KR20040056337A - Fabric softener composition - Google Patents

Abstract

PURPOSE: A fabric softener composition is provided, to improve softness, antistatic property, absorption, dispersion stability, storage stability, biodegradability and water dispersion. CONSTITUTION: The fabric softener composition comprises 1-30 wt% of an amido ammonium salt represented by the formula 1; 0.1-30 parts by weight of an anionic surfactant based on 100 parts by weight of the amido ammonium salt; and 0.1-30 parts by weight of a dispersion stabilizer based on 100 parts by weight of the amido ammonium salt, wherein R1 is a linear or branched alkyl or alkenyl group of C7-C21 or their mixed group; R2 is a linear or branched alkyl or alkenyl group of C1-C21 or their mixed group; X is CH3, (CH2)mOH, (CH2)mOCOR3, (CH2)mNH2 or (CH2)mNHCOR3 (wherein R3 is a linear or branched alkyl or alkenyl group of C7-C21 or their mixed group, and m is an integer of 2-6); Y is H, CH2CHOHCH2OH, CH2CHOHCH2Cl, CH2CH2CN, CH2CH2COOCH3, CH2CH2COOH or CH2CH2OH; M is dimethyl sulfate or a halogen atom; and n is an integer of 2-6.

Description

Fabric softener composition {FABRIC SOFTENER COMPOSITION}

The present invention relates to a fabric softener composition, and more particularly, it has excellent adsorption ability to clothes, and is not only excellent in flexibility, antistatic effect, and water absorbency, which is a basic performance of the fabric softener, but also dispersion stability, storage stability, and biodegradation. The present invention relates to a fabric softener composition having excellent effect and excellent water dispersibility and a clear rinse water during washing.

Cationic dialkyldimethylammonium salts (JAOCS 61, 367 (1984), and 65 (10), 1682 (1988)), reported by the American Petrochemical Society, have long been used as main components of general fabric softeners. In recent years, the dialkyldimethylammonium salt has a low biodegradability, and the amount of dialkyldimethylammonium salt is decreasing, and research and application for introducing a group having a functional group capable of decomposing into an alkyl group, such as an ester or an amide, into an molecule have been actively conducted.

The fiber softener comprising a group having a functional group which can be decomposed as described above may be a cationic surfactant of amidoamine type quaternary ammonium salt, quaternary ammonium salt of amidoesteramine, imidazoline, and imidazoline ester type. Usually used a lot. As examples of these, Japanese Patent Application Laid-Open No. Hei 6-345704 discloses an amidoamine compound and a softening agent composition, and Japanese Patent Application Laid-Open Publication Hei 6-336466 uses an amidoesteramine compound and a softening agent composition. In 257372, a softening agent composition containing an imidazoline ester has been described. Japanese Unexamined Patent Application Publication No. Hei 2-1479 has described a compound for conditioning containing imidazoline. The cationic surfactants have improved biodegradability compared to cationic dialkyldimethylammonium salts, but have not been improved to a satisfactory level.

Recently, when an alkyl group, which is a lipophilic moiety in a cationic surfactant molecule, contains a functional group that is easily decomposed, such as an ester group, its biodegradability is the aforementioned conventional dimethyldialkyl ammonium chloride, amide quaternary ammonium salt, and imidazoline It has been reported to be very good compared to cationic surfactants (Tenside Surfactant Detergent, 1993, 30, 186-191). Accordingly, various derivatives of quaternary ammonium salts having ester groups in the molecule have been developed and commercialized. As a representative example of commercialization, WO 94/07978 discloses a softener and a hair protector using a quaternary cationic surfactant derived from triethanolamine, and WO 93/23510 discloses two hydrophobic groups. A concentrated fibrous softener and a biodegradable fibrous softener composition using a cationic surfactant having an ester bond are disclosed. International Publication No. 92/15745 discloses an imidazoline or imidazoline ester type fatty alcohol ethoxylate. Disclosed is a concentrated fabric softener composition. In addition, International Patent Publication No. 94/14935 discloses a concentrated fiber softener dispersant composition comprising a quaternary ammonium compound prepared from triethanolamine and a fatty acid, and International Patent Publication No. 94/13772 is a fourth-class having an ester group in a molecule. A highly concentrated fabric softener composition using a small amount of an ammonium compound and a nonionic dispersant is disclosed.

However, the quaternary ammonium salts containing an ester group in the molecule have a low dispersibility in water, and in order to maintain product stability for a long time, a large amount of compounds such as glycerin, lower alcohols, and nonionic dispersants are used. As a result, there is a problem that the basic performance inherent to the quaternary ammonium salt is lowered.

Japanese Patent Application Laid-Open Nos. Hei 3-295855, Hei 4-208964, Hei 4-267468, Hei 4-28023, and Hei 4-6984 have amido ester tertiary amines and quaternary salts with excellent water dispersibility. A fiber softener having a main component thereof is disclosed, and the fiber softeners have a problem of poor storage stability at high temperature.

