Provided is a method for producing a chlorohydrocarbon having conjugated double bonds by stereoselectively chlorinating an alcohol having conjugated double bonds. More specifically, provided is a method for producing a chlorohydrocarbon having conjugated double bonds, the method including a step of chlorinating an alcohol having conjugated double bonds with a chlorinating agent in a solvent in the presence of a base and in the absence of metal salt for chlorination of the alcohol, and the alcohol being represented by the formula (1):
RCH═CHCH═CH—Z—OH  (1)
wherein R represents a hydrogen atom or a linear, branched or cyclic C.sub.1-17 monovalent hydrocarbon group which may have at least one double bond or at least one triple bond; and Z represents a linear, branched or cyclic C.sub.1-17 divalent hydrocarbon group which may have at least one double bond or at least one triple bond.

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.

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.

The present invention aims to provide an efficient method for obtaining a desired isomer of HFO-1132 from a composition comprising trans-1,2-difluoroethylene (HFO-1132(E)) and cis-1,2-difluoroethylene (HFO-1132(Z)). The present invention provides, as a means for solving the problem, a method for producing HFO-1132(E) and/or HFO-1132(Z), comprising steps (1) to (3): (1) supplying a composition comprising HFO-1132(E) and/or HFO-1132(Z) to a reactor filled with a catalyst to perform an isomerization reaction between the HFO-1132(E) and the HFO-1132(Z); (2) separating the reaction product obtained in step (1) into a first stream comprising the HFO-1132(E) as a main component, and a second stream comprising the HFO-1132(Z) as a main component; and (3) recycling the first stream or the second stream obtained in step (2) to the reactor, to subject the first stream or the second stream to the isomerization reaction.

The present invention aims to provide an efficient method for obtaining a desired isomer of HFO-1132 from a composition comprising trans-1,2-difluoroethylene (HFO-1132(E)) and cis-1,2-difluoroethylene (HFO-1132(Z)). The present invention provides, as a means for solving the problem, a method for producing HFO-1132(E) and/or HFO-1132(Z), comprising steps (1) to (3): (1) supplying a composition comprising HFO-1132(E) and/or HFO-1132(Z) to a reactor filled with a catalyst to perform an isomerization reaction between the HFO-1132(E) and the HFO-1132(Z); (2) separating the reaction product obtained in step (1) into a first stream comprising the HFO-1132(E) as a main component, and a second stream comprising the HFO-1132(Z) as a main component; and (3) recycling the first stream or the second stream obtained in step (2) to the reactor, to subject the first stream or the second stream to the isomerization reaction.

A full continuous flow synthesis process of fluorine-containing aromatic hydrocarbon compounds. Aromatic amine and hydrogen fluoride are respectively pumped into thermostats A and B, then flow into micro-channel reactor C for salt forming reaction whose temperature is kept constant; sulfuric acid solution of nitrosylsulfuric acid is pumped into thermostat D; after keeping the temperature constant, the sulfuric acid solution of nitrosylsulfuric acid and salt forming product flowing out from the micro-channel reactor C flow into micro-channel reactor E for diazotization reaction; the obtained product flows into micro-channel reactor F for thermal decomposition reaction, is cooled in cooler G, then enters three-phase separator H for continuous separation, fluorine-containing aromatic hydrocarbon crude product is subjected to continuous alkaline washing, drying and rectification to obtain fluorine-containing aromatic hydrocarbon finished product, and mixture of hydrofluoric acid and sulfuric acid is continuously distilled to obtain hydrogen fluoride and sulfuric acid.

A full continuous flow synthesis process of fluorine-containing aromatic hydrocarbon compounds. Aromatic amine and hydrogen fluoride are respectively pumped into thermostats A and B, then flow into micro-channel reactor C for salt forming reaction whose temperature is kept constant; sulfuric acid solution of nitrosylsulfuric acid is pumped into thermostat D; after keeping the temperature constant, the sulfuric acid solution of nitrosylsulfuric acid and salt forming product flowing out from the micro-channel reactor C flow into micro-channel reactor E for diazotization reaction; the obtained product flows into micro-channel reactor F for thermal decomposition reaction, is cooled in cooler G, then enters three-phase separator H for continuous separation, fluorine-containing aromatic hydrocarbon crude product is subjected to continuous alkaline washing, drying and rectification to obtain fluorine-containing aromatic hydrocarbon finished product, and mixture of hydrofluoric acid and sulfuric acid is continuously distilled to obtain hydrogen fluoride and sulfuric acid.

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.

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.

The present application provides a process of preparing 3,3,3-trifluoroprop-1-ene, comprising reacting 3-chloro-1,1,1-trifluoropropane with a base in an aqueous solvent component in the absence of a phase transfer catalyst.