The polymer materials are essential to various fields included the electronic and packaging materials.  High gas barrier property is needed in order to prevent degradation of contents in the electronic and packaging material fields.  Recently, biomass-derived polymer materials have drawn attention as eco-friendly and clean energy technology.  The cinnamic acid derivative is contained in various plants and known to have antioxidant and ultraviolet absorption properties.  However, there has been few reported about synthesis of polymers using the cinnamic acid derivative.  Moreover, we focused on diacetylene group.  Diacetylene-containing polymers generally undergo crosslinking reactions under thermal, photochemical, or highpressure treatments.  The crosslinking reaction is expected to improve the physical and chemical properties of the polymers In this study, novel diacetylene-containing polymers, poly[propargyl(4-propargyloxy)cinnamate] (PPOCM) and poly[propargyl(3-methoxy-4-propargyloxy)cinnamate] (PPOF), were synthesized from p-coumaric acid and ferulic acid by oxdative-coupling polymerization of Hay coupling reaction.  In addition, chemical structure, physical and gas barrier properties were investigated.  The membranes were prepared by casting method.Membrane density of PPOF showed higher than that of PPOCM.  Therefore, this is considered to be not the packing effect by cohesive property but the existence of a methoxy group.  Pure gas permeability in PPOCM and PPOF membranes was determined using constant-volume, variable pressure method at 35�C.  PPOF membrane showed higher gas barrier property than PPOCM membrane because of high membrane density.  PPOCM and PPOF membranes showed higher gas barrier property than poly(lactic acid) membrane which was fabricated from biomass as well as PPOCM and PPOF.  Therefore, the polymer materials derived cinnnamic acid derivative are expected to the application for packing material field.

Development of bio-based membrane derived from cinnamic acid and gas barrier properties

248th National Meeting (2014)

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