CN109438170A - A kind of preparation method of 2,3,3,3- tetrafluoropropenes - Google Patents
A kind of preparation method of 2,3,3,3- tetrafluoropropenes Download PDFInfo
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- CN109438170A CN109438170A CN201811423031.2A CN201811423031A CN109438170A CN 109438170 A CN109438170 A CN 109438170A CN 201811423031 A CN201811423031 A CN 201811423031A CN 109438170 A CN109438170 A CN 109438170A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
- C07C17/278—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
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Abstract
The invention discloses one kind 2,3,3, the preparation method of 3- tetrafluoropropene, in the presence of a catalyst, 1, the fluoro- 2- vinyl chloride of 1- bis- and fluorochloromethane carry out addition reaction, to generate 1,1, fluoro- 2, the 3- dichloropropane of 1- tri-, 1,1,1- tri- fluoro- 2,3- dichloropropane passes through three kinds of path catalysis preparations 2,3,3,3- tetrafluoropropenes.Present invention use is initial raw materials to human body and the environment fluoro- 2- vinyl chloride of harmful 1,1- bis-, is played a protective role to environment.The method of the present invention is reacted using continuous tubular reactor, easy control of reaction conditions, and equipment operation is simple；And each step conversion ratio of the preparation method is preferable, the yield of target product is higher, there is extensive industrial applications prospect.
Description
Technical field
The invention belongs to chemical industry synthesis fields, and in particular to a kind of preparation method of 2,3,3,3- tetrafluoropropenes.
Background technique
For 2,3,3,3- tetrafluoropropenes as refrigerant of new generation, good refrigeration effect, greenhouse effects are small, and atmospheric lifetime is short, can
Combustion property is low, and toxicity is low, can be widely used for automobile, air-conditioning, in the electric refrigerators such as refrigerator, applies also for extinguishing chemical, foaming agent, rises
The fields such as infusion, polisher lapper.But compared with similar substitute, 2,3,3,3- tetrafluoropropene manufacturing costs are high, and price is high
It is high.
United States Patent (USP) US7560602B2 is disclosed with CF3CF2CF2CHCl2For raw material, first hydrogenation-dechlorination is generated
CF3CF2CH3, then take off HF and obtain 2,3,3,3- tetrafluoropropenes.The preparation method advantage is to consume noxious material CF3CF2CH3, disadvantage
Be 2,3,3,3- tetrafluoropropenes yield it is lower.
United States Patent (USP) US2996555 is disclosed with CX3CF2CH3(wherein X is F, Cl, Br) is raw material, passes through following two
Reaction equation: CCl3CF2CH3+3HF→CF3CF2CH3+3HCl；CF3CF2CH3→ CF3CF=CH2+ HF generates 2,3,3,3-
Tetrafluoropropene.The preparation method high conversion rate, but catalyst CrOxFyPreparation it is more difficult.
Therefore, the problem of 2,3,3,3- tetrafluoropropenes are urgent need to resolve how is produced to cost effective.
Summary of the invention
The purpose of the present invention is to provide a kind of preparation methods of 2,3,3,3- tetrafluoropropenes, have using to human body and environment
The chloro- vinylidene fluoride of harmful 2- is initial raw materials, is played a protective role to environment, and the method for the present invention is anti-using continuous pipe type
Device is answered to be reacted, easy control of reaction conditions, target product yield height.
In order to solve the above-mentioned technical problem, the present invention adopts the following technical scheme:
A kind of preparation method of 2,3,3,3- tetrafluoropropenes, which comprises the steps of:
(1) with the chloro- 1,1- difluoroethylene (CF of 2-2=CHCl) and fluorochloromethane (CH2It ClF is) raw material, in catalysts conditions
Lower carry out addition reaction, to generate fluoro- 2, the 3- dichloropropane (HCFC-243db) of intermediate 1,1,1- tri-；
(2) the fluoro- 2,3- dichloropropane (HCFC-243db) of the intermediate 1,1,1- tri- passes through three different path synthesis
2,3,3,3- tetrafluoropropenes, including following path:
(a) described 1,1,1- tri- fluoro- 2,3- dichloropropane (HCFC-243db) and HF under the action of catalyst, are directly carried out
2,3,3,3- tetrafluoropropene (HFO-1234yf) is made in gas phase reaction.
