Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
  • A61K8/04—Dispersions; Emulsions
  • A61K8/06—Emulsions
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/41—Amines
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
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  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
  • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
  • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
  • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
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  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
  • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
  • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
  • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
  • C07C215/12—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to hydrocarbon groups substituted by hydroxy groups
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
  • C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
  • C07C57/03—Monocarboxylic acids
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
  • C09K23/16—Amines or polyamines
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
  • C09K23/18—Quaternary ammonium compounds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
  • C09K23/38—Alcohols, e.g. oxidation products of paraffins
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
  • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
  • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
  • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
  • C10M133/30—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms containing a nitrogen-to-oxygen bond
  • C10M133/36—Hydroxylamines
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
  • C10M141/06—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic nitrogen-containing compound
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M173/00—Lubricating compositions containing more than 10% water
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/10—General cosmetic use
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
  • C10M2201/02—Water
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
  • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
  • C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
  • C10M2207/126—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids monocarboxylic
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/28—Esters
  • C10M2207/287—Partial esters
  • C10M2207/289—Partial esters containing free hydroxy groups
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
  • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
  • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
  • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
  • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
  • C10M2215/26—Amines
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
  • C10M2219/042—Sulfate esters
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2010/00—Metal present as such or in compounds
  • C10N2010/02—Groups 1 or 11
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
  • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
  • C10N2030/24—Emulsion properties
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
  • C10N2050/01—Emulsions, colloids, or micelles
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
  • C10N2050/01—Emulsions, colloids, or micelles
  • C10N2050/011—Oil-in-water

Definitions

• the present invention relates to an additive for activating the surface and an emulsified composition using it.
• Emulsified compositions are used in various fields. For example, emulsion compositions used for cosmetics, lubricating oils, etc. are required to have emulsion stability.
• a surfactant is usually used in the emulsified composition, and the HLB (Hydrophilic-Lipophilic Balance) value of the surfactant is used as an index for emulsification, and the surfactant is selected according to the ratio of water and oil.
• Commonly used surfactants include, for example, span-based and tween-based nonionic surfactants. It wasn't very favorable. There is also a demand for surfactants that are more lubricating and can be widely applied to various water-to-oil ratios.
• organic ammonium salt ionic liquid having a hydrogen-bonding functional group on the cation or anion (Patent Documents 1 to 3). It has been found that this organic ammonium salt is hydrophilic, liquid at room temperature, and has excellent water-retaining and moisturizing properties.
• the present invention has been made in view of the above circumstances, and provides a novel additive for activating the surface, which is excellent in emulsion stability, and an emulsion composition using the same, and further,
• the object is to improve the feeling of use in cosmetics and the lubricating performance in lubricants.
• the additive for activating the surface of the present invention is characterized by blending the following components (A) and (B).
• a cation derived from the component (A), which may have a cationic residue of the component (B), and an anion derived from the anionic residue of the component (B) are formed. It is preferable to contain an organic ammonium salt that The emulsified composition of the present invention contains the above additives.
• the cosmetic of the present invention is an emulsified composition containing the above additives.
• the lubricant of the present invention is an emulsified composition containing the above additives.
• the additive for activating the surface of the present invention is excellent in emulsion stability of the emulsified composition to which it is added.
• the emulsified composition of the present invention has excellent emulsification stability, and when used as a cosmetic, it gives a good feeling when used on the skin, and when used as a lubricant, it has excellent lubricating performance.
• the additive of the present invention is mainly intended for an additive that is blended in an optional step in the production of a target composition, particularly an emulsion composition.
• the additive of the present invention is a mixture of components (A) and (B).
• "blending" the components (A) and (B) includes blending the components (A) and (B) until the final additive is prepared, and the components (A) and When a salt formed by components (A) and (B) is synthesized using (B) as a starting material, and the salt is used as an additive, and when the salt is mixed with other components such as water as necessary It includes the case where it is used as an additive.
• the additive of the present invention may be a mixture (including salts thereof) consisting only of components (A) and (B), and components other than components (A) and (B) or their salts It may be a composition comprising a component, such as water.
• the fact that the additive "activates the surface" includes that the additive has performance as a surfactant.
• the skeleton of the amine compound in the component (A) is not particularly limited, and examples thereof include amines (ammonia, primary amines, secondary amines, tertiary amines), but are not particularly limited, such as imidazole.
• the ammonium compounds include salts of the above amine compounds and quaternary amine compounds.
• the component (A) has one or more hydroxyl groups and other hydroxyaliphatic hydrocarbon groups that may contain oxygen atoms.
• the hydroxyaliphatic hydrocarbon group may be linear or branched, preferably a branched hydroxyaliphatic hydrocarbon group, and may be saturated or unsaturated, although saturated aliphatic A hydrocarbon group is more preferred.
• Examples of the aliphatic hydrocarbon group include those described in the section [Hydrocarbon group] below.
• the linear hydroxyaliphatic hydrocarbon group has one or more hydroxyl groups, and the hydrocarbon moiety preferably has 1 to 22 carbon atoms, more preferably 1 to 18 carbon atoms, and still more preferably 1 to 12 carbon atoms. , particularly preferably straight-chain having 1 to 6 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.
• the number of hydroxyl groups per linear hydroxyaliphatic hydrocarbon group is preferably 1-8, more preferably 1-6, even more preferably 1-3.
• the branched hydroxyaliphatic hydrocarbon group has one or more hydroxyl groups, and the hydrocarbon moiety preferably has 3 to 22 carbon atoms, more preferably 3 to 12 carbon atoms, still more preferably 3 to 8 carbon atoms, Particularly preferably, it is a branched chain having 3 to 6 carbon atoms, most preferably 4 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.
• the number of hydroxyl groups per branched hydroxyaliphatic hydrocarbon group is preferably 1 to 8, more preferably 1 to 3, and still more preferably 3.
• the number of branched chain hydroxyaliphatic hydrocarbon groups in the amine or ammonium compound is preferably 1 to 4, more preferably 1 to 3, still more preferably 1 to 2, and particularly preferably 1.
• the hydrocarbon portion contains an oxygen atom
• the oxygen atom forms, for example, an ether bond, a carbonyl group, an ester bond, an amide bond, a urea bond, or a urethane bond with the hydrocarbon portion.
• the hydrocarbon moiety contains an oxygen atom means that the hydrocarbon moiety is interrupted by a group that is an atomic group containing an oxygen atom and may also contain a heteroatom such as a nitrogen atom, or at the base end, or where a hydrogen atom is substituted by said group.
• the linear hydroxyaliphatic hydrocarbon group is not particularly limited, but examples of groups having one hydroxyl group include hydroxymethyl group, 1-hydroxyethyl group, 2-hydroxyethyl group, 1-hydroxypropane- 1-yl group, 2-hydroxypropan-1-yl group, 3-hydroxypropan-1-yl group, 1-hydroxybutan-1-yl group, 2-hydroxybutan-1-yl group, 3-hydroxybutane- 1-yl group, 4-hydroxybutan-1-yl group, 5-hydroxypentan-1-yl group, 6-hydroxyhexan-1-yl group, 7-hydroxyheptan-1-yl group, 8-hydroxyoctane- 1-yl group, 9-hydroxynonan-1-yl group, 10-hydroxydecan-1-yl group and the like, and groups having two or more hydroxyl groups include dihydroxyethyl groups such as 1,2-dihydroxyethyl group.
• 1,2-dihydroxypropan-1-yl group dihydroxypropan-1-yl group such as 2,3-dihydroxypropan-1-yl group; trihydroxypropan-1-yl group; 1,2-dihydroxybutane -1-yl group, 1,3-dihydroxybutan-1-yl group, 1,4-dihydroxybutan-1-yl group, 2,3-dihydroxybutan-1-yl group, 2,4-dihydroxybutane-1 -yl group, dihydroxybutan-1-yl group such as 3,4-dihydroxybutan-1-yl group; 1,2,3-trihydroxybutan-1-yl group, 1,2,4-trihydroxybutane-1- yl group, 1,3,4 trihydroxybutan-1-yl group, trihydroxybutan-1-yl group such as 2,3,4 trihydroxybutan-1-yl group; tetrahydroxybutan-1-yl group; di, tri, tetra,an-1-yl group; di, tri, tetra,an-1-y
• the branched-chain hydroxyaliphatic hydrocarbon group is not particularly limited, but for example, the following formula (IV):
• R 6 represents a hydrogen atom, a straight-chain alkyl group having 1 to 8 carbon atoms, or a straight-chain hydroxyalkyl group having 1 to 8 carbon atoms.
