JP2022524499A - 金属トリフルオロアセテートを使用してトリフルオロヨードメタンを生成するためのプロセス - Google Patents
金属トリフルオロアセテートを使用してトリフルオロヨードメタンを生成するためのプロセス Download PDFInfo
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- trifluoroacetate
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- 238000000034 method Methods 0.000 title claims abstract description 83
- 230000008569 process Effects 0.000 title claims abstract description 82
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 title claims abstract description 45
- VPAYJEUHKVESSD-UHFFFAOYSA-N trifluoroiodomethane Chemical compound FC(F)(F)I VPAYJEUHKVESSD-UHFFFAOYSA-N 0.000 title claims abstract description 36
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 73
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 72
- 239000011630 iodine Substances 0.000 claims abstract description 70
- 229910052751 metal Inorganic materials 0.000 claims abstract description 52
- 239000002184 metal Substances 0.000 claims abstract description 52
- 239000002904 solvent Substances 0.000 claims abstract description 41
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 31
- 239000003054 catalyst Substances 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- UYCAUPASBSROMS-AWQJXPNKSA-M sodium;2,2,2-trifluoroacetate Chemical compound [Na+].[O-][13C](=O)[13C](F)(F)F UYCAUPASBSROMS-AWQJXPNKSA-M 0.000 claims description 17
- UAYWVJHJZHQCIE-UHFFFAOYSA-L zinc iodide Chemical compound I[Zn]I UAYWVJHJZHQCIE-UHFFFAOYSA-L 0.000 claims description 12
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 9
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 8
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 7
- 229910001510 metal chloride Inorganic materials 0.000 claims description 7
- CUNPJFGIODEJLQ-UHFFFAOYSA-M potassium;2,2,2-trifluoroacetate Chemical compound [K+].[O-]C(=O)C(F)(F)F CUNPJFGIODEJLQ-UHFFFAOYSA-M 0.000 claims description 7
- 229910021595 Copper(I) iodide Inorganic materials 0.000 claims description 6
- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 claims description 6
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 claims description 6
- JZVUAOCDNFNSGQ-UHFFFAOYSA-N 7-methoxy-2-phenyl-1h-quinolin-4-one Chemical group N=1C2=CC(OC)=CC=C2C(O)=CC=1C1=CC=CC=C1 JZVUAOCDNFNSGQ-UHFFFAOYSA-N 0.000 claims description 5
- RCPKXZJUDJSTTM-UHFFFAOYSA-L calcium;2,2,2-trifluoroacetate Chemical compound [Ca+2].[O-]C(=O)C(F)(F)F.[O-]C(=O)C(F)(F)F RCPKXZJUDJSTTM-UHFFFAOYSA-L 0.000 claims description 5
- RJYSYRSELCQCSO-UHFFFAOYSA-M cesium;2,2,2-trifluoroacetate Chemical compound [Cs+].[O-]C(=O)C(F)(F)F RJYSYRSELCQCSO-UHFFFAOYSA-M 0.000 claims description 5
- 239000002608 ionic liquid Substances 0.000 claims description 5
- HOKAADCQOYJMPD-UHFFFAOYSA-L iron(2+);2,2,2-trifluoroacetate Chemical compound [Fe+2].[O-]C(=O)C(F)(F)F.[O-]C(=O)C(F)(F)F HOKAADCQOYJMPD-UHFFFAOYSA-L 0.000 claims description 5
- OJOZHRCRUJKPIJ-UHFFFAOYSA-N magnesium;2,2,2-trifluoroacetic acid Chemical compound [Mg].OC(=O)C(F)(F)F OJOZHRCRUJKPIJ-UHFFFAOYSA-N 0.000 claims description 5
- 239000003880 polar aprotic solvent Substances 0.000 claims description 5
- CMXCGDDLAYOLEH-UHFFFAOYSA-M rubidium(1+);2,2,2-trifluoroacetate Chemical compound [Rb+].[O-]C(=O)C(F)(F)F CMXCGDDLAYOLEH-UHFFFAOYSA-M 0.000 claims description 5
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 4
