JP2003129032A - 1,3-propanediol derivative-containing thickener and high- viscosity liquid detergent composition containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a non-nitrogen atom-containing 1,3-propanediol derivative- containing thickener which increases the viscosity of a liquid detergent and also improves its frothing property and foam-qualitative stability, and to obtain a liquid detergent composition containing the same. SOLUTION: The liquid detergent composition is prepared by blending the thickener containing a compound represented by formula (1) (R<1> is a 6-22C alkyl, alkenyl, hydroxyalkyl or acyl), with an anionic, zwitter, amphoteric, semipolar or nonionic surfactant different from the compound, preferably a sulfur-containing anionic or an amphoteric surfactants.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a thickener containing a 1,3-propanediol derivative having a specific structure,
And a liquid detergent composition containing the thickener and a detergent component different from the thickener and having improved foamability and foam stability.

[0002]

2. Description of the Related Art In order to improve the practical handling of a detergent composition or to stably disperse a pearlescent agent, an abrasive or other water-insoluble substance, it is necessary to increase its viscosity. There are various thickening agents added for this purpose. The main conventional thickening techniques include a method aiming at micelle aggregation of a detergent composition such as an inorganic salt such as sodium chloride, a method of compounding a polymer-type thickener, and an electric charge applied between molecules of a surfactant. Techniques that utilize such interactions are known.

Fatty acid alkanolamides are known as the most commonly used thickeners. This fatty acid alkanolamide is a surfactant that exhibits an extremely excellent thickening effect and foaming stabilizing effect particularly when it is combined with an anionic surfactant, but it contains nitrogen in the molecular structure. Therefore, it has a drawback that coloring with time cannot be avoided depending on the compounding conditions. Therefore, it is desired to develop a new thickener which does not contain nitrogen but has a thickening effect comparable to that of fatty acid alkanolamide. It was rare.

As a nonionic surfactant containing no nitrogen and usable as a thickener, polyoxyethylene highly added type polyethylene glycol distearate is known, which has a very long polyoxyethylene chain. And is widely used as a means of exhibiting a thickening effect. However, such a high molecular weight compound, which is close to a polymer, causes discomfort such as sliminess in the obtained composition by blending the compound, and thus causes a deterioration in usability of the detergent composition. Will be. Further, propylene glycol monolauric acid ester, α-monolauryl glyceryl ether and the like can also be used as a thickener, but the former has an ester bond in the molecule, so the hydrolysis resistance is low, There is a problem that the stability of viscosity with time is low. Also,
Since the latter has low compatibility with other surfactants, it was difficult to use it for general purpose like fatty acid alkanolamide. It has been desired to develop a nonionic surfactant that does not contain nitrogen and has general versatility similar to that of alkanolamide, which can solve the above-mentioned problems of the prior art.

[0005]

DISCLOSURE OF THE INVENTION The present invention does not contain a nitrogen atom and therefore has a high resistance to coloration over time, and exhibits a high thickening effect with respect to an aqueous solution of another surfactant detergent.
-Propylenediol derivative-containing thickening agent, and an attempt to provide a liquid detergent composition containing the same and having high foaming property and foaming stability.

[0006]

Means for Solving the Problems As a result of intensive studies to develop a non-nitrogen-containing thickener that is comparable to fatty acid alkanolamides, the present inventors have found that 1,3-propane having a specific structure. It was found that the diol derivative-type surface-active compound has a comparable thickening effect as compared with the fatty acid alkanolamide, as well as an effect of improving foaming property and enhancing foam stability, and also has good stability over time of viscosity, The present invention has been completed by finding that the compatibility with different surfactants is superior to that of α-alkyl glyceryl ethers.

