- Preparation method of Z-1-halogen-3, 3, 3-trifluoropropene
-
The invention discloses a preparation method of Z-1-halogen-3, 3, 3-trifluoropropene. The preparation method comprises the following steps: in the presence of a block catalyst, E-1-halogen-3, 3, 3-trifluoropropene is subjected to a gas phase isomerization reaction in a tubular reactor to obtain Z-1-halogen-3, 3, 3-trifluoropropene, and halogen is fluorine or chlorine. According to the preparation method, 1, 1, 1, 3, 3-pentachloropropane is used as an initial raw material, Z-1-chloro-3, 3, 3-trifluoropropene or Z-1, 3, 3, 3-tetrafluoropropene secondary product is prepared through a gas-phase fluorination reaction and an isomerization reaction, the materials which are not completely reacted are independently circulated through a gas-phase independent circulation process so that the initial raw materials can be almost completely converted into the target product, and finally, the target product is extracted from a process system, and thus liquid waste and waste gas are not generated, and green production is realized.
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Paragraph 0042-0043; 0045
(2021/05/01)
-
- Versatile Reaction Pathways of 1,1,3,3,3-Pentafluoropropene at Rh(I) Complexes [Rh(E)(PEt3)3] (E=H, GePh3, Si(OEt)3, F, Cl): C-F versus C-H Bond Activation Steps
-
The reaction of the rhodium(I) complexes [Rh(E)(PEt3)3] (E=GePh3 (1), H (6), F (7)) with 1,1,3,3,3-pentafluoropropene afforded the defluorinative germylation products Z/E-2-(triphenylgermyl)-1,3,3,3-tetrafluoropropene and
- Braun, Thomas,Talavera, Maria
-
supporting information
p. 11926 - 11934
(2021/07/06)
-
- A structural, mechanistic, and kinetic study of the dehydrofluorination of 1,1,1,3,3-pentafluoropropane in the absence of catalyst
-
The catalyst-free dehydrofluorination of 1,1,1,3,3-pentafluoropropane (HFC-245fa) was investigated both experimentally and theoretically to elucidate the mechanism and kinetics of the reaction. The experimental results demonstrated easier generation of E-1,3,3,3-tetrafluoropropene (HFO-1234ze(E)) than HFO-1234ze(Z) under the same reaction conditions within a temperature range of 500–700 °C. When analyzing the geometry, energetics, and kinetic modeling of the reaction at the B3LYP/6?311++G (d,p) level of theory, it was found that the thermodynamic stability of HFO-1234ze(E) is relatively higher than its isomer (HFO-1234ze(Z). Besides, the rate constants of HFO-1234ze(E) were always larger than those of HFO-1234ze(Z) at 400–2000 K, which agreed well with the higher selectivity of HFO-1234ze(E) in the synthetic experiment results. Our theoretical demonstration provides a reference to investigate the mechanism and kinetics of other analogous reactions.
- Jia, Xiaoqing,Lu, Fengniu,Qing, Feiyao,Quan, Hengdao,Ren, Yangyang
-
-
- METHOD FOR CO-PRODUCING LOW-CARBON FOAMING AGENTS
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The invention discloses a method for co-operating low-carbon foaming agents, comprising: preheating 1,1,1,3,3-pentachloropropane and hydrogen fluoride and then introducing into a reactor to have a reaction in the presence of a catalyst to obtain a reaction product, and separating and purifying to obtain the following low-carbon foaming agent products: trans-1,3,3,3-tetrafluoropropene, cis-1,3,3,3-tetrafluoropropene, 1,1,1,3,3-pentafluoropropane, trans-1-chloro-3,3,3-trifluoropropene, cis-1-chloro-3,3,3-trifluoropropene. The invention has the advantages of simple process, environmental friendliness, high production efficiency and low cost.
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Paragraph 0037; 0038
(2020/02/20)
-
- METHOD FOR CO-PRODUCING VARIOUS ALKENYL HALIDES AND HYDROFLUOROALKANES
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Disclosed is a method for co-producing various alkenyl halides and hydrofluoroalkanes: cis-1-chloro-3,3,3-trifluoropropene is introduced into a first reactor to carry out an isomerization reaction in the presence of a first catalyst, and the reaction product is rectified to obtain a product trans-1-chloro-3,3,3-trifluoropropene; and 30-70 wt % of trans-1-chloro-3,3,3-trifluoropropene and hydrogen fluoride are mixed and then introduced into a second reactor to carry out a reaction in the presence of a second catalyst to obtain a second reactor reaction product; the second reactor reaction product is introduced into a phase separator for separation, and the obtained organic phase is rectified to obtain the products trans-1,3,3,3-tetrafluoropropene, cis-1,3,3,3-tetrafluoropropene and 1,1,1,3,3-pentafluoropropane. The invention has the advantages of simple process, high efficiency, high operation flexibility, less investment and low energy consumption.
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Paragraph 0052-0053
(2020/02/14)
-
- Method for Producing Trans-1-Chloro-3,3,3-Trifluoropropene
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The present invention provides a method for efficiently producing 1-chloro-3,3,3-trifluoropropene from a low-reactivity intermediate product. More specifically, provided is a method for producing trans-1-chloro-3,3,3-trifluoropropene, characterized by reacting a halogenated C3 hydrocarbon compound represented by the following general formula (1) with hydrogen fluoride in a gas phase in the presence of a solid catalyst and chlorine [in-line-formulae]C3HXClYFZ ??(1)[/in-line-formulae] wherein X is 2 or 3; when X=2, Y is an integer of 1 to 4, Z is an integer of 0 to 3, and Y+Z=4; and, when X=3, Y is an integer of 1 to 5, Z is an integer of 0 to 4, and Y+Z=5; provided that the general formula (1) represents any halogenated C3 hydrocarbon compound other than trans-1-chloro-3,3,3-trifluoropropene.
