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Details
Inventors: Hoenel, Michael; Pfeil, Armin; Budnick, Thomas; Schwan, Heiner;
Assignee: Vianova Resins GmbH (Mainz-Kastel, DE)
Primary Examiner: Gulakowski; Randy
Assistant Examiner:
Attorney, Agent or Firm: Foley & Lardner

This invention relates to coating compositions including one or more resins having amino-reactive groups; one or more polyamine curing agents; and one or more aminourethanes. The aminourethanes can be reaction products of (i) oligomeric or polymeric compounds which contain at least one, preferably two or more terminal 2-oxo-1,3-dioxolane groups (cyclic carbonate groups), and (ii) amines containing at least one primary, preferably two or more primary and, if desired, also secondary and tertiary amino groups. The ratios of equivalents of C1):C2) typically is from 1:1 to 1:10, preferably from 1:1.05 to 1:5 and particularly preferably from 1:1.1 to 1:2, and the end product preferably contains one or more free primary amino groups. The composition further may contain, if desired, pigments, fillers, one or more organic solvents, water and conventional additives.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The ratio of numbers of functional groups of polyamine curing agents (B): aminourethane (C) is generally from 5:95 to 95:5.
The ratio preferably is from 20:80 to 80:20 and particularly preferably from 30:70 to 70:30.
The polyamines useful as components (C2) preferably have the formula ##STR1## in which R.
sup.
1 is a divalent hydrocarbon radical, preferably a straight-chain or branched alkylene radical having 2 to 18 carbon atoms, preferably 2 to 4 carbon atoms, R.
sup.
2 is hydrogen, alkyl having 1 to 8 carbon atoms, preferably 1 to 4 carbon atoms, or hydroxyalkyl having 1 to 8 carbon atoms, preferably 1 to 2 carbon atoms, in the alkyl radical, R.
sup.
3 is selected from the same groups of residues as R.
sup.
2, and R.
sup.
2 and R.
sup.
3 may also form a cyclic ring compound, preferably a 5-, 6- or 7-membered aliphatic ring, or, if R.
sup.
2 is hydrogen, R.
sup.
3 may also be a group of the formula C.
sub.
1 to C.
sub.
8 -alkyl-COO--CH.
sub.
2 --CH(OH)--CH.
sub.
2 --, C.
sub.
1 to C.
sub.
18 -alkyl--O--CH.
sub.
2 --CH(OH)--CH.
sub.
2 --, NC--CH.
sub.
2 --CH.
sub.
2 -- or C.
sub.
1 to C.
sub.
18 -alkyl--CHOH--CH.
sub.
2 --, and A is a chemical bond or is --(R.
sup.
1 --NH).
sub.
r --R.
sup.
1 NH in which r is zero or an integer from 1 to 6 and R.
sup.
1 is as defined above.
Examples of polyamines useful in the invention include poly-alkyleneamines, such as ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, propylenediamine, dipropylenetriamine etc.
, and also 2,2,4- and/or 2,4,4-trimethylhexamethylenediamine, bis(3-aminopropyl)amine, N,N-bis(3-aminopropyl)ethylenediamine, neopentanediamine, 2-methyl-1,5-pentanediamine, 1,3-diaminopentane, hexamethylenediamine etc.
, and also cycloaliphatic amines such as 1,2- or 1,3-diaminocyclohexane, 1,4-diamino-3,6-diethylcyclohexane, 1,2-diamino-4-ethylcyclohexane, 1-cyclohexyl-3,4-diaminocyclohexane, isophoronediamine and reaction products thereof 4,4'-diaminodicyclohexylmethane and -propane, 2,2-bis(4'-amino-cyclohexyl)methane and -propane, 3,3'-dimethyl-4,4'-di-aminodicyclohexylmethane, 3-amino- 1-cyclohexylaminopropane, 1,4-bis(3-aminopropyl)piperazine, 1,3- and 1,4-bis(aminomethyl)cyclohexane



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