Sen'i Gakkaishi
Online ISSN : 1884-2259
Print ISSN : 0037-9875
Reactive Electrospinning of Stereoblock Polylactides Prepared via Spontaneous Diels-Alder Coupling of Bis Maleimide-terminated Poly-L-lactide and Bis Furan-terminated Poly-D-lactide
Kazunari MasutaniChan Woo LeeRyosuke KankiHideki YamaneYoshiharu Kimura
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2012 Volume 68 Issue 3 Pages 64-72


Bis maleimide-terminated poly-L-lactide (M-PLLA-M) and bis furan-terminated poly-D-lactide (F-PDLA-F) were synthesized by isocyanate coupling reactions of mono maleimide-terminated PLLA (M-PLLA) and mono furan-terminated PDLA (F-PDLA) that had been prepared by the ordinary ring opening polymerization of L- and D-lactides with N-(2-hydroxyethyl)-maleimide and furfurylamine as the initiators, respectively. Both the M-PLLA-M and F-PDLA-F were dissolved in CH2Cl2 in 1:1 ratio and subjected to the ordinary electrospinning where the initial polymer concentration was increased up to 20 wt% because of the prepolymer state of the solute and the fiber diameter could be retained in nanometer to submicron size. The molecular weight of the polymers was found to have increased from 1.0 × 104 to 2.5 and 4.5 × 104 after the electrospinning and post annealing, respectively, due to the spontaneous chain extension taking place by the terminal Diels-Alder reaction of M-PLLA-M and F-PDLA-F to form a stereoblock polylactide. The as-spun fibers were amorphous or partially semi-crystalline, whereas the annealed fibers become fully crystalline due to the formation of the stereocomplex showing a melting temperature above 200oC.

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© 2012 The Society of Fiber Science and Technology, Japan
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