Composition suitable for gel formation or thickening properties

JP7917513B2Active Publication Date: 2026-09-08MIYOSHI OIL & FAT
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Patent Information

Application Number
JP2023515536
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2021-04-23
Filing Date
2022-04-22
Publication Date
2026-09-08
Estimated Expiration
2042-04-22

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Benefits of technology

【0006】 本発明の組成物は、水、高分子化合物と、少なくともいずれかに水素結合性官能基を有する成分(A)及び成分(B)を含み、ゲルの形成又は増粘特性に優れ、保水性、導電性、酵素をはじめとする生体材料に対する安定化効果、有効成分の溶解性と放出性、及びチクソ性に優れる。

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Abstract

Provided is a composition which has excellent gel formation and thickening characteristics, excellent water retention and conductivity, an excellent stabilization effect in biological materials such as enzymes, in which active ingredients have excellent solubility and releasability, and which has excellent thixotropy. The composition according to the present invention includes, as added components, the following components (A) and (B), a polymer compound, and water, where at least one of component (A) and component (B) has a hydrogen-bonding functional group. (A) an amine or an ammonium compound; (B) an acid or a salt thereof.
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Description

[Technical Field]

[0001] The present invention relates to a composition suitable for gel formation or thickening properties. [Background technology]

[0002] Gels are used in a wide range of bio-related fields, including cosmetics, conductive materials, thickeners, biomaterials, medical sensors, drug delivery systems, and cell culture substrates, and further improvements in functionality are expected. Conventionally, gels have been proposed that consist of 1-butyl-3-methylimidazolium chloride, xanthan gum, and water (Patent Document 1), gels using gelatin (Patent Document 2), and gels consisting of polyacrylic acid, glycerin, and water (Patent Document 3). [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2010-174145 [Patent Document 2] Japanese Patent Publication No. 2016-185933 [Patent Document 3] International Publication No. 2012 / 036064 [Overview of the project] [Problems that the invention aims to solve]

[0004] Among conventionally known gels, a gel using a polysaccharide and an ammonium salt as disclosed in Patent Document 1 can produce a stable hydrogel simply and inexpensively without washing with an organic solvent or the like. However, there has been a demand for a composition suitable for gel formation or thickening properties that has improved utility for practical use. Gels are expected to be applied as materials such as biomaterials, cosmetics, conductive materials, medical sensors, drug delivery systems, and cell culture substrates in biologically-related fields. In the field of industrial materials, gels are also expected to be applied as materials such as industrial sensors, pressure-sensitive adhesives, thickeners, electrodes, and conductive materials. In these fields, in addition to high safety, there has been a demand for a composition suitable for gel formation or thickening properties that has water retention, conductivity, a stabilizing effect on biomaterials including enzymes, solubility and release properties for active ingredients, and thixotropy. [Means for Solving the Problem]

[0005] In order to solve the above problems, the composition of the present invention comprises the following components (A) and (B), a polymer compound and water as additional components, wherein at least one of component (A) and component (B) has a hydrogen-bonding functional group. (A) Amine or ammonium compound (B) Acid or a salt thereof [Effect of the Invention]

[0006] The composition of the present invention comprises water, a polymer compound, and components (A) and (B) wherein at least one of the components has a hydrogen-bonding functional group. The composition is excellent in gel formation or thickening properties, and is excellent in water retention, conductivity, a stabilizing effect on biomaterials including enzymes, solubility and release properties for active ingredients, and thixotropy. [Mode for Carrying Out the Invention]

[0007] Hereinafter, the present invention will be described in detail.

[0008] The composition of the present invention is a composition comprising water, a polymer compound, the aforementioned component (A) and component (B), and at least one of component (A) and component (B) has a hydrogen-bonding functional group.

[0009] The skeleton of the amine compound among component (A) is not particularly limited, and examples thereof include amines (ammonia, primary amines, secondary amines, tertiary amines), cyclic amines including imidazole, pyridine, pyrrolidine, piperidine, pyrroline, pyrazine, triazole, isoquinoline, oxazoline, thiazoline, morpholine, guanidine, pyrimidine, piperazine, triazine, quinoline, indole, quinoxaline, isoxazoline, and the like, and various amino acids. Among these, amines and amino acids are preferred. These may also contain substituents and the like described in the [Substituent] section below.

[0010] The amino acids are not particularly limited, and examples thereof include glycine, alanine, glutamic acid, arginine, asparagine, aspartic acid, isoleucine, glutamine, histidine, cysteine, leucine, lysine, proline, phenylalanine, threonine, serine, tryptophan, tyrosine, methionine, valine, sarcosine, aminobutyric acid, methylleucine, aminocaprylic acid, aminohexanoic acid, aminocapric acid, aminolauric acid, aminomyristic acid, aminopalmitic acid, aminostearic acid, norvaline, aminovaleric acid, aminoisobutyric acid, thyroxine, creatine, ornithine, opine, theanine, tricholomic acid, kainic acid, domoic acid, ibotenic acid, acromelic acid, cystine, hydroxyproline, hydroxylysine, thyroxin, phosphoserine, desmosine, β-alanine, citrulline, creatine, trimethylglycine, cystathionine, methylhistidine, anserine, carnosine, aminoadipic acid, homocitrulline, and the like.

[0011] As the ammonium compound among component (A), examples include salts of the aforementioned amine compounds, or those obtained by quaternizing an amine compound.

[0012] Component (A) preferably has a hydrogen-bonding functional group. The hydrogen-bonding functional groups in component (A) are not particularly limited, but examples include oxygen-containing groups, nitrogen-containing groups, sulfur-containing groups, phosphorus-containing groups, and hydrogen atoms directly bonded to nitrogen.

[0013] The oxygen-containing group is not particularly limited, but examples include hydroxyl group, carbonyl group, ether group, ester group, aldehyde group, carboxyl group, carboxylate group, urea group, urethane group, amide group, oxazole group, morpholine group, carbamic acid group, and carbamate group. Among these, hydroxyl group and carboxyl group are preferred, and hydroxyl group is more preferred.

[0014] The nitrogen-containing group is not particularly limited, but examples include amino groups and nitro groups.

[0015] Sulfur-containing groups are not particularly limited, but examples include sulfate groups (-OS(=O)2-O-), sulfonyl groups (-S(=O)2O-), sulfonic acid groups (-S(=O)2-), mercapto groups (-SH), thioether groups (-S-), thiocarbonyl groups (-C(=S)-), thiourea groups (-NC(=S)-N-), thiocarboxyl groups (-C(=S)OH), thiocarboxylate groups (-C(=S)O-), dithiocarboxyl groups (-C(=S)SH), and dithiocarboxylate groups (-C(=S)S-).

[0016] The phosphorus-containing group is not particularly limited, but examples include the phosphate group (-OP(=O)(-O-)-O-), the phosphonic acid group (-P(=O)(-O-)-O-), the phosphinic acid group (-P(=O)-O-), the phosphorous acid group (-OP(-O-)-O-), the phosphonitic acid group (-P(-O-)-O-), the phosphinitic acid group (-PO-) pyrophosphate group [(-OP(=O)(-O-))2-O-], and so on.

[0017] From the viewpoint of affinity for water, polymer compounds, coordination, and bonding, hydroxyl groups, carboxyl groups, carboxylate groups, ester groups, ether groups, alkoxy groups, and hydrogen atoms directly bonded to nitrogen are preferred as hydrogen-bonding functional groups in component (A). Among these, hydroxyl groups, carboxyl groups, carboxylate groups, ether groups, alkoxy groups, and hydrogen atoms directly bonded to nitrogen are more preferred, hydroxyl groups, carboxyl groups, carboxylate groups, and hydrogen atoms directly bonded to nitrogen are even more preferred, hydroxyl groups, carboxyl groups, and hydrogen atoms directly bonded to nitrogen are particularly preferred, and hydroxyl groups and hydrogen atoms directly bonded to nitrogen are most preferred. Preferred examples of substituents having hydrogen-bonding functional groups include hydrocarbon groups having hydrogen-bonding functional groups. For example, substituents having hydrogen-bonding functional groups include hydrocarbon groups containing a hydroxyl group (hydroxy hydrocarbon group), hydrocarbon groups containing a carboxyl group (carboxy hydrocarbon group), hydrocarbon groups containing a hydroxyl group and a carboxyl group (hydroxycarboxy hydrocarbon group), hydrocarbon groups containing a carboxylate group, hydrocarbon groups containing an ester group, hydrocarbon groups containing an ether group, and hydrocarbon groups containing an alkoxy group. Among these, hydroxy hydrocarbon groups are preferred.

[0018] The hydrocarbon group may be a saturated or unsaturated aliphatic hydrocarbon group, a saturated or unsaturated alicyclic hydrocarbon group, an aromatic hydrocarbon group, or a hydrocarbon group formed by combining these. Common hydrocarbon groups can be used. Among these hydrocarbon groups, a saturated aliphatic hydrocarbon group is preferred. Examples of the hydrocarbon group are those listed in the [Hydrogen Group] section below.

[0019] The above-mentioned hydroxy hydrocarbon group has one or more hydroxyl groups, and the hydrocarbon moiety is preferably linear or branched, having 1 to 22 carbon atoms, more preferably 1 to 18 carbon atoms, even more preferably 1 to 12 carbon atoms, and particularly preferably 1 to 6 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.

[0020] The above-mentioned carboxy hydrocarbon group has one or more carboxyl groups, and the hydrocarbon moiety is preferably linear or branched, having 1 to 22 carbon atoms, more preferably 1 to 18 carbon atoms, even more preferably 1 to 12 carbon atoms, and particularly preferably 1 to 6 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.

[0021] The above-mentioned hydroxycarboxy hydrocarbon group has one or more hydroxyl groups and one or more carboxyl groups, and the hydrocarbon moiety is preferably linear or branched with 1 to 22 carbon atoms, more preferably 1 to 18 carbon atoms, even more preferably 1 to 12 carbon atoms, and particularly preferably 1 to 6 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.

[0022] The hydrocarbon group containing the carboxylate group described above has one or more carboxylate groups, and each hydrocarbon moiety is preferably linear or branched, having 1 to 22 carbon atoms, more preferably 1 to 18 carbon atoms, even more preferably 1 to 12 carbon atoms, and particularly preferably 1 to 6 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.

[0023] The hydrocarbon group containing the ester group has one or more ester groups, and each hydrocarbon moiety is preferably linear or branched, having 1 to 22 carbon atoms, more preferably 1 to 18 carbon atoms, even more preferably 1 to 12 carbon atoms, and particularly preferably 1 to 6 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.

[0024] The hydrocarbon group containing the ether group has one or more ether groups, and each hydrocarbon moiety is preferably linear or branched, having 1 to 22 carbon atoms, more preferably 1 to 18 carbon atoms, even more preferably 1 to 12 carbon atoms, and particularly preferably 1 to 6 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.

[0025] The hydrocarbon group containing the above-mentioned alkoxy group has one or more alkoxy groups, and each hydrocarbon moiety is preferably linear or branched, having 1 to 22 carbon atoms, more preferably 1 to 18 carbon atoms, even more preferably 1 to 12 carbon atoms, and particularly preferably 1 to 6 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom.

[0026] Here, if the hydrocarbon moiety 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 moiety. Therefore, in the present invention, "the hydrocarbon moiety contains an oxygen atom" includes cases where the hydrocarbon moiety is interrupted by a group that may also contain heteroatoms such as nitrogen atoms as an atomic group containing oxygen atoms, or where the group is included at the base end, or where a hydrogen atom is substituted by the group.

[0027] Examples of the above-mentioned hydroxy hydrocarbon groups include saturated or unsaturated aliphatic hydrocarbon groups having one or more hydroxyl groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that combine these. The number of hydroxyl groups in the hydroxy hydrocarbon group is preferably two or more, and more preferably three or more. Furthermore, saturated hydroxyalliphatic hydrocarbon groups are preferred, and saturated aliphatic hydrocarbon groups having one hydroxyl group (such as monohydroxyalkyl groups), saturated aliphatic hydrocarbon groups having two or more hydroxyl groups (such as polyhydroxyalkyl groups), saturated aliphatic hydrocarbon groups having three or more hydroxyl groups (such as polyhydroxyalkyl groups) are preferred, saturated aliphatic hydrocarbon groups having two or more hydroxyl groups (such as polyhydroxyalkyl groups) are more preferred, and saturated aliphatic hydrocarbon groups having three or more hydroxyl groups (such as polyhydroxyalkyl groups) are even more preferred, and these may contain the above-mentioned oxygen-containing groups in their hydrocarbon moieties.

