Abstract
Features of ionic ring-opening polymerization for preparing star-shaped polymers are considered. The possibilities of controlled synthesis of star-shaped structures using cyclic monomers of various classes are demonstrated. Data on the preparation of star polymers using the approaches of “grafting from” a multifunctional initiator, “grafting through” a macromonomer, and “grafting to” a multifunctional coupling agent are systematized and summarized.
Similar content being viewed by others
REFERENCES
C. Tsitsilianis, D. Voulgaris, M. Stepanek, K. Podhajecka, K. Prochazka, Z. Tuzar, W. Brown, Langmuir 16, 6868 (2000).
K. Ishizu, A. Ichimura, and T. Ono, Polymer 39, 2579 (1998).
C. Tsitsilianis, P. Alexandridis, and B. Lindman, Macromolecules 34, 5979 (2001).
R. D. Rauh, D. Peramunage, and F. Wang, Electrochromic Materials and Applications: Proceedings of the International Symposium, Ed. by A. Rougier, D. Rauh, and G. A. Nazri (The Electrochemical Society, Pennington, NJ, 2003), p. 176.
G. Widawski, M. Rawiso, and B. Francois, Nature 369, 378 (1994).
B. Francois, Y. Ederle, and C. Mathis, Synth. Met. 103, 2362 (1999).
H. Xu, R. Erhardt, V. Abetz, A. H. E. Mueller, W. A. Goedel, Langmuir 17, 6787 (2001).
J. B. Beil and S. C. Zimmerman, Macromolecules 37, 778 (2004).
J. H. Youk, M.-K. Park, J. Locklin, R. Advincula, J. Yang, J. Mays, Langmuir 18, 2455 (2002).
O. Nuyken and S. D. Pask, Polymers 5, 361 (2013).
A.-C. Albertsson and I. K. Varma, Biomacromolecules 4, 1466 (2003).
H. Tian, Z. Tang, X. Zhuang, X. Chen, X. Jing, Prog. Polym. Sci. 37, 237 (2012).
Y.-C. Wang, Y.-Y. Yuan, J.-Z. Du, X.-Z. Yang, J. Wang, Macromol. Biosci. 9, 1154 (2009).
I. Bellin, S. Kelch, R. Langer, and A. Lendlein, Proc. Natl. Acad. Sci. U. S. A. 103, 18043 (2006).
P. T. Knight, K. M. Lee, H. Qin, and P. T. Mather, Biomacromolecules 9, 2458 (2008).
Handbook of Ring-Opening Polymerization, Ed. by P. Dubois, O. Coulembier, and J. M. Raquez (Wiley–VCH, Weinheim, 2009).
Ring-Opening Polymerization: Mechanisms, Catalysis, Structure, Utility, Ed. by D. J. Brunelle (Hanser, Munich, 1993).
H. R. Kricheldorf and R. Dunsing, Makromol. Chem. 187, 1611 (1986).
Z. Jedliński, W. Walach, P. Kurcok, and G. Adamus, Makromol. Chem. 192, 2051 (1991).
M. Ryner, K. Stridsberg, and A.-C. Albertsson, H. von Schenck, M. Svensson, Macromolecules 34, 3877 (2001).
Y. Shibasaki, H. Sanada, M. Yokoi, F. Sanda, T. Endo, Macromolecules 33, 4316 (2000).
D. J. A. Cameron and M. P. Shaver, Chem. Soc. Rev. 40, 1761 (2011).
J. M. Ren, T. G. McKenzie, Q. Fu, E. H. H. Wong, J. Xu, Z. An, S. Shanmugam, T. P. Davis, C. Boyer, G. G. Qiao, Chem. Rev. 116, 6743 (2016).
G. Cama, D. E. Mogosanu, A. Houben, and P. Dubruel, Science and Principles of Biodegradable and Bioresorbable Medical Polymers, Ed. by X. Zhang (Woodhead, Cambridge, 2017), p. 79.
J. L. Hedrick, T. Magbitang, E. F. Connor, T. Glauser, W. Volksen, C. J. Hawker, V. Y. Lee, R. D. Miller, Chemistry 8, 3308 (2002).
