JPH05230764A - Softening and finishing agent - Google Patents

Abstract

PURPOSE:To obtain a softening and finishing agent providing various kinds of fibers with excellent flexibility and elasticity, having excellent storage stability by blending specific components in a specific ratio and adjusting the blend into a specific pH range. CONSTITUTION:(A) 3-30wt.% imidazoline of formula I (R<1> and R<2> are 11-21C alkyl or alkenyl) having an ester bond or its neutralized substance is blended with (B) 0.1-5wt.% long-chain fatty acid of formula II (R<3> is H, methyl, etc., or alkali metal; R<4> is 11-21C alkyl, etc.) or its neutralized substance, (C) 0-2wt.% imidazoline of formula III (R<5> is 11-21C alkyl) or its neutralized substance, (D) 0.5-5wt.% adduct of 8-22C higher alcohol, higher monoamine or higher diamine with 3-50mols ethylene oxide and (E) a quaternary ammonium salt of formula IV or formula V (R<8> and R9 are methyl, etc.; R<10>, R<12> and R<13> are H or COOR<11>; R<11> is 11-22C alkyl, etc.; p is 1-2; X is halogen, etc.) and adjusted to pH 1-5 to give a softening and finishing agent having excellent flexibility and elasticity.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a softening finish, and more specifically, it can impart excellent flexibility and elasticity (puffiness) to various fibers and can be stored under severe conditions. It relates to a stable liquid softening finish.

[0002]

2. Prior Art and Problems to be Solved by the Invention
Most of the products marketed as household softening agents are mainly quaternary ammonium salts having two long-chain alkyl groups in one molecule as typified by di (hardened tallow alkyl) dimethylammonium chloride. And the composition. The reason for this is that a small amount of quaternary ammonium salt has a good softening effect on various fibers. However, although the above quaternary ammonium salt has a remarkable softening effect on cotton,
The effect cannot be said to be sufficient for synthetic fibers such as polyester type and polyamide type, and if treated at a higher concentration, the elasticity of the garment may be reduced and the texture may be impaired. Further, since the above quaternary ammonium salt has a strong hydrophobicity, when it is poured into the rinse water when the stirring force is weak, the dispersibility in water is poor, and therefore the clothing may be uneven. In addition, especially when storing for a long time at low temperature,
The substance may thicken, form a gel, or separate. In addition to the above quaternary ammonium salts, commercially available softeners are compounded with additives such as polyoxyethylene-based nonionic surfactants, electrolytes and solvents to improve dispersibility in water and long-term storage stability. However, the effect is still insufficient.

Further, liquid softening finishes having various amines as softening bases have been conventionally known. For example, Japanese Patent Laid-Open No. 52-
59796 discloses a composition for imparting flexibility to a fiber containing a long-chain alkylamine such as methyldi (hardened tallow alkyl) amine, and JP-A-58-6070 discloses an acylated alkanolamine, a water-soluble composition. A fiber material finishing agent that imparts smoothness and comfortable feel to a fiber containing a quaternary ammonium salt and a fatty acid ester is disclosed in JP-A-61-167083. Quaternary ammonium compound, higher fatty acid and hydroxy lower alkyl polyamine. A softening agent containing a condensation reaction product with an alkylamine polyglycol ether and having good dispersibility is disclosed in Japanese Patent Laid-Open No. 275474/1986 for treating textiles containing a di (higher alkyl) cyclic amine and a Bronsted acid. A stable aqueous dispersion of the above is disclosed in Japanese Unexamined Patent Publication (Kokai) No. 64-85368, wherein a dilong-chain alkylamine-anionic surfactant ion-pair complex, a non-silicone wax and a non-silicone wax are used. A softening composition containing a liquid carrier is disclosed in JP-A-2-6662, which is a fabric conditioning composition containing an amine such as a condensate of hydroxy lower alkyl alkylenediamine and a higher fatty acid, and an amphoteric fabric conditioning agent. No. 14076 discloses a fabric conditioning composition containing a dilong-chain alkylamine-polyfunctional carboxylic acid complex and imparting flexibility and antistatic properties. Furthermore, JP-A-52-5394
The publication describes a fabric conditioning composition containing a mono- or di-long chain alkyl alkylene diamine static inhibitor and a quaternary ammonium softener. However, the softener containing these amines is relatively better in dispersibility and storage stability than the softener containing a quaternary ammonium salt, but the softening performance is still insufficient.