Therefore, there is a need for further studies on fabric softeners capable of improving the dispersion stability, storage stability, and biodegradation effect while maintaining the basic performance of quaternary ammonium salts.

In order to solve the problems of the prior art as described above, the present invention is excellent in the adsorption capacity for the clothing, as well as excellent flexibility, antistatic effect, and absorbency which is a basic function of the fabric softener, at the same time dispersion stability, storage stability, and biodegradation effect It is an object of the present invention to provide a fabric softener composition having excellent water dispersibility and excellent rinsing water during washing.

In order to achieve the above object, the present invention is a fiber softener composition comprising 1 to 30% by weight of amido ammonium salt represented by the following formula (1), based on 100 parts by weight of the amido ammonium salt

a) 0.1 to 30 parts by weight of anionic surfactant; or

b) 0.1 to 30 parts by weight of dispersion stabilizer

It provides a fabric softener composition comprising:

[Formula 1]

In the formula of Formula 1,

R ¹ is a linear or branched alkyl group having 7 to 21 carbon atoms, an alkenyl group, or a group consisting of one or more thereof mixed,

R ² is a linear or branched alkyl group having 1 to 21 carbon atoms, alkenyl group, or a group consisting of at least one of these mixed,

X is CH ₃ , (CH ₂ ) _m OH, (CH ₂ ) _m OCOR ³ , (CH ₂ ) _m NH ₂ , or (CH ₂ ) _m NHCOR ^3, where R ³ is a straight chain having 7 to 21 carbon atoms, or Branched alkyl groups, alkenyl groups or groups of one or more thereof mixed together, m is an integer from 2 to 6),

Y is hydrogen, CH ₂ CHOHCH ₂ OH, CH ₂ CHOHCH ₂ Cl, CH ₂ CH ₂ CN, CH ₂ CH ₂ COOCH ₃ , CH ₂ CH ₂ COOH, or CH ₂ CH ₂ OH,

M is dimethylsulfate or a halogen element,

n is an integer of 2-6.

Hereinafter, the present invention will be described in detail.

The inventors of the present invention have been studying fiber softeners that can improve the dispersion stability, storage stability, and biodegradation effect while maintaining the intrinsic performance of quaternary ammonium salts, and after reacting and tertiary fatty acid and amine, dimethyl sulfate Or by adding an anionic surfactant or dispersion stabilizer to a fabric softener composition prepared by quaternization with an alkyl halide and containing amido ammonium salt having an amide group and a hydroxyl group in a molecule thereof, and thus, a fabric softener is excellent. Thus, not only the flexibility, the antistatic effect, and the water absorbency, which are basic functions of the fabric softener, but also excellent dispersion stability, storage stability, biodegradation effect, and water dispersibility, and based on this, the present invention was completed.

The fabric softener composition of the present invention is characterized in that it comprises an amido ammonium salt represented by the formula (1) having an amide group and a hydroxyl group in a molecule, and an anionic surfactant or dispersion stabilizer.

In the amido ammonium salt represented by the formula (1) used in the present invention, R ² is a group consisting of a linear or branched alkyl group having 1 to 21 carbon atoms, an alkenyl group, or a mixture of one or more thereof, and the carbon number of R ² If it is less than 1, the adsorption effect on clothes may not be sustained, and it may easily fall off, which may lower the softening effect and the antistatic effect. If the carbon number exceeds 21, the clothes may have a soft or excessive softening effect. There is a problem.

Amido ammonium salt represented by the formula (1) is prepared by the method of Scheme 1 to react the fatty acid and amine, and then tertiated using a tertiary agent, and then quaternized with dimethyl sulfate or alkyl halide.

Scheme 1

In the above scheme,

R ¹ is a linear or branched alkyl group having 7 to 21 carbon atoms, an alkenyl group, or a group consisting of one or more thereof mixed,

R ² is a linear or branched alkyl group having 1 to 21 carbon atoms, alkenyl group, or a group consisting of at least one of these mixed,

X is CH ₃ , (CH ₂ ) _m OH, (CH ₂ ) _m OCOR ³ , (CH ₂ ) _m NH ₂ , or (CH ₂ ) _m NHCOR ^3, where R ³ is a straight chain having 7 to 21 carbon atoms, or Branched alkyl groups, alkenyl groups or groups of one or more thereof mixed together, m is an integer from 2 to 6),

Y is hydrogen, CH ₂ CHOHCH ₂ OH, CH ₂ CHOHCH ₂ Cl, CH ₂ CH ₂ CN, CH ₂ CH ₂ COOCH ₃ , CH ₂ CH ₂ COOH, or CH ₂ CH ₂ OH,

Z is dimethylsulfate or alkyl halide,

M is dimethylsulfate or a halogen element,

n is an integer of 2-6.

Amido ammonium salt represented by the formula (1) is preferably contained in 1 to 30% by weight in the fabric softener composition. When the content is less than 1% by weight, it is not possible to satisfy the softening effect or the antistatic effect of various clothes, and when it exceeds 30% by weight, there is a problem in that the emulsion stability and freezing stability are poor.