[0028] The saturated aliphatic hydrocarbon group (monohydroxyalkyl group, etc.) having one hydroxyl group is not particularly limited, but examples include hydroxymethyl group, 1-hydroxyethyl group, 2-hydroxyethyl group, 1-hydroxypropan-1-yl group, 2-hydroxypropan-1-yl group, 3-hydroxypropan-1-yl group, 1-hydroxypropan-2-yl group, 2-hydroxypropan-2-yl group, 2-hydroxymethylpropan-2-yl group, 2-hydroxyethylpropan-2-yl group, 1-hydroxybutan-1-yl group, 2-hydroxypropyl Xyxybutan-1-yl group, 3-hydroxybutan-1-yl group, 4-hydroxybutan-1-yl group, 1-hydroxy-2-methylpropane-1-yl group, 2-hydroxy-2-methylpropane-1-yl group, 3-hydroxy-2-methylpropane-1-yl group, 1-hydroxybutan-2-yl group, 2-hydroxybutan-2-yl group, 3-hydroxybutan-2-yl group, 4-hydroxybutan-2-yl group, 1-hydroxy-2-methylpropane-2-yl group, 5-hydroxypentan-1-yl group, 2-hydroxymethylpentan-2- Iyl group, 2-hydroxyethylpentan-2-yl group, 6-hydroxyhexane-1-yl group, 7-hydroxyheptan-1-yl group, 8-hydroxyoctan-1-yl group, 9-hydroxynonan-1-yl group, 10-hydroxydecane-1-yl group, 2-methyl-1-hydroxypropane-2-yl group, 2-methyl-1-propane-2-yl group, 1-hydroxy-2-methylpropane-2-yl group, 1-hydroxy-3-methylbutan-2-yl group, 2-hydroxy-2-methylpropane-2-yl group, 2-hydroxy-2-methylbutan- 2-yl group, 2-ethyl-2-hydroxybutan-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-yl group, 1-hydroxy-2-propylpentan-2-yl group, 4-ethyl-3-hydroxyhexane-4-yl group, 3-ethyl-2-hydroxy-2-methylpentan-3-yl group,Examples include 2-ethyl-1-hydroxyhexane-2-yl group, 1-hydroxy-2-propylhexane-2-yl group, 2-ethyl-1-hydroxyheptan-2-yl group, 2-ethyl-1-hydroxy-4-methylpentan-2-yl group, 1-hydroxy-2-(1-methylethyl)pentan-2-yl group, and 3-ethyl-4-hydroxyheptan-3-yl group. The monohydroxy saturated aliphatic hydrocarbon group is preferably one with 1 to 22 carbon atoms, more preferably one with 1 to 18 carbon atoms, even more preferably one with 1 to 12 carbon atoms, and particularly preferably one with 1 to 6 carbon atoms.

[0029] The saturated aliphatic hydrocarbon group (polyhydroxyalkyl group, etc.) having two or more hydroxyl groups is not particularly limited, but examples include di, tri, tetra, penta, hexa, hepta, or octahydroxyalkyl groups. Specifically, although not particularly limited, examples include dihydroxyethyl groups such as 1,2-dihydroxyethyl group; dihydroxypropan-1-yl groups such as 1,2-dihydroxypropan-1-yl group and 2,3-dihydroxypropan-1-yl group; dihydroxypropan-2-yl groups such as 1,2-dihydroxypropan-2-yl group and 1,3-dihydroxypropan-2-yl group; trihydroxypropan-1-yl group; trihydroxypropan-2-yl group; tri Hydroxypropane-2-yl group; dihydroxybutan-1-yl groups such as 1,2-dihydroxybutan-1-yl group, 1,3-dihydroxybutan-1-yl group, 1,4-dihydroxybutan-1-yl group, 2,3-dihydroxybutan-1-yl group, 2,4-dihydroxybutan-1-yl group, 3,4-dihydroxybutan-1-yl group, etc.; 1,2,3-trihydroxybutan-1-yl group, 1,2,4-trihydroxybutan-1-yl group, 1,3,4-trihydroxybutan-1-yl group, 2,3,4 Trihydroxybutan-1-yl group, etc.; tetrahydroxybutan-1-yl group; 1,2-dihydroxy-2-methylpropane-1-yl group, 1,3-dihydroxy-2-methylpropane-1-yl group, 2,3-dihydroxy-2-methylpropane-1-yl group, etc.; trihydroxy-2-methylpropane-1-yl group; tetrahydroxy-2-methylpropane-1-yl group; 1,2-dihydroxybutan-2-yl Dihydroxybutan-2-yl groups such as 1,3-dihydroxybutan-2-yl group, 1,4-dihydroxybutan-2-yl group, 2,3-dihydroxybutan-2-yl group, 2,4-dihydroxybutan-2-yl group, 3,4-dihydroxybutan-2-yl group; tetrahydroxybutan-2-yl group; 1,3-dihydroxy-2-methylpropane-2-yl group, 1,3-dihydroxy-2-ethylpropane-2-yl group, 1,3-dihydroxy-2-hydroxymethylpropane-2-yl group;Tetrahydroxybutan-2-yl group; 1,3-dihydroxy-2-methylpropane-2-yl group, 1,3-dihydroxy-2-ethylpropane-2-yl group, 1,3-dihydroxy-2-hydroxymethylpropane-2-yl group, 1,2-dihydroxypropane-3-yl group, 1,1-dihydroxybutan-2-yl group, 1,1-dihydroxypentan-2-yl group, 1,1-dihydroxy-5-methylhexane-2-yl group, 1,1-diHydroxy Examples include xypropan-2-yl group, 1,1-dihydroxy-4-(-4-hydroxyphenyl)butan-2-yl group; di, tri, tetra, or pentahydroxypentan-1-yl group; di, tri, tetra, penta, or hexahydroxyhexane-1-yl group; di, tri, tetra, penta, hexa, or heptahydroxyheptan-1-yl group; di, tri, tetra, penta, hexa, hepta, or octahydroxyoctan-1-yl group. Polyhydroxy saturated aliphatic hydrocarbon groups are preferably those having 2 to 8 hydroxyl groups, and more preferably those having 2 to 6. Polyhydroxy saturated aliphatic hydrocarbon groups are preferably those with an alkyl group having 1 to 22 carbon atoms, more preferably those having 1 to 18 carbon atoms, even more preferably those having 1 to 12 carbon atoms, and particularly preferably those having 1 to 6 carbon atoms. Furthermore, branched polyhydroxy saturated aliphatic hydrocarbon groups represented by the following formula are exemplified as preferred.

[0030] [ka]

[0031] (In the formula, R 7 (wherein is a hydrogen atom, a linear alkyl group having 1 to 8 carbon atoms (preferably 1 to 4 carbon atoms), or a linear hydroxyalkyl group having 1 to 8 carbon atoms (preferably 1 to 4 carbon atoms).)

[0032] The groups in the above formula are not particularly limited, but for example, 1,2-dihydroxypropan-1-yl group, 2,3-dihydroxypropan-1-yl group, 1,2-dihydroxypropan-2-yl group, 1,3-dihydroxypropan-2-yl group, trihydroxypropan-1-yl group, trihydroxypropan-2-yl group, trihydroxypropan-1-yl group, trihydroxypropan-2-yl group, 1,2-dihydroxybutan-1-yl group, 1,3-dihydroxybutan-1-yl group, 1,4-dihydroxybutan-1-yl group, 2,3 -dihydroxybutan-1-yl group, 2,4-dihydroxybutan-1-yl group, 3,4-dihydroxybutan-1-yl group, 1,2,3-trihydroxybutan-1-yl group, 1,2,4-trihydroxybutan-1-yl group, 1,3,4-trihydroxybutan-1-yl group, 2,3,4-trihydroxybutan-1-yl group, tetrahydroxybutan-1-yl group, 1,2-dihydroxy-2-methylpropane-1-yl group, 1,3-dihydroxy-2-methylpropane-1-yl group, 2,3-dihydroxy-2-methylpropane-1-yl group, Dihydroxy-2-methylpropan-1-yl group, tetrahydroxy-2-methylpropan-1-yl group, 1,2-dihydroxybutan-2-yl group, 1,3-dihydroxybutan-2-yl group, 1,4-dihydroxybutan-2-yl group, 2,3-dihydroxybutan-2-yl group, 2,4-dihydroxybutan-2-yl group, 3,4-dihydroxybutan-2-yl group, tetrahydroxybutan-2-yl group, 1,3-dihydroxy-2-methylpropan-2-yl group, 1,3-dihydroxy-2-ethylpropan-2-yl group, 1,3- Dihydroxy-2-hydroxymethylpropane-2-yl group, tetrahydroxybutan-2-yl group, 1,3-dihydroxy-2-methylpropane-2-yl group, 1,3-dihydroxy-2-ethylpropane-2-yl group, 1,3-dihydroxy-2-hydroxymethylpropane-2-yl group, 1,2-dihydroxypropane-3-yl group, 1,1-dihydroxybutan-2-yl group, 1,1-dihydroxypentan-2-yl group, 1,1-dihydroxy-5-methylhexane-2-yl group, 1,1-dihydroxypropane-2-yl group, 1,Examples include 1-dihydroxy-4-(-4-hydroxyphenyl)butan-2-yl group, di, tri, tetra, or pentahydroxypentan-1-yl group, di, tri, tetra, penta, or hexahydroxyhexane-1-yl group, di, tri, tetra, penta, hexa, or heptahydroxyheptan-1-yl group, and di, tri, tetra, penta, hexa, hepta, or octahydroxyoctan-1-yl group.

[0033] Among the polyhydroxy saturated aliphatic hydrocarbon groups mentioned above, 2,3-dihydroxypropan-1-yl group, 1,3-dihydroxypropan-2-yl group, 1,3-dihydroxy-2-ethylpropan-2-yl group, 1,3-dihydroxy-2-hydroxymethylpropan-2-yl group, and pentahydroxyhexane-1-yl group are preferred, with 1,3-dihydroxy-2-hydroxymethylpropan-2-yl group being more preferred.

[0034] Examples of the carboxy hydrocarbon groups mentioned above include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that combine these, all having one or more carboxyl groups. Among these, monocarboxyalkyl groups and polycarboxyalkyl groups, in which the hydrocarbon group is a saturated aliphatic hydrocarbon group (such as an alkyl group), are preferred. Specific examples of these include mono, di, tri, tetra, penta, hexa, hepta, or octahydroxyalkyl groups exemplified above, in which the hydroxyl group is replaced with a carboxyl group (the alkyl group may also contain an oxygen atom).

[0035] The monocarboxy saturated aliphatic hydrocarbon group and the polycarboxy saturated aliphatic hydrocarbon group are preferably those having 1 to 22 carbon atoms, more preferably those having 1 to 18 carbon atoms, even more preferably those having 1 to 12 carbon atoms, and particularly preferably those having 1 to 6 carbon atoms.

[0036] Examples of the above-mentioned hydroxycarboxy hydrocarbon groups include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that are combinations thereof, each having one or more hydroxyl groups and one or more carboxyl groups. Among these, those in which the hydrocarbon group is a saturated aliphatic hydrocarbon group (alkyl group, etc.) are preferred, and are not particularly limited, but examples include those in which a portion of the hydroxyl group of the di, tri, tetra, penta, hexa, hepta, or octahydroxyalkyl groups exemplified above is replaced with a carboxyl group (the alkyl group may also contain an oxygen atom). Hydroxycarboxy saturated aliphatic hydrocarbon groups are preferably those having 1 to 22 carbon atoms, more preferably those having 1 to 18 carbon atoms, even more preferably those having 1 to 12 carbon atoms, and particularly preferably those having 1 to 6 carbon atoms.

[0037] Examples of hydrocarbon groups containing the ester group include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that are combinations thereof, all having one or more ester groups. Among these, hydrocarbon groups in which the hydrocarbon group is a saturated aliphatic hydrocarbon group (such as an alkyl group) are preferred, although there are no particular limitations. For example, a hydrocarbon group obtained by esterifying the carboxyl group of the carboxy-saturated aliphatic hydrocarbon group exemplified above is also included. Hydrocarbon groups containing the ester group are preferably those having 1 to 22 carbon atoms.

[0038] Examples of hydrocarbon groups containing the ether group include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that combine these, all having one or more ether groups. Among these, hydrocarbon groups in which the hydrocarbon group is a saturated aliphatic hydrocarbon group (such as an alkyl group) are preferred, although there are no particular limitations. For example, alkyl groups having 2 to 22 carbon atoms interrupted by an oxygen atom are included.

[0039] Examples of hydrocarbon groups containing the above-mentioned alkoxy group include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that are combinations thereof, all having one or more alkoxy groups. Among these, hydrocarbon groups in which the hydrocarbon group is a saturated aliphatic hydrocarbon group (such as an alkyl group) are preferred, and are not particularly limited, but examples include alkyl ether groups bonded to the base end of an alkyl group having a total of 1 to 22 carbon atoms, or hydrocarbon groups in which hydrogen atoms are substituted with alkyl ether groups.

[0040] Examples of hydrocarbon groups containing the above-mentioned carboxylate group include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that are combinations thereof, all having one or more carboxylate groups. Among these, hydrocarbon groups in which the hydrocarbon group is a saturated aliphatic hydrocarbon group (such as an alkyl group) are preferred, and are not particularly limited, but examples include those in which a carboxylate group is bonded to the base end of an alkyl group having a total of 1 to 22 carbon atoms, or in which a hydrogen atom of a hydrocarbon group is substituted with a carboxylate group.

[0041] Examples of substituents other than hydrogen-bonding functional groups in component (A) and the cation derived from component (A) include organic groups.

[0042] [Organic group] In this specification, an organic group is required to contain a carbon atom and may also contain at least one atom selected from hydrogen, oxygen, nitrogen, sulfur, phosphorus, and halogen atoms. The atomic groups contained in an organic group are not particularly limited, but examples include hydrocarbon groups, heterocyclic groups, and substituents described in the [Substituents] section below. For example, substituents described in the [Substituents] section below may be used to substitute for a hydrogen atom of a hydrocarbon group, interrupt the hydrocarbon group, be included at the base end of a hydrocarbon group, or form a fused ring with an aromatic hydroxyl group.

