JPH09111660A - Soft finishing agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a soft finishing agent containing each specific quaternary ammonium compound and anionic surfactant, capable of imparting an excellent flexibility to a fiber such as a cotton. SOLUTION: This soft finishing agent contains (A) quaternary ammonium compound expressed by formula I [A is an aliphatic residue formed by removing (m+n) hydroxyl groups from an aliphatic polyol having (p) hydroxyl groups; R<1> is a 1-27C alkyl or an alkenyl; R<2> is H or a 1-4C alkyl; R<3> , R<4> are each a 1-28C alkyl, alkenyl, etc.; X is a halogen] having one or more 10-28C long chain hydrophobic groups in the molecule and two or more quaternary ammonium cationic groups such as a compound expressed by formula II and (B) an anionic surfactant having a 10-28C alkyl or an alkenyl group. Further, the blending ratio of the components A to B is (the equivalent of cationic groups in the component A)/(the equivalent of anionic groups in the component B) is preferably in the range of (1/0.7)-(1/0.2).

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a softening agent capable of imparting excellent flexibility to various fibers.

[0002]

2. Description of the Related Art Most of the softeners for household use on the market so far have two long-chain alkyl groups in one molecule, as represented by di (cured tallow alkyl) dimethylammonium chloride. It is a composition containing a compound having one cation group as a main component. A cationic compound having two long-chain hydrophobic groups and one cation group in one molecule is characterized by having an association state of a multi-molecular film when made into an aqueous dispersion. The principle of a compound having such an association state and having a cation group advantageous for adsorbing to the fiber is not clear, but generally shows a good softening effect. However, many compounds having at least two cation groups in one molecule have too strong hydrophilicity, and when they are made into an aqueous dispersion, they do not form the association state of the multi-layered film and become a micelle solution. Such compounds have no or no softening effect.

A method of using a strongly hydrophilic compound having two cationic groups in the molecule as a flexible base is disclosed in EP225281, JP-A-2-11545 and WO9414938. There is. However, even if these soft bases were simply used in place of the conventional soft bases, the softening effect was very weak in all cases. Further, JP-A-4-174770 and JP-A-4-100973 describe a method in which a polyamine compound having one long-chain hydrophobic group and a long-chain fatty acid are ion-paired and used as a soft base. However, since the pH in the bath after washing and rinsing is weakly alkaline due to residual anionic surfactants, when used under such conditions, amine inorganic acid salts are easily neutralized with alkaline components. As a result, the cationicity becomes insufficient, and the amount of adsorption to various fibers is reduced, so that the softening effect is not exhibited so much. Further, as described in JP-B-61-37387, a conventional soft base having two long-chain alkyl groups and one cation group in one molecule and an anionic surface active agent as a second component. A method of using it in combination with an agent is also conceivable, but in this method, the cationic charge of the cationic soft base is canceled by the amount of the anionic charge of the anionic surfactant, and the effect of imparting softness to the synthetic fiber is reduced. Although improved, it had a drawback that the amount of adsorption to cotton was reduced and the softening effect was reduced.

[0004]

SUMMARY OF THE INVENTION An object of the present invention is to provide a softening agent which can impart excellent softening effect to cotton.

[0005]

The present invention relates to a quaternary ammonium compound having at least one long-chain hydrophobic group having a specific length in a molecule and a plurality of quaternary ammonium cation groups. This was made based on the finding that the combination of anionic surfactants can give excellent softening effect not only to synthetic fibers but also to cotton. That is, in the present invention, (a) the number of carbon atoms in the molecule is 1
Having at least one long-chain hydrophobic group from 0 to 28, and
Fourth having at least two quaternary ammonium cation groups
Provided is a softening agent containing a primary ammonium compound and (b) an anionic surfactant having a linear or branched alkyl or alkenyl group having 10 to 28 carbon atoms.

