JP2001064677A - Detergent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a detergent improved in dispersibility and gelation preventing properties when diluted and excellent in detergency by including a surfactant, a specific compound and water. SOLUTION: This detergent comprises (A) a surfactant, (B) a compound represented by the formula: R-OCH2CH(OH)CH2OH (R is a 1-18C hydrocarbon group) and (C) water. The ingredient A preferably contains a nonionic surfactant (e.g. a polyethylene oxide and/or polypropylene oxide type nonionic surfactant). The compound of the ingredient B is, for example, obtained by reacting a compound represented by R-OH with an epoxy compound such as an epihalohydrin or glycidol by using an acid catalyst such as BF3. The preferred contents of the ingredient A, B and C are 10-80 wt.% of the ingredient A, 0.5-60 wt.% of the ingredient B and 0.1-10 wt.% of the ingredient C.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to detergents.

[0002]

2. Description of the Related Art Liquid detergents often contain a large amount of water, which is an inactive ingredient, due to the convenience in use, resulting in an increase in packaging. Environmentally, the use of packaging materials was required to be low, and higher concentrations and more compact products were required. For example, JP-A-2-933000 discloses a phase-stable liquid detergent containing a liquid component comprising a nonionic surfactant and a solid component comprising a builder and an oxidant.
No. 267000 describes a liquid non-aqueous detergent in which a specific imidoperamide is solubilized with a nonionic surfactant.

[0003] One disadvantage of non-aqueous liquid detergents, however, is that their dispersibility is impaired because they tend to gel upon dilution with water and the components tend to stick together. In this case, the composition disperses only slowly in water, which affects the detergency. In addition, there is an inconvenience that the water cannot be completely dispersed in the set washing time and adheres to the laundry. To prevent such gelation, JP-A-3-868 discloses
Japanese Patent Application Publication No. 00-200100 describes an amphiphilic carboxy-containing polymer having a specific molecular weight, and Japanese Patent Application Publication No. Hei 8-509515 discloses an ester comprising a sterically hindered alcohol such as trimethylolpropane as a gelling inhibitor. But
It was not sufficient in terms of the gelation preventing effect and the detergency.

[0004]

SUMMARY OF THE INVENTION It is an object of the present invention to provide a detergent having excellent detergency, which has improved dispersibility and anti-gelling property upon dilution of the detergent.

[0005]

The present invention provides a surfactant,
The present invention relates to a detergent containing the compound represented by the general formula (I) and 0.1 to 10% by weight of water.

R—OCH ₂ CH (OH) CH ₂ OH (I) wherein R is a hydrocarbon group having 1 to 16 carbon atoms. ]

[0007]

DETAILED DESCRIPTION OF THE INVENTION (A) Surfactant The surfactant used in the present invention is "Surface Active Age".
nts ", Volume 1, by Schwartz & Perry, Interscience,
1949 and "Surface Active Agents", Volume 2, Schwar
By tz, Perry and Berch (Interscience 1958), Manufa
The latest version of "McCutcheon's Emulsifiers &Detergents" or "Tensid-Taschenbuch", H. Stache, No. 2 published by McCutcheon Division of caturing Confectioners Company
Edition, Carl Hanser Verlag, Meunchen & Wien, 1981. Specific examples include the following.

Nonionic surfactants Nonionic surfactants are usually, for example, (1-1) alkylphenols or dialkylphenols having 6 to 12 carbon atoms in the alkyl group, and (1-2) aliphatic aliphatics having 8 to 20 carbon atoms. Examples thereof include alcohols and alkyl addition derivatives thereof, (1-3) fatty acid mono- or dialkanolamides having 10 to 20 carbon atoms in the alkyl group of the fatty acid residue, and alkylene oxide adducts thereof. As the alkylene oxide, an ethylene oxide group (hereinafter referred to as EO) or propylene oxide (hereinafter referred to as PO) is preferable. In particular, it is preferable to use a polyethylene oxide and / or polypropylene oxide type nonionic surfactant.
It is preferable to mainly use one or more selected from (3). (1) Polyoxyethylene alkyl ether obtained by adding 5 to 15 moles of EO to primary alcohol having 8 to 16 carbon atoms on average (2) Addition of 5 to 15 moles of EO to secondary alcohol having 8 to 16 carbon atoms on average (3) Polyoxyethylene polyoxypropylene alkyl ether obtained by adding an average of 5 to 15 mol of EO and an average of 1 to 5 mol of PO to a primary or secondary alcohol having 8 to 16 carbon atoms In (3), the order of addition of EO and PO is not particularly limited, and may be block polymerization or random polymerization. Which substance is used depends on the use, purpose and stability of the detergent. The nonionic surfactant selected from the above (1) to (3) contains 10 to 1 in the nonionic surfactant.
00% by weight, especially 60 to 100% by weight. Since the detergent of the present invention has a high surfactant concentration, the viscosity tends to increase. In that case, in order to reduce the viscosity of the detergent, it is preferable to use the nonionic surfactants (1) to (3) derived from primary alcohols and those derived from secondary alcohols in combination.

