Two-component binder system with cyclocarbonate and epoxy groups

Patent metadata

Field	Value
Publication number	US-10179871-B2
Application number	US-201615279504-A
Country	US
Kind code	B2
Filing date	Sep 29, 2016
Priority date	Apr 4, 2014
Publication date	Jan 15, 2019
Grant date	Jan 15, 2019

Abstract

The present invention relates to a binder system containing a resin component and a curing agent component, wherein the resin comprises at least one compound carrying at least two cyclic carbonate groups and at least one compound carrying at least two epoxy groups, and the curing agent comprises at least one multifunctional amine as well as the use of the binder system as an adhesive/sealant and the use of this adhesive/sealant.

First claim

The invention claimed is:

1. A two component binder system containing resin component (A) and curing agent component (B), wherein:
(i) Component (A) comprises at least one compound containing at least two cyclic carbonate groups and at least one compound containing at least two epoxy groups; and
(ii) Component (B) comprises: a first compound containing at least two (—NHR—) atomic groups and having a molecular weight of 60 g/mol to 500 g/mol, and a second compound containing at least two (—NHR—) atomic groups and having a molecular weight of greater than 500 g/mol, wherein R is H, an alkyl or aryl radical.

2. The binder system according to claim 1 , wherein the at least one compound containing at least two cyclic carbonate groups is a polymer containing cyclic carbonate groups selected from the group consisting of optionally alkoxylated castor oil, optionally alkoxylated dimer diol, polyethers, polyether polyols, polyesters, polyester polyols, polycarbonates, polycarboxylic acids, polyacrylates, polymethacrylates, polyamides, polyamines, polyurethanes, and mixtures thereof.

3. The binder system according to claim 1 , wherein the at least one compound containing at least two cyclic carbonate groups is a reaction product of cyclic hydroxyalkyl carbonate with a polymer containing isocyanate groups.

4. The binder system according to claim 1 , wherein the at least one compound containing at least two cyclic carbonate groups is a reaction product of cyclic hydroxyalkyl carbonate having a five-membered or six-membered carbonate ring with a polymer containing isocyanate groups.

5. The binder system according to claim 1 , wherein the at least one compound containing at least two cyclic carbonate groups is a reaction product of a glycerin carbonate with a polymer containing isocyanate groups.

6. The binder system according to claim 1 , wherein the at least one compound containing at least two cyclic carbonate groups is a reaction product of cyclic hydroxyalkyl carbonate with an isocyanate group-terminated polyurethane prepolymer that is the reaction product of a polyol with an aromatic diisocyanate.

7. The binder system according to claim 1 , wherein the at least one compound containing at least two cyclic carbonate groups is a reaction product of cyclic hydroxyalkyl carbonate with an isocyanate group-terminated polyurethane prepolymer that is the reaction product of a polyol with an average molecular weight Mw of 75 to 2000 g/mol with methylene diphenyl diisocyanate.

8. The binder system according to claim 1 , wherein the compound containing at least two epoxy groups is an aliphatic epoxy.

9. The binder system according to claim 1 , wherein the compound containing at least two epoxy groups is an aliphatic epoxy with an EEW of 120 to 350 g/mol.

10. The binder system according to claim 1 , wherein the first and second compounds of Component (B) are:
(i) selected from the group consisting of alkylene diamines, cycloalkylene diamines, amine-functionalized polyalkylene glycols, and polyfunctional amines;
(ii) a polymer or a highly branched polymer or a dendrimer, selected from the group consisting of polyamines, polyimines, polyethers, polyamides, polyaminoamides, polyurethanes, polyolefins, polyvinyl amines, and mixtures thereof; or
(iii) a mixture of the compounds according to (i) and (ii).

11. A cured reaction product of a mixture comprising Component (A) and Component (B) of claim 1 .

12. A two-component adhesive comprising the binder system of claim 1 .

13. A two-component adhesive comprising the binder system of claim 1 , wherein the adhesive is solvent-free.

14. A two-component adhesive comprising the binder system of claim 1 , wherein the adhesive further comprises solvent.

15. A food package comprising a laminate of at least two films with the binder system of claim 1 disposed therebetween.

16. A food package comprising a laminate of at least two films bonded together by cured reaction products of an adhesive comprising the binder system of claim 1 .

17. A method for producing an adhesive or sealant using the binder system of claim 1 , comprising:
providing the binder system of claim 1 ;
mixing component (A) with component (B) in a ratio of carbonate groups to primary amino groups of 30:1 to 0.2:1, wherein the mixing ratio is to be applied to secondary amino groups in the absence of primary amino groups.

18. A method for producing an adhesive or sealant using the binder system of claim 1 , comprising:
providing the binder system of claim 1 ;
mixing component (A) with component (B) in a ratio of carbonate groups to primary amino groups of 5:1 to 0.5:1, wherein the mixing ratio is to be applied to secondary amino groups in the absence of primary amino groups.

19. A method for producing an adhesive or sealant using the binder system of claim 1 , comprising:
providing the binder system of claim 1 ; and
mixing component (A) with component (B) in a ratio of carbonate groups to primary amino groups of about 1:1, wherein the mixing ratio is to be applied to secondary amino groups in the absence of primary amino groups.

20. The binder system according to claim 1 , wherein the first compound containing at least two (—NHR—) atomic groups has a molecular weight of 60 g/mol to 300 g/mol.

21. The binder system according to claim 20 , wherein the second compound containing at least two (—NHR—) atomic groups has a molecular weight of 500 g/mol to 5,000,000 g/mol.

22. The binder system according to claim 21 , wherein the second compound containing at least two (—NHR—) atomic groups has a molecular weight of 600 g/mol to 20,000 g/mol.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Lammerschop Olaf
• Kinzelmann Hans-Georg
• Hemery Therese

Classifications

• C08J7/0427

  with only one layer of a composition containing a polymer binder (with more layers C08J7/042) · CPC title

• C07D317/36

  Alkylene carbonates; Substituted alkylene carbonates · CPC title

• C08G71/00

  Macromolecular compounds obtained by reactions forming a ureide or urethane link, otherwise, than from isocyanate radicals in the main chain of the macromolecule · CPC title

• C08J5/18

  Manufacture of films or sheets · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title