Curable organic polymer comprising at least one acylurea unit, its preparation and use
The present invention suggests a curable organic polymer comprising at least one acylurea unit represented by structural formula (I): Moreover, the present invention suggests a process for the preparation of said polymer and the use of said curable organic polymer for the preparation of a cured composition and for the preparation of hydroxyurethanes.
1. A process for the preparation of hydroxyurethanes comprising crosslinking a curable organic polymer comprising at least one acylurea unit represented by structural formula (I):
at its bound cyclic carbonate group with an at least bifunctional amine.
2. The process of claim 1 , wherein the curable organic polymer comprises 3 to 12 acylurea units.
3. The process of claim 1 , characterized in that the curable organic polymer is represented by structural formula (II):
with n=1 to 12 and wherein R 1 is selected from straight-chain, branched or cyclic C 1-12 -alkyl groups, C 6-10 -aryl groups, C 6-14 -aralkyl groups, and C 6-14 -alkaryl groups and in that the polymer is terminated by terminal groups, which are, in each case independently of one another, selected from:
wherein R 2 , R 3 and R 4 are independently of one another selected from straight-chain, branched or cyclic C 1-12 -alkyl groups, C 6-10 -aryl groups, C 6-12 -aralkyl groups, C 6-12 -alkaryl groups, C 1-4 -alkoxy-C 2-120 -(poly)(oxyalkylene) groups, polyester groups and polycarbonate groups.
4. The process of claim 3 , characterized in that R 2 is an alkoxy-polyoxyethylene group with a molecular weight of 76 to 2000.
5. The process according to claim 1 , wherein the curable organic polymer is prepared by reacting 2-oxo-1,3-dioxolane-4-carboxylic acid of formula (III):
with a polymer comprising at least one carbodiimide unit represented by structural formula (IV):
6. The process of claim 5 , characterized in that 0.5 to 2.0 equivalents of 2-oxo-1,3-dioxolane-4-carboxylic acid of formula (III) are used per carbodiimide unit of formula (IV).
7. The process of claim 5 , characterized in that the reaction is performed at 20-100° C.
8. The process of claim 5 , characterized in that the reaction is carried out in the presence of a solvent.
9. The process of claim 5 , characterized in that the reaction is performed in the presence of a catalyst selected from tertiary amines, organometallic compounds, and mixtures thereof.
10. The process according to claim 3 , wherein the curable organic polymer is prepared by reacting 2-oxo-1,3-dioxolane-4-carboxylic acid of formula (III):
with a polymer comprising at least one carbodiimide unit represented by structural formula (IV):
11. The process of claim 5 , characterized in that the reaction is performed at 20-30° C.
12. The process of claim 5 , characterized in that the reaction is carried out in the presence of a solvent selected from acetone, THF, toluene and dioxane.
13. The process of claim 2 , wherein the curable organic polymer comprises 4 to 8 acylurea units.
14. A hydroxyurethane prepared according to the process of claim 1 .
15. The process of claim 10 , characterized in that the reaction is performed at 20-30° C.
16. The process of claim 10 , characterized in that the reaction is carried out in the presence of a solvent selected from acetone, THF, toluene and dioxane.