JPH04170499A - Detergent composition - Google Patents

Abstract

PURPOSE:To obtain the title composition which is highly safe, chemically stable, excellent in foaming power, and free from tackiness by using a specified sugar or sugar alcohol derivative as the constituent. CONSTITUTION:A detergent composition containing one or more sugars or sugar alcohol derivatives of formula I [wherein A is a residue of a sugar or sugar alcohol having (n+m) hydroxy groups removed therefrom; R is straight- chain or branched 8-32C alkyl or alkenyl; n and m are each 1 or greater; X is a group of formula II, III, IV, V, VI or VII (wherein M is an alkali metal ion or an amine residue ion; l is 1 to 20)]. This composition has little irritativeness to the skin, good moisture retentivity, and no tackiness and is excellent in hand in use and foaming power. It can be used in any system and in various applications, for example, hair detergents such as a shampoo and a rinse, detergents for clothing, tableware, and skin, and a hard detergent.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a cleaning composition containing one or more specific sugars or sugar alcohol derivatives. More specifically, the sugar or sugar alcohol represented by the above general formula (1) is highly safe, chemically stable, has excellent foaming properties, has no sticky feeling, and has an unprecedented feel when used. The present invention relates to a cleaning composition containing the derivative.

[Prior Art] Conventionally, among the functions required of cleaning agents, safety and stability are the most important. In addition, in order to prevent skin roughness due to washing and to improve the feel after washing, there has been a demand for products that are less irritating and have a moist feel when used. Furthermore, from the viewpoint of washing away, it leads to water pollution, so a highly biodegradable surfactant has been sought.

[Problems to be solved by the invention] Problems with the prior art Under these circumstances, sugar-based nonionic surfactants such as sugar ethers and alkyl glucosides have been incorporated into cleaning agents as promising products in terms of biodegradability, safety, etc. However, these had problems such as low foaming properties, unsatisfactory foaming in hard water, and a sticky feeling when used.

In view of the above circumstances, the present inventors have made extensive studies and have discovered that the sugar or sugar alcohol g-conductor of the present invention satisfies these conditions, and have completed the present invention.

OBJECTS OF THE INVENTION The object of the present invention is to provide an extremely safe cleaning composition that contains a specific sugar or sugar alcohol derivative that is hypoallergenic, is mild to the skin, and has minimal irritation to the entire system. It is about providing.

[Means for Solving the Problems] That is, the present invention has the general formula (■): (X-0-)n-A-(-0-R)m (1)(
However, in the formula, A is a residue obtained by removing n+m hydroxyl groups from a sugar or sugar alcohol. R is a straight-chain or branched alkyl group or alkenyl group, the total number of carbon atoms is 8 to 32゜n, m is 1
Above, X represents -CH2C00M -CH(COOM)2 (C2H40)] CHCH2C0 OCH2CHOHCH20)lcH2cOOM03M -P○4M, M represents an alkali metal ion or amine residue ion, and 1 represents 1 to 20. . ) It relates to a skin external preparation characterized by containing one or more types.

Hereinafter, the configuration of the present invention will be explained in detail.

Specific examples of the sugar A in the compound of general formula (I) used in the present invention include glucose, galactose, xylose, fructose, aldulose, talose, mannose, arabinose, idose, lyxose, ribose,
Monosaccharides such as allose and mixtures thereof, or disaccharides such as maltose, isomaltose, lactose, xylobiose, kenthiopice, cordiobiose, cellobiose, sophorose, nigerose, sucrose, melibiose, laminaribiose, rutinose and mixtures thereof,
Further examples include sugar alcohols such as maltitol, sorbitol, mannitol, galactitol, glucitol, and inositol, and mixtures thereof, and even higher polysaccharides may be used. Further, a mixture of these monosaccharides, disaccharides, higher polysaccharides, and sugar alcohols may be used.

