- METHOD FOR PRODUCING 1-CHLORO-3,3,3-TRIFLUOROPROPENE
-
The present invention relates to a process for producing 1-chloro-3,3,3-trifluoropropene, comprising the step i) of contacting hydrofluoric acid (HF) in a reactor with a starting composition comprising at least one of the chloro compounds selected from the group consisting of 1,1,3,3-tetrachloropropene (1230za), 1,3,3,3-tetrachloropropene (1230zd) and 1,1,1,3,3-pentachloropropane (240fa), or a mixture thereof, to produce a stream A comprising 1-chloro-3,3,3-trifluoropropene (1233zd), characterized in that said step i) is carried out in a low-HF liquid phase.
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Paragraph 0063; 0065
(2021/08/07)
-
- METHOD FOR PRODUCING 1-CHLORO-3,3,3-TRIFLUOROPROPENE
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A method for manufacturing 1-chloro-3,3,3-trifluoropropene (1230zd) is provided. The method includes contacting a halogenated hydrocarbon compound having a carbon number of 3 and represented by a general formula (1) with a metal catalyst in a gas phase. [in-line-formulae]CFaCl3-a—CH2—CHFbCl2-b ??(1)[/in-line-formulae] In the formula, a is an integer from 0 to 2, b is 1 or 2 when a=0, b is 0 or 1 when a=1, and b is 0 when a=2.
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Paragraph 0050; 0059; 0066
(2020/02/10)
-
- Preparation method of 2,3,3,3-tetrafluoropropene
-
The invention discloses a preparation method of 2,3,3,3-tetrafluoropropene. The preparation method comprises the steps: performing telomerization on chloroethylene and CCl4 so as to produce 1,1,1,3,3-pentachloropropane, then performing dehydrochlorination so as to generate 1,1,3,3-tetrachloro-1-propylene, performing exchange of fluorine and chlorine and dehydrochlorination so as to prepare 3,3,3-trifluoro-1-chloropropene, then performing an isomerization reaction so as to obtain 3,3,3-trifluoro-2-chloropropene, performing a liquid phase fluorination reaction so as to synthesize 1,1,1,2-tetrafluoro-2-chloropropane, and finally performing dehydrochlorination so as to obtain 2,3,3,3-tetrafluoropropene. The raw materials have low price, and are easy to obtain, so that the raw material cost inthe production process of 2,3,3,3-tetrafluoropropene is reduced; an industrial chain is formed in the reaction process, and highly-economic values are provided through purification of the intermediateproducts; the reaction conditions are mild, the equipment has simple operation, the raw material conversion rate and product selectivity are high at the reaction stages, and by-products are few, so that a large industrial application prospect is achieved.
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Paragraph 0030; 0035; 0036; 0044; 0049; 0050; 0058; 0063
(2019/04/26)
-
- Co-production method of 2,3,3,3-tetrafluoropropylene and trans-1,3,3,3-tetrafluoropropylene
-
The invention discloses a co-production method of 2,3,3,3-tetrafluoropropylene and trans-1,3,3,3-tetrafluoropropylene. A mixture of 1,1,1,2,2-pentachloropropane and 1,1,1,3,3-pentachloropropane and anhydrous hydrogen fluoride are preheated and then are introduced into a first reactor, reaction is performed under the effect of a La2O3-Cr2O3 catalyst to obtain a first reactor product; the first reactor product is directly introduced into a second reactor without separation, and catalytic fluorination reaction is performed under the effect of a Ga2O3-Y2O3-Cr2O3 catalyst to obtain a second reactorreaction product; the second reactor reaction product is separated, and then the products 2,3,3,3-tetrafluoropropylene and trans-1,3,3,3-tetrafluoropropylene are obtained. The co-production method has the advantages that the process is simple, device investment is small, the activity of the catalysts is good, the selectivity is high, the total service life is long, the proportions of the two products can be flexibly adjusted according to the market demands, and the like.
