WO2023199940A1 - 液体組成物 - Google Patents

液体組成物 Download PDF

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Publication number
WO2023199940A1
WO2023199940A1 PCT/JP2023/014847 JP2023014847W WO2023199940A1 WO 2023199940 A1 WO2023199940 A1 WO 2023199940A1 JP 2023014847 W JP2023014847 W JP 2023014847W WO 2023199940 A1 WO2023199940 A1 WO 2023199940A1
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WO
WIPO (PCT)
Prior art keywords
mass
less
component
liquid composition
water
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Application number
PCT/JP2023/014847
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English (en)
French (fr)
Japanese (ja)
Inventor
謙介 稲垣
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
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Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to EP23788358.2A priority Critical patent/EP4509487A4/en
Priority to CN202380033917.9A priority patent/CN119013367A/zh
Priority to JP2023547091A priority patent/JP7397243B1/ja
Priority to US18/856,538 priority patent/US20250250517A1/en
Publication of WO2023199940A1 publication Critical patent/WO2023199940A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/28Heterocyclic compounds containing nitrogen in the ring
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/32Organic compounds containing nitrogen
    • C11D7/3281Heterocyclic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B33/00Oxidation in general
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D261/00Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/395Bleaching agents
    • C11D3/3956Liquid compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/02Inorganic compounds
    • C11D7/04Water-soluble compounds
    • C11D7/08Acids

Definitions

  • the present invention relates to a liquid composition that can be used as an oxidizing agent, a bleaching agent, etc.
  • Oxidizing agents are used for a variety of purposes, including bleaching hard objects such as baths, toilets, and kitchens, removing mold, bleaching clothing, decomposing dirt and odor-causing substances, disinfecting, bleaching pulp, and scouring fibers. There is.
  • bleaching agents in addition to so-called chlorine bleaches using hypochlorite, etc., peracids such as hydrogen peroxide, borates, percarbonates, persilicates, and superphosphates are used.
  • Oxygen bleaching agents using Oxygen bleaches are often used in combination with bleach activators such as organic acid esters to increase their bleaching power.
  • Oxygen bleach reacts an oxidizing agent (for example, hydrogen peroxide) with a bleach activator, such as an organic acid ester, to generate a bleaching active species (organic peracid, etc.) to oxidize and bleach the target. do.
  • JP-A-11-256188 discloses a detergent or cleaner containing a peroxy compound and a specific formamidinium salt, each in an amount within a specific range.
  • the present invention provides a liquid composition containing an isoxazolium salt and having excellent storage stability.
  • the present invention relates to an acidic liquid composition containing (A) an isoxazolium salt [hereinafter referred to as component (A)] and water.
  • the present invention also relates to a method for preserving isoxazolium salts, in which component (A) is preserved in acidic water.
  • the present invention also relates to an oxidation method in which a treatment liquid prepared from the liquid composition of the present invention is brought into contact with an object in the presence of hydrogen peroxide.
  • the present invention also relates to a bleaching method in which a treatment liquid prepared from the liquid composition of the present invention is brought into contact with an object in the presence of hydrogen peroxide.
  • the present invention also relates to the use of the liquid composition of the present invention for producing an oxidizing agent.
  • the present invention also relates to the use of the liquid composition of the present invention for producing a bleaching agent.
  • liquid composition containing a compound selected from isoxazolium salts and having excellent storage stability is provided.
  • the liquid composition of the present invention contains the isoxazolium salt of component (A) and water, and is acidic.
  • the isoxazolium salt of component (A) includes a cationized compound having an isoxazole skeleton.
  • Specific examples of component (A) include compounds represented by the following general formula.
  • a ⁇ represents an anion.
  • R 1 and R 2 are each independently an alkyl group having 1 to 24 carbon atoms which may contain a hetero atom, and R 3 and R 4 are each independently a hydrogen atom and a hetero atom. is a group selected from -COOR 5 and -CONHR 6 , an alkyl group having 1 to 24 carbon atoms which may be present, and R 5 and R 6 are each an alkyl group having 2 to 23 carbon atoms.
  • the anion of A ⁇ may be, for example, either an organic anion or an inorganic anion.
  • the A ⁇ anion include anions that are conjugate bases of acids with a pKa of 5 or less.
  • the anion of A ⁇ is preferably an anion other than iodide ion.
  • a - anions include sulfonate ions such as trifluoromethanesulfonate ion ( -OTf ), paratoluenesulfonate ion ( -OTs ), and methanesulfonate ion ( -OMs ), and methylsulfate ion ( -OSO ).
  • Alkyl sulfate ions such as 3 Me
  • halide ions such as chloride ions (Cl ⁇ ), bromide ions (Br ⁇ ) (excluding iodide ions (I ⁇ )), and tetrafluoroborate ions (BF 4 ⁇ ).
