JP2000160191A - Detergent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a detergent capable of exhibiting an excellent cleaning effect by using a nonionic surfactant having a structure wherein ethylene oxide and propylene oxide are addition-reacted to an alcohol in a constant ratio so that the ratio of primary hydroxyl groups/secondary hydroxyl groups at the terminals of the structure has a specific value. SOLUTION: This detergent comprises an ether-based nonionic surfactant which has a structure of formula I [R is a linear hydrocarbon; (AO)n is a polyoxyalkylene group produced by the random copolymerization of ethylene oxide with propylene oxide; (n) is the number of 2 or larger, provided that the oxypropylene groups in the (AO)n is contained in an amount of 20-50 wt.%] and in which the ratio of the primary hydroxyl group/secondary hydroxyl groups placed at the terminals of the structure is expressed by inequality II. The detergent may further contain other components, for example, a nonionic surfactant such as an alcohol ethoxylate, an anionic surfactant such as an alkylbenzene sulfonate, a dispersant and/or an antiseptic.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a cleaning agent comprising a nonionic surfactant.

[0002]

2. Description of the Related Art Nonionic detergents, particularly ether type nonionic detergents such as alcohols and phenols to which alkylene oxides such as ethylene oxide are added, have high detergency and high detergency even at low concentrations. It has many excellent features such as low foaming, being liquid, no change in detergency due to water hardness, and good alkali resistance. Due to these features, ether type nonionic detergents are widely used as household detergents for washing and dishes, cosmetics such as shampoo, industrial detergents for metal washing and the like. It is a cleaning agent.

[0003] The ether type nonionic detergent is usually produced by adding an alkylene oxide such as ethylene oxide to alcohol or phenol. Here, the alcohol or phenol used as a raw material is appropriately selected depending on the use of the detergent. Widely used alcohols include naturally derived alcohols such as alcohol derived from coconut oil, alcohol derived from tallow, alcohol derived from soybean oil, alcohol derived from palm oil, and synthetic alcohols such as secondary alcohols called Ziegler alcohol, oxo alcohol, and sophthanol. Is used. On the other hand, the portion constituting the ether chain is often formed by addition polymerization of ethylene oxide, but propylene oxide or the like may be rarely used. When two or more alkylene oxides are polymerized, block polymerization in which one alkylene oxide is added to an alcohol and then the other alkylene oxide is polymerized again, and random polymerization in which two or more alkylene oxides are mixed and added at one time. There is.

[0004]

As a result of various studies on ether-based nonionic surfactants using two or more alkylene oxides, the present inventors have found that a fixed ratio of ethylene oxide and propylene oxide to alcohol is obtained.
In addition, the inventors have found that a nonionic surfactant having a structure in which the ratio of primary / secondary hydroxyl groups at the structural terminals has a specific value exhibits excellent detergency, and completed the present invention.

[0005]

That is, the present invention provides a compound represented by the following general formula (1): R--O-(AO) _n --H (1) (wherein R represents a chain hydrocarbon group; AO) _n represents a polyoxyalkylene group formed by random copolymerization of ethylene oxide and propylene oxide, and n represents a number of 2 or more, provided that (AO) _n
The proportion of oxypropylene groups in the composition is 20 to 50% by weight. ) And the ratio of the number of primary hydroxyl groups to the number of secondary hydroxyl groups among the hydroxyl groups located at the structural end is represented by the following formula (2): 0.15 ≦ primary / secondary ≦ 1.00 ( 2) A cleaning agent in the range represented by

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION In the general formula (1), R represents a chain hydrocarbon group. Examples of the chain hydrocarbon group include an alkyl group and an alkenyl group.

Examples of the alkyl group include methyl, ethyl, propyl, isopropyl, butyl, isobutyl,
Tert-butyl, tert-butyl, pentyl, isopentyl, secondary pentyl, neopentyl, tert-pentyl, hexyl, secondary hexyl, heptyl, secondary heptyl, octyl, 2-ethylhexyl, secondary octyl, nonyl, secondary nonyl, decyl , 2nd grade decyl, undecyl,
Secondary undecyl, dodecyl, secondary dodecyl, tridecyl, isotridecyl, secondary tridecyl, tetradecyl,
Secondary tetradecyl, hexadecyl, secondary hexadecyl,
Stearyl, icosyl, docosyl, tetracosyl, triacontyl, 2-butyloctyl, 2-butyldecyl,
2-hexyloctyl, 2-hexyldecyl, 2-octyldecyl, 2-hexyldecyl, 2-octyldodecyl, 2-decyltetradecyl, 2-dodecylhexadecyl, 2-hexadecyloctadecyl, 2-tetradecyloctadecyl, monomethyl Branched-isostearyl and the like.

Examples of the alkenyl group include vinyl, allyl, propenyl, butenyl, isobutenyl, pentenyl, isopentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tetradecenyl, oleyl and the like. Among these, a chain hydrocarbon group having 6 to 22 carbon atoms is preferable. When the number of carbon atoms is from 6 to 11, the bubble removing property is good, and when the number of carbon atoms is from 12 to 22, the cleaning power is excellent.