The anionic surfactant used in the present invention is used as an emulsion dispersion stabilizer.

The anionic surfactants include alkyl sulfonates of 6 to 24 carbon atoms, alkyl ether sulfonates of 6 to 24 carbon atoms, alkyl ester sulfonates of 6 to 24 carbon atoms, sodium xylene sulfonates of 6 to 24 carbon atoms, and 6 to 24 carbon atoms. Ammonium lauryl sulfate, alkyl amido ether sulfate having 8 to 30 carbon atoms, alkyl sulfate having 6 to 24 carbon atoms, alkyl ether sulfate having 6 to 24 carbon atoms, alkyl ether carboxylate having 6 to 24 carbon atoms, and having 6 to 24 carbon atoms Sulfosuccinate, anionic alkyl polyglycosides having 6 to 24 carbon atoms, and the like can be used.

In particular, the anionic surfactant is preferably used a compound represented by the following formula (2) or formula (3), for example, alkyl sulfonate of 6 to 12 carbon atoms, alkyl ether sulfonate of 6 to 12 carbon atoms, 6 And alkyl ester sulfonates having ˜12, alkyl sulfates having 6 to 14 carbon atoms, alkyl ether sulfates having 6 to 14 carbon atoms, and the like.

[Formula 2]

[Formula 3]

In the formula (2) and formula (3),

Each R is independently a linear or branched alkyl group having 1 to 10 carbon atoms, an alkenyl group, or a group of at least one of them mixed,

Each X is independently a group consisting of sodium, sodium sulfonate, carboxylate, a linear or branched alkyl group having 1 to 10 carbon atoms, an alkenyl group, or a mixture of one or more thereof,

Each Y is independently a hydroxyl group or sodium sulfonate.

The anionic surfactant is preferably included in 0.1 to 30 parts by weight based on 100 parts by weight of the amido ammonium salt. If the content is less than 0.1 parts by weight does not have an effect as a dispersion stabilizer, if it exceeds 30 parts by weight to form a complex (complex) with the amido ammonium salt, a cationic flexible component to offset some of the cationic flexible component It serves to prevent the cationic flexible component from being adsorbed to the clothing, thereby inhibiting the softening effect, there is a problem that the phase stability of the product is lowered.

The dispersion stabilizer used in the present invention is a lower alcohol or glycol having 1 to 8 carbon atoms, higher alcohols having 12 to 20 carbon atoms, higher fatty acids having 12 to 20 carbon atoms, urea, magnesium chloride, sodium chloride, calcium chloride, sodium nitrate, etc. Can be used. In particular, higher fatty acids such as hexylene glycol, trimethylpentanediol, lauryl myristyl mixed alcohol, oleyl alkyl composition alcohol, cetyl stearyl mixed composition alcohol, lauryl acid, or oleic acid are preferably used.

The dispersion stabilizer is preferably included in 0.1 to 30 parts by weight based on 100 parts by weight of the amido ammonium salt. If the content is less than 0.1 parts by weight, there is a problem that the stability is inhibited, if it exceeds 30 parts by weight there is a problem that the softening effect is lowered, causing unnecessary cost increase.

In addition, the fabric softener composition of the present invention may further include a higher alkyl amine surfactant as an emulsion dispersion stabilizer, if necessary.

Tertiary amines may be used as the higher alkyl amine surfactant, and it is particularly preferable to use a triethanolamine or a higher alkyl amine surfactant represented by the following general formula (4) or (5).

[Formula 4]

[Formula 5]

In the formula (4) and formula (5),

R is each independently a linear or branched alkyl group having 10 to 18 carbon atoms, an alkenyl group, or a group formed by mixing one or more thereof.

The higher alkyl amine-based surfactant is preferably included in 0.1 to 30 parts by weight based on 100 parts by weight of the amido ammonium salt. If the content is less than 0.1 parts by weight, there is no effect as a stabilizer, if it exceeds 30 parts by weight there is a problem that the physical properties of the product is lowered, causing unnecessary cost increase.

In addition, the fabric softener composition of the present invention may further include additives such as fragrances, preservatives, fungicides, optical brighteners, pigments, antioxidants, or antifoaming agents generally used as additives of the fabric softener, the content of In order not to affect the product stability, it is preferable to include 0.1 to 3 parts by weight of the fabric softener composition.

The fabric softener composition of this invention which consists of such a component contains the remainder of an aqueous solvent other than the said component.

In general, the basic content of the net softener in the general product is 3 to 12% by weight, and most of the concentrated product is 10 to 30% by weight, but converted to the standard use concentration that is softly treated to various fibers during rinsing after washing. The same concentration of 0.7 mL of fabric softener net per liter of wash water is used for both general and concentrated products.

Hereinafter, preferred examples are provided to help understanding of the present invention, but the following examples are merely to illustrate the present invention, and the scope of the present invention is not limited to the following examples.

