Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/84834
標題: Synthesis of a Benzoxazine with Precisely Two Phenolic OH Linkages andthe Properties of Its High-Performance Copolymers
關鍵字: high performance polymers;synthesis;thermosets
Project: Polymer, Volume 54, Issue 26, Page(s) 6936-6941.
摘要: 
A phenolic OH-containing benzoxazine (F-ap), whichcannot be directly synthesized from the condensation of bisphenolF, aminophenol, and formaldehyde by traditional procedures,has been successfully prepared in our alternative syntheticapproach. F-ap was prepared by three steps including (a) condensationof 4-aminophenol and 5,5’-methylenebis(2-hydroxybenzaldehyde)(1), (b) reduction of the resulting imine linkage bysodium borohydride, and (c) ring closure condensation by formaldehyde.The key starting material, (1), was prepared from2-hydroxybenzaldehyde and s-trioxane in the presence of sulfuricacid. F-ap is structurally similar to bis(3,4-dihydro-2H-3-phenyl-1,3-benzoxazinyl)methane (F-a, a commercial benzoxazine basedon bisphenol F/aniline/formaldehyde) except for two phenolicOHs. The phenolic OHs can provide reaction sites with epoxyand 1,1’-(methylenedi-p-phenylene)bismaleimide (BMI). Thestructure–property relationships between the thermosets ofF-ap/epoxy, F-a/epoxy, F-ap/BMI, and F-a/BMI were discussed.Experimental data showed that thermosets based on F-ap/epoxyand F-ap/BMI provided much better thermal propertiesthan those based on F-a/epoxy and F-a/BMI.
URI: http://hdl.handle.net/11455/84834
DOI: 10.1002/pola.26661
Appears in Collections:化學工程學系所

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