JPH026664A - Softening and finishing agent for cloth - Google Patents

Abstract

PURPOSE:To obtain the title finishing agent providing fibers with excellent flexibility and antistatic properties comprising a quaternary salt of a specific partial amide compound, a reaction product of the compound with an epihalohydrin, other specific adduct or reaction product as an essential component. CONSTITUTION:Any one or more of (A) a quaternary salt of a partial amide compound, a condensate of an N-substituted polyamine shown by formula I (R<1> is 10-24C hydrocarbon; m is 2.3; n is 2-10) and a fatty acid shown by formula II (R<2> is 9-23C hydrocarbon), (B) a reaction product of the component A with an epihalohydrin, (C) an adduct of the component A with an alkylene oxide or a quaternary salt thereof and (D) a reaction product of the adduct of the component A with an epihalohydrin and an epihalohydrin are used as an essential component for a softing base to give a softening and finishing agent for home use providing various kinds of fibers with sufficient flexibility and antistatic properties and excellent elasticity. Natural fats and oils such as coconut, palm or beef tallow are preferable as the raw material of the fatty acid.

Description

[Detailed Description of the Invention] [Field of Industrial Application] The present invention relates to a fabric softener, and more particularly to a liquid fabric softener that can impart excellent flexibility and elasticity (fluffiness) to various fibers. It is something.

[Problems to be solved by conventional techniques and inventions] Currently,
Most products commercially available as household softeners are compositions whose main component is a quaternary ammonium salt having one to two long-chain alkyl groups in one molecule. The reason for this is that a small amount of quaternary ammonium salt has a good softening effect on various fibers.

The above-mentioned quaternary ammonium salts have a remarkable softening effect on cotton, but it is difficult to say that the effect is sufficient on synthetic fibers such as acrylic, polyester, and polyamide. When treated at high concentrations, the elasticity of clothing may decrease and the texture may be impaired.

[Means to solve the problem]

As a result of intensive research to solve the above drawbacks, the present inventors found that
This led to the present invention.

That is, the present invention provides a fabric softener characterized by containing one or more of (a) to (cl) as an essential ingredient as a softening base.

(a) A quaternary salt of a partial amide compound which is a condensate of an N-substituted polyamine represented by general formula (I) and a fatty acid represented by general formula (II) R'-N)I-(CiH2 ,NH>.-H(I)(R'
: Coo-C24 linear or branched saturated or unsaturated hydrocarbon group m: 2-3 n: 2-10) R2-C-DH(H) (R2・C9-C23 linear or branched saturated or unsaturated hydrocarbon group Unsaturated hydrocarbon group) (b) Epihalohydrin reaction product of a partial amide compound that is a condensate of an N-substituted polyamine represented by general formula (1) and a fatty acid represented by general formula (II) (C) General formula (d) Alkylene oxide adduct or quaternary salt thereof of a partial amide compound which is a condensate of N-substituted polyamine represented by (1) and fatty acid represented by general formula (II) (d) Represented by general formula (I) An epihalohydrin reaction product of an alkylene oxide adduct of a partial amide compound which is a condensation product of an N-substituted polyamine and a fatty acid represented by general formula (II). Among them, the compound with m=3 is obtained by repeating cyanethylation with acrylonitrile and hydrogenation reaction twice or more using N-alkylamine as a starting material, and the compound with m=2 is obtained by repeating cyanethylation with acrylonitrile and hydrogenation reaction two or more times using N-alkylamine as a starting material. It can be obtained by N-alkylation.

The fatty acid having 10 to 24 carbon atoms represented by general formula (II) is generally derived from natural oils such as coconut, palm, beef tallow, rapeseed, and fish oil, but chemically synthesized fatty acids may also be used. .

The amidation reaction is carried out by a conventional method, but it is preferable to amidate a portion of the amino groups of the polyamine so that one or more, preferably two or more, non-amidated nitrogen atoms are present in the molecule. In addition, in the amidation reaction, a cyclization reaction also partially proceeds at the same time as the condensation reaction, producing partially amide imidacilline having an imidacilline ring, and a mixture with a sedating compound.

