Antioxidant polydihydropyridazine and polypyridazine foams from 1,2,4,5-tetrazine
View Patent ↗Antioxidant polymer foams and uses thereof are described herein. These foams are synthesized using a Carboni-Lindsey reaction of 1,2,4,5-tetrazine with a polymer having alkenyl functional groups. The foams feature dihydropyridazine functional groups which can be oxidized to consume surrounding reactive oxidizing chemicals and are consequently antioxidant.
1. A method for producing a tetrazine compound in a one-pot synthesis,
wherein the tetrazine compound is a 1,2,4,5-tetrazine compound according to the formula:
wherein the method comprises:
a. adding a formamidine compound to a reaction vessel;
b. adding a hydrazine compound to said reaction vessel;
c. subsequently adding a nitrite compound to said reaction vessel; and
d. subsequently adding an acid to said reaction vessel;
wherein the formamidine compound, the hydrazine compound, the nitrite compound and the acid react to form the 1,2,4,5-tetrazine compound, wherein a molar ratio of the formamidine compound: the hydrazine compound: the nitrite compound of ranges from about 0.5-1.5: 1-3: 1-3, and wherein the method is effective for producing a reaction yield of the 1,2,4,5-tetrazine compound that is at least about 50%.
2. The method of claim 1 , wherein the formamidine compound is formamidine acetate.
3. The method of claim 1 , wherein the hydrazine compound is hydrazine monohydrate.
4. The method of claim 1 , wherein the nitrite compound is sodium nitrite, potassium nitrite or silver nitrite.
5. The method of claim 1 , wherein the acid is acetic acid.
6. The method of claim 1 , wherein the method is performed at room temperature.
7. The method of claim 1 , wherein the formamidine compound and the hydrazine compound react to form a solid.
8. The method of claim 7 , wherein aqueous solvent is added to the reaction vessel and dissolves the solid before addition of the nitrite compound or the acid.