For R, the total number of carbon atoms is 8 to 32, preferably 12 to 18
Any of them may be used, or a mixture thereof may be used. Also, it does not matter whether it is a straight chain or a branch chain. If the total number of carbon atoms in R is out of the range of 8 to 32, the balance between hydrophilicity and hydrophobicity will be lost and surface activity will not be exhibited, which is not preferable.

Specific examples of the alkyl chain or alkenyl chain of R are:
For example, octyl group, decyl group, lauryl group, myristyl group, palmityl group, stearyl group, eicosyl group, behenyl group, 2-ethylhexyl group, 2-hexyldodecyl group, 2-dodecylundecyl group, 2-undecylbal Examples include mityl group, isostearyl group, tetrahydrogeranyl group, palmitooleyl group, oleyl group, and eicosyl group.

n%m of the compound of general formula (I) used in the present invention is 1
Although the above values are acceptable, it is preferable that n be 1 to 4 and m be 1 to 3 in order to sufficiently fulfill the function as a surfactant.

In the present invention, formula (I) blended as a surfactant
Representative examples of sugar or sugar alcohol conductors include the following compounds.

(a) In formula (I), n is 2 and X is all 7 C82COOM
(dibasic acid type) where n is 3 and all X are -CH2C
OOM (tribasic acid type) where n is 4 and all Xs are -C
H2COOM (tetrabasic acid type) (b) In formula (1), n is 4 and all Xs are -CH (CoOM)
2 (hebasic acid type) (c) In formula (I), n is 4 and all X are -(C2H40)
l CH2COOM (ethylene oxide adduct oxide) The compound of formula (I) of the present invention is disclosed in JP-A No. 63-5439.
It can be easily produced according to the method described in Publication No. 0.

The amount of the sugar or sugar alcohol derivative of formula (1) of the present invention to be incorporated into the cleaning composition is not particularly limited, but is preferably 0.01 to 30.0% by weight based on the total amount of the cleaning composition.

The above-mentioned sugar or sugar alcohol derivative is oily or solid and has, for example, detergency, dispersibility, emulsifying property, and moisturizing property,
It has the function of not having a sticky feeling and providing a rich feeling of use, and is extremely safe and stable.

Furthermore, since the cleaning composition of the present invention contains a specific sugar or sugar alcohol g-conductor, l'1 of other raw materials in the formulation
Reduces Jffi and improves the chemical stability, oxidation stability, and
It has the function of improving moisture retention, etc.

Therefore, in addition to the present invention, other commonly used cosmetics and pharmaceutical ingredients can be appropriately blended. For example, various hydrocarbons, oils and fats, waxes such as liquid paraffin, squalane, petrolatum, cetyl alcohol, isostearyl alcohol, cetyl 2-ethylhexanoate, 2-octyldodecyl alcohol, glyceryl triisostearate, macadamian nut oil, and lanolin. oily components such as silicones, anionic surfactants, cationic surfactants,
Other surfactants such as nonionic surfactants and amphoteric surfactants, thickeners, neutralizing agents, preservatives, bactericidal agents, antioxidants,
Examples include powder components, pigments, fragrances, ultraviolet absorbers, medicinal agents, sequestrants, pH adjusters, and the like.

The detergent composition of the present invention can be used in any system, and has a wide range of uses, such as hair cleansers such as shampoos and conditioners, detergents for clothing, detergents for dishes, skin cleansers, and hard detergents.

[Effects of the Invention] The cleaning composition of the present invention has little irritation to the skin;
Moreover, it feels good when used, has good moisturizing properties, does not have a sticky feeling, and has excellent foaming properties.

[Example] Hereinafter, the present invention will be explained in more detail by giving examples. However, it goes without saying that the present invention is not limited to these.

Prior to Examples, the test methods and evaluation methods used in the present invention will be described.