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION Fourth component (a) used in the present invention
As the quaternary ammonium compound, the following compounds (1) to
Examples include (4), and in some cases, quaternary ammonium compounds obtained by reacting the compounds (1), (3) and (4). (1) Multiple equivalents of ethylene oxide or propylene oxide (preferably 1 equivalent of aliphatic polyol having p hydroxyl groups, (2) R ¹ CO ₂
M equivalent of the fatty acid or fatty acid lower alkyl ester represented by R ² (in the formula, R ¹ represents a linear or branched alkyl or alkenyl group having ¹ to 27 carbon atoms which may be interrupted by an ether bond) , R ² represents hydrogen or an alkyl group having 1 to 4 carbon atoms, and (3) n-equivalent of the halogenated carboxylic acid represented by X- (CH ₂ ) qCO ₂ H (in the formula, X represents halogen). , Q represents an integer of 1 to 4), (4) R ³ N
(R ⁴ ) n equivalent of the tertiary amine represented by R ⁵ (wherein
R ³ , R ⁴ and R ⁵ are each independently a linear or branched alkyl or alkenyl group having 1 to 28 carbon atoms or a hydroxyalkyl group, and are interrupted by an ether group, an ester group or an amide group. Is also good. )

In the compounds (1) to (4), p is an integer of 2 or more, p ≧ n and p> m, and m = 0 to (pn).
, A positive number of n = 2 to (pm), and R ^{1 to} R ⁵
At least one of them is a long-chain hydrophobic group having 10 to 28 carbon atoms. The equivalent number of cationic groups of the quaternary ammonium compound obtained by such a reaction is n. Examples of the aliphatic polyol which is the compound (1) include ethylene glycol, diethylene glycol, propylene glycol, butanediol, hexanediol, octanediol, decanediol, dodecanediol, tetradecanediol, methylglyceryl ether. , Ethyl glyceryl ether, butyl glyceryl ether, phenyl glyceryl ether, octyl glyceryl ether, lauryl glyceryl ether, glycerin, pentaerythritol, diglycerin, methyl glucopyranoside, sorbitol, ethyl trimethylol propane, and mixtures thereof. Examples of the fatty acid or fatty acid lower alkyl ester which is the compound (2) include octanoic acid, decanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, elaidic acid, eicoic acid, and their methyl esters. Examples thereof include ethyl ester, propyl ester, isopropyl ester and the like, and mixtures thereof.

Examples of the halogenated carboxylic acid having 1 to 4 carbon atoms which is the compound (3) include monochloroacetic acid, 2-bromopropionic acid, 3-chloropropionic acid and the like and a mixture thereof. Examples of the tertiary amine which is the compound (4) include N, N-dimethyl (H-tallowyl) amine, N, N-dimethylstearylamine, N,
N-dipropyldodecylamine, trimethylamine, triethylamine, N, N-diethanolmethylamine,
N, N-dimethylethanolamine, N, N-dimethyl (H-tallow oil-oxyethyl) amine, N, N-
Dimethyl (stearoyl-amidopropyl) amine,
Examples thereof include N, N-diethanolstearylamine, N, N-dibutylstearylamine and the like, and mixtures thereof.

The above-mentioned reaction product can be obtained, for example, from JP-A-7-5.
It can be prepared by a known method as disclosed in Japanese Patent No. 4270. That is, first, the aliphatic polyol, the fatty acid and the halogenated carboxylic acid are preferably reacted in the presence of an acid catalyst such as p-toluenesulfonic acid while dehydrating at a temperature of 50 to 150 ° C. under reduced pressure. Then, the reaction product obtained here and the tertiary amine are reacted in a suitable solvent, for example, a low molecular weight alkanol such as ethanol or propanol at a temperature of 50 to 120 ° C. to give a product. A quaternary ammonium salt can be obtained. In addition, the aliphatic polyol and the fatty acid lower alkyl ester are mixed in the presence of an alkali catalyst such as sodium hydroxide to 100
After reacting under reduced pressure at a temperature of ℃ to 200 ℃ under dealcoholization, halogenated carboxylic acid and acid catalyst are added to
The reaction is performed while dehydrating under reduced pressure at a temperature of 0 to 150 ° C.,
Next, a quaternary ammonium salt used in the present invention can also be obtained by adding a tertiary amine and reacting it in a suitable solvent, for example, a low molecular weight alkanol such as ethanol or propanol at a temperature of 50 to 120 ° C. You can Next, the fourth obtained by the above reaction and used in the present invention
Quaternary ammonium compounds (preferably salts) are represented by the general formula

