- Effects of yttrium-doping on the performance of Cr2O3 catalysts for vapor phase fluorination of 1,1,2,3-tetrachloropropene
-
The synthesis of 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf) from 1,1,2,3-tetrachloropropene was performed over a series of Y2O 3-Cr2O3(F) catalysts and the effect of yttrium-doping on the performance of Cr2O3 catalysts was investigated. Various characterization results showed that the addition of yttrium in the Cr2O3 led to the formation of high valent Cr species in the samples, which could be consequently converted to catalytically active CrOxFy species during the pre-fluorination process. Although the Cr2O3 catalyst with or without yttrium-doping showed very high 1,1,2,3-tetrachloropropene conversion in long term reaction, the addition of yttrium in the Cr 2O3 helped to maintain the high selectivity to HCFC-1233xf, with the highest selectivity (97%) obtained on a 1 mol% yttrium-doped Cr2O3 after 100 h reaction. X-ray photon spectroscopy results on the spent Cr2O3(F) and 1Y 2O3-Cr2O3(F) catalysts indicated that the content of the active CrOxFy species declined after 70 h reaction, which was responsible for the loss of selectivity (from 97% to 88%), while it remained almost unchanged on the spent 1Y2O 3-Cr2O3(F) catalyst.
- Wang, Fang,Fan, Jing-Lian,Zhao, Yang,Zhang, Wen-Xia,Liang, Yan,Lu, Ji-Qing,Luo, Meng-Fei,Wang, Yue-Juan
-
-
Read Online
- REACTION OF POLYFLUOROALKENES WITH DIPHENYLACETONITRILE CARBANION IN A TWO-PHASE SYSTEM
-
The carbanion of diphenylacetonitrile (DPA) generated in a catalytic two phase system reacts with polyfluoroalkenes to give addition-elimination products.Reaction of DPA with some polyfluorochloroalkenes was studied; elimination, addition-elimination and SN2 reactions were observed.
- Makosza, Mieczyslaw,Plenkiewicz, Halina
-
-
Read Online
- Selective dehydrofluorination of 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) to 2-chloro-3,3,3-trifluoropropene (HFO-1233xf) using nanoscopic aluminium fluoride catalysts at mild conditions
-
Aluminium chlorofluoride (ACF, AlClxF3-x, x = 0.05-0.3) and high-surface aluminium fluoride (HS-AlF3) were tested as heterogeneous catalysts for the reactivity towards 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb), which is a potent greenhouse gas. Selective activation and dehydrofluorination of the C–F bond was observed, under remarkable conditions, such as mild temperatures (70 °C) and without the need for a hydrogen source as a driving force. Consecutive reactions were developed by using C6D6 as a solvent or adding Et3SiH. Thus, the production of the dehydrofluorination product 2-chloro-3,3,3-trifluoropropene (HFO-1233xf) can be coupled to a hydroarylation or hydrodefluorination reaction in one-pot procedures.
- Kervarec, Ma?va-Charlotte,Marshall, Clara Patricia,Braun, Thomas,Kemnitz, Erhard
-
-
Read Online
- Highly Selective Dehydrochlorination of 1,1,1,2-Tetrafluoro-2-chloropropane to 2,3,3,3-Tetrafluoropropene over Alkali Metal Fluoride Modified MgO Catalysts
-
Gas-phase selective dehydrochlorination of 1,1,1,2-tetrafluoro-2-chloropropane (HCFC-244bb) to 2,3,3,3-tetrafluoropropene was investigated over various K and Cs halides modified MgO catalysts. The reaction proceeded in the absence of additives such as air
- Mao, Wei,Bai, Yanbo,Wang, Wei,Wang, Bo,Xu, Qiang,Shi, Lei,Li, Chen,Lu, Jian
-
-
Read Online
- Process for the production of 2,3,3,3-tetrafluoropropene
-
A process for the production of 2,3,3,3-tetrafluoropropene including the stages: i) in a first reactor, bringing a stream A including 2-chloro-3,3,3-trifluoropropene into contact with hydrofluoric acid in the gas phase in the presence of a catalyst in order to produce a stream B including 2,3,3,3-tetrafluoropropene, HCl, HF and unreacted 2-chloro-3,3,3-trifluoropropene; and ii) in a second reactor, bringing hydrofluoric acid into contact, in the gas phase in the presence or not of a catalyst, with a stream including at least one chlorinated compound selected from the group of 1,1,1,2,3-pentachloropropane, 2,3-dichloro-1,1,1-trifluoropropane, 2,3,3,3-tetrachloropropene and 1,1,2,3-tetrachloropropene, in order to produce a stream C including 2-chloro-3,3,3-trifluoropropene, wherein the stream B obtained in stage i) feeds the second reactor used for stage ii); and wherein the electrical conductivity of the stream A provided in stage i) is less than 15 mS/cm.
