JP2007077294A - Thickening agent composition for liquid detergent, its manufacturing method and liquid detergent composition obtained using the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a thickening agent for liquid detergents that comprises a compound bearing no nitrogen atom in the molecule and exhibits more excellent thickening effects. <P>SOLUTION: The thickening agent composition for liquid detergents comprises at least one or two or more among compounds represented by general formula (1) and compounds represented by general formula (2). In general formulae (1) and (2), R<SP>1</SP>is an 8-20C alkyl and/or alkenyl group; and R<SP>2</SP>is a hydrogen atom, a methyl group, an ethyl group or a hydroxymethyl group. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a thickener composition for a liquid detergent comprising a compound having no nitrogen atom in the molecule, a method for producing the same, and a liquid detergent composition using the same.

  The purpose of increasing the viscosity of the liquid detergent composition in order to improve the handling properties of the liquid detergent composition or to stably disperse water-insoluble substances such as pearls and abrasives in the detergent. In the past, various thickeners are blended.

  Fatty acid alkanolamides are widely known as thickeners used in such liquid detergent compositions. However, fatty acid alkanolamides have a problem that they are easily colored because they have nitrogen atoms in the molecule. Therefore, it is desired to develop a thickener for a liquid detergent composed of a compound having no nitrogen atom in the molecule.

As such a thickener containing no nitrogen atom, a thickener for a liquid detergent containing a hydroxyalkyl polyhydric alcohol ether compound has recently been proposed (Patent Documents 1 and 2). In addition to the thickening effect, this is considered to be excellent in terms of low-temperature stability of the blend, improvement in foaming properties, and the like. However, this also has a problem that the thickening effect may be insufficient.
JP 2003-34661 A JP 2003-96435 A

  The present invention has been made in view of the above, and is a thickener for a liquid detergent comprising a compound having no nitrogen atom in the molecule, and having a higher thickening effect. The purpose is to provide. Moreover, it aims at providing the manufacturing method and a liquid detergent composition using the same.

  The inventor of the present invention is a compound obtained by reacting a polyhydric alcohol in the presence of a catalyst with a glycidyl ether of an alcohol having an alkyl group and / or alkenyl group having 8 to 20 carbon atoms in the presence of a catalyst. The present invention was found to be suitable as an agent, and the present invention was completed.

That is, the thickener composition for liquid detergents of the present invention includes a compound represented by the following general formula (1) and a compound represented by the general formula (2) in order to solve the above problems. At least 1 type or 2 types or more shall be included.

However, in the general formulas (1) and (2), R ¹ represents an alkyl group and / or alkenyl group having 8 to 20 carbon atoms, and R ² represents a hydrogen atom, a methyl group, an ethyl group, or a hydroxymethyl group. Indicates.

The above-described thickener composition for a liquid detergent of the present invention is obtained by reacting a glycidyl ether of a higher alcohol represented by the following general formula (3) with a polyhydric alcohol represented by the general formula (4), It is obtained by a production method for obtaining at least one or two or more of the compound represented by the general formula (1) or the compound represented by the general formula (2).

However, in the general formula (3), ^{R 1} represents an alkyl group and / or an alkenyl group having 8 to 20 carbon atoms, in the general formula (4), ^{R 2} is a hydrogen atom, a methyl group, an ethyl group, or A hydroxymethyl group;

  The liquid detergent composition of the present invention includes the above-described thickener for liquid detergent of the present invention.

  The thickener for a liquid detergent of the present invention does not cause a coloring problem because it does not use a compound containing a nitrogen atom in the molecule. In addition, it has a thickening effect superior to that of a fatty acid alkanolamide or the like that is used for general purposes.

  The liquid detergent thickener of the present invention contains at least one of the compound represented by the general formula (1) and the compound represented by the general formula (2) as described above. It can be produced by reacting a glycidyl ether of a higher alcohol represented by the formula (3) with a polyhydric alcohol represented by the general formula (4).

R ¹ in the general formulas (1) and (2) is the same as R ¹ in the general formula (3) representing glycidyl ether, and is an alkyl group and / or alkenyl group having 8 to 20 carbon atoms, preferably 10 to 16 alkyl groups and / or alkenyl groups.

R ² in the general formulas (1) and (2) is the same as R ² in the general formula (4) representing a polyhydric alcohol, and is a hydrogen atom, a methyl group, an ethyl group, or a hydroxymethyl group.

  The reaction between the glycidyl ether of the higher alcohol represented by the general formula (3) and the polyhydric alcohol represented by the general formula (4) is preferably performed in the presence of a catalyst.

