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High Performance Photo-curable Polymers and Oligomers Based on Novel Ring-opening Reactions of Oxetanes

  • Tadatomi Nishikubo (a1) and Hiroto Kudo (a1)

Abstract

We found new reactionsof oxetanes with many reagents such as acyl chlorides, silyl chlorides, phosphonyl chlorides, alkyl chlorides, aryl esters, thio esters, phosphonic acids, carboxylic acids, thiols, and phenols using suitable quaternary onium salts or crown ether complexes as catalysts. More recently, we also found an anionic ring-opening polymerization of certain oxetane monomers such as (3-methyl-3-hydroxymethyl)oxetane and (3-ethyl-3-hydroxymethyl)oxetane, which have hydroxyl groups, catalyzed by potassium tert-butoxide and 18-crown-6-ether complex, and an anionic ring-opening alternating co-polymerization of oxetane monomers with cyclic carboxylic anhydrides. These reaction systems have also been applied to the synthesis of new functional polymers. In this article, we would like to introduce the application of these reaction systems for the synthesis of high performance new photo-curable polymers and oligomers containing pendant or terminal (meth)acryloyl groups.

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1.For example; Iwakura, Y. and Kurita, K., “Reactive Polymers”, Kodannsha: Tokyo (1977).
2.For example; Kakiuti, H. Ed., “Epoxy Resin”, Shokodo: Tokyo (1985).
3. NOK Co. Ltd., (Inv. Nishikubo, T., Kishida, M., and Inaura, M.), Japan Kokai Koho 4920292 (1974).
4.(a) Nishikubo, T., Ibuki, S., Mizuko, T., and Takaoka, T., Kobunshi Ronbunshu, 32, 604 (1975).
(b) Nishikubo, T., Kawashima, T., and Watanabe, S., J. Polym. Sci: Part A: Polym. Chem., 31, 1659 (1993).
5. Nishikubo, T., J. Syn. Org. Chem. Jpn., 49, 218 (1991).
6. Nishikubo, T. and Kameyama, A., Prog. Polym. Sci., 18, 963 (1993).
7.For example: Inoue, S. and Aida, T., “Ring-Opening Polymerization”, Ivin, K. J. and Saegusa, T. Eds., Elsevior Applied Science Publishers: London, Vol. 1, pp. 185298 (1984).
8. Crivello, J. V., “Advance in Polymer Science 62”, Springer-Verlag, Berline, pp. 148 (1984).
9. Sasaki, H. and Crivello, J. V., J. Macromol. Sci., A29, 915 (1992).
10.(a) Sasaki, H., Kuriyama, A., and Kakuchi, T., Macromol. Rep., A31, (Suppl. 5), 635 (1994).
(b) Sasaki, H., Kuriyama, A., and Kakuchi, T., Macromol. Rep., A32, 1699 (1995).
11.(a) Yamamura, T., Watanabe, T., Tagami, E., and Ukaji, T., Proceedings of RadTech Asia 97, p. 598 (1997).
(b) Yamamura, T., Tanabe, T., and Ukaji, T., Proceedings of RadTech Asia 99, p. 53 (1999).
12. Nishikubo, T. and Sato, K., Chem. Lett., 1991, 697.
13. Sato, K., Kameyama, A., and Nishikubo, T., Macromolecules, 25, 1198 (1992).
14.For example; (a) Nishikubo, T. and Kameyama, A., Kobunshi Kakou, 52, 16 (2003).
(b) Nishikubo, T. and Kameyama, A., Chemistry and Chemical Industry, 57, 225 (2004).
15. Nishikubo, T., Kameyama, A., and Suzuki, A., Reactive & Functional Polymers, 37, 1925 (1998).
16. Nishikubo, T., Kameyama, A., Ito, M., and Suzuki, A., J. Polym. Sci. Part A. Polym. Chem., 36, 2873 (1998).
17. Nishikubo, T., Kameyama, A., Ito, M., Nakajima, T., and Miyazaki, H., J. Polym. Sci. Part A. Polym. Chem., 37, (15), 2781 (1999).
18. Nishikubo, T., Kudo, H., Yoshihara, M., and Maruyama, K., J. Polym. Sci. Part A. Polym. Chem., 43, (10), 2028 (2005).
19. Kudo, H., Morita, A., and Nishikubo, T., Polym. J., 35, 88 (2003).
20. Morita, A., Kudo, H., and Nishikubo, T., Polym. J., 36, 413 (2004).
21. Morita, A., Kudo, H., and Nishikubo, T., J. Polym. Sci. Part A. Polym. Chem., 42, 3739 (2004).
22. Kameyama, A., Ueda, K., Kudo, H., and Nishikubo, T., Macromolecules, 35, (10), 3792 (2002).
23. Kudo, H., Ueda, K., Sano, N., and Nishikubo, T., J. Polym. Sci. Part A. Polym. Chem., 41, (13), 1952 (2003).
24. Nishikubo, T., Kameyama, A., and Tsutsui, K., J. Polym. Sci. Part A. Polym. Chem., 39, 1169 (2001).
25. Kameyama, A. and Nishikubo, T., J. Photopolymer Sci. Tech., 17, (1), 45 (2004).
26. Sasaki, M., Kusama, M., Ushiki, S., Kakinuma, M., and Nishikubo, T., 9th International Conference on Radiation Curing, RadTech Asia '03, Proceeding, 600, December 9-12, 2003 (Yokohama).
27.(a) Nishikubo, Tadatomi, Kudo, Hiroto, and Nakagami, Takehiko, Polym. J., 38, 145 (2006).
(b) Nishikubo, T., Kudo, H., Maruyama, K., Nakagami, T., and Miyabe, H., Polym. J., 38, 447 (2006).
28. Nakagami, T., Kudo, H., and Nishikubo, T., Polym. Preprints, Jpn., 52, (2), 255 (2003).
29. Nakagami, T., Iijima, E., Kudo, H., and Nishikubo, T., Polym. Preprints, Jpn., 52, (2), 254 (2003).
30. Morita, A., Kudo, H., and Nishikubo, T., Polym. Preprints, Jpn., 52, (7), 1453 (2003).
31. Morita, A., Sugii, K., Kudo, H., and Nishikubo, T., Polym. Preprints, Jpn., 53, (1), 340 (2004).
32. Kudo, H., Aoki, H., Morita, A., and Nishikubo, T., Polym. Preprints, Jpn., 54, (1), 1327 (2005).

High Performance Photo-curable Polymers and Oligomers Based on Novel Ring-opening Reactions of Oxetanes

  • Tadatomi Nishikubo (a1) and Hiroto Kudo (a1)

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