JP3194640B2 - Softener composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a softener composition for imparting flexibility to fibers and clothing, and more particularly to a softener composition for imparting excellent flexibility to chemical fibers.

[0002]

Conventionally, a quaternary ammonium salt having a mono- or di-long chain alkyl group has been used as a softening base to impart flexibility to fibers and clothing. There was a drawback that the effect of imparting was insufficient. On the other hand, in recent years, the types of fibers used daily have diversified, and not only cotton, but also polyester, nylon,
The usage of chemical fibers such as acrylic is increasing. For this reason, there is a demand for the ability to soften both cotton, which is a hydrophilic fiber, and chemical fiber, which is a hydrophobic fiber.

[0003]

SUMMARY OF THE INVENTION The present invention provides a softener composition capable of imparting excellent flexibility to both cotton and chemical fibers.

[0004]

The softener composition of the present invention comprises the following components (a) and (b), wherein the weight ratio of the components (a) and (b) is (a) / (b) = 99/1 to 85
/ 15.

(A) Dilong-chain quaternary ammonium salts represented by the following formula (I):

Embedded image (R ₁ : an alkyl group or alkenyl group having 16 to 25, preferably 18 to 23, carbon atoms including an interrupting group, which is interrupted by an ester group or an amide group (hereinafter sometimes referred to as a hydrocarbyl group) R ₂ : A hydrocarbyl group R ₃ , R ₄ having 16 to 25, preferably 18 to 23 carbon atoms: an alkyl group or a hydroxyalkyl group having 1 to ₄ carbon atoms X ⁻ : anion)

(B) A neutralized dilong chain amine represented by the following formula (II):

Embedded image (R_Five, R₆: Having 16 to 25 carbon atoms, preferably 18 to 2 carbon atoms
3 hydrocarbyl groups R₇: An alkyl group having 1 to 4 carbon atoms or hydroxya
Ruquil group)

[0007]

DETAILED DESCRIPTION OF THE INVENTION The di-long chain quaternary ammonium salt used as the component (a) has two long-chain hydrocarbon groups R ₁ ,
R ₂ , wherein R ₁ is a hydrocarbyl group, while long-chain hydrocarbon group R ₂ is a hydrocarbyl group . The hydrocarbyl group is an alkyl group or an alkenyl group separated by an ester group, an amide group, or the like represented by the following formula (5).

[0008]

Embedded image (R ₈ : alkyl group or alkenyl group R ₉ : alkylene group or alkenylene group, provided that R ₈
The total number of carbon atoms of the R ₉ is 15 to 24, the carbon number of R ₉ is 1-4 are preferable. )

Specific examples of the di-long chain quaternary ammonium salt of the component (a) include the following chemical formulas ( 6), ( 7) and (8).
-1 to I- 10 ) are exemplified.

[0010]

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[0011]

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[0012]

Embedded image

[0013] (R _3, R _4: an alkyl group or hydroxyalkyl group having 1 to 4 carbon atoms R _11: an alkyl group or alkenyl group, R ₁₁ and R
₁₂ R ₁₂ total carbon number of 15 to 24 of: alkylene group having 1 to 4 carbon atoms R _13: an alkyl group or alkenyl group, R ₁₃ and R
R ₁₄ total carbon number of ₁₄ is 15 to 24: alkylene group having 1 to 4 carbon atoms R _15: an alkyl group or alkenyl group, R ₁₅ and R
The total number of carbon atoms of ₁₂ is 15 to 24 R _16: an alkyl group or alkenyl group, R ₁₆ and R
The total number of carbon atoms of ₁₄ is 15 to 24 X ^-: an anion)

R ₁₁ CO- and R ₁₃ CO- in the above general formula are usually saturated higher fatty acids such as stearic acid and palmitic acid, unsaturated higher fatty acids such as oleic acid, elaidic acid, linoleic acid and linolenic acid, and tallow. , Butterfat, palm oil, palm kernel oil, soybean oil, safflower oil, sunflower oil, olive oil, etc., are derived from fatty acids obtained by decomposing and refining, especially oleic acid, stearin Acids, tallow fatty acids, hardened tallow fatty acids, palm oil fatty acids, hardened palm oil fatty acids, palm kernel oil fatty acids, hardened palm kernel oil fatty acids are preferred. As the unsaturated higher fatty acid, the stereoisomer may be a cis- or trans-form, or a mixture of both, and particularly, the ratio of the cis-form / trans-form is 25/75 to 100/0. (Weight ratio).

