JP3210461B2 - Soft finish - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a soft finish, and more particularly to a soft finish capable of imparting excellent flexibility and elasticity (fluffiness) to various fibers.

[0002]

2. Description of the Related Art
Commercially available products as softeners for household use are mostly quaternary ammonium salts having 1-2 long-chain alkyl groups in one molecule represented by di (hardened tallow alkyl) dimethylammonium chloride. The main component.
The reason for this is that the quaternary ammonium salt shows a good softening effect on various fibers even in a small amount. However, although the quaternary ammonium salt has a remarkable softening effect on cotton, it is not sufficiently effective for synthetic fibers such as acrylic, polyester, and polyamide fibers. When treated with, there is a problem that the elasticity of the clothing is reduced and the texture may be impaired.

[0003] Further, the above-mentioned softening agent for home use containing a quaternary ammonium salt as a main component, when stored for a long period of time, has a problem that it thickens, gels, or separates, especially at low temperatures. is there. For this reason, the above-mentioned household softening finish requires various polyoxyethylene-based nonionic activators, electrolytes, and solvents in addition to the quaternary ammonium salt, and is stabilized by blending these. However, the effect is still not enough.

[0004] Further, the above-mentioned soft finishes mainly based on quaternary ammonium salts are usually marketed and used as dispersions of 4 to 20%, but quaternary ammonium salts are hydrophobic. Because of its strongness, when it is poured into rinse water, if the stirring power is weak, the dispersibility in water is poor, and there is a possibility that the clothing will be uneven. Therefore, in the case of commercially available softeners, various additives are blended in addition to the quaternary ammonium salt to improve the dispersibility in water, but the effect is still insufficient.

[0005] On the other hand, soft finishes using various amines as soft bases have hitherto been known. For example, JP-A-52-5
No. 97965 discloses methyl di (hardened tallow alkyl)
JP-A-58-60070 discloses a composition for imparting flexibility to a fiber containing a long-chain alkylamine such as an amine, which contains an acylated alkanolamine, a water-soluble quaternary ammonium salt and a fatty acid ester. A fibrous material finishing agent that imparts smoothness and a comfortable touch to fibers is disclosed in
Japanese Patent Application Laid-Open No. 1-167083 discloses a softener having good dispersibility containing a quaternary ammonium compound, a higher fatty acid and a hydroxy lower alkyl polyamine polyglycol ether. A) a cyclic amine and a Bronsted acid;
A stable aqueous dispersion for fabric treatment is disclosed in JP-A-64-853.
Japanese Patent Application Laid-Open No. 2-14076 discloses a softening composition containing a di-long chain alkylamine-anionic surfactant ion-pair complex, a non-silicone wax and a liquid carrier. Fabric conditioning compositions containing alkylamine-polyfunctional carboxylic acid complexes to impart flexibility and antistatic properties are described.

Further, Japanese Patent Application Laid-Open No. 52-5394 discloses that
Fabric conditioning compositions containing mono- or dilong-chain alkylalkylenediamine static inhibitors and quaternary ammonium based softeners are described. However, the above-mentioned soft finishes based on various amines as soft bases have relatively good dispersibility and storage stability as compared with softeners containing quaternary ammonium salt as a main component, but have poor soft performance. Is not enough yet.

[0007] Accordingly, an object of the present invention is to provide a flexible finish which is excellent in softening effect, has good elasticity of the treated garment, does not impair the texture, and further has excellent dispersibility in water and excellent storage stability. To provide an agent.

[0008]

Means for Solving the Problems The inventors of the present invention have conducted intensive studies on a softener containing an amine. As a result, a neutralized product or a quaternized product of a specific di (long-chain) amine compound has been found to be flexible. They have found that they are excellent and can impart elasticity (plumpness) to clothing, and have completed the present invention.

That is, the present invention is characterized by comprising a neutralized or quaternized product of a compound represented by the following general formula [formula 2] (same as the above [formula 1]) as an essential component. It provides a finishing agent.

[0010]

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Hereinafter, the softening agent of the present invention will be described in detail. The essential component in the soft finish of the present invention is a neutralized product or a quaternized product of the compound represented by the general formula [Chemical Formula 2] (hereinafter, referred to as “amine compound A”).

In the above general formula [Chemical Formula 2], R ¹ and R
Examples of ² include a methyl group, an ethyl group, a hydroxyethyl group, and a hydroxypropyl group, and a ring formed by R ¹ and R ² together, that is, represented by the following general formula [Formula 3] Examples of the ring include a piperidine group, a pyrrolidine group, a hexamethyleneimino group, a heptamethyleneimino group, and the like.

