Polyquarternium-1 synthesis methods
View Patent ↗A method of making antimicrobial quaternary ammonium polymers, comprising: a) mixing 1,4-bis-dimethylamino-2-butene, water, a first portion of triethanolamine and a first portion of acid; b) adding a 1,4-dihalo-2-butene and heating the reaction mixture; c) adding a second portion of triethanolamine and a second portion of acid, and d) isolating a quaternary ammonium polymer having a molecular weight of at least 26 k.
1. A method of making antimicrobial quaternary ammonium polymers, comprising:
a) mixing 1,4-bis-dimethylamino-2-butene, water, a first portion of triethanolamine and a first portion of acid;
b) adding a 1,4-dichloro-2-butene and heating the reaction mixture;
c) adding a second portion of triethanolamine and a second portion of acid, and
d) isolating a quaternary ammonium polymer having a molecular weight determined using the proton NMR method of at least 26,000.
2. The method of claim 1 , wherein said quaternary ammonium polymers include polyquaternium-1 having a molecular weight of at least 28,000.
3. The method of claim 1 , wherein the acid is selected from the group consisting of HCl, H 2 SO 4 and H 3 PO 4 .
4. The method of claim 1 , wherein the acid is HCl.
5. The method of claim 1 , wherein the 1,4-dichloro-2-butene is added drop-wise.
6. The method of claim 1 , wherein the molar ratio of 1,4-bis-dimethylamino-2-butene to triethanolamine is from about 10:1 to about 1:5.
7. The method of claim 1 , wherein the molar ratio of triethanolamine to acid in said first portion is from about 10:1 to about 1:10.
8. The method of claim 1 , wherein the molar ratio of triethanolamine to acid in said second portion is from about 10:1 to about 1:100.
9. The method of claim 1 , wherein the molar ratio of triethanolamine to acid in said first and second portions is from about 5:1 to about 1:5.
10. The method of claim 1 , wherein the reaction temperature is from about 10° C. to about 90° C.
11. The method of claim 1 , wherein the reaction time is from about 1 hour to about 40 hours.
12. A method of making Polyquaternium-1, comprising:
a) mixing 1,4-bis-dimethylamino-2-butene, water, a first portion of triethanolamine and a first portion of acid;
b) introducing a 1,4-dichloro-2-butene and heating the reaction mixture;
c) adding a second portion of triethanolamine and a second portion of acid, and
d) isolating Polyquaternium-1 having a molecular weight determined using the proton NMR method of 26,000 or more, at a yield of at least about 50%.
13. The method of claim 12 , wherein said quaternary ammonium polymers include polyquaternium-1 having a molecular weight of at least 28,000.
14. The method of claim 12 , wherein the acid is selected from the group consisting of HCl, H 2 SO 4 and H 3 PO 4 .
15. The method of claim 12 , wherein the acid is HCl.
16. The method of claim 12 , wherein the 1,4-dichloro-2-butene is added drop-wise.
17. The method of claim 12 , wherein the molar ratio of 1,4-bis-dimethylamino-2-butene to triethanolamine is from about 10:1 to about 1:5.
18. The method of claim 12 , wherein the molar ratio of triethanolamine to acid in said first portion is from about 10:1 to about 1:10.
19. The method of claim 12 , wherein the molar ratio of triethanolamine to acid in said second portion is from about 10:1 to about 1:100.
20. The method of claim 12 , wherein the molar ratio of triethanolamine to acid in said first and second portions is from about 5:1 to about 1:5.
21. The method of claim 12 , wherein the reaction temperature is from about 10° C. to about 90° C.
22. The method of claim 12 , wherein the reaction time is from about 1 hour to about 40 hours.