- 150000004693 imidazolium salts Chemical class 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- QZRGKCOWNLSUDK-UHFFFAOYSA-N Iodochlorine Chemical compound ICl QZRGKCOWNLSUDK-UHFFFAOYSA-N 0.000 abstract description 11
- 238000010586 diagram Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 28
- 238000004817 gas chromatography Methods 0.000 description 15
- 150000002894 organic compounds Chemical class 0.000 description 10
- 239000000047 product Substances 0.000 description 8
- 239000006227 byproduct Substances 0.000 description 7
- 239000000376 reactant Substances 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- -1 metals iodide Chemical class 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000012855 volatile organic compound Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- JIDMEYQIXXJQCC-UHFFFAOYSA-L copper;2,2,2-trifluoroacetate Chemical compound [Cu+2].[O-]C(=O)C(F)(F)F.[O-]C(=O)C(F)(F)F JIDMEYQIXXJQCC-UHFFFAOYSA-L 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- VCQWRGCXUWPSGY-UHFFFAOYSA-L zinc;2,2,2-trifluoroacetate Chemical compound [Zn+2].[O-]C(=O)C(F)(F)F.[O-]C(=O)C(F)(F)F VCQWRGCXUWPSGY-UHFFFAOYSA-L 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical group [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000010923 batch production Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 235000011089 carbon dioxide Nutrition 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- QEWYKACRFQMRMB-UHFFFAOYSA-N fluoroacetic acid Chemical compound OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 239000003444 phase transfer catalyst Substances 0.000 description 2
- 150000004714 phosphonium salts Chemical group 0.000 description 2
- 230000008092 positive effect Effects 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 101100483033 Mus musculus Tpbpa gene Proteins 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910000043 hydrogen iodide Inorganic materials 0.000 description 1
- 230000026045 iodination Effects 0.000 description 1
- 238000006192 iodination reaction Methods 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910001511 metal iodide Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- BRKFQVAOMSWFDU-UHFFFAOYSA-M tetraphenylphosphanium;bromide Chemical group [Br-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 BRKFQVAOMSWFDU-UHFFFAOYSA-M 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
Classifications
-
- 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
- C07C17/389—Separation; Purification; Stabilisation; Use of additives by adsorption on solids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/361—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms
- C07C17/363—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms by elimination of carboxyl groups
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/72—Copper
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/08—Halides
- B01J27/10—Chlorides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/138—Halogens; Compounds thereof with alkaline earth metals, magnesium, beryllium, zinc, cadmium or mercury
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
- C07C19/16—Acyclic saturated compounds containing halogen atoms containing fluorine and iodine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
式1:CF3COOM+ICI→CF3I+CO2+MCl
