WO2008035677A1 - Nouveau chlorofluorosulfonimide et son procédé de fabrication - Google Patents

Nouveau chlorofluorosulfonimide et son procédé de fabrication Download PDF

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WO2008035677A1
WO2008035677A1 PCT/JP2007/068096 JP2007068096W WO2008035677A1 WO 2008035677 A1 WO2008035677 A1 WO 2008035677A1 JP 2007068096 W JP2007068096 W JP 2007068096W WO 2008035677 A1 WO2008035677 A1 WO 2008035677A1
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compound
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carbon atoms
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PCT/JP2007/068096
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Masao Iwaya
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Asahi Glass Company, Limited
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/48—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups having nitrogen atoms of sulfonamide groups further bound to another hetero atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/323—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to the ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/16—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
    • C07D213/20—Quaternary compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/04—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
    • C07D215/10—Quaternary compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/58—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/08—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Definitions

  • the present invention relates to novel chlorofluorosulfonimides and a method for producing the same.
  • Patent Document 1 Perfluoroalkanesulfonyl imide and its salt are known (see Patent Document 1).
  • the specific salt of bis (perfluoroalkanesulfurimide) is known to form an ionic liquid, and its application to various uses has been attempted.
  • CI—CF—SO NH is known as a black mouth fluoroalkanesulfonamide.
  • Patent Document 1 Japanese Patent Publication No. 11 512563
  • Non-patent document 1 Synthesis 1979, 972- 975
  • perfluorosulfonimide bis (perfluoroalkanesulfonyl) imide having a chlorine atom.
  • perfluorosulfonimide bis (perfluoroalkanesulfonyl) imide
  • the present invention provides the following inventions.
  • n An integer from i to 4.
  • R F a perfluoroalkyl group having 1 to 6 carbon atoms or a group represented by the formula Q F — C1.
  • Q F a perfluoroalkylene group having 1 to 6 carbon atoms.
  • n An integer from i to 4.
  • Q F a perfluoroalkylene group having 1 to 6 carbon atoms.
  • n is 1
  • M is an alkali metal ion, ammonium ion, or phosphonium ion
  • Q F is a difluoromethylene group 2> Compound described in 1.
  • n An integer from i to 4.
  • R F a perfluoroalkyl group having 1 to 6 carbon atoms or a group represented by the formula Q F — C1.
  • Q F a perfluoroalkylene group having 1 to 6 carbon atoms.
  • R F a perfluoroalkyl group having 1 to 6 carbon atoms or a group represented by the formula Q F — C1.
  • Q F a perfluoroalkylene group having 1 to 6 carbon atoms.
  • a compound represented by the following formula (3) and a compound represented by the following formula (31) are reacted with ammonia in the presence of an amine compound, and further reacted with a protonic acid.
  • a method for producing the compound represented by (2) is reacted with ammonia in the presence of an amine compound, and further reacted with a protonic acid.
  • R F a perfluoroalkyl group having 1 to 6 carbon atoms or a group represented by the formula Q F — C1.
  • Q F a perfluoroalkylene group having 1 to 6 carbon atoms.
  • a chemically stable electrolyte made of a low-volatile and flame-retardant ionic compound is provided. Furthermore, a novel ionic liquid is provided by selecting the cation species of the ionic compound of the present invention.
  • a compound represented by the formula (1) is referred to as a compound (1).
  • the symbols in the groups are as defined above unless otherwise specified.
  • the present invention provides the following compound (1).
  • Compound (1) is a salt of n-valent cation [M] n + and n monovalent anions [R F — SO —N-SO Q F — C1] _ It is.
  • n in compound (1) is 1.
  • n + in compound (1) is preferably a monovalent cation (hereinafter also referred to as the same).
  • the alkali metal ion is particularly preferably a lithium ion, preferably a lithium ion, a sodium ion or a potassium ion.
  • ammonium ion is not particularly limited, and may be [NH] +.
  • the organic ammonium ion may be a non-cyclic organic ammonium ion or a cyclic organic ammonium ion.
  • the number of carbon atoms in the organic ammonium ion is preferably 1300 and particularly preferably 120.