[0004]

Means for Solving the Problems As a result of earnest research on a softener containing an amine, the present inventors have found that a specific imidazoline compound having an ester bond and a long-chain hydrocarbon group in the molecule or a neutralized salt thereof, Long-chain fatty acids or neutralized salts thereof,
A specific imidazoline compound or a neutralized salt thereof, an ethylene oxide adduct of a higher alcohol or a higher monoamine or a higher diamine, and a specific quaternary ammonium salt are used in specific amounts, respectively, and the pH is adjusted to 1 to 5 to improve flexibility. The inventors have found that a soft finish which is excellent, can impart elasticity (puffiness) to clothes, and is stable even under storage under harsh conditions, and completed the present invention.

That is, the present invention provides a softening agent containing the following components (a) to (e) and having a pH in the range of 1 to 5. (a); Imidazoline compound represented by the following structural formula (A) or a neutralized salt thereof 3 to 30% by weight

[0006]

[Chemical 5]

(In the formula, R ¹ and R ² mean an alkyl group or an alkenyl group having 11 to 21 carbon atoms.) (B): One or two selected from compounds represented by the following structural formula (B): 0.1-5% by weight of one or more compounds

[0008]

[Chemical 6]

(In the formula, R ³ means H, a methyl group, an ethyl group, an alkali metal or an alkaline earth metal, and R ⁴ means an alkyl group or an alkenyl group having 11 to 21 carbon atoms.) (C); Imidazoline compound represented by structural formula (C) or a neutralized salt thereof 0-2% by weight

[0010]

[Chemical 7]

(In the formula, R ⁵ means an alkyl group or an alkenyl group having 11 to 21 carbon atoms.) (D); a higher alcohol having 8 to 22 carbon atoms or a higher monoamine or an ethylene oxide of a higher diamine, 3 to 3; 50 mol adduct 0.5 to 5% by weight (e); 1 type or 2 or more types of quaternary ammonium salt represented by the following structural formulas (E-1) to (E-3) 1 to 10% by weight

[0012]

[Chemical 8]

(In the formula, R ⁶ and R ⁷ are alkyl groups or alkenyl groups having 12 to 22 carbon atoms R ⁸ and R ^{9 are} methyl group, ethyl group or C ₂ H ₄ OR ¹⁰ R ¹⁰ , R ¹² and R ¹³ : H or COR ¹¹ , but one of R ¹² and R ¹³ is COR ¹¹ R ¹¹ : an alkyl or alkenyl group having 11 to 21 carbon atoms p: the number of 1 to 2 X: halogen, CH ₃ SO ₄ or C Means ₂ H ₅ SO _4. )

The imidazoline compound represented by the formula (A) of the component (a) of the present invention can be obtained by a cyclocondensation reaction of N-hydroxyethylethylenediamine with a corresponding fatty acid or a reaction with a fatty acid ester. The ring-opening compound, which is a by-product during the production of the imidazoline compound of the formula (A), may be present in the reaction product up to about 20% by weight. Acids for obtaining a neutralized product from the imidazoline compound (A) include inorganic acids such as hydrochloric acid, nitric acid, phosphoric acid, sulfuric acid, acetic acid, lactic acid,
Organic acids having 6 or less carbon atoms such as glycolic acid, citric acid and maleic acid can be mentioned, but hydrochloric acid is the cheapest and has the highest performance. In the neutralization step, the imidazoline compound (A) previously neutralized may be dispersed in water, or the imidazoline compound (A) may be added in a liquid or solid state to the acid aqueous solution. Of course, the imidazoline compound (A) and the acid component may be added at the same time.

