Recent Advances in Ring-Opening Polymerization of O-Carboxyanhydrides

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 1857-1866 ◽  
Author(s):  
Linghai Xie ◽  
Rong Tong ◽  
Quanyou Feng ◽  
Yongliang Zhong

Poly(α-hydroxy acids) are important biodegradable polymers with wide applications. Recently O-carboxyanhydrides (OCAs) have emerged as promising monomer equivalents of lactides to synthesize poly(α-hydroxy acids). We will highlight recent advances in controlled ring-opening polymerization of OCAs catalyzed by organocatalysts, enzymes, or organometallic complexes.1 Introduction2 Organocatalysts for O-Carboxyanhydride Polymerization2.1 Synthesis of O-Carboxyanhydride Monomers2.2 Ring-Opening Polymerization of O-Carboxyanhydrides Catalyzed by 4-Dimethylaminopyridine2.3 Epimerization in the Ring-Opening Polymerization of O-Carboxyanhydrides Catalyzed by the Pyridine Base2.4 N-Heterocyclic Carbenes for Ring-Opening Polymerization of O-Carboxyanhydrides3 Enzymes for O-Carboxyanhydride Polymerization4 Organometallic Catalysts for O-Carboxyanhydride Polymerization4.1 Early Efforts4.2 Ring-Opening Polymerization Catalyzed by Zn Complexes4.3 Photoredox Ring-Opening Polymerization Catalyzed by Zn/Ni Complexes5 Conclusion and Perspective

2021 ◽  
Vol 03 (01) ◽  
pp. 041-050
Author(s):  
Xiaoqian Wang ◽  
Ai Lin Chin ◽  
Rong Tong

Poly(α-hydroxy acids), as a family of biodegradable polyesters, are valuable materials due to their broad applications in packaging, agriculture, and biomedical engineering. Herein we highlight and explore recent advances of catalysts in controlled ring-opening polymerization of O-carboxyanhydrides towards functionalized poly(α-hydroxy acids), especially metal catalyst-mediated controlled polymerization. Limitations of current polymerization strategies of O-carboxyanhydrides are discussed.


Catalysts ◽  
2020 ◽  
Vol 10 (7) ◽  
pp. 800 ◽  
Author(s):  
Orlando Santoro ◽  
Xin Zhang ◽  
Carl Redshaw

This review describes the recent advances (from 2008 onwards) in the use of Schiff-base metal complexes as catalysts for the ring opening polymerization (ROP) of cyclic esters. The synthesis and structure of the metal complexes, as well as all aspects concerning the polymerization process and the characteristics of the polymers formed, will be discussed.


2010 ◽  
Vol 76 ◽  
pp. 30-35 ◽  
Author(s):  
Naomi Cohen-Arazi ◽  
Ilanit Hagag ◽  
Michal Kolitz ◽  
Abraham J. Domb ◽  
Jeoshua Katzhendler

Optically active α-hydroxy acids derived from amino acids have been synthesized and polymerized into new biodegradable polyesters. The variety of functional side chains enables the design of positively charged, negatively charged, hydrophobic and hydrophilic chiral building blocks or any combination of these constituents. Hydroxy acids of 15 natural amino acids were prepared with retention of configuration using a straightforward and reliable method of diazotization of α-amino acids. Polyesters were synthesized from these hydroxy acids by a number of methods: direct condensation in bulk, microwave assisted synthesis and ring opening polymerization. The molecular weight of the prepared polymers ranges between 2000 to 5000Da for the direct condensation and the microwave methods, whereas the ring opening polymerization results in high molecular weight polymers (20000 to 30000Da). The polymers were analyzed for their optical activity (Circular Dichroism Spectroscopy), thermal properties (DSC), solubility, molecular weight and polydispersity (GPC), and aqueous degradation. These polymers were tested for their compatibility to neuronal cells growth and differentiation.


2009 ◽  
Vol 42 (5) ◽  
pp. 1634-1639 ◽  
Author(s):  
Nahrain E. Kamber ◽  
Wonhee Jeong ◽  
Silvia Gonzalez ◽  
James L. Hedrick ◽  
Robert M. Waymouth

2020 ◽  
Vol 8 (31) ◽  
pp. 6530-6547 ◽  
Author(s):  
Chenglong Ge ◽  
Huan Ye ◽  
Fan Wu ◽  
Junliang Zhu ◽  
Ziyuan Song ◽  
...  

Herein, recent advances in the synthesis of the water-soluble polypeptides with ordered secondary structures via ring-opening polymerization of NCA/NTA and their biological applications are described.


ChemCatChem ◽  
2014 ◽  
Vol 6 (2) ◽  
pp. 618-625 ◽  
Author(s):  
Ronald Lindner ◽  
Michael L. Lejkowski ◽  
Séverine Lavy ◽  
Peter Deglmann ◽  
Kerstin T. Wiss ◽  
...  

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