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Paragraph 0144; 0147
(2019/02/13)
-
- METHOD FOR PRODUCING FLUOROCARBON USING HYDROHALOFLUOROPROPENE
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PROBLEM TO BE SOLVED: To provide a method for selectively producing fluorocarbon by efficiently isomerizing a hydrofluoropropene isomer (isomer 1) under the reduction of catalytic performance to produce a corresponding hydrohalofluoropropene isomer (isomer 2) and using the same. SOLUTION: Provided is a method for producing 3,3,3-trifluoropropene by contacting a 1-halogeno-3,3,3-trifluoropropene isomer with a moisture concentration of 100 ppm or lower (isomer 1) in a vapor phase so as to be isomerized to produce a corresponding 1-halogeno-3,3,3-trifluoropropene isomer (isomer 2), and subjecting the 1-halogeno-3,3,3-trifluoropropene isomer (isomer 2) to dehalogenation. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2018,JPOandINPIT
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Paragraph 0304; 0305; 0306
(2018/07/31)
-
- METHOD FOR PRODUCING AND PURIFYING 2,3,3,3-TETRAFLUOROPROPENE
-
The invention relates to a process for producing 2,3,3,3-tetrafluoropropene performed using a starting composition, comprising the steps of placing the starting composition in contact with HF, in the presence of a catalyst, to produce a composition A comprising 2,3,3,3-tetrafluoropropene (1234yf), intermediate products B consisting of 2-chloro-3,3,3-trifluoropropene (1233xf), 1,1,1,2,2-pentafluoropropane (245cb), and side products C consisting of E-1-chloro-3,3,3-trifluoro-1-propene (1233zdE), trans-1,3,3,3-tetrafluoro-1-propene (1234zeE) and 1,1,1,3,3-pentafluoropropane (245fa); recovery of said composition A and purification thereof to form and recover a first stream comprising 2,3,3,3-tetrafluoropropene (1234yf) and one or more streams comprising 2-chloro-3,3,3-trifluoropropene (1233xf) and/or 1,1,1,2,2-pentafluoropropane (245cb); recycling into step a) of said one or more streams comprising 2-chloro-3,3,3-trifluoropropene (1233xf) and/or 1,1,1,2,2-pentafluoropropane (245cb).
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Paragraph 0139-0162
(2019/01/10)
-
- Process for catalytic conversion of mixtures of HCFO-1233zd(Z) and HCFC-244fa into HCFO-1233zd(E)
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A method for conversion of a composition containing HCFO-1233zd(Z) and HCFC-244fa to form HCFO-1233zd(E) by reacting a mixture including HCFO-1233zd(Z) and HCFC-244fa in a vapor phase in the presence of a catalyst to simultaneously isomerize HCFO-1233zd(Z) to form HCFO-1233zd(E) and dehydrohalogenate HCFC-244fa to form HCFO-1233zd(E). The catalyst may be a chromium-based catalyst such as chromium trifluoride, chromium oxyfluoride, or chromium oxide, for example.
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Page/Page column 7; 8
(2018/11/23)
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- PROCESS FOR THE CO-PRODUCTION OF OF 2,3,3,3-TETRAFLUOROPROPENE AND 1,3,3,3-TETRAFLUOROPROPENE
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The present invention provides a method of producing 2,3,3,3-tetrafluoropropene (HFO- 1234yf), wherein the method comprises two or more reaction steps, at least one of said reaction steps comprising the production of 1,3,3,3-tetrafluoropropene (HFO-1234ze) and/or one or more HFO-1234ze precursors from one or more HFO-1234yf precursors, wherein at least a portion of the HFO-1234ze is recovered.
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Page/Page column 11
(2017/02/09)
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- Method for producing 3, 3, 3 - [...]
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PROBLEM TO BE SOLVED: To provide a method for producing 3,3,3-trifluoropropyne easily executable on an industrial scale and also at a low cost.SOLUTION: (Z)-1-chloro-3,3,3-trifluoropropyne obtained by various production methods is continuously or semicontinuously contacted with the hydroxide of an alkali metal in the presence of water, and the produced 3,3,3-trifluoropropyne is continuously drawn out from the reaction system.
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Paragraph 0185
(2017/06/02)
-
- 1, 3, 3, 3-TETRAFLUOROPROPENE PREPARATION PROCESS
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Disclosed is an HFO-1234ze preparation process. The present invention is realized by loading two fluorination catalysts into the same reactor, and controlling the temperature in each section. The preparation process of the present invention is of moderate reaction condition, stable catalyst activity, and simple process.