[0013]

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As R ³ , for example, ethylene group, propylene group, butylene group, —COR ⁴ and —CO
Examples of R ⁵ include an octadecanoyl group, a hydroxyoctadecanoyl group, and a hardened tallow fatty acid residue. When R ⁴ and R ⁵ are both alkenyl groups,
No.

Examples of the amine compound A include N ', N'
-Dimethyl-N, N-dihydroxyethyl-propanediamine acylated product, N ′, N′-diethyl-N, N-
Acylated product of dihydroxyethyl-propanediamine,
N ', N'-dimethyl-N, N-dihydroxyethyl-
Acylated ethylenediamine, and N ', N'-dimethyl-N, N-dihydroxypropyl-ethylenediamine, N', N'-dimethyl-N, N-dihydroxyethyl-ethylenediamine and N ', N'-dimethyl Acylated product of -N, N-dihydroxypropyl-ethylenediamine, acylated product of N ', N'-diethyl-N, N-dihydroxyethyl-ethylenediamine, 1
Acylated product of -piperidyl-3-N, N-dihydroxyethylamino-propane, N ', N'-dimethyl-N,
Acylated product of N-diaminoethyl-propanediamine,
An acylated product of N ′, N′-dimethyl-N, N-diaminopropyl-propanediamine and the like can be mentioned.

To prepare the amine compound A, for example, hydroxyethylation is performed by adding ethylene oxide to N, N-dimethylpropanediamine, and the resulting dihydroxy compound is acylated with a fatty acid, a hydroxy fatty acid or an ester thereof. N, N-dimethylpropanediamine is cyanoethylated, hydrogenated, and then acylated with a fatty acid, hydroxy fatty acid or ester thereof to obtain N ′, N′-dimethyl-N, N-diaminopropyl. It can be easily obtained by a known method such as a method. Fatty acids, hydroxy fatty acids or esters thereof that can be used in this reaction include:
It is generally derived from natural fats and oils such as coconut oil, palm oil, beef tallow, lard, rapeseed oil and fish oil, but may be a chemically synthesized compound such as octadecanoic acid or hydroxyoctadecanoic acid.

The neutralized product (acid neutralized product) or quaternized product of the amine compound A, which is an essential component of the present invention, is a compound obtained by reacting the amine compound A with an acid or a quaternizing agent. The acid includes inorganic acids such as hydrochloric acid, sulfuric acid, nitric acid and phosphoric acid, acetic acid, lactic acid, glycolic acid, citric acid,
Organic acids such as maleic acid, fumaric acid, and toluenesulfonic acid are exemplified. Examples of the quaternizing agent include alkyl halogen compounds such as methyl chloride and alkyl sulfate compounds such as dimethyl sulfate.

The neutralized product of the amine compound A can be prepared by, for example, slowly adding a melt or a concentrated solution of the amine compound A to an aqueous solution containing the acid under stirring or shear mixing. But is not limited to this method. In addition, to prepare the quaternized product of the amine compound A, for example,
A method of obtaining a melt or a concentrated liquid of a grading agent by slowly adding it under stirring or shear mixing is generally used, but not limited to this method.

The content of the neutralized product (acid neutralized product) or quaternized product of the amine compound A in the soft finish of the present invention is as follows:
It is usually from 4 to 40% by weight, preferably from 6 to 30% by weight, particularly preferably from 10 to 30% by weight, based on the whole soft finish. If it is less than 4% by weight, the storage stability as a product may be impaired (separated), and if it exceeds 40% by weight, it becomes undesirably high in viscosity and difficult to disperse in water.

In order to prepare the softening agent of the present invention, the neutralized product or quaternized product of the amine compound A and other additives used as required are easily obtained by dispersing in water. Specifically, for example, a solution of the neutralized product or quaternized product of the amine compound A prepared as described above may be used as it is, or a method of directly adding an additive to the solution may be used. A method of dispersing the neutralized or quaternized product of the amine compound A obtained as described above in water, a method of post-adding the neutralized or quaternized product of the amine compound A to an aqueous solution containing an additive, and the like. No. In the soft finish of the present invention,
In addition to the neutralized or quaternized product of the amine compound A, if necessary, a silicone compound such as dimethylpolysiloxane or dimethylpolysiloxane partially modified with an amino group or a polyoxyalkylene group. By adding an additive, particularly preferably dimethylpolysiloxane partially modified with a polyoxyalkylene group, it is possible to improve the feel of soft-treated clothing without impairing the water absorption. It is preferable that these silicone compounds are blended in an amount of 0.3 to 5% by weight based on the entire softening agent.

