Synthesis, Cure, and Composite Properties of Mixed Allyl/Propargyl Cyclopentadiene Resins

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Polymers and High Performance Materials


A series of thermosetting resins were synthesized via phase transfer reaction of allyl chloride and propargyl bromide with cyclopentadiene in the presence of a strong base. Feed ratios of I : 1, 3 : 1, and 5 : I allyl chloride to propargyl bromide were used to give resins with varying amounts of propargyl and allyl functionality. In all cases the resins could be thermally cured, without added catalyst, at temperatures below 275 degrees C to give black, glassy, brittle materials with densities of 1.15. TGA evaluation of the resins, with heating to 1000 degrees C, resulted in carbon yields ranging from 48 to 66% with increasing propargyl functionality causing increased values. Physical mixtures of ACP and PCP resins were also made and evaluated. Cure of the mixed materials also occurred below 275 degrees C, and carbon yields were comparable to the corresponding APCP resin. APCP/carbon fiber composites gave good mechanical properties with flexural modulus values of 115-130 GPa and flexural strength values of 1000 MPa. Carbonization of 1 : 1 APCP/carbon fiber composites provided materials with interlaminar strength values of approximately 1.14 MPa. (C) 1998 John Wiley & Sons, Inc.

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Journal of Polymer Science Part B: Polymer Physics





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