Water and oil repellent
Patent Information
- Application Number
- TW113107583
- Authority / Receiving Office
- TW · TW
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2023-03-03
- Filing Date
- 2024-03-01
- Publication Date
- 2026-08-11
- Estimated Expiration
- 2044-02-29
Abstract
Description
Fluorine-containing compound This disclosure relates to a fluorine-containing compound. It is known that a certain non-fluorine polymer can impart oil resistance when used for surface treatment of a substrate (Patent Document 1). [Prior art documents] [Patent documents] [Patent Document 1] International Publication No. 2020-054856 The object of this disclosure is to provide a novel fluorine-containing compound. This disclosure includes the following forms: [Item 1] A fluorine-containing compound having a moiety derived from a compound (a) having one or more active hydrogen-containing groups selected from a hydroxyl group, an amino group, a carboxyl group, and a thiol group, and a moiety derived from a compound (b) having R f1 or R f2 wherein R f1 is -CF 3 -, -CF 2 H or -CFH 2 , R f2 is -CF 2 - or -CFH-, R f1 and R f2 are not part of a fluoroalkyl group having 2 or more carbon atoms. [Item 2] The fluorine-containing compound according to Item 1, wherein the atom adjacent to the aforementioned R f1 is an oxygen atom or a nitrogen atom, and at least one of the atoms adjacent to the aforementioned R f2 is an oxygen atom or a nitrogen atom. [Item 3] The fluorine compound according to Item 1 or 2, wherein the aforementioned R f1 is CF 3 -. the aforementioned R f2 is -CF 2 -. 〔Item 4〕 The fluorine compound according to any one of Items 1 to 3, wherein the aforementioned compound (b) has a group represented by the following formula: -Y f -Z f α 〔In the formula, each symbol independently represents the following meaning each time it appears, that is Y f is a 1+α-valent group composed of one or more selected from the group consisting of Y f1 and Y f2 ; Y f1 is a group composed of one or more selected from the group consisting of a direct bond, -O-, -C(=O)-, -C(=NR’)-, -S-, -S(=O) 2 -, -NR’-, -C(OR’)R’-, and -C(OR’)(-) 2 , -N(-) 2 (wherein, R’ is a hydrogen atom or an organic group); Y f2 is a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group, Z f is R f1 or a hydrocarbon group having 2 to 40 carbon atoms containing R f1 or R f2 ; α is 1 to 3). 〔Item 5〕 〔Item 5〕 The fluorine-containing compound according to any one of Items 1 to 4, wherein the aforementioned compound (b) has a group represented by the following formula: -Y f11 -(Y f21 -Y f12 ) β -Y f22 -Y f13 -Z f 〔In the formula, each symbol independently represents the following meanings each time it appears, that is, Y f11 is a direct bond, -O-, -NH-, -C(=O)-, -C(=O)-NH-, or -S-, Y f21 is a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group, Y f12 is a group composed of one or more selected from the group consisting of -O-, -C(=O)-, -C(=NR’)-, -S-, -S(=O) 2 -, -NR’-, and -C(OR’)R’- (R’ is a hydrogen atom or an organic group), β is 0 to 3, Y f22 is a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group, Y f13 is -O-, -O-C(=O)-O-, -O-C(=O)-NR’-, -NR’-, -NR’-C(=O)-O-, -NR’-C(=O)-NR’-, -C(=O)-O-, -C(=O)-NR’-, or -SO 2 NR’- (R’ is a hydrogen atom or an organic group), Z f is R f1 or contains R f1 or R f2 a hydrocarbon group having 2 to 40 carbon atoms). 〔Item 6〕 The fluorine-containing compound according to Item 5, wherein Y f22 The base represented by the following formula: -Y f221 -Y f222 - 〔In the formula, Y f221 is a direct bond or a hydrocarbon group having 2 to 40 carbon atoms, Y f222 is a direct bond or a phenyl group〕, Y f13 is -O- or -NR'-(R' is a hydrogen atom or an organic group), β is 0 or 1, Z f is R f1 . 〔Item 7〕 The fluorine-containing compound according to any one of Items 1 to 6, wherein the aforementioned compound (b) is an active hydrogen-reactive compound; a polymerizable monomer or its polymer. 〔Item 8〕 The fluorine-containing compound according to any one of Items 1 to 7, wherein the aforementioned compound (a) is a natural product. 〔Item 9〕 The fluorine-containing compound according to any one of Items 1 to 8, wherein the aforementioned compound (a) is a polyol, polyamine or polycarboxylic acid. 〔Item 10〕 The fluorine-containing compound according to any one of Items 1 to 9, wherein the aforementioned compound (a) is a monosaccharide, oligosaccharide, polysaccharide, sugar alcohol, hydroxy acid, amino acid, vitamin, flavonol, hydroxy hydrocarbon and a polymer of a hydroxy-containing compound, organic acid, organic amine or saturated / unsaturated aliphatic hydrocarbon compound. 〔Item 11〕 The fluorine-containing compound according to any one of Items 1 to 10, wherein the aforementioned compound (a) is glucose, fructose, galactose, xylose; sucrose, cyclodextrin, cyclodextrin, maltose, trehalose, lactose, sucralose; sorbitol, maltitol, erythritol, isomaltulose, lactitol, mannitol, xylitol, dehydrated sorbitol, lactitol; Starch, cellulose, curdlan, pullulan, alginic acid, carrageenan, guar gum, chitin, chitosan, locust bean gum, kappa carrageenan, iota carrageenan, isomaltooligosaccharide, gellan gum, tamarind gum; Ascorbic acid, kojic acid, quinic acid, chlorogenic acid, gluconic acid; Glucosamine; Inositol; Catechin, quercetin, anthocyanin; Glycerol, ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, neopentyl glycol, trimethylene glycol, trimethylolpropane, trimethylolethane; Polyglycerol, polyvinyl alcohol, (meth)acrylic acid hydroxyethyl ester polymer, (meth)acrylic acid hydroxypropyl ester polymer, and (meth)acrylic acid hydroxybutyl ester polymer; Citric acid, malic acid, glutaric acid, adipic acid, phthalic acid, alginic acid, tartaric acid, oxalic acid, malonic acid, succinic acid, fumaric acid, maleic acid, aldonic acid; 1,2,3 - propane tricarboxylic acid, aconitic acid, 1,2,4 - benzenetricarboxylic acid; Pyromellitic acid, itaconic acid; Alkylene diamine, alkylene triamine, aromatic diamine; Or a saturated / unsaturated aliphatic hydrocarbon compound having an active hydrogen group. [Item 12] The fluorine - containing compound as described in any one of Items 1 to 11, wherein the biobased degree of the fluorine - containing compound is 20% or more. [Item 13] The fluorine - containing compound as described in any one of Items 1 to 12, wherein the weight - average molecular weight is 1,000 or more. [Item 14] The fluorine - containing compound as described in any one of Items 1 to 13, wherein the weight - average molecular weight is less than 1,000. [Item 15] The fluorine - containing compound as described in any one of Items 1 to 14, wherein, as - Y f -Z f n Other than the modifying group, it has a hydrocarbon group with a valence of 1 and a carbon number of 2 or more and 40 or less. [Item 16] The fluorine - containing compound as described in Item 11, wherein the aforementioned compound (b) is a compound having a group represented by the following formula: -Y f11 -(Y f21 -Y f12 ) β -Y f22 -Y f13 -Z f 〔In the formula, each symbol independently represents the following meaning each time it appears, that is Y f11 is a direct bond, -O-, -NH-, -C(=O)-, -C(=O)-NH-, or -S-, Y f21 is a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group, Y f12 is a group composed of one or more selected from the group consisting of -O-, -C(=O)-, -C(=NR’)-, -S-, -S(=O) 2 -, -NR’-, and -C(OR’)R’- (R’ is a hydrogen atom or an organic group), β is 0 to 3, Y f22 is a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group, Y f13 is -O-, -O-C(=O)-O-, -O-C(=O)-NR’-, -NR’-, -NR’-C(=O)-O-, -NR’-C(=O)-NR’-, -C(=O)-O-, -C(=O)-NR’-, or -SO 2 NR’- (R’ is a hydrogen atom or an organic group), Z f is -CF 3 〕. 〔Item 17〕 A dispersion liquid containing the fluorine-containing compound described in any one of Items 1 to 16 and a liquid medium. 〔Item 18〕 An oil and water repellent containing the fluorine-containing compound described in any one of Items 1 to 16. [Item 19] The water- and oil-repellent agent according to Item 18 is used for fiber products or paper products. [Item 20] A method for manufacturing a treated substrate, which is a substrate treated with the water- and oil-repellent agent according to Item 18 or 19. [Item 21] The manufacturing method according to Item 20, wherein the aforementioned substrate is a fiber product or a paper product. [Item 22] A product to which the fluorine-containing compound according to any one of Items 1 to 16 is attached. According to the present disclosure, a novel fluorine-containing compound can be provided. [Definition of Terms] As used in this specification, the "n-valent group" refers to a group having n bonding sites, that is, a group forming n bonds. In addition, the "n-valent organic group" refers to an n-valent group containing carbon. Such an organic group is not particularly limited and may be a hydrocarbon group or a derivative thereof. A derivative of a hydrocarbon group refers to a group having one or more N, O, S, Si, amide group, sulfonyl group, siloxane, carbonyl group, carbonyloxy group, halogen, etc. at the terminal or in the molecular chain of the hydrocarbon group. As used in this specification, the "hydrocarbon group" refers to a group containing carbon and hydrogen and is a group obtained by removing a hydrogen atom from a hydrocarbon. Such a hydrocarbon group is not particularly limited, and examples thereof include C 1-40 hydrocarbon groups, such as aliphatic hydrocarbon groups, aromatic hydrocarbon groups, etc. The above-mentioned "aliphatic hydrocarbon group" can be any of linear, branched or cyclic, and can be either saturated or unsaturated. In addition, the hydrocarbon group may contain one or more ring structures. When specifically stated, the hydrocarbon group may be substituted with one or more substituents. In this specification, whether or not it is explicitly stated as "independently each time it appears", "mutually independently", "independently of each other" or similar expressions, unless there are exceptional circumstances, when a term (symbol) may appear multiple times in a defined chemical structure, the definition is applied independently each time it appears. The chemical structures described in this specification should be understood not to include chemical structures that are considered chemically impossible or extremely unstable by those with ordinary knowledge in the art. [Fluorine-Containing Compound] The fluorine-containing compound in the present disclosure has (a) a moiety derived from a compound having one or more groups selected from hydroxyl group, amino group, carboxyl group and thiol group and (b) a moiety derived from a compound having R f1 or R f2 of the compound. The fluorine-containing compound can be formed by reacting the active hydrogen of compound (a) with the reactive group of the active hydrogen of compound (b). The fluorine-containing compound can be formed by graft polymerization of compound (b) with the active site on the molecular chain of compound (a). 〔Properties, etc. of fluorine-containing compound〕 The fluorine-containing compound in the present disclosure adheres to the substrate and can impart liquid repellency (e.g., oil repellency, water repellency, oil resistance, water resistance) to the substrate. The HD (n-hexadecane) contact angle of the fluorine-containing compound can be 10° or more, 15° or more, 25° or more, 35° or more, 40° or more, 45° or more, 55° or more, or 65° or more, preferably 20° or more, particularly 30° or more. In addition, it can be 100° or less, 90° or less, or 75° or less. Since the fluorine-containing compound has an HD contact angle above the above lower limit, good liquid repellency (particularly oil repellency) can be imparted to the substrate. The HD contact angle refers to the static contact angle of the spin-coated film of the fluorine-containing compound. 2 μL of HD is dropped on the spin-coated film, and the contact angle is measured 1 second after dropping. The water contact angle of the fluorine-containing compound can be 20° or more, 25° or more, 30° or more, 35° or more, 40° or more, 45° or more, 50° or more, 55° or more, 65° or more, 75° or more, 85° or more, 90° or more, or 100° or more. In addition, it can be 160° or less, 140° or less, 130° or less, 120° or less, 110° or less, 100° or less, or 90° or less. Since the fluorine-containing compound has a water contact angle above the above lower limit, good liquid repellency (particularly water repellency) can be imparted to the substrate. The water contact angle refers to the static contact angle of the spin-coated film of the fluorine-containing compound. 2 μL of water is dropped on the spin-coated film, and the contact angle is measured 1 second after dropping. The melting point or glass transition temperature (e.g., melting point) of the fluorine-containing compound can be 0°C or more, 20°C or more, 30°C or more, 35°C or more, 40°C or more, 45°C or more, 50°C or more, or 55°C or more. In addition, it can be 200°C or less, 150°C or less, 100°C or less, 80°C or less, or 70°C or less. The melting point is usually 30°C or more, preferably 40°C or more, for example 75°C or more. The fluorine-containing compound is preferably a compound having carbon derived from a biological origin. The bio-based content is measured according to ASTM D6866. The bio-based content of the fluorine-containing compound can be 20% or more, preferably 30% or more, more preferably 50% or more, still more preferably 60% or more, even more preferably 70% or more, most preferably 80% or more or 90% or more, for example 100%. A high bio-based content means less use of petrochemical resource-based materials represented by petroleum, etc. From this perspective, it can be said that the higher the bio-based content of the fluorine-containing compound, the better. The fluorine-containing compound in the present disclosure has the above-mentioned R f1 or R f2 . On the one hand, the fluorine-containing compound in the present disclosure may not have any one selected from the group consisting of fluoroalkyl groups having 8 or more carbon atoms, perfluoroalkyl groups having 8 or more carbon atoms, fluoroalkyl groups having 4 or more carbon atoms, perfluoroalkyl groups having 4 or more carbon atoms, fluoroalkyl groups having 2 or more carbon atoms, and perfluoroalkyl groups having 2 or more carbon atoms. Even if the fluorine-containing compound does not contain such fluorine-containing groups, it can impart liquid repellency to the substrate. Also, in this specification, a fluoroalkyl group may mean a group in which one or more hydrogen atoms on each carbon atom of an alkyl group are substituted with fluorine atoms. The fluorine-containing compound can be low molecular weight (for example, the weight average molecular weight is less than 1,500, less than 1,000, 500 or less) and / or high molecular weight. The weight average molecular weight of the fluorine-containing compound can be 100 or more, 200 or more, 300 or more, 400 or more, 500 or more, 1,000 or more, 3,000 or more, 5,000 or more, 10,000 or more, 30,000 or more, 100,000 or more, 300,000 or more, or 500,000 or more. In addition, it can be 1,000,000 or less, 750,000 or less, 500,000 or less, 300,000 or less, 100,000 or less, 75,000 or less, 50,000 or less, 30,000 or less, 10,000 or less, 9,000 or less, 8,000 or less, 7,000 or less, 6,000 or less, 5,000 or less, 3,000 or less, 2,000 or less, 1,000 or less, or 500 or less. The substitution rate of active hydrogen in the fluorine-containing compound can be 0.01% or more, 0.1% or more, 1% or more, 3% or more, 5% or more, 10% or more, 20% or more, 30% or more, 40% or more, 50% or more, 60% or more, 70% or more, 80% or more, 90% or more, or 100%. It is preferably 10% or more, for example 30% or more, 40% or more, 50% or more, 60% or more, 70% or more, particularly 80% or more. In addition, it can be 100% or less, 95% or less, 85% or less, 75% or less, 65% or less, 55% or less, 45% or less, 35% or less, 25% or less, 15% or less, for example 95% or less. Here, the "substitution rate" refers to the ratio (mol%) of the modified active hydrogen from compound (a), and can refer to the ratio (mol%) of the structural modification derived from compound (b). The residual ratio of active hydrogen in the fluorine-containing compound can be 1% or more, 3% or more, 5% or more, 10% or more, 20% or more, 30% or more, 40% or more, 50% or more, 60% or more, 70% or more, 80% or more, or 90% or more. For example, it can be 5% or more. In addition, it can be 100% or less, 95% or less, 85% or less, 75% or less, 65% or less, 55% or less, 45% or less, 35% or less, 25% or less, 15% or less, or 5% or less. For example, it can be 50% or less, 30% or less, or 10% or less. Herein, the "residual ratio" refers to the ratio (mol%) of the unmodified active hydrogen from compound (a). The number of modifying groups in the fluorine-containing compound can be 2 or more, 5 or more, 7 or more, 10 or more, 15 or more, 30 or more, or 50 or more. In addition, it can be 20,000 or less, 10,000 or less, 5,000 or less, 1,000 or less, 750 or less, 500 or less, 300 or less, 100 or less, 50 or less, 30 or less, or 20 or less. Herein, the modifying group can be a part derived from compound (b). The modifying group equivalent of the fluorine-containing compound can be 100 or more, 150 or more, 250 or more, 350 or more, 450 or more, 550 or more, 650 or more, 750 or more, or 1,000 or more. In addition, it can be 10,000 or less, 5,000 or less, 2,500 or less, 2,000 or less, 1,500 or less, 1,000 or less, 750 or less, 500 or less, or 400 or less. It is the value obtained by dividing the weight-average molecular weight of the fluorine-containing compound by the number of modifying groups. Herein, the modifying group can be a part derived from compound (b). 