Composition

Abstract

The present invention relates to a composition capable of improving the cleaning performance of dirt during washing by treating an object. The composition of the present invention contains (A) a modified hydroxyalkyl cellulose and (B) a cationic surfactant, wherein the (A) modified hydroxyalkyl cellulose has a cationic group and a hydrophobic group represented by formula (1) bonded to the group after removing the hydrogen atom from the hydroxyl group of the hydroxyalkyl cellulose, the degree of substitution of the hydroxyalkyl group in the hydroxyalkyl cellulose is greater than 0.1 and less than 3, and the content of the (B) cationic surfactant exceeds 1 part by mass and is less than 1500 parts by mass relative to 1 part by mass of the (A) modified hydroxyalkyl cellulose. (In formula (1), Z represents a single bond or a hydrocarbon group having an oxygen atom, and R 1 represents a hydrocarbon group having 2 or more carbon atoms, and * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose. )*-Z-R 1 (1)

Description

Technical Field

[0001] The present invention relates to compositions. Background Art

[0002] Polysaccharide derivatives are used as ingredients in hair cosmetics such as shampoos, conditioners, conditioning agents, and hair dressings, as well as in clothing cleaning and finishing compositions, and their uses cover a wide range of areas.

[0003] Japanese Patent Application Laid-Open No. 2000-178303 (Patent Document 1) describes a finishing agent for cleaning containing a polysaccharide derivative substituted with specific alkyl, carboxymethyl and cationic groups.

[0004] Japanese Patent Application Laid-Open No. 2015-168666 (Patent Document 2) describes an aqueous hair cleansing agent containing a specific surfactant, a cationic group-containing cellulose ether, and a specific glycerol ether.

[0005] Japanese Patent Application Publication No. 2013-529644 (Patent Document 3) discloses a personal care composition additive comprising a specific sustained polymer selected from polysaccharides and synthetic polymers containing a cationic monomer. Summary of the invention

[0006] The present inventors have found that the above-mentioned problems can be solved by a specific composition.

[0007] That is, the present invention relates to the following <1>.

[0008] <1> A composition comprising (A) a modified hydroxyalkyl cellulose and (B) a cationic surfactant, wherein a cationic group and a hydrophobic group represented by formula (1) are bonded to a group obtained by removing a hydrogen atom from a hydroxyl group of the hydroxyalkyl cellulose in the modified hydroxyalkyl cellulose, the degree of substitution of the hydroxyalkyl groups in the hydroxyalkyl cellulose is from 0.1 to 3, and the content of the cationic surfactant (B) is more than 1 part by mass and is from 1500 parts by mass to 1 part by mass of the modified hydroxyalkyl cellulose (A).

[0009] [Chemical formula 1]

[0010] *-ZR 1 (1)

[0011] (In formula (1), Z represents a single bond or a hydrocarbon group having an oxygen atom, and R 1 represents a hydrocarbon group having 2 or more carbon atoms, and * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose. DETAILED DESCRIPTION

[0012] As a composition for surface treatment of clothing etc., there is a demand for a composition that can improve the cleaning performance of dirt during washing. However, conventional surface treatment compositions cannot exhibit sufficient performance.

[0013] The present invention relates to a composition which can improve the cleaning performance of dirt during washing by treating an object and can enhance the function of a cationic surfactant.

[0014] According to the present invention, there can be provided a composition which can improve the detergency of dirt during washing by treating an object and can enhance the function of a cationic surfactant.

[0015] In the following description, the term "cleaning performance" refers to a performance that improves the ease with which dirt is removed during cleaning.

[0016] [Composition]

[0017] The composition of the present invention contains (A) a modified hydroxyalkyl cellulose (hereinafter also referred to as "the modified hydroxyalkyl cellulose of the present invention") and (B) a cationic surfactant, wherein a cationic group and a hydrophobic group represented by formula (1) are bonded to a group obtained by removing a hydrogen atom from a hydroxyl group of the hydroxyalkyl cellulose in the modified hydroxyalkyl cellulose, the degree of substitution of the hydroxyalkyl group in the hydroxyalkyl cellulose is from 0.1 to 3, and the content of the cationic surfactant (B) is more than 1 part by mass and is from 1500 parts by mass to 1 part by mass of the modified hydroxyalkyl cellulose (A).

[0018] [Chemical formula 2]

[0019] *-ZR 1 (1)

[0020] (In formula (1), Z represents a single bond or a hydrocarbon group having an oxygen atom, and R 1 represents a hydrocarbon group having 2 or more carbon atoms, and * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose.

[0021] The present inventors have found that by treating an object such as clothing with a composition such as a fiber finishing agent containing the modified hydroxyalkyl cellulose of the present invention and a cationic surfactant at a specific ratio, the ease of dirt removal during washing can be improved. The detailed mechanism of action is not yet clear, but part of the speculation is as follows.

[0022] The modified hydroxyalkyl cellulose (A) contained in the composition of the present invention has both a cationic group and a hydrophobic group in the hydroxyalkyl cellulose having a specific degree of substitution of hydroxyalkyl groups, and thus imparts uniform and appropriate hydrophilicity to the surface by adsorbing on the surface of an object such as clothing. In addition, it is presumed that the modified hydroxyalkyl cellulose (A) is efficiently adsorbed on the surface by hydrophobic interaction with a cationic surfactant, and thus the surface is modified to a state where dirt is easily shed, and the cleaning effect is improved.

[0023] In addition, in the present invention, it is clarified that (A) modified hydroxyalkyl cellulose can obtain the effect of enhancing the function of cationic surfactants. That is, it is clarified that when a cationic surfactant is added to improve softness, the same softness improvement effect can be obtained with a smaller amount of cationic surfactant added. The detailed mechanism of action for obtaining such an effect is not yet clear, but it is speculated that due to (A) modified hydroxyalkyl cellulose, the amount of cationic surfactant adsorbed on the surface of the treated article increases, thereby obtaining the above effect.

[0024] <(A) Modified hydroxyalkyl cellulose>

[0025] In the modified hydroxyalkyl cellulose (A) of the present invention, a cationic group and a hydrophobic group represented by the formula (1) are bonded to a group obtained by removing a hydrogen atom from a hydroxyl group of the hydroxyalkyl cellulose.

[0026] [Chemical formula 3]

[0027] *-ZR 1 (1)

[0028] (In formula (1), Z represents a hydrocarbon group having a single bond or an oxygen atom, and R 1 represents a hydrocarbon group having 2 or more carbon atoms, and * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose.

[0029] From the viewpoint of improving cleaning performance, the hydroxyalkyl group of the hydroxyalkyl cellulose is preferably at least one selected from a hydroxyethyl group and a hydroxypropyl group, more preferably only a hydroxyethyl group or a hydroxypropyl group, and even more preferably only a hydroxyethyl group.

[0030] From the viewpoint of improving cleaning performance, the hydroxyalkyl cellulose is preferably hydroxyethyl cellulose (hereinafter also referred to as "HEC"), hydroxypropyl cellulose, or hydroxybutyl cellulose, more preferably HEC or hydroxypropyl cellulose, and even more preferably HEC.

[0031] From the viewpoint of improving cleaning performance, the modified hydroxyalkyl cellulose of the present invention is preferably modified hydroxyethyl cellulose (hereinafter also referred to as "modified HEC"), modified hydroxypropyl cellulose, or modified hydroxybutyl cellulose, more preferably modified HEC or modified hydroxypropyl cellulose, and even more preferably modified HEC.

[0032] From the viewpoint of improving solubility, the degree of substitution of hydroxyalkyl groups in hydroxyalkyl cellulose is 0.1 or more, preferably 0.5 or more, more preferably 1 or more, and further preferably 1.5 or more, and from the viewpoint of improving cleaning performance, it is 3 or less, preferably 2.8 or less, and more preferably 2.6 or less.