  • fluoroborate ions such as, fluorophosphate ions such as hexafluorophosphate ion (PF 6 - ), imide ions such as bis(trifluoromethanesulfonic acid) imide ion ((CF 3 SO 2 ) 2 N - ), trifluoroacetate ions
  • fluoroacetate ions such as (CF 3 COO ⁇ ), perchlorate ions (ClO 4 ⁇ ), chlorate ions (ClO 3 ⁇ ), and chlorite ions (ClO 2 ⁇ ).
  • a ⁇ is preferably an anion selected from ⁇ OTf , ⁇ OSO 3 Me, ⁇ OTs , ⁇ OMs , Cl ⁇ and Br ⁇ .
  • R 1 and R 2 are each independently an alkyl group having 1 to 24 carbon atoms and which may contain a hetero atom.
  • the heteroatom include a nitrogen atom, an oxygen atom, a sulfur atom, and a phosphorus atom.
  • R 1 or R 2 is an alkyl group containing a hetero atom, the number of carbon atoms in R 1 or R 2 may be the total number of carbon atoms in the carbon chain excluding the hetero atom.
  • the alkyl group for R 1 is preferably a straight-chain alkyl group from the viewpoint of improving oxidative decomposition activity, and preferably a branched-chain alkyl group from the viewpoint of excellent solubility in water.
  • the number of carbon atoms in the alkyl group of R 1 is 1 or more, for example, 2 or more, further 3 or more, further 4 or more, and 24 or less, for example 20 or less, further 16 or less, further 12 It may be the following.
  • the alkyl group for R 2 may be a straight chain or branched chain, and from the viewpoint of improving oxidative decomposition activity, a straight chain alkyl group is preferable.
  • the number of carbon atoms in the alkyl group of R 2 is 1 or more and 24 or less, and may be, for example, 20 or less, further 16 or less, further 12 or less, further 8 or less, further 4 or less, further 2 or less.
  • R 3 and R 4 are each independently a hydrogen atom, an alkyl group having 1 to 24 carbon atoms which may contain a hetero atom, -COOR 5 and -CONHR 6 , R 5 and R 6 are each an alkyl group having 2 or more and 23 or less carbon atoms. Heteroatoms are the same as those mentioned for R 1 and R 2 .
  • R 3 is preferably a group selected from a hydrogen atom, an alkyl group (an alkyl group not containing a hetero atom), -COOR 5 and -CONHR 6 .
  • R 5 and R 6 are each an alkyl group having 2 or more and 23 or less carbon atoms.
  • R 3 may be a straight chain alkyl group or a branched chain alkyl group, and the number of carbon atoms in the alkyl group of R 3 is 1 or more and 24 or less, for example, 20 or less, and further 16 Hereinafter, the number may be 12 or less, further 8 or less, further 4 or less, and further 2 or less.
  • R 5 and R 6 may each be a linear alkyl group or a branched alkyl group, and the number of carbon atoms in the alkyl group of R 5 and R 6 may be, for example, 4 or more and 12 or less.
  • R 4 is preferably a hydrogen atom or an alkyl group having 1 or more and 4 or less carbon atoms, and more preferably a hydrogen atom.
  • the liquid composition of the present invention contains component (A) in an amount of, for example, 0.01% by mass or more, further 0.1% by mass or more, furthermore 1% by mass or more, and 20% by mass, from the viewpoint of improving oxidative decomposition activity. % or less, more preferably 10% by mass or less, further preferably 5% by mass or less.
  • the liquid composition of the present invention contains water.
  • water examples include ion exchange water and tap water. Water can be used in an amount to bring the total composition of the liquid composition of the invention to 100% by weight.
  • the liquid composition of the present invention contains water, for example, 50% by mass or more, further 80% by mass or more, further 90% by mass or more, and 99% by mass or less, further 95% by mass or less, further 90% by mass or less. be able to.
  • the liquid composition of the present invention can contain (B) hydrogen peroxide [hereinafter referred to as component (B)].
  • component (B) hydrogen peroxide
  • the composition contains component (B) in an amount of, for example, 0.01% by mass or more, further 1% by mass or more, and further The content is preferably 3% by mass or more, 30% by mass or less, further 20% by mass or less, and further preferably 10% by mass or less.
  • the content of component (B) with respect to 1 mole part of the content of component (A) is, for example, 1 mole.
  • Parts by mole or more preferably 22 parts by mole or more, further 33 parts by mole or more, less than 100 parts by mole, further preferably less than 55 parts by mole, and still more preferably not more than 44 parts by mole.
  • the liquid composition of the present invention can contain any other components in addition to component (B).
  • Such optional components include, for example, chelating agents, thickeners, surfactants, polymers, and the like.
  • component (B) may be blended as a hydrogen peroxide solution.
  • a predetermined component is blended in a manner containing water, such as a hydrogen peroxide solution, the water becomes part or all of the water component in the liquid composition of the present invention.