P. Gou, W. Zhu, and Z. Shen, Front. Chem. China 3, 330 (2008).
F. Wang, T. K. Bronich, A. V. Kabanov, R. D. Rauh, J. Roovers, Bioconjugate Chem. 16, 397 (2005).
P. Baheti, O. Gimello, C. Bouilhac, P. Lacroix-Desmazes, S. M. Howdle, Polym. Chem. 9, 5594 (2018).
T. Biela, A. Duda, K. Rode, and H. Pasch, Polymer 44, 1851 (2003).
A. Celik, N. Kemikli, R. Ozturuk, A. E. Muftuoglu, F. Yilmaz, React. Funct. Polym. 69, 705 (2009).
J. Xu and W. Shi, Polymer 47, 5161 (2006).
Q. Hao, F. Li, Q. Li, Y. Li, L. Jia, J. Yang, A. Fang, A. Cao, Biomacromolecules 6, 2236 (2005).
H. Li, N. Zhao, C. Ren, S. Liu, Z. Li, Polym. Chem. 8, 7369 (2017).
F. Sanda, H. Sanada, Y. Shibasaki, and T. Endo, Macromolecules 35, 680 (2002).
E. Oledzka, D. Kaliszewska, M. Sobczak, A. Raczak, P. Nickel, W. Kolodziejski, J. Biomater. Sci. 23, 2039 (2012).
J. Xu and W. Shi, Polymer 47, 5161 (2006).
M. A. Woodruff and D. W. Hutmacher, Prog. Polym. Sci. 35, 1217 (2010).
K. J. Zhu, B. Song, and S. Yang, J. Polym. Sci., Part A: Polym. Chem. 27, 2151 (1989).
E. S. Kim, B. C. Kim, and S. H. Kim, J. Polym. Sci., Part B: Polym. Phys. 42, 939 (2004).
M. Adeli, Z. Zarnegar, and R. Kabiri, Eur. Polym. J. 44, 1921 (2008).
L. Gorczynski, J. Chen, and C. L. Fraser, J. Am. Chem. Soc. 127, 14956 (2005).
G. L. Fiore, J. L. Klinkenberg, and C. L. Fraser, Macromolecules 41, 9397 (2008).
M. Adeli and R. Haag, J. Polym. Sci., Part A: Polym. Chem. 44, 5740 (2006).
C. Ni, G. Zhu, C. Zhu, B. Yao, D. N. T. Kumar, Colloid Polym. Sci. 288, 1193 (2010).
A. Kowalski, J. Libiszowski, T. Biela, M. Cypryk, A. Duda, S. Penczek, Macromolecules 38, 8170 (2005).
S. H. Lee, S. H. Kim, Y. K. Han, and Y. H. Kim, J. Polym. Sci., Part A: Polym. Chem. 39, 973 (2001).
L. Wang and C. M. Dong, J. Polym. Sci., Part A: Polym. Chem. 44, 2226 (2006).
J. S. Lee, D. J. Choo, S. H. Kim, and Y. H. Kim, Polymer 22, 880 (1998).
K. J. Zuh, B. Song, and S. Yang, J. Polym. Sci., Part A: Polym. Chem. 27, 2151 (1989).
A. Nicco and R. G. Boucheron, Eur. Polym. J. 6, 1477 (1970).
D. H. Richards, G. C. Eastmond, and M. J. Stewart, Telechelic Polymers: Synthesis and Applications, Ed. by E. J. Goethals Press (CRC, Boca Raton, 1989), p. 33.
A. Duda and S. Penczek, Macromolecules 23, 1636 (1990).
B. V. Lebedev, N. N. Mukhina, and T. G. Kulagina, Vysokomol. Soedin., Ser. A 20 (6), 1297 (1978).
V. Moody and H. L. Needles, Tufted Carpet: Textile Fibers, Dyes, Finishes and Processes (William Andrew, Norwich, 2004), Ch. 3. Major Fibers and Their Properties.
