화학공학소재연구정보센터
Journal of the Korean Industrial and Engineering Chemistry, Vol.10, No.1, 138-142, February, 1999
N-Phenylphthalimide를 포함하는 디아민과 디카르복시산으로 제조된 폴리아라미드-이미드 I.제조와 열적 성질
Polyaramide-Imide from N-Phenylphthalimide-Containing Diamine and Dicarboxylic Acid I. Synthesis and Thermal Properties
초록
Imide 단위를 포함하는 diamine과 dicarboxylic acid 단량체들, N-(4-aminophenyl)-4-aminophthalimide(APAP), N-(4-carboxyphenyl)-4-carboxyphthalimide(CPCP), N,N'-oxydiphenylenebis(4-aminophthalimide)(ODPAP), 그리고 N,N'-oxydiphenylenebis(4-carboxy-phthalimide)(ODPCP)를 합성하였다. 상기 디아민을 포함한 단량체들과 디카르복시산을 포함한 단량체들을 서로 축합반응하여 imide 단위가 교대로 치환된 poly(imide-amide)s를 합성하였다. 또한 imide단위를 포함하는 diamine 단량체들과 terephthaloyl chloride, 그리고 isophthaloyl chloride를 축합하여 poly(imide-amide)s들도 합성하였다. 이렇게 합성된 중합체들은 NMP/LiCl용액에 매우 잘 용해하였으나 그밖에 극성 비양자성 극성 용매인 DMF, DMSO, 그리고 DMAc 등에는 80℃에서도 작은 용해도를 보여주었다. 그밖에 고유점도는 0.18∼0.67 dL/g를 보여주었으며 NMP/LiCl 용액으로부터 단단하고 부서지기 쉬운 막이 형성되었다. 중합체들은 500℃이하에서 유리 전이 온도 및 융점은 관찰되지 않았으며 열 중량 분석에서 10% 중량 감량은 500℃ 부근에서 나타나 우수한 열적 성질을 보여주었다.
Imide-containing diamine and dicarboxylic acid monomers, N-(4-aminophenyl)-4-aminophthalimide(APAP), N-(4-carboxyphenyl)-4-carboxyphthalimide(CPCP), N,N'-oxydiphenylenebis(4-aminophthalimide)(ODPAP) and N,N'-oxydiphenylenebis(4-carboxyphthalimide)(ODPCP) were prepared. Poly(amide-imide)s were prepared by condensation reaction of the diamine and the dicarboxylic acid monomers. Poly(amide-imide)s were also prepared from the diamine monomers and aromatic acid chlorodes such as terephthaloyl chloride and isophthaloyl chloride. The polymers possess inherent viscosity of 0.18∼0.67 dL/g and brittle films were cast from NMP/LiCl solution. The poly(amide-imide)s are easily soluble in NMP/LiCl and also partially soluble in polar aprotic solvents such as DMF, DMSO, NMP and DMAc even at 80℃. DSC traces of polymers showed no glass transition temperature and melting temperature, and TGA traces showed a 10% weight loss at 500℃.
  1. Dickenson BL, Modern Plastic Encyclopedia, McGraw-Hill, New York (1982)
  2. Allen G, Bevington JC, Comprehensive Polymer Science, Vol. 5, Pergamon Press, London (1989)
  3. Honore P, Deleens G, Marechal E, Eur. Polym. J., 16, 909 (1980) 
  4. Friedrich K, Rieser J, Angew. Chem.-Int. Edit., 15, 261 (1976) 
  5. Kricheldorf HR, Hunter R, Makromol. Chem. Rapid Commun., 11, 211 (1990) 
  6. Kurita K, Matsuda S, Makromol. Chem., 184, 1223 (1983) 
  7. Kricheldorf HR, Schwarz G, De la Abazo J, De Campa J, Makromol. Chem., 191, 537 (1990) 
  8. Kricheldorf HR, Doring V, Eckhardt V, Makromol. Chem., 189, 1425 (1988) 
  9. Kricheldorf HR, Nowatzky W, Schwarz G, Polymer, 30, 936 (1989) 
  10. Kricheldorf HR, Domschke A, Schwarz G, Macromolecules, 24, 1011 (1991) 
  11. Hsiao SH, Yang CP, J. Polym. Sci. A: Polym. Chem., 28, 1149 (1990) 
  12. Hsiao SH, Yang CP, J. Polym. Sci. A: Polym. Chem., 28, 2169 (1990) 
  13. Kurita K, Itoh H, Iwakura Y, J. Polym. Sci. A: Polym. Chem., 16, 779 (1978)