Epoxy resin curing agent, process, and composition
AssigneeMinnesota Mining and Manufacturing Company
InventorsWilliam J. Schultz, Gene B. Portelli, Jeffrey P. Tane
Life of this patent
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Abstract
Epoxy resin compositions which on curing yield cured resins having a high glass transition temperature, high ductility, and low moisture pick-up are disclosed. To obtain such cured resins, 9,9-bis(aminophenyl)fluorenes are used as curing agents.
Claims40
An epoxy resin composition comprising
- (a) at least one aromatic polyepoxide, and
- (b) at least one 9,9-bis(aminophenyl)fluorene curing agent present in an amount sufficient to provide in the range of 0.1 to 1.1 amino groups, --NHR, per epoxy group in said aromatic polyepoxide, wherein each R is independently hydrogen or a linear or branched alkyl group of 1 to 6 carbon atoms.
A composition comprising
- (a) at least one poly(glycidyl ether) of a polyhydric phenol and
- (b) at least one 9,9-bis(aminophenyl)fluorene curing agent present in an amount sufficient to provide 0.1 to 1.1 amino groups, --NHR, per epoxide group of said poly(glycidyl ether) of said polyhydric phenol of which
- (i) 20 to 100 mole percent of said --NHR groups are provided by an aminophenylfluorene having the formula ##STR12## wherein each R.sup.2 is independently hydrogen or linear or branched alkyl group having 1 to 6 carbon atoms of which 25 to 100 mole percent of R.sup.2 is linear or branched alkyl group having 1 to 6 carbon atoms,
- and each R.sup.3 is independently hydrogen, a linear or branched alkyl group having one to six carbon atoms, halogen, or phenyl, and
- each R.degree. is independently hydrogen or a group that is inert in the polymerization of epoxide group containing compounds;
- each R is independently hydrogen or linear and branched alkyl groups having 1 to 6 carbon atoms, and
- (ii) 80-0 mole percent of a second epoxy resin curing agent selected from the group consisting of aliphatic polyamines, aromatic polyamines, alicyclic polyamines, polyamides, and amino resins.
A process of preparing cured epoxy resins comprising heating at a suitable temperature a mixture comprising one or more polyglycidyl ethers of a polyhydric phenol and an effective amount of a 9,9-bis(aminophenyl)fluorene curing agent.
A secondary-aminophenyl fluorene curing agent for epoxy resins having the formula ##STR15## wherein each R.sup.2 is independently a linear or branched alkyl group having 1 to 6 carbon atoms, and
- each R.sup.3 is independently hydrogen, halogen, or R.sup.2, and
- each R.degree. is independently hydrogen or a group that is inert in the polymerization of epoxide group containing compounds.
An aminophenylfluorene curing agent for epoxy resins having the formula ##STR16## wherein R.sup.4, R.sup.5, R.sup.6, and R.sup.7 are independently hydrogen or linear and branched alkyl groups having 1 to 6 carbon atoms, provided that at least one of R.sup.4 and R.sup.5 and at least one of R.sup.6 and R.sup.7 are linear or branched alkyl groups having 1 to 6 carbon atoms, and
- each R.degree. independently hydrogen or a group that is inert in the polymerization of epoxide group containing compounds.
An epoxy resin composition comprising
- (a) at least one poly(glycidyl ether) of a polyhydric phenol and
- (b) at least one 9,9-bis(aminophenyl)fluorene curing agent present in an amount sufficient to provide 0.1 to 1.1 amino groups, --NHR, per epoxide group present in said poly(glycidyl ether) of said polyhydric phenol, wherein R is independently hydrogen or a linear or branched alkyl group of 1 to 6 carbon atoms, wherein
- (i) the --NHR groups are provided by an aminophenyl-fluorene curing agent having the formula ##STR17## R.sup.4, R.sup.5, R.sup.6, and R.sup.7 are independently hydrogen or linear or branched alkyl groups having 1 to 6 carbon atoms, halogen, or phenyl, provided that at least one of R.sup.4 and R.sup.5 and at least one of R.sup.6 and R.sup.7 are linear or branched alkyl groups having 1 to 6 carbon atoms, halogen, or phenyl, and
- each R.degree. is independently hydrogen or a group that is inert in the polymerization of epoxide group containing compounds.
Dependencies are inferred from the claim text.