- -
-
Paragraph 0055-0066
(2021/01/26)
-
- Method for preparing 3, 3, 3-trifluoropropyne through gas-phase dehydrohalogenation
-
The invention discloses a method for preparing 3, 3, 3-trifluoropropyne through gas-phase dehydrohalogenation. The method comprises the following steps: taking 1-halogen-3, 3, 3-trifluoropropene or/and 2-halogen-3, 3, 3-trifluoropropene (halogen = F or Cl or Br or I) as a raw material, and carrying out gas-phase dehydrohalogenation reaction in the presence of a catalyst to obtain the 3, 3, 3-trifluoropropyne. The method disclosed by the invention is mainly used for producing the 3, 3, 3-trifluoropropyne in a gas-phase continuous circulation manner at a high conversion rate and high selectivity.
- -
-
Paragraph 0040-0041; 0046-0049
(2021/06/23)
-
- 2-CHLORO-3,3,3-TRIFLUOROPROPENE (1233XF) COMPOSITIONS AND METHODS FOR MAKING AND USING THE COMPOSITIONS
-
A composition including 2-chloro-3,3,3-trifluoropropene (1233xf), one or more of 2,3-dichloro-1,1,1-trifluoropropane (243db), 1,2-dichloro-3,3,3-trifluoropropene (1223xd), 2,3-dichloro-3,3-difluoropropene (1232xf), 2,2,3-trichloro-1,1,1-trifluoro-propane (233ab), 2,3,3-trichloro-1,1,1-trifluoro-propane (233da), 3,3,3-trifluoropropyne, 1-chloro-3,3,3-trifluoropropyne, 3,3,3-trifluoro-1-propene (1243zf), 1-chloro-3,3,3-trifluoro-1-propene (1233zd), 1-chloro-2,3,3,3-tetrafluoro-1-propene (1224yd), or 2-bromo-3,3,3-trifluoropropene and optionally 1233xf oligomers are disclosed.
- -
-
Page/Page column 20-22
(2020/12/29)
-
- Method for synthesizing 2, 3, 3, 3-tetrafluoropropene and 2, 3-dichloro-1, 1, 1-trifluoropropane
-
The present invention relates to a novel process for the preparation of a compound 2, 3, 3, 3-tetrafluoropropene (1234yf). The compound 1234yf is the latest refrigerant, the OPD (ozone depletion potential) is zero, and the GWP (global warming potential) is zero. Therefore, the method of the present invention relates to a carbene generation pathway, the present invention relates to a process for preparing a compound 2, 3, 3, 3-tetrafluoropropene (1234yf), a compound 243db (2, 3-dichloro-1, 1, 1-trifluoropropane), and optionally a compound 2-chloro-1, 1, 1-trifluoropropene (1233xf) and a compound 243db (2, 3-dichloro-1, 1, 1-trifluoropropane) by a carbene route. The invention also relates to a method for producing the compound 2, 3, 3, 3-tetrafluoropropene (1234yf), in which compound 243db (2, 3-dichloro-1, 1, 1-trifluoropropane) is used as starting material for producing the compound 2, 3, 3, 3-tetrafluoropropene (1234yf).
- -
-
Paragraph 0327-0333
(2020/06/09)
-
- Method for synthesizing 2-chloro-3, 3, 3-trifluoropropene by gas-phase fluorination
-
The invention relates to a method for synthesizing 2-chloro-3, 3, 3-trifluoropropene by gas-phase fluorination, which comprises the following steps: by using 1, 1, 2, 3-tetrachloropropene as a raw material, carrying out hydrogen fluoride gas-phase fluorination under the action of a pre-fluorinated composite catalyst at 240-280 DEG C under the conditions that N2 is less than or equal to 0.3 MPa tosynthesize 2-chloro-3, 3, 3, 3-trifluoropropene; wherein the composite catalyst is prepared from Cr2O3 with the mass content of 85%-98% and ZnO with the mass content of 2%-15%. According to the method, a commercialized reagent 1, 1, 2, 3-tetrachloropropene is adopted as a raw material, the conversion rate and yield of the final product polyhalogenated olefin are effectively increased under the action of the composite catalyst subjected to pre-fluorination treatment, and the method is low in cost and easy to implement.