  As the catalyst, a mineral acid such as sulfuric acid and hydrochloric acid, an organic acid such as paratoluenesulfonic acid, a Lewis acid such as boron trifluoride, and an alkali such as NaOH and KOH are preferably used. Although the usage-amount of a catalyst is based on a catalyst seed | species, it is preferable that it is 0.0001-0.01 mol with respect to 1 mol of compounds represented by General formula (3).

  The reaction conditions depend on the catalyst used and the like, but the temperature is usually 50 to 100 ° C. and the time is about 2 hours.

  By the above reaction, a thickener composition is usually obtained as a mixture of the compound represented by the general formula (1) and the compound represented by the general formula (2). This mixture can be used as it is, but can also be used after separation according to a conventional method such as column chromatography or distillation, if necessary.

  The liquid detergent of the present invention contains at least the thickener for liquid detergent of the present invention and a surfactant that solubilizes it.

  Examples of the surfactant include anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants, zwitterionic surfactants, and semipolar surfactants commonly used in detergent compositions. An agent or the like can be used.

  Examples of anionic surfactants include fatty acid soaps such as soap base, sodium laurate, sodium palmitate, coconut soap, ether carboxylic acids such as POE lauryl ether carboxylate, POP · POE ether myristate; Higher alkyl sulfates such as sodium lauryl sulfate, potassium lauryl sulfate, triethanolamine lauryl sulfate; alkyl ether sulfates such as POE lauryl sulfate triethanolamine, sodium POE lauryl sulfate; N-acylamine salts such as sodium lauroyl sarcosine Lauroyl-N-methyl-β-alanine sodium, monosodium N-lauroyl glutamate, disodium N-stearoyl glutamate, N-milli Toyl-L-glutamate monosodium, N-palmitoylaspartate diethanolamine; higher fatty acid amide sulfonates such as N-myristoyl-N-methyltaurine sodium, palm fatty acid methyltaurine sodium, lauroylmethyltaurine sodium, POE laurylamide ether sulfonic acid Sodium; phosphate ester salts such as POE oleyl ether sodium phosphate, POE stearyl ether phosphate, POE laurylamide ether sodium phosphate; sulfosuccinates such as sodium di-2-ethylhexyl sulfosuccinate, monolauroyl monoethanolamide poly Sodium oxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate; alkylben Zen sulfonates such as sodium linear dodecyl benzene sulfonate, triethanolamine linear dodecyl benzene sulfonate, linear dodecyl benzene sulfonic acid; sulfates of higher fatty acid esters such as hydrogenated coconut oil fatty acid sodium glycerine sulfate, funnel oil Oils, α-olefin sulfonates, higher fatty acid ester sulfonates, secondary alcohol sulfates; higher fatty acid alkylolamide sulfates such as sodium lauroyl monoethanolamide succinate and sodium caseinate. Also, sulfate ester type or sulfonate type surfactants such as alkyl sulfate ester salts, polyoxyethylene alkyl sulfate ester salts, fatty acid amide ether sulfate ester salts, acyl isethionate salts, sulfosuccinate salts; and ether carboxylate salts, fatty acids Carboxylic acid type surfactants such as amide ether carboxylate, N-acyliminodiacetic acid, N-acylamino acid salt and the like can be mentioned. In the present invention, any one or more of these anionic surfactants can be selected and used. The same applies to other surfactants described below.

  Examples of cationic surfactants include quaternary ammonium salts such as cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyltrimethylammonium chloride, cetylpyridinium chloride, alkyldimethylbenzylammonium chloride, benzethonium chloride, and benzalkonium chloride. And amidoamine salt type cationic surfactants such as stearic acid diethylaminoethylamide glutamate and lanolin fatty acid diethylaminoethylamide glutamate, and lauric acid amidoguanidine hydrochloride.