〔R f1 and R f2 〕 The fluorine-containing compound has R f1 or R f2 , for example, it has R f1 . Herein, R f1 and R f2 are not part of a fluoroalkyl group having 2 or more carbon atoms. R f2 is not part of -CH 2 -CF 2 -CH 2 . R f1 -CF 3 -CF 2 H or -CFH 2 is preferably -CF 3 is preferred. The atom located at the position adjacent to R f1 may be an oxygen atom or a nitrogen atom. R f2 is -CF 2 - or -CFH-, is preferably -CF 2 is preferred. At least one of the atoms located at the position adjacent to R f2 may be an oxygen atom or a nitrogen atom. [Compound (a)] Compound (a) is a compound having one or more active hydrogen-containing groups selected from a hydroxyl group, an amino group, a carboxyl group, and a thiol group, and is a compound that is a raw material for a fluorine-containing compound. Compound (a) may be aliphatic or aromatic, but aliphatic is preferred. Compounds having one or more active hydrogen-containing groups selected from a hydroxyl group, an amino group, a carboxyl group, and a thiol group are mostly compounds derived from natural products, and it is easy to increase the biobased content of the fluorine-containing compound. Compound (a) is preferably a compound having carbon of biobased origin. The biobased content can be measured according to ASTM D6866. The biobased content of the fluorine-containing compound can be 20% or more, preferably 30% or more, more preferably 50% or more, still more preferably 60% or more, even more preferably 70% or more, and most preferably 80% or more or 90% or more, for example, 100%. A higher biobased content means less use of petrochemical resource-based materials represented by petroleum, etc. From this point of view, it can be said that the higher the biobased content of compound (a), the better. Compound (a) can be a low-molecular-weight compound (for example, the weight-average molecular weight is less than 1,000, preferably 500 or less) and / or a high-molecular-weight compound. The weight-average molecular weight of compound (a) can be 100 or more, 300 or more, 500 or more, 1,000 or more, 3,000 or more, 5,000 or more, 10,000 or more, 30,000 or more, 100,000 or more, 300,000 or more, or 500,000 or more. In addition, it can be 5,000,000 or less, 3,000,000 or less, 1,000,000 or less, 750,000 or less, 500,000 or less, 300,000 or less, 100,000 or less, 75,000 or less, 50,000 or less, 30,000 or less, 10,000 or less, 5,000 or less, 3,000 or less, 2,000 or less, 1,000 or less, or 500 or less. The number of groups containing active hydrogen in compound (a) can be 2 or more, 5 or more, 7 or more, 10 or more, 15 or more, 30 or more, 50 or more, or 100 or more. In addition, it can be 20,000 or less, 10,000 or less, 5,000 or less, 3,000 or less, 1,000 or less, 750 or less, 500 or less, 300 or less, 100 or less, 50 or less, 30 or less, or 20 or less. The equivalent weight of the group containing active hydrogen in compound (a) can be 20 or more, 40 or more, 60 or more, 80 or more, 100 or more, 120 or more, 150 or more. In addition, it can be 20,000 or less, 10,000 or less, 5,000 or less, 1,000 or less, 800 or less, 600 or less, 400 or less, 200 or less, 100 or less, or 75 or less. The equivalent weight of the group containing active hydrogen in compound (a) is the value obtained by dividing the weight-average molecular weight of compound (a) by the number of groups containing active hydrogen. Compound (a) can be a natural product. Compound (a) can be a high-molecular-weight natural product, a low-molecular-weight natural product, or a derivative thereof. Among the above natural products, compounds converted from microorganisms are also included. Compound (a) can be a compound having one group containing active hydrogen selected from a hydroxyl group, an amino group, a carboxyl group, and a thiol group, but polyols, polyamines, polycarboxylic acids, or polythiols having multiple such groups are preferred. Compound (a) is preferably not a polythiol. Examples of compound (a) include, but are not limited to: monosaccharides, oligosaccharides, polysaccharides, sugar alcohols (reducing sugars), hydroxy acids, amino acids, vitamins, flavonols, other polyols, polymer compounds containing hydroxyl groups, polycarboxylic acids, polyamines, polywaxes, etc. Examples of monosaccharides include: glucose, fructose, galactose, xylose, etc. Examples of oligosaccharides include: sucrose, cycloamylose, cyclodextrin, maltose, trehalose, lactose, sucralose, etc. Examples of sugar alcohols (reducing sugars) include: sorbitol, maltitol, erythritol, isomalt, lactitol, mannitol, xylitol, dehydrated sorbitol, lactitol, etc. Examples of polysaccharides include: starch, cellulose, curdlan, pullulan, alginic acid, carrageenan, guar gum, chitin, chitosan, locust bean gum, kappa-carrageenan, iota-carrageenan, isomalto-dextrin, gellan gum, tamarind gum, etc. Examples of hydroxy acids include: kojic acid, quinic acid, chlorogenic acid, gluconic acid. Examples of amino acids include: glucosamine, etc. Examples of vitamins include: ascorbic acid, inositol, etc. Examples of flavonols include: catechin, quercetin, anthocyanin, etc. Examples of hydroxyhydrocarbons include: ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, neopentyl glycol, trimethylene glycol, glycerin, trimethylolpropane, trimethylolethane, etc. Hydroxyhydrocarbons are hydrocarbons having a hydroxyl group, which may be aromatic or aliphatic, but aliphatic is preferred. When referred to as hydroxyhydrocarbons, it means hydroxyhydrocarbons (other hydroxyhydrocarbons) other than compounds that can be included in other groups such as polysaccharides. Examples of polymers of hydroxyl group-containing compounds include: polyglycerol, polyvinyl alcohol, (meth)acrylic acid hydroxyethyl ester polymer, (meth)acrylic acid hydroxypropyl ester polymer, (meth)acrylic acid hydroxybutyl ester polymer, etc. Examples of polycarboxylic acids include: citric acid, malic acid, glutaric acid, adipic acid, phthalic acid, alginic acid, tartaric acid, oxalic acid, malonic acid, succinic acid, fumaric acid, maleic acid, aldaric acid; 1,2,3-propane tricarboxylic acid, t-aldaric acid, 1,2,4-benzenetricarboxylic acid; pyromellitic acid, itaconic acid, etc. Polycarboxylic acids can be those obtained by polymerizing polymerizable compounds such as (meth)acrylic acid. Examples of polyamines include alkylene diamines, alkylene triamines, aromatic diamines, etc. Specific examples include ethylenediamine, propylenediamine, butylenediamine, pentamethylenediamine, hexamethylenediamine, heptamethylenediamine, octamethylenediamine, 1,3-bis(aminomethyl)cyclohexane, xylenediamine, diethyltoluenediamine, 4,4'-diaminodiphenylmethane, dimethylthiotoluenediamine, 4,4'-methylenebis[N-(1-methylpropyl)aniline], aminobenzylamine, bis[2-(4-aminophenyl)-2-propylbenzene, 4,4'-diaminodiphenyl ether, 3,3'-diaminodiphenyl sulfone, 4,4'-diaminodiphenyl sulfone, 4,4'-methylenebis[N-(1-methylpropyl)aniline], trimethylene-bis(4-aminobenzoate), diethylenetriamine, 2,2'-diamino-N-methyldiethylamine, triethylenetetramine, tris(2-aminoethyl)amine, etc. The polyamine may be one obtained by polymerizing a polymerizable compound such as allylamine. Examples of saturated / unsaturated aliphatic hydrocarbon compounds having an active hydrogen group include aliphatic alcohols, aliphatic alcohols containing an amide group, aliphatic carboxylic acids, aliphatic hydroxy acids, aliphatic thiols, etc. [Compound (b)] Compound (b) has R f1 or R f2 The compound. Compound (b) may have an active hydrogen reactive group that can react with the active hydrogen or the group containing an active hydrogen that compound (a) has. In addition, compound (b) may have polymerizability (graft polymerizability), for example, may have an ethylenically unsaturated polymerizable group. Compound (b) may have a group represented by the following formula: -Y f -Z f α [In the formula, each symbol independently represents the following meaning each time it appears, that is Y f is a 1+α-valent group composed of one or more selected from the group consisting of Y f1 and Y f2 ; Y f1 is selected from the group consisting of a direct bond, -O-, -C(=O)-, -C(=NR')-, -S-, -S(=O) 2 -, -NR'-, -C(OR')R'-, and -C(OR')(-) 2 、 -N(-) 2 (wherein, R’ is a hydrogen atom or an organic group), one or more groups selected from the group consisting of Y f2 is a group composed of one or more groups selected from the group consisting of an aliphatic group and an aromatic group, Z f is R f1 or contains R f1 or R f2 a hydrocarbon group having 2 to 40 carbon atoms, α is from 1 to 3]. R f1 is, for example, contained in Z f . R f2 is, for example, contained in an organic group, Y f2 、Z f 、R f2 etc. -Y f -Z f α At the end of Y f a group reactive with the active hydrogen group of a compound (a) such as an acid halide, acid anhydride, carboxylic acid, isocyanate, thiocyanate, epoxy group, halide, amine, hydroxyl, etc. can be formed. For example, the compound (b) can be represented by X r -Y f -Z f α Here, X r is a group that forms a group reactive with the active hydrogen group of the compound (a). For example, X r can form the group alone, or can form the group together with Y f together. The polymerizable compound (b) may be a compound represented by the following formula, CH 2 =C(-X f )-Y f -Z f α 〔In the formula, each symbol independently represents the following meanings each time it appears, that is, X f is a hydrogen atom, a monovalent organic group or a halogen atom, and the others are as described above.〕 Here, X f is a hydrogen atom, a monovalent organic group or a halogen atom. X f can be a hydrogen atom, a methyl group, a halogen excluding a fluorine atom, a substituted or unsubstituted benzyl group, or a substituted or unsubstituted phenyl group. A hydrogen atom, a methyl group or a chlorine atom is preferred. The polymerizable compound (b) may be an ethylenically unsaturated polymerizable compound such as an acrylic monomer, a styrene monomer or an allyl monomer. However, the compound (b) is not limited to the above structure. Any part of the compound (b), particularly the compound (b) having a reactive hydrogen reactive group or the compound (b) having polymerizability, may be represented by -Y f -Z f α constitute. (Y f ) Y f is a 1+α-valent group composed of one or more selected from the group consisting of Y f1 and Y f2 ; Y f1 is selected from the group consisting of a direct bond, -O-, -C(=O)-, -C(=NR’)-, -S-, -S(=O) 2 -, -NR’-, -C(OR’)R’- and -C(OR’)(-) 2, -N(-) 2 One or more groups selected from the group consisting of (wherein R' is a hydrogen atom or a monovalent organic group). Y f2 Is composed of one or more groups selected from the group consisting of aliphatic groups and aromatic groups. Y f The molecular weight of Y can be 10 or more, 50 or more, 100 or more, 200 or more, 300 or more, 500 or more, or 750 or more. In addition, it can be 3,000 or less, 2,500 or less, 2,000 or less, 1,500 or less, 1,000 or less, 750 or less, 500 or less, 300 or less, 200 or less, 100 or less, or 50 or less. Hereinafter, Y will be described. f1 And Y f2 . ○ Y f1 Y f1 Is a non-hydrocarbon linker. Y f1 Is a direct bond or a divalent or higher group. Y f1 The valence of Y can be 2 to 4, 2 to 3, or 2. Y f1 Preferably, it is not only a direct bond. Y f1 The molecular weight of Y can be 10 or more, 50 or more, 100 or more, 200 or more, 300 or more, or 500 or more. In addition, it can be 1,000 or less, 750 or less, 500 or less, 300 or less, 200 or less, 100 or less, or 50 or less. Y f1 Is composed of one or more selected from the group consisting of -O-, -C(=O)-, -S(=O) 2 -, -NR'-, -C(OR')R'-, and -C(OR')(-) 2 (wherein R' is independently a hydrogen atom or a monovalent organic group each time it appears). R’ is a hydrogen atom or a monovalent organic group. Examples of the organic group may be an aliphatic group or an aromatic group having 1 to 30 carbon atoms (for example, 1 to 20 carbon atoms, 1 to 10 carbon atoms, or 1 to 4 carbon atoms) (for example, a substituted or unsubstituted alkyl group, a substituted or unsubstituted benzyl group, a substituted or unsubstituted phenyl group). In this specification, other R’s are the same. Y f1 Examples of a direct bond, -O-, -O-C(=O)-, -O-C(=O)-O-, -O-C(=O)-NR’-, -NR’-, -NR’-C(=O)-, -NR’-C(=O)-O-, -NR’-C(=O)-NR’-, -C(=O)-, -C(=O)-O-, -C(=O)-NR’-, -SO 2 -, -SO 2 NR’-, -C(OR’)R’-, -C(OR’)(-) 2 etc. (wherein R’ is independently a hydrogen atom or a monovalent organic group each time it appears). ○ Y f2 Y f2 may be a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group. Y f2 is a divalent or higher group. Y f2 The valence of may be, for example, 2 to 4, 2 to 3, or 2. Y f2 The number of carbon atoms of may be 1 or more, 2 or more, 3 or more, 4 or more, 6 or more, 8 or more, 10 or more, 12 or more, 14 or more, 16 or more, or 18 or more. In addition, it may be 40 or less, 35 or less, 30 or less, 25 or less, 20 or less, 15 or less, 10 or less, or 5 or less. Y f2 The molecular weight of Y is 10 or more, 50 or more, 100 or more, 200 or more, 300 or more, or 500 or more. In addition, it can be 2,000 or less, 1,500 or less, 1,000 or less, 750 or less, 500 or less, 300 or less, 200 or less, 100 or less, or 50 or less. Y f2 It can be a hydrocarbon group or a non-hydrocarbon group (including heteroatoms). Y f2 It can be aliphatic or aromatic. Y f2 It can be linear, branched, or cyclic. Y f2 It is a linker of a hydrocarbon that may have substituents, a hydrocarbon aromatic ring that may have substituents, or a heterocyclic ring that may have substituents, or a combination thereof. For example, Y f2 It can be composed of one or more selected from the group consisting of a divalent to tetravalent aliphatic hydrocarbon group having 1 to 20 carbon atoms that may have substituents, a divalent to tetravalent hydrocarbon aromatic ring that may have substituents, and a divalent to tetravalent heterocyclic ring that may have substituents. The divalent to tetravalent aliphatic hydrocarbon group having 1 to 20 carbon atoms can be a cyclic, branched, or linear hydrocarbon group. The divalent to tetravalent aliphatic hydrocarbon group having 1 to 20 carbon atoms can be a saturated or unsaturated (e.g., saturated) aliphatic hydrocarbon group. The number of carbon atoms in the aliphatic hydrocarbon group having 1 to 20 carbon atoms can be 1 or more, 2 or more, 3 or more, 4 or more, 6 or more, 8 or more, or 10 or more. In addition, it can be 15 or less, 10 or less, or 5 or less. The valence of the aliphatic hydrocarbon group can be 2 or more, 3 or more, or 4, and can be 4 or less, 3 or less, or 2. The aliphatic hydrocarbon group may have substituents. Examples of the substituents include -OR’, -N(R’) 2 、-COOR’ and halogen atoms, etc. (wherein, R’ is independently a monovalent organic group each time it appears). The substituents may or may not have active hydrogen. The number of substituents can be 6 or less, 5 or less, 4 or less, 3 or less, 2 or less, 1 or less, or 0. In the aliphatic hydrocarbon group having substituents, with respect to the amount of carbon atoms and heteroatoms, the amount of carbon atoms can be 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, or 99 mol% or more, preferably 75 mol% or more. In addition, it can be 95 mol% or less, 90 mol% or less, 85 mol% or less, or 80 mol% or less. Examples of hydrocarbon aromatic rings with a valence of 2 to 4 include: groups obtained by removing 2 to 4 hydrogens from hydrocarbon aromatic rings such as benzene, naphthalene, anthracene, phenanthrene, pyrene, chrysene, and coronene. The number of ring-constituting atoms in the hydrocarbon aromatic ring is 3 to 20, 4 to 16, or 5 to 12, preferably 5 to 12. The valence of the hydrocarbon aromatic ring can be 2 or more, 3 or more, or 4, and in addition, can be 4 or less, 3 or less, or 2. The hydrocarbon aromatic ring may have a substituent. Examples of the substituent include: -R’, -OR’, -N(R’) 2 , -COOR’ and halogen atoms, etc. (wherein, each occurrence of R’ is independently a hydrogen atom or a monovalent organic group). The substituent may or may not have an active hydrogen. The number of substituents can be 6 or less, 5 or less, 4 or less, 3 or less, 2 or less, 1 or less, or 0. In the hydrocarbon aromatic ring having a substituent, with respect to the amounts of carbon atoms and heteroatoms, the amount of carbon atoms can be 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, or 99 mol% or more, preferably 75 mol% or more, and in addition, can be 95 mol% or less, 90 mol% or less, 85 mol% or less, or 80 mol% or less. The heterocyclic ring with a valence of 2 to 4 can be an aliphatic group or an aromatic group. Examples of the heterocyclic ring with a valence of 2 to 4 include: groups obtained by removing 2 to 4 hydrogens from pyridine, pyrazine, pyrimidine, pyridazine, triazine, quinoline, isoquinoline, quinazoline, cinnoline, phthalazine, quinoxaline, pyrrole, indole, furan, benzofuran, thiophene, benzothiophene, pyrazole, imidazole, benzimidazole, triazole, oxazole, benzo oxazole, thiazole, benzothiazole, isothiazole, benzisothiazole, pyrrolidine, piperidine, piperazine, imidazolidine, thiazoline, etc. The number of ring-constituting atoms in the heterocyclic ring is 3 to 20, 4 to 16, or 5 to 12, preferably 5 to 12. The valence of the heterocyclic ring can be 2 or more, 3 or more, or 4, and in addition, can be 4 or less, 3 or less, or 2. The heterocyclic ring may have a substituent. Examples of the substituent include: -R’, -OR’, -N(R’) 2, -COOR’, and halogen atoms, etc. (wherein R’ is independently a hydrogen atom or a monovalent organic group each time it appears). The substituent may or may not have active hydrogen. The number of substituents may be 6 or less, 5 or less, 4 or less, 3 or less, 2 or less, 1 or less, or 0. In the heterocycle having a substituent, with respect to the amount of carbon atoms and