US 6,743,852 B2 · Benzoxazines, thermosetting resins comprised thereof, and methods for use thereof

Abstract

In accordance with the present invention, there are provided novel benzoxazine compounds and thermosetting resin compositions prepared therefrom. Invention compositions are particularly useful for increasing adhesion at interfaces within microelectronic packages. Invention benzoxazines are useful for the preparation of invention compositions with properties which are associated with increased adhesion at interfaces, such as, for example, low shrinkage on cure and low coefficient of thermal expansion (CTE). In another aspect of the invention, there are provided die-attach pastes having increased interfacial adhesion. Invention die-attach pastes include benzoxazine-containing thermosetting resin compositions. In further aspects of the invention, there are provided methods for enhancing adhesive strength of thermosetting resin compositions and methods for enhancing adhesion of a substrate bound to a metallic surface by a thermosetting resin composition.

Claims29

Dependent claims

A compound having the structure:

wherein:
L is an optional alkylene or siloxane linking moiety,
Ar is optionally substituted arylene,
Q is an oxazine ring or amine salt thereof having the structure;
and is bonded to Ar in a fused manner at positions 5 and 6 of the oxazine ring,
wherein:
Sp is optional, and if present, is a C1 to C6 alkylene, oxyalkylene, thioalkylene, carboxyalkylene, amidoalkylene, or sulfonatoalkylene spacer,
n is 1 or 2,
m is 1 or 2,
x and y are each independently 0 to 4, and
wherein at least one of R, R′, or R″ is a polymerizable moiety independently selected from the group consisting of opti nally substituted oxyalkenyl, alkynyl, cycloalkenyl, bicycloalkenyl, styryl, (meth)acrylate, itaconate, maleimide, vinyl ester, epoxy, cyanate ester, nitrile, diallyl amide, benzocyclobutene, aromatic propargyl ether, aromatic acetylene and oxazoline, and the remainder of R, R′ and R″ is(are) independently selected from the group consisting of hydrogen, alkyl and alkoxy.

8 more elements

Dependencies are inferred from the claim text.

Benzoxazines, thermosetting resins comprised thereof, and methods for use thereof

Life of this patent

Benzoxazines, thermosetting resins comprised thereof, and methods for use thereof

Life of this patent

Abstract

Claims29