METHOD FOR PRODUCING C2-C20 FLUORINE-CONTAINING ORGANIC ACID, AND COMPOSITION COMPRISING C2-C20 FLUORINE-CONTAINING ORGANIC ACID

• US 20190330135A1
• Filed: 06/09/2017
• Published: 10/31/2019
• Est. Priority Date: 06/16/2016
• Status: Active Grant

• Current Assignee: Daikin Industries Ltd
• Original Assignee: Daikin Industries Ltd
• Inventors: ITATANI, Shuuji, OHASHI, Mihoko
• Granted Patent: US 10,759,731 B2
• Time in Patent Office: Days
• CPC Class Codes: C07C 303/22 from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
• CPC Class Codes: C07C 303/44 Separation; Purification
• CPC Class Codes: C07C 309/06 containing halogen atoms, or nitro or nitroso groups bound to the carbon skeleton
• CPC Class Codes: C07C 51/363 by introduction of halogen; by substitution of halogen atoms by other halogen atoms
• CPC Class Codes: C07C 51/44 by distillation
• CPC Class Codes: C07C 51/48 by liquid-liquid treatment
• CPC Class Codes: C07C 53/21 containing fluorine
• CPC Class Codes: C07C 59/315 containing halogen

Abstract

There is provided a method for producing a C2-C20 fluorine-containing organic acid with reduced fluorine-free organic compound. A method for producing a C2-C20 fluorine-containing organic acid, wherein the method comprises contacting a mixture containing a C2-C20 fluorine-containing organic acid and a fluorine-free organic compound with a concentrated sulfuric acid and then separating a C2-C20 fluorine-containing organic acid phase from a concentrated sulfuric acid phase, wherein the contacting is conducted such that an amount of water present in the concentrated sulfuric acid phase is 10% by mass or less, and the C2-C20 fluorine-containing organic acid is obtained in the form of the C2-C20 fluorinated organic acid phase having a reduced content ratio of the fluorine-free organic compound compared with said mixture.

Claims

1. A method for producing a C2-C20 fluorine-containing organic acid, wherein the method comprises contacting a mixture containing a C2-C20 fluorine-containing organic acid and a fluorine-free organic compound with a concentrated sulfuric acid and then separating a C2-C20 fluorine-containing organic acid phase from a concentrated sulfuric acid phase, wherein the contacting is conducted such that an amount of water present in the concentrated sulfuric acid phase is 10% by mass or less, and the C2-C20 fluorine-containing organic acid is obtained in the form of the C2-C20 fluorinated organic acid phase having a reduced content ratio of the fluorine-free organic compound compared with said mixture.

2. The method according to claim 1, wherein the fluorine-free organic compound comprises a C1-C50 fluorine-free organic compound.

3. The method according to claim 2, wherein the fluorine-free organic compound comprises at least one selected from the group consisting of a C1-C50 fluorine-free carboxylic acid and derivative thereof, a C8-C50 fluorine-free hydrocarbon, a C6-C50 fluorine-free phenol, a C1-C30 fluorine-free alcohol, a C8-C50 fluorine-free polyether and a C10-C20 fluorine-free alkyl group-containing ionic compound.

4. The method according to claim 1, wherein the C2-C20 fluorine-containing organic acid comprises at least one selected from the group consisting of a C2-C20 fluorocarboxylic acid and salts thereof.

5. The method according to claim 1, wherein the mixture containing the C2-C20 fluorine-containing organic acid and the fluorine-free organic compound is previously subjected to dehydration treatment.

6. The method according to claim 5, wherein the dehydration treatment is carried out by washing the mixture containing the C2-C20 fluorine-containing organic acid and the fluorine-free organic compound with a sulfuric acid aqueous solution having a sulfuric acid concentration of 70% by mass or more.

7. A composition comprising a C2-C20 fluorine-containing organic acid and a fluorine-free organic compound, wherein a content of the fluorine-free organic compound in the composition is 0.001 to 0.1 ppm by mass.

8. The composition according to claim 7, wherein the fluorine-free organic compound comprises a C1-C50 fluorine-free organic compound.

9. The composition according to claim 8, wherein the fluorine-free organic compound comprises at least one selected from the group consisting of a C1-C50 fluorine-free carboxylic acid and derivative thereof, a C8-C50 fluorine-free hydrocarbon, a C6-C50 fluorine-free phenol, a C1-C30 fluorine-free alcohol, a C8-C50 fluorine-free polyether and a C10-C20 fluorine-free alkyl group-containing ionic compound.

10. The composition according to claim 7, wherein the C2-C20 fluorine-containing organic acid comprises at least one selected from the group consisting of a C2-C20 fluorocarboxylic acid and salts thereof.

11. The composition according to claim 7, wherein a content of water in the composition is 0.1% by mass or less.