heteroatoms, the amount of carbon atoms may be 60 mol% or more, 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, or 99 mol% or more, for example, 65 mol% or more, and in addition, may be 95 mol% or less, 90 mol% or less, 85 mol% or less, 80 mol% or less, or 70 mol% or less. Y f2 Examples thereof include: -Ali- -Cy- -Ali(-) 2 -Cy(-) 2 (-) 2 Ali- (-) 2 Cy- (-) 2 Ali(-) 2 (-) 2 Cy(-) 2 -Ali-Cy- -Cy-Ali- -Cy-Ali-Cy- -Ali-Cy-Ali- 〔wherein, Ali is an aliphatic hydrocarbon group having 1 to 20 carbon atoms, and Cy is a hydrocarbon aromatic ring or a heterocyclic ring〕etc. Y f2 Specific examples of include: -(CH 2 ) p -(p is 1 to 20, for example, 1 to 10), a linear hydrocarbon group having an unsaturated bond with 1 to 40 carbon atoms, for example, 1 to 10, A hydrocarbon group having a branched structure with 1 to 40 carbon atoms, such as 1 to 10, -(CH 2 ) q -Cy-(CH 2 ) r -(q and r are each independently 0 to 20, such as 1 to 10, and Cy is a hydrocarbon aromatic ring or a heterocyclic ring), etc. ○ Y f Examples of illustrating Y f Examples. Such as Y f When Y is divalent, examples of Y f can include -Y f1 -, -Y f1 -Y f2 -, -Y f1 -Y f2 -Y f1 -, -Y f1 -Y f2 -Y f1 -Y f2 -, -Y f2 -, -Y f2 -Y f1 -, -Y f2 -Y f1 -Y f2 -, -Y f2 -Y f1 -Y f2 -Y f1 -, etc. With Z f α An adjacent group may be Y f1 . Such as Y f When Y is trivalent, examples of Y f can be listed as -Y f1 (-) 2 、-Y f1 -Y f2 (-) 2 、-Y f1 -(Y f2 -) 2 、-Y f1 -Y f2 -Y f1 (-) 2 、-Y f1 -Y f2 (-Y f1 -) 2 、-Y f1 -(Y f2 -Y f1 -) 2 、-Y f1 -Y f2 -Y f1 -Y f2 (-) 2 、-Y f1 -Y f2 -Y f1 -(Y f2 -) 2、 -AND f1 -AND f2 -(AND f1 -AND f2 -) 2、 -AND f1 -(AND f2 -AND f1 -AND f2 -) 2 ; -AND f2 (-) 2 ,-AND f2 -AND f1 (-) 2 ,-AND f2 -(AND f1 -) 2 ,-AND f2 -AND f1 -AND f2 (-) 2 ,-AND f2 -AND f1 (-AND f2 -) 2 ,-AND f2 -(AND f1 -AND f2 -) 2 ,-AND f2 -AND f1 -AND f2 -Y f1 (-) 2 、-Y f2 -Y f1 -Y f2 -(Y f1 -) 2 、-Y f2 -Y f1 -(Y f2 -Y f1 -) 2 、-Y f2 -(Y f1 -Y f2 -Y f1 -) 2 etc. such as Y f when it is tetravalent, examples of Y f can be listed as -Y f1 (-) 3 、-Y f1 -Y f2 (-) 3 、-Y f1 -(Y f2 -) 3 、-Y f1 -Y f2 -Y f1 (-) 3 、-Y f1 -Y f2 (-AND f1 -) 3 ,-AND f1 -(AND f2 -AND f1 -) 3 ,-AND f1 -AND f2 -AND f1 -AND f2 (-) 3 ,-AND f1 -AND f2 -AND f1 -(AND f2 -) 3 ,-AND f1 -AND f2 -(AND f1 -AND f2 -) 3 ,-AND f1 -(AND f2 -AND f1 -AND f2 -) 3 ; -AND f2 (-) 3 ,-AND f2 -AND f1 (-) 3 ,-AND f2 -(AND f1 -) 3 、 -Y f2 -Y f1 -Y f2 ( - ) 3 、 -Y f2 -Y f1 ( -Y f2 - ) 3 、 -Y f2 -( Y f1 -Y f2 - ) 3 、 -Y f2 -Y f1 -Y f2 -Y f1 ( - ) 3 、 -Y f2 -Y f1 -Y f2 -( Y f1 - ) 3 、 -Y f2 -Y f1 -( Y f2 -Y f1 - ) 3 、 -Y f2 -( Y f1 -Y f2 -Y f1 - ) 3 etc. Y f Preferred examples include: -Y f1 -,-Y f1 -Y f2 -,-Y f1 -Y f2 -Y f1 -,-Y f1 -Y f2 (-) 2 、 -Y f2 -,-Y f2 -Y f1 -,-Y f2 -Y f1 -Y f2 -,-Y f2 -Y f1 (-) 2 etc. (Z f ) Z f is R f1 、or contains R f1 or R f2 hydrocarbon group with 2 to 40 carbon atoms, such as R f1 . Contains R f1 or R f2 hydrocarbon group can be aromatic hydrocarbon group or aliphatic hydrocarbon group, preferably aliphatic hydrocarbon group, especially saturated aliphatic hydrocarbon group (alkyl). Contains R f1 or R f2 hydrocarbon group can be branched-chain or straight-chain, preferably straight-chain. Contains R f1 or R f2 The hydrocarbon group containing R f1 or R f2 The hydrocarbon group containing R is preferably a saturated aliphatic hydrocarbon group (alkyl group). f1 or R f2 The carbon number of the hydrocarbon group containing R may be 2 or more, 4 or more, 6 or more, 8 or more, 10 or more, 12 or more, 14 or more, 16 or more, 18 or more, 20 or more, or 22 or more, preferably 10 or more, 12 or more, 14 or more, or 16 or more. In addition, it may be 40 or less, 35 or less, 30 or less, 25 or less, 20 or less, 15 or less, or 10 or less, preferably 30 or less, 25 or less, or 20 or less. (α) α is 1 to 3 (1, 2, or 3), for example 1 or 2, for example 1. (Example of compound (b)) Compound (b) may be a compound having a group represented by the following formula: -Y f11 -(Y f21 -Y f12 ) β -Y f22 -Y f13 -Z f 〔In the formula, each symbol independently represents the following meaning each time it appears, that is Y f11 is a direct bond, -O-, -NH-, -C(=O)-, -C(=O)-NH-, or -S-, Y f21 is a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group, Y f12 is a group composed of one or more selected from the group consisting of -O-, -C(=O)-, -C(=NR’)-, -S-, -S(=O) 2 -, -NR’-, and -C(OR’)R’- (R’ is a hydrogen atom or an organic group), β is from 0 to 3, Y f22 is a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group, Y f13 is -O-, -O-C(=O)-O-, -O-C(=O)-NR’-, -NR’-, -NR’-C(=O)-O-, -NR’-C(=O)-NR’-, -C(=O)-O-, -C(=O)-NR’- or -SO 2 NR’- (R’ is a hydrogen atom or an organic group) Z f is R f1 or contains R f1 or R f2 a hydrocarbon group having 2 to 40 carbon atoms). Y f11 Active hydrogen reactive groups such as acid halides, acid anhydrides, isocyanates, and epoxy groups can be formed at the ends on the Y side. Y f11 is a direct bond, -O-, -NH-, -C(=O)-, -C(=O)-NH- or -S-. Y f21 can be a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group, and the same description as the above Y can be applied. However, Y f2 is a divalent group. f21 is a divalent group. Y f12 can be a group composed of one or more selected from the group consisting of -O-, -C(=O)-, -C(=NR’)-, -S-, -S(=O) 2 -, -NR’- and -C(OR’)R’-, and the same description as the above Y can be applied. However, Y f1 is a divalent group. f12 is a divalent group. β can be 0 to 3 (0, 1, 2 or 3), for example, 0 to 2, particularly 0 to 1. Y f22 It may be a group composed of one or more selected from the group consisting of an aliphatic group and an aromatic group, and the same description as that of Y above can be cited. 2 However, for Y f22 It may be a group represented by the following formula -Y f221 -Y f222 - 〔In the formula, Y f221 is a direct bond or a hydrocarbon group having 2 to 40 carbon atoms, Y f222 is a direct bond or a phenylene group. 〕 Here, the hydrocarbon group may be an aromatic hydrocarbon group or an aliphatic hydrocarbon group, preferably an aliphatic hydrocarbon group, particularly a saturated aliphatic hydrocarbon group (alkyl group). The hydrocarbon group is branched or linear, for example, linear. The hydrocarbon group may be saturated or unsaturated. The hydrocarbon group may be a saturated aliphatic hydrocarbon group (alkyl group). The carbon number of the hydrocarbon group may be 2 or more, 4 or more, 6 or more, 8 or more, 10 or more, 12 or more, 14 or more, 16 or more, 18 or more, 20 or more, or 22 or more. In addition, it may be 40 or less, 35 or less, 30 or less, 25 or less, 20 or less, 15 or less, or 10 or less. Y f13 It may be -O-, -O-C(=O)-O-, -O-C(=O)-NR'-, -NR'-, -NR'-C(=O)-O-, -NR'-C(=O)-NR'-, -C(=O)-O-, -C(=O)-NR'-, or -SO 2 NR'-(R' is a hydrogen atom or a monovalent organic group). Y f13 is, for example, -O- or -NR'-. Z f is R f1 or a hydrocarbon group having 2 to 40 carbon atoms containing R f1 or R f2 as described above, particularly R f1 . Alternatively, when the compound (b) is polymerizable, it may be an acrylic monomer or an allyl monomer represented by the following formula: CH 2 =C(-X f )-C(=O)-Y f11 -(Y f21 -Y f12 ) β -Y f22 -Y f13 -Z f or CH 2 =C(-X f )-CH 2 -Y f11 -(Y f21 -Y f12 ) β -Y f22 -Y f13 -Z f 〔In the formula, each symbol independently represents the following meanings each time it appears, that is X f is a hydrogen atom, a monovalent organic group or a halogen atom, and the others are as described above.〕。 In one form Y f22 can be a group represented by the following formula -Y f221 -Y f222 - 〔In the formula Y f221 is a direct bond or a hydrocarbon group having 2 to 40 carbon atoms Y f222 is a direct bond or a phenylene group.〕。 Here, Y f13It can be -O- or -NR'-(R' is a hydrogen atom or a monovalent organic group). β can be 0 or 1. Z f can be R f1 . (Specific examples of compound (b)) Specific examples of compound (b) are as follows: Acid halide G(O=)C-Y f -Z f α Anhydride O(C(=O)-Y f -Z f α ) 2 Carboxylic acid HO(O=)C-Y f -Z f α Isocyanate O=C=N-Y f -Z f α Thiocyanate S=C=N-Y f -Z f α Epoxy group (CH 2 OCH)CH 2 O-Y f -Z f α Halide G-Y f -Z f α Amine H 2 N-Y f -Z f α Hydroxyl HO-Y f -Z f α [In the formula, Y f , Z f , α is as described above, and G is a halogen atom (e.g., F, Cl, Br, or I).] Furthermore, although the above formula does not show the functional group at the end adjacent to Y f -Z f α (excluding functional groups such as G(O=)C in -Y f -), it can be restated as incorporating the partial structure of the terminal functional group (e.g., (O=)C) into Y f . Specific examples of compound (b) include the compounds listed in the above specific examples, and also include polymerizable compound (b) or its polymer obtained by reacting with a compound having an ethylenically unsaturated polymerizable group (e.g., (meth)acryloyl chloride, 2-((meth)acryloyloxy)ethyl isocyanate, glycidyl (meth)acrylate, allyl glycidyl ether, glycidyl α-ethylacrylate, crotonoyl glycidyl ether, (iso)crotonic acid glycidyl ether, (meth)acrylic acid (3,4-epoxycyclohexyl)methyl ester, (meth)acryloyl chloride, (meth)acryloyl chloride, (meth)acrylamide, (meth)acrylic acid, N,N-dimethylaminoethyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, allylamine, allyl alcohol, etc.). More specific examples of compound (b) are (e.g., in the formula listed in the above specific examples) -Y f -Z f α being the following compounds: -Ali-O-R f1 , -Ali-Cy-OR f1 , -Ali-Cy-Ali-OR f1 , -Cy-OR f1 , -Cy-Ali-OR f1 , -Cy-Ali-Cy-OR f1 , -Ali-N(R')-R f1 , -Ali-Cy-N(R')-R f1 , -Ali-Cy-Ali-N(R')-R f1 , -Cy-N(R')-R f1 , -Cy-Ali-N(R')-R f1 , -Cy-Ali-Cy-N(R')-R f1 , [In the formula, Ali is an aliphatic hydrocarbon group having 1 to 20 carbon atoms, Cy is an alkyl aromatic ring or a heterocyclic ring. R' is a hydrogen atom or an organic group. f1 Department-CF 3 , -CF 2 H or -CFH 2 〕, More specific examples of compound (b) include (for example, in the formula listed in the above specific examples) -Y f -Z f α The following compounds, etc.: -(CH 2 ) n-O-R f1 、 -(CH 2 ) n -Cy-O-R f1 、 -(CH 2 ) n -Cy-(CH 2 ) n -O-R f1 、 -Cy-O-R f1 、 -Cy-(CH 2 ) n -O-R f1 、 -Cy-(CH 2 ) n -Cy-O-R f1 、 -(CH 2 ) n -N(R’)-R f1 、 -(CH 2 ) n -Cy-N(R’)-R f1 、 -(CH 2 ) n -Cy-(CH 2 )n-N(R’)-R f1 、 -Cy-N(R’)-R f1 、 -Cy-(CH 2 ) n -N(R’)-R f1 、 -Cy-(CH 2 ) n -Cy-N(R’)-R f1 、 〔In the formula, n is an integer from 1 to 40, Cy is a hydrocarbon aromatic ring or a heterocyclic ring, R’ is a hydrogen atom or an organic group, and R f1 is -CF 3 、-CF 2 H or -CFH 2 〕。 More specific examples of compound (b) include: Trifluoromethoxyalkyl carboxylate, trifluoromethoxyalkyl carbonyl halide, Trifluoromethoxybenzoate, trifluoromethoxybenzoyl halide, Trifluoromethoxyphenyl acetate, trifluoromethoxyphenyl acetyl halide, Trifluoromethoxyalkylamine, Trifluoromethoxyaniline, Trifluoromethoxyalkanol, Trifluoromethoxyphenol, Trifluoromethoxyalkyl isocyanate, CF 3 -O-CF 2 -R 2 -OH CF 3 -O-R 1 -O-CF 2 -R 2 -OH CF 3 -O-R 1 -CF 2 -O-R 2-OH CF 3 -O-Ph-O-CF 2 -R 2 -OH CF 3 -O-Ph-CF 2 -O-R 2 -OH R 3 -O-CF 2 -R 2 -OH R 3 -CF 2 -O-R 2 -OH (Here, R 1 to R 3 is independently a hydrocarbon group having 1 to 40 carbon atoms) etc. 〔Example of the manufacturing method of compound (b)〕 In this method, a compound (111) having a hydroxyl group and an alkene: HO-R j33 -CH=CH 2 is used as a raw material to synthesize a compound containing a trifluoromethoxy group. Here, R j33 is an alkylene group, for example, a C1-30 alkylene group. Examples of the compound containing an alkene group include: 3-hydroxypropene, 4-hydroxy-1-butene, 5-hydroxy-1-pentene, 6-hydroxy-1-hexene, 7-hydroxy-1-heptene, 8-hydroxy-1-octene, 9-hydroxy-1-nonene, 10-hydroxy-1-decene, 11-hydroxy-1-undecene, 12-hydroxy-1-dodecene, 13-hydroxy-1-tridecene, 14-hydroxy-1-tetradecene, 15-hydroxy-1-pentadecene, 16-hydroxy-1-hexadecene, 17-hydroxy-1-heptadecene, 18-hydroxy-1-octadecene, 19-hydroxy-1-nonadecene, 20-hydroxy-1-eicosene, 21-hydroxy-1-heneicosene, 24-hydroxy-1-tetracosene, 30-hydroxy-1-triacontene, etc. In the presence of a base such as sodium hydride, the hydroxyl group of compound (111) is reacted with carbon disulfide, and methyl iodide is added to obtain xanthate (112): H 3 CS-C(=S)-O-R j33 -COOR j32 . Here, R j32 is a lower alkyl group, such as methyl, ethyl, propyl, butyl, tert-butyl, specifically methyl and tert-butyl. Reacting the above xanthate (102) with pyridine hydrofluoride and 1,3-dibromo-5,5-dimethylhydantoin gives the target compound containing trifluoromethoxy (113): F 3 CO-R j33 -CH=CH 2 . In addition, another method is to react the hydroxyl group of compound (111) with trifluoromethyl arylsulfonate in an aprotic polar solvent such as NMP, DMF, HMPA (hexamethylphosphoric triamide) in the presence of cesium fluoride, tetrabutylammonium bromide, etc. to obtain the target compound containing trifluoromethoxy (113): F 3 CO-R j33 -CH=CH 2 . The obtained F 3 CO-R j33 -CH=CH 2 can be converted into F by conventional methods 3 CO-R j33 CH 2 CH 2 -OH. In addition, it can also react with a compound having an ethylenically unsaturated polymerizable group. For example, by reacting with (meth)acrylic acid, a (meth)acrylate monomer can be synthesized. By reacting with a (meth)acrylate containing an isocyanate group, a (meth)acrylate monomer containing an ethyl carbamate group can be synthesized. Reacting an alcohol with methyl acrylate in the presence of a basic catalyst (such as calcium hydroxide) gives a fluorinated acrylate. Here, F 3 CO-R j33 CH 2 CH 2 For other production methods of -OH, they can be as described in WO2020 / 168011A1, etc., and can also be synthesized by reacting silver triflate, potassium fluoride, 1-(chloromethyl)-4-fluoro-4-diazabicyclo[2.2.2]octane, the salt of tetrafluoroborate, and benzyloxy alcohol (for example, benzyloxyethanol), and subjecting the obtained product (for example, [2-(trifluoromethoxy)ethoxy]methyl]benzene) to hydrogen reduction under a palladium catalyst. F 3 CO-R j33 CH 2 CH 2 -OH can be further synthesized into a (meth)acrylate monomer by reacting with (meth)acrylic acid. By reacting with a (meth)acrylate containing an isocyanate group, a (meth)acrylate monomer containing a urethane group can be synthesized. Reacting an alcohol with methyl acrylate in the presence of a basic catalyst (for example, calcium hydroxide) can obtain a fluorinated acrylate. 〔Other parts〕 In addition to the above structures, the fluorine-containing compound can have a modifying group for compound (a) (for example, -Y f -Z f n or other modifying groups). Examples of the modifying group include: an anionic group, a cationic group, and a monovalent hydrocarbon group having 2 to 40 carbon atoms. Examples of the anionic group include: monomers having a carboxyl group, a sulfonic acid group, or a phosphoric acid group. Examples of the salt of the anionic group include: alkali metal salts, alkaline earth metal salts, or ammonium salts, such as methylammonium salts, ethanolammonium salts, triethanolammonium salts, etc. The cationic group is an amino group, preferably a tertiary amino group and a quaternary amino group. Among the tertiary amino groups, the two groups bonded to the nitrogen atom can be the same or different, and are preferably an aliphatic group having 1 to 5 carbon atoms (especially an alkyl group), an aromatic group having 6 to 20 carbon atoms (aryl), or an araliphatic group having 7 to 25 carbon atoms (especially an aralkyl group, such as benzyl (C 6 H 5-CH 2 -)) is preferred. Among the quaternary amines, the 3 groups bonded to the nitrogen atom may be the same or different, and are preferably aliphatic groups having 1 to 5 carbon atoms (especially alkyl groups), aromatic groups having 6 to 20 carbon atoms (aryl groups), or araliphatic groups having 7 to 25 carbon atoms (especially aralkyl groups such as benzyl (C 6 H 5 -CH 2 -)) is preferred. Among the tertiary amines and quaternary amines, the 1 remaining group bonded to the nitrogen atom may have a carbon-carbon double bond. The cationic group may be in the form of a salt. The cationic group belonging to the salt is a salt with an acid (organic acid or inorganic acid). Organic acids are preferred, such as carboxylic acids having 1 to 20 carbon atoms (especially monocarboxylic acids such as acetic acid, propionic acid, butyric acid, stearic acid, etc.). The monovalent hydrocarbon group having 2 or more and 40 or less carbon atoms may be an aromatic hydrocarbon group or an aliphatic hydrocarbon group. The aliphatic hydrocarbon group may especially be a saturated aliphatic hydrocarbon group (alkyl group). The hydrocarbon group may be branched or straight-chain, for example, straight-chain. The hydrocarbon group may be saturated or unsaturated. The hydrocarbon group may be a saturated aliphatic hydrocarbon group (alkyl group). The carbon number of the hydrocarbon group may be 2 or more, 4 or more, 6 or more, 8 or more, 10 or more, 12 or more, 14 or more, 16 or more, 18 or more, 20 or more, or 22 or more. In addition, it may be 40 or less, 35 or less, 30 or less, 25 or less, 20 or less, 15 or less, or 10 or less. [Method for producing fluorine-containing compound] The fluorine-containing compound can be obtained by reacting compound (a) with compound (b). The reaction conditions can be appropriately determined by those skilled in the art. The active hydrogen in compound (a) can be reacted with the reactive hydrogen group in compound (b) to form a fluorine-containing compound. Or, in the presence of compound (a), it can be graft-polymerized with compound (b) using a suitable catalyst (such as a polyvalent ion selected from Ce 4+ 、V 5+ 、Cr 6+ and Mn 3+ to form. For example, the Grafting-to method, Grafting-from method, etc. well-known to those skilled in the art can be used. The graft polymerization can refer to textbooks such as "Principles of Polymerization" (G.G. Odian, Wiley Interscience, 3rd edition, 1991, pages 715-725), etc. [Water and oil repellent] The water- and oil-repellent agent in the present disclosure can impart liquid repellency (water repellency, oil repellency, oil resistance, and / or water resistance) to a substrate (e.g., a fiber substrate, a paper substrate), and can function as at least one selected from the group consisting of a water repellent, an oil repellent, an oil resistant agent, and a water resistant agent. The water- and oil-repellent agent in the present disclosure can impart good oil resistance (oil repellency) and / or water resistance (water repellency) to the substrate, for example, can impart good oil resistance and water resistance simultaneously. 