Method of making a templating agent
View Patent ↗A method for preparing 1-adamantyltrimethylammonium hydroxide is disclosed. The method comprises reacting 1-adamantyldimethylamine with dimethyl carbonate to produce 1-adamantyltrimethylammonium methylcarbonate, which is then reacted with calcium hydroxide or magnesium hydroxide in the presence of water to produce 1-adamantyltrimethylammonium hydroxide.
1. A method for preparing 1-adamantyltrimethylammonium hydroxide, comprising:
(a) reacting the 1-adamantyldimethylamine with dimethyl carbonate to produce 1-adamantyltrimethylammonium methylcarbonate, wherein the molar ratio of dimethylcarbonate:1-adamantyldimethylamine is in the range of 3 to 5; and
(b) reacting the 1-adamantyltrimethylammonium methylcarbonate with calcium hydroxide or magnesium hydroxide in the presence of a water to produce 1-adamantyltrimethylammonium hydroxide.
2. The method of claim 1 wherein the molar ratio of calcium hydroxide or magnesium hydroxide:1-adamantyltrimethylammonium methylcarbonate is in the range of 1.05 to 1.75.
3. The method of claim 1 wherein the reaction of 1-adamantyltrimethylammonium methylcarbonate with calcium hydroxide or magnesium hydroxide in the presence of water is performed at reflux.
4. The method of claim 1 wherein the reaction of 1-adamantyldimethylamine with dimethyl carbonate is performed at a temperature in the range of 120-160° C.
5. The method of claim 1 wherein the 1-adamantyltrimethylammonium methylcarbonate is reacted with calcium hydroxide.
6. A method for preparing 1-adamantyltrimethylammonium hydroxide, comprising:
(a) producing 1-adamantyldimethylamine by reacting 1-adamantylamine hydrochloride, formaldehyde, formic acid, and an inorganic base to produce 1-adamantyldimethylamine, wherein the molar ratio of formaldehyde:1-adamantylamine hydrochloride is in the range of 2.1 to 2.4 and the molar ratio of formic acid:1-adamantylamine hydrochloride is in the range of 2.3 to 2.7;
(b) reacting the 1-adamantyldimethylamine with dimethyl carbonate to produce 1-adamantyltrimethylammonium methylcarbonate, wherein the molar ratio of dimethyl carbonate:1-adamantyldimethylamine is in the range of 3 to 5; and
(c) reacting the 1-adamantyltrimethylammonium methylcarbonate with calcium hydroxide or magnesium hydroxide in the presence of a water to produce 1-adamantyltrimethylammonium hydroxide.
7. The method of claim 6 wherein the inorganic base is a hydroxide, a carbonate or a bicarbonate of a Group I metal.
8. The method of claim 6 wherein the inorganic base is sodium hydroxide.
9. The method of claim 6 wherein the reaction of 1-adamantylamine hydrochloride, formaldehyde, formic acid, and the inorganic base is performed by mixing 1-adamantylamine hydrochloride and formic acid, followed by the addition of the inorganic base, and then adding the formaldehyde.
10. The method of claim 6 wherein the 1-adamantyltrimethylammonium methylcarbonate is reacted with calcium hydroxide.
11. The method of claim 6 wherein the molar ratio of calcium hydroxide or magnesium hydroxide:1-adamantyltrimethylammonium methylcarbonate is in the range of 1.05 to 1.75.
12. The method of claim 6 wherein the reaction of 1-adamantyltrimethylammonium methylcarbonate with calcium hydroxide or magnesium hydroxide in the presence of water is performed at reflux.
13. The method of claim 6 wherein the reaction of 1-adamantyldimethylamine with dimethyl carbonate is performed at a temperature in the range of 120-160° C.
14. The method of claim 6 wherein the 1-adamantyltrimethylammonium methylcarbonate is reacted with calcium hydroxide.