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Paragraph 0084; 0085; 0086; 0087; 0088; 0089
(2018/04/03)
-
- The choice of the CFC catalytic dehydrochlorination
-
A dehydrochlorination process is disclosed. The process involves contacting RfCHClCH2Cl with a catalyst in a reaction zone to produce a product mixture comprising RfCCl═CH2, wherein said catalyst comprises MY supported on carbon, and wherein Rf is a perfluorinated alkyl group, M=K, Na or Cs, and Y=F, Cl or Br.
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Paragraph 0043; 0044; 0045; 0046; 0047
(2016/10/07)
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- METHOD FOR PRODUCING CHLORO-TRI-FLUORO-PROPENE
-
PROBLEM TO BE SOLVED: To provide a method for simply and efficiently producing industrially useful chloro-tri-fluoro-propene having a low boiling point from industrially easily available fluorine-containing propenes and ethylenes. SOLUTION: Provided is a method for producing chloro-tri-fluoro-propene in which a particular combination between a fluorine-containing propene or fluorine-containing chlorine-containing propene, and an ethylene, fluorine-containing ethylene, chlorine-containing ethylene or fluorine-containing chlorine-containing ethylene is reacted by cross-metathesis reaction under the presence of a metal-carbene complex compound (10) having an olefin metathesis reaction activity. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0060; 0061
(2017/04/03)
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- 1,1,1,3,3-perfluoropropane preparation device and preparation method
-
The invention discloses a 1,1,1,3,3-perfluoropropane preparation device and preparation method. The preparation method comprises a vaporizer, a liquid phase fluorination reactor, a superheater, a gaseous phase fluorination reactor, a compression pump, a first rectifying tower, a second rectifying tower, a third rectifying tower, a water washing tower, an alkaline washing tower and a product rectifying tower which are connected sequentially, wherein an overhead distillate output end of the second rectifying tower returns to the preceding stage through a pipeline and is connected with an input end of the gaseous phase fluorination reactor for a reaction, and a tower bottom component output end of the third rectifying tower returns to the preceding stage and is connected with a raw material input end of the vaporizer. According to the preparation method, 1,1,1,3,3-perfluoropropane is synthesized through a one-step liquid phase and a one-step gaseous phase; multi-tower separation is adopted, and the preparation device and the preparation method have the advantages that the liquid phase reaction efficiency is high, the reactor corrosion is small, the life of a catalyst is long, the gaseous phase reaction conversion rate and yield are high, the production cost is low and the like.
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Paragraph 0034; 0035; 0036
(2017/02/24)
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- A method of manufacturing a fluorine-containing phenylpropene
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PROBLEM TO BE SOLVED: To provide a method for easily and efficiently producing a fluorine-containing propene represented by the general formula: CF3CH=CHZ (wherein, Z is Cl or F), compatible also with industrial-scale production. SOLUTION: The method for producing the fluorine-containing propene represented by general formula (4): CF3CH=CHZ (wherein, Z is Cl or F) is characterized by comprising conducting a reaction, in a vapor-phase state under heating, in the absence of any catalyst, between hydrogen fluoride and at least one chlorine-containing compound selected from the group consisting of chlorine-containing propane represented by general formula (1): CClX2CH2CHClY (wherein, the X groups are the same as or different from each other, and are each Cl or F; and Y is Cl or F); chlorine-containing propene represented by general formula (2): CClX2CH=CHY (wherein, X groups are the same as or different from each other, and are each Cl or F; and Y is Cl or F); and chlorine-containing propene represented by general formula (3): CX2=CHCHClY (wherein, X groups are the same as or different from each other, and are each Cl or F; and Y is Cl or F). COPYRIGHT: (C)2012,JPO&INPIT
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Paragraph 0068-0077
(2020/06/20)
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- 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)
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- PROCESS FOR 1-CHLORO-3,3,3-TRIFLUOROPROPENE FROM TRIFLUOROMETHANE
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The present invention provides routes for making 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd) from commercially available raw materials. More specifically, this invention provides routes for HCFO-1233zd from inexpensive and commercially available trifluoromethane (HFC-23).