- -
-
Paragraph 0026-0050
(2020/11/12)
-
- Method of simultaneously preparing 1,1,1-trifluoro-2-chloropropene and 1,1,1,2-tetrafluoropropene using gas phase catalyst
-
Disclosed is a method of simultaneously preparing 1,1,1-trifluoro-2-chloropropene and 1,1,1,2-tetrafluoropropene, the method including i) a step of elevating a temperature of a reactor charged with a gas phase catalyst up to a reaction temperature; ii) a step of feeding 1,1,1-trifluoro-2,3-dichloropropane and 2-chloro-1,1,1,2-tetrafluoropropane into the reactor, the temperature of which has been elevated; iii) a step of performing dehydrochlorination while maintaining the temperature of the reactor; and iv) a step of performing washing and distillation after the dehydrochlorination. In accordance with the present disclosure, a high-efficient gas-phase process of continuously, simultaneously preparing 1,1,1-trifluoro-2-chloropropene and 1,1,1,2-tetrafluoropropene is provided.
- -
-
Page/Page column 5; 6
(2019/02/20)
-
- 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.
- -
-
Paragraph 0030; 0037; 0038; 0044; 0051; 0052; 0058; 0065
(2019/04/26)
-
- METHOD FOR PRODUCING 2-CHLORO-3,3,3-TRIFLUOROPROPENE
-
The invention relates to a method for producing 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) from at least one compound A selected from the group consisting of halopropane of formulae CX3CHClCH2X or CX3CFClCH3, or halopropenes of formula CQX2CCNCH2 and CX2═CClCH2X where X independently represents a fluorine or chlorine atom, characterised in that it comprises bringing said at least one compound A into contact with HF in a gaseous phase in the presence of a fluorination catalyst AlF3 or fluorine-bearing alumina in order to form a gaseous flow B comprising 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) et 3,3,3-trifluoropropene (HFO-1243zf).
- -
-
Paragraph 0027
(2019/02/13)
-
- METHOD FOR DEHYDROCHLORINATION OF HCFC-244BB TO MANUFACTURE HFO-1234YF
-
A process for making 2,3,3,3-tetrafluoropropene (HFO-1234yf) includes providing a composition including 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) to a reactor including a heater surface at a surface temperature greater than about 850°F (454°C), and then bringing the composition into contact with the heater surface for a contact time of less than 10 seconds to dehydrochlorinate a portion of the HCFC-244bb to make HFO-1234yf.
- -
-
Paragraph 0016
(2019/12/28)
-
- METHOD FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE
-
This invention provides a method for stably producing 2,3,3,3-tetrafluoropropene for a long period of time while suppressing catalyst deactivation. This invention provides a method for producing 2,3,3,3-tetrafluoropropene, the method comprising: (d) reacting 2-chloro-3,3,3-trifluoropropene with hydrogen fluoride in the presence of a catalyst; (e) subjecting the reaction mixture obtained in step (d) to distillation to separate the mixture into a first stream comprising 2,3,3,3-tetrafluoropropene as a main component and a second stream comprising unreacted hydrogen fluoride and organic matter containing unreacted 2-chloro-3,3,3-trifluoropropene as main components; and (f) recycling the second stream separated in step (e) above to the reaction of step (d), wherein the distillation of step (e) is performed under conditions that satisfy the relationship of a specific equation.
- -
-
Paragraph 0121-0123
(2019/01/10)
-
- 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).
- -
-
Paragraph 0139-0162
(2019/01/10)
-
- 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.
- -
-
Paragraph 0073; 0075; 0076; 0077; 0078; 0079; 0088; 0089
(2018/04/03)
-
- NOVEL PROCESS FOR MANUFACTURING 2-CHLORO-3,3,3-TRIFLUOROPROPENE FROM 1,2-DICHLORO-3,3,3-TRIFLUOROPROPENE
-
The present disclosure relates to a process for preparing 2-chloro-3,3,3-trifluorpropene comprising: (a) hydrogenating 1,2-dichloro-3,3,3-trifluoropropene in the presence of a hydrogenation catalyst to form 1,1,1-trifluoro-2,3-dichloropropane and (b) dehydrochlorinating 1,1,1-trifluoro-2,3-dichloropropane in the presence of a dehydrochlorination catalyst to form 2-chloro-3,3,3-trifluorpropene.
- -
-
Paragraph 0061
(2017/04/11)
-
- PROCESS FOR THE CO-PRODUCTION OF OF 2,3,3,3-TETRAFLUOROPROPENE AND 1,3,3,3-TETRAFLUOROPROPENE
-
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.