L. Ma, L. Deng, and J. Chen, Drug Dev. Ind. Pharm. 40, 845 (2014).
O. Sedlacek, B. D. Monnery, S. K. Filippov, R. Hoogenboom, M. Hruby, Macromol. Rapid Commun. 33, 1648 (2012).
Y. Gnanou, P. Lutz, and P. Rempp, Makromol. Chem. 189, 2885 (1988).
B. Comanita, B. Noren, and J. Roovers, Macromolecules 32, 1069 (1999).
G. Lapienis and S. Penczek, Macromolecules 33, 6630 (2000).
D. Taton, M. Saule, J. Logan, R. Duran, S. Hou, E. L. Chaikof, Y. Gnanou, J. Polym. Sci., Part A: Polym. Chem. 41, 1669 (2003).
W. Zhu, J. Ling, and Z. Shen, Macromol. Chem. Phys. 207, 844 (2006).
A. Sunder, R. Mulhaupt, and H. Frey, Macromolecules 33, 309 (2000).
J.-P. Vairon and N. Spassky, Cationic Polymerizations: Mechanisms, Synthesis and Applications, Ed. by K. Matyjaszewski (CRC, Boca Raton, 1996), Ch. 8.
M. E. Piotti, in Encyclopedia of Materials: Science and Technology (Pergamon, Oxford, 2001).
P. van Caeter and E. J. Goethals, Macromol. Rapid Commun. 18, 393 (1997).
L. M. van Renterghem, E. J. Goethals, and F. E. du Prez, Macromolecules 39, 528 (2006).
H. Oike, Y. Yoshioka, S. Kobayashi, M. Nakashima, Y. Tezuka, E. J. Goethals, Macromol. Rapid Commun. 21, 1185 (2000).
B. Rasolonjatovo, B. Pitard, T. Haudebourg, V. Bennevault, P. Guégan, Eur. Polym. J. 88, 689 (2017).
T. Saegusa, Y. Hashimoto, and S. Matsumoto, Macromolecules 4, 1 (1971).
P. Parzuchowski and M. L. Maminski, Polymers 12, 222 (2020).
Y.-M. Guo, Y.-F. Zou, and C.-Y. Pan, Macromol. Chem. Phys. 202, 1094 (2001).
K. Sharma, O. Yu. Zolotarskaya, K. J. Wynne, and H. Yang, J. Bioactive Comp. Polym. 27, 525 (2012).
T. G. Gant and A. I. Meyers, Tetrahedron 50, 2297 (1994).
D. A. Tomalia and D. P. Sheetz, J. Polym. Sci., Part A 4, 2253 (1966).
T. Kagiya, S. Narisawa, T. Maeda, and K. Fukui, J. Polym. Sci., Part C: Polym. Lett. 4, 441 (1966).
W. Seeliger, E. Aufderhaar, W. Diepers, R. Feinauer, R. Nehring, W. Thier, H. Hellmann, Angew. Chem., Int. Ed. Engl. 78, 875 (1966).
T. G. Bassiri, A. J. Levy, and M. H. Litt, J. Polym. Sci., Part C: Polym. Lett. 5, 871 (1967).
T. Kagiya and T. Matsuda, J. Macromol. Sci., Phys. 5, 1265 (1971).
T. Saegusa, H. Ikeda, and H. Fuji, Polym. J. 3, 176 (1972).
R. Hoogenboom, Angew. Chem., Int. Ed. Engl. 48, 7978 (2009).
G. Cai and M. H. Litt, J. Polym. Sci., Part A: Polym. Chem. 27, 3603 (1989).
S. Kobayashi, H. Uyama, and Y. Narita, Macromolecules 25, 3232 (1992).
Y. Chujo, K. Sada, T. Kawasaki, and T. Saegusa, Polym. J. 24, 1301 (1992).
J. Y. Chang, H. J. Ji, M. J. Han, S. B. Rhee, S. Cheong, M. Yoon, Macromolecules 27, 1376 (1994).
J. J. S. Lamba and C. L. Fraser, J. Am. Chem. Soc. 119, 1801 (1997).
R.-H. Jin and K.-I. Motoyoshi, J. Porphyrins Phthalocyanines 3, 60 (1999).