[0010]

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(In the formula, A represents a residue of an aliphatic polyol obtained by removing (m + n) hydroxy groups from an aliphatic polyol having p hydroxyl groups.) Used in the present invention (a As the component), a quaternary ammonium compound salt represented by the following formula (I) is preferable.

[0012]

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(Wherein R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ and R ¹¹ are each independently a linear or branched alkyl or alkenyl group having 1 to 28 carbon atoms, or a hydroxyalkyl group. And may be interrupted by an ether bond, an ester bond or an amide bond, and may have a hydroxyl group, B is an optionally branched alkyl group having 2 to 20 carbon atoms, It may be interrupted by a bond, an ester bond or an amide bond, and may have a hydroxyl group, Y represents halogen, provided that at least one of R ^{6 to} R ¹¹ is a long-chain hydrophobic group having 10 or more carbon atoms. Here, it is more preferable that the number of long-chain hydrophobic groups is 3 or less.
Next, specific examples of the quaternary ammonium compound salt represented by the formula (I) are shown below, but the present invention is not limited thereto.

[0014]

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[0015]

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[0016]

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[0017]

[Chemical 6]

The compounds shown above are either commercially available or can be readily prepared by known methods, including those described above. The component (b), an anionic surfactant having a linear or branched alkyl or alkenyl group having 10 to 28 carbon atoms, used in the present invention may be any of a sulfonic acid type, a sulfuric acid ester type, a phosphoric acid ester type and a fatty acid type. It may be a salt type or an acid type. Specific examples of the component (b) are shown below, but the present invention is not limited thereto. Methyl α-sulfofatty acid (acid type), its metal salt (Na, K, Li,
Ca, Mg salt, etc.), ammonium salt or substituted ammonium salt and the like, and specific examples thereof include α-sulfostearic acid methyl Na salt and α-sulfopalmitic acid ethyl Na.
Examples thereof include salts and α-sulfomyristate methyl K salt.
Alkylalkoxyl sulfuric acid, its metal salt (Na, K, L
i, Ca, Mg salt, etc.), ammonium salt or substituted ammonium salt, and specific examples thereof include octadecyl sulfate Na salt, monoethylene glycol octadecyl ether sulfate Na salt, and diethylene glycol hexadecyl ether sulfate k salt. α-olefin sulfonic acid,
There are metal salts (Na, K, Li, Ca, Mg salts, etc.), ammonium salts or substituted ammonium salts, and C ₁₄ −
Examples include α-olefin sulfonic acid Na salt, C ₁₈ -α-olefin sulfonic acid Na salt, and C ₁₆ -α-olefin sulfonic acid K salt.

Fatty acids and their metal salts (Na, K, Li, C
a, Mg salt, etc.), ammonium salt or substituted ammonium salt, and stearic acid Na salt, palmitic acid K
Examples of the salt include sodium myristate. Alkylalkoxy ether carboxylic acid, its metal salt (Na, K, L
i, Ca, Mg salt, etc.), ammonium salt or substituted ammonium salt, etc., and octadecyl ether acetate Na
Examples thereof include salts, (2-hexadecyloxy-ethoxy) ether acetic acid Na salt, and tetradecyl ether acetic acid K salt. There are N-alkanoyl amino acids, their metal cation salts (Na, K, Li, Ca, Mg salts, etc.), ammonium salts or substituted ammonium salts, and N-octadecanoyl β-alanine Na salt, N-hexadecanoyl. Examples include glycine K salt and N-octadecanoyl aspartic acid Na salt. Alkyl phosphates, their metal salts (N
a, K, Li, Ca, Mg salt, etc.), ammonium salt or substituted ammonium salt and the like, and examples thereof include octadecyl phosphate Na salt, hexadecyl phosphate 2Na salt, and tetradecyl phosphate K salt. Use of methyl α-sulfofatty acid acid, its metal salt (Na, K, Li, Ca, Mg, etc.), ammonium salt or substituted ammonium salt in the above anionic surfactant can impart excellent flexibility to clothing. The effect is obtained that the water absorption of cotton is not reduced.

