JPH0813335A - Liquid softener composition - Google Patents

Abstract

PURPOSE:To obtain a liquid softener composition which comprises a specific amine, a fatty acid and a specific perfume component in a specific weight proportion, and causes no change in the smell with the passage of time even in the acidic area and gives a variety of fibers excellent flexibility and antistatic properties. CONSTITUTION:This composition comprises (A) a tertiary amine of the formula (R<1> is a 1-4C alkyl, a hydroxyalkyl; R<2> and R<3> are each a straight or branched 11-21C alkyl, alkenyl; (m) is 1-10; (n) is 2, 3), particularly a tertiary amine wherein R<1> is methyl; R<2> and R<3> are each residue removed carboxyl groups from hard neutral fatty acid; m=2, n=2, 3, its inorganic or organic acid salt or a quaternary ammonium salt, (B) a fatty acid of the formula: R<4>COOH (R<4> is a straight or branched 11-21C alkyl, alkenyl) and (C) a perfume component in the weight ratio of B/A of 1/99-30/70, while the component C is 0.01-1wt.% based on the total amount of the composition. The composition causes no change in the smell even under acidic pH of <=6.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a softening agent composition for fibers, and more particularly to a liquid softening agent composition which does not cause a change in scent even when stored at a low pH over time.

[0002]

2. Description of the Related Art
Most of the products marketed as softeners for household use are mainly composed of quaternary ammonium salts having two long-chain alkyl groups in one molecule such as di (hardened tallowalkyl) dimethylammonium chloride. The composition was as follows. Further, conventionally, liquid softening finishes having various amines as softening bases have been known. This is because these bases have a good softening effect on various fibers even in a small amount.

By the way, in addition to the purpose of imparting flexibility and antistatic property, the purpose of using the softening agent is to enjoy the scent during the washing process, drying and wearing. For this reason, most softening finishes contain fragrances and various measures have been taken. Further, in JP-A-4-108174, there is an acyloxy group 1 in the molecule.
Softening agent containing a tertiary monoamine having one and one amide group, or a neutralized product or a quaternized product thereof,
Gives various fibers sufficient flexibility and antistatic properties,
Although it has been disclosed that excellent elasticity can be imparted, there has been a problem that a fragrance significantly changes due to storage over time under a low pH of the softening agent of 6 or less.
Therefore, the problem to be solved by the present invention is
It is an object of the present invention to provide a liquid softening agent which gives sufficient flexibility and antistatic properties to various kinds of clothing without causing a change in scent even when stored over time under pH.

[0004]

Means for Solving the Problems The inventors of the present invention have made extensive studies in order to solve the above problems, and as a result, found that the above objects can be achieved by combining extremely selected components. Completed the invention. That is, the present invention contains the following (a) component, (b) component and (c) component,
The weight ratio of component (a) and component (b) is [(b) component] / [(a)
Ingredient] = 1/99 to 30/70, (c) Ingredient is contained in the composition in an amount of 0.02 to 1% by weight, and the pH of the composition is 6 or less.
The liquid softener composition is preferably characterized by being 1.5 to 4. Component (a): a tertiary amine represented by the following general formula (I),
A neutralized product of the tertiary amine (I) with an inorganic acid or an organic acid, or a quaternized product of the tertiary amine (I).

[0005]

Embedded image

[In the formula, R ¹ represents an alkyl group having 1 to 4 carbon atoms or a hydroxyalkyl group. R ² and R ^{3 are the} same or different and have a straight or branched chain carbon number of 11
21 represents an alkyl group or an alkenyl group. m: Indicates a number from 1 to 10.