  Examples of nonionic surfactants include glyceryl fatty acid esters such as glyceryl monostearate, self-emulsifying glyceryl monostearate, glyceryl monoisostearate; polyoxyethylene glyceryl fatty acid esters such as POE glyceryl monostearate, mono POE glyceryl oleate; polyglyceryl fatty acid esters such as diglyceryl monostearate, tetraglyceryl tristearate, decaglyceryl pentastearate; sorbitan fatty acid esters such as sorbitan monolaurate, sorbitan sesquistearate, sorbitan monooleate; Polyoxyethylene sorbitan fatty acid esters such as mono coconut fatty acid POE sorbitan, tristearic acid POE sorbitan, tri Polyoxyethylene sorbite fatty acid esters such as monolauric acid POE sorbite, tetraoleic acid POE sorbite; polyethylene glycol fatty acid esters such as polyethylene glycol monolaurate, polyethylene glycol monostearate, polyethylene glycol monooleate, distearic acid Polyethylene glycol; alkylene glycol monofatty acid esters such as propylene glycol monolaurate, propylene glycol monomyristate, etc .; alkyl polyhydric alcohol ethers such as glycerin monododecyl ether, glycerin monocetyl ether, glycerin monostearyl ether, penta Erythritol monododecyl ether Polyoxyethylene alkyl ethers such as POE lauryl ether, POE cetyl ether and POE stearyl ether; polyoxyethylene polyoxypropylene alkyl ethers such as POE · POP cetyl ether and POE · POP decyl tetradecyl ether; Ethylene alkyl phenyl ethers such as POE nonyl phenyl ether, POE octyl phenyl ether, POE branched octyl phenyl ether; polyoxyethylene alkyl amines such as POE stearyl amine, POE oleyl amine; fatty acid alkanolamides such as palm fatty acid diethanolamide, Lauric acid diethanolamide, palm kernel oil fatty acid diethanolamide; acylmethylglucamides, and For example, methyl glucamide laurate, methyl glucamide coconut fatty acid; other acetylene glycol, POE acetylene glycol, POE lanolin, POE lanolin alcohol, POE castor oil, POE hydrogenated castor oil, POE phytosterol, POE cholestanol, POE nonylphenyl formaldehyde condensation Such as things.

  Examples of amphoteric surfactants include betaine-type, sulfobetaine-type amphoteric surfactants such as N-alkyl acetate betaine, N-alkylhydroxysulfobetaine, fatty acid amidopropyldimethylaminoacetic acid betaine, fatty acid amidopropyldimethylaminohydroxysulfobetaine And amidoamine type amphoteric surfactants.

  Examples of semipolar surfactants include lauryl dimethylamine oxide, myristyl dimethylamine oxide, stearyl dimethylamine oxide, isostearyl dimethylamine oxide, coconut fatty acid alkyl dimethylamine oxide, caprylic amidopropyl dimethylamine oxide, capric amidopropyl Dimethylamine oxide, Amidopropyl dimethylamine oxide laurate, Amidopropyl dimethylamine oxide myristate, Amidopropyl dimethylamine oxide palmitate, Amidopropyl dimethylamine stearate, Amidopropyl dimethylamine isostearate, Amidopropyl dimethylamine oleate Oxide, ricinoleic acid amidopropyldimethylamine oxide, 12- Roxystearic acid amidopropyl dimethylamine oxide, palm fatty acid amidopropyl dimethylamine oxide, palm kernel fatty acid amidopropyl dimethylamine oxide, castor oil fatty acid amidopropyl dimethylamine oxide, lauric acid amidoethyl dimethylamine oxide, myristic acid amidoethyl dimethylamine Oxide, palm fatty acid amide ethyl dimethyl amine oxide, lauric acid amide ethyl diethyl amine oxide, myristic amide ethyl diethyl amine oxide, coconut fatty acid amide ethyl diethyl amine oxide, lauric acid amide ethyl dihydroxyethyl amine oxide, myristic amide ethyl dihydroxy ethyl amine oxide, coconut fatty acid amide Examples include ethyl dihydroxyethylamine oxide. It is. Among these, lauryl dimethylamine oxide, myristyl dimethylamine oxide, coconut fatty acid alkyl dimethylamine oxide, lauric acid amidopropyl dimethylamine oxide, myristic acid amidopropyl dimethylamine oxide, coconut fatty acid amidopropyl dimethylamine oxide, palm kernel oil fatty acid amidopropyl It is preferable to use dimethylamine oxide and castor oil fatty acid amidopropyldimethylamine oxide.

  The blending amount of the thickener is preferably 1 to 8 parts by weight and more preferably 2 to 4 parts by weight with respect to 100 parts by weight of the total blending amount of the surfactant.

  In addition to the above, the liquid cleaning agent of the present invention includes components used in conventional cleaning agents, such as animal, plant, fish shellfish, microorganism-derived extracts, powder components, liquid fats and oils, solid fats and oils, waxes, Hydrocarbons, higher alcohols, esters, silicones, humectants, water-soluble polymers, coating agents, UV absorbers, flame retardants, sequestering agents, lower alcohols, sugars, amino acids, organic amines, synthetic resin emulsions, pH You may contain 1 type (s) or 2 or more types, such as a regulator, skin nutrient, vitamins, antioxidant, antioxidant adjuvant, a fragrance | flavor as needed.