  • An acyclic organic ammonium ion is an ion represented by the formula [N (R A )] + (where R A is
  • the four R A may be the same or different.
  • one OC (O) or one C (O) O is inserted between the carbon atom and carbon atom bond! /, Or even! / ⁇ .
  • R A is an alkyl group having 1 to 10 carbon atoms, a fluoroalkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, more preferably a methyl group, an ethyl group, an n propyl group, is o Propyl, n-butyl, iso-butyl or tert-butyl are particularly preferred.
  • the cyclic organic ammonium ion is preferably an organic compound having a ring structure containing a positively charged nitrogen atom, and is an imidazolium, a virazolium, a pyradium, a pyridinium, a pyridazinium, a pyrimidinium, a pyrrolidinium, a piperidinium, a quinolinium, or Triadium is particularly preferred.
  • a carbon atom forming a ring of the cyclic organic ammonium ion may be bonded to a C 16 alkyl group, a fluorine atom, or a C 16 fluoroalkyl group.
  • Imidazolium is the following ion (im-1), virazolium is the following ion (pi-1), pyradium is the following ion (pi-2), and pyridinium is the following ion (py-1).
  • Pyridazinium is the following ion (py—2)
  • pyrimidinium is the following ion (py—3)
  • pyrrolidinium is the following ion (pr—1)
  • piperidinium is the following ion (pp—1)
  • triazolium is the following ion (tr-l) ) Or the following ions (tr 2) are preferred! / '
  • zi to z 17 are each independently methyl having 1 to 10 carbon atoms, or an alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, and more preferably an alkyl group having 1 to 6 carbon atoms.
  • the group, ethyl group, n-propyl group, iso-propyl group, n-butyl group, iso-butyl group or tert-butyl group is particularly preferred.
  • R F of the compound (1) is preferably a group represented by the formula —Q F —C1. That is, the compound (1)
  • Q F is preferably a difluoromethylene group (one CF—).
  • the following compound (11 1) is particularly preferable, and the following compound (11 1) is particularly preferable!
  • Specific examples of the compound (1) include the following compounds.
  • n 2 is the following compound ( 11-2 ) ([M 2 ] 2+ represents a divalent cation; the same shall apply hereinafter), and n Compound (1) when n is 3 is the following compound ( 11-3 ) ([M 3 ] 3+ represents a trivalent cation; the same shall apply hereinafter), and when n is 4, 1) is the following compound (1-4) ([M 4 ] 4+ represents a tetravalent cation; the same shall apply hereinafter).
  • [M 2 ] 2+ include calcium ions, magnesium ions, and copper (II) ions.
  • [M 3 ] 3+ include aluminum (III) ions.
  • the compound (1) can be produced by reacting the following compound (2) with a compound represented by the formula [M] n + ([OH] — (hereinafter also referred to as hydroxide).
  • X n-fold mole of hydroxide it is preferable to use (1.00-2.00) X n-fold mole of hydroxide with respect to compound (2). (1.0.5-1.50) X n It is particularly preferred to use double moles.
  • the temperature in the reaction is preferably 0 to 200 ° C, 40 to 40, and particularly preferably 120 ° C.
  • the pressure in the reaction is not particularly limited. The reaction may be carried out in the presence of a solvent or in the absence of a solvent.
  • hydroxide examples include lithium hydroxide, ammonium hydroxide, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetraptylammonium hydroxide, 1-ethylyl hydroxide 3-methylimidazolium hydroxide.
  • R F of the compound (2) is preferably a group represented by the formula: Q F — C1.
  • Q F is preferably a difluoromethylene group (—CF—).
  • the compound (2) is preferably the following compound (21).
  • Compound (2) is a novel compound. Provided is a method for producing a compound (2) in which the following compound (3) and the following compound (31) are reacted with ammonia in the presence of an amine compound and further reacted with a protonic acid.
  • the temperature in the reaction is preferably 20 to + 200 ° C force S, and more preferably +10 to + 80 ° C.
  • the pressure in the reaction is not particularly limited.
  • the reaction may be carried out in the presence of a solvent or in the absence of a solvent.
