JPH0759713B2 - Cleaning composition - Google Patents

Description

TECHNICAL FIELD The present invention relates to a detergent composition containing fructoside useful as a nonionic surfactant.

[Conventional technology and its problems]

Conventionally, anionic surfactants such as alkyl sulphates and alkyl ether sulphates have been widely used as detergents in the fields of toiletries and household hold. However, since many of these anionic surfactants have relatively high protein denaturing properties and irritate the skin, development of a less irritating surfactant has been desired. On the other hand, conventional nonionic surfactants such as ethylene glycol alkyl ether are known to have a relatively low protein degrading property and a small skin irritation, but in terms of detergency, foaming power, foam stability, etc. However, it was not always satisfactory in practical use.

Conventionally, alkylglycosides have been known as nonionic surfactants that are excellent in biodegradability, have low irritation to the skin, and are relatively excellent in detergency, foaming power, foam stability and the like.
Alkyl glycosides are nonionic surfactants obtained via saccharides and long-chain alcohols.
Examples of detergent compositions containing such alkyl glycosides include those described in U.S. Pat. No. 3,219,656, JP-A-58-104625, JP-A-62-500725 and the like.

However, alkyl glycosides are generally produced by heating glucose and higher alcohols in the presence of an acid catalyst under heating and reduced pressure conditions, but it is known that many purification steps are required for the purpose of improving hue (US Patent No. 3839318
issue).

[Means for Solving the Problems]

The present inventors have conducted extensive studies to solve such problems, and as a result, fructoside obtained by reacting sucrose with a long-chain alcohol has high purity, good hue, and good low-temperature stability. It was found that the detergent composition containing such fructoside has low irritation to the skin, has a dry feel, and has excellent foaming power, foam stability, low temperature stability, etc. Has been completed.

That is, the present invention provides the following general formula (I) (In the formula, R represents an alkyl group or an alkenyl group having 6 to 24 carbon atoms) and a fructoside represented by the following formula is provided.

The fructoside represented by the above general formula (I) used in the present invention can be produced, for example, by mixing sucrose and alcohol and heating the mixture to allow the sucrose to undergo alcoholysis as represented by the following formula.

(Wherein R represents an alkyl group or an alkenyl group having 6 to 24 carbon atoms) or a known method described in "Bio Industry", Vol. 5, No. 4, page 13 (1988). Is synthesized by.

The alkyl group or alkenyl group of fructoside used in the present invention has 6 to 24 carbon atoms, preferably 6 to 18 carbon atoms, and more preferably 8 to 14 carbon atoms. The alkyl group may have a straight chain or a branched chain.

The alcohol used for the synthesis of fructoside is
Hexanol, heptanol, octanol, nonanol, decanol, tridecanol, tetradecanol,
Pentadecanol, hexadecanol, heptadecanol, octadecanol, methylpentanol, methylhexanol, methylheptanol, methyloctanol, methyldecanol, methylundecanol, methyltridecanol, methylheptadecanol, ethyl Hexanol, ethyl octanol, ethyl decanol, ethyl dodecanol, 2-heptanol, 2-nonanol, 2-undecanol, 2-tridecanol, 2-pentadecanol, 2-heptadecanol, 2-butyloctanol, 2-octyloctanol. , 2-hexyldecanol, 2-octyldecanol, hexenol,
Heptenol, octenol, nonenone, decenol, undecenol, dodecenol, tridecenol,
Tetradecenol, pentadecenol, hexadecenol, heptadecenol, octadecenol, hexanediol, heptanediol, octanediol, nonanediol, decanediol, undecanediol, dodecanediol, tetradecanediol, hexadecanediol, octadecanediol, hexenediol, heptenediol, octenediol, decenediol ,
Examples thereof include alcohols such as dodecene diol, tetradecene diol, hexadecene diol, and octadecene diol.

The fructoside represented by the general formula (I) is preferably added to the composition of the present invention in an amount of 1 to 90% by weight.

The detergent composition of the present invention may further contain various kinds of surfactants for the purpose of improving the foam quality and the feeling of use.

The anionic surfactant is preferably one in which the anionic group is selected from the group consisting of sulfate, sulfonate, carboxylate, phosphate and mixtures thereof. For example, as sulfates and sulfonates, alkyl sulfates, polyoxyethylene alkyl sulfates, sulfosuccinic acid-based, taurate-based, isethionate-based, α-olefin sulfonic acid-based surfactants, and the like, and carboxylate-based surfactants. Aliphatic soaps, fatty acid salts, ether carboxylic acid type surfactants, acylated amino acid type surfactants and the like, and as the phosphate type, alkyl phosphate ester type surfactants and the like, particularly sulfosuccinic acid type, A phosphate type surfactant is preferably used.