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Paragraph 0030; 0031; 0032; 0033; 0035; 0036; 0037; 0038
(2015/11/11)
-
- INTEGRATED PROCESS TO COPRODUCE TRANS-1-CHLORO-3,3,3-TRIFLUOROPROPENE, TRANS-1,3,3,3-TETRAFLUOROPROPENE, AND 1,1,1,3,3-PENTAFLUOROPROPANE
-
Disclosed is an integrated manufacturing process to co-produce (E) 1-chloro-3,3,3-trifluoropropene, (E) 1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoro-propane starting from a single starting feed material or a mixture of unsaturated hydrochloro-carbon feed materials comprising 1,1,1,3-tetrachloropropene and/or 1,1,3,3-tetrachloro-propene. The process includes a combined liquid or vapor phase reaction/purification operation which directly produces (E) 1-chloro-3,3,3-trifluoro-propene (1233zd (E)) from these feed materials, which may also include 240fa. In the second liquid phase fluorination reactor 1233zd (E) is contacted with HF in the presence of catalyst to produce 1,1,1,3,3-pentafluoropropane (245fa) with high conversion and selectivity. A third reactor is used for dehydrofluorination of 245fa to produce (E) 1,3,3,3-tetrafluoro-propene (1234ze (E)) by contacting in the liquid phase with a caustic solution or in the vapor phase using a dehydrofluorination catalyst. This operation may be followed by one or more purification processes to recover the 1234ze (E) product.
- -
-
Paragraph 0078; 0079; 0080
(2013/10/08)
-
- Compositions
-
A composition comprising HCFO-1233xf and at least one additional compound selected from the group consisting of HCFO-1233zd, HCFO-1232xd, HCFO-1223xd, HCFC-253fb, HCFC-233ab, HFO-1234yf, HFO-1234ze, ethylene, HFC-23, CFC-13, HFC-143a, HFC-152a, HFO-1243zf, HFC-236fa, HCO-1130, HCO-1130a, HFO-1336, HCFC-244bb, HCFC-244db, HFC-245fa, HFC-245cb, HCFC-133a, HCFC-254fb, HCFC-1131, HCFO-1242zf, HCFO-1223xd, HCFC-233ab, HCFC-226ba, and HFC-227ca.
- -
-
Paragraph 0106; 0107
(2013/09/12)
-
- INTEGRATED PROCESS FOR THE CO-PRODUCTION OF TRANS-1-CHLORO-3,3,3-TRIFLUOROPROPENE, TRANS-1,3,3,3-TETRAFLUOROPROPENE, AND 1,1,1,3,3-PENTAFLUOROPROPANE
-
Disclosed is an integrated process to co-produce trans-1-chloro-3,3,3-trifluoro-propene (1233zd (E)), trans-1,3,3,3-tetrafluoropropene (1234ze (E)), and 1,1,1,3,3-pentafluoropropane (245fa). Overall the co-production is a three-step process. The chemistry involves the steps of: (1) the reaction of 1,1,1,3-tetrachloropropene and/or 1,1,3,3-tetrachloropropene with anhydrous HF in excess in a liquid-phase catalyzed reactor in such a way as to co-produce primarily 1233zd (E) and 244fa (plus by-product HCl); an optionally(2) the 244fa stream can then be used to directly produce any (or all) of the following desired products;(a) the 244fa stream can be dehydrochlorinated to produce the desired second product 1234ze (E); and/or(b) the 244fa stream can be dehydrofluorinated to produce 1233zd (E) if more of that product is desired; and/or(c) the 244fa stream can be further fluorinated to form 245fa.
- -
-
Paragraph 0106; 0107
(2013/10/08)
-
- PROCESS FOR 1,3,3,3-TETRAFLUOROPROPENE
-
The present invention provides a simple three step process for the production of 1,3,3,3-tetrafluoropropene (HFO-1234ze). In the first step, carbon tetrachloride is added to vinyl fluoride to afford the compound CCl3CH2CHClF (HCFC-241fb). HCFC-241fb is then fluorinated with anhydrous HF to afford CF3CH2CHClF (HCFC-244fa) in the second step. Dehydrochlorination of HCFC-244fa, in the third step, affords the desired product, CF3CH═CHF (HFO-1234ze). Following similar chemistry, vinyl chloride may be used in place of vinyl fluoride.
- -
-
Paragraph 0026
(2013/08/28)
-
- PROCESS FOR PRODUCING FLUORINE-CONTAINING OLEFIN
-
This invention provides a process for producing a fluoroolefin comprising reacting, in a vapor phase, a fluorinating agent and a chlorine-containing alkene or a chlorine-containing alkane in the presence of at least one catalyst selected from the group consisting of chromium oxide containing a Group 5 element and fluorinated chromium oxide containing a Group 5 element. According to the process of the present invention, the target fluoroolefin can be obtained with high starting material conversion and good selectivity.
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Page/Page column 29
(2013/08/15)
-
- INTEGRATED PROCESS TO CO-PRODUCE 1,1,1,3,3-PENTAFLUOROPROPANE, TRANS-1-CHLORO-3,3,3-TRIFLUOROPROPENE and TRANS-1,3,3,3-TETRAFLUOROPROPENE
-
Disclosed is a fully integrated process for making 1,1,1,3,3-pentafluoropropane (HFC-245fa), trans-1-chloro-3,3,3-trifluoropropene (HCFO-1233zd(E)), and trans-1,3,3,3-tetrafluoropropene (HFO-1234ze(E)). The chemistry involves (a) the reaction of 1,1,1,3,3-pentachloropropane (HCC-240fa), or a derivative thereof selected from 1,1,3,3-tetrachloropropene and 1,3,3,3-tetrachloropropene, with anhydrous HF in excess in the presence of a catalyst in a liquid-phase reactor in such a way as to co-produce HCFO-1233zd, HFO-1234ze, HCFC-244fa (3-chloro-1,1,1,3-tetrafluoropropane), and HFC-245fa in a first reactor; (b) the reaction of HCFO-1233zd and HFO-1234ze with HCl in excess in the presence of a catalyst in a second reactor to convert these two olefins into HCFC-243fa and HCFC-244fa, respectively; (c) the reaction of HCFC-243fa and HCFC-244fa over a dehydrochlorination catalyst or in a caustic solution in a third reactor to form HCFO-1233zd and HFO-1234ze; and (d) the reaction of HCFO-1233zd(Z) and HFO-1234ze(Z) in the presence of a catalyst in a fourth reactor to form trans-1233zd and trans-1234ze, respectively.
