IP Library Granted Patent US 10,537,884
Granted Patent B2
US 10,537,884 · App. 16/161,662 · Granted Jan 21, 2020

Hierarchical aluminophosphates as catalysts for the Beckmann rearrangement

Inventors: Alan B. Levy (Randolph, NJ); Robert Raja (Fair Oak, GB); Stephanie H. Newland (Kintbury, GB); Scott R. Keenan (Marlton, NJ); Simon R. Bare (Naperville, IL)
Assignees: AdvanSix Resins & Chemicals LLC; University of Southampton
B01J29/84B01J29/041B01J29/83B01J29/85B01J29/89B01J35/109B01J35/1057B01J35/1061B01J37/03C01B37/08C01B39/54C07D223/10C07D225/02B01J2229/183
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Quick Facts
Patent No.
US 10,537,884
App. No.
16/161,662
Granted
Jan 21, 2020
Kind
B2
Abstract

Methods for producing lactams from oximes by performing a Beckmann rearrangement using a hierarchical porous aluminophosphate catalyst having interconnected microporous and mesoporous networks are provided. Exemplary catalysts include a plurality of weak Brønsted acid active sites, including silicon-containing aluminophosphates having the IZA framework code AFI, such as SAPO-5, CHA, such as SAPO-34, and FAU, such as SAPO-37.

Claims (29)

1. A method of making a catalyst for a Beckmann rearrangement reaction, wherein the catalyst is a hierarchical porous catalyst with a silicoaluminophosphate framework, a plurality of interconnected micropores, and a plurality of mesopores interconnected with the micropores, the method comprising:

combining an organosilane surfactant, at least one structure directing agent, a metal precursor, a silicon source, phosphoric acid, and water to form a mixture; wherein combining the organosilane surfactant, the structure directing agent, the metal precursor, the silicon source, the phosphoric acid, and the water to form the mixture includes:

mixing the metal precursor and the at least one structure directing agent together;

adding the silicon source to the mixture of the metal precursor and the at least one structure directing agent;

adding the organosilane surfactant to the mixture after adding the silicon source;

adding the water to the mixture after adding the organosilane surfactant; and

adding the phosphoric acid to the mixture after adding the water;

heating the mixture to form a solid; and

calcining the solid to form the catalyst, wherein the organosilane surfactant includes dimethyloctadecyl[3-(trimethoxysilyl)propyl]ammonium chloride and the metal precursor includes aluminum;

wherein the catalyst is a hierarchical SAPO-34 catalyst.

2. The method of claim 1 , wherein the at least one structure directing agent includes tetramethylammonium hydroxide.

3. The method of claim 1 , wherein the silicon source includes fumed silica.

4. The method of claim 1 , wherein the metal precursor includes aluminum isopropoxide.

5. The method of claim 1 , wherein the mesopores have a pore diameter from 15 Å to 50 Å.

6. The method of claim 1 , wherein the micropores have a pore diameter from 3 Å to 10 Å.

7. A method of making a catalyst for a Beckmann rearrangement reaction, wherein the catalyst is a hierarchical porous catalyst with a silicoaluminophosphate framework, a plurality of interconnected micropores, and a plurality of mesopores interconnected with the micropores, the method comprising:

combining an organosilane surfactant, at least one structure directing agent, a metal precursor, a silicon source, phosphoric acid, and water to form a mixture; wherein combining the organosilane surfactant, the structure directing agent, the metal precursor, the silicon source, the phosphoric acid, and the water to form the mixture includes:

mixing the metal precursor and the phosphoric acid together with a portion of the water to form a first solution;

adding the organosilane surfactant to the at least one structure directing agent to form a second solution;

adding the silicon source to the second solution; and

adding the second solution including the silicon source to the first solution to form the mixture;

heating the mixture to form a solid; and

calcining the solid to form the catalyst, wherein the organosilane surfactant includes dimethyloctadecyl[3-(trimethoxysilyl)propyl]ammonium chloride and the metal precursor includes aluminum;

wherein the catalyst is a hierarchical SAPO-37 catalyst.

8. The method of claim 7 , wherein the at least one structure directing agent includes tetramethylammonium hydroxide and tetrapropylammonium hydroxide.

9. The method of claim 7 , wherein the silicon source includes fumed silica.

10. The method of claim 7 , wherein the metal precursor includes boehmite.

11. The method of claim 7 , wherein the mesopores have a pore diameter from 15 Å to 50 Å.

12. The method of claim 7 , wherein the micropores have a pore diameter from 3 Å to 10 Å.

Assignments (1)
SECURITY INTEREST Recorded Oct 27, 2021
From: ADVANSIX INC.; ADVANSIX RESINS & CHEMICALS LLC
To: TRUIST BANK, AS ADMINISTRATIVE AGENT
Reel/Frame 057940/0794 →
Continuity (3)
Continuation 14953800 · Nov 30, 2015
Provisional Application 62092471 · Dec 16, 2014
Related Publication 20190046963A1 · Feb 14, 2019