(b) fluoro- 2,3- dichloropropane (HCFC-243db) Gas phase dehydrochlorination of the 1,1,1- tri- prepares 2- chloro- 3,3,
3- trifluoro propene (HFO-1233xf), 2- chloro-3,3,3 ,-trifluoropropene (HFO-1233xf) and HF gas phase under the action of catalyst
It is fluorinated dechlorination and 2,3,3,3- tetrafluoropropene (HFO-1234yf) is made.
(c) fluoro- 2,3- dichloropropane (HCFC-243db) Gas phase dehydrochlorination of the 1,1,1- tri- prepares 2- chloro- 3,3,
3- trifluoro propene (HFO-1233xf), it is chloro- that 2- is made in 2- chloro-3,3,3 ,-trifluoropropene (HFO-1233xf) gas phase fluorination addition
1,1,1,2- tetrafluoropropane (HCFC-244bb), 2- chloro- 1,1,1,2- tetrafluoropropane (HCFC-244bb) Gas phase dehydrochlorination system
Standby 2,3,3,3- tetrafluoropropene (HFO-1234yf).
Preferably, the catalyst that step (1) uses is SbF3-SbF5-AlCl3/ C, wherein Sb3+、Sb5+、Al3+Molar ratio
For 1:1:1, the reaction temperature of the addition reaction is 50~350 DEG C, preferably 100~300 DEG C, more preferable 150~250 DEG C, instead
Answering pressure is 2~4bar, and time of contact is 1~30s, preferably 3~15s, more preferable 5~10s.
Preferably, step (1) and step (2) carry out gas phase successive reaction in tubular reactor, can select single tube
Grading reactor or multitube tandem reactor, the material of the tubular reactor are the stainless steel of corrosion resistance, Monel conjunction
Gold, Hasiteluoyi corrosion-resistant nickel-base alloy or inconel.
Preferably, in step (2) in path (a), catalyst Cr2O3、Cr2O3-Al2O3、 Cr2O3-Al2O3-FeCl3-
MgCl2、Al2O3-ZnCl2、Cr2O3-Ni/C、Cr2O3-Ni/Al2O3One of or a variety of mixtures, preferably Cr2O3-Al2O3-
FeCl3-MgCl2、Al2O3-ZnCl2、Cr2O3-Ni/C、Cr2O3-Ni/Al2O3One of or a variety of mixtures, more preferably
Cr2O3-Ni/C、Cr2O3-Ni/Al2O3One or both of mixture, the catalyst be by will be co-deposited, adulterate one
Prepared by kind or the coefficient method of the two, Cr2O3The mass ratio of Cr, Ni are 20:1~20 in-Ni/C catalyst, preferably
20:5~10, Cr2O3-Ni/Al2O3The mass ratio of Cr, Ni are 20:1~10, preferably 20:4~6 in catalyst.
Preferably, in the path (a) of step (2), the reaction pressure of the reaction of HCFC-243db gas phase fluorination is 1~
The molar ratio of 10bar, preferably 4~6bar, HF and HCFC-243db are 10~50:1, preferably 15~25:1, reaction temperature 150
~340 DEG C, preferably 220~280 DEG C, 10~200s of reaction contact time, preferably 80~140s.
Preferably, in the path (b) of step (2), HCFC-243db Gas phase dehydrochlorination process used catalyst is CrF3
Or CrOxFyOne or both of mixture；HFO-1233xf is using co-precipitation with catalyst used in HF fluorination process
Method prepares series La-Cr2O3、Y-Cr2O3、Co-Cr2O3、Ga-Cr2O3、Mg-Cr2O3、 Fe-Cr2O3、Zn-Cr2O3、Cr2O3-Ni/
One or more of C catalyst mixture.
Preferably, in the path (b) of step (2), the reaction temperature of HCFC-243db Gas phase dehydrochlorination process is 200~
350 DEG C, reaction pressure is 1~5bar, and reaction contact time is 30~60s；Reaction temperature in HF fluorination process is 280~
350 DEG C, reaction pressure is 6~8bar, and reaction contact time is 100~150s, HF feed flow rate and the object containing HFO-1233xf
Expect that the ratio between feed flow rate is 10~20:1.
