Film ozonolysis in a tubular or multitubular reactor

Patent metadata

Field	Value
Publication number	US-10071944-B2
Application number	US-201515320250-A
Country	US
Kind code	B2
Filing date	Jun 19, 2015
Priority date	Jun 20, 2014
Publication date	Sep 11, 2018
Grant date	Sep 11, 2018

Abstract

The disclosure relates to a method of performing ozonolysis or ozone-based oxidation on a liquid or emulsified reagent using a tubular falling film 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 a tubular falling film reactor with one or multiple tubes wherein the combined ozone and carrier gas flow is co-current, and wherein the gas flow rate is from 10 to 1500 L/min.

2. The method of claim 1 , wherein the diameter of the tube(s) is between 5 mm and 5 m.

3. The method of claim 2 , wherein the diameter of the tube(s) is between 5 and 30 mm.

4. The method of claim 1 , wherein the tube diameter is between 50 mm and 5 m and an annular element is added in to regulate gas flow and to add additional film surface area.

5. The method of claim 1 , wherein the length of the tube(s) is greater than 1 m and less than 20 m.

6. The method of claim 1 , wherein the distribution of gas within the tube(s) may be controlled by annular spaces for gas flow within the tube(s).

7. The method of claim 1 , wherein multiple falling film tube reactors are used in series to process a continuous stream of liquid or emulsified reagent.

8. 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 is from 10 to 1500 L/min.

9. The method of claim 8 , 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.

10. The method of claim 8 , wherein the length of the tubes is greater than 1 m and less than 20 m.

11. The method of claim 10 , wherein the length of the tubes is greater than 1 m and less than 7 m.

12. The method of claim 8 , wherein the internal diameter of the tubes is between 5 mm and 5 m.

13. The method of claim 12 , wherein the internal diameter of the tubes is between 5 mm and 30 mm.

14. The method of claim 8 , wherein the feeding pressure of the gaseous reagent is between 0.1 and 5 bar.

15. The method of claim 14 , wherein the feeding pressure of the gaseous reagent is between 0.1 and 0.5 bar.

16. The method of claim 8 , wherein the feeding overpressure of the liquid or emulsified reagent with respect to the feeding pressure of the gaseous reagent is between 5 and 15 cm of liquid column.

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

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

19. The method of claim 18 , wherein the product is methoxymelonal.

20. The method of claim 1 , wherein the liquid or emulsified reagent comprises fatty acid methyl esters (FAME).

21. The method of claim 1 , wherein the liquid or emulsified reagent comprises a mono- or di-unsaturated monoterpene or terpene derivative or tertiary amine.

22. The method of claim 1 , wherein the reagent introduced into the reactor is any compound that is susceptible to ozone oxidation.

23. The method of claim 1 , wherein the carrier gas is O 2 or mixture of N 2 and O 2 .

24. The method of claim 1 , wherein the gas flow rate is about 150 L/min.

25. The method of claim 1 , wherein the length of the tube(s) is greater than 1 m and less than 7 m.

26. The method of claim 1 , wherein the length of the tube(s) is from 1.7 m to 6 m.

27. The method of claim 8 , wherein the gas flow rate is about 150 L/min.

28. The method of claim 8 , wherein the length of the tube(s) is from 1.7 m to 6 m.

Assignees

• P2 Science Inc

Inventors

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

Classifications

• C07C45/40 Primary

  by oxidation with ozone; by ozonolysis · CPC title

• C07C2601/16

  the ring being unsaturated · CPC title

• C07C51/34

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

• B01J19/247

  Suited for forming thin films · CPC title

• B01J10/02

  of the thin-film type · CPC title