KR20000046635A - Fiber softener composition - Google Patents

Abstract

PURPOSE: A fiber softener composition which has excellent bio-degradability and presents high softening efficiency and anti-static effect to fiber at low treating temperature is provided. CONSTITUTION: A fiber softener composition according to the present invention comprises bisalkylester diammonium salt compound having molecular weight of 400 to 1,500 of the formula I as a cationic softening component and polyglycol ether having molecular weight of 100 to 200 of the formula II as an emulsion-dispersion solubilizer: £formula I|£formula II|wherein each R1 and R2 independently represents a saturated or unsaturated linear or branched alkyl or alkenyl group having 8 to 22 carbon atoms, A represents CH2-, COO- or CONH- bond, each M independently represents alkyl group having 1 to 6 carbon atoms, OH group or benzyl group, Y represents alkyl or alkenyl group having 1 to 20 carbon atoms, (CH2CH2O)r-H group (wherein r is an integer of 1 to 30), each m and n is an integer of 1 to 4, R3 is an integer of 1 to 8, each p and q independently represents an integer of 0 to 3 provided that p+q is 1 to 3.

Description

Fabric softener composition

[Industrial use]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a fabric softener composition, and more particularly, to a fabric softener composition having excellent biodegradability and excellent adsorption to various fibers.

[Prior art]

Cationic flexible components of common household fabric softeners include cationic dialkyldimethyl ammonium salts and dialkylamido imidazolinium salts, as reported in the American Petrochemical Association JAOCS 61, 367 (1984) and 65, 1682 (1988). Alkyl amido ammonium salts are the most used. Cationic surfactants such as dialkyl dimethyl ammonium salts, dialkyl amido imidazolinium salts, and dialkyl amido ammonium salts have excellent properties of high flexibility and antistatic effects. However, these cationic surfactants such as dialkyl dimethyl ammonium salt, dialkyl amido imidazolinium salt, and dialkyl amido ammonium salt are poor in water dispersion solubility and emulsion dispersion stability, resulting in deterioration of product quality due to increased viscosity or gelation over time. There are many cases, especially the problem of poor biodegradability.

Accordingly, since the 1990s, dialkyl ester ammonium salts, dialkyl ester imidazonium salts, dialkyl amido ester ammonium salts and dialkyl betaine ester ammonium salts having excellent water dispersibility and emulsion dispersion stability and improved biodegradability are It is widely used as a cationic flexible component in phosphorus fabric softener products (Tenside surf. Det., 30, 186 (1993)). However, cationic surfactants such as dialkyl ester ammonium salts, dialkyl ester imidazolinium salts, dialkyl amido ester ammonium salts and dialkyl betaine ester ammonium salts have insufficient adsorptive power to various fibers and thus have a softening effect or an antistatic effect at low concentrations. There is a problem that is significantly reduced. In addition, in the high concentration product of more than 30% by weight there is a problem that the emulsion dispersion stability is significantly poor and the adsorption power is also sharply reduced.

U.S. Pat. No. 5,427,697 describes a biodegradable, fabric softener composition comprising 20 to 80% by weight of bisdialkylester imidazolinium salts. The composition is improved in water dispersion solubility at low temperature and is suitable as a composition of high concentration products, but it is difficult to be used as a main component of the flexible component in less than 20% by weight of the fabric softener. In addition, when the fiber softening treatment at a low concentration of 20 to 40 ppm, there is a problem that the adsorption force is insufficient to lack the softening effect and the antistatic effect.

The present invention is to solve the above problems, an object of the present invention is to provide a fabric softener composition which is excellent in biodegradability and can impart a high flexibility effect and an antistatic effect to the fiber even at low fiber casting treatment concentration. .

Another object of the present invention is to provide a low concentration or high concentration of fabric softener composition excellent in emulsion dispersion stability even in a wide temperature range.

[Means for solving the problem]

In order to achieve the above object, the present invention is a cationic flexible component having a molecular weight of 400 to 1,500 bisalkyl ester diammonium salt compound of formula (1); And it provides a fabric softener composition comprising a polyglycol ether of the formula (2) having a molecular weight of 100 to 200 as an emulsion dispersion solubilizer.