- -
-
Page/Page column 11-13
(2017/02/09)
-
- Method for preparing 2-chloro-3,3,3-trifluoropropene through gas phase fluorination of pentachloropropane
-
The invention relates to a method for preparing 2-chloro-3,3,3-trifluoropropene through gas phase fluorination of pentachloropropane. According to the method, in presence of a catalyst and oxygen, a product 1,1,1,2,3-pentachloropropane or/and 1,1,2,2,3-pentachloropropane is/are subjected to catalysis fluorination in the gas phase to prepare 2-chloro-3,3,3-trifluoropropene.
- -
-
Paragraph 0052; 0053; 0054; 0055; 0060; 0061
(2016/12/12)
-
- METHOD FOR PRODUCING CHLOROPROPENE AND METHOD FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE
-
PROBLEM TO BE SOLVED: To provide a method for producing 2,3,3,3-tetrafluoropropene stably over a long period of time while inhibiting deactivation of a catalyst by distilling and reutilizing an unreacted product without separating the unreacted product in the production of 2,3,3,3-tetrafluoropropene. SOLUTION: The method for producing 2,3,3,3-tetrafluoropropene has a step (1a) of reacting chloropropene such as 1233xf or the like with a hydrogen fluoride in the presence of a catalyst, a step of subjecting the reaction mixture produced in the reaction step to distillation (2a) to separate a first stream composed mainly of 2,3,3,3-tetrafluoropropene and a second stream composed mainly of an organic substance including an unreacted chloropropene; and an unreacted hydrogen fluoride and a step of recycling the second stream to the previous reaction. The distillation is performed under such a condition that the organic substance including the unreacted chloropropene and the unreacted hydrogen fluoride cause no separation at a second stream extraction part of a distillation column. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2016,JPOandINPIT
- -
-
Paragraph 0089; 0090
(2017/01/26)
-
- 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.
- -
-
Paragraph 0039; 0040; 0041; 0042
(2016/10/07)
-
- A process for preparing 2, 3, 3, 3-tetrafluoropropene and 2-chloro -3, 3, 3-trifluoropropene method
-
Disclosed are a method for preparing 2-chloro-3,3,3-trifluoropropene and 2,3,3,3-tetrafluoropropene together. Raw materials pentachlorocyclopropane and anhydrous hydrogen fluoride undergo vapor phase fluorination and then three-stage separation is performed to obtain 2-chloro-3,3,3-trifluoropropene and 2,3,3,3-tetrafluoropropene. The preparation process provided by the present invention is novel and 2,3,3,3-tetrafluoropropene thus prepared can be used as a refrigerant in place of HFC-134a.
- -
-
Paragraph 0007-0012; 0036
(2017/04/27)
-
- 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
- -
-
Paragraph 0058; 0059
(2017/04/03)
-
- Stereoselective synthesis of cis-1-chloro-3,3,3-trifluoropropene
-
Stereoselective synthesis of cis-1233zd by the reaction of 3,3,3-trifluoropropyne and HCl over the catalysts of copper(I) chloride on activated carbon was discovered.
- Zhai, Yian,Poss, Andrew J.,Singh, Rajiv R.
-
p. 396 - 398
(2016/01/12)
-
- METHOD FOR PRODUCING HALOOLEFIN COMPOUND CONTAINING FLUORINE GROUP AND COMPOSITION
-
PROBLEM TO BE SOLVED: To provide a method for producing a haloolefin compound containing a fluorine group that can inhibit the by-production of a perfluoride and can produce a target object with high purity and high yield in the production of a haloolefin compound containing a fluorine group and to provide a halogenated hydrocarbon composition. SOLUTION: The method for producing a haloolefin compound is a method for producing a haloolefin containing a fluorine group through a step of fluorinating a starting material including at least either one of a pentachloropropane and a tetrachloropropene in the presence of a fluorinating agent in a reactor and has a step of adding hydrogen chloride to the reactor. The composition includes at least one kind selected from the group consisting of a pentachloropropane and a tetrachloropropene, and hydrogen chloride. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
- -
-
Paragraph 0041; 0042
(2017/03/24)
-
- Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetra-chloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane
-
The present disclosure relates to compositions comprising 2,3,3,3-tetrafluoropropene that may be useful as heat transfer compositions, aerosol propellants, foaming agents, blowing agents, solvents, cleaning agents, carrier fluids, displacement drying agents, buffing abrasion agents, polymerization media, expansion agents for polyolefins and polyurethane, gaseous dielectrics, extinguishing agents, and fire suppression agents in liquid or gaseous form. Additionally, the present disclosure relates to compositions comprising 1,1,2,3-tetrachloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane, which may be useful in processes to produce 2,3,3,3-tetrafluoropropene.
