C07C17/35

Method for producing 2-chloro-3,3,3-trifluoropropene and facility for implementing same

The present invention relates to a process for producing 2-chloro-3,3,3-trifluoropropene, comprising the steps: i) providing a stream A comprising at least one chlorinated compound selected from the group consisting of 2,3-dichloro-1,1,1-trifluoropropane, 1,1,1,2,3-pentachloropropane, 1,1,2,3-tetrachloropropene and 2,3,3,3-tetrachloropropene; and ii) in an adiabatic reactor comprising a fixed bed composed of an inlet and an outlet, bringing said stream A into contact, in the presence or absence of a catalyst, with HF in order to produce a stream B comprising 2-chloro-3,3,3-trifluoropropene, characterized in that the temperature at the inlet of the fixed bed of said adiabatic reactor is between 300° C. and 400° C. and the longitudinal temperature difference between the inlet of the fixed bed and the outlet of the fixed bed of said reactor is less than 20° C.

Method for producing 2-chloro-3,3,3-trifluoropropene and facility for implementing same

The present invention relates to a process for producing 2-chloro-3,3,3-trifluoropropene, comprising the steps: i) providing a stream A comprising at least one chlorinated compound selected from the group consisting of 2,3-dichloro-1,1,1-trifluoropropane, 1,1,1,2,3-pentachloropropane, 1,1,2,3-tetrachloropropene and 2,3,3,3-tetrachloropropene; and ii) in an adiabatic reactor comprising a fixed bed composed of an inlet and an outlet, bringing said stream A into contact, in the presence or absence of a catalyst, with HF in order to produce a stream B comprising 2-chloro-3,3,3-trifluoropropene, characterized in that the temperature at the inlet of the fixed bed of said adiabatic reactor is between 300° C. and 400° C. and the longitudinal temperature difference between the inlet of the fixed bed and the outlet of the fixed bed of said reactor is less than 20° C.

OLEFIN COMPOUND PRODUCTION METHOD

Provided is a method for producing an olefin compound using reaction with a base, whereby a target product with a higher purity than the prior art can be obtained. Specifically, provided is a method for producing an olefin compound by reacting a phosphorus-containing olefin compound salt with a base to obtain a dephosphorized and hydrogenated olefin compound, wherein the temperature of the reaction is 50° C. or less.

OLEFIN COMPOUND PRODUCTION METHOD

Provided is a method for producing an olefin compound using reaction with a base, whereby a target product with a higher purity than the prior art can be obtained. Specifically, provided is a method for producing an olefin compound by reacting a phosphorus-containing olefin compound salt with a base to obtain a dephosphorized and hydrogenated olefin compound, wherein the temperature of the reaction is 50° C. or less.

OLEFIN COMPOUND PRODUCTION METHOD

Provided is a method for producing an olefin compound using reaction with a base, whereby a target product with a higher purity than the prior art can be obtained. Specifically, provided is a method for producing an olefin compound by reacting a phosphorus-containing olefin compound salt with a base to obtain a dephosphorized and hydrogenated olefin compound, wherein the temperature of the reaction is 50° C. or less.

METHOD FOR PURIFYING PHOSPHORUS-CONTAINING OLEFIN COMPOUND SALT AND METHOD FOR PRODUCING OLEFIN COMPOUND USING PURIFIED PRODUCT OBTAINED THEREBY

Provided is a method for purifying a phosphorus-containing olefin compound salt as a raw material or an intermediate that is useful to increase the purity of a target product in a method for producing an olefin compound and that can be applied to the production method, and a method for producing an olefin compound using a purified product obtained thereby.

Specifically, provided is 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):

##STR00001##

wherein X.sub.1 and X.sub.2 are each independently F, Cl, Br, I, or H; W.sup.+s are the same or different and each is a monovalent cation comprising PR.sub.3 or P(OR).sub.3, provided that Rs are groups having a saturated or unsaturated structure containing C and H, are optionally bonded together to form a ring, and optionally contain an atom other than C and H; three Rs included in R.sub.3 and (OR).sub.3 are optionally the same or different; and M.sup.− is a monovalent anion comprising an atom or a compound; and a phosphorus-containing olefin compound salt B represented by the following formula (2):

##STR00002##

wherein X.sub.1, X.sub.2, W.sup.+, and M.sup.− 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.