〔Fluorine compound〕 The water- and oil-repellent agent of the present disclosure contains the above-mentioned fluorine-containing compound. The fluorine-containing compound itself can be used as a water- and oil-repellent agent, or can be used as a water- and oil-repellent agent in combination with other components as described below. The water- and oil-repellent agent in the present disclosure contains a compound having the above Rf 1 or Rf 2 fluorine-containing compound. On the one hand, the water- and oil-repellent agent in the present disclosure may not have any one selected from the group consisting of a compound having a fluoroalkyl group with 8 or more carbon atoms, a compound having a perfluoroalkyl group with 8 or more carbon atoms, a compound having a fluoroalkyl group with 4 or more carbon atoms, a compound having a perfluoroalkyl group with 4 or more carbon atoms, a compound having a fluoroalkyl group with 2 or more carbon atoms, and a compound having a perfluoroalkyl group with 2 or more carbon atoms. The water- and oil-repellent agent in the present disclosure can impart liquid repellency to the substrate even without containing these fluorine compounds. Further, in this specification, the fluoroalkyl group may refer to a group in which one or more hydrogen atoms in each carbon atom of the alkyl group are substituted by fluorine atoms. 〔Amount of fluorine-containing compound〕 In the water- and oil-repellent agent, the amount of the fluorine-containing compound can be 0.01% by weight or more, 0.03% by weight or more, 0.5% by weight or more, 1% by weight or more, 3% by weight or more, 5% by weight or more, 10% by weight or more, 20% by weight or more, 30% by weight or more. In addition, it can be 60% by weight or less, 50% by weight or less, 40% by weight or less, 30% by weight or less, 20% by weight or less, 10% by weight or less, 5% by weight or less, or 3% by weight or less. The fluorine-containing compound itself can be used as a water- and oil-repellent agent. 〔Other water- and oil-repellent agent components〕 The water and oil repellent of the present disclosure may contain other water and oil repellent components. As the other water and oil repellents, known water and oil repellents can be used, for example, non-fluorine water and oil repellent components. Examples of non-fluorine water and oil repellent components include, but are not limited to, acrylic polymers described in WO / 2020 / 054856, WO / 2017 / 159754, WO / 2020 / 162547, etc., polyurethanes described in JP-T-2016-524628, JP-T-2017-533976, JP-T-2017-504730, WO / 2021 / 132170, WO / 2021 / 132172, etc., and natural product modifiers described in WO / 2022 / 065382, WO / 2022 / 065385, etc. 〔Amount of other water and oil repellent components〕 Relative to 100 parts by weight of the fluorine-containing compound, the amount of other water and oil repellent components may be 0.01 part by weight or more, 0.1 part by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 75 parts by weight or more, or 100 parts by weight or more. In addition, it may be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, 5 parts by weight or less, 3 parts by weight or less, or 1 part by weight or less. 〔Dispersant〕 The water and oil repellent of the present disclosure may contain a dispersant. The dispersant can be selected from organic dispersants and inorganic dispersants. It can be at least one. The dispersant can be nonionic and can be at least one selected from nonionic dispersants, cationic dispersants, amphoteric dispersants, and inorganic dispersants. The water and oil repellent may not contain anionic dispersants. Both organic dispersants and inorganic dispersants can be used as the dispersant, and it can also be a combination of organic dispersants and inorganic dispersants. An organic dispersant can be used as the dispersant. Organic dispersants can be classified into nonionic dispersants, anionic dispersants, cationic dispersants, and amphoteric dispersants, and organic dispersants can mean surfactants. The dispersant can be non-fluorine. 〔Nonionic dispersant〕 The dispersant may contain a nonionic dispersant. The nonionic dispersant can be a nonionic surfactant. The nonionic dispersant can be of low molecular weight type or high molecular weight type. The molecular weight can be 100 or more, 500 or more, 1,000 or more, 2,000 or more, 4,000 or more, or 6,000 or more. In addition, it can be 100,000 or less, 50,000 or less, 25,000 or less, 10,000 or less, 7,500 or less, 5,000 or less, 2,500 or less, 1,000 or less, 750 or less, or 250 or less. Examples of the nonionic dispersant include: ethers, esters, ester ethers, alkanolamides, polyols, and amine oxides. Examples of the ether are compounds having an oxyalkylene group (preferably a polyoxyethylene group). Examples of the ester are esters of alcohols and fatty acids. Examples of the alcohol are alcohols having 1 to 6 valences (especially 2 to 5 valences) and 1 to 50 carbon atoms (especially 10 to 30 carbon atoms) (for example, aliphatic alcohols). Examples of the fatty acid are saturated or unsaturated fatty acids having 2 to 50 carbon atoms, especially 5 to 30 carbon atoms. Examples of the ester ether are compounds obtained by adding an alkylene oxide (especially ethylene oxide) to an ester of an alcohol and a fatty acid. Examples of the alcohol are alcohols having 1 to 6 valences (especially 2 to 5 valences) and 1 to 50 carbon atoms (especially 3 to 30 carbon atoms) (for example, aliphatic alcohols). Examples of the fatty acid are saturated or unsaturated fatty acids having 2 to 50 carbon atoms (especially 5 to 30 carbon atoms). Examples of the alkanolamide are formed from fatty acids and alkanolamines. The alkanolamide can be a monoalkanolamide or a dialkanolamide. Examples of the fatty acid are saturated or unsaturated fatty acids having 2 to 50 carbon atoms (especially 5 to 30 carbon atoms). The alkanolamine can be an alkanol having 1 to 3 amino groups and 1 to 5 hydroxyl groups and 2 to 50 carbon atoms (especially 5 to 30 carbon atoms). The polyol can be an alcohol having 2 to 5 valences and 10 to 30 carbon atoms. The amine oxide can be an oxide of an amine (secondary amine or preferably tertiary amine) (for example, having 5 to 50 carbon atoms). The nonionic dispersant is preferably a nonionic dispersant having an oxyalkylene group (preferably a polyoxyethylene group). The carbon number of the alkylene group in the oxyalkylene group is preferably 2 to 10. The number of oxyalkylene groups in the molecule of the nonionic dispersant is usually preferably 2 to 100. The nonionic dispersant is preferably a nonionic dispersant selected from the group consisting of ethers, esters, ester ethers, alkanolamides, polyols, and amine oxides and having an oxyalkylene group. The nonionic dispersant can be an alkylene oxide adduct of a linear and / or branched aliphatic (saturated and / or unsaturated) group, a polyalkylene glycol ester of a linear and / or branched fatty acid (saturated and / or unsaturated), a sorbitan ester of a linear and / or branched fatty acid (saturated and / or unsaturated), a glycerol ester of a linear and / or branched fatty acid (saturated and / or unsaturated), a polyglycerol ester of a linear and / or branched fatty acid (saturated and / or unsaturated), a sucrose ester of a linear and / or branched fatty acid (saturated and / or unsaturated), a polyoxyethylene (POE) / polyoxypropylene (POP) copolymer (random copolymer or block copolymer), an alkylene oxide adduct of acetylene glycol, etc. Among these compounds, those in which the structure of the alkylene oxide adduct part and the polyalkylene glycol part is polyoxyethylene (POE) or polyoxypropylene (POP) or a polyoxyethylene (POE) / polyoxypropylene (POP) copolymer (which can be a random copolymer or a block copolymer) are preferred. In addition, the nonionic dispersant may not contain an aromatic group. The nonionic dispersant can be a compound represented by the following formula: R 1 O-(CH 2 CH 2 O) p -(R 2 O) q -R 3 [In the formula, R 1 is an alkyl group having 1 to 22 carbon atoms, an alkenyl group having 2 to 22 carbon atoms, or an acyl group, R 2 are each independently the same or different and are alkylene groups having 3 or more carbon atoms (for example, 3 to 10), R 3 is a hydrogen atom, an alkyl group having 1 to 22 carbon atoms, or an alkenyl group having 2 to 22 carbon atoms, p is a number of 2 or more, q is a number of 0 or 1 or more.]. R 1 preferably has 8 to 20 carbon atoms, particularly 10 to 18. Specific preferred examples of R 1 include lauryl, tridecyl, and oleyl. R 2 Examples thereof include propylene and butylene. In the nonionic dispersant, p may be a number of 3 or more (for example, 5 to 200). q may be a number of 2 or more (for example, 5 to 200). That is, -(R 2 O) q - may form a polyoxyalkylene chain. The nonionic dispersant may be a polyoxyethylene alkylene alkyl ether having a hydrophilic polyoxyethylene chain and a hydrophobic oxyalkylene chain (particularly a polyoxyalkylene chain) in the center. Examples of the hydrophobic oxyalkylene chain include an oxypropylene chain, an oxybutylene chain, a styrene chain, etc., and among them, an oxypropylene chain is preferred. Specific examples of the nonionic dispersant may include condensation products of ethylene oxide and hexylphenol, isooctylphenol, cetyl alcohol, oleic acid, alkane (C 12 -C 16 ) mercaptan, sorbitan monofatty acid (C 7 -C 19 ) or alkyl (C 12 -C 18 ) amine, etc., sorbitan fatty acid esters, glycerol fatty acid esters, polyglycerol fatty acid esters, sucrose fatty acid esters, propylene glycol fatty acid esters, polyoxyethylene alkyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, polyoxyethylene glycerol fatty acid esters, polyoxyethylene sorbitan fatty acid esters, lecithin derivatives, etc. Regarding the molecular weight of the nonionic dispersant (copolymer), the ratio of the polyoxyethylene block may be 5 to 80% by weight, for example, 30 to 75% by weight, particularly 40 to 70% by weight. The average molecular weight of the nonionic dispersant is usually 300 to 5,000, for example, 500 to 3,000. The nonionic dispersant may be a single type or a mixture of two or more types. The nonionic dispersant may be a mixture of a compound with an HLB (hydrophilic-lipophilic balance) of less than 15 (particularly 5 or less) and a compound with an HLB of 15 or more. 〔Cationic Dispersant〕 The dispersant may include a cationic dispersant. The cationic dispersant may be a cationic surfactant. The cationic dispersant may be a low molecular weight type (for example, with a molecular weight of 2,000 or less, particularly 10,000 or less), and may be a high molecular weight type (for example, with a molecular weight of 2,000 or more). The cationic dispersant may be a compound without an amide group. The cationic dispersant can be of low molecular weight or high molecular weight. The molecular weight can be 100 or more, 500 or more, 1,000 or more, 2,000 or more, 4,000 or more, or 6,000 or more. In addition, it can be 100,000 or less, 50,000 or less, 25,000 or less, 10,000 or less, 7,500 or less, 5,000 or less, 2,500 or less, 1,000 or less, 750 or less, or 250 or less. The cationic dispersant can be an amine salt, a quaternary ammonium salt, or an oxyethylene-added ammonium salt. Specific examples of the cationic dispersant are not particularly limited, and examples include amine salt type dispersants such as alkylamine salts, amino alcohol fatty acid derivatives, polyamine fatty acid derivatives, imidazolines, quaternary ammonium salt type dispersants such as alkyltrimethylammonium salts, dialkyldimethylammonium salts, alkyldimethylbenzylammonium salts, pyridinium salts, alkylisoquinolinium salts, benzalkonium chloride, benzethonium chloride, etc. A preferred example of the cationic dispersant is a compound represented by the following formula: R 21 -N + (-R 22 )(-R 23 )(-R 24 )X - 〔In the formula, R 21 、R 22 、R 23 and R 24 are hydrocarbon groups having 1 to 40 carbon atoms, X is an anionic group〕. R 21 、R 22 、R 23 and -R 24 Specific examples of are alkyl groups (for example, methyl, butyl, stearyl, palmityl). Specific examples of X are halogen (for example, chlorine), acid (for example, hydrochloric acid, acetic acid). The cationic dispersant is particularly preferably a monoalkyltrimethylammonium salt (alkyl having 4 to 40 carbon atoms). The cationic dispersant is preferably an ammonium salt. The cationic dispersant can be an ammonium salt represented by the following formula: R 1 p -N + R 2 q X - [In the formula, R 1 is a linear and / or branched aliphatic (saturated and / or unsaturated) group having 12 or more carbon atoms (for example, C 12 ~C 50 ), R 2 is H or an alkyl group having 1 to 4 carbon atoms, benzyl group, polyoxyethylene group (the number of oxyethylene groups is, for example, 1 (especially 2, particularly 3) to 50) (with CH 3 , C 2 H 5 being particularly preferred), X is a halogen atom, a fatty acid salt group having C 1 to C 4 , p is 1 or 2, q is 2 or 3, and p + q = 4.]. The number of carbon atoms of R 1 can be 12 to 50, for example, 12 to 30. Specific examples of the cationic dispersant include dodecyltrimethylammonium acetate, trimethyltetradecylammonium chloride, cetyltrimethylammonium bromide, trimethyloctadecylammonium chloride, (dodecylmethylbenzyl)trimethylammonium chloride, benzyldodecyldimethylammonium chloride, methyldodecyldi(hydrogenpolyoxyethylene)ammonium chloride, benzyldodecyldi(hydrogenpolyoxyethylene)ammonium chloride, N-[2-(diethylamino)ethyl]oleamide hydrochloride. [Anionic dispersant] The dispersant may contain an anionic dispersant. The anionic dispersant can be an anionic surfactant. The dispersant may not contain an anionic dispersant. An anionic dispersant can be of low molecular weight type or high molecular weight type. The molecular weight can be 100 or more, 500 or more, 1,000 or more, 2,000 or more, 4,000 or more, or 6,000 or more. In addition, it can be 100,000 or less, 50,000 or less, 25,000 or less, 10,000 or less, 7,500 or less, 5,000 or less, 2,500 or less, 1,000 or less, 750 or less, or 250 or less. Examples of the anionic dispersant include: alkyl ether sulfates, alkyl sulfates, alkenyl ether sulfates, alkenyl sulfates, olefin sulfonates, alkane sulfonates, saturated or unsaturated fatty acid salts, alkyl or alkenyl ether carboxylates, α-sulfo fatty acid salts, N-acyl amino acid type dispersants, phosphoric acid mono- or diester type dispersants, and sulfosuccinates. The dispersant may contain an amphoteric dispersant. The amphoteric dispersant can be an amphoteric surfactant. The amphoteric dispersant can be of low molecular weight type or high molecular weight type. The molecular weight can be 100 or more, 500 or more, 1,000 or more, 2,000 or more, 4,000 or more, or 6,000 or more. In addition, it can be 100,000 or less, 50,000 or less, 25,000 or less, 10,000 or less, 7,500 or less, 5,000 or less, 2,500 or less, 1,000 or less, 750 or less, or 250 or less. Examples of the amphoteric dispersant include: alanines, imidazoline betaines, amide betaines, acetic acid betaines, etc. Specifically, examples include: lauryl betaine, stearyl betaine, lauryl carboxymethyl hydroxyethyl imidazoline betaine, lauryl dimethylaminoacetic acid betaine, fatty acylamide propyl dimethylaminoacetic acid betaine, etc. The dispersant may contain an inorganic dispersant. The average primary particle diameter of the inorganic dispersant can be 5 nm or more, 30 nm or more, 100 nm or more, 1 μm or more, 10 μm or more, or 25 μm or more. In addition, it can be 100 μm or less, 50 μm or less, 10 μm or less, 1 μm or less, 500 nm or less, or 300 nm or less. The average primary particle diameter can be measured by observing with, for example, a microscope (scanning electron microscope or transmission electron microscope). The inorganic dispersant can be hydrophilic particles. Examples of the inorganic dispersant include: polyvalent metal phosphates such as tricalcium phosphate, magnesium phosphate, aluminum phosphate, zinc phosphate, and hydroxyapatite; carbonates such as calcium carbonate and magnesium carbonate; silicates such as calcium metasilicate; sulfates such as calcium sulfate and barium sulfate; hydroxides such as calcium hydroxide, magnesium hydroxide, and aluminum hydroxide, etc. Based on 100 parts by weight of the fluorine-containing compound, the amount of the dispersant can be 0.01 part by weight or more, 0.1 part by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 75 parts by weight or more, or 100 parts by weight or more. In addition, it can be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, 5 parts by weight or less, 3 parts by weight or less, or 1 part by weight or less. 