Foaming test 40ml of a 1% sample concentration solution was prepared using artificial hard water containing 370 ppm of CaCO, and the amount of foaming was measured using a cylindrical cylinder equipped with a stirrer at a temperature of 40°C. Rating: 3
A graded evaluation was conducted.

O...Good foaming: Foam volume 2000m1 or more△...Normal foaming: Foam volume 1500m] or more and less than 2000m1×・
...Poor foaming: Foam amount 1500 ml or less Cleanability test CaO/Mg0 = 3/1.5" DH A solution with a sample concentration of 1% was prepared using artificial hard water, and an artificial sebum-contaminated cloth was washed using Wool Surge. Temperature Terg-0- under the condition of 40℃
It was cleaned using a tometer (JIS K-3371), and the cleaning efficiency was determined from the reflectance before and after cleaning.

Rw −Rs Cleaning rate (%) = X100o
Rs Ro: Reflectance of original cloth (wool serge) RS: Reflectance of contaminated cloth before cleaning Rw: Reflectance of contaminated cloth after cleaning O... Good cleaning performance: Cleaning efficiency of 80% or more △... Cleaning Fair quality: Washing efficiency of 60% or more and less than 80% ×...Poor washing performance: Washing efficiency of less than 60% Protein denaturation rate Aqueous high performance liquid chromatography was used to obtain a sample concentration of 1% in ovalbumin PI (7 buffer solution). The ovalbumin denaturation rate when the sample was added was measured using the absorption peak of 220ne.

Ho Hs Denaturation rate =
O has a high absorption peak of 0n - very little skin irritation - ovalbumin denaturation rate of less than 30% O - very little skin irritation - ovalbumin denaturation rate 3
0% or more and less than 60% △: Moderate skin irritation - Ovalbumin degeneration rate 6
0% or more and less than 80% ×...Very low skin irritation - Ovalbumin denaturation rate of 80% or more Hand roughness test For each sample, a panel of 10 people, 5 men and women, was used.
Place your left hand in an aqueous solution with a sample concentration of 5% and a temperature of 35°C, and place your right hand in f.
After immersion in water at MJ temperature for 10 minutes and washing with hot water twice a day for 3 days, the difference in rough skin condition was visually determined.

0: Extremely weak hand roughness (0 to 1 out of 10 people noticed rough hands on the sample side)
O: Slightly weak hand roughness (2 to 4 out of 10 people noticed rough hands on the sample side)
△...Slightly rough hands (5 to 7 out of 10 people noticed rough hands on the sample side)
×... Extremely strong hand roughness (8 to 10 out of 10 people observed rough hands on the sample side) Skin conductance The skin conductance was measured using a panel of 10 men and women at a room temperature of 25°C and a relative humidity of 5 cm. Changes were measured. That is, the skin conductance of the arm was measured before treatment with the sample and 24 hours after treatment with a sample concentration of 10%, and judgment was made based on the rate of decrease.

Amount of decrease in conductance value Conbuctance change rate: −−−−−−−−−−−−−−−
--- Conductance value before treatment O・・・Conductance reduction rate Less than +15△
...Conductance reduction rate: +15% or more and less than +30 × Conductance reduction rate: +30X or more Sticky feeling A total of 50 people, 25 men and women, were asked to wash their hands with a 10% aqueous solution of various active agents. The participants were asked to judge the stickiness, and the stickiness was determined based on the number of participants.

O...People who feel it's sticky Less than 5 people △...People who feel it's sticky 5Å or more - less than 25 people ×...It's sticky! ! The results are shown in Table 1.

Sugar derivative (1) *A is glucose, R is 18, m is 1, X is -CH2C00Ha, n is 1 Example 1
Shampoo Weight% (1) Sodium cocoyl 8.0 Methyl taurate (2) Sugar conductor (1): 10.
0 (3) Coconut oil fatty acid jetanolamide 4.0 (
4) Fragrance (appropriate amount) (5) ED
TA ・2Na ii Amount (6) Ion exchange water Residual sugar derivative (1) A is glucose, R is 18, m is 1, and X is -CH2C
OONa, n is 1 (manufacturing method) According to the conventional method.

