Film ozonolysis in a tubular or multitubular reactor

Patent metadata

Field	Value
Publication number	US-10428001-B2
Application number	US-201816057235-A
Country	US
Kind code	B2
Filing date	Aug 7, 2018
Priority date	Jun 20, 2014
Publication date	Oct 1, 2019
Grant date	Oct 1, 2019

Abstract

The disclosure relates to a method of performing ozonolysis or ozone-based oxidation on a liquid or emulsified reagent using a tubular falling firm reactor with one or multiple tubes wherein the combined ozone and carrier gas flow is co-current.

First claim

What is claimed is:

1. A method of performing ozonolysis or ozone-based oxidation on a liquid or emulsified reagent using an industrial scale tubular falling film reactor with one or multiple tubes wherein the combined ozone and carrier gas flow is co-current, and wherein the ozonolysis occurs continuously without accumulation of large amounts of hazardous intermediates, and wherein the tubes are cooled by flow of a coolant; and
wherein the gas flow rate is from 10 to 1500 L/min in each of said tube or tubes.

2. The method of claim 1 , wherein the diameter of the tube(s) is between 5 mm and 5 m, and the feeding pressure of the gaseous reagent is between 0.1 and 5 bar.

3. The method of claim 1 , wherein the diameter of the tube(s) is between 5 mm and 5 m, and wherein the feeding pressure of the gaseous reagent is between 0.1 and 0.5 bar.

4. The method of claim 1 , wherein the diameter of the tube(s) is between 5 mm and 30 mm, and the feeding pressure of the gaseous reagent is between 0.1 and 5 bar.

5. The method of claim 1 , wherein the diameter of the tube(s) is between 5 and 30 mm, and wherein the feeding pressure of the gaseous reagent is between 0.1 and 0.5 bar.

6. The method of claim 1 , wherein the diameter of the tube(s) is between 10 mm and 25 mm, and the feeding pressure of the gaseous reagent is between 0.1 and 5 bar.

7. The method of claim 1 , wherein the diameter of the tube(s) is between 10 and 25 mm, and wherein the feeding pressure of the gaseous reagent is between 0.1 and 0.5 bar.

8. The method of claim 2 , wherein the gas flow rate is about 150 L/min in each of said tube or tubes.

9. The method of claim 3 , wherein the gas flow rate is about 150 L/min in each of said tube or tubes.

10. The method of claim 4 , wherein the gas flow rate is about 150 L/min in each of said tube or tubes.

11. The method of claim 5 , wherein the gas flow rate is about 150 L/min in each of said tube or tubes.

12. The method of claim 6 , wherein the gas flow rate is about 150 L/min in each of said tube or tubes.

13. The method of claim 7 , wherein the gas flow rate is about 150 L/min in each of said tube or tubes.

14. The method of claim 1 , wherein the gas flow rate is about 150 L/min in each of said tube or tubes.

15. The method of claim 1 , wherein the coolant maintains the temperature between 0° C. and 50° C.

16. A method of performing ozonolysis or ozone-based oxidation on a liquid or emulsified reagent with a gaseous reagent comprising ozone and one or more carrier gases, the method comprising:
(a) feeding the liquid or emulsified reagent from a common liquid or emulsified reagent feeding chamber that is maintained completely full through annular slots and into a plurality of parallel and substantially identical tubes, as to form a liquid or emulsified reagent film on the internal surface of each tube;
(b) feeding the gaseous reagent through the annular slots and into the tubes from a gaseous reagent feeding chamber, the feeding pressure of the gaseous reagent being substantially the same as the pressure loss from the gaseous reagent flow through the tubes containing the liquid or emulsified reagent film, but less than the feeding pressure of the liquid or emulsified reagent; and
(c) cooling the tubes by flowing a liquid coolant through a housing surrounding the tubes; and wherein the gas flow rate in each of said parallel tubes is from 10 to 1500 L/min.

17. The method of claim 16 , further comprising (d) collecting reaction product(s) and gaseous reagent exhaust in one or more product containers connected to the end of the tubes opposite that connected to the annular slots.

18. The method of claim 1 , wherein the length of the tubes is greater than 1 m and less than 20 m.

19. The method of claim 16 , wherein the length of the tubes is greater than 1 m and less than 20 m.

20. The method of claim 1 , wherein the liquid or emulsified reagent comprises hydroxycitronellene.

21. The method of claim 1 , wherein the liquid or emulsified reagent comprises methoxycitronellene.

22. The method of claim 21 , wherein the product is methoxymelonal.

23. The method of claim 16 , wherein the gas flow rate in each of said parallel tubes is about 150 L/min.

Assignees

• P2 Science Inc

Inventors

• Foley Patrick
• Burns Neil
• Chapeaux Alexandre
• Adami Icilio
• Milicia Antonio

Classifications

• C07C51/34

  by oxidation with ozone; by hydrolysis of ozonides · CPC title

• C07C45/40 Primary

  by oxidation with ozone; by ozonolysis · CPC title

• C02F2101/30

  Organic compounds · CPC title

• C07C2601/16

  the ring being unsaturated · CPC title

• C02F2201/784

  Diffusers or nozzles for ozonation · CPC title