METHOD FOR PURIFYING PHOSPHORUS-CONTAINING OLEFIN COMPOUND SALT AND METHOD FOR PRODUCING OLEFIN COMPOUND USING PURIFIED PRODUCT OBTAINED THEREBY

Provided is a method for purifying a phosphorus-containing olefin compound salt as a raw material or an intermediate that is useful to increase the purity of a target product in a method for producing an olefin compound and that can be applied to the production method, and a method for producing an olefin compound using a purified product obtained thereby.

Specifically, provided is 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):

##STR00001##

wherein X.sub.1 and X.sub.2 are each independently F, Cl, Br, I, or H; W.sup.+s are the same or different and each is a monovalent cation comprising PR.sub.3 or P(OR).sub.3, provided that Rs are groups having a saturated or unsaturated structure containing C and H, are optionally bonded together to form a ring, and optionally contain an atom other than C and H; three Rs included in R.sub.3 and (OR).sub.3 are optionally the same or different; and M.sup.− is a monovalent anion comprising an atom or a compound; and a phosphorus-containing olefin compound salt B represented by the following formula (2):

##STR00002##

wherein X.sub.1, X.sub.2, W.sup.+, and M.sup.− 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.

Process for the preparation of 3,3,3-trifluoropropene

The present invention provides a process for preparing 3,3,3-trifluoropropene (1243zf), the process comprising: (a) fluorinating CCl.sub.3CH.sub.2CH.sub.2Cl (250fb) to produce a reaction product comprising CF.sub.3CH.sub.2CH.sub.2Cl (253fb) in the liquid phase in a first reactor, using HF as the fluorinating agent; and (b) (i) dehydrohalogenating 253fb to produce 1243zf in the vapour phase in the present of a catalyst in a second reactor; or (b)(ii) dehydrohalogenating 253fb to produce 1243zf in a second reactor, wherein the reaction product comprising 253fb produced in step (a) has subjected to one or more purification steps before step (b). The present invention also provides an azeotropic or near-azeotropic composition comprising HF and 253fb.

Process for the preparation of 3,3,3-trifluoropropene

The present invention provides a process for preparing 3,3,3-trifluoropropene (1243zf), the process comprising: (a) fluorinating CCl.sub.3CH.sub.2CH.sub.2Cl (250fb) to produce a reaction product comprising CF.sub.3CH.sub.2CH.sub.2Cl (253fb) in the liquid phase in a first reactor, using HF as the fluorinating agent; and (b) (i) dehydrohalogenating 253fb to produce 1243zf in the vapour phase in the present of a catalyst in a second reactor; or (b)(ii) dehydrohalogenating 253fb to produce 1243zf in a second reactor, wherein the reaction product comprising 253fb produced in step (a) has subjected to one or more purification steps before step (b). The present invention also provides an azeotropic or near-azeotropic composition comprising HF and 253fb.

Process for the preparation of 3,3,3-trifluoropropene

The present invention provides a process for preparing 3,3,3-trifluoropropene (1243zf), the process comprising: (a) fluorinating CCl.sub.3CH.sub.2CH.sub.2Cl (250fb) to produce a reaction product comprising CF.sub.3CH.sub.2CH.sub.2Cl (253fb) in the liquid phase in a first reactor, using HF as the fluorinating agent; and (b) (i) dehydrohalogenating 253fb to produce 1243zf in the vapour phase in the present of a catalyst in a second reactor; or (b)(ii) dehydrohalogenating 253fb to produce 1243zf in a second reactor, wherein the reaction product comprising 253fb produced in step (a) has subjected to one or more purification steps before step (b). The present invention also provides an azeotropic or near-azeotropic composition comprising HF and 253fb.