Claims
- 1. An aminourethane comprising structural units derived from (.alpha.) polyamines of the formula (I) ##STR23## in which R.sup.1 denotes a divalent hydrocarbon radical of 2 to 18 carbon atoms, and A is a chemical bond or --(R.sup.1 --NH).sub.r --R.sup.1 --NH--, in which r is zero or a whole number from 1 to 6 and R.sup.1 has the above meaning, structural units derived from (.beta.) oligomeric or polymeric compounds which contain at least two (1) terminal 2-oxo-1,2-dioxolane groups, and structural units derived from compounds (acting as chain stoppers) (.gamma.) of the group consisting of partially blocked polyisocyanates, monoepoxides and of amines of the formula (I') ##STR24## in which R.sup.1 and A have the above meaning, and R.sup.2 and R.sup.3 denote alkyl of 1 to 8 carbon atoms or hydroxyalkyl of 1 to 8 carbon atoms in the alkyl radical, and R.sup.2 and R.sup.3 can also form a cyclic ring compound, or R.sup.2 denotes hydrogen and R.sup.3 is at least one of the radicals (a) to (d): ##STR25## in which R is selected from the group consisting of a diglycidyl ether and diglycidyl ether optionally containing --NR.sup.2 groups wherein R.sup.2 is hydrogen or a divalent hydrocarbon, R.sup.4 represents hydroxyl or the radical ##STR26## in which PI is the radical of a polyisocyanate, R.sup.6 is the radical of an aliphatic, cycloaliphatic or alkylaromatic monohydric alcohol, of an aminoalcohol, of a ketoxime, of a CH-- or NH--acidic compound, B denotes the radical of a polyol, m is a whole number from 1 to 3 and n is a whole number from 1 to 6, or ##STR27## in which R, R.sup.4 and m have the previously mentioned meaning, R.sup.5 is hydrogen or R.sup.4, R.sup.7 denotes an alkyl radical of 1 to 8 carbon atoms and s represents a whole number from 1 to 6, ##STR28## (d) the groups R.sup.8 --CHOH--CH.sub.2 --O--CO-- or R.sup.8 --CHOH--CH.sub.2 -- in which R.sup.8 is hydrogen, alkyl of 1 to 18 carbon atoms or radicals of glyidyl esters or ethers or represents the group ##STR29## in which PI.sup.1 is the radical of a partially blocked polyisocyanate.
- 2. A process for preparing an aminourethane as claimed in claim 1 which comprises reacting (.alpha.) a polyamine of the formula (I) ##STR30## in which R.sup.1 and A have the meaning as claimed in claim 1, with (.beta.) an oligomeric or polymeric compound which contains at least two terminal 2-oxo-1,2-dioxolane groups, and (.gamma.) a chain stopper of the group consisting of partially blocked isocyanates, monoepoxides and amines of the formula (I') ##STR31## in which R.sup.1 to R.sup.3 and A have the meaning as claimed in claim 1.
- 3. The process as claimed in claim 2 wherein the oligomeric or polymeric compound (.beta.) has the formula (III) ##STR32## in which R has the meaning as claimed in claim 2 but corresponds in its valence to z, and z stands for 2 to 5.
- 4. A paint formulation containing as the binder, an aminourethane iof claim 1.
- 5. The paint formulation of claim 4 wherein the paint formulation is an aqueous formulation.
- 6. An electrocoating finish composition containing an aminourethane of claim 1.
- 7. The composition of claim 6 wherein the basic amino groups have been partially or completely neutralized.
- 8. An aminourethane as claimed in claim 1, wherein the amount of (.alpha.) is 35 to 85 mol-% and that of (.beta.) is 65 to 15 mol-%.
- 9. An aminourethane as claimed in claim 1 which has the formula (II) ##STR33## in which R.sup.1 to R.sup.4 and A have the above meaning, R.sup.2' is equal to R.sup.2, with the proviso that R.sup.2' only represents hydrogen if the nitrogen atom in question is not at the end of a chain, y denotes a whole number from 1 to 10 and R can be identical or different and stands for the radical of a diglycidyl ether or ester which may also contain (NR.sup.2)-- groups, where R.sup.2 has the above meaning, or for a divalent hydrocarbon radical of 2 to 18 carbon atoms.
- 10. An aminourethane as claimed in claim 1, which has the formula (IIa) ##STR34## in which R.sup.1 to R.sup.4 and A have the above meaning.
- 11. An aminourethane as claimed in claim 9, wherein R in the formulae (II) and (IIa) is the radical ##STR35## in which X is hydrogen or methyl, u is zero to 5 and v is 1 to 20.
