Method for producing saturated aldehyde from 1,2-alkanediol

Patent metadata

Field	Value
Publication number	US-9393554-B2
Application number	US-201414654996-A
Country	US
Kind code	B2
Filing date	Feb 4, 2014
Priority date	Feb 6, 2013
Publication date	Jul 19, 2016
Grant date	Jul 19, 2016

Abstract

Provided is a method that produces a saturated aldehyde from a 1,2-alkanediol in high yield. Disclosed is a method for producing a saturated aldehyde from a 1,2-alkanediol in the presence of a regular mesoporous material.

First claim

The invention claimed is:

1. A method for producing a saturated aldehyde, the method comprising contacting a 1,2-alkanediol with a regular mesoporous material to convert the 1,2-alkanediol into a saturated aldehyde, wherein the regular mesoporous material is a regular mesoporous material obtained by reacting a layered silicate with a surfactant.

2. The method according to claim 1 , wherein an average pore size of the regular mesoporous material is 2.0 nm or more and 10.0 nm or less.

3. The method according to claim 1 , wherein an acid quantity of the regular mesoporous material is 1.0 mmol/g or more and 10.0 mmol/g or less.

4. The method according to claim 1 , wherein the layered silicate is selected from kanemite (NaHSi 2 O 5 .3H 2 O), sodium disilicate crystals (α, β, γ, σ-Na 2 Si 2 O 5 ), makatite (Na 2 Si 4 O 9 .5H 2 O), ilerite (Na 2 Si 8 O 17 .xH 2 O), magadiite (Na 2 Si 14 O 29 .xH 2 O), and kenyaite (Na 2 Si 20 O 41 .xH 2 O).

5. The method according to claim 1 , wherein the regular mesoporous material is FSM-16.

6. The method according to claim 1 , wherein the 1,2-alkanediol is 1,2-propanediol.

7. The method according to claim 1 , wherein the saturated aldehyde is propionaldehyde.

8. The method according to claim 1 , wherein the 1,2-alkanediol is contacted with a regular mesoporous material such that W/F is 0.01 g·min/ml or more and 1000 g·min/ml or less.

9. The method according to claim 1 , wherein a temperature of the regular mesoporous material during the contacting is set to 200° C. or higher and 800° C. or lower.

10. The method according to claim 1 , wherein
the 1,2-alkanediol is 1,2-propanediol,
the saturated aldehyde is propionaldehyde,
the 1,2-propanediol is contacted with the regular mesoporous material such that W/F is 0.01 g·min/ml or more and 1000 g·min/ml or less,
a temperature of the regular mesoporous material during the contacting is set to 200° C. or higher and 800° C. or lower, and
the yield of propionaldehyde is at least 42.5%.

11. The method according to claim 10 , wherein the regular mesoporous material is FSM-16.

12. The method according to claim 10 , wherein the regular mesoporous material is MCM-41.

13. The method according to claim 1 , wherein the yield of saturated aldehyde is at least 42.5%.

14. The method according to claim 1 , wherein the yield of saturated aldehyde is at least 42.5%-63.0%.

15. The method according to claim 10 , wherein the yield of propionaldehyde is 42.5%-63.0%.

Assignees

• Tokushima University
• Mitsubishi Rayon Co

Inventors

• Sugiyama Shigeru
• Katou Yuuki
• Yasukawa Toshiya
• Akihara Shuji
• Ninomiya Wataru

Classifications

• B01J29/0308 Primary

  Mesoporous materials not having base exchange properties, e.g. Si-MCM-41 · CPC title

• C07C47/02

  Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen · CPC title

• C07C45/52 Primary

  by dehydration and rearrangement involving two hydroxy groups in the same molecule · CPC title

• B01J29/035

  {Microporous crystalline materials not having base exchange properties, such as} silica polymorphs, e.g. silicalites · CPC title

• B01J35/1061

  Operations & Transport · mapped topic