KR100239875B1 - Detergent composition comprising n-acyl-n-alkyl(alkenyl) amido polyol carboxy alkyl ether - Google Patents

Abstract

The present invention is characterized by containing 1 to 15% by weight of N-acyl-N-alkyl (alkenyl) amido polyol carboxyalkyl ether of the general formula (1) as an anionic surfactant, excellent cleaning and foaming power, but also skin irritation It relates to a low fresh detergent composition:

Formula 1

Where

R represents an alkyl or alkenyl group having 8 to 22 carbon atoms,

R 'represents an alkyl or alkenyl group having 1 to 4 carbon atoms,

X is a metal ion such as sodium, potassium or magnesium, or a cation selected from ammonium, ethanol amine, diethanolamine and triethanol amine,

n is a number from 3 to 10,

m is a number from 1 to 5.

Description

Detergent composition containing N-acyl-N-alkyl (alkenyl) amido polyol carboxyalkyl ether

The present invention relates to a cleaning composition. More specifically, the present invention uses a N-acyl-N-alkyl (alkenyl) amidopolyol carboxyalkyl ether, an anionic surfactant, in combination with one or more surfactants to a detergent composition having excellent cleaning power and hypoallergenicity. It is about. This composition according to the invention exhibits similar foaming power to detergent compositions with other conventional surfactants but is safer for the environment and the human body.

Generally, anionic surfactants are used most frequently or frequently in detergent compositions. Except fatty acid salts, most of them are sulfated or sulfonated fatty alcohols, fatty acids, alphaolefins, and alkylbenzenes. Excellent but high skin irritation, and those derived from petroleum are not only high skin irritation but also low biodegradation. Fatty acid soaps have low skin irritation and are environmentally friendly raw materials, but have the disadvantage of low foaming power and detergency as cleaning components, and particularly detergency in hard water.

Accordingly, the present inventors have conducted research to make an excellent environmentally friendly cleaning agent with low foaming and cleansing power and low skin irritation.

The detergent composition according to the invention is characterized in that it contains essentially N-acyl-N-alkyl (alkenyl) amidopolyolcarboxyalkyl ethers of the general formula (1):

Where

R represents an alkyl or alkenyl group having 8 to 22 carbon atoms,

R 'represents an alkyl or alkenyl group having 1 to 4 carbon atoms,

X is a metal ion such as sodium, potassium or magnesium, or a cation selected from ammonium, ethanol amine, diethanolamine and triethanol amine,

n is a number from 3 to 10,

m is a number from 1 to 5.

N-acyl-N-alkyl (alkenyl) amido polyol carboxyalkyl ether of Chemical Formula 1 is sugar (당) as a raw material, water, methanol, ethanol or dioxane as a solvent for about 5 hours at 80 to 90 ℃ It is obtained by reacting, and the kind of n and m values, R, and R 'changes with a raw material used. However, since the raw material is generally used in the form of a mixture, the synthesized compound of Formula 1 is also generally in the form of a mixture.

N-acyl-N-alkyl (alkenyl) amidopolyol carboxyalkyl ether of the formula (1) used in the present invention is an anionic surfactant having a carboxyl group, such as fatty acid soap, but unlike the fatty acid soap has a high foaming power and detergency It maintains high cleaning power even in hard water and has low skin irritation.

The use of anionic surfactants in detergent compositions is already known, and anionic surfactants have been used in combination with nonionic surfactants and amphoteric surfactants to impart synergistic effects to cleaning effects, skin irritation mitigating effects, and bubble effects. .

The role of anionic surfactants is very important for all detergents based on anionic surfactants or nonionic surfactants. At present, anionic surfactants widely used in various detergents such as dish washing detergents, laundry detergents, hair cleaners and whole body cleaners are soap powder, alkylbenzenesulfonate, alkyl sulfate or alkyl ether sulfate, and sometimes sulfosuccinate, Olefin sulfonates and the like are also used, and the present inventors have shown that N-acyl-N-alkyl (alkenyl) amidopolyolcarboxyalkyl ethers of the general formula (1) exhibit the same or superior foaming power and detergency as conventional anionic surfactants, and human stability. It also turned out to be excellent.

The detergent composition according to the present invention is an anionic surfactant comprising N-acyl-N-alkyl (alkenyl) amidopolyolcarboxyalkylether of formula 1 alone or alkylether sulfate, alkylsulfate or alkylbenzenesulfonate, olefinsulfonate, acyl It can be used in combination with glutamate, alkyl ether phosphate or alkyl phosphate. In the cleaning composition according to the present invention, the amount of N-acyl-N-alkyl (alkenyl) amido polyol carboxyalkyl ether of the formula (1) is preferably 1 to 15% by weight.

The detergent compositions according to the invention also contain polyethylene glycol alkyl ethers, alkylpolyglycosides, fatty acid alkanolamides, amine oxides, in addition to anionic surfactants including N-acyl-N-alkyl (alkenyl) amidopolyolcarboxyalkylethers, Solubilizers and various additives can be used depending on the properties of various nonionic surfactants such as amidoamine oxide and various amphoteric surfactants such as alkyl betaine, hydroxyl sulphofotaine, amidopropyl betaine, alkyl ampoacetate, and properties. , Ethyl alcohol, ethylene glycol, polyethylene glycol, propylene glycol, and the like, cumene sulfonate, toluenesulfonate, xylene sulfonate, etc., and heavy oil, medium ash, forget-me-not and soda silicate to maintain the properties of powdered detergents. For example, various builders and enzymes. In addition, in the composition of the present invention, carrier components typically used in consideration of appearance and stability in storage, for example, pH adjusting agents, dyes, fungicides, preservatives, or flavoring agents may be used.

