Published online Jul 25, 1993