The 1,3-propanediol derivative-containing thickener of the present invention has the following general formula (I):

[Chemical 2] [In the formula (I), R ¹ represents an alkyl group, an alkenyl group, a hydroxyalkyl group or an acyl group containing 6 to 22 carbon atoms. ] It is characterized by containing at least 1 sort (s) of 1,3-propanediol derivative represented by these. In the formula (I), the alkyl group, alkenyl group, hydroxyalkyl group and acyl group represented by R ¹ may be a linear group or a branched chain-containing group. The liquid detergent composition of the present invention comprises a thickener component comprising the 1,3-propanediol derivative-containing thickener of the present invention, an anionic surfactant, an amphoteric surfactant, a zwitterionic surfactant, A semipolar surfactant, and a detergent component comprising at least one selected from nonionic surfactants different from the 1,3-propanediol derivative represented by the general formula (I), and an aqueous medium, It is characterized by including. In the liquid detergent composition of the present invention, it is preferable that the detergent component contains at least one selected from a sulfur-containing anionic surfactant and a zwitterionic surfactant.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION The 1,3-propanediol derivative represented by the general formula (I) can be produced by the following method. Step 1 Epichlorohydrin represented by the general formula (II):

[Chemical 3] And benzyl alcohol (C ₆ H ₅ —CH ₂ OH) in the presence of an alkali catalyst to react with 1,3-dibenzylglycerol ether represented by the general formula (III):

[Chemical 4] To manufacture. Second Step The 1,3-dibenzyl glycerol ether and a fatty acid of the following general formula (IV), a fatty acid halide of the general formula (V), or an organic halide of the general formula (VI):

[Chemical 5] [However, in the formulas (IV) and (V), R ² is 5 to ²
Represents an alkyl group having 1 carbon atom, an alkenyl group or a hydroxyalkyl group, X represents a halogen atom, and in the formula (VI), R ³ represents an alkyl group having 6 to 22 hydrocarbons, alkenyl Group or a hydroxyalkyl group, and X represents a halogen atom. ] The compound of the general formula (VII):

[Chemical 6] [However, R¹ Is the same as the above definition]. However, before
Fatty acid of formula (IV) and 1,3-dibenzylglycerol
Dehydration condensation reaction with ether and fatty acid of the formula (V)
Ride and 1,3-dibenzyl glycerol ether
Odor of the compound of formula (VII) obtained by dehydrochlorination condensation reaction
And R ¹ Is C₆ -C_{twenty two}Represents an acyl group, and has the formula
(VI) Organic Halide and 1,3-Dibenzyl Glycerol
The compound of formula (VII) obtained by reaction with ether
R in things¹ Is C₆ -C_{twenty two}Alkyl group, hydroxy
It represents an alkyl group or an alkenyl group. Above
Syl group, alkyl group, hydroxyalkyl group and alkene
The nyl group may be a straight chain group or has a branched chain
It may be a group.3rd process For the ether compound of the above formula (VII), debenzylation
-CH₂ -C₆ H_Five) Treatment to give a compound of formula (I)
obtain.

Specific examples of the fatty acid of the formula (VI) are as follows:
2-ethylhexanoic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid,
Examples thereof include oleic acid, linoleic acid, 12-hydroxystearic acid, ricinoleic acid and isostearic acid. In addition, specific examples of the fatty acid halide of the formula (V) include 2-ethylhexanoic acid bromide, 2-ethylhexanoic acid chloride, caprylic acid bromide, caprylic acid chloride, capric acid bromide, capric acid chloride, and lauric acid bromide. Lauric acid chloride,
Myristic acid bromide, myristic acid chloride, palmitic acid bromide, palmitic acid chloride, stearic acid bromide, stearic acid chloride, oleic acid bromide, oleic acid chloride, linoleic acid bromide, linoleic acid chloride, 12-hydroxystearic acid bromide, 12-hydroxyl Examples thereof include stearic acid chloride, ricinoleic acid bromide, ricinoleic acid chloride, isostearic acid bromide, isostearic acid chloride and the like.

Further specific examples of the organic halide represented by the above formula (VI) include 2-ethylhexyl chloride and bromide 2.
-Ethylhexyl, 2-ethylhexyl iodide, octyl chloride, octyl bromide, octyl iodide, decyl chloride,
Decyl bromide, decyl iodide, dodecyl chloride, dodecyl bromide, dodecyl iodide, tetradecyl chloride, tetradecyl bromide, tetradecyl iodide, hexadecyl chloride, hexadecyl bromide, hexadecyl iodide, octadecyl chloride,
Examples include octadecyl bromide, octadecyl iodide, isooctadecyl chloride, isooctadecyl bromide, isooctadecyl iodide and the like.

