Non-rewetting O / W (oil-in-water) emulsifying systems for hydrophobic compounds

Abstract

Disclosed is an emulsified liquid composition comprising a hydrophobic phase, an emulsification-promoting composition comprising a protonated amide and a protonated amine having a predetermined molar ratio of carbon atoms to nitrogen atoms, and water. The composition optionally contains at least one of a defoamer, a coalescing agent, a preservative, a co-emulsifier, a chain extender, a crosslinker, and a rheology modifier. The composition is useful for applying to inorganic, organic, or fibrous materials to induce hydrophobicity without undesirable backwetting or rewetting effects.

Description

[Technical Field]

[0001] The present invention relates generally to novel emulsifying systems comprising a combination of organic amides, organic amines, and acids, and improved methods for obtaining enhanced hydrophobicity of inorganic, organic, or fiber-based materials, along with good wash and / or weather resistance, through various application methods and a wide range of activation temperatures. [Background technology]

[0002] One of the major goals surrounding the emulsification of hydrophobic chemicals is to find a dispersing / emulsifying surfactant that does not cause rewetting of the treated material after application of the emulsion to the surface of various materials (inorganic, organic, or fibrous materials). While traditional surfactants can be used to emulsify hydrophobic agents in aqueous formulations, their interference with the final expected surface properties of the treated material by backwetting reduces the actual performance of the hydrophobizing agent used in the emulsion. Various non-wetting emulsifying systems have been introduced onto the market, including those using thermolabile surfactants with controlled lifespans (commercial amine oxide surfactants) such as Cetapol OX20 (Avocet Dyes Ltd.) and volatile surfactants such as Surfynol 61 (Air Products). However, the use of these systems is limited by, among other issues, their inability to provide strong surfactant properties at low use concentrations, the need for long heating times (thermally unstable surfactants), and safety concerns.

[0003] Swedish Patent Application 1651195-8 discloses an emulsion for hydrophobizing textile materials with hydrophobic agents using selected aminosiloxanes. These aminosiloxanes act as temporary emulsifiers when protonated in the presence of acid, and later lose their surface activity when incorporated into a fibrous network, thereby eliminating the problem of backwetting. Despite this, there remains a need for novel emulsification systems for hydrophobizing materials without backwetting or rewetting, which allow for low-temperature curing, low emulsifier use concentrations, and the ability to emulsify a wide range of hydrophobic agents, such as oils, waxes, and silanes. At the same time, the organic nature of the novel emulsification system, compared to aminosiloxane-based emulsifiers, paves the way for the use of bio-based materials from renewable resources and leads to a more sustainable product portfolio.

[0004] Emulsifying compositions have previously been suggested as a means for improving the hydrophobicity of textile materials, see, for example, U.S. Patent 3,374,100. Summary of the Invention [Problem to be solved by the invention]

[0005] One object of the present invention is to provide a novel emulsification-enhancing composition comprising a combination of an organic amide, an organic amine, and an acid that is capable of emulsifying a wide range of hydrophobic compounds. It is also an object of the present invention to provide an improved application method that provides improved hydrophobicity; water repellency with weather and wash resistance; and water soluble stain repellency on inorganic, organic or fibrous materials, which application method allows for the use of a wide range of activation temperatures.

[0006] It is also an object of the present invention to provide a cost-effective application of an emulsion that is dilutable with water and stable in both concentrated and highly diluted (1:30) forms to rapidly produce hydrophobicity on treated materials, thereby allowing for efficient add-on control on treated materials.

[0007] It is also an object of the present invention to avoid back-wetting or re-wetting of the applied material, which can occur from conventional surfactants (emulsifiers) on the material surface, resulting in an extra cleaning step being required to induce the correct hydrophobicity in the material.

[0008] It is another object of the present invention to provide a means for using non-wetting emulsification-promoting compositions with organic structures that can potentially be produced from renewable resources. It is a further object of the present invention to provide means for using said chemical emulsion composition in known industrially used methods and current manufacturing processes for inorganic, organic, or fibrous materials such as textiles, nonwovens, wood, paper, glass, glass fiber, stone, brick, etc.

[0009] It is a further object of the present invention to provide a chemical emulsion composition for application which has a low viscosity, e.g., less than 100 mPas, a wide temperature interval for drying and curing, thereby causing no or little yellowing of the treated material, rapidly improves hydrophobicity and water-based stain repellency properties, and has a soft hand on the materials concerned, such as textiles, while avoiding the use of fluorocarbons.

[0010] It is a further object of the present invention to provide a chemical emulsion composition for application that allows simple manipulation by adding or partially replacing one or more of the compounds of the chemical composition of the present invention with optional co-emulsifiers, catalysts, preservatives, rheology modifiers or mixtures thereof to adjust the properties and effects of the composition on the treated material and to further adjust the drying and curing times and temperatures.

[0011] It is a still further object of the present invention to provide a chemical emulsion composition that induces durable hydrophobicity for a variety of materials, has a fast effect after application, has a good shelf life, and has minimal adverse environmental impact upon washing / leaching.

[0012] A further objective of the present invention is to avoid or strongly minimize the use of surfactants / emulsifiers / surfactants which can adversely affect the final hydrophobic properties of the treated material and have adverse environmental impacts when washed / leached. [Means for solving the problem]

[0013] These and other objects, features, and advantages of the invention described in this disclosure will become more apparent from the detailed description of the invention set forth below. DETAILED DESCRIPTION OF THE INVENTION

[0014] General description of the invention In a first general aspect, the present invention provides a method for producing a medicament for the treatment of a pulmonary arthritis, comprising: a) at least one positively charged organic amide selected from polymeric amides and / or amides of general formula I: [ka] wherein X1, X2, and X3 are the same or different groups and a polymeric amide, wherein the molar ratio of carbon atoms to nitrogen atoms in the at least one amide is 70≧C / N≧3, preferably 60≧C / N≧5, more preferably 50≧C / N≧6, and the amide represented by general formula I is selected from primary, secondary, and tertiary amides of saturated or unsaturated, branched or straight-chain acids having a total carbon number of less than 150, and the amide represented by general formula I is selected from primary, secondary, and tertiary amides of saturated or unsaturated, branched or straight-chain acids that are not water-soluble at a pH of 1 to 7; b) at least one positively charged organic amine selected from polymeric amines and / or amines represented by general formula II: [ka] wherein Y1, Y2, Y3, Y4, and Y5 are the same or different groups, the molar ratio of carbon atoms to nitrogen atoms in the at least one amine is 70≧C / N≧3, preferably 60≧C / N≧5, more preferably 50≧C / N≧6, the amine represented by general formula II is selected from primary, secondary, and tertiary amines having a total carbon number of less than 150, the amine represented by general formula II is not water-soluble at a pH of 1 to 7, and the amine is selected from primary, secondary, or tertiary amines having saturated or unsaturated, branched or straight-chain hydrocarbon chains, or is an amine derived from a saturated or unsaturated, branched or straight-chain acid; and at least one Lewis acid and / or at least one Bronsted acid selected from Lewis acids from groups 2, 4, 8, 12, and 13 of the periodic table of the elements and Bronsted acids having a pKa of less than 7; The present invention relates to an emulsifying composition comprising:

[0015] It has surprisingly been discovered that by using an emulsion-promoting composition according to the present invention, which includes a water-insoluble amide and amine, improved interaction between the emulsion-promoting composition and the hydrophobic agent is achieved. As a result of this improved interaction, the emulsion-promoting composition exhibits improved dispersion, i.e., stability, of oil-in-water systems. As a result, the emulsion-promoting composition can better distribute the hydrophobic agent on the textile material. Without being bound by theory, it is believed that the water-insoluble emulsion-promoting composition can better support the assembly of a hydrophobic phase on the treated textile material, resulting in more sustained water repellency and reduced rewet.

[0016] In one embodiment of the emulsification-promoting composition, the amide and amine groups X1 to X3 and Y1 to Y5 are hydrogen or saturated or unsaturated hydrocarbon chains, which are unsubstituted or substituted, and linear or branched.

[0017] In one embodiment, the amide is selected from primary, secondary, and tertiary amides of saturated or unsaturated, branched or linear carboxylic acids having 40 or less carbon atoms (C≦40), examples of which include methanoic acid, ethanoic acid, ethanedioic acid, oxoethanoic acid, 2-hydroxyethanoic acid, propanoic acid, prop-2-enoic acid, 2-propynoic acid, propanedioic acid, 2-hydroxypropanedioic acid, oxopropanedioic acid, 2,2-dihydroxypropanedioic acid, 2-oxopropanoic acid, 2-hydroxypropanoic acid, 3-hydroxypropanoic acid, 2,3-dihydroxypropanoic acid, 2-oxy Furan carboxylic acid, butanoic acid, 2-methylpropanoic acid, 2-oxobutanoic acid, 3-oxobutanoic acid, 4-oxobutanoic acid, (E)-butenedioic acid, (Z)-butenedioic acid, but-2-yndioic acid, oxobutanedioic acid, hydroxybutanedioic acid, 2,3-dihydroxybutanedioic acid, (E)-but-2-enoic acid, pentanoic acid, 3-methylbutanoic acid, pentanedioic acid, 2-oxopentanedioic acid, 3-oxopentanedioic acid, furan-2-carboxylic acid, tetrahydro-2-furancarboxylic acid, hexanoic acid, hexanedioic acid, 2-hydroxypropane-1,2,3-tricarboxylic acid, prop-1-ene-1,2,3-tricarboxylic acid, 1-hydroxypropane-1,2,3-tricarboxylic acid, (2E,4E)-hexa-2,4-dienoic acid, heptanoic acid, heptanedioic acid, cyclohexanecarboxylic acid, benzenecarboxylic acid, 2-hydroxybenzoic acid, octanoic acid, benzene-1,2-dicarboxylic acid, nonanoic acid, benzene-1,3,5-tricarboxylic acid, (E)-3-phenylprop-2-enoic acid, decanoic acid, decanedioic acid, undecanoic acid, dodecanoic acid, benzene-1,2,3,4,5,6-hexacarboxylic acid, tridecanoic acid, tetradecanoic acid, Pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, (9Z)-octadec-9-enoic acid, (9Z,12Z)-octadeca-9,12-dienoic acid, (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid, (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid, (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid, nonadecanoic acid, eicosanoic acid, (5Z,8Z,11Z)-eicosa-5,8,11-trienoic acid, (5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-Tetraenoic acid, Heneicosanoic acid, Docosanoic acid, (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid, Tricosanoic acid, Tetracosanoic acid, Pentacosanoic acid, Hexacosanoic acid, Heptacosanoic acid (Carboceric acid), Montanoic acid, Nonacosanoic acid, Melissic acid, Hentriacontylic acid, Dotriacontanoic acid (Lacceroic acid), Tritriacontanoic acid (Psyllic acid), Tetratriacontanoic acid (Geddic acid), Pentatriacontanoic acid (Ceroplastic acid), Hexatriacontylic acid, Heptatriacontylic acid, Octatriacontylic acid Nonatriacontanoic acid, Tetracontanoic acid, Myristoleic acid, Palmitoleic acid, Sapienic acid, Oleic acid, Elaidic acid, Vaccenic acid, Gadoleic acid, Eicosenoic acid, Erucic acid, Nervonic acid, Linoleic acid, Eicosadienoic acid, Docosadienoic acid, Triunsaturated fatty acids, Linolenic acid, Pinolenic acid, Eleostearic acid, Mead acid, Dihomogamma-linolenic acid, Eicosatrienoic acid, Stearidonic acid, Arachidonic acid, Eicosatetraenoic acid, Adrenic acid, Pentaunsaturated fatty acids, Boseopentaenoic acid, Eicosapentaenoic acid, Osbondo acid, Sardine acid, Tetracosanolpentaenoic acid, Hexaunsaturated fatty acids, Cervonic acid, Herring acid acid), ethanedioic acid, propanedioic acid, butanedioic acid, pentanedioic acid, hexanedioic acid, heptanedioic acid, octanedioic acid, nonanedioic acid, decanedioic acid, undecanedioic acid, dodecanedioic acid, tridecanedioic acid, hexadecanedioic acid, heneicosa-1,21-dioic acid, docosane diacid, triacontanedioic acid, (Z)-butenedioic acid, (E)-butenedioic acid, but-2-yndioic acid, (Z)-pent-2-enedioic acid, (E)-pent-2-enedioic acid, 2-decanedioic acid, dodec-2-enedioic acid, muconic acid, glutic acid, citraconic acid, mesaconic acid, itaconic acid, 2-hydroxypropanedioic acid, oxopropanedioic acid, hydroxybutanedioic acid, 2,3-dihydroxybutanedioic acid, oxobutanedioic acid, 2-aminobutanedioic acid, 2-hydroxypentanedioic acid, 2,3,4-trihydroxypentanedioic acid, 3-oxopentanedioic acid , 2-oxopentanedioic acid, 2-aminopentanedioic acid, (2R,6S)-2,6-diaminoheptanedioic acid, (2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid, benzene-1,2-dicarboxylic acid, benzene-1,3-dicarboxylic acid, benzene-1,4-dicarboxylic acid, 2-(2-carboxyphenyl)benzoic acid, 2,6-naphthalenedicarboxylic acid, pyruvic acid, oxaloacetic acid, acetoacetic acid, levulinic acid, benzoic acid, salicylic acid, ω-phenylalkanoic acids (x=1-17), bicyclic hexahydroindenoic acid, crassinervic acid, glyceric acid, glycolic acid, lactic acid, tartaric acid, and divinyl ether fatty acids.

