Synthesis and properties of epoxy resins containing 2-(6-oxid-6H-dibenz〈 c, e〉 〈1,2〉oxaphosphorin-6-yl)1,4-benzenediol

• Published in: Polymer (Guilford) Vol. 39; no. 23; pp. 5819 - 5826
• Main Authors: Wang, Chun-Shan, Shieh, Jeng-Yueh
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 01.11.1998; Elsevier
• Subjects: 2-(6-oxido-6H-dibenz〈 c, e〉 〈1,2〉oxaphosphorin-6-yl)-1,4-benzenediol; Applied sciences; epoxy curing; Exact sciences and technology; flame retardance; Organic polymers; Physicochemistry of polymers; Polymers with particular properties; Preparation, kinetics, thermodynamics, mechanism and catalysts; flame retardance; epoxy curing; 2-(6-oxido-6H-dibenz〈 c, e〉 〈1,2〉oxaphosphorin-6-yl)-1,4-benzenediol; Epoxy resin; Organic phosphinate; Flame retardant; Oxygen phosphorus heterocycle; Experimental study; Lateral group; Property formulation relationship; Thermal stability; Phosphorus polymer; Thermal properties; Chemical modification; Dynamic mechanical properties; Novolac; Preparation; Crosslinked polymer; Flammability
• ISSN: 0032-3861; 1873-2291
• DOI: 10.1016/S0032-3861(97)10292-0

2-(6-Oxid-6H-dibenz〈 c, e〉 〈1,2〉oxa-phosphorin-6-yl)1,4-benzenediol (ODOPB) was prepared by the addition reaction between 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO) and p-benzoquinone while DOPO was synthesized through multistep reaction from o-phenylphenol and phosphorus trichloride. The compound (ODOPB) was used as a reactive flame-retardant in o-cresol formaldehyde novolac epoxy resin (CNE) for electronic application. Owing to the rigid structure of ODOPB and pendant P group, the resultant phosphorus-containing epoxy resin exhibited better flame retardance, higher glass transition temperature and thermal stability than the regular bromine-containing flame-retardant epoxy resin. UL 94-VO rating could be achieved with a phosphorus content of as low as 1.1% (comparable to a bromine content of 6%) in the cured resin and no fume and toxic gas emission were observed.