KR20110100399A - Gemini surfactants, preparing method thereof and fabric softner comprising thereof - Google Patents

Abstract

본 발명의 제미니형 계면활성제는 물에 대한 용해도가 우수하여 투명한 제형을 구현할 수 있으며, 수용액상에서 제형이 안정하다.The present invention relates to a gemini-type surfactant, a preparation method thereof, and a fabric softener including the same, wherein the gemini-type surfactant of the present invention is represented by the following Chemical Formula 1:
<Formula 1>

Gemini-type surfactant of the present invention is excellent in solubility in water to implement a transparent formulation, the formulation is stable in aqueous solution.

Description

Gemini surfactants, preparation method thereof and fabric softener comprising the same

The present invention relates to a gemini-type surfactant, a method for preparing the same, and a fabric softener including the same. Specifically, the present invention provides a transparent formulation having excellent solubility in water, and a stable formulation in an aqueous solution, and an eco-friendly gemini-type. It relates to a surfactant, a preparation method thereof and a fabric softener comprising the same.

Recently, with increasing interest in the environment, research on biocompatible surfactants is increasing. Many studies have been carried out to develop cationic surfactants in which a group containing degradable functional groups such as esters and amides is introduced into the molecule. As a result, quaternary ammonium salts of amidoamines (JP-1994-345704), Quaternary ammonium salts of amidoesteramine (JP-1994-336466), imidazoline ester-based cationic surfactants (JP-3739429, USP-5427697) have appeared. Of these, the most popular form of cationic surfactant for fiber casting is esterquat, which is quaternized after forming esters with fatty acids in alkanolamines. However, esterquat is inferior in fiber softening effect compared with the same structure which does not contain ester. Many techniques have been developed to compensate for this, and one way is to make structures containing two or more long chain alkyl groups. For example, GB-602048, USP-4237016, WO-9849132 and the like disclose various cationic surfactants in which two or more alkyl long chains are introduced by using dicarboxylic acid and fatty acid in triethanolamine.

However, a structure containing two or more alkyl long chains has a disadvantage in that it is difficult to implement a transparent formulation because of its high hydrophobicity and poor solubility in water. To solve this problem, USP-5399272, USP-6608024, USP-6630441, USP-6686331, USP-6884767, USP-6916781, USP-6943144, USP-6995131, USP-7018974, USP-7037887, etc. Various methods are disclosed herein for making transparent formulations using suitable solvents as additives. However, this method can be applied only to the concentration system and has the disadvantage of using a lot of solvent.

USP-5282983, JP-1995-059792 discloses a cationic surfactant of a novel structure with an asymmetric introduction of alkyl long chains. This structure has a high conditioning effect with two alkyl long chains, and at the same time has the advantage of implementing a transparent formulation. However, this structure having esters and amides at the same time to introduce alkyl long chains asymmetrically has a disadvantage of poor stability in water-rich formulations.

KR-2009-0030702 provides a method for producing a gemini-type surfactant which includes two hydrophilic groups and two hydrophobic groups and a large linking group is introduced, but it has a disadvantage in that the structure is complicated and difficult to manufacture easily. .

An object of the present invention to solve the above problems is to implement a transparent formulation having excellent solubility in water, the formulation is stable in an aqueous solution, to provide an environment-friendly Gemini-type surfactant, a manufacturing method thereof and a fabric softener comprising the same It is.

The present invention to achieve the above object,

It provides a Gemini type surfactant represented by the following formula (1):

<Formula 1>

(In Formula 1,

R ₁ is alkyl having 5 to 30 carbon atoms or amidoalkyl,

R ₂ is alkenyl having 5 to 30 carbon atoms,

R ₃ , R ₄ And R ₅ is the same or different, and each independently substituted or unsubstituted alkyl having 1 to 5 carbon atoms,

R ₆ Is R ₃ Is the same as or 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,

X is a halogen atom or CH ₃ SO ₄ ^-, and

n is an integer from 1 to 10)

In Chemical Formula 1, R ₃ to R ₆ Are all —CH ₃ , and n may be 1.

The present invention to achieve another object of the present invention,

A first hydrophobic group introduction step of reacting epihalohydrin of Formula 2 with an amine of Formula 3 to introduce a first hydrophobic group;

A second hydrophobic group introduction step of introducing a second hydrophobic group by reacting a product into which the first hydrophobic group is introduced with alkenylamine; And

Provided is a process for preparing a gemini-type surfactant comprising a quaternary amination step of converting the introduced amine of the second hydrophobic group into a quaternary amine:

<Formula 2>

(In Formula 2,

Y is O or S,

X is a halogen element,

p is an integer from 1 to 10.)

