CN101415810A - Cleanser composition - Google Patents
Cleanser composition Download PDFInfo
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- CN101415810A CN101415810A CNA2007800126050A CN200780012605A CN101415810A CN 101415810 A CN101415810 A CN 101415810A CN A2007800126050 A CNA2007800126050 A CN A2007800126050A CN 200780012605 A CN200780012605 A CN 200780012605A CN 101415810 A CN101415810 A CN 101415810A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/34—Derivatives of acids of phosphorus
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
- A61K8/556—Derivatives containing from 2 to 10 oxyalkylene groups
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
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Abstract
The invention provides a detergent composition which is little irritant to the skin and so on and which is excellent in foaming properties, creaminess of foam, feelings in use (rinsing properties and the touch of the washed skin), and stability. A detergent composition which comprises (A) a phosphate surfactant consisting of a mixture of (a1) a phosphoric acid monoester surfactant represented by the general formula (1) and (a2) a phosphoric acid diester surfactant represented by the general formula (2) with the (a1)/(a2) content ratio within the range of 90/10 to 50/50 by weight, (B) a higher fatty acid or a salt thereof as represented by the general formula (3), and (C) at least one member selected from the group consisting of (C-1) glyceryl ethers having straight- or branched-chain alkyl or alkenyl of 6 to 12 carbon atoms and (C-2) compounds represented by the general formula (4), with the proviso that when the component (C-1) is contained, the (B)/(A) content ratio by weight exceeds 1.5 and is below 10.
Description
Technical field
The present invention relates to detergent composition, this detergent composition is few to the stimulation of skin etc., stability and whipability excellence, and alveolar substance is a creaminess, and usability is well and excellent in stability.
Background technology
The phosphoric acid ester tensio-active agent is lower for the stimulation of skin and hair than soap, sulfated alkyl ether, alkyl-sulphate etc., as the composition of skin detergent and be widely used.In addition because its characteristic, and be applied on a large scale and the mixed system of other anion surfactant and nonionogenic tenside etc. in.
, usually, the phosphoric acid ester tensio-active agent obtains as the mixture of monoesters and diester, is mixed with the also poor dialkyl group phosphoric acid of poorly water-soluble and foaming power in alkyl phosphate.If it is used separately as the washing composition principal constituent,, therefore the method for several further compounding aids has been proposed owing to foaming power, alveolar substance aspect can have problems usually.Wherein, the method (patent documentation 1) of adding higher fatty acid salt as auxiliary agent is the method in excellence aspect the foaming power enhancing, but, the weight ratio height of the alkyl phosphate of this method and the ratio of higher fatty acid salt is low, with only compare for higher fatty acid salt (soap), can't make foaming power, alveolar substance satisfactory simultaneously.In addition, the method (patent documentation 2) of in the Voranol EP 2001 phosphoric acid ester, adding higher fatty acid salt foaming power, also can't be satisfactory aspect stable.In addition, on the other hand, use as auxiliary agent have carbonatoms be the method (patent documentation 3) of glyceryl ether of 6～12 alkyl or alkenyl under the situation of alkylphosphonate improve foaming power aspect to a certain degree effect is arranged, but, when the ratio of alkylphosphonate/dialkyl phosphate salt less than 95/5 the time, equally, compare, be difficult to make foaming power, alveolar substance two aspects satisfactory with the situation of only using higher fatty acid salt.In addition, when using higher fatty acid salt separately, as mentioned above, these bubble performances of foaming power, alveolar substance are very excellent, still, have friction the sense when washing down and wash after the problem of skin irritation aspects such as tight sense.And, the combination of phosphate monoester and higher fatty acid salt and alkyl glycerylether is disclosed in patent documentation 4, still, the ratio height of phosphoric acid ester and the low this combination of the ratio of higher fatty acid salt still can't make foaming power, alveolar substance aspect satisfactory.
[patent documentation 1] Japanese kokai publication sho 57-49698
[patent documentation 2] Japanese kokai publication hei 1-316309
[patent documentation 3] TOHKEMY 2001-107079
[patent documentation 4] TOHKEMY 2005-206804
Summary of the invention
The invention provides a kind of detergent composition, described detergent composition contains following composition (A), (B) and (C), wherein,
(A) be the phosphoric acid ester tensio-active agent, described phosphoric acid ester tensio-active agent is (a
1) by general formula (1) represented mono phosphoric acid ester esters surface active agent and (a
2) by the represented phosphodiester class surfactant mixtures of general formula (2), it contains ratio and is (a according to weight ratio
1)/(a
2)=90/10～50/50,
(in the formula, R
1, R
2And R
3Represent that respectively carbonatoms is the alkyl or alkenyl of 8～18 straight or branched, X
1, X
2, Y represents hydrogen atom, alkali metal atom, alkaline earth metal atom, alkanolamine or ammonium respectively, average addition mole number k, m and n represent 0～10 number respectively);
(B) be the represented higher fatty acid of general formula (3) or its salt,
R
4—COOM (3)
(in the formula, R
4The expression carbonatoms is 7～17 saturated or unsaturated fatty hydrocarbons base, and M represents hydrogen atom, alkali metal atom, alkanolamine or ammonium);
(C) for being selected from (C-1) and (C-2) compound more than a kind of represented compound, wherein,
(C-1) for having the glyceryl ether more than a kind that carbonatoms is the alkyl or alkenyl of 6～12 straight or branched,
(C-2) be the represented compound of general formula (4),
R
5O(AO)
qR
6 (4)
(in the formula, R
5The expression carbonatoms is the alkyl or alkenyl of 6～10 straight or branched, R
6Expression hydrogen atom or methyl, AO represents that carbonatoms is 2～4 alkylene oxide group (alkyleneoxy group), average addition mole number q represents 0.5～3 number),
Under the situation that contains composition (C-1), the ratio that contains of composition (A) and composition (B) is composition (B)/composition (A)=greater than 1.5～less than 10 according to weight ratio.
In addition, the present invention also provides a kind of washing methods of health, and wherein, this method is that just this detergent composition is applied to health.
And, the present invention also provide a kind of with this detergent composition in the purposes of washing aspect the health.
Embodiment
The object of the present invention is to provide a kind of detergent composition, this detergent composition is few to the stimulation of skin etc., and whipability excellence, alveolar substance are creaminess, and usability (detergency, the sense of touch after washing) is good, excellent in stability.
The inventor finds: about using the detergent composition of phosphoric acid ester tensio-active agent, by with higher fatty acid or its salt with the phosphoric acid ester tensio-active agent cooperates simultaneously and with glyceryl ether or alcoxylates, obtain to the stimulation of skin etc. less and stability and whipability excellence and alveolar substance be creaminess (