CN108610233B - 一种3,3,3-三氟丙烯的制备方法 - Google Patents
一种3,3,3-三氟丙烯的制备方法 Download PDFInfo
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- CN108610233B CN108610233B CN201810611001.8A CN201810611001A CN108610233B CN 108610233 B CN108610233 B CN 108610233B CN 201810611001 A CN201810611001 A CN 201810611001A CN 108610233 B CN108610233 B CN 108610233B
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- Prior art keywords
- trifluoropropene
- reaction
- tetrachloropropane
- inhibitor
- vaporization
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- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 title claims abstract description 63
- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 118
- UTACNSITJSJFHA-UHFFFAOYSA-N 1,1,1,3-tetrachloropropane Chemical compound ClCCC(Cl)(Cl)Cl UTACNSITJSJFHA-UHFFFAOYSA-N 0.000 claims abstract description 76
- 239000003112 inhibitor Substances 0.000 claims abstract description 68
- 230000008016 vaporization Effects 0.000 claims abstract description 63
- 239000003054 catalyst Substances 0.000 claims abstract description 62
- 238000009834 vaporization Methods 0.000 claims abstract description 62
- 239000007789 gas Substances 0.000 claims abstract description 39
- 239000006200 vaporizer Substances 0.000 claims abstract description 35
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract description 31
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims abstract description 31
- 238000002156 mixing Methods 0.000 claims abstract description 23
- 239000000203 mixture Substances 0.000 claims abstract description 23
- 239000011964 heteropoly acid Substances 0.000 claims description 56
- 150000003839 salts Chemical class 0.000 claims description 42
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical group FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 claims description 33
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 28
- 239000000047 product Substances 0.000 claims description 25
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 24
- 229910052804 chromium Inorganic materials 0.000 claims description 24
- 239000011651 chromium Substances 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 24
- 229910052751 metal Inorganic materials 0.000 claims description 22
- 239000002184 metal Substances 0.000 claims description 22
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 21
- 150000001768 cations Chemical class 0.000 claims description 20
- 125000003963 dichloro group Chemical group Cl* 0.000 claims description 20
- 238000002309 gasification Methods 0.000 claims description 20
- 238000000926 separation method Methods 0.000 claims description 20
- 238000005406 washing Methods 0.000 claims description 20
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 15
- 239000002994 raw material Substances 0.000 claims description 15
- 239000010936 titanium Substances 0.000 claims description 15
- 229910052719 titanium Inorganic materials 0.000 claims description 15
- 229910052782 aluminium Inorganic materials 0.000 claims description 14
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 14
- 229910052759 nickel Inorganic materials 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- -1 mono-olefin compound Chemical class 0.000 claims description 13
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 12
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims description 12
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 12
- 229910000423 chromium oxide Inorganic materials 0.000 claims description 12
- 229910052748 manganese Inorganic materials 0.000 claims description 12
- 239000011572 manganese Substances 0.000 claims description 12
- 239000002808 molecular sieve Substances 0.000 claims description 12
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 12
- 229940090961 chromium dioxide Drugs 0.000 claims description 11
- IAQWMWUKBQPOIY-UHFFFAOYSA-N chromium(4+);oxygen(2-) Chemical compound [O-2].[O-2].[Cr+4] IAQWMWUKBQPOIY-UHFFFAOYSA-N 0.000 claims description 11