〔Liquid medium〕 The water and oil repellent agent in the present disclosure may contain a liquid medium. The liquid medium may be water, an organic solvent, or a mixture of water and an organic solvent. The water and oil repellent agent may be a dispersion or a solution. The water and oil repellent agent in the present disclosure may be water-dispersible and contain at least water. Examples of the organic solvent are: esters (for example, esters having 2 to 40 carbon atoms, specifically ethyl acetate, butyl acetate), ketones (for example, ketones having 2 to 40 carbon atoms, specifically methyl ethyl ketone, diisobutyl ketone), alcohols (for example, alcohols having 1 to 40 carbon atoms, specifically isopropyl alcohol), aromatic solvents (for example, toluene and xylene), petroleum solvents (for example, alkanes having 5 to 10 carbon atoms, specifically naphtha, kerosene). The organic solvent is preferably a water-soluble organic solvent. The water-soluble organic solvent may contain a compound having at least one hydroxyl group (for example, alcohols, polyols such as glycol solvents, ethers of polyols (for example, monoethers), etc.). These solvents may be used alone or two or more of them may be used in combination. 〔Amount of liquid medium〕 Based on 1 part by weight of the fluorine-containing compound, the amount of the liquid medium can be 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 20 parts by weight or more, 30 parts by weight or more, 40 parts by weight or more, or 50 parts by weight or more, 100 parts by weight or more, 200 parts by weight or more, 300 parts by weight or more, 500 parts by weight or more, or 1,000 parts by weight or more. In addition, it can be 3,000 parts by weight or less, 2,000 parts by weight or less, 1,000 parts by weight or less, 500 parts by weight or less, 200 parts by weight or less, 175 parts by weight or less, 150 parts by weight or less, 125 parts by weight or less, 100 parts by weight or less, 80 parts by weight or less, 60 parts by weight or less, 40 parts by weight or less, 20 parts by weight or less, or 10 parts by weight or less. Relative to 1 part by weight of the fluorine-containing compound, the amount of water can be 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 20 parts by weight or more, 30 parts by weight or more, 40 parts by weight or more, 50 parts by weight or more, 100 parts by weight or more, 200 parts by weight or more, 300 parts by weight or more, 500 parts by weight or more, or 1,000 parts by weight or more. In addition, it can be 3,000 parts by weight or less, 2,000 parts by weight or less, 1,000 parts by weight or less, 500 parts by weight or less, 200 parts by weight or less, 175 parts by weight or less, 150 parts by weight or less, 125 parts by weight or less, 100 parts by weight or less, 80 parts by weight or less, 60 parts by weight or less, 40 parts by weight or less, 20 parts by weight or less, or 10 parts by weight or less. Relative to 1 part by weight of the fluorine-containing compound, the amount of the organic solvent can be 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 20 parts by weight or more, 30 parts by weight or more, 40 parts by weight or more, 50 parts by weight or more, 100 parts by weight or more, 200 parts by weight or more, 300 parts by weight or more, 500 parts by weight or more, or 1,000 parts by weight or more. In addition, it can be 3,000 parts by weight or less, 2,000 parts by weight or less, 1,000 parts by weight or less, 500 parts by weight or less, 200 parts by weight or less, 175 parts by weight or less, 150 parts by weight or less, 125 parts by weight or less, 100 parts by weight or less, 80 parts by weight or less, 60 parts by weight or less, 40 parts by weight or less, 20 parts by weight or less, or 10 parts by weight or less. [Polysiloxane] The water and oil repellent in the present disclosure may contain polysiloxane (polyorganosiloxane). Because it contains polysiloxane, in addition to good liquid repellency, it can also have good texture and durability. As the polysiloxane, known polysiloxanes can be used. Examples of the polysiloxane include: polydimethylsiloxane, modified siloxanes (amine-modified, epoxy-modified polysiloxane, carboxyl-modified polysiloxane, methylhydrogen polysiloxane, etc.). The polysiloxane can be a polysiloxane wax having a waxy property. These can be used alone or two or more of them can be used in combination. The weight average molecular weight of the polysiloxane can be 1,000 or more, 10,000 or more, or 50,000 or more. In addition, it can be 500,000 or less, 250,000 or less, 100,000 or less, or 50,000 or less. [Amount of polysiloxane] With respect to 100 parts by weight of the fluorine-containing compound, the amount of the polysiloxane may be 0.1 part by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 75 parts by weight or more, or 100 parts by weight or more. In addition, it may be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 5 parts by weight or less. 〔Wax〕 The water and oil repellent agent in the present disclosure may contain wax. Due to the inclusion of wax, good liquid repellency can be imparted to the substrate. Examples of waxes include: paraffin wax, microcrystalline wax, Fischer-Tropsch wax, polyolefin waxes (such as polyethylene wax, polypropylene wax, etc.), oxidized polyolefin waxes, silicone waxes, animal and vegetable waxes, and mineral waxes, etc. Paraffin wax is preferred. Specific examples of the compounds constituting the wax are normal alkanes (for example, tricosane, tetracosane, pentacosane, hexacosane, heptacosane, octacosane, nonacosane, triacontane, hentriacontane, dotriacontane, tritriacontane, tetratriacontane, pentatriacontane, hexatriacontane), normal alkenes (for example, 1-eicosene, 1-docosene, 1-tricosene, 1-tetracosene, 1-pentacosene, 1-hexacosene, 1-heptacosene, 1-octacosene, 1-nonacosene, 1-triacontene, 1-hentriacontene, 1-dotriacontene, 1-tritriacontene, 1-tetratriacontene, 1-pentatriacontene, 1-hexatriacontene). The carbon number of the compounds constituting the wax is 20 to 60, for example, preferably 25 to 45. The molecular weight of the wax is 200 to 2,000, for example, it may be 250 to 1,500, 300 to 1,000. These waxes can be used alone, or two or more of them can be used in combination. The melting point of the wax may be 40 °C or more, 50 °C or more, 55 °C or more, 60 °C or more, 65 °C or more, or 70 °C or more, preferably 55 °C or more, more preferably 60 °C or more. In addition, it may be 200 °C or less, 150 °C or less, 130 °C or less, 120 °C or less, 110 °C or less, 100 °C or less, 80 °C or less, or 50 °C or less, preferably 120 °C or less. The melting point of the wax can be measured in accordance with JIS K 2235-1991. 〔Amount of wax〕 Based on 100 parts by weight of the fluorine-containing compound, the amount of wax can be 0.1 part by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 75 parts by weight or more, or 100 parts by weight or more. In addition, it can be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 5 parts by weight or less. 〔Organic acid〕 The water and oil repellent of the present disclosure may contain an organic acid. Conventional organic acids can be used. Examples of organic acids include carboxylic acids, sulfonic acids, sulfinic acids, etc., with carboxylic acids being particularly preferred. Examples of the carboxylic acid include formic acid, acetic acid, propionic acid, butyric acid, oxalic acid, succinic acid, glutaric acid, adipic acid, malic acid, citric acid, etc., with formic acid or acetic acid being particularly preferred. In the present disclosure, one kind of organic acid can be used, or two or more kinds can be used in combination. For example, formic acid and acetic acid can be used in combination. 〔Amount of organic acid〕 Based on 100 parts by weight of the fluorine-containing compound, the amount of organic acid can be 0.1 part by weight or more, 1 part by weight or more, 3 part by weight or more, 5 part by weight or more, 10 part by weight or more, 15 part by weight or more, 20 part by weight or more, 50 part by weight or more, 75 part by weight or more, or 100 part by weight or more. In addition, it can be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 5 parts by weight or less. The pH of the water and oil repellent is 3 to 10, for example, it can be 5 to 9, and particularly, the amount of organic acid can be adjusted to be 6 to 8. The water and oil repellent can be acidic (pH 7 or less, for example, 6 or less). 〔Hardening agent〕 The water and oil repellent of the present disclosure may contain a hardening agent (active hydrogen reactive compound or compound containing active hydrogen). The hardening agent (crosslinking agent) in the water and oil repellent can harden the fluorine-containing compound well. The hardening agent can be an active hydrogen reactive compound or a compound containing active hydrogen that reacts with the active hydrogen or active hydrogen reactive group of the fluorine-containing compound. Examples of the active hydrogen reactive compound are isocyanate compounds, epoxy compounds, compounds containing chloromethyl, compounds containing carboxyl groups, and hydrazide compounds. Examples of the compound containing active hydrogen are compounds containing hydroxyl groups, compounds containing amino groups, compounds containing carboxyl groups, compounds containing keto groups, hydrazide compounds, and melamine compounds. The hardener may contain an isocyanate compound. The isocyanate compound may be a polyisocyanate compound. The polyisocyanate compound is a compound having two or more isocyanate groups in one molecule. The polyisocyanate compound serves as a crosslinking agent. Examples of the polyisocyanate compound include aliphatic polyisocyanates, alicyclic polyisocyanates, araliphatic polyisocyanates, aromatic polyisocyanates, and derivatives of these isocyanates. The isocyanate compound is a blocked isocyanate compound (e.g., it may be a blocked polyisocyanate compound). The blocked isocyanate compound is a compound in which the isocyanate group of the isocyanate compound is masked with a blocking agent to inhibit the reaction. Examples of aliphatic polyisocyanates are trimethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, pentamethylene diisocyanate, 1,2-propylene diisocyanate, 1,2-butylene diisocyanate, 2,3-butylene diisocyanate, 1,3-butylene diisocyanate, 2,4,4- or 2,2,4-trimethylhexamethylene diisocyanate, aliphatic diisocyanates such as 2,6-diisocyanatomethylhexanoate, and lysine triisocyanate, 1,4,8-triisocyanatooctane, 1,6,11-triisocyanatoundecane, 1,8-diisocyanato-4-isocyanatomethyl octane, 1,3,6-triisocyanatohexane, 2,5,7-trimethyl-1,8-diisocyanato-5-isocyanatomethyl octane, and other aliphatic triisocyanates. These polyisocyanates can be used alone or two or more of them can be used in combination. Examples of alicyclic polyisocyanates are alicyclic diisocyanates and alicyclic triisocyanates. Specific examples of alicyclic polyisocyanates are 1,3-cyclopentene diisocyanate, 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate (isophorone diisocyanate), 1,3,5-triisocyanatocyclohexane. These polyisocyanates can be used alone or two or more of them can be used in combination. Examples of araliphatic polyisocyanates are araliphatic diisocyanates and araliphatic triisocyanates. Specific examples of araliphatic polyisocyanates are 1,3- or 1,4-xylene diisocyanate or a mixture thereof, 1,3- or 1,4-bis(1-isocyanato-1-methylethyl)benzene (tetramethylxylene diisocyanate) or a mixture thereof, 1,3,5-triisocyanatomethylbenzene. These polyisocyanates can be used alone or two or more of them can be used in combination. Examples of aromatic polyisocyanates are aromatic diisocyanates, aromatic triisocyanates, and aromatic tetraisocyanates. Specific examples of aromatic polyisocyanates are m-phenylene diisocyanate, p-phenylene diisocyanate, 4,4'-diphenyl diisocyanate, 1,5-naphthalene diisocyanate, 2,4'- or 4,4'-diphenylmethane diisocyanate or a mixture thereof, 2,4- or 2,6-tolylene diisocyanate or a mixture thereof, triphenylmethane-4,4',4''-triisocyanate, and 4,4'-diphenylmethane-2,2',5,5'-tetraisocyanate, etc. These polyisocyanates can be used alone or two or more of them can be used in combination. Examples of derivatives of polyisocyanates include, for example: dimers, trimers, biurets, urethanes, carbodiimides, uretdiones, uretonimines, isocyanurates, imino various derivatives such as diazinediones. These derivatives can be used alone or two or more of them can be used in combination. These polyisocyanates can be used singly or two or more of them can be used in combination. As the polyisocyanate compound, it is preferable to use a blocked polyisocyanate compound (blocked isocyanate), which is a compound in which the isocyanate groups of the polyisocyanate compound are blocked by a blocking agent. It is more stable even in solution and can be used in the same solution as the water- and oil-repellent agent, etc. Therefore, it is preferable to use a blocked polyisocyanate compound. The blocking agent is a substance that blocks free isocyanate groups. The blocked isocyanate compound can regenerate the isocyanate groups by heating to, for example, 100°C or higher, for example, 130°C or higher, and can easily react with hydroxyl groups. Examples of the blocking agent are phenolic compounds, lactam compounds, aliphatic alcohol compounds, oxime compounds, etc. The polyisocyanate compounds can be used alone or two or more of them can be used in combination. Epoxy compounds are compounds having epoxy groups. Examples of epoxy compounds are epoxy compounds having polyoxyalkylene groups, such as polyglycerol polyglycidyl ether and polypropylene glycol diglycidyl ether; and sorbitol polyglycidyl ether, etc. Compounds containing chloromethyl are compounds having chloromethyl. Examples of compounds containing chloromethyl are chloromethylated polystyrene, etc. Compounds containing carboxyl groups are compounds having carboxyl groups. Examples of compounds containing carboxyl groups are (poly)acrylic acid, (poly)methacrylic acid, etc. Specific examples of compounds containing ketone groups include: (poly)diacetoneacrylamide, diacetone alcohol, etc. Specific examples of hydrazide compounds include: hydrazine, carbohydrazide, adipic dihydrazide, etc. Specific examples of melamine compounds include: melamine resin, methylated melamine resin, etc. [Amount of curing agent] Based on 100 parts by weight of the fluorine-containing compound, the amount of the hardener can be 0.1 part by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, or 20 parts by weight or more, 50 parts by weight or more, 75 parts by weight or more, or 100 parts by weight or more. In addition, it can be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, 5 parts by weight or less. 〔Other Components〕 The water and oil repellent can contain other components in addition to the above components. Examples of other components include: polysaccharides, paper strength enhancers, flocculants, yield improvers, coagulants, binder resins, anti-slip agents, sizing agents, paper strength enhancers, PVA, penetrants, organic acids, pigments, fillers, antistatic agents, preservatives, ultraviolet absorbers, antibacterial agents, deodorants, fragrances, etc. These components can be used alone or in combination of two or more. In addition to the aforementioned components, other water and / or oil repellents, dispersants, texture modifiers, softeners, flame retardants, coating fixatives, anti-wrinkle agents, drying speed adjusters, crosslinking agents, film-forming aids, compatibilizers, antifreezing agents, viscosity adjusters, ultraviolet absorbers, antioxidants, pH adjusters, insecticides, defoamers, anti-shrinking agents, laundry anti-wrinkle agents, shape retainers, pendant property retainers, ironing improvers, brightening agents, whitening agents, fabric softening clay, anti-bleeding agents such as polyvinylpyrrolidone, polymer dispersants, detergents, scum dispersants, fluorescent brightening agents such as disodium 4,4-bis(2-sulfostyryl)biphenyl (Tinopal CBS-X manufactured by Ciba Speciality Chemicals), dye fixatives, anti-fading agents such as 1,4-bis(3-aminopropyl)piperazine, detergents, enzymes such as cellulase, amylase, protease, lipase, keratinase as fiber surface modifiers, defoamers, silk protein powder that can impart silk texture and functions such as moisture absorption and desorption performance, surface modifiers or emulsion dispersions thereof (such as K-50, K-30, K-10, A-705, S-702, L-710, FP series (Idemitsu Petrochemical), hydrolyzed silk solution (surface hair), Silkgen G Solvel S (Ichimaru Falcos), soil repellents (such as nonionic high molecular compounds composed of ethylene terephthalate and / or isophthalic acid ethylene ester units and polyoxyalkylene units (such as FR627 manufactured by Mutual Chemical Industry), SRC-1 manufactured by Clariant Japan, etc.). These components can be used alone or in combination of two or more. 