JP4699135B2 - Manufacturing method of textile product treating agent - Google Patents

Description

  The present invention relates to a method for producing a textile product treating agent.

It is known to use a silicone compound for a textile product treating agent such as a softener composition. For example, Patent Documents 1 and 2 can be referred to. In addition, these publications describe the use of antiseptic and antibacterial agents as textile product treating agents.
JP 2002-327375 A JP 2003-89979 A

  As described in Patent Documents 1 and 2, it is known to contain a preservative in a silicone emulsion. Although it is convenient to use this as it is for a textile product treating agent, a silicone emulsion containing a preservative generally has a high viscosity, and in particular when a high molecular weight dimethylpolysiloxane is used, the textile product treating agent has a low viscosity. However, since a high-viscosity silicone emulsion is mixed, there is a problem that it cannot be uniformly dispersed unless a mixer having a high shearing force is used. In addition, when the mixing is insufficient, there is a problem in stability such as separation of the silicone compound in the fiber product treating agent, and further, there is a problem that the expected effect of silicone cannot be obtained sufficiently. .

  Accordingly, the object of the present invention is to provide a fiber product treating agent that is easy to stir and mix, is excellent in flexibility and storage stability, and can obtain the effects expected of silicone such as smoothness and lubricity to a satisfactory level. It is in providing the manufacturing method of.

  The present invention relates to a silicone emulsion (A) containing 5-70% by mass of a silicone compound (a1), a compound (a2) having a 1,2-benzisothiazoline skeleton in the molecule, a surfactant (a3), and water. ) And a group bonded to a nitrogen atom, 1 to 3 are hydrocarbon groups having 14 to 26 carbon atoms which may be separated by an ester group or an amide group, and the rest are alkyl groups having 1 to 3 carbon atoms. Alternatively, a tertiary amine which is a hydroxyalkyl group, or an acid salt of the tertiary amine or a quaternized product (b1) in which an alkyl group having 1 to 3 carbon atoms is bonded to a nitrogen atom of the tertiary amine is 5 to 40% by mass. The present invention relates to a method for producing a textile product treating agent including a step of mixing a composition (B) contained therein.

  The present invention also relates to a textile product treating agent produced by the method of the present invention.

<Silicone emulsion (A)>
The silicone emulsion (A) according to the present invention contains a silicone compound as the component (a1). In the present invention, the use of a high-viscosity silicone compound is preferable because the effects of the present invention can be obtained effectively. Specifically, the viscosity at 25 ° C. exceeds 10,000 mm ² / s, 000,000mm ² / s, preferably 50,000mm ² / s~7,000,000mm ² / s, more preferable to use a silicone compound 100,000mm ² / s~6,000,000mm ² / s Is preferred. The component (a1) of the present invention is preferably a straight-chain polymer compound, and is more preferable in terms of the effect of improving the softening effect than a crosslinked silicone compound or a branched silicone compound.

  Specific examples of the silicone compound include dimethylpolysiloxane, amino-modified silicone, and polyether-modified silicone. Among these, from the viewpoint of facilitating stirring and mixing, and from the viewpoint of flexibility and water absorption, Particularly preferred is dimethylpolysiloxane. Dimethylpolysiloxane is Shin-Etsu Chemical KF96H series, amino-modified silicone is Shin-Etsu Chemical KF-800 series polyether-modified silicone is Toray Dow Corning SH-8700, SH-8410, FZ- 2222 or the like.

  The silicone emulsion according to the present invention contains a compound having a 1,2-benzisothiazoline skeleton in the molecule as the component (a2). As the component (a2), a compound represented by the following general formula (1) is preferable.

[Wherein, R ¹¹ represents a hydrogen atom, an aryl group, an aralkyl group, a cycloalkyl group, or an alkyl group having 1 to 20 carbon atoms, X represents a halogen, nitro, cyano, or an alkoxy group having 1 to 8 carbon atoms; Is a number from 0 to 4. ]

The compound of general formula (1) can be obtained by the method described in JP-T-2001-510467. Specific examples include 1,2-benzisothiazolin-3-one (a compound in which R ¹¹ is a hydrogen atom and n is 0), which is preferable from the viewpoint of facilitating stirring and mixing, and is manufactured by Avicia What is marketed as "proxel BDN" (content 30 to 40%) can also be used.

