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 Aminourethanes, a process for their preparation and their use

Details
Inventors: Honel, Michael; Ziegler, Peter; Walz, Gerd; Lenz, Rudiger; Foedde, Hartmut; Brindopke, Gerhard;
Assignee: Hoechst Aktiengesellschaft (DE)
Primary Examiner: Welsh; Maurice J.
Assistant Examiner:
Attorney, Agent or Firm: Bierman and Muserlian

Aminourethanes, a process for their preparation and their use The invention relates to aminourethanes composed essentially of structural units derived from (A) polyamines of the general formula (I) an/or (II ##STR1## (B) if appropriate, further polyamines, (C) compounds containing, on average, at least one terminal 2-oxo-1,3-dioxolane group per molecule and (D) if appropriate, compounds having a monofunctional reaction, as chain stoppers. The invention also relates to a process for the preparation of these aminourethanes and to their use, in particular in paint formulations and especially in electrodeposition paints.

DETAILED DESCRIPTION We claim: 1.
An aminourethane composed essentially of structural units derived from (A) polyamines of the formula (I) and/or (II) ##STR18## in which R denotes --(CR.
sup.
1 R.
sup.
2).
sub.
n Z.
sup.
1 --CR.
sup.
3 R.
sup.
4).
sub.
m Z.
sup.
2 --CR.
sup.
5 R.
sup.
6).
sub.
1 ].
sub.
k, Z.
sup.
1 and Z.
sup.
2 denote O, S, NH, N-alkyl having up to 8 carbon atoms, N-phenyl, N-monoalkylphenyl, N-dialkylphenyl or N-trialkylphenyl having 1 to 4 carbon atoms per alkyl group, a divalent phenylene radical which is optionally substituted and/or a chemical bond, R.
sup.
1 to R.
sup.
6 denote H, CH.
sub.
3, C.
sub.
2 H.
sub.
5, phenyl or monoalkylphenyl, dialkylphenyl or trialkylphenyl having 1 to 4 carbon atoms per alkyl group, n, m and l denote 0 to 12, the sum of n+m+l being .
gtoreq.
2, k denotes 1 to 6; p denotes 1 to 5; and D denotes (1) ##STR19## in which A represents an aliphatic radical having 2 to 5 carbon atoms, j represents 1 to 5, and B represents H, (C.
sub.
1 -C.
sub.
4)-alkyl or (HO).
sub.
j A-, (2) ##STR20## in which G represents (C.
sub.
1 -C.
sub.
18)-alkyl, or (C.
sub.
5 -C.
sub.
9)-cycloalkyl which can be substituted by (C.
sub.
1 -C.
sub.
3)-alkyl groups and E represents H or G, or denotes (3) L which represents (C.
sub.
2 -C.
sub.
8)-alkoxy, or (C.
sub.
5 -C.
sub.
15)-acyloxy, (B) if appropriate, further polyamines, (C) compounds containing on average at least one terminal 2-oxo-1,3-dioxolane group per molecule, and (D) if appropriate, compounds having a monofunctional reaction, as chain-stoppers.
2.
An aminourethane as claimed in claim 1, wherein, in the formulae (I)/(II), Z.
sup.
1 and Z.
sup.
2 denote O, NH, N-(C.
sub.
1 -C.
sub.
6)-alkyl or a chemical bond; R.
sup.
1 to R.
sup.
6 denote H, CH.
sub.
3 or C.
sub.
2 H.
sub.
5 ; n, m and l denote 0 to 6; k denotes 1 to 3; and p denotes 1 or 2.
3.
An aminourethane as claimed in claim 1, wherein R represents a divalent hydrocarbon radical which has 1 to 18 carbon atoms and which can be interrupted by NH groups.
4.
An aminourethane as claimed claim 1, wherein R represents a radical from a compound of the group comprising 1,6-hexanediamine in which the methyl groups are optionally substituted, in addition, by one or two methyl or ethyl groups, trimethylhexamethylenediamine, 2-methylpentanediamine, 2-ethylbutanediamine, 6,6'-iminobishexylamine, 4,7-dioxadecane-1,10-diamine, 4,9-dioxadecane-1,12-diamine, 4,7,10-trioxatridecane-1,13-diamine or polyoxypropylenediamine having an average molecular weight of approx



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