Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis of Novel Polyurethanes Containing Tricyanocyclopropyl Group as a Piezoelectric Chromophore and Their Properties

  • Published : 20010700
Download PDF
⟨ Previous Next ⟩

Abstract

1-(2'2'3'-Tricyano-3-carbomethoxycyclopropyl)-34-di-(2'-hydroxyethoxy)benzene, (4) was prepared by the reaction of bromomalononitrile with methyl 3,4-di-(2'-hydroxyethoxy)benzylidenecyanoacetate (3). Diol 4 was condensed with tolylene-2,4-diisocyanate, 3,3'-dimethoxy-4,4'-biphenylenediisocyanate, and 1,6-hexamethylenediisocyanate to yield polyurethanes 5, 6, and 7 containing tricyanocyclopropane functionalities in the pendant group. The resulting polymers 5-7 were soluble in common organic solvents and the inherent viscosities were in the range of 0.25-0.30 dL/g. Polyurethanes 5-7 showed a thermal stability up to 300 $^{\circ}C$ in TGA thermograms. Solution-cast films showed Tg values in the range of 100-125 $^{\circ}C$ and piezoelectric coeffcients (d31) of the poled polymer films were 1.3-2.0 pC/N, which are acceptable for piezoelectric device applications.

Keywords

References

  1. J. Macromol. Sci. Chem., Chem. v.A25 Hall, H. K., Jr.
  2. Macromolecules v.18 Jo, Y. S.; Inoue, Y.; Chujo, R.; Saito, K.; Miyata, S.
  3. Polym. J. v.12 Miyata, S.; Yoshikawa, M.; Tasaka, S.; Ko, M.
  4. Adv. Polym. Sci. v.6 Henrich-Olive, G.; Olive, S.
  5. Polym. Bull. v.17 Hall, H. K., Jr.; Chan, R. T. H.; Oku, J.; Hughes, O. R.; Scheinbeim, J.; Newman, B.
  6. Polym. Bull. v.23 Lee, J.-Y.; Hall, H. K., Jr.
  7. Macromolecules v.24 Lee, J.-Y.; Padias, A. B.; Hall, H. K., Jr.
  8. Bull. Korean Chem. Soc. v.14 Lee, J.-Y.; Kim, K.-A.; Mun, G.-S.
  9. Bull. Korean Chem. Soc. v.15 Lee, J.-Y.; Kim, K.-A.
  10. Polym. Bull. v.27 Lee, J.-Y.; Cho, S.-O.; Padias, A. B.; Hall, H. K., Jr.
  11. Polymer (Korea) v.17 Lee, J.-Y.; Mun, G.-S.
  12. Bull. Korean Chem. Soc. v.21 Lee, J.-Y.; Lee, B.-J.; Choe, S.-J.; Park, E.-J.; Ahn, M.-R.
  13. Polym. Bull. v.45 Lee, J.-Y.; Jin, M.-K.; Park, E.-J.
  14. Polym. Bull. v.31 Lee, J.-Y.; Kim, K.-A.; Padias, A. B.; Hall, H. K., Jr.
  15. J. Am. Chem. Soc. v.18 Hesse, B. C.
  16. Bull. Korean Chem. Soc. v.19 Lee, J.-Y.; Kim, J.-H.
  17. J. Am. Chem. Soc. v.50 Corson, B. B.; Stoughton, R. W.
  18. J. Chem. Soc (C) Kim, Y. C.; Hart, H.

Cited by

  1. New antimicrobial polyurea: Synthesis, characterization, and antibacterial activities of polyurea-containing thiosemicarbazide–metal complexes vol.110, pp.6, 2008, https://doi.org/10.1002/app.28752
  2. New class of anti-microbial agents: Synthesis, characterization, and anti-microbial activities of metal chelated polyurea vol.a88, pp.2, 2001, https://doi.org/10.1002/jbm.a.31872