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Paragraph 0054; 0055
(2015/02/25)
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- PROCESS FOR 1-CHLORO-3,3,3-TRIFLUOROPROPENE FROM TRIFLUOROPROPENE
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The present invention provides routes for making 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd) from commercially available raw materials. More specifically, this invention provides several routes for forming HCFO-1233zd from 3,3,3-trifluoropropene (FC-1234zf).
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Paragraph 0068
(2015/02/25)
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- DEHYDROFLUORINATION PROCESS TO MANUFACTURE HYDROFLUOROOLEFINS
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Disclosed is a process for the manufacture of hydrofluoroolefins of the structure CF3CH=CHY, wherein Y can be Cl or F, comprising reacting at least one fluoropropane reactant of the structure CF3CH2CYXH, wherein X and Y can independently be either F, Cl, or Br, with a basic aqueous solution in the presence of a non-aqueous, non-alcoholic solvent, and in the absence of a phase transfer catalyst.
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Page/Page column 12-13
(2015/04/22)
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- REACTOR AND AGITATOR USEFUL IN A PROCESS FOR MAKING 1-CHLORO-3,3,3-TRIFLUOROPROPENE
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Disclosed is a reactor and agitator useful in a high pressure process for making 1-chloro-3,3,3-trifluoropropene (1233zd) from the reaction of 1,1,1,3,3-pentachloropropane (240fa) and HF, wherein the agitator includes one or more of the following design improvements: (a) double mechanical seals with an inert barrier fluid or a single seal;(b) ceramics on the rotating faces of the seal;(c) ceramics on the static faces of seal;(d) wetted o-rings constructed of spring-energized Teflon and PTFE wedge or dynamic o-ring designs; and(e) wetted metal surfaces of the agitator constructed of a corrosion resistant alloy.
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Paragraph 0053-0054
(2014/03/25)
-
- 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.
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Paragraph 0106; 0107
(2013/09/12)
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- PROCESS FOR 1,3,3,3-TETRAFLUOROPROPENE
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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.
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Paragraph 0026
(2013/08/28)
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- 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.
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Paragraph 0102; 0103
(2013/10/08)
-
- PROCESS FOR THE PRODUCTION OF HCFC-1233zd
-
A process for the manufacture of 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd) at commercial scale from the reaction of HCC-240 and HF is disclosed. In one embodiment, HCC-240fa and HF are fed to a reactor operating at high pressure. Several different reactor designs useful in this process include; a stirred-tank reactor (batch and/or continuous flow); a plug flow reactor; a static mixer used as a reactor; at least one of the above reactors operating at high pressure; optionally combined with a distillation column running at a lower pressure; and combinations of the above; and/or with a distillation column. The resulting product stream consisting of 1233zd, HCl, HF, and other byproducts is partially condensed to recover HF by phase separation. The recovered HF phase is recycled to the reactor. The HCl is scrubbed from the vapor stream and recovered as an aqueous solution. The remaining organic components including the desired HCFC-1233zd are scrubbed, dried and distilled to meet commercial product specifications.
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Paragraph 0039-0040
(2013/08/28)
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- SELECTIVE CATALYTICAL DEHYDROCHLORINATION OF HYDROCHLOROFLUOROCARBONS
-
A dehydrochlorination process is disclosed. The process involves contacting RfCHClCH2Cl with a chromium oxyfluoride catalyst in a reaction zone to produce a product mixture comprising RfCCl═CH2, wherein Rf is a perfluorinated alkyl group.
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Page/Page column 3-4
(2012/09/05)
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- PROCESS FOR PRODUCING TRANS-1233ZD
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Trans-1233zd, the trans-isomer of 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd) can be used as blowing agents, solvents, cleaning agents, as well as monomers of macromolecule compounds, and can be prepared through the dehydrochlorination of 1,1,1-trifluoro-3,3-dichloropropane (HCFC-243fa) with the help of a catalyst. The present invention is directed to an integrated process is proposed to produce trans-1233zd from 243fa, which is consisted of the following four major unit operations: (1) Catalytic dehydrochlorination of 243fa into trans/cis-1233zd, (2) HCl recovery, (3) Catalytic isomerization of cis-1233zd into trans-1233zzd, and (4) Isolation of trans-1233zd.