  The silicone emulsion of the present invention contains a surfactant as the component (a3). As the surfactant, an anionic surfactant, a nonionic surfactant, a cationic surfactant, and an amphoteric surfactant can be used. In the present invention, a nonionic surfactant ( It is preferable to contain one or more selected from a31) and an anionic surfactant (a32).

As the component (a31), a compound represented by the following general formula (2) is suitable.
R ²¹ —O— (AO) _n —H (2)
Wherein, R ²¹ is a hydrocarbon group having 10 to 16 carbon atoms, A is an ethylene or propylene group, n is the number of 1 to 100 the average number of moles added. ]

R ²¹ is preferably an alkyl group having 12 to 16 carbon atoms, A is preferably an ethylene group, and n is preferably 1 to 100, more preferably 1 to 70, and particularly preferably 1 to 40. In addition, in the present invention, it is preferable to use a lipophilic (a31) component and a hydrophilic (a31) component in combination from the viewpoint of the stability of blending the silicone emulsion. Specifically, as the lipophilic (a31) component, Is a compound of the general formula (2) wherein n is 1 to 10, preferably 1 to 5 (hereinafter referred to as component (a31o)), and a compound of the general formula (2) where n is 11 to 70, preferably 11 to 40 [ (Hereinafter referred to as (a31w) component] is preferably contained in a mass ratio of (a31o) / (a31w) = 5/95 to 80/20, preferably 20/80 to 50/50.

As the component (a32), a compound represented by the following general formula (3) is preferable.
R ³¹ -X (3)
[Wherein R ³¹ is an alkyl group having 10 to 16 carbon atoms or an alkylaryl group having 10 to 16 carbon atoms, and X is —SO ₃ M, — (OB) _m —OSO ₃ M. B is an ethylene group or a propylene group, m is an average addition mole number, and is a number of 0-4. M is an inorganic or organic cation. ]

  Specifically, an alkylbenzene sulfonate having 10 to 16 carbon atoms, an alkyl sulfate ester salt having 10 to 16 carbon atoms, preferably 10 to 14 carbon atoms, and an average added mole number of oxyethylene group (a compound in which B is an ethylene group) is 1. A polyoxyethylene alkyl ether sulfate salt having ˜4, preferably 1.5 to 3, and an alkyl group having 10 to 16 carbon atoms, preferably 10 to 14 carbon atoms is suitable. The salt is preferably a sodium salt, potassium salt or alkanolamine salt.

  In the present invention, the (a31) component and the (a32) component are preferably used in combination, and the mass ratio of the (a31) component / (a32) component is preferably 99.8 / 0.2 to 85/15, more preferably 99.8 / 0.2 to 90/10, particularly preferably 99.6 / 0.4 to 99/1 is preferable for the purpose of improving the softening effect.

  The silicone emulsion (A) of the present invention is in the form of an emulsion obtained by emulsifying the above components (a1), (a2), and (a3) in water, and is an average particle of emulsified particles (droplets). The diameter is preferably 50 to 900 nm, more preferably 100 to 800 nm, from the viewpoint of easy mixing, storage stability, and softening effect.

  In order to prepare an emulsified composition having such a particle size, a method of emulsifying using a stirrer capable of imparting a high-speed shearing force such as a homomixer or a high-pressure homogenizer can be used. In addition, a so-called emulsion polymerization method in which a low-molecular cyclic polysiloxane is used as a starting material and is polymerized in the emulsified dispersion state using a strong acid or a strong alkali as a catalyst can also be employed. Preferably, the component (a1) and the remaining component (a3) are added while applying high-speed shearing force to an aqueous solution containing a part of the component (a3) and a part of water with a device such as a homomixer or a high-pressure homogenizer. Thereafter, a method of mixing the remaining water and the component (a2) is preferable. The particle size can be measured using a submicron particle size measuring device (photon correlation method).

  The content of the component (a1) is 5 to 70% by mass, preferably 20 to 65% by mass, particularly preferably 40 to 60% by mass in the silicone emulsion (A), and the content of the component (a2) is silicone. Preferably it is 0.0004-0.4 mass% in an emulsion (A), More preferably, it is 0.0012-0.2 mass%, Most preferably, it is 0.0020-0.12 mass%. The content of the component (a3) is preferably 0.5 to 30% by mass, more preferably 1 to 20% by mass, and particularly preferably 3 to 10% by mass in the silicone emulsion (A).