[0043] The number of carbon atoms in the organic group is not particularly limited, but for example, due to its affinity for water and polymer compounds, it is preferably 1 to 8, more preferably 1 to 6, and even more preferably 1 to 4.

[0044] [Hydroxide group] In this specification, hydrocarbon groups are not particularly limited, but include, for example, saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that combine these. Depending on the context, they may be monovalent or polyvalent, and monovalent saturated or unsaturated aliphatic hydrocarbon groups are not particularly limited, but include, for example, linear or branched alkyl groups, alkenyl groups, and alkynyl groups. Alkyl groups include linear or branched groups and are not particularly limited, but examples include methyl group, ethane-1-yl group, propane-1-yl group, 1-methylethane-1-yl group, butane-1-yl group, butane-2-yl group, 2-methylpropane-1-yl group, 2-methylpropane-2-yl group, pentane-1-yl group, pentane-2-yl group, hexane-1-yl group, heptane-1-yl group, octan-1-yl group, 2-ethylhexane-1-yl group, 1,1,3,3-tetramethylbutan-1-yl group, nonane-1 Examples include -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, 2-hexyldecane-1-yl group, heptadecane-1-yl group, octadecane-1-yl group, nonadecane-1-yl group, eicosane-1-yl group, henicosane-1-yl group, docosane-1-yl group, 4,8,12-trimethyltridecane-1-yl group, benzyl group, α,α-dimethylbenzyl group, etc.Alkenyl groups include linear or branched chains and are not particularly limited, but examples include vinyl group, propa-1-en-1-yl group, allyl group, isopropenyl group, buta-1-en-1-yl group, buta-2-en-1-yl group, buta-3-en-1-yl group, 2-methylpropa-2-en-1-yl group, 1-methylpropa-2-en-1-yl group, penta-1-en-1-yl group, penta-2-en-1-yl group, penta-3-en-1-yl group, penta-4-en-1-yl group Group, 3-methylbuta-2-en-1-yl group, 3-methylbuta-3-en-1-yl group, hexa-1-en-1-yl group, hexa-2-en-1-yl group, hexa-3-en-1-yl group, hexa-4-en-1-yl group, hexa-5-en-1-yl group, 4-methylpenta-3-en-1-yl group, 4-methylpenta-3-en-1-yl group, hepta-1-en-1-yl group, hepta-6-en-1-yl group, octa-1-en-1-yl group, octa-7-en-1 -yl group, nona-1-en-1-yl group, nona-8-en-1-yl group, deca-1-en-1-yl group, deca-9-en-1-yl group, undeca-1-en-1-yl group, undeca-10-en-1-yl group, dodeca-1-en-1-yl group, dodeca-11-en-1-yl group, trideca-1-en-1-yl group, trideca-12-en-1-yl group, tetradeca-1-en-1-yl group, tetradeca-13-en-1-yl group, pentadeca-1-en-1-yl group, Examples include pentadeca-14-en-1-yl group, hexadeca-1-en-1-yl group, hexadeca-15-en-1-yl group, heptadeca-1-en-1-yl group, heptadeca-16-en-1-yl group, octadeca-1-en-1-yl group, octadeca-9-en-1-yl group, octadeca-17-en-1-yl group, nonadeca-1-en-1-yl group, icosa-1-en-1-yl group, henicosa-1-en-1-yl group, and docosa-1-en-1-yl group.Alkynyl groups include linear or branched chains and are not particularly limited, but examples include ethinyl, propa-1-in-1-yl, propa-2-in-1-yl, buta-1-in-1-yl, buta-3-in-1-yl, 1-methylpropa-2-in-1-yl, penta-1-in-1-yl, penta-4-in-1-yl, hexa-1-in-1 -yl group, hexa-5-in-1-yl group, hepta-1-in-1-yl group, hepta-6-in-1-yl group, octa-1-in-1-yl group, octa-7-in-1-yl group, nona-1-in-1-yl group, nona-8-in-1-yl group, deca-1-in-1-yl group, deca-9-in-1-yl group, undeca-1-in-1-yl group, undeca-10 -I-1-yl group, dodeca-1-I-1-yl group, dodeca-11-I-1-yl group, trideca-1-I-1-yl group, trideca-12-I-1-yl group, tetradeca-1-I-1-yl group, tetradeca-13-I-1-yl group, pentadeca-1-I-1-yl group, pentadeca-14-I-1-yl group, hexadeca-1-I-1-yl group Examples include the group, hexadeca-15-in-1-yl group, heptadeca-1-in-1-yl group, heptadeca-16-in-1-yl group, octadeca-1-in-1-yl group, octadeca-17-in-1-yl group, nonadeca-1-in-1-yl group, icosa-1-in-1-yl group, henicosa-1-in-1-yl group, docosa-1-in-1-yl group, etc.

[0045] As saturated or unsaturated alicyclic hydrocarbon groups, saturated alicyclic hydrocarbon groups are preferred and are not particularly limited. Examples of monovalent groups include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, cyclohexyl groups, cycloheptyl groups, cyclooctyl groups, and groups containing alicyclic residues such as residues of these groups.

[0046] The aromatic hydrocarbon group is not particularly limited, but examples include phenyl groups, naphthalene groups, anthracene groups, and groups containing aromatic ring residues such as residues thereof. It may also form a fused ring together with substituents described below in [Substituents]. The monovalent aromatic hydrocarbon group is not particularly limited, but examples include phenyl group, 2-methylphenyl group, 3-methylphenyl group, 4-methylphenyl group, 2,4-dimethylphenyl group, 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-propylphenyl 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-heptylphenyl group, 4- Examples include octylphenyl group, 4-nonylphenyl group, 4-decanylphenyl group, 4-undecylphenyl group, 4-dodecylphenyl group, 4-tridecylphenyl group, 4-tetradecylphenyl group, 4-pentadecylphenyl group, 4-hexadecylphenyl group, 4-heptadecylphenyl group, 4-octadecylphenyl group, 4-biphenyl group, 2-methoxyphenyl group, 3-methoxyphenyl group, 4-methoxyphenyl group, 2-ethoxyphenyl group, 3-ethoxyphenyl group, 4-ethoxyphenyl group, 2-chlorophenyl group, 2-fluorophenyl group, 4-fluorophenyl group, 2-trifluoromethylphenyl group, 4-trifluoromethylphenyl group, 4-hydroxyphenyl group, 1-naphthyl group, 2-naphthyl group, 1-anthracenyl group, 2-anthracenyl group, and 9-anthracenyl group.

[0047] Examples of divalent hydrocarbon groups include those obtained by removing one hydrogen atom from the above-mentioned groups.

[0048] [Substituent] The substituents mentioned above are not particularly limited, but examples include hydrocarbon groups, oxygen-containing groups, nitrogen-containing groups, sulfur-containing groups, phosphorus-containing groups, halogens, and the like. Substituents also include groups to which these substituents are bonded.

[0049] Examples of hydrocarbon groups include those listed above under [Hydrogen Groups].

[0050] The oxygen-containing group is not particularly limited, but examples include hydroxyl group, alkoxy group, acetoxy group, acetyl group, aldehyde group, carboxyl group, carboxylate group, urea group, urethane group, amide group, imide group, ether group, carbonyl group, ester group, oxazole group, morpholine group, carbamate group, carbamoyl group, polyoxyethylene group, tocopheryl group, chroman group, dihydropyran group, glyceryl group, glyceryl ether group, and the like.

[0051] The nitrogen-containing group is not particularly limited, but examples include cyano group, cyanato group, isocyanate group, nitro group, nitroalkyl group, amide group, urea group, urethane group, imide group, carbodiimide group, azo group, pyridine group, imidazole group, primary amino group, secondary amino group, tertiary amino group, quaternary ammonium group, aminoalkyl group, etc.

[0052] Sulfur-containing groups are not particularly limited, but examples include sulfate groups, sulfonyl groups, sulfonic acid groups, mercapto groups, thioether groups, thiocarbonyl groups, thiourea groups, thiocarboxyl groups, thiocarboxylate groups, dithiocarboxyl groups, dithiocarboxylate groups, sulfate esters, thiophene groups, thiazole groups, thiol groups, sulfo groups, sulfide groups, disulfide groups, thioester groups, thioamide groups, thiocarbamate groups, dithiocarbamate groups, and esters thereof.

[0053] Phosphorus-containing groups are not particularly limited, but examples include phosphate groups, phosphite groups, phosphonic acid groups, phosphinic acid groups, phosphonic acid groups, phosphonitic acid groups, phosphinic acid groups, pyrophosphate groups, phosphate ester groups, phosphite ester groups, phosphonic acid ester groups, pyrophosphate groups, and their ester groups.

[0054] Examples of halogens include fluorine, chlorine, bromine, and iodine.

[0055] The aforementioned organic group may have substituents, and the hydrocarbon group may contain an oxygen atom. The contents described in the [Hydrogen Group] section above should be referenced for the hydrocarbon group. Aliphatic hydrocarbon groups are preferred, and saturated aliphatic hydrocarbon groups (alkyl groups, etc.) are more preferred. For saturated aliphatic hydrocarbon groups, from the viewpoint of affinity with water, the number of carbon atoms is preferably 1 to 8, more preferably 1 to 6, and even more preferably 1 to 4.

[0056] The hydrocarbon group described above may have substituents, and while the substituents are not particularly limited, examples include those listed in the [substituents] section above. Among the substituents, those having oxygen-containing groups are preferred, and among these, hydroxyl groups, carboxyl groups, carboxylate groups, ester groups, ether groups, and alkoxy groups are preferred. Of these, hydroxyl groups, carboxyl groups, carboxylate groups, ether groups, and alkoxy groups are more preferred, hydroxyl groups, carboxyl groups, and carboxylate groups are even more preferred, hydroxyl groups and carboxyl groups are particularly preferred, and hydroxyl groups are especially preferred.

[0057] The hydrocarbon moiety described above may contain an oxygen atom. In this case, the hydrocarbon moiety contains the oxygen-containing group described above, forming or containing, for example, an ether bond, a carbonyl group, a hydroxyl group, a carboxylate group, an ester bond, an amide bond, a urea bond, or a urethane bond. Therefore, in the present invention, "the hydrocarbon moiety contains an oxygen atom" includes cases where the hydrocarbon moiety is interrupted by a group that may also contain heteroatoms such as nitrogen atoms as an atomic group containing oxygen atoms, or where the group contains such a group at its base end, or where a hydrogen atom is substituted by such a group.

[0058] In order to form the composition of the present invention with good affinity and bonding properties with water and polymer compounds, component (A) is preferably a hydrocarbon group (more preferably a saturated aliphatic hydrocarbon group) having one or more hydrogen bonding functional groups (hydroxyl groups and carboxyl groups are preferred, and hydroxyl groups are more preferred).

[0059] In this case, it is preferable that one or more of the sites in component (A) into which functional groups can be introduced (atoms included in the basic skeletal chemical structure, such as nitrogen sites and carbon sites that form a ring with nitrogen) are replaced by hydrocarbon groups having hydrogen bonding functional groups. If there are other such sites, it is preferable that each is independently replaced by a hydrogen atom or an organic group such as a hydrocarbon group (more preferably a saturated aliphatic hydrocarbon group). It is also preferable that such sites consist only of hydrogen atoms directly bonded to nitrogen.

[0060] More specifically, the amine of component (A) is preferably an amine composed only of a hydrocarbon group having a hydrogen bonding functional group (more preferably a saturated aliphatic hydrocarbon group) and a hydrogen atom directly bonded to nitrogen, an amine composed only of a hydrocarbon group having a hydrogen bonding functional group (more preferably a saturated aliphatic hydrocarbon group) and a hydrocarbon group (more preferably a saturated aliphatic hydrocarbon group), an amine composed only of a hydrocarbon group having a hydrogen bonding functional group (more preferably a saturated aliphatic hydrocarbon group), or an amine composed only of a hydrogen atom. Amines composed solely of aliphatic hydrocarbon groups and hydrocarbon groups (more preferably saturated aliphatic hydrocarbon groups), amines composed solely of hydrocarbon groups having hydrogen-bonding functional groups (more preferably saturated aliphatic hydrocarbon groups) are more preferred, amines composed solely of hydrocarbon groups having hydrogen-bonding functional groups (more preferably saturated aliphatic hydrocarbon groups) and hydrogen atoms directly bonded to nitrogen are even more preferred, amines composed solely of hydrocarbon groups having hydrogen-bonding functional groups (more preferably saturated aliphatic hydrocarbon groups) and hydrocarbon groups (more preferably saturated aliphatic hydrocarbon groups) are even more preferred, and amines composed solely of hydrocarbon groups having hydrogen-bonding functional groups (more preferably saturated aliphatic hydrocarbon groups) and hydrogen atoms directly bonded to nitrogen are particularly preferred. The hydrogen bonding functional group described above is preferably a hydroxyl group.

[0061] In another preferred embodiment, the amine of component (A) has three hydroxyl groups.

