Compounds with substituted cyclic hydrocarbon moieties linked by secondary or tertiary oxycarbonyl containing moiety providing reworkable cured thermosets
AssigneeCornell Research Foundation, Inc.
InventorsChristopher K. Ober, Hilmar Koerner
Life of this patent
Estimating the term…
Abstract
Compounds containing two cyclic hydrocarbon moieties which are substituted to provide crosslinking functionality and which are linked to each other by secondary or tertiary oxycarbonyl containing moiety are basis for compositions which are cured to provide cured thermosets for encapsulation and underfill for electronic components that are thermally decomposable to allow repair, replacement, recovery or recycling of operative electronic components from assemblies that are inoperative.
Claims29
A curable composition comprising a compound containing cyclic hydrocarbon moieties which are substituted to provide cross-linking functionality and which are linked to each other by a tertiary oxycarbonyl containing moiety, which when cured provides a composition which is reworkable through thermal decomposition.
A curable composition comprising a compound which is a diepoxide, crosslinking agent, initiator and catalyst, which when cured provides a composition which is reworkable through thermal decomposition and is suitable for encapsulation of and underfill for electronic components, said compound which is a diepoxide having the structural formula ##STR59## wherein each Q is the same or different and is selected from the group consisting of ##STR60## wherein each R is independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert butyl, C.sub.1-4 alkoxy, halogen, cyano, nitro, and phenyl, and R.sub.3 and R.sub.4 together form an epoxy group and Q" is ##STR61## and n is 0 and p is 0 and r is 1 or n is 1 and p is 1 and r is 1 or Q" is a bond between O and Q and n is 0 and p is 0 and r is 1 or n is 1 and p is 0 and r is 1, or Q" is ##STR62## and n is 0 and p is 0 and r is 1 or Q" is ##STR63## and p is 1 and n is 1 and r is 0 and t is 1 or p is 0 and n is 1 and r is 0 and t is 0, and R.sub.1 and R.sub.2 are each independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, and phenyl, with the proviso that R.sub.1 and R.sub.2 are selected to provide at least one tertiary oxycarbonyl containing moiety and/or at least one R substituent is directly linked to carbon directly joined to oxygen and is selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl and isobutyl, and when n and p and r are 1, or when Q" is ##STR64## compounds is symmetrical.
A curable composition comprising a compound having the structural formula ##STR65## where each R.sub.5 is independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert butyl, C.sub.1-4 alkoxy, halogen, cyano, nitro and phenyl and wherein each of R.sub.7 and R.sub.8 is independently selected from the group consisting of hydrogen, methyl, ethyl, propyl and phenyl, with the proviso that at least one of R.sub.7 and R.sub.8 is not hydrogen, which, when cured, provides a composition which is reworkable through thermal decomposition.
A filled curable composition comprising (a) a binder component comprising a compound containing cyclic hydrocarbon moieties which are substituted to provide crosslinking functionality and which are linked to each other by a tertiary oxycarbonyl containing moiety and (b) a filler wherein said composition is, when cured, capable of being reworked through thermal decomposition.
A filled curable composition comprising (a) a binder component consisting of (i) a compound having the structural formula ##STR66## wherein each Q is the same or different and is selected from the group consisting of ##STR67## wherein each R is independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert butyl, C.sub.1-4 alkoxy, halogen, cyano, nitro, and phenyl, and R.sub.3 and R.sub.4 together form an epoxy group
- and Q" is ##STR68## and n is 0 and p is 0 and r is 1 or n is 1 and p is 1 and r is 1 or Q" is a bond between O and Q and n is 0 and p is 0 and r is 1 or n is 1 and p is 0 and r is 1, or Q" is ##STR69## and n is 0 and p is 0 and r is 1, or Q" is ##STR70## and p is 1 and n is 1 and r is 0 and t is 1 or p is 0 and n is 1 and r is 0and t is 0, and R.sub.1 and R.sub.2 are each independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, and phenyl, with the proviso that R.sub.1 and R.sub.2 are selected to provide at least one tertiary oxycarbonyl containing moiety and/or at least one R substituent is directly linked to carbon directly joined to oxygen and is selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl and isobutyl, and when n and p and r are 1, or when Q" is ##STR71## compound is symmetrical, and (ii) crosslinking agent, and (b) a filler, wherein said composition is, when cured, capable of being reworked through thermal decomposition.
A filled curable composition comprising (a) a binder component which is a compound having the structural formula ##STR72## wherein R1 and R2 are each independently selected from the group consisting of hydrogen, methyl, ethyl, propyl and phenyl, each Q is the same or different and comprises an aromatic group independently selected from the group consisting of phenyl, biphenyl and naphthyl, substituted at one position with a functional group selected from the group consisting of cyanate, methacrylate, acrylate, epoxymethoxy, acetylene and maleimide and having at each other position a substituent independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert butyl, C.sub.1-4 alkoxy, halogen, cyano, nitro and phenyl with the functional group of both Q's being the same and Q" is --C(R.sub.7)(R.sub.8)-- or ##STR73## wherein each R.sub.7 and R.sub.8 is independently selected from the group consisting of hydrogen, methyl, ethyl, propyl and phenyl, with the proviso that R.sub.7 and R.sub.8 are selected to provide at least one tertiary oxycarbonyl containing moiety and Q.sub.2 is phenyl having at each open position a substituent independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert butyl, C.sub.1-4 alkoxy, halogen, cyano, nitro and phenyl, and p is 0 and n is 0 and r is 1, and (b) a filler, wherein said composition is, when cured, capable of being reworked through thermal decomposition.
A filled curable composition comprising (a) a binder component which is a compound having the structural formula ##STR74## wherein R1 and R2 are each independently selected from the group consisting of hydrogen, methyl, ethyl, propyl and phenyl, each Q is the same or different and is selected from the group consisting of ##STR75## wherein each R.sub.5 is independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert butyl, C.sub.1-4 alkoxy, halogen, cyano, nitro and phenyl, and R.sub.6 is --O--CN and Q" is --C(R.sub.7)(R.sub.8)-- wherein each of R.sub.7 and R.sub.8 is independently selected from the group consisting of methyl, ethyl, propyl and phenyl, and p is 0 and n is 0 and r is 1, and (b) a filler wherein said composition is, when cured, capable of being reworked through thermal decomposition.
Dependencies are inferred from the claim text.