R. Hoogenboom, M. W. M. Fijten, G. Kickelbick, and U. S. Schubert, Beilstein J. Org. Chem. 6, 773 (2010).
L. Plet, G. Delecourt, M. Hanafi, N. Pantoustier, G. Pembouong, P. Midoux, V. Bennevault, P. Guegan, Eur. Polym. J. 122, 109323 (2020).
A. Kowalczuk, J. Kronek, K. Bosowska, B. Trzebickaa, A. Dworak, Polym. Int. 60, 1001 (2011).
A. N. Blokhin, T. Yu. Kirila, N. D. Kozina, A. B. Razina, A. P. Filippov, A. V. Ten’kovtsev, Mendeleev Commun. 32, 247 (2022).
A. N. Blokhin, A. B. Razina, A. E. Bursian, and A. V. Ten’kovtsev, Polymer Science, Ser. B 63, 52 (2021).
K.-M. Kim, Y. Ouchi, and Y. Chujo, Polym. Bull. 49, 341 (2003).
R. Weberskirch, R. Hettich, O. Nuyken, D. Schmaljohann, B. Voit, Macromol. Chem. Phys. 200, 863 (1999).
M. Adeli, M. Kalantari, Z. Zarnega, and R. Kabiri, RSC Adv. 2, 2756 (2012).
N. Brummelhuis and H. Schlaad, Polym. Chem. 2, 1180 (2011).
G. G. Alvaradejo, H. V.-T. Nguyen, P. Harvey, N. M. Gallagher, D. Le, M. F. Ottaviani, A. Jasanoff, G. Delaittre, J. A. Johnson, ACS Macro Lett. 8, 473 (2019).
H. M. L. Lambermont-Thijs, M. W. M. Fijten, U. S. Schubert, and R. Hoogenboom, Aust. J. Chem. 64, 1026 (2011).
A. Smirnova, T. Kirila, A. Blokhin, N. Kozina, M. Kurlykin, A. Tenkovtsev, A. Filippov, Eur. Polym. J. 156, 110637 (2021).
T. Rudolph, S. Crotty, U. S. Schubert, and F. H. Schacher, e-Polymers 15, 227 (2015).
S. Stradman, P. Pulkkinen, and H. Tenhu, J. Polym. Sci., Part A: Polym. Chem. 43, 3349 (2005).
A. V. Tenkovtsev, A. E. Trofimov, and L. I. Shcherbinskaya, Polymer Science, Ser. B 54, 142 (2012).
M. P. Kurlykin, A. E. Bursian, M. M. Dudkina, and A. V. Tenkovtsev, Fibre Chem. 47, 291 (2015).
T. Kirila, A. Smirnova, M. Kurlykin, A. Tenkovtsev, A. Filippov, Colloid Polym. Sci. 298, 535 (2020).
A. A. Lezov, A. S. Gubarev, A. N. Podsevalnikova, A. S. Senchukova, E. V. Lebedeva, M. M. Dudkina, A. V. Tenkovtsev, T. N. Nekrasova, L. N. Andreeva, R. Yu. Smyslov, Yu. E. Gorshkova, G. P. Kopitsa, A. Radulescu, V. Pipich, N. V. Tsvetkov, Colloid Polym. Sci. 297, 285 (2019).
M. P. Kurlykin, M. M. Dudkina, and A. V. Tenkovtsev, Polymer Science, Ser. B 61 (1), 51 (2019).
A. N. Blokhin, A. B. Razina, and A. V. Ten’kovtsev, Polymer Science, Ser. B 60 (3), 307 (2018).
A. N. Blokhin, M. P. Kurlykin, A. B. Razina, M. M. Dudkina, A. V. Ten’kovtsev, Polymer Science, Ser. B 60 (4), 421 (2018).
Funding
This work was supported by the Government of the Russian Federation within the framework of the state support for Leading Scientific Schools, grant no. 14.W03.31.0022.
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare no conflicts of interest.
Additional information
Translated by S. Zatonsky
Rights and permissions
About this article
Cite this article
Blokhin, A.N., Dudkina, M.M. & Tenkovtsev, A.V. Ionic Ring-Opening Polymerization for the Synthesis of Star-Shaped Polymers. Polym. Sci. Ser. C 64, 161–175 (2022). https://doi.org/10.1134/S1811238222700187
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1811238222700187