[Formula 1]

[Formula 2]

Wherein R ₁ and R ₂ each independently represent a saturated or unsaturated straight or branched chain alkyl or alkenyl group having 8 to 22 carbon atoms, A represents a CH ₂ -or COO-, CONH- bond group, and M represents a carbon number An alkyl group of 1 to 6 or an OH group or a benzyl group, Y represents an alkyl or alkenyl group having 1 to 20 carbon atoms, a (CH ₂ CH ₂ O) _r -group where r is an integer of 1 to 30, m and n each independently represents an integer of 1 to 4, R ₃ represents an integer of 1 to 8 carbon atoms, p and q are each independently an integer of 0 to 3, provided that p + q is 1 to 3)

Hereinafter, the present invention will be described in more detail.

The fabric softener composition of the present invention is a cationic flexible component of 2 to 60% by weight of a bisalkyl ester diammonium compound having a molecular weight of 400 to 1,500 and a molecular weight of 100 to 200 represented by the formula (2) as an emulsifying dispersion solubilizer. 0.5 to 30 weight percent of glycol ethers.

[Formula 1]

[Formula 2]

Wherein R ₁ and R ₂ each independently represent a saturated or unsaturated straight or branched chain alkyl or alkenyl group having 8 to 22 carbon atoms, A represents a CH ₂ -or COO-, CONH- bond group, and M represents a carbon number An alkyl group of 1 to 6 or an OH group or a benzyl group, Y represents an alkyl or alkenyl group having 1 to 20 carbon atoms, a (CH ₂ CH ₂ O) _r -group where r is an integer of 1 to 30, m and n each independently represents an integer of 1 to 4, R ₃ represents an integer of 1 to 8 carbon atoms, p and q are each independently an integer of 0 to 3, provided that p + q is 1 to 3)

The bisdialkyl ester ammonium salt compound of Formula 1, which is included as a cationic flexible component in the fabric softener composition of the present invention, is a compound derived from the reaction of a diamine with a higher fatty acid and a chloroalcohol compound. This bisdialkyl ester ammonium salt compound can be easily biodegraded by microorganisms by the presence of at least one ester bond group in the molecule. In addition, due to the bis bonds in the molecule, it has a divalent cationic property, thereby increasing the electrostatic adsorption force by various fibers and exhibiting good water solubility so that the monovalent cationic used at the conventional fiber casting treatment concentration of about 45 ppm. It exhibits a high flexibility effect with excellent resilience even at a fiber softening concentration of 20-40 ppm, which is significantly lower than the softening components. At the same time, it exhibits excellent antistatic effect even under low humidity.

In the fabric softener composition of the present invention, it is preferable to contain 2 to 60% by weight of the bisdialkyl ester diammonium salt compound of formula 1 as the cationic softening component, but most preferably 2.5 to 7% by weight for the low concentration of the fabric softener. In the case of high concentration products, 12 to 45% by weight is preferable. Further, a compound having a molecular weight of 400 to 1,500, preferably in the range of 550 to 1,200, exhibits physical stability and proper performance. If the molecular weight is less than 400, the adsorption force on various fibers is rapidly reduced, so that the softening effect and the antistatic effect are poor, thereby losing the value as a product. In addition, when the molecular weight exceeds 1,500, the adsorption force to the fiber is improved, but the texture to the fiber worsens and causes yellowing or discoloration of the fiber.

In addition, the polyglycol ether compound as the emulsion dispersion stabilizer of the cationic flexible component of the present invention not only imparts physical stability over a wide temperature range and improves freezing stability especially at low temperatures, but also uniformly distributes the cationic flexible component during rinsing. It exhibits a synergistic effect by improving acidity and improving the adsorption power to the fiber.

As the emulsion dispersion solubilizer of the present invention, it is preferable to contain 0.5 to 30% by weight of the polyglycol ether compound of the formula (2), but more preferably 1 to 25% by weight. If the content is less than 0.5% by weight, the emulsion dispersion stability is significantly lowered and freezes or gels at low temperature, which may cause fatal damage to the product. Falling out and rather reducing biodegradability not only makes it unsuitable for the purposes of the present invention but also adversely affects the quality of the product.