Preferably, in the path (c) of step (2), HCFC-243db Gas phase dehydrochlorination process used catalyst is CrF3
Or CrOxFyOne or both of mixture；Gas phase fluorination addition process used catalyst is Zn-Cr2O3、Mg-Cr2O3、
Cr2O3One or more of-Ni/C mixture；HCFC-244bb Gas phase dehydrochlorination process used catalyst is CsCl/
MgF2、SbF5/C、Cr2O3One or both of-Ni/C mixture.
Preferably, in the path (c) of step (2), the reaction temperature of HCFC-243db dehydrochlorination process is 200~350
DEG C, reaction pressure is 1~5bar, and reaction contact time is 30~60s；Reaction temperature during HF fluorination addition is 200~
320 DEG C, reaction pressure is 6~10bar, and reaction contact time is 90~120s, HF feed flow rate and the object containing HFO-1233xf
Expect that the ratio between feed flow rate is 10~20:1；Reaction temperature during HFC-244bb Gas phase dehydrochlorination is 320~380 DEG C,
Reaction pressure is 2~10bar, and reaction contact time is 100~180s.
As a result of the above technical solution, the following beneficial effects are obtained:
Present invention use is initial raw materials to human body and the environment fluoro- 2- vinyl chloride of harmful 1,1- bis-, is played to environment
Protective effect.The method of the present invention is reacted using continuous tubular reactor, easy control of reaction conditions, and equipment operation is simple；
And each step conversion ratio of the preparation method is preferable, the yield of target product is higher, there is extensive industrial applications prospect.
Detailed description of the invention
The present invention will be further explained below with reference to the attached drawings:
Fig. 1 is the flow chart of the present invention 2,3,3,3- tetrafluoropropenes of preparation.
Specific embodiment
Below with reference to embodiment, the invention will be further described.
Embodiment 1
It is 1.5m to length, internal diameter is to be packed into catalyst SbF in the monel metal pipe reactor I of 100mm3-SbF5-
AlCl3/ C, the temperature of reactor I are set as 220 DEG C, and pressure is set as 4bar；By CH2ClF and CF2=CHCl is 10:1 in molar ratio
It is passed through after mixing in reactor I, the control residence time is 10s, and reaction product is through 20 DEG C of circulating water withdrawal liquid products, gas
Body product circulation is into reactor I.
HCFC-243db is delivered to preheater through metering pump, it is rear to enter vaporization mixer, it enters back into equipped with CrF3Catalysis
The long 1m of agent, internal diameter are in the reactor II of the Hasiteluoyi corrosion-resistant nickel-base compo pipe of 60mm.Controlling reaction temperature is 320
DEG C, reaction pressure 5bar, residence time 60s.Reaction product is through 40 DEG C of alkali cleanings, washing, after dry, gaseous product HCFC-
1233xf enters long 1.5m, in the monel metal pipe reactor III of internal diameter 100mm；The catalyst loaded in reactor III is
Cr2O3-Ni/C.Anhydrous HF gas is passed through into reactor III, control the ratio between anhydrous HF and the feed flow rate of HCFC-1233xf are
10:1；The temperature of reactor III is 340 DEG C, pressure 3bar, reaction time 30s.Reaction product passes through alkali cleaning, water
It washes, HFO-1234yf can be obtained after rectifying.
The yield that the total conversion of reaction is 48.2%, HFO-1234yf is 75.7% (with CF2=CHCl meter).
Embodiment 1-5
It is 1.5m to length, internal diameter is that catalyst SbF is added in the monel metal pipe reactor I of 100mm3-SbF5-
AlCl3/ C, wherein Sb3+、Sb5+、Al3+Molar ratio be 1:1:1, be passed through the chloro- vinylidene fluoride (CF of 2-2=CHCl) and fluorine chlorine
Methane (CH2ClF), answer product that HCFC-243db, reaction condition and reaction result such as table are made after alkali cleaning, washing, rectifying
Shown in 1.
The preparation of table 1:HCFC-243db.
Embodiment 6-10
By HCFC-243db manufactured in embodiment 1-5 after metering pump is delivered to preheater, being passed through length is 1.5m,
Internal diameter is the monel metal pipe reactor II of 100mm, II loading catalyst Cr of reactor2O3- Ni/C, the wherein matter of Cr and Ni
Amount is than being 2:1.It is passed through anhydrous HF gas to reactor II, reaction product obtains HFO- after alkali cleaning, washing, rectifying
1234yf, reaction condition and reaction result are as shown in table 2.