R ₁₁ and R ₁₃ may be the same or different. R ₁₂ and R ₁₄ are an alkylene group having 1 to 4 carbon atoms, specifically, a methylene group, an ethylene group, a propylene group, and a butylene group, which may be linear or branched.
Specific examples of R _15, R ₁₆ is a lauryl group, myristyl group, palmityl group, a stearyl group, an oleyl group, linoleic group, such as linolenic group. R ₃ and R ₄ may be the same or different and each is an alkyl group or a hydroxyalkyl group having 1 to 4 carbon atoms, specifically, a methyl group, an ethyl group, a propyl group, a butyl group, a hydroxymethyl group , A hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group, and a methyl group, an ethyl group, and a hydroxyethyl group are particularly preferable. X ⁻ is an anion, and specific examples thereof include a halogen atom anion such as chlorine, bromine and iodine, and a sulfate anion represented by R ₃₁ SO ₄ . Here, R ₃₁ has 1 to 1 carbon atoms.
And 3 is an alkyl group, and a methyl group is particularly preferable.

As the di-long chain amine of the component (b), those represented by the following chemical formulas 10, 11, and 12 (general formulas II-1 to II-10) are used.

[0017]

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[0018]

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[0019]

Embedded image (R _7: alkyl or hydroxyalkyl group having 1 to 4 carbon atoms R _21: an alkyl group or alkenyl group, R ₂₁ and R
The total number of carbon atoms of ₂₂ is 15 to 24 R _22: an alkylene group having 1 to 4 carbon atoms R _23: an alkyl group or alkenyl group, R ₂₃ and R
The total number of carbon atoms of ₂₄ is 15 to 24 R _24: an alkylene group having 1 to 4 carbon atoms R _25: an alkyl group or alkenyl group, R ₂₅ and R
The total carbon number of ₂₂ is 15-24. R _26: an alkyl group or alkenyl group, R ₂₆ and R
The total number of carbon atoms of ₂₄ is 15 to 24. )

In the above general formula, R ₂₁ CO- and R ₂₃ CO- are usually saturated higher fatty acids such as stearic acid and palmitic acid, unsaturated higher fatty acids such as oleic acid, elaidic acid, linoleic acid and linolenic acid, and tallow. , Butterfat, palm oil, palm kernel oil, soybean oil, safflower oil, sunflower oil, olive oil, etc., are derived from fatty acids obtained by decomposing and refining, especially oleic acid, stearin Acids, tallow fatty acids, hardened tallow fatty acids, palm oil fatty acids, hardened palm oil fatty acids, palm kernel oil fatty acids, hardened palm kernel oil fatty acids are preferred. As the unsaturated higher fatty acid, the stereoisomer may be a cis- or trans-form, or a mixture of both, and particularly, the ratio of the cis-form / trans-form is 25/75 to 100/0. (Weight ratio).

R ₂₁ and R ₂₃ may be the same or different. R ₂₂ and R ₂₄ are an alkylene group having 1 to 4 carbon atoms, specifically, a methylene group, an ethylene group, a propylene group, and a butylene group, which may be linear or branched.
Specific examples of R ₂₅ and R ₂₆ include a lauryl group, a myristyl group, a palmityl group, a stearyl group, an oleyl group, a linole group, a linolene group, and the like. R ₇ has 1 to 1 carbon atoms
4, an alkyl group or a hydroxyalkyl group, specifically, a methyl group, an ethyl group, a propyl group, a butyl group,
Examples thereof include a hydroxymethyl group, a hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group, and a methyl group, an ethyl group, and a hydroxyethyl group are particularly preferable.

The above-mentioned dilong chain amine is neutralized with a commonly used acid. Examples of the acid include inorganic acids such as hydrochloric acid, sulfuric acid, and phosphoric acid, and organic acids such as benzoic acid, citric acid, and high molecular acrylic acid.

The weight ratio of (a) the di-long chain quaternary ammonium salt and (b) the di-long chain amine neutralized product is (a) /
(B) = 99/1 to 85/15, preferably 95/5 to
In the range of 90/10, it is blended in the softener composition. If the ratio of the (b) di-long-chain amine neutralized product is higher than the above ratio, the effect of imparting softness to cotton decreases, while if the ratio is low, the effect of imparting softness to chemical fibers decreases.

Usually, (a) di-long chain quaternary ammonium salt and (b) di-long chain amine neutralized product are flexible in a total amount of 3 to 30% by weight, preferably 5 to 15% by weight. It is desirable to mix in the agent composition. If the amount is less than 3% by weight, the softening effect tends to decrease, while 30% by weight.
If it exceeds, formulation becomes difficult.

In the softener composition of the present invention, the following chemical formula 1
A neutralized tri-long chain amine represented by Formula 3 (general formula III) can also be blended.