<Formula 3>

(In Formula 3,

R ₁ is alkyl having 5 to 30 carbon atoms or amidoalkyl,

R ₃ Or R ₄ Are the same or different and each is independently substituted or unsubstituted alkyl having 1 to 5 carbon atoms)

The alkenylamine may be represented by the following Chemical Formula 4:

<Formula 4>

(In Formula 4,

R ₂ is alkenyl having 5 to 30 carbon atoms)

The quaternary amination step may be performed by reacting the product into which the first and second hydrophobic groups are introduced with alkyl halide and sodium hydroxide.

The quaternary amination step is a group consisting of glycidol, epihalohydrin, acrylonitrile, methyl acrylate, acrylic acid, vinyl alcohol, formaldehyde and acetaldehyde into which the first and second hydrophobic groups are introduced. The reaction may be carried out by reacting with a tertiary agent selected solely or in a mixture to form a tertiary amine, followed by reaction with dimethylsulfonate or alkyl halide.

In order to achieve another object of the present invention

It provides a fabric softener comprising the gemini-type surfactant of the present invention.

Gemini-type surfactants of the present invention have a commercial advantage of being able to implement a transparent formulation by increasing the solubility in water, the formulation is not only stable in aqueous solution, it is easier to manufacture than conventional gemini-type surfactant.

Gemini-type surfactant of the present invention is excellent in emulsifying power, dispersibility, detergency and compatibility with other materials, and exhibits the ability to form critical micelles and lower surface tension at lower concentrations.

Gemini-type surfactant of the present invention has a good physical properties such as softening effect, storage stability, antistatic properties, in particular excellent conditioning effect can be used as a fabric softener, as well as excellent moisturizing power, various detergents, moisturizers, etc. Can be used.

Gemini-type surfactants of the present invention are made from components derived from vegetable oils, and are biodegradable and environmentally friendly.

Hereinafter, the present invention will be described in detail so that those skilled in the art can easily practice.

The present invention provides a Gemini type surfactant represented by the following formula (1):

<Formula 1>

In Formula 1, R ₁ is alkyl or amidoalkyl having 5 to 30 carbon atoms, R ₂ is alkenyl having 5 to 30 carbon atoms, R ₃ , R ₄ And R ₅ are the same or different, each independently represent a substituted or unsubstituted alkyl having 1 to 5 carbon atoms, R ₆ Is R ₃ Equivalent to 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, X is a halogen element or CH ₃ SO ₄ ^And n may be an integer from 1 to 10. Preferably, in Chemical Formula 1, R ₃ to R ₆ Are all —CH ₃ , and n may be 1.

Gemini type surfactant represented by the formula (1) is a structure in which the amine having an alkyl group and the amine having an alkenyl group with a hydrophobic group is connected to a linking group containing a hydroxy group. The gemini-type surfactant includes two hydrophobic groups and has an excellent conditioning effect. In addition, the hydrophobic groups R ₁ and R ₂ have different structures as long-chain alkyl groups and long-chain alkenyl groups, respectively, and thus have a high asymmetry. Thus, the gemini surfactants are easy to implement a transparent formulation, and R ₁ and R ₂ is an environmentally friendly functional group derived from vegetable oils.

The invention also provides a first hydrophobic group introduction step; Introducing a second hydrophobic group; And a quaternary surfactant comprising a quaternary amination step. By the above method, an amine including two different hydrophobic groups may be linked to prepare a surfactant having excellent solubility in water and a conditioning effect. In addition, the manufacturing method is simple, the process is simple and easy to manufacture.

The step of introducing the first hydrophobic group is a step of introducing the first hydrophobic group by reacting epihalohydrin of the formula (2) with an amine of the formula (3):

<Formula 2>

In Formula 2, Y is O or S, X is a halogen element, p is an integer of 1 to 10.

<Formula 3>

In Formula 3, R ₁ is alkyl or amidoalkyl having 5 to 30 carbon atoms, R ₃ Or R ₄ is the same or different and is each independently substituted or unsubstituted alkyl having 1 to 5 carbon atoms.

