Curing Reaction of Noble Liquid Crystalline Epoxy (LCE) with Azomethine/Aliphatic Amine

Azomethine 기를 가지는 신소재 액정 에폭시 (LCE)와 지방족 아민의 경화반응

  • Kim, Sang-Uk (Department of Chemical Engineering, The University of Seoul)
  • 김상욱 (서울시립대학교 화학공학과)
  • Published : 2001.09.01

Abstract

$\alpha$,$\omega$-Bis(4-glycidyloxybenzylidene-4-aminophenyl)methane (BGBAM) was synthesized from the initial materials, 4-hydroxylbenzaldehyde (HBA), 4,4'-methylenedianiline (MDA) and epichlorohydrin. The DSC trace for BGBAM shows two endotherms associated with the liquid crystalline phase transition around $104.2^{\circ}C$ and the isotropic transition around $171.2^{\circ}C$, and it also has a broad exotherm in the range of $178~300^{\circ}C$ due to the anionic homopolymerization of BGBAM. DSC curve for the curing of BGBAM with hexamethylene diamine (HMD) shows an endothermic peak around $93^{\circ}C$ attributed to the melting of BGBAM. It also has three exothermic peaks around $128.4^{\circ}C$ and $180.2^{\circ}C$ associated with the epoxide-amine reaction and weak peak in the range of $200~263^{\circ}C$ related to the anionic homopolymerization between the unreacted epoxide groups. The activation energy values of cure reaction by Kissinger method are 66.5, 67.3 and 90.6 kJ/mol for $T_{pl},\; T_{p2}\; and \;T_{p3},\; respectively$. The kinetic parameters by isoconverional method are similar value to those from Kissinger method.

Keywords

References

  1. J.E. Mark, 'Physical Properties of Polymers Handbook', AIP Press, New York, Ch.33 (1996)
  2. J.Y. Lee, J. Jang, S.M. Hobg, S.S. Hwang and K.U. Kim, Polymer, 40, 3197 (1999) https://doi.org/10.1016/S0032-3861(98)00531-X
  3. US Pats. 3,869,429 and 3,89,430, H. Blades (E. I. Du Pont de Nemouers & Co. Inc.) (1975)
  4. T.S. Chung, Polym. Eng. Sci., 26, 901 (1986) https://doi.org/10.1002/pen.760261302
  5. P.G. Higgs and R.C. Ball, Macromolecules, 22, 2432 (1989) https://doi.org/10.1021/ma00195a073
  6. S.M. Aharoni and S.F. Edwads, Macromolecules, 22, 3361 (1989) https://doi.org/10.1021/ma00198a030
  7. M. Warner and X.J. Wang, Macromolecules, 24, 4932 (1991) https://doi.org/10.1021/ma00017a033
  8. W. Mormann and C. Kuckerlz, Macromol. Chem. Phys., 199, 845 (1998) https://doi.org/10.1002/(SICI)1521-3935(19980501)199:5<845::AID-MACP845>3.0.CO;2-O
  9. M.G. Lu, S.W. Kim and M.J. Shim, Korea Polym. J., 7, 304 (1999)
  10. J.Y. Lee, M.J. Shim and S.W. Kim, Thermochimica Acta, 371, 45 (2001) https://doi.org/10.1016/S0040-6031(00)00771-1
  11. J.Y. Lee, M.J. Shim and S.W. Kim, J. Mater. Sci., 35, 3529 (2000) https://doi.org/10.1023/A:1004801227150
  12. T.Ozawa, Bull. Chem. Soc. JPN, 38, 1881 (1965) https://doi.org/10.1246/bcsj.38.1881
  13. J.H. Flynn, J. Therm. Anal., 27, 95 (1983) https://doi.org/10.1007/BF01907325
  14. X.G. Li and and M.R. Huang, Polymer Degradation and Stability, 64, 81 (1999) https://doi.org/10.1016/S0141-3910(98)00175-X
  15. J.Y. Lee, M.J. Shim and S.W. Kim, Mater. Chem. Phys., 44, 74 (1996) https://doi.org/10.1016/0254-0584(95)01649-F
  16. S.N. Ege, 'Organic Chemistry', D.C. Heath and Company, (1984) p.385
  17. W. Mormann and M. Brocher, Macromol. Chem. Phys., 199, 1935, (1998)