IP Library Granted Patent US 9,321,723
Granted Patent B2
US 9,321,723 · App. 14/471,737 · Granted Apr 26, 2016

Method of making a templating agent

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Quick Facts
Patent No.
US 9,321,723
App. No.
14/471,737
Granted
Apr 26, 2016
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 (8)

1. A method for preparing N,N-dimethyl-3,5-dimethylpiperidinium methylcarbonate, comprising reacting dimethyl carbonate and 3,5-dimethylpiperidine in the presence of water in a sealed vessel at a temperature of from 80 to 200° C.

2. The method of claim 1 wherein the molar ratio of dimethyl carbonate: 3,5-dimethylpiperidine is in the range of 5 to 20.

3. The method of claim 1 wherein the molar ratio of dimethyl carbonate: 3,5-dimethylpiperidine is in the range of 8 to 14.

4. The method of claim 1 wherein the molar ratio of water: 3,5-dimethylpiperidine is in the range of 1 to 4.

5. The method of claim 1 wherein the reaction of 3,5-dimethylpiperidine with dimethyl carbonate is performed at a temperature in the range of 120-160° C.

6. The method of claim 1 further comprising reacting the N,N-dimethyl-3,5-dimethylpiperidinium methylcarbonate with calcium hydroxide in the presence of a water to produce 1N,N-dimethly-3,-5-dimethlypiperidinium hydroxide.

7. The method of claim 6 wherein the molar ratio of calcium hydroxide: N,N-dimethyl-3,5-dimethylpiperidinium methylcarbonate is in the range of 1.05 to 1.75.

8. The method of claim 7 wherein the reaction of N,N-dimethyl-3,5-dimethylpiperidinium methylcarbonate with calcium hydroxide in the presence of water is performed at reflux.

Assignments (2)
CHANGE OF ADDRESS Recorded Jan 14, 2026
From: JOHNSON MATTHEY PUBLIC LIMITED COMPANY
To: JOHNSON MATTHEY PUBLIC LIMITED COMPANY
Reel/Frame 074703/0733 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 31, 2014
From: BRYAN, RICHARD CHARLES
To: JOHNSON MATTHEY PLC
Reel/Frame 034077/0890 →