DOI QR코드

DOI QR Code

Preparation of Novel T-type Polyurethanes with High Thermal Stability of Second Harmonic Generation and Their Nonlinear Optical Properties

  • Jang, Han-Na (Institute of Basic Science, Department of Chemistry, Inje University) ;
  • Lee, Ga-Young (Institute of Basic Science, Department of Chemistry, Inje University) ;
  • Lee, Ju-Yeon (Institute of Basic Science, Department of Chemistry, Inje University)
  • 발행 : 2008.04.20

초록

2,5-Di-(2'-hydroxyethoxy)benzylidenemalononitrile (3) was prepared and polymerized with 2,4-toluenediisocyanate and 3,3'-dimethoxy-4,4'-biphenylenediisocyanate to yield novel T-type polyurethanes 4 and 5 containing 2,5-dioxybenzylidenemalononitrile, nonlinear optical (NLO)-chromophores as part of the polymer backbones. Polyurethanes 4 and 5 were soluble in common organic solvents such as acetone and N,Ndimethylformamide and showed a thermal stability up to $250{^{\circ}C}$ with glass-transition temperatures ($T_g$) in the range $119-146{^{\circ}C}$. The second harmonic generation (SHG) coefficients ($d_{33}$) of poled polymer films at 1064 nm fundamental wavelength were around $5.82{\times}10^{-9}$ esu. The dipole alignment exhibited high thermal stability up to $T_g$, and there was no SHG decay below $140{^{\circ}C}$ due to the partial main-chain character of the polymer structure, which was acceptable for nonlinear optical device applications.

키워드

참고문헌

  1. 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
  2. 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
  3. Han, K. S.; Park, S. K.; Shim, S. Y.; Jahng, W. S.; Kim, N. J. Bull. Korean Chem. Soc. 1998, 19, 1165
  4. 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
  5. 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
  6. 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
  7. 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
  8. Tsutsumi, N.; Morishima, M.; Sakai, W. Macromolecules 1998, 31, 7764 https://doi.org/10.1021/ma9803436
  9. Moon, K. J.; Shim, H. K.; Lee, K. S.; Zieba, J.; Prasad, P. N. Macromolecules 1996, 29, 861 https://doi.org/10.1021/ma950275c
  10. Woo, H. Y.; Lee, K. S.; Shim, H. K. Polym. J. 2000, 32, 8 https://doi.org/10.1295/polymj.32.8
  11. Tsutumi, N.; Matsumoto, O.; Sakai, W.; Kiyotsukuri, T. Macromolecules 1996, 29, 592 https://doi.org/10.1021/ma951077o
  12. Tsutumi, N.; Matsumoto, O.; Sakai, W. Macromolecules 1997, 30, 4584 https://doi.org/10.1021/ma9702859
  13. Lee, J.-Y.; Park, E.-J. J. Polym. Sci. Part A: Polym. Chem. 2002, 40, 1742 https://doi.org/10.1002/pola.10262
  14. Lee, J.-Y.; Park, E.-J.; Lee, H.; Rhee, B. K. Polym. Bull. 2002, 48, 233 https://doi.org/10.1007/s00289-002-0040-0
  15. Lee, J.-Y.; Bang, H.-B.; Park, E.-J.; Baek, C. S.; Rhee, B. K.; Lee, S. M. Syn. Met. 2004, 144, 159 https://doi.org/10.1016/j.synthmet.2004.02.018
  16. Lee, J.-Y.; Bang, H.-B.; Kang, T.-S.; Park, E.-J. Europ. Polym. J. 2004, 40, 1815 https://doi.org/10.1016/j.eurpolymj.2004.05.002
  17. Lee, J.-Y.; Bang, H.-B.; Baek, C. S. Syn. Met. 2005, 148, 161 https://doi.org/10.1016/j.synthmet.2004.09.032
  18. Cisneros, J. I. Appl. Opt. 1998, 37, 5262 https://doi.org/10.1364/AO.37.005262
  19. Herman, W. N.; Hayden, L. M. J. Opt. Soc. Am. B 1995, 12, 416 https://doi.org/10.1364/JOSAB.12.000416

피인용 문헌

  1. Quantitative Determination of the Chromophore Alignment Induced by Electrode Contact Poling in Self-Assembled NLO Materials vol.30, pp.4, 2008, https://doi.org/10.5012/bkcs.2009.30.4.882