N: Indicates a number of 2 or 3. ] (B) Component: A fatty acid represented by the following general formula (II). R ⁴ COOH (II) [wherein, R ^{4 represents a} linear or branched alkyl group or alkenyl group having 11 to 21 carbon atoms]. ] (C) Component: A fragrance containing at least two kinds selected from the group consisting of the following fragrance components. Ambrinol, borneol, citronellol, dihydromyrcenol, geraniol, cis-3-hexenol, magnol, phenoxanol, phenylethyl alcohol, sandalsynth, sandalmysole core, terpineol, tetrahydrolinalool, tetrahydromagnol, benzaldehyde, citronellal, Fluorarozone, hexylcinnamic aldehyde, lilial, acetyl sedrencourt, camphor, cassimelan, α-damascon, damascenone, ethyl amyl ketone, ionone, isoesuper, methyl-β-naphthyl ketone, methylionone G, raspberry ketone, rosephenone, tentalom , Amber core, ambroxane, coumarin, diphenyl oxide, neroline yarayara, pearl ride , Rose oxide, clonal, musk ketone, limonene, terpinolene 20, boazin brenforte, vanillin, acetylisoeugenol, allyl amyl glycolate, isoamyl salicylate, view vertate,
Benzyl benzoate, benzyl salicylate, 2-t
-Butylcyclohexyl acetate, 4-t-butylcyclohexyl acetate, cinnamyl cinnamate, dimethylbornylcarbinyl acetate, frutetate, geranyl acetate, edion, rifaloume, moss synth, poarenate, trichlorodecenyl acetate,
Aldehyde C-14 Peach, Aldehyde C-16 Strawberry, Aldehyde C-18 Coconut, Animalis, Amber I, Ambrox, Apple Z.2601, Almoaze Oil, Basil Oil, Benzoin, Iris I, Labdanum Resinoid, Lavanging Rosso, Lemon map Z.1201, olibanum resinoid, patchouli.

The present invention will be described in detail below. [Component (a)] As the component (a) of the composition of the present invention, a tertiary amine represented by the general formula (I) (hereinafter abbreviated as tertiary amine (I)), a tertiary amine A neutralized product of (I) with an inorganic acid or an organic acid, or a quaternized product of a tertiary amine (I) is used. Among the above-mentioned tertiary amines (I), preferred are the compounds shown below.

[0009]

Embedded image

Here, the R ² group and the R ³ group are lauric acid, palmitic acid, myristic acid, stearic acid, eicosanoic acid, docosanoic acid, oleic acid, hardened beef tallow-derived fatty acid, hardened palm oil-derived fatty acid, and uncured palm oil. Derived fatty acid,
(2-tetradecyl) octadecanoic acid or the like, which is an alkyl or alkenyl group having 11 to 21 carbon atoms obtained by removing a carboxyl group.

Among these tertiary amines (I), R ¹ ═CH
A _3, a residue obtained by removing carboxyl group from R ^2, R ³ = hardened tallow fatty acid, a m = 2, n = 2 or 3 compounds are particularly preferred.

The tertiary amine (I) is represented by the following general formula (III) obtained by cyanoethylation and hydrogenation reaction of dialkanolamines such as N-lower alkylalkanolamine and diethanolamine.

[0013]

[Chemical 4]

[In the formula, R ¹ , m and n have the above-mentioned meanings. ] The compound represented by the above can be obtained by reacting with a linear or branched saturated or unsaturated C 12-22 fatty acid or a lower alkyl ester of the fatty acid. In addition, the composition of the present invention, as the condensation reaction product,
The following general formula (IV) obtained

[0015]

Embedded image

[In the formula, R ¹ , R ³ , m and n have the above-mentioned meanings. ] There is no problem even if the compound represented by

The tertiary amine (I) in the component (a) of the present invention
Examples of the acid for obtaining a neutralized product with an inorganic acid or an organic acid include inorganic acids such as hydrochloric acid, nitric acid, phosphoric acid and sulfuric acid, and acetic acid, lactic acid, glycolic acid, oxalic acid, succinic acid, citric acid and maleic acid. , Fumaric acid, propionic acid, malonic acid,
Organic acids such as glutaric acid, adipic acid, malic acid, crotonic acid, benzoic acid, p-toluenesulfonic acid, polyacrylic acid and the like, preferably inorganic acids or organic acids having 1 to 7 carbon atoms are mentioned, but hydrochloric acid is the cheapest. It has high performance. Further, in order to obtain a neutralized product, a product obtained by previously neutralizing the tertiary amine (I) may be dispersed in water, or the tertiary amine (I) in a liquid or solid state may be added to an aqueous acid solution. You may throw in. Of course, the tertiary amine (I) and the acid component may be added to water at the same time. In addition, the quaternized compound of the tertiary amine (I) is quaternized from the tertiary amine (I) by a known method using a quaternizing agent such as methyl chloride, methyl iodide or dialkyl sulfuric acid. Can be obtained.

[Component (b)] As the component (b) of the present invention,
The fatty acid represented by the general formula (II) is used, and specific examples thereof include lauric acid, palmitic acid, myristic acid, stearic acid, eicosanoic acid, docosanoic acid, oleic acid, hardened beef tallow-derived fatty acid, and hardened. Palm oil-derived fatty acid, uncured palm oil-derived fatty acid, (2-tetradecyl)
Octadecanoic acid and the like are exemplified, and these fatty acids may be a single kind or a mixture of two or more kinds.

[Component (c)] As the component (c) of the present invention,
A fragrance containing at least two kinds selected from the group consisting of the fragrance components is used. Of these, the following are preferably used. Citronellol, dihydromyrcenol, geraniol, magnol, phenoxanol, sandal mysole core, terpineol, tetrahydrolinalool, benzaldehyde, florarozone, hexylcinnamic aldehyde, lilial, acetylcedrencool, damacenone, ionone, methyl-β-naphthylketone , Methylionone G, Raspberry Ketone, Rosephenone, Tentarome, Amber Core, Ambroxane, Coumarin, Diphenyl Oxide, Pearlide, Rose Oxide, Musk Ketone, Limonene, Boazin Brenforte, Vanillin, Allyl Amyl Glycolate, Benzyl Benzoate, Benzyl Salicylate,
2-t-butylcyclohexyl acetate, 4-t-butylcyclohexyl acetate, frutate, geranyl acetate, aldehyde C-14 peach, aldehyde C-
18 coconut, edion, rifaloume, mossin, poarenate, trichlorodecenyl acetate, ambrox, benzoin, labdanum resinoid, lavangingrosso, olibanum resinoid, patchouli and the like.

[Liquid softener composition] In the composition of the present invention, the total amount of the components (a) and (b) is preferably 3 to 30% by weight. When the total amount of the components (a) and (b) is less than 3% by weight, the softening effect is insufficient, while when it exceeds 30% by weight, the fluidity of the composition is impaired and the composition is easy to use. Is inconvenient. Also, (a) component and (b)
The weight ratio of the components is [(b) component] / [(a) component] = 1/99
~ 30/70 is necessary, preferably 1/99 ~
25/75, more preferably 1/99 to 20/80. When the ratio is less than 1/99 or more than 30/70, the scent of the composition is significantly changed. Further, the component (c) is added in a total amount of 0.02 to 1% by weight in the composition. (c) When the amount of the component is less than 0.02% by weight, it is insufficient to achieve the purpose of "enjoying the fragrance" which is one of the purposes of using the softening agent, and exceeds 1% by weight. In this case, the scent of the composition is too strong, which may cause discomfort.

The composition of the present invention may be further modified with a silicone compound such as dimethylpolysiloxane, dimethylpolysiloxane partially modified with amino groups or polyoxyalkylene groups, and particularly preferably partially modified with polyoxyalkylene groups. By blending dimethylpolysiloxane, it is possible to improve the texture of softly treated clothing without impairing the water absorption performance. These silicone compounds are preferably blended in an amount of 0.3 to 5% by weight based on the total amount of the components (a) and (b) of the present invention. Further, in order to adjust the viscosity, it is desirable to add 0.05 to 0.4% by weight of an inorganic electrolyte such as sodium chloride, calcium chloride or magnesium chloride.

In the composition of the present invention, polyoxyethylene (5 to 50 mol) alkyl or alkenyl (C _12-24 ) ether and polyoxyethylene (5 to 50 mol) which are used in ordinary liquid softening agents are used. A nonionic surfactant such as an alkyl or alkenyl amine, ethanol, 8-acetylated sucrose-modified ethanol, isopropanol, a solvent such as propylene glycol or ethylene glycol, glycerin, or urea can be added. Further, a nonionic or cationic compound known as a softening agent base,
You may use long-chain alcohol etc. together. In addition, a pigment or dye is added for the appearance of the product, a fluorescent whitening agent for the whiteness of the finish, or an antifoaming agent such as silicone for defoaming during production, transportation and handling. You can also

The composition of the present invention can be produced, for example, by the following method. The components (a) and (b) are premixed and added to the aqueous phase,
Next, a method of adding the component (c). (c) Components were pre-added to the aqueous phase and pre-mixed into it
A method of adding the components (a) and (b). A method of adding the component (a) to the aqueous phase, then adding the component (b), and then adding the component (c). A method in which water is added to a mixture of the components (a) and (b) in advance, and then the component (c) is added. When the component (a) is a neutralized product of a tertiary amine (I) with an acid, the component (a) may be used as a neutralized product of the tertiary amine (I) in the above production method, It is also possible to add a tertiary amine (I) and an acid separately and perform a neutralization reaction in the composition to obtain a neutralized product. At that time, the acid is the component (b), water,
Alternatively, it may be added in advance by mixing with the fourth component, or may be added separately. However, pre-mixing the component (c) and the acid is not preferable because it causes a remarkable deterioration of the component (c).

[0024]

INDUSTRIAL APPLICABILITY According to the present invention, various fibers, particularly synthetic fibers, can be imparted with a good texture, sufficient flexibility and antistatic property, and can be stored with the passage of time at a low pH of 6 or less. Also, it is possible to provide a liquid softening finish composition having no change in scent.

[0025]

【Example】

Examples 1 to 30 and Comparative Examples 1 to 10 are used in Tables 4 and 5 using the component (a) shown in Table 1, the component (b) shown in Table 2, and the component (c) shown in Table 3. A softening agent composition having the formulation shown was prepared. In each case, 1% by weight of polyoxyethylene (20 mol) lauryl ether was added to the total weight of the components (a) and (b), and 0.2% by weight of CaCl ₂ was added, and the balance was added. PH as water
Was adjusted to 6 or less. The fragrance and the flexibility of the obtained softening agent composition were evaluated by the following methods.
The results are shown in Tables 4 and 5.

<Aged stability of odor> The compositions of the formulations shown in Tables 4 and 5 were stored at 50 ° C. for 1 month and 3 months and compared with a sample immediately after the production of the same formulation composition. The scent was evaluated. ○: There is no difference from the product immediately after production. Δ: A slight difference from the product immediately after production is recognized. X: A clear difference is recognized from the product immediately after production.

<Flexibility> (1) Treatment method Commercially available cotton towel 2 kg, acrylic jersey 1 kg 3.5 °
Wash with commercial detergent attack (Kao Corporation, registered trademark) 5 times repeatedly with DH hard water (30 liter washing machine),
After removing the fiber treating agent attached to the fibers, the softening agent composition shown in Tables 4 and 5 was added so as to be 3.0 g, and treated under stirring at 25 ° C. for 1 minute. (2) Evaluation method The cloth treated by the above method was air-dried indoors, and then left in a constant temperature and humidity room at 25 ° C and 65% RH for 24 hours. The softness and texture of synthetic fibers of these cloths were evaluated. For the evaluation of softness and texture, a pair of comparisons were carried out using a cloth treated with 20 ml of a softening agent containing 15% by weight of di-hardened beef tallow alkyldimethylammonium chloride as a control. The evaluation criteria are as follows. Regarding the texture, the acrylic jersey has higher elasticity than the control, and the lower one has −. +2: Softer than the control or more elastic than the control +1: Slightly softer than the control, or slightly higher than the control 0: Same as the control -1: The control is slightly softer or slightly elastic than the control Low-2: The control is softer or less elastic than the control

[0028]

[Table 1]

Note: In this table, a residue means a residue obtained by removing a carboxyl group from a fatty acid.

[0030]

[Table 2]

[0031]

[Table 3]

[0032]

[Table 4]

[0033]

[Table 5]

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI technical display location D06M 13/46

Claims (3)

[Claims] 1. The following component (a), component (b) and component (c) are contained, and the weight ratio of component (a) and component (b) is [(b) component].
/ [(A) component] = 1/99 to 30/70, and (c) component is contained in a total amount of 0.02 to 1% by weight, and the pH of the composition is 6 or less. A liquid softener composition. Component (a): a tertiary amine represented by the following general formula (I),
A neutralized product of the tertiary amine (I) with an inorganic acid or an organic acid, or a quaternized product of the tertiary amine (I). Embedded image [In the formula, R ¹ represents an alkyl group having 1 to 4 carbon atoms or a hydroxyalkyl group. R ² and R ^{3 are the} same or different and have a straight or branched chain carbon number of 11
21 represents an alkyl group or an alkenyl group. m: Indicates a number from 1 to 10. n: Indicates the number of 2 or 3. ] (B) Component: A fatty acid represented by the following general formula (II). R ⁴ COOH (II) [In the formula, R ^{4 represents a} linear or branched alkyl group or alkenyl group having 11 to 21 carbon atoms. ] (C) Component: A fragrance containing at least two kinds selected from the group consisting of the following fragrance components. Ambrinol, borneol, citronellol, dihydromyrcenol, geraniol, cis-3-hexenol, magnol, phenoxanol, phenylethyl alcohol, sandalsynth, sandalmysole core, terpineol, tetrahydrolinalool, tetrahydromagnol, benzaldehyde, citronellal, Florarozone, hexylcinnamic aldehyde,
Lilyal, Acetyl Cedrencourt, Camphor, Casimellan, α-Damascone, Damacenone, Ethylamylketone, Ionone, Isoesuper, Methyl-β-naphthylketone, Methylionone G, Raspberry ketone,
Rosephenone, tentalome, amber core, ambroxane, coumarin, diphenyl oxide, nerolin yala yala, pearlide, rose oxide, clonal, musk ketone, limonene, terpinolene 20, boazanbrenforte, vanillin, acetylisoeugenol, allylamyl glycolate, isoamyl salicylate , View tate, benzyl benzoate, benzyl salicylate, 2-t-butyl cyclohexyl acetate, 4-t-butyl cyclohexyl acetate, cinnamyl cinnamate, dimethylbornyl carbyl acetate, flutate, geranyl acetate, edion, refarome, mussinth, Porenate, Trichlorodecenyl Acetate, Aldehyde C-14 Peach, Aldehyde C-16 Stroke Berries, Aldehyde C-18 Coconut, Animalis, Amber I, Ambrox, Apple Z.2601, Almoize Oil, Basil Oil, Benzoin, Iris I, Labdanum Resinoids, Lavanging Rosso, Lemon Map Z.1201, Oliveanum Resinoids, Patchouli. . 2. In the general formula (I) representing the component (a),
R ¹ = CH ₃ , R ² and R ³ = residues obtained by removing a carboxyl group from hardened tallow fatty acid, m = 2, n
2. The liquid softening agent composition according to claim 1, wherein 2 or 3. 3. The liquid softener composition according to claim 1, wherein the pH of the composition is 1.5 to 4.