Table 2: HFO-1234yf is prepared by step 2 (a).
In conjunction with the embodiments 1 and embodiment 6 reaction total conversion be 32.7%, in conjunction with the embodiments 2 and embodiment 7 reaction
Total conversion is 41.2%, in conjunction with the embodiments 3 and embodiment 8 reaction total conversion be 49.5%, in conjunction with the embodiments 4 and implement
The reaction total conversion of example 9 is that the reaction total conversion of 52.2%, in conjunction with the embodiments 5 and embodiment 10 is 53.9%.
Embodiment 11-15
HCFC-243db is delivered to preheater through metering pump by HCFC-243db manufactured in embodiment 1-5, it is rear to enter
Mixer is vaporized, is entered back into equipped with CrF3The long 1m of catalyst, internal diameter are the Hasiteluoyi corrosion-resistant nickel-base compo pipe of 60mm
In reactor III, HFO-1233xf is generated；Reaction product is through 40 DEG C of alkali cleanings, washing, after dry, gaseous product HCFC-1233xf
Into long 1.5m, in the monel metal pipe reactor IV of internal diameter 100mm, reactor IV is equipped with catalyst La-Cr2O3, reaction production
HFO-1234yf can be obtained by alkali cleaning, washing in object after rectifying, generate HFO-1233xf and HFO-1234yf reaction condition and
Reaction result is as shown in table 3.
Table 3: HFO-1234yf is prepared by step 2 (b).
In conjunction with the embodiments 1 and embodiment 11 reaction total conversion be 30.2%, in conjunction with the embodiments 2 and embodiment 12 it is anti-
It is 48.2% that answer total conversion, which be the reaction total conversion of 44.6%, in conjunction with the embodiments 3 and embodiment 13,4 He in conjunction with the embodiments
The reaction total conversion of embodiment 14 is that the reaction total conversion of 49.7%, in conjunction with the embodiments 5 and embodiment 15 is 45.9%.
Embodiment 16-20
Gas HFO-1233xf made of embodiment 11-15 method will be used to be passed through long 1.5m, the illiteracy of internal diameter 100mm is
In your alloy pipe reactor V, the catalyst loaded in reactor V is Zn-Cr2O3, anhydrous HF gas is passed through into reactor V
Body, reaction product generate HFC-244bb after dry through 40 DEG C of alkali cleanings, washing；The HFC-244bb that previous step generates is passed through length
1m, internal diameter are that catalyst CsCl/MgF is added in the reactor VI of the Hasiteluoyi corrosion-resistant nickel-base compo pipe of 60mm2, reaction
Product generates HFO-1234yf by alkali cleaning, washing after rectifying, generate HFC-244bb and HFO-1234yf reaction condition and
Reaction result is as shown in table 4.
Table 4: HFO-1234yf is prepared by step 2 (c).
In conjunction with the embodiments 1 and embodiment 11 reaction total conversion be 25.8%, in conjunction with the embodiments 2 and embodiment 12 it is anti-
It is 42.5% that answer total conversion, which be the reaction total conversion of 39.8%, in conjunction with the embodiments 3 and embodiment 13,4 He in conjunction with the embodiments
The reaction total conversion of embodiment 14 is that the reaction total conversion of 43.4%, in conjunction with the embodiments 5 and embodiment 15 is 41.1%.
The above is only specific embodiments of the present invention, but technical characteristic of the invention is not limited thereto.It is any with this hair
Based on bright, to solve essentially identical technical problem, essentially identical technical effect is realized, made ground simple change, etc.
With replacement or modification etc., all it is covered by among protection scope of the present invention.