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Page/Page column 3-4
(2012/11/07)
-
- 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 6-7
(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 6
(2012/07/28)
-
- 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 14-15
(2011/07/30)
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- PROCESS FOR PREPARING FLUORINE-CONTAINING ALKYNE COMPOUND
-
The present invention provides a process for producing a fluorine-containing alkyne compound represented by the formula: wherein Rf is a fluorine-containing alkyl group, the process including subjecting a fluorine-containing alkene compound represented by the formula: RfCX=CHY, wherein Rf is a fluorine-containing alkyl group, and one of X and Y is a halogen atom, and the other is a hydrogen atom, to a dehydrohalogenation reaction in a gas phase in the presence of at least one compound selected from the group consisting of alkali metal- or alkaline earth metal-containing halides; alkali metal- or alkaline earth metal-containing oxides; and alkali metal- or alkaline earth metal-containing hydroxides. This process can produce a fluorine-containing alkyne compound, such as 3,3,3-trifluoropropyne, with a high selectivity in a relatively simple manner.
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Page/Page column 7-9
(2010/09/17)
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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)
-
- PROCESS
-
The invention provides a process for preparing 1,1,1-trifluoro-2,3-dichloropropane (243db), which process comprises contacting 3,3,3-trifluoropropene (1243zf) with chlorine in the presence of a catalyst, wherein the catalyst comprises activated carbon, alumina and/or an oxide of a transition metal.
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Page/Page column 33
(2009/11/29)
-
- PROCESS
-
The present invention provides a process for its preparation comprising (a) converting 1,1,1-trifluoro-2,3-dichloropropane (243db) to 3,3,3-trifluoro-2-chloro-prop-1-ene (CF3CCI=CH2) in the presence of a first catalyst in a first reactor, (b) contacting CF3CCI=CH2 with a fluorinating agent in the presence of a second catalyst in a second reactor to produce a compound of formula CF3CFXCH3, wherein X = Cl or F, and (c) dehydrohalogenating the compound of formula CF3CFXCH3 to produce 2,3,3,3- tetrafluoropropene (1234yf).
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Page/Page column 29
(2009/11/29)
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- PROCESS FOR DEHYDROFLUORINATION OF 3-CHLORO-1,1,1,3-TETRAFLUOROPROPANE TO 1-CHLORO-3,3,3-TRIFLUOROPROPENE
-
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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- Method for preparing 1,1,1,3,3-pentafluoropropane
-
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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- Process for the preparation of 1,1-dichloro-3,3,3-trifluoropropane
-
A convenient and economical process for the preparation of 1,1-dichloro-3,3,3-trifluoropropane (HCFC-243) by the reaction of 1,1,1,3,3-pentachloropropane (HCC-240) with hydrogen fluoride in the presence of an activated hydrofluorination catalyst. Also, the selective fluorination of hydrochlorocarbons and/or hydrochlorofluorocarbons, or mixtures thereof is shown. A HCFC-243 reaction product yield of greater than 40% is obtained.
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Page/Page column 3
(2008/06/13)
-
- Process for fluoroalkenes
-
Disclosed is a process for producing fluoroalkene of the formula Rf—CH=CH2 from a fluorohaloalkene having the formula Rf—C(R1)=C(R2)H, wherein Rf is fluorine or a substituted or unsubstituted C1–C20 straight or branched-chain fluorinated alkyl and R1 and R2 are independently H, Cl, Br, or I, provided that at least one of R1 or R2 is Cl, Br, or I by reacting the fluorohaloalkene with a reducing agent, preferably a formate salt in the presence of a catalyst.
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Page/Page column 8
(2008/06/13)
-
- Low temperature production of 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd)
-
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)
-
- Process for producing fluoropropenes
-
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)
-
- Uncatalyzed fluorination of 240fa
-
An uncatalyzed process is provided for the fluorination of 240 fa in the presence of a solvent.
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Page column 2
(2008/06/13)
-