Journal of Materials Science

, Volume 42, Issue 11, pp 3936–3943 | Cite as

Synthesis and nonlinear optical properties of novel Y-type polyurethanes with high thermal stability of dipole alignment

  • Ju-Yeon LeeEmail author
  • Jin-Hyang Kim
  • Won-Taek Jung
  • Young Kum Park


2,3-Di-(2′-hydroxyethoxy)benzylidenemalononitrile (3) was prepared and condensed with 2,4-toluenediisocyanate and 3,3′-dimethoxy-4,4′-biphenylenediisocyanate to yield novel Y-type polyurethanes 4–5 containing 2,3-dioxy benzylidenemalononitrile group as a nonlinear optical (NLO)-chromophore, which constituted parts of the polymer backbones. Polyurethanes 4–5 were soluble in common organic solvents such as acetone and N,N-dimethylformamide. They showed a thermal stability up to 270 °C in thermogravimetric analysis thermograms and the glass-transition temperatures (Tg) obtained from differential scanning calorimetry thermograms were around 116–135 °C. The second harmonic generation (SHG) coefficients (d33) of poled polymer films at 106.4 mm−1 fundamental wavelength were around 9.07 × 10−19 C (2.72 × 10−9 esu). The dipole alignment exhibited high thermal stability up to 10 °C higher than Tg, and there was no SHG decay below 145 °C due to the partial main-chain character of the polymer structure, which was acceptable for nonlinear optical device applications.


Second Harmonic Generation Dipole Alignment Second Harmonic Generation Measurement Benzylidenemalononitrile Anhydrous Calcium Sulfate 



This work was supported by Korea Institute of Industrial Technology Evaluation and Planning (Regional Industrial Technology Development Program 11016015).


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Copyright information

© Springer Science+Business Media, LLC 2007

Authors and Affiliations

  • Ju-Yeon Lee
    • 1
    Email author
  • Jin-Hyang Kim
    • 1
  • Won-Taek Jung
    • 1
  • Young Kum Park
    • 2
  1. 1.Department of Chemistry, Institute of Functional MaterialsInje UniversityGimhaeKorea
  2. 2.PDT Research Institute, School of Nano EngineeringInje UniversityGimhaeKorea

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