IP Library Granted Patent US 8,118,968
Granted Patent B2
US 8,118,968 · App. 11/620,952 · Granted Feb 21, 2012

Two-component bonding agent

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Quick Facts
Patent No.
US 8,118,968
App. No.
11/620,952
Granted
Feb 21, 2012
Kind
B2
Abstract

A bonding agent system is provided that contains at least components (A) and (B), where (A) is at least one compound with at least two cyclic carbonate groups and (B) is at least one compound with at least two primary and/or secondary amine groups. The bonding agent system is particularly suitable for use as a two-component adhesive or sealant and has very good adhesion to various substrates.

Claims (26)

1. A bonding agent system comprising at least component (A) and component (B), wherein:

a) component (A) comprises at least one compound with at least two cyclic carbonate groups, with component (A) having an average molecular weight (M n ) of at least 1000 g/mol; and

b) component (B) comprises at least one compound with at least one (NH 2 )— atom group and at least one (NHR—)-atom grouping, wherein R is H, an alkyl group or an aryl group;

wherein the ratio of carbonate groups to NH 2 groups is 5:1 to 0.5:1.

2. The bonding agent system according to claim 1 , wherein component (A) has an average molecular weight (M n ) of 1500 g/mol to 100,000 g/mol.

3. The bonding agent system according to claim 1 , wherein component (A) comprises a polymer carrying at least two cyclic carbonate groups selected from the group of fat chemical compounds, polyethers, polyether polyols, polyesters, polyester polyols, polycarbonates, polycarboxylic acids, polyacrylates, polymethacrylates, polyamides, polyamines, polyurethanes and mixtures thereof.

4. The bonding agent system according to claim 1 , wherein component (A) comprises a reaction product of a cyclic hydroxyalkyl carbonate with a polymer, carrying an anhydride group, C 1 -C 4 -alkyl ester group or isocyanate group.

5. The bonding agent system according to claim 4 , wherein the cyclic hydroxyalkyl carbonate has a 5-membered or 6-membered carbonate ring.

6. The bonding agent system according to claim 1 , wherein component (A) comprises an addition product of carbon dioxide to a polymer carrying an epoxide group.

7. The bonding agent system according to claim 1 , wherein component (A) is additionally comprised of a compound carrying a cyclic carbonate group with an average molecular weight (M n )<1000 g/mol in an amount of up to 60 wt. % based on component (A).

8. The bonding agent system according to claim 1 , wherein component (B) is comprised of at least one of component (B1) or component (B2) and wherein component (B1) has at least two (—NHR—)-atom groupings and an average molecular weight (M n ) of 60 g/mol to 500 g/mol and component (B2) has at least two (—NHR—)-atom groupings and an average molecular weight (M n ) of >500 g/mol.

9. The bonding agent system according to claim 8 , wherein component (B2) has an average molecular weight (M n ) of 800 g/mol to 2,000,000 g/mol.

10. The bonding agent system according to claim 8 , wherein component (B1) is selected from the group consisting of alkylenediamines, cycloalkylenediamines, amino functionalized polyalkylene glycols and compounds of the general formula H 2 N—(CH 2 CH 2 —NH) x —CH 2 CH 2 —NH 2 , with 2≦x≦10.

11. The bonding agent system according to claim 8 , wherein component (B2) is a polymer selected from the group consisting of polyamines, polyimines, polyethers, polyamides, polyamino amides, polyurethanes, polyolefins, polyvinylamines and mixtures thereof.

12. The bonding agent system according to claim 8 , wherein component (B2) is a highly branched polymer.

13. The bonding agent system according to claim 1 , wherein component (A) comprises a reaction product of glycerine carbonate with an isocyanate group-containing polyurethane prepolymer.

14. The bonding agent system according to claim 1 , wherein component (B) comprises at least one compound of the general formula H 2 N—(CH 2 CH 2 NH) X —CH 2 CH 2 —NH 2 , with 2≦x≦10.

15. The bonding agent system according to claim 1 , wherein component (B) comprises at least one polyimine.

16. The bonding agent system according to claim 1 , wherein component (B) comprises at least one amino functionalized polyalkylene glycol.

17. The bonding agent system according to claim 1 , wherein component (B) comprises at least one cycloalkylene diamine.

18. The bonding agent system according to claim 1 , wherein component (A) comprises a reaction product of glycerine carbonate with an isocyanate group-containing polyurethane prepolymer and component (B) comprises at least one member selected from the group consisting of amino functionalized polyalkylene glycols, cycloalkylene diamines, polyimines, compounds of the general formula H 2 N—(CH 2 CH 2 —NH) x —CH 2 CH 2 —NH 2 , with 2≦x≦10, and alkylenediamines.

19. A process for manufacturing an adhesive/sealant using the bonding agent system according to claim 1 , wherein component (A) is mixed with component (B) in a ratio of carbonate groups to primary amine groups of 30:1 to 0.2:1, wherein in the absence of primary amine groups the mixing ratio is to be applied to secondary amine groups.

20. A method of bonding a first substrate and a second substrate, said method comprising using the bonding agent system according to claim 1 .

21. The method of claim 20 , wherein component (A) and component (B) are mixed to form a mixture and said mixture is coated on at least one side of said first substrate before bonding said first substrate to said second substrate.

22. The method of claim 20 , wherein both the first substrate and the second substrate are plastic films, which may be identical to or different from each other.

23. A composite film produced by the method of claim 20 .

Assignments (2)
CHANGE OF NAME Recorded Sep 8, 2010
From: HENKEL KGAA
To: HENKEL AG & CO. KGAA
Reel/Frame 024950/0741 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 13, 2007
From: MOELLER, THOMAS; KINZELMANN, HANS-GEORG
To: HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN
Reel/Frame 019006/0493 →