In the present invention, the amino groups remaining in the partially amidated product obtained in this way are made into a quaternized product using a quaternizing agent such as methyl chloride, dimethyl sulfate, or diethyl sulfate, or a product made by reacting with an epihalohydrin such as epichlorohydrin, Adducts of alkylene oxides such as ethylene oxide or propylene oxide, or products obtained by quaternizing them or reacting them with epihalohydrin are used.

It has been found that the compound of the present invention has almost the same softening effect as the conventionally widely used compound described below, but surprisingly provides elastic softness.

Among the compounds of the present invention, the number of carbon atoms in R1 of the starting material N-substituted polyamine (general formula (I)) and the general formula (■) of the fatty acid
), if the average difference in the number of carbon atoms in R2 is 3 or more, preferably 5 or more, the water absorption performance of the softened clothing will be lower than that of dihardened beef tallow alkyldimethylammonium chloride, which is conventionally used as a fabric softener. and significantly improved.

The softening agent of the present invention has a partially amidated derivative as an essential component, but it also includes conventionally known cationic softening bases such as the following general formulas (1) to (5), glycerin, pentafluoride, etc. Polyols such as erythritol and long chain fatty acids such as partial esterophores and long chain fatty acids may also be used.

) Ammonium salt 1 represented by the following formula (1) or (2)
1) Imidazolinium salt 111 represented by the following formula (3)
) Amide ammonium salt (b) represented by the following formula (4) or (5) [wherein R,, R2, R6 and R7 each have 1 carbon number
0 to 24 alkyl group, alkenyl group or β-hydroxyalkyl group, R, , R4 and R5 are each a C1 to C3 alkyl group or hydroxyalkyl group, benzyl group or -(C2H40)Q H( However, q
is 1 to 3), p is 2 or 3, and X represents a halogen or a monoalkyl sulfate group having an alkyl group having 1 to 3 carbon atoms. ] Specifically, dodecyltrimethylammonium chloride, hexadecyldimethylethylammonium bromide, octadecyltrimethylammonium chloride, dihexadecyldimethylammonium chloride, dioctadecyldimethylammonium chloride, dihydrogenated beef tallow alkyldimethylammonium chloride, hydrogenated dichloride. Palm oil alkyldimethylammonium, bis(β-hydroxystearyl)diethylammonium chloride, 2-heptadecyl-1-methyl-1-[(2-octadecanoylamino)ethyl]imidazolinium methyl sulfate,
One or a mixture of two or more of di[(2-dodecanoylamino)ethyl]dimethylammonium methyl sulfate, di[(2-octadecanoylamino)ethyl]methylethylammonium ethyl sulfate, and the like.

When these components are used together, the appropriate amount is 15 to 80% by weight.

Furthermore, when making a liquid softener, polyethylene glycol nonionic surfactants, water-soluble salts such as common salt and ammonium chloride, propylene glycol and ethylene glycol are used to improve storage stability and adjust viscosity. It is possible to blend a suitable solvent or urea.

Pigments or dyes can also be added for the appearance of the product, optical brighteners for the whiteness of the finished product, and fragrances and antifoaming agents for use and after finishing.

[Effects of the Invention] The fabric softener of the present invention provides sufficient flexibility and antistatic properties to various fibers, and has excellent elasticity.

〔Example〕

Next, the present invention will be explained in detail with reference to Examples, but the present invention is not limited to these Examples.

A method for producing the polyamide compound derivative used in the present invention will be illustrated by a synthesis example.

Synthesis Example: 178 g of N-lauryltripropyltetramine (MW 356) was added to 284 g of stearic acid.
It was heated at 140°C for 4 hours. At that time, about 17 g of water was distilled out. Next, the mixture was heated at 140 to 150°C for 6 hours to obtain a condensate with an acid value of 2.0. Next, the mixture was quaternized with 200 g of methyl chloride in an ethanol/water solvent according to a conventional method to obtain Compound 1 of the present invention.

Compounds 2 to 8 of the present invention as shown in Table 1 were synthesized in the same manner.

Table 1 Composition of the compound of the present invention 1) Polyamine compound/fatty acid 2) A: Quaternized product with methyl chloride B: Reaction product with epichlorohydrin C: Quaternized product with methyl chloride of 1 mol ethylene oxide adduct D: 2 mol ethylene oxide, Quaternized product E of 1 mole adduct of propylene oxide with methyl chloride: Reaction product of 1 mole adduct of ethylene oxide with epichlorohydrin Examples 1 to 11 Regarding the compositions having the formulations shown in Table 2, flexibility and Elasticity and water absorption were evaluated.