[0033] In the present invention, the degree of substitution of X groups refers to the molar average degree of substitution of X groups, and refers to the number of substitutions of X groups per monosaccharide unit constituting cellulose. For example, the "degree of substitution of hydroxyethyl groups" refers to the average number of moles of hydroxyethyl groups introduced (bonded) per 1 mole of anhydroglucose units.

[0034] When the hydroxyalkyl cellulose has both a hydroxyethyl group and a hydroxypropyl group, the degree of substitution of the hydroxyalkyl group is the total of the degree of substitution of the hydroxyethyl group and the degree of substitution of the hydroxypropyl group.

[0035] (Weight average molecular weight)

[0036] In the present invention, from the viewpoint of improving cleaning performance, the weight average molecular weight of the hydroxyalkyl cellulose is preferably 1,000 or more, more preferably 10,000 or more, further preferably 100,000 or more, further preferably 130,000 or more, further preferably 200,000 or more, and from the viewpoint of improving solubility in the composition, it is preferably 3 million or less, more preferably 1.5 million or less, further preferably 1.2 million or less, further preferably 600,000 or less, further preferably 400,000 or less.

[0037] When the hydroxyalkyl cellulose is purchased and used, the value announced by the manufacturer can be used.

[0038] (Cationic Group)

[0039] In the modified hydroxyalkyl cellulose of the present invention, a cationic group is bonded to the group obtained by removing the hydrogen atom from the hydroxyl group of the hydroxyalkyl cellulose. Here, the cationic group refers to a quaternary ammonium salt or a tertiary amine that can be converted into a quaternary ammonium salt by adding a proton. In addition, the above-mentioned hydroxyl group includes a hydroxyl group possessed by the hydroxyalkyl group bonded to the cellulose and a hydroxyl group possessed by the glucose forming the cellulose skeleton (a hydroxyl group not bonded to the hydroxyalkyl group).

[0040] The cationic group of the modified hydroxyalkyl cellulose preferably contains a quaternary ammonium cation and is preferably represented by the following formula (2-1) or formula (2-2). The modified hydroxyalkyl cellulose of the present invention more preferably contains at least a quaternary ammonium cation represented by formula (2-1).

[0041] [Chemical formula 4]

[0042]

[0043] (In formula (2-1) and formula (2-2), R 21 ~R 23 Each independently represents a hydrocarbon group having 1 to 4 carbon atoms, and X - represents an anion, t represents an integer of 0 to 3, and * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose.

[0044] R 21 ~R 23 Each of them is independently preferably a linear or branched hydrocarbon group having 1 to 4 carbon atoms, more preferably a methyl group or an ethyl group, and further preferably R 21 ~R 23 All are methyl or ethyl, and more preferably R 21 ~R 23 All are methyl.

[0045] t is preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 1.

[0046] X - Examples of the counter ion of the quaternary ammonium cation include alkyl sulfate ions having 1 to 3 carbon atoms, sulfate ions, phosphate ions, carboxylate ions having 1 to 3 carbon atoms (formate ions, acetate ions, propionate ions), and halide ions.

[0047] Among them, from the perspective of ease of production and ease of obtaining raw materials, X - Preferably, it is one or more selected from the group consisting of methyl sulfate ion, ethyl sulfate ion, chloride ion and bromide ion. From the viewpoint of the water solubility and chemical stability of the obtained modified hydroxyalkyl cellulose, more preferably, it is chloride ion.

[0048] X - One type may be used alone, or two or more types may be used.

[0049] The group represented by formula (2-1) or formula (2-2) can be obtained by using an introduction agent for a cationic group (hereinafter also referred to as a "cationizing agent"). Examples of the cationizing agent include glycidyl trialkylammonium chloride and 3-chloro-2-hydroxypropyl trialkylammonium chloride. Glycidyl trialkylammonium chloride is preferred from the perspective of ease of obtaining the raw material and chemical stability, and from the perspective of not generating a by-product salt when reacting with hydroxyalkyl cellulose.

[0050] These cationizing agents can be used alone or in combination of two or more.

[0051] From the viewpoint of improving the cleaning performance, the degree of substitution of the cationic group in the modified hydroxyalkyl cellulose of the present invention (hereinafter also referred to as "MS C ”) is preferably 0.001 or more, more preferably 0.01 or more, further preferably 0.015 or more, and is preferably 1 or less, more preferably 0.2 or less, further preferably 0.15 or less, further preferably 0.1 or less.

[0052] The degree of substitution of the cationic group is measured by the method described in Examples.

[0053] (Hydrophobic Group)

[0054] In the modified hydroxyalkyl cellulose of the present invention, a hydrophobic group represented by the following formula (1) is bonded to a group obtained by removing a hydrogen atom from a hydroxyl group of the hydroxyalkyl cellulose.

[0055] [Chemical formula 5]

[0056] *-ZR 1 (1)

[0057] (In formula (1), Z represents a single bond or an oxygen atom having a hydrocarbon group, R 1 represents a hydrocarbon group having 2 or more carbon atoms, and * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose.

[0058] From the perspective of improving cleaning performance, R 1 It is preferably an alkyl group or an alkenyl group, more preferably an alkyl group, further preferably a linear or branched alkyl group, and further preferably a linear alkyl group.

[0059] From the perspective of improving cleaning performance, R 1 The number of carbon atoms is 2 or more, preferably 4 or more, more preferably 6 or more, further preferably 8 or more, further preferably 10 or more, and is preferably 24 or less, more preferably 22 or less, further preferably 18 or less, further preferably 16 or less, further preferably 14 or less, further preferably 13 or less.

[0060] R 1 The carbon number of the hydrocarbon group is defined so that it becomes the largest. Therefore, in formula (1), Z and R 1 The bonded atom is, for example, an oxygen atom, a carbonate carbon, a carbon atom to which a hydroxyl group is bonded, a carbon atom to which a hydroxyalkyl group is bonded, or the like.

[0061] From the perspective of improving cleaning performance, R 1 The molar average carbon number of R is preferably 4 or more, more preferably 7 or more, and further preferably 10 or more, and is preferably 24 or less, more preferably 18 or less, further preferably 14 or less, and further preferably 13 or less. 1 The molar average carbon number is R 1 The molar average value of the distribution of carbon atoms in a. 1 The molar average number of carbon atoms can be measured, for example, using gas chromatography (GC).

[0062] From the viewpoint of improving cleaning performance, the hydrocarbon group R 1 The proportion of the hydrocarbon groups having 9 or more carbon atoms is preferably 25 mol % or more, more preferably 50 mol % or more, further preferably 70 mol % or more, further preferably 90 mol % or more, and may be 100 mol %.

[0063] The ratio of the hydrocarbon group having 9 or more carbon atoms can be measured using GC, for example.

[0064] Z represents a single bond or a hydrocarbon group having an oxygen atom. The hydrocarbon group is preferably an alkylene group, a part of the methylene groups of the alkylene group may be replaced by an ether bond, a part of the methylene groups may be replaced by a carbonyl group (-C(=O)-), and a part of the hydrogen atoms of the alkylene group may be replaced by a hydroxyl group, an alkyl group, or a hydroxyalkyl group.

[0065] When Z is a hydrocarbon group having an oxygen atom (hereinafter, also referred to as a hydrocarbon group (Z)), the hydrocarbon group (Z) preferably contains a group derived from an epoxy group, a group derived from an oxyglycidyl group, or a group derived from a carboxylic acid (or its anhydride), and more preferably contains a group derived from an oxyglycidyl group from the viewpoint of improving cleaning performance.

[0066] From the viewpoint of not generating a by-product salt when manufacturing modified hydroxyalkyl cellulose and improving the cleaning performance, the group represented by formula (1) more preferably includes a group represented by any one of the following formulas (1-1), (1-1'), (1-2) and (1-2') (hereinafter also referred to as "formula (1-1) to formula (1-2')"), further preferably includes at least a group represented by formula (1-1) or (1-2), and further preferably includes at least a group represented by formula (1-1).