[0062] From a safety standpoint, when component (A) has a monohydroxyalkyl group, triethanolamine and diethanolamine are preferred, and triethanolamine is particularly preferred.

[0063] Furthermore, from the standpoint of safety and ease of use, it is preferable that the raw material (e.g., acid, base) for ingredient (A) be a compound listed in the Japanese Pharmacopoeia (JP), the Japanese Pharmacopoeia (JP), the Japanese Pharmacopoeia (JP) Non-JP Quasi-Drugs (JP), the Japanese Pharmaceutical Additives (JP), and the Official Compendium of Food Additives (Food Additives). Such compounds are not particularly limited, but examples include monoethanolamine, diethanolamine, triethanolamine, 2-amino-2-hydroxymethyl-1,3-propanediol, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, monoisopropanolamine, diisopropanolamine, triisopropanolamine, 2-acetamidoethanolamine, N-lauryldiethanolamine, and dimethyloctadecylamine. From the viewpoint of low odor, 2-amino-2-hydroxymethyl-1,3-propanediol and 2-amino-2-methyl-1,3-propanediol are more preferred, and 2-amino-2-hydroxymethyl-1,3-propanediol is even more preferred.

[0064] From the standpoint of safety and usability, the cation derived from component (A) is preferably one in which a cationic residue such as a hydrogen atom is bonded to the amine compound, and these cationic residues such as hydrogen atoms may be derived from component (B).

[0065] In the present invention, the residues in component (B) refer to atoms or groups of atoms (groups) that do not have an electric charge, and those that have an electric charge and become cations are called cationic residues, and those that become anions are called anionic residues.

[0066] When component (A) is an ammonium compound, the anion is not particularly limited, but examples include hydroxide anions, halogen anions, sulfur anions, phosphorus anions, cyanide anions, boron anions, fluorine anions, nitrogen oxide anions, carboxylic acid anions, etc., and among these, hydroxide anions are preferred.

[0067] If the amine or ammonium compound of component (A) is an amine compound, then component (A) is preferably an amine compound represented by the following formula (I).

[0068] [ka]

[0069] (In the formula, R 1 Each of these independently represents a hydroxy hydrocarbon group having one or more hydroxyl groups, with the hydrocarbon moiety being linear or branched with 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom; a carboxy hydrocarbon group having one or more carboxyl groups, with the hydrocarbon moiety being linear or branched with 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom; or a hydroxycarboxy hydrocarbon group having one or more hydroxyl groups and one or more carboxyl groups, with the hydrocarbon moiety being linear or branched with 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom. 2 Each of these is independently either a hydrogen atom or an organic group with 1 to 22 carbon atoms, and m represents an integer from 0 to 3.

[0070] In the above formula (I), it is preferable that m is an integer between 1 and 3.

[0071] In equation (I) above, all R 2 It is preferable that it is a hydrogen atom.

[0072] In the above equation (I), R 1 Preferably, the hydrocarbon moiety is a linear or branched hydroxyhydrocarbon group having 1 to 22 carbon atoms.

[0073] In formula (I), it is preferable that the hydrocarbon in the hydrocarbon portion is a saturated aliphatic hydrocarbon.

[0074] In the above equation (I), R 1Preferably, at least one of has one hydroxyl group, and the hydrocarbon in said hydrocarbon moiety is a hydroxy hydrocarbon group of a saturated aliphatic hydrocarbon.

[0075] In the formula (I), R 1 Preferably, at least one of has two or more hydroxyl groups, and the hydrocarbon in said hydrocarbon moiety is a hydroxy hydrocarbon group of a saturated aliphatic hydrocarbon.

[0076] In the formula (I), R 1 Preferably, at least one of has one or more hydroxyl groups, the hydrocarbon moiety is a branched chain having 3 to 22 carbon atoms, and the hydrocarbon in said hydrocarbon moiety is a hydroxy hydrocarbon group of a saturated aliphatic hydrocarbon.

[0077] In the formula (I), R 1 has one or more hydroxyl groups, the hydrocarbon moiety is a branched chain having 3 to 6 carbon atoms, said hydrocarbon moiety is a hydroxyalkyl group that is an alkyl group, and all R 2 are hydrogen atoms, and m is an integer of 1; this is one of the preferred embodiments. In the formula (I), R 1 has one hydroxyl group, the hydrocarbon moiety is a straight chain having 1 to 6 carbon atoms, said hydrocarbon moiety is a hydroxyalkyl group that is an alkyl group, and m is an integer of 3; this is one of the preferred embodiments.

[0078] For each of the above preferred examples given in formula (I), a combination of at least any of them can form a more preferred embodiment.

[0079] When the amine or ammonium compound of component (A) is an ammonium compound, said component (A) is preferably an ammonium compound represented by the following formula (II).

[0080]

Chemical Formula

[0081] (wherein, R3 Each of these independently represents a hydroxy hydrocarbon group having one or more hydroxyl groups, with the hydrocarbon moiety being linear or branched with 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom; a carboxy hydrocarbon group having one or more carboxyl groups, with the hydrocarbon moiety being linear or branched with 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom; or a hydroxycarboxy hydrocarbon group having one or more hydroxyl groups and one or more carboxyl groups, with the hydrocarbon moiety being linear or branched with 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom. 4 Each of these is independently a hydrogen atom or an organic group with 1 to 22 carbon atoms, and n is an integer from 0 to 4. - (This indicates an anion.)

[0082] In the above formula (II), n is preferably an integer between 1 and 4.

[0083] In equation (II) above, all R 4 It is preferable that it is a hydrogen atom.

[0084] In the above equation (II), R 3 Preferably, the hydrocarbon moiety is a linear or branched hydroxyhydrocarbon group having 1 to 22 carbon atoms.

[0085] In formula (II) above, it is preferable that the hydrocarbon in the hydrocarbon moiety is a saturated aliphatic hydrocarbon.

[0086] In the above equation (II), R 3 Preferably, at least one of these has one hydroxyl group, and the hydrocarbon in the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

[0087] In the above equation (II), R 3 Preferably, at least one of these has two or more hydroxyl groups, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

[0088] In the above equation (II), R 3 Preferably, at least one of these has one or more hydroxyl groups, the hydrocarbon moiety is a branched chain with 3 to 22 carbon atoms, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

[0089] In equation (II) above, X - The anion represented is preferably a hydroxide ion.

[0090] In equation (II), R 3 However, it has one or more hydroxyl groups, the hydrocarbon part is a branched chain with 3 to 6 carbon atoms, and the hydrocarbon part is an alkyl group, and all R 4 In one preferred embodiment, is a hydrogen atom and n is an integer of 1. In equation (II), R 3 However, one preferred embodiment is one in which the hydrocarbon group has one hydroxyl group, the hydrocarbon moiety is a linear chain having 1 to 6 carbon atoms, the hydrocarbon moiety is a hydroxyalkyl group of an alkyl group, and n is an integer of 3.

[0091] Each of the preferred examples shown in formula (II) above may be more preferred in any combination of at least one of them.

[0092] In the present invention, an ammonium salt formed by component (A) and component (B) is also a preferred embodiment of the composition.

[0093] Preferably, the product contains an ammonium salt formed by a cation derived from component (A), which may have a cationic residue of component (B), and an anion derived from an anionic residue of component (B).

[0094] In the present invention, the residues in component (B) refer to atoms or groups of atoms (groups) that do not have an electric charge, and those that have an electric charge and become cations are called cationic residues, and those that become anions are called anionic residues.

[0095] In the present invention, the acid of component (B) or its salt has a cationic residue and an anionic residue. The cationic residue is either 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. Preferably, the acid of component (B) is a compound composed of a hydrogen atom that becomes a proton and an anionic residue.

[0096] The cation is preferably an ammonium cation.

[0097] In this invention, the ammonium salt is an organic cation with a nitrogen atom as its ionic center or NH4 + This includes organic cations and organic anions, in particular organic cations and organic anions. Here, the term "organic" means that the elements include carbon and hydrogen.

[0098] The cation derived from component (A) is not particularly limited, but for example, ammonium cation (NH4 + Examples include cations derived from cyclic amines, such as primary ammonium cations, secondary ammonium cations, tertiary ammonium cations, imidazolium cations, pyridinium cations, pyrrolidinium cations, piperidinium cations, pyrrolinium catinates, pyrazinium cations, triazolium cations, isoquinolinium cations, oxazolinium cations, thiazolinium cations, morpholinium cations, guanidium cations, pyrimidinium cations, piperadinium cations, triazinium cations, quinolinium cations, indolinium cations, quinoxalinium cations, isoxazolium cations, and cationic amino acids. Among these, ammonium cations, imidazolium cations, pyridinium cations, pyrrolidinium cations, piperidinium cations, and morpholinium cations are preferred, with ammonium cations being more preferred.

[0099] The cation of the ammonium salt formed by component (A) and component (B) is preferably a cation represented by the following formula (III). Furthermore, if component (A) is an ammonium compound, its cation is also preferably a cation represented by the following formula (III).

[0100] [ka]

[0101] (In the formula, R 5 Each of these independently represents a hydroxy hydrocarbon group having one or more hydroxyl groups, with the hydrocarbon moiety being linear or branched with 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom; a carboxy hydrocarbon group having one or more carboxyl groups, with the hydrocarbon moiety being linear or branched with 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom; or a hydroxycarboxy hydrocarbon group having one or more hydroxyl groups and one or more carboxyl groups, with the hydrocarbon moiety being linear or branched with 1 to 22 carbon atoms, and the hydrocarbon moiety may contain an oxygen atom. 6 Each of these independently represents a hydrogen atom or an organic group with 1 to 22 carbon atoms, and 'o' represents an integer from 0 to 4.

[0102] In the above formula (III), o is preferably an integer between 1 and 4.

[0103] In equation (III) above, all R 6 It is preferable that it is a hydrogen atom.

[0104] In the above equation (III), R 5 It is preferable that the group is a hydroxy hydrocarbon group.

[0105] In the above formula (III), it is preferable that the hydrocarbon in the hydrocarbon part is a saturated aliphatic hydrocarbon.

[0106] In the above equation (III), R 5Preferably, at least one of these has one hydroxyl group, and the hydrocarbon in the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

[0107] In the above equation (III), R 5 Preferably, at least one of these has two or more hydroxyl groups, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

[0108] In the above equation (III), R 5 Preferably, at least one of these has one or more hydroxyl groups, the hydrocarbon moiety is a branched chain with 3 to 22 carbon atoms, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

[0109] The R of the cation represented by formula (III) 6 If at least one of them is a hydrogen atom, it is preferable that the proton corresponding to that hydrogen atom originates from component (B).

[0110] In equation (III), R 5 However, it has one or more hydroxyl groups, the hydrocarbon part is a branched chain with 3 to 6 carbon atoms, and the hydrocarbon part is an alkyl group, and all R 6 In one preferred embodiment, is a hydrogen atom and o is an integer of 1. In equation (III), R 5 However, one preferred embodiment is one in which the hydrocarbon group has one hydroxyl group, the hydrocarbon moiety is a linear chain having 1 to 6 carbon atoms, the hydrocarbon moiety is a hydroxyalkyl group of an alkyl group, and o is an integer of 3.

[0111] Each of the preferred examples shown in formula (III) above may be more preferred in any combination of at least one of them.

[0112] One preferred embodiment of the cation derived from component (A) (a cation of the ammonium compound of component (A)) is that it has one or more hydrogen-bonding functional groups (more preferably saturated aliphatic hydrocarbon groups) in terms of the effects of the present invention, namely gel formation, thickening effect, water retention, conductivity, stabilization effect on biomaterials including enzymes, solubility and release of active ingredients, and thixotropy.

[0113] In this case, it is preferable that one or more of the sites in the cation derived from component (A) (the cation of the ammonium compound of component (A)) that can be fitted with functional groups (atoms included in the basic skeletal chemical structure, such as nitrogen sites and carbon sites that form a ring with nitrogen) are replaced by hydrocarbon groups having hydrogen bonding functional groups. If there are other such sites, it is preferable that each is independently replaced by a hydrogen atom or an organic group such as a hydrocarbon group (more preferably a saturated aliphatic hydrocarbon group). It is also preferable that such sites consist only of hydrogen atoms directly bonded to nitrogen.

[0114] More specifically, the cation derived from component (A) (cation of the ammonium compound derived from component (A)) is preferably a cation composed only of a hydrocarbon group having a hydrogen bonding functional group (more preferably a saturated aliphatic hydrocarbon group) and a hydrogen atom directly bonded to nitrogen, a cation composed only of a hydrocarbon group having a hydrogen bonding functional group (more preferably a saturated aliphatic hydrocarbon group) and a hydrocarbon group (more preferably a saturated aliphatic hydrocarbon group), a cation composed only of a hydrocarbon group having a hydrogen bonding functional group (more preferably a saturated aliphatic hydrocarbon group), or a cation composed only of a hydrogen atom. A cation composed solely of a hydrogen group (more preferably a saturated aliphatic hydrocarbon group) and a hydrocarbon group (more preferably a saturated aliphatic hydrocarbon group), a cation composed solely of a hydrocarbon group having a hydrogen-bonding functional group (more preferably a saturated aliphatic hydrocarbon group) is more preferable, a cation composed solely of a hydrocarbon group having a hydrogen-bonding functional group (more preferably a saturated aliphatic hydrocarbon group) and a hydrogen atom directly bonded to nitrogen is even more preferable, a cation composed solely of a hydrocarbon group having a hydrogen-bonding functional group (more preferably a saturated aliphatic hydrocarbon group) and a hydrocarbon group (more preferably a saturated aliphatic hydrocarbon group) is even more preferable, and a cation composed solely of a hydrocarbon group having a hydrogen-bonding functional group (more preferably a saturated aliphatic hydrocarbon group) and a hydrogen atom directly bonded to nitrogen is particularly preferable. The hydrogen bonding functional group described above is preferably a hydroxyl group.