The component (b) of the present invention can be produced together with the component (a) by appropriately adjusting the conditions for producing the component (a), or may be blended separately. .. Further, when the component (b) is blended with a fatty acid, it may form an ion pair with the amine component such as the component (a).

The imidazoline compound represented by the formula (C) of the component (c) of the present invention can be obtained by a cyclization condensation reaction using equimolar amounts of N-hydroxyethylethylenediamine and the corresponding fatty acid. When such an imidazoline compound is used as a neutralizing salt, it may be neutralized at the same time as the component (a) is neutralized or may be neutralized separately. As the acid used for neutralization, for example, the acid used for neutralizing the component (a) can be used. In the present invention, the component (c) is blended in an amount of 0 to 2% by weight, preferably 0.1 to 1% by weight.

More specifically, examples of the component (d) include the following. Alcohol derived from natural fats and oils having 8 to 22 carbon atoms, for example, coconut oil alkyl composition alcohol, beef tallow alkyl composition alcohol, lauryl alcohol, stearyl alcohol, oleyl alcohol, hardened tallow alkyl composition alcohol and various synthetic alcohols with 3 to 50 ethylene oxide. 3 to 50 mol, preferably 5 to 40 mol, preferably 5 to 40 mol of nonionic activator, monoamine such as laurylamine or hardened tallow alkyl composition amine, or diamine such as oleylpropylenediamine. A nonionic activator with a molar addition is used. In the present invention, the component (d) is 0.5-5% by weight.
Be compounded.

The component (e) used in the present invention has the above structural formula
(E-1) to (E-3) are one or more quaternary ammonium salts represented by (E-2) and (E-3). One type or two or more types are preferable.
In the present invention, the component (e) is incorporated in an amount of 1 to 10% by weight.

In the present invention, the component (a) and the component (b) +
The weight ratio of (c) component is (a) component / [(b) component + (c) component]
= 50/50 to 95/5, preferably 60/40 to 90/10.

The softening agent of the present invention has a pH of 1 to 5,
By adjusting the amount to preferably 1.5 to 3.0, a liquid softening finish which is stable even under storage under severe conditions can be obtained.

Considering the viscosity and handling properties of the product, when the softening finish containing the compound of the present invention as an essential component is manufactured, the total amount of the compound of the present invention is 5 to 45% by weight, preferably 6 to 30% by weight. %, Particularly preferably 10 to 30% by weight.

When the softening agent of the present invention is prepared, the handling property of the softening agent is improved by adding 0.01 to 1% by weight of an alkali metal salt or an alkaline earth metal salt. These metal salts include NaCl, Na ₂ SO ₄ , and CaC.
l ₂ , KCl, K ₂ SO ₄ , MgCl _{2 and the} like can be mentioned.

The viscosity of the liquid softening finish of the present invention is determined from the viewpoint of handleability and appearance. The viscosity is 10 to 200 cps, preferably a value measured by a B-type viscometer at 25 ° C.
20 to 100 cps.

The softening agent of the present invention may be further modified with a silicone compound such as dimethylpolysiloxane or dimethylpolysiloxane partially modified with an amino group or a polyoxyalkylene group, particularly preferably partially modified with a polyoxyalkylene group. By blending the dimethylpolysiloxane described above, it is possible to improve the feel of the soft-treated clothing without impairing the water absorption performance. These silicone compounds are
It is preferably blended in an amount of 0.02 to 1.0% by weight.

