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Preparation of Degradable Polymenthide and Its Elastomers from Biobased Menthide via Organocatalyzed Ring-opening Polymerization and UV Curing

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Abstract

Development of degradable polyester elastomers plays an important role in the applications of soft mateirals. Noncrystalline polymenthides (PMs) from menthol derived lactone monomers are excellent soft segments for preparing degradable polyester elastomers. By using cyclic trimeric phosphazene base (CTPB) as an organocatalyst, we successfully synthesized PMs with different molecular weights (8.2 kDa to 100.7 kDa) in high yields via ring-opening polymerization (ROP) of menthide. When a CTPB/urea binary catalytic system was adopted, the polymerizations proceeded in a more controlled manner. Using glycerol as initiator, star shaped PMs with well-defined structure were synthesized and subsequently end-capped by acrylate. UV irradiation of the terminal acrylate groups in the star-shaped PMs resulted in formation of chemically cross-linked polyester elastomers without heat or other stimuli. The obtained polyester elastomers exhibit matched modulus (3.8–5.5 MPa), tensile strength (0.56–0.68 MPa), and strain at break (280%–320%) with soft body tissues, displaying great potential in biomedical applications.

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Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (No. 21704048), the 111 Project (No. D17004), and the Taishan Scholars Constructive Engineering Foundation (No. tsqn20161031).

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  1. These authors contributed equally to this work.

Authors and Affiliations

  1. Key Laboratory of Biobased Polymer Materials, Shandong Provincial Education Department, College of Polymer Science and Engineering, Qingdao University of Science and Technology, Qingdao, 266042, China

    Na Zhao, Xin-Xin Cao, Jin-Feng Shi & Zhi-Bo Li

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  1. Na Zhao
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  2. Xin-Xin Cao
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  3. Jin-Feng Shi
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Correspondence to Zhi-Bo Li.

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10118_2020_2415_MOESM1_ESM.pdf

Preparation of Degradable Polymenthide and Its Elastomers from Biobased Menthide via Organocatalyzed Ring-opening Polymerization and UV Curing

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Zhao, N., Cao, XX., Shi, JF. et al. Preparation of Degradable Polymenthide and Its Elastomers from Biobased Menthide via Organocatalyzed Ring-opening Polymerization and UV Curing. Chin J Polym Sci 38, 1092–1098 (2020). https://doi.org/10.1007/s10118-020-2415-9

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  • DOI: https://doi.org/10.1007/s10118-020-2415-9

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