Phenalkamine epoxy curing agents from methylene bridged poly(cyclohexyl-aromatic) amines and epoxy resin compositions containing the same
AssigneeEvonik Operations GmbH
InventorsGauri Sankar Lal, Michael Cook
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Abstract
The present invention relates to a new structural class of phenalkamine, phenalkamine curing agent compositions, methods of making such phenalkamine, and methods of making such compositions. The phenalkamine curing agent compositions of the present invention can be prepared by reacting cardanol with an aldehyde compound and a mixture of methylene bridged poly(cycloaliphatic-aromatic)amines. These curing-agent compositions may be used to cure, harden, and/or crosslink an epoxy resin.
Claims5
A curing agent composition comprising a phenalkamine mixture comprising six phenalkamines of formulas (VII), (VIII), (IX), (X), (XI), and (XII):
- wherein n=0, 2, 4, or 6;
- and R′=H, C1-C10 alkyl, Ph, a C5-C6 cycloaliphatic group, or a C5-C10 aromatic group and further comprising an additional amine having at least two amine functionalities selected from
- diethylenetriamine (DETA), triethylenetetramine (TETA), tetraethylenepentamine (TEPA), pentaethylenehexamine (PEHA), hexamethylenediamine (HMDA), 1,3-pentanediamine, 2-methyl-1,5-pentanediamine, triaminononane, N-(2-aminoethyl)-1,3-propanediamine (N3-Amine), N,N′-1,2-ethanediylbis-1,3-propanediamine (N4-amine), dipropylenetriamine;
- an arylaliphatic amine, m-xylylenediamine (mXDA), p-xylylenediamine, a cycloaliphatic amine, 1,3-bis(aminomethyl)cyclohexylamine (1,3-BAC), isophorone diamine (IPDA), 4,4′-methylenebiscyclohexanamine, 1,2-diaminocyclohexylamine (DCHA), aminopropylcyclohexylamine (APCHA), a methylene bridged poly (cycloaliphatic-aromatic) amine, an aromatic amine, m-phenylenediamine, diaminodiphenylmethane (DDM), diaminodiphenylsulfone (DDS);
- a polyalkoxyamine where the alkoxy group can be an oxyethylene, oxypropylene, oxy-1,2-butylene, oxy-1,4-butylene or co-polymers thereof, 4,7-dioxadecane-1,10-diamine, I-propanamine, 3,3′-(oxybis(2,1-ethanediyloxy))bis(diaminopropylated diethylene glycol), poly(oxy-(methyl-1,2-ethanediyl)), α-(2-aminomethylethyl) ω-(2-aminomethylethoxy), triethyleneglycoldiamine and oligomers, poly(oxy(methyl-1,2-ethanediyl)), αα′-(oxydi-2,1-ethanediyl)bis(ω-(aminomethylethoxy)), bis(3-amino-propyl)polytetrahydrofuran 350, bis(3-aminopropyl)polytetrahydrofuran 750, poly(oxy(methyl-1,2-ethanediyl)), α-hydro-ω-(2-aminomethylethoxy)ether with 2-ethyl-2-(hydroxymethyl)-1,3-propanediol (3:I), and diaminopropyldiaminopropyl dipropylene glycol,
- amidoamine and polyamide curing agents and
- Mannich bases of phenolic compounds with amines and formaldehyde.
Dependencies are inferred from the claim text.