The 1,3-propanediol derivative of the formula (I) alone may have low solubility in water, and therefore it is difficult to thicken the water by the compound of the formula (I) alone. Sometimes. In this case, when the compound of formula (I) is blended with a liquid detergent containing a component that dissolves it, the viscosity and foamability of the resulting blended composition can be significantly improved.

A high viscosity liquid detergent composition relating to the use of the thickener composition of the present invention will be described. Examples of the detergent component that solubilizes the compound of formula (I) of the present invention in water to exert a thickening effect include anionic surfactants, amphoteric surfactants, zwitterionic surfactants, and semipolar surfactants. Etc. Particularly, the thickening effect by the combination with at least one selected from anionic surfactants and zwitterionic surfactants containing sulfur is remarkable.

Specific examples of the sulfur-containing anionic surfactant and the zwitterionic surfactant are given below. As the sulfur-containing anion surfactant, the following aliphatic sulfate ester type anions are used. (1). Higher alkyl (or alkenyl) sulfate ester salts represented by the following general formula (VIII):

[Chemical 7] [Wherein, in the formula (7), R ⁴ represents an alkyl group or an alkenyl group having 10 to 18 carbon atoms, M ¹ represents an alkali metal atom, an alkaline earth metal atom, or an alkanolamine residue, p represents the same integer as the ionic valence of M1. Of the compounds of formula (VIII), sodium lauryl sulfate, potassium lauryl sulfate, triethanolamine lauryl sulfate and the like are preferably used. (2). Higher alkyl (or alkenyl) ether sulfate ester salts represented by the following general formula (IX):

[Chemical 8] [In the formula (IX), R ⁵ represents an alkyl group or an alkenyl group having 10 to 18 carbon atoms, M ¹ has the same meaning as defined above, q represents an integer of 1 to 5, and p represents the above. Same as the definition. As the compound of the formula (IX), for example, POE lauryl sulfate triethanolamine and POE sodium lauryl sulfate are preferably used. (3). Polyoxyethylene higher fatty acid alkylolamide sulfate ester salt of the following formula (X)

[Chemical 9] [In the formula (X), R ⁶ represents an alkyl group or an alkenyl group containing 10 to 18 carbon atoms, and M ¹ , q and p are the same as defined above. As the compound of the formula (X), POE lauric acid monoethanolamide sulfate sodium salt, POE palm oil fatty acid monoethanolamide sulfate sodium salt and the like are preferably used.

Further, the following compounds are used as the sulfuric acid-containing anionic surfactant. Sulfonic acid type anion (4). Alkylbenzene sulfonates of general formula (XI):

[Chemical 10] [Wherein, in the formula (XII), R ⁷ represents an alkyl group or an alkenyl group having 10 to 18 carbon atoms, and M ² represents an alkali metal atom or an alkanolamine residue. ] As the compound of the formula (XI), sodium linear dodecylbenzene sulfonate, triethanolamine linear dodecyl benzene sulfonate, linear dodecyl benzene sulfonate and the like are preferably used. (5). Higher fatty acid amide sulfonates of general formula (XII):

[Chemical 11] [Wherein, in the formula (XII), R ⁸ represents an alkyl group or an alkenyl group having 10 to 18 carbon atoms, R ⁹ represents a substituent selected from a hydrogen atom, a methyl group and an ethyl group, M ¹ and p are the same as defined above. ] As a compound of Formula XII, for example, N-myristoyl-N
-Methyl taurine sodium, coconut fatty acid methyl taurine sodium, or lauroyl methyl taurine sodium are preferably used. (6). Isethionates of the following general formula (XIII):

[Chemical 12] [In the formula (XIII), R ¹⁰ represents an alkyl group or an alkenyl group having ¹⁰ to 18 carbon atoms, and M ² has the same meaning as defined above. Of the compounds of formula (XIII), coconut oil fatty acid ethyl ester sodium sulfonate and the like are preferably used. (7). General formula (XIV) alkyl sulfonates:

[Chemical 13] [In the formula (XIV), R ¹¹ represents a hydroxyl group-containing or non-containing alkyl group or alkenyl group having 10 to 18 carbon atoms, and M ² has the same meaning as defined above. Of the compounds of formula (XIV), paraffin sulfonates and α-olefin sulfonates are preferably used.