The shampoo of the present invention was less irritating to the hair and scalp, had excellent foaming properties, was not sticky, and was easy to use.

Example 2 Shampoo Weight% (1) Ethylene glycol 2°0 fatty acid ester (2) Sugar derivative (2) Zero 8.0 (3) Lauryl sulfobetaine 10.0 (
4) Lauric acid jetanolamide 5.0 (5)
Propylene glycol 2.0 (6) Coloring agent, fragrance Appropriate amount (7) Ion exchange water Residual sugar derivative (2): A
is sorbitol, R is 32, m is 1, and X is -CH(CO
ONa) 2, n is 1 (manufacturing method) According to the conventional method.

The shampoo of the present invention was less irritating to the hair and scalp, had excellent foaming properties, was free from stickiness, and was excellent in usability.

Example 3 Body shampoo Weight % (1) Glycerin 5.0 (2) Sugar derivative (3) * 10.0 (3)
Triethanolamine laurate 5.0 (4) Lauryl sulfone succinate Ha 5.0 (5)
Coconut oil fatty acid jetanolamide 3.0 (6) Chelating agent 0.1 (7) Coloring agent, fragrance Appropriate amount (8) Ion exchange water Residual sugar derivative (
3): A is fructose, R is 22, m is 2, and X is
-(C2H40) 2CH2C○ONa, n is 2 (Production method) According to the conventional method.

The body shampoo of the present invention has low irritation to the skin.
It was a moist wash.

Example 4 Body shampoo Weight % (1)
Sorbitol 2.0 (2) Glycerin 5.0 (3) Sugar derivative (4) * 15.0 (4) Acylglutamic acid 5.0 Triethanolamine salt (5) Coconut oil fatty acid jetanolamide 3.0 (
6) Chelating agent 0.1 (
7) Cationized cellulose 0.2 (8
) Colorant, fragrance Appropriate amount (9) Ion exchange water Residual conductor (
4): A is mannose, R is 22, m is 2, and X is -
(C2H40) 2cH2cOONa.

n is 2 (Manufacturing method) Conforms to ordinary law.

The body shampoo of the present invention has low irritation to the skin.
It leaves with a gentle wash.

Example 5 Liquid laundry detergent Weight % (1)
POE (3 mol) lauri, sodium ether sulfate
10.0(2) Sugar alcohol derivative (5):
30.0 (3) POE (3) Alkyl ether 10.0 (4) Distearyl dimethyl 2.0 Ammonium chloride (5) Aprotinin 0.5
(6) Bleach, appropriate amount (7
) Purified water Residual sugar alcohol island conductor (5) *A is sorbitol, R is 16,
m is 3, X is -CH(COONa)2, n is 2 (Production method) According to the conventional method.

The laundry detergent of the present invention was highly safe and had excellent detergency.

Example 6 Powdered laundry detergent Weight% (1)
L A S -N a 15.
0(2) N a 2 S 04
30.0(3)2-phenylacetamide
2.0(4)CMC(66X)
1.5(5) Sugar alcohol conductor (5)*
0.01(6) Sodium metasilicate (anhydrous)
20.0(7) Fluorescent brightener
0,2(8) Na2CO3 residual sugar alcohol derivative (6) *A is mannitol, R
is branched at 32, m is 2, and X is -(CH2CHOHCH
2O) 2CH2COONa, n is 4 (manufacturing method) according to the conventional method.

The laundry detergent of the present invention was highly safe and had excellent detergency.