Other nonionic surfactants include polyoxyethylene alkyl phenyl ether, sucrose fatty acid ester, fatty acid glycerin monoester, higher fatty acid alkanolamide, polyoxyethylene higher fatty acid alkanolamide, amine oxides and alkyl glycosides. No.

The stability of the detergent is further improved by adding 1 to 10% by weight, preferably 1 to 5% by weight of the alkyl glycoside in the surfactant.

[0011] The nonionic surfactant is preferably one of the following:
0-80% by weight, more preferably 15-70% by weight, especially 20-6%
It preferably accounts for 0% by weight.

Anionic Surfactant The detergent of the present invention may contain, in addition to the nonionic surfactant, 15% by weight or less, preferably 1 to 10% by weight, of an anionic surfactant in the surfactant. it can. As the anionic surfactant, for example, a sulfonate type, a sulfate type and / or a carboxylate type anionic surfactant is suitably blended.

For example, an alkylbenzene sulfonate having an alkyl group having 10 to 18 carbon atoms, an alkyl sulfate and an alkyl ether sulfate having an alkyl group having 10 to 24 carbon atoms (having 1 to 5 EO groups), an olefin Sulfonates and the like, and salts include alkali metal salts, alkaline earth metal salts, ammonium salts and alkylolamine salts, and further include stable free acid forms of such anionic surfactants. it can. More specifically, those shown in the following (4) to (7) are most preferable. (4) Alkylbenzene sulfate having an alkyl group having an average carbon number of 10 to 20 (5) Linear primary or linear 2 having an average carbon number of 10 to 20
Alkyl ether sulfate having an alkyl group derived from a secondary alcohol or an alkyl group derived from a branched chain alcohol and having an average of 0.5 to 6 mol of EO added per molecule (6) An alkyl group having an average carbon number of 10 to 20 Or an alkyl or alkenyl sulfate having an alkenyl group (7) A fatty acid salt having an average carbon number of 8 to 18 When the above-mentioned anionic surfactant is blended, it is blended in an acid form, and an alkali (ethanolamine or the like) is separately added. Such a method may be used.

As other surfactants, cationic surfactants and amphoteric surfactants which are known to be incorporated in detergents may be incorporated as long as the stability is not impaired.

In the present invention, the total amount of the surfactant is from 10 to 8
It is preferably 0% by weight, more preferably 15 to 70% by weight, particularly preferably 20 to 60% by weight.

(B) Compound represented by the general formula (I) In the present invention, a compound represented by the following general formula (I) is used. _{R-OCH 2 CH (OH)} CH 2 OH (I) [wherein R 1 to 16 carbon atoms, preferably 3 to 12, more preferably 4 to 10 hydrocarbon group. In particular, in coating and washing, R in the general formula (I) is preferably an alkyl group having 7 to 9 carbon atoms, particularly 8 in terms of the performance of washing sebum stains such as collars and cuffs.

In the present invention, it is desirable that 0.5 to 60% by weight, preferably 1 to 50% by weight, particularly preferably 5 to 40% by weight, of the compound represented by the formula (I) is incorporated in the detergent. It is desirable from the point of view.