Further, in order to improve the appearance and fragrance of the product, it is general to add a dye or a fragrance. As the dye, an organic dye having both SO ₃ group, amino group or ammonium group in the molecule is preferable from the viewpoint of storage stability, and the addition amount thereof is 1 to 100 ppm, more preferably 5 to 50 ppm. Examples of dyes used in the softening agent of the present invention include the following. [Blue dye] C.I.Direct Blue1 C.I.Direct Blue2 C.I.Direct Blue6 C.I.Direct Blue15 C.I.Direct Blue41 C.I.Acid Blue 1 C.I.Acid Blue 7 C. I.Acid Blue 9 C.I.Acid Blue 15 C.I.Acid Blue 22 C.I.Acid Blue 29 C.I.Acid Blue 90 C.I.Acid Blue 104 C.I.Acid Blue 117 C.I .Acid Blue 138 C.I.Food Blue 1 [green dye] C.I.Direct green 1 C.I.Direct green 6 C.I.Direct green 28 C.I.Acid green 3 C.I.Acid green 9 C.I.Acid green 16 C.I.Acid green 20 C.I.Food green 3 As a fragrance, a hydrocarbon-based fragrance or a functional group is used.

[0026]

[Chemical 9]

It is preferable that the main component is a perfume component composed of a compound having Particularly stable fragrances include cinnamic alcohol, phenylethyl alcohol (β-phenylethyl alcohol), terpineol (1-methyl-4-isopropyl-1-cyclohexen-8-ol), vanillin (4-hydroxy-3-methoxy). Benzaldehyde), acetylisoeugenol (2-methoxy-4-propenylphenylacetate), p-ter
t-butylcyclohexyl acetate, edion (methyldihydrojasmonate), geranyl acetate (2,6-dimethyl-2,6-octadiene-8-yl-acetate), aldehyde C-14 peach (γ-undecalactone), Ionone [4- (2,6,6-trimethyl-2-cyclohexen-1-yl) -3-buten-2-one], tentalom (6-acetyl-1,1,3,4,4,6-hexa) Methyltetrahydronaphthalene), coumarin (1,2-benzopyrone), ceryl methyl ether, pearlide (1,2
3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-γ-benzopyran) and the like.
Further, the perfume rate is preferably 0.05 to 2.0%.

In order to improve the handling property and moisturizing property of the product, 10% by weight of 1 to 3 valent alcohol having 1 to 3 carbon atoms is used.
The following amounts can also be blended. Examples of such alcohol include methanol, ethanol, isopropyl alcohol, ethylene glycol, glycerin and the like.

Further, a fluorescent whitening agent, a defoaming agent, or an antibacterial agent is often mixed in the product of the softening finish, which is also applicable to the present invention. The balance other than the components (a) to (e) and the optional component is water.

[0030]

The softening and finishing agent of the present invention imparts sufficient flexibility and antistatic properties to various fibers, imparts excellent elasticity, and is stable even under storage under severe conditions. Furthermore, since the softening ingredient of the present invention has good biodegradability, there is little possibility of environmental pollution.

[0031]

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

The compounds used in Examples and Comparative Examples are shown in Tables 1 to 4 below.

[0033]

[Table 1]

[0034]

[Table 2]

[0035]

[Table 3]

[0036]

[Table 4]

Note) * Esterification degree indicates the average value of the number of ester bonds existing in the molecule.

Examples 1 to 12 and Comparative Examples 1 to 4 Tables 6 to 7 using the components (a) to (f) (the component (f) is an optional component) shown in Tables 1 to 4 above. A composition having the composition shown in was prepared. In addition, (a), (b), (c)
The total amount of the components (e) and (e) was adjusted to 18% by weight, and 10 ppm of C.IAcid Blue 29 and 0.2% by weight of the compounded fragrance shown in Table 5 below were added to all formulations.

[0039]

[Table 5]