  • the liquid composition of the present invention is suitable for use as an oxidizing agent. That is, for example, the liquid composition of the present invention can be used together with hydrogen peroxide as an oxidizing agent or used for producing an oxidizing agent. Further, the liquid composition of the present invention is suitable for use as a bleaching agent. Thus, for example, the liquid composition of the invention can be used together with hydrogen peroxide as a bleaching agent or for the production of a bleaching agent.
  • the concentration of component (A) is, for example, 0.0001% by mass or more, further 0.001% by mass or more, and even 0.001% by mass or more.
  • the amount may be 0.01% by mass or more, and 10% by mass or less, further 1% by mass or less, and even 0.1% by mass or less.
  • the concentration of component (B) when used, for example, as an oxidizing agent or a bleaching agent is, for example, 0.001% by mass or more, and The content may be 0.01% by mass or more, further 0.1% by mass or more, and 30% by mass or less, further 3% by mass or less, and even 1% by mass or less.
  • the liquid composition of the present invention can also be obtained, for example, by mixing a solid agent containing component (A) with water. That is, the present invention provides a kit for an acidic liquid composition containing component (A) and water, which is configured to include a solid agent containing component (A).
  • the liquid composition of the present invention may have a pH at 25°C of, for example, 2 or more, further 3 or more, and less than 7, further 6 or less, and further 5 or less.
  • a pH adjuster can be contained, for example.
  • pH adjusters include hydrogen phosphates such as disodium hydrogen phosphate and potassium dihydrogen phosphate, organic acids such as lactic acid, succinic acid, gluconic acid, citric acid, acetic acid, and tartaric acid, phosphoric acid, boric acid, and hydrochloric acid.
  • inorganic acids such as sulfuric acid, sulfonic acids such as para-toluenesulfonic acid, camphorsulfonic acid, and methanesulfonic acid.
  • pH adjusting agents may be selected in combination with buffering capacity.
  • the liquid composition of the present invention can be used for treatments such as bleaching hard articles such as baths, toilets, and kitchens, removing mold, bleaching clothing, decomposing stains and odor-causing substances, disinfecting, killing viruses, and bleaching pulp. It can be used in a variety of applications where oxidizing effects have a useful effect on substances.
  • the liquid composition of the present invention can be used, if necessary, in combination with hydrogen peroxide or the like to form, for example, a bleach composition, a bleach cleaning agent composition, a mold remover composition, a decolorizing agent composition, a deodorant composition, a disinfectant, etc. It can be used as a composition, a virucidal composition, etc.
  • the liquid composition of the present invention is preferably used for bleaching or bleach cleaning. Furthermore, it is preferably used for bleaching or bleaching and cleaning hard articles.
  • the invention provides the use of the liquid composition of the invention for the production of oxidizing agents.
  • the invention also provides the use of the liquid composition of the invention for the production of bleaching agents. If the liquid composition of the present invention has a composition suitable for oxidation or bleaching, the composition can be used as it is to produce an oxidizing agent or a bleaching agent.
  • the oxidizing agent or bleaching agent may contain component (A) in an amount of, for example, 0.0001% by mass or more, further 0.001% by mass or more, furthermore 0.01% by mass or more, from the viewpoint of improving the oxidative decomposition activity of component (A). , and preferably contains 10% by mass or less, further 1% by mass or less, further preferably 0.1% by mass or less.
  • the composition can contain component (A) within this range.
  • the oxidizing agent or bleaching agent preferably contains component (B).
  • the oxidizing agent or bleaching agent contains component (B) in an amount of, for example, 0.001% by mass or more, further 0.01% by mass or more, further 0.1% by mass or more, and 30% by mass or less, further 3% by mass.
  • the content is preferably at most 1% by mass, more preferably at most 1% by mass.
  • the composition can contain component (B) within this range.
  • the present invention provides an oxidation method in which a treatment liquid prepared from the liquid composition of the present invention is brought into contact with an object in the presence of hydrogen peroxide. Furthermore, the present invention provides a bleaching method in which a treatment liquid prepared from the liquid composition of the present invention (hereinafter also referred to as the treatment liquid of the present invention) is brought into contact with an object in the presence of hydrogen peroxide.
  • the treatment liquid of the present invention is preferably a treatment liquid containing component (A), component (B), and water. If the liquid composition of the present invention has a composition suitable for oxidation or bleaching, the composition can be used as it is as the treatment liquid of the present invention. Furthermore, the treatment liquid of the present invention is prepared by mixing a composition containing component (A) but not containing component (B) with a compound that is a source of component (B) or a composition containing component (B). It may also be prepared by
  • the treatment liquid of the present invention comprises the liquid composition of the present invention containing component (A) and water, and component (B) and/or a source of component (B), such as a hydrogen peroxide generating solution in water. It can be obtained by mixing the oxide and, if necessary, water.