Examples of the amphoteric surfactant include carbobetaine-based, sulfobetaine-based and imidazolinium betaine-based amphoteric surfactants. Hydroxypropyl sulfobetaine, desalted as described in JP-A-63-130129 Grade imidazolinium betaine and the like are preferably used.

Nonionic surfactants include polyoxyalkylene addition type, amine oxide type, mono- or diethanolamide type, other sorbitan fatty acid ester, glycerin fatty acid ester, sucrose fatty acid ester, alkyl saccharide type, N-polyhydroxyalkyl fatty acid amide type. Examples thereof include polyhydric alcohol type and the like, and particularly polyoxyalkylene addition type and alkyl saccharide type are preferably used.

As the cationic surfactant, a mono- or di-alkyl addition type fourth group having a linear or branched alkyl group
Primary ammonium salts and those obtained by adding alkylene oxide to the alkyl group thereof, and the like, particularly having 12 to 16 carbon atoms.
Straight-chain monoalkyl quaternary ammonium salt of 20 to 20 carbon atoms
Quaternary ammonium salts having 28 branched alkyl groups are preferably used.

In the present invention, one or more of the above-mentioned surfactants can be used in combination depending on the performance of the intended product. Among these surfactants, betaine-based amphoteric surfactants such as hydroxysulfobetaine-based and desalted secondary imidazolinium betaine-based, sulfosuccinic acid-based, taurate-based, isethionate-based, ethercarboxylic acid-based, acylated amino acids Type, alkyl phosphate ester type anionic surfactant, alkyl saccharide type, N
-A cleaning agent comprising a polyhydroxyalkyl fatty acid amide-based nonionic surfactant in combination with fructoside,
It is particularly preferable in terms of reducing irritation and feeling of use. The total amount of the surfactant in the detergent composition in this case is 0.01 to 90% by weight, preferably 0.01 to 60% by weight, and particularly preferably 0.05.
~ 30% by weight.

The composition of the present invention generally comprises fructoside or a surfactant and a surfactant as main components and is prepared as a detergent composition in any formulation such as solid form, paste form or liquid form.

The composition of the present invention has a pH value of 3 to 10, particularly a pH value of 4 due to the known acidic or alkaline agents used in ordinary detergent compositions.
It is preferably adjusted to ~ 8.

In the case of a detergent composition in which the above-mentioned alkyl fructoside and another surfactant are used in combination, in addition to hue and low temperature stability, skin,
It is possible to obtain a smooth feeling of use without slimy feel on the hair.

In addition to the above-mentioned essential components, the detergent composition of the present invention may contain a detergent component that is usually used in detergents. For example, cationic polymers such as cationized cellulose for improving the feel of hair or skin, anionic polymers such as carboxymethyl cellulose, nonionic polymers such as polyethylene glycol, and silicone derivatives such as dimethylpolysiloxane and amphoteric polymers. One or two
More than one type of detergent component; humectant such as propylene glycol, glycerin, diethylene glycol monoethyl ether, sorbitol; viscosity modifier such as methyl cellulose, carboxyvinyl polymer, hydroxyethyl cellulose, polyoxyethylene glycol distearate, ethanol; pearling agent , Fragrances; pigments; UV absorbers; antioxidants; bactericides such as triclosan and trichlorocarban; anti-inflammatory agents such as potassium glycyrrhizinate and tocopherol acetate; antidandruff agents such as zinc pyrithione and octopirox; methylparaben, butylparaben, etc. And the following general formula (a) Wherein, R ¹ represents straight-chain or a saturated or unsaturated hydrocarbon group branched, R ² is a hydrocarbon, saturated or unsaturated, linear or branched 9 to 25 carbon atoms 10 to 26 carbon atoms X represents CH _{2 n} (where n represents an integer of 2 to 6)
It is also possible to optionally add an amide derivative or the like represented by the following formula within a range that does not impair the effects of the present invention.

〔The invention's effect〕

The cleaning composition of the present invention has low irritation to hair, has a high foaming property, and has good low-temperature stability, and is a house such as a cleaning composition or a dishwashing detergent applied to the skin / hair. It is extremely useful as a cleaning agent for hold.

