Perspective

Challenges and Perspective on Ring-Opening Polymerization-Induced Self-Assembly

  • Jiang Jinhui ,
  • Zhu Yunqing ,
  • Du Jianzhong
Expand
  • a Department of Polymeric Materials, School of Materials Science and Engineering, Tongji University, Shanghai 201804, China;
    b Department of Orthopedics, Shanghai Tenth People's Hospital, Tongji University School of Medicine, Shanghai 200072, China

Received date: 2020-05-11

  Online published: 2020-06-22

Supported by

Project supported by the National Science Fund for Distinguished Young Scholars (No. 21925505), the National Natural Science Foundation of China (Nos. 21674081, 51903190) and Shanghai Pujiang Program (No. 19PJ1409600).

Abstract

Polymerization-induced self-assembly (PISA) is one of the most cutting-edge strategies towards the preparation of nanoparticles with a range of morphologies (spheres, worms, vesicles, etc.) as it combines polymerization and self-assembly and thus can afford high solid contents in various media. Additionally, nanoparticle morphology can be accurately targeted by adjusting the degree of polymerization of the soluble stabilizer block and the insoluble core-forming block, as well as solid contents in PISA formula. Unfortunately, this highly efficient approach is limited to specific polymerization methods, and hence specific monomer types. Currently, PISA based on reversible addition-fragmentation chain-transfer polymerization (RAFT) has been well-established for the in situ preparation of a range of nanoparticle morphologies. This method is relatively mature especially in the mechanism exploration, morphological control, and characterization, which has important impact to other fields of polymer chemistry. However, methacrylates, acrylates, and styrene monomers are often essential for reversible addition-fragmentation chain-transfer polymerization-induced self-assembly (RAFT-PISA), leading to the carbon-carbon backbone, which normally produces nonbiodegradable structures. These drawbacks are detrimental in terms of biomedical applications. Fortunately, new PISA strategies based on ring-opening polymerizations, including ring-opening metathesis polymerization-induced self-assembly (ROMPISA), ring-opening polymerization of N-carboxy- anhydride-induced self-assembly (NCA-PISA) and radical ring-opening polymerization-induced self-assembly (rROPISA), have been developed to overcome these problems. ROMPISA has proven to be an efficient approach for fabricating multifunctional nanoparticles due to its great tolerance for many functional groups. Biodegradable nanoparticles, including spheres and vesicles, have been successfully prepared by rROPISA and NCA-PISA. Therefore, ring-opening PISA (ROPISA) provides not only new polymerization methods but also new strategies for fabricating biodegradable nanoparticles with a range of monomer species. In this perspective, we briefly summarize the current progress and analyze the challenges of ROPISA. Finally, we provide a perspective for the further development of ROPISA addressed on the mechanism, monomers and applications, which provides an insight into ROPISA as well as some suggestions and directions for its future research.

Cite this article

Jiang Jinhui , Zhu Yunqing , Du Jianzhong . Challenges and Perspective on Ring-Opening Polymerization-Induced Self-Assembly[J]. Acta Chimica Sinica, 2020 , 78(8) : 719 -724 . DOI: 10.6023/A20050162