• R 7 represents a or a straight-chain hydroxyalkyl group having 1 to 8 carbon atoms).
• at least one of R 6 and R 7 in component (A) is preferably a hydroxyalkyl group having 1 to 4 carbon atoms, and R 6 and R 7 in component (A) are preferably hydroxyalkyl groups having 1 to 4 carbon atoms.
• a hydroxyalkyl group is more preferred.
• the branched hydroxyaliphatic hydrocarbon group preferably has 3 to 6 carbon atoms, more preferably 3 to 4 carbon atoms.
• the number of hydroxyl groups per branched hydroxyaliphatic hydrocarbon group is preferably 1 to 8, more preferably 1 to 4, still more preferably 2 to 4, particularly preferably 2 to 3, and most preferably 3. .
• the hydroxyaliphatic hydrocarbon group represented by formula (IV) is not particularly limited, and examples thereof include 1,3-dihydroxy-2-hydroxymethylpropan-2-yl group, 1,3-dihydroxypropane-2- yl group, 1,3-dihydroxy-2-ethylpropan-2-yl group, 1,3-dihydroxy-2-methylpropan-2-yl group, 1-hydroxy-2-methylpropan-2-yl group, 1 -hydroxy-3-methylbutan-2-yl group, 2-hydroxy-2-methylpropan-2-yl group, 2-hydroxy-2-methylbutan-2-yl group, 2-ethyl-2-hydroxybutane-2- yl group, 2-hydroxy-3-methylpentan-2-yl group, 3-ethyl-2-hydroxypentan-2-yl group, 2-ethyl-1-hydroxy-3-methylbutan-2-yl group, 1- hydroxy-3-methyl-2-(1-methylethyl)butan-2-yl group, 2-ethyl-1-hydroxypentan-2
• substituents other than hydroxyaliphatic hydrocarbon groups in component (A) and cations derived from component (A) include organic groups.
• the organic group essentially has a carbon atom and may additionally contain at least one selected from a hydrogen atom, an oxygen atom, a nitrogen atom, a sulfur atom, a phosphorus atom, and a halogen atom.
• the atomic group contained in the organic group is not particularly limited, examples thereof include hydrocarbon groups, heterocyclic groups, and substituents described in the section [Substituents] below. Examples include cases where a hydrocarbon moiety is interrupted by a substituent described in the section [Substituent] below, a substituent is included at the group end, or a hydrogen atom is substituted with a substituent.
• the number of carbon atoms in the organic group is not particularly limited, but is, for example, 1-22, 1-18, 1-12, 1-8, or 1-6.
• the hydrocarbon group is not particularly limited, and examples include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and combinations thereof.
• a hydrocarbon group etc. are mentioned.
• it may be monovalent or polyvalent, and examples of monovalent saturated or unsaturated aliphatic hydrocarbon groups include, but are not limited to, linear or branched alkyl groups, alkenyl groups and alkynyl groups. etc.
• Alkyl groups include linear or branched chains, but are not particularly limited, and examples thereof include methyl, ethane-1-yl, propan-1-yl, 1-methylethan-1-yl, butane-1- yl group, butan-2-yl group, 2-methylpropan-1-yl group, 2-methylpropan-2-yl group, pentan-1-yl group, pentan-2-yl group, hexan-1-yl group , heptane-1-yl group, octan-1-yl group, 2-ethylhexan-1-yl group, 1,1,3,3-tetramethylbutan-1-yl group, nonan-1-yl group, decane -1-yl group, undecane-1-yl group, dodecane-1-yl group, tridecane-1-yl group, tetradecane-1-yl group, pentadecane-1-yl group, hexadecane-1-yl group,
• Alkenyl groups include linear or branched chains, and are not particularly limited, but examples include vinyl, prop-1-en-1-yl, allyl, isopropenyl, but-1-en-1-yl. group, but-2-en-1-yl group, but-3-en-1-yl group, 2-methylprop-2-en-1-yl group, 1-methylprop-2-en-1-yl group, pent-1-en-1-yl group, pent-2-en-1-yl group, pent-3-en-1-yl group, pent-4-en-1-yl group, 3-methylbut-2- En-1-yl group, 3-methylbut-3-en-1-yl group, hex-1-en-1-yl group, hex-2-en-1-yl group, hex-3-en-1- yl group, hex-4-en-1-yl group, hex-5-en-1-yl group, 4-methylpent-3-en-1-yl group, 4-methylpent-3-en-1-yl group,
• Alkynyl groups include straight or branched chains, and are not particularly limited and include, but are not limited to, ethynyl, prop-1-yn-1-yl, prop-2-yn-1-yl, but-1-yn- 1-yl group, but-3-yn-1-yl group, 1-methylprop-2-yn-1-yl group, pent-1-yn-1-yl group, pent-4-yn-1-yl group , hex-1-yn-1-yl group, hex-5-yn-1-yl group, hept-1-yn-1-yl group, hept-6-yn-1-yl group, octa-1-yne -1-yl group, octa-7-yn-1-yl group, non-1-yn-1-yl group, non-8-yn-1-yl group, deca-1-yn-1-yl group, Dec-9-yn-1-yl group, undec-1-yn-1-y
• the saturated or unsaturated alicyclic hydrocarbon group is preferably a saturated alicyclic hydrocarbon group and is not particularly limited.
• monovalent groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclo A heptyl group, a cyclooctyl group, and a group containing an alicyclic residue such as those residues are included.
• the aromatic hydrocarbon group is not particularly limited, but includes, for example, a phenyl group, a naphthalene group, an anthracene group, and groups containing aromatic ring residues such as residues thereof.
• a condensed ring may be formed together with the substituents described in [Substituent] below.
• Examples of monovalent aromatic hydrocarbon groups include, but are not limited to, phenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2,5 -dimethylphenyl group, 3,4-dimethylphenyl group, 3,5-dimethylphenyl group, 2,4,5-trimethylphenyl group, 2,4,6-trimethylphenyl group, 4-ethylphenyl group, 4-propyl phenyl group, 4-isopropylphenyl group, 4-butylphenyl group, 4-tert-butylphenyl group, 4-pentylphenyl group, 4-tert-pentylphenyl group, 2,4-bis(4-tert-pentyl)phenyl group, 1,1,3,3-tetramethylbutylphenyl group, 2-methyl-5-tert-butylphenyl group, 4-pentylphenyl group, 4-hexylphenyl group, 4-hepty
• divalent hydrocarbon groups examples include groups obtained by removing one hydrogen atom from the above groups.
• substituents examples include, but are not limited to, hydrocarbon groups, oxygen-containing groups, nitrogen-containing groups, sulfur-containing groups, phosphorus-containing groups, and halogens. Substituents also include groups to which these substituents are bonded.
• hydrocarbon group examples include those listed in the above [hydrocarbon group].
• oxygen-containing groups include, but are not limited to, hydroxyl groups, alkoxy groups, acetoxy groups, acetyl groups, aldehyde groups, carboxyl groups, carboxylate groups, urea groups, urethane groups, amide groups, imide groups, ether groups, carbonyl group, ester group, oxazole group, morpholine group, carbamate group, carbamic acid group, carbamoyl group, polyoxyethylene group, tocopheryl group, chroman group, dihydropyran group, glyceryl group, glyceryl ether group and the like.
• nitrogen-containing groups include, but are not limited to, amino groups, cyano groups, cyanato groups, isocyanate groups, nitro groups, nitroalkyl groups, amide groups, urea groups, urethane groups, imide groups, carbodiimide groups, azo groups, pyridine group, imidazole group, pyrrolidine group, piperidine group, pyrroline group, pyrazine group, triazole group, isoquinoline group, oxazoline group, thiazoline group, morpholine group, guanidine group, pyrimidine group, piperazine group, triazine group, quinoline group, indole group , quinoxaline group, isoxazoline group, primary amino group, secondary amino group, tertiary amino group, quaternary ammonium group, aminoalkyl group and the like.
• sulfur-containing groups include, but are not limited to, sulfuric acid group, sulfonyl group, sulfonic acid group, mercapto group, thioether group, thiocarbonyl group, thiourea group, thiocarboxy group, thiocarboxylate group, dithiocarboxy group, Dithiocarboxylate group, sulfate ester, thiophene group, thiazole group, thiol group, sulfo group, sulfide group, disulfide group, thioester group, thioamide group, thiocarbamate group, dithiocarbamate group and esters thereof.