The sulfur-containing zwitterionic surfactants include sulfobetaine-type zwitterionic surfactants represented by the following formula (XV):

[Chemical 14] [Wherein, in the formula (XV), R ¹² represents an alkyl group or an alkenyl group having 10 to 18 carbon atoms, and R ¹³ and R
Each ¹⁴ independently represents a member selected from a hydrogen atom, a methyl group and an ethyl group, s represents an integer of 2 to 3, and r represents an integer of 0 or 1. Of the compounds of formula (XV), lauric acid amidopropyl hydroxysulfobetaine, lauryl hydroxysulfobetaine, and the like are preferably used.

When these sulfur-containing anionic surfactants and zwitterionic surfactants are combined with the thickener of the present invention, a particularly high thickening effect is obtained. Further, in order to express the thickening effect of the thickener of the present invention, at least one selected from the above-mentioned anionic surfactant, amphoteric surfactant, zwitterionic surfactant and semipolar surfactant. Based on the total blended amount,
It is necessary to incorporate the 1,3-propanediol derivative of the formula (I) of the present invention into the liquid detergent composition in a specific ratio.

The 1,3-propanediol derivative of the formula (I) of the present invention is added to an anionic surfactant or an amphoteric interface which contributes to the solubilization according to the kind of the surfactant contributing to the solubilization and the addition amount thereof. 2.5-4 with respect to 100 parts by mass of the total amount of the surfactant, the zwitterionic surfactant, and the semipolar surfactant.
It is preferable to mix within the range of 3 parts by mass, and more preferably 8 to 25 parts by mass. If the compounding amount of the compound of the formula (I) of the present invention is less than 2.5 parts by mass with respect to 100 parts by mass of the surfactant contributing to solubilization, the thickening effect may be insufficient, and If it exceeds 43 parts by weight, the resulting composition may have insufficient low temperature stability.

For example, when the content of the surfactant that contributes to the solubilization contained in the liquid detergent composition is 20% by mass of the liquid detergent composition, the compounding amount of the compound of the formula (I) of the present invention is Is preferably 0.5% by mass to 8.6% by mass, more preferably 1.6% by mass to 5% by mass.

The liquid detergent composition containing the thickening agent of the present invention contains other ingredients usually used for detergents or cosmetics, such as extracts derived from animals, plants, fish and shellfish, microorganisms, powder components, Liquid oil, solid oil, wax, hydrocarbon,
Higher alcohols, esters, silicones, humectants, water-soluble polymers, coating agents, UV absorbers, anti-inflammatory agents, sequestering agents, lower alcohols, sugars, amino acids, organic amines, synthetic resin emulsions, pH adjusters, Skin nutrition, vitamins, antioxidants, antioxidant aids, fragrances, etc. 1
One kind or two or more kinds may be contained if necessary.

[0020]

EXAMPLES The present invention will be specifically described by the following examples.

Production Example 1 2-dodecyloxy-1,3-
Production of Propanediol 2-Dodecyloxy-1,3-propanediol was produced according to the following reaction formula (XVI).