[0018] In one embodiment of the emulsification-promoting composition of the present invention, the amide is a polymeric amide having a molecular weight of 1 kDa≦Mw≦1000 kDa, preferably 2 kDa≦Mw≦500 kDa.

[0019] In one embodiment of the emulsification-promoting composition of the present invention, the amide is a polymeric amide selected from amidated polyhydrocarbons such as amidated starch (amylose, amylopectin), amidated cellulose, amidated gums, amidated chitosan, and amidated derivatives thereof, polypeptides, polynucleic acids, and aliphatic polyamides such as nylon 6, nylon 6 / 6, nylon 6 / 12, nylon 11, and nylon 12, as well as polyphthalamide or other aromatic polyamides.

[0020] In one embodiment of the emulsification-promoting composition of the present invention, the amine is an amino acid having a solubility in water of less than 20 g / 100 mL at 25°C, and is preferably selected from at least one of isoleucine, tryptophan, tyrosine, leucine, phenylalanine, asparagine, aspartic acid, glutamic acid, glutamine, histidine, methionine, serine, and valine.

[0021] In one embodiment of the emulsification-promoting composition of the present invention, the amine is a polymeric amine having a molecular weight of 1 kDa≦Mw≦1000 kDa, preferably 2 kDa≦Mw≦500 kDa.

[0022] In one embodiment of the emulsification-promoting composition of the invention, the amine is a polymeric amine selected from at least one of aminated polyhydrocarbons such as aminated starch (amylose, amylopectin), aminated cellulose, aminated gum, aminated chitosan, and aminated derivatives thereof, polypeptides, polynucleic acids, poly(vinylpyridine), poly(vinylpyrrolidone), poly(vinylamine) and salts thereof, poly(L-lysine) and salts thereof, polyethyleneimine and salts thereof, poly(allylamine) and salts thereof, poly(4-aminostyrene), poly(N-methylvinylamine), poly(diallyldimethyl) and salts thereof, poly(2-vinyl-1-methylpyridine) and salts thereof, poly(N,N-dimethylaminoethyl methacrylate) [I], poly(N,N-dimethylaminoethyl acrylate-co-methyl methacrylate) [II], poly(N,N-dimethylaminopropyl acrylamide-co-methyl methacrylate), and polyoxypropylene diamine.

[0023] In one embodiment of the emulsification-promoting composition of the present invention, the amide comprises a primary amide represented by formula I above, wherein X2 and X3 are hydrogen atoms, X1 contains less than 40 carbon atoms, the molar ratio of carbon to nitrogen is 40≧C / N≧6, the primary amide is not soluble in water at a pH of 1 to 7, and preferably the primary amide is selected from at least one of amides such as erucamide, oleamide, behenamide, stearamide, palmitamide, lauric amide, 12-hydroxystearamide, etc.

[0024] In one embodiment of the emulsification-promoting composition of the present invention, at least one amide is a secondary organic amide represented by the above formula I, wherein X2 is a hydrogen atom, X1 and X3 each contain less than 40 carbon atoms, the molar ratio of carbon to nitrogen in the secondary amide is 40≧C / N≧6, the secondary amide is not soluble in water at pH 1 to 7, and preferably the amide is N-stearyl stearamide, N-stearyl oleamide, N-oleyl stearamide, N-stearyl erucamide, N-methylol stearamide, methylene bisstearamide, ethylene bis The amide may be selected from at least one of capric acid amide, ethylene bisstearic acid amide, ethylene bis12-hydroxystearic acid amide, ethylene bisbehenic acid amide, hexamethylene bisstearic acid amide, hexamethylene bisbehenic acid amide, hexamethylene bis12-hydroxystearic acid amide, N,N'-distearyl adipamide, ethylene bisoleic acid amide, hexamethylene bisoleic acid amide, N,N'-dioleyl adipamide, oleyl palmitic acid amide, stearyl erucic acid amide, ethylene bis-oleic acid amide, and the like.

[0025] In one embodiment of the emulsification-promoting composition of the present invention, the at least one amide is a tertiary organic amide represented by Formula I, wherein X1, X2, and X3 each contain less than 40 carbon atoms, the molar ratio of carbon to nitrogen in the tertiary amide is 40≧C / N≧6, and the tertiary amide is not soluble in water at a pH of 1 to 7; preferably, the amide is selected from at least one of N,N-dimethyl oleamide, N,N-diethyl oleamide, octadecanamide, N,N-bis(2-hydroxyethyl), N,N-dimethylstearamide, N,N-bis(2-hydroxyethyl)stearamide, N,N-bis(2-hydroxyethyl)hexadecan-1-amide, N,N-bis(2-hydroxyethyl)oleamide, N,N-bis(2-hydroxyethyl)dodecanamide, and the like.

[0026] In one embodiment of the emulsification-promoting composition of the present invention, the at least one amine is a primary organic amine represented by formula II above, wherein Y4 and Y5 are hydrogen atoms, Y1, Y2, and Y3 each contain less than 50 carbon atoms, the molar ratio of carbon to nitrogen in the primary amine is 40≧C / N≧6, and the primary amine is not soluble in water at a pH of 1 to 7, and preferably the primary amine is cocamine, oleylamine, tallow amine, soy amine, or stearylamine. , Do The amine is selected from at least one of the following primary amines: decylamine, methyl ...

[0027] In one embodiment of the emulsification-promoting composition of the present invention, at least one amine is a secondary organic amine represented by formula II above, wherein Y5 is a hydrogen atom and Y1, Y2, Y3, and Y4 each contain less than 50 carbon atoms, the molar ratio of carbon to nitrogen in the secondary amine is 40≧C / N≧6, and the secondary amine is not soluble in water at a pH of 1 to 7, and preferably the secondary amine is selected from at least one of secondary amines such as dioleylamine, dioctadecylamine, (12E,15E)-N-[(21E,24E)-hexatriaconta-21,24-dienyl]hexatriaconta-12,15-dien-1-amine, etc.

[0028] In one embodiment of the emulsification-promoting composition of the present invention, the at least one amine is a tertiary organic amine represented by Formula II above, wherein Y1, Y2, Y3, Y4, and Y5 each contain less than 50 carbon atoms, the molar ratio of carbon to nitrogen in the tertiary organic amine is 40≧C / N≧6, and the tertiary organic amine is not soluble in water at a pH of 1 to 7, and preferably the tertiary amine is selected from the group consisting of N-[3-(dimethylamino)propyl]dodecanamide, N-[3-(dimethylamino)propyl]myristate, N-[3-(dimethylamino)propyl] and N-[3-(dimethylamino)propyl]eicosanamide, and the like.

[0029] In one embodiment of the emulsification-promoting composition of the present invention, the at least one amine is a dimeric amine, preferably a fatty dimeric diamine having less than 50 carbon atoms. be .

[0030] In one embodiment of the emulsification-promoting composition of the present invention, at least one amide is synthesized from a fatty acid having less than 50 carbon atoms, preferably oleoyl palmitamide or stearyl erucamide, and the amine is a dimeric diamine, preferably a fatty dimeric diamine having less than 50 carbon atoms. be .

[0031] In one embodiment of the emulsification-promoting composition of the present invention, the at least one amide is synthesized from a fatty acid having fewer than 50 carbon atoms, and is preferably oleoyl palmitic acid amide or stearyl erucic acid amide, and the organic amine is an amino acid as defined above and / or a polymeric amine as defined above, preferably the polymeric organic amine is selected from biopolymers having amino groups, and more preferably the polymeric organic amine is chitosan.

[0032] In one embodiment of the emulsion-promoting composition of the present invention, the emulsion-promoting composition comprises a Lewis acid selected from salt solutions of Group 4 or Group 13 metal salts and mixtures thereof, the metal salt or mixtures thereof being preferably a zirconium-based salt, more preferably zirconium acetate and / or zirconium acetate hydroxide.

[0033] In another general aspect, the present invention provides a method for producing a method of manufacturing a semiconductor device comprising: a) a hydrophobic phase comprising one or more hydrophobic agents; b) an emulsification-enhancing composition according to any of the above-described embodiments, whereby the composition comprises at least one positively charged amide and at least one positively charged amine, thereby providing a positively charged emulsifier; c) water; and d) optionally, at least one of an antifoaming agent, a coalescent agent, a preservative, a co-emulsifier, a chain extender, a crosslinker, and a rheology modifier; The present invention relates to an emulsified liquid composition comprising:

[0034] In another general aspect, the present invention provides a method for producing a method of manufacturing a semiconductor device comprising: a) 0.01 to 50% by weight, preferably 0.05 to 45% by weight, more preferably 0.1 to 40% by weight, and even more preferably 0.2 to 30% by weight of said hydrophobic phase; b) 0.01 to 12% by weight, preferably 0.05 to 10% by weight, more preferably 0.1 to 8% by weight of the positively charged emulsifying composition; and c) 38 to 99.98% by weight of water The present invention relates to an emulsified liquid composition comprising:

[0035] Preferably, the emulsified liquid composition has a pH of 1-7, more preferably a pH of 2-6.

[0036] In another aspect, the present invention is directed to an emulsified liquid composition having a hydrophobic phase comprising one or more hydrophobic agents independently selected from the group consisting of natural oils, synthetic oils, natural waxes, synthetic waxes, liquid resins, fatty acids, fatty alcohols, fatty silanes, fatty siloxanes, fatty epoxides, fatty imines, fatty aldehydes, fatty imides, fatty thiols, fatty sulfates, fatty esters, fatty ketones, and other types of lipids, wherein the one or more hydrophobic agents are preferably independently selected from natural oils, natural waxes, fatty silanes, and / or fatty acids, and mixtures thereof.

