WO2023199941A1 - 液体組成物 - Google Patents

液体組成物 Download PDF

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Publication number
WO2023199941A1
WO2023199941A1 PCT/JP2023/014848 JP2023014848W WO2023199941A1 WO 2023199941 A1 WO2023199941 A1 WO 2023199941A1 JP 2023014848 W JP2023014848 W JP 2023014848W WO 2023199941 A1 WO2023199941 A1 WO 2023199941A1
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WO
WIPO (PCT)
Prior art keywords
mass
liquid composition
component
less
formula
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.)
Ceased
Application number
PCT/JP2023/014848
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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
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to US18/855,772 priority Critical patent/US20250304887A1/en
Priority to CN202380033913.0A priority patent/CN119013366A/zh
Priority to JP2023547092A priority patent/JP7397244B1/ja
Priority to EP23788359.0A priority patent/EP4509488A4/en
Publication of WO2023199941A1 publication Critical patent/WO2023199941A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3937—Stabilising agents
    • C11D3/394—Organic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/28—Heterocyclic compounds containing nitrogen in the ring
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/30—Amines; Substituted amines ; Quaternized amines
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/349—Organic compounds containing sulfur additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3942—Inorganic per-compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C11D3/3917—Nitrogen-containing compounds
    • C11D3/392—Heterocyclic compounds, e.g. cyclic imides or lactames
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C11D3/3917—Nitrogen-containing compounds
    • C11D3/3927—Quarternary ammonium compounds

Definitions

  • the present invention relates to a liquid composition that can be used as an oxidizing agent, a bleaching agent, etc.
  • uronium salts halouronium salts, and thiazolium salts are known to be useful as oxidizing agents, bleach activators, condensing agents, and the like.
  • An oxidizing agent exhibits an oxidizing effect on other substances, and the oxidizing effect on colored substances can be recognized as phenomena such as decolorization, bleaching, and discoloration.
  • 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 a compound selected from uronium salts, halouronium salts, and thiazolium salts and having excellent storage stability.
  • the present invention relates to an acidic liquid composition containing (A) one or more compounds selected from the compounds represented by the following formulas 1 to 5 [hereinafter referred to as component (A)] and water. .
  • X is a halogen atom or -OR, R each independently represents a hydrocarbon group, and Y - represents an anion.
  • X is a halogen atom or -OR, R each independently represents a hydrocarbon group, and Y - represents an anion.
  • X is a halogen atom or -OR
  • R represents a hydrocarbon group
  • Y - represents an anion
  • X is a halogen atom or -OR
  • R represents a hydrocarbon group
  • Y - represents an anion
  • X is a halogen atom or -OR
  • R represents a hydrocarbon group
  • Y - represents an anion
  • the present invention also relates to a method for preserving a compound, 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.
  • a liquid composition containing a compound selected from a predetermined uronium salt, a predetermined halouronium salt, and a predetermined thiazolium salt and having excellent storage stability is provided.
  • the liquid composition of the present invention contains one or more compounds selected from the compounds represented by formulas 1 to 5 above as component (A), and water, and is acidic.
  • X is a halogen atom or -OR, and from the viewpoint of improving oxidative decomposition activity, a halogen atom, and more preferably a chlorine atom.
  • R each independently represents a hydrocarbon group. Examples of the hydrocarbon group for R include an alkyl group and an alkenyl group. The number of carbon atoms in the hydrocarbon group R may be, for example, 1 or more, further 6 or more, and 24 or less, further 12 or less.
  • the number of carbon atoms in the hydrocarbon group R may be 12 or less, further 6 or less, and 1 or more, respectively, from the viewpoint of good solubility in water.
  • the number of carbon atoms in the hydrocarbon group R may be 12 or less, further 8 or less, further 6 or less, and 1 or more.
  • the total number of carbon atoms of the four R hydrocarbon groups may be 24 or less, and further may be 16 or less, from the viewpoint of good solubility in water.
  • the number of carbon atoms in the hydrocarbon group R may be 12 or less, further 6 or less, and 1 or more from the viewpoint of good solubility in water.
  • Y ⁇ is an anion.
  • the anion of Y ⁇ may be, for example, either an organic anion or an inorganic anion.
  • examples of the anion of Y ⁇ include anions that are conjugate bases of acids with a pKa of 5 or less.
  • the anion of Y ⁇ is preferably an anion other than iodide ion.
  • examples of the anion of Y ⁇ include anions that are conjugate bases of acids with a pKa of 5 or less.
  • Y ⁇ anions examples include sulfonate ions such as trifluoromethanesulfonate ion ( ⁇ OTf ), paratoluenesulfonate ion ( ⁇ OTs ), methanesulfonate ion ( ⁇ OMs ), and methyl sulfate 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 ⁇ ).
  • Y - is preferably an anion selected from - OTf, - OSO 3 Me, - OTs, - OMs, Cl - and Br - .
  • component (A) is one or more compounds selected from the compound represented by formula 1, the compound represented by formula 2, and the compound represented by formula 4. Compounds are preferred.
  • 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 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, and sulfonic acids such as para-toluenesulfonic acid, camphorsulfonic acid, and methanesulfonic acid.
  • pH adjusting agents may be selected in combination with buffering capacity. Note that 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 one or more compounds selected from the compounds represented by the following formulas 1 to 5 [hereinafter referred to as component (A)] and water.
  • X is a halogen atom or -OR, R each independently represents a hydrocarbon group, and Y - represents an anion.
  • X is a halogen atom or -OR, R each independently represents a hydrocarbon group, and Y - represents an anion.
  • X is a halogen atom or -OR
  • R represents a hydrocarbon group
  • Y - represents an anion
  • X is a halogen atom or -OR
  • R represents a hydrocarbon group
  • Y - represents an anion
  • X is a halogen atom or -OR
  • R represents a hydrocarbon group
  • Y - represents an anion
  • the number of carbon atoms in the hydrocarbon group of R is 1 or more, further 6 or more, and 24 or less, and further 12 or less, the liquid composition described in any one of ⁇ 1> to ⁇ 3>. thing.
  • ⁇ 5> The liquid composition according to any one of ⁇ 1> to ⁇ 4>, wherein Y - in formulas 1 to 5 is an anion selected from an organic anion and an inorganic anion.
  • ⁇ 6> The liquid composition according to any one of ⁇ 1> to ⁇ 5>, wherein Y - in formulas 1 to 5 is an anion that is a conjugate base of an acid with a pKa of 5 or less.
  • Y ⁇ 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, or a perchlorate ion.
  • Y - is an anion selected from - OTf, - OSO 3 Me, - OTs, - OMs, Cl - , and Br - , as described in any of ⁇ 1> to ⁇ 7> liquid composition.
  • Component is any one of ⁇ 1> to ⁇ 8>, which is one or more compounds selected from the compound represented by Formula 1, the compound represented by Formula 2, and the compound represented by Formula 4.
  • X is a chlorine atom
  • two of R are ethyl groups
  • the other two are hexyl groups
  • Y - is Cl - , in ⁇ 1> to ⁇ 9>
  • 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 ⁇ 14>.
  • ⁇ 16> Any of ⁇ 1> to ⁇ 15> containing water at 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, and further 90% by mass or less.
  • the component (B) is contained in an amount of 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, further 10% by mass or less.
  • 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 ⁇ 17> to ⁇ 19>.
  • 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.
  • ⁇ 24> The liquid composition according to any one of ⁇ 1> to ⁇ 23>, 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 ⁇ 25> is a pH adjusting agent 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.
  • An oxidation method comprising bringing a treatment liquid prepared from the liquid composition according to any one of ⁇ 1> to ⁇ 26> 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 ⁇ 26> into contact with an object in the presence of hydrogen peroxide.
  • ⁇ 29> The method described in ⁇ 27> or ⁇ 28>, 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 any one of ⁇ 27> to ⁇ 29>.
  • 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, ⁇ 27 > The method described in any of ⁇ 31>.
  • ⁇ 33> The method according to any one of ⁇ 27> to ⁇ 32>, 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 a compound which comprises preserving one or more compounds selected from the compounds represented by the following formulas 1 to 5 [hereinafter referred to as component (A)] in acidic water.
  • X is a halogen atom or -OR, R each independently represents a hydrocarbon group, and Y - represents an anion.
  • X is a halogen atom or -OR, R each independently represents a hydrocarbon group, and Y - represents an anion.
  • X is a halogen atom or -OR
  • R represents a hydrocarbon group
  • Y - represents an anion
  • X is a halogen atom or -OR
  • R represents a hydrocarbon group
  • Y - represents an anion
  • X is a halogen atom or -OR
  • R represents a hydrocarbon group
  • Y - represents an anion
  • the content of 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.
  • ⁇ 36> The preservation method described in ⁇ 34> or ⁇ 35>, wherein the component (A) is preserved in water having a pH 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 preservation described in ⁇ 37> which is a pH adjusting agent 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.
  • 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 ⁇ 26>, and further the liquid composition for oxidizing agent or the liquid composition for bleaching agent. 34> to ⁇ 40>.
  • ⁇ 42> The preservation method according to any one of ⁇ 34> to ⁇ 41>, 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.
  • ⁇ 43> The preservation method according to any one of ⁇ 34> to ⁇ 42>, 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.
  • component (A) 0.01% by mass or more and 5% by mass or less of one or more compounds selected from the compounds represented by the following formulas 1 to 5 [hereinafter referred to as component (A)], (B) hydrogen peroxide [ A liquid composition that is acidic and contains 0.01% by mass or more and 10% by mass or less of component (hereinafter referred to as component (B)) and 80% by mass or more and 99.99% by mass or less of water.
  • X is a chlorine atom
  • R is each independently a methyl group
  • Y - is Cl - .
  • X is a chlorine atom
  • two of R's are ethyl groups
  • the other two are hexyl groups
  • Y - is Cl - .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • component (A) one or more compounds selected from the compounds represented by formulas 1 to 5 below [hereinafter referred to as component (A)], (B) hydrogen peroxide [hereinafter referred to as component (B)], and water
  • An oxidation method or a bleaching method in which a treatment liquid prepared from an acidic liquid composition containing 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.
  • X is a chlorine atom
  • R is each independently a methyl group
  • Y - is Cl - .
  • X is a chlorine atom
  • two of R's are ethyl groups
  • the other two are hexyl groups
  • Y - is Cl - .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • a processing liquid for oxidation or bleaching prepared from an acidic liquid composition containing 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.
  • X is a chlorine atom
  • R is each independently a methyl group
  • Y - is Cl - .
  • X is a chlorine atom
  • two of R's are ethyl groups
  • the other two are hexyl groups
  • Y - is Cl - .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • a treatment liquid for oxidation or bleaching which contains the following:
  • X is a chlorine atom
  • R is each independently a methyl group
  • Y - is Cl - .
  • X is a chlorine atom
  • two of R's are ethyl groups
  • the other two are hexyl groups
  • Y - is Cl - .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • component (A) one or more compounds selected from the compounds represented by formulas 1 to 5 below [hereinafter referred to as component (A)], (B) hydrogen peroxide [hereinafter referred to as component (B)], and water
  • a method for producing a treatment liquid for oxidation or bleaching using an acidic liquid composition containing 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,
  • 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 method for producing a treatment liquid for oxidation or bleaching.
  • X is a chlorine atom
  • R is each independently a methyl group
  • Y - is Cl - .
  • X is a chlorine atom
  • two of R's are ethyl groups
  • the other two are hexyl groups
  • Y - is Cl - .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • X is a chlorine atom or a bromine atom
  • R is a methyl group
  • Y - is -OTf .
  • 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.
  • the scheme of this reaction is as follows.
  • the evaluation compound of Example 1 was the following compound (2-Chloro-1,3-dimethylimidazolinium Chloride: manufactured by Fujifilm Wako Pure Chemical Industries, 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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  • Detergent Compositions (AREA)
PCT/JP2023/014848 2022-04-13 2023-04-12 液体組成物 Ceased WO2023199941A1 (ja)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62166346A (ja) * 1986-01-20 1987-07-22 Konishiroku Photo Ind Co Ltd カラ−画像形成方法
JPH03136034A (ja) * 1989-10-23 1991-06-10 Konica Corp ハロゲン化銀カラー写真感光材料
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
WO2005095948A1 (ja) * 2004-03-30 2005-10-13 Sakura Color Products Corporation ガス曝露検知用インキ組成物及びガス曝露検知インジケーター
WO2007006418A1 (de) * 2005-07-14 2007-01-18 Henkel Kommanditgesellschaft Auf Aktien Mittel zum färben und/oder aufhellen keratinischer fasern mit ionischen flüssigkeiten

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1408737A (fr) * 1964-04-29 1965-08-20 Kodak Pathe Procédé de préparation de sulfobétaïnes d'hétérocycloammonium utiles pour la fabrication de colorants photosensibilisateurs
JP2010138234A (ja) * 2008-12-10 2010-06-24 Toyo Ink Mfg Co Ltd 帯電防止剤およびその用途
CN113621012A (zh) * 2021-08-06 2021-11-09 上海兆维科技发展有限公司 化合物及其制备方法、寡磷酸核苷的制备方法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62166346A (ja) * 1986-01-20 1987-07-22 Konishiroku Photo Ind Co Ltd カラ−画像形成方法
JPH03136034A (ja) * 1989-10-23 1991-06-10 Konica Corp ハロゲン化銀カラー写真感光材料
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
WO2005095948A1 (ja) * 2004-03-30 2005-10-13 Sakura Color Products Corporation ガス曝露検知用インキ組成物及びガス曝露検知インジケーター
WO2007006418A1 (de) * 2005-07-14 2007-01-18 Henkel Kommanditgesellschaft Auf Aktien Mittel zum färben und/oder aufhellen keratinischer fasern mit ionischen flüssigkeiten

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP4509488A4

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JPWO2023199941A1 (https=) 2023-10-19
EP4509488A1 (en) 2025-02-19

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