[0115] The cation represented by formula (III) is formed by bonding a cationic residue such as a hydrogen atom to the amine of component (A), and these cationic residues such as hydrogen atoms are preferably derived from component (B).

[0116] Furthermore, from the viewpoint of suitability for gel formation or thickening properties, the total number of carbon atoms in the hydrocarbon groups (alkyl groups, etc.) of component (A), formula (I), (II), and (III) is preferably 1 to 12, more preferably 1 to 8, even more preferably 1 to 6, and particularly preferably 1 to 4.

[0117] In the composition of the present invention, the acid or salt thereof of component (B) has a cationic residue and an anionic residue. The cationic residue is either a hydrogen atom or a group (atomic group) that bonds with the nitrogen atom of component (A) to form a hydrogen-bonding functional group or an organic group.

[0118] The hydrogen-bonding functional group in component (B) may be located on an anionic residue, or it may be a hydrogen atom that becomes a proton in an acid. Preferably, the hydrogen-bonding functional group is located on at least an anionic residue.

[0119] Furthermore, in the present invention, the acid of component (B) is not limited to compounds composed of a hydrogen that becomes a proton and an anionic residue (for example, the anions shown below), but also includes compounds that act Lewis acidically in the reaction to form a salt with component (A). For example, halogenated hydrocarbons, dialkyl sulfuric acid, dialkyl carbonate, alkyl sulfonic acid, alkyl phosphate ester, etc., which may have the above substituent (preferably an oxygen-containing group) on the hydrocarbon moiety. Preferably, the acid of component (B) is a compound composed of a hydrogen that becomes a proton and an anionic residue.

[0120] The anions derived from the anionic residues of component (B) are not particularly limited, but examples include halogen anions, sulfur anions, phosphorus anions, cyanide anions, boron anions, fluorine anions, nitrogen oxide anions, and carboxylic acid anions. These may be used individually or in combination of two or more. Among these, halogen anions, sulfur anions, phosphorus anions, boron anions, fluorine anions, nitrogen oxide anions, and carboxylic acid anions are preferred, halogen anions, boron anions, fluorine anions, and carboxylic acid anions are more preferred, and carboxylic acid anions are even more preferred.

[0121] The anionic residue of component (B) preferably has a hydrogen-bonding functional group. Examples of hydrogen-bonding functional groups include the aforementioned hydrogen-bonding functional groups, of which hydroxyl groups, carboxyl groups, carboxylate groups, ether groups, and alkoxy groups are preferred, with hydroxyl groups being more preferred.

[0122] The halogen-based anions are not particularly limited, but examples include fluoride ions, chloride ions, bromide ions, iodo ions, and fluorine-based anions.

[0123] The aforementioned sulfur-based anions are not particularly limited, but examples include sulfonate anions, hydrogen sulfonate anions, alkyl sulfonate anions (e.g., methane sulfonate anion, ethyl sulfonate anion, butyl sulfonate anion, benzene sulfonate anion, p-toluene sulfonate anion, 2,4,6-trimethylbenzene sulfonate anion, styrene sulfonate anion, 3-sulfopropyl methacrylate anion, 3-sulfopropyl acrylate anion, etc.), sulfate anions, hydrogen sulfate anions, alkyl sulfate anions (e.g., methyl sulfate anion, ethyl sulfate anion, butyl sulfate anion, octyl sulfate anion, 2-(2-methoxyethoxy)ethyl sulfate anion, etc.).

[0124] The phosphorus-based anions are not particularly limited, but examples include phosphate anions, hydrogen phosphate anions, dihydrogen phosphate anions, phosphonate anions, hydrogen phosphonate anions, dihydrogen phosphonate anions, phosphinate anions, hydrogen phosphinate anions, alkyl phosphate anions (e.g., dimethyl phosphate anion, diethyl phosphate anion, dipropyl phosphate anion, dibutyl phosphate anion, etc.), alkyl phosphonate anions (e.g., methyl phosphonate anion, ethyl phosphonate anion, propyl phosphonate anion, butyl phosphonate anion, methylmethyl phosphonate anion, etc.), alkyl phosphinate anions, hexaalkyl phosphate anions, and the like.

[0125] The aforementioned cyanide anions are not particularly limited, but examples include tetracyanoborate anions, dicyanamide anions, thiocyanate anions, isothiocyanate anions, and the like.

[0126] The boron-based anions are not particularly limited, but examples include tetrafluoroborate anions, bisoxalate borate anions, and tetraalkylborate anions such as tetraphenylborate anions.

[0127] The fluorine-based anions are not particularly limited, but include, for example, bis(fluorosulfonyl)imide anions, bis(perfluoroalkylsulfonyl)imide anions (e.g., bis(trifluoromethylsulfonyl)imide anions, bis(pentafluoroethylsulfonyl)imide, bis(heptafluoropropanesulfonyl)imide anions, bis(nonafluorobutylsulfonyl)imide, etc.), and perfluoroalkylsulfonate anions (e.g., trifluoromethanesulfonate anions, pentafluoroethanesulfonate anions, heptafluoropropanesulfonate anions, nonaflate anions). Examples include perfluorooctanesulfonate anions, fluorophosphonate anions (e.g., hexafluorophosphonate anions, tri(pentafluoroethyl)trifluorophosphonate anions, etc.), tris(perfluoroalkylsulfonyl)methide anions (e.g., tris(trifluoromethanesulfonyl)methide anions, tris(pentafluoroethanesulfonyl)methide anions, tris(heptafluoropropanesulfonyl)methide anions, tris(nonafluorobutanesulfonyl)methide anions, etc.), fluorohydrogenate anions, tetrafluoroborate anions, etc.

[0128] The nitrogen oxide anions are not particularly limited, but examples include nitrate anions and nitrite anions.

[0129] The carboxylic acid anion contains at least one carboxylic acid anion (-COO) in its molecule. -The organic acid anion has a carboxyl group, and may also have an oxygen-containing group, a nitrogen-containing group, a sulfur-containing group, a phosphorus-containing group, a hydrocarbon group, etc. Although not particularly limited, examples of carboxylic acid anions include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, etc., and anions having a hydrocarbon group and a carboxylic acid anion in combination thereof. Examples include saturated aliphatic carboxylic acid anions, unsaturated aliphatic carboxylic acid anions, saturated or unsaturated alicyclic carboxylic acid anions, aromatic carboxylic acid anions, saturated aliphatic hydroxycarboxylic acid anions, unsaturated aliphatic hydroxycarboxylic acid anions, saturated or unsaturated alicyclic hydroxycarboxylic acid anions, aromatic hydroxycarboxylic acid anions, carbonyl carboxylic acid anions, alkyl ether carboxylic acid anions, halogen carboxylic acid anions, amino acid anions, etc. (The number of carbon atoms in the carboxylic acid anions listed below includes the carbon atoms of the carboxyl group.)

[0130] The saturated aliphatic carboxylic acid anion consists of a linear or branched saturated aliphatic hydrocarbon group and one or more carboxylic acid anions, and may contain a carboxyl group or a carboxylate group, preferably having 1 to 22 carbon atoms. Specifically, although not particularly limited, examples include anions obtained by dissociating a proton from formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, pentadecyl acid, palmitic acid, margaric acid, stearic acid, arachidic acid, henicosyl acid, behenic acid, isobutyric acid, 2-methylbutyric acid, isovaleric acid, 2-ethylhexanoic acid, isononanoic acid, isopalmitic acid, isostearic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, etc.

[0131] The aforementioned unsaturated aliphatic carboxylic acid anion consists of a linear or branched unsaturated aliphatic hydrocarbon group and one or more carboxylic acid anions, and may contain a carboxyl group or a carboxylate group, preferably having 3 to 22 carbon atoms. Specifically, although not particularly limited, examples include anions obtained by proton dissociation from acrylic acid, methacrylic acid, crotonic acid, palmitoleic acid, oleic acid, vaccenic acid, linoleic acid, linolenic acid, eleostearic acid, arachidonic acid, maleic acid, fumaric acid, etc.

[0132] The saturated or unsaturated alicyclic carboxylic acid anion consists of a non-aromatic saturated or unsaturated carbon ring and one or more carboxylic acid anions, and may contain a carboxyl group or a carboxylate group, preferably having 6 to 20 carbon atoms. Among these, saturated alicyclic carboxylic acid anions having a cyclohexane ring skeleton are preferred, and specifically, although not particularly limited, examples include anions obtained by dissociating a proton from cyclohexanecarboxylic acid or cyclohexanedicarboxylic acid.

[0133] The aforementioned aromatic carboxylic acid anion consists of an aromatic monocyclic or multiple rings and one or more carboxylic acid anions, and may contain a carboxyl group or a carboxylate group, preferably having 6 to 20 carbon atoms. Among these, aromatic carboxylic acid anions having a benzene ring skeleton are preferred, and specifically, although not particularly limited, examples include anions obtained by proton dissociation from benzoic acid, cinnamic acid, phthalic acid, isophthalic acid, terephthalic acid, etc.

[0134] The saturated aliphatic hydroxycarboxylic acid anion consists of a linear or branched saturated aliphatic hydrocarbon group, one or more carboxylic acid anions, and one or more hydroxyl groups, and may also contain a carboxyl group or a carboxylate group, preferably having 2 to 24 carbon atoms. In particular, saturated aliphatic hydroxycarboxylic acid anions having 2 to 7 carbon atoms and having 1 to 4 hydroxyl groups are preferred. Specifically, although not particularly limited, examples include anions obtained by dissociating protons from glycolic acid, lactic acid, tartaric acid, glyceric acid, hydroxyacetic acid, hydroxybutyric acid, 2-hydroxydecanoic acid, 3-hydroxydecanoic acid, 12-hydroxystearic acid, dihydroxystearic acid, cerebronic acid, malic acid, tartaric acid, citramalic acid, citric acid, isocitric acid, leucic acid, mevalonic acid, pantoic acid, etc.

[0135] The aforementioned unsaturated aliphatic hydroxycarboxylic acid anion consists of a linear or branched unsaturated aliphatic hydrocarbon group, one or more carboxylic acid anions, and one or more hydroxyl groups, and may also contain a carboxyl group or a carboxylate group, preferably having 3 to 22 carbon atoms. Specifically, although not particularly limited, examples include anions obtained by proton dissociation from ricinoleic acid, ricinoleic acid, ricineradicic acid, etc.

[0136] The saturated or unsaturated alicyclic hydroxycarboxylic acid anion consists of a non-aromatic saturated or unsaturated carbon ring, one or more carboxylic acid anions, and one or more hydroxyl groups, and may contain carboxyl groups or carboxylate groups, preferably having 4 to 20 carbon atoms. In particular, saturated alicyclic hydroxycarboxylic acid anions with a 6-membered ring skeleton having 1 to 4 hydroxyl groups are preferred, and specifically, although not particularly limited, examples include anions obtained by proton dissociation from hydroxycyclohexanecarboxylic acid, dihydroxycyclohexanecarboxylic acid, quinic acid (1,3,4,5-tetrahydroxycyclohexanecarboxylic acid), shikimic acid, etc. Anions obtained by proton dissociation from cyclic lactones having hydroxyl groups can also be preferably used, and specifically, although not particularly limited, examples include anions obtained by proton dissociation from ascorbic acid, erythorbic acid, etc.

[0137] The aforementioned aromatic hydroxycarboxylic acid anion consists of an aromatic monocyclic or multiple rings, one or more carboxylic acid anions, and one or more hydroxyl groups, and may contain a carboxyl group or a carboxylate group, with 6 to 20 carbon atoms being preferred. In particular, aromatic carboxylic acid anions with a benzene ring skeleton having 1 to 3 hydroxyl groups are preferred, and specifically, although not particularly limited, examples include anions obtained by proton dissociation from salicylic acid, hydroxybenzoic acid, dihydroxybenzoic acid, trihydroxybenzoic acid, hydroxymethylbenzoic acid, vanillic acid, syringic acid, pyrotocatechuic acid, gentisic acid, orceric acid, mandelic acid, benzyl acid, atrolactinic acid, floretic acid, coumaric acid, umberic acid, caffeic acid, ferulic acid, synapic acid, etc.

[0138] The carbonyl carboxylic acid anion is a carboxylic acid anion having 3 to 22 carbon atoms and containing a carbonyl group in the molecule, and may contain a carboxyl group or a carboxylate group, but a carbonyl carboxylic acid anion having 3 to 7 carbon atoms and containing 1 to 2 carbonyl groups is preferred. Among these, CH3((CH2) p CO(CH2) q )COO - A carbonyl carboxylic acid anion represented by (p and q are integers between 0 and 2) is preferred. Specifically, although not particularly limited, examples include anions obtained by dissociating a proton from pyruvate, etc.