- AYTAKQFHWFYBMA-UHFFFAOYSA-N chromium(IV) oxide Inorganic materials O=[Cr]=O AYTAKQFHWFYBMA-UHFFFAOYSA-N 0.000 claims description 11
- 238000003756 stirring Methods 0.000 claims description 11
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical group [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 11
- 229910052721 tungsten Inorganic materials 0.000 claims description 11
- 239000010937 tungsten Substances 0.000 claims description 11
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical group [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 10
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 10
- 238000010521 absorption reaction Methods 0.000 claims description 10
- 150000001721 carbon Chemical group 0.000 claims description 10
- 239000007795 chemical reaction product Substances 0.000 claims description 10
- 230000006835 compression Effects 0.000 claims description 10
- 238000007906 compression Methods 0.000 claims description 10
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 10
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 10
- 229910052750 molybdenum Chemical group 0.000 claims description 10
- 239000011733 molybdenum Chemical group 0.000 claims description 10
- 229910052698 phosphorus Inorganic materials 0.000 claims description 10
- 239000011574 phosphorus Substances 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 9
- 239000012535 impurity Substances 0.000 abstract description 4
- 239000012071 phase Substances 0.000 description 34
- LDTMPQQAWUMPKS-OWOJBTEDSA-N (e)-1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C\Cl LDTMPQQAWUMPKS-OWOJBTEDSA-N 0.000 description 17
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 9
- 239000004411 aluminium Substances 0.000 description 8
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 description 7
- 150000001336 alkenes Chemical class 0.000 description 7
- 230000003213 activating effect Effects 0.000 description 5
- 239000000956 alloy Substances 0.000 description 5
- 229910045601 alloy Inorganic materials 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- VKEIPALYOJMDAC-UHFFFAOYSA-N 3,3,3-trichloroprop-1-ene Chemical compound ClC(Cl)(Cl)C=C VKEIPALYOJMDAC-UHFFFAOYSA-N 0.000 description 4
- 238000003682 fluorination reaction Methods 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- CDOOAUSHHFGWSA-OWOJBTEDSA-N (e)-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C\C(F)(F)F CDOOAUSHHFGWSA-OWOJBTEDSA-N 0.000 description 3
- ZPIFKCVYZBVZIV-UHFFFAOYSA-N 3-chloro-1,1,1-trifluoropropane Chemical compound FC(F)(F)CCCl ZPIFKCVYZBVZIV-UHFFFAOYSA-N 0.000 description 3
- FSHNTZZVHJNGOM-UHFFFAOYSA-N FC(F)(F)C=C.FC(=C)C(F)(F)F Chemical compound FC(F)(F)C=C.FC(=C)C(F)(F)F FSHNTZZVHJNGOM-UHFFFAOYSA-N 0.000 description 3
- 238000004939 coking Methods 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920000098 polyolefin Polymers 0.000 description 3
- UMGQVBVEWTXECF-UHFFFAOYSA-N 1,1,2,3-tetrachloroprop-1-ene Chemical compound ClCC(Cl)=C(Cl)Cl UMGQVBVEWTXECF-UHFFFAOYSA-N 0.000 description 2
- SMCNZLDHTZESTK-UHFFFAOYSA-N 2-chloro-1,1,1,2-tetrafluoropropane Chemical compound CC(F)(Cl)C(F)(F)F SMCNZLDHTZESTK-UHFFFAOYSA-N 0.000 description 2
- ZGOMEYREADWKLC-UHFFFAOYSA-N 3-chloro-1,1,1,3-tetrafluoropropane Chemical compound FC(Cl)CC(F)(F)F ZGOMEYREADWKLC-UHFFFAOYSA-N 0.000 description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000007033 dehydrochlorination reaction Methods 0.000 description 2
- 229920005560 fluorosilicone rubber Polymers 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- VHHHONWQHHHLTI-UHFFFAOYSA-N hexachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)Cl VHHHONWQHHHLTI-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- HIILBTHBHCLUER-IWQZZHSRSA-N (z)-1,2,3-trichloroprop-1-ene Chemical compound ClC\C(Cl)=C\Cl HIILBTHBHCLUER-IWQZZHSRSA-N 0.000 description 1
