JPH101869A - Liquid softening agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a liquid softening agent composition containing a specific softening base agent and a specified primary or secondary amine compound or its neutralized product and capable of preventing the discoloration and fading of clothes on their rinsing treatments. SOLUTION: This liquid softening agent composition contains 1-30wt.%, preferably 4-20wt.% of a softening agent base agent comprising a tertiary amine compound having at least one long chain hydrocarbon group in the molecule or its neutralized product or quaternary ammonium compound e.g. dimethylstearyldimethylammonium chloride or their mixture, and 0.001-25wt.%, preferably 0.1-15wt.%, more preferably 0.3-10wt.%, of a primary or secondary amine compound of the formula (R<21> and R<22> are each H, a 1-12C alkyl, alkenyl, etc.) or its neutralized product or their mixture.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to a liquid softener composition. In particular, the present invention relates to a liquid softener composition that can prevent discoloration of clothing and the like when used during rinsing.

2. Description of the Related Art When washing colored and patterned clothing in a washing cycle, discoloration and fading (discoloration) occur not only during roughing but also during rinsing. The discoloration that occurs during rinsing is likely to re-dye on other clothing,
It is desirable to prevent this effectively. On the other hand, recently, it has become common to use a softener at the time of rinsing or the like for colored and patterned clothing. Therefore, it is preferable that the softener used at the time of rinsing prevents discoloration of clothes and the like.

SUMMARY OF THE INVENTION An object of the present invention is to provide a liquid softener composition for preventing discoloration of clothes and the like during rinsing.

The present invention is based on the finding that the above problems can be solved by using (a) a specific softening base and (b) a specific primary or secondary amine compound in combination. It was done. That is, the present invention provides (a) a softening base which is a tertiary amine compound having at least one long-chain hydrocarbon group in a molecule, a neutralized product thereof, a quaternized product thereof, or a mixture thereof; b) A liquid softener composition comprising a primary or secondary amine compound represented by the following general formula (B), a neutralized product thereof, or a mixture thereof.

[0002]

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(Wherein R ²¹ and R ²² may be the same or different and each is hydrogen, a linear or branched alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl having 1 to 12 carbon atoms) Represents a group, provided that R ²¹ and R
²² cannot be hydrogen at the same time. )

[0004]

DETAILED DESCRIPTION OF THE INVENTION The component (a) used in the present invention is a softening base, and a tertiary amine compound having at least one long-chain hydrocarbon group in a molecule, a neutralized product thereof, and a quaternary compound thereof. Or a mixture thereof. The component (a) tertiary amine compound, its neutralized product or its quaternized product has at least one, preferably 1 to 3, and most preferably 2 long-chain hydrocarbon groups in the molecule. The long chain hydrocarbon group is
It may be an aliphatic hydrocarbon group such as an alkyl group or an alkenyl group, or an aliphatic hydrocarbon group having an ether bond, an ester bond or an acid amide bond in a straight chain. The long chain hydrocarbon group preferably has 8 to 36 carbon atoms, more preferably 12 to 25 carbon atoms, and most preferably 14 to 22 carbon atoms. Examples of the amine compound include compounds represented by the following general formulas (I), (II) and (III).

[0005]

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(Where R¹, R^TwoAnd R^ThreeAre the same
May be one or different, R^FourAnd R ^FiveAre the same but different
May be R⁶, R⁷, R⁸, R⁹, R^TenIs
Each may be the same or different, and all are alkyl
Group or alkenyl group. Where R¹, R^Two, R^Threeof
At least one ester bond or acid amide bond in a straight chain
Or it may contain an ether bond. Also R^FourAnd R^Fiveof
Either one is an ester bond, an acid amide bond or
May contain an ether linkage. R⁶, R⁷, R ⁸, R
⁹, R^TenAt least one of which is an ester bond in a straight chain,
It may contain an amide bond or an ether bond. n = 1 ~
2. In addition, these are alkyl groups or alkenyl groups
If the following functional groups are present as substituents or in the straight chain
You may.

[0007]

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Further, X and Y are linking groups connecting N to N, and may include the following hydrocarbon bonds, ester bonds, acid amide bonds, ether bonds and the like. m = 0 to 100
It is.

[0009]

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(Where k = 1 to 10) In the amine compound represented by the above general formula (I), R
^1, at least one of R ² and R ^3, preferably 1
Up to three, most preferably two, are long-chain alkyl or alkenyl groups. The long-chain alkyl group or alkenyl group preferably has 8 to 36 carbon atoms, more preferably 12 to 25, and most preferably 14 to 22 carbon atoms. When R ¹ , R ² or R ³ is an alkyl group or alkenyl group having a long chain, the number of carbon atoms is 1 to
6 is preferable. Specific examples of the amine compound represented by the general formula (I) include the following formulas (I-1) to (I)
-20).