[Chemical 15] 208.33 g of 48% sodium hydroxide aqueous solution in a 2 liter 4-neck separatory funnel equipped with a thermometer and a reflux condenser.
(2.5 mol) was added, and while stirring this, 152.4 g of benzyl alcohol (324.42 g, 3.0 mol) was placed in the funnel.
It dripped over minutes. Then, 922.52 g of epichlorohydrin (1.
0 mol) was added dropwise over 1.0 hour to prepare a reaction solution.
After stirring this reaction solution for 24 hours while maintaining the temperature at 25 to 30 ° C., the disappearance of the starting material epichlorohydrin was confirmed by thin layer chromatography. Distilled water 5
00 ml and 300 ml of toluene were added, and after stirring for 10 minutes, the mixture was left standing to separate the organic layer and the aqueous layer. After removing the aqueous layer, this organic layer was washed twice with distilled water, transferred to an evaporator, and concentrated under reduced pressure to give 1,3-
Crude product of dibenzyl glyceryl ether 320.15
g was obtained. The crude product was purified by vacuum distillation,
224.20 g of 3-dibenzyl glyceryl ether
(0.82 mol, yield 82.3%) was obtained. This was transferred to a four-necked separating funnel equipped with a thermometer and a reflux condenser, and 500 ml of toluene, 102.88% (1.23 mol) of 48% sodium hydroxide aqueous solution, and 17.70 g of stearyltrimethylammonium chloride ( 0.032 mol) was added, and 157.76 g (0.63 mol) of lauryl bromide was added dropwise to the obtained reaction solution at room temperature over 2 hours while vigorously stirring this. The obtained reaction liquid is 40 to 45 ° C.
The temperature was raised to 1, the mixture was stirred for 24 hours, then sampled, and the disappearance of the raw material 1,3-dibenzylglyceryl ether was confirmed by thin layer chromatography. Then, 500 ml of distilled water was added to this reaction solution to separate it into an organic layer and an aqueous layer, and the aqueous layer was removed. Further, the organic layer is washed with a saturated aqueous solution of ammonium chloride and distilled water, then the organic layer is transferred to an evaporator and concentrated under reduced pressure to give 2-lauryloxy-1,3.
-336.77 g of dibenzyl glyceryl ether are obtained. This was placed in a 2 liter autoclave, 800 ml of ethanol and 6.74 g of 7.5% palladium-supported carbon catalyst were added to the autoclave, and the hydrogen pressure was 98.07 × 10 ⁴ P.
The hydrogen pressure of a was applied and the temperature was raised to 100 ° C. After stopping absorption of hydrogen, the mixture was aged for 30 minutes, cooled to room temperature, sampled, and confirmed by thin layer chromatography that 2-dodecyloxy-1,3-dibenzylglyceryl ether as a raw material disappeared. The catalyst was removed by filtration and then concentrated under reduced pressure with an evaporator to obtain 193.36 g (yield 90.2%) of 2-lauroyloxy-1,3-propanediol.

Production Example 2 2-Lauroyloxy-1,3
-Production of propanediol 2-lauroyloxy-1,3- according to the following formula (XVII)
Propanediol was produced.

[Chemical 16] 1,3-Dibenzylglyceryl ether was produced in the same manner as in Production Example 1. 1,3 in 1 liter 4-neck separatory funnel with thermometer and Dean-Stark water separator
-Dibenzyl glyceryl ether 136.17 g (0.
(5 mol) and 120.23 g (0.6 mol) of lauric acid were added, and 300 ml of toluene was added and dissolved. When a homogeneous solution was obtained, 1.90 g of p-toluenesulfonic acid monohydrate (0.0
1 mol) was added, the temperature of this mixed solution was raised to 115 to 120 ° C., and the resulting solution was heated under reflux for 4 hours while removing water. When a theoretical amount of water was distilled, sampling was performed and thin layer chromatography confirmed the disappearance of the raw material 1,3-dibenzylglyceryl ether. Add this mixture to 8
Cooled to 0 ° C, saturated aqueous sodium hydrogen carbonate solution 500ml
Was added to stop the reaction. After stirring for 10 minutes, the reaction solution was allowed to stand, the organic layer and the aqueous layer were separated, and the aqueous layer was removed. After washing the organic layer with distilled water, the organic layer was transferred to an evaporator and concentrated under reduced pressure to give 2-lauroyloxy-
1,3-dibenzyl glyceryl ether 201.25 g
(Yield 88.5%). This was charged into a 2-liter autoclave, and 750 ml of 2-propanol, 7.5
% Palladium-supported carbon catalyst (5.28 g) was added, a hydrogen pressure of 98.07 × 10 ⁴ Pa was applied, and the temperature was raised to 100 ° C. After stopping the absorption of hydrogen, the mixture was aged for 30 minutes, cooled to room temperature, sampled, and confirmed by thin layer chromatography that the starting 2-lauroyloxy-1,3-dibenzylglyceryl ether disappeared. The catalyst was filtered and then concentrated under reduced pressure with an evaporator to obtain 121.05 g (yield 99.7%) of 2-lauroyloxy-1,3-propanediol.