- -
-
Page/Page column 14
(2016/05/09)
-
- MANUFACTURING METHOD OF COMPOSITION CONTAINING 1,2-DICHLORO-3,3,3-TRIFLUOROPROPENE (HCFO-1223xd) AND/OR 1,1,2-TRICHLORO-3,3,3-TRIFLUOROPROPENE (CFO-1213xa)
-
PROBLEM TO BE SOLVED: To provide a method for manufacturing a composition containing 1223xd and/or 1213xa in a vapor phase reaction with higher producibility than conventional ones. SOLUTION: There is provided a method for manufacturing a composition containing at least one kind of fluorine-containing olefin of 1,2-dichloro-3,3,3-trifluoropropene (HCFO-1223xd) and 1,1,2-trichloro-3,3,3-trifluoropropene (CFO-1213xa) by a vapor phase oxychlorination reaction of at least one kind of raw material compound of chlorine-containing alkane represented by the general formula (1-1): CF3CHXCHX2, where X is each independently H or Cl but at least one of X is Cl, and chlorine-containing alkene represented by the general formula (1-2): CF3CX=CX2, where X is each independently H or Cl but at least one of X is Cl, in a temperature range of 380°C or less in a presence of acidic gas and hydrogen chloride gas. COPYRIGHT: (C)2016,JPOandINPIT
- -
-
Paragraph 0048-0055; 0067
(2017/01/02)
-
- A method of manufacturing a fluorine-containing phenylpropene
-
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
- -
-
Paragraph 0068-0077
(2020/06/20)
-
- Catalytic gas-phase fluorination of 1,1,2,3-tetrachloropropene to 2-chloro-3,3,3-trifluoropropene over the fluorinated Cr2O3-based catalysts
-
Gas-phase fluorination of 1,1,2,3-tetrachloropropene to 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) was investigated over the fluorinated Cr2O3 catalysts with and without promoters. The reaction conditions showed significantly effects on product distribution including temperature, molar ratio of reactants and contact time. The selectivity to HCFO-1233xf was favored under relative higher temperature, larger HF/1,1,2,3-tetrachloropropene ratio and shorter contact time. Based on the data of product distribution over the fluorinated Cr2O3 catalyst, a possible reaction path involving complicated consecutive steps was proposed including the addition/elimination and the direct Cl/F exchange. The XRD, XPS and Raman results indicated that introducing Mg, Ca and La onto Cr2O3 promoted the formation of highly dispersed CrOxFy species during the pre-fluorination process, whereas the presence of Y inhibited the formation of CrOxFy. The BET results showed that the addition of La and Y into Cr2O3 enhanced the surface area of fluorinated samples. The fluorinated Cr2O3 promoted by La (La/F-Cr2O3) catalyst displayed the best activity and lifetime among the prepared catalysts, which can be attributed to its rich CrOxFy species and high surface area.
- Mao, Wei,Kou, Liangang,Wang, Bo,Bai, Yanbo,Wang, Wei,Lu, Jian
-
-
- Catalytic gas-phase fluorination of 1,1,2,3-tetrachloropropene to 2-chloro-3,3,3-trifluoropropene over the fluorinated Cr2O3-based catalysts
-
Gas-phase fluorination of 1,1,2,3-tetrachloropropene to 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) was investigated over the fluorinated Cr2O3 catalysts with and without promoters. The reaction conditions showed significantly effects on product distribution including temperature, molar ratio of reactants and contact time. The selectivity to HCFO-1233xf was favored under relative higher temperature, larger HF/1,1,2,3-tetrachloropropene ratio and shorter contact time. Based on the data of product distribution over the fluorinated Cr2O3 catalyst, a possible reaction path involving complicated consecutive steps was proposed including the addition/elimination and the direct Cl/F exchange. The XRD, XPS and Raman results indicated that introducing Mg, Ca and La onto Cr2O3 promoted the formation of highly dispersed CrOxFy species during the pre-fluorination process, whereas the presence of Y inhibited the formation of CrOxFy. The BET results showed that the addition of La and Y into Cr2O3 enhanced the surface area of fluorinated samples. The fluorinated Cr2O3 promoted by La (La/F-Cr2O3) catalyst displayed the best activity and lifetime among the prepared catalysts, which can be attributed to its rich CrOxFy species and high surface area.
- Mao, Wei,Kou, Liangang,Wang, Bo,Bai, YanBo,Wang, Wei,Lu, Jian
-
-
- PROCESS FOR 1-CHLORO-3,3,3-TRIFLUOROPROPENE FROM TRIFLUOROPROPENE
-
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).