[0011]

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[0012]

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[0013]

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In the amine compound represented by the general formula (II), at least one, preferably one to two, and most preferably two of R ⁴ and R ⁵ are long-chain alkyl groups or alkenyl groups. is there. The long-chain alkyl group or alkenyl group preferably has 8 to 28 carbon atoms,
More preferably 12-24, most preferably 14-22
It is. When R ⁴ or R ⁵ is an alkyl group or alkenyl group having a long chain, the number of carbon atoms is 1 to 6
It is preferred that Specific examples of the compound of the general formula (II) include amine compounds represented by the following formulas (II-1) to (II-5).

[0015]

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In the amine compound represented by the general formula (III), at least one, preferably one to three, and most preferably two of R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ are selected. It is a long-chain alkyl or alkenyl group. The long chain alkyl group or alkenyl group preferably has 8 to 28 carbon atoms, more preferably 12 to 24 carbon atoms, and most preferably 14 to 22 carbon atoms. Also, R ⁶ , R ⁷ , R ⁸ ,
When R ⁹ or R ¹⁰ is a non-long chain alkyl group or alkenyl group, it preferably has 1 to 6 carbon atoms. Specific examples of the compound of the general formula (III) include amine compounds represented by the following formulas (III-1) to (III-13).

[0017]

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[0018]

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The amine compound of component (a) can be used in the form of a neutralized product or a quaternized product. Neutralization of the amine compound is performed using a normal acid. As the acid, specifically, inorganic acids such as hydrochloric acid, sulfuric acid and phosphoric acid,
Organic acids such as benzoic acid, citric acid, malic acid, succinic acid and acrylic acid can be mentioned. The quaternized amine compound may be obtained by further bonding an alkyl group to a tertiary amine having a long-chain alkyl group by a peralkylation method. Dimethyl sulfate or benzyl chloride can be used as the peralkylating agent. In place of these peralkylating agents, lower alkyl halides such as methyl iodide, methyl chloride, ethyl chloride and butyl bromide, diethyl sulfate, epichlorohydrin and the like may be used.
The quaternized amine compound may also be obtained by reacting a lower tertiary amine with a long-chain alkyl halide. The long-chain alkyl halide may have an ether bond in the chain. Instead of a long-chain alkyl halide, a chloroalkyl ester such as a chloromethyl ester, a chloroethyl ester or a chloropropyl ester of a fatty acid, or a chloromethylated acid amide may be used. Examples of the quaternized amine compound include those obtained by a method described in Japanese Patent Application No. 7-264495, which is a quaternized amine compound represented by the general formula (III). Furthermore, examples of the quaternized amine compound include those represented by the following general formula (IV).

[0020]

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(Where R¹¹And R¹²Are the same but different
And each represents an alkyl group or an alkenyl group.
You. Where R¹¹And R¹²Either of
It may contain a ter bond, an acid amide bond or an ether bond.
No. Also, R¹¹And R¹²Are represented by the above general formulas (I) to (III)
Substituting the same functional group as in the case of the amine compound represented by
Or in the straight chain. ) A quaternized amine compound represented by the above general formula (IV)
Where R¹¹And R¹²At least one, preferably
Represents one to two, most preferably two, long-chain alkyl groups.
Or an alkenyl group. The long-chain alkyl group or alk
The number of carbon atoms of the nyl group is preferably from 8 to 28,
Preferably from 12 to 24, most preferably from 14 to 22
is there. Also, R¹¹Or R¹²Is not a long-chain alkyl group or
Is an alkenyl group, having 1 to 6 carbon atoms
Preferably, there is. Z is Cl^-, Br^-, I^-, CH_ThreeCO
O^-, CH_ThreeOSO_Three ^-Anion such as Cl^-Or CH_ThreeCO
O ^-Is preferred. Specific examples of the compound of the general formula (IV)
Is an amination represented by the following formulas (IV-1) to (IV-3)
And a quaternary compound of the compound.

[0022]

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Further, other quaternized products of the amine compound include, for example, those represented by the following general formula (V).