The compound of the general formula (I) is obtained by converting R-OH with an epoxy compound such as epihalohydrin or glycidol to BF ₃
In general, the reaction is carried out using an acid catalyst such as the above. However, the reaction between the alcohol and the epoxy compound reacts randomly at the first and second positions of the epoxy compound,
In addition, polyadducts are formed. For this reason, in addition to the compound of the general formula (I) in which an alcohol is added at the 1-position, 2-alkoxy-1,3-propanediol as an isomer or a multimer having a large number of glyceryl groups (eg, alkyl diglyceryl ether) Exists. In the present invention, a compound containing the above isomer or multimer may be used, but from the viewpoint of improving the washing performance, the aluminum catalyst of the general formula (II) is used to reduce the isomer and multimer. To produce the compound of general formula (I). Al (OSO ₂ R ³ ) ₁ (OR ⁴ ) _m (OR ⁵ ) _n (II) wherein R ³ represents a hydrocarbon which may have a substituent, and R ⁴ and R ⁵ are the same or different It represents a hydrocarbon group which may have a different substituent. l is a number from 1 to 3, m and n are each a number from 0 to 2 and 1 + m + n = 3. ]

The catalyst can be produced by, for example, reacting a sulfonic acid or the like with a trialkylaluminum, trialkoxyaluminum or aluminum trihalide, and converting the alkyl group, alkoxyl group or halogen group of the aluminum compound with the sulfonic acid salt. After partial or total substitution, the compound can be produced by further substituting the remaining alkyl group, alkoxyl group or halogen group with an appropriate alcohol or phenol. The substitution reaction is performed by heating and mixing in a solvent such as a hydrocarbon or an alcohol.

When the above-mentioned aluminum catalyst is used in the present invention, an epoxy compound such as epihalohydrin or glycidol is used in an amount of 0.5 to 1.5 molar equivalents, preferably 1.0 to 1.2 molar equivalents with respect to R-OH. Use the general formula (II)
Of the aluminum catalyst is 0.001 to
0.1 molar equivalent, preferably 0.01 to 0.05 molar equivalent, and the reaction temperature is 10 to 120 ° C, preferably 70 to
It is good to react at 110 ° C. for 1 to 5 hours.

The compound represented by the general formula (I) is excellent in an anti-gelling effect and an anti-coagulation effect upon dilution with a detergent.
It has high permeability to sebum and penetrates into the collar and sleeve stains particularly noticeable in the washing finish, and can be washed effectively.

(C) Water In the present invention, the amount of water in the detergent is from 0.1 to 10% by weight, preferably from 0.1 to 5% by weight, more preferably from 0.1 to 4% by weight, particularly preferably from 0.1 to 4% by weight. It is preferably about 3% by weight.

In the present invention, in addition to the above essential components, the following alkali agents, metal sequestering agents and low-temperature stabilizers may be blended.

Examples of the alkaline agent include hydroxides such as sodium hydroxide, potassium hydroxide and calcium hydroxide; carbonates such as sodium carbonate, potassium carbonate and sodium sesquicarbonate; silicates such as sodium silicate and potassium silicate; Examples thereof include alkanolamines such as amine, diethanolamine, and triethanolamine. In particular, sodium hydroxide, potassium hydroxide, monoethanolamine, and at least one selected from diethanolamine have a cleaning effect of 0 to 20% by weight, Preferably 0.
1 to 20% by weight.

Examples of the sequestering agent include (1) a phosphoric acid compound such as phytic acid or a salt thereof, and (2) ethane-1,1-
Diphosphonic acid, ethane-1,1,2-triphosphonic acid,
Such as ethane-1-hydroxy-1,1-diphosphonic acid and derivatives thereof, ethanehydroxy-1,1,2-triphosphonic acid, ethane-1,2-dicarboxy-1,2-diphosphonic acid, and methanehydroxyphosphonic acid; Phosphonic acids or salts thereof, (3) phosphonocarboxylic acids such as 2-phosphonobutane-1,2-dicarboxylic acid, 1-phosphonobutane-2,3,4-tricarboxylic acid, α-methylphosphonosuccinic acid and salts thereof, (4) amino acids such as aspartic acid, glutamic acid and glycine or salts thereof, (5) nitrilotriacetic acid, iminodiacetic acid, ethylenediaminetetraacetic acid,
Aminopolyacetic acids such as diethylenetriaminepentaacetic acid, glycoletherdiaminetetraacetic acid, hydroxyethyliminodiacetic acid, triethylenetetraaminehexaacetic acid, and diencoric acid or salts thereof, (6) diglycolic acid, oxydisuccinic acid, carboxymethyloxysuccinic acid, citric acid acid,
Organic acids such as lactic acid, tartaric acid, oxalic acid, malic acid, oxydisuccinic acid, gluconic acid, carboxymethyl succinic acid, carboxymethyl tartaric acid or salts thereof, (7) aminopoly (methylenephosphonic acid) or salts thereof, or polyethylenepolyamine poly ( Methylene phosphonic acid) or salts thereof. Among these, one or more selected from the above (2), (5) and (6) are preferable. The amount of such a sequestering agent is 0 to 30% by weight, preferably 0.01 to 15% by weight, from the viewpoint of cleaning performance.
Is desirable.