〔Polysaccharides〕 Examples of polysaccharides include starch, xanthan gum, karaya gum, welan gum, guar gum, pectin, tamarind gum, carrageenan, chitosan, gum arabic, locust bean gum, cellulose, alginic acid, agar, glucan, cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, chitin nanofibers, cellulose nanofibers, and pullulan polysaccharide, etc. The polysaccharide may be a substituted and modified polysaccharide, especially a modified polysaccharide into which a hydroxyl group or a cationic group is introduced. [Paper strength enhancer, flocculant, yield improver or coagulant] Examples of paper strength enhancers, flocculants, yield improvers or coagulants include: styrene polymers (styrene / maleic acid polymers, styrene / acrylic acid polymers), urea-formaldehyde polymers, polyethyleneimine, melamine-formaldehyde polymers, polyamideamine-epichlorohydrin polymers, polyacrylamide polymers, polyamine polymers, polydiallyldimethylammonium chloride, alkylamine-epichlorohydrin condensates, condensates of alkylene dichlorides and polyalkylene polyamines, dicyandiamide-formalin condensates, dimethyldiallylammonium chloride polymers, and olefin / maleic anhydride polymers, etc. [Sizing agent] Examples of sizing agents include: cellulose-reactive sizing agents, such as rosin-based sizing agents like rosin-based soaps, rosin-based emulsions / dispersions, cellulose-reactive sizing agents, such as emulsions / dispersions of acid anhydrides like alkyl and alkenyl succinic anhydrides (ASA), alkenyl and alkyl ketene dimers (AKD) and polymers, and anionic, cationic, and amphoteric polymers of ethylenically unsaturated monomers, such as copolymers of styrene and acrylate. [Antistatic agent] Examples of antistatic agents include: quaternary ammonium salts, pyridinium salts, cationic antistatic agents having cationic functional groups such as primary, secondary, and tertiary amines; anionic antistatic agents having anionic functional groups such as sulfonates or sulfate esters, sulfonates, phosphate esters; amphoteric antistatic agents such as alkyl betaines and their derivatives, imidazolines and their derivatives, alanine and its derivatives; nonionic antistatic agents such as amino alcohols and their derivatives, glycerol and its derivatives, polyethylene glycol and its derivatives, etc. It may also be an ion-conductive polymer obtained by polymerizing or copolymerizing monomers having ion-conductive groups of cationic, anionic, and zwitterionic types. These antistatic agents can be used alone or in combination of two or more. [Preservative] Preservatives mainly enhance the antiseptic power and bactericidal power and can be used to maintain the antiseptic performance during long-term storage. Examples of preservatives include, for example: isothiazolone-based organosulfur compounds, benzisothiazolone-based organosulfur compounds, benzoic acids, 2-bromo-2-nitro-1,3-propanediol, etc. [UV absorber] An ultraviolet absorber is a chemical agent that has the effect of protecting against ultraviolet rays, and is a component that absorbs ultraviolet rays and converts them into infrared rays or visible light and then releases them. Examples of ultraviolet absorbers include: aminobenzoic acid derivatives, salicylic acid derivatives, cinnamic acid derivatives, benzophenone derivatives, oxazole-based compounds, 4-tert-butyl-4'-methoxybenzoylmethane, etc. 〔Antibacterial agent〕 An antibacterial agent is a component that has the effect of inhibiting the growth of bacteria on fibers and further suppressing the unpleasant odor of decomposition products from microorganisms. Examples of antibacterial agents include: cationic bactericides such as quaternary ammonium salts, zinc bis-(2-pyridylthio-1-oxide), polyhexamethylene biguanide hydrochloride, 8-hydroxyquinoline, polylysine, etc. 〔Deodorant〕 Examples of deodorants include: cyclodextrin clathrates, methyl-β-cyclodextrin, 2-hydroxypropyl-β-cyclodextrin, monoacetyl-β-cyclodextrin, acylamide propyl dimethylamine oxide, amino carboxylic acid-based metal complexes (zinc complex of trisodium methylglycinediacetate described in International Publication No. 2012 / 090580), etc. 〔Amount of other components〕 With respect to 100 parts by weight of the fluorine-containing compound, the amount of each or the total amount of other components may be 0.1 part by weight or more, 1 part by weight or more, 3 parts by weight or more, 5 parts by weight or more, 10 parts by weight or more, 15 parts by weight or more, 20 parts by weight or more, 50 parts by weight or more, 75 parts by weight or more, or 100 parts by weight or more. In addition, it may be 500 parts by weight or less, 300 parts by weight or less, 200 parts by weight or less, 100 parts by weight or less, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 20 parts by weight or less, 10 parts by weight or less, or 5 parts by weight or less. <Method for manufacturing a treated fiber product or paper product> The method for manufacturing a product treated with the water and oil repellent agent in the present disclosure includes a treatment step of treating a substrate with the above-mentioned water and oil repellent agent. "Treatment" means applying the water and oil repellent agent to the substrate by means of dipping, spraying, coating, etc. By treatment, the fluorine-containing compound, which is the active ingredient of the water and oil repellent agent, adheres to the inside and / or surface of the substrate. At this time, the adhesion can be physical adhesion or chemical adhesion. For example, the fluorine-containing compound is physically or (reactively) chemically modified with the hydroxyl groups present in the substrate (fiber, paper, glass, etc.). 〔Substrate〕 The substrate that can be treated with the water and oil repellent agent in the present disclosure is not limited, but fiber products or paper products are more suitable, especially paper products. The water and oil repellent agent in the present disclosure is one that imparts liquid repellency to a substrate (e.g., a fiber substrate, a paper substrate), and can function as at least one selected from the group consisting of a water repellent agent, an oil repellent agent, an oil resistant agent, and a water resistant agent. The substrate treated with the water and oil repellent agent in the present disclosure is, for example, oil-resistant paper or water-resistant paper. Examples of the substrate of a fiber product include: natural fibers of animals and plants such as cotton, hemp, wool, and silk, synthetic fibers such as polyamide, polyester, polyvinyl alcohol, polyacrylonitrile, polyvinyl chloride, and polypropylene, semi-synthetic fibers such as rayon (viscose) and acetate, inorganic fibers such as glass fiber, carbon fiber, and asbestos fiber, or mixed fibers thereof. In fiber products, fabrics, knitted fabrics, non-woven fabrics, cloth in the form of clothing (e.g., water-repellent clothing, such as a raincoat), and carpets can be included, and fibers, yarns, and intermediate fiber products (e.g., slivers or rovings, etc.) in the state before being made into cloth can also be treated. Examples of the substrate of a paper product include: paper formed from bleached or unbleached chemical pulp such as kraft pulp or sulfite pulp, waste paper pulp such as waste paper from old newspapers, old magazine papers, cardboard waste paper, or deinked waste paper, high-yield pulp such as bleached or unbleached mechanical pulp or thermomechanical pulp, paper products such as paper containers and paper molded articles. Specific examples of paper products include: food packaging materials, food containers, base paper for gypsum board, coated base paper, medium-quality paper, ordinary base paper and core paper, neutral pure white toilet paper, neutral base paper, rust-proof base paper and metal laminated paper, kraft paper, neutral printing and writing paper, neutral coated base paper, neutral PPC paper, neutral thermal paper, neutral pressure-sensitive base paper, neutral inkjet paper and neutral information paper, imitation paper (imitation containers), etc., and preferred examples include food packaging materials and food containers. The substrate treated with the water and oil repellent agent of the present disclosure is not limited to fiber products or paper products, and other examples include stone, filter materials (e.g., electrostatic filter materials), dust covers, components of fuel cells (e.g., gas diffusion electrodes and gas diffusion supports), glass, wood, leather, fur, asbestos, bricks, cement, metals and oxides, ceramic products, plastics, painted surfaces, and gypsum, etc. When the substrate is glass, the manufactured glass product can be an optical component. A certain layer (or film), such as a hard coating or an anti-reflection layer, can be formed on the surface (outermost layer) of the glass substrate. Either a single-layer anti-reflection layer or a multi-layer anti-reflection layer can be used on the anti-reflection layer. Examples of inorganic substances that can be used on the anti-reflection layer include: SiO 2 、SiO, ZrO 2 、TiO 2 、TiO, Ti 2 O 3, Ti 2 O 5 , Al 2 O 3 , Ta 2 O 5 , CeO 2 , MgO, Y 2 O 3 , SnO 2 , MgF 2 , WO 3 etc. These inorganic substances can be used alone or in combination of two or more (for example, made into a mixture). When making a multilayer antireflection layer, it is preferred to use SiO 2 and / or SiO for the outermost layer. When the article to be manufactured is an optical glass member for a touch panel, a transparent electrode can be provided on a partial surface of the substrate (glass), for example, a thin film such as indium tin oxide (ITO) or indium zinc oxide is used. In addition, the substrate can have an insulating layer, an adhesive layer, a protective layer, a decorative frame layer (I-CON), a fogging film layer, a hard coating film layer, a polarizing film, a retardation film, and a liquid crystal display module, etc. according to its specific specifications. 〔Treatment Method〕 As a treatment agent (especially a surface treatment agent), the water and oil repellent agent disclosed in the present disclosure can be applied to the substrate by a conventionally known method. The treatment method can be a method of dispersing and diluting the water and oil repellent agent in the present disclosure in an organic solvent or water as needed, and adhering it to the inside and / or surface of the substrate by known methods such as dipping coating, spraying coating, and bubble coating, and then drying. After drying, a fiber product with the solid component of the water and oil repellent agent adhered thereto can be obtained. In addition, if necessary, an appropriate crosslinking agent can also be applied and cured simultaneously. The water and oil repellent agent disclosed in the present disclosure can be used in combination with a water repellent and / or an oil repellent agent, an anti-slip agent, an antistatic agent, a texture modifier, a softening agent, an antibacterial agent, a flame retardant, a paint fixing agent, an anti-wrinkle agent, a drying speed regulator, a crosslinking agent, a film forming aid, a compatibilizer, an antifreeze agent, a viscosity regulator, an ultraviolet absorber, an antioxidant, a pH regulator, an insecticide, an antifoaming agent, etc. as needed. Examples of various additives can be the same as those described in the "other components" in the above description. The concentration of the water and oil repellent agent in the treatment agent in contact with the substrate can be appropriately changed according to the use, but it can also be 0.01 to 10% by weight, for example, 0.05 to 5% by weight. The water and oil repellent can be applied to the substrate by any known method of treating the substrate with a liquid. The substrate can be immersed in the water and oil repellent, or the solution can be attached or sprayed onto the substrate. To exhibit liquid repellency, it is preferable to heat and dry and harden the treated substrate. The heating temperature can be, for example, 100°C to 200°C, 100°C to 170°C, or 100°C to 120°C. Even low-temperature heating (e.g., 100°C to 140°C) can obtain good performance in the present disclosure. In the present disclosure, the heating time can be 5 seconds to 60 minutes, for example, it can be 30 seconds to 3 minutes. When the substrate is paper, it can be coated on the paper, or the solution can be attached or sprayed onto the paper, or before papermaking, it can be mixed and treated with the pulp slurry. The treatment can be an external treatment or an internal treatment. Alternatively, the water and oil repellent can be applied to the fiber product by a cleaning method, for example, it can be applied in a washing or dry cleaning method or the like to the fiber product. 〔Treatment of paper products〕 Examples of the paper substrate include: paper, paper containers, paper molded articles (such as pulp molds), etc. The fluorine-containing compound of the present disclosure can adhere well to the paper substrate. Paper can be manufactured by traditional known papermaking methods. An internal treatment method of adding a water and oil repellent to the pulp slurry before papermaking or an external treatment method of applying a water and oil repellent to the paper after papermaking can be used. The sizing machines for the external treatment method can be classified into the following types according to the coating method. One coating method is to supply the coating liquid (sizing liquid) to the nip part formed between two rubber rollers through which the paper passes, form a coating liquid pool called a pond, and pass the paper through this coating liquid pool to coat the sizing liquid on both sides of the paper, that is, the so-called pond-type two-roll sizing machine. Another coating method is the gate roll type and the rod-type metering sizing machine that transfer the sizing liquid by surface transfer. In the pond-type two-roll sizing machine, the sizing liquid easily penetrates into the interior of the paper, while in the surface transfer type, the sizing liquid easily stays on the surface of the paper. Compared with the pond-type two-roll sizing machine, the coating layer in the surface transfer type easily stays on the surface of the paper, and the coating layer formed on the surface is more than that of the pond-type two-roll sizing machine. In the present disclosure, even if the former pond-type two-roll sizing machine is used, performance can be imparted to the paper. The paper treated in this way can be arbitrarily heat-treated at up to 300°C, for example, 200°C, especially in the temperature range of 80°C to 180°C, after simple drying at room temperature or high temperature, and can exhibit excellent oil resistance and water resistance, etc. The internal addition treatment method refers to a treatment method in which a water and oil repellent is added to the pulp slurry before papermaking. The internal addition treatment method may include: a step of adding a water and oil repellent to the pulp slurry and then stirring and mixing, a step of dewatering the pulp composition prepared in this step by suction through a mesh with a predetermined shape to form a pulp mold intermediate, and a step of forming and drying the pulp mold intermediate with a heated forming mold to obtain paper, a paper container, or a paper formed article, but is not limited thereto. After the treated paper is simply dried at room temperature or high temperature, heat treatment can be arbitrarily performed according to the properties of the paper. The temperature of the heat treatment can be 150 °C or higher, 180 °C or higher, or 210 °C or higher. In addition, it can be 300 °C or lower, 250 °C or lower, or 200 °C or lower, particularly 80 °C to 180 °C. By performing heat treatment in this temperature range, excellent oil resistance and water resistance can be exhibited, etc. This disclosure can be used in base paper for gypsum board, coated base paper, medium paper, ordinary base paper and core materials, neutral pure white roll paper, neutral base paper, rust-proof base paper and metal laminated paper, kraft paper, etc. In addition, it can also be used in neutral printing and writing paper, neutral coated base paper, neutral PPC paper, neutral thermal paper, neutral pressure-sensitive base paper, neutral inkjet paper, and neutral information paper, etc. As the pulp raw material, any one of bleached or unbleached chemical pulps such as kraft pulp or sulfite pulp, waste paper pulps such as groundwood pulp, mechanical pulp or thermomechanical pulp, waste paper pulps such as old newspapers, old magazine papers, old cardboard waste papers or deinked waste papers can be used. In addition, a mixture of the above pulp raw materials and synthetic fibers such as asbestos, polyamide, polyimide, polyester, polyolefin, and polyvinyl alcohol can also be used. In addition to the sizing agent, the water resistance of the paper can also be improved. Examples of the sizing agent are: cationic sizing agent, anionic sizing agent, rosin sizing agent (for example, acidic rosin sizing agent, neutral rosin sizing agent). The amount of the sizing agent relative to the pulp can be 0.01 to 5% by weight. As papermaking chemicals for the general usage degree required for paper, sizing agents, flocculants, fixatives, yield improvers, dyes, fluorescent dyes, slime control agents, defoamers, etc. used in the manufacture of paper, such as starch, modified starch, carboxymethyl cellulose, polyamide polyamine-epichlorohydrin resin, etc., can be used. It is preferably to use starch and / or modified starch. When needed, starch, polyvinyl alcohol, dyes, coating coloring, anti-slip agents, etc. can be used, and the water and oil repellent is coated on the paper with a size press, a gate roll coater, a blade coater, a calender, etc. In external addition, the amount of the fluorine compound contained in the coating layer is 0.01 to 2.0 g / m 2 is preferred, and 0.1 to 1.0 g / m 2is particularly preferred. The coating layer is preferably formed from a water and oil repellent, starch, and / or modified starch. The solid content of the water and oil repellent for paper in the coating layer is 2 g / m 2 is preferred as follows. In internal addition, preferably, relative to 100 parts by weight of the pulp forming the paper, the amount of the water and oil repellent is made 0.01 to 50 parts by weight or 0.01 to 30 parts by weight, for example, 0.01 to 10 parts by weight, particularly 0.2 to 5.0 parts by weight, and the water and oil repellent and the pulp are mixed. In external addition, the treatment liquid is stored between the rollers. Even if the base paper is passed through the treatment liquid between the rollers at an arbitrary roller speed and nip pressure, that is, the so-called pond-type two-roll sizing machine treatment, oil resistance can be imparted to the paper. In external addition treatment, the paper substrate may contain additives such as a sizing agent, a