References

[1] Kim, J. K.; Yang, S. Y.; Lee, Y.; Kim, Y. Prog. Polym. Sci. 2010, 35, 1325.
[2] Cai, C. H.; Wang, L. Q.; Lin, J. P. Chem. Commun. 2011, 47, 11189.
[3] Guan, X. L.; Wang, L.; Li, Z. F.; Liu, M. N.; Wang, K. L.; Lin, B.; Yang, X. Q.; Lai, S. J.; Lei, Z. Q. Acta Chim. Sinica 2019, 77, 1036 (in Chinese). (关晓琳, 王林, 李志飞, 刘美娜, 王凯龙, 林斌, 杨学琴, 来守军, 雷自强, 化学学报, 2019, 77, 1036.)
[4] Zhu, Y. Q.; Yang, B.; Chen, S.; Du, J. Z. Prog. Polym. Sci. 2017, 64, 1.
[5] Ma, G. H.; Yue, H. Chin. J. Chem. 2020, 38, 911.
[6] Mai, Y.; Eisenberg, A. Chem. Soc. Rev. 2012, 41, 5969.
[7] Canning, S. L.; Smith, G. N.; Armes, S. P. Macromolecules 2016, 49, 1985.
[8] Chen, S. L.; Shi, P. F.; Zhang, W. Q. Chin. J. Polym. Sci. 2017, 35, 455.
[9] Cheng, G.; Pérez-Mercader, J. Macromol. Rapid Commun. 2019, 40, 1800513.
[10] Zhao, Q. Q.; Liu, Q. Z.; Li, C.; Cao, L.; Ma, L.; Wang, X. Y.; Cai, Y. L. Chem. Commun. 2020, 56, 4954.
[11] Penfold, N. J. W.; Yeow, J.; Boyer, C.; Armes, S. P. ACS Macro Lett. 2019, 8, 1029.
[12] Liu, C.; Hong, C. Y.; Pan, C. Y. Polym. Chem. 2020, 11, 3673.
[13] D'Agosto, F.; Rieger, J.; Lansalot, M. Angew. Chem., Int. Ed. 2019, 59, 2.
[14] Tan, J. B.; Xu, Q.; Li, X. L.; He, J.; Zhang, Y. X.; Dai, X. C.; Yu, L. L.; Zeng, R. M.; Zhang, L. Macromol. Rapid Commun. 2018, 39, 1700871.
[15] Zheng, J. W.; Wang, X.; An, Z. S. Acta Polym. Sin. 2019, 50, 1167 (in Chinese). (郑晋文, 王晓, 安泽胜, 高分子学报, 2019, 50, 1167.)
[16] Mane, S. R. New J. Chem. 2020, 44, 6690.
[17] Zhu, Y.; Ye, W. L.; Liu, Z. F.; Deng, W.; Liu, M. N. Acta Polym. Sin. 2019, 50, 44 (in Chinese). (朱玉, 叶文玲, 刘志峰, 邓维, 刘美娜, 高分子学报, 2019, 50, 44.)
[18] Slugovc, C. Macromol. Rapid Commun. 2004, 25, 1283.
[19] Bielawski, C. W.; Grubbs, R. H. Prog. Polym. Sci. 2007, 32, 1.
[20] Frenzel, U.; Nuyken, O. J. Polym. Sci., Part A: Polym. Chem. 2002, 40, 2895.
[21] Bielawski, C. W.; Grubbs, R. H. Angew. Chem., Int. Ed. 2000, 39, 2903.
[22] Vougioukalakis, G. C.; Grubbs, R. H. Chem. Rev. 2010, 110, 1746.
[23] Claverie, J. P.; Viala, S.; Maurel, V.; Novat, C. Macromolecules 2001, 34, 382.
[24] Chemtob, A.; Héroguez, V.; Gnanou, Y. Macromolecules 2002, 35, 9262.
[25] Le, D.; Montembault, V.; Pascual, S.; Collette, F.; Héroguez, V.; Fontaine, L. Polym. Chem. 2013, 4, 2168.
[26] Hilf, S.; Kilbinger, A. F. M. Nat. Chem. 2009, 1, 537.
[27] Le, D.; Dilger, M.; Pertici, V.; Diabaté, S.; Gigmes, D.; Weiss, C.; Delaittre, G. Angew. Chem., Int. Ed. 2019, 58, 4725.
[28] Zhang, L. Y.; Song, C.; Yu, J. H.; Yang, D.; Xie, M. R. J. Polym. Sci., Part A: Polym. Chem. 2010, 48, 5231.