As such, the fabric softener composition of the present invention essentially contains the compounds of Formula 1 and Formula 2, so that the content of the cationic flexible component in the low concentration of 2 to 10% by weight and the high concentration of 10 to 60% by weight of the high-density physical properties It is easy to provide this excellent fabric softener. In addition, the fabric softener composition of the present invention can exhibit a high resilience and antistatic effect excellent in resilience to the fiber even at low fiber softening concentration of 20 to 40 ppm or less due to the excellent adsorption properties and bis bonds, in particular It is an environmentally friendly household fabric softener because ester linkages are easily biodegraded by microorganisms in water.

In addition, in the present invention, a dialkyl ester ammonium salt or di-ester having excellent biodegradability having at least one ester linking group in a molecule among known cationic flexible components for the purpose of enhancing the softening effect and the antistatic effect as a component other than the present invention. A small amount of compounds, such as alkyl ester imidazolinium salt and dialkyl amido ester ammonium salt, can be contained. Such compounds can be used in a limited amount of mixing within a range that does not affect the biodegradability and does not affect the excellent adsorptivity and emulsion dispersion stability.

In addition, nonionic surfactants or zwitterionic surfactants, which are generally used for the purpose of further improving the stability of the product over time in a wide temperature range, may be mixed in small amounts within the range not affecting the object of the present invention as an emulsion dispersion stabilizer. Can be used In addition, lower or higher alcohols such as isopropyl alcohol and ethanol, and solvents such as glycols and glycerin can be used in small amounts as solubilizers. In addition, although a small amount of compounds such as water-soluble dyes and fragrances, inoziazole glinone-based preservatives, pH and viscosity regulators, color stabilizers, triclosan and the like can be used for the purpose of improving the product quality, the purpose or product of the present invention It should be within the range that does not affect the stability of properties over time.

EXAMPLE

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

(Examples 1 to 6 and Comparative Examples 1 to 5)

Each component of the composition shown in Table 1 was mixed to prepare a low concentration general fabric softener composition.

TABLE 1

Low concentration general fabric softener composition

(Unit: weight%)

* Note: 1) EO-3: 3 mol addition compound of ethylene oxide.

2) Nonionic Surfactants: Surfactants for known emulsifying dispersants such as ethylene oxide adducts of fatty acid esters, ethylene oxide adducts of fatty alcohol ethers, sorbitan fatty acid esters or ethylene oxide adducts thereof and alkylpolyglycosides, etc. Compound of

3) Amphoteric surfactant: It is a compound such as alkylamino betaine and alkylaminooxide as an amphoteric surfactant for use in a known emulsion dispersant.

4) Solvents: Solvents for the use of known solubilizers, lower alcohols such as isopropyl alcohol and ethanol, and compounds such as glycols and glycerin.

5) Other additives: Known organic or inorganic salts, preservatives such as innozazole glinone-based, sterilizing components such as triclosan (manufactured by Ciba Specialty Chemicals), water-soluble dyes and flavors such as FD & C Blue No.1, color stabilizers, fluorescent Compounds such as brighteners.

(Examples 7 to 12 and Comparative Examples 6 to 10)

For each of the components of the composition shown in Table 2, a high concentration concentrated fabric softener composition was prepared.

TABLE 2

High Density General Softener Composition

(Unit: weight%)

* Note: 1) EO-5: 5 mole addition compound of ethylene oxide.

2) Nonionic Surfactants: Surfactants for known emulsifying dispersants such as ethylene oxide adducts of fatty acid esters, ethylene oxide adducts of fatty alcohol ethers, sorbitan fatty acid esters or ethylene oxide adducts thereof and alkylpolyglycosides, etc. Compound of

3) Amphoteric surfactant: It is a compound such as alkylamino betaine and alkylaminooxide as an amphoteric surfactant for use in a known emulsion dispersant.