  • Peroxides that generate hydrogen peroxide in water include inorganic peroxides and hydrogen peroxide adducts, preferably percarbonates, tripolyphosphate/hydrogen peroxide adducts, and pyrophosphate/peroxide adducts.
  • Hydrogen oxide adducts urea/hydrogen peroxide adducts, sulfate/hydrogen peroxide adducts, perborate, persilicate, peroxide salts, and more preferably sodium percarbonate, sodium tripolyphosphate/ Hydrogen peroxide adduct, sodium pyrophosphate/hydrogen peroxide adduct, urea/hydrogen peroxide adduct, or 4Na 2 SO 4.2H 2 O 2 , sodium perborate monohydrate, sodium perborate tetrahydrate compounds, sodium persilicate, sodium peroxide, calcium peroxide, etc.
  • the composition, component (B) and/or a source of component (B), and water as needed. It can also be obtained by mixing.
  • a pH adjuster such as a phosphate buffer that also functions as a buffer may be added to adjust the pH of the treatment solution to 3 or higher, 5 or higher, for example. Furthermore, it may be adjusted to 6 or more, 12 or less, further 10 or less, and further 8 or less.
  • the treatment liquid of the present invention contains component (A) in an amount of, for example, 0.0001% by mass or more, further 0.001% by mass or more, furthermore 0.01% by mass or more, and 10% by mass or more, from the viewpoint of improving oxidative decomposition activity.
  • the content is preferably at most 1% by mass, more preferably at most 1% by mass, and further preferably at most 0.1% by mass.
  • the treatment liquid of the present invention contains component (B) in an amount of, for example, 0.001% by mass or more, further 0.01% by mass or more, further 0.1% by mass or more, and 30% by mass or less, furthermore 3% by mass or less. , and may further contain 1% by mass or less.
  • the treatment liquid of the present invention contains 80% by mass or more, further 90% by mass or more, further 95% by mass or more, and 99.99% by mass or less, further 98% by mass or less, furthermore 95% by mass or less. Can be done.
  • the objects to be subjected to the oxidation method and the bleaching method include, for example, hard articles such as baths, toilets, and kitchens, and textile products such as clothing.
  • the liquid composition of the present invention can be brought into contact with the object by dipping, coating, spraying, or the like in the presence of hydrogen peroxide.
  • the contact time and contact temperature when the treatment liquid of the present invention and the object are brought into contact are not limited.
  • the treatment liquid of the present invention can contain any of the components described in the liquid composition of the present invention.
  • the pH of the treatment liquid of the present invention may be, for example, 3 or more, further 5 or more, further 6 or more, and 12 or less, further 10 or less, and further 8 or less.
  • This pH is the pH at the temperature at which the oxidation or bleaching method of the invention is carried out, but may be, for example, the pH at 25°C.
  • excellent oxidizing power or bleaching power can be obtained in the presence of hydrogen peroxide even at a pH near neutrality.
  • the present invention provides a method for preserving a compound (hereinafter also referred to as the preservation method of the present invention) in which component (A) is preserved in acidic water.
  • the matters described for the liquid composition of the present invention can be appropriately applied to the preservation method of the present invention.
  • Specific examples and preferred examples of component (A) in the preservation method of the present invention are also the same as those for the liquid composition of the present invention.
  • the preservation method of the present invention may be a method of preserving component (A) or the liquid composition of the present invention.
  • the content of component (A) in acidic water is, for example, 0.01% by mass or more, further 0.1% by mass or more, further 1% by mass or more, and 20% by mass or less, It may be 10% by mass or less, further 5% by mass or less.
  • component (A) is preserved in acidic water.
  • the acidic water used for storage may have a pH of, for example, 2 or more, further 3 or more, and less than 7, further 6 or less, and further 5 or less.
  • components such as a pH adjuster can be contained, for example.
  • pH adjusters include hydrogen phosphates such as disodium hydrogen phosphate and potassium dihydrogen phosphate, organic acids such as lactic acid, succinic acid, gluconic acid, citric acid, acetic acid, and tartaric acid, phosphoric acid, boric acid, and hydrochloric acid.
  • inorganic acids such as sulfuric acid, sulfonic acids such as para-toluenesulfonic acid, camphorsulfonic acid, and methanesulfonic acid.
  • this pH is the pH in a state including optional components such as component (A) and component (B).
  • the preservation method of the present invention can be carried out in the presence of components other than component (A).
  • the optional ingredients mentioned in the liquid composition of the present invention can be added to acidic water for preservation.
  • component (B) is allowed to coexist, in the preservation method of the present invention, the content of component (B) in acidic water is, for example, 0.01% by mass or more, further 1% by mass or more, furthermore 3% by mass or more, The content may be 30% by mass or less, further 20% by mass or less, and further 10% by mass or less.