Epihalohydrin of Formula 2 serves as a linking group connecting the amine including the first hydrophobic group and the amine including the second hydrophobic group. The reaction in which the epihalohydrin of Formula 2 is reacted with the amine of Formula 3 is combined with Scheme 1, and specific examples thereof are shown in Schemes 2 to 4 below:

<Scheme 1>

<Scheme 2>

<Scheme 3>

<Scheme 4>

As shown in Scheme 1, the halogen atom of epihalohydrin represented by Chemical Formula 2 in the first hydrophobic group introduction step is substituted with an amine including the first hydrophobic group of Chemical Formula 3. The amine of Formula 2 is an amine substituted with an alkyl group derived from a fatty acid. Specifically, Scheme 2 shows a reaction of epihalohydrin with an amine substituted with an alkyl group derived from lauryl acid. The reaction of epihalohydrin with an amine substituted with an alkyl group derived from stearic acid is shown.

Specifically, the reaction of Scheme 1 may be performed by adding epihalohydrin to a flask equipped with a stirrer and a thermostat and then adding the amine of Formula 3 thereto and maintaining the temperature for 1 to 10 hours while stirring. The reaction temperature may be -10 to 40 ℃, preferably 0 to 10 ℃. If the reaction temperature is less than -10 ℃, the reaction rate is very slow and the bond may not occur properly, if the reaction temperature exceeds 40 ℃ side reaction may occur, the amine reacts with the epoxide ring as well as the alkyl halide product Complex structures can be formed that are impossible to analyze.

The step of introducing the second hydrophobic group is a step of introducing a second hydrophobic group by reacting a product into which the first hydrophobic group is introduced with alkenylamine.

The alkenylamine may be represented by the following Chemical Formula 4:

<Formula 4>

In Formula 4, R ₂ is alkenyl having 5 to 30 carbon atoms.

A general reaction of introducing a second hydrophobic group by reacting a product having the first hydrophobic group introduced therein with an alkenylamine may be represented by Scheme 5 below, and reacting the product produced by Schemes 2 to 4 with oleylamine to give a second reaction. Specific reaction for introducing a hydrophobic group is as in Schemes 6-8:

Scheme 5

<Scheme 6>

<Reaction Scheme 7>

<Reaction Scheme 8>

According to Scheme 5, when the product generated in the first hydrophobic group introduction step is reacted with alkenylamine, the epoxide ring of epihalohydrin to which the first hydrophobic group is linked opens and binds to the amine including the second hydrophobic group. This process produces a hydroxyl group.

The reaction of Scheme 5 may be performed in the presence of a solvent or in the absence of a solvent. Specifically, the product of the first hydrophobic group introduction step may be added to the reactor, or dispersed in a solvent, followed by addition of alkenylamine and stirring to perform the reaction of Scheme 5. The reaction temperature may be 20 to 100 ° C, preferably 30 to 60 ° C. If the reaction temperature is less than 20 ℃ reaction rate may be slow, if it exceeds 100 ℃ the reaction rate may be lowered as a side reaction, the decomposition of the reactant or product may occur as well as the product tertiary amine further proceeds the reaction Thereby quaternized material can be produced. The reaction time may be 4 to 24 hours, preferably 7 to 10 hours. If the reaction time is less than 4 hours, the reaction may not proceed properly, and if it exceeds 24 hours, the reaction may be delayed, resulting in side reactions, resulting in low yield, and further reaction of the tertiary amine as a product may proceed by a long time reaction. Can be. The solvent used in the reaction can be used without limitation, those known in the art, but preferably used alone or a mixture thereof selected from the group consisting of water, alcohol, ethylene glycol and propylene glycol, which has a low boiling point and is easy to remove. Can be.

The quaternary amination step is a step of converting the amine of the second hydrophobic group introduced in the second hydrophobic group introduction step into a quaternary amine.

The method of converting the amine of the second hydrophobic group into a quaternary amine includes a method of directly converting to a quaternary amine without passing through a tertiary amine or converting to a quaternary amine via a tertiary amine.

The method of directly converting the amine of the second hydrophobic group into a quaternary amine is a method of reacting a product into which the first and second hydrophobic groups are introduced with an alkyl halide and sodium hydroxide. The amine of the second hydrophobic group can be directly converted to a quaternary amine by reacting the product into which the first and second hydrophobic groups are introduced in the presence of sodium hydroxide.

The alkyl halide may be represented by the following formula (5):

<Formula 5>

In Formula 5, R ₅ is substituted or unsubstituted alkyl having 1 to 5 carbon atoms, and X is a halogen element.