- GVVUPGXFVJLPDE-UHFFFAOYSA-N 1,3,3,3-tetrachloroprop-1-ene Chemical compound ClC=CC(Cl)(Cl)Cl GVVUPGXFVJLPDE-UHFFFAOYSA-N 0.000 description 1
- WJFIVNWCJZUQMI-UHFFFAOYSA-N 2-bromo-1,1,1-trifluoropropane Chemical compound CC(Br)C(F)(F)F WJFIVNWCJZUQMI-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 229910000792 Monel Inorganic materials 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
汽化温度(℃) | 80 | 120 | 160 | 200 | 240 | 280 | 300 |
1,3,3,3-四氯丙烷:抑制剂 | 1:10 | 1:10 | 1:10 | 1:10 | 1:10 | 1:10 | 1:10 |
3,3,3-三氯丙烯含量(%) | 无 | 无 | 无 | 无 | 无 | 无 | 无 |
1,2,2-三氯丙烯含量(%) | 无 | 无 | 无 | 无 | 无 | 无 | 无 |
烯烃类聚合物含量(%) | 无 | 无 | 无 | 无 | 无 | 无 | 无 |
反应温度℃ | 1,3,3,3-四氯丙烷转化率 | 3,3,3-三氟丙烯选择性 |
280 | 80 | 63.2 |
320 | 99.2 | 65.3 |
400 | 99.7 | 64.5 |
500 | 99.8 | 60.5 |
600 | 100 | 58.3 |
反应温度℃ | 1,3,3,3-四氯丙烷转化率 | 3,3,3-三氟丙烯选择性 |
280 | 60 | 58.2 |
320 | 89.2 | 58.3 |
400 | 89.8 | 54.4 |
500 | 89.8 | 53.5 |
600 | 100 | 52.3 |
反应温度℃ | 1,3,3,3-四氯丙烷转化率 | 2-氯-3,3,3-三氟丙烯转化率 | 3,3,3-三氟丙烯选择性 | 2,3,3,3-四氟丙烯选择性 |
280 | 80 | 15.7 | 93.2 | 96.2 |
320 | 99.0 | 27.9 | 95.4 | 97.3 |
400 | 99.6 | 35.5 | 94.1 | 97.6 |
500 | 99.6 | 43.6 | 90.5 | 83.3 |
600 | 100 | 50 | 78.3 | 73.7 |
反应温度℃ | 1,3,3,3-四氯丙烷转化率 | 2-氯-3,3,3-三氟丙烯转化率 | 3,3,3-三氟丙烯选择性 | 2,3,3,3-四氟丙烯选择性 |
280 | 70.2 | 15.7 | 72.2 | 76.5 |
320 | 89.2 | 67.6 | 73.1 | 77.1 |
400 | 89.1 | 65.6 | 75.2 | 77.4 |
500 | 98.3 | 63.6 | 70.3 | 73.2 |
600 | 100 | 100 | 88.3 | 63.7 |
1,3,3,3-四氯丙烷: 2-氯-3,3,3-三氟丙烯 | 1,3,3,3-四氯丙烷转化率 | 2-氯-3,3,3-三氟丙烯转化率 | 3,3,3-三氟丙烯选择性 | 2,3,3,3-四氟丙烯选择性 |
1:5 | 99.7 | 35 | 83.1 | 96.5 |
1:10 | 99.2 | 34.5 | 95 | 96.3 |
1:20 | 99.2 | 33.6 | 95.1 | 96.6 |
1:30 | 85.2 | 33.6 | 96 | 96.3 |
1:40 | 80 | 30.0 | 95 | 97.7 |
1:50 | 80 | 28.2 | 95 | 98.2 |
Claims (8)
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CN201810611001.8A CN108610233B (zh) | 2018-06-14 | 2018-06-14 | 一种3,3,3-三氟丙烯的制备方法 |
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CN108610233B true CN108610233B (zh) | 2021-07-16 |
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CN112920214A (zh) * | 2019-12-05 | 2021-06-08 | 新特能源股份有限公司 | 一种苯基氯硅烷、制备方法及装置 |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2889379A (en) * | 1957-02-06 | 1959-06-02 | Dow Chemical Co | Preparation of 3, 3, 3-trifluoropropene |
CN100500626C (zh) * | 2007-04-11 | 2009-06-17 | 西安近代化学研究所 | 3,3,3-三氟丙烯的制备方法 |
CN101597209A (zh) * | 2008-03-20 | 2009-12-09 | 霍尼韦尔国际公司 | 用于制备2,3,3,3-四氟丙烯的一体式方法 |
CN101874009A (zh) * | 2007-07-25 | 2010-10-27 | 霍尼韦尔国际公司 | 生产2-氯-3,3,3-三氟丙烯(HCFC-1233xf)的改进方法 |
CN102219635A (zh) * | 2011-04-19 | 2011-10-19 | 巨化集团公司 | 一种3,3,3-三氟-1-氯丙烷的制备方法 |
CN104169245A (zh) * | 2011-11-04 | 2014-11-26 | 塞尔马·贝克特什维克 | 用于制造2,3,3,3-四氟丙烯的方法 |
CN104284874A (zh) * | 2011-11-04 | 2015-01-14 | 汪海有 | 用于产生2,3,3,3-四氟丙烯的方法 |
CN104907065A (zh) * | 2014-03-12 | 2015-09-16 | 北京宇极科技发展有限公司 | 氟化催化剂、制备方法及用途 |
CN105143154A (zh) * | 2013-04-25 | 2015-12-09 | 大金工业株式会社 | 含氟烯烃的制造方法 |
CN105188909A (zh) * | 2013-03-14 | 2015-12-23 | 霍尼韦尔国际公司 | 氟化方法与反应器 |
-
2018
- 2018-06-14 CN CN201810611001.8A patent/CN108610233B/zh active Active
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2889379A (en) * | 1957-02-06 | 1959-06-02 | Dow Chemical Co | Preparation of 3, 3, 3-trifluoropropene |
CN100500626C (zh) * | 2007-04-11 | 2009-06-17 | 西安近代化学研究所 | 3,3,3-三氟丙烯的制备方法 |
CN101874009A (zh) * | 2007-07-25 | 2010-10-27 | 霍尼韦尔国际公司 | 生产2-氯-3,3,3-三氟丙烯(HCFC-1233xf)的改进方法 |
CN101597209A (zh) * | 2008-03-20 | 2009-12-09 | 霍尼韦尔国际公司 | 用于制备2,3,3,3-四氟丙烯的一体式方法 |
CN102219635A (zh) * | 2011-04-19 | 2011-10-19 | 巨化集团公司 | 一种3,3,3-三氟-1-氯丙烷的制备方法 |
CN104169245A (zh) * | 2011-11-04 | 2014-11-26 | 塞尔马·贝克特什维克 | 用于制造2,3,3,3-四氟丙烯的方法 |
CN104284874A (zh) * | 2011-11-04 | 2015-01-14 | 汪海有 | 用于产生2,3,3,3-四氟丙烯的方法 |
CN105188909A (zh) * | 2013-03-14 | 2015-12-23 | 霍尼韦尔国际公司 | 氟化方法与反应器 |
CN105143154A (zh) * | 2013-04-25 | 2015-12-09 | 大金工业株式会社 | 含氟烯烃的制造方法 |
CN104907065A (zh) * | 2014-03-12 | 2015-09-16 | 北京宇极科技发展有限公司 | 氟化催化剂、制备方法及用途 |
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