[29] Liu, J. W.; Liao, Y.; He, X. H.; Yu, J. H.; Ding, L.; Xie, M. R. Macromol. Chem. Phys. 2011, 212, 55.
[30] Yoon, K.-Y.; Lee, I.-H.; Kim, K. O.; Jang, J.; Lee, E.; Choi, T.-L. J. Am. Chem. Soc. 2012, 134, 14291.
[31] Wright, D. B.; Touve, M. A.; Adamiak, L.; Gianneschi, N. C. ACS Macro Lett. 2017, 6, 925.
[32] Foster, J. C.; Varlas, S.; Blackman, L. D.; Arkinstall, L. A.; O’Reilly, R. K. Angew. Chem., Int. Ed. 2018, 57, 10672.
[33] Varlas, S.; Foster, J. C.; Arkinstall, L. A.; Jones, J. R.; Keogh, R.; Mathers, R. T.; O’Reilly, R. K. ACS Macro Lett. 2019, 8, 466.
[34] Wright, D. B.; Touve, M. A.; Thompson, M. P.; Gianneschi, N. C. ACS Macro Lett. 2018, 7, 401.
[35] Sha, Y.; Rahman, M. A.; Zhu, T. Y.; Cha, Y. J.; McAlister, C. W.; Tang, C. B. Chem. Sci. 2019, 10, 9782.
[36] Torres-Rocha, O. L.; Wu, X. W.; Zhu, C. Y.; Crudden, C. M.; Cunningham, M. F. Macromol. Rapid Commun. 2019, 40, 1800326.
[37] Wright, D. B.; Proetto, M. T.; Touve, M. A.; Gianneschi, N. C. Polym. Chem. 2019, 10, 2996.
[38] Wright, D. B.; Thompson, M. P.; Touve, M. A.; Carlini, A. S.; Gianneschi, N. C. Macromol. Rapid Commun. 2019, 40, 1800467.
[39] Deming, T. J. Prog. Polym. Sci. 2007, 32, 858.
[40] Shen, Y.; Fu, X. H.; Fu, W. X.; Li, Z. B. Chem. Soc. Rev. 2015, 44, 612.
[41] Sun, H.; Hong, Y. X.; Xi, Y. J.; Zou, Y. J.; Gao, J. Y.; Du, J. Z. Biomacromolecules 2018, 19, 1701.
[42] Xu, Y.; Zhao, Y.; Zhang, Y. J.; Cui, Z. F.; Wang, L. H.; Fan, C. H.; Gao, J. M.; Sun, Y. H. Acta Chim. Sinica 2018, 76, 393 (in Chinese). (徐毅, 赵彦, 张叶俊, 崔之芬, 王丽华, 樊春海, 高基民, 孙艳红, 化学学报, 2018, 76, 393.)
[43] Lv, M. X.; Mai, W. P.; Lu, Q.; Duan, B. C.; Zhao, Y. F. Chin. J. Org. Chem. 2018, 38, 148 (in Chinese). (吕名秀, 买文鹏, 卢奎, 段冰潮, 赵玉芬, 有机化学, 2018, 38, 148.)
[44] Deming, T. J. Nature 1997, 390, 386.
[45] González-Henríquez, C. M.; Sarabia-Vallejos, M. A.; Rodríguez- Hernández, J. Polymers 2017, 9, 551.
[46] Jiang, J. H.; Zhang, X. Y.; Fan, Z.; Du, J. Z. ACS Macro Lett. 2019, 8, 1216.
[47] Grazon, C.; Salas-Ambrosio, P.; Ibarboure, E.; Buol, A.; Garanger, E.; Grinstaff, M. W.; Lecommandoux, S.; Bonduelle, C. Angew. Chem., Int. Ed. 2020, 59, 622.
[48] Song, T.; Xi, Y. J.; Du, J. Z. Acta Polym. Sin. 2018, 119 (in Chinese). (宋涛, 奚悦静, 杜建忠, 高分子学报, 2018, 119.)
[49] Zou, Y. J.; He, S. S.; Du, J. Z. Chin. J. Polym. Sci. 2018, 36, 1239.
[50] Agarwal, S. Polym. Chem. 2010, 1, 953.
[51] Nuyken, O.; Pask, D. S. Polymers 2013, 5, 361.
[52] Tardy, A.; Nicolas, J.; Gigmes, D.; Lefay, C.; Guillaneuf, Y. Chem. Rev. 2017, 117, 1319.
[53] Guégain, E.; Zhu, C.; Giovanardi, E.; Nicolas, J. Macromolecules 2019, 52, 3612.
Outlines

/