Examples 1 and 2, Comparative Examples 1 and 2 In Examples 1 and 2, the nonionic compounds prepared in Production Examples 1 and 2 and having a 1,3-propanediol skeleton, and Comparative Examples 1 and 2, respectively. In 2, the coconut fatty acid diethanolamide and the coconut fatty acid monoethanolamide were used, and a binary mixture of these and a polyoxyethylene alkyl sulfate sodium salt (SLES) 25% aqueous solution was prepared at the blending ratio shown in Table 1. Each mixed solution was evaluated according to the following evaluation criteria.

(1) Thickening effect (viscosity measurement) B-type rotational viscometer model B manufactured by TOKIMEC
8M Measurement temperature 25 degrees (2) Foaming power measurement Loss Miles foaming power measurement was carried out by diluting with distilled water so that the solute solid content in each compounded sample was 0.25 wt%. It was (3) Usability test (foam quality, comprehensive evaluation) For each detergent sample, a panel of 10 panelists conducted a usage test by hand washing, and foaming (foam volume), foam quality (foam shape, foam quality) during use. The sensory test was conducted on the creaminess) and the overall feeling of use (comprehensive evaluation including the feeling of tightness after hand washing). The evaluation was a five-level relative evaluation with Comparative Example 1 of Table 1 as the standard 3 points, and the average score of the evaluation results was calculated.
When the calculated average value is 4.5 or more, it is very good (⊚), when 4.5 to 3.5 is good (∘), when 3.5 to 3.0, it is normal (△), and 3. The case of 0 or less was indicated as defective (x). The test results are shown in Table 1.

[0025]

[Table 1]

As is clear from Table 1, Production Examples 1 and 2
It was confirmed that the nonionic thickening agent having a 1,3-propanediol skeleton synthesized in 1) showed a thickening effect comparable to that of the conventional fatty acid alkanolamide type nonion. The nonionic thickener having a 1,3-propanediol skeleton of the present invention may be an ether type according to Production Example 1 and an ester type according to Production Example 2, but both types of thickeners may be used in combination. Good.

A shampoo having the following composition was prepared using the thickener of the present invention. Example 5 Shampoo Composition Lauric Acid Amidopropyl Dimethylamine Oxide 30% Solution 11.7% Stearyl Alcohol 0.4% POE (3) Lauryl Ether Sulfate Ester Sodium Salt 28.0% 25% Solution Lauric Acid Amidopropyl Dimethylaminoacetic Acid Betaine 11.7% 30% solution (demineralized product) 2-dodecyloxy-1,3-propanediol (Production Example 1) 1.5% cationized cellulose 0.3% 1-hydroxyethane-1,1-diphosphone Acid 60% solution 0.2% Citric acid 0.3% Methylparaben 0.2% Propylparaben 0.1% Perfume 0.1% Purified water 100% of the total amount The above ingredients are mixed and heated to 80 ° C. After uniform dissolution,
Cooled. When this shampoo composition was stored at -5 ° C for 3 days, no change in appearance was observed.

Example 6 A shampoo having the following composition was prepared. Shampoo composition Lauric acid amidopropyl dimethylamine oxide 30% solution 26.7% Stearyl alcohol 0.3% N-lauroyl-N-methyl-β-alanine sodium 18.7% 30% solution Lauric acid amidopropyldimethylaminoacetic acid betaine 8.0% 30% solution 2-dodecyloxy-1,3-propanediol (Production Example 1) 1.0% 1,3-butanediol 2.0% 1-hydroxyethane-1,1-diphosphonic acid 60% Solution 0.5% Citric acid 0.6% Methylparaben 0.2% Propylparaben 0.1% Perfume 0.1% Purified water 100% of the total amount The above ingredients are mixed and heated to 80 ° C to homogenize. After dissolution
Cooled. When this shampoo composition was stored at -5 ° C for 3 days, no change in appearance was observed.