[0067] [Chemical formula 6]

[0068]

[0069] (In formula (1-1) to formula (1-2'), R 11 Each independently represents an alkylene group having 2 to 4 carbon atoms, and R 1 With R in formula (1) 1 Same meaning, n1 means -R 11 The number of added moles of -O-, n1 is an integer of 0 to 30, and * represents the bonding position to the group after removing the hydrogen atom from the hydroxyl group of the hydroxyalkyl cellulose.

[0070] R in formula (1-1) to formula (1-2') 1 The preferred embodiment is the same as R in formula (1) 1 Remove R from formula (1-1) to formula (1-2') 1 The latter group is a preferred embodiment of the hydrocarbon group Z.

[0071] R 11 Each independently is preferably ethylene or propylene, more preferably ethylene. 11 The number of carbon atoms in R is preferably 2 or more and 3 or less. 11 When there are a plurality of n1, each may be the same or different. n1 is preferably 20 or less, more preferably 10 or less, further preferably 5 or less, further preferably 3 or less, further preferably 1 or less, and may be 0 or more, further preferably 0.

[0072] When the group represented by formula (1) contains at least one group selected from the group represented by formula (1-1) and the group represented by formula (1-1′), from the viewpoint of improving the antibacterial performance, -R 11 The average number of added moles of -O- is preferably 20 or less, more preferably 10 or less, further preferably 5 or less, further preferably 3 or less, further preferably 1 or less, and is preferably 0 or more.

[0073] Formula (1-1) and Formula (1-1') are groups derived from glycidyl ((poly) alkyleneoxy) hydrocarbon ether, and Z is a group derived from oxyglycidyl or (poly) alkyleneoxyglycidyl. The group represented by Formula (1-1) or Formula (1-1') is obtained by using glycidyl ((poly) alkyleneoxy) hydrocarbon ether, preferably glycidyl ((poly) alkyleneoxy) alkyl ether, more preferably glycidyl alkyl ether as an agent for introducing a hydrophobic group (hereinafter also referred to as a "hydrophobizing agent").

[0074] In formula (1-2) and formula (1-2'), Z is a group derived from an epoxy group. The groups represented by formula (1-2) and formula (1-2') are obtained by using a terminal oxirane, preferably a terminal alkylene oxide, as a hydrophobizing agent.

[0075] Among the hydrophobic groups represented by formula (1), the total content of the hydrophobic group represented by formula (1-1), the hydrophobic group represented by formula (1-1'), the hydrophobic group represented by formula (1-2), and the hydrophobic group represented by formula (1-2') is preferably 50 mol% or more, more preferably 80 mol% or more, further preferably 90 mol% or more, and 100 mol% or less, further preferably 100 mol%.

[0076] In the present invention, from the viewpoint of improving the cleaning performance, the degree of substitution of the hydrophobic groups in the modified hydroxyalkyl cellulose (hereinafter also referred to as "MS R ”) is preferably 0.0001 or more, more preferably 0.001 or more, further preferably 0.01 or more, further preferably 0.015 or more, and, from the viewpoint of improving solubility, is preferably 1 or less, more preferably 0.1 or less, further preferably 0.05 or less, further preferably 0.04 or less, further preferably 0.03 or less.

[0077] The degree of substitution of the hydrophobic group is measured by the method described in Examples.

[0078] In the present invention, from the viewpoint of improving the cleaning performance, the degree of substitution (MS) of the hydrophobic group of the modified hydroxyalkyl cellulose is R ) and the degree of substitution of cationic groups (MS C ) ratio (MS R / MS C ) is preferably greater than 0.001, more preferably greater than 0.01, further preferably greater than 0.08, and is preferably less than 10, more preferably less than 5, further preferably less than 3, further preferably less than 2.5.

[0079] In the present invention, from the viewpoint of improving cleaning performance, the hydrophobic group and the cationic group are preferably bonded to the groups obtained by removing hydrogen atoms from different hydroxyl groups of the hydroxyalkyl cellulose. That is, it is preferred that the hydrophobic group and the cationic group are not present on one side chain. In other words, the hydrophobic group and the cationic group are preferably bonded to different side chains of the hydroxyalkyl cellulose.

[0080] The modified hydroxyalkyl cellulose of the present invention may have anionic groups. From the viewpoint of improving cleaning performance, the degree of substitution of anionic groups in the modified hydroxyalkyl cellulose (hereinafter also referred to as "MS A”) to the substitution degree of cationic groups (MS A / MS C ) is, for example, 3 or less.

[0081] From the perspective of improving cleaning performance, MS A For example, less than 0.01.

[0082] When the modified hydroxyalkyl cellulose has an anionic group, examples of the anionic group include a carboxymethyl group and the like.

[0083] The introduction reaction of the carboxymethyl group (carboxymethylation reaction) is carried out by reacting hydroxyalkyl cellulose with monohalogenated acetic acid and / or a metal salt thereof in the presence of a basic compound.

[0084] In the present invention, the modified hydroxyalkyl cellulose may have a glyceryl group as a substituent. From the viewpoint of improving the cleaning performance, the degree of substitution of the glyceryl group is, for example, less than 0.5.

[0085] The modified hydroxyalkyl cellulose having a glyceryl group is obtained, for example, by reacting a glycerolating agent in the production process of the modified hydroxyalkyl cellulose described below. Examples of the glycerolating agent include glycidol, 3-chloro-1,2-propanediol, 3-bromo-1,2-propanediol, glycerol, and glycerol carbonate.

[0086] <Method for producing modified hydroxyalkyl cellulose>

[0087] The modified hydroxyalkyl cellulose of the present invention is preferably obtained by reacting hydroxyalkyl cellulose with a cationizing agent and a hydrophobizing agent to introduce a cationic group and a hydrophobic group.

[0088] The introduction reaction of the cationic group of hydroxyalkyl cellulose (hereinafter also referred to as "cationization reaction") and the introduction reaction of the hydrophobic group (hereinafter also referred to as "hydrophobization reaction") are preferably carried out in the coexistence of an alkaline compound. As the alkaline compound, from the viewpoint of the reaction rate of the introduction reaction, an alkali metal hydroxide is preferred, and sodium hydroxide and potassium hydroxide are more preferred.

[0089] From the viewpoint of reactivity, the above reaction can be carried out in the presence of a non-aqueous solvent. Examples of the above non-aqueous solvent include polar solvents such as 2-propanol.

[0090] After the reaction, the basic compound may be neutralized with an acid. Examples of the acid include inorganic acids such as phosphoric acid and organic acids such as acetic acid.

[0091] The obtained modified hydroxyalkyl cellulose can be purified by filtration, washing, etc. as necessary.

[0092] <(B) Cationic surfactant>

[0093] The composition of the present invention contains a cationic surfactant.

[0094] The cationic surfactant is not particularly limited, and examples thereof include a cationic surfactant (B1) which is a quaternary ammonium salt and a cationic surfactant (B2) which is a tertiary amine compound or a salt thereof.

[0095] (Cationic surfactant (B1) as quaternary ammonium salt)

[0096] Examples of the cationic surfactant (B1) which is a quaternary ammonium salt (hereinafter also referred to as “cationic surfactant (B1)”) include compounds represented by the following formula (B1-1).

[0097] [Chemical formula 7]

[0098]

[0099] (In formula (B1-1), R b1 It is a hydrocarbon group having a total carbon number of 12 or more and 24 or less which may be divided by an ester group and / or an amide group. b2 and R b3 Each is independently a hydrocarbon group having a total carbon number of 12 to 24, a hydroxyalkyl group having a carbon number of 1 to 3, or an alkyl group having a carbon number of 1 to 3, which may be separated by an ester group and / or an amide group. b4 is a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms. - is an anionic group.)

