Method of making a cyclic guanidine from dicyandiamide and coating compositions containing same
View Patent ↗The present invention is directed to a method for preparing a cyclic guanidine comprising reacting (i) a cyanamide, (ii) a polyamine, and (iii) a weak acid. The present invention is also directed to a coating composition comprising the cyclic guanidine.
1. A method for preparing a cyclic guanidine comprising reacting (i) cyanamide and (ii) a polyamine, and (iii) a weak acid.
2. The method according to claim 1 , wherein the (i) cyanamide comprises a dicyandiamide.
3. The method according to claim 1 , wherein the (ii) polyamine comprises dipropylene triamine.
4. The method according to claim 1 , wherein the method further comprises reacting (iii) a weak acid with components (i) and (ii).
5. The method according to claim 4 , wherein the (iii) acid comprises a phenol, a thiol, a sulfide, a bicarbonate, a carbonate, polymerization reaction products of any of the foregoing compounds, or combinations thereof.
6. The method according to claim 5 , wherein the phenol comprises bisphenol A, tert-butyl phenol, nonylphenol, polymerization reaction products of any of the foregoing compounds, or combinations thereof.
7. The method according to claim 1 , wherein the reaction product of components (i) and is further reacted with an epoxy compound.
8. A method of producing a polymeric resin comprising reacting the following ingredients:
(a) a cyclic guanidine reaction product of: (i) a cyanamide; (ii) a polyamine; and (iii) a weak acid;
(b) an amine; and
(c) an epoxy compound.
9. The method according to claim 8 , wherein the (c) epoxy compound comprises propylene oxide, butyl glycidyl ether, phenyl glycidyl ether, glycidyl neodecanoate, or combinations thereof.
10. The method according to claim 8 , wherein the (c) epoxy compound comprises a polyepoxide.
11. The method according to claim 10 , wherein the polyepoxide comprises a diglycidyl ether, polymerization reaction products of diglycidyl ethers, or combinations thereof.
12. The method according to claim 11 , wherein the diglycidyl ether comprises the diglycidyl ether of bisphenol A, polymerization reaction products of diglycidyl ether of bisphenol A, or combinations thereof.
13. The method according to claim 8 , wherein the (ii) amine is a monofunctional amine.
14. The method according to claim 8 , wherein the (ii) polyamine comprises dipropylene triamine.
15. The method according to claim 8 , wherein the (iii) acid comprises a phenol, a thiol, a sulfide, a bicarbonate, a carbonate, polymerization reaction products of any of the foregoing compounds, or combinations thereof.
16. The method according to claim 8 , wherein the method further comprises reacting (d) a polyamine, wherein the polyamine can be the same or different from (ii).
17. The method according to claim 8 , wherein the (i) cyanamide comprises dicyandiamide.
18. A method for preparing a cyclic guanidine comprising a six-member ring, the method comprising reacting (i) cyanamide; (ii) a polyamine; and, (iii) a weak acid.
19. The method of claim 1 , wherein the cyclic guanidine comprises a salt of the cyclic guanidine.
20. The method of claim 8 , wherein the cyclic guanidine comprises a salt of the cyclic guanidine.
21. The method of claim 18 , wherein the cyclic guanidine comprises a salt of the cyclic guanidine.