<Evaluation of flexibility and elasticity> (1) Processing method 2 kg of commercially available cotton towels and 1 kg of acrylic chassis were washed with commercially available detergent Zabu (manufactured by Kao Corporation,
(registered trademark) 5 times (30β washing machine), and after removing the fiber treatment agent from each fiber, 15% of the blended composition in Table 2.
The dispersion was treated at 10 cc at 25° C. for 1 minute with stirring.

(2) Evaluation method After drying the cloth treated with the above method indoors, 25℃, 65%
It was left in a constant temperature and humidity room at RH for 24 hours.

These fabrics were evaluated for flexibility and elasticity.

The softness and elasticity were evaluated using a pair of fabrics treated with 1Qcc of a fabric softener containing 15% by weight of dihydrogenated beef 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; control is slightly softer or slightly less elastic 2; control is softer or less elastic As shown in Table 2, by using the compound of the present invention, an effect that satisfies both flexibility and elasticity can be obtained for both cotton and synthetic fibers.

Evaluation of water absorption performance> In the same way as the evaluation of the softening treatment, after the detergent treatment, the samples were treated with 30 cc of a 15% dispersion of the blended composition in Table 2 at 25°C for 1 minute with stirring. Dry. Water droplets were dropped onto the towel from a dropper, and the time until the water droplets disappeared was measured. In addition, as a comparison, the time for disappearance of water droplets on a towel treated in the same manner with dihydrogenated beef tallow alkyldimethylammonium chloride was 5 to 10 seconds.

As shown in Table 2, by using the compounds of the present invention, all have better water absorption performance than dihydrogenated beef tallow alkyldimethylammonium chloride, and those with a large difference in the number of carbon atoms between R1 and R2 are particularly good.

Surface Softness, Elasticity, Water Absorption Examples 12-13, Comparative Example 1.2 In order to evaluate the elasticity of the compositions shown in Table 3, the stacking height of cotton towels was measured.

Evaluation of elasticity> Cotton towels treated in the same manner as in Examples 1 to 11 were folded into 8 and stacked in 3 layers, and after pressurizing at a pressure of 5 g/cm2 for 5 minutes, the pressure was removed and the height of the towel was adjusted. was measured. The higher the height of the towel, the better the elasticity.

Table 3 Elasticity evaluation (towel stacking height) 2-a
; CyFIed beef tallow alkyldimethylammonium chloride 2-b ; Pentaerythritol distearate 2-c
; Behenyl stearyl dimethyl ammonium chloride compound/other soft ingredients (weight ratio) 2-a; di-hardened beef tallow alkyl dimethyl ammonium chloride 2-d; di-hardened beef tallow alkyl dimethyl ammonium chloride/condensation product of diethylene triamine and stearic acid (1,0 /1.0) mixture compound/other soft ingredients (weight ratio)

Claims (1)

[Scope of Claims] 1. A fabric softener, characterized in that it contains one or more of (a) to (d) as an essential ingredient as a softening base. (a) Quaternary salt R^1-NH-(C_mH_2_mNH)_n- of a partial amide compound which is a condensate of an N-substituted polyamine represented by general formula (I) and a fatty acid represented by general formula (II) N(
I) (R^1: C_1_0 to C_2_4 linear or branched saturated or unsaturated hydrocarbon group m: 2 to 3 n: 2 to 10) R^2-C-OH(II) (R^2: C_9 ~ C_2_3 linear or branched saturated or unsaturated hydrocarbon group) (b) Partial amide which is a condensate of an N-substituted polyamine represented by general formula (I) and a fatty acid represented by general formula (II) Epihalohydrin reaction product of the compound (c) Alkylene oxide adduct of a partial amide compound which is a condensate of an N-substituted polyamine represented by the general formula (I) and a fatty acid represented by the general formula (II) or a quaternary salt thereof (d) Epihalohydrin reaction product 2 of alkylene oxide adduct of a partial amide compound which is a condensation product of N-substituted polyamine represented by general formula (I) and fatty acid represented by general formula (II) Carbon of R^1 The fabric softener according to claim 1, wherein the difference between the number of carbon atoms and the number of carbon atoms R^2 is 3 or more on average.