  Furthermore, the mass ratio of component (a2) / component (a1) is preferably 0.0003 / 99.99997 to 0.75 / 99.25, more preferably 0.0007 / 99.99993 to 0.40 / 99. 60, and the mass ratio of component (a3) / component (a1) is preferably 0.900 / 99.100 to 32.000 / 68.000, more preferably 1.750 / 98.250 to 22.2. 000 / 78.000.

  The water content is preferably 10 to 80% by mass, more preferably 20 to 60% by mass, and particularly preferably 30 to 50% by mass in the silicone emulsion (A).

  The pH of the silicone emulsion (A) of the present invention at 25 ° C. is preferably 3 to 9, more preferably 5 to 8. Examples of the pH adjuster include citric acid, acetic acid, malic acid, succinic acid, benzoic acid and the like. Organic acids, inorganic acids such as hydrochloric acid, sulfuric acid, and phosphoric acid can be used.

The silicone emulsion (A) of the present invention has a markedly reduced viscosity. For this reason, when it mixes with the composition (B) mentioned later, stirring and mixing become very easy. Viscosity at 25 ° C. of the silicone emulsion (A) according to the present invention, preferably 20mm ² / s~1000mm ² / s, more preferably 30mm ² / s~800mm ² / s, particularly preferably 30 mm ² / s to 600 mm ² / s.

<Composition (B)>
The composition (B) according to the present invention is a hydrocarbon group having 14 to 26 carbon atoms that may be divided by an ester group or an amide group among the groups bonded to the nitrogen atom, and the rest A tertiary amine which is an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, or an acid salt of the tertiary amine (the acid is preferably an inorganic acid such as hydrochloric acid, sulfuric acid or phosphoric acid, particularly preferably hydrochloric acid) or A quaternized product in which an alkyl group having 1 to 3 carbon atoms is bonded to the nitrogen atom of the tertiary amine (as a quaternizing agent, a lower alkyl halide such as methyl chloride, a di-lower alkyl sulfate such as dimethyl sulfate or diethyl sulfate) (Methyl chloride is particularly preferred) (b1). In the tertiary amine of the component (b1), when three of the groups bonded to the nitrogen atom are hydrocarbon groups having 14 to 26 carbon atoms, the remaining groups do not exist. As the component (b1), a compound represented by the following general formula (4) is suitable.

[Wherein R ⁴¹ is an alkyl group or alkenyl group having 14 to 26 carbon atoms which may be interrupted by an ester group or an amide group, and R ⁴² is interrupted by an ester group, an amide group or an ether group. It may be an alkyl group having 14 to 26 carbon atoms or an alkenyl group, or may be an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group. R ⁴³ is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, and R ⁴⁴ is an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group. X ⁻ represents an anionic group. ]
More specifically, the compound of the general formula (5) is preferable.

[Wherein, R ⁵¹ represents an alkyl group or an alkenyl group having 14 to 26 carbon atoms, preferably 16 to 20 carbon atoms, and R ⁵³ represents an alkyl group or a hydroxyalkyl group having 1 to 3 carbon atoms, or R ⁵⁶ It is a group represented by — [E—R ⁵⁷ ] _d —. R ⁵⁴ is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, and R ⁵⁵ is an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group. R ⁵⁶ is an alkyl group or alkenyl group having 14 to 26 carbon atoms. R ⁵² and R ⁵⁷ are alkylene groups having 1 to 6 carbon atoms. D and E are groups selected from —COO—, —OCO—, —CONH— and —NHCO—, and c and d are 0 or 1. X ⁻ represents an anionic group. ]

In the compounds of the general formula (5), R ⁵¹ is preferably 16 to 20 alkyl or alkenyl group, R ^{53 is, R 56 - [E-R} 57] d - preferably a group represented by, R ⁵⁶ Is preferably an alkyl group or an alkenyl group of 16 to 20. R ⁵⁴ and R ⁵⁵ are preferably a methyl group, a hydroxyethyl group or a hydrogen atom, and R ⁵² and R ⁵⁷ are preferably an ethylene group or a propylene group. D and E are preferably -COO- and -CONH-, and at least one of c and d is preferably a number of 1, and preferably both are numbers of 1. X ⁻ is preferably a halogen ion, an alkyl sulfate ion having 1 to 3 carbon atoms, or a fatty acid ion having 1 to 18 carbon atoms.

