1-(1',3'-펜타디에닐)-2,2,3,3-테트라시아노시클로프로판의 합성 및 음이온 중합

이주연; 김경아; 조의환

Polymer(Korea), Vol.17, No.6, 736-740, November, 1993

Export Citation

1-(1',3'-펜타디에닐)-2,2,3,3-테트라시아노시클로프로판의 합성 및 음이온 중합

3'-Pentadienyl)-2,2,3,3-Tetracyanocyclopropane

이주연, 김경아, 조의환

초록

브로모말로노리트릴과 1,1-디시아노 1,3,5-헵타트리엔(1)을 반응시켜 1-(1',3'-펜타디에닐)-2,2,3,3-테트라시아노시클로프로판(2)을 합성하였다. 화합물 1은 2,4-헥사디에날과 말로노니트릴로부터 합성하였다. 단량체 2를 시안화 나트륨과 같은 음이온 개시제로 중합시킨 결과 시클로프로관고리가 개환되어 펜타디에닐기가 치환된 중합체(3)을 얻었다. 중합체 3은 아세톤에 녹았으며 고유점도는 0.05∼0.10dL/g을 보였다.

1-(1', 3'-Pentadienyl)-2,2,3,3-tetracyanocyclopropane(2) was prepared by the reaction of bromomalononitrile with 1,1-dicyano-1,3,5-heptatriene(1). Compound 1 was prepared from 2,4-hexadienal and malononitrile. Monomer 2 was polymerized by anionic initiators such as sodium cyanide to give the polymer 3 with pentadienyl functionalities in the pendant group. The resulting polymer was soluble in acetone and the inherent viscosities were in the range of 0.05∼0.10dL/g.

[References]

Cho I, Ahn KD, J. Polym. Sci. A: Polym. Chem., 17, 3169 (1979)
Cho I, Lee JY, J. Polym. Sci. C: Polym. Lett., 18, 639 (1980)
Cho I, Lee JY, Makromol. Chem. Rapid Commun., 5, 263 (1984)
Cho I, Ahn KD, J. Polym. Sci. A: Polym. Chem., 17, 3183 (1979)
Lee SK, "Polymerization Behavior of Homodienyl 1,3-Butadienylcyclopropane Derivatives," M.S. Thesis, Korea Advanced Institute of Science and Technology (1989)
Hesse BC, J. Am. Chem. Soc., 18, 723 (1986)
Kim YC, Hart H, J. Chem. Soc., 2409 (1969)
Corson BB, Stoughton RW, J. Am. Chem. Soc., 50, 2825 (1928)

[1] Cho I, Ahn KD, J. Polym. Sci. A: Polym. Chem., 17, 3169 (1979)

[2] Cho I, Lee JY, J. Polym. Sci. C: Polym. Lett., 18, 639 (1980)

[3] Cho I, Lee JY, Makromol. Chem. Rapid Commun., 5, 263 (1984)

[4] Cho I, Ahn KD, J. Polym. Sci. A: Polym. Chem., 17, 3183 (1979)

[5] Lee SK, "Polymerization Behavior of Homodienyl 1,3-Butadienylcyclopropane Derivatives," M.S. Thesis, Korea Advanced Institute of Science and Technology (1989)

[6] Hesse BC, J. Am. Chem. Soc., 18, 723 (1986)

[7] Kim YC, Hart H, J. Chem. Soc., 2409 (1969)

[8] Corson BB, Stoughton RW, J. Am. Chem. Soc., 50, 2825 (1928)