式中、Mは、リチウム、カリウム、ナトリウム、ルビジウム、又はセシウムなどのアルカリ金属、カルシウム又はマグネシウムなどのアルカリ土類金属、あるいは鉄、亜鉛、又は銅などの遷移金属であり得る。したがって、金属トリフルオロアセテートとしては、トリフルオロ酢酸リチウム、トリフルオロ酢酸カリウム、トリフルオロ酢酸ナトリウム、トリフルオロ酢酸ルビジウム、トリフルオロ酢酸セシウム、トリフルオロ酢酸カルシウム、トリフルオロ酢酸マグネシウム、トリフルオロ酢酸鉄、トリフルオロ酢酸亜鉛、トリフルオロ酢酸銅、又はこれらの組み合わせを挙げることができる。式1に示すように、ヨウ素モノクロリドからトリフルオロヨードメタンへのヨウ素のほぼ完全な変換のためのプロセス化学において、固有の化学的制限は存在しない。
式2:ICl+H2O→HCl+HI+1/2O2
金属トリフルオロアセテートとヨウ素元素からのCF3Iの比較製造
この実施例では、トリフルオロ酢酸ナトリウム(sodium trifluoroacetate、CF3COONa)及びヨウ素元素からトリフルオロヨードメタンを製造することが、比較目的のために実証される。20gの量のトリフルオロ酢酸ナトリウム及び38gの量のヨウ素元素をParr Instrument Company(イリノイ州モリーン)の300mLの反応器に添加した。反応器に凝縮器を装備した。反応器を300psigまで圧力試験し、次いで排気した。60mLの量のスルホランを反応器に添加して、トリフルオロ酢酸ナトリウムとヨウ素元素とのモル比が約0.98:1である反応混合物を形成した。反応物及び溶媒は、シグマアルドリッチ社(ミズーリ州セントルイス)から入手し、更に精製することなく使用した。
実施例2
金属トリフルオロアセテート及びヨウ素モノクロリドからのCF3Iの製造
態様1は、トリフルオロヨードメタン(CF3I)を生成するプロセスであって、金属トリフルオロアセテート、ヨウ素モノクロリド、及び溶媒を提供する工程と、溶媒の存在下で金属トリフルオロアセテートとヨウ素モノクロリドとを反応させてトリフルオロヨードメタンを生成する工程と、を含むプロセスである。
反応させる工程において、金属トリフルオロアセテート、ヨウ素モノクロリド、及び溶媒が約120℃~約180℃の温度である、態様1~20のいずれかに記載のプロセスである。
反応させる工程において、金属トリフルオロアセテート、ヨウ素モノクロリド、及び溶媒が約170℃~約180℃の温度である、態様1~20のいずれかに記載のプロセスである。
Claims (10)
- トリフルオロヨードメタン(CF3I)を生成するためのプロセスであって、
金属トリフルオロアセテート、ヨウ素モノクロリド、及び溶媒を混合する工程と、
前記金属トリフルオロアセテート、ヨウ素モノクロリド、及び前記溶媒を加熱して、前記金属トリフルオロアセテート及びヨウ素モノクロリドを反応させて、トリフルオロヨードメタン及び金属塩化物を生成する工程と、を含む、プロセス。 - 前記トリフルオロヨードメタンを前記金属塩化物から分離する工程を更に含む、請求項1に記載のプロセス。
- 前記金属トリフルオロアセテートと前記ヨウ素モノクロリドとのモル比が、約0.1:1~約2.0:1である、請求項1又は2に記載のプロセス。
- 前記溶媒が、約500体積ppm未満の水を含む、請求項1~3のいずれか一項に記載のプロセス。
- 前記金属トリフルオロアセテートが、トリフルオロ酢酸リチウム、トリフルオロ酢酸カリウム、トリフルオロ酢酸ナトリウム、トリフルオロ酢酸ルビジウム、トリフルオロ酢酸セシウム、トリフルオロ酢酸カルシウム、トリフルオロ酢酸マグネシウム、トリフルオロ酢酸鉄、トリフルオロ酢酸亜鉛、及びトリフルオロ酢酸銅の群から選択される少なくとも1種である、請求項1~4のいずれか一項に記載のプロセス。
- 前記溶媒が、イオン性液体及び極性非プロトン性溶媒の群から選択される少なくとも1種である、請求項1~5のいずれか一項に記載のプロセス。
- 前記溶媒が、イミダゾリウム塩、カプロラクタム水素硫酸塩、スルホラン、N,N-ジメチルアセトアミド、及びジメチルスルホンの群から選択される少なくとも1種である、請求項6に記載のプロセス。
- 前記金属トリフルオロアセテート及びヨウ素モノクロリドが、触媒の存在下で反応する、請求項1~7のいずれか一項に記載のプロセス。
- 前記触媒が、ヨウ化銅(I)、塩化鉄、及びヨウ化亜鉛(II)の群から選択される少なくとも1種を含む、請求項8に記載のプロセス。
- 前記金属トリフルオロアセテート、前記ヨウ素モノクロリド、及び前記溶媒が、約100℃~約250℃の温度まで加熱される、請求項1~9のいずれか一項に記載のプロセス。
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US16/797,690 US10870614B2 (en) | 2019-03-04 | 2020-02-21 | Processes for producing trifluoroiodomethane using metal trifluoroacetates |
PCT/US2020/020598 WO2020180766A1 (en) | 2019-03-04 | 2020-03-02 | Processes for producing trifluoroiodomethane using metal trifluoroacetates |
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CN (1) | CN113544110A (ja) |
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JP4051110B2 (ja) | 1996-11-20 | 2008-02-20 | 東ソ−・エフテック株式会社 | ヨウ化トリフルオロメタンの製造方法 |
US7196236B2 (en) | 2004-12-08 | 2007-03-27 | Honeywell International Inc. | Direct one-step synthesis of trifluoromethyl iodide |
US7071367B1 (en) | 2004-12-09 | 2006-07-04 | Honeywell International Inc. | Direct one-step synthesis of CF3-I |
CN101412657A (zh) * | 2006-10-16 | 2009-04-22 | 霍尼韦尔国际公司 | 用于制备三氟碘甲烷和五氟碘乙烷的助催化剂 |
US8034985B2 (en) * | 2007-02-15 | 2011-10-11 | Honeywell International, Ltd. | Catalyst for the synthesis of CF3CF2I |
US8722945B2 (en) * | 2007-11-28 | 2014-05-13 | Honeywell International Inc. | Method for pretreating and regenerating catalysts used in a process for making fluoroiodoalkanes |
CN102992943B (zh) * | 2011-09-14 | 2015-06-24 | 中化蓝天集团有限公司 | 一种制备三氟碘甲烷的方法 |
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WO2020180766A1 (en) | 2020-09-10 |
EP3935031A4 (en) | 2022-12-14 |
MX2021010632A (es) | 2021-09-28 |
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