For adjusting the viscosity, an inorganic electrolyte such as sodium chloride, calcium chloride or magnesium chloride is used in an amount of 0.05 to 0.4% by weight based on the total weight of the softening agent.
It can also be added.

The softening agent of the present invention has high stability for long-term storage, but for stability under severe storage conditions, polyoxyethylene (5 to 50 mol) alkyl or alkenyl ( C12-C24 ether;
A surfactant such as polyoxypropylene (5 to 50 mol) alkyl or alkenyl (C12 to C24) ether, a solvent such as ethanol, propylene glycol, ethylene glycol and glycerin, or urea can also be blended. . Further, known esters, nonionic or cationic compounds, long-chain alcohols, long-chain amines, long-chain fatty acids and the like may be used in combination as a soft base. In addition, pigments or dyes can be incorporated for the appearance of the product, optical brighteners for the whiteness of the finish, and fragrances to enhance the taste at the time of use and after the finish.

[0023]

EXAMPLES The present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

[0024]

Examples 1 to 25 and Comparative Examples 1 and 2 An amine compound A having R ^{1 to} R ⁵ shown in Tables 1 to 3 was converted to an acid or 4 shown in Tables 1 to 3 Neutralized by grade or 4
Using the neutralized or quaternized amine compound A, the following flexibility and elasticity were evaluated.

[0025]

[Table 1]

[0026]

[Table 2]

[0027]

[Table 3]

1) Evaluation of flexibility and elasticity (1) Treatment method 3.5 kg of commercially available cotton towel 2 kg and acrylic jersey 1 kg
Washing was repeated 5 times (30 liter washing machine) using a commercially available detergent attack (manufactured by Kao Corporation, registered trademark) in DH hard water to remove the fiber treating agent attached to each fiber. At a blending amount shown in Table 1, 1.5 g of a soft finish formulation prepared by dispersing a neutralized or quaternized amine compound A shown in [Table 1] to [Table 3] in water was added. Treated under stirring for minutes.

(2) Evaluation method The cloth treated in the above manner was air-dried indoors, and then dried at 25 ° C and 65 ° C.
% RH for 24 hours in a constant temperature and humidity chamber. Next, evaluation of the flexibility and elasticity of the obtained cloth was performed by comparing one pair of cloths treated with 10 cc of a soft finish containing 15% by weight of dihydrogenated tallow alkyldimethylammonium chloride as a control. The evaluation is expressed as follows. The results are shown in [Table 3]. +2; softer or more elastic than control +1; slightly softer or slightly more elastic than control 0; same as control -1; control slightly softer or slightly less elastic than control -2; control Is soft or less elastic than control

[0030]

[Table 4]

As shown in [Table 4], it was found that the soft finish of the present invention had the effect of satisfying both softness and elasticity.

Further, in order to evaluate the elasticity of the soft finishing agents having the formulations shown in Table 5, the pile height of cotton towels was measured. <Evaluation of elasticity> Cotton towels treated in the same manner as in the treatment method of the example were folded in eight, three sheets were piled up, and 5 g / cm.
After pressurizing with the pressure of ² for 5 minutes, the pressure was removed and the height of the towel was measured. Table 5 shows the results. The higher the height of the towel, the better the elasticity.

[0033]

[Table 5]

[0034]

According to the present invention, a flexible finish which is excellent in softness effect, has good elasticity of the treated garment and does not impair the texture, and further has excellent dispersibility in water and excellent storage stability. An agent is provided. And the softening agent of the present invention,
Give enough flexibility and antistatic property to various fibers,
And can give excellent elasticity, and furthermore, have a softening effect equal to or higher than that of di-hardened tallow alkyldimethylammonium chloride which has been widely used in the past, and surprisingly, A certain softness is obtained.

──────────────────────────────────────────────────続 き Continued on the front page (56) References Patent 3021997 (JP, B2) (58) Fields investigated (Int. Cl. ⁷ , DB name) D06M 13/325-13/493

Claims (1)

(57) [Claims] 1. A softening agent comprising, as an essential component, a neutralized or quaternized product of a compound represented by the following general formula [1]. Embedded image