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Page/Page column 6
(2012/11/07)
-
- Integrated Process to Co-Produce Trans-1-Chloro-3,3,3-Trifluoropropene, Trans-1,3,3,3-Tetrafluoropropene, and 1,1,1,3,3-Pentafluoropropane
-
Disclosed is an integrated process to co-produce trans-1-chloro-3,3,3-trifluoro-propene (1233zd(E)), trans-1,3,3,3-tetrafluoropropene (1234ze(E)), and 1,1,1,3,3-pentafluoropropane (245fa). Overall the co-production is a three-step process. The chemistry involves the steps of: (1) the reaction of 240fa with anhydrous HF in excess in a liquid-phase catalyzed reactor in such a way as to co-produce primarily 1233zd(E) and 244fa (plus byproduct HCl);(2) the 244fa stream can then be used to directly produce any of the three desired products;(3a) the 244fa stream can be dehydrochlorinated to produce the desired second product 1234ze(E); and/or(3b) the 244fa stream can be dehydrofluorinated to produce 1233zd(E) if more of that product is desired; and/or(3c) the 244fa stream can be further fluorinated to form 245fa.
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Page/Page column 8
(2012/07/28)
-
- HIGH PURITY E-1-CHLORO-3,3,3-TRIFLUOROPROPENE AND METHODS OF MAKING THE SAME
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The present invention discloses high purity E-1-chloro-3,3,3-trifluoropropene (1233zd(E)) and methods to produce the same. More specifically, the present invention discloses the methods of making 1233zd(E) essentially free of toxic impurities (e.g. 2-chloro-3,3,3-trifluoropropene (1233xf), chlorotetrafluoro-propene (1224), and 3,3,3-trifluoropropyne). The present invention further provides methods for making high purity 1233zd(E) with concentration of 1233xf and 1224 at or below 200 parts per million (ppm) and 3,3,3-trifluoropropyne impurities at or below 20 ppm. Formation of 1233xf impurity can be avoided if pure 1,1,1,3,3-pentachloropropane is used as a starting material. It was also found that formation of 1233xf is avoided if a liquid phase manufacturing process is used.
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Page/Page column 4-5
(2012/07/14)
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- Integrated Process to Coproduce Trans-1-Chloro-3,3,3-Trifluoropropene, Trans-1,3,3,3-Tetrafluoropropene, and 1,1,1,3,3-Pentafluoropropane
-
Disclosed is an integrated manufacturing process to co-produce (E)1-chloro-3,3,3-trifluoropropene, (E)1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoro-propane starting from a single chlorinated hydrocarbon feed stock, 240fa. The process includes a combined liquid or vapor phase reaction/purification operation which directly produces (E)1-chloro-3,3,3-trifluoropropene (1233zd(E)) from 240fa. In the second liquid phase fluorination reactor 1233zd(E) is contacted with HF in the presence of catalyst to produce 1,1,1,3,3-pentafluoropropane (245fa) with high conversion and selectivity. A third reactor is used for dehydrofluorination of 245fa to produce (E)1,3,3,3-tetrafluoropropene (1234ze(E)) by contacting in the liquid phase with a caustic solution or in the vapor phase using a dehydrofluorination catalyst. This operation may be followed by one or more purification processes to recover the 1234ze(E) product.
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Page/Page column 6
(2012/03/26)
-
- Dehydration Process of Hydrofluorocarbon or Hydrochlorofluorocarbon and Production Method of 1,3,3,3-Tetrafluoropropene Using the Dehydration Process
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A process for dehydrating a hydrofluorocarbon or hydrochlorofluorocarbon, which can be done by simple equipment, and a continuous process of producing 1,3,3,3-tetrafluoropropene using the dehydration process. The dehydration process includes cooling the hydrofluorocarbon or hydrochlorofluorocarbon in gaseous form containing water with a heat exchanger, thereby condensing and liquefying the hydrofluorocarbon or hydrochlorofluorocarbon while freezing and solidifying the water. The 1,3,3,3-tetrafluoropropene production method includes a first step for fluorinating 1-chloro-3,3,3-trifluoropropene with hydrogen fluoride to obtain a mixture of 1,3,3,3-tetrafluoropropene, unreacted 1-chloro-3,3,3-trifluoropropene, hydrogen fluoride, hydrogen chloride and by-products, or dehydrofluorinating 1,1,1,3,3-pentafluoropropane to obtain a mixture of 1,3,3,3-tetrafluoropropene, unreacted 1,1,1,3,3-pentafluoropropane and by-products, a second step for removing acidic components, a third step for dehydrating the 1,3,3,3-tetrafluoropropene by the above dehydration process, and a fourth step for purifying the 1,3,3,3-tetrafluoropropene by distillation.