  • the preservation method of the present invention can be used, for example, as a method for preserving the liquid composition of the present invention, as well as the liquid composition of the present invention that is used as an oxidizing agent or the liquid composition of the present invention that is used as a bleaching agent.
  • the temperature of the acidic water is not particularly limited, but may be, for example, 0°C or higher, further 25°C or higher, 60°C or lower, and further 50°C or lower.
  • the preservation period is not particularly limited, but may be, for example, one day or more, further 14 days or more, and 730 days or less, further 365 days or less.
  • component (A) for example, water, component (A), and if necessary component (B) and other optional components are put into a predetermined container, and the liquid is adjusted to acidic, preferably to a pH within the above range. In this way, component (A) can be preserved.
  • the shape and capacity of the container are not limited.
  • the container preferably has a means for sealing the opening, such as a lid or a stopper.
  • component (A) An acidic liquid composition containing an isoxazolium salt [hereinafter referred to as component (A)] and water.
  • a ⁇ represents an anion.
  • R 1 and R 2 are each independently an alkyl group having 1 to 24 carbon atoms which may contain a hetero atom, and R 3 and R 4 are each independently a hydrogen atom and a hetero atom. is a group selected from -COOR 5 and -CONHR 6 , an alkyl group having 1 to 24 carbon atoms which may be present, and R 5 and R 6 are each an alkyl group having 2 to 23 carbon atoms.
  • a - is an anion selected from organic anions and inorganic anions.
  • a - is a sulfonate ion, an alkyl sulfate ion, a halide ion (excluding iodide ion (I - )), a fluoroborate ion, a fluorophosphate ion, an imide ion, a fluoroacetate ion, a perchlorate ion.
  • a - is any one of ⁇ 2> to ⁇ 5>, which is an anion selected from - OTf, - OSO 3 Me, - OTs, - OMs, Cl - , Br - , and ClO 4 - .
  • R 1 and R 2 are each independently an alkyl group having 1 to 24 carbon atoms that may contain a hetero atom, and the hetero atom is a nitrogen atom, an oxygen atom, a sulfur atom, and
  • the number of carbon atoms in the alkyl group of R1 is 1 or more, further 2 or more, further 3 or more, further 4 or more, and 24 or less, further 20 or less, further 16 or less, further 12 or less, ⁇ 2
  • the number of carbon atoms in the alkyl group of R 2 is 20 or less, further 16 or less, further 12 or less, further 8 or less, further 4 or less, further 2 or less, in any one of ⁇ 2> to ⁇ 11>.
  • R 3 and R 4 are each independently a hydrogen atom, an alkyl group having 1 to 24 carbon atoms which may contain a hetero atom, -COOR 5 and -CONHR 6 , R 5 and R 6 are each an alkyl group having 2 to 23 carbon atoms, and the hetero atom is at least one selected from a nitrogen atom, an oxygen atom, a sulfur atom, and a phosphorus atom, ⁇ 2> ⁇ The liquid composition described in any one of ⁇ 12>.
  • R 3 is a group selected from a hydrogen atom, an alkyl group (an alkyl group not containing a hetero atom), -COOR 5 and -CONHR 6 , and R 5 and R 6 each have 2 carbon atoms.
  • R 3 when R 3 is an alkyl group, R 3 may be a straight chain alkyl group or a branched chain alkyl group, and the number of carbon atoms in the alkyl group of R 3 is 1 or more and 24 or less, further 20 or less, and The liquid composition according to any one of ⁇ 2> to ⁇ 14>, which has a molecular weight of 16 or less, further 12 or less, further 8 or less, further 4 or less, and further 2 or less.
  • R 5 and R 6 are each a linear alkyl group or a branched alkyl group, and the number of carbon atoms in the alkyl group of R 5 and R 6 is 4 or more and 12 or less, ⁇ 2> ⁇ The liquid composition described in any one of ⁇ 15>.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is a group selected from -COOR 5 and -CONHR 6
  • R 5 and R 6 are The liquid composition according to any one of ⁇ 2> to ⁇ 17>, each of which is a butyl group or a dodecyl group
  • R 4 is a hydrogen atom.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a butyl group
  • R 4 is a hydrogen atom.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a dodecyl group
  • R 4 is a hydrogen atom.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -CONHR 6
  • R 6 is a dodecyl group
  • R 4 is a hydrogen atom.
  • a - is ClO 4 -
  • R 1 is a tert-butyl group
  • R 2 is a methyl group
  • R 3 and R 4 are each a hydrogen atom, ⁇ 2> to ⁇ 17>.
  • Component contains 0.01% by mass or more, further 0.1% by mass or more, further 1% by mass or more, and 20% by mass or less, further 10% by mass or less, further 5% by mass or less, ⁇ 1 >>The liquid composition described in any one of ⁇ 22>.
