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標題: Benzoxazine-based phosphinated bisphenols and their application in preparing flame-retardant, low dielectric cyanate ester thermosets
作者: Chang, H.C.
Lin, H.T.
Lin, C.H.
關鍵字: advanced epoxy-resins;one-pot synthesis;phenolic resins;curing;reaction;phosphorus;polybenzoxazines;polymerization;polymers;monomers;facile
Project: Polymer Chemistry
期刊/報告no:: Polymer Chemistry, Volume 3, Issue 4, Page(s) 970-978.
This work reveals a facile, one-pot synthesis of phosphinated bisphenols (1-2) from a nucleophilic addition of 9,10-dihydro-9-oxa-10-phosphaphenanthrene 10-oxide (DOPO) to diaminophenylmethane-and diaminophenylether-based benzoxazines (P-ddm and P-oda). A reaction mechanism including active hydrogen abstraction, ring-opening, and nucleophilic addition was proposed for the synthesis. Phosphinated dicyanate esters (3-4) were prepared based on bisphenols (1-2), and were copolymerized with a commercially available dicyanate ester of bisphenol A (BACY). The properties such as glass transition temperature, coefficient of thermal expansion, thermal decomposition temperature, water absorption, and flame retardancy of the resulting thermosets were evaluated. Experimental data show that incorporating (3-4) into BACY enhances the flame retardancy, dimensional stability and dielectric properties with small penalty to the thermal properties. A thermoset with T-g 241 degrees C, CTE 50 ppm per degrees C, D-k 3.01 (1 GHz), T-d (5%), N-2: 407 degrees C, and UL-94 V-0 rating can be achieved via this approach.
ISSN: 1759-9954
DOI: 10.1039/c2py00528j
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