4) Solvents: Solvents for the use of known solubilizers, lower alcohols such as isopropyl alcohol and ethanol, and compounds such as glycols and glycerin.

5) Other additives: known organic or inorganic salts, preservatives such as innozazole glinone, sterilizing components such as triclosan (manufactured by Ciba Specialty Chemicals), water-soluble dyes and flavorings such as FD & C Blue No.1, color stabilizers, fluorescent Compounds such as brighteners.

The compositions prepared by the methods of Examples 1 to 12 and Comparative Examples 1 to 10 were tested to compare the flexibility, the rebound elasticity and the antistatic property of each fiber after the softening treatment. Biodegradability test was performed as follows.

(1) flexibility and resilience test method

① Flexibility test method

The commercial 100% cotton towel was washed repeatedly with a washing machine as a general detergent five times, followed by dehydration and drying. The composition of Examples 1-12 and Comparative Examples 1-10 was used to determine the net material content of the cationic flexible component at 25 ppm and 35 ppm, respectively. After the fiber softening treatment in rinse water diluted to the treatment concentration, and naturally dried for 24 hours, an experienced panelist performs a sensory evaluation test on a five-point scale and repeated three or more times to evaluate the softening effect as the average value. It was. Evaluation criteria are shown in Table 3 below, and the results are shown in Tables 8 to 9 below.

② Resilience test method

10 sheets of cotton towels treated with fabric softening in the same manner as the above flexibility test were naturally dried for 24 hours, then stacked in the same form at a constant temperature and humidity condition of 20 ° C. and 60% relative humidity, and left for 24 hours, followed by 1 minute for 30 minutes. The height of the towel recovered after 5 minutes after applying the load of kg was measured, and this was repeated three or more times to evaluate the rebound elastic effect as the average value. Evaluation criteria are shown in Table 3 below, and the results are shown in Tables 8 to 9 below.

TABLE 3

Evaluation judgment standard

Softness effect (scale) Less than 3.0 3.0 to 4.0 4.0 to 4.5 4.5 to 5.0 Resilience effect (cm) Less than 5 5 to 10 11-15 More than 15 Judgment result × △ ○ ◎

(2) antistatic test

① Friction counter voltage measurement

White polyester (PET) cloth and white nylon cloth (manufactured by Korea Apparel Testing Institute) for dyeing fastness test of KS K-0905 were prepared using the composition of Examples 1-12 and Comparative Examples 1-10, and the net material content of cationic flexible component was 30 Put in diluted rinse water at each treatment concentration in ppm and soften the fiber, and then conditioned at 20 ℃ × 40% relative humidity for 24 hours, and then use KS K-0555B method using a Rotary Static Tester tester manufactured by DAIEI KAGAKU, Japan. The frictional electrification voltage was measured repeatedly three or more times to calculate the average value. Evaluation criteria are shown in Table 4 below, and the results are shown in Tables 8 to 9.

TABLE 4

Evaluation judgment standard

(Unit: Volt)

Back polyester cloth Less than 500 500-1,000 1,000-1,500 Over 1,500 White nylon cloth Less than 600 600-1,200 1,200-1,800 Over 1,800 Judgment result ◎ ○ △ ×

② Half-life measurement

Fibrous flexible treatment was carried out in the same manner as the test conditions of the frictional high voltage measurement. Using a static voltmeter test device manufactured by Rothechilds, Switzerland, the static charge leakage rate was repeatedly measured three or more times as a half-life according to the KS K-0555C method. Calculated. Evaluation criteria are shown in Table 5 below, and the results are shown in Tables 8 to 9 below.

TABLE 5

Evaluation judgment standard

(Unit: Sec)

Back polyester cloth Less than 5 5-50 50 to 500 More than 500 White nylon cloth Less than 5 5-50 50 to 500 More than 500 Judgment result ◎ ○ △ ×

(3) emulsion dispersion stability and physical property stability test

After the compositions of Examples 1-12 and Comparative Examples 1-10 were prepared at an initial concentration of 100 cps or less, the emulsion dispersion stability over time for each temperature was evaluated by a sensory test and at the same time -15 ° C x 12 hours under low temperature, The thaw viscosity after freezing three times was measured to evaluate the stability of physical properties over time. Evaluation criteria are shown in Table 6 below, and the results are shown in Tables 8 to 9 below.