  • ⁇ 24> Any of ⁇ 1> to ⁇ 23> containing water at least 50% by mass, further at least 80% by mass, further at least 90% by mass, and at most 99% by mass, further at most 95% by mass, and further at most 90% by mass.
  • the content of component (A) relative to 1 mole part of the content of component (B) is 1 mole part or more, further 22 mole parts or more, further 33 mole parts or more, and 100 mole parts or less, and further 55 mole parts or less,
  • the concentration of component (B) during use is 0.001% by mass or more, further 0.01% by mass or more, further 0.1% by mass or more, and 30% by mass or less, further 3% by mass or less, and further 1% by mass. % or less, the liquid composition according to any one of ⁇ 25> to ⁇ 27>.
  • the concentration of component (A) during use is 0.0001% by mass or more, further 0.001% by mass or more, further 0.01% by mass or more, and 10% by mass or less, further 1% by mass or less, further 0.
  • ⁇ 32> The liquid composition according to any one of ⁇ 1> to ⁇ 31>, which has a pH at 25° C. of 2 or more, further 3 or more, and less than 7, further 6 or less, and further 5 or less.
  • the pH adjuster is a hydrogen phosphate selected from disodium hydrogen phosphate and potassium dihydrogen phosphate, an organic acid selected from lactic acid, succinic acid, gluconic acid, citric acid, acetic acid, and tartaric acid, phosphoric acid, and boric acid.
  • the liquid described in ⁇ 33> is a pH adjuster selected from an inorganic acid selected from acid, hydrochloric acid, and sulfuric acid, and a sulfonic acid selected from para-toluenesulfonic acid, camphorsulfonic acid, and methanesulfonic acid. Composition.
  • ⁇ 35> An oxidation method comprising bringing a treatment liquid prepared from the liquid composition according to any one of ⁇ 1> to ⁇ 34> into contact with an object in the presence of hydrogen peroxide.
  • a bleaching method comprising bringing a treatment liquid prepared from the liquid composition according to any one of ⁇ 1> to ⁇ 34> into contact with an object in the presence of hydrogen peroxide.
  • ⁇ 37> The method described in ⁇ 35> or ⁇ 36>, wherein the treatment liquid contains component (A), component (B), and water.
  • the treatment liquid contains component (B) in an amount of 0.001% by mass or more, further 0.01% by mass or more, further 0.1% by mass or more, and 30% by mass or less, further 3% by mass or less, and further 1% by mass. % or less, the method described in ⁇ 37>.
  • the treatment liquid contains component (A) in an amount of 0.0001% by mass or more, further 0.001% by mass or more, further 0.01% by mass or more, 10% by mass or less, further 1% by mass or less, further 0.
  • the treatment liquid contains 80% by mass or more, further 90% by mass or more, further 95% by mass or more, and 99.99% by mass or less, further 98% by mass or less, further 95% by mass or less, ⁇ 35 > The method described in any of ⁇ 39>.
  • ⁇ 41> The method according to any one of ⁇ 35> to ⁇ 40>, wherein the pH of the treatment liquid is 3 or more, further 5 or more, further 6 or more, and 12 or less, further 10 or less, and further 8 or less.
  • a method for preserving an isoxazolium salt which comprises preserving the isoxazolium salt [hereinafter referred to as component (A)] in acidic water.
  • component (A) in the water is 0.01% by mass or more, further 0.1% by mass or more, further 1% by mass or more, and 20% by mass or less, 10% by mass or less, and further 5% by mass.
  • the pH adjuster is a hydrogen phosphate selected from disodium hydrogen phosphate and potassium dihydrogen phosphate, an organic acid selected from lactic acid, succinic acid, gluconic acid, citric acid, acetic acid, and tartaric acid, phosphoric acid, and boric acid.
  • the isotropic agent according to ⁇ 45> which is a pH adjuster selected from an inorganic acid selected from acid, hydrochloric acid, and sulfuric acid, and a sulfonic acid selected from para-toluenesulfonic acid, camphorsulfonic acid, and methanesulfonic acid. How to store oxazolium salt.
  • component (B) hydrogen peroxide
  • component (B) in the water is 0.01% by mass or more, further 1% by mass or more, further 3% by mass or more, and 30% by mass or less, further 20% by mass or less, and further 10% by mass or less.
  • the preservation method is a method of preserving the liquid composition according to any one of ⁇ 1> to ⁇ 34>, and further the liquid composition for oxidizing agent or the liquid composition for bleaching agent. 42> to ⁇ 48>.
  • ⁇ 50> The preservation method according to any one of ⁇ 42> to ⁇ 49>, wherein the temperature of the acidic water is 0°C or higher, further 25°C or higher, 60°C or lower, and further 50°C or lower.