• Examples of phosphorus-containing groups include, but are not limited to, phosphoric acid group, phosphorous acid group, phosphonic acid group, phosphinic acid group, phosphonous acid group, phosphinic acid group, pyrophosphate group, phosphate ester group, Phosphate ester groups, phosphonate ester groups, pyrophosphate groups, and ester groups thereof can be mentioned.
• Halogen includes fluorine, chlorine, bromine, and iodine.
• Examples of the organic group include hydrocarbon groups that may have a substituent and whose hydrocarbon portion may contain an oxygen atom.
• hydrocarbon group the contents described in the above [Hydrocarbon group] column are referred to.
• the hydrocarbon group is preferably an aliphatic hydrocarbon group, more preferably a saturated aliphatic hydrocarbon group (alkyl group).
• the alkyl group preferably has 1 to 22 carbon atoms, more preferably 4 to 22 carbon atoms, still more preferably 8 to 22 carbon atoms, particularly preferably 12 to 22 carbon atoms, in terms of activating the interface, and is linear or branched. good.
• the alkyl group preferably has 1 to 18 carbon atoms, more preferably 1 to 12 carbon atoms, more preferably 1 to 4 carbon atoms, in that the additive of the present invention tends to be liquid at 25 ° C., and is linear or branched. you can
• the hydrocarbon group may have a substituent, and the substituent is not particularly limited, but includes, for example, those described in the above [Substituent] column.
• substituents those having an oxygen-containing group are preferred, and among these, a hydroxyl group, a carboxyl group, a carboxylate group, an ester group, an ether group, and an alkoxy group are preferred.
• hydroxyl group, carboxyl group, carboxylate group, ether group and alkoxy group are more preferable, hydroxyl group, carboxyl group and carboxylate group are still more preferable, and hydroxyl group and carboxyl group are particularly preferable.
• the hydrocarbon moiety may contain an oxygen atom.
• the hydrocarbon moiety contains the oxygen-containing group described above, for example, an ether bond, a carbonyl group, a hydroxyl group, a carboxylate group, an ester bond, an amide bond, a urea Forms or contains a bond or a urethane bond. Therefore, in the present invention, "the hydrocarbon moiety contains an oxygen atom” means that the hydrocarbon moiety is interrupted by a group that may also contain a heteroatom such as a nitrogen atom as an atomic group containing an oxygen atom, or the group is It includes the case where it is included at the base end or where a hydrogen atom is substituted by the group.
• the component (A) has a chemical structure that is a basic skeleton, such as a site where a functional group can be introduced in the component (A) (a nitrogen site, a carbon site that forms a ring with nitrogen, etc.) contained atoms) are substituted with a hydroxyaliphatic hydrocarbon group, and the other sites are each independently a hydrogen atom or an organic group having a hydrogen-bonding functional group preferably substituted.
• a functional group can be introduced in the component (A) (a nitrogen site, a carbon site that forms a ring with nitrogen, etc.) contained atoms) are substituted with a hydroxyaliphatic hydrocarbon group, and the other sites are each independently a hydrogen atom or an organic group having a hydrogen-bonding functional group preferably substituted.
• Preferred embodiments of component (A) include amines composed only of hydroxyaliphatic hydrocarbon groups and hydrogen atoms directly bonded to nitrogen, and amines composed only of hydroxyaliphatic hydrocarbon groups.
• the hydrogen-bonding functional group is not particularly limited. A hydrogen atom etc. are mentioned.
• Hydrogen-bonding functional groups possessed by component (A) include hydroxyl, carboxyl, carboxylate, ester, ether, alkoxy groups, from the viewpoint of affinity for water and affinity for metal coordination. Hydrogen atoms directly bonded to nitrogen are preferred. Among these, a hydroxyl group, a carboxy group, a carboxylate group, an ether group, an alkoxy group, and a hydrogen atom directly bonded to nitrogen are more preferable, and a hydroxyl group, a carboxy group, a carboxylate group, and a hydrogen atom directly bonded to nitrogen are more preferable.
• a hydrogen atom directly bonded to a hydroxyl group, a carboxy group, or nitrogen is particularly preferred, and a hydrogen atom directly bonded to a hydroxyl group or nitrogen is most preferred.
• a preferred example of the organic group having a hydrogen-bonding functional group is a hydrocarbon group having a hydrogen-bonding functional group.
• the organic group having a hydrogen-bonding functional group includes a hydrocarbon group containing a hydroxy group (hydroxy hydrocarbon group), a hydrocarbon group containing a carboxy group (carboxy hydrocarbon group), and a hydrocarbon group containing a hydroxy group and a carboxy group.
• Examples include a hydrogen group (hydroxycarboxy hydrocarbon group), a hydrocarbon group containing a carboxylate group, a hydrocarbon group containing an ester group, a hydrocarbon group containing an ether group, a hydrocarbon group containing an alkoxy group, and the like.
• one of the moieties in component (A) into which a functional group can be introduced is The above may be substituted with an organic group that does not have a hydrogen-bonding functional group.
• organic groups include, for example, hydrocarbon groups.
• Hydrocarbon groups include, for example, alkyl groups. The alkyl group is preferably linear or branched with 1 to 22 carbon atoms, more preferably linear or branched with 1 to 18 carbon atoms, and even more preferably linear or branched with 1 to 12 carbon atoms. , C 1-8 linear or branched are particularly preferred, and C 1-6 linear or branched are most preferred.
• Preferred embodiments of component (A) include amine compounds in which 1 to 3 linear monohydroxy aliphatic hydrocarbon groups having one hydroxyl group are bonded to the nitrogen atom, and hydrogen atoms are bonded to the other groups. .
• 1 to 3 linear monohydroxyaliphatic hydrocarbon groups having 1 to 4 carbon atoms having one hydroxyl group on the nitrogen atom are bonded, and other amines are bonded to hydrogen atoms.
• Another preferred embodiment is an amine compound in which one branched-chain aliphatic hydrocarbon group having 1 to 3 hydroxyl groups is bonded to the nitrogen atom, and hydrogen atoms are bonded to the rest.
• Another preferred embodiment is an amine compound in which one branched aliphatic hydrocarbon group having 3 to 5 carbon atoms and having 1 to 3 hydroxyl groups is bonded to the nitrogen atom, and hydrogen atoms are bonded to the other amine compounds. mentioned.
• Another preferred embodiment includes an amine compound having 3 hydroxyl groups in one molecule, 1 to 3 hydroxyaliphatic hydrocarbon groups on the nitrogen atom, and other hydrogen atoms bonded thereto. .
• component (A) is monoethanolamine, diethanolamine, triethanolamine, 2-amino-2-hydroxymethyl-1,3-propanediol, 2-amino-1,3-propane.
• Diol, 2-amino-2-ethyl-1,3-propanediol, 2-amino-2-methyl-1,3-propanediol are more preferred, and 2-amino-2-hydroxymethyl-1,3-propanediol is more preferred.
• diethanolamine triethanolamine
• 2-amino-2-hydroxymethyl-1,3-propanediol 2-amino-1,3-propanediol
• 2-amino-2-ethyl-1 More preferred are 3-propanediol and 2-amino-2-methyl-1,3-propanediol.
• the anion is not particularly limited, but examples include hydroxide anions, halogen anions, sulfur anions, phosphorus anions, cyanide anions, and boron anions. , fluorine-based anions, nitrogen oxide-based anions, carboxylic acid-based anions, and the like, and among these, hydroxide anions are preferred.
• component (A) is preferably an amine compound represented by the following formula (I).
• each R 1 is independently a hydroxyaliphatic hydrocarbon group having one or more hydroxyl groups, a hydrocarbon portion having 1 to 22 carbon atoms, and the hydrocarbon portion optionally containing an oxygen atom.
• R 2 are each independently a hydrogen atom or an organic group having 1 to 22 carbon atoms, and m is an integer of 1 to 3.
• m is preferably an integer of 1-2.
• R 2 are preferably hydrogen atoms.
• the hydroxyaliphatic hydrocarbon group is preferably a hydroxy saturated aliphatic hydrocarbon group in which the hydrocarbon moiety has 1 to 22 carbon atoms and which may contain an oxygen atom. .
• At least one of R 1 has 1 to 3 hydroxyl groups, the hydrocarbon moiety has 1 to 22 carbon atoms, and the hydrocarbon moiety is a hydroxy saturated fat which may contain an oxygen atom. is preferably a group hydrocarbon group.