  In addition to the component (b1), the composition (B) according to the present invention includes a fatty acid having 12 to 24 carbon atoms as a component (b2) and (b3) from the viewpoint of further improving the softening effect and storage stability. It is preferable to incorporate a surfactant other than the component (b2) as a component. In the present invention, the component (b3) is handled separately from the component (a31).

  As the component (b2), lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, linoleic acid, erucic acid, and behenic acid are preferable, and palmitic acid, stearic acid, oleic acid, and linoleic acid are particularly preferable. is there.

  As the component (b3), a nonionic surfactant, a cationic surfactant, an amphoteric surfactant, and an anionic surfactant other than the component (b2) can be used. From the viewpoint of improving the stability, it is preferable to contain a nonionic surfactant. As the nonionic surfactant, a polyoxyethylene alkyl ether having an alkyl group or an alkenyl group having 8 to 20 carbon atoms is preferable, and a nonionic surfactant represented by the following general formula (6) is particularly preferable.

^{R 61 -F - [(R 62} O) e -R 63] g (6)
[Wherein R ⁶¹ is an alkyl group or alkenyl group having 8 to 18 carbon atoms, preferably 10 to 16 carbon atoms, and R ⁶² is an alkylene group having 2 or 3 carbon atoms, preferably an ethylene group. R ⁶³ is an alkyl group having 1 to 3 carbon atoms or a hydrogen atom. e represents a number of 2 to 100, preferably 5 to 80, more preferably 5 to 70, and particularly preferably 10 to 60. F is —O—, —COO—, —CON— or —N—, and when F is —O— or —COO—, g is 1, and when F is —CON— or —N—. g is 1 or 2]

Specific examples of the compound of the general formula (6) include the following compounds.
R ⁶¹ —O— (C ₂ H ₄ O) _h —H
[Wherein, R ⁶¹ represents the above-mentioned meaning. h is a number of 2 to 100, preferably 10 to 60. ]
R ⁶¹ —O — [(C ₂ H ₄ O) _i / (C ₃ H ₆ O) _j ] —H
[Wherein, R ⁶¹ represents the above-mentioned meaning. i and j are each independently a number of 2 to 40, preferably 5 to 40, and (C ₂ H ₄ O) and (C ₃ H ₆ O) may be random or block adducts. ]

[Wherein, R ⁶¹ represents the above-mentioned meaning. k and l are each independently a number from 0 to 40, and k + 1 is a number from 5 to 60, preferably from 5 to 40. R ⁶⁴ and R ⁶⁵ are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. ]

  Moreover, the composition (B) based on this invention can contain inorganic salt as (b4) component. As the inorganic salt, sodium chloride, calcium chloride, and magnesium chloride are preferable from the viewpoint of storage stability. However, although surfactants such as fatty acid salts include sodium salts and potassium salts, inorganic salts derived from these may also be included in the composition of the present invention.

  In the composition (B) according to the present invention, a solvent may be used as the component (b5). Specifically, it is a solvent selected from ethanol, isopropanol, glycerin, ethylene glycol, and propylene glycol, and ethanol is particularly preferable from the point of smell.

  The composition (B) according to the present invention contains the component (b1) in an amount of 5 to 40% by mass, preferably 10 to 30% by mass, particularly preferably 10 to 25% by mass. Further, although optional, the component (b2) is preferably 0.5 to 5% by mass, more preferably 0.5 to 3% by mass, particularly preferably 0.5 to 2% by mass, and the component (b3) is preferably The content of 0.5 to 15% by mass, more preferably 0.5 to 10% by mass, and particularly preferably 1 to 5% by mass is preferable from the viewpoint of ease of stirring and mixing, storage stability, and flexibility effect. is there. Moreover, (b4) component is 0.001-5 mass% in a composition (B), Furthermore, 0.005-3 mass%, Especially 0.01-1 mass%, (b5) component is a composition ( In B), 0.1 to 10% by mass, further 0.1 to 5% by mass, and particularly 0.1 to 3% by mass are preferable contents.

