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Synthesis of Novel Y-type Nonlinear Optical Polyesters with Enhanced Thermal Stability of Dipole Alignment

  • Jang, Han-Na (Institute of Basic Science, Department of Chemistry, Inje University) ;
  • Lee, Ju-Yeon (Institute of Basic Science, Department of Chemistry, Inje University)
  • Published : 2008.05.20

Abstract

2,4-Di-(2'-hydroxyethoxy)benzylidenemalononitrile (3) was prepared and polymerized with terephthaloyl chloride and adipoyl chloride to yield novel Y-type polyesters 4 and 5 containing dioxybenzylidenemalononitrile groups as NLO-chromophores, which constituted parts of the polymer backbone. The resulting polymers 4 and 5 are soluble in common organic solvents such as acetone and N,N-dimethylformamide. Polymers 4 and 5 showed thermal stability up to 300 ${^{\circ}C}$ in thermogravimetric analysis with glass-transition temperatures obtained from differential scanning calorimetry in the range 83-94 ${^{\circ}C}$. The second harmonic generation (SHG) coefficients ($d_{33}$) of poled polymer films at the 1064 nm fundamental wavelength were around $6.48\;{\times}\;10^{-9}$ esu. The dipole alignment exhibited high thermal stability even at 10 ${^{\circ}C}$ higher than $T_g$ and no significant SHG decay was observed below 105 ${^{\circ}C}$ partially due to the main-chain character of polymer structure, which is acceptable for NLO device applications.

Keywords

References

  1. Molecular Nonlinear Optics Materials Physics and Devices; Zyss J., Ed.; Academic Press: Orlando, 1994
  2. Cho, M. J.; Kim, J. Y.; Kim, J. H.; Lee, S. H.; Dalton, L. R.; Choi, D. H. Bull. Korean Chem. Soc. 2005, 26, 77 https://doi.org/10.5012/bkcs.2005.26.1.077
  3. Lee, C.; Park, S.-K.; Yang, M.; Lee, N.-S.; Kim, N. J. Bull. Korean Chem. Soc. 2007, 28, 447 https://doi.org/10.5012/bkcs.2007.28.3.447
  4. Han, K. S.; Park, S. K.; Shim, S. Y.; Jahng, W. S.; Kim, N. J. Bull. Korean Chem. Soc. 1998, 19, 1165
  5. Han, K. S.; Park, S. K.; Shim, S. Y.; Lee, Y. S.; Jahng, W. S.; Kim, N. J. Bull. Korean Chem. Soc. 1998, 19, 1168
  6. Cho, B. R.; Kim, Y. H.; Son, K. W.; Khalil, C.; Kim, Y. H.; Jeon, S.-J. Bull. Korean Chem. Soc. 2002, 23, 1253 https://doi.org/10.5012/bkcs.2002.23.9.1253
  7. Moon, J. R..; Kim, B. S.; Kim, J.-H. Bull. Korean Chem. Soc. 2006, 27, 981 https://doi.org/10.5012/bkcs.2006.27.7.981
  8. Kim, M. H.; Jin, J.-I.; Lee, C. J.; Kim, N. J.; Park, C. H. Bull. Korean Chem. Soc. 2002, 23, 964 https://doi.org/10.5012/bkcs.2002.23.7.964
  9. Lee, J.-H.; Lee, K.-S. Bull. Korean Chem. Soc. 2000, 21, 847
  10. Lee, S.-H.; Kim, Y.-K.; Won, Y.-H. Macromolecules 1999, 32, 342 https://doi.org/10.1021/ma9807421
  11. Renate, D.; Walter, M. F. F.; Dietmar, K.; Hans, J. Dyes and Pigments 1997, 34, 13 https://doi.org/10.1016/S0143-7208(96)00055-1
  12. Lee, J.-Y.; Jung, W.-T.; Lee, W.-J. Polym. Int. 2006, 55, 248 https://doi.org/10.1002/pi.1965
  13. Lee, J.-Y.; Kim, J.-H.; Won, D.-S.; Jang, H.-N. Bull. Korean Chem. Soc. 2007, 28, 1433 https://doi.org/10.5012/bkcs.2007.28.8.1433
  14. Won, D.-S.; Lee, G.-Y.; Lee, J.-Y. Dyes and Pigments 2008
  15. Cisneros, J. I. Appl. Opt. 1998, 37, 5262 https://doi.org/10.1364/AO.37.005262
  16. Herman, W. N.; Hayden, L. M. J. Opt. Soc. Am. B 1995, 12, 416 https://doi.org/10.1364/JOSAB.12.000416

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