[0037] To provide good hydrophobicity and composition stability (during material processing), the emulsified liquid composition preferably comprises a mixture of at least one organic amide and at least one organic amine (both as defined in the above aspects) in the range of 0.01-20 wt. %, preferably 0.05-15 wt. %, more preferably 0.1-10 wt. %, and most preferably 0.2-8 wt. % of the composition.

[0038] In another aspect, the present invention is directed to an emulsified liquid composition comprising an acid catalyst, the acid catalyst preferably having a pKa of less than 7, more preferably having a pKa of between 1.5 and 6, and most preferably having a pKa of between 1.9 and 4.9.

[0039] In another aspect, the present invention is directed to an emulsified liquid composition comprising an acid catalyst that is a Lewis acid comprising at least one polyvalent metal salt selected from at least one of zirconium acetate, zirconium propionate, zirconium acetate hydroxide, zirconium neodecanoate, aluminum sulfate, aluminum stearate, iron sulfate, and zinc sulfate, and mixtures thereof, preferably zirconium acetate.

[0040] In another aspect, the present invention provides an aqueous solution of acetic acid, acetylsalicylic acid, adipic acid, ascorbic acid, aspartic acid, benzenesulfonic acid, camphorsulfonic acid, citric acid, dihydroxyfumaric acid, esylic acid, formic acid, glycolic acid, glutamic acid, glyoxylic acid, hydrochloric acid, lactic acid, malic acid, malonic acid, maleic acid, mandelic acid, mesylic acid, oxalic acid, paratoluenesulfonic acid, pentanoic acid, phthalic acid, propionic acid, pyruvic acid, stearic acid, salicylic acid, sulfuric acid, tartaric acid, triflic acid, any amino acid, levulinic acid, succinic acid, hydrochloric acid (HCl), hydrobromic acid (HBr), iodine, or the like. and a Bronsted-Lowry acid selected from at least one of hydrochloric acid (HI), or a halogen oxoacid; hypochlorous acid, chloric acid, perchloric acid, periodic acid, and the corresponding compounds for bromine and iodine, or selected from sulfuric acid (H2SO4), sulfamic acid, fluorosulfuric acid, nitric acid (HNO3), phosphoric acid (H3PO4), fluoroantimonic acid, fluoroboric acid, hexafluorophosphoric acid, chromic acid (H2CrO4), or boric acid (H3BO3), and the like and mixtures thereof.

[0041] In another aspect, the present invention provides a method for producing a pharmaceutical composition comprising: a) a co-surfactant, preferably a nonionic emulsifier having an HLB value of 1 to 41, wherein said co-surfactant is preferably present in an amount of less than 7% by weight, more preferably 0.01 to 4% by weight, even more preferably 0.1 to 3% by weight, and is preferably selected from at least one of alkyl polyethylene glycol ethers made from C10 to C18 alcohols and ethylene oxide, and polyoxyethylene lauryl ether; b) a coalescing agent, such as at least one of butyl diglycol, monopropylene glycol, isopropanol, ethanol, and acetone, wherein the coalescing agent is present in an amount of 0.01 to 20% by weight, preferably in an amount of 0.1 to 6% by weight, and most preferably in an amount of 0.5 to 3% by weight; c) antifoaming agents, such as EO / PO type antifoaming agents, silicones, tributyl phosphate, alkyl phthalates, emulsion type antifoaming agents, fatty acid type antifoaming agents, wherein said antifoaming agents are present in an amount of 0.05 to 10% by weight, preferably 0.1 to 1% by weight; d) rheology modifiers, such as hydrophilic or hydrophobic silica nanoparticles or biopolymers such as carboxymethylcellulose, suitably wherein said rheology modifier is present in an amount of 5% by weight or less, preferably 0.1 to 2% by weight, more preferably 0.1 to 2% by weight; d) a preservative selected from one or more of a fungicide, a bactericide, a pharmaceutical preservative, a cosmetic preservative, and a food preservative, wherein the preservative is present in an amount of 0.005 to 10% by weight, preferably in an amount of 0.005 to 1.5% by weight, and more preferably in an amount of 0.005 to 0.5% by weight; and e) a chain extender / crosslinker selected from one or more isocyanate-based block prepolymers or water-based polycarbodiimide crosslinkers, present in an amount of 0.1 to 10% by weight, preferably 0.2 to 8% by weight, more preferably 0.5 to 5% by weight; The present invention is directed to an emulsified liquid composition comprising at least one of:

[0042] In one particular aspect, the present invention provides a) 0.2 to 30 wt. % of said hydrophobic phase; b) 0.1 to 8 wt. % of an emulsion-promoting composition according to any of the above-defined embodiments, wherein the selected Lewis acid is zirconium acetate present in an amount of 0.1 to 5 wt. %; and c) optionally, 0.1 to 3% by weight of a co-surfactant, 0.5 to 3% by weight of a coalescing agent, and 0.005 to 0.5% by weight of said preservative; The present invention is directed to an emulsified liquid composition comprising:

[0043] In another general aspect, the present invention provides a method for improving the hydrophobicity and water repellency of an inorganic, organic, or fibrous material and / or improving the ability of the treated material to repel water-soluble stains, comprising: a) adding an emulsified liquid composition as defined in any preceding aspect to said inorganic, organic, or fiber-based material; b) optionally adjusting the amount of composition applied to the material; c) drying the treated inorganic, organic, or fibrous material until it is substantially or essentially dry; and d) optionally curing the treated inorganic, organic or fibrous material at a temperature of 10 to 200°C, more preferably 10 to 90°C, especially 15 to 60°C for consumer use, and 90 to 250°C for industrial use, most preferably 90 to 190°C for industrial use. The present invention covers methods including

[0044] In the described methods, the emulsified liquid composition of the present invention can be applied to a fiber-based material by padding, spraying, washing, dipping / squeezing, brushing, and similar techniques. The amount of emulsified liquid composition applied to the material can be controlled by adjusting the uptake or by diluting the emulsion before application.

[0045] According to the effects of the present invention described in the above embodiments, when the emulsified composition is applied to a fibrous material having a negatively loaded surface, such as a cellulose-derived material, the nitrogen in the amine and amide is naturally attracted and fixed to the material, so that the hydrophobic part of the organic amine and amide faces outward from the treated material, and the surface acquires hydrophobic properties.

[0046] Description of the embodiments of the present invention Positively charged emulsification-promoting composition The "organic amide" of the positively charged emulsification-promoting composition of the present invention may be in the form of a primary amide such as a monoamide (a saturated or unsaturated fatty acid having two hydrogen atoms bonded to the amine at X2 and X3, such as lauric acid amide or oleic acid amide), a secondary amide such as a bisamide (a saturated or unsaturated fatty acid having only one hydrogen atom bonded to the amine at X2 or X3, such as hexamethylenebisoleic acid amide), or a tertiary amide such as a trisamide (a saturated or unsaturated fatty acid having no hydrogen atoms bonded to the amine at X2 or X3, such as N-ethyl-N-methylhexanamide), and the molar ratio of carbon to nitrogen is 70≧C / N≧3, preferably 60≧C / N≧5, and most preferably 50≧C / N≧6. By using various types of organic amides and organic amines of the present invention in various ratios, various hydrophobic / hydrophilic ratios, surface activity, emulsifying ability, and hydrophobic effect can be achieved. A mixture of two or several organic amides with different hydrophobicity / hydrophilicity can be used along with a mixture of organic amines to achieve the desired emulsifying properties and the required hydrophilic / lipophilic balance (HLB) depending on the hydrophobicity character of the discrete phase.

[0047] The organic amines of the positively charged emulsification-enhancing compositions of the present invention may be fatty amines (primary, secondary, and tertiary amines where Y4 and Y5 may be hydrogen or hydrocarbon, e.g., oleylamine and / or tallowamine and / or Priamine 1071, Priamine 1073, Priamine 1074, and Priamine 1075 available from Croda). 1075 and / or dodecyldimethylamine, etc.), amino acids (e.g., L-leucine, etc.), and amine-containing polymers (primary, secondary, and tertiary amines in polymeric form, such as chitosan, polyaspartic acid esters, etc.), wherein the molar ratio of carbon atoms to nitrogen atoms is 70≧C / N≧3, preferably 60≧C / N≧5, and most preferably 50≧C / N≧6.

[0048] Hydrophobic Phase / Discrete Phase of the Emulsified Liquid Composition of the Present Invention Useful hydrophobic chemicals can be selected from alkylalkoxysilanes, organofunctional silanes, organofunctional siloxanes, synthetic or natural organic / mineral waxes, synthetic or natural organic / mineral oils, and similar water-insoluble hydrophobizing agents. The hydrophobing agent can be a synthetic or natural organic / mineral wax, a vegetable wax, or an animal wax. These waxes may preferably be selected from the group consisting of bayberry wax, candelilla wax, carnauba wax, castor wax, esparto wax, Japan wax, ouricury wax, rice bran wax, soy wax, tallow tree wax, beeswax, Chinese wax, lanolin wax (wool wax), shellac wax, spermaceti, ozokerite, rice bran wax, carbowax, Fischer-Tropsch wax, jojoba wax, jojoba esters, vegetable wax (copernica cerifera), cetyl esters, cacao (cocoa) seed butter, palm wax, and mixtures thereof.

[0049] The wax may be a mineral wax, a synthetic wax, and / or a petroleum-derived wax, and may preferably be selected from the group consisting of paraffin wax, microcrystalline wax, ceresin wax, montan wax, ozocerite wax, polyethylene wax, peat wax, and mixtures thereof.

[0050] The hydrophobic agent according to the present invention may be selected from the group consisting of synthetic or natural organic / mineral oils. The natural oil may be a vegetable oil, which is preferably sunflower oil, soybean oil, corn oil, cottonseed oil, palm oil, palm olein palm oil, palm kernel oil, tall oil, pine oil, peanut oil, rapeseed oil, safflower oil, sesame oil, rice bran oil, coconut oil, canola oil, avocado oil, olive oil, linseed oil, grape seed oil, peanut oil, rice bran oil. oil), perilla oil, camellia oil, hemp seed oil, tung oil, kapok oil, tea seed oil, almond oil, aloe vera oil, apricot kernel oil, baobab oil, calendula oil, corn oil, evening primrose oil, grape oil, grape seed oil, hazelnut oil, jojoba oil, macadamia oil, natural oils, neem oil, non-hydrogenated oils, partially hydrogenated oils, sesame oil, etc., epoxidized vegetable oils such as epoxidized soybean oil, epoxidized fatty acid methyl esters, and preferably selected from the group consisting of sunflower oil, soybean oil, tall oil, corn oil, rapeseed oil, coconut oil, and palm oil (more preferably sunflower oil), and mixtures thereof. The natural oil may be an essential oil, which is preferably selected from the group consisting of oils extracted from aniseed, basil, benzoin, bergamot, black pepper, camphor, carrot, cedarwood, German chamomile, Moroccan chamomile, Roman chamomile, cinnamon leaf, clove bud, cypress, dill, eucalyptus globulus, fatigue, fennel, frankincense, ginger, grand fir, grapefruit, grapeseed, hazel, hyssop, jojoba, juniper, juniper berry, lavender, lemon, lemongrass, melissa, mountain savory, red myrtle, neroli, niaouli, patchouli, peppermint, pine, red myrtle, rescue remedy, rose geranium, rosemary, sandalwood, Spanish marjoram, sweet marjoram, sweet thyme, tagete, tea tree, red thyme, sweet thyme, ylang ylang, and mixtures thereof.The natural oil may be an animal oil, preferably selected from the group consisting of animal fat or oil, sperm whale oil, lard, tallow, fish oil or whale oil, fish liver oil, milk fat, wool oil, wool grease, lanolin, bone oil, lard oil, goose grease, preferably selected from fish oil and bone oil, and mixtures thereof. The natural oil may also be a polymerized natural oil, preferably selected from any of the polymerized oils mentioned above, such as polymerized soybean oil, and mixtures thereof. The fatty compound may be a synthetic oil, preferably selected from the group consisting of mineral oil, white oil, liquid paraffin, and light mixtures of higher alkanes from mineral sources such as petroleum, pure or blended, fully synthetic oils, poly-alpha-olefin (PAO) oils, Group V oils, Group I, II, II+, and III mineral oils (as defined by API), semi-synthetic oils such as mixtures of mineral and synthetic oils, preferably selected from liquid paraffin and mineral oil, most preferably liquid paraffin, and mixtures thereof.