(A) in the softener composition of the present invention
The mixing ratio of the component and the component (b) can be arbitrary, but the mixing ratio of the component (a) and the component (b) can be defined as [equivalent amount of cationic group in the component (a)] / [component (b). The equivalent amount of the anion group therein is preferably 1 / 0.9 to 1 / 0.1, and more preferably 1 / 0.7 to 1 / 0.2.
When the equivalent ratio of the cation group in the component (a) to the anion group in the component (b) is smaller than 1 / 0.9, the cation charge is too small and the adsorption amount of the cotton fiber as a soft base is reduced. The softening effect tends to be poor. On the other hand, if the ratio is larger than 1 / 0.1, the hydrophilicity is too strong, and the softening effect tends to be poor. The softening agent composition of the present invention comprises the component (a) and the component (b) in a total amount of 1
Although it is possible to set the content to be 00%, it is preferable that the content is 3 to 50% by weight, and the balance is water or various additives in terms of product stability and ease of use. desirable. Further, the form of the softener composition of the present invention may be arbitrary, for example, liquid form, paste form, gel form,
It can take any form such as a solid.

When a softening agent for fibers is made into a product using the softening agent according to the present invention, various additive components such as other softening components may be added as desired within a range not impairing the object of the present invention. , Solvents such as alkanols and polyhydric alcohols having 1 to 4 carbon atoms, rewetting agents, viscosity modifiers such as electrolytes and nonionic surfactants, anti-gelling agents, fragrances, fragrance carriers, fluorescent agents, colorants, Hydrotropes, defoamers, anti-redeposition agents, enzymes, opacifiers, stabilizers such as guar gum and polyethylene glycol, shrinkage agents, textile crisping agents, anti-dye agents, stain release agents, bactericides, straight-chain or A branched silicone oil, a fungicide, an antioxidant, a corrosion inhibitor, a preservative, a bleach, a bleach precursor, a drape imparting agent, an antistatic agent, an ironing aid and the like can be added.

[0022]

Industrial Applicability The textile softening composition of the present invention can impart excellent flexibility to various fibers. In particular, excellent softening effect can be imparted to cotton. Next, the present invention will be described by way of examples.

[0023]

【Example】

Reference Example 1 The components (a) shown in Tables 1 and 2 were prepared as follows.

[0024]

[Table 1] Table-1 ─────────────────────────────────── (a) Raw material components ( 1) (2) (3) (4) ─────────────────────────────────── a-1 Pentaeri Stearic acid α-Chloroacetic acid Triethylamine Thritol a-2 〃 〃 〃 a-3 〃 〃 〃 〃 a 〃 〃 〃 〃 〃 〃 〃 〃 〃 〃 〃 a 〃 a 〃 a 〃 a 〃 a 〃 , N-dimethyl stearylamine a-8 glycerin stearic acid α-chloroacetic acid 〃 a-9 〃 〃 β-chloropro 〃 pionic acid a-10 〃 palmitic acid α-chloroacetic acid 〃 a-11 〃 hardened beef tallow fatty acid 〃 a- 12 pentaerystearic acid 〃 triethylamine thritol a-13 diglycero 〃 〃 〃 sol a-14 sol To-〃 〃 〃 〃 α-Methyl 〃 〃 〃 Glucoside a-16 Ethylene glycol 〃 N, N-Dimethylsulycol Tearylamine a-17 〃 〃 N, N-dimethyl Hardened beef tallow amine a-18 〃 － N, N-Dimethyl-N- (Stearoyl-oxyethyl) a-19〃-〃N, N-Dimethyl-N- (Stearoyl-amidopropyl) a-20 Propylene-〃N, N-Dimethylsuglycol Tearylamine a-21 1,3-butane-〃〃 diol a-22 1,2-octa-〃 〃 din diol a-23 1,2-dodeca-〃 〃 Ndiol

