IP Library Granted Patent US 9,656,946
Granted Patent B2
US 9,656,946 · App. 15/060,979 · Granted May 23, 2017

Method of making a templating agent

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Quick Facts
Patent No.
US 9,656,946
App. No.
15/060,979
Granted
May 23, 2017
Kind
B2
Abstract

A method for preparing 1-adamantyltrimethylammonium methylcarbonate or N,N-dimethyl-3,5-dimethylpiperidinium methylcarbonate is disclosed. The method comprises reacting dimethyl carbonate and 3,5-dimethylpiperidine or a 1-adamantylamine compound and in the presence of water in a sealed vessel at a temperature of from 80 to 200° C. The 1-adamantylamine compound is 1-adamantylamine, 1-adamantylmethylamine, or mixtures thereof.

Claims (9)

1. A method for preparing 1-adamantyltrimethylammonium methylcarbonate, comprising reacting 1-adamantylamine compound and dimethyl carbonate in the presence of water in a sealed vessel at a temperature of from 80 to 200° C., wherein the 1-adamantylamine compound is selected from the group consisting of 1-adamantylamine, 1-adamantylmethylamine, and mixtures thereof.

2. The method of claim 1 wherein the molar ratio of dimethyl carbonate: the 1-adamantylamine compound is in the range of 5 to 20.

3. The method of claim 1 wherein the molar ratio of dimethyl carbonate: the 1-adamantylamine compound is in the range of 8 to 14.

4. The method of claim 1 wherein the molar ratio of water:the 1-adamantylamine compound is in the range of 1 to 4.

5. The method of claim 1 wherein the reaction of the 1-adamantylamine compound with dimethyl carbonate is performed at a temperature in the range of 120-160° C.

6. The method of claim 1 wherein the 1-adamantylamine compound is 1-adamantylamine.

7. The method of claim 1 further comprising reacting the 1-adamantyltrimethylammonium methylcarbonate with calcium hydroxide in the presence of a water to produce 1-adamantyltrimethylammonium hydroxide.

8. The method of claim 7 wherein the molar ratio of calcium hydroxide: 1-adamantyltrimethylammonium methylcarbonate is in the range of 1.05 to 1.75.

9. The method of claim 7 wherein the reaction of 1-adamantyltrimethylammonium methylcarbonate with calcium hydroxide in the presence of water is performed at reflux.

Assignments (1)
CHANGE OF ADDRESS Recorded Jan 14, 2026
From: JOHNSON MATTHEY PUBLIC LIMITED COMPANY
To: JOHNSON MATTHEY PUBLIC LIMITED COMPANY
Reel/Frame 074703/0733 →