光敏感遥爪聚合物——聚4-乙烯基吡啶的制备及其溶液性质

doi:10.3866/PKU.WHXB20110238

Abstract

Abstract:

A novel photo-sensitive telechelic polymer——coumarin-containing poly(4-vinylpyridine) (C- P4VP) was prepared using 4-vinylpyridine as a monomer, azodiiso-butyronile (AIBN) as an initiator, and coumarin-containing disulfides (C-S-S-C) as a chain transfer agent in the presence of tributylphosphine (Bu₃P)/H₂O. The polymer was characterized by Fourier transform infrared (FTIR) spectroscopy, ¹H nuclear magnetic resonance (¹H-NMR), and gel permeation chromatography (GPC). We found that the telechelic polymer can form polymer micelles in aqueous solutions at various pH values (pH=3-6). Additionally, when lowering the acidity of the aqueous solution, the polymer micelles gradually compacted and the degree of coumarin photo-dimerization decreased initially and then increased within a similar irradiation time.

Key words: Micelle, Poly(4-vinylpyridine), Tributylphosphine, Coumarin, Photo-dimerization

JIANG Jin-Qiang, QIANG Jing, NI Zhong-Bin, SONG Xiao-Qing, ZHANG Hong-Wu, LIU Xiao-Ya, CHEN Ming-Qing. Synthesis and Solution Properties of the Photo-Sensitive Telechelic Polymer——Coumarin-Containing Poly(4-vinylpyridine)[J]. Acta Phys. -Chim. Sin. 2011, 27(03), 664-670. doi: 10.3866/PKU.WHXB20110238

References

(1) He, Z. P.; Sun, P. C.; Xiong, D. A.; Ma, R. J.; Lin, H.; Shi, L. Q. Acta Polym. Sin. 2008, No. 7, 691.
[何振平, 孙平川, 熊德安, 马如江, 林海, 史林启. 高分子学报, 2008, No. 7, 691.]
(2) Wang, Y.; Li, Y. P.; Li, H. T.; Pan, S.; Xu, Y. X. Journal of Jilin University: Sci. Ed. 2009, 47(1), 130.
[王莹, 李亚鹏, 李宏途, 潘斯, 许亚新. 吉林大学学报, 2009, 47(1), 130.]
(3) Cheng, F.; Yang, X. G.; Peng, H. S.; Chen, D. Y.; Jiang, M. Macromolecules 2007, 40, 8007.
(4) Li, J. B.; Zhai, Y. L.; Li, G. W.; Liang L. J. J. Mol. Catal. 2009, 23(4), 308.
[李军波, 翟一路, 李高伟, 梁莉娟. 分子催化, 2009, 23(4), 308.]
(5) Cheng, F.; Zhang, K. K.; Chen, D. Y.; Zhu, L.; Jiang, M. Macromolecules 2009, 42, 7108.
(6) Binks, B. P.; Murakami, R.; Armes, S. P.; Fujii, S. Langmuir 2006, 22, 2050.
(7) van Wendy, Z.; Ard, H. G.; Vlooswijk, A. F.; Anne, M. A.; Beatriz, N.; Gerrit, T. B. Chem. Mater. 2009, 21, 4719.
(8) Fulton, D.A.; Stoddan, J. F. J. Org. Chem. 2001, 66, 8309.
(9) Merbouh, N.; Wallner, F. K.; Cociorva, O. M.; Seeberger, P. H. Org. Lett. 2007, 9, 651.
(10) Gress, A.; Volkel, A.; Schlaad, H. Macromolecules 2007, 40, 7928.
(11) Killops, K. L.; Campos, L. M.; Hawker, C. J. J. Am. Chem. Soc. 2007, 130, 5062.
(12) Fu, Q. Synthesis and Surface Modification of Hyperbranched Polyester and Photo Responsive Properties. Ph. D. Dissertation, University of Science and Technology of China, Hefei, 2009.
[傅祺. 超支化聚酯的合成与表面修饰及其光敏性能研究
[D]. 合肥: 中国科学技术大学, 2009.]
(13) Fu, Q.; Cheng, L. L.; Zhang, Y.; Shi, W. F. Polymer 2008, 49, 4981.
(14) Tsarevsky, N. V.; Matyjaszewski, K. Macromolecules 2005, 38, 3087.
(15) Shu, Q. Z.; Chen, X.; Chen, K. H.; Jiang, J. Q.; Ni, Z. B.; Zhang, H. W.; Liu, X. Y.; Chen, M. Q. Acta Phys. -Chim. Sin. 2010, 26(10), 2845.
[舒巧珍, 陈欣, 陈开花, 江金强, 倪忠斌, 张红武, 刘晓亚, 陈明清. 物理化学学报, 2010, 26(10), 2845.]
(16) Jiang, J. Q.; Shu, Q. Z.; Chen, X.; Yang, Y. Q.; Yi, C. L.; Song, X. Q.; Liu, X. Y.; Chen, M. Q. Langmuir 2010, 26(17), 14247.
(17) Jiang, J. J.; Bo, Q.; Martin, L.; Zhao, Y. Macromolecules 2007, 40, 790.
(18) Zhi, H. S.; Guo, C. W.; He, X. L.; Jia, L. Y.; Bing, L. H. Chin. Chem. Lett. 2003, 14, 39.
(19) Ananthapadmanabhan, K. P.; Goddard, E. D.; Turro, N. J.; Kuo, P. L. Langmuir 1985, 1, 352.
(20) Wei, H.; Zhang, X. Z.; Cheng, H.; Chen, W. Q.; Cheng, S. X.; Zhuo, R. X. J. Control Rel. 2006, 116, 266.
(21) Soppimath, K. S.; Tan, D. C. W.; Yang, Y. Y. Adv. Mater. 2005, 17, 318.
(22) Xue, Y. N.; Huang, Z. Z.; Zhang, J. T.; Liu, M.; Zhang, M.; Huang, S. W.; Zhuo, R. X. Polymer 2009, 50, 3706.
(23) Zhu, J. L.; Zhang, X. Z.; Cheng, H.; Li, Y. Y.; Cheng, S. X.; Zhuo, R. X. J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 5354.
(24) Ye, Q.; Zhang, Z. C.; Jia, H. T.; He, W. D.; Ge, X. W. J. Colloid Interf. Sci. 2002, 253, 279.
(25) Li, J. B.; Ren, J.; Cao, Y.; Yuan, W. Z. Polymer 2010, 51, 1301.

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Synthesis and Solution Properties of the Photo-Sensitive Telechelic Polymer——Coumarin-Containing Poly(4-vinylpyridine)

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