Hereinafter, the present invention will be described in detail through examples.

Example A and Comparative Example A. Detergent composition for washing dishes

Example B and Comparative Example B. Hair Cleanser Composition

Example C and Comparative Example C. Human Cleanser Composition

Example D and Comparative D. Laundry Detergent Composition

Tables 1 to 4 show compositions of Examples and Comparative Examples for the dish washing detergent, the hair cleaner, the human cleaner and the laundry detergent composition, respectively.

Detergency, foaming power and skin irritation of the compositions of each of the above Examples and Comparative Examples were tested in the following manner and the results are shown in the respective tables.

1. Detergency test

A. Cleanability Test A

Prepare contaminants with the following composition consisting mainly of tallow and soybean oil, apply uniformly to glass specimens (2.5cm X 7.5cm), and then use 100 rpm using TERGOTOMETER (United States Testing Co., Inc.) After washing for 3 minutes, the remaining contamination was dissolved in chloroform and the absorbance was measured using an ultraviolet absorbance photometer to determine the decontamination rate according to Equation (1).

Contamination Composition: 20g of Uji / Soybean Oil (1/1) Mixture

0.25 g monooleate

60 ml of chloroform

0.1 g of oil red (Sudan III) Cl-26100

B. Detergent Test B

Evenly spread 2g of the contaminant of the following composition on a plate and soak it in a 2% aqueous solution of detergent at 30 ° C. to compare the time when the contamination rises to the surface.

Contamination Composition: Olive Oil 15% by weight

Triglyceride 70% by weight

15 wt% cholesterol

Criteria :

◎: Decontamination time 2 minutes or less

○: decontamination time 5 minutes or less

△: decontamination time 10 minutes or less

×: 10 minutes or more for decontamination time

2. Detergent Test of Laundry Detergent

A contaminated cloth was prepared by impregnating a cotton cloth (5 cm × 5 cm) into a contaminant having the following composition. This was washed in TERGOTOMETER (United States Testing Co., Inc.), a stirred mixed detergent tester, using an aqueous 1% detergent solution for 10 minutes at 120 rpm, 25 ° C. After washing, the contaminated cloth was dried and the refractive index was measured using a refractive index meter (Nihon Denshoku Kogyo Co., Ltd), and then the washing power was calculated following the Kubelka Munk equation.

Contamination Composition: Oleic Acid 28.3% by weight

15.6% by weight triolein

12.2% by weight cholesterol

2.5 wt% of liquid paraffin

2.5% by weight of squalene

1.6 wt% cholesterol

Protein 7.0% by weight

0.5% by weight carbon black

29.8% by weight of clay

3. Skin irritation evaluation

Skin irritation was assessed by transepidermal water loss (TEWL). The amount of water loss increased during destruction or deformation of the stratum corneum, which plays an important role in controlling water loss through the skin, was measured. That is, a tewameter every 24 hours after applying each sample (2% aqueous solution with pure surfactant concentration) using a Hill-Top chamber (manufactured by Hilltop Lab., USA). The amount of water loss was measured using.

4. Foam evaluation

The detergent was diluted to standard use concentrations and tested for foaming by the Ross Miles method.

The dish cleaning composition of Example A-6 according to the present invention has a lower cleaning effect than the composition of Comparative Example A-1, but the compositions of Examples A-7, A-8 and A-9 are comparative examples A-. Compared with the compositions of 2, A-3 and A-4, the cleaning power is similar or superior, and the skin irritation (transdermal moisture loss) is also low.

The hair cleaning composition of Example B-6 according to the present invention showed similar cleaning and foaming power as compared to the composition of Example B-1, and had low skin irritation. And the composition of Example B-7 is slightly higher than the composition of Comparative Example B-2 skin irritation, but excellent in decontamination. The composition of Example B-8 has a similar cleaning power but low skin irritation compared to the composition of Comparative Example B-3. The composition of Example B-9 was superior in both cleaning power and skin irritation compared to the composition of Comparative Example B-4.

The human body cleanser composition of Examples C-6, C-7 and C-8 according to the present invention has a similar to superior cleaning power and a skin irritation degree as compared to the compositions of Comparative Examples C-1, C-2 and C-3. Was also somewhat low.

The laundry detergent compositions of Examples D-6, D-7, and D-8 showed similar to superior cleaning power as compared to Comparative Examples D-1, D-2, and D-3.

As described above, the cleaning composition containing N-acyl-N-alkyl (alkenyl) amidopolyolcarboxyalkylether according to the present invention has excellent cleaning power and foaming power and low compared with the composition containing conventional anionic surfactants. Skin irritation was shown.

Claims (2)

Cleaner composition containing 1 to 15% by weight of N-acyl-N-alkyl (alkenyl) amidopolyolcarboxyalkylether of formula (I) as an anionic surfactant: Formula 1

Where R represents an alkyl or alkenyl group having 8 to 22 carbon atoms, R 'represents an alkyl or alkenyl group having 1 to 4 carbon atoms, X is a metal ion such as sodium, potassium or magnesium, or a cation selected from ammonium, ethanol amine, diethanolamine and triethanol amine, n is a number from 3 to 10, m is a number from 1 to 5. The composition according to claim 1, which is a dish washing detergent, a hair cleaner, a whole body cleaner or a laundry detergent.