[0100] In formula (B1-1), from the viewpoint of enhancing the effect of the cationic surfactant (B) by combining with the modified hydroxyalkyl cellulose (A), R b1 The total number of carbon atoms is preferably 12 or more and 22 or less, more preferably 12 or more and 20 or less, and the hydrocarbon group is a saturated or unsaturated hydrocarbon group which may be split by an ester group and / or an amide group.

[0101] In formula (B1-1), R b2 and R b3 In the case of a hydroxyalkyl group having 1 to 3 carbon atoms, a hydroxyethyl group is preferred from the viewpoint of enhancing the effect of the cationic surfactant (B) by combining with the modified hydroxyalkyl cellulose (A). b2 and R b3 In the case of an alkyl group having 1 to 3 carbon atoms, from the same viewpoint, a methyl group or an ethyl group is preferred, and a methyl group is more preferred. b2 and R b3In the case of a hydrocarbon group having a total carbon number of 12 or more and 24 or less which can be split by an ester group and / or an amide group, from the same viewpoint, the total carbon number is preferably 12 or more and 22 or less, and more preferably 12 or more and 20 or less, and the hydrocarbon group is a saturated or unsaturated hydrocarbon group which can be split by an ester group and / or an amide group.

[0102] In formula (B1-1), R b4 It is a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms, and from the viewpoint of enhancing the effect of the cationic surfactant (B) by combining with the modified hydroxyalkyl cellulose (A), it is preferably a hydrocarbon group having 1 to 3 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, further preferably a methyl group or an ethyl group, and further preferably a methyl group.

[0103] X - Examples of the counter ion for the quaternary ammonium cation include halogen ions, sulfate ions, fatty acid ions having 1 to 12 carbon atoms, and alkyl sulfate ions having 1 to 3 carbon atoms.

[0104] When the composition of the present invention is used as a finishing agent for textile products, R b1 , R b2 and R b3 The hydrocarbon group having a total carbon number of 12 to 24 which can be separated by an ester group and / or an amide group is preferably a hydrocarbon group containing an unsaturated hydrocarbon group, and more preferably a hydrocarbon group containing an unsaturated hydrocarbon group having a total carbon number of 12 to 24 which can be separated by an ester group.

[0105] The compound represented by formula (B1-1) can be produced by selecting the composition of the hydrocarbon group of fatty acid or fatty acid lower alkyl (alkyl group having 1 or more and 3 or less carbon atoms) ester, subjecting a specific molar number of raw fatty acid or fatty acid lower alkyl (alkyl group having 1 or more and 3 or less carbon atoms) ester having the composition to a dehydration esterification reaction or an ester exchange reaction with the corresponding alkanolamine, or by a quaternization reaction using an alkylating agent or a neutralization reaction using an acid agent.

[0106] The fatty acid preferably has 16 to 22 carbon atoms, and more preferably has 16 to 18 carbon atoms.

[0107] Specific examples of the above-mentioned fatty acids include saturated fatty acids selected from stearic acid and palmitic acid; unsaturated fatty acids such as oleic acid, elaidic acid, linoleic acid and linolenic acid; fatty acids derived from vegetable oils such as palm oil fatty acids, sunflower oil fatty acids, soybean oil fatty acids, rapeseed oil fatty acids, safflower oil fatty acids, cottonseed oil fatty acids, corn oil fatty acids, olive oil fatty acids and hydrogenated palm oil fatty acids; and one or more fatty acids derived from animal oils such as tallow fatty acids and hydrogenated tallow fatty acids. Among them, saturated fatty acids, unsaturated fatty acids and fatty acids derived from vegetable oils are preferred, fatty acids derived from vegetable oils are more preferred, and fatty acids derived from palm oil are further preferred.

[0108] Examples of the alkanolamine include dialkylmonoalkanolamines (preferably dimethylmonoethanolamine or dimethylmonopropanolamine), monoalkyldialkanolamines (preferably methyldiethanolamine or methyldipropanolamine), and trialkanolamines (preferably triethanolamine or tripropanolamine). Trialkanolamine is preferred.

[0109] In the esterification reaction or the transesterification reaction, the molar ratio of the fatty acid or the lower alkyl ester of fatty acid to the hydroxyl group of the alkanolamine is preferably 0.3:1.0 or more, more preferably 0.5:1.0 or more, and preferably 1.2:1.0 or less, further preferably 1.0:1.0 or less in terms of fatty acid or the lower alkyl ester of fatty acid:hydroxyl group of the alkanolamine.

[0110] As the alkylating agent, dialkylsulfuric acid (the number of carbon atoms of the alkyl group is 1 to 3), alkyl halide (the number of carbon atoms of the alkyl group is 1 to 3), etc. can be mentioned. As the acid agent, inorganic acid or organic acid can be mentioned. As the inorganic acid, hydrochloric acid and sulfuric acid can be mentioned. As the organic acid, carboxylic acid having the number of carbon atoms of 2 to 6 can be mentioned, such as lactic acid, glycolic acid, citric acid, etc. In addition, alkylsulfuric acid having the number of carbon atoms of 1 to 3 can be mentioned as other organic acids.

[0111] The quaternization reaction using an alkylating agent can also be carried out in the presence of a solvent (e.g., ethanol), but from the viewpoint of suppressing the formation of impurities, it is more preferably synthesized in the absence of a solvent. In addition, the neutralization reaction using an acid agent can also be carried out in the presence of water or in the presence of a solvent (e.g., ethanol).

[0112] In the present invention, the cationic surfactant (B) is preferably a cationic surfactant (B1), and more preferably R in the formula (B1-1) is b1 The cationic surfactant is a hydrocarbon group having a total carbon number of 12 or more and 24 or less which can be split by an ester group, and more preferably R in the formula (B1-1) b1A cationic surfactant having an unsaturated hydrocarbon group with a total carbon number of 12 or more and 24 or less that can be split by an ester group. More preferably, it is a cationic surfactant produced by subjecting a fatty acid or a lower alkyl ester of a fatty acid to a dehydration esterification reaction or an ester exchange reaction with an alkanolamine, further a quaternization reaction using an alkylating agent, and a neutralization reaction using an acid agent. More preferably, it is a cationic surfactant produced by subjecting an unsaturated fatty acid having a carbon number of 10 or more and 22 or a lower alkyl ester thereof to a reaction with triethanolamine to quaternize N,N-dialkanoyloxyethyl-N-hydroxyethylamine with a dialkylsulfuric acid (the carbon number of the alkyl group is 1 or more and 3 or less).

[0113] In addition, (B) cationic surfactant may be used individually by 1 type, or may use 2 or more types together.

[0114] <Composition of the composition>

[0115] The composition of the present invention contains at least (A) modified hydroxyalkyl cellulose and (B) a cationic surfactant.

[0116] In the composition of the present invention, from the viewpoint of enhancing the effect of the cationic surfactant (B) by combination with the modified hydroxyalkyl cellulose (A), the content of the cationic surfactant relative to 1 part by mass of the modified hydroxyalkyl cellulose (A) exceeds 1 part by mass, preferably 1.5 parts by mass or more, more preferably 1.7 parts by mass or more, and from the viewpoint of improving the cleaning performance, it is 1500 parts by mass or less, preferably 1000 parts by mass or less, more preferably 100 parts by mass or less, further preferably 50 parts by mass or less, further preferably 20 parts by mass or less, 15 parts by mass or less, 5 parts by mass or less, or 3 parts by mass or less.

[0117] From the viewpoint of improving cleaning performance, the content of the modified hydroxyalkyl cellulose (A) in the composition of the present invention is preferably 0.00001% by mass or more, more preferably 0.0001% by mass or more, further preferably 0.001% by mass or more, further preferably 0.01% by mass or more, further preferably 0.1% by mass or more, and is preferably 10% by mass or less, more preferably 5% by mass or less, further preferably 3% by mass or less.