[0051] The hydrophobic agent may be a linear or branched C4 to C40 fatty alcohol, which is preferably tert-butyl alcohol, tert-amyl alcohol, 3-methyl-3-pentanol, ethchlorvynol, 1-octanol (capryl alcohol), pelargonic alcohol (1-nonanol), 1-decanol (decyl alcohol, capric alcohol), undecyl alcohol (1-undecanol, undecanol, hendecanol), lauryl alcohol (dodecanol, 1-dodecanol), tridecyl alcohol (1-tridecanol, tridecanol, isotridecanol), myristyl alcohol (1-tetradecanol), pentadecyl alcohol (1-pentadecanol, pentadecanol), cetyl alcohol (1-hexadecanol), palmitoleic alcohol (cis-9-hexadecanol), The alcohols selected from the group consisting of cis-13-docosene-1-ol, heptadecanol, stearyl alcohol (1-octadecanol), nonadecyl alcohol (1-nonadecanol), arachidyl alcohol (1-eicosanol), heneicosyl alcohol (1-heneicosanol), behenyl alcohol (1-docosanol), erucyl alcohol (cis-13-docosene-1-ol), lignoceryl alcohol (1-tetracosanol), seryl alcohol (1-hexacosanol), 1-heptacosanol, montanyl alcohol (cluytyl alcohol, 1-octacosanol), 1-nonacosanol, myricyl alcohol (melisyl alcohol, 1-triacontanol), 1-dotriacontanol (lacceryl alcohol), geddyl alcohol (1-tetratriacontanol), and cetearyl alcohol. The fatty alcohol may preferably be selected from lauryl alcohol, stearyl alcohol, oleyl alcohol, palmitoleic alcohol, erucyl alcohol, cetyl alcohol, myristyl alcohol, ceryl alcohol, and behenyl alcohol, and more preferably from stearyl alcohol, oleyl alcohol, palmitoleic alcohol, cetyl alcohol, ceryl alcohol, and behenyl alcohol (due to their low toxicity), and mixtures thereof.

[0052] The hydrophobic agent may be a fatty silane having at least one hydrophobic moiety and 1 to 3 hydrolyzable alkoxy, hydroxy, and / or halide groups, respectively, wherein the hydrophobic moiety is selected from a C1 to C30 saturated or unsaturated carbon chain that is n-, iso, cyclic, or a mixture thereof, and the alkoxy group is an alkoxy group containing 1 to 4 carbon atoms, preferably selected from the group consisting of acetoxy, methoxy, ethoxy, propoxy, or butoxy. The fatty silane may be selected from the group consisting of methyltrialkoxysilane, potassium methylsilicate, propyltriethoxysilane, butyltriethoxysilane, hexyltriethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, hexadecyltrimethoxysilane, hexadecyltriethoxysilane, octadecyltrimethoxysilane, octadecyltriethoxysilane, (preferably selected from octyltriethoxysilane and hexadecyltrimethoxysilane)), and mixtures thereof.

[0053] The hydrophobic agent may be a fatty siloxane having a polydimethylsiloxane backbone and functionalized with one or more organofunctional groups selected from the group consisting of hydroxy groups, epoxy groups, amine groups, amide groups, aldehyde groups, carboxy groups, thiol groups, ether groups, ester groups, oxime groups, imine groups, cyanate groups, blocked isocyanate groups, urethane groups, alkyl groups, alkene groups, alkyne groups, aryl groups, acetoxy groups, methoxy groups, ethoxy groups, propoxy groups (e.g., n-propoxy, isopropoxy), or butoxy groups. The fatty siloxane may be selected from the group consisting of reactive or non-reactive aminosiloxanes, polydimethylsiloxanes, alkylaminosiloxanes, ethylphenyl-polydimethylsiloxanes, hydroxy-terminated polydimethylsiloxanes, hexadecyl N-ethylaminopropyl polydimethylsiloxanes, octyl N-ethylaminopropyl polydimethylsiloxanes, hexadecylaminopropyl polydimethylsiloxanes, hexadecyl polydimethylsiloxanes, hexadecyl polydimethylsiloxanes, and mixtures thereof, more preferably hexadecyl-modified aminosiloxanes.

[0054] Additionally, the hydrophobic agent may be a fatty epoxide, a fatty imine, a fatty aldehyde, a fatty imide, a fatty thiol, a fatty sulfate, a fatty ester, or a fatty ketone, and mixtures thereof, having a linear and / or branched chain containing 4 to 40 carbon atoms, the chain being saturated or unsaturated with one or more double and / or triple bonds.

[0055] Furthermore, the hydrophobic agent may be other types of lipids, such as phospholipids, glycerides, triglycerides, glycolipids, (the phospholipids are preferably lecithins and the triglycerides contain at least one of the fatty acids of claim 4), and mixtures thereof.

[0056] It will be apparent to one skilled in the art that the one or more hydrophobic agents according to the present invention may be independently selected from one or more of the categories and subcategories of compounds listed above.

[0057] Acid Catalyst of the Emulsified Liquid Composition of the Present Invention In the present invention, the acid catalyst has three functionalities. The acid catalyst can be used to protonate and coordinate to the organic amine and organic amide functional groups in emulsifiers I and II, generating partial or complete cationic charges, thereby inducing the surface activity of these emulsifiers. In some cases, the acid catalyst can also act as an adhesion booster by catalyzing the reaction of the oil phase with the treated material through the imparted surface charge and the formed complex. The acid catalyst can also initiate hydrolysis and condensation reactions, for example, when silanes are used in the hydrophobic phase.

[0058] When a Lewis acid catalyst is used as the acid catalyst in the emulsified composition of the present invention, the Lewis acid catalyst may be selected from polyvalent metal salts of elements 2, 4, 8, 12, and 13 of the Periodic Table of the Elements, such as Ti, Zr, Hf, Fe, Zn, and Al. Examples of polyvalent Lewis acid metal salts useful in the emulsification-promoting composition of the present invention include zirconium acetate solution, zirconium acetate powder, zirconium propionate, zirconium nitrate, zirconium acetate hydroxide, zirconium neodecanoate, aluminum sulfate, aluminum stearate, zinc sulfate, iron sulfate, and the like, and mixtures thereof. A preferred catalyst is selected from zirconium-based catalysts.

[0059] When a Bronsted-Lowry acid is used as the acid catalyst in the emulsified composition of the present invention, the acid should be readily soluble or dispersible in water and have a pKa of less than 7. The selected acid should also not interfere with the water-repellent effect of the treated material. The Bronsted-Lowry acid can be selected from organic and inorganic acids. The organic acid can be selected from one or more of acetic acid, acetylsalicylic acid, adipic acid, ascorbic acid, aspartic acid, benzenesulfonic acid, camphorsulfonic acid, citric acid, dihydroxyfumaric acid, esylic acid, formic acid, glycolic acid, glutamic acid, glyoxylic acid, hydrochloric acid, lactic acid, malic acid, malonic acid, maleic acid, mandelic acid, mesylic acid, oxalic acid, paratoluenesulfonic acid, pentanoic acid, phthalic acid, propionic acid, pyruvic acid, stearic acid, salicylic acid, sulfuric acid, tartaric acid, triflic acid, any amino acid, levulinic acid, and succinic acid, and mixtures thereof. The inorganic acid is selected from any of the hydrogen halides: hydrochloric acid (HCl), hydrobromic acid (HBr), hydroiodic acid (HI), or halogen oxoacids: hypochlorous acid, chloric acid, perchloric acid, periodic acid, and the corresponding compounds for bromine and iodine, or from any of sulfuric acid (H2SO4), sulfamic acid, fluorosulfuric acid, nitric acid (HNO3), phosphoric acid (H3PO4), fluoroantimonic acid, fluoroboric acid, hexafluorophosphoric acid, chromic acid (H2CrO4), or boric acid (H3BO3), and mixtures thereof.

[0060] water Water is present as a solvent in the emulsified liquid composition, for example, in an amount of 38 to 99.98% by weight.

[0061] Optional Co-Surfactant According to the present invention, the term "co-surfactant" refers to any surfactant or stabilizer. The co-surfactant may be ionic or nonionic. The co-surfactant may be selected from a class of surfactants known as nonionic emulsifiers, which have an HLB value of 1 to 41 and are capable of assisting in the emulsification of hydrophobic agents in water. In one embodiment, the emulsifier does not affect the reactivity of the catalyst and hydrophobizing agent. In a preferred embodiment of the present invention, the co-surfactant is used in an amount of less than 7% by weight, alternatively 0.01 to 4% by weight, most preferably 0.1 to 3% by weight. Examples of suitable co-surfactants include, but are not limited to, Lutensol TO5 available from BASF, Lutensol TO7 available from BASF, Brij S2 available from CRODA, Brij S10 available from CRODA, and the like.

[0062] Optional coalescing agent The coalescing agent is present to improve the stability and film-forming properties of the applied emulsion. Examples of suitable coalescing agents include, but are not limited to, butyl diglycol, monopropylene glycol, isopropanol, ethanol, and acetone.

[0063] Optional Rheology Modifiers Rheology modifiers can be used to modify the rheological profile to suit a particular type of application method.

[0064] Optional Antifoam Agent Antifoaming agents are used to reduce or eliminate foaming during manufacturing and application.

[0065] Optional preservatives Preservatives are used for protection against microbial attack and for storage stability.

[0066] Optional Chain Extenders / Crosslinkers Chain extenders / crosslinkers can be used to introduce new chemical bonds to enhance the chemical bond / durability between the hydrophobic agent and other functional chemicals of the present invention or to the applied surface. Non-limiting examples of chain extenders / crosslinkers include isocyanate-based blocked prepolymers such as Ruco-Link Bew 4945 from Rudolf Chemie or Phobol XAN from Huntsman, and water-based polycarbodiimide crosslinkers such as PICASSIAN® XL-732 and PICASSIAN® XL-702 from Stahl Europe BV.