EXAMPLE

Example 1

156 g (1.5 mol) of 2- (2-aminoethylamino) ethanol and 400 g (1.5 mol, average molecular weight 267) in a four-necked flask equipped with a mechanical stirrer, thermometer, condenser and distillation unit ) Was added, and amidation was carried out for 5 hours while removing water generated during the reaction at a temperature of 165 ° C. at normal pressure. After the reaction was completed, the total amine value was 104%, the tertiary amine value was 8%, and the acid value was 4%. Analysis of the reactants is described in A.O.C.S. The amine value and acid value were measured by the method (Official Method Te 2a-64, 1987), 265 g of ethanol was added to the amidoesteramine thus prepared, and 133 g of epichlorohydrin was slowly added dropwise, for 2 hours. At this time, the total amine value was 72%, by adding 140 g of the corresponding amount of dimethyl sulfate to proceed the reaction at a temperature of 65 ℃ for 3 hours and then quaternized to terminate the reaction represented by the formula 1a The ammonium salt was also prepared.

[Formula 1a]

(And wherein R, R ¹ is a fatty acid alkyl composition with a carbon number of 16 ~ 18, R ² is CH _3, X is (CH ₂₎ and _m OH, and Y is CH ₂ CHOHCH ₂ Cl, M is CH ₃ SO ₄ ^- N is 2)

Example 2

Four-necked flask equipped with a mechanical stirrer, thermometer, condenser and distillation unit, 104 g (1.0 mol) of 2- (2-aminoethylamino) ethanol and 408 g (1.5 mol, average molecular weight 267) of stearic acid Amidation was carried out for 2 hours while refluxing the water produced during the reaction at 102-130 ° C. After the reaction, the total amine value was 90%, the tertiary amine value was 10%, and the secondary amine value was 80%. Analysis of the reactants is described in A.O.C.S. The amine value and acid value were measured by the method (Official Method Te 2a-64, 1987), 60 g of ethanol was added to the prepared amidoesteramine, and 74 g of epichlorohydrin was slowly added dropwise, followed by reaction for 1 hour. The reaction was terminated by neutralizing with 97 g of hydrochloric acid (35%) to prepare an amido ammonium salt represented by the following Chemical Formula 1b.

[Formula 1b]

(Wherein R ¹ is a C16-18 fatty acid alkyl composition, X is (CH ₂ ) _m OH, Y is CH ₂ CHOHCH ₂ Cl, Z is HCl, n is 2)

Example 3

Amido ammonium represented by the formula 1a prepared in Example 1 6% by weight, 0.5% by weight of higher fatty alcohol (ROH, wherein R is oleylalkyl composition) and a higher fatty acid (RCOOH, where R is oleic acid residue ) A fiber softener composition was prepared by uniformly mixing 0.5% by weight, 1% by weight of an amine surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, a preservative, an antifoaming agent, and a residual amount of water.

Example 4

Amido ammonium 6 wt% represented by Formula 1a prepared in Example 1, 1% by weight of a higher fatty alcohol (ROH, wherein R is oleylalkyl composition) as a dispersion stabilizer, an amine-based surfactant having 10 to 18 carbon atoms 1 A fiber softener composition was prepared by uniformly mixing the weight percent, an appropriate amount of flavor, a preservative, an antifoaming agent, and a residual amount of water.

Example 5

Amido ammonium 6 wt% represented by Formula 1a prepared in Example 1, 1% by weight of a higher fatty alcohol (ROH, where R is lauryl myristyl mixed composition) as a dispersion stabilizer, an amine-based interface having 10 to 18 carbon atoms A fiber softener composition was prepared by uniformly mixing 1% by weight of the active agent, an appropriate amount of fragrance, a preservative, an antifoaming agent, and a residual amount of water.

Example 6

6% by weight of amido ammonium represented by Formula 1a prepared in Example 1, a higher fatty alcohol (ROH, where R is lauryl myristyl mixture) as a dispersion stabilizer, and a higher fatty acid (RCOOH, where R is Oleic acid residue) 0.5% by weight, 1% by weight of amine-based surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, preservative, antifoaming agent, and the remaining amount of water were uniformly mixed to prepare a fabric softener composition.

Example 7

6% by weight of amido ammonium represented by Formula 1a prepared in Example 1, 0.5% by weight of higher fatty alcohol (ROH, wherein R is oleylalkyl composition) and higher fatty acid (RCOOH, where R is laurin) Acid residue) 0.5% by weight, 1% by weight of amine-based surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, preservative, antifoaming agent, and residual amount of water were uniformly mixed to prepare a fabric softener composition.

Example 8

Amido ammonium represented by the formula (1a) prepared in Example 1 6% by weight, 0.5% by weight of higher fatty acids (RCOOH, where R is lauric acid residue) as a dispersion stabilizer and higher fatty acids (RCOOH, where R is oleic acid residue) A fiber softener composition was prepared by uniformly mixing 0.5% by weight, 1% by weight of an amine surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, a preservative, an antifoaming agent, and a residual amount of water.

