IP Library Granted Patent US 10,654,817
Granted Patent B2
US 10,654,817 · App. 15/981,148 · Granted May 19, 2020

Organo-1-oxa-4-azonium cyclohexane compounds

Inventors: Christopher P. Nicholas (Evanston, IL); Mark A. Miller (Niles, IL); Melissa M. Galey (Chicago, IL); Benjamin D. Yuhas (Evanston, IL); Sesh Prabhakar (Hoffman Estates, IL)
C07D295/037C07D295/023C07D295/027
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Quick Facts
Patent No.
US 10,654,817
App. No.
15/981,148
Granted
May 19, 2020
Kind
B2
Abstract

Novel 1-oxa-4-azonium cyclohexane salts are described. These compounds can be used as structure directing agents, and they overcome many of the typical problems associated with OSDA synthesis and subsequent zeolite synthesis. Methods for synthesis of the 1-oxa-4-azonium cyclohexane salts from a variety of starting materials are also described. A substituted hydrocarbon is added to water to form a mixture, and a 1-oxa-4-azacyclohexane derivative is then added. The reaction mixture stirred until a solution containing the 1-oxa-4-azonium cyclohexane salt is obtained.

Claims (7)

1. A morpholinium compound comprising a 1-oxa-4-azonium cyclohexane salt having a structure of:

wherein R 1 -R 8 are independently selected from H or an alkyl group having the formula C n H 2n+1 , R 9 is C 2 H 5 , where n is in the range from 1 to 4, X is halide or hydroxide, the total number of C atoms in the molecule is in the range of 11 to 24, and R 10 is an alkyl group having the formula C m H 2m , where m is in the range from 3 to 8 and is connected to the 4 and 4′ N atoms at positions x and y of the alkyl chain where x and y are independently selected from 1 to m; with the proviso that: when R 1 -R 8 are H, R 9 is C 2 H 5 , R 10 is C 6 H 12 , x is 1, and y is 6, X is hydroxide.

2. The morpholinium compound of claim 1 wherein X is hydroxide.

3. The morpholinium compound of claim 1 wherein R 1 -R 8 are H.

4. The morpholinium compound of claim 1 wherein x is 1, and y is m.

5. The morpholinium compound of claim 1 wherein when R 9 is an alkyl group and X is hydroxide.

6. The morpholinium compound of claim 1 wherein R 9 is an alkyl group and n is 1, m is 4, x is 1, and y is 4.

Continuity (3)
Continuation In Part 15334154 · Oct 25, 2016
Division 14561132 · Dec 4, 2014
Related Publication 20180265486A1 · Sep 20, 2018