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Page/Page column 9
(2012/03/27)
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- Production Method Of Trans-1,3,3,3-Tetrafluoropropene
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Production of trans-1,3,3,3-tetrafluoropropene by reacting 1-chloro-3,3,3-trifluoropropene with hydrogen fluoride to obtain a reaction product A containing formed trans-1,3,3,3-tetrafluoropropene, unreacted 1-chloro-3,3,3-trifloropropene and hydrogen fluoride, and by-product cis-1,3,3,3-tetrafluoropropene, 1,1,1,3,3-pentafluoropropane and hydrogen chloride; distilling reaction product A to recover a distillation bottom product containing 1-chloro-3,3,3-trifloropropene and hydrogen fluoride and supplying recovered distillation bottom product to the reacting step; recovering hydrogen fluoride from a residue B remaining after recovery of the distillation bottom product and supplying recovered hydrogen fluoride to the reacting step; contacting a residue C remaining after recovery of hydrogen fluoride with water or aqueous sodium hydroxide solution to separate hydrogen chloride; dehydrating a residue D remaining after separation of hydrogen chloride; and distilling a residue E remaining after the dehydration to obtain trans-1,3,3,3-tetrafluoropropene. The method reuses unreacted reactants and produces the target compound efficiently.
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Page/Page column 13
(2012/05/21)
-
- Integrated Process And Methods Of Producing (E)-1-Chloro-3,3,3-Trifluoropropene
-
The present invention relates to methods, process, and integrated systems for economically producing (E)-1-chloro-3,3,3-trifluoropropene via vapor phase and/or liquid processes.
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Page/Page column 15
(2011/09/14)
-
- Integrated Process to Co-Produce Trans-1-Chloro-3,3,3-Trifluoropropene and Trans-1,3,3,3-Tetrafluoropropene
-
The disclosed integrated manufacturing process includes a combined liquid phase reaction and purification operation which directly produces trans-1-chloro-3,3,3-trifluoropropene and 3-chloro-1,1,1,3-tetrafluoropropane which is a precursor to the manufacture of trans-1,3,3,3-tetrafluoropropene. The mixture of co-products is easily separated by conventional distillation and 3-chloro-1,1,1,3-tetrafluoropropane is then dehydrochlorinated to produce trans-1,3,3,3-tetrafluoropropene by contacting in the liquid phase with a caustic solution or in the vapor phase using a dehydrochlorination catalyst.
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Page/Page column 5-6
(2011/10/13)
-
- PROCESS FOR PRODUCING 1,3,3,3-TETRAFLUOROPROPENE
-
According to the first characteristic of the present invention, there is provided a production process for 1,3,3,3-tetrafluoropropene including: the first step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride thereby obtaining 1-chloro-3,3,3-trifluoropropene; and the second step of reacting 1-chloro-3,3,3-trifluoropropene obtained in the first step with hydrogen fluoride in a gaseous phase in the presence of a fluorination catalyst. According to the second characteristic of the present invention, there is provided a dehydration process including bringing 1,3,3,3-tetrafluoropropene containing at least water into contact with zeolite.
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Page/Page column 15-16
(2011/07/30)
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- PROCESS FOR PREPARING 2,3,3,3-TETRAFLUOROPROPENE
-
The present invention provides a process for producing 2,3,3,3-tetrafluoropropene including the step of dehydrofluorinating 1,1,1,2,3-pentafluoropropane, wherein 1,3,3,3-tetrafluoropropene and 1,1,3,3,3-pentafluoropropane are supplied together with 1,1,1,2,3-pentafluoropropane to a reactor containing a catalyst to simultaneously perform dehydrofluorination reaction and isomerization reaction. According to the process of the present invention, 2,3,3,3-tetrafluoropropene (HFO-1234yf) can be efficiently produced by effectively using the by-products of the dehydrofluorination reaction.
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Page/Page column 13-14
(2010/04/03)
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- Process for the manufacture of 1,3,3,3-tetrafluoropropene
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The invention provides an economic process for the manufacture of 1,3,3,3-tetrafluoropropene (HFO-1234ze) by a two stage process. A vapor phase hydrofluorination of 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd) into 1-chloro-1,3,3,3-tetrafluoropropane (HCFC-244fa) and/or 1,1,1,3,3-pentafluoropropane (HFC-245fa) is conducted, followed by the thermal dehydrochlorination of HCFC-244fa and dehydro fluorination of HFC-245fa into HFO-1234ze in the presence of a catalyst which comprises one or more of alkali metal halides, alkaline earth metal halides, halogenated metal oxides, zero oxidation state metals, zinc halides, palladium halides, and activated carbon.
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Page/Page column 5-6
(2010/12/29)
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- PROCESS FOR PREPARING FLUORINE-CONTAINING PROPENES CONTAINING 2,3,3,3-TETRAFLUOROPROPENE AND 1,3,3,3-TETRAFLUOROPROPENE
-
The present invention provides a process for preparing fluorine-containing propenes containing 2,3,3,3-tetrafluoropropene and 1,3,3,3-tetrafluoropropene, including reacting 1,1,1,3-tetrachloro-3-fluoropropane represented by the formula CCl3CH2CHClF and anhydrous hydrogen fluoride in the gas phase in the presence of a catalyst. The process of the invention produces fluorine-containing propenes containing 2,3,3,3-tetrafluoropropene and 1,3,3,3-tetrafluoropropene in an industrially applicable, simple and effective manner.
