JP2022524026A - トリフルオロ酢酸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
トリフルオロ酢酸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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- fluoride
- iodine
- trifluoroacetic acid
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- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 title claims abstract description 168
- 238000000034 method Methods 0.000 title claims abstract description 113
- VPAYJEUHKVESSD-UHFFFAOYSA-N trifluoroiodomethane Chemical compound FC(F)(F)I VPAYJEUHKVESSD-UHFFFAOYSA-N 0.000 title claims abstract description 35
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 77
- 239000011630 iodine Substances 0.000 claims abstract description 77
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 77
- 229910001512 metal fluoride Inorganic materials 0.000 claims abstract description 76
- 239000003054 catalyst Substances 0.000 claims abstract description 48
- 229910052751 metal Inorganic materials 0.000 claims abstract description 30
- 239000002184 metal Substances 0.000 claims abstract description 30
- 238000006243 chemical reaction Methods 0.000 claims description 34
- 239000002904 solvent Substances 0.000 claims description 33
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 claims description 28
- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 claims description 22
- AHLATJUETSFVIM-UHFFFAOYSA-M rubidium fluoride Chemical compound [F-].[Rb+] AHLATJUETSFVIM-UHFFFAOYSA-M 0.000 claims description 22
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 claims description 22
- UAYWVJHJZHQCIE-UHFFFAOYSA-L zinc iodide Chemical compound I[Zn]I UAYWVJHJZHQCIE-UHFFFAOYSA-L 0.000 claims description 18
- QZRGKCOWNLSUDK-UHFFFAOYSA-N Iodochlorine Chemical compound ICl QZRGKCOWNLSUDK-UHFFFAOYSA-N 0.000 claims description 16
- OIVUHPTVQVCONM-UHFFFAOYSA-N 6-bromo-4-methyl-1h-indazole Chemical compound CC1=CC(Br)=CC2=C1C=NN2 OIVUHPTVQVCONM-UHFFFAOYSA-N 0.000 claims description 15
- 235000003270 potassium fluoride Nutrition 0.000 claims description 14
- 239000011698 potassium fluoride Substances 0.000 claims description 14
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 claims description 11
- 229910001634 calcium fluoride Inorganic materials 0.000 claims description 11
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 claims description 11
- 229910001635 magnesium fluoride Inorganic materials 0.000 claims description 11
- 235000013024 sodium fluoride Nutrition 0.000 claims description 11
- 239000011775 sodium fluoride Substances 0.000 claims description 11
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 10
- 229960002089 ferrous chloride Drugs 0.000 claims description 9
- PDJAZCSYYQODQF-UHFFFAOYSA-N iodine monofluoride Chemical compound IF PDJAZCSYYQODQF-UHFFFAOYSA-N 0.000 claims description 9
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 claims description 9
- 229910021595 Copper(I) iodide Inorganic materials 0.000 claims description 8
- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 claims description 8
- 239000000843 powder Substances 0.000 claims description 8
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 6
- 239000002608 ionic liquid Substances 0.000 claims description 5
- 239000003880 polar aprotic solvent Substances 0.000 claims description 5
- 238000010586 diagram Methods 0.000 abstract 1
- 238000004817 gas chromatography Methods 0.000 description 20
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 12
- 150000002894 organic compounds Chemical class 0.000 description 11