[0067] Device The emulsified composition of the present invention can be produced using any type of laboratory or industrial equipment that uses low shear and / or high shear forces to produce the emulsified composition of the present invention. Examples of suitable equipment include magnetic stirrers, overhead stirrers with propellers or dispersers, high-pressure or non-high-pressure homogenizers, in-line or external homogenizers, extruders, shaking equipment, mortar and pestle, blender-type equipment, any type of mixer (static mixer, micromixer, vortex mixer, industrial mixer, ribbon blender, V-blender, continuous processor, conical screw blender, screw blender, double cone blender, double planetary, high viscosity mixer, counter-rotating, double shaft and triple shaft, vacuum mixer). These include grinding mills (such as bead mills, colloid mills, hammer mills, ball mills, rod mills, autogenous grinding mills, semi-autogenous grinding, pebble mills, high pressure grinding rolls, Boerston mills, vertical shaft impactor mills, tower mills, etc.), ultrasonic treatment, rotor-stator machinery, any type of propeller or mixer, high temperature and / or high pressure bitumen emulsifiers, or combinations thereof.

[0068] Detailed and illustrative sections of the present invention Evaluation method European Standard EN 24920 (ISO 4920:1981) was used to determine the resistance of fabrics to surface wetting (spray test). The principle of this standard is as follows: a specific amount of water is sprayed onto a fabric sample mounted on a ring. The sample is placed at a 45° angle to the nozzle. The center of a standardized nozzle is positioned a specified distance above the center of the sample. A container placed above and in communication with the nozzle is filled with a specified amount of water. The spray rating can be determined visually and / or photographically. A graduated spray rating scale of ISO 1 to 5 corresponds to 50 to 100% of the sample resisting wetting. The correlation of the scale is as follows: 100% (ISO 5), 97-5% (ISO -5), 92.5% (ISO +4), 90% (ISO 4), 87.5% (ISO -4), 82.5% (ISO +3), 80% (ISO 3), 77-5% (ISO -3), 72.5% (ISO +2), 70% (ISO 2), 66.67% (ISO -2), 56.67% (ISO +1), 50% (ISO 1) of the specimens resisted wetting.

[0069] Dynamic contact angle measurements were made on treated and untreated paperboard surfaces for 120 seconds using a PGX Serial 50585 contact angle tester.

[0070] Curing of the fabrics was achieved by hanging them in a preheated Wickelhaus WI-LD3642 mini dryer / stenter frame oven or a Termaks TS8136 oven at the specified temperature and time, by hanging them at room temperature (5-30°C), by tumble drying at the specified time and temperature, or by ironing them at the specified heat. The water-repellent properties of the treated fabrics before and after mechanical washing with an aqueous solution of IEC Reference Detergent B (washing temperature 40°C, washing time approximately 90 minutes) were evaluated by testing the fabrics according to the standardized test of SS-EN24920.

[0071] The stability of the compositions was determined by following the change in viscosity using a Brookfield DV-11 Pro viscometer and visually by assessing phenomena such as creaming or phase separation. 250 g of each emulsion was kept in sealed 250 ml flasks at three different temperatures: room temperature (23°C), 40°C (Incucell, LLSIS-B2V / IC 55), and 50°C (Avantgarde ED 115).

[0072] General Procedure for Preparing the Emulsions of the Present Invention The invented emulsion enhancing system can be used in a variety of emulsification processes using various amounts of emulsifier, hydrophobic chemical, Lewis acid / catalyst, and water. The process temperature during the premixing stage of the ingredients or during homogenization of the dispersed phase into water as the continuous phase is preferably, but not limited to, higher than the melting point of the solid components in the mixture.

[0073] Good homogenization is necessary to prepare the finest particle size emulsion for better stability and functionality. Higher shear force from the homogenizer machine results in smaller emulsion droplet size and usually a more stable emulsion. Balancing the dispersed and continuous phases allows the use of a conventional stirrer in preparing the final emulsion. However, the use of a higher shear homogenizer is preferred. Non-limiting examples of high shear homogenization can be achieved by using a high shear propeller, homogenizer, in-line homogenizer, ultrasonic, and high-pressure homogenizer.

[0074] The following preparation examples should not be construed as limiting the scope of the claimed invention. All percentages in these examples are weight percent (wt%) unless otherwise specified.

[0075] Adjustment example 1 An organic amide, an organic diamine, a hydrophobic agent, a coalescing agent, and warm deionized water were added to a beaker (the temperature of the water is generally preferably adjusted to be slightly higher than the melting point (mp) of the highest melting point component). This mixture was briefly pre-homogenized. An acid / catalyst solution was then added to the mixture, and homogenization was continued until the optimum particle size was achieved.

[0076] Adjustment example 2 A hydrophobic agent, an organic amide, an organic amine, optionally a coalescing agent, and a co-surfactant were placed in a beaker. The mixture was stirred using a warm water bath and a magnetic stirrer at a slow speed until a dispersed phase (referred to as Phase I) was prepared (the water temperature is generally preferably adjusted to be slightly higher than the melting point (mp) of the highest melting point component). An acid / catalyst was added to the warm deionized water (referred to as Phase II). Phase II was homogenized for a short period of time. Phase I was gradually added to Phase II while homogenizing. Homogenization was then continued until the optimal particle size was achieved.

[0077] Adjustment example 3 A hydrophobic agent, organic amide, optional coalescing agent, and co-surfactant were placed in a beaker. The mixture was stirred using a warm water bath and a magnetic stirrer at a slow speed until a dispersed phase (referred to as Phase I) was prepared (the water temperature is generally preferably adjusted to be slightly higher than the melting point (mp) of the highest melting point component). The acid / catalyst and water-soluble organic amine were added to the warm deionized water (referred to as Phase II). Phase II was mixed until a uniform aqueous phase was prepared. Phase II was homogenized for a short period of time. While homogenizing, Phase I was gradually added to Phase II. Homogenization was then continued until the optimal particle size was achieved.

[0078] Chemicals and materials used

[0079] [Table 1]

[0080] [Table 2] [Example]

[0081] Examples of the present invention The following examples in Table 3 are intended to illustrate the invention to one of ordinary skill in the art and should not be construed as limiting the scope of the claimed invention. All percentages in these examples are by weight unless otherwise specified.

[0082] [Table 3-1] [Table 3-2]

[0083] Example 1 Comparison with conventional surfactants In this example, polyester fabric was treated with Composition 1 or Comparative Composition 2. See Table 4.

[0084] [Table 4]

[0085] After curing the treated fabrics, they were subjected to evaluation using EN24920. It can be concluded that Composition 1 outperforms Comparative Composition 2 in terms of spray score. The compositions were also evaluated for emulsion stability. It can be clearly seen that Composition 1 is stable for a longer period of time than Comparative Composition 2.

[0086] Example 2 Various amines and amides In the following examples, four compositions according to the invention were prepared using different amines and amides, all of which performed well for spray scoring on a variety of fabrics using various application techniques and curing conditions.

[0087] [Table 5]

[0088] Example 3: Various curing temperatures This example shows that good performance in terms of spray score on fabric can be achieved using low to high temperatures.

[0089] [Table 6]

[0090] Example 4 Application Method This example shows that good performance in terms of spray score on fabric can be achieved using a variety of application techniques.

[0091] [Table 7]

[0092] Example 5 Compatibility and durability with commercial chain extenders To test the compatibility of the compositions of the present invention with chemicals commonly used in the textile industry, for example, Composition 3 was diluted and mixed with PHOBOL XAN chain extender. The results are shown in Table 8. The compatibility of Composition 3 with PHOBOL XAN was clearly visible, as expected. After 5 and 10 washes, the treated fabric maintained a higher spray score when PHOBOL XAN, which is compatible with Composition 3, was added than when it was not added.

[0093] [Table 8]

[0094] Example 6 Stability To evaluate the stability of O / W emulsions prepared according to the present invention, the emulsions were subjected to various conditions. In one test for dilution stability, samples were diluted and subjected to various aging temperatures, after which they were evaluated for viscosity and visual changes. In a second test, undiluted emulsions were subjected to various temperatures and then evaluated visually and by measuring viscosity. See Table 9.

[0095] [Table 9]

[0096] From Table 9, it can be concluded that the above prepared compositions according to the present invention are dilution stable and time stable, with minimal changes according to the times stated.

[0097] Example 7 Performance on various materials Composition 1 of the present invention was tested on several different materials to evaluate its performance on various materials and surfaces by measuring the contact angle of water on the treated surfaces.

[0098] [Table 10]

[0099] In all cases, according to Table 10, the contact angle increased after treatment with Composition 1, which means that better hydrophobic properties were achieved. These results also demonstrate the broad applicability of the composition to a variety of materials and surfaces.

[0100] Example 8 Physical changes on materials Inventive Composition 4 was tested on white 100% by weight polyester to evaluate hand and color change on various materials and surfaces. [Table 11]