It is preferable to add at least one selected from benzenesulfonates, toluenesulfonates, xylenesulfonates and cumenesulfonates as a low-temperature stabilizer. Such low-temperature stabilizers are preferably present in the detergent in an amount of from 0.05 to 5% by weight, preferably from 0.1 to 5% by weight.
It is desirable to mix 4% by weight.

Further, lower alcohols such as ethanol and isopropanol, and polyhydric alcohols such as glycerin and sorbitol may be blended. In addition, fragrances, fluorescent brighteners, enzymes, enzyme stabilizers, bleaching agents, builders, chlorine scavengers, dye transfer inhibitors, anti-redeposition agents, pigments, antiseptic / antifungal agents, thickeners, etc. as desired. It may be added.

The detergent of the present invention comprises at least one component.
Preferably, one is present as solid particles. As a result, a concentration gradient of the solid particles is generated on the laundry, and as a result, the detergency can be improved. The weight average particle size of the solid particles is less than 300 μm, preferably less than 200 μm, more preferably less than 100 μm, and particularly preferably less than 10 μm. The particle size may be submicron in size. The particle size of the solid particles is obtained by using a substance of the desired particle size or by grinding the whole detergent in a suitable grinding device. The solid particles may be those in which the components to be blended in the above-described detergent of the present invention are present as particles, or may be those that are separately blended. The detergent preferably contains a stabilizer in order to suppress sedimentation of the solid phase that causes sedimentation and sedimentation of the detergent that cannot be redispersed. The solid particles are preferably present in the detergent in a proportion of 1 to 70% by weight, more preferably 5 to 65% by weight, 10 to 60% by weight. The average particle diameter of the solid particles can be measured by LA-910 manufactured by Horiba, Ltd.

The detergent of the present invention can be used not only as a detergent for clothing but also as a dish detergent and a residential detergent. pH
Varies depending on the application, but 8 to 11
However, in the case of dishwashing detergent, 6-9 is preferable, and in the case of residential detergent, 7-11 is preferable. Further, the form may be a form such as liquid, powder, paste, and dough.

[0030]

EXAMPLES Synthesis Example 1 (Synthesis of Compound 1) 158 g (1.78 mol) of isoamyl alcohol, 3.61 g (17.7 g) of aluminum triisopropoxide
mmol) and 9.40 g of p-phenolsulfonic acid
(5.4 mol) was placed in a 1 L flask and heated to 90 ° C. while stirring. Further under reduced pressure (200 mmHg) 1
After stirring for an hour, the temperature was raised to 100 ° C., 170 g of epichlorohydrin was added dropwise over 30 minutes, and the mixture was further stirred for 3 hours. The reaction mixture was maintained at 50 ° C., 800 ml of a 48% aqueous sodium hydroxide solution was added dropwise over 1 hour, and the mixture was further stirred for 3 hours.
400 ml of water was added and the layers were separated. After removal of the aqueous layer, the oil layer was washed twice with 500 ml of water,
80 g were obtained. Next, 140 g of the crude reaction product, 140 g of water, 7.64 g of lauric acid and 2.14 g of potassium hydroxide were added in 2 L.
The mixture was placed in an autoclave and heated to 157 ° C. while stirring. After stirring for 5 hours, cool to room temperature,
The mixture was extracted with ml of ethyl acetate, washed twice with 300 ml of water, and the ethyl acetate was distilled off under reduced pressure. As a result of analysis by gas chromatography, it was found that 95% of the compound of the formula (I) in which R was an isoamyl group was obtained.