[0025]

[Table 2] Table-1 (continued) ─────────────────────── (a) Reaction molar ratio components (1) / (2) / ( 3) / (4) ─────────────────────── a-1 1/1/2/2 a-2 1/2/2/2 / 2a -31 / 1 / 2.5 / 2.5a-41 / 1.5 / 2 / 2a-61 / 0.5 / 2 / 2a-71 / 3/1 / 1a-51 / 1/2 / 2a -8 1/1/2/2 a-9 〃 a-10 〃 a-11 〃 a-12 1/2/2 / 2 a-13 〃 a-14 〃 a-15 〃 a-16 1/0 / 2/2 a-17 〃 a-18 〃 a-19 〃 a-20 〃 a-21 〃 a-22 〃 a-23 〃

[0026]

[Table 3] Table-2 (A) Component Compound a-24 The quaternary ammonium salt [1] a-25 The quaternary ammonium salt [2] a-26 The quaternary ammonium salt [3] a-27 The quaternary ammonium salt [4] a-28 The quaternary ammonium salt [5] a-29 The quaternary ammonium salt [6] a-30 The quaternary ammonium salt [7] a-31 The quaternary ammonium salt [8] A-32 the quaternary ammonium salt [9] a-33 the quaternary ammonium salt [10] a-34 the quaternary ammonium salt [11] a-35 the quaternary ammonium salt [12] a -36 The above quaternary ammonium salt [13]

Preparation of quaternary ammonium salt (a-1) :
Prepare a 3-liter 4-necked flask equipped with a stirrer, a thermometer, a nitrogen gas introduction pipe, and a device for distilling off water produced as a by-product. Pentaerythritol (1 mol) and stearic acid (1 mol) were placed in this flask. ), Α-chloroacetic acid (2 mol), p-
Toluenesulfonic acid (0.5 g) was charged under a nitrogen gas atmosphere. After raising the temperature to 110 ° C., distilling off water produced as a by-product and keeping the pressure reduction degree at 300 mmHg for 2 hours,
The reaction was continued for 2 hours while maintaining at 30 mmHg,
An esterification reaction product was obtained. Next, the temperature was lowered to 80 ° C., a device for distilling off water produced as a by-product was replaced with a reflux tube, 500 ml of isopropanol was added, and triethylamine (2 mol) was added dropwise to this solution. At this time, heat was generated, so the dropping rate was adjusted to such a degree that gentle reflux occurred. After completion of the dropping, the reaction was carried out for 4 hours to obtain an isopropanol solution of a quaternary ammonium salt. The solvent isopropanol was distilled off under reduced pressure to obtain (a-1). The quaternary ammonium salts (a-2) to (a-23) were prepared under the same reaction conditions as (a-1).

As the quaternary ammonium salt (a-24) , trade name Duokard T-50 manufactured by Lion Akzo Co. was used. Preparation of Quaternary Ammonium Salt (a-25) According to a conventional method, stearylamine (1 mol) and acrylonitrile (1 mol) were reacted to obtain a compound in which 1 mol of acrylonitrile was added to stearylamine. Next, the nitrile group was reduced with a reducing agent to obtain a diamine compound. Obtained by adding 3 moles of ethylene oxide to this diamine and then reacting with methyl chloride. Preparation of quaternary ammonium salts (a-26) to (a-30)
According manufacturing a conventional method, it was prepared by reacting the corresponding tertiary amine (2 moles) and alkyl dihalide (1 mole). Preparation of Quaternary Ammonium Salt (a-31) Stearyl ether amine (1 mol) was treated with formaldehyde (2.5 mol) and formic acid (excess) for methylation according to a conventional method. A tertiary amine was obtained. This was prepared by reacting 2 mol (1 mol of which is a hydrochloride) with 1 mol of epichlorohydrin.