[0118] From the viewpoint of exerting the effect brought about by the cationic surfactant, the content of the cationic surfactant (B) in the composition of the present invention is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, further preferably 0.1% by mass or more, further preferably 0.8% by mass or more, further preferably 1.8% by mass or more, and is preferably 50% by mass or less, more preferably 30% by mass or less, further preferably 20% by mass or less, further preferably 10% by mass or less, further preferably 6% by mass or less.

[0119] The composition of the present invention may contain other components as required in addition to the above components. When the composition of the present invention is used as a finishing agent for textile products, it may contain water, an organic solvent, a fragrance, a pH adjuster, etc., and preferably contains water from the viewpoint of stability.

[0120] <Application>

[0121] The composition of the present invention is preferably used as a surface treating agent. By treating the surface of an object with the composition of the present invention, the cleaning performance of dirt from the object during cleaning can be improved.

[0122] It should be noted that the object is not particularly limited and may be hard surfaces such as glass, tiles, wood, floors, cushioned floors, wall coverings, enamel, marble, granite and other natural stones, artificial marble, P tiles, steel, ceramics, pottery, plastics, etc., soft surfaces such as fiber products and sponges, and may also be human or animal skin, hair, nails, teeth, etc., without particular limitation.

[0123] Among them, from the viewpoint of effectively exerting the effect and cleansing effect of the cationic surfactant, hair and fiber products are preferred, and fiber products are more preferred.

[0124] The composition of the present invention is further preferably used as a finishing agent for textile products.

[0125] It should be noted that finishing agents for fiber products include softeners for fiber products, finishing agents for restoring the deformed shape of fiber products, finishing agents for imparting fragrance to fiber products, finishing agents for improving the cleaning performance of fiber products, etc. These are compositions used in fiber products in order to change the properties of the fiber products after cleaning (improved softness, restoration of deformed shape, imparting fragrance, cleaning performance, etc.).

[0126] When the composition of the present invention is, for example, a fiber finishing agent, it is preferably diluted with a solvent such as water before use. Depending on its use, the composition of the present invention may be diluted before use.

[0127] In the present invention, from the viewpoint of improving cleaning performance, the concentration of modified hydroxyalkyl cellulose in the aqueous solution when treating objects such as clothing is preferably 0.01 mg / L or more, more preferably 0.1 mg / L or more, further preferably 1 mg / L or more, further preferably 3 mg / L or more, further preferably 5 mg / L or more, and from the viewpoint of economic efficiency, it is preferably 10000 mg / L or less, more preferably 1000 mg / L or less, further preferably 100 mg / L or less, further preferably 30 mg / L or less.

[0128] The present invention also discloses the following [1] to

[23] .

[0129] [1] A composition comprising (A) a modified hydroxyalkyl cellulose and (B) a cationic surfactant, wherein a cationic group and a hydrophobic group represented by formula (1) are bonded to a group obtained by removing a hydrogen atom from a hydroxyl group of the hydroxyalkyl cellulose in the modified hydroxyalkyl cellulose, the degree of substitution of the hydroxyalkyl groups in the hydroxyalkyl cellulose being from 0.1 to 3, and the content of the cationic surfactant (B) being more than 1 part by mass and not more than 1500 parts by mass based on 1 part by mass of the modified hydroxyalkyl cellulose (A).

[0130] [Chemical formula 8]

[0131] *-ZR 1 (1)

[0132] (In formula (1), Z represents a single bond or a hydrocarbon group having an oxygen atom, and R 1 represents a hydrocarbon group having 2 or more carbon atoms, and * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose.

[0133] [2] The composition according to [1], wherein in the above formula (1), R 1 The number of carbon atoms is preferably 4 or more, more preferably 6 or more, further preferably 8 or more, further preferably 10 or more, and is preferably 24 or less, more preferably 22 or less, further preferably 18 or less, further preferably 16 or less, further preferably 14 or less, further preferably 13 or less.

[0134] [3] The composition according to [1] or [2], wherein in the above formula (1), R 1 It is preferably an alkyl group or an alkenyl group, more preferably an alkyl group, further preferably a linear or branched alkyl group, and further preferably a linear alkyl group.

[0135] [4] The composition according to any one of [1] to [3], wherein the degree of substitution of the cationic group in the modified hydroxyalkyl cellulose (A) is preferably 0.001 or more, more preferably 0.01 or more, further preferably 0.015 or more, and is preferably 1 or less, more preferably 0.2 or less, further preferably 0.15 or less, further preferably 0.1 or less.

[0136] [5] The composition according to any one of [1] to [4], wherein the degree of substitution of the hydrophobic group represented by formula (1) in the modified hydroxyalkyl cellulose (A) is preferably 0.0001 or more, more preferably 0.001 or more, further preferably 0.01 or more, further preferably 0.015 or more, and is preferably 1 or less, more preferably 0.1 or less, further preferably 0.05 or less, further preferably 0.04 or less, further preferably 0.03 or less.

[0137] [6] The composition according to any one of [1] to [5], wherein the hydroxyalkyl cellulose is preferably selected from hydroxyethyl cellulose, hydroxypropyl cellulose and hydroxybutyl cellulose, more preferably selected from hydroxyethyl cellulose and hydroxypropyl cellulose, and even more preferably hydroxyethyl cellulose.

[0138] [7] The composition according to any one of [1] to [6], wherein the degree of substitution of the hydroxyalkyl group in the hydroxyalkyl cellulose is preferably 0.5 or more, more preferably 1 or more, further preferably 1.5 or more, and is preferably 2.8 or less, more preferably 2.6 or less.

[0139] [8] The composition according to any one of [1] to [7], wherein the weight average molecular weight of the hydroxyalkyl cellulose is preferably 1,000 or more, more preferably 10,000 or more, further preferably 100,000 or more, further preferably 130,000 or more, further preferably 200,000 or more, and is preferably 3,000,000 or less, more preferably 1,500,000 or less, further preferably 1,200,000 or less, further preferably 600,000 or less, further preferably 400,000 or less.

[0140] [9] The composition according to any one of [1] to [8], wherein the hydrophobic group represented by formula (1) includes any of the hydrophobic groups represented by the following formulas (1-1), (1-1′), (1-2), and (1-2′).

[0141] [Chemical formula 9]

[0142]

[0143] (In formula (1-1) to formula (1-2'), R 11 Each independently represents an alkylene group having 2 to 4 carbon atoms, and R1 With R in formula (1) 1 Same meaning, n1 means -R 11 The number of added moles of -O-, n1 is an integer of 0 to 30, and * represents the bonding position to the group after removing the hydrogen atom from the hydroxyl group of the hydroxyalkyl cellulose.

[0144]

[10] The composition according to any one of [1] to [9], wherein the cationic group contained in the modified hydroxyalkyl cellulose (A) comprises a quaternary ammonium cation.

[0145]

[11] The composition according to any one of [1] to

[10] , wherein the cationic group contained in the modified hydroxyalkyl cellulose (A) is represented by formula (2-1) or formula (2-2).

[0146] [Chemical formula 10]

[0147]

[0148] (In formula (2-1) and formula (2-2), R 21 ~R 23 Each independently represents a hydrocarbon group having 1 to 4 carbon atoms, and X - represents an anion, t represents an integer of 0 to 3, and * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose.

[0149]

[12] The composition according to any one of [1] to

[11] , wherein the degree of substitution of the hydrophobic groups of the modified hydroxyalkyl cellulose (A) (MS R ) and the degree of substitution of cationic groups (MS C ) ratio (MS R / MS C ) is preferably greater than 0.001, more preferably greater than 0.01, further preferably greater than 0.08, and is preferably less than 10, more preferably less than 5, further preferably less than 3, further preferably less than 2.5.