When the amine and the alkyl halide are reacted in the absence of sodium hydroxide, a reaction such as the following scheme 9 generally occurs:

<Reaction Scheme 9>

According to Scheme 9, while the quaternary amine is produced by the reaction of the amine and the alkyl halide, HX is excessively generated. The HX produced at this time forms a salt with a less than amine, making the reaction difficult to proceed. Therefore, in the present invention, by reacting in the presence of sodium hydroxide, the excess HX is sodium chloride to facilitate the progress of the reaction.

The reaction of the product into which the first and second hydrophobic groups are introduced in the presence of sodium hydroxide and the alkyl halide of Formula 5 is shown in Scheme 10 below:

<Reaction formula 10>

According to Scheme 10, the product in which the first and second hydrophobic groups are introduced and the alkyl halide react in the presence of sodium hydroxide to convert the amine of the second hydrophobic group into a quaternary amine, and the excess HX is produced by sodium hydroxide. Chloride. In addition, in the quaternary amine produced by Scheme 10, R ₅ and R ₆ in Formula 1 are the same.

The method of converting the amine of the second hydrophobic group into a quaternary amine via a tertiary amine is carried out by reacting the product into which the first and second hydrophobic groups are introduced with a tertiary agent to form a tertiary amine, which is then dimethylsulfonate. Or a reaction with an alkyl halide.

The tertiary agent may be used alone or a mixture thereof selected from the group consisting of glycidol, epihalohydrin, acrylonitrile, methyl acrylate, acrylic acid, vinyl alcohol, formaldehyde and acetaldehyde. Epihalohydrin reacts with the product into which the first and second hydrophobic groups are introduced and the tertiary agent converts the amine of the second hydrophobic group into a tertiary amine, as shown in Scheme 11 below. The reaction with formaldehyde is shown in Scheme 12 below:

<Reaction Scheme 11>

<Reaction Scheme 12>

As shown in Schemes 11 and 12, when the product into which the first and second hydrophobic groups are introduced is reacted with a tertiary agent, the amine of the second hydrophobic group is converted into a tertiary amine, which is then reacted with dimethylsulfonate or alkyl halide. Tertiary amine is then converted to quaternary amine. Its reaction is shown in the following schemes 13 and 14.

<Reaction Scheme 13>

Scheme 14

Gemini-type surfactant of the present invention can be used in a variety of compositions irrespective of the formulation, so long as it is a composition in which a surfactant, such as cosmetics, detergents, bath products, hair products. Gemini-type surfactant of the present invention is excellent in solubility in water and stable in aqueous solution, there is no difficulty in formulating the composition in various forms. In addition, the Gemini-type surfactant of the present invention can also be included in a variety of compositions as described above because it is also excellent in washing power, emulsion stability and moisturizing power.

Specifically, the surfactants of the present invention can be used in fabric softeners. The fabric softener including the surfactant of the present invention not only has an excellent fiber softening effect but also can realize a transparent formulation, and also has excellent phase stability.

Surfactant of the present invention may be included in 3 to 30 parts by weight based on the fabric softener. When included in less than 3 parts by weight of the fiber softening effect may be insignificant, when included in more than 30 parts by weight may reduce transparency.

The fabric softener may further include components known in the art within the scope of not impairing the object of the present invention in addition to the surfactant. Specific components and their contents can be arbitrarily adjusted by those skilled in the art. Specifically, antioxidants such as stabilizers, BHT, BHA, ascorbic acid may be used for phase stability of the final composition, and organic acids such as EDTA (ethylenediaminetetraacetate), NTA (nitrilotriacetate) and citric acid as chelating agents. Can be used. Here, the polyvalent organic acids may also buffer the pH against time change. In addition, it may include flavors, pigments, antibacterial agents, anti-inflammation agents, anti-contamination agents, antifoaming agents, process agents, preservatives, anti-wrinkle agents and the like.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. This is for the purpose of illustrating the invention only, and thus the scope of the invention is not limited.