paper strength enhancer, a coagulant, a retention aid, or a flocculant. The additives can be nonionic, cationic, anionic, or amphoteric. The ionic charge density of the additives can be -10,000 to 10,000 μeq / g, preferably -4,000 to 8,000 μeq / g, more preferably -1,000 to 7,000 μeq / g. Usually, additives (for example, a sizing agent, a paper strength enhancer, a coagulant, a retention aid, or a flocculant. For example, the solid content or the active ingredient) in an amount of 0.1 to 10% by weight (for example, 0.2 to 5.0% by weight) can be used relative to the pulp. When the paper substrate contains a cationic additive (for example, a sizing agent, a paper strength enhancer, a coagulant, a retention aid, or a flocculant), the water and oil repellent can be anionic, and when it contains anionic additives, the water and oil repellent can be cationic, but it is not limited to these. In internal addition treatment, preferably, papermaking is carried out on a pulp slurry having a pulp concentration of 0.5 to 5.0% by weight (for example, 2.5 to 4.0% by weight). Additives (for example, a sizing agent, a paper strength enhancer, a coagulant, a retention aid, or a flocculant, etc.) and fluorine-containing compounds can be added to the pulp slurry. Examples of the additives (for example, a sizing agent, a paper strength enhancer, a coagulant, a retention aid, or a flocculant, etc.) are: alkyl ketene dimer, alkenyl succinic anhydride, styrene-based polymers (styrene / maleic acid-based polymers, styrene / acrylic acid-based polymers), urea-formaldehyde polymers, polyethyleneimine, melamine-formaldehyde polymers, polyamideamine-epichlorohydrin polymers, polyacrylamide-based polymers, polyamine-based polymers, polydiallyldimethylammonium chloride, alkylamine‧epichlorohydrin condensates, condensates of alkylene dichloride and polyalkylene polyamines, dicyandiamide‧formalin condensates, dimethyldiallylammonium chloride polymers, olefin / maleic anhydride polymers. During internal addition treatment, the paper substrate may contain additives such as sizing agents, paper strength enhancers, flocculants, retention aids, or coagulants. The additives can be non-ionic, cationic, anionic, or amphoteric. The ionic charge density of the additives can be from -10,000 to 10,000 μeq / g, preferably from -4,000 to 8,000 μeq / g, and more preferably from -1,000 to 7,000 μeq / g. Relative to the pulp, an amount of 0.1 to 10% by weight (for example, 0.2 to 5.0% by weight) of additives (such as sizing agents, paper strength enhancers, flocculants, retention aids, or coagulants. For example, solids or active ingredients) is usually used. When the paper substrate contains cationic additives (such as sizing agents, paper strength enhancers, flocculants, retention aids, or coagulants), the water and oil repellent can be anionic, and when it contains anionic additives, the water and oil repellent can be cationic, but it is not limited to these. 〔Pretreatment of Fiber Products〕 Fiber products can be pretreated before being treated with the water and oil repellent disclosed herein. By performing the pretreatment of the fiber products, excellent fastness can be imparted to the fiber products after being treated with the water and oil repellent. Examples of the pretreatment of fiber products include: cationization treatment such as reaction with reactive quaternary ammonium salts, anionicization treatment such as sulfonation, carboxylation, phosphorylation, acetylation treatment after anionicization treatment, benzoylation treatment, carboxymethylation treatment, grafting treatment, tannic acid treatment, polymer coating treatment, etc. The method of pretreating fiber products is not limited, and the fiber products can be pretreated by conventional well-known methods. The pretreatment liquid can be dispersed and diluted in an organic solvent or water as needed, and attached to the inside and / or surface of the fiber products by conventional methods such as dipping coating, spray coating, and foam coating, and then dried. The pH and temperature of the pretreatment liquid can be adjusted according to the required treatment degree. As an example of the pretreatment method of fiber products, the method of pretreating fiber products with the above-mentioned treatment agent will be described in detail. The pretreatment method of fiber products can include the following steps: imparting to the fiber a monovalent group selected from -SO 3 M 1 (wherein M 1 represents a monovalent cation) shown monovalent group, -COOM 2 (wherein, M 2 represents a monovalent cation) shown monovalent group and -O-P(O)(OX 1 )(OX 2 )(wherein, X 1 and X 2 each independently represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms) and is one or more functional groups in the group consisting of monovalent groups (hereinafter, also referred to as "specific functional groups"). M 1 Examples of M include H, K, Na, or an ammonium ion that may have a substituent. M 2 Examples of M include H, K, Na, or an ammonium ion that may have a substituent. X 1 or X 2 When it is an alkyl group, an alkyl group having 1 to 22 carbon atoms is preferred, and an alkyl group having 4 to 12 carbon atoms is more preferred. The fiber containing the above-mentioned specific functional group (hereinafter, also referred to as "functional group-containing fiber") can be prepared, for example, by the following method. (i) Attaching a compound having the above-mentioned specific functional group to a fiber material. Further, the attachment of the compound can be in a state where a part of the compound is chemically bonded to a part of the fiber within the range where a sufficient amount of the above-mentioned specific functional group remains. (ii) Directly introducing the above-mentioned specific functional group into the fiber in the preparation of the material constituting the fiber. In the case of (i), for example, by the step of treating the fiber material with a pretreatment liquid containing one or more compounds having the above-mentioned specific functional group, a functional group-containing fiber can be obtained. The material of the fiber material is not particularly limited, and examples include natural fibers such as cotton, hemp, silk, and wool, semi-synthetic fibers such as rayon (filament) and acetate, synthetic fibers such as polyamide (nylon, etc.), polyester, polyurethane, and polypropylene, and composite fibers and blended fibers thereof. The form of the fiber material can be any form such as fiber (tow, staple fiber strip, etc.), yarn, knitted fabric (including mixed knitting), woven fabric (including mixed spinning), and non-woven fabric. In this embodiment, from the viewpoint of making the water repellency of the obtained fiber product good, it is preferred to use a fiber material containing polyamide and polyester as the material, and it is particularly preferred to use nylon such as nylon 6 and nylon 6,6, polyester such as polyethylene terephthalate (PET), trimethyl terephthalate, and polylactic acid, and mixed fibers containing these. For the compound having the above -SO 3 M 1 Phenolic polymers can be used. Such phenolic polymers include, for example, those containing at least one compound represented by the following general formula. [wherein, X 2 represents -SO 3 M 3 (wherein, M 3 represents a monovalent cation) or a group represented by the following general formula, and n is an integer of 20 to 3,000.] [wherein, M 4 represents a monovalent cation.] The above M 3 may be exemplified by H, K, Na, or an ammonium ion which may have a substituent. The above M 4 may be exemplified by H, K, Na, or an ammonium ion which may have a substituent. The compound represented by the above general formula may be, for example, a formalin condensate of phenolsulfonic acid, a formalin condensate of sulfonated bisphenol S. The above compound having -COOM 2 may be exemplified by a polycarboxylic acid-based polymer. As the polycarboxylic acid-based polymer, for example, a polymer synthesized by using acrylic acid, methacrylic acid, maleic acid, etc. as monomers by a conventional free radical polymerization method, or a commercially available product may be used. Examples of the method for producing the polycarboxylic acid-based polymer include: a method of adding a free radical polymerization initiator to an aqueous solution of the above monomer and / or its salt, and heating and reacting at 30 to 150 °C for 2 to 5 hours. At this time, alcohols such as methanol, ethanol, isopropanol, or an aqueous solvent such as acetone may also be added to the aqueous solution of the above monomer and / or its salt. Examples of the free radical polymerization initiator include persulfates such as potassium persulfate, sodium persulfate, ammonium persulfate, a redox polymerization initiator composed of a combination of a persulfate and sodium bisulfite, hydrogen peroxide, a water-soluble azo-based polymerization initiator, etc. These free radical polymerization initiators may be used alone or in combination of two or more. In addition, for the purpose of adjusting the degree of polymerization during free radical polymerization, a chain transfer agent (for example, octyl thioglycolate) may be added. In free radical polymerization, in addition to the above-mentioned monomers, copolymerizable monomers can be used. Examples of copolymerizable monomers include: vinyl monomers such as ethylene, vinyl chloride, and vinyl acetate; acrylamide, acrylate esters, methacrylate esters, etc. Acrylate esters and methacrylate esters are preferably those having a hydrocarbon group with 1 to 3 carbon atoms which may have substituents such as a hydroxyl group. Examples of such acrylate esters or methacrylate esters include: methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, propyl acrylate, propyl methacrylate, etc. These copolymerizable monomers can be used alone or two or more of them can be used in combination. The carboxyl groups in the polycarboxylic acid-based polymer can be free or neutralized with an alkali metal or an amine-based compound, etc. Examples of alkali metals include: sodium, potassium, lithium, etc., and examples of amine-based compounds include: ammonia, monoethanolamine, diethanolamine, triethanolamine, etc. From the viewpoint of improving the water repellency of the obtained fiber product, the weight average molecular weight of the polycarboxylic acid-based polymer is preferably from 1,000 to 20,000, more preferably from 3,000 to 15,000. As the polycarboxylic acid-based polymer, commercially available products such as "NEOCRYSTAL 770" (manufactured by Nihon Kayaku Co., Ltd., trade name), "Cellopole PC-300" (manufactured by Sanyo Chemical Industries, Ltd., trade name) can be used. The above-mentioned compound having -O-P(O)(OX 1 )(OX 2 ) includes, for example, phosphate compounds represented by the following general formula. [In the formula, X 1 or X 2 has the same meaning as above, and X 3 represents an alkyl group having 1 to 22 carbon atoms. ] As the above-mentioned phosphate compound, phosphate monoesters, diesters, and triesters in which the alkyl ester part is an alkyl group having 1 to 22 carbon atoms, and mixtures of these esters can be used. From the viewpoint of improving the water repellency of the obtained fiber product, it is preferable to use lauryl phosphate and decyl phosphate. As the phosphate compound, for example, commercially available products such as "Phosphanol ML-200" (manufactured by Toho Chemical Industry Co., Ltd., trade name) can be used. The pretreatment liquid containing one or more compounds having the above-mentioned specific functional groups can be prepared, for example, as an aqueous solution of the above-mentioned compounds. In addition, the pretreatment liquid can contain acids, alkalis, surfactants, chelating agents, etc. Examples of the method for treating the fiber material with the above pretreatment liquid include, for example, padding treatment, dipping treatment, spraying treatment, and coating treatment. Examples of the padding treatment include the method using the padding device described on pages 396 to 397 of the Fiber Dyeing Processing Dictionary (published in 1963 by Nikkan Kogyo Shimbun Ltd.) or on pages 256 to 260 of Color Dyeing Chemistry III (published in 1975 by Jitsuyo Shuppan Co., Ltd.). Examples of the coating treatment include the method using the coater described on pages 473 to 477 of the Overview of Dyeing and Finishing Equipment (published in 1981 by Sen'i Shuppan Co., Ltd.). Examples of the dipping treatment include the method using the batch dyeing machine described on pages 196 to 247 of the Overview of Dyeing and Finishing Equipment (published in 1981 by Sen'i Shuppan Co., Ltd.), and a liquid flow dyeing machine, an air flow dyeing machine, a roller dyeing machine, a rope dyeing machine, a washing dyeing machine, a cheese dyeing machine, etc. can be used. Examples of the spraying treatment include the method of air spraying by atomizing the treatment liquid with compressed air or the method of air spraying by hydraulic atomization. The concentration of the treatment liquid and the treatment conditions such as the heat treatment after application can be appropriately adjusted in consideration of various conditions such as the purpose and performance. In addition, when the pretreatment liquid contains water, after adhering to the fiber material, it is advisable to dry and remove the moisture. The drying method is not particularly limited and can be any of a dry heat method and a wet heat method. The drying temperature is not particularly limited, and for example, it can be dried at room temperature to 200°C for 10 seconds to several days. If necessary, it can be heat-treated at a temperature of 100 to 180°C for about 10 seconds to 5 minutes after drying. Further, when the fiber material is dyed, the treatment with the pretreatment liquid can be carried out before dyeing or in the same bath as dyeing, but when performing reduction soaping, since there is a possibility that the adsorbed compound having the above specific functional group (for example, a phenolic polymer compound, etc.) may fall off during the process, it is preferably carried out after reduction soaping after dyeing. The treatment temperature in the dipping treatment can be set at 60 to 130°C. The treatment time can be set at 5 to 60 minutes. In the step of introducing the functional group by the pretreatment liquid, it is preferably treated such that the adhesion amount of the compound having the above specific functional group becomes 1.0 to 7.0 parts by weight with respect to 100 parts by weight of the fiber material. When within this range, high-level durable water repellency and texture can be achieved concurrently. The pretreatment liquid preferably has a pH of less than 7, and for example, it can be adjusted to 3 to 5. pH adjusters such as acetic acid and malic acid can be used to adjust the pH. A salt can be used in combination in the pretreatment liquid so that the compound having the above specific functional group is effectively adsorbed in the fiber material due to the salting-out effect. Examples of the salt that can be used include sodium chloride, sodium carbonate, ammonium sulfate, and sodium sulfate. In the step of introducing a functional group with a pretreatment liquid, it is preferable to remove the compound with the above specific functional group that has been excessively treated. Examples of the removal method include washing with water. Through sufficient removal, not only can the manifestation of water repellency in the subsequent water repellent treatment be inhibited, but also the texture of the obtained fiber product can be improved. In addition, it is preferable to sufficiently dry the obtained fiber containing a functional group before contacting it with the above treatment agent. (ii) Examples of the fiber system in which the above specific functional group is directly introduced onto the material constituting the fiber include cationic dyeable polyester (CD-PET). From the viewpoint of improving the water repellency of the obtained fiber product, the fiber containing a functional group preferably has a zeta potential on the surface in the range of -100 to -0.1 mV, more preferably -50 to -1 mV. The zeta potential on the fiber surface can be measured using, for example, a zeta potential - particle size measurement system ELSZ-1000ZS (manufactured by Otsuka Electronics Co., Ltd.). As described above, although the embodiments have been described, it should be understood that the present invention can be variously modified in form and detail without departing from the gist and scope of the patent application scope. [Examples] Hereinafter, examples are given to explain the present disclosure in detail, but the present disclosure is not limited to the scope of these examples. [Test Method] The test procedure is as follows. [Water Repellency Evaluation (Droplet Rolling Test)] After immersing a PET cloth (basis weight: 88 g / m 2 , 70 denier, gray) in a dispersion or solution containing a fluorine compound (fluorine compound concentration 0.2 g / ml), passing it through a padder and heating it at 70 °C for 1 hour to prepare a treated PET cloth, fixing the PET cloth on a pedestal with a 30° inclination in the horizontal plane using a fully automatic contact angle meter (DropMaster 701 manufactured by Kyowa Interface Science Co., Ltd.). Drop 20 μL of water droplets onto the PET cloth from a microsyringe and confirm whether the dropped water droplets will roll off. When the droplets roll off, it is evaluated as ○, and when the droplets do not roll at the dropping point or penetrate into the fabric, it is evaluated as ×. [Oil Repellency Evaluation (Oil Resistance Test)] (Production of treated paper) Using