Abstract
A new end-chain functional macrophotoinitiator of poly(ε-caprolactone) has been synthesized by controlled/living ring-opening polymerization (ROP) method. For this purpose, mono hydroxy functional a photoinitiator namely, 1-hydroxycyclohexyl phenyl ketone (HCPK), Irgacure 184, was used as the initiator for the stannous-2-ethylhexanoate (Sn(Oct)2) catalyzed living ring-opening polymerization of ε-caprolactone. The GPC and IR, H NMR, UV and fluorescence spectroscopic studies revealed that low-polydispersity poly(ε-caprolactone) with photoinitiator functionality at the end of the chain was obtained.
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N. S. Allen, Ed., “Photopolymerization and Photoimaging Science and Technology,” Elsevier, Oxford, U.K., 1989.
T. Corrales, F. Catlina, C. Peinado, and N. S. Allen, J. Photochem. Photobiol., A, 159, 103 (2003).
C. Carlini and L. Angiolini, Adv. Polym. Sci., 123, 12 (1995).
R. S. Davidson, J. Photochem. Photobiol., A, 69, 263 (1993).
Y. Yagci, Macromol. Symp., 161, 19 (2000).
K. Dietliker, “Chemistry and Technology of UV&EB Formulation for Coatings, Inks&Paints,” SITA Technology Ltd., London, U.K., 1991, Vol. III.
Y. Yagci in “Macromolecular Engineering: Recent Aspects,” M. K. Mishra, O. Nuyken, S. Kobayashi, and Y. Yagci, Ed., Plenum Press, New York, N.Y., 1995, Chap. 11.
Y. Yagci and W. Schanbel, Prog. Polym. Sci., 15, 551 (1990).
G. Galli, E. Chiellini, Y. Yagci, I. E Serhatli, M. Laus, and A. S. Angeloni, Macromol. Symp., 107, 85 (1996).
Y. Yagci, Y. Hepuzer, A. Onen, I. E. Serhatli, P. Kubisa, and T. Biedron, Polym. Bull., 33, 411 (1994).
Y. Hepuzer, Y. Yagci, T. Biedron, and P. Kubisa, Angew. Macromol. Chem., 237, 163 (1996).
M. Degirmenci, I. Cianga, and Y. Yagci, Macromol. Chem. Phys., 203, 1279 (2002).
A. Löfgren, A. C. Albertsson, P. Dubois, and R. Jerome, J. Macromol. Sci., Part C: Rev. Macromol. Chem. Phys., 35, 379 (1995).
D. Mecerreyes, R. Jerome, and P. Dubois, Adv. Polym. Sci., 147, 1 (1999).
A. Kowalski, A. Duda, and S. Penczek, Macromol. Rapid Commun., 19, 567 (1998).
Y. K. Choi, Y. H. Bae, and S. W. Kim, Macromolecules 31, 8766 (1998).
C. Kim, S. C. Lee, I. C. Kwon, H. Chung, and S. Y. Jeong, Macromolecules 35, 193 (2002).
Z. Guo, D. Wan, and Z. Huang, Macromol. Rapid Commun., 22, 367 (2001).
R. F. Storey and T. P. Hickey, Polymer 35, 830 (1994).
R. F. Storey, J. S. Wiggins, and A. D. Puckett, J. Polym. Sci., Polym. Chem. Ed., 32, 2345 (1994).
R. F. Storey, S. C. Warren, C. J. Allison, J. S. Wiggins, and A. D. Pucket, Polymer 34, 4365 (1993).
P. Dobis, I. Barakat, R. Jerome, and P. Teyssie, Macromolecules, 26, 4407 (1993).
A. Kowalski, A. Duda, and S. Penczek, Macromolecules, 33, 7359 (2000).
H. R. Kricheldorf, S. I. Kreiser, and A. Stricker, Macromolecules, 33, 702 (2000).
J. V. Crivello and K. Dietliker, in “Photoinitiators for Free Radical, Cationic & Anionic Photopolymerization,” 2nd ed., G. Bradley, Ed., John Wiley & Sons, Chichester, U.K., 1998, p 115.
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Degirmenci, M. Synthesis of Novel Well-defined End-functional Macrophotoinitiator of Poly(ε-caprolactone) by Ring-opening Polymerization. Polym J 36, 542–548 (2004). https://doi.org/10.1295/polymj.36.542
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DOI: https://doi.org/10.1295/polymj.36.542
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