[0101] The treated polyester fabrics described in Table 11 were subjected to evaluation by a sensory panel. The sensory panel consisted of individuals trained to compare fabric products (against the original untreated fabric) and evaluate softness / stiffness and yellowing / color change. Stiffness was rated on a scale from 0, representing very soft to the touch, to 7, representing a stiff feel. Color change / yellowing was rated on a scale from 0, representing no change, to 7, representing a significant visual change. From the results shown in Table 12, it can be clearly seen that the emulsion according to the present invention was able to provide a very soft feel on the treated fabric, along with very low yellowing. The present disclosure also includes the following aspects. <1> a) polymeric amides and amides of general formula I at least one positively charged organic amide selected from: [ka] wherein X1, X2, and X3 are the same or different groups, the molar ratio of carbon atoms to nitrogen atoms in the at least one amide is 70≧C / N≧3, preferably 60≧C / N≧5, more preferably 50≧C / N≧6, the amide represented by general formula I is selected from primary, secondary, and tertiary amides of saturated or unsaturated, branched or straight-chain acids having a total carbon number of less than 150, and the amide represented by general formula I is selected from primary, secondary, and tertiary amides of saturated or unsaturated, branched or straight-chain acids that are not water-soluble at a pH of 1 to 7; b) Polymeric amines and amines represented by the following general formula II: at least one positively charged organic amine selected from: [ka] wherein Y1, Y2, Y3, Y4, and Y5 are the same or different groups, the molar ratio of carbon atoms to nitrogen atoms in the at least one amine is 70≧C / N≧3, preferably 60≧C / N≧5, more preferably 50≧C / N≧6, the amine represented by general formula II is selected from primary, secondary, and tertiary amines having a total carbon number of less than 150, the amine represented by general formula II is not water-soluble at a pH of 1 to 7, and the amine is selected from primary, secondary, or tertiary amines having saturated or unsaturated, branched or linear hydrocarbon chains, or is an amine derived from a saturated or unsaturated, branched or linear acid; c) at least one Lewis acid and / or at least one Brønsted acid selected from Lewis acids from groups 2, 4, 8, 12 and 13 of the periodic table of the elements and Brønsted acids with a pKa of less than 7; An emulsifying composition comprising: <2> Groups X1 to X3 and Y1 to Y5 are hydrogen or a saturated or unsaturated hydrocarbon chain, and the hydrocarbon chain is unsubstituted or substituted, and linear or branched; <1> The composition described in <3> The acids include methanoic acid, ethanoic acid, ethanedioic acid, oxoethanoic acid, 2-hydroxyethanoic acid, propanoic acid, prop-2-enoic acid, 2-propynoic acid, propanedioic acid, 2-hydroxypropanedioic acid, oxopropanedioic acid, 2,2-dihydroxypropanedioic acid, 2-oxopropanoic acid, 2-hydroxypropanoic acid, 3-hydroxypropanoic acid, 2,3-dihydroxypropanoic acid, 2-oxiranecarboxylic acid, butanoic acid, 2-methylpropanoic acid, 2-oxobutanoic acid, 3-oxobutanoic acid, 4-oxobutanoic acid, (E)-butenedioic acid, (Z)-butenedioic ...2-methylpropanoic acid, 2-oxobut 2-ynedioic acid, oxobutanedioic acid, hydroxybutanedioic acid, 2,3-dihydroxybutanedioic acid, (E)-but-2-enoic acid, pentanoic acid, 3-methylbutanoic acid, pentanedioic acid, 2-oxopentanedioic acid, 3-oxopentanedioic acid, furan-2-carboxylic acid, tetrahydro-2-furancarboxylic acid, hexanoic acid, hexanedioic acid, 2-hydroxypropane-1,2,3-tricarboxylic acid, prop-1-ene-1,2,3-tricarboxylic acid, 1-hydroxypropane-1,2,3-tricarboxylic acid, (2E,4E)-hexa-2,4-dienoic acid, hep Tanoic acid, heptanedioic acid, cyclohexanecarboxylic acid, benzenecarboxylic acid, 2-hydroxybenzoic acid, octanoic acid, benzene-1,2-dicarboxylic acid, nonanoic acid, benzene-1,3,5-tricarboxylic acid, (E)-3-phenylprop-2-enoic acid, decanoic acid, decanedioic acid, undecanoic acid, dodecanoic acid, benzene-1,2,3,4,5,6-hexacarboxylic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, (9Z)-octadec-9-enoic acid, (9Z,12Z)-octadeca-9,12- Dienoic acid, (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid, (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid, (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid, nonadecanoic acid, eicosanoic acid, (5Z,8Z,11Z)-eicosa-5,8,11-trienoic acid, (5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-tetraenoic acid, heneicosanoic acid, docosanoic acid, (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-Hexaenoic acid, Tricosanoic acid, Tetracosanoic acid, Pentacosanoic acid, Hexacosanoic acid, Heptacosanoic acid (Carboceric acid), Montanic acid, Nonacosanoic acid (Nonacosylic acid), Melissic acid, Hentriacon, Hentriacontylic acid, Lacceroic acid, Psyllic acid, Geddic acid, Pentatriactonate Ceroplastic acid, Hexatriacontylic acid Heptatriacontanoic acid, Octatriacontanoic acid, Nonatriacontanoic acid, Tetracontanoic acid, Myristoleic acid, Palmitoleic acid, Sapienic acid, Oleic acid, Elaidic acid, Vaccenic acid, Gadoleic acid, Eicosenoic acid, Erucic acid, Nervonic acid, Linoleic acid, Eicosadienoic acid, Docosadienoic acid, Triunsaturated fatty acids, Linolenic acid, Pinolenic acid, Eleostearic acid, Mead acid, Dihomogamma-linolenic acid, Eicosatrienoic acid, Stearidonic acid, Arachidonic acid, Eicosatetraenoic acid, Adrenic acid, Pentaunsaturated fatty acids, Bosopentaenoic acid, Eicosapentaenoic acid, Osbondoic acid, Sardine acid acid), tetracosanol pentaenoic acid, hexavalent unsaturated fatty acids, cervonic acid, herring acid, ethanedioic acid, propanedioic acid, butanedioic acid, pentanedioic acid, hexanedioic acid, heptanedioic acid, octanedioic acid, nonanedioic acid, decanedioic acid, undecaneedioic acid, dodecanedioic acid, tridecanedioic acid, hexadecanedioic acid, heneicosa-1,21-dioic acid, docosanedioic acid, triacontanedioic acid, (Z)-butenedioic acid, (E)-butenedioic acid, but-2-yndioic acid, (Z)-pent-2-enedioic acid, (E)-pent-2-enedioic acid, 2-decanedioic acid, dodec-2-enedioic acid, muconic acid, glutic acid, citraconic acid, mesaconic acid, itaconic acid, 2-hydroxypropanedioic acid, oxalic acid isopropanedioic acid, hydroxybutanedioic acid, 2,3-dihydroxybutanedioic acid, oxobutanedioic acid, 2-aminobutanedioic acid, 2-hydroxypentanedioic acid, 2,3,4-trihydroxypentanedioic acid, 3-oxopentanedioic acid, 2-oxopentanedioic acid, 2-aminopentanedioic acid, (2R,6S)-2,6-diaminoheptanedioic acid, (2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid, benzene-1,2-dicarboxylic acid, benzene-1,3-dicarboxylic acid, benzene-1,4-dicarboxylic acid, 2-(2-carboxyphenyl)benzoic acid, 2,6-Naphthalenedicarboxylic acid, pyruvic acid, oxaloacetic acid, acetoacetic acid, levulinic acid, benzoic acid, salicylic acid, ω-phenylalkanoic acid (x=1-17), bicyclic hexahydroindenic acid (Bicyclic, saturated or unsaturated, branched or straight-chain carboxylic acids having less than 40 carbon atoms (C≦40), such as hexahydroindenoic acid, Crassinervic acid, glyceric acid, glycolic acid, lactic acid, tartaric acid, and divinyl ether fatty acids; <1> The composition described in <4> The amide is a polymeric amide having a molecular weight of 1 kDa≦Mw≦1000 kDa, preferably 2 kDa≦Mw≦500 kDa; <1> ~ <3> The composition according to any one of the preceding claims. <5> The amide is selected from amidated polyhydrocarbons such as amidated starch (amylose, amylopectin), amidated cellulose, amidated gum, amidated chitosan, and amidated derivatives thereof, polypeptides, polynucleic acids, and aliphatic polyamides such as nylon 6, nylon 6 / 6, nylon 6 / 12, nylon 11, nylon 12, and polyphthalamide or aromatic polyamide. is a polymeric amide, <1> The composition described in <6> the at least one amine is an amino acid having a solubility in water at 25°C of less than 20 g / 100 mL, and is preferably selected from at least one of isoleucine, tryptophan, tyrosine, leucine, phenylalanine, asparagine, aspartic acid, glutamic acid, glutamine, histidine, methionine, serine, and valine; <1> The composition described in <7> The amine is a polymeric amine having a molecular weight of 1 kDa≦Mw≦1000 kDa, preferably 2 kDa≦Mw≦500 kDa. <1> ~ <6> The composition according to any one of the preceding claims. <8> the amine is a polymeric amine selected from at least one of aminated polyhydrocarbons such as aminated starch (amylose, amylopectin), aminated cellulose, aminated gum, aminated chitosan, and aminated derivatives thereof, polypeptides, polynucleic acids, poly(vinylpyridine), poly(vinylpyrrolidone), poly(vinylamine) and salts thereof, poly(L-lysine) and salts thereof, polyethyleneimine and salts thereof, poly(allylamine) and salts thereof, poly(4-aminostyrene), poly(N-methylvinylamine), poly(diallyldimethyl) and salts thereof, poly(2-vinyl-1-methylpyridine) and salts thereof, poly(N,N-dimethylaminoethyl methacrylate) [I], poly(N,N-dimethylaminoethyl acrylate-co-methyl methacrylate) [II], and poly(N,N-dimethylaminopropyl acrylamide-co-methyl methacrylate), and polyoxypropylene diamine; <1> The composition described in <9> The amide is <1> wherein X2 and X3 are hydrogen atoms, X1 contains less than 40 carbon atoms, and the molar ratio of carbon to nitrogen is 40≧C / N≧6, and the primary amide is not soluble in water at a pH of 1 to 7, and preferably the primary amide is selected from at least one of amides such as erucamide, oleamide, behenamide, stearamide, palmitamide, lauric amide, 12-hydroxystearamide, etc. <1> or <2> The composition described in <10> The amide is <1> wherein X2 is a hydrogen atom, X1 and X3 each contain less than 40 carbon atoms, the molar ratio of carbon to nitrogen in the secondary amide is 40≧C / N≧6, and the secondary amide is not soluble in water at pH 1 to 7, and preferably the amide is N-stearyl stearamide, N-stearyl oleamide, N-oleyl stearamide, N-stearyl erucamide, N-methylol stearamide, methylene bisstearamide, ethylene biscapric acid ... stearamide, ethylene bis-12-hydroxystearamide, ethylene bis-behenamide, hexamethylene bis-stearamide, hexamethylene bis-behenamide, hexamethylene bis-12-hydroxystearamide, N,N'-distearyl adipamide, ethylene bis-oleamide, hexamethylene bis-oleamide, N,N'-dioleyl adipamide, oleyl palmitamide, stearyl erucamide, ethylene bis-oleamide, and the like; <1> or <2> The composition described in <11> The amide is <1> wherein X1, X2, and X3 each contain less than 40 carbon atoms, the molar ratio of carbon atoms to nitrogen atoms in the tertiary amide is 40≧C / N≧6, the tertiary amide is not soluble in water at pH 1-7, and preferably the amide is selected from at least one of N,N-dimethyl oleamide, N,N-diethyl oleamide, octadecanamide, N,N-bis(2-hydroxyethyl), N,N-dimethylstearamide, N,N-bis(2-hydroxyethyl)stearamide, N,N-bis(2-hydroxyethyl)hexadecan-1-amide, N,N-bis(2-hydroxyethyl)oleamide, N,N-bis(2-hydroxyethyl)dodecanamide, etc. <1> or <2> The composition described in <12> The amine is <1> wherein Y4 and Y5 are hydrogen atoms, Y1, Y2, and Y3 each contain less than 50 carbon atoms, the carbon to nitrogen molar ratio in the primary amine is 40≧C / N≧6, and the primary amine is not soluble in water at a pH of 1 to 7, and preferably the primary amine is selected from at least one of primary amines such as cocamine, oleylamine, tallow amine, soy amine, stearylamine, (12E,15E)-N-[(21E,24E)-hexatriaconta-21,24-dienyl]hexatriaconta-12,15-dien-1-amine, dodecylamine, etc. <1> or <2> The composition described in <13> The amine is <1> wherein Y5 is a hydrogen atom, and Y1, Y2, Y3, and Y4 each contain less than 50 carbon atoms, the carbon to nitrogen molar ratio in the secondary amine is 40≧C / N≧6, and the secondary amine is not soluble in water at a pH of 1 to 7, and preferably the secondary amine is selected from at least one of the following secondary amines: dioleylamine, dioctadecylamine, (12E,15E)-N-[(21E,24E)-hexatriaconta-21,24-dienyl]hexatriaconta-12,15-dien-1-amine, etc. <1> or <2> The composition described in <14> The amine is <1> wherein Y1, Y2, Y3, Y4, and Y5 each contain less than 50 carbon atoms, the molar ratio of carbon to nitrogen in the tertiary organic amine is 40≧C / N≧6, and the tertiary organic amine is not soluble in water at a pH of 1 to 7, and preferably the tertiary amine is selected from the group consisting of N-[3-(dimethylamino)propyl]dodecanamide, N-[3-(dimethylamino)propyl]myristate, N-[3-(dimethylamino)propyl]hexadecanamide, N-[3 N-[3-(dimethylamino)propyl]octadecanamide, N-[3-(dimethylamino)propyl]octadec-9-enamide, (9Z,12Z)-N-[3-(dimethylamino)propyl]octadeca-9,12-dienamide (linoleamide), (9Z,12Z,15Z)-N-[3-(dimethylamino)propyl]octadeca-9,12,15-trienamide (linoleamide), and N-[3-(dimethylamino)propyl]eicosanamide, <1> or <2> The composition described in <15> At least one amine is a dimeric diamine, preferably a fatty dimeric diamine having less than 50 carbon atoms, more preferably (12E,15E)-N-[ (21E,24E)-hexatriaconta-21,24-dienyl]hexatriaconta-12,15-dien-1-amine, etc. <1> or <2> The composition described in <16> The amide is synthesized from a fatty acid having less than 50 carbon atoms, preferably oleoyl palmitamide or stearyl erucamide, and the amine is a dimeric diamine, preferably a fatty dimeric diamine having less than 50 carbon atoms. and more preferably (12E,15E)-N-[(21E,24E)-hexatriaconta-21,24-dienyl]hexatriaconta-12,15-dien-1-amine, etc. <1> or <2> The composition described in <17> The amide is synthesized from a fatty acid having less than 50 carbon atoms, preferably oleoyl palmitamide or stearyl erucamide, and the organic amine is <10> and / or the amino acids listed in <12> Preferably, the polymeric organic amine is selected from biopolymers having amino groups, and more preferably, the organic amine is chitosan. <1> or <2> The composition described in <18> further comprising a Lewis acid selected from salt solutions of Group 4 or Group 13 metal salts and mixtures thereof, said metal salts or mixtures thereof being preferably zirconium-based salts, more preferably zirconium acetate and / or zirconium acetate hydroxide; <1> ~ <18> The composition according to any one of the preceding claims. <19> a) hydrophobic phase; b) <1> ~ <18> an emulsification-promoting composition according to any one of the above; c) water; and d) optionally, at least one of an antifoaming agent, a coalescent agent, a preservative, a co-emulsifier, a chain extender, a crosslinker, and a rheology modifier; An emulsified liquid composition comprising: <20> a) 0.01 to 50% by weight, preferably 0.05 to 45% by weight, more preferably 0.1 to 40% by weight, and even more preferably 0.2 to 30% by weight of said hydrophobic phase; b) 0.01 to 12% by weight, preferably 0.05 to 10% by weight, more preferably 0.1 to 8% by weight of a positively charged emulsifying composition; and c) 38 to 99.98% by weight of water Including, <19> The emulsified liquid composition according to claim 1. <21> The hydrophobic phase may be a natural oil, a synthetic oil, a natural wax, a synthetic wax, a liquid resin, a fatty acid, a fatty alcohol, a fatty silane, a fatty siloxane, a fat, Fatty epoxides, fatty imines, fatty aldehydes, fatty imides, fatty thiols, fatty sulfates, fatty esters independently selected from the group consisting of fatty acids, fatty ketones, and other types of lipids. , preferably natural oils, natural waxes, fatty silanes, and / or fatty acids, and mixtures thereof, <19> or <20> The emulsified liquid composition according to claim 1. <22> an acid catalyst which is a Lewis acid comprising at least one polyvalent metal salt selected from at least one of zirconium acetate, zirconium propionate, zirconium acetate hydroxide, zirconium neodecanoate, aluminum sulfate, aluminum stearate, iron sulfate, and zinc sulfate, and mixtures thereof, preferably zirconium acetate; <19> ~ <21> 1. An emulsified liquid composition according to any one of the above. <23> Acetic acid, acetylsalicylic acid, adipic acid, ascorbic acid, aspartic acid, benzenesulfonic acid, camphorsulfonic acid, citric acid, dihydroxyfumaric acid, esylic acid, formic acid, glycolic acid, glutamic acid, glyoxylic acid, hydrochloric acid, lactic acid, malic acid, malonic acid, maleic acid, mandelic acid, mesylic acid, oxalic acid, paratoluenesulfonic acid, pentanoic acid, phthalic acid, propionic acid, pyruvic acid, stearic acid, salicylic acid, sulfuric acid, tartaric acid, triflic acid, any amino acid, levulinic acid, succinic acid, hydrochloric acid (HCl), hydrobromic acid (HBr), iodine water a Bronsted-Lowry acid selected from at least one of: chloric acid (HI), or halogen oxoacids; hypochlorous acid, chloric acid, perchloric acid, periodic acid, and the corresponding compounds for bromine and iodine; or a Bronsted-Lowry acid selected from any of sulfuric acid (H2SO4), sulfamic acid, fluorosulfuric acid, nitric acid (HNO3), phosphoric acid (H3PO4), fluoroantimonic acid, fluoroboric acid, hexafluorophosphoric acid, chromic acid (H2CrO4), or boric acid (H3BO3), and the like and mixtures thereof; <19> ~ <22> 1. An emulsified liquid composition according to any one of the above. <24> a) a co-surfactant, preferably a nonionic emulsifier having an HLB value of 1 to 41, wherein said co-surfactant is preferably present in an amount of less than 7% by weight, more preferably 0.01 to 4% by weight, even more suitably 0.1 to 3% by weight, and is preferably selected from at least one of alkyl polyethylene glycol ethers made from C10 to C18 alcohols and ethylene oxide, and polyoxyethylene lauryl ether; b) a coalescing agent, such as at least one of butyl diglycol, monopropylene glycol, isopropanol, ethanol, and acetone, wherein the coalescing agent is present in an amount of 0.01 to 20% by weight, preferably in an amount of 0.1 to 6% by weight, and most preferably in an amount of 0.5 to 3% by weight; c) antifoaming agents, such as EO / PO type antifoaming agents, silicones, tributyl phosphate, alkyl phthalates, emulsion type antifoaming agents, fatty acid type antifoaming agents, wherein said antifoaming agents are present in an amount of 0.05 to 10% by weight, preferably 0.1 to 1% by weight; d) rheology modifiers, such as hydrophilic or hydrophobic silica nanoparticles or biopolymers such as carboxymethylcellulose, suitably wherein said rheology modifier is present in an amount of 5% by weight or less, preferably 0.1 to 2% by weight, more preferably 0.1 to 2% by weight; e) a preservative selected from one or more of a fungicide, a bactericide, a pharmaceutical preservative, a cosmetic preservative, and a food preservative, wherein the preservative is present in an amount of 0.005 to 10% by weight, preferably in an amount of 0.005 to 1.5% by weight, and more preferably in an amount of 0.005 to 0.5% by weight; and f) a chain extender / crosslinker selected from one or more isocyanate-based block prepolymers, present in an amount of 0.1 to 10% by weight, preferably in an amount of 0.2 to 8% by weight, more preferably in an amount of 0.5 to 5% by weight; including at least one of <19> ~ <23> 1. An emulsified liquid composition according to any one of the above. <25> a) 0.2 to 30 wt. % of said hydrophobic phase; b) 0.1 to 8% by weight, <1> ~ <18> 1. The emulsion-promoting composition according to claim 1, wherein the selected Lewis acid is zirconium acetate in an amount of 0.1 to 5% by weight; and c) optionally, 0.1 to 3% by weight of said co-surfactant, 0.5 to 3% by weight of said coalescing agent, and 0.005 to 0.5% by weight of said preservative; Including, <19> ~ <24> 1. An emulsified liquid composition according to any one of the above. <26> 1. A method for improving the water repellency of inorganic, organic, or fibrous materials and / or improving the ability of the treated material to repel water-soluble stains, comprising: a) <19> ~ <25> adding the composition according to any one of the preceding items to the inorganic material, organic material, or fibrous material; b) optionally adjusting the amount of composition applied to the material; c) drying the treated inorganic, organic, or fibrous material to a substantially dry state; and d) optionally curing the treated inorganic, organic or fibrous material at a temperature of 10 to 200°C, more preferably 10 to 90°C, especially 15 to 60°C for consumer use, and 90 to 250°C for industrial use, most preferably 90 to 190°C for industrial use. A method comprising:

Claims

1. a) at least one positively charged organic amide represented by general formula I: 【Chemical 1】 wherein X1, X2, and X3 are the same or different groups, the molar ratio of carbon atoms to nitrogen atoms in the at least one amide is 70≧C / N≧3, and the amide represented by general formula I is a saturated or unsaturated, branched or linear acid having a total carbon number of less than 150. selected from primary, secondary, and tertiary amides, the amides of general formula I being selected from primary, secondary, and tertiary amides of saturated or unsaturated, branched or straight chain acids that are not water-soluble at a pH of 1 to 7; b) at least one positively charged organic amine selected from aminated polyhydrocarbons selected from aminated amylose, aminated amylopectin, aminated cellulose, aminated gums, and aminated chitosan, and at least one amine represented by the following general formula II: 【Chemistry 2】 wherein Y1, Y2, Y3, Y4, and Y5 are the same or different groups, the molar ratio of carbon atoms to nitrogen atoms in the at least one positively charged organic amine is 70≧C / N≧3, the amine of general formula II is selected from primary, secondary, and tertiary amines having a total carbon number of less than 150, the amine of general formula II is not water soluble at a pH of 1 to 7, and the amine is selected from primary, secondary, or tertiary amines having saturated or unsaturated, branched or straight-chain hydrocarbon chains or is an amine derived from a saturated or unsaturated, branched or straight-chain acid; and c) at least one Lewis acid and / or at least one Bronsted acid selected from Lewis acids from groups 2, 4, 8, 12 and 13 of the periodic table of the elements and Bronsted acids with a pKa of less than 7; 1. An emulsifying composition comprising:

2. 2. The composition of claim 1, wherein the molar ratio of carbon atoms to nitrogen atoms in the at least one positively charged organic amide is 60≧C / N≧5 and the molar ratio of carbon atoms to nitrogen atoms in the at least one positively charged organic amine is 60≧C / N≧5.

3. The composition described in claim 1, wherein the molar ratio of carbon atoms to nitrogen atoms in the at least one positively charged organic amide is 50≧C / N≧6, and the molar ratio of carbon atoms to nitrogen atoms in the at least one positively charged organic amine is 50≧C / N≧6.