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Page/Page column 15-16
(2010/09/18)
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- PROCESS FOR PREPARING 2,3,3,3-TETRAFLUOROPROPENE AND 1,3,3,3-TETRAFLUOROPROPENE
-
The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene represented by CF3CF=CH2 and 1,3,3,3-tetrafluoropropene represented by CF3CH=CHF, in which 3,3,3-trifluoropropyne represented by the chemical formula CF3CH=CHF is reacted with hydrogen fluoride under heating. The process of the present invention is a simple, effective and industrially applicable process for preparing 2,3,3,3-tetrafluoropropene and 1,3,3,3-tetrafluoropropene.
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Page/Page column 11-12
(2010/04/03)
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- PROCESS FOR PREPARING 2,3,3,3-TETRAFLUOROPROPENE
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The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene comprising the steps of: (a) reacting 3,3,3-trifluoropropyne with hydrogen fluoride while heating to obtain a product containing 2,3,3,3-tetrafluoropropene; (b) separating the product obtained in Step (a) into Component A containing 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne, and Component B containing 1,3,3,3-tetrafluoropropene; (c) separating 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne contained in Component A obtained in Step (b) into each compound; (d) conducting a dehydrofluorination reaction by heating Component B obtained in Step (b) in the presence of a catalyst; (e) separating the product obtained in Step (d) into Component C containing 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne, and Component D containing 1,3,3,3-tetrafluoropropene; (f) separating 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne contained in Component C obtained in Step (e) into each compound; and (g) conducting a dehydrofluorination reaction by heating Component D obtained in Step (e) in the presence of a catalyst. The present invention provides an effective and industrially applicable process for preparing 2,3,3,3-tetrafluoropropene.
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Page/Page column 19; 20
(2010/05/14)
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- PROCESS FOR DEHYDROFLUORINATION OF 3-CHLORO-1,1,1,3-TETRAFLUOROPROPANE TO 1-CHLORO-3,3,3-TRIFLUOROPROPENE
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A process for making 1-chloro-3,3,3-trifluoropropene. The process has the following step: dehydrofluorinating 3-chloro-1,1,1,3-tetrafluoropropane under conditions sufficient to effect dehydrofluorination in the presence of a catalyst. Preferred catalysts are selected from the group consisting of (i) one or more halogenated trivalent or higher valent metal oxides, (ii) one or more trivalent or higher valent metal halides, and (iii) one or more natural or synthetic graphite materials.
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Page/Page column 2
(2009/10/31)
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- PROCESS FOR THE PREPARATION OF 2,3,3,3-TETRAFLUOROPROPENE (HFO-1234yf)
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A process for the preparation of 2,3,3,3-tetrafluoropropene (HFO-1234yf). HFO-1234yf is a refrigerant with low global warming potential. A process comprises a) reacting chlorotrifluoroethylene with a methyl halide to form an intermediate product stream; and b) reacting the intermediate product stream with hydrogen fluoride to thereby produce a result comprising 2,3,3,3-tetrafluoropropene.
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Page/Page column 2
(2009/10/18)
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- Method of dechlorinating organic compounds comprising vicinal chlorides
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Provided is a method for selectively preparing 2-chloropentafluoropropene comprising catalytic dechlorination of 1,2,2-trichloro-1,1,3,3,3-pentafluoropropane in the presence of hydrogen and a noble metal catalyst. Also provided is method for dechlorinating a vicinal chloride substituted organic compound using a palladium/barium sulfate catalyst.
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Page/Page column 5
(2009/01/24)
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- PROCESSES FOR THE PRODUCTION OF FLUOROPROPANES AND HALOPROPENES
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A process is disclosed for making CF3CF2CH3, CF3CF=CH2 and/or CF3CCI=CH2. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CH2CH2X, halopropenes of the formula CX3CH=CH2 and halopropenes of the formula CX2=CHCH2X, wherein each X is independently F or Cl, with HF and CI2 in a reaction zone to produce a product mixture comprising HF, HCI, CF3CF2CH3, CF3CF=CH2, and CFsCCI=CH2; and recovering the CF3CF2CH3, CF3CF=CH2 and/or CFsCCI=CH2 from the product mixture. Also disclosed is a process for making CF3CH2CHF2, CFsCH=CHF, and/or CFaCH=CHCI. This process involves reacting at least one starting material selected from the group consisting of halopropenes of the formula CX3CH=CH2 and halopropenes of the formula CX2=CHCH2X, wherein each X is independently F or Cl, with HF and CI2 in a reaction zone to produce a product mixture comprising HF, HCI, CF3CH2CHF2, CFsCH=CHF and CF3CH=CHCI; and recovering the CF3CH2CHF2, CFsCH=CHF, and/or CF3CH=CHCI from the product mixture. The molar ratio of HF to the total amount of starting materials fed to the reaction zone for both of these processes is at least stoichiometric, and the molar ratio of Cl2 to total amount of starting material fed to the reaction zone for both of these processes is 2:1 or less.