  • the reaction may be performed in the presence of a solvent or may be performed in the absence of a solvent.
  • the solvent is not particularly limited as long as it is inert to the reaction substrate! /.
  • R F of the compound (3) is preferably a group represented by the formula —Q F —C1 (that is, the compound (3) is preferably the compound (31)).
  • Q F prefers a difluoromethylene group (one CF—)
  • the amine compound is a compound represented by the formula (R B ) N (where R B is an alkyl having 1 to 6 carbon atoms.
  • the protonic acid is particularly preferably concentrated sulfuric acid, preferably hydrochloric acid, nitric acid or sulfuric acid.
  • the compound (1) of the present invention is a novel compound. The present inventors have found that the compound (1) forms a chemically stable ionic liquid in a wide temperature range (one 70 ° C. to + 300 ° C.). Furthermore, it has been found that the compound (1) is a compound having a high boiling point, low volatility, excellent compatibility with other compounds and excellent conductivity.
  • the present invention provides a composition comprising compound (1) as an active ingredient.
  • the composition of the present invention may be a composition comprising the compound (1) and another compound, which may be a composition comprising the compound (1).
  • the composition of the present invention preferably contains 1 to 100% by mass of the compound (1).
  • the composition of the present invention contains other compounds, it preferably contains more than 0 to 99% by mass of the other compounds.
  • the other compound may be a liquid compound or a solid compound. Further, the other compound may be an organic compound or an inorganic compound.
  • the composition of the present invention when used as an electrolyte for a lithium secondary battery, it is preferable that the composition contains a compound (1) in which [M] n + is a lithium ion! /.
  • the composition of the present invention when used as an electrolytic solution for an electric double layer capacitor, the composition preferably contains a compound (1) in which [M] n + is an organic ammonium ion or phosphonium ion and an organic carbonate. .
  • the composition for the lithium secondary battery and the electric double layer capacitor preferably contains 40 to 80% by mass of the compound (1) and 20 to 60% by mass of the organic carbonate.
  • the carbonate is preferably ethylene carbonate, propylene power carbonate, butylene carbonate, dimethylol carbonate, or methino ethino carbonate.
  • the composition of the present invention when used as an antistatic agent, contains a compound (1) in which [M] n + is a lithium ion, an organic ammonium ion, or a phosphonium ion. It is preferable to include.
  • composition of the present invention may be used in various forms according to the application.
  • the composition of the present invention may be used alone or in combination with other materials.
  • composition of the present invention alone includes an electrolytic solution for an electrochemical device (lithium).
  • Um Secondary battery electrolyte, electric double layer capacitor electrolyte, fuel cell electrolyte, etc. Solvent (solvent for chemical reaction, solvent for extraction, solvent for electrolytic bath, etc.), heat medium, optical resolution agent, lubricant, gas detector for gas sensor, temperature sensor for temperature sensor, gas absorbent, chemical ( Skin absorption accelerators, enzyme coating agents, etc.) and immersion liquids in immersion exposure methods.
  • the composition of the present invention is particularly useful as an electrolyte for an electrochemical device, a solvent, or a heat medium from the viewpoint of its physical properties (low volatility, high compatibility, high conductivity, flame retardancy, etc.).
  • composition of the present invention with other materials include electrochemical device members (lithium secondary battery members, electric double layer capacitor members, fuel cell members, etc.), antistatic agents, and dispersants. It is done.
  • composition of the present invention examples include a carrier obtained by impregnating a porous carrier with the composition of the present invention, and another composition of the present invention.
  • examples thereof include composite materials obtained by kneading or adding to materials.
  • porous carrier examples include porous carbon materials (activated carbon and the like), porous inorganic materials (inorganic glass, silica gel, ceramics and the like), and porous resins.
  • the carrier is a carrier to which the physical properties (low volatility, high compatibility, high conductivity, flame retardancy, etc.) of the composition of the present invention are imparted, and is particularly useful as a member for an electrochemical device.
  • composite material examples include carbon materials (carbon nanotubes, fullerenes, diamonds, etc.), thermoplastic resins (fluorinated resins, polychlorinated bur resin, cellulose, polyolefin resins).