[0139] The alkyl ether carboxylate anion is a carboxylate anion having 2 to 22 carbon atoms and containing an ether group in the molecule, including polyoxyalkylene alkyl ether carboxylate anions, which may contain a carboxyl group or a carboxylate group, and is preferably an alkyl carboxylate anion having 2 to 12 carbon atoms and containing 1 to 2 ether groups, among which is CH3(CH2) r O(CH2) s COO -Alkyl ether carboxylate anions represented by (r and s are integers from 0 to 4) are preferred, and polyoxyethylene alkyl ether carboxylate anions are even more preferred. The alkyl ether carboxylate anions are not particularly limited, but examples include anions obtained by dissociating a proton from methoxyacetic acid, ethoxyacetic acid, methoxybutyric acid, ethoxybutyric acid, etc.

[0140] The halogenated carboxylic acid anion is a carboxylic acid anion having 2 to 22 carbon atoms and containing a halogen atom in the molecule, and may contain a carboxyl group or a carboxylate group, with halogenated carboxylic acid anions having 2 to 22 carbon atoms being preferred. Specifically, although not particularly limited, examples include anions obtained by proton dissociation from fluorine-substituted halogenated carboxylic acids such as trifluoroacetic acid, trichloroacetic acid, tribromoacetic acid, pentafluoropropionic acid, pentachloropropionic acid, pentabromopropionic acid, perfluorononanoic acid, perchlorononanoic acid, and perbromonanoic acid.

[0141] The aforementioned amino acid anion is a carboxylic acid anion having 2 to 22 carbon atoms and containing an amino group in the molecule, and may also contain a carboxyl group or a carboxylate group. A preferred amino acid anion has 2 to 7 carbon atoms and contains 1 to 3 amino groups. Specifically, although not particularly limited, examples include glycine, alanine, glutamic acid, arginine, asparagine, aspartic acid, isoleucine, glutamine, histidine, cysteine, leucine, lysine, proline, phenylalanine, threonine, serine, tryptophan, tyrosine, methionine, valine, sarcosine, aminobutyric acid, methylleucine, aminocaprylic acid, aminohexanoic acid, aminocapric acid, aminolauric acid, aminomyristic acid, aminopalmitic acid, and aminostearate. Examples of anions obtained by dissociating protons from amino acids, norvaline, aminovaleric acid, aminoisobutyric acid, thyroxine, creatine, ornithine, opine, theanine, tricolamine, kainic acid, domoic acid, ibotenic acid, acromelic acid, cystine, hydroxyproline, hydroxylysine, thyroxine, phosphoserine, desmosine, β-alanine, citrulline, creatine, trimethylglycine, cystathionine, methylhistidine, anserine, carnosine, aminoadipic acid, omitin, etc.

[0142] Examples of salts of component (B) include salts of the above-mentioned anion and cation (alkali metal cation, alkaline earth metal cation, or ammonium cation, etc.).

[0143] Component (A) is an amine or ammonium compound, component (B) is an acid or a salt thereof, and the ammonium salt formed by component (A) and component (B) may be used individually or in combination of two or more.

[0144] If component (B) is a polybasic acid, the combination of component (A) and component (B) may be such that the valence of component (A) is equivalent to that of component (B), or it may be less than equivalent, or it may be more than equivalent (if component (B) is a polybasic acid, it may be a partially neutralized salt or a fully neutralized salt).

[0145] For example, if component (B) is a dibasic acid and component (A) has a valence of 1, the molar ratio of component (A) to component (B) can be 1:1 to 2:1. Furthermore, more than one type of component (A) may be used. If component (A) has hydrogen-bonding functional groups, the effect of these hydrogen-bonding functional groups can be enhanced. When component (A) and component (B) form an ammonium salt, two molecules of cations derived from component (A) can be introduced into one molecule of the salt, thus further enhancing the effect of the hydrogen-bonding functional groups introduced into component (A).

[0146] To enhance gel formation, thickening effect, water retention, conductivity, stabilization effect on biomaterials including enzymes, solubility and release of active ingredients, and thixotropy, in the case of a mixture of component (A) and component (B) or a salt of component (A) and component (B), it is preferable that either the cation or anion of component (A) and component (B) or the salt of component (A) and component (B) has a hydrogen bonding functional group, and it is more preferable that both have a hydrogen bonding functional group. Preferred hydrogen bonding functional groups of component (A) are those listed above, and examples of hydrogen bonding functional groups of component (B) include oxygen-containing groups, nitrogen-containing groups, sulfur-containing groups, phosphorus-containing groups, etc. Among these element-containing groups, hydroxyl groups, carboxyl groups, carboxylate groups, ester groups, ether groups, alkoxy groups, carbonyl groups, amino groups, sulfonyl groups, sulfate ester groups, phosphate groups, and phosphate ester groups are preferred; hydroxyl groups, carboxyl groups, carboxylate groups, ester groups, ether groups, alkoxy groups, and carbonyl groups are more preferred; hydroxyl groups, carboxyl groups, carboxylate groups, ester groups, ether groups, and alkoxy groups are even more preferred; and hydroxyl groups are particularly preferred.

[0147] The composition of the present invention has a hydrogen bonding functional group in at least one of component (A) and component (B), and it is a preferred embodiment that this hydrogen bonding functional group is a hydroxyl group.

[0148] Furthermore, depending on the application, from the standpoint of safety and ease of use, it is preferable that component (B) be a compound listed in the Japanese Pharmacopoeia (JP), the Japanese Pharmacopoeia (JP), the Japanese Pharmacopoeia (JP) Non-JP Quasi-Drugs (JP), the Japanese Pharmaceutical Additives (JP), and the Japanese Food Additives (FOSHU). While not particularly limited, examples include acetic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, lactic acid, glycolic acid, succinic acid, citric acid, hydrochloric acid, fumaric acid, phosphoric acid, and ascorbic acid. Furthermore, examples of amino acids that can be used in components (A) and (B) include glycine, alanine, arginine, aspartic acid, histidine, cysteine, proline, serine, tryptophan, tyrosine, methionine, aminobutyric acid, aminohexanoic acid, cystine, glutamic acid, isoleucine, phenylalanine, threonine, tryptophan, methionine, valine, theanine, and the like.

[0149] In terms of imparting gel-forming properties, thickening properties, water retention, conductivity, stabilizing effect on biomaterials including enzymes, solubility and release of active ingredients, and thixotropy, the molar ratio of component (A) to component (B) in the composition of the present invention 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, and even more preferably 1:2 to 2:1.

[0150] The composition of the present invention may be a mixture of component (A) and component (B), or a salt of component (A) and component (B), which may be in an anhydrous state (anhydrous substance) or a hydrate that has absorbed moisture from the air. A hydrate is a compound that has absorbed water and reached a saturated moisture content when left in the air at 25°C. A compound that does not absorb water when left in the air at 25°C does not have a hydrate and is an anhydrous substance.

[0151] In the composition of the present invention, the mixture of components (A) and (B) or the salt of (A) and (B) may be either a liquid or a solid at 25°C in its anhydrous and / or hydrate form, but it is preferable that it be a liquid at 25°C in terms of forming a gel and providing a thickening effect, and the freezing point of the anhydrous and / or hydrate is preferably less than 25°C, more preferably less than -5°C, and even more preferably less than -10°C.

[0152] The compositions of the present invention primarily concern compositions that are incorporated at any step in the production of the target composition. The compositions of the present invention are those to which components (A), (B), a polymer compound, and water have been added. In the present invention, "added" means that components (A), (B), a polymer compound, and water have been added until the final composition is prepared, and includes cases where a salt or aqueous salt solution formed from components (A), (B) or components (A), (B) and water is synthesized using components (A), (B) or these together with water as starting materials, and the salt or aqueous salt solution is used as an additive, and cases where the salt or aqueous salt solution is mixed with water and / or other components such as a polymer compound as needed to form a composition. The compositions of the present invention may be mixtures consisting only of components (A), (B), a polymer compound, and water (including cases where these are salts), or they may be compositions containing components other than (A), (B) (or salts of (A) and (B)), a polymer compound, and water.

[0153] The compositions of the present invention also primarily target the final composition. The compositions of the present invention encompass the final composition produced by adding component (A), component (B), polymer compound, and water in any step. It is not merely a matter of using the compositions of the present invention, but rather any composition that contains component (A), (B), polymer compound, and water. For example, it also encompasses compositions produced by separately compounding component (A), component (B), polymer compound, and water to produce the target final composition, and compositions in which component (A) and (B), or component (A) and component (B) and water are compounded beforehand, and polymer compound and, if necessary, water are added. In other words, the order in which component (A), component (B), polymer compound, and water are mixed is not limited. The compositions of the present invention are those in which component (A), (B), polymer compound, and water are added until the final composition is prepared, and other additives may also be added.

[0154] The gel composition of the present invention is a gel-like composition among compositions suitable for the above-mentioned gel formation or thickening properties.

[0155] The thickened or thickening composition of the present invention is a composition that is thickened by the action of component (A), component (B), and a polymer compound, among compositions suitable for the formation of the above-mentioned gel or thickening properties, or a composition that can be thickened by the action of component (A), component (B), and a polymer compound, which is added when preparing the desired thickened composition.

[0156] To efficiently obtain the gel composition, it is preferable to heat and dissolve component (A), component (B), polymer compound, and water at, for example, 50°C or higher, and then slowly cool to room temperature. The cooling time is preferably 15 minutes or more, and more preferably 30 minutes or more.

[0157] The polymer compounds used in the compositions of the present invention are not particularly limited, but include synthetic polymer compounds, semi-synthetic polymer compounds, and natural polymer compounds. Among these, compounds having hydrogen-bonding functional groups are preferred because they can interact with water, component (A) and / or component (B), thereby increasing their affinity. Polymer compounds containing at least one of hydroxyl groups, carbonyl groups, carboxyl groups, and carboxylate groups are particularly preferred. Semi-synthetic polymer compounds and natural polymer compounds are preferred, and natural polymer compounds are more preferred, especially from the viewpoint of safety. These may be used individually or in combination of two or more.

[0158] The synthetic polymer compounds are not particularly limited, but examples include polyacrylic acid-based, vinyl acetate copolymer-based, maleic anhydride copolymer-based, polyvinyl alcohol-based, polyvinylpyrrolidone-based, polyethylene glycol-based, polyethylene oxide-based, polyester-based, polyacrylonitrile-based, polyamide-based, polyimide-based, polyamideimide-based, polymaleimide-based, polyurethane-based, polycarbonate-based, and polyarylate-based polymer compounds.

[0159] Examples of semi-synthetic polymer compounds include, but are not limited to, cellulose derivatives (carboxymethylcellulose sodium, hydroxyethylcellulose, methylcellulose, ethylcellulose, nitrocellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, crystalline cellulose), sodium alginate, ester gum, soluble starch, etc. Examples of natural polymer compounds include, but are not limited to, polysaccharides, cellulose, nucleic acids or their salts, ribonucleic acid or its salts, water-soluble proteins (casein, collagen, gelatin, albumin, fibroin, elastin, keratin, sericin, etc.), hyaluronic acid or its salts, mucopolysaccharides (chondroitin sulfate, etc.), etc., with polysaccharides being particularly preferred.

[0160] Polysaccharides are not particularly limited, but examples include natural polysaccharides such as xanthan gum, carrageenan, tamarind sea gum, gellan gum, guar gum, pectin, gum arabic, karaya gum, locust bean gum, dieutan gum, sodium alginate, agarose, hyaluronic acid, and polygalacturonic acid; carboxyalkyl polysaccharides such as carboxymethyl pullulan, carboxymethyl chitin, carboxymethyl chitosan, carboxymethyl mannan, carboxymethyl starch, carboxymethyl dextran, carboxyethyl cellulose, and carboxymethyl pullulan; oxidized polysaccharides such as oxidized cellulose and oxidized starch; and polysaccharides containing sulfate groups such as chondroitin sulfate, dermatan sulfate, heparin, and heparan sulfate.

[0161] Among these, polymer compounds having hydrogen-bonding functional groups are preferred, and water-soluble polymer compounds are more preferred. Preferred polymer compounds include xanthan gum, carrageenan, gellan gum, guar gum, dieutan gum, and sodium alginate; xanthan gum, carrageenan, gellan gum, guar gum, and dieutan gum are more preferred, and xanthan gum and guar gum are even more preferred.

[0162] (Compositions, gel compositions, and thickened or thickened compositions) In the composition of the present invention, component (A), component (B), polymer compound, and water are blended in any proportion. The amounts blended are not particularly limited, but for example, from the viewpoint of suitability for gel formation or thickening properties, the total amount of component (A) and component (B) in the composition is preferably 90% by mass or less, more preferably 50% by mass or less, even more preferably 30% by mass or less, and particularly preferably 10% by mass or less. On the other hand, the amount of polymer compound in the composition is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, and even more preferably 1% by mass or more.

[0163] The composition of the present invention forms a gel and has a thickening effect through the interaction of component (A) and component (B) having hydrogen-bonding functional groups, water, and a polymer compound. In particular, when used with polymer compounds having hydrogen-bonding functional groups, such as polysaccharides, it is easier to form a gel composition and is suitable for imparting a thickening effect and thixotropy.