Example 9

6% by weight of amido ammonium represented by Formula 1a prepared in Example 1, a higher fatty alcohol (ROH, where R is lauryl myristyl mixture) as a dispersion stabilizer, and a higher fatty acid (RCOOH, where R is Lauric acid residue) 0.5% by weight, 1% by weight of amine-based surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, preservative, antifoaming agent, and residual amount of water were uniformly mixed to prepare a fabric softener composition.

Example 10

6% by weight of amido ammonium represented by Formula 1a prepared in Example 1, 1% by weight of alkyl ether sulfate having 1 to 14 carbon atoms as anionic surfactant, 1% by weight of amine-based surfactant having 10 to 18 carbon atoms, and an appropriate amount The fragrance, preservative, antifoaming agent, and the remaining amount of water were uniformly mixed to prepare a fabric softener composition.

Example 11

6% by weight of amido ammonium represented by Formula 1a prepared in Example 1, 1% by weight of alkyl ether sulfonate having 1 to 10 carbon atoms as anionic surfactant, 1% by weight of amine surfactant having 10 to 18 carbon atoms, An appropriate amount of fragrance, preservative, antifoaming agent, and residual amount of water were uniformly mixed to prepare a fabric softener composition.

Example 12

6% by weight of amido ammonium represented by Formula 1a prepared in Example 1, a higher fatty alcohol (ROH, where R is lauryl myristyl mixture) as a dispersion stabilizer, and a higher fatty acid (RCOOH, where R is Lauric acid residue) 0.5% by weight, 1% by weight of alkyl ether sulfonate having 1 to 10 carbon atoms as anionic surfactant, 1% by weight of amine surfactant having 10 to 18 carbon atoms, appropriate amount of fragrance, preservative, and antifoaming agent, and The remaining amount of water was uniformly mixed to prepare a fabric softener composition.

Example 13

6% by weight of amido ammonium represented by Formula 1a prepared in Example 1, a higher fatty alcohol (ROH, where R is lauryl myristyl mixture) as a dispersion stabilizer, and a higher fatty acid (RCOOH, where R is Lauric acid residue) 0.5 wt%, an appropriate amount of fragrance, preservative, antifoaming agent, and the remaining amount of water were uniformly mixed to prepare a fabric softener composition.

Example 14

6% by weight of amido ammonium represented by Formula 1a prepared in Example 1, 1% by weight of alkyl ether sulfonate having 1 to 10 carbon atoms as the anionic surfactant, an appropriate amount of fragrance, preservative, and antifoaming agent, and residual amount of water The mixture was uniformly prepared to prepare a fabric softener composition.

Example 15

6% by weight of amido ammonium represented by Chemical Formula 1b prepared in Example 2, a higher fatty alcohol (ROH, where R is lauryl myristyl mixed composition) as a dispersion stabilizer, and a higher fatty acid (RCOOH, where R is Oleic acid residue) 0.5% by weight, 1% by weight of amine-based surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, preservative, antifoaming agent, and the remaining amount of water were uniformly mixed to prepare a fabric softener composition.

Example 16

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, a higher fatty alcohol (ROH, where R is lauryl myristyl mixture) as a dispersion stabilizer, and a higher fatty acid (RCOOH, where R is Lauric acid residue) 0.5% by weight, 1% by weight of amine-based surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, preservative, antifoaming agent, and residual amount of water were uniformly mixed to prepare a fabric softener composition.

Example 17

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, a higher fatty alcohol (ROH, where R is lauryl myristyl mixture) as a dispersion stabilizer, and a higher fatty acid (RCOOH, where R is Oleic acid residue) 0.5% by weight, 1% by weight of amine-based surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, preservative, antifoaming agent, and the remaining amount of water were uniformly mixed to prepare a fabric softener composition.

Example 18

6% by weight of amido ammonium represented by Chemical Formula 1b prepared in Example 2, 1% by weight of a higher fatty acid (RCOOH, wherein R is a lauric acid residue) as a dispersion stabilizer, and 1% by weight of an amine-based surfactant having 10 to 18 carbon atoms A fiber softener composition was prepared by uniformly mixing%, an appropriate amount of fragrance, a preservative, an antifoaming agent, and a residual amount of water.

Example 19

Amido ammonium represented by the formula (1b) prepared in Example 2 6% by weight, 1% by weight of higher fatty alcohol (ROH, where R is oleylalkyl composition) as a dispersion stabilizer, an amine surfactant having 10 to 18 carbon atoms 1 A fiber softener composition was prepared by uniformly mixing the weight percent, an appropriate amount of flavor, a preservative, an antifoaming agent, and a residual amount of water.

Example 20

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, 0.5% by weight of a higher fatty alcohol (ROH, wherein R is an oleylalkyl composition) and a higher fatty acid (RCOOH, where R is laurin) Acid residue) 0.5% by weight, 1% by weight of amine-based surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, preservative, antifoaming agent, and residual amount of water were uniformly mixed to prepare a fabric softener composition.