  • ⁇ 51> The preservation method according to any one of ⁇ 42> to ⁇ 50>, wherein the preservation period is 1 day or more, further 14 days or more, and 730 days or less, and further 365 days or less.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a butyl group
  • R 4 is a hydrogen atom. be.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -CONHR 6
  • R 6 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • a - is ClO 4 -
  • R 1 is a tert-butyl group
  • R 2 is a methyl group
  • R 3 and R 4 are each a hydrogen atom.
  • component (A) isoxazolium salt represented by the following general formula [hereinafter referred to as component (A)]
  • component (B) hydrogen peroxide [hereinafter referred to as component (B)]
  • water and is acidic.
  • an oxidation method or a bleaching method in which a treatment liquid prepared from a liquid composition is brought into contact with an object, The treatment liquid has a pH of 5 or more and 10 or less, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, Oxidation or bleaching methods.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a butyl group
  • R 4 is a hydrogen atom. be.
  • component (A) isoxazolium salt represented by the following general formula [hereinafter referred to as component (A)]
  • component (B) hydrogen peroxide [hereinafter referred to as component (B)]
  • water and is acidic.
  • an oxidation method or a bleaching method in which a treatment liquid prepared from a liquid composition is brought into contact with an object, The treatment liquid has a pH of 5 or more and 10 or less, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, Oxidation or bleaching methods.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • component (A) isoxazolium salt represented by the following general formula [hereinafter referred to as component (A)]
  • component (B) hydrogen peroxide [hereinafter referred to as component (B)]
  • water and is acidic.
  • an oxidation method or a bleaching method in which a treatment liquid prepared from a liquid composition is brought into contact with an object, The treatment liquid has a pH of 5 or more and 10 or less, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, Oxidation or bleaching methods.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -CONHR 6
  • R 6 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • component (A) isoxazolium salt represented by the following general formula [hereinafter referred to as component (A)]
  • component (B) hydrogen peroxide [hereinafter referred to as component (B)]
  • water and is acidic.
  • an oxidation method or a bleaching method in which a treatment liquid prepared from a liquid composition is brought into contact with an object, The treatment liquid has a pH of 5 or more and 10 or less, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, Oxidation or bleaching methods.
  • a - is ClO 4 -
  • R 1 is a tert-butyl group
  • R 2 is a methyl group
  • R 3 and R 4 are each a hydrogen atom.
  • A isoxazolium salt represented by the following general formula [hereinafter referred to as component (A)], (B) hydrogen peroxide [hereinafter referred to as component (B)], and water, and is acidic.
  • An oxidizing or bleaching treatment liquid prepared from a liquid composition comprising: The treatment liquid has a pH of 5 or more and 10 or less at 25°C, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, Processing liquid for oxidation or bleaching.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a butyl group
  • R 4 is a hydrogen atom. be.
  • A isoxazolium salt represented by the following general formula [hereinafter referred to as component (A)], (B) hydrogen peroxide [hereinafter referred to as component (B)], and water, and is acidic.
  • An oxidizing or bleaching treatment liquid prepared from a liquid composition comprising: The treatment liquid has a pH of 5 or more and 10 or less at 25°C, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, Processing liquid for oxidation or bleaching.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • A isoxazolium salt represented by the following general formula [hereinafter referred to as component (A)], (B) hydrogen peroxide [hereinafter referred to as component (B)], and water, and is acidic.
  • An oxidizing or bleaching treatment liquid prepared from a liquid composition comprising: The treatment liquid has a pH of 5 or more and 10 or less at 25°C, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, Processing liquid for oxidation or bleaching.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -CONHR 6
  • R 6 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • A isoxazolium salt represented by the following general formula [hereinafter referred to as component (A)], (B) hydrogen peroxide [hereinafter referred to as component (B)], and water, and is acidic.
  • An oxidizing or bleaching treatment liquid prepared from a liquid composition comprising: The treatment liquid has a pH of 5 or more and 10 or less at 25°C, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, Processing liquid for oxidation or bleaching.
  • a - is ClO 4 -
  • R 1 is a tert-butyl group
  • R 2 is a methyl group
  • R 3 and R 4 are each a hydrogen atom.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a butyl group
  • R 4 is a hydrogen atom. be.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -CONHR 6
  • R 6 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • a - is ClO 4 -
  • R 1 is a tert-butyl group
  • R 2 is a methyl group
  • R 3 and R 4 are each a hydrogen atom.
  • a method for producing a treatment liquid for oxidation or bleaching using a liquid composition comprising: The treatment liquid has a pH of 5 or more and 10 or less at 25°C, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, optionally mixing said liquid composition with water; A method for producing a treatment liquid for oxidation or bleaching.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a butyl group
  • R 4 is a hydrogen atom. be.
