RU-2025138393-A - METHOD FOR PRODUCING A FURONITRILE COMPOUND AND A METHOD FOR PRODUCING A CARBONATE ESTER

Inventors

• УМЕЗУ, Рётаро
• ИМАДА, Син-итиро
• СИНКАЙ, Юсукэ
• ХАРАДА, Хидэфуми
• ИСОБЭ, Такэхико

Assignees

• МИЦУБИСИ ГАЗ КЕМИКАЛ КОМПАНИ, ИНК.

Dates

Publication Date

20260504

Application Date

20240703

Priority Date

20230704

Claims (20)

1. 1. A method for producing a furonitrile compound, comprising a dehydration reaction represented by the following formula (1), in which the furamide compound is dehydrated,
2. wherein said dehydration reaction includes a contact step in which the furamide compound and the diluent are brought into contact with the catalyst in the gas phase:
3. in the formula (1), R 1 represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms and optionally having a substituent, an alkoxy group having 1 to 20 carbon atoms and optionally having a substituent, a cycloalkyl group having 6 to 20 carbon atoms and optionally having a substituent, an aryl group having 6 to 20 carbon atoms and optionally having a substituent, a cycloalkoxy group having 6 to 20 carbon atoms and optionally having a substituent, an aryloxy group having 6 to 20 carbon atoms and optionally having a substituent, or a cyclic compound group of a 3- to 20-membered ring containing at least two elements of different types and optionally having a substituent; and n represents an integer from 0 to 3.
4. 2. A method for producing a furonitrile compound according to claim 1, characterized in that R 1 is a hydrogen atom, an alkyl group containing from 1 to 20 carbon atoms, a cycloalkyl group containing from 6 to 20 carbon atoms, or an aryl group containing from 6 to 20 carbon atoms.
5. 3. A method for producing a furonitrile compound according to claim 1, characterized in that the temperature at which the furamide compound and the diluent are brought into contact with the catalyst in the contact stage is 150°C or higher.
6. 4. A method for producing a furonitrile compound according to claim 1, characterized in that the pressure in the reaction system at the contact stage is 101.3 kPa or lower.
7. 5. A method for producing a furonitrile compound according to claim 1, characterized in that the contact time of the furamide compound with the catalyst in the gas phase is 0.001 seconds or more and less than 10 seconds.
8. 6. A method for producing a furonitrile compound according to claim 1, characterized in that the catalyst contains an alkali metal.
9. 7. A method for producing a furonitrile compound according to claim 1, characterized in that the diluent contains at least one of a solvent and an inert gas.
10. 8. A method for producing a furonitrile compound according to claim 7, characterized in that the solvent contains at least an aromatic compound.
11. 9. A method for producing a furonitrile compound according to claim 8, characterized in that the aromatic compound is represented by the following formula (2):
12. where R 2 is each independently selected from an alkyl group containing from 1 to 10 carbon atoms and optionally containing a substituent, an alkoxy group containing from 1 to 10 carbon atoms and optionally containing a substituent, an aryl group containing from 6 to 30 carbon atoms and optionally containing a substituent, and an aryl group containing from 6 to 30 carbon atoms and optionally containing a substituent; and
13. a is an integer from 1 to 6.
14. 10. A method for producing a furonitrile compound according to claim 8, characterized in that the aromatic compound has one or two aromatic rings and one or more groups selected from an alkyl group, an alkoxy group, and an aryloxy group.
15. 11. A method for producing a furonitrile compound according to claim 8, characterized in that the aromatic compound includes at least any one of phenyl ether, 1,3,5-trimethylbenzene, p-cymene, and anisole.
16. 12. A method for producing a furonitrile compound according to claim 7, characterized in that the solvent is compatible with the furamide compound.
17. 13. A method for producing a furonitrile compound according to claim 7, characterized in that an inert gas in an evaporated state is used at the contact stage.
18. 14. A method for producing a furonitrile compound according to claim 7, characterized in that the inert gas contains at least gaseous nitrogen.
19. 15. A method for producing a carbonate ester, comprising:
20. a first reaction step that includes a reaction to produce a carbonate ester, in which an alcohol is allowed to react with carbon dioxide in the presence of a furonitrile compound to form a carbonate ester and water, and a hydration reaction in which the furonitrile compound is hydrated with the resulting water to form a furamide compound; and