Example 7 Solid soap Weight% (1)
Beef tallow 20.0 (2)
Coconut oil 12.0 (3)
Castor oil 5,0 (4)
Olive oil 3.0 (5)
Caustic soda 6.0 (6)
Ethanol 20.0 (7)
Sugar derivative (7) zero 5.0 (8
) Glycerin 5.0 (9)
Sucrose 10.0 (10
) Cyclohexylguanidine 3.0 (11
) E D T A 0
．． 1 (12) Fragrance, appropriate amount (13) Pigment, appropriate amount (
14) Purified water Residual conductor (7): A is glucose, R is 18, m is 1, X
is −8Q3Na, n is 4 (manufacturing method) according to the conventional method.

The solid soap of the present invention is mildly irritating to the skin,
It also had excellent cleaning power.

Example 8 Liquid soap weight% (1)
Lauric acid 3.0 (2) Myristic 9 7.0 (3) Palmitic acid 3.0 (4) Olein @ 2.5 (5) Lauroylgetanolamide 6.0 (6) Propylene glycol 11.0 (7) Glycerin 4.0 (8) Sugar derivative
(8): 10.0 (9)
i 5.0 (10
) Caustic potash 3.0 (11
) E D T A O
,1(12) P-aminobenzamidine
1.0 (13) Fragrance Fragrance (14) Purified water Residual sugar derivative (8): LtA is glucose, R is 22, m is 1
, X is -P○4Na, n is 4 (Production method) According to the conventional method.

The liquid soap of the present invention is mildly irritating to the skin,
It also had excellent cleaning power.

Example 9 Kitchen detergent Weight% (1)
α-olein sulfone! INa 20.0
(2) POE (15 mol) alkyl ether
8.0(3) Laurylamide propyl betaine
5.0(4) Ethanol, 1
・5 (5) Pigment, appropriate amount (6) Fragrance, appropriate amount (7)
) Sugar derivative (9): 3.0
(8) Sugar alcohol derivative (6): 2
．． 0(9) Purified water Residual sugar alcohol derivative (6): A is mannitol, R is 32, m is 2, and X is -(CH2CHOHCH2
0) zcH2cOONa, n is a 4-saccharide g conductor (9) *A is glucose, R is 18, m is 1, X is -CH2CO
0NJ3Sn is 1 (manufacturing method) according to the conventional method.

The kitchen detergent of the present invention was mildly irritating to the skin and had excellent cleaning power.

Example 10 Kitchen detergent Weight% (1)
N-lauroirg h'; lmin M 25.0
Monosodium (2) POE (15 liters) Alkyl ether
5.0(3) Lauryldimethylamine oxide
8.0(4) Sugar alcohol-conductor (IOC8,0
(5) Sugar derivative (4): 3.
0 (6) Sugar derivative (302,5 (5) Pigment appropriate amount (6
) Fragrance, appropriate amount (7) Purified water, remaining 18M conductor
(3) A is fructose, R is 22, m is 2, and X
(C2HaO) 2 CH2CO0HaXn is 2 Sugar derivative (4) *A is mannose, R is 22, m is 2
, X is -(C2H40)2CH2COONa.

n is 2 sugar derivative (10) In the palm, A is sorbitol, R is 32,
m is 1. X is -CH(COONa) 2, n is 1 (manufacturing method) according to a conventional method.

The kitchen detergent of the present invention was mildly irritating to the skin and had excellent cleaning power.

Claims (1)

[Claims] (1) A cleaning composition characterized by containing one or more sugar or sugar alcohol derivatives represented by the general formula (I). (X-O-)n-A-(-O-R)m(I) (In the formula, A is a residue obtained by removing n+m hydroxyl groups from a sugar or sugar alcohol. R is a straight chain or branched is an alkyl group or alkenyl group with a total carbon number of 8 to 32. n and m are 1 or more, and X is -CH_2COOM -CH(COOM)_2 -(C_2H_4O)1CH_2COOM -(CH_2CHOHCH_2O)1CH_2COOM
-SO_3M -PO_4M, M represents an alkali metal ion or an amine residue ion, and 1 represents 1 to 20. )