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Page/Page column 15-17
(2008/12/05)
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- PROCESSES FOR THE PRODUCTION OF FLUOROPROPANES AND HALOPROPENES AND AZEOTROPIC COMPOSITIONS OF 2-CHLORO-3,3,3-TRIFLUORO-1-PROPENE WITH HF AND OF 1,1,1,2,2-PENTAFLUOROPROPANE WITH HF
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A process is disclosed for making CF3CF2CH3, CF3CF=CH2 and/or CF3CCI=CH2. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CHCICH2X, halopropenes of the formula CCIX2CCI=CH2 and halopropenes of the formula CX2=CCICH2X, wherein each X is independently F or Cl, with HF in a reaction zone to produce a product mixture comprising HF, HCI, CF3CF2CH3, CF3CF=CH2 and CFsCCI=CH2; and recovering the CF3CF2CH3, CF3CF=CH2 and/or CFsCCI=CH2 from the product mixture. Also disclosed is a process for making CF3CH2CHF2, CFsCH=CHF and/or CF3CH=CHCI. This process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CHCICH2X, halopropenes of the formula CX3CCI=CH2 and halopropenes of the formula CX2=CCICH2X, wherein each X is independently F or Cl, with HF in a reaction zone to produce a product mixture comprising HF, HCI, CF3CH2CHF2, CF3CH=CHF and CF3CH=CHCI; and recovering the CF3CH2CHF2, CF3CH=CHF and/or CF3CH=CHCI from the product mixture. Also disclosed is a process for making CF3CF2CH3 and/or CF3CF=CH2- This process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CHCICH2X, halopropenes of the formula CX3CCI=CH2 and halopropenes of the formula CX2=CCICH2X, wherein each X is independently F or Cl, with HF in a reaction zone to produce a product mixture comprising HF, HCI, CF3CF2CH3 and CF3CF=CH2; and recovering the CF3CF2CH3 and/or CF3CF=CH2 from the product mixture. In each of the processes the molar ratio of HF to total amount of starting material fed to the reaction zone is at least stoichiometric. Also disclosed is an azeotropic composition comprising CF3CCI=CH2, and HF. Also disclosed is an azeotropic composition comprising CF3CF2CH3, and HF.
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Page/Page column 19
(2008/12/05)
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- TWO STEP PROCESS FOR THE MANUFACTURE OF HYDROFLUOROOLEFINS
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The present invention discloses a process for the synthesis of hydrofluoroolefins (HFO). The process is based on the following two steps: the liquid phase fluorination of a hydrochloropropane(s) to hydrofluoropropane(s) (HFP) followed by the dehydrofluorination of the hydrofluoropropane(s) (HFP) to hydrofluoroolefins (HFO).
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Page/Page column 15
(2009/03/07)
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- Catalytic isomerization processes of 1,3,3,3-tetrafluoropropene for making 2,3,3,3-tetrafluoropropene
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The present invention relates to a process of catalyzed isomerization of HFC-1234ze to make HFC-1234yf. The process comprises contacting HFC-1234ze with a suitable catalyst in a reactor to obtain a product mixture comprising HFC-1234yf.
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Page/Page column 3
(2008/06/13)
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- Process for the manufacture of 1,1,1,3,3-pentafluoropropane
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A process for the manufacture of 1,1,1,3,3-pentafluoropropane, which comprises reacting 1,1,1,3,3,3-hexafluoropropane with a source of hydrogen.
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Page/Page column 2
(2008/06/13)
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- Process for the manufacture of 1,1,1,3,3-pentafluoropropane
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A process for the manufacture of 1,1,1,3,3-pentafluoropropane which comprises adding hydrogen fluoride to 1,1,1,3-tetrafluoropropene in the substantial absence of metal catalyst.
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Page/Page column 3
(2008/06/13)
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- Method for preparing 1,1,1,3,3-pentafluoropropane
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A process for the production of C2-C4 hydrofluorocarbon, such as 1,1,1,3,3-pentafluoropropane, by contacting a non-fluorinated hydrochlorocarbon with a fluorinating agent, such as hydrogen fluoride, in a liquid catalyst system preferably comprising fluorinated superacid catalyst prepared from SbF5, NbF5, TaF5 or TaF5/SnF4 and HF.
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Page/Page column 4-5
(2008/06/13)
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- FLUORINATION CATALYSTS, METHOD FOR THEIR PREPARATION, AND METHOD FOR PRODUCING FLUORINATED COMPOUNDS USING THE CATALYSTS
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The present invention provides a novel fluorination catalyst that has high stability at high temperatures, is easily regenerated and is superior in catalytic activity and selectivity and a method for the preparation of the fluorination catalyst. The present invention also provides a method for the preparation of a novel fluorinated compound, and particularly, 1,1,1,3,3-pentafluoropropane (HFC-245fa), by using the catalyst. The fluorination catalyst of the present invention is obtained by treating a metal salt containing a chromium salt such as chromium oxide with chlorine gas and/or oxygen gas. Examples of the metal salt may include, besides a chromium salt, one or more catalytically active metal salts selected from magnesium salts, aluminum salts, zinc salts, sodium salts, nickel salts, iron salts, cobalt salts, vanadium salts, manganese salts and copper salts.
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Page/Page column 7
(2008/06/13)
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- Preparation of 1,1,1,3,3-pentafluoropropane (HFC-245fa) by using a SbF5-attached catalyst
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In this report, a simple process for preparing HFC-245fa through the reaction of 1,1,1,3,3-pentachloropropane (PCP) and anhydrous HF via two-step vapor-phase catalytic fluorination is described. The antimony pentafluoride catalyst was supported on inert porous materials to improve the catalytic activity. The resulting process catalyst not only exhibited high catalytic activity and excellent thermo-stability, but also improved the performance of SbF5, in terms of hygroscopicity and corrosion.