[0024]

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(Wherein, R ¹³ , R ¹⁴ , R ¹⁵ and R ¹⁶ may be the same or different and each represents an alkyl group or an alkenyl group, provided that R ¹³ , R ¹⁴ , R ¹⁵ and R ¹⁶ May contain an ester bond, an acid amide bond, or an ether bond in the linear chain, and R ¹³ , R ¹⁴ ,
R ¹⁵ and R ¹⁶ may have the same functional group as in the case of the amine compounds represented by the above general formulas (I) to (III) as a substituent or in a straight chain. In the quaternized amine compound represented by the general formula (V), at least one of R ¹³ , R ¹⁴ , R ¹⁵ and R ¹⁶
, Preferably 1-2, most preferably 2 are long chain alkyl or alkenyl groups. The long-chain alkyl or alkenyl group preferably has 6 to 28 carbon atoms, more preferably 12 to 24 carbon atoms, and most preferably 14 to 22 carbon atoms. When R ¹³ , R ¹⁴ , R ¹⁵ , and R ¹⁶ are an alkyl group or alkenyl group having a long chain, the number of carbon atoms is preferably 1 to 6. Z is C
An anion such as l ⁻ , Br ⁻ , I ⁻ , CH ₃ COO ⁻ , and CH ₃ OSO ₃ ⁻ , and Cl ⁻ or CH ₃ COO ⁻ is preferable. General formula (I
Specific examples of the compound of V) include distearyldimethylammonium chloride, cetyltrimethylammonium chloride and the like. These amine compounds or their neutralized or quaternized compounds can be used alone or as a mixture of two or more. When a mixture is used, these ratios can be arbitrarily set and are not particularly limited. The soft base of the component (a) is preferably incorporated in the liquid softener composition of the present invention in an amount of 1 to 30% by weight, more preferably 4 to 20% by weight, from the viewpoints of the softening effect and formulation. %.

The component (b) used in the present invention is an amine compound represented by the following general formula (B), a neutralized product thereof, or a mixture thereof.

[0027]

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(Wherein, R ²¹ and R ²² may be the same or different, and each is hydrogen, a linear or branched alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl having 1 to 12 carbon atoms) Represents a group, provided that R ²¹ and R
²² cannot be hydrogen at the same time. In the amine compound represented by the general formula (B), when R ²¹ and / or R ²² is an alkyl group, an alkenyl group, a hydroxyalkyl group or a hydroxyalkenyl group, it has 1 to 12 carbon atoms, and is preferably 1-6, most preferably 1-2. Among these substituents, a methyl group and a hydroxyethyl group are preferred. Specific examples of the compound of the general formula (B) include the following formulas (B-1) to (B-
Examples of the amine compound include the amine compounds described in 20).

[0029]

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[0030]

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The amine compound of the component (b) can be used in the form of a neutralized product. Neutralization of amine compounds
This is performed using a normal acid. As the acid, specifically, hydrochloric acid,
Inorganic acids such as sulfuric acid and phosphoric acid, benzoic acid, acetic acid, citric acid,
Organic acids such as malic acid, succinic acid and acrylic acid can be mentioned. These amine compounds or neutralized products thereof,
They can be used alone or as a mixture of two or more. When a mixture is used, these ratios can be arbitrarily set and are not particularly limited. The compound of the component (b) is preferably contained in the liquid softener composition of the present invention in an amount of 0.01 to 25% by weight, and more preferably from the viewpoints of the discoloration prevention effect, the solution stability and the productivity. 0.1 to 15% by weight, more preferably 0.3 to 10% by weight.

In the liquid softener composition of the present invention, the water-soluble solvent is preferably 0.01 from the viewpoint of a masking effect on undesired base odor, an effect of suppressing deterioration of the soft base, a productivity, and the like.
-20% by weight is preferable, and preferably,
The content is 0.1 to 10% by weight, more preferably 0.3 to 8% by weight. Specifically, lower alcohols such as ethanol and isopropyl alcohol, and their alkylene oxide adducts, polyhydric alcohols such as ethylene glycol, propylene glycol, glycerin and hexylene glycol, and their alkylene oxide adducts, oleyl alcohol, nonylphenol And non-solid at 20 ° C., and alkylene oxide adducts thereof and amines such as alkanolamines. These solvents can be used alone or in combination of two or more.

The liquid softener composition of the present invention may contain, as other components, known components which are usually added to the softener composition. Such components include, for example, higher fatty acids such as stearic acid, partially esterified products of 2-ethylhexanoic acid and glycerin or pentaerythritol, higher fatty acids, higher alcohols or monoalkylamines, and adducts of alkylene oxides thereof. A nonionic surfactant, salt, ammonium chloride,
Examples include water-soluble salts such as calcium chloride, magnesium chloride, and potassium chloride, urea, bactericides, antioxidants, dyes, pigments, silicones, hydrocarbons, cellulose derivatives, ultraviolet absorbers, fluorescent brighteners, and fragrances. .

[0034]

According to the present invention, a specific softening base is blended with a specific primary or secondary amine compound or a neutralized product thereof to form a softening agent composition, whereby discoloration and discoloration in clothing are reduced. The effect of prevention can be exhibited.