[0150]

[13] A composition according to any one of [1] to

[12] , wherein the content of the cationic surfactant is preferably 1.5 parts by mass or more, more preferably 1.7 parts by mass or more, and is preferably 1000 parts by mass or less, more preferably 100 parts by mass or less, further preferably 50 parts by mass or less, further preferably 20 parts by mass or less, 15 parts by mass or less, 5 parts by mass or less, or 3 parts by mass or less, relative to 1 part by mass of the modified hydroxyalkyl cellulose (A).

[0151]

[14] A composition according to any one of [1] to

[13] , wherein the content of the modified hydroxyalkyl cellulose (A) is preferably 0.00001% by mass or more, more preferably 0.0001% by mass or more, further preferably 0.001% by mass or more, further preferably 0.01% by mass or more, further preferably 0.1% by mass or more, and is preferably 10% by mass or less, more preferably 5% by mass or less, further preferably 3% by mass or less.

[0152]

[15] A composition according to any one of [1] to

[14] , wherein the content of the above-mentioned (B) cationic surfactant is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, further preferably 0.1% by mass or more, further preferably 0.8% by mass or more, further preferably 1.8% by mass or more, and is preferably 50% by mass or less, more preferably 30% by mass or less, further preferably 20% by mass or less, further preferably 10% by mass or less, further preferably 6% by mass or less.

[0153]

[16] The composition according to any one of [1] to

[15] , wherein the cationic surfactant (B) is a quaternary ammonium salt.

[0154]

[17] A composition according to any one of [1] to

[16] , wherein the cationic surfactant is a cationic surfactant obtained by quaternizing N,N-dialkanoyloxyethyl-N-hydroxyethylamine obtained by reacting an unsaturated fatty acid having 10 to 22 carbon atoms or its lower alkyl ester with triethanolamine with a dialkylsulfate (the alkyl group having 1 to 3 carbon atoms).

[0155]

[18] Use of the composition according to any one of [1] to

[17] as a surface treatment agent.

[0156]

[19] Use of the composition according to any one of [1] to

[17] as a finishing agent for textile products.

[0157]

[20] The use according to

[19] , wherein the concentration of the modified hydroxyalkyl cellulose in the aqueous solution during the treatment of fiber products is preferably 0.01 mg / L or more, more preferably 0.1 mg / L or more, further preferably 1 mg / L or more, further preferably 3 mg / L or more, further preferably 5 mg / L or more, and is preferably 10000 mg / L or less, more preferably 1000 mg / L or less, further preferably 100 mg / L or less, further preferably 30 mg / L or less.

[0158]

[21] A surface treatment method, comprising bringing the composition according to any one of [1] to

[17] into contact with an article.

[0159]

[22] A method for treating the surface of a fiber product, comprising bringing the composition according to any one of [1] to

[17] into contact with the fiber product.

[0160]

[23] A surface treatment method according to

[22] , wherein the concentration of the modified hydroxyalkyl cellulose in the aqueous solution when the fiber product is brought into contact is preferably 0.01 mg / L or more, more preferably 0.1 mg / L or more, further preferably 1 mg / L or more, further preferably 3 mg / L or more, further preferably 5 mg / L or more, and preferably 10,000 mg / L or less, more preferably 1,000 mg / L or less, further preferably 100 mg / L or less, further preferably 30 mg / L or less.

[0161] Example

[0162] The measuring methods used in Examples and Comparative Examples are as follows.

[0163] [Determination of Degree of Substitution (Molar Average Degree of Substitution (MS))]

[0164] Pre-treatment

[0165] After dissolving 1 g of powdered modified hydroxyalkyl cellulose in 100 g of deionized water, the aqueous solution was added to a dialysis membrane (SpectraPor, molecular weight cutoff 1000) and dialyzed for 2 days. The obtained aqueous solution was freeze-dried using a freeze dryer (FDU1100 manufactured by Eyela) to obtain purified modified hydroxyalkyl cellulose.

[0166] <Calculation of cationic group mass by Kjeldahl method>

[0167] 200 mg of purified modified hydroxyalkyl cellulose was accurately weighed, 10 mL of sulfuric acid and 1 Kjeldahl nitrogen tablet (Merck) were added, and the mixture was heated and decomposed using a Kjeldahl nitrogen tablet decomposition device (BUCHI, K-432). After the decomposition was completed, 30 mL of deionized water was added to the sample, and the nitrogen content (mass %) of the sample was determined using an automatic Kjeldahl distillation device (BUCHI, K-370), thereby calculating the mass of the cationic group.

[0168] <Calculation of the mass of the hydrophobic group (hydrocarbon group) by the Zeisel method>

[0169] Hereinafter, the method for calculating the mass of the alkyl group as the hydrocarbon group will be described by taking the case of Example 1 (using lauryl glycidyl ether as the hydrocarbon group-introducing agent) as an example.

[0170] Accurately weigh 200 mg of purified cellulose derivative and 220 mg of adipic acid into a 10 mL vial (Mighty vial No. 3), add 3 mL of internal standard solution (tetradecane / o-xylene = 1 / 25 (v / v)) and 3 mL of hydroiodic acid and cover tightly. In addition, add 2 mg, 4 mg or 9 mg of 1-iodododecane instead of the cellulose derivative to prepare samples for the standard curve. While stirring each sample with a stirring plate, use a dry heater (PIERCE, Reacti-ThermIII Heating / Stirringmodule) to heat at 160°C for 2 hours. After the sample is left to cool, recover the upper layer (o-xylene layer) and analyze the amount of 1-iodododecane using a gas chromatograph (Shimadzu Corporation, GC-2010plus).

[0171] GC analysis conditions

[0172] Column: Agilent HP-1 (length: 30 m, liquid phase film thickness: 0.25 μL, inner diameter: 32 mm)

[0173] Split ratio: 20

[0174] Column temperature: 100℃(2min)→10℃ / min→300℃(15min)

[0175] Injector temperature: 300°C

[0176] Detector: FID

[0177] Detector temperature: 330°C

[0178] Injection volume: 2μL

[0179] The mass of the alkyl group in the sample was determined from the detected amount of 1-iodododecane obtained by GC.

[0180] <Determination of hydroxyalkyl group mass>

[0181] The iodoalkyl group derived from the hydroxyalkyl group is quantitatively determined in the same manner as the above-mentioned measurement of the mass of the alkyl group.

[0182] <Calculation of the degree of substitution (molar average degree of substitution) of a cationic group, a hydrophobic group, and a hydroxyalkyl group>

[0183] The mass of the HEC skeleton was calculated based on the mass of the cationic group and the hydrophobic group (hydrocarbon group) and the total sample mass, and then converted into the amount of substance (mol). The degree of substitution of the cationic group (MS) was calculated. C ) and the degree of substitution of alkyl groups as hydrophobic groups (MS R ).

[0184] The raw materials used in the synthesis of modified hydroxyalkyl cellulose are as follows.

[0185] Natrosol 250 GR: HEC (weight average molecular weight: 300,000, degree of hydroxyethyl substitution: 2.5, manufactured by Ashland)

[0186] Natrosol 250HR: ​​HEC (weight average molecular weight: 1 million, degree of hydroxyethyl substitution: 2.5, manufactured by Ashland)

[0187] Natrosol 250JR: HEC (weight average molecular weight: 150,000, degree of hydroxyethyl substitution: 2.5, manufactured by Ashland)

[0188] IPA: 2-propanol

[0189] LA-EP: Lauryl glycidyl ether, manufactured by Yokkaichi Synthetic Co., Ltd.

[0190] CE-EP: Hexadecyl glycidyl ether, manufactured by Yokkaichi Synthetic Co., Ltd.

