US 12,258,364 B2
Method for purifying phosphorus-containing olefin compound salt and method for producing olefin compound using purified product obtained thereby
Yuuko Ito, Osaka (JP); Tsubasa Nakaue, Osaka (JP); Takehiro Chaki, Osaka (JP); Takashi Usui, Osaka (JP); Tomoyuki Iwamoto, Osaka (JP); and Megumi Kushida, Osaka (JP)
Assigned to DAIKIN INDUSTRIES, LTD., Osaka (JP)
Filed by DAIKIN INDUSTRIES, LTD., Osaka (JP)
Filed on Jan. 26, 2022, as Appl. No. 17/584,818.
Application 17/584,818 is a continuation of application No. PCT/JP2020/029796, filed on Aug. 4, 2020.
Claims priority of application No. 2019-144223 (JP), filed on Aug. 6, 2019.
Prior Publication US 2022/0144864 A1, May 12, 2022
Int. Cl. C07F 9/52 (2006.01); C07C 17/354 (2006.01)
CPC C07F 9/52 (2013.01) [C07C 17/354 (2013.01)] 9 Claims
 
1. A method for purifying a phosphorus-containing olefin compound salt, comprising reprecipitating and/or recrystallizing a solid comprising at least one phosphorus-containing olefin compound salt selected from the group consisting of:
a phosphorus-containing olefin compound salt A represented by the following formula (1):

OG Complex Work Unit Chemistry
wherein X1 and X2 are each independently F, Cl, Br, I, or H; each W+ is the same or different and is a monovalent cation comprising PR3 or P(OR)3, provided that each R is independently a group having a saturated or unsaturated structure containing C and H, each R is optionally bonded together to form a ring, and each R optionally contains an atom other than C and H; and M is a monovalent anion comprising an atom or a compound; and
a phosphorus-containing olefin compound salt B represented by the following formula (2):

OG Complex Work Unit Chemistry
wherein X1, X2, W+, and M are as defined above, and Y is F, Cl, Br, I, H, an alkyl group, an alkyl ether group, a fluoroalkyl group, or a fluoroalkyl ether group;
in a solvent, thereby obtaining a purified product of the phosphorus-containing olefin compound salt in a solution,
wherein after the solid is dissolved in the solvent at 45 to 60° C., the temperature of the solution is reduced at −0.25° C./min or less to thereby perform the reprecipitation and/or recrystallization.