Preparation of quaternary ammonium salt (a-32) It was prepared by reacting 2 mol of dimethylstearylamine hydrochloride with 1 mol of diglycidyl ether according to a conventional method. Preparation of Quaternary Ammonium Salt (a-33) According to a conventional method, ethylenediamine and excess dodecyl iodide were reacted to obtain a tetraalkyldiamine, which was then obtained by performing a quaternization reaction with methyl iodide. Preparation of quaternary ammonium salt (a-34) According to the known method described in JP-A-2-11545, corresponding dimethylstearylamine (1 mol) and methyl monochloroacetate (1 mol) and N, N-dimethyl-N. -Hydroxyethyl-stearyl ammonium chloride (1 mol) was obtained by synthesis. Preparation of quaternary ammonium salt (a-35) According to the known method described in JP-A-5-331118,
A diamine having a diester group was obtained from N, N-dimethylpropanediamine (1 mol), ethylene oxide (2 mol) and stearic acid (2 mol). This diamine was quaternized with methyl chloride to obtain (a-35).

Preparation of quaternary ammonium salt (a-36) According to the known method described in JP-A-6-16608, N,
A diamide group-containing diamine was obtained from N-diethylpropanediamine (1 mol), acrylonitrile (2 mol) and stearic acid (2 mol). This diamine was quaternized with methyl chloride to obtain (a-36). Example 1 The total amount of the component (A) described in Table 1 or 2 and the component (B) described in Table 3 below: anionic surfactant was 0.
The flexibility of the aqueous solution of the softening agent obtained by dispersing or dissolving in water so as to be 0033% by weight was evaluated by the following method. The results are summarized in Table-4.

[0031]

[Table 4] Table-3 (B) Component substance name b-1 α-sulfostearic acid methyl Na salt b-2 α-sulfostearic acid methyl (acid type) b-3 α-sulfopalmitic acid methyl K salt b-4 dodecyl sulfate Na b-5 octadecyl sulfate Na b-6 C₁₄-Α-olefin sulfonic acid Na b-7 stearic acid Na b-8 palmitoyl-β-alanine Na salt b-9 C₁₈H₃₇-O-CH_TwoCH_Two-O-CH_TwoCO_TwoNa b-10 stearyl phosphate mono sodium salt b-11 p-Toluenesulfonic acid Na

The softening agent was evaluated by the following method. Softening effect Commercially available cotton towel or acrylic cloth was repeatedly washed twice with a commercially available detergent, Hitop (registered trademark, manufactured by Lion Corporation), and then rinsed under running water for 5 times to prepare a treated cloth. . Next, in a washing machine (25 ° C, tap water)
Was added as a softening agent so that the total amount of the components (a) and (b) would be 0.0033% by weight. The cloth to be treated was added thereto so that the bath ratio was 1/30, and the mixture was stirred for 3 minutes for softening treatment. The treated cloth was air-dried in the room, and then left in a constant temperature and humidity room at 25 ° C. and 65% RH for 24 hours. The flexibility of these treated cloth towels was sensory-evaluated by the following criteria by a skilled panel consisting of 8 persons. 5 points: Feels very soft. 4 points: Feels soft. 3 points: Feels somewhat soft. 2 points: Feels a little hard. 1 point: Feels as hard as untreated.

[0033]