Claims (10)
1. the preparation method of 2,3,3,3- tetrafluoropropene of one kind, which comprises the steps of:
(1) with the chloro- 1,1- difluoroethylene (CF of 2-2=CHCl) and fluorochloromethane (CH2ClF) be raw material, under catalysts conditions into
Row addition reaction, to generate fluoro- 2, the 3- dichloropropane (HCFC-243db) of intermediate 1,1,1- tri-
(2) the fluoro- 2,3- dichloropropane (HCFC-243db) of the intermediate 1,1,1- tri- synthesizes 2,3 by three different paths,
3,3- tetrafluoropropenes, including following path:
(a) described 1,1,1- tri- fluoro- 2,3- dichloropropane (HCFC-243db) and HF under the action of catalyst, directly carry out gas phase
It reacts and 2,3,3,3- tetrafluoropropene (HFO-1234yf) is made；
(b) fluoro- 2,3- dichloropropane (HCFC-243db) Gas phase dehydrochlorination of the 1,1,1- tri- prepares the chloro- 3,3,3- trifluoro of 2-
Gas phase fluorination is de- under the action of catalyst by propylene (HFO-1233xf), 2- chloro-3,3,3 ,-trifluoropropene (HFO-1233xf) and HF
2,3,3,3- tetrafluoropropene (HFO-1234yf) is made in chlorine；
(c) fluoro- 2,3- dichloropropane (HCFC-243db) Gas phase dehydrochlorination of the 1,1,1- tri- prepares the chloro- 3,3,3- trifluoro of 2-
2- chloro- 1,1,1,2- is made in propylene (HFO-1233xf), 2- chloro-3,3,3 ,-trifluoropropene (HFO-1233xf) gas phase fluorination addition
Tetrafluoropropane (HCFC-244bb), 2- chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) Gas phase dehydrochlorination preparation 2,3,3,
3- tetrafluoropropene (HFO-1234yf).
2. a kind of preparation method for preparing 2,3,3,3- tetrafluoropropenes according to claim 1, it is characterised in that: the step
Suddenly the catalyst that (1) uses is SbF3-SbF5-AlCl3/ C, wherein Sb3+、Sb5+、Al3+Molar ratio be 1:1:1, the addition
The reaction temperature of reaction is 50~350 DEG C, and reaction pressure is 2~4bar, and time of contact is 1~30s.
3. a kind of preparation method for preparing 2,3,3,3- tetrafluoropropenes according to claim 2, it is characterised in that: the step
Suddenly (1) and step (2) carry out gas phase successive reaction in tubular reactor, can select single tube grading reactor or multitube string
Join reactor, the material of the tubular reactor is stainless steel, monel metal, the Hasiteluoyi ni-resist of corrosion resistance
Based alloy or inconel.
4. a kind of preparation method for preparing 2,3,3,3- tetrafluoropropenes according to claim 1, it is characterised in that: the step
Suddenly in (2) in path (a), catalyst Cr2O3、Cr2O3-Al2O3、Cr2O3-Al2O3-FeCl3-MgCl2、Al2O3-ZnCl2、
Cr2O3-Ni/C、Cr2O3-Ni/Al2O3One of or a variety of mixtures, the catalyst be by will be co-deposited, adulterate one
Prepared by kind or the coefficient method of the two, Cr2O3The mass ratio of Cr, Ni are 20:1~20 in-Ni/C catalyst,
Cr2O3-Ni/Al2O3The mass ratio of Cr, Ni are 20:1~10 in catalyst.
5. a kind of preparation method for preparing 2,3,3,3- tetrafluoropropenes according to claim 4, it is characterised in that: the step
Suddenly in the path (a) of (2), the reaction pressure of the reaction of HCFC-243db gas phase fluorination is 1~10bar, HF and HCFC-243db
Molar ratio be 10~50:1, reaction temperature be 150~340 DEG C, 10~200s of reaction contact time.
6. a kind of preparation method for preparing 2,3,3,3- tetrafluoropropenes according to claim 1, it is characterised in that: the step
Suddenly in the path (b) of (2), HCFC-243db Gas phase dehydrochlorination process used catalyst is CrF3Or CrOxFyOne of or
Two kinds of mixtures；HFO-1233xf is to prepare series La-Cr using coprecipitation with catalyst used in HF fluorination process2O3、
Y-Cr2O3、Co-Cr2O3、Ga-Cr2O3、Mg-Cr2O3、Fe-Cr2O3、Zn-Cr2O3、Cr2O3One of-Ni/C catalyst is several
Kind mixture.
