Functional Degradable Polymers via Radical Ring-Opening Polymerization and Click Chemistry

This review presents the latest developments in (bio)degradable approaches and functional aliphatic polyesters and polycarbonates prepared by typical ring-opening polymerization (ROP) of lactones and trimethylene carbonates. It also considers several recent innovative synthetic methods including radical ring-opening polymerization (RROP), atom transfer radical polyaddition (ATRPA), and simultaneous chain- and step-growth radical polymerization (SCSRP) that produce aliphatic polyesters. With regard to (bio)degradable approaches, we have summarized several representative cleavable linkages that make it possible to obtain cleavable polymers. In the section on functional aliphatic polyesters, we explore the syntheses of specific functional lactones, which can be performed by ring-opening copolymerization of typical lactone/lactide monomers. Last but not the least, in the recent innovative methods section, three interesting synthetic methodologies, RROP, ATRPA, and SCSRP are discussed in detail with regard to their reaction mechanisms and polymer functionalities.

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Functional Poly(Dimethyl Aminoethyl Methacrylate) by Combination of Radical Ring-Opening Polymerization and Click Chemistry for Biomedical Applications

Macromolecular Chemistry and Physics ◽

10.1002/macp.201200220 ◽

2012 ◽

Vol 213 (16) ◽

pp. 1643-1654 ◽

Cited By ~ 22

Author(s):

Samarendra Maji ◽

Fabian Mitschang ◽

Lina Chen ◽

Qiao Jin ◽

Youxiang Wang ◽

...

Keyword(s):

Click Chemistry ◽

Ring Opening ◽

Biomedical Applications ◽

Ring Opening Polymerization ◽

Radical Ring

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Radical ring‐opening polymerization of lipoates: Kinetic and thermodynamic aspects

Journal of Polymer Science ◽

10.1002/pol.20200765 ◽

2021 ◽

Vol 59 (8) ◽

pp. 675-684

Author(s):

Mojdeh Raeisi ◽

Nicolay V. Tsarevsky

Keyword(s):

Ring Opening ◽

Ring Opening Polymerization ◽

Radical Ring

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Synthesis of a well-defined end-chain macrophotoinitiator of poly(ε − caprolactone) by combination of ring-opening polymerization and click chemistry

Journal of Polymer Research ◽

10.1007/s10965-014-0540-2 ◽

2014 ◽

Vol 21 (9) ◽

Cited By ~ 9

Author(s):

Mustafa Degirmenci ◽

Pinar Atuk Besli ◽

Nasrettin Genli

Keyword(s):

Click Chemistry ◽

Ring Opening ◽

Ring Opening Polymerization

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TiCp2Cl-Catalyzed Living Radical and Ring Opening Polymerizations Initiated from Epoxides and Aldehydes in the Synthesis of Linear, Graft and Branched Polymers

MRS Proceedings ◽

10.1557/proc-856-bb11.9 ◽

2004 ◽

Vol 856 ◽

Cited By ~ 3

Author(s):

Alexandru D. Asandei ◽

Isaac W. Moran ◽

Gobinda Saha ◽

Yanhui Chen

Keyword(s):

Electron Transfer ◽

Ring Opening ◽

Glycidyl Methacrylate ◽

Ring Opening Polymerization ◽

Branched Polymers ◽

Single Electron Transfer ◽

Radical Ring ◽

Polymer Architectures ◽

Complex Polymer

ABSTRACTTi(III)Cp2Cl-catalyzed radical ring opening (RRO) of epoxides or single electron transfer (SET) reduction of aldehydes generates Ti alkoxides and carbon centered radicals which add to styrene, initiating a radical polymerization. This polymerization is mediate in a living fashion by the reversible termination of growing chains with the TiCp2Cl metalloradical. In addition, polymers or monomers containing pendant epoxide groups (glycidyl methacrylate) can be used as substrates for radical grafting or branching reactions by self condensing vinyl polymerization. In addition, Ti alkoxides generated in situ by both epoxide RRO and aldehyde SET initiate the living ring opening polymerization of ε-caprolactone. Thus, new initiators and catalysts are introduced for the synthesis of complex polymer architectures.

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