〔Example〕

Hereinafter, the present invention will be described specifically with reference to Examples, but the present invention is not limited to these Examples.

Example 1 Shampoo composition 10% by weight of decyl fructoside Palm oil potassium fatty acid methyl taurine potassium 5 Palm oil fatty acid diethanolamide 2 Perfume 3 Water balance A shampoo composition having the above composition was obtained. The obtained shampoo composition has good foaming and can be easily rinsed,
Moreover, the dry feel of the hair was good, and no irritation was felt.

Example 2 Conditioning shampoo composition-Decylfructoside 15% by weight-Cationized cellulose (Polymer JR400, UCC)
0.3-Hydroxypropane-3-N-trimethylammonium lauryl sulfobetaine 2-Polydimethytyl siloxane (Molecular weight 100,000, Shin-Etsu Chemical: Silicon KF96) 1-Cetyltrimethylammonium chloride 1-Edetic acid di-Na salt 0.5-Methylparaben 0.2-fragrance 0.3-water balance A conditioning shampoo composition having the above composition was prepared by a conventional method. The obtained composition had good low-temperature stability, foaming, softness during rinsing, and good finished feel.

Example 3 Anti-dandruff shampoo composition • Isodecyl fructoside 2% by weight • Decyl fructoside 13 • Polyoxyethylene (2) lauryl sulfate Na salt 5 • Lauryl dimethylamine oxide 3 • Zpt 1 • Polyvinyl alcohol 1 • Benzo Acid soda 0.5 / fragrance 0.5 / appropriate amount of water / water balance An anti-dandruff shampoo composition having the above composition was prepared. The resulting composition was good and smooth after washing.

Example 4 Facial cleansing foam composition-Dodecyl fructoside 30% by weight-Lauryl monosulfosuccinic acid Na monoester 10
・ Na lauryl phosphate 10 ・ Glycerin 5 ・ Dipotassium glycyrrhizinate 0.5 ・ Polyethylene glycol (160) monostearate 0.5
・ Perfume 0.3 ・ Water balance A paste-like face-washing foam composition having the above composition was prepared by a conventional method. The composition obtained was a good one with low irritation, good foaming and no tightness after washing the face.

Example 5 Cleansing Lotion Composition-Decylfructoside 1% by weight-Lauryl imidazolinium betaine (sofdazoline N
S; manufactured by Kawaken Fine Chemicals Co., Ltd. 1 ・ Polyoxyethylene (20) monolarylyl sorbitan ester 1 ・ Allantoin 0.1 ・ Hexylene glycol 2 ・ Potassium dihydrogen phosphate 0.1 ・ Dipotassium hydrogen phosphate 0.3 ・ Benzalkonium chloride 0.2 -Perfume 0.1-Water balance A cleansing lotion composition having the above composition was prepared.
The obtained composition had good low-temperature stability and a lotion with a cleansing power that gave a refreshing feel to the skin.

Example 6 Detergent compositions having various compositions shown in Table 1 were prepared, and the foaming ability, low temperature stability and irritation of each were evaluated by the following methods. In addition, the number of the compounding component in the table shows% by weight.

(1) Foaming power test A mochi made of human hair having a length of 20 cm and a weight of 20 g was mixed with warm water of 40 ° C., and then 1 g of the cleaning composition was evenly applied,
It was bubbled for 1 minute, and the quality of foaming was visually evaluated according to the following criteria.

◯: Good foaming Δ: Normal foaming ×: Poor foaming (2) Low temperature stability test The liquid detergent was put in a glass bottle and stored at −50 ° C. for 10 days, and the appearance was visually evaluated according to the following criteria.

◯: Transparent Δ: Slightly turbid X: Precipitation occurs (3) Irritation test The irritancy was investigated by the denaturation degree of the water-soluble protein. That is,
The degree of denaturation when 1% of the detergent composition was added to 10 μM of serum albumin was calculated from CD (circular dichroism).

Good: Degree of modification 0 to 10% Poor: Degree of modification 10% or more The evaluation results are shown in Table-1.

Claims (2)

[Claims] 1. The following general formula (I): (In the formula, R represents an alkyl group or an alkenyl group having 6 to 24 carbon atoms) A cleaning composition comprising a fructoside represented by the formula: 2. (a) The following general formula (I): (In the formula, R represents an alkyl group or an alkenyl group having 6 to 24 carbon atoms) 1 to 90% by weight (b) One or more surfactants 0.01 to 90% by weight ( c) A detergent composition comprising a water balance amount.