- Quan, Heng-Dao,Yang, Hui-E,Tamura, Masanori,Sekiya, Akira
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p. 190 - 195
(2008/03/13)
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- SELECTIVELY REACTING OLEFINS HAVING A TERMINAL CF2 GROUP IN A MIXTURE
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A process is disclosed for reducing the mole ratio of (1) compounds of the formula Y1Y2C=CF2 wherein Y1 and Y2 are each independently H, F, CI, Br, C1-C6 alkyl or C1-C6 haloalkyl containing no more than 3 chlorine substituents, 2 bromine substituents and 1 iodo substituent to (2) saturated compounds of the formula CdHeFfCIgBrhIk wherein d is an integer from 1 to 10, and e+f+g+h+k is equal to 2d+2, provided that g is 0, 1, 2 or 3, h is 0, 1 or 2 and k is 0 or 1 and/or unsaturated compounds of the formula Y3Y4C=CY5Y6, wherein Y3, Y5 and Y6 are each independently H, F, CI Br, C1-C6 alkyl or C1-C6 haloalkyl containing no more than 3 chlorine substituents, 2 bromine substituents and 1 iodo substituent, provided that Y5 and Y6 are not both F, and Y4 is C1-C6 alkyl or C1-C6 haloalkyl containing no more than 3 chlorine substituents, 2 bromine substituents and 1 iodo substituent, in a mixture. The process involves contacting the mixture with at least one selective removal agent selected from the group consisting of SO3 and RSO3H, wherein R is selected from the group consisting of F, CI, OH, C1-C8 alkyl, C1-C8 fluoroalkyl, and C1-C8 fluoroalkoxyalkyl containing no more than two ether oxygens to selectively react the formula Y1Y2C=CF2 compounds.
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- Processes for synthesis of 1,3,3,3-tetrafluoropropene
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Disclosed is a process for the synthesis of 1,3,3,3-tetrafluoropropene that comprises, in one preferred embodiment, providing a compound of the formula CF3CH2CHFX, wherein X is a selected from the group consisting of chlorine, bromine and iodine, and exposing said compound to reaction conditions effective to convert said compound to 1,3,3,3-tetrafluoropropene. Other processes for forming 1,3,3,3-tetrafluoropropene are also disclosed.
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Page/Page column 3
(2008/06/13)
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- PROCESS FOR THE PREPARATION OF 1,1,1,3,3-PENTAFLUOROPROPANE AND 1,1,1,2,3-PENTAFLUOROPROPANE
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A process is disclosed for the manufacture of CF3CH2CHF2 and CF3CHFCH2F. The process involves (a) reacting hydrogen fluoride, chlorine, and at least one halopropene of the formula CX3CCl=CClX (where each X is independently F or Cl) to produce a product including both CF3CCl2CClF2 and CF3CClFCCl2F; (b) reacting CF3CCl2CClF2 and CF3CClFCCl2F produced in (a) with hydrogen to produce a product including both CF3CH2CHF2, and CF3CHFCH2F; and (c) recovering CF3CH2CHF2 and CF3CHFCH2F from the product produced in (b). In (a), the CF3CCl2CClF2 and CF3CClFCCl2F are produced in the presence of a chlorofluorination catalyst including a ZnCr2O4/crystalline α-chromium oxide composition, a ZnCr2O4/crystalline α-chromium oxide composition which has been treated with a fluorinating agent, a zinc halide/α-chromium oxide composition and/or a zinc halide/α-chromium oxide composition which has been treated with a fluorinating agent.
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Page/Page column 17; 19
(2008/06/13)
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- Process for the manufacture of 1,3,3,3-tetrafluoropropene
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The invention provides an economic process for the manufacture of 1,3,3,3-tetrafluoropropene (HFC-1234ze) by a two stage process. A hydrofluorination of 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd) into 1-chloro-1,3,3,3-tetrafluoropropane (HCFC-244fa) and 1,1,1,3,3-pentafluoropropane (HFC-245fa) is conducted, followed by the dehydrochlorination of HCFC-244fa and dehydrofluorination of HFC-245fa into HFC-1234ze.
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- Low temperature production of 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd)
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A process for producing 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd) from 1,1,1-3,3-pentachloropropane (HCC-240fa) by its reaction with hydrogen fluoride, the reactants are reacted in a liquid phase reaction at a temperature of less than 150° C. in the presence of a Lewis acid catalyst or mixture of Lewis acid catalysts, and hydrogen chloride and HCFC-1233zd formed in the reaction are continuously removed and the HCFC-12333zd is isolated.
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Page column 3
(2008/06/13)
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- Process for producing fluoropropenes
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Dehydrohalogenation processes for the preparation of fluoropropenes from corresponding halopropanes, in which the fluoropropenes have the formula CF3CY═CXNHP, wherein X and Y are independently hydrogen or a halogen selected from fluorine, chlorine, bromine and iodine; and N and P are independently integers equal to 0, 1 or 2, provided that (N+P)=2.
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Page/Page column 5
(2008/06/13)
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- Halocarbon production processes, halocarbon separation processes, and halocarbon separation systems
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Halocarbon production processes are provided that can include reacting at least one C-2 halocarbon with at least one C-1 halocarbon in the presence of a phosphate to produce at least one C-3 chlorocarbon. The processes can include reacting ethylene with carbon tetrachloride in the presence of a phosphate. Halocarbon separation processes are provided that can include providing a reaction product that includes at least one saturated fluorocarbon and at least one unsaturated fluorocarbon and adding at least one hydrohalogen to produce a distillation mixture. Methods and materials are provided for the production and purification of halogenated compounds and intermediates in the production of 1,1,1,3,3-pentafluoropropane.
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