[Table 5] Table-4 ─────────────────────────────────── No (a) component (b) Components (a) / (b) cotton towel acrylic cloth 1 a-1 b-1 1 / 0.5 5 5 2 a-2 b-2 1 / 0.5 5 5 3 3-3 b-3 1/0 .5 5 5 4 a-4 b-4 1 / 0.5 4 4 5 a-5 b-5 1 / 0.5 5 5 5 6 a-8 b-1 1 / 0.3 5 5 7 a-9 b-1 1 / 0.5 5 5 8 a-10 b-1 1 / 0.7 5 5 9 a-11 b-2 1 / 0.5 5 5 10 a-12 b-5 1 / 0.3 5 5 11 a-13 b-5 1 / 0.5 5 5 12 a-14 b-5 1 / 0.7 5 5 13 a-15 b-1 1 / 0.5 5 5 14 a-16 b- 1 1 / 0.5 5 5 15 a-16 b-6 1 / 0.5 5 5 16 a-16 b-7 1 / 0.5 4 4 17 a-16 b-8 1 / 0.5 4 5 18 a-1 b-9 1 / 0.5 4 4 19 a-16 b-10 1 / 0.5 5 5 20 a-17 b-1 1 / 0.5 5 5 21 a-18 b-3 1 / 0.5 5 5 22 a-19 b-5 1 / 0.5 5 5 23 a-20 b-6 1 / 0.3 5 5 24 a-21 b-6 1 / 0.5 5 5 25 a-22 b- 6 1 / 0.7 5 5 26 a-23 b-1 1 / 0.5 5 5 27 a-24 b-7 1 / 0.5 5 5 5 28 a-25 b-1 1 / 0.5 5 5 29 a-26 b-1 1 / 0.5 5 5 5 5 30 a-27 b-5 1 / 0.5 5 5 31 a-28 b-5 1 / 0.5 5 4 32 a-29 b-5 1 /0.5 5 5 33 a-30 b-1 1 / 0.5 4 4 34 a-31 b-1 1 / 0.5 5 5 35 35 a-32 b-1 1 / 0.5 5 5 36 36 a -33 b-1 1 / 0.5 4 4 37 a-34 b-1 1 / 0.5 5 5 38 a-35 b-1 1 / 0.5 5 5 39 39-36 b-1 1/0 .5 5

# In the table, (a) / (b) indicates the equivalent of the cationic group in the component (a) / the equivalent of the anionic group in the component (b) (the same applies hereinafter). Comparative Example 1 Example 1 except that the components shown in Table 1 or 2 were used alone or the combination of 2HT (di-hardened beef tallow alkyldimethyl ammonium Na) and the anionic activator shown in Table 3 was used.
Evaluated flexibility in the same manner. The results are summarized in Table-5.
Shown in

[0035]

[Table 6] Table-5 ─────────────────────────────────── No (a) component (b) Component (a) / (b) Cotton towel Acrylic cloth 1 a-1 − − 3 3 2 a − 2 − − 3 3 3 a 3 − − 3 3 4 a − 4 − − 3 3 5 a − 5 − − 3 3 6 a-6 − − 2 2 7 a-8 − − 3 3 8 a-9 − − 3 3 3 9 a-10 − − 3 3 10 a-11 − − 3 3 11 a-12 − − 33 12 a-13 − − 3 3 13 a − 14 − − 3 3 14 a − 15 − − 3 3 15 a − 16 − − 3 3 16 a − 17 − − 3 3 17 a − 18 − − 3 3 18 a −19 − − 3 3 19 a-20 − − 3 3 20 a-21 − − 3 3 21 a-22 − − 3 3 22 a-23 − − 3 3 23 a-24 − − 3 3 24 a-25 − − 3 3 25 a-26 − − 3 26 a-27 − − 3 3 27 a − 28 − − 2 2 28 a − 29 − − 4 3 29 a − 30 − − 4 3 30 a − 31 − − 4 3 31 a − 32 − − 3 3 32 a −33 − − 2 2 33 a −34 − − 4 3 34 a −35 − − 4 3 35 a −36 − − 4 3 36 2HT − − 4 3 37 2HT b-1 1 / 0.5 3 4 38 a -7--4-3 As can be seen from the results in Tables 4 and 5, the component (a) alone is not sufficient in providing the softening effect, but the component (b) is combined with the component in an appropriate ratio to give the softening effect. It turns out that it will be much better.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Masami Fujiwara 1-3-7 Honjo, Sumida-ku, Tokyo Inside Lion Corporation

Claims (1)

[Claims] 1. A quaternary ammonium compound having (a) at least one long-chain hydrophobic group having 10 to 28 carbon atoms in the molecule and at least two quaternary ammonium cation groups, and (b) carbon. A softening agent containing an anionic surfactant having a linear or branched alkyl or alkenyl group of several 10 to 28.