Manufacturing method of purified 1-chloro-2,3,3,3-Tetrafluoropropene and purified 1-chloro-2,3,3,3-tetrafluoropropene (Z)

Patent metadata

Field	Value
Publication number	US-10370313-B2
Application number	US-201816105407-A
Country	US
Kind code	B2
Filing date	Aug 20, 2018
Priority date	Feb 26, 2016
Publication date	Aug 6, 2019
Grant date	Aug 6, 2019

Abstract

There is provided a method of efficiently manufacturing purified 1224yd containing 1224yd at a high concentration from a mixture containing 1224yd and a compound that forms an azeotropic composition or an azeotropic-like composition with 1224yd. A manufacturing method of purified 1224yd, includes making a first mixture of 1224yd and a compound (X1) forming an azeotropic composition or an azeotropic-like composition with 1224yd to be brought into contact with a first extraction solvent to obtain purified 1224yd not substantially containing the compound (X1).

First claim

What is claimed is:

1. A method of manufacturing purified 1-chloro-2,3,3,3-tetrafluoropropene, the method comprising:
making a first mixture of 1-chloro-2,3,3,3-tetrafluoropropene and a compound (X1) that forms an azeotropic composition or an azeotropic-like composition with 1-chloro-2,3,3,3-tetrafluoropropene, and
contacting the first mixture with a first extraction solvent to obtain purified 1-chloro-2,3,3,3-tetrafluoropropene not substantially comprising the compound (X1).

2. A method of manufacturing purified 1-chloro-2,3,3,3-tetrafluoropropene (Z), the method comprising:
making a second mixture of 1-chloro-2,3,3,3-tetrafluoropropene (Z) and a compound (X2) that forms an azeotropic composition or an azeotropic-like composition with 1-chloro-2,3,3,3-tetrafluoropropene (Z), and
contacting the second mixture with a second extraction solvent to obtain purified 1-chloro-2,3,3,3-tetrafluoropropene (Z) not substantially comprising the compound (X2).

3. The method of claim 1 , wherein the compound (X1) is a compound which exhibits a relative volatility between 1-chloro-2,3,3,3-tetrafluoropropene and the compound (X1) in the first mixture of 0.9 to 1.1.

4. The method of claim 2 , wherein the compound (X2) is a compound which exhibits a relative volatility between 1-chloro-2,3,3,3-tetrafluoropropene (Z) and the compound (X2) in the second mixture of 0.9 to 1.1.

5. The method of claim 1 , wherein the first extraction solvent is a solvent capable of making the relative volatility between 1-chloro-2,3,3,3-tetrafluoropropene and the compound (X1) smaller than 0.85 or larger than 1.15.

6. The method of claim 2 , wherein the second extraction solvent is a solvent capable of making the relative volatility between 1-chloro-2,3,3,3-tetrafluoropropene (Z) and the compound (X2) smaller than 0.85 or larger than 1.15.

7. The method of claim 1 , wherein the first extraction solvent is one selected from the group consisting of an alcohol having 1 to 3 carbon atoms and a carbonyl compound having 2 to 4 carbon atoms other than the carbon atom of a carbonyl group.

8. The method of claim 2 , wherein the second extraction solvent is one selected from the group consisting of an alcohol having 1 to 3 carbon atoms and a carbonyl compound having 2 to 4 carbon atoms other than the carbon atom of a carbonyl group.

9. The method of claim 1 , further comprising:
obtaining a third mixture by mixing the first mixture and the first extraction solvent, and
distilling the third mixture.

10. The method of claim 9 , wherein the mixing is performed at a molar ratio of the first extraction solvent with respect to 1-chloro-2,3,3,3-tetrafluoropropene of 0.4 to 200.

11. The method of claim 2 , further comprising:
obtaining a fourth mixture by mixing the second mixture and the second extraction solvent, and
distilling the fourth mixture.

12. The method of claim 11 , wherein the mixing is performed at a molar ratio of the second extraction solvent with respect to 1-chloro-2,3,3,3-tetrafluoropropene (Z) of 0.4 to 200.

13. The method of claim 1 , wherein the first mixture is an azeotropic composition or an azeotropic-like composition.

14. The method of claim 2 , wherein the second mixture is an azeotropic composition or an azeotropic-like composition.

15. The method of claim 1 , wherein the compound (X1) is 1-chloro-1,2,2,3,3,3-hexafluoropropane, 1-chloro-1,1,2,2,3,3-hexafluoropropane, 1-chloro-1,3,3,3-tetrafluoropropene, or 2-chloro-1,3,3,3-tetrafluoropropene.

16. The method of claim 2 , wherein the compound (X2) is 1-chloro-1,2,2,3,3,3-hexafluoropropane, 1-chloro-1,1,2,2,3,3-hexafluoropropane, 1-chloro-1,3,3,3-tetrafluoropropene, 2-chloro-1,3,3,3-tetrafluoropropene, or 1-chloro-2,3,3,3-tetrafluoropropene (E).

17. The method of claim 1 , wherein the first extraction solvent is a saturated hydrocarbon having 5 to 12 carbon atoms, a halogenated hydrocarbon having 1 to 10 carbon atoms which does not have an ether bond, an alcohol having 1 to 3 carbon atoms, or a carbonyl compound.

18. The method of claim 1 , wherein the first extraction solvent is methanol, ethanol, or acetone.

19. The method of claim 2 , wherein the second extraction solvent is a saturated hydrocarbon having 5 to 12 carbon atoms, a halogenated hydrocarbon having 1 to 10 carbon atoms which does not have an ether bond, an alcohol having 1 to 3 carbon atoms, or a carbonyl compound.

20. The method of claim 2 , wherein the first extraction solvent is methanol, ethanol, or acetone.

Assignees

• Agc Inc

Inventors

• Taniguchi Tomoaki
• Nomura Jumpei
• Sakai Takayuki
• Hayase Takashi

Classifications

• C07C17/38 Primary

  Separation; Purification; Stabilisation; Use of additives · CPC title

• C07C21/18

  containing fluorine · CPC title

• B01D3/143

  by two or more of a fractionation, separation or rectification step · CPC title

• C07C17/383 Primary

  by distillation · CPC title

• B01D11/04

  of solutions which are liquid · CPC title