Example 7 A shampoo having the following composition was prepared. Shampoo composition Lauric acid amidopropyl dimethylamine oxide 30% solution 26.7% Stearyl alcohol 0.3% N-lauroyl-N-methyl-β-alanine sodium 18.7% 30% solution Lauric acid amidopropyldimethylaminoacetic acid betaine 8.0% 30% solution 2-lauroyloxy-1,3-propanediol (Production Example 2) 1.5% 1,3-butanediol 2.0% 1-hydroxyethane-1,1-diphosphonic acid 60% Solution 0.5% Citric acid 0.6% Methylparaben 0.2% Propylparaben 0.1% Perfume 0.1% Purified water 100% of the total amount The above ingredients are mixed and heated to 80 ° C to homogenize. After dissolution
Cooled. When this shampoo composition was stored at -5 ° C for 3 days, no change in appearance was observed.

Example 8 A shampoo having the following composition was prepared. Shampoo composition Lauric acid amidopropyl dimethylamine oxide 30% solution 20.0% N-lauroyl-N-methyl-β-alanine sodium 18.7% 30% solution Lauric acid amidopropyl dimethylaminoacetic acid betaine 14.7% 30% Solution 2-lauroyloxy-1,3-propanediol (Production Example 2) 2.0% Cationized cellulose 0.5% Piroctone olamine 0.8% Methylparaben 0.2% Propylparaben 0.1% EDTA-2 Sodium 0.2% Citric acid pH = 6.2 Purified water 100% total amount The above components are mixed, heated to 80 ° C. and uniformly dissolved,
Cooled. When this shampoo composition was stored at -5 ° C for 3 days, no change in appearance was observed.

[0031]

INDUSTRIAL APPLICABILITY The 1,3-propanediol derivative-containing thickening agent of the present invention has a thickening effect comparable to that of fatty acid alkanolamides, and its viscosity stability with time is good, and a heterogeneous interface is provided. Excellent compatibility with activators. Therefore, the liquid detergent composition containing the 1,3-propanediol derivative-containing thickener of the present invention has high foamability and foam stability and is highly practical.

─────────────────────────────────────────────────── ─── Continued Front Page (51) Int.Cl. ⁷ Identification Code FI Theme Coat (Reference) C11D 1/12 C11D 1/12 1/68 1/68 1/92 1/92 3/20 3/20 17 / 08 17/08 F-term (reference) 4C083 AC072 AC122 AC171 AC172 AC302 AC341 AC482 AC532 AC562 AC662 AC712 AC782 AC852 AC892 AD132 BB04 BB05 BB07 CC38 DD23 EE01 EE07 EE21 4H003 AB31 AC03 AC17 AD04 AD05 BA12 EB04 EB06 EB08 FA42 EB09 FB08 FA42 EB09 FB08 FA42 EB09 EB08 FA42 EB09 FB08 FA28 FA30 4H006 AA01 AA03 AB68 BN10 GN24 GP01 GP10 KA06

Claims (3)

[Claims] 1. The following general formula (I): [In the formula (I), R ¹ represents an alkyl group, an alkenyl group, a hydroxyalkyl group or an acyl group containing 6 to 22 carbon atoms. ] A thickener containing at least 1 type of 1,3-propanediol derivative represented by these. 2. A thickener component comprising the 1,3-propanediol derivative-containing thickener according to claim 1, an anionic surfactant, an amphoteric surfactant, a zwitterionic surfactant, a semipolar interface. A liquid containing an activator and a detergent component consisting of at least one nonionic surfactant different from the 1,3-propanediol derivative represented by the general formula (I), and an aqueous medium. Cleaning composition. 3. The liquid detergent composition according to claim 2, wherein the detergent component contains at least one selected from a sulfur-containing anionic surfactant and a sulfur-containing zwitterionic surfactant.