Example 21

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, 0.5% by weight of a higher fatty alcohol (ROH, wherein R is an oleylalkyl composition) and a higher fatty acid (RCOOH, wherein R is an oleic acid residue ) A fiber softener composition was prepared by uniformly mixing 0.5% by weight, 1% by weight of an amine surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, a preservative, an antifoaming agent, and a residual amount of water.

Example 22

Amido ammonium represented by the formula (1b) prepared in Example 2 6% by weight, higher fatty acids (RCOOH, where R is lauric acid residue) and higher fatty acids (RCOOH, where R is oleic acid residue) 0.5% by weight as a dispersion stabilizer 1% by weight of an amine surfactant having 10 to 18 carbon atoms, an appropriate amount of fragrance, a preservative, an antifoaming agent, and a residual amount of water were uniformly mixed to prepare a fabric softener composition.

Example 23

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, 1% by weight of alkyl ether sulfonate having 1 to 10 carbon atoms as anionic surfactant, 1% by weight of amine surfactant having 10 to 18 carbon atoms, An appropriate amount of fragrance, preservative, antifoaming agent, and residual amount of water were uniformly mixed to prepare a fabric softener composition.

Example 24

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, 1% by weight of aryl ether sulfate having 1 to 14 carbon atoms as anionic surfactant, 1% by weight of amine surfactant having 10 to 18 carbon atoms, and an appropriate amount The fragrance, preservative, antifoaming agent, and the remaining amount of water were uniformly mixed to prepare a fabric softener composition.

Example 25

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, a higher fatty alcohol (ROH, where R is lauryl myristyl mixture) as a dispersion stabilizer, and a higher fatty acid (RCOOH, where R Silver lauric acid residue) 0.5% by weight, 1% by weight of alkyl ether sulfonate having 1 to 10 carbon atoms as anionic surfactant, 1% by weight of amine surfactant having 10 to 18 carbon atoms, appropriate amount of fragrance, preservative, and antifoaming agent, And the remaining amount of water was uniformly mixed to prepare a fabric softener composition.

Example 26

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, 1% by weight of alkyl ether sulfate having 1 to 14 carbon atoms as an anionic surfactant, an appropriate amount of fragrance, preservative, antifoaming agent, and residual amount of water Uniformly mixed to prepare a fabric softener composition.

Example 27

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, a higher fatty alcohol (ROH, where R is lauryl myristyl mixture) as a dispersion stabilizer, and a higher fatty acid (RCOOH, where R is Lauric acid residue) 0.5 wt%, an appropriate amount of fragrance, preservative, antifoaming agent, and the remaining amount of water were uniformly mixed to prepare a fabric softener composition.

Comparative Example 1

6% by weight of dialkyldimethyl quaternary ammonium salt having 16 to 18 carbon atoms, 0.5% by weight of hardened castor oil ethylene oxide adduct (molecular weight 40), 0.5% by weight of ethylene glycol, suitable amount of fragrance, preservative, antifoaming agent and residual amount Water was uniformly mixed to prepare a fabric softener composition.

Comparative Example 2

6% by weight of a dialkyl ester quaternary ammonium salt having 16 to 18 carbon atoms, 0.5% by weight of hardened castor oil ethylene oxide adduct (molecular weight 40), 0.5% by weight of ethylene glycol, an appropriate amount of fragrance, preservative, and antifoaming agent, Water was uniformly mixed to prepare a fabric softener composition.

Comparative Example 3

6% by weight of oleyl imidazoline type quaternary ammonium salt, 0.5% by weight of hardened castor oil ethylene oxide adduct (molecular weight 40), 0.5% by weight of ethylene glycol, appropriate amount of fragrance, preservative, antifoaming agent, and remaining water Mixing to prepare a fabric softener composition.

Comparative Example 4

6% by weight of amido ammonium represented by Formula 1a prepared in Example 1, 0.5% by weight of hardened castor oil ethylene oxide adduct (molecular weight 40), 0.5% by weight of ethylene glycol, an appropriate amount of fragrance, preservative, and antifoaming agent, And the remaining amount of water was uniformly mixed to prepare a fabric softener composition.

Comparative Example 5

6% by weight of amido ammonium represented by Formula 1b prepared in Example 2, 0.5% by weight of hardened castor oil ethylene oxide adduct (molecular weight 40), 0.5% by weight of ethylene glycol, an appropriate amount of fragrance, preservative, and antifoaming agent, And the remaining amount of water was uniformly mixed to prepare a fabric softener composition.

Experimental Example 1

Using the fabric softener compositions prepared in Examples 3 to 27 and Comparative Examples 1 to 5, the softening effect, antistatic property, biodegradability, and stability were measured as follows.

(Flexibility effect)

First, using a standard laundry use of the general wash comparison examples 1 to 5 100% cotton towels commercially washed five times in a washing machine and then dehydrated. The rinsed water (6.7 mL / 10 wash water or 2.2 mL / 10 wash water) in which the dehydrated cotton towel was dissolved based on the standard usage of the fabric softener composition prepared in Examples 3 to 27 and Comparative Examples 1 to 5, respectively. After bathing in a bath ratio of 1:30 and 25), dehydration and conditioning were carried out at 25 ° C. and a relative humidity of 65% for 2 hours.