TABLE 6

Evaluation judgment standard

(Unit: Sec)

Emulsion dispersion stability Appearance (5 ℃) Stable for less than 4 weeks 4-8 weeks stable 9-15 weeks stable Stable for over 16 weeks Appearance (25 ℃) Stable for less than 4 weeks 4-10 weeks stable 11 to 19 weeks stable More than 20 weeks stable Appearance (50 ℃) Less than 1 week stable 1-3 weeks stable 4-7 weeks stable Stable for over 8 weeks Jingxian Thawing viscosity (cps) Gel (over 1000) 1000-500 500-200 200 or less Judgment result × △ ○ ◎

4) Biodegradability Test

Test method of OECD 301D Closed Bottle Test after 5 ppm of the composition of Examples 1-12 and Comparative Example 1-10 and the secondary effluent of the inorganic nutrient salt and sewage treatment plant at an initial concentration of 1 ml per liter. According to (OECD Guideline for Testing of chemicals (1993)), the final biodegradability was measured in a BOD incubator at 20 ° C. for 28 days and evaluated for Readily Biodegradable. Evaluation criteria are shown in Table 7 below, and the results are shown in Tables 8 to 9 below. In the following Table 7, Pass level refers to a criterion for determining the biodegradation when the biodegradability is 60% or more after 28 days in the OECD 301D biodegradability method.

TABLE 7

Pass level Biodegradability Biodegradability Judgment result Less than 60% No × Over 80% Yes ◎

Evaluation results tested for each Example of the present invention by each test method as described above are shown in Tables 8 to 9, respectively.

TABLE 8

Test Evaluation Results of Low Concentration General Softener Composition

TABLE 9

Test Evaluation Results of High Concentration General Softener Composition

As a result of the comparative tests of Tables 8 and 9 tested on the respective compositions of the Examples of the present invention, the Examples compositions 1 to 6 and 7 to 12 of the present invention are not only superior in biodegradability compared to the compositions of the respective Comparative Examples, but also unique. It has a remarkable softening effect, resilience and antistatic effect. In addition, it was confirmed that the fabric softener composition of the present invention maintains excellent emulsion dispersion stability and physical stability over time.

As described above, the fabric softener composition of the present invention is excellent in biodegradability, excellent in high-flammability effect, rebound elasticity and antistatic effect. In addition, the fabric softener composition of the present invention has excellent emulsion dispersion stability and physical stability over time. Therefore, the low and high concentrations of the fabric softener composition according to the present invention exhibits excellent performance, product stability and biodegradability even at low fiber casting treatment concentrations, so it is considered that the possibility of providing another opportunity of new product value is very high.

Claims (3)

Bisalkyl ester diammonium salt compound of Formula 1 having a molecular weight of 400 to 1,500 as a cationic flexible component; And Polyglycol ether of formula 2 having a molecular weight of 100 to 200 as an emulsion dispersion solubilizer Fabric softener composition comprising: [Formula 1] [Formula 2] Wherein R ₁ and R ₂ each independently represent a saturated or unsaturated straight or branched chain alkyl or alkenyl group having 8 to 22 carbon atoms, A represents a CH ₂ -or COO-, CONH- bond group, and M represents 1 carbon atom Alkyl group or OH group, benzyl group, Y represents an alkyl group or alkenyl group having 1 to 20 carbon atoms, (CH ₂ CH ₂ O) _r -group (where r is an integer of 1 to 30), m and n Each independently represents an integer of 1 to 4, R ₃ represents an integer of 1 to 8 carbon atoms, p and q are each independently an integer of 0 to 3, provided that p + q is 1 to 3. The method of claim 1, The content of the bisalkyl ester diammonium salt compound of Formula 1 is 2 to 60% by weight relative to the total weight of the fabric softener composition. The method of claim 1, The content of the polyglycol ether compound of Formula 2 is 0.5 to 30% by weight relative to the total weight of the fabric softener composition.