- 239000000047 product Substances 0.000 description 8
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- -1 calcium or magnesium Chemical class 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 6
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 6
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N Caprolactam Natural products O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 5
- 239000007791 liquid phase Substances 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000012855 volatile organic compound Substances 0.000 description 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 150000004693 imidazolium salts Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- VMQMZMRVKUZKQL-UHFFFAOYSA-N Cu+ Chemical compound [Cu+] VMQMZMRVKUZKQL-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- MLZPKLYSTOATPH-UHFFFAOYSA-N FCl.[I] Chemical compound FCl.[I] MLZPKLYSTOATPH-UHFFFAOYSA-N 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
- 150000001875 compounds Chemical class 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 2
- 238000006114 decarboxylation reaction 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
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-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
- 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
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 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
- 238000009835 boiling Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 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
- IYRWEQXVUNLMAY-UHFFFAOYSA-N carbonyl fluoride Chemical group FC(F)=O IYRWEQXVUNLMAY-UHFFFAOYSA-N 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 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
- 229910001511 metal iodide Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- QPJSUIGXIBEQAC-UHFFFAOYSA-N n-(2,4-dichloro-5-propan-2-yloxyphenyl)acetamide Chemical compound CC(C)OC1=CC(NC(C)=O)=C(Cl)C=C1Cl QPJSUIGXIBEQAC-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
-
- 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
- B01J27/122—Halides of copper
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of zinc, cadmium or mercury
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
- C07C2523/72—Copper
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
- C07C2523/74—Iron group metals
- C07C2523/745—Iron
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
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- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
金属フッ化物を含まないトリフルオロ酢酸の脱炭酸ヨウ素化
本実施例では、金属フッ化物を含まないトリフルオロ酢酸(CF3COOH)及びヨウ素(I2)からのトリフルオロヨードメタンの製造を、比較目的のために実証する。46.7gの量のヨウ素及び8.4gのヨウ化銅触媒を、Parr Instrument Company(イリノイ州モリーン)からの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、次に排気した。60mLの量のスルホランを反応器に添加し、次に、13.4mLのトリフルオロ酢酸を添加して、約0.95:1のトリフルオロ酢酸とヨウ素とのモル比を有する反応混合物を形成した。反応物質、触媒、及び溶媒を、Sigma-Aldrich Corp.(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。
トリフルオロ酢酸と金属フッ化物との脱炭酸ヨウ素化
本実施例では、トリフルオロ酢酸(CF3COOH)及びヨウ素(I2)からのトリフルオロヨードメタンの製造を、金属フッ化物の存在下で実証する。46.7gの量のヨウ素、11.2gのフッ化カリウム及び8.4gのヨウ化銅触媒を、Parr Instrument Company(イリノイ州モリーン)からの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、次に排気した。60mLの量のスルホランを反応器に添加し、次に、13.4mLのトリフルオロ酢酸を添加して、約0.95:1のトリフルオロ酢酸とヨウ素とのモル比と、約0.91:1のトリフルオロ酢酸と金属フッ化物とのモル比と、を有する反応混合物を形成した。反応物質、触媒、及び溶媒を、Sigma-Aldrich Corp.(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。噴霧乾燥粉末形態のフッ化カリウムを、Honeywell Research Chemicalsから入手し、更に精製することなく使用した。