In the general formula (1), (AO) _n is a polyoxyalkylene group formed by random copolymerization of ethylene oxide and propylene oxide. Further, the amount of propylene oxide is 20% based on the total amount of the above ethylene oxide and propylene oxide.
５０50% by weight. When the amount of propylene oxide is 20
If the content is less than 50% by weight or more than 50% by weight, the detergency is undesirably reduced. n represents the degree of polymerization of ethylene oxide and propylene oxide. n represents a number of 2 or more, preferably 2 to 50, and more preferably 5 to 30.

The cleaning agent of the present invention is represented by the general formula (1) satisfying the above conditions, and comprises a ratio of the number of primary hydroxyl groups to secondary hydroxyl groups among the hydroxyl groups at the structural terminal opposite to R. Is a range represented by the following formula (2): 0.15 ≦ primary / secondary ≦ 1.00 (2) If the above value is less than 0.15 or exceeds 1.00, the detergency is undesirably reduced. In addition, the primary / secondary ratio of the hydroxyl group located at the structural end of the general formula (1) can be measured by ¹ H-NMR.

The detergent of the present invention can be used in combination with other components. Other components include, for example, nonionic surfactants such as alcohol ethoxylate, alkylphenol ethoxylate, alkyl polyglycoside, and alkanolamide; alkyl benzene sulfonate, alkyl sulfate, alkyl ether sulfate, α-
Olefin sulfonate, acylated isethionate, acylated amino acid, acylated polypeptide, fatty acid soap,
Anionic surfactants such as alkyl ether carboxylate; cationic surfactants such as stearyltrimethylammonium, cetyltrimethylammonium and polydimethyldiallylammonium; amphoteric surfactants such as alkylcarbobetaine, amidopropylcarbobetaine and imidazolinium betaine Agents; semipolar surfactants such as alkylamine oxide; hydrotropes such as ethylene glycol, propylene glycol, polyethylene glycol, polyalkylene glycol alkyl ether, ethanol, paratoluenesulfonic acid; ethylenediaminetetraacetate (EDTA), hydroxyethyl Ethylenediaminetriacetic acid (HEDTA), nitrilotriacetic acid (NTA), diethylenetriaminepentaacetic acid (DTP
A), aminocarboxylic acids such as aspartic acid-N, N-diacetic acid, N-hydroxyethyliminodiacetic acid or salts thereof, and oxycarboxylic acids such as citric acid, gluconic acid, glycolic acid, tartaric acid or salts thereof. Sequestering agents of magnesium sulfate, sodium sulfate (Glauber's salt),
Alkaline builders such as sodium carbonate, sodium bicarbonate, potassium carbonate, sodium silicate and potassium silicate; alkalis such as sodium hydroxide and potassium hydroxide; monoethanolamine, N-methylmonoethanolamine, N
-Ethyl monoethanolamine, diethanolamine,
Alkanolamines such as triethanolamine, monopropanolamine, dipropanolamine, tripropanolamine, 2-amino-2-methyl-1,3-propanediol, aminoethylethanolamine; sodium polyacrylate, sodium acrylate-olefin Dispersants such as copolymers; and may contain preservatives, thickeners, enzymes, antibacterial agents, humectants, fragrances, dyes, and the like.

The object to be cleaned by the cleaning agent of the present invention is not particularly limited. For example, a detergent for clothes for washing clothes and the like;
Hair or body cleaner for washing skin, nails, eyes, etc .; Kitchen cleaner for washing dishes, utensils, vegetables, etc .;
Residential cleaning agents for cleaning floors, tatami, furniture, ceilings, roofs, etc .;
Hard surface cleaners for cleaning toilets, bathtubs, bathrooms, ventilation fans, microwave ovens, sinks, pipes, etc .; cleaners for automatic dishwashers; cleaners for textiles; industrial products such as automobiles, aircraft, vehicles, and machine parts Can be used as an industrial cleaning agent for cleaning water. The amount used is not particularly limited,
Although it varies depending on the cleaning application, it is usually about 0.01 to 20% by weight based on the total amount of the cleaning composition.

[0013]

The present invention will be described more specifically with reference to the following examples. In the following examples, parts and percentages are by weight unless otherwise specified. In the following tests,
The cleaning agents of the present invention and the comparative product shown in FIG. 1 were used.

[0014]

[Table 1]

(1) Detergency test 1: Leanut test A detergent composition was prepared by mixing the detergent of the present invention and the comparative product and other components in the following proportions.

<Blending> Inventive product and comparative product 8% Coconut oil alcohol EO (3) sulfate sodium salt 18% Polyoxypropylene (25) methyldiethylammonium 3% Coconut oil fatty acid diethanolamide 11% Coconut alkyldimethylamine Oxide 2% Other (sodium p-toluenesulfonate, sodium hydroxide, ethanol, propylene glycol) 17% Water Remainder

The test method was in accordance with the test method for leaching nuts according to JIS-K-3370. That is, 10 g of beef tallow, 10 g of soybean oil, 60 ml of chloroform, and 0.1 g of oil red.
Each set (= 6 sheets) of glass slides contaminated by immersing the glass slides in 1 g of the mixed solution was cleaned with the cleaning composition of the present invention and the comparative product using a leanut detergency tester. The residual stain was extracted with 100 mL of chloroform from each set of washed slide glasses, the weight of the extracted components was measured, and the detergency was calculated by the following equation.