• At least one of R 1 has one hydroxyl group, the hydrocarbon moiety has 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.
• a hydrogen group is preferred.
• At least one of R 1 preferably has one or more hydroxyl groups and is a branched hydroxyaliphatic hydrocarbon group having 3 to 12 carbon atoms in the hydrocarbon moiety.
• a combination of at least one of the above preferred examples shown in formula (I) can be a more preferred embodiment.
• R 1 has one hydroxyl group
• the hydrocarbon moiety is a linear monohydroxy saturated aliphatic hydrocarbon group having 1 to 4 carbon atoms
• all R 2 are It is a hydrogen atom and m is an integer of 1-3.
• R 1 has 1 to 3 hydroxyl groups
• the hydrocarbon moiety is a branched hydroxy-saturated aliphatic hydrocarbon group having 3 to 5 carbon atoms
• all R 2 are hydrogen Atoms where m is an integer of 1 are included.
• component (A) is an ammonium compound
• said component (A) is preferably an ammonium compound represented by the following formula (II).
• each R 3 is independently a hydroxyaliphatic hydrocarbon group having one or more hydroxyl groups and having a hydrocarbon moiety of 1 to 22 carbon atoms which may contain an oxygen atom.
• R 4 are each independently a hydrogen atom or an organic group having 1 to 22 carbon atoms, n is an integer of 1 to 4, and X ⁇ is an anion.
• the anion represented by X ⁇ is preferably a hydroxide ion.
• n is preferably an integer of 1-3.
• R 4 are preferably hydrogen atoms.
• the hydroxy aliphatic hydrocarbon group is preferably a hydroxy saturated aliphatic hydrocarbon group in which the hydrocarbon moiety has 1 to 22 carbon atoms and which may contain an oxygen atom. .
• At least one of R 3 has 1 to 3 hydroxyl groups, a hydroxy saturated fat in which the hydrocarbon moiety has 1 to 22 carbon atoms and which may contain an oxygen atom. is preferably a group hydrocarbon group.
• At least one of R 3 has one hydroxyl group, the hydrocarbon moiety has 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.
• a hydrogen group is preferred.
• At least one of R 1 preferably has one or more hydroxyl groups and is a branched hydroxyaliphatic hydrocarbon group having 3 to 12 carbon atoms in the hydrocarbon moiety.
• Another preferred embodiment of the additive of the present invention is an organic ammonium salt formed by component (A) and component (B).
• the additive of the present invention is preferably derived from a cation derived from the component (A), which may have a cationic residue of the component (B), and an anionic residue of the component (B). Contains organic ammonium salts formed by anions.
• the cation is preferably an ammonium cation.
• the residue in the component (B) refers to an uncharged atom or atomic group (group), a cationic residue having a charge that becomes a cation, and an anionic residue that becomes an anion.
• the unsaturated or branched fatty acid having 8 to 22 carbon atoms or a salt thereof of component (B) has a cationic residue and an anionic residue.
• the cationic residue is a hydrogen atom or a group (atomic group) that combines with the nitrogen atom of component (A) to form a hydrogen-bonding functional group or an organic group.
• the acid of component (B) is a compound composed of protonated hydrogen and an anionic residue.
• the organic ammonium salt includes an organic cation or NH 4 + having a nitrogen atom as the ion center, and an organic anion.
• organic includes organic cations and organic anions.
• organic is meant to include carbon and hydrogen as elements.
• Examples of cations derived from the component (A) include ammonium cations (NH 4 + , primary ammonium cations, secondary ammonium cations, tertiary ammonium cations) such as, but not limited to, imidazolium cations, pyridinium cations, pyrrolidinium cations, cation, piperidinium cation, pyrrolinium cation, pyrazinium cation, triazolium cation, isoquinolinium cation, oxazolinium cation, thiazolinium cation, morpholinium cation, guanidinium cation, pyrimidinium cation cations derived from cyclic amines such as nium cations, piperazinium cations, triazinium cations, quinolinium cations, indolinium cations, quinoxalinium cations, isoxazolium cations, and
• ammonium cation imidazolium cation, pyridinium cation, pyrrolidinium cation, piperidinium cation, and morpholinium cation are preferred, and ammonium cation is more preferred.
• the cation of the organic ammonium salt formed by the component (A) and the component (B) is preferably a cation represented by the following formula (III). Moreover, when the component (A) is an ammonium compound, its cation is also preferably a cation represented by the following formula (III).
• each R 5 is independently a hydroxyaliphatic hydrocarbon group having one or more hydroxyl groups, a hydrocarbon portion having 1 to 22 carbon atoms, and the hydrocarbon portion optionally containing an oxygen atom.
• R 6 are each independently a hydrogen atom or an organic group having 1 to 22 carbon atoms, and o is an integer of 1 to 4.
• o is preferably an integer of 1-3.
• R 6 are preferably hydrogen atoms.
• the hydroxy aliphatic hydrocarbon group is preferably a hydroxy saturated aliphatic hydrocarbon group in which the hydrocarbon moiety has 1 to 22 carbon atoms and which may contain an oxygen atom. .
• At least one of R 5 has 1 to 3 hydroxyl groups, the hydrocarbon moiety has 1 to 22 carbon atoms, and the hydrocarbon moiety is a hydroxy saturated fat which may contain an oxygen atom. is preferably a group hydrocarbon group.
• At least one of R 5 has one hydroxyl group, the hydrocarbon moiety has 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.
• a hydrogen group is preferred.
• At least one of R 5 preferably has one or more hydroxyl groups and is a branched hydroxyaliphatic hydrocarbon group having 3 to 12 carbon atoms in the hydrocarbon moiety.
• R 6 of the cation represented by the formula (III) is a hydrogen atom
• the proton corresponding to the hydrogen atom is preferably derived from the component (B).
• a combination of at least one of the above preferred examples shown in formula (III) can be a more preferred embodiment.
• the cation represented by the formula (III) is not particularly limited, and examples thereof include cations in which a hydrogen ion is bonded to the amine represented by the formula (I), monoethanolammonium cation, diethanolammonium cation, triethanolammonium cation, 2-amino-2-hydroxymethyl-1,3-propanediol ammonium cation, 2-amino-1,3-propanediol ammonium cation, 2-amino-2-ethyl-1,3-propanediol ammonium cation, 2-amino-2-methyl-1,3-propanediolammonium cation, 2-amino-2-methyl-1-propanolammonium cation and the like.
• component (B) is an unsaturated or branched fatty acid having 8 to 22 carbon atoms or a salt thereof.
• the carbon number of the fatty acid includes the carbon of the carboxy group.
• the fatty acid may have one or more carboxy groups, and may have a hydroxy group.
• the unsaturated fatty acid having 8 to 22 carbon atoms is linear or branched, and preferably has 8 to 18 carbon atoms, more preferably 12 to 18 carbon atoms.
• octenoic acid nonenoic acid, decenoic acid, undecenoic acid, undecylenic acid, dodecenoic acid, tridecenoic acid, tetradecenoic acid, myristoleic acid, pentadecenoic acid, hexadecenoic acid, palmitoleic acid, sapienic acid, heptadecenoic acid, Octadecenoic acid, oleic acid, elaidic acid, vaccenic acid, nonadecenoic acid, icosenoic acid, gadoleic acid, henicosenoic acid, docosenoic acid, erucic acid, octadienoic acid, nonadienoic acid, decadienoic acid, undecadienoic
• These may be used individually by 1 type, and may be used in combination of 2 or more type.
• unsaturated fatty acids having 8 to 18 carbon atoms are preferable from the viewpoint of surface activity, and oleic acid, linoleic acid, linolenic acid, and docosahexaenoic acid are more preferable from the viewpoint of safety and availability, and oleic acid and linol. Acids are more preferred, and oleic acid is particularly preferred.
• the branched fatty acid having 8 to 22 carbon atoms may be either saturated fatty acid or unsaturated fatty acid, and preferably has 8 to 18 carbon atoms, more preferably 12 to 18 carbon atoms.
• Specific examples include ethylhexanoic acid, propylpentanoic acid, butylbutanoic acid, dimethylhexanoic acid, methylheptanoic acid, propylpentanoic acid, hexyldecanoic acid (isopalmitic acid), heptylundecanoic acid (isostearic acid), and the like. .
• saturated fatty acids are preferred, heptylundecanoic acid (isostearic acid) and hexyldecanoic acid (isopalmitic acid) are more preferred, and heptylundecanoic acid (isostearic acid) is even more preferred.
• a surfactant layer with high membrane viscoelasticity is formed compared to saturated straight-chain fatty acids. Because of its high membrane viscoelasticity, it is excellent in feeling of use such as ease of spreadability, compatibility with the skin, moist feeling, etc. when used in cosmetics, for example.
• a lubricant when used as a lubricant, it can be preferably used because it has high emulsification stability even during operation, and the emulsion does not collapse into two layers and exhibits lubricity.
• Unsaturated fatty acids and branched fatty acids may be mixed with linear saturated fatty acids.
• unsaturated fatty acids and branched fatty acids are the main components, and the content of unsaturated fatty acids and branched fatty acids may be 10 to 100% by mass, preferably 20 to 100% by mass. 100% by mass, more preferably 30 to 100% by mass.
• Examples of the salt of component (B) include a salt of an anion obtained by deprotonating from the above fatty acid and a cation (alkali metal cation, alkaline earth metal cation, ammonium cation, etc.).
• the cation is a linear or branched hydroxy saturated aliphatic hydrocarbon ammonium cation. and an unsaturated or branched chain fatty acid anion are preferred, and a combination of a branched chain hydroxy-saturated aliphatic hydrocarbon ammonium cation and an unsaturated or branched chain fatty acid anion is more preferred.
• the cations are monoethanolammonium cation, triethanolammonium cation, 2-amino-2-hydroxymethyl-1, 3-propanediol ammonium cation, 2-amino-1 , 3-propanediolammonium cation, 2-amino-2-ethyl-1,3-propanediolammonium cation, 2-amino-2-methyl-1,3-propanediolammonium cation, or 2-amino-2-methyl
• Preferred is a combination of component (A) and component (B) in which the 1-propanolammonium cation forms an organic ammonium salt of the oleate anion or the isostearate anion, and the cation is 2-amino-2-hydroxymethyl-1 , 3-propanediolammonium cation, 2-amino-1,3-propanediolammonium cation, 2-amin
• the cation is triethanolammonium cation, 2-amino-2-hydroxymethyl-1,3-propanediolammonium cation, 2-amino-1,3-propanediolammonium cation, or 2 -Amino-2-ethyl-1,3-propanediol ammonium cation, the combination of component (A) and component (B) in which the anion forms an organic ammonium salt of the oleate anion or the isostearate anion is preferred, and the cation is 2 -amino-2-hydroxymethyl-1,3-propanediolammonium cation, 2-amino-1,3-propanediolammonium cation, or 2-amino-2-ethyl-1,3-propanediolammonium cation with an anion More preferred are combinations of component (A) and component (B) in which the forms an organic ammonium
• a mixture of component (A) and component (B) or a salt of component (A) and component (B) may be in an anhydrous state (anhydrous), and absorbs moisture in the air. It may be an absorbed hydrate.
• a hydrate refers to a compound that, when left in the air at 25°C, absorbs water and has a saturated moisture content. Compounds that do not absorb water when left in air at 25° C. are non-hydrated and anhydrous.
• the additive of the present invention is a mixture of components (A) and (B) or a salt of (A) and (B), anhydride and/or hydrate of which is liquid or solid at 25°C.
• anhydride and/or hydrate of which is liquid or solid at 25°C.
• the anhydride and / or hydrate is preferably liquid at 25 ° C., and the freezing point of the anhydride and / or hydrate is preferably less than 25 ° C., more preferably less than -5 ° C., Less than -10°C is more preferred.
• the blending molar ratio of component (A) and component (B) is not particularly limited, and can be 1:99 to 99:1, preferably 1:9 to 9:1. , more preferably 1:5 to 5:1, still more preferably 1:2 to 2:1, and particularly preferably 1:1.
• the form of the additive is not particularly limited, but for example, one consisting only of components (A) and (B), a solution obtained by diluting components (A) and (B) in a solvent, a mixture with other components, an emulsification Compositions, dispersions using components (A) and (B) as dispersants, and the like.
• the solvent for the solution is not particularly limited, but examples include water, methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol, propylene glycol, 1,3-butylene glycol, diethylene glycol, dipropylene glycol, isoprene glycol, and hexylene.
• Examples of other components include, but are not particularly limited to, surfactants, oil agents, and the like. , higher alcohols, polyhydric alcohols, higher fatty acids, amidoamines, hydrocarbons, waxes, esters, silicone derivatives, bioactive ingredients, extracts, antioxidants, sequestering agents, preservatives, UV absorbers (organic , including inorganic), fragrances, moisturizers, carbons, metal oxides, minerals, salts, neutralizers, pH adjusters, cooling agents, insect repellents, enzymes, dyes, organic pigments, inorganic pigments, Coloring agent, pearl foil, pearlizing agent, anti-inflammatory agent, antioxidant, whitening agent, wrinkle-improving agent, vitamins, amino acids, hair restorer, antibacterial agent, hormone agent, plant extract, seaweed extract ingredient, crude drug ingredient, Activator, blood circulation promoter, organically modified clay mineral, extreme pressure agent, wear inhibitor, detergent dispersant, viscosity index improver, corrosion inhibitor, rust inhibitor, metal deactivator, antifoaming agent
• the content of components (A) and (B) in the additive of the present invention is not particularly limited, but for example, 0.1 to 100% by mass, 1 to 100% by mass, 1 to 99% by mass with respect to the total amount of the additive. %, or 10 to 90% by mass.
• the additive of the present invention can be suitably used by adding it as a component of the emulsified composition.
• interfaces such as solid-liquid, gas-liquid, gas-solid, liquid-liquid, and solid-solid can be activated.
• surfactants are often used as additives for activating the surface, and the HLB of the surfactant is appropriately selected according to the ratio of water and oil in the target emulsion composition, and used in combination. be done.
• the additive of the present invention can be applied to a wide range of ratios of water and oil, and contains components (A) and (B), which are ionic compounds, and has an excellent emulsion stability effect.
• the additive of the present invention can be used in applications to which conventional surfactants are applied, and is excellent in that a stable and uniform composition can be obtained when it is made into a composition containing an oil agent. Moreover, when it is made into an emulsion composition containing water and an oil agent, it has excellent emulsion stability.
• the additive of the present invention can be used for various applications that require surface activation. Examples include, but are not limited to, detergents, solubilizers, softeners for paper, cloth, and hair.
• hydrophilizing agents penetrating agents, bleaching agents, bactericidal and antibacterial agents, insect repellents and antifungal agents, surface treatment agents for organic and inorganic materials, dispersing agents, suspending agents, lubricants, antifoaming agents, foaming agents, Viscosity modifiers, antistatic agents, dyeing auxiliaries, fluidity improvers, pour point depressants, freezing point depressants, release agents and the like.
• Oils are not particularly limited, but examples include hydrocarbons, oils and fats, esters, fatty acids, higher alcohols, silicone oils, waxes, steroids, monomers, oligomers, fluid polymers (polymers compounds), silicone oils, alcohols, glycols, glycol ethers, cellosolves and the like, and these may be liquid, gel or solid at room temperature. These may be used individually by 1 type, and may be used in combination of 2 or more type.
• hydrocarbons include, but are not limited to, liquid paraffin, paraffin, solid paraffin, light isoparaffin, light liquid isoparaffin, liquid isoparaffin, ceresin, microcrystalline wax, petrolatum, white petrolatum, mineral oils such as mineral oil, and squalane.
• alkylbenzene polyethylene wax, polypropylene wax, hydrogenated polyisobutene, ethylene/ ⁇ -olefin co-oligomer, ethylene/propylene polymer, and other synthetic oils.
• the aromatic oils are not particularly limited. Examples include, but are not limited to, normal paraffin, isoparaffin, polybutene, polyisobutylene, polyalphaolefin (1-octene oligomer, 1-decene oligomer, ethylene-propylene oligomer, etc.) and their hydrides, and co-oligomers of alphaolefin and ethylene. mentioned.
• ester oils include, but are not limited to, diester oils such as dibutyl sebacate, di-2-ethylhexyl sebacate, dioctyl adipate, diisodecyl adipate, ditridecyl adipate, ditridecyl glutarate, and methyl acetyl sinolate;
• aromatic ester oils such as trioctyl trimellitate, tridecyl trimellitate, tetraoctyl pyromellitate, trimethylolpropane caprylate, trimethylolpropane verargonate, pentaerythritol-2-ethylhexanoate
• polyol ester oils such as pentaerythritol belargonate
• complex ester oils which are oligoesters of polyhydric alcohols and mixed fatty acids of dibasic and monobasic acids.
• Ether-based oils are not particularly limited, but include, for example, phenyl ether oils such as monoalkyltriphenyl ether, alkyldiphenyl ether, dialkyldiphenyl ether, pentaphenyl ether, tetraphenyl ether, monoalkyltetraphenyl ether, and dialkyltetraphenyl ether. mentioned.
• Fats and oils are not particularly limited, but examples include avocado oil, almond oil, linseed oil, olive oil, cacao oil, perilla oil, camellia oil, castor oil, sesame oil, wheat germ oil, rice germ oil, rice bran oil, sasanqua oil.
• safflower oil soybean oil, evening primrose oil, camellia oil, corn oil, rapeseed oil, persic oil, palm kernel oil, coconut oil, palm oil, beef tallow, lard, horse fat, sheep fat, shea butter, cocoa butter, Turtle oil, mink oil, egg yolk oil, parcelin oil, castor oil, sunflower oil, jojoba oil, grapeseed oil, macadamia nut oil, cottonseed oil, meadowholm oil, coconut oil, peanut oil, cod liver oil, rosehip oil, hydrogenated beef tallow oil , beef tallow extremely hardened oil, hydrogenated castor oil, palm extremely hardened oil and the like.
• esters include, but are not limited to, ethylhexanoic acid alkyl ester, stearic acid alkyl ester, palmitic acid alkyl ester, myristate alkyl ester, lauric acid alkyl ester, behenic acid alkyl ester, oleic acid alkyl ester, and isostearic acid.
• Alkyl esters 12-hydroxystearic acid alkyl esters, undecylenic acid alkyl esters, lanolin fatty acid alkyl esters, erucic acid alkyl esters, coconut oil fatty acid alkyl esters, stearoyloxy stearic acid alkyl esters, isononanoic acid alkyl esters, dimethyloctanoic acid alkyl esters, Octanoic acid alkyl ester, lactic acid alkyl ester, ethylhexanoic acid alkyl ester, neopentanoic acid alkyl ester, malic acid alkyl ester, phthalic acid alkyl ester, citric acid alkyl ester, malonic acid alkyl ester, adipate alkyl ester, ethylene glycol fatty acid ester, Propanediol fatty acid ester, butanediol fatty acid ester, trimethylolpropane fatty acid este
• fatty acids include, but are not limited to, stearic acid, palmitic acid, myristic acid, lauric acid, behenic acid, oleic acid, isostearic acid, 12-hydroxystearic acid, undecylenic acid, lanolin fatty acid, erucic acid, and stearoyloxy.
• stearic acid and the like examples include, but are not limited to, lauryl alcohol, cetyl alcohol, cetostearyl alcohol, stearyl alcohol, oleyl alcohol, behenyl alcohol, lanolin alcohol, hexyldecanol, myristyl alcohol, arachyl alcohol, phytosterol, isostearyl alcohol, and octyl alcohol.
• silicone oils include, but are not limited to, amino-modified silicone oil, epoxy-modified silicone oil, carboxyl-modified silicone oil, polyether-modified oil, polyglycerin-modified silicone oil, dimethylpolysiloxane, dimethylsilicone, and polyether-modified silicone.
• methylphenylsilicone alkyl-modified silicone, higher fatty acid-modified silicone, methylhydrogensilicone, fluorine-modified silicone, epoxy-modified silicone, carboxy-modified silicone, carbinol-modified silicone, amino-modified silicone, methylpolysiloxane, methylphenylpolysiloxane, silicone Examples include resins, dimethicone, methylhydrogenpolysiloxane, methylcyclopolysiloxane, octamethyltrisiloxane, tetramethylhexasiloxane, and highly polymerized methylpolysiloxane.
• Waxes include, but are not limited to, Japanese wax, beeswax, wax wax, sumac wax, sugarcane wax, palm wax, montan wax, carnauba wax, candelilla wax, rice bran wax, lanolin, spermaceti wax, reduced lanolin, liquid lanolin, hard lanolin, ceresin, ozokerite and the like.
• steroids include, but are not limited to, cholesterol, dihydrocholesterol, cholesterol fatty acid esters, and the like.
• the emulsified composition of the present invention contains the additive of the present invention described above.
• the emulsified composition of the present invention is produced by mixing the additive of the present invention, which is previously blended with components (A) and (B), with water, an oil agent, etc. This includes blending components (A) and (B) by.
• the properties of the emulsified composition of the present invention are not particularly limited. O/W type, O/W/O type) or the like.
• the appearance of the emulsified composition of the present invention is not particularly limited, but may be liquid, solid, or the like, and may or may not be fluid, and can be appropriately selected according to the application and purpose.
• the emulsified composition of the present invention contains the additive of the present invention, water, and oil as essential components, and other components may be added as long as the effects of the present invention are not impaired.
• oil agent examples include those exemplified above.
• Preferred examples of emulsified compositions include cosmetics and lubricants.
• the additives of the present invention include, in addition to components (A) and (B), for example, but are not particularly limited to, solvents, surfactants, oils, polymer compounds (cationic water-soluble polymers, water-soluble polymers, etc.), water-soluble polymers, viscosity modifiers, resin particles, gloss imparting agents, higher alcohols, polyhydric alcohols, higher fatty acids, amidoamines, hydrocarbons, waxes, esters, silicone derivatives, Bioactive ingredients, extracts, antioxidants, sequestering agents, preservatives, UV absorbers (including organic and inorganic), fragrances, moisturizers, carbons, metal oxides, minerals, salts, Neutralizers, pH adjusters, cooling agents, insect repellents, enzymes, dyes, organic pigments, inorganic pigments, colorants, pearl foil, pearlescent agents, anti-inflammatory agents, antioxidants, whitening agents, wrinkle-improving agents, Vitamins, amino acids, hair growth agents, antibacterial agents,
• the additives of the present invention include, but are not limited to, solvents such as water, alcohols, organic solvents, and other lubricants.
• agents and additives for improving or adding performance including but not limited to, surfactants, antioxidants, oil agents, extreme pressure agents, antiwear agents, detergent dispersants, viscosity index improvers, corrosion inhibitors agents, rust inhibitors, metal deactivators, antifoaming agents, pour point depressants, anti-emulsifiers, anti-mold agents, and the like. These may be used individually by 1 type, and may be used in combination of 2 or more type.
• the surfactant is not particularly limited, but examples include anionic surfactants, nonionic surfactants, cationic surfactants, and amphoteric surfactants.
• anionic surfactants include, but are not limited to, fatty acid soaps, alkyl ether carboxylates, alkylene alkyl ether carboxylates, fatty acid amide ether carboxylates, acyl lactates, N-acyl glutamates (cocoyl glutamic acid tri ethanolamine, sodium cocoyl glutamate, etc.), N-acylalanine salts (sodium lauroylalanine, sodium cocoylalanine, etc.), N-acylmethyl- ⁇ -alanine salts (sodium lauroylmethyl- ⁇ -alanine, etc.), N-acylsarcosine salts ( lauroyl sarcosine sodium, lauroyl sarcosine triethanolamine, etc.), N-acylthreonine salts, N-acylg
• Fatty acid esters such as polyglycerin alkyl ethers, polyglycerin fatty acid esters, alkyl alkanolamides, polyoxyethylene alkyl alkanolamides, polyoxypropylene alkyl alkanolamides, polyoxyalkylene glycerin fatty acid (mono/di/tri) esters, Sorbitan fatty acid esters (sorbitan sesquiisostearate, etc.), polyoxyalkylene sorbitan fatty acid esters, alkylpolyglycosides, and the like can be mentioned.
• fatty acid alkanolamides such as polyglycerin alkyl ethers, polyglycerin fatty acid esters, alkyl alkanolamides, polyoxyethylene alkyl alkanolamides, polyoxypropylene alkyl alkanolamides, polyoxyalkylene glycerin fatty acid (mono/di/tri) esters, Sorbitan fatty
• cationic surfactants include, but are not limited to, primary amine salts, secondary amine salts, tertiary amine salts, aliphatic amide amine salts, aliphatic amide guanidinium salts, and quaternary ammonium salts. salts (stearyltrimonium chloride, behentrimonium chloride, etc.), alkyltrialkyleneglycol ammonium salts, alkylether ammonium salts and other aliphatic amine salts and their quaternary ammonium salts, benzalkonium salts, benzethonium salts, pyridinium salts, and cyclic quaternary ammonium salts such as imidazolinium salts.