4. The acids include methanoic acid, ethanoic acid, ethanedioic acid, oxoethanoic acid, 2-hydroxyethanoic acid, propanoic acid, prop-2-enoic acid, 2-propynoic acid, propanedioic acid, 2-hydroxypropanedioic acid, oxopropanedioic acid, 2,2-dihydroxypropanedioic acid, 2-oxopropanoic acid, 2-hydroxypropanoic acid, 3-hydroxypropanoic acid, 2,3-dihydroxypropanoic acid, 2-oxiranecarboxylic acid, butanoic acid, 2-methylpropanoic acid, 2-oxopropanoic acid, 2-hydroxy ... Isobutanoic acid, 3-oxobutanoic acid, 4-oxobutanoic acid, (E)-butenedioic acid, (Z)-butenedioic acid, but-2-yndioic acid, oxobutanedioic acid, hydroxybutanedioic acid, 2,3-dihydroxybutanedioic acid, (E)-but-2-enoic acid, pentanoic acid, 3-methylbutanoic acid, pentanedioic acid, 2-oxopentanedioic acid, 3-oxopentanedioic acid, furan-2-carboxylic acid, tetrahydro-2-furancarboxylic acid, hexanoic acid, hexanedioic acid, 2 -hydroxypropane-1,2,3-tricarboxylic acid, prop-1-ene-1,2,3-tricarboxylic acid, 1-hydroxypropane-1,2,3-tricarboxylic acid, (2E,4E)-hexa-2,4-dienoic acid, heptanoic acid, heptanedioic acid, cyclohexanecarboxylic acid, benzenecarboxylic acid, 2-hydroxybenzoic acid, octanoic acid, benzene-1,2-dicarboxylic acid, nonanoic acid, benzene-1,3,5-tricarboxylic acid, (E)-3-furan Phenylprop-2-enoic acid, decanoic acid, decanedioic acid, undecanoic acid, dodecanoic acid, benzene-1,2,3,4,5,6-hexacarboxylic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, (9Z)-octadec-9-enoic acid, (9Z,12Z)-octadeca-9,12-dienoic acid, (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid, (6Z,9Z,12Z) -octadeca-6,9,12-trienoic acid, (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid, nonadecanoic acid, eicosanoic acid, (5Z,8Z,11Z)-eicosa-5,8,11-trienoic acid, (5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-tetraenoic acid, heneicosanoic acid, docosanoic acid, (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-Hexaenoic acid, Tricosanoic acid, Tetracosanoic acid, Pentacosanoic acid, Hexacosanoic acid, Heptacosanoic acid (Carboceric acid), Montanic acid, Nonacosanoic acid (Nonacosylic acid), Melissic acid, Hentriacontanoic acid, Dotriacontanoic acid (Lacceroic acid), Tritriacontanoic acid (Psyllic acid), Tetratriacontanoic acid (Geddic acid), Pentatriacontanoic acid (Ceroplastic acid), Hexatriacontanoic acid, Heptatriacontanoic acid, Octatriacontanoic acid, Nonatriacontanoic acid, Tetracontanoic acid acid), myristoleic acid, palmitoleic acid, sapienic acid, oleic acid, elaidic acid, vaccenic acid, gadoleic acid, eicosenoic acid, erucic acid, nervonic acid, linoleic acid, eicosadienoic acid, docosadienoic acid, triunsaturated fatty acids, linolenic acid, pinolenic acid, eleostearic acid, mead acid, dihomogammalinolenic acid, eicosatrienoic acid, stearidonic acid, arachidonic acid, eicosatetraenoic acid, adrenic acid, pentaunsaturated fatty acids, bosseopentaenoic acid, eicosapentaenoic acid, osbondo acid, sardine acid, tetracosanolpentaenoic acid, hexaunsaturated fatty acids, cervonic acid, herring acid acid), ethanedioic acid, propanedioic acid, butanedioic acid, pentanedioic acid, hexanedioic acid, heptanedioic acid, octanedioic acid, nonanedioic acid, decanedioic acid, undecanedioic acid, dodecanedioic acid, tridecanedioic acid, hexadecanedioic acid, heneicosa-1,21-dioic acid, docosane-2-dioic acid, triacontanedioic acid, (Z)-butenedioic acid, (E)-butenedioic acid, but-2-yndioic acid, (Z)-pent-2-enedioic acid, (E)-pent-2-enedioic acid, 2-decanedioic acid, dodec-2-enedioic acid, muconic acid, glutic acid, citraconic acid, mesaconic acid, itaconic acid, 2-hydroxypropanedioic acid, oxopropanedioic acid, hydroxybutanedioic acid, 2,3-Dihydroxybutanedioic acid, oxobutanedioic acid, 2-aminobutanedioic acid, 2-hydroxypentanedioic acid, 2,3,4-trihydroxypentanedioic acid, 3-oxopentanedioic acid, 2-oxopentanedioic acid, 2-aminopentanedioic acid, (2R,6S)-2,6-diaminoheptanedioic acid, (2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid, benzene-1,2-dicarboxylic acid, benzene-1,3-dicarboxylic acid, benzene-1,4-dicarboxylic acid, 2-(2-carboxyphenyl)benzoic acid, 2,6-naphthalenedicarboxylic acid, pyruvic acid, oxaloacetic acid, acetoacetic acid, levulinic acid, benzoic acid, salicylic acid, ω-phenylalkanoic acid (x=1 to 17), bicyclic hexahydroindenoic acid, crassinervic acid 2. The composition of claim 1, wherein the carboxylic acid is a saturated or unsaturated, branched or straight-chain carboxylic acid having 40 or fewer carbon atoms (C≦40) selected from the group consisting of glyceric acid, glycolic acid, lactic acid, tartaric acid, and divinyl ether fatty acids.

5. 2. The composition of claim 1, wherein the at least one positively charged organic amine comprises an amino acid having a solubility in water at 25°C of less than 20 g / 100 mL, and the amino acid is at least one selected from isoleucine, tryptophan, tyrosine, leucine, phenylalanine, asparagine, aspartic acid, glutamic acid, glutamine, histidine, methionine, serine, and valine.

6. 2. The composition of claim 1, wherein the positively charged organic amide comprises a primary organic amide represented by the general formula I in claim 1, wherein X2 and X3 are hydrogen atoms, X1 comprises less than 40 carbon atoms, the molar ratio of carbon to nitrogen is 40≧C / N≧6, the primary organic amide is not soluble in water at a pH of 1 to 7, and the primary organic amide is at least one selected from erucamide, oleamide, behenamide, stearamide, palmitamide, lauric amide, and 12-hydroxystearamide.

7. The positively charged organic amide comprises a secondary organic amide represented by the general formula I in claim 1, wherein X2 is a hydrogen atom, X1 and X3 each contain less than 40 carbon atoms, the molar ratio of carbon to nitrogen in the secondary organic amide is 40≧C / N≧6, the secondary organic amide is not soluble in water at pH 1 to 7, and the secondary organic amide is selected from the group consisting of N-stearyl stearamide, N-stearyl oleamide, N-oleyl stearamide, N-stearyl erucamide, N-methylol stearamide, methylene bisstearamide, ethylene biscapric amide, and the like.

2. The composition of claim 1, wherein the hydroxystearamide is at least one selected from the group consisting of ethylene bisstearamide, ethylene bis-12-hydroxystearamide, ethylene bis-behenamide, hexamethylene bisstearamide, hexamethylene bis-behenamide, hexamethylene bis-12-hydroxystearamide, N,N'-distearyl adipamide, ethylene bis-oleamide, hexamethylene bis-oleamide, N,N'-dioleyl adipamide, oleyl palmitamide, stearyl erucamide, and ethylene bis-oleamide.

8. 2. The composition of claim 1, wherein the positively charged organic amide comprises a tertiary organic amide represented by general formula I in claim 1, wherein X1, X2, and X3 each comprise less than 40 carbon atoms, the molar ratio of carbon atoms to nitrogen atoms in the tertiary organic amide is 40≧C / N≧6, the tertiary organic amide is not soluble in water at a pH of 1 to 7, and the tertiary organic amide is at least one selected from N,N-dimethyl oleamide, N,N-diethyl oleamide, octadecanamide, N,N-bis(2-hydroxyethyl), N,N-dimethylstearamide, N,N-bis(2-hydroxyethyl)stearamide, N,N-bis(2-hydroxyethyl)hexadecan-1-amide, N,N-bis(2-hydroxyethyl)oleamide, and N,N-bis(2-hydroxyethyl)dodecanamide.

9. 2. The composition of claim 1, wherein the positively charged organic amine comprises a primary organic amine represented by the general formula II in claim 1, wherein Y4 and Y5 are hydrogen atoms, Y1, Y2, and Y3 each comprise less than 50 carbon atoms, the molar ratio of carbon to nitrogen in the primary organic amine is 40≧C / N≧6, the primary organic amine is not soluble in water at a pH of 1 to 7, and the primary organic amine is at least one selected from cocamine, oleylamine, tallow amine, soy amine, stearylamine, and dodecylamine.

10. 2. The composition of claim 1, wherein the positively charged organic amine comprises a secondary organic amine represented by the general formula II in claim 1, wherein Y5 is a hydrogen atom and Y1, Y2, Y3, and Y4 each contain less than 50 carbon atoms, the molar ratio of carbon to nitrogen in the secondary organic amine is 40≧C / N≧6, the secondary organic amine is not soluble in water at a pH of 1 to 7, and the secondary organic amine is at least one selected from dioleylamine, dioctadecylamine, and (12E,15E)-N-[(21E,24E)-hexatriaconta-21,24-dienyl]hexatriaconta-12,15-dien-1-amine.

11. The positively charged organic amine comprises a tertiary organic amine represented by the general formula II in claim 1, wherein Y1, Y2, Y3, Y4, and Y5 each comprise less than 50 carbon atoms, the molar ratio of carbon to nitrogen in the tertiary organic amine is 40≧C / N≧6, the tertiary organic amine is not soluble in water at a pH of 1 to 7, and the tertiary organic amine is selected from the group consisting of N-[3-(dimethylamino)propyl]dodecanamide, N-[3-(dimethylamino)propyl]myristic acid amide, N-[3-(dimethylamino)propyl]hexadecan ...

2. The composition of claim 1, wherein the hydroxybenzoate is at least one selected from the group consisting of octadeca-9,12-dieneamide, N-[3-(dimethylamino)propyl]octadecanamide, N-[3-(dimethylamino)propyl]octadec-9-enamide, (9Z,12Z)-N-[3-(dimethylamino)propyl]octadeca-9,12-dienamide (linoleamide), (9Z,12Z,15Z)-N-[3-(dimethylamino)propyl]octadeca-9,12,15-trienamide (linoleamide), and N-[3-(dimethylamino)propyl]eicosanamide.

12. 10. The composition of claim 1, wherein the at least one positively charged organic amine is a dimeric diamine, said dimeric diamine being a fatty dimeric diamine having less than 50 carbon atoms.

13. 2. The composition of claim 1, wherein the positively charged organic amide is synthesized from a fatty acid having less than 50 carbon atoms and is at least one selected from oleoyl palmitamide and stearyl erucamide, and the positively charged organic amine is a dimeric diamine, and the dimeric diamine is a fatty dimeric diamine having less than 50 carbon atoms.

14. 10. The composition of claim 1, wherein the positively charged organic amide is synthesized from a fatty acid having less than 50 carbon atoms and is at least one selected from oleoyl palmitamide and stearyl erucamide, and the positively charged organic amine is an amino acid and / or an aminated polyhydrocarbon according to claim 5.

15. 10. The composition of claim 1, further comprising a Lewis acid selected from salt solutions of Group 4 or Group 13 metal salts and mixtures thereof, wherein the Lewis acid is at least one selected from zirconium acetate and zirconium acetate hydroxide.

16. a) 0.01 to 50% by weight of a hydrophobic phase; b) 0.01 to 12 wt. % of the emulsification-promoting composition of claim 1; c) 38 to 99.98% by weight of water; and d) optionally, at least one of an antifoaming agent, a coalescent agent, a preservative, a co-emulsifier, a chain extender, a crosslinker, and a rheology modifier; An emulsified liquid composition comprising:

17. The hydrophobic phase may be selected from the group consisting of natural oils, synthetic oils, natural waxes, synthetic waxes, liquid resins, fatty acids, fatty alcohols, fatty silanes, fatty siloxanes, and oils.

17. The emulsified liquid composition of claim 16, comprising one or more hydrophobic agents independently selected from the group consisting of fatty epoxides, fatty imines, fatty aldehydes, fatty imides, fatty thiols, fatty sulfates, fatty esters, and fatty ketones.

18. a) 0.2 to 30% by weight of said hydrophobic phase; b) 0.1 to 8% by weight of the emulsion-promoting composition of claim 1, wherein the selected Lewis acid is zirconium acetate in an amount of 0.1 to 5% by weight; and c) optionally, 0.1-3% by weight of a co-surfactant, 0.5-3% by weight of a coalescing agent, 0.005-0.5% by weight of a preservative 18. The emulsified liquid composition of claim 16 or claim 17, comprising:

19. 1. A method for improving the water repellency of inorganic, organic, or fibrous materials and / or improving the ability of the treated material to repel water-soluble stains, comprising: a) adding the composition of claim 16 to the inorganic, organic, or fibrous material; b) optionally adjusting the amount of composition applied to the material; c) drying the treated inorganic, organic, or fibrous material to a substantially dry state; and d) Optionally, curing the treated inorganic, organic or fibrous material at a temperature of 10 to 200°C. A method comprising:

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