  The composition (B) according to the present invention may contain an ester compound of a saturated or unsaturated fatty acid having 8 to 22 carbon atoms and a polyhydric alcohol for the purpose of improving storage stability. It is necessary to pay attention to. Examples of compounds that can be blended include triglycerides, diglycerides, monoglycerides, mono-, di- or triesters of pentaerythritol, and sorbitan esters. In the present invention, these ester compounds, the (a31) component, and the (b3) component are distinguished from each other.

  The composition (B) according to the present invention is in the form of an aqueous composition in which the above component (b1) and optional but preferred components (b2) to (b5) are dissolved or dispersed in water. The water is preferably blended in the composition (B) in an amount of 30 to 95% by mass, and more preferably 50 to 85% by mass. Furthermore, in the composition of the present invention, it is preferable to adjust the pH of the composition at 30 ° C. to 1 to 8.5, further 1 to 8, particularly 2 to 8 from the viewpoint of storage stability. As the pH adjuster, inorganic acids such as hydrochloric acid, sulfuric acid, and phosphoric acid can be used as acid agents, and sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, and the like can be used as alkaline agents.

<Method for producing textile product treating agent>
The textile product treating agent of the present invention is produced by a method including a step of mixing the silicone emulsion (A) and the composition (B). The mixing ratio of the silicone emulsion (A) and the composition (B) depends on the composition of both, the composition of the final treatment agent, etc., but the silicone emulsion (A) / composition (B) = by mass ratio. 0.1 / 99.9 to 20/80, more preferably 0.1 / 99.9 to 15/85, and particularly preferably 0.5 / 99.5 to 10/90. As a mixing method, a normal paddle type stirrer can be used, and uniform mixing can be easily performed with a low stirring force.

  The temperature of the silicone emulsion (A) during mixing is preferably 20 to 40 ° C., more preferably 25 to 35 ° C., and the temperature of the composition (B) is preferably 20 to 40 ° C., more preferably 25 to 35 ° C.

  The pH of the textile treatment agent containing the silicone emulsion (A) and the composition (B) of the present invention at 25 ° C. is preferably 1 to 8.5, more preferably 2 to 8, and the pH adjuster is Organic acids such as citric acid, acetic acid, malic acid, succinic acid and benzoic acid and inorganic acids such as hydrochloric acid, sulfuric acid and phosphoric acid can be used.

<Preparation of silicone emulsion (A)>
Preparation Example 1: Preparation of (A-1) (a32) While applying high shear force to 50 g of an aqueous solution containing 1.0% by mass of sodium polyoxyethylene lauryl ether sulfate having an average addition mole number of 2 mol, (a1) silicone 600 g of a compound (dimethylpolysiloxane) (viscosity 500,000 mm ² / s at 25 ° C.) was added, and stirring was continued for 30 minutes with a high shearing force. Thereafter, (a31o) 15 g of polyoxyethylene lauryl ether having an average addition mole number of 4 and (a31w) 50 g of polyoxyethylene lauryl ether having an average addition mole number of 25 mol were added, and stirring was further continued for 30 minutes under a high shearing force. Thereafter, 285 g of ion-exchanged water and 0.75 g of proxel BDN were added and stirred to obtain a silicone emulsion (A-1) having an average particle size (average particle size of emulsified particles, hereinafter the same) of 500 nm.

Preparation Example 2: Preparation of (A-2) (a1) The same operation as in Preparation Example 1 was carried out except that 600 g of a silicone compound (dimethylpolysiloxane) (viscosity at 25 ° C. of 200,000 mm ² / s) was used. A silicone emulsion (A-2) having an average particle diameter of 500 nm was obtained.

Preparation Example 3: Preparation of (A-3) (a1) Operation similar to Preparation Example 1 except that 600 g of a silicone compound (dimethylpolysiloxane) (viscosity 6,000,000 mm ² / s at 25 ° C.) was used. And a silicone emulsion (A-3) having an average particle diameter of 500 nm was obtained.