• salts stearyltrimonium chloride, behentrimonium chloride, etc.
• alkyltrialkyleneglycol ammonium salts alkylether ammonium salts and other aliphatic amine salts and their qua
• amphoteric surfactants include, but are not limited to, alkyl betaine type amphoteric surfactants, amidobetaine type amphoteric surfactants (coconut fatty acid amidopropyl betaine, lauramidopropyl betaine, myristate amidopropyl betaine, palm kernel oil fatty acid amidopropyl betaine, etc.), sulfobetaine type amphoteric surfactants (lauryl hydroxysulfobetaine, etc.), phosphobetaine type amphoteric surfactants, imidazolinium betaine type amphoteric surfactants (2-alkyl-N-carboxymethyl -N-hydroxyethylimidazolinium betaine, etc.), alkylamine oxide type amphoteric surfactants, amino acid type amphoteric surfactants, phosphate ester type amphoteric surfactants, etc.).
• the content of the additive of the present invention is not particularly limited. 0.1 to 99.9% by mass, more preferably 0.1 to 99% by mass, still more preferably 0.01 to 20% by mass.
• a surfactant can also be used in combination with the additive of the present invention.
• the water content is not particularly limited. %, more preferably 10 to 90% by mass, still more preferably 10 to 80% by mass.
• the content of the oil agent is not particularly limited, but can be, for example, 0.1 to 99.9% by mass, preferably 1 to 99% by mass, based on the total amount of the emulsified composition. %, more preferably 10 to 90% by mass, still more preferably 10 to 80% by mass.
• the content of the additive of the present invention relative to water is not particularly limited, but for example, 0.01 to 99.99% by mass relative to the total amount of water. , preferably 0.1 to 99.9% by mass, more preferably 0.1 to 99% by mass, and still more preferably 1 to 20% by mass.
• the content of the additive of the present invention with respect to water is not particularly limited. preferably 0.1 to 99.9% by mass, more preferably 0.1 to 99% by mass, still more preferably 1 to 20% by mass.
• the use of the emulsified composition containing surface activity of the present invention is not particularly limited. Examples include agricultural chemicals, paints, foods, dyes, papermaking agents, swelling agents, ink printing agents, wetting agents, surface treatment agents for organic and inorganic materials, and suspending agents.
• the cosmetic of the present invention is an emulsified composition containing the additive of the present invention.
• the form of the emulsion composition is not particularly limited. type, O/W/O type), etc., are excellent in stability of emulsified compositions, and in cosmetic applications, they are useful due to their excellent spreadability on the skin and hair, moist feeling, and compatibility with the skin. These effects are particularly high in W/O type and O/W type.
• the lubricant of the present invention is an emulsified composition to which the additive of the present invention has been added.
• the form of the emulsion composition is not particularly limited. type, O/W/O type), etc., are excellent in the stability of emulsified compositions, and have the effect of reducing dynamic friction between metals when used as lubricants.
• the W/O type and the O/W type are particularly effective in the W/O type.
• an emulsified composition containing water it is possible to suppress the heat generation, ignition, and smoke that occur during metal processing, and the viscosity can be lowered, so workability is improved.
• the additive of the present invention has a hydrogen-bonding functional group, its thermal conductivity is superior to that of water alone.
• the specific heat is improved, and an emulsified composition particularly excellent in cooling efficiency can be formed.
• the hydrogen-bonding functional group has good affinity (coordination) with metals, for example, and contributes to the improvement of lubricity.
• each of the above preferred examples shown in formula (I), each of the above preferred examples shown in formula (II), and each of the above preferred examples shown in formula (III) are at least any of them. Any combination can be a more preferable embodiment based on the results of the examples. At least one combination of all of the above preferred examples shown in formulas (I) to (III) can be a more preferred embodiment based on the results of the examples.
• Additives 1 to 17, 28, 29, 31, and 32 shown in Tables 1 to 28 are obtained by mixing the components (A) and (B) shown in the table in water or an alcohol solvent at the blending molar ratio shown in the table, and then It was prepared by removing the solvent and confirmed to be liquid at 25°C.
• Component (A) manufactured by Kanto Chemical Co., Inc. (monoethanolamine, diethanolamine, triethanolamine, triethylamine, 2-amino-2-hydroxymethyl-1,3-propanediol, 2-amino-1,3-propanediol, 2-amino-2-ethyl-1,3-propanediol, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-methyl-1-propanol) reagents were used.
• Component (B) Reagents manufactured by Tokyo Chemical Industry Co., Ltd. (oleic acid, isostearic acid, lauric acid, stearic acid, behenic acid) were used.
• Additive 18 A reagent manufactured by Kanto Kagaku Co., Ltd. (sodium oleate) was used.
• Additive 19 A reagent manufactured by Kanto Kagaku Co., Ltd. (sodium dodecyl sulfate) was used.
• Additive 20 A reagent manufactured by Kanto Kagaku Co., Ltd. (Tween 20) was used.
• Additive 21 A reagent manufactured by Kanto Kagaku Co., Ltd. (Tween 40) was used.
• Additive 22 A reagent manufactured by Kanto Kagaku Co., Ltd. (Tween 60) was used.
• Additive 23 A reagent manufactured by Kanto Kagaku Co., Ltd. (Tween 85) was used.
• Additive 24 A reagent manufactured by Kanto Kagaku Co., Ltd. (Span 20) was used.
• Additive 25 Nikko Chemicals Co., Ltd. (sorbitan sesquiisostearate NIKKOLSI-15RV) was used.
• Additive 26 A reagent manufactured by Kanto Kagaku Co., Ltd. (Span 80) was used.
• Additive 27 Miyoshi Oil Co., Ltd. (polyoxyethylene alkyl ether-based nonionic surfactant E-451D) was used.
• Additive 30 Miyoshi Oil Co., Ltd. (glycerin fatty acid ester) Oil agent: A reagent manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.
• compositions of Examples 1-16 and Comparative Examples 1-11 were prepared.
• the components (A), (B), and solvent of the present invention were mixed at the composition ratios shown in Tables 1A, B, Tables 2A, B, and Tables 3A, B, and the additives and oils obtained by distilling off the solvent were mixed at 80°C. After mixing and stirring, water was added and heated and stirred for 5 minutes to obtain an emulsified composition.
• component (A) and component (B) were separately added to the oil agent as additives of the present invention so as to achieve the composition ratios shown in Tables 1A and B, Tables 2A and B, and Tables 3A and B, and the temperature was maintained at 80°C. After mixing and stirring at , water was added and the mixture was heated and stirred for 5 minutes to obtain a similar emulsified composition.
• the emulsified state was confirmed from the appearance of the obtained emulsified composition and the presence or absence of fluidity. The appearance was checked for the presence or absence of layer separation, and a homogeneous emulsion composition in which phase separation was not observed was evaluated as ⁇ , and an emulsion composition in which phase separation was observed as x.
• the emulsified state was determined to be O/W type by the dye method.
• Example 1 and Example 6, and Example 8 and Example 13 in which component (A) has the same number (3) of hydroxyl groups and the same component (B) is used, branched chain Examples 1 and 8 having a branched hydroxyaliphatic hydrocarbon group in component (A) were superior in emulsification stability to Examples 6 and 13 having no hydroxyaliphatic hydrocarbon group. This suggests that the branched hydroxyaliphatic hydrocarbon group in component (A) contributes to the surfactant (emulsification) effect.
• Examples 1 to 4 and 8 to 11 containing two or more hydroxyl groups in the branched chain hydroxyaliphatic hydrocarbon group was superior in emulsification stability to Examples 5 and 12 containing one hydroxyl group. This suggests that the number of hydroxyl groups in the branched hydroxyaliphatic hydrocarbon group in component (A) contributes to the surfactant (emulsification) effect, and that two or more hydroxyl groups are preferably contained. .
• compositions of Examples 17-30 and Comparative Examples 12-27 were prepared.
• the component (A), component (B), and solvent of the present invention are mixed at the composition ratios shown in Tables 4A, 4B, 5A, and 5B, and the solvent-distilled additive, oil, and surfactant are mixed at 80 ° C., After stirring, water was added and the mixture was heated and stirred for 5 minutes to obtain an emulsified composition.
• component (A) and component (B) are separately added to the oil and surfactant as additives of the present invention so that the composition ratios shown in Tables 4A, 4B, 5A, and 5B are obtained, and mixed at 80 ° C. After stirring, water was added, and the mixture was heated and stirred for 5 minutes to obtain a similar emulsified composition. Regarding the obtained emulsion composition, the above 1. The emulsification state and emulsion stability were confirmed in the same manner as in the above.