7. a kind of preparation method for preparing 2,3,3,3- tetrafluoropropenes according to claim 6, it is characterised in that: the step
Suddenly in the path (b) of (2), the reaction temperature of HCFC-243db Gas phase dehydrochlorination process is 200~350 DEG C, reaction pressure 1
~5bar, reaction contact time are 30~60s；Reaction temperature in HF fluorination process is 280~350 DEG C, reaction pressure is 6~
8bar, reaction contact time are 100~150s, the ratio between HF feed flow rate and material feed flow rate containing HFO-1233xf for 10~
20:1。
8. a kind of preparation method for preparing 2,3,3,3- tetrafluoropropenes according to claim 1, it is characterised in that: the step
Suddenly in the path (c) of (2), HCFC-243db Gas phase dehydrochlorination process used catalyst is CrF3Or CrOxFyOne of or
Two kinds of mixtures；Gas phase fluorination addition process used catalyst is Zn-Cr2O3、Mg-Cr2O3、Cr2O3One of-Ni/C or several
Kind mixture；HCFC-244bb Gas phase dehydrochlorination process used catalyst is CsCl/MgF2、SbF5/C、Cr2O3In-Ni/C
One or two kinds of mixtures.
9. a kind of preparation method for preparing 2,3,3,3- tetrafluoropropenes according to claim 8, it is characterised in that: the step
Suddenly in the path (c) of (2), the reaction temperature of HCFC-243db dehydrochlorination process is 200~350 DEG C, reaction pressure is 1~
5bar, reaction contact time are 30~60s；Reaction temperature during HF fluorination addition is 200~320 DEG C, reaction pressure 6
~10bar, reaction contact time are 90~120s, and HF feed flow rate is 10 with the ratio between the material feed flow rate containing HFO-1233xf
~20:1；Reaction temperature during HFC-244bb Gas phase dehydrochlorination is 320~380 DEG C, and reaction pressure is 2~10bar,
Reaction contact time is 100~180s.
10. a kind of preparation method for preparing 2,3,3,3- tetrafluoropropenes according to claim 1, it is characterised in that: described
Step (1) and step (2) occur in tubular reactor, and the material of the tubular reactor is the stainless steel of corrosion resistance
Material, monel metal, Hasiteluoyi corrosion-resistant nickel-base alloy or inconel.
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Cited By (8)
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| CN112778079A (en) * | 2019-11-05 | 2021-05-11 | 浙江环新氟材料股份有限公司 | Process for producing 2-chloro-1, 1, 1, 2-tetrafluoropropane and 2, 3, 3, 3-tetrafluoropropene |
| WO2021093029A1 (en) * | 2019-11-13 | 2021-05-20 | Fujian Yongjing Technology Co., Ltd | New process for synthesis of 2,3,3,3-tetrafluoropropene (1234yf) and 2,3-dichloro-1,1,1-trifluoropropane (243db) |
| CN113527045A (en) * | 2020-04-22 | 2021-10-22 | 浙江省化工研究院有限公司 | Preparation method of chlorofluoropropane |
| CN113527040A (en) * | 2020-04-22 | 2021-10-22 | 浙江省化工研究院有限公司 | Preparation method of halogenated propylene |
| CN113943204A (en) * | 2021-10-30 | 2022-01-18 | 山东东岳化工有限公司 | Method for recycling pentafluoro-chloroethane |
| WO2022218204A1 (en) * | 2021-04-15 | 2022-10-20 | 浙江省化工研究院有限公司 | Method for preparing 2,3,3,3-tetrafluoropropene |
| CN115215722A (en) * | 2021-04-15 | 2022-10-21 | 浙江省化工研究院有限公司 | Co-production preparation method of 2, 3-tetrafluoropropene and 1-chloro-3, 3-trifluoropropene |
| CN114773148B (en) * | 2019-11-13 | 2024-05-28 | 福建永晶科技股份有限公司 | Method for synthesizing 2, 3-dichloro-1, 1-trifluoropropane and 2-chloro-1, 1-trifluoropropene |
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| CN113943204A (en) * | 2021-10-30 | 2022-01-18 | 山东东岳化工有限公司 | Method for recycling pentafluoro-chloroethane |
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Inventor after: Xu Qingrui Inventor after: Wang Xiaodong Inventor after: Xu Yu Inventor after: Chen Chenkai Inventor after: Wu Chenxing Inventor after: Wu Yehua Inventor after: Hu Shengwei Inventor after: Li Fei Inventor after: Zhan Linxi Inventor before: Xu Qingrui Inventor before: Wang Xiaodong Inventor before: Xu Yu Inventor before: Chen Chengkai Inventor before: Wu Chenxing Inventor before: Wu Yehua Inventor before: Hu Shengwei Inventor before: Li Fei Inventor before: Zhan Linxi |