[0191] 1,2-Epoxytetradecane: Made by Fujifilm Wako Pure Chemical Industries, Ltd.

[0192] ·GMAC: Glycidyl trimethyl ammonium chloride, "SY-GTA80" manufactured by Sakamoto Pharmaceutical Industry Co., Ltd.

[0193] Synthesis Example 1: Synthesis of modified hydroxyalkyl cellulose (M-HEC-1)

[0194] As hydroxyalkyl cellulose, 90 g of Natrosol 250GR was placed in a 1 L separation flask and nitrogen flow was performed. 77.2 g of deionized water and 414.5 g of IPA were added, and after stirring for 5 minutes, 10.9 g of a 48% by mass sodium hydroxide aqueous solution was added, and further stirred for 15 minutes. Next, 4.5 g of LA-EP was added as a hydrophobizing agent, and a hydrophobizing reaction was performed at 80° C. for 5 hours. 10.3 g of GMAC was further added as a cationizing agent, and a cationizing reaction was performed at 50° C. for 1.5 hours. Then, 10.9 g of a 90% by mass acetic acid aqueous solution was added, and stirred for 30 minutes to perform a neutralization reaction.

[0195] The obtained suspension was evenly transferred to two 500 mL centrifuge tubes and centrifuged at 1500G for 40 seconds using a high-speed cooling centrifuge (manufactured by Hitachi Koki Co., Ltd., CR21G III). The supernatant was removed by decantation, and an 85% by mass IPA aqueous solution equal to the removed supernatant was added for redispersion. The centrifugation and redispersion operations were repeated again, and the precipitate was taken out after the third centrifugation. The obtained precipitate was dried under reduced pressure at 80°C for more than 12 hours using a vacuum dryer (manufactured by ADVANTEC, VR-420), and crushed using Extreme Mill (manufactured by Waring, MX-1200XTM), thereby obtaining powdered modified hydroxyethyl cellulose (M-HEC-1).

[0196] The degree of substitution of cationic groups in the obtained M-HEC-1 (MS C ) is 0.085, and the degree of substitution of hydrophobic groups (hydrocarbon groups) (MS R ) is 0.02.

[0197] Synthesis Examples 2 to 10

[0198] Except that the hydroxyalkyl cellulose, the hydrophobizing agent and the cationizing agent used were as shown in Table 1, the same operation as in Synthesis Example 1 was carried out to obtain powdery modified hydroxyethyl cellulose (M-HEC-2 to M-HEC-10).

[0199] Synthesis example 11:

[0200] A powdery modified hydroxyethyl cellulose (M-HEC-11) was obtained in the same manner as in Synthesis Example 6 except that 3.4 g of LA-EP was replaced with 12.8 g of 1,2-epoxytetradecane.

[0201] Synthesis example 12:

[0202] A powdery modified hydroxyethyl cellulose (M-HEC-12) was obtained in the same manner as in Synthesis Example 1 except that 4.5 g of LA-EP was replaced with 7.2 g of hexadecyl glycidyl ether.

[0203] [Table 1]

[0204] Table 1

[0205]

[0206] In M-HEC-1 to M-HEC-11, the R 1 The molar average carbon number of the hydrophobic group is 12, and the proportion of the hydrocarbon group having 9 or more carbon atoms is 100 mol%. 1The molar average carbon number of the hydrocarbon group is 16, and the proportion of hydrocarbon groups having 9 or more carbon atoms is 100 mol%.

[0207] Examples 1 to 22 and Comparative Examples 1 to 8

[0208] [Evaluation of cleaning performance and feel]

[0209] (1) Evaluation fabric treatment method

[0210] (1-1) Pretreatment of cotton fabric

[0211] Twenty-four cotton towels (TW-220, 100% cotton, manufactured by Takei Towel Co., Ltd.) were subjected to the following washing operation and dried for 24 hours in an environment of 23° C. and 45% RH.

[0212] The washing operation includes washing operation (1) and washing operation (2).

[0213] Washing operation (1) was performed twice in a row using a surfactant in a standard program of a fully automatic washing machine (manufactured by Panasonic Corporation, NA-F702P). In washing operation (1), 4.7 g of Emulgen 108 (manufactured by Kao Corporation, a nonionic surfactant) was used as a surfactant during washing in the standard program. In addition, the conditions of the above standard program used in washing operation (1) were: water volume 47 L, water temperature 20°C, washing time 9 minutes, water storage rinsing 2 times, and dehydration for 3 minutes.

[0214] Washing operation (2) was repeated three times after washing operation (1) under the same conditions as washing operation (1) except that no surfactant was used during washing in the standard procedure.

[0215] In this pretreatment, a series of washing operations including the washing operation (1) and the washing operation (2) under these conditions are performed.

[0216] (1-2) Preparation of evaluation cloth

[0217] 3200 mL of water with a hardness of 4° dH was poured into a washing machine (manufactured by Matsushita Electric Works Co., Ltd., N-BK2), and 2.13 g of the composition shown in Tables 2 and 3 below was added, and stirred for 3 minutes. Then, 1 piece of cotton cloth obtained in (1-1) and 5 pieces of polyester cloth cut into squares of 6 cm × 6 cm (dyed test material manufactured by Yato Shoten Co., Ltd., polyester 100%) were added and treated for 5 minutes. Then, dehydration was performed for 1 minute using a double-layer washing machine (manufactured by Hitachi, Ltd., PS-H35L), and natural drying was performed for 12 hours.

[0218] (2) Evaluation of cleaning performance

[0219] [Preparation of contaminated cloth]

[0220] 0.1 mL of the following model sebum artificial contamination liquid was evenly applied to the polyester cloth (36 cm 2 ) and place at room temperature for 3 hours to dry.

[0221] <Model sebum artificial pollution liquid>

[0222] Oleic acid: 35% by mass

[0223] ·Triolein: 30% by mass

[0224] Squalene: 10% by mass

[0225] · 2-Ethylhexyl palmitate: 25% by mass

[0226] 0.02 mass % of Sudan III was mixed into the above mixture to prepare a model sebum artificial pollution liquid.

[0227] 〔Cleaning test〕

[0228] In a 1L beaker, 0.6g of an aqueous solution with a total surfactant concentration of 20% by mass (10% by mass of sodium polyoxyethylene (2) lauryl ether sulfate, 10% by mass of polyoxyethylene (10) lauryl ether), 599.4g of water with a hardness of 4°dH, and 5 pieces of the contaminated cloth prepared in (2) were placed. A motor (Three-One Motor, manufactured by Shinto Scientific Co., Ltd.) was connected to the stirring propeller so that the rotation direction was switched every 10 seconds, and the beaker was stirred at 200r / min for 5 minutes to clean it. Next, the cleaned polyester cloth was dehydrated for 1 minute using the above-mentioned double-tank washing machine. Then, the polyester cloth was added to a 1L beaker with 600g of water with a hardness of 4°dH, and stirred under the same conditions as above. Next, the polyester cloth was dehydrated for 1 minute using the above-mentioned double-tank washing machine and naturally dried for 12 hours.

[0229] [Evaluation of cleaning performance]

[0230] The reflectance at 460 nm of the polyester original cloth before contamination and the polyester cloth before and after cleaning was measured using a colorimeter (SE-2000 manufactured by Nippon Denshoku Industries Co., Ltd.), and the cleaning rate (%) was calculated by the following formula.

[0231] Cleaning rate (%) = 100 × [(reflectivity after cleaning - reflectivity before cleaning) / (reflectivity of original cloth - reflectivity before cleaning)]

[0232] (3) Hand feel evaluation

[0233] The cotton fabric obtained in (1-2) was evaluated for feel (softness). The cotton towel obtained in (1-1) was used as a reference, and five professional panelists evaluated the fabric on a four-point scale of 0 to 3 points, and the total score was used.