Then, the sensory evaluation was performed for the experienced subjects with respect to the cotton towels that were softly treated with the fabric softener compositions of Examples 3 to 27 and Comparative Examples 1 to 5, respectively. The softness effect was measured three times or more after assigning the touch degree as the softness score from 1 to 5 points, and measuring the softness effect by the average value. At this time, as the evaluation criteria for the flexibility, it was set as the pure cotton towel casted with the fabric softener composition of Comparative Example 1. Softening effect was evaluated according to Table 1 below.

Suppleness score evaluation Display 4.5 or more Very good ◎ 3.5 to 4.5 Great ○ 2.5 to 3.5 usually △ Less than 2.5 Bad ×

(Antistatic (half life measuring method))

After flexible treatment in the same manner as the softening effect measurement, and then conditioned for 24 hours at a constant temperature and humidity conditions of 25 ℃, 40% relative humidity by a KS K-0555A test method of the Swiss Voltmeter (Satic Voltmeter) After the initial voltage of 150 V was applied using the instrument, the constant voltage leakage rate was measured at a time when the voltage dropped in half, and the result was repeatedly evaluated three or more times. At this time, antistatic properties were evaluated according to Table 2 below.

Antistatic evaluation Display Leakage rate 10 seconds or less Very good ◎ Leakage rate 10 to 10 ⁴ seconds Great ○ Leakage rate 10 ⁴ to 10 ⁵ seconds usually △ Leakage rate 10 ⁵ seconds or more Bad ×

(Biodegradability)

The biodegradability was measured by the Organization for Economic Cooperation and Development 301D Closed bottle test. The test method is a test for determining whether or not biodegradation can be 60% or more within 14 days from when the sample starts to be degraded, and it is considered that the sample is readily biodegradable when a decomposition value of 60% or more is obtained.

Biodegradability was measured by testing the fabric softener composition of Examples 3 to 27, and Comparative Examples 1 to 5 at a concentration of 2 to 10 mg / L of the standard in an aerobic aqueous solution medium. In addition, aniline, sodium acetate, sodium benzoate, and the like were used as comparative substances to measure the activity of the seedling solution. At this time, biodegradability was evaluated according to Table 3 below.

Biodegradability evaluation Display 60% or more biodegradation rate Easy to disassemble ○ Biodegradation Rate 30 ~ 60% usually △ Biodegradation rate less than 30% Bad ×

(stability)

Using the fabric softeners of Examples 3 to 27 and Comparative Examples 1 to 5, the stability evaluation test was carried out at the temperature conditions of 40 ℃ and -10 ℃ to evaluate the storage stability. Freezing and thawing were performed twice. At this time, the stability was evaluated according to Table 4.

stability evaluation Display 12 weeks retention period Very good ◎ Retention period 8 ~ 12 weeks Great ○ Retention period 4 ~ 8 weeks usually △ Retention period less than four weeks Bad ×

As described above, the results of measuring the softness, antistatic property, biodegradability, and stability of the fabric softener compositions of Examples 3 to 27 and Comparative Examples 1 to 5 are shown in Table 5 below.

division flexibility Antistatic Biodegradability stability 40 ℃ -10 ℃ Example 3 ◎ ◎ ○ ◎ ○ Example 4 ◎ ◎ ○ ◎ ○ Example 5 ◎ ◎ ○ ◎ ○ Example 6 ◎ ◎ ○ ◎ ○ Example 7 ◎ ◎ ○ ◎ ○ Example 8 ◎ ◎ ○ ◎ ○ Example 9 ◎ ◎ ○ ◎ ○ Example 10 ○ ○ ○ ◎ ○ Example 11 ○ ○ ○ ◎ ○ Example 12 ◎ ○ ○ ◎ ○ Example 13 ◎ ○ ○ ○ ○ Example 14 ○ ○ ○ ○ ○ Example 15 ◎ ◎ ○ ◎ ○ Example 16 ◎ ◎ ○ ◎ ○ Example 17 ◎ ◎ ○ ◎ ○ Example 18 ◎ ◎ ○ ◎ ○ Example 19 ◎ ◎ ○ ◎ ○ Example 20 ◎ ◎ ○ ◎ ○ Example 21 ◎ ◎ ○ ◎ ○ Example 22 ◎ ◎ ○ ◎ ○ Example 23 ○ ○ ○ ◎ ○ Example 24 ○ ○ ○ ◎ ○ Example 25 ◎ ◎ ○ ◎ ○ Example 26 ○ ○ ○ ○ ○ Example 27 ◎ ○ ○ ○ ○ Comparative Example 1 ◎ ◎ × ○ ○ Comparative Example 2 ○ ○ △ △ ○ Comparative Example 3 ○ ○ △ ○ ○ Comparative Example 4 ○ ◎ ○ ○ △ Comparative Example 5 ○ ◎ ○ ○ △

Through Table 5, the fabric softener composition of Examples 3 to 27 comprising an amido ammonium salt represented by the formula (1) having an amide group and a hydroxyl group in the molecule of the present invention, and an anionic surfactant or dispersion stabilizer Comparative Examples 1 to 27 Compared with the composition of 5, it was confirmed that the flexibility, antistatic properties, biodegradability, and stability are excellent.

