Synthesis and characterization of three-arm star-shaped polyethylene glycols with 1,1,1-trihydroxmethylpropane as cores

Abstract

A small molecule core (TMP-SK₃) with three terminal carboxyl groups was synthesized successfully by the reaction of 1,1,1-trihydroxymethylpropane with the excessive sebacic acid diacetic anhydride (SK). Then, the core molecule was used as a coupling agent to condensate with polyethylene glycols (PEG) of different molecular weights or polyethylene glycol monomethyl ether (PEGm) in the presence of stannous octoate as catalyst and diphenyl ether as an azeotropic agent to remove water. Thus, the three-arm star-shaped PEGs was obtained successfully and characterized by ¹H-NMR, DSC, GPC and XRD etc.. DSC measurements indicate that the crystallizing and the melting temperatures of the three-arm star-shaped PEGs were different from those of the corresponding linear PEG because the existence of TMP-SK₃ altered its crystallizing velocity and perfect degree of crystallization.

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