[0018]

(Equation 1)

(2) Detergency test 2: Washing brush test 100 parts of margarine, 104 parts of flour and oleic acid 4
Part of the mixture was applied to a porcelain dish at a temperature of 22 ° C. and a humidity of 5 g.
A detergency test was performed on the sample which was allowed to stand overnight in a 0% constant temperature bath in the following manner. The water used in the test was artificial hard water having a calcium concentration of 50 ppm. One liter of water at 25 ° C. was diluted at a ratio of 0.75 mL of the cleaning composition having the same composition as that of the above-mentioned leanut test to prepare a cleaning liquid. Put 1 liter of the above-mentioned detergent solution into a plastic washing tub having a diameter of 30 cm,
500 mL of the above-mentioned detergent solution put into a 00 mL separatory funnel was dropped into the center of a plastic tub and foamed. In the cleaning solution, the contaminated dish was rubbed 10 times with a 4.5 cm diameter cleaning brush, rinsed with running water for 10 seconds, and dried. For the dried dishes, the residual oil was evaluated visually and by the touch of fingers. The test results indicated the number of dishes that had no residual oil after drying.

(3) Detergency test 3: Cotton cloth detergency test Artificial sebum stain (myristic acid 8.
4%, oleic acid 8.4%, tristearin 8.4%,
Triolein 8.4%, cholesterol 4.4%, cholesterol stearate 1.0%, paraffin 5.5
%, 5.5% of squalene, 49.5% of cotton clay and 0.5% of carbon black) with a sponge to rub a cotton cloth contaminated with artificial sebum having a surface reflectance adjusted to 25 ± 2%. Prepared. The product of the present invention and the comparative product were dissolved in tap water (hardness: 48 ppm in terms of calcium carbonate) to obtain a 0.05% aqueous solution, thereby preparing a detergent aqueous solution. Using a turgot meter, the above-mentioned cleaning agent aqueous solution 800
5 mL of the artificial sebum cotton cloth cut into 5 cm squares was washed at the same time. The washing temperature was 25 ° C., the washing time was 10 minutes, and thereafter, rinsing with 800 mL of tap water for 3 minutes was repeated twice. Thereafter, the cleaning rate was calculated by the following equation.

[0021]

(Equation 2)

R ₀ : Reflectance of cleaning cloth (%) R _s : Reflectance of contaminated cloth before cleaning (%) R _w : Reflectance of contaminated cloth after cleaning (%) Was performed four times, and the average value was evaluated.

(4) Detergency test 4: Metal cleaning test 100 mg of machine oil was adhered to a stainless steel test piece 10 cm long, 10 cm wide and 2 mm thick to obtain a contamination test piece. In addition, the product of the present invention or a comparative product,
Sodium metasilicate was blended at a weight ratio of 1: 9 to prepare a 0.2% detergent aqueous solution of this blend. The test piece was immersed in this aqueous detergent solution at 25 ° C. for 3 minutes and then dried at 105 ° C. for 2 hours, and the degreasing rate of machine oil of the test piece was measured by the following formula.

[0024]

(Equation 3)

The leanut test (test 1), the cleaning brush test (test 2), the cotton cloth detergency test (test 3), and the test were carried out using the products 1 to 10 and comparative products 1 to 3 shown in Table 1. Table 2 shows the results of the metal cleaning test (Test 4).

[0026]

[Table 2]

From the results shown in Table 2, it can be seen that the detergent of the present invention exhibits excellent detergency in various detergency evaluations.

The effect of the present invention is to provide a detergent which exhibits excellent detergency.

Continued on front page (72) Inventor Hiroaki Shirai 7-35 Higashiogu, Arakawa-ku, Tokyo Asahi Denka Kogyo Co., Ltd. F-term (reference) 4H003 AB31 AC08 AC09 AC13 AC15 AC23 AE06 BA12 DA01 DA02 DA05 DA06 DA08 DA11 DA17 DA19 EB22 ED02 ED28

Claims (1)

[Claims] 1. The following general formula (1): R—O— (AO) _n —H (1) wherein R represents a chain hydrocarbon group, and (AO) _n represents ethylene oxide and propylene oxide. Represents a polyoxyalkylene group formed by random copolymerization of n, and n represents a number of 2 or more, provided that (AO) _n
The proportion of oxypropylene groups in the composition is 20 to 50% by weight. ) And the ratio of the number of primary hydroxyl groups to the number of secondary hydroxyl groups among the hydroxyl groups located at the structural end is represented by the following formula (2): 0.15 ≦ primary / secondary ≦ 1.00 ( 2) A cleaning agent having a range represented by: