Meta‐bromobiphenol epoxy resins: Applications in electronic packaging and printed circuit board

Abstract

SYNOPSISNovel 2,2',6,6'-tetrabromo-3,3',5,5'-tetramethyl-4,4'-biphenol (TBTMBP) , and its epoxy derivatives, were synthesized to incorporate the stable meta-brominated phenol moiety into epoxy resin systems. In electronic encapsulation and laminate applications, epoxy systems derived from TBTMBP have exhibited superior hydrolytic and thermal stability as compared with the conventional ortho-brominated epoxy resins. These properties have resulted in a n extended device life for semiconductors and a high T8 with excellent blister resistance for the printed circuit board, while meeting flame retardancy requirements as well.

Pyrolysis of fire retardant anhydride-cured epoxy resins

“…At this temperature radicals are able to abstract Br from the aromatic substrate, according to Scheme 6. Notably ortho and para Br from the bisphenol will be preferably removed, due to the intrinsic thermal lability of this bond [18][19][20][21]. R • radicals contribute to the formation of the charred residue in agreement to IR finding of Fig.…”

“…In concert to the formation of brominated aliphatics, scission of isopropyl bridge in BER-PHT and DGETBBA occurs: facile scission at the ortho-para position comes about, due to the intrinsic instability in phenols of substituents in these positions [18][19][20][21] (Scheme 7, X = Br right branches).…”

Development of a DOPO-containing benzoxazine and its high-performance flame retardant copolybenzoxazines

“…However, regardless of aromatic bisphenol or aromatic diamine-based benzoxazines, the flame retardancy of the resulting polybenzoxazines is not high enough for electronic applications. According to the literature, the flame retardancy of polymers can be improved by incorporating bromine [4] or phosphorus units [5]. However, bromine-containing polymers may release toxic hydrogen bromide, and highly toxic compounds such as tetrabromodibenzo-p-dioxin, and tetrabromodibenzofuran during combustion.…”

Deoxybenzoin-based epoxy resins

“…1 2.6. Synthesis of the diepoxide (diglycidyl ether) of 3,3 0 ,5,5 0 -tetrabromobisphenol A (ETBBA) [10] ETBBA was prepared in a similar manner as BEDB, using TBBA (24.9 g) instead of BHDB. This gave ETBBA (25.4 g, 85%).…”