  Examples of the present invention will be described below, but the present invention is not limited to the following examples.

1. Thickener composition [Example 1]
In a 500 mL four-necked flask equipped with a stirrer, a cooling tube, a nitrogen introducing tube and a dropping funnel, 180 g of ethylene glycol was placed, and 0.5 g of boron trifluoride ether complex was added at room temperature under a nitrogen atmosphere. The temperature was raised to 80 ° C., and 100 g of separately synthesized decylglycidyl ether was added dropwise over 2 hours. After the dropwise addition, the mixture was stirred at 80 ° C. for 1 hour, and then excess ethylene glycol was retained under reduced pressure to give Compound 1 as a mixture of the compound represented by General Formula (1) and the compound represented by General Formula (2). Obtained.

[Example 2]
In the same manner as in Example 1, except that propylene glycol was used instead of ethylene glycol, and 75 parts by weight of lauryl glycidyl ether and 25 parts by weight of myristyl glycidyl ether were used instead of decyl glycidyl ether, Compound 2 was obtained as a mixture of the compound represented by formula (2) and the compound represented by formula (2).

2. Liquid detergent composition [Example 3]
16 parts by weight of polyoxyethylene (3) sodium lauryl ether sulfate, 4 parts by weight of Compound 1 as a thickener are dissolved in 80 parts by weight of water, and the pH is adjusted to 7 ± 0.5 using an aqueous citric acid solution. A cleaning composition was obtained. It was 2510 mPa * sec when the viscosity at 25 degrees C of this liquid detergent composition was measured with the B-type viscosity meter (60 rpm, 2 minutes later).

[Example 4]
A liquid detergent composition was prepared in the same manner as in Example 3 except that Compound 2 was used as a thickener instead of Compound 1. When the viscosity was measured by the above method, the viscosity was 2350 mPa · sec.

[Example 5]
14 parts by weight of potassium coconut fatty acid, 6 parts by weight of lauryl dimethylaminoacetic acid betaine, 12 parts by weight of Compound 12 as a thickener and 1 part by weight of sodium chloride are dissolved in 77 parts by weight of water, and the pH is adjusted to 10. The liquid detergent composition was obtained by adjusting to 5 ± 0.5. It was 32700 mPa * sec when the viscosity in 25 degreeC of this liquid detergent composition was measured with the B-type viscosity meter (12 rpm, 2 minutes later).

[Comparative Example 1]
A liquid detergent composition was prepared in the same manner as in Example 3 except that coconut fatty acid diethanolamide was used as a thickener instead of Compound 1. When the viscosity was measured by the above method, the viscosity was 82 mPa · sec.

[Comparative Example 2]
A liquid detergent composition was prepared in the same manner as in Example 3 except that coconut fatty acid monoethanolamide was used as a thickener instead of Compound 1. When the viscosity was measured by the above method, the viscosity was 2250 mPa · sec.

[Comparative Example 3]
A liquid detergent composition was prepared in the same manner as in Example 5 except that Bisco Safe LPE (hydroxyalkyl polyhydric alcohol ether compound) was used as a thickener instead of Compound 1. When the viscosity was measured by the above method, the viscosity was 29300 mPa · sec.

The thickener composition of the present invention can be used as a thickener for various liquid detergents such as shampoos, body soaps, and kitchen detergents.

Claims (3)

A thickener composition for a liquid detergent comprising at least one or more of a compound represented by the following general formula (1) and a compound represented by the general formula (2).

However, in the general formulas (1) and (2), R ¹ represents an alkyl group and / or alkenyl group having 8 to 20 carbon atoms, and R ² represents a hydrogen atom, a methyl group, an ethyl group, or a hydroxymethyl group. Indicates. A compound represented by the above general formula (1) and a general formula (2) are prepared by reacting a glycidyl ether of a higher alcohol represented by the following general formula (3) with a polyhydric alcohol represented by the general formula (4). The liquid detergent thickener composition according to claim 1, wherein the liquid detergent thickener composition is produced by obtaining at least one or more of the compounds represented by A method for producing the composition.

However, in the general formula (3), ^{R 1} represents an alkyl group and / or an alkenyl group having 8 to 20 carbon atoms, in the general formula (4), ^{R 2} is a hydrogen atom, a methyl group, an ethyl group, or A hydroxymethyl group; A liquid detergent composition comprising the liquid detergent thickener composition according to claim 1.