• Ease of spreading at the time of application was evaluated on a four-point scale, with ⁇ indicating that the emulsion composition spread well, ⁇ indicating that it spread, ⁇ indicating that it did not spread well, and x indicating that it did not spread well. .
• the moist feeling after application was evaluated on a 4-point scale based on the feel of the skin when the composition was applied and spread. Those with little feeling of moistness were evaluated as ⁇ , and those with no moist feeling were evaluated as ⁇ .
• the familiarity with the skin was evaluated on a 4-point scale, with ⁇ indicating good compatibility, O indicating compatibility, ⁇ indicating poor compatibility, and X indicating poor compatibility.
• Examples 31 to 35 and Examples 36 and 37, and Examples 38 to 42 and Examples 43 and 44 having the same unsaturated or branched fatty acid component (B) having 8 to 22 carbon atoms From Examples 36, 37, 43, and 44 having no branched chain hydroxyaliphatic hydrocarbon group in component (A), Examples 31 to 31 having branched chain hydroxyaliphatic hydrocarbon groups in component (A) 35 and 38 to 42 were superior in feeling of use. This suggested that the branched chain hydroxyaliphatic hydrocarbon group in component (A) contributed.
• Table 8 examined the composition ratio of components (A) and (B). From the results of Examples 45 and 46, it was confirmed that even with a composition ratio of 5% by mass, which is smaller than that of Examples 31 and 38, the feeling of use equivalent to that of 10% by mass can be obtained.
• compositions of Examples 61-74 and Comparative Examples 37-40 were prepared.
• the components (A) and (B) of the present invention the solvent was mixed, the additive obtained by distilling off the solvent, and the oil were mixed and stirred at 80°C, and then water was added. , and heated and stirred for 5 minutes to obtain an emulsified composition.
• the emulsified state of the obtained emulsified composition was determined to be W/O type by the dye method.
• component (A) and component (B) are separately added to the oil agent as additives of the present invention so as to achieve the composition ratios shown in Tables 11 and 12, and after mixing and stirring at 80°C, water is added. A similar emulsified composition was obtained by heating and stirring for 5 minutes.
• the evaluation of the emulsified state and the stability of the emulsified composition is based on the appearance of the obtained emulsified composition and the presence or absence of fluidity, as described in 1. above. was evaluated according to the same criteria as
• compositions of Examples 75-88 and Comparative Examples 41-44 were prepared.
• the solvent was mixed, the solvent was distilled off, the additive, the oil, and the surfactant were mixed at 80 ° C.
• Water was added and the mixture was heated and stirred for 5 minutes to obtain an emulsified composition.
• the emulsified state of the obtained emulsified composition was determined to be W/O type by the dye method.
• component (A) and component (B) are separately added as additives of the present invention to the oil agent and surfactant so that the composition ratios shown in Tables 13 and 14 are obtained, and after mixing and stirring at 80 ° C. , water was added, and the mixture was heated and stirred for 5 minutes to obtain a similar emulsified composition.
• composition evaluation and lubricity evaluation using additives that impart surface activity 9-1 were prepared.
• the component (A), component (B), and solvent were mixed and the solvent was distilled off.
• the additive, water and oil were mixed and stirred at room temperature for 3 hours to obtain an emulsified composition.
• component (A) and component (B) are separately mixed as additives of the present invention with water and oil so as to achieve the composition ratios shown in Tables 19A, 19B, 20A, and 20B, and stirred at room temperature for 3 hours. However, a similar emulsified composition was obtained.
• the obtained emulsion composition As a result of measuring the electrical conductivity of the obtained emulsion composition, it was determined that the electrical conductivity was low, the continuous phase was an oil phase, and the obtained emulsion composition was a W/O emulsion.
• the stability of the obtained emulsified composition was evaluated by allowing the obtained composition to stand in a constant temperature bath adjusted to 25° C., and evaluating changes in emulsified state over time according to the following criteria.
• ⁇ Evaluation Criteria> ⁇ : No phase separation in 30 days ⁇ : Phase separation in 14 days ⁇ : Phase separation in 7 days
• Examples 117 and 121 containing three hydroxyl groups in the branched chain hydroxyaliphatic hydrocarbon group in the component (A) are Examples 118, 119 and 122 containing two hydroxyl groups, 123, 141, 145, and Examples 142 and 146 containing one hydroxyl group, were superior in emulsion stability.
• the hydroxyl groups of the branched hydroxyaliphatic hydrocarbon groups in component (A) contribute to the surfactant (emulsification) effect, and that the number of hydroxyl groups is preferably 3 or more.
• the dynamic friction coefficients of Examples 117 to 119, 141, and 142 are lower than those of Examples 120, 143, and 144, and those of Examples 121 to 123, 145, and 146 are lower than those of Examples 124, 147, and 148.
• the additive in which the component (A) has a branched hydroxyaliphatic hydrocarbon group has a high lubricating effect.
• the dynamic friction coefficients of Examples 117 and 121 were relatively low, and that the number of hydroxyl groups in the branched hydroxyaliphatic hydrocarbon group was preferably 3 or more.
• component (A) is a compound having 3 or more hydroxyl groups in the branched hydroxyaliphatic hydrocarbon group
• component (B) is an unsaturated fatty acid having 8 to 22 carbon atoms or an unsaturated fatty acid having 8 to 22 carbon atoms.
• Examples 117 and 121 containing branched-chain fatty acids had lower coefficients of dynamic friction than Comparative Example 55 containing straight-chain fatty acids having 8 to 22 carbon atoms. From this, it was confirmed that the additive in which the component (B) contains an unsaturated fatty acid with 8 to 22 carbon atoms or a branched fatty acid with 8 to 22 carbon atoms has a high lubricating effect.
• Examples 117 to 124 and 141 to 148 in which component (A) contains a hydroxyaliphatic hydrocarbon group have higher dynamic friction coefficients than comparative examples 56 and 58 in which component (A) does not contain a hydroxyaliphatic hydrocarbon group. It was low. From this, it was confirmed that the additive in which component (A) has a hydroxyaliphatic hydrocarbon group has a high lubricating effect.
• Composition Evaluation Compositions of Examples 125 to 132 and Comparative Example 54 were prepared. In the emulsion composition composition ratios (1) to (3) described in Tables 21A, 21B, 22A, and 22B, the component (A), the component (B), and the solvent were mixed, the solvent was distilled off, and the additive of the present invention, water , an oil and a surfactant were mixed and stirred at room temperature for 3 hours to obtain an emulsified composition.
• component (A) and component (B) are separately mixed as additives of the present invention with water and oil so as to achieve the composition ratios shown in Tables 21A, 21B, 22A, and 22B, and stirred at room temperature for 3 hours.
• a similar emulsified composition was obtained.
• the electrical conductivity of the obtained emulsion composition it was determined that the electrical conductivity was low, the continuous phase was an oil phase, and the obtained emulsion composition was a W/O emulsion.
• Table 23 examines the composition ratio of components (A) and (B) in the compositions used in Tables 19A, B to 22A, B. From the results of Examples 133 and 134, it was confirmed that an emulsified composition can be obtained even with a blending amount of 5% by mass, which is smaller than that of Examples 117 and 121. It was suggested that the surface activity (emulsification) effect is also high.
• Composition Evaluation Compositions of Examples 149-154 and Comparative Examples 58-61 were prepared. In the emulsion composition composition ratios (1) to (3) described in Tables 26A, 26B, 26C, 27A, 27B, 27C, 28A, 28B, and 28C, component (A), component (B), and solvent are mixed, and solvent The distilled additive of the present invention, water, oil and surfactant were mixed and stirred at room temperature for 3 hours to obtain an emulsified composition.
• component (A) and component (B) are separately added as additives of the present invention so that the composition ratios shown in Tables 26A, 26B, 26C, 27A, 27B, 27C, 28A, 28B, and 28C are obtained. , and mixed with the oil and stirred at room temperature for 3 hours to obtain a similar emulsified composition.
• the obtained emulsion composition As a result of measuring the electrical conductivity of the obtained emulsion composition, it was determined that the electrical conductivity was low, the continuous phase was an oil phase, and the obtained emulsion composition was a W/O emulsion.
• emulsified compositions can be obtained in Examples 149 to 154 of the present invention compared to Comparative Examples 58 to 61. It could be confirmed.

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