態様1は、トリフルオロヨードメタン(CF3I)の生成するためのプロセスであって、本プロセスは、トリフルオロ酢酸、ヨウ素源、金属触媒、金属フッ化物及び溶媒を提供する工程と、トリフルオロ酢酸、ヨウ素源、及び金属フッ化物を、金属触媒及び溶媒の存在下で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。
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、
トリフルオロ酢酸、ヨウ素源、金属触媒、金属フッ化物及び溶媒を提供する工程と、
前記トリフルオロ酢酸、前記ヨウ素源、及び前記金属フッ化物を、前記金属触媒及び前記溶媒の存在下で反応させて、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。 - 前記金属フッ化物が、フッ化リチウム、フッ化カリウム、フッ化ナトリウム、フッ化ルビジウム、フッ化カルシウム、及びフッ化マグネシウムの群から選択される少なくとも1種を含む、請求項1に記載のプロセス。
- 前記提供工程において、前記金属フッ化物が噴霧乾燥粉末の形態である、請求項1又は2に記載のプロセス。
- 前記提供工程において、前記トリフルオロ酢酸と前記金属フッ化物とのモル比が約0.1:1~約2.0:1である、請求項1~3のいずれか一項に記載のプロセス。
- 前記ヨウ素源が、ヨウ素、一塩化ヨウ素、一フッ化ヨウ素、及び一臭化ヨウ素の群から選択される少なくとも1種を含む、請求項1~4のいずれか一項に記載のプロセス。
- 前記提供工程において、前記トリフルオロ酢酸と前記ヨウ素源とのモル比が約0.1:1~約2:1である、請求項1~5のいずれか一項に記載のプロセス。
- 前記金属触媒が、ヨウ化銅(I)、塩化第一鉄、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1~6のいずれか一項に記載のプロセス。
- 前記提供工程において、前記金属触媒が、反応のために約0.5%~約50%の前記トリフルオロ酢酸のモルパーセントで提供される、請求項1~7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1~8のいずれか一項に記載のプロセス。
- 前記反応工程において、前記トリフルオロ酢酸、前記ヨウ素源、前記金属フッ化物、及び前記溶媒が100℃~250℃の温度である、請求項1~9のいずれか一項に記載のプロセス。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201962813507P | 2019-03-04 | 2019-03-04 | |
US62/813,507 | 2019-03-04 | ||
US16/797,696 | 2020-02-21 | ||
US16/797,696 US10941089B2 (en) | 2019-03-04 | 2020-02-21 | Processes for producing trifluoroiodomethane using trifluoroacetic acid |
PCT/US2020/020724 WO2020180831A1 (en) | 2019-03-04 | 2020-03-03 | Processes for producing trifluoroiodomethane using trifluoroacetic acid |
Publications (1)
Publication Number | Publication Date |
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JP2022524026A true JP2022524026A (ja) | 2022-04-27 |
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JP2021552793A Pending JP2022524026A (ja) | 2019-03-04 | 2020-03-03 | トリフルオロ酢酸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 |
Country Status (8)
Country | Link |
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US (1) | US10941089B2 (ja) |
EP (1) | EP3935032A4 (ja) |
JP (1) | JP2022524026A (ja) |
KR (1) | KR20210124483A (ja) |
CN (1) | CN113544109A (ja) |
CA (1) | CA3131786A1 (ja) |
MX (1) | MX2021010645A (ja) |
WO (1) | WO2020180831A1 (ja) |
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US7196236B2 (en) | 2004-12-08 | 2007-03-27 | Honeywell International Inc. | Direct one-step synthesis of trifluoromethyl iodide |
US8871986B2 (en) * | 2006-10-16 | 2014-10-28 | Honeywell International Inc. | Catalyst promoters for producing trifluoroiodomethane and pentafluoroiodoethane |
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 |
CN108246277B (zh) | 2018-03-21 | 2023-04-11 | 大连科利德光电子材料有限公司 | 一种高效合成三氟碘甲烷方法 |
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2020
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- 2020-03-03 MX MX2021010645A patent/MX2021010645A/es unknown
- 2020-03-03 EP EP20767303.9A patent/EP3935032A4/en not_active Withdrawn
- 2020-03-03 CA CA3131786A patent/CA3131786A1/en active Pending
- 2020-03-03 WO PCT/US2020/020724 patent/WO2020180831A1/en unknown
- 2020-03-03 CN CN202080018331.1A patent/CN113544109A/zh active Pending
- 2020-03-03 KR KR1020217030062A patent/KR20210124483A/ko unknown
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KR20210124483A (ko) | 2021-10-14 |
US20200283358A1 (en) | 2020-09-10 |
MX2021010645A (es) | 2021-09-28 |
WO2020180831A1 (en) | 2020-09-10 |
CA3131786A1 (en) | 2020-09-10 |
EP3935032A1 (en) | 2022-01-12 |
EP3935032A4 (en) | 2022-12-14 |
CN113544109A (zh) | 2021-10-22 |
US10941089B2 (en) | 2021-03-09 |
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