Synthesis Example 2 (Synthesis of Compound 2) In Synthesis Example 1, n-amyl alcohol was used instead of isoamyl alcohol.
It was produced in the same manner except that 1.78 mol of octanol was used. As a result of the analysis, 88% of the compound of the formula (I) in which R was an n-octyl group was obtained.

Synthesis Example 3 (Synthesis of Compound 3) A compound was produced in the same manner as in Synthesis Example 1, except that 1.78 mol of stearyl alcohol was used instead of isoamyl alcohol. As a result of analysis, 71% of the compounds of the formula (I) in which R was a stearyl group were obtained.

Example <Preparation of Liquid Detergent for Clothing> Using the compounds shown in Table 1 and the compounds shown in Table 1, the detergents shown in Table 1 were prepared. All were liquids in which solid particles were dispersed. For each, the detergency was evaluated by the degreasing power shown below, and the dispersibility was evaluated by the following method. Table 1 shows the results.

<Method for measuring degreasing power> Triolein 200 g
Was dissolved in 80 L of perclene, and a # 2003 cloth was dipped and allowed to adhere. Then, the perchlen was dried and removed to obtain an artificially contaminated cloth. This artificially stained cloth was cut into 5 × 5 cm, 0.2 g of detergent was applied to an area of 2 × 2 cm per one artificially stained cloth, and a set of five was washed with a tergotometer at 100 rpm (water temperature: 20 ° C., Hardness 4 ° DH, cleaning time 10
Rinsing with tap water for 5 minutes). After washing, the portion where the detergent was applied was cut out exactly, and a set of five was subjected to Soxhlet extraction with chloroform for 12 hours. Uncleaned artificially stained cloth was also extracted by the same operation. Then
Chloroform of the extract was distilled off under reduced pressure using an evaporator, and the amount of the extracted triolein obtained was determined. The degreasing rate was determined by the following equation. did.

[0035]

(Equation 1)

<Dispersibility Evaluation Method> 900 g of distilled water at 10 ° C. was placed in a cylindrical 1 L beaker having an inner diameter of 105 mm, and a cylindrical stirrer having a total length of 35 mm and a diameter of 7.5 mm (model SA-35, manufactured by Kagaku Kyoeisha Co., Ltd.) was used. 300 rpm using the preferred example)
Stir with. A 50 g sample at 10 ° C. is introduced into the center of the water vortex. After stirring for 2 minutes, the dispersion state was visually evaluated according to the following criteria. ○: uniformly dissolved ×: undissolved

[0037]

[Table 1]

Nonionic surfactant; polyoxyethylene (average number of moles of ethylene oxide added: 7) alkyl (C10 to C12) ether Anionic surfactant: alkyl (C10 to C12)
Sodium benzenesulfonate • PEG; polyethylene glycol, average molecular weight 600
0 zeolite; type 4A (anhydrous equivalent) anti-redeposition agent; carboxymethylcellulose enzyme: 1: 1 mixture of cellulase and protease fluorescent brightener: Tinopearl CBS-X and Tinopearl AM
1: 1 mixture of S-GX (both manufactured by Ciba Specialty Chemicals) The detergent raw material was pulverized to less than 10 μm. It was confirmed that solid particles were present in each of the detergents.

Continued on the front page (72) Inventor Hiroshi Nishimura 1334 Minato, Wakayama-shi, Wakayama Prefecture Inside Kao Corporation Research Institute (72) Inventor Kazutoshi Ide 1334 Minato, Wakayama-shi Wakayama Prefecture Kao Corporation Research Institute F-term (reference) 4H003 AB18 AC08 BA09 BA12 BA15 DA01 DA05 DA10 DA17 EA16 EA28 EB06 EB36 EB42 EC02 EC03 ED02 FA35 FA37

Claims (3)

[Claims] 1. A detergent comprising a surfactant, a compound represented by the general formula (I) and 0.1 to 10% by weight of water. _{R-OCH 2 CH (OH)} CH 2 OH (I) wherein R is a hydrocarbon group having 1 to 16 carbon atoms. ] 2. The detergent according to claim 1, wherein the surfactant contains a nonionic surfactant. 3. The detergent according to claim 1, wherein at least one of the constituent components is present as solid particles.