[0035]

〔Evaluation method〕

(1) Treatment method For the test cloth, a green polo shirt made by Benetton Co., Ltd. was cut into 6 × 6 cm, and this was sewn on a commercially available white skin shirt for the number of evaluations.
The unsewn white-skin shirt cloth was adjusted to a total weight of 1.5 kg. Fully automatic washing machine Aizuma F50X2
Washing was repeated five times with a mold (manufactured by Matsushita Electric Co., Ltd.) having a low water level, a standard course, and a commercially available detergent (high top manufactured by Lion Corporation). The softener composition was added so as to have a concentration of 200 ppm at the second rinse of each washing cycle. After completion, the test cloth is sufficiently dried at 25 ° C. and 65% RH,
Used for evaluation test. (2) Method for evaluating discoloration / discoloration suppression effect A pairwise comparison was performed using the test cloth before treatment as a control, and the evaluation was made according to the following criteria. ◎: No difference is observed at all ○: Slight difference is observed ×: A distinct difference is observed [Examples 1 to 21, Comparative Example 1] Distearyl dimethyl ammonium chloride as component (a) shown in Table 1 below is 15 wt. %, And a softener composition was prepared by using the compounds shown in Table 1 in predetermined amounts as the components (b), respectively, and the discoloration inhibiting effect was evaluated. Table 1 shows the results. The neutralized salts obtained from the component (b) were all neutralized with an acid having an amine value equivalent to give a salt.

[0036]

Table 1: Softener composition and evaluation Ingredient Amount Neutralizing agent Discoloration suppression (b) (% by weight) Effect Example 1 (B-1) 3 ◎ ２ 2 〃 塩 酸 Hydrochloric acid ３ 3 (B-2) 〃 ── ◎ 4 〃 塩 酸 Hydrochloric acid ５ 5 〃 〃 Sulfuric acid ◎ 6 酢 酸 Acetic acid ◎ 7 〃 ク エ ン Citric acid ◎ 8 〃 〃 Benzoic acid ９ 9 〃 1 ── ○ 10 １５ 15 ◎ ◎ 11 (B-4) 3 ── ◎ 12 〃 塩 酸 Hydrochloric acid ◎ 13 (B- 5) 7 ── １４ 14 １５ 〃 Hydrochloric acid 15 (B-10) 3 ── 16 〃 〃 Hydrochloric acid ◎ 17 (B-11) 7 ── １８ 18 〃 塩 酸 Hydrochloric acid １９ 19 (B-13) 3 ── ◎ 20 〃 〃 Hydrochloric acid ◎ 21 (B-16) 3 Hydrochloric acid ○ Comparative example 1 --- ×

Examples 22 to 28, Comparative Examples 2 to 8 Softener compositions were prepared containing the components (a) shown in Table 1 below at 15% by weight and the components (b) at 5% by weight. And the discoloration suppression effect was evaluated. Table 2 shows the results. As the neutralized salt obtained from the component (b), a salt obtained by neutralizing with an acid having an equivalent amine value was used.

[0038]

Table 2: Softener composition and evaluation Ingredient (a) Component (b) Discoloration inhibiting effect Example 22 (I-1) Amine / HCl salt = 2/8 B-1 ◎ 23 (I-1) Quaternary salt B-1 hydrochloride ◎ 24 (I / 1) / (I / 12) Quaternary salt B-6 ◎ = 8/2 (weight) 25 (II-1) HCl salt B-10 ◎ 26 (III-1) CH ₃ SO ₄ salt B-10 hydrochloric acid Salt ◎ 27 (III-8) Quaternary salt B-13 ◎ 28 (IV-3) Quaternary salt B-19 ◎ Comparative Example 2 (I-1) Amine / HCl salt = 2/8 − × 3 (I− 1) Quaternary salt-× 4 (I / 1) / (I / 12) Quaternary salt-× = 8/2 5 (II-1) HCl salt-× 6 (III-1) CH ₃ SO ₄ salt- × 7 (III-8) quaternary salt − × 8 (IV-3) quaternary salt − ×

Claims (1)

[Claims] 1. A softening base which is (a) a tertiary amine compound having at least one long-chain hydrocarbon group in a molecule, a neutralized product thereof, a quaternized product thereof, or a mixture thereof, and (b) A) liquid softener composition comprising a primary or secondary amine compound represented by the following general formula (B), a neutralized product thereof, or a mixture thereof. Embedded image (In the formula, R ²¹ and R ²² may be the same or different and each represents hydrogen, a linear or branched alkyl group, alkenyl group, hydroxyalkyl group or hydroxyalkenyl group having 1 to 12 carbon atoms. However, R ²¹ and R ²² are not simultaneously hydrogen.)