[0164] The compositions of the present invention can form hydrogen bonds with water and enhance water retention by using component (A) having a hydrogen-bonding functional group, or component (A) and component (B), or a polymer compound. Furthermore, conductivity is exhibited through the interaction between component (A) and component (B), and further through the close arrangement of component (A) and component (B).

[0165] The compositions of the present invention, in which the hydrogen-bonding functional groups in component (A) or in component (A) and component (B), and further, if the polymer compound has hydrogen-bonding functional groups, those functional groups, interact with biomaterials such as enzymes and stabilize the biomaterials.

[0166] The composition of the present invention exhibits good affinity with water, is suitable for gel formation, and has excellent thickening effect. Therefore, it is preferable that either component (A) or component (B) has a hydrogen-bonding functional group, or that both components (A) and (B) have a hydrogen-bonding functional group. On the other hand, it is preferable that the polymer compound has a hydrogen-bonding functional group. The gel-forming composition has excellent thickening effect.

[0167] The composition of the present invention exhibits excellent thixotropy, as its viscosity decreases when a shear force is applied, making it easy to apply to the target object, and then increases when no shear force is applied, preventing dripping on the applied surface. Similarly, it is preferable that either component (A) or component (B) has a hydrogen bonding functional group, or that both components (A) and (B) have a hydrogen bonding functional group. On the other hand, it is preferable that the polymer compound has a hydrogen bonding functional group.

[0168] The composition of the present invention exhibits excellent affinity for active ingredients made of organic or inorganic materials, particularly active ingredients made of organic or inorganic materials having hydrogen-bonding functional groups (hydroxyl groups, carbonyl groups, carboxyl groups, carboxylate groups, amino groups, hydrogen atoms, etc.), due to the hydrogen-bonding functional groups present in component (A), or component (A) and component (B), and also in the polymer compound. Furthermore, it exhibits excellent solubility and dispersibility for these active ingredients, as well as excellent release and sustained release properties for these active ingredients.

[0169] The compositions of the present invention are expected to have advantageous applications in a variety of fields. Although not particularly limited, they can be applied to fields that require effects such as water retention, conductivity, affinity and stabilization effects for biomaterials including living organisms and enzymes (although not particularly limited, examples include proteins, enzymes, amino acids and their salts, nucleic acids, antibodies / antigens, cells, animals, plants, organs and other living tissues, cellulose and other living / natural materials), solubility, dispersibility, release and sustained release of inorganic and organic materials, thickening, thixotropy, high specific heat, high thermal conductivity, lubricity, freezing point depression, boiling point elevation, vapor pressure depression, permeability, hydrophilicity, adsorption, reactivity, moisturizing properties, and safety.

[0170] Specifically, but not limited to, examples include water-retaining and moisturizing agents, conductive materials, electrolyte materials, antistatic agents, dissolving solvents, dispersion solvents, storage solvents and culture media for biomaterials, thickeners, organic or inorganic materials (but not limited to), metals, metal oxides (but not limited to, examples include silica, aluminum oxide (alumina), zirconia, titanium oxide, magnesium oxide, indium tin oxide (ITO), cobalt blue (CoO·Al2O3), antimony oxide, zinc oxide, cesium oxide, zirconium oxide, yttrium oxide, tungsten oxide, vanadium oxide, cadmium oxide, tantalum oxide, niobium oxide, It can be used as a dissolving solvent, dispersion solvent, surface treatment agent, cosmetic, fragrance, hygiene and cleaning supplies, pharmaceutical, topical agent, transdermal absorbent, soil conditioner, greening material, food packaging material, sheet, concrete admixture / modifier, sealing material, water repellent, shock absorber, adsorbent, extractant, medical sensor, drug delivery system, lubricant, reaction solvent, heat transfer medium, refrigerant, food, pesticide, fertilizer, insecticide, pigment, dye, and adhesive.

[0171] Although embodiments of the present invention have been described above, the present invention is not limited to these embodiments, and various modifications are possible without departing from the spirit of the invention. Furthermore, at least one combination of the above preferred examples shown in formula (I), formula (II), and formula (III) may result in a more preferred 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) may result in a more preferred embodiment based on the results of the examples. Furthermore, combinations of these with the above preferred examples shown in anions, or combinations of these with the properties of a mixture of components (A) and (B) or a salt of (A) and (B), or combinations of these with the preferred examples of polymer compounds may result in a more preferred embodiment based on the results of the examples. [Examples]

[0172] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[0173] As the amine compound of component (A), 2-amino-2-hydroxymethyl-1,3-propanediol (Fujifilm Wako Pure Chemical Industries, Ltd.) and triethanolamine (Kanto Chemical Co., Ltd.) were used; as the acids of component (B), lactic acid, malic acid, and citric acid (Kanto Chemical Co., Ltd.) were used; as the polymer compounds, xanthan gum (Echo Gum T: manufactured by DSP Gokyo Food & Chemical), carrageenan (CP Gum FA: manufactured by DSP Gokyo Food & Chemical), gellan gum (Kelco Gel: manufactured by San-Ei Gen F.F.I.), guar gum (SUPERGEL CSA 200 / 50: manufactured by Sansho), and dieutan gum (KELCO-VIS DG: manufactured by Sansho) were used; and as the ammonium compound of component (A), choline hydroxide (Tokyo Chemical Industries, Ltd.) was used. In addition, the 1-butyl-3-methylimidazolium chloride (BMI-Cl) used in the comparative example was manufactured by Tokyo Chemical Industry Co., Ltd., and the glycerin was manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.

[0174] 1. Preparation of the composition Each composition was prepared using the following method (Tables 1A, B to 4A, B, and 5). Furthermore, after mixing components (A) and (B) listed in Tables 1A, B to 4A, B and Table 5 in water, the water was removed by distillation. The resulting mixture or salt was a hydrate and was liquid at 25°C.

[0175] <Example 1> Composition 1 0.057 g of 2-amino-2-hydroxymethyl-1,3-propanediol (amine compound (component (A))), 0.048 g of 90% lactic acid (acid (component (B))) (molar ratio of component (A):component (B) = 1:1, concentration of (component (A) + component (B)) in the composition: 1% by mass), 0.1 g of xanthan gum (polymer compound concentration in the composition: 1% by mass), and 9.795 g of water were mixed, heated and stirred at 50°C for 30 minutes to dissolve, and then cooled to room temperature over 60 minutes to obtain gel-like composition 1.

[0176] <Examples 2-100> Compositions 2-100 Similarly, predetermined amounts of amine compounds (component (A)), acid (component (B)), and polymer compounds listed in Tables 1A, B to 4A, B were prepared under the same conditions as in Example 1 to obtain gel-like compositions 2 to 100. Furthermore, it was confirmed that a similar gel-like composition could be obtained by pre-mixing each amine compound (component (A)), acid (component (B)), and water described in Examples 1 to 100 in the same amounts as above, synthesizing an ammonium salt, then adding the polymer compound, and heating, stirring, dissolving, and cooling under the same conditions as in Example 1.

[0177] <Example 101> Composition 101 1.31 g of 48% choline hydroxide (ammonium compound (component (A))), 0.52 g of 90% lactic acid (acid (component (B)) (molar ratio of component (A):component (B) = 1:1, concentration of (component (A) + component (B)) in the composition: 10% by mass), 0.1 g of xanthan gum (polymer compound concentration in the composition: 1% by mass), and 8.17 g of water were mixed, heated and stirred at 50°C for 30 minutes to dissolve, and then cooled to room temperature over 60 minutes to obtain a gel-like composition 101.

[0178] <Examples 102-106> Compositions 102-106 Similarly, predetermined amounts of ammonium compounds, acids, and polymer compounds listed in Table 5 were prepared under the same conditions as in Example 101 to obtain gel-like compositions 102 to 106. Furthermore, it was confirmed that a similar gel-like composition can be obtained by pre-mixing each of the ammonium compounds, acid, and water described in Examples 101 to 106 in the same amounts as above, adding the polymer compound, and heating, stirring, dissolving, and cooling under the same conditions as in Example 101.

[0179] [Table 1A]

[0180] [Table 1B]

[0181] [Table 2A]

[0182] [Table 2B]

[0183] [Table 3A]

[0184] [Table 3B]

[0185] [Table 4A]

[0186] [Table 4B]

[0187] [Table 5]

[0188] 2. Evaluation of water retention The water retention capacity of the gel-like compositions 20-24, 42, 66, and 93 (Examples 107-111, 116-118) and 107-109 (Comparative Examples 1-3) obtained above was evaluated (Table 6).

[0189] <Comparative Example 1> Composition 107 1.0 g of 1-butyl-3-methylimidazolium chloride (concentration in the composition: 10% by mass), 0.1 g of the polymeric compound xanthan gum (concentration of the polymeric compound in the composition: 1% by mass), and 8.9 g of water were mixed, heated and stirred at 50°C for 30 minutes to dissolve, and then cooled to room temperature over 60 minutes to obtain a gel-like composition 107.

[0190] <Comparative Example 2> Composition 108 1.0 g of glycerin (concentration in the composition: 10% by mass), 0.1 g of the polymeric compound xanthan gum (concentration of the polymeric compound in the composition: 1% by mass), and 8.9 g of water were mixed, heated and stirred at 50°C for 30 minutes to dissolve, and then cooled to room temperature over 60 minutes to obtain a gel-like composition 108.

[0191] <Comparative Example 3> Composition 109 0.1 g of the polymeric compound xanthan gum (concentration of polymeric compound in the composition: 1% by mass) and 9.9 g of water were mixed, heated and stirred at 50°C for 30 minutes to dissolve, and then cooled to room temperature over 60 minutes to obtain a gel-like composition 109.

[0192] The moisture content of the gel-like compositions (pre-test moisture content) was measured using a Karl Fischer moisture meter. 1.0 g of each sample was added to a screw-top tube and left uncovered in a constant temperature and humidity chamber (KCL-2000W, manufactured by Tokyo Rikakikai Co., Ltd.) set to 40°C and 40% RH for 24 hours. The moisture content was measured after 24 hours (post-test moisture content), and the moisture loss rate was calculated using the following formula to evaluate water retention (Table 6). A: Pre-test moisture content (%) B: Moisture content after testing (%) Moisture reduction rate (%)=[(A(%)-B(%)) / A(%)]×100

[0193] Table 6 shows the water loss rate. Compositions 20-24, 42, 66, and 93 (Examples 107-111, 116-118) showed a smaller water loss rate and superior water retention compared to compositions 107-109 (Comparative Examples 1-3). Composition 20 (Example 107) had higher moisturizing properties than composition 107 (Comparative Example 1), suggesting that the hydrogen-bonding functional groups in component (A) and / or component (B) in the compositions according to the present invention contribute to water retention. Furthermore, composition 20 (Example 107) had better water retention than composition 108 (Comparative Example 2), which contains glycerin with a hydrogen-bonding functional group (hydroxyl group), confirming that components (A) and (B) (ammonium salts formed from components (A) and (B)) in the compositions according to the present invention are effective in water retention.

[0194] 3. Evaluation of enzyme stabilization Urease was dissolved in each gel-like composition 20-24 (Examples 107-111), 107-109, and (Comparative Examples 1-3) at an enzyme concentration of 30 mg / g, and the mixtures were left in an incubator set to 40°C. After 14 days, each sample was taken, and the activity of the urease dissolved in each composition was measured using the method described below. The activity retention rate was calculated to evaluate the enzyme stabilization effect of the gel-like compositions (Table 6).

[0195] <Measuring the activity of hydrolytic enzyme: urease> Urease activity was measured by quantifying the ammonium ions produced from urea through enzymatic reaction using the indophenol method.

[0196] First, 100 mL of a 1 mM substrate solution (prepared by dissolving urea, the substrate, in 10 mM phosphate buffer at pH 7.5) was placed in an Erlenmeyer flask and preheated at 30°C for approximately 30 minutes. Next, the sample containing 0.5 mg of enzyme was added to the substrate solution and reacted at 30°C for 60 minutes.

[0197] After the reaction, 0.1 mL of the reaction solution was taken and immediately 2 mL of phenol solution (prepared by dissolving 10 g of phenol and 50 mg of sodium pentacyanonitrosylferrate(III) in deionized water, then making up to 1000 mL with deionized water) and 2 mL of sodium hypochlorite solution (prepared by dissolving 5 g of sodium hydroxide and 8.4 mL of 5% sodium hypochlorite solution in deionized water, then making up to 1000 mL with deionized water) were added, and the mixture was reacted in a 37°C constant temperature bath for 20 minutes. The amount of indophenol obtained by measuring the absorbance of this reaction solution at a wavelength of 635 nm (V-550: JASCO Corporation) was used to determine the amount of ammonium ions produced (amount of ammonium ions after standing), and the urease activity was calculated. For the quantification of ammonium ions, ammonium ion solutions were prepared in the concentration range of 0.1 to 3.0 mM, and a calibration curve obtained by quantifying them using the indophenol method in the same manner as above was used.