Preparation Example 4: Preparation of (A-4) (a1) Preparation Example except that 400 g of silicone compound (dimethylpolysiloxane) (viscosity 500,000 mm ² / s at 25 ° C.) and 0.3 g of proxel BDN were used. The same operation as 1 was performed to obtain a silicone emulsion (A-4) having an average particle size of 500 nm.

Preparation Example 5: Preparation of (A-5) (a1) A silicone emulsion having an average particle diameter of 500 nm (A-5), except that 1.5 g of proxel BDN was used. Got.

Preparation Example 6: Preparation of (A-6) (a1) The same operation as in Preparation Example 1 was performed, except that 550 g of a silicone compound [crosslinked methylpolysiloxane [(dimethicone / vinyl dimethicone) crosspolymer]] was used. A silicone emulsion (A-6) having an average particle diameter of 500 nm was obtained.

Preparation Example 7: Preparation of (A-7) (a2) Silicone emulsification having an average particle diameter of 500 nm was carried out in the same manner as Preparation Example 1, except that 0.75 g of sodium benzoate was used instead of Proxel BDN. A product (A-7) was obtained.

Preparation Example 8: Preparation of (A-8) (a2) A silicone emulsification having an average particle diameter of 500 nm was carried out in the same manner as in Preparation Example 1, except that 0.75 g of sodium sorbate was used instead of proxel BDN. A product (A-8) was obtained.

  The composition of the preparation examples 1 to 8 is shown in Table 1.

<Preparation of composition (B)>
Synthesis Example 1: Synthesis of (b1-1) A known method of N- (3-aminopropyl) -N- (2-hydroxyethyl) -N-methylamine and hardened tallow fatty acid in a molar ratio of 1 / 1.9 According to the dehydration condensation. When the fatty acid content in the reaction product reaches 5%, the reaction is terminated, and N- (3-cured tallow-derived alkanoylaminopropyl) -N- (2-cured tallow-derived alkanoyloxyethyl) -N-methylamine is added. A component (b1-1) as a main component was obtained.

Synthesis Example 2: Synthesis of (b1-2) Triethanolamine and beef tallow fatty acid were dehydrated and condensed according to a known method at a molar ratio of 1 / 1.8. The reaction was terminated when the fatty acid content in the reaction product reached 3%. Next, 10% equivalent amount of ethanol was added to the dehydrated condensate. Next, quaternization was carried out according to a known method using 0.98 equivalents of dimethyl sulfate to the amine. Thereafter, ethanol was added so that the solid content was 90%, and N, N-di beef tallow-derived alkanoyloxyethyl-N-hydroxyethyl-N-methylammonium methyl sulfate was the main component (b1-2). Ingredients were obtained.

Preparation Example 9: Preparation of (B-1) Preparation was performed so that the final mass was 100 g. In a 200 mL beaker, 75 g of ion-exchanged water was added, and then (b3) 3.0% by mass of polyoxyethylene lauryl ether having an average number of moles of ethylene oxide of 23 (ratio in the final composition (B-1)), and (b4 ) 0.03 mass% calcium chloride (ratio in the final composition (B-1)) was added. Thereafter, the temperature was raised to 65 ° C. with a water bath, and stirring was performed with a turbine-type stirring blade having three stirring blades each having a length of 2 cm (300 r / min). Next, 21 mass% (ratio in the final composition (B-1)) of 65 ° C. (b1-1) obtained in Synthesis Example 1 was added and stirred as it was for 5 minutes, and then 35% hydrochloric acid aqueous solution and 48% The target pH was adjusted with an aqueous sodium hydroxide solution. Then, it stirred for 10 minutes, moved the beaker to the water bath containing 5 degreeC water, and cooled to 30 degreeC, stirring. An amount of ion-exchanged water necessary for making the finished mass was added to obtain a composition (B-1).

Preparation Example 10: Preparation of (B-2) The procedure of Preparation Example 9 was repeated except that 20% by mass of (b1-2) obtained in Synthesis Example 2 was used instead of (b1-1). A composition (B-2) was obtained.

  Table 2 shows the composition of the preparation examples 9 and 10.

