Synthesis of Thiol-Terminated Poly(ε-caprolactone)

Chem. J. Chinese Universities

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Synthesis of Thiol-Terminated Poly(ε-caprolactone)

XU Ning, WANG Rui, DU Fu-Sheng, LI Zi-Chen*

Key Laboratory of Polymer Chemistry & Physics of Ministry of Education, Department of Polymer Science & Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China

Received:2007-02-07 Revised:1900-01-01 Online:2007-09-10 Published:2007-09-10
Contact: LI Zi-Chen

Abstract

Abstract: Thiol-terminated poly(ε-caprolactone)(PCL) was synthesized with 2-mercapto ethanol and through two mild, simple and efficient methods: one is the ring-opening polymerization of ε-caprolactone with 2-mercaptoethanol as initiator and stannous (Ⅱ) trifluoromethane sulfonate as catalyst; the other is the ring-opening polymerization of ε-caprolactone with 2-hydroxyethyl disulfide as initiator, followed by reduction reaction. In the first method, when the polymerization temperature was increased, the molecular weight distribution of the final product was broad, while the structure remained unchanged; this thio-end capped PCL can be coupled to form a new polymer with a disulfide group in the center. The structures of these polyesters were confirmed by ¹H NMR spectra and gel permeation chromatography. The polymers show controlled molecular weights and narrow molecular weight distributions. These methods may also be used to prepare other polyesters with thiol-end groups.

Key words: Thiol, Poly(ε-caprolactone), Ring-opening polymerization, Biodegradability

CLC Number:

O631

TrendMD:

XU Ning, WANG Rui, DU Fu-Sheng, LI Zi-Chen*. Synthesis of Thiol-Terminated Poly(ε-caprolactone)[J]. Chem. J. Chinese Universities, doi: .

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Synthesis of Thiol-Terminated Poly(ε-caprolactone)

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