  • a method for producing a treatment liquid for oxidation or bleaching using a liquid composition comprising: The treatment liquid has a pH of 5 or more and 10 or less at 25°C, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, optionally mixing said liquid composition with water; A method for producing a treatment liquid for oxidation or bleaching.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -COOR 5
  • R 5 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • a method for producing a treatment liquid for oxidation or bleaching using a liquid composition comprising: The treatment liquid has a pH of 5 or more and 10 or less at 25°C, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, optionally mixing said liquid composition with water; A method for producing a treatment liquid for oxidation or bleaching.
  • a - is -OTf
  • R 1 and R 2 are each a methyl group
  • R 3 is -CONHR 6
  • R 6 is a dodecyl group
  • R 4 is a hydrogen atom. be.
  • a method for producing a treatment liquid for oxidation or bleaching using a liquid composition comprising: The treatment liquid has a pH of 5 or more and 10 or less at 25°C, The treatment liquid contains component (A) from 0.0001% by mass to 1% by mass, The treatment liquid contains component (B) from 0.001% by mass to 3% by mass, The treatment liquid contains 80% by mass or more and 99.99% by mass or less of water, optionally mixing said liquid composition with water; A method for producing a treatment liquid for oxidation or bleaching.
  • a - is ClO 4 -
  • R 1 is a tert-butyl group
  • R 2 is a methyl group
  • R 3 and R 4 are each a hydrogen atom.
  • the evaluation compounds (partially) used in Examples and Reference Examples were manufactured in the following synthesis examples. Each synthesis was performed using an eggplant flask.
  • the obtained organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated using a rotary evaporator to obtain a crude product.
  • -carboxylate was obtained (2.2 g (7.45 mmol, yield 95%).
  • the scheme of this reaction is as follows.
  • Example 1 The evaluated compound in Example 1 was the following compound (N-tert-Butyl-5-methylisoxazolium Perchlorate: manufactured by Tokyo Kasei Kogyo Co., Ltd.).
  • ⁇ Reagent> The reagents used in Examples and Reference Examples are as follows. ⁇ Phosphoric acid (85%): Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. ⁇ Disodium hydrogen phosphate: Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. ⁇ Potassium dihydrogen phosphate: Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. 3-( Sodium trimethylsilyl)-1-propane-1,1,2,2,3,3-d6-sulfonate: Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. Ethanol (99.5%): Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.
  • Curcumin Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.
  • Acetonitrile Manufactured by Fuji Film Wako Pure Chemical Industries, Ltd.
  • Hydrogen peroxide (30%) Manufactured by Fuji Film Wako Pure Chemical Industries, Ltd. ( ) is the effective amount.
  • the amounts in the table are effective amounts.

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PCT/JP2023/014847 2022-04-13 2023-04-12 液体組成物 Ceased WO2023199940A1 (ja)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11256188A (ja) 1998-01-14 1999-09-21 Clariant Gmbh ホルムアミジニウム塩を漂白活性化剤として使用する方法
JP2000505841A (ja) * 1997-10-22 2000-05-16 ロレアル ケラチン繊維を染色するための組成物、および該組成物を用いた染色方法
JP2000516265A (ja) * 1997-10-22 2000-12-05 ロレアル ケラチン繊維染色用組成物及びこの組成物を用いた染色方法
JP2001335446A (ja) * 2000-04-18 2001-12-04 L'oreal Sa 1−(4−アミノフェニル)ピロリジンと特定の直接染料を含有するケラチン繊維の酸化染色用組成物
JP2007297287A (ja) * 2006-04-27 2007-11-15 Japan Carlit Co Ltd:The 常温溶融塩及びそれを利用する潤滑剤
WO2012018137A1 (ja) * 2010-08-06 2012-02-09 協同油脂株式会社 イオン液体を基油とした錆止め性に優れる潤滑剤組成物

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE634998A (https=) * 1963-07-13

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000505841A (ja) * 1997-10-22 2000-05-16 ロレアル ケラチン繊維を染色するための組成物、および該組成物を用いた染色方法
JP2000516265A (ja) * 1997-10-22 2000-12-05 ロレアル ケラチン繊維染色用組成物及びこの組成物を用いた染色方法
JPH11256188A (ja) 1998-01-14 1999-09-21 Clariant Gmbh ホルムアミジニウム塩を漂白活性化剤として使用する方法
JP2001335446A (ja) * 2000-04-18 2001-12-04 L'oreal Sa 1−(4−アミノフェニル)ピロリジンと特定の直接染料を含有するケラチン繊維の酸化染色用組成物
JP2007297287A (ja) * 2006-04-27 2007-11-15 Japan Carlit Co Ltd:The 常温溶融塩及びそれを利用する潤滑剤
WO2012018137A1 (ja) * 2010-08-06 2012-02-09 協同油脂株式会社 イオン液体を基油とした錆止め性に優れる潤滑剤組成物

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Title
See also references of EP4509487A4

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JP7397243B1 (ja) 2023-12-12
CN119013367A (zh) 2024-11-22

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