< Example  1> Gemini  Preparation of Surfactants

1-1. Epichlorohydrin and With dimethyllaurylamine  reaction

9.3 g (1 equivalent) is added to a four-necked flask equipped with a mechanical stirrer, thermostat, cooler, thermometer, and distillation unit, and then stabilized for 10 minutes while maintaining the temperature of the thermostat at 10 ° C, where 21.3 g (1 equivalent) Stirring was started while adding dimethyl laurylamine. After addition of dimethyllaurylamine, stirring was continued over 5 hours while maintaining the temperature of the reactor at 10 ° C. After this, a yellowish viscous product was obtained. NMR analysis confirmed that dimethyllaurylamine optionally substituted only the chloride portion of epichlorohydrin. (1H-NMR (CDCl3) δ = 0.89 (s, 3H), 1.23-1.32 (m, 18H), 1.41-1.48 (m, 2H), 2.19-2.24 (m, 8H), 2.67-2.88 (2m, 2H ), 3.21-3.25 (m, 1H), 3.56 (s, 2H))

1-2. Orail  Amine coupling reaction

The temperature of the thermostat of the reactor of Example 1-1 was adjusted to room temperature, 30 g of ethylene glycol and 26.7 g of oleyl amine were added, followed by stirring for 5 hours while maintaining the temperature at 40 ° C. A product with high viscosity was obtained. After the reaction was completed, the amine value was 101.3%, the tertiary amine value was 8.7%, and the acid value was 3.1%. Analysis of the reactants is described in A.O.C.S. Amine and acid values were determined by the method (Official Method Te 2a-64, 1987).

1-3. Grade 4 ( Class 3  Via)

20 g of ethylene glycol was added to the reactor of Example 1-2 and 10 g of epichlorohydrin was slowly added dropwise to react for 3 hours to obtain a clear yellowish product, which was slightly darker than Example 2. The total amine value of the product was 73.2%, 9.5 g of the corresponding dimethyl sulfate was added to the reactor, and the reaction was performed while stirring for 4 hours while controlling the temperature of the thermostat at 60-70 ° C., followed by quaternization. Terminated.

< Example  2> 3rd grade  Directly without In class 4 Gemini  Preparation of Surfactants

After adding 19 g of dimethylsulfate to the reactor of Example 1-2, the reaction was continued while stirring for 6 hours while adjusting the temperature of the thermostat to 60-70 ° C., followed by quaternization to terminate the reaction. Was prepared.

< Example  3 to 7> fiber Softener  Produce

Using the surfactant of Example 1 to prepare a fabric softener in a conventional manner known in the art in the composition of Table 1 below.

Example
3 Example
4 Example 5 Example 6 Example 7 Gemini Type Surfactant of Example 1 15 13 10 10 10 Dialkyl ester quaternary ammonium salt - 2 5 - 2 Sodium xylenesulfonate One One One One One Citric acid 0.5 0.5 0.5 0.5 0.5 incense 0.5 0.5 0.5 0.5 0.5 Etc Quantity Quantity Quantity Quantity Quantity Purified water Balance Balance Balance Balance Balance

< Comparative example  1 to 3

In the same manner as in Examples 3 to 7 to prepare a fabric softener in the composition of Table 2.

ingredient Comparative example
One Comparative example
2 Comparative example
3 N, N-di (oleylesterethyl), N-methyl, N-hydroxyethylammoniummethyl sulfate 18 13 10 Dialkyl ester amide quaternary salt 5 7 Sodium xylenesulfonate One One One Citric acid 0.5 0.5 0.5 incense 0.5 0.5 0.5 Etc Quantity Quantity Quantity Purified water Balance Balance Balance

< Experimental Example  1> Turbidity Rating

After measuring the turbidity (NTU value) using a turbidimeter (Turbidimeter 2100AN) for the transparency of the fabric softener composition of the Examples and Comparative Examples by time and temperature conditions, the following evaluation criteria Judgment was carried out according to the results, and the results are shown in Table 3 below.

Below 10 NTU: Fully transparent ◎

10 NTU or more ~ less than 30 NTU: unsuspended transparent ○

30 NTU or more but less than 80 NTU: unsuspended translucent △

80 NTU and above: suspended, opaque X

< Experimental Example  2> Stability  evaluation

The fabric softener compositions of Examples and Comparative Examples were evaluated for phase stability according to phase separation after time-dependent change with temperature, and the results are shown in Table 3 below.

No phase separation: X

Phase separation occurs: ○

< Experimental Example  3> Flexibility  evaluation

After using the above Examples and Comparative Examples fabric softener composition in the washing process in the following conditions and methods, the softness was evaluated and the results are shown in Table 3 below.