The fabric softener composition according to the present invention is excellent in adsorption capacity for clothes, and excellent in flexibility, antistatic effect, and water absorbency, which are basic functions of the fabric softener, and at the same time, excellent in dispersion stability, storage stability, and biodegradation effect, and Excellent dispersibility has the effect of clearing the rinsing water during washing.

Claims (8)

In the fabric softener composition comprising 1 to 30% by weight of amido ammonium salt represented by Formula 1, based on 100 parts by weight of the amido ammonium salt a) 0.1 to 30 parts by weight of anionic surfactant; or b) 0.1 to 30 parts by weight of dispersion stabilizer Fabric softener composition comprising: [Formula 1] In the formula of Formula 1, R ¹ is a linear or branched alkyl group having 7 to 21 carbon atoms, an alkenyl group, or a group consisting of one or more thereof mixed, R ² is a linear or branched alkyl group having 1 to 21 carbon atoms, alkenyl group, or a group consisting of at least one of these mixed, X is CH ₃ , (CH ₂ ) _m OH, (CH ₂ ) _m OCOR ³ , (CH ₂ ) _m NH ₂ , or (CH ₂ ) _m NHCOR ^3, where R ³ is a straight chain having 7 to 21 carbon atoms, or Branched alkyl groups, alkenyl groups or groups of one or more thereof mixed together, m is an integer from 2 to 6), Y is hydrogen, CH ₂ CHOHCH ₂ OH, CH ₂ CHOHCH ₂ Cl, CH ₂ CH ₂ CN, CH ₂ CH ₂ COOCH ₃ , CH ₂ CH ₂ COOH, or CH ₂ CH ₂ OH, M is dimethylsulfate or a halogen element, n is an integer of 2-6. The method of claim 1, Amido ammonium salt represented by the formula (1) is a fiber softener composition prepared by a method of reacting a fatty acid and an amine, and then tertiated using a tertiary agent, and quaternized with dimethyl sulfate or alkyl halide. The method of claim 1, The anionic surfactant of a) is a C6-C24 alkyl sulfonate, a C6-C24 alkyl ether sulfonate, a C6-C24 alkyl ester sulfonate, a C6-C24 sodium xylene sulfonate, carbon number Ammonium lauryl sulfate of 6 to 24, alkyl amido ether sulfate of 8 to 30 carbon atoms, alkyl sulfate of 6 to 24 carbon atoms, alkyl ether sulfate of 6 to 24 carbon atoms, alkyl ether carboxylate of 6 to 24 carbon atoms A fiber softener composition selected from the group consisting of -24 sulfosuccinates and anionic alkyl polyglycosides having 6 to 24 carbon atoms. The method of claim 1, The anionic surfactant of a) is an alkyl sulfonate having 6 to 12 carbon atoms, an alkyl ether sulfonate having 6 to 12 carbon atoms, an alkyl ester sulfonate having 6 to 12 carbon atoms, represented by the following formula (2) or (3): At least one fibrous softener composition selected from the group consisting of alkyl sulfates of -14 and alkyl ether sulfates of 6 to 14 carbon atoms: [Formula 2] [Formula 3] In the formula (2) and formula (3), Each R is independently a linear or branched alkyl group having 1 to 10 carbon atoms, an alkenyl group, or a group of at least one of them mixed, Each X is independently a group consisting of sodium, sodium sulfonate, carboxylate, a linear or branched alkyl group having 1 to 10 carbon atoms, an alkenyl group, or a mixture of one or more thereof, Each Y is independently a hydroxyl group or sodium sulfonate. The method of claim 1, C) The dispersion stabilizer is a group consisting of lower alcohols or glycols having 1 to 8 carbon atoms, higher alcohols having 12 to 20 carbon atoms, higher fatty acids having 12 to 20 carbon atoms, urea, magnesium chloride, sodium chloride, calcium chloride, and sodium nitrate At least one fiber softener composition selected from. The method of claim 1, The fabric softener composition further comprises 0.1 to 30 parts by weight of a higher alkyl amine surfactant based on 100 parts by weight of the amido ammonium salt. The method of claim 6, A fiber softener composition wherein the higher alkyl amine surfactant is a triethanolamine or a higher alkyl amine surfactant represented by the following Formula (4) or (5): [Formula 4] [Formula 5] In the formula (4) and formula (5), R is each independently a linear or branched alkyl group having 10 to 18 carbon atoms, an alkenyl group, or a group formed by mixing one or more thereof. The method of claim 1, The fabric softener composition includes 0.1 to 3 parts by weight of an additive selected from the group consisting of fragrances, preservatives, fungicides, optical brighteners, pigments, antioxidants, and antifoaming agents in 100 parts by weight of the fabric softener composition. .