IP Library Granted Patent US 9,126,885
Granted Patent B2
US 9,126,885 · App. 13/959,096 · Granted Sep 8, 2015

Method for purifying 2,3,3,3-tetrafluoropropene

Inventors: Kazuyoshi Kurashima (Chiyoda-ku, JP); Kunio Watanabe (Chiyoda-ku, JP); Hiroshi Yamamoto (Chiyoda-ku, JP)
Assignee: Asahi Glass Company, Limited
C07C17/38
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Quick Facts
Patent No.
US 9,126,885
App. No.
13/959,096
Granted
Sep 8, 2015
Kind
B2
Abstract

To provide a method for purifying R-1234yf, whereby it is possible to efficiently remove even impurities such as R-1243zf, etc. which are difficult to separate by distillation purification, from a mixture containing R-1234yf as the main component and various impurities, such as a gas formed by reacting R-1214ya with hydrogen. The method for purifying R-1234yf comprises a step of bringing a mixture which contains R-1234yf as the main component and also contains hydrohaloalkene impurities other than R-1234yf and hydrohaloalkane impurities, into contact with a solvent that has an extraction/removal index (r), as represented by the formula r=[4×(δD−17.2) 2 +(δP−8.3) 2 +(δH−2.6) 2 ] 1/2 , of at most 6.5, so as to remove at least a part of the hydrohaloalkene impurities and hydrohaloalkane impurities.

Claims (13)

1. A method for purifying 2,3,3,3-tetrafluoropropene, the method comprising

bringing a mixture, which comprises 2,3,3,3-tetrafluoropropene as the main component and also comprises hydrohaloalkene impurities and hydrohaloalkane impurities, into contact with a solvent that has an extraction/removal index (r), as represented by formula (1), of at most 6.5, so as to remove at least a part of the hydrohaloalkene impurities and at least a part of the hydrohaloalkane impurities:

r=[ 4×(δ D− 17.2) 2 +(δ P− 8.3) 2 +(δ H− 2.6) 2 ] 1/2   (1)

wherein δD, δP and δH are Hansen solubility parameters of the solvent, which are, respectively, dispersion parameter, polar parameter and hydrogen bonding parameter of the solvent, the unit of each of which is (MPa) 1/2 .

2. The method according to claim 1 , wherein the hydrohaloalkene impurities comprise a hydrohalopropene.

3. The method according to claim 1 , wherein the hydrohaloalkane impurities comprise at least one of a hydrohalopropane and a hydrohaloethane.

4. The method according to claim 1 , wherein at least a part of at least one member selected from the group consisting of 3,3,3-trifluoropropene, 3,3-difluoropropene and 1,2,3,3,3-pentafluoropropene, as the hydrohaloalkene impurities, is removed from the mixture.

5. The method according to claim 1 , wherein at least a part of 3,3,3-trifluoropropene, as the hydrohaloalkene impurities, is removed from the mixture.

6. The method according to claim 1 , wherein at least a part of at least one member selected from the group consisting of 1,1,1,2-tetrafluoropropane, 1,1,1-triifluoropropane and 1-chloro-2,2,2-tetrafluoroethane, as the hydrohaloalkane impurities, is removed from the mixture.

7. The method according to claim 1 , wherein the mixture to be brought into contact with the solvent, is gaseous.

8. The method according to claim 1 , wherein the solvent is at least one selected from the group consisting of anisole, 4-bromo-1-butene, 2-bromobutane, butyl propionate, butyl mercaptan, 3-chloro-1-propene, 2-chloro-2-methylpropane, 1-chlorobutane, decyl aldehyde, dibutyl sebacate, dibutyl sulfide, 1,1-dichloroethane, 1,2-dichloropropane, diethyl ketone, diethylene glycol dibutyl ether, diethylene glycol dimethyl ether, diisodecyl phthalate, 3-heptanone, hexyl formate, isophorone, methyltrichlorosilane, 2-methyltetrahydrofuran, paraldehyde, tetrahydrofuran, 1,1,1-trichloroethane, 2,3-butanedione, 2-chloroethyl ethyl ether, 1,8-cineole, chlorocyclohexane, 1,1-dichloroacetone, dihydropyran, 1,3-dimethoxybutane, ethylene glycol butylmethyl ether, ethylene glycol dibutyl ether, menthofuran, menthyl acetate, 2-methoxytetrahydropyran, 3-methylcyclohexanone, 2-methyl-1,3-dioxolane, tetrahydropyran, trichloroacetonitrile, ethyl phenyl acetate, 4-methoxytoluene, ethylal, carvone, γ-dodecalactone, isobornyl acetate, methoxycyclopentane, and xylene.

9. The method according to claim 1 , wherein the solvent is at least one selected from the group consisting of anisole, 2-bromobutane, butyl propionate, 2-chloro-2-methylpropane, 1,1-dichloroethane, 1,2-dichloropropane, diethyl ketone, diethylene glycol dimethyl ether, hexyl formate, isophorone, paraldehyde, tetrahydrofuran, 2,3-butanedione, 1,1-dichloroacetone, menthofuran, 2-methoxytetrahydropyran, 3-methylcyclohexanone, 2-methyl-1,3-dioxolane, tetrahydropyran, trichloroacetonitrile, ethyl phenyl acetate, 4-methoxytoluene, ethylal, carvone, γ-dodecalactone, isobornyl acetate, and xylene.

10. The method according to claim 1 , wherein the solvent is at least one selected from the group consisting of 2-bromobutane, 2-chloro-2-methylpropane, 1,1-dichloroethane, 1,2-dichloropropane, diethyl ketone, 1,1-dichloroacetone, 3-methylcyclohexanone, trichloroacetonitrile, γ-dodecalactone, and xylene.

Assignments (2)
CHANGE OF NAME Recorded Aug 7, 2018
From: ASAHI GLASS COMPANY, LIMITED
To: AGC INC.
Reel/Frame 046730/0786 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 7, 2013
From: KURASHIMA, KAZUYOSHI; WATANABE, KUNIO; YAMAMOTO, HIROSHI
To: ASAHI GLASS COMPANY, LIMITED
Reel/Frame 030955/0850 →
Priority Claims (1)
JP 2011-022871 · Feb 4, 2011 · national
Continuity (2)
Continuation PCTJP2012052545 · Feb 3, 2012
Related Publication 20130317262A1 · Nov 28, 2013