Washing Machine: Automatic Washing Machine (Pulsator Type)

Washing temperature: 25 ℃

Bath time: 20 sheets of 200 g towel / 60 ℓ washing water

Test cloth: Towel (200 g, 100% cotton)

Softener Concentration: 0.67 g / ℓ

Evaluation of Softness: The treated towels were touched by 20 panelists and scored according to their softness to the touch. (1 point: very rough. 5 points: very soft.)

4.0 or higher: ◎

3.0 or more and less than 4.0: ○

2.0 or more and less than 3.0: △

Less than 2.0: ×

Item
Conditions over time Example
3 Example
4 Example
5 Example
6 Example
7 Comparative example
One Comparative example
2 Comparative example
3 Temperature (℃) Period (week) Turbidity

20 4 ◎ ◎ ○ ◎ ○ ○ △ X 5 4 ◎ ○ △ ◎ ○ △ X X 40 4 ◎ ◎ ○ ◎ ◎ ○ ○ △ Stability

20 4 ○ ○ △ ○ ○ △ △ X 5 4 ○ ○ X ○ ○ X X X 40 4 ○ ○ ○ ○ ○ △ △ △ Flexibility ○ ○ ◎ △ ○ X △ ○

According to Table 3, it was found that the fabric softener including the gemini-type surfactant of the present invention maintains excellent transparency according to time and temperature changes, thereby enabling the implementation of a transparent formulation, and phase separation does not occur over time. The stability was also excellent. In addition, the fiber softening effect did not decrease.

As described above, the gemini-type surfactant of the present invention has excellent solubility in water, which can be usefully used for implementing a transparent formulation, and also has excellent phase stability. Thus, various formulations are applicable to formulations in which surfactants, including fabric softeners, are used.

Claims (9)

Gemini-type surfactant, characterized in that represented by the formula (1):
<Formula 1>

(In Formula 1,
R ₁ is alkyl having 5 to 30 carbon atoms or amidoalkyl,
R ₂ is alkenyl having 5 to 30 carbon atoms,
R ₃ , R ₄ And R ₅ is the same or different, and each independently substituted or unsubstituted alkyl having 1 to 5 carbon atoms,
R ₆ Is R ₃ Is the same as or 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,
X is a halogen atom or CH ₃ SO ₄ ^-, and
n is an integer from 1 to 10) The method of claim 1,
In Chemical Formula 1, R ₃ to R ₆ Are all -CH ₃ and n is 1; A first hydrophobic group introduction step of reacting epihalohydrin of Formula 2 with an amine of Formula 3 to introduce a first hydrophobic group;
A second hydrophobic group introduction step of introducing a second hydrophobic group by reacting a product into which the first hydrophobic group is introduced with alkenylamine; And
A method for producing a gemini-type surfactant, comprising a quaternary amination step of converting the introduced amine of the second hydrophobic group into a quaternary amine:
<Formula 2>

(In Formula 2,
Y is O or S,
X is a halogen element,
p is an integer from 1 to 10.)
<Formula 3>

(In Formula 3,
R ₁ is alkyl having 5 to 30 carbon atoms or amidoalkyl,
R ₃ Or R ₄ Are the same or different and each is independently substituted or unsubstituted alkyl having 1 to 5 carbon atoms) The method of claim 3,
Method for producing a gemini-type surfactant, characterized in that the alkenylamine is represented by the following formula (4):
<Formula 4>

(In Formula 4,
R ₂ is alkenyl having 5 to 30 carbon atoms) The method of claim 3,
Wherein said quaternary amination step is carried out by reacting the product into which said first and second hydrophobic groups have been introduced with an alkyl halide and sodium hydroxide. The method of claim 3,
The quaternary amination step is a group consisting of glycidol, epihalohydrin, acrylonitrile, methyl acrylate, acrylic acid, vinyl alcohol, formaldehyde and acetaldehyde into which the first and second hydrophobic groups are introduced. A method for producing a gemini-type surfactant, characterized in that the reaction is carried out with a tertiary agent selected solely or a mixture thereof to form a tertiary amine, which is then reacted with dimethylsulfonate or an alkyl halide. The method of claim 5,
Method for producing a gemini-type surfactant, characterized in that the alkyl halide is represented by the following formula (5):
<Formula 5>

(In Formula 5,
R ₅ is substituted or unsubstituted alkyl having 1 to 5 carbon atoms,
X is a halogen element) A fabric softener comprising the gemini surfactant according to claim 1 or 2. The method of claim 8,
The fabric softener, characterized in that the Gemini type surfactant is contained in 3 to 30 parts by weight based on the fabric softener.