Abstract
Well-defined poly(vinylphenol-co-styrene) random copolymers (P(VPh-r-St)) were prepared by living radical polymerization mediated by 4-methoxy-2,2,6,6-tetramethylpiperidine-1-oxyl. The copolymers showed no micellization in 1,4-dioxane, the nonselective solvent. Dynamic light scattering demonstrated that the copolymers formed micelles in the presence of α,ω-diamine. The copolymer with the molecular weight of Mn=8690 and the VPh/St unit ratio of 0.50/0.50 produced the micelles with ca. 90 nm as a hydrodynamic radius at 0.2 of the molar ratio of 1,4-butanediamine (BDA) to the VPh unit. It was found that the micellization occurred by intermolecular aggregation through hydrogen bond cross-linking between the VPh units by BDA, because the hydrodynamic radius and the aggregation number of the micelles increased with an increase in the copolymer concentration. The hydrodynamic radius of the micelles decreased with increasing the molecular weight of the copolymer, supporting the micellization by the intermolecular aggregation. And further, the micellar size also decreased with a decreasing the VPh ratio in the copolymer at the molecular weight constant.
Similar content being viewed by others
Log in or create a free account to read this content
Gain free access to this article, as well as selected content from this journal and more on nature.com
or
References
K. A. Yoon and D. J. Burgess, J. Pharm. Pharmacol., 49, 478 (1997).
M. J. Lawrence, S. M. Lawrence, and D. J. Barlow, J. Pharm. Pharmacol., 49, 594 (1997).
M. Ismael and C. Tondre, Langmuir, 8, 1039 (1992).
Q.-L. Chang and J.-Y. Chen, Chem. Eng. J., 59, 303 (1995).
A. R. L. Piero and G. Petrone, Biochem. Mol. Biol. Int., 32, 181 (1994).
B. V.-L. Normand and J. L. Eisele, Anal. Biochem., 208, 241 (1993).
D. Cohen, E. Hitchcock and S. Pohl, Eur. Patent Appl. EP 640335 A2 (Mar. 1, 1995).
H. Rajaraman, U.S. Patent US 6500896 B1 (Dec. 31, 2002).
A. J. M. Knoef and H. Slingerland, Surf. Coat. Int., 75, 335 (1992).
T. Saji, K. Ebata, K. Sugawara, S. Liu, and K. Kobayashi, J. Am. Chem. Soc., 116, 6053 (1994).
A. R. Pitt, S. D. Morley, N. J. Burbidge, and E. L. Qiuckenden, Colloids Surf. A, 114, 321 (1996).
I. Hama, M. Sakaki, and H. Sakamoto, J. Am. Oil Chem. Soc., 74, 823 (1997).
Y. Sakurai, T. Okano, K. Kataoka, M. Yokoyama, S. Katayose, S. Suwa, and A. Harada, Eur. Patent Appl. EP 721776 A1 (Jul. 17, 1996).
J. M. Kim, Y. Sakamoto, Y. K. Hwang, Y.-U. Kwon, O. Terasaki, S.-E. Park, and G. D. Strucky, J. Phys. Chem. B, 106, 2552 (2002).
C. S. Patrickios, C. Forder, S. Armes, P. Steven, and N. C. Billingham, J. Polym. Sci., Part A: Polym. Chem., 34, 1529 (1996).
V. S. Trubetskoy, G. S. Gazelle, G. L. Wolf, and V. P. Torchilin, J. Drug Targeting, 4, 381 (1997).
J. Allgaier, A. Poppe, L. Willner, and D. Richter, Macromolecules, 30, 1582 (1997).
D. Chillura-Martino, R. Triolo, J. B. McClain, J. R. Combes, D. E. Betts, D. A. Canelas, J. M. DeSimone, E. T. Samulski, H. D. Cochran, J. D. Londono, and G. D. Wignall, J. Mol. Struct., 383, 3 (1996).
K. Aoi, A. Motoda, M. Ohno, K. Tsutsumiuchi, M. Okada, and T. Imae, Polym. J., 31, 1071 (1999).
C. Kim, S. C. Lee, H. Jung, J.-S. Yoon, I. C. Kwon, and S. Y. Jeong, Macromolecules, 33, 7448 (2000).
R. Resendes, J. Massey, H. Dorn, M. A. Winnik, and I. Manners, Macromolecules, 33, 8 (2000).
E. Yoshida, S. Wells, and J. M. DeSimone, Kobunshi Ronbunshu, 58, 507 (2001).
C. K. Nisha, P. Basak, S. V. Monorama, S. Maiti, and K. Jayachandran, Langmuir, 19, 2947 (2003).
V. Vangani, J. Duhamel, S. Nemeth, and T.-C. Jao, Macromolecules, 32, 2845 (1999).
L. Bes, S. Angot, A. Limer, and D. M. Haddleton, Macromolecules, 36, 2493 (2003).
S. Liu, V. M. Weaver, Y. Tang, N. C. Billingham, and S. P. Armes, Macromolecules, 35, 6121 (2002).
M. Maniruzzaman, S. Kawaguchi, and K. Ito, Macromolecules, 33, 1583 (2000).
A. Narumi, T. Matsuda, H. Kaga, T. Satoh, and T. Kakuchi, Polym. J., 33, 939 (2001).
T. Noda, A. Hashizume, and Y. Morishima, Polymer, 42, 9243 (2001).
S. Yusa, A. Sakakibara, T. Yamamoto, and Y. Morishima, Macromolecules, 35, 5243 (2002).
J. Persson, L. Nystrom, H. Ageland, and F. Tjerneld, Biotechnol. Bioeng., 65, 371 (1999).
M. L. Fielden, P. M. Claesson, and K. Schillen, Langmuir, 14, 5366 (1998).
E. Yoshida and S. Kunugi, J. Polym. Sci., Polym. Chem. Ed., 40, 3063 (2002).
E. Yoshida and S. Kunugi, Macromolecules, 35, 6665 (2002).
T. Miyazawa, T. Endo, S. Shiihashi, and M. Okawara, J. Org. Chem., 50, 1332 (1985).
E. Yoshida and Y. Takiguchi, Polym. J., 31, 429 (1999).
D. Morrison, E. F. Grabowski, and C. A. Herb, Langmuir, 1, 496 (1985).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Yoshida, E., Hironaka, A. Micelle Formation of “Nonamphiphilic” Poly(vinylphenol-co-styrene) Random Copolymers by Hydrogen Bond Cross-linking by α,ω-Diamine. Polym J 36, 248–254 (2004). https://doi.org/10.1295/polymj.36.248
Published:
Issue date:
DOI: https://doi.org/10.1295/polymj.36.248
Keywords
This article is cited by
-
Electrostatic cross-linking-induced self-assembly of poly(allylamine hydrochloride) using Allura Red AC
Colloid and Polymer Science (2013)
-
Synthesis of poly[2-(perfluorooctyl)ethyl acrylate-co-poly(ethylene glycol) methacrylate] and its control of enzyme activity in supercritical carbon dioxide
Colloid and Polymer Science (2007)
-
TEM observation of nonamphiphilic copolymer micelles
Colloid and Polymer Science (2007)
-
Direct preparation of core cross-linked micelles in a nonselective solvent
Colloid and Polymer Science (2005)
-
Micelle formation of a nonamphiphilic poly(vinylphenol)-block-polystyrene diblock copolymer in ethyl acetate
Colloid and Polymer Science (2005)