- -
-
Paragraph 0071
(2015/02/25)
-
- PROCESS FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE
-
The present invention provides a process for producing 2,3,3,3-tetrafluoropropene, comprising the steps of producing 2-chloro-3,3,3-trifluoropropene by reacting anhydrous hydrogen fluoride with a specific chlorine-containing compound in a gas phase in the presence of a fluorination catalyst while heating; and producing 2,3,3,3-tetrafluoropropene by reacting 2-chloro-3,3,3-trifluoropropene with anhydrous hydrogen fluoride in a gas phase in the presence of a fluorination catalyst while heating, the step of producing 2-chloro-3,3,3-trifluoropropene being performed after the step of producing 2,3,3,3-tetrafluoropropene. According to the process, 2,3,3,3-tetrafluoropropene can be produced with reduced energy and equipment costs in an economically advantageous manner.
- -
-
Page/Page column 20; 21; 22
(2014/03/21)
-
- Effects of yttrium-doping on the performance of Cr2O3catalysts for vapor phase fluorination of 1,1,2,3-tetrachloropropene
-
The synthesis of 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf) from 1,1,2,3-tetrachloropropene was performed over a series of Y2O3-Cr2O3(F) catalysts and the effect of yttrium-doping on the performance of Cr2O3catalysts was investigated. Various characterization results showed that the addition of yttrium in the Cr2O3led to the formation of high valent Cr species in the samples, which could be consequently converted to catalytically active CrOxFyspecies during the pre-fluorination process. Although the Cr2O3catalyst with or without yttrium-doping showed very high 1,1,2,3-tetrachloropropene conversion in long term reaction, the addition of yttrium in the Cr2O3helped to maintain the high selectivity to HCFC-1233xf, with the highest selectivity (97%) obtained on a 1 mol% yttrium-doped Cr2O3after 100 h reaction. X-ray photon spectroscopy results on the spent Cr2O3(F) and 1Y2O3-Cr2O3(F) catalysts indicated that the content of the active CrOxFyspecies declined after 70 h reaction, which was responsible for the loss of selectivity (from 97% to 88%), while it remained almost unchanged on the spent 1Y2O3-Cr2O3(F) catalyst.
- Wang, Fang,Fan, Jing-Lian,Zhao, Yang,Zhang, Wen-Xia,Liang, Yan,Lu, Ji-Qing,Luo, Meng-Fei,Wang, Yue-Juan
-
-
- Selective gas-phase catalytic fluorination of 1,1,2,3-tetrachloropropene to 2-chloro-3,3,3-trifluoropropene
-
For synthesis of 2,3,3,3-tetrafluoropropene, 2-chloro-3,3,3- trifluoropropene (HCFO-1233xf) is an essential intermediate. We here report the catalytic fluorination of 1,1,2,3-tetrachloropropene (4E) to 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) over fluorinated chromia catalyst modified by Y or La. A highly selective and stable catalyst was achieved over the La promoted fluorinated chromia, where almost 100% 4E conversion and HCFO-1233xf selectivity were obtained for a 96 h TOS. The results of preliminary characterization indicated that surface CrOxFy species and BET area of catalyst were related with the 4E fluorination activity.
- Mao, Wei,Wang, Bo,Ma, Yangbo,Zhang, Wei,Du, Yongmei,Qin, Yue,Kang, Jianping,Lu, Jian
-
-
- REACTION SYSTEM AND PROCESS TO PRODUCE FLUORINATED ORGANICS
-
The invention relates to the use of a liquid- vapor separator such as a de-entrainer to remove an unvaporized portion of a feed, e.g. 1,1,2,3-tetrachloropropene (1230xa), to a catalytic vapor phase fluorination reaction where e.g. 2-chloro-3,3,3,-trifluoropropene (1233xf) is produced. The invention extends the life of the catalyst.
- -
-
Paragraph 0027
(2014/11/11)
-
- PROCESS FOR PREPARING 2-CHLORO-3,3,3-TRIFLUOROPROPENE
-
Provided is a process for preparing 2-chloro-3,3,3-trifluoropropene, wherein at least one chlorine-containing compound selected from the group consisting of chloropropane represented by formula (1): CX3CHClCH2Cl, wherein each X is the same or different and each represents Cl or F, chloropropene represented by formula (2): CClY2CCl=CH2, wherein each Y is the same or different and each represents Cl or F, and chloropropene represented by formula (3): CZ2=CClCH2Cl, wherein each Z is the same or different and each represents Cl or F, is used as a starting compound, and said at least one chlorine-containing compound is reacted with hydrogen fluoride while being heated in a gaseous state in the presence of 50 ppm or more of water relative to the chlorine-containing compound. The process of the present invention makes it possible to produce 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) in a manner that is easily conducted, economically advantageous, and suitable for industrial scale production.