- 12. An aminourethane as claimed in claim 9, wherein R in the formulae (II) and (IIa) represents the radical ##STR36## in which X and u have the meaning mentioned and R.sup.9 is O-alkyl-O, N-alkyl-N having in each case 2 to 18 carbon atoms in the alkyl radical and the radical of polyamines, polyols, polycaprolactonepolyols, OH-containing polyesters, polyethers, hydroxyl-, carboxyl- and amino-functional polymers oils, polycarboxylic acids, hydroxyl- or amino-functional polytetrahydrofurans and reaction products of polyamines with glycidyl esters of Versatic acid.
- 13. An aminourethane as claimed in claim 12, wherein R.sup.9 represents the radical ##STR37## where the radicals R.sup.7 and PI have the above meaning, R.sup.4' is equal to R.sup.4 and can additionally be hydrogen, R.sup.10 stands for the radicals listed under R.sup.9 with the exception of the polycarboxylic acids and the carboxyl-functional polymer oils or represents the radical
- --OOC--R.sup.11 --CO--R.sup.10' --CO--R.sup.11 --COO--
- in which R.sup.10' has the definition of R.sup.10 above and R.sup.11 denotes the aliphatic, cycloaliphatic or aromatic radical of a polycarboxylic acid.
- 14. An aminourethane as claimed in claim 9, wherein R in the formulae (II) and (IIa) is the radical ##STR38## in which X and u have the meaning mentioned and R.sup.12 is alkylene of 2 to 18 carbon atoms or the radical of a poly(sec.)amine or of an amino-functional polytetrahydrofuran.
- 15. An aminourethane as claimed in claim 9, wherein R in formula (II) or (IIa) is the radical ##STR39## in which X and u have the meaning mentioned, but u is preferably 1, and R.sup.13 represents the radical ##STR40## where R.sup.10 and PI have the previously mentioned definitions.
- 16. An aminourethane as claimed in claim 1, wherein some or all of the hydroxyl or amino groups present have been reacted with partially blocked polyisocyanates.
- 17. The process as claimed in claim 2, wherein the amount of (.alpha.) is 35 to 70 mol-% and that of (.beta.) is 65 to 30 mol-%.
- 18. The process as claimed in claim 3, wherein z stands for 2.
- 19. The process as claimed in claim 3, wherein R is the radical of a polyether, of a polyetherpolyol, of a polyester, of a polyesterpolyol, of an alkylene radical, of a poly(sec.)amine radical, of a reaction product of an epoxy-carbonate compound with polyamines, polyols, polycaprolacetonepolyols, OH-containing polyesters, polyethers, polyglycols, hydroxyl-, carboxyl- and amino-functional polymer oils, polycarboxylic acids, hydroxyl- or amino-functional polytetrahydrofurans or of a reaction product of polyamines with polyglycidyl esters of Versatic acid.
- 20. The process as claimed in claim 2, wherein compound (.beta.) has been prepared from epoxy carbonates of the formula (IV) ##STR41## by conversion of multifunctional compounds which are addable onto the epoxy group, R' corresponding to the meaning of R and the conversions being carried out under conditions where only the epoxy groups react and the carbonate groups are not attacked.
- 21. The process as claimed in claim 2, wherein the reaction is carried out at 20.degree. to 150.degree. C.
- 22. The process as claimed in claim 2, wherein the aminourethane obtained, preferably dissolved in an inert water-miscible organic solvent, has added to it with partial or complete neutralization of the basic amino groups a water-soluble acid and if desired water in such a way that the product is obtained in water-dilutable and electrodepositable disperse form.
Priority Claims (2)
Number |
Date |
Country |
Kind |
3604434 |
Feb 1986 |
DEX |
|
3624454 |
Jul 1986 |
DEX |
|
Parent Case Info
This is a continuation, of Ser. No. 013,404 filed Feb. 11, 1987, now abandoned.
US Referenced Citations (4)
Number |
Name |
Date |
Kind |
2802022 |
Groszos et al. |
Aug 1957 |
|
3084140 |
Gurgiolo et al. |
Apr 1963 |
|
4542173 |
Schupp et al. |
Sep 1985 |
|
4543376 |
Schupp et al. |
Sep 1985 |
|
Foreign Referenced Citations (7)
Number |
Date |
Country |
84301186 |
Feb 1984 |
EPX |
3246812 |
Jun 1984 |
DEX |
3311517 |
Oct 1984 |
DEX |
3311518 |
Oct 1984 |
DEX |
202317 |
Jun 1981 |
JPX |
202318 |
Jun 1981 |
JPX |
413824 |
Dec 1969 |
SUX |
Non-Patent Literature Citations (1)
Entry |
Int. Polymer Science & Technology, vol. 8, (1981) Nr. 5. |
Continuations (1)
|
Number |
Date |
Country |
Parent |
13404 |
Feb 1987 |
|