The flexibility, elasticity and stability were evaluated by the following methods. <Evaluation of flexibility and elasticity> (1) Treatment method 2 kg of commercially available cotton towel and 1 kg of acrylic jersey 3.5
After washing with a commercial detergent attack (registered trademark, manufactured by Kao Corporation) 5 times with DH hard water 5 times (30 liter washing machine) to remove the fiber treatment agent attached to each fiber, Table 6
Add 1.5g of the composition composition of ~ 7 as an active ingredient, and
The mixture was treated under stirring at 1 ° 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 fabrics were evaluated for softness, elasticity and stability. <Evaluation of Flexibility and Elasticity> For the evaluation of flexibility and elasticity, a pair of comparisons were carried out with a cloth treated with 10 cc of a softening agent containing 15% by weight of dihydrogenated tallow alkyldimethylammonium chloride as a control. The evaluation is expressed as follows. +2; softer or more elastic than the control +1; slightly softer or more elastic than the control 0; same as the control -1; slightly softer than the control or slightly less elastic than the control -2; softer or the control Lower elasticity <Evaluation of stability> The compositions having the formulations shown in Tables 6 to 7 were stored under the following conditions and evaluated. (1) Storage condition (a) 50 ℃ (b) Repeating 50 ℃ and 30 ℃ (1 cycle / 1 day) (c) Repeating -20 ℃ and 10 ℃ (1 cycle / 1 day) (d) -10 ℃ (2) Evaluation ○: No change in appearance for 2 months △: No change in appearance for 1 month, separation or thickening after 2 months ×: Separation or thickening after 1 month

[0041]

[Table 6]

[0042]

[Table 7]

Note) 1) pH; pH of undiluted solution. 2) Viscosity; viscosity at 25 ° C measured by B-type viscometer, c
ps.

As shown in Tables 6-7, the formulations of the present invention provide flexibility and resilience and satisfy sufficient stability even under harsh storage conditions.

Continuation of the front page (51) Int.Cl. ⁵ Identification code Office reference number FI Technical display location D06M 15/643 D06M 13/38 15/643

Claims (7)

[Claims] 1. The following components (a) to (e) are included, and the pH is 1
A softening finish in the range of ~ 5. (a); Imidazoline compound represented by the following structural formula (A) or a neutralized salt thereof 3 to 30% by weight (In the formula, R ¹ and R ² mean an alkyl group or an alkenyl group having 11 to 21 carbon atoms.) (B); one or more kinds selected from the compounds represented by the following structural formula (B): Compound 0.1-5% by weight (In the formula, R ³ represents H, a methyl group, an ethyl group, an alkali metal or an alkaline earth metal, and R ⁴ represents an alkyl group or an alkenyl group having 11 to 21 carbon atoms.) (C); C) an imidazoline compound or a neutralized salt thereof 0-2% by weight (In the formula, R ⁵ means an alkyl group or an alkenyl group having 11 to 21 carbon atoms.) (D); Addition of 3 to 50 moles of ethylene oxide of higher alcohol or higher monoamine or higher diamine having 8 to 22 carbon atoms. 0.5 to 5% by weight (e); one or more quaternary ammonium salts represented by the following structural formulas (E-1) to (E-3) 1 to 10% by weight (Wherein, R ^6, R ^7: alkyl or alkenyl group R ⁸ of 12 to 22 carbon atoms, R ^9: a methyl group, an ethyl group or a _{^{C 2 H 4 OR 10 R 10}} , R 12, R 13: H or COR ¹¹ , but one of R ¹² and R ¹³ is COR ¹¹ R ¹¹ : an alkyl group or an alkenyl group having 11 to 21 carbon atoms p: the number of 1 to 2 X: halogen, CH ₃ SO ₄ or C ₂ H ₅ Means SO _4. ) 2. The component (e) is the structural formula (E-2) or (E-3).
The softening agent according to claim 1, which is one kind or two or more kinds of the quaternary ammonium salt represented by. 3. The softening agent according to claim 1, further comprising 0.01 to 1% by weight of an alkali metal salt or an alkaline earth metal salt. 4. The softening agent according to claim 1, wherein the viscosity at 25 ° C. measured by a B-type viscometer is in the range of 10 to 200 cps. 5. The flexible finish according to claim 1, which contains 0.02 to 1.0% by weight of dimethylpolysiloxane and / or dimethylpolysiloxane partially modified with an amino group or a polyoxyalkylene group. Agent. 6. The softening agent according to claim 1, which contains 1 to 100 ppm of an organic dye having a SO ₃ group and an amino group or an ammonium group in the molecule. 7. A monovalent alcohol having 1 to 3 carbon atoms is used.
The softening agent according to any one of claims 1 to 6, containing 10% by weight or less.