  • a composite material in which the other material is a carbon material can be a composite carbon material with improved flowability and excellent workability.
  • a composite material in which the other material is a thermoplastic resin is a composite material imparted with low volatility, high compatibility, high conductivity, and flame retardancy. It is useful as an optically anisotropic film, a conductive film, an antistatic film, a photoelectric conversion element, an actuator element, and a photosensitive element.
  • a photoreactor made of quartz, equipped with a high-pressure mercury lamp (output: 300 watts) was provided with a light source cooling jacket in an internal volume of 1 U. Distilled water at 60 ° C was circulated through the light source cooling jacket. In addition, a condenser with 30 ° C cooling water was installed at the gas outlet of the photoreactor, followed by a 78 ° C trap (made of SUS316, for collecting the product gas). Content volume 500mL).
  • CF (SO F) (COC1) 65g was charged into the photoreactor, and the photoreactor internal temperature was 80 ° C, 10:00.
  • Photoreaction was carried out by light irradiation. After completion of the reaction, Compound (3 1 ) (32 g) was obtained as a trap fraction. In addition, FO SCF CF SO F (8.4 g) was recovered in the photoreactor.
  • Example 2 The liquid (89.3 g) obtained in Example 1 and concentrated sulfuric acid (320 g) were charged into a flask (internal volume 500 mL) connected to an ice-cooled receiver (internal volume 300 mL). A 78 ° C glass trap was connected to the end of the receiver.
  • the compound of the present invention comprises a solvent (chemical reaction solvent, extraction solvent, electrolytic bath solvent, etc.), heat medium, optical resolution agent, lubricant, gas sensor gas detection agent, temperature sensor temperature sensitive agent, gas absorption.
  • Agent drug (percutaneous absorption enhancer, enzyme coating agent, etc.), immersion liquid in immersion exposure method, electrolyte for electrochemical devices (electrolyte for secondary battery, electrolyte for electric double layer capacitor, fuel cell) Electrolytes, etc.), electrochemical device members (secondary battery members, electric double layer capacitor members, fuel cell members, etc.), display element members, optical anisotropic films, conductive films, antistatic films, photoelectric conversion elements It is a useful compound for applications such as an actuator element and a photosensitive element. It should be noted that the entire contents of the specification, claims, and abstract of Japanese Patent Application No. 2006-256838 filed on September 22, 2006 are hereby incorporated herein by reference. It is something that is incorporated.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne de nouveaux chlorofluorosulfonimides et leurs procédés de fabrication. L'invention concerne notamment un composé (1) représenté par la formule suivante : [M]n+([RF-SO2-N-SO2-QF-Cl]-)n ; un composé (2) représenté par la formule suivante : RF-SO2-NH-SO2-QF-Cl ; un procédé de fabrication du composé (1) par la mise en réaction du composé (2) avec [M]n+([OH]-)n ; et un procédé de fabrication du composé (2) par la mise en réaction de RF-SO2F et Cl-QF-SO2F avec de l'ammoniac en présence d'un composé d'amine, puis par la réaction ultérieure avec un acide protonique. À cet égard, [M]n+ représente un cation n-valent ; n représente un entier de 1 à 4 ; RF représente un groupement perfluoroalkylène ayant de 1 à 6 atomes de carbone ou -QF-Cl ; et QF représente un groupement perfluoroalkylène ayant de 1 à 6 atomes de carbone.
PCT/JP2007/068096 2006-09-22 2007-09-18 Nouveau chlorofluorosulfonimide et son procédé de fabrication WO2008035677A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2006256838A JP2009292728A (ja) 2006-09-22 2006-09-22 新規なクロロフルオロスルホンイミド類およびその製造方法
JP2006-256838 2006-09-22

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WO2008035677A1 true WO2008035677A1 (fr) 2008-03-27

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TW (1) TW200833653A (fr)
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011027867A1 (fr) * 2009-09-04 2011-03-10 旭硝子株式会社 Procédé de production de sels d'ammonium de bis(sulfonyl)imide, de bis(sulfonyl)imide et de sels de lithium de bis(sulfonyl)imide

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