[0234] Evaluation Benchmarks

[0235] 0 points: Harder than the baseline

[0236] 1 point: Same as the benchmark

[0237] 2 points: Slightly softer than the standard

[0238] 3 points: Softer than standard

[0239] <Composition of the composition>

[0240] The composition of the present invention was prepared with the blending composition shown in Table 2 and Table 3. Each blending amount is calculated as solid content (effective ingredient amount). Deionized water was blended so that the total amount of the composition was 100 parts by mass. The components used are as follows.

[0241] M-HEC-1 to M-HEC-12 (modified hydroxyalkyl cellulose): M-HEC-1 to M-HEC-12 synthesized in the above-mentioned Synthesis Examples 1 to 12

[0242] ·HEC: Ashland Corporation "Natrosol 250GR"

[0243] A-HEC: In Synthesis Example 2, the same method was carried out except that the hydrophobizing agent was changed to 11.4 g of 1,2-epoxytetradecane (manufactured by Wako Pure Chemical Industries, Ltd.) and the reaction with the cationizing agent was not performed.

[0244] C-HEC: It was produced in the same manner as in Synthesis Example 2 except that the amount of GMAC was changed to 7.8 g and the reaction with the hydrophobizing agent was not performed.

[0245] Tetranyl (cationic surfactant): A fatty acid made from palm oil and triethanolamine were subjected to a dehydration condensation reaction at a reaction molar ratio of 1.65 / 1 (fatty acid / triethanolamine) to obtain a condensate containing N,N-dialkanoyloxyethyl-N-hydroxyethylamine as the main component. Next, the condensate was quaternized using 0.95 equivalents of dimethylsulfuric acid to obtain a cationic surfactant (Tetranyl).

[0246] ·DMAC (cationic surfactant): Distearyl dimethyl ammonium chloride, "KARTAMIND 86P" manufactured by Kao Corporation

[0247] [Table 2]

[0248]

[0249] [Table 3]

[0250] Table 3

[0251]

[0252] As is clear from Tables 2 and 3, the cleaning performance of dirt is improved by treatment with the composition of the present invention.

[0253] On the other hand, sufficient cleaning performance cannot be obtained with hydroxyalkyl cellulose, hydroxyalkyl cellulose into which only a cationic group is introduced (C-HEC), and hydroxyalkyl cellulose into which only a hydrophobic group is introduced (A-HEC).

[0254] When the modified hydroxyalkyl cellulose and the cationic surfactant are used in combination at a specific ratio, high cleaning performance can be obtained and an excellent feel can be obtained. In addition, an excellent feel can be obtained compared with the case where the cationic surfactant is used alone.

[0255] Industrial Applicability

[0256] According to the present invention, by treating an object such as clothing, the degree of dirt removal during washing can be improved. The composition of the present invention is preferably used as a surface treatment agent, and more preferably as a finishing agent for fiber products. For clothing and the like treated with these compositions, extremely excellent effects such as improved washing performance and improved hand feel can be imparted.

Claims

1. A composition comprising (A) a modified hydroxyalkyl cellulose and (B) a cationic surfactant, In the modified hydroxyalkyl cellulose (A), a cationic group and a hydrophobic group represented by formula (1) are bonded to a group obtained by removing a hydrogen atom from a hydroxyl group of the hydroxyalkyl cellulose. The degree of substitution of the hydroxyalkyl group in the hydroxyalkyl cellulose is 0.1 or more and 3 or less, The content of the cationic surfactant (B) is more than 1 part by mass and not more than 1500 parts by mass relative to 1 part by mass of the modified hydroxyalkyl cellulose (A), The hydroxyalkyl cellulose is selected from hydroxyethyl cellulose, hydroxypropyl cellulose, and hydroxybutyl cellulose, The cationic group is represented by formula (2-1) or formula (2-2), The hydrophobic group represented by the formula (1) includes any of the hydrophobic groups represented by the following formulas (1-1), (1-1′), (1-2), and (1-2′), In formula (1), Z represents a single bond or a hydrocarbon group having an oxygen atom, and R 1 represents an alkyl group having 2 or more carbon atoms, * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose, In formula (2-1) and formula (2-2), R 21 ~R 23 Each independently represents a hydrocarbon group having 1 to 4 carbon atoms, and X - represents an anion, t represents an integer of 0 to 3, * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of hydroxyalkyl cellulose, In formula (1-1) to formula (1-2'), R 11 Each independently represents an alkylene group having 2 to 4 carbon atoms, and R 1 Compared with R in formula (1) 1 Same meaning, n1 means -R 11 The number of added moles of -O-, n1 is an integer of 0 to 30, and * represents a bonding position to a group obtained by removing a hydrogen atom from a hydroxyl group of the hydroxyalkyl cellulose.

2. The composition according to claim 1, wherein In the formula (1), R 1 The number of carbon atoms is 4 or more and 24 or less.

3. The composition according to claim 1 or 2, wherein The degree of substitution of the cationic group in the (A) modified hydroxyalkyl cellulose is 0.001 or more and 1 or less.

4. The composition according to claim 1 or 2, wherein The degree of substitution of the hydrophobic group represented by the formula (1) in the (A) modified hydroxyalkyl cellulose is 0.0001 or more and 1 or less.

5. The composition according to claim 1 or 2, wherein The degree of substitution of the hydroxyalkyl group in the hydroxyalkyl cellulose is 0.5 or more and 2.8 or less.

6. The composition according to claim 1 or 2, wherein The weight average molecular weight of the hydroxyalkyl cellulose is 1,000 or more and 3,000,000 or less.

7. The composition according to claim 1 or 2, wherein The cationic group contained in the (A) modified hydroxyalkyl cellulose includes a quaternary ammonium cation.

8. The composition according to claim 1 or 2, wherein The degree of substitution MS of the hydrophobic groups of the (A) modified hydroxyalkyl cellulose R Degree of substitution with cationic groups MS C The ratio of MS R / MS C It is 0.001 or more and 10 or less.

9. The composition according to claim 1 or 2, wherein The content of the (B) cationic surfactant is 1.5 parts by mass or more and 100 parts by mass or less relative to 1 part by mass of the (A) modified hydroxyalkyl cellulose.

10. The composition according to claim 1 or 2, wherein The content of the (A) modified hydroxyalkyl cellulose is 0.00001% by mass or more and 10% by mass or less.

11. The composition according to claim 1 or 2, wherein The content of the (B) cationic surfactant is 0.001% by mass or more and 50% by mass or less.

12. The composition according to claim 1 or 2, wherein The (B) cationic surfactant is a quaternary ammonium salt.

13. The composition according to claim 1 or 2, wherein The (B) cationic surfactant is a cationic surfactant obtained by reacting an unsaturated fatty acid having 10 to 22 carbon atoms or a lower alkyl ester thereof with triethanolamine to obtain N,N-dialkanoyloxyethyl-N-hydroxyethylamine, which is quaternized with a dialkylsulfuric acid, wherein the alkyl group of the dialkylsulfuric acid has 1 to 3 carbon atoms.

14. Use of the composition according to any one of claims 1 to 13 as a surface treatment agent.

15. Use of the composition according to any one of claims 1 to 13 as a finishing agent for fiber products.

16. The use according to claim 15, wherein The concentration of the modified hydroxyalkyl cellulose in the aqueous solution during the treatment of the fiber product is 0.01 mg / L or more and 10000 mg / L or less.

17. A surface treatment method, wherein: The composition according to any one of claims 1 to 13 is brought into contact with an article.

18. A method for surface treatment of fiber products, wherein: The composition according to any one of claims 1 to 13 is brought into contact with a fiber product.

19. The surface treatment method according to claim 18, wherein: The concentration of the modified hydroxyalkyl cellulose in the aqueous solution when in contact with the fiber product is 0.01 mg / L or more and 10000 mg / L or less.

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