- -
-
Page/Page column 13
(2013/10/08)
-
- PROCESS FOR PREPARING 2,3,3,3-TETRAFLUOROPROPENE
-
The present invention provides a method for efficiently preparing 2,3,3,3-tetrafluoropropene (HFO-1234yf) by a simple and economically advantageous method that is suitable for implementation on an industrial scale. The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene, comprising the step of: (1) in a reactor, (1-1) reacting 1,1,1,2,3-pentachloropropane with hydrogen fluoride in an amount of 10 to 100 mol per mole of the 1,1,1,2,3-pentachloropropane 1; (1-2) in the presence of chromic oxide represented by composition formula: CrOm (1.5m3) or fluorinated chromic oxide obtained by fluorinating the chromic oxide; (1-3) in the presence of oxygen in an amount of 0.02 to 1 mol per mole of the 1,1,1,2,3-pentachloropropane; and (1-4) in the gas phase within a temperature range of 320 to 390 degrees centigrade, thereby obtaining a reaction product containing 2,3,3,3-tetrafluoropropene.
- -
-
Page/Page column 16-17; 20
(2013/03/26)
-
- PROCESS FOR PRODUCING 2-CHLORO-3,3,3-TRIFLUOROPROPENE
-
This invention provides a process for producing 2-chloro-3,3,3-trifluoropropene, comprising: reacting anhydrous hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of chloropropanes and chloropropenes represented by specific formulas in a gas phase in the presence of a chromium atom-containing fluorination catalyst while heating, the reaction being carried out in the presence of molecular chlorine or with a water content in the reaction system of 300 ppm or less. This invention enables suppression of catalyst deterioration and efficient production of 2-chloro-3,3,3-trifluoropropene in a simple and economically advantageous manner on an industrial scale.
- -
-
Page/Page column 22
(2013/05/22)
-
- PROCESS FOR THE PREPARATION OF 2,3,3,3 TETRAFLUOROPROPENE
-
The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene, comprising the following steps: (a) catalytic reaction of 1,1,1,2,3-pentachloropropane and/or 1,1,2,2,3-pentachloropropane with HF into product 2-chloro-3,3,3-trifluoropropene; (b) catalytic reaction of the thus-obtained 2-chloro-3,3,3-trifluoropropene into 2,3,3,3-tetrafluoropropene.
- -
-
Paragraph 0135-0137; 0139
(2013/10/22)
-
- 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 0117; 0118
(2013/09/12)
-
- METHODS FOR PRODUCING 1-CHLORO-3,3,3-TRIFLUOROPROPENE FROM 2-CHLORO-3,3,3-TRIFLUOROPROPENE
-
The present invention provides processes for the production of HCFO-1233zd, 1-chloro-3,3,3-trifluoropropene, from the starting material, 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf). In a first process, HCFO-1233zd is produced by the isomerization of HCFO-1233xf. In a second process, HCFO-1233zd is produced in a two-step procedure which includes (i) dehydrochlorination of HCFO-1233xf into trifluoropropyne; and (ii) hydrochlorination of the trifluoropropyne into HCFO-1233zd.
- -
-
Paragraph 0041
(2013/12/03)
-
- PROCESS FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE
-
The present invention relates, in part, to the discovery that, during the fluorination of certain fluoroolefin starting reagents, particularly, 1,1,2,3-tetrachloropropene (1230xa), oligomerization/polymerization of such starting reagents reduces the conversion process and leads to increased catalyst deactivation. The present invention also illustrates that providing one or more organic co-feed to the fluooolefin starting stream reduces such oligomerization/polymerization and improves catalystic stability.
- -
-
Paragraph 0039; 0040
(2013/05/22)
-
- 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.