<Method for preparing textile product treating agent>
With the combinations shown in Table 3, the silicone emulsion (A) having a specific mass ratio was added to the composition (B) and stirred for 10 minutes to obtain a liquid fiber product treating agent. In the obtained textile product treating agent, the mixing property, storage stability, and softening effect of the silicone compound were evaluated by the following methods. The obtained textile product treating agent and the evaluation results are shown in Table 3.

<Evaluation>
(1) Evaluation method of mixability The fiber product treating agent shown in Table 3 was prepared by the preparation method described above, and was allowed to stand at 25 ° C. for 1 hour, followed by filtration with 200 mesh. Then, the liquid softening agent composition adhering on 200 mesh was washed away with 25 degreeC tap water, and it dried with the dryer (50 degreeC 2 hours). After drying, the silicone compound remaining on 200 mesh was determined according to the following criteria.
(Evaluation criteria for silicone compounds remaining on 200 mesh)
No silicone compound left ... 0 point Silicone compound left slightly ... 1 point Silicone compound left ... 2 points Many silicone compounds left ... 3 points

(2) Evaluation Method of Storage Stability The textile product treating agent shown in Table 3 prepared by the preparation method described above was stored in a constant temperature room at 40 ° C. for 20 days and judged according to the following criteria.
(Evaluation criteria for storage stability)
Separation / precipitation is not seen at all. 0 points Separation / precipitation is slightly seen .... 1 point Separation / precipitation is seen .... 2 points Separation / precipitation is seen a lot ... 3 points

(3) Evaluation method of softness effect Using the textile product treating agent shown in Table 3 prepared by the preparation method described above, the softening effect of clothing treated by the following method was evaluated by 10 panelists (10 men in their 30s). Was determined according to the following criteria, and the average point was determined for each.

(Flexible processing method)
Five bath towels (100% cotton) were washed with a washing machine using a commercially available weakly alkaline detergent (attack from Kao Corp.) (Toshiba 2-tank washing machine VH-360S1, detergent concentration 0.0667% by mass, 30L tap water, water temperature 20 ° C, 10 minutes). Thereafter, the cleaning liquid was discharged, dehydrated for 3 minutes, poured 30 L of tap water, rinsed for 5 minutes, and dehydrated for 3 minutes after drainage. Thereafter, 30 L of tap water was poured again, and then 7 ml of the fiber product treating agent shown in Table 3 was added and stirred for 5 minutes. Then, it dehydrated and air dried.

(Evaluation criteria for flexible effects)
The softening effect of the textile product treating agent of Comparative Example 3 was used as a reference (one point).
Very soft compared to the standard ... 3 points Soft compared to the standard ... 2 points Softness equivalent to the standard ... 1 point

Claims (4)

A dimethylpolysiloxane (a1) having a viscosity at 25 ° C. of 100,000 to 6,000,000 mm ² / s is 40 to 65% by mass, and a compound (a2) having a 1,2-benzisothiazoline skeleton in the molecule is 0.00. Silicone emulsion (A) containing one or more surfactants (a3) selected from nonionic surfactant (a31) and anionic surfactant (a32), and water, and 0012 to 0.2% by mass And 1 to 3 of the groups bonded to the nitrogen atom are hydrocarbon groups having 14 to 26 carbon atoms which may be separated by an ester group or an amide group, and the rest are alkyl groups having 1 to 3 carbon atoms or 5-40 masses of tertiary amine which is a hydroxyalkyl group, or quaternary product (b1) in which an alkyl group having 1 to 3 carbon atoms is bonded to a nitrogen atom of the tertiary amine or a tertiary amine. The manufacturing method of the textile product processing agent including the process of mixing the composition (B) containing%. The production method according to claim 1, wherein the component (a2) is a compound of the following general formula (1).

[Wherein, R ¹¹ represents a hydrogen atom, an aryl group, an aralkyl group, a cycloalkyl group, or an alkyl group having 1 to 20 carbon atoms, X represents a halogen, nitro, cyano, or an alkoxy group having 1 to 8 carbon atoms; Is a number from 0 to 4. ] The mixing ratio of the silicone emulsion (A) and the composition (B) is silicone emulsion (A) / composition (B) = 0.1 / 99.9 to 20/80 by mass ratio. Item 3. The method according to Item 1 or 2. The textile product processing agent manufactured by the method of any one of Claims 1-3.