[0026]

Embedded image (R_Five, R₆, R₄₁: Hydrocarby having 16 to 25 carbon atoms
Group)

Specific examples of the above tri long chain amine include tri (stearoyloxyethyl) amine, tri (oleoyloxyethyl) amine, tri (palmitoyloxyisopropyl) amine and the like. Specific examples of the acid used for neutralization are the same as those in the case of (b) neutralized dilong chain amine. These tri-long chain amine neutralized products are:
It is preferable that the compound is blended in an amount of 10% by weight or less based on the total amount of (a) the di-long chain quaternary ammonium salt and (b) the neutralized di-long chain amine. If it is added in excess of this amount, the effect of imparting softness to cotton decreases.

The softener composition of the present invention may contain, as other optional components in addition to the above-mentioned components, known components which are usually added to the softener composition as long as the effects of the present invention are not impaired. . Examples of the optional component include quaternary ammonium salts such as di-long-chain alkyl di-short-chain alkyl quaternary ammonium salts, higher fatty acids such as stearic acid and oleic acid, and portions of 2-ethylhexanoic acid with glycerin or pentaerythritol. Nonionic surfactants such as esterified compounds, water-soluble salts such as sodium chloride, ammonium chloride, calcium chloride, magnesium chloride, and potassium chloride; solvents such as ethyl alcohol, isopropyl alcohol, ethylene glycol, propylene glycol, isoprene glycol, and hexylene glycol Urea, bactericides, antioxidants, dyes, pigments, silicones, hydrocarbons, cellulose derivatives, ultraviolet absorbers, fluorescent brighteners, fragrances and the like.

[0029]

According to the present invention, a specific (a) di-long chain quaternary ammonium salt having an ester group and a specific (b) di-long chain amine neutralized product having a hydrocarbyl group are used in combination. By using the softener composition, a softening effect is exerted on both cotton and chemical fibers.

[0030]

EXAMPLES The present invention will be specifically described below with reference to examples and comparative examples. Prior to this, an evaluation method adopted in the examples will be described.

(1) Softening Method A commercially available cotton towel is used as cotton, and an acrylic cloth is used as chemical fiber. An electric washing machine is manufactured with a commercially available laundry detergent "HITOP" (products, manufactured by Lion Corporation). 50 using
After washing twice at ℃, rinse thoroughly with tap water at room temperature,
This was used as a test cloth. Next, a softening agent composition was added to 30 liters of tap water at 25 ° C. so that the softening agent became 1 g as a softening base, to obtain a uniform solution. Each test cloth was immersed in this solution at a bath ratio of 30 and the ratio of cotton towel to acrylic cloth at 7/3, treated for 3 minutes, and then dehydrated for 2 minutes. After air-drying the cloth thus treated, the cloth was dried at 25 ° C. and 65% RH for 2 hours.
It was left for 4 hours and used for the evaluation test.

(2) Evaluation Method of Flexibility A pair of comparison was carried out using a fabric treated with a softener composition containing di-hardened tallow alkyldimethylammonium chloride as a softener base, and evaluated according to the following criteria. +2: softer than control +1: slightly softer than control 0: same as control -1: slightly softer than control -2: softer than control

Examples 1 to 10 Using the components (a) and (b) shown in Tables 1 and 2 below, a liquid softener composition containing a softening base shown in Table 3 was prepared. Flexibility was evaluated. The di-long chain amine of the component (b) was neutralized with an equimolar hydrochloric acid. Table 3 shows the results. In the structural formula of the component (a), the charge is not described for convenience.

[0034]

[Table 1]

[0035]

[Table 2]

[0036]

[Table 3]

──────────────────────────────────────────────────続 き Continued on the front page (58) Field surveyed (Int.Cl. ⁷ , DB name) D06M 13/00-13/535

Claims (1)

(57) [Claims] (1) The following components (a) and (b) are
The weight ratio of the component and the component (b) is (a) / (b) = 99/1
A softener composition characterized by being contained in the range of ~ 85/15. (A) Dilong-chain quaternary ammonium salt represented by the following formula (I): (R ₁ : an alkyl group or an alkenyl group having 16 to 25 carbon atoms including a splitting group, an ester group or an amide group; and R ₂ : an ester group or a C 16 to 25 carbon atom including a splitting group. Alkyl group or alkenyl group R ₃ , R ₄ divided by an amide group: an alkyl group having 1 to ₄ carbon atoms or a hydroxyalkyl group X ⁻ : anion) (b) Di-length represented by Formula 2 (general formula II) Neutralized product of a chain amine (R _5, R _6: the number of carbon atoms, including cutting group 16 to 25, an ester group or an amide alkyl or alkenyl group is interrupted with a group R _7: alkyl or hydroxyalkyl group having a carbon number of 1 to 4 )