LBKP (bleached hardwood kraft pulp) and NBKP (bleached softwood kraft pulp) with a weight ratio of 60% by weight and 40% by weight as wood pulp, preparing a pulp slurry with a freeness of the pulp of 400 ml (Canadian Standard Freeness, CSF), adding a wet strength agent and a sizing agent to this pulp, and making a paper with a paper density of 0.58 g / cm 3 with a basis weight of 45 g / m² 2 The paper with a basis weight of 45 g / m² is used as the base paper for external treatment (size press treatment). The oil resistance (KIT value) of this base paper is 0, and the water resistance (Cobb value) is 52 g / m² 2 . For this base paper, an aqueous dispersion or aqueous solution containing 1.0% by weight of a fluorine compound is prepared, coated with a Baker coater with a gap set to 0 mil (0 μm) or 7 mil (170 μm), and dried. The operation is repeated three times, and annealed at 100 °C for 10 minutes to produce a treated paper. (Corn oil resistance evaluation) Corn oil is placed on the surface of the treated paper, and after 15 seconds, when wiping the test oil, it is evaluated whether there is oil contamination on the treated paper. When there is no penetration to the back side, it is marked as ○, and when there is penetration to the back side, it is marked as ×. [Example 1] 5.0 g of polyglycerol (average molecular weight 500, 10 mmol), 20 mL of pyridine, and 7-(trifluoromethoxy)heptanoyl chloride (85 mmol) are added to a reaction vessel, and heated and stirred in an oil bath at a temperature of 60 °C. Liquid separation and purification treatments are carried out to obtain a fluorine compound of a polyglycerol derivative as the target fluorine compound. [Example 2] In Example 1, except that 7-(trifluoromethoxy)heptanoyl chloride is changed to 3-(trifluoromethoxy)propanoyl chloride, the same operation is carried out to obtain a fluorine compound of a polyglycerol derivative as the target. [Example 3] In Example 1, except that 7-(trifluoromethoxy)heptanoyl chloride is changed to 2-(4-(trifluoromethoxy)phenyl)acetyl chloride, the same operation is carried out to obtain a fluorine compound of a polyglycerol derivative as the target. [Example 4] In Example 1, except that 7-(trifluoromethoxy)heptanoyl chloride is changed to 4-(trifluoromethoxy)benzoyl chloride, the same operation is carried out to obtain a fluorine compound of a polyglycerol derivative as the target. [Example 5] In Example 1, except that 7-(trifluoromethoxy)heptanoyl chloride is changed to 7-chloro-7-oxoheptyl (trifluoromethyl)carbamate, the same operation is carried out to obtain a fluorine compound of a polyglycerol derivative as the target. [Example 6] In Example 1, the same operations were carried out except that 7-(trifluoromethoxy)heptanoyl chloride was changed to 7-((trifluoromethyl)amino)heptanoyl chloride, and a fluorine-containing compound of the target polyglycerol derivative was obtained. 〔Example 7〕 1.8 g of sorbitol (10 mmol), 20 mL of pyridine, and 7-(trifluoromethoxy)heptanoyl chloride (60 mmol) were added into a reaction vessel, and the mixture was heated and stirred in an oil bath at 60 °C. Liquid separation and purification treatments were carried out to obtain a fluorine-containing compound of the target sorbitol derivative. 〔Example 8〕 In Example 7, the same operations were carried out except that 7-(trifluoromethoxy)heptanoyl chloride was changed to 3-(trifluoromethoxy)propanoyl chloride, and a fluorine-containing compound of the target sorbitol derivative was obtained. 〔Example 9〕 2.8 g (15 mmol) of citric acid and 6-(trifluoromethoxy)hexan-1-amine (48 mmol) were added into a reaction vessel equipped with a reflux condenser and a Dean-Stark apparatus, heated to an oil bath temperature of 70 °C, toluene was added, and then the mixture was heated and stirred at 135 °C. The reaction vessel was cooled to room temperature, and liquid separation and purification treatments were carried out to obtain a fluorine-containing compound of the target citric acid derivative. 〔Example 10〕 In Example 9, the same operations were carried out except that 6-(trifluoromethoxy)hexan-1-amine was changed to 2-(trifluoromethoxy)ethan-1-amine, and a fluorine-containing compound of the target citric acid derivative was obtained. 〔Example 11〕 In Example 9, the same operations were carried out except that 6-(trifluoromethoxy)hexan-1-amine was changed to 4-(trifluoromethoxy)aniline, and a fluorine-containing compound of the target citric acid derivative was obtained. 〔Example 12〕 In Example 9, the same operations were carried out except that 6-(trifluoromethoxy)hexan-1-amine was changed to 6-aminohexyl (trifluoromethyl)carbamate, and a fluorine-containing compound of the target citric acid derivative was obtained. 〔Example 13〕 In Example 9, the same operations were carried out except that 6-(trifluoromethoxy)hexan-1-amine was changed to N-(trifluoromethyl)hexane-1,6-diamine, and a fluorine-containing compound of the target citric acid derivative was obtained. 〔Example 14〕 Add 0.29 g (4.8 mmol) of ethylenediamine, 11 mmol of 7-(trifluoromethoxy)heptanoic acid, 0.12 g of 4,4-dimethylaminopyridine, and chloroform, and add 2.1 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide. Then, heat and stir in an oil bath at a temperature of 50 °C. After cooling the reaction solution to room temperature, perform liquid separation and purification to obtain a fluorine-containing compound of the target ethylenediamine derivative (diamide). [Example 15] In Example 14, except that 7-(trifluoromethoxy)heptanoic acid was changed to 3-(trifluoromethoxy)propanoic acid, the same operation was performed to obtain a fluorine-containing compound of the target ethylenediamine derivative. [Example 16] In Example 14, except that 7-(trifluoromethoxy)heptanoic acid was changed to 2-(4-(trifluoromethoxy)phenyl)acetic acid, the same operation was performed to obtain a fluorine-containing compound of the target ethylenediamine derivative. [Example 17] In Example 14, except that 7-(trifluoromethoxy)heptanoic acid was changed to 4-(trifluoromethoxy)benzoic acid, the same operation was performed to obtain a fluorine-containing compound of the target ethylenediamine derivative. The droplet rolling test and oil resistance test were performed on this compound, and it was confirmed to be ○. [Example 18] In Example 14, except that 7-(trifluoromethoxy)heptanoic acid was changed to 7-(((trifluoromethyl)carbamoyl)oxy)heptanoic acid, the same operation was performed to obtain a fluorine-containing compound of the target ethylenediamine derivative. [Example 19] In Example 14, except that 7-(trifluoromethoxy)heptanoic acid was changed to 7-((trifluoromethyl)amino)heptanoic acid, the same operation was performed to obtain a fluorine-containing compound of the target ethylenediamine derivative. [Example 20] After dissolving 4-(trifluoromethoxy)phenylacetic acid (Tokyo Chemical Industry Co., Ltd.), glycerol, and 4,4-dimethylaminopyridine in anhydrous toluene, add 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide and stir overnight in an oil bath at a temperature of 50 °C. After cooling the reaction solution to room temperature, wash the solid obtained by concentration with methanol and diethyl ether, and dry the solid to obtain a fluorine-containing compound of a polyol modified product modified with 4-(trifluoromethoxy)phenylacetic acid (Tokyo Chemical Industry Co., Ltd.) of glycerol. [Example 21] 4-(Trifluoromethoxy)benzoic acid (Tokyo Chemical Industry Co., Ltd.), glycerol, and 4,4-dimethylaminopyridine were dissolved in anhydrous toluene, and then 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide was added, followed by stirring overnight at an oil bath temperature of 50 °C. After cooling the reaction solution to room temperature, the solid obtained by concentration was washed with methanol and diethyl ether and dried to obtain a fluorine-containing compound of a polyol modified product modified with 4-(trifluoromethoxy)benzoic acid of glycerol. [Example 22] Glycerol, anhydrous toluene, and 4-(trifluoromethoxy)phenyl isocyanate (Tokyo Chemical Industry Co., Ltd.) were added to a reaction vessel, 1 drop of dibutyltin dilaurate was added, and the mixture was stirred at 60 °C for 1 hour. After confirming the disappearance of 4-(trifluoromethoxy)phenyl isocyanate (Tokyo Chemical Industry Co., Ltd.), the mixture was dropped into hexane to precipitate a solid. The precipitated solid was recovered by suction filtration to obtain a fluorine-containing compound of a polyol modified product modified with 4-(trifluoromethoxy)phenyl isocyanate of glycerol. [Example 23] A stirrer, ethylenediamine, toluene, and 4-(trifluoromethoxy)phenyl isocyanate were added to a reaction vessel, 1 drop of dibutyltin dilaurate was added, and the mixture was stirred at 60 °C for 1 hour. After confirming the disappearance of 4-(trifluoromethoxy)phenyl isocyanate, the mixture was dropped into hexane to precipitate a solid. The solid precipitated by suction filtration was recovered to obtain a fluorine-containing compound of a polyamine modified product modified with 4-(trifluoromethoxy)phenyl isocyanate (Tokyo Chemical Industry Co., Ltd.) of ethylenediamine. [Example 24] 4-(Trifluoromethoxy)phenol, citric acid, and 4,4-dimethylaminopyridine were dissolved in toluene, and then 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide was added, followed by stirring overnight at an oil bath temperature of 50 °C. After cooling the reaction solution to room temperature, the solid obtained by concentration was washed with methanol and diethyl ether and dried to obtain a fluorine-containing compound of a polycarboxylic acid modified product modified with 4-(trifluoromethoxy)phenol of citric acid. [Example 25] 5.0 g of monoglycerol, 20 mL of pyridine, and 4-(trifluoromethoxy)benzoyl chloride (85 mmol) were added to a reaction vessel and heated and stirred at an oil bath temperature of 60 °C. Liquid separation and purification treatments were carried out to obtain a fluorine-containing compound of a monoglycerol derivative as the target. A droplet rolling test and an oil resistance test were performed on this compound, and the results were confirmed to be ○. With the fluorine-containing compound disclosed herein, good liquid repellency can be imparted to a substrate.
Claims
1. A water-repellent and oil-repellent agent, comprising a fluorinated compound, wherein the fluorinated compound comprises: a portion derived from a compound (a) having a group containing an active hydrogen selected from hydroxyl, amino, and carboxyl groups, of which polyol, polyamine, or polycarboxylic acid is derived; and a portion derived from a compound (b) having Rf1 or Rf2, wherein Rf1 is –CF3, –CF2H, or –CFH2, the atom located adjacent to the aforementioned Rf1 is an oxygen atom or a nitrogen atom; Rf2 is –CF2– or –CFH–, at least one of the atoms located adjacent to the aforementioned Rf2 is an oxygen atom or a nitrogen atom; Rf1 and Rf2 are not fluoroalkyl groups having two or more carbon atoms; and the aforementioned compound (b) has a group represented by the following formula: Xr–Yf–Zfα [wherein, each symbol, each time it appears, independently represents the following meaning, namely, Xr is a group that forms a group reactive with the active hydrogen group of compound (a).] Yf is a 1+α valence group composed of one or more groups selected from Yf1 and Yf2. Yf1 is a group composed of one or more groups selected from direct bond, –O–, –C(=O)–, –C(=NR')–, –S–, –S(=O)2–, –NR'–, –C(OR')R'– and –C(OR')(–)2, –N(–)2 (where R' is a hydrogen atom or an organic group). Yf2 is a group composed of one or more groups selected from aliphatic and aromatic groups. Zf is Rf1 or a hydrocarbon group containing Rf1 or Rf2 with 2 to 40 carbon atoms. α is 1 to 3. The aforementioned compound (b) has at least Rf1.
2. The water-repellent and oil-repellent agent as described in claim 1, wherein, The aforementioned Rf1 series CF3–, and the aforementioned Rf2 series –CF2–.
3. The water-repellent and oil-repellent agent as described in claim 1 or 2, wherein, The aforementioned compound (b) has a group represented by the following formula: –Yf11–(Yf21–Yf12)β–Yf22–Yf13–Zf [wherein, each symbol independently represents the following meaning each time it appears: Yf11 is a direct bond, –O–, –NH–, –C(=O)–, –C(=O)–NH– or –S–; Yf21 is a group composed of one or more of the group consisting of aliphatic and aromatic groups; Yf12 is a group composed of one or more of the group consisting of –O–, –C(=O)–, –C(=NR')–, –S–, –S(=O)2–, –NR'– and –C(OR')R'– (R' is a hydrogen atom or an organic group); β is 0 to 3; Yf22 is a group composed of one or more of the group consisting of aliphatic and aromatic groups.] Yf13 series –O–, –O–C(=O)–O–, –O–C(=O)–NR'–, –NR'–, –NR'–C(=O)–O–, –NR'–C(=O)–NR'–, –C(=O)–O–, –C(=O)–NR'– or –SO2NR'– (R' series hydrogen atom or organic group), Zf series Rf1 or hydrocarbon group containing Rf1 or Rf2 with 2 to 40 carbon atoms] 4. The water-repellent and oil-repellent agent as described in claim 3, wherein, Yf22 series is represented by the following formula: –Yf221–Yf222– [where Yf221 is a direct bond or a hydrocarbon group with 2 to 40 carbon atoms, and Yf222 is a direct bond or a phenyl group], Yf13 series is –O– or –NR'– (R' is a hydrogen atom or an organic group), β series is 0 or 1, and Zf series is Rf1.
5. The water-repellent and oil-repellent agent as described in claim 1 or 2, wherein, The aforementioned compound (b) is an active hydrogen reactive compound; a polymerizable monomer or its polymer.
6. The water-repellent and oil-repellent agent as described in claim 1 or 2, wherein, The aforementioned compound (a) is a monosaccharide, oligosaccharide, polysaccharide, sugar alcohol, hydroxy acid, amino acid, vitamin, flavonol, hydroxy hydrocarbon and hydroxyl-containing polymer, organic acid, organic amine or saturated / unsaturated aliphatic hydrocarbon compound.
7. The water-repellent and oil-repellent agent as described in claim 1 or 2, wherein, The aforementioned compound (a) is glucose, fructose, galactose, xylose; sucrose, cyclic amylose, cyclodextrin, maltose, trehalose, lactose, sucralose; sorbitol, maltitol, erythritol, isomaltitol, lactitol, mannitol, xylitol, dehydrated sorbitol, lactitol; starch, cellulose, chymosin, pullulan, alginic acid, carrageenan, guar gum, chitin, chitosan, locust bean gum, kappa carrageenan, iota carrageenan, isomaltitol, gellan gum, tamarind gum; ascorbic acid, kojic acid, quinic acid, chlorogenic acid, gluconic acid; Glucosamine; Inositol; Catechins, Quercetin, Anthocyanins; Glycerin, Ethylene Glycol, Propylene Glycol, Diethylene Glycol, Triethylene Glycol, Tetraethylene Glycol, Neopentyl Glycol, Trimethylene Glycol, Trimethylolpropane, Trimethylolethane; Polyglycerol, Polyvinyl Alcohol, Hydroxyethyl (meth)acrylate polymer, Hydroxypropyl (meth)acrylate polymer, and Hydroxybutyl (meth)acrylate polymer; Citric Acid, Malic Acid, Glutaric Acid, Adipic Acid, Phthalic Acid, Alginic Acid, Tartaric Acid, Oxalic Acid, Malonic Acid, Succinic Acid, Fumaric Acid, Maleic Acid, Aldonic Acid; 1,2,3-Propanetricarboxylic Acid, Trans-Aconitic Acid, 1,2,4-Benzotricarboxylic Acid; Pyrocalcite, Iconic Acid; Penelanidine Diamine, Penelanidine Triamine, Aromatic Diamine; or saturated / unsaturated aliphatic hydrocarbon compounds with active hydrogen groups.
8. The water-repellent and oil-repellent agent as described in claim 1 or 2, wherein, The aforementioned fluorinated compounds have a biomass content of over 20%.
9. The water-repellent and oil-repellent agent as described in claim 1 or 2, wherein, The aforementioned fluorinated compounds have a weight-average molecular weight of 1,000 or higher.
10. The water-repellent and oil-repellent agent as described in claim 1 or 2, wherein, The weight average molecular weight of the aforementioned fluorinated compounds did not reach 1,000.
11. The water-repellent and oil-repellent agent as described in claim 1 or 2, wherein, The aforementioned fluorinated compounds are hydrocarbon groups with a carbon number of 2 to 40 or more carbon atoms, other than –Yf–Zfα, used as modifying groups.
12. The water-repellent and oil-repellent agent as described in claim 7, wherein, The aforementioned compound (b) is a compound having a group represented by the following formula: –Yf11–(Yf21–Yf12)β–Yf22–Yf13–Zf [wherein, each symbol independently represents the following meaning each time it appears: Yf11 is a direct bond, –O–, –NH–, –C(=O)–, –C(=O)–NH– or –S–; Yf21 is a group composed of one or more groups selected from aliphatic and aromatic groups; Yf12 is a group composed of one or more groups selected from –O–, –C(=O)–, –C(=NR')–, –S–, –S(=O)2–, –NR'– and –C(OR')R'– (R' is a hydrogen atom or an organic group); β is 0 to 3; Yf22 is a group composed of one or more groups selected from aliphatic and aromatic groups.] Yf13 series –O–, –O–C(=O)–O–, –O–C(=O)–NR'–, –NR'–, –NR'–C(=O)–O–, –NR'–C(=O)–NR'–, –C(=O)–O–, –C(=O)–NR'– or –SO2NR'– (R' series hydrogen atom or organic group), Zf series –CF3].
13. The water-repellent and oil-repellent agent as described in claim 1 or 2 is a dispersion containing a liquid medium.
14. The water-repellent and oil-repellent agent as described in claim 1 or 2 is used on fiber products or paper products.
15. A method for manufacturing a treated substrate, comprising treating the substrate with a water-repellent and oil-repellent agent as described in any one of claims 1 to 14.
16. The manufacturing method as described in claim 15, wherein, The aforementioned substrate is a fiber product or a paper product.
17. An article containing a fluorine compound, wherein the water-repellent and oil-repellent agent described in any one of claims 1 to 14 is attached.
Citation Information
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