- -
-
Page/Page column 34
(2013/08/15)
-
- PROCESS FOR REACTOR PASSIVATION
-
Disclosed is a process for passivating a surface of a dehydrochlorination reactor comprising: stopping a flow of hydrochlorofluoropropane to a reactor, passing a gas mixture comprising hydrogen gas through the reactor at a temperature of at least 25° C for a period of time sufficient to restore the selectivity of a dehydrochlorination reaction, stopping the flow of the hydrogen gas mixture, and resuming the flow of hydrochlorofluoropropane to the dehydrochlorination reaction. Also disclosed is a process for producing a fluoropropene of formula CF3CX=CX2, wherein each X is F or H, at least one X is H and at least one X is F, comprising pyrolyzing a hydrochlorofluoropropane of formula CF3CXYCX2Y, wherein each X is F or H, at least one X is H, and at least one X is F and one Y is CI and the other Y is H, in the gas-phase in the absence of a catalyst in a reaction vessel, maintained at a temperature high enough to effect the pyrolysis of said hydrochlorofluoropropane to said fluoropropene, and wherein said reaction vessel is periodically subjected to a passivation step to passivate the inner surface of said reaction vessel. Also disclosed is a process for producing a fluoropropene of formula CF3CX=CX2, wherein each X is F or H, at least one X is H and at least one X is F, comprising pyrolyzing a hydrochlorofluoropropane of formula CF3CXYCX2Y, wherein each X is F or H, at least one X is H, and at least one X is F and one Y is CI and the other Y is H, in the gas-phase in the absence of a catalyst in a reaction vessel, maintained at a temperature high enough to effect the pyrolysis of said hydrochlorofluoropropane to said fluoropropene, and wherein said hydrochlorofluoropropane comprises less than 300 ppm of hydrogen fluoride.
- -
-
Page/Page column 11
(2013/07/25)
-
- PROCESS FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE
-
The present invention relates, in part, to the discovery that the presence of HF in a HCFC-244bb feedstream in a reaction for the preparation of HFO-1234yf results in selectivity changeover from HFO-1234yf to HCFO-1233xf. By substantially removing HF, it is shown that the selectivity to HFO-1234yf via dehydrochlorination of HCFC-244bb is improved.
- -
-
Paragraph 0040-0045
(2013/04/13)
-
- PROCESS FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE
-
The present invention relates, in part, to the discovery that high temperatures during the fluorination of 1, 1, 2, 3-tetrachloropropene (HCO-1230xa) to 2-chloro-3, 3, 3-trifluoropropene (HCFO-1233xf) results in catalyst instability, reduced selectivity of the conversion, and/or the formation of one or more undesirable by-products. By controlling the reaction temperature, it is shown that the catalyst life may be extended and the selectivity of the reaction improved. Such control similarly results in an overall improvement in the production of certain hydrofluoroolefins, particularly 2, 3, 3, 3-tetrafluoropropene (HFO-1234yf).
- -
-
Paragraph 0041-00043
(2013/04/13)
-
- PROCESS FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE
-
The present invention relates, in part, to the discovery that, during the fluorination of certain fluoroolefin starting reagents, oligomerization/polymerization of such reagents reduces the conversion process and leads to increased catalyst deactivation. The present invention also illustrates that vaporizing such starting reagents in the presence of one or more organic co-feed reduces such oligomerization/polymerization and improves catalytic stability.
- -
-
Paragraph 0047
(2013/05/22)
-
- PROCESS FOR THE PREPARATION OF 2,3,3,3 TETRAFLUOROPROPENE
-
The present invention provides a process for preparing 2, 3, 3, 3-tetrafluoropropene, comprising the following steps: (a) catalytic reaction of 1, 1, 1, 2, 3-pentachloropropane and/or 1, 1, 2, 2, 3-pentachloropropane with HF into product 2- chloro-3, 3, 3-trifluoropropene; (b) catalytic reaction of the thus-obtained 2-chloro-3, 3, 3-trifluoropropene into 2,3,3, 3-tetrafluoropropene.
- -
-
Page/Page column 23-24
(2012/05/05)
-
- PROCESS FOR THE MANUFACTURE OF 2-CHLORO-3,3,3-TRIFLUROPROPENE BY GAS PHASE FLUORINATION OF PENTACHLOROPROPANE
-
The present invention provides a process of catalytic fluorination in gas phase of product 1,1,1,2,3- pentachloropropane or/and 1, 1, 2, 2, 3-pentachloropropane into product 2-chloro-3, 3, 3-trifluoropropene in presence of a catalyst and oxygen.
- -
-
Page/Page column 8
(2012/05/05)
-
- PROCESS FOR THE MANUFACTURE OF 2 - CHLORO - 3, 3, 3 - TRIFLUOROPROPENE (HCFO 1233XF) BY LIQUID PHASE FLUORINATION OF PENTACHLOROPROPANE
-
Process of catalytic fluorination in liquid phase of product 1, 1, 1, 2, 3-pentachloropropane or/and 1,1,2,2,3- pentachloropropane into product 2-chloro-3, 3, 3-trifluoropropene in presence of a catalyst.
- -
-
Page/Page column 14-16
(2012/06/01)
-
- 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.
- -
-
Page/Page column 3-4
(2012/09/05)
-