[0198] The enzyme activity value used as the standard for enzyme activity retention was calculated as follows: Urease powder stored at an appropriate temperature was dissolved in a buffer (10 mM phosphate buffer at pH 7.5) to prepare an enzyme solution with an enzyme concentration of 50 mg / mL. Immediately after preparation, 0.5 mg of enzyme was added to the substrate solution in the same manner as above, and the enzymatic reaction was carried out. The enzyme activity retention rate was then calculated using the following formula, based on the amount of ammonium ions quantified by the indophenol method (amount of ammonium ions immediately after preparation). C: Amount of ammonium ions after standing (mmol / L) D: Amount of ammonium ions immediately after preparation (mmol / L) Oxygen activity retention rate (%) = [C (mmol / L) / D (mmol / L)] × 100

[0199] Table 6 shows the enzyme activity retention rates. Compositions 20-24 (Examples 107-111) had higher enzyme activity retention rates and superior enzyme stabilization effects compared to compositions 107-109 (Comparative Examples 1-3). Composition 20 (Example 107) had a higher enzyme activity retention rate than composition 107 (Comparative Example 1), suggesting that the hydrogen-bonding functional groups of component (A) and / or component (B) in the compositions according to the present invention contribute to the enzyme stabilization effect. Furthermore, composition 20 (Example 107) had better water retention than composition 108 (Comparative Example 2), which contains glycerin with a hydrogen-bonding functional group (hydroxyl group), confirming that components (A) and (B) (ammonium salts formed from components (A) and (B)) in the compositions according to the present invention are effective in providing enzyme stabilization effects.

[0200] 4. Evaluation of conductivity (antistatic ability) and coating effect The conductivity and coating effect of the gel-like compositions were evaluated (Table 6). Gel-like compositions 20-24 (Examples 107-111) and 107 (Comparative Example 1) from Table 6 were applied to a glass plate, dried under reduced pressure for 3 hours, and the surface resistivity of the obtained samples was measured using a four-probe method (Loresta GP MCP-T610, manufactured by Mitsubishi Chemical Analytec).

[0201] As a result, samples of the gel-like compositions 20-24 (Examples 107-111) were all viscous, had higher conductivity (lower surface resistivity) than composition 107 (Comparative Example 1), and demonstrated superior antistatic effect. This suggests that the hydrogen-bonding functional groups in component (A) and / or component (B) in the composition according to the present invention, as well as the fact that component (A) and component (B) (the ammonium salt formed from component (A) and component (B)) are liquid at 25°C, are effective.

[0202] Furthermore, since the composition according to the present invention has higher conductivity than the comparative composition, it is suggested that it uniformly coats the surface of the object to be coated, and other effects besides conductivity and antistatic effect can be efficiently exerted on the object.

[0203] [Table 6]

[0204] 5. Evaluation of active ingredient release (skin permeability of active ingredients) Ascorbic acid was used as an example of an active ingredient, and the skin permeability of the active ingredient from the composition was evaluated (Tables 7A and 7B).

[0205] Preparation of Composition 110 (Example 112) 0.57 g of 2-amino-2-hydroxymethyl-1,3-propanediol (amine compound (component (A))), 0.48 g of 90% lactic acid (acid (component (B)) (molar ratio of component (A):component (B) = 1:1, concentration of (component (A) + component (B)) in composition (component (A), component (B), polymer compound, water): 10% by mass), 0.1 g of xanthan gum (polymer compound concentration in composition: 1% by mass), 8.85 g of water, and 0.1 g of ascorbic acid as an active ingredient (1% by mass relative to the composition) were mixed, heated and stirred at 50°C for 30 minutes to dissolve, and then cooled to room temperature over 60 minutes to obtain a gel-like composition 110 containing the active ingredient in the composition according to the present invention.

[0206] Preparation of Composition 111 (Comparative Example 4) 1.0 g of 1-butyl-3-methylimidazolium chloride (BMI-Cl), 0.1 g of the polymeric compound xanthan gum (concentration of polymeric compound in composition (BMI-Cl, polymeric compound, water): 1% by mass), 8.9 g of water, and 0.1 g of ascorbic acid as the active ingredient (1% by mass relative to composition (BMI-Cl, polymeric compound, water)) were mixed, heated and stirred at 50°C for 30 minutes to dissolve, and then cooled to room temperature over 60 minutes to obtain a gel-like composition 111 containing the active ingredient.

[0207] Next, a Pierce vial (2 mL) was filled with buffer (phosphate-buffered saline (PBS) solution), and Labskin (Hoshino Animal Breeding Co., Ltd.) was placed in the Pierce vial and maintained at 32°C. 0.1 g each of the above gel-like compositions 110 and 111 were added to the surface of the Labskin (amount of ascorbic acid in the added gel-like composition: 1.0 mg), and the mixture was stirred at 32°C for 24, 48, and 72 hours. The amount of ascorbic acid in the buffer after 24, 48, and 72 hours was quantified using HPLC (amount of ascorbic acid in the buffer (mg), and the release rate of ascorbic acid (active ingredient) from the gel-like composition per unit time (0-24 hours, 24-48 hours, 48-72 hours) was calculated using the following formula). E: Amount of ascorbic acid in buffer (mg) F: Amount of ascorbic acid in the added gel-like composition: 1.0 mg Formula for the release rate of the active ingredient = [E(mg) / F(mg)] × 100

[0208] The active ingredient in composition 110 (Example 112) was found to be released (penetrated through the skin) more effectively over a longer period than that in composition 111 (Comparative Example 4), demonstrating superior sustained-release properties.

[0209] [Table 7A]

[0210] [Table 7B]

[0211] 6. Evaluation of thickening effect and thixotropy The thickening effect and thixotropy of the compositions were evaluated (Table 8). Gel-like compositions 20-23 (Examples 113-115) and 109, 112, and 113 (Comparative Examples 5-7) were measured using a viscometer (DV-2pro, Brookfield) at rotational speeds of 1, 10, 100, and 200 rpm.

[0212] The gel-like compositions 20-23 (Examples 113-115) all showed a thickening effect. It was confirmed that they exhibited superior thickening effects compared to the 1% by mass aqueous solution of the polysaccharide alone in Comparative Example 5. No thickening of water was observed in the 10% by mass aqueous solution of a 1:1 molar mixture of components (A) and (B). Furthermore, viscosity decreased as the rotation speed increased, and pseudoplastic properties were observed. Additionally, when the sample was left for 60 minutes after measurement, it returned to its pre-measurement gel state, confirming that this composition possesses thixotropy. Compositions obtained by changing the order of addition of components (A), (B), and the polymer compound also exhibited similar thickening effects and thixotropy. In other words, it was suggested that the presence of components (A), (B), the polymer compound, and water in the target substance results in thickening effects and thixotropy. On the other hand, gel-like composition 112 (Comparative Example 5) did not become gel-like even after being left for 60 minutes after viscosity measurement, and did not exhibit thixotropy. Furthermore, compositions 113 and 114 of Comparative Examples 6 and 7 did not gel, and no gel-like compositions were obtained.

[0213] [Table 8]

[0214] 7. Evaluation of sustained release (evaporation rate) of the active ingredient Methyl ethyl ketone and isopropanol were used as examples of active ingredients, and the sustained release (evaporation rate) of the active ingredients from the composition was evaluated (Tables 9A, B, 10A, B).

[0215] As examples, 18 g each of compositions 20, 66, and 93, and as comparative examples, 18 g each of compositions 114, 115, 116, and 117 were mixed with 2 g each of methyl ethyl ketone and isopropanol as active ingredients, and the mixture was left standing in a constant temperature bath at 25°C and 60% RH humidity. After 2.5 hours, 6 hours, 8 hours, and 24 hours, the weight of the composition in which the active ingredients had dissolved was measured, and the evaporation rate was calculated using the following formula.

[0216] Evaporation rate formula = [(GH) / I × 100] - J G: Weight (g) of the composition with the active ingredient dissolved in it before testing. H: Weight (g) of the composition after each time interval in which the active ingredient has been dissolved. I: Amount of active ingredient: 2g J: Evaporation rate of the composition after each time interval when the active ingredient is water.

[0217] Tables 9A and 9B show that the evaporation rates of Examples 119-121 were lower than those of Comparative Examples 8-12 after 2.5 hours, 6 hours, 8 hours, and 24 hours, thus confirming the sustained-release properties of the compositions in the examples. Furthermore, Tables 10A and 10B show that the evaporation rates of Examples 122-124 were lower than those of Comparative Examples 13-17 after 2.5 hours, 6 hours, 8 hours, and 24 hours, thus confirming the sustained-release properties of the compositions in the examples.

[0218] [Table 9A]

[0219] [Table 9B]

[0220] [Table 10A]

[0221] [Table 10B]

Claims

1. The following components (A), (B), a polymer compound, and water are added as additives: The polymer compound contains at least one selected from a hydroxyl group, a carboxyl group, and a carboxylate group as a hydrogen bonding functional group. The composition has hydrogen bonding functional groups in both component (A) and component (B), (A) Amine or ammonium compound (B) At least one hydroxycarboxylic acid selected from saturated aliphatic hydroxycarboxylic acids, unsaturated aliphatic hydroxycarboxylic acids, saturated or unsaturated alicyclic hydroxycarboxylic acids, and aromatic hydroxycarboxylic acids. The aforementioned component (A) is the following formula (I) or (II): 【Chemistry 1】 (In the formula, R1 independently represents a hydroxy hydrocarbon group having one or more hydroxyl groups and whose hydrocarbon moiety is linear or branched with 1 to 22 carbon atoms; R2 independently represents a hydrogen atom or an organic group having 1 to 22 carbon atoms; and m represents an integer from 1 to 3.) 【Chemistry 2】 (In the formula, R3 independently represents a hydroxy hydrocarbon group having one or more hydroxyl groups and whose hydrocarbon moiety is linear or branched with 1 to 22 carbon atoms; R4 independently represents a hydrogen atom or an organic group with 1 to 22 carbon atoms; n represents an integer from 1 to 4; and X- represents an anion.) A composition represented by the following:

2. In the above formula (I), all R 2 is a hydrogen atom, and in formula (II) above, all R 4 The composition according to claim 1, wherein is a hydrogen atom.

3. The composition according to claim 1, wherein in formulas (I) and (II), the hydrocarbon in the hydrocarbon moiety is a saturated aliphatic hydrocarbon.

4. In the above formula (I), R 1 At least one of them has one hydroxyl group, and the hydrocarbon in the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group. In the above formula (II), R 3 The composition according to claim 1, wherein at least one of the members has one hydroxyl group, and the hydrocarbon in the hydrocarbon moiety is a hydroxy hydrocarbon group of a saturated aliphatic hydrocarbon.

5. In the above formula (I), R 1 At least one of them has two or more hydroxyl groups, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group. In the above formula (II), R 3 The composition according to claim 1, wherein at least one of the members has two or more hydroxyl groups, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

6. In the above formula (I), R 1 At least one of them has one or more hydroxyl groups, the hydrocarbon moiety is a branched chain with 3 to 22 carbon atoms, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group. In the above formula (II), R 3 The composition according to claim 1, wherein at least one of the members has one or more hydroxyl groups, the hydrocarbon moiety is a branched chain having 3 to 22 carbon atoms, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

7. In the above formula (II), X - is a hydroxide ion. The composition according to claim 1.

8. The composition according to claim 1, wherein component (A) is represented by formula (I).

9. A composition containing an ammonium salt formed by a cation derived from component (A) according to claim 1, which has a proton that is a cationic residue of component (B) according to claim 1, and an anion derived from an anionic residue of component (B).

10. The ammonium salt cation formed by component (A) and component (B) is given by the following formula (III): 【Transformation 3】 (In the formula, R 5 Each of these independently represents a hydroxy hydrocarbon group having one or more hydroxyl groups, and the hydrocarbon moiety is linear or branched with 1 to 22 carbon atoms, R 6 The composition according to claim 9, wherein each of R6 is independently a hydrogen atom or an organic group having 1 to 22 carbon atoms, at least one of R6 is a hydrogen atom, and o represents an integer from 1 to 4.

11. In the above formula (III), all R 6 The composition according to claim 10, wherein is a hydrogen atom.

12. In the above formula (III), R 5 The composition according to claim 10, wherein is a hydroxy hydrocarbon group.

13. The composition according to claim 10, wherein in formula (III), the hydrocarbon in the hydrocarbon moiety is a saturated aliphatic hydrocarbon.

14. In the above formula (III), R 5 The composition according to claim 10, wherein at least one of the members has one hydroxyl group, and the hydrocarbon in the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

15. In the above formula (III), R 5 The composition according to claim 10, wherein at least one of the members has two or more hydroxyl groups, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

16. In the above formula (III), R 5 The composition according to claim 10, wherein at least one of the members has one or more hydroxyl groups, the hydrocarbon moiety is a branched chain having 3 to 22 carbon atoms, and the hydrocarbon of the hydrocarbon moiety is a saturated aliphatic hydrocarbon hydroxy hydrocarbon group.

17. The composition according to claim 1, wherein the mixture of components (A) and (B) or the salt of (A) and (B) is a liquid in its anhydrous and / or hydrate form at 25°C.

18. The composition according to claim 1, wherein the polymer compound is a polysaccharide.

19. The composition according to claim 18, wherein the polysaccharide is selected from xanthan gum, carrageenan, gellan gum, guar gum, and dieutan gum.

20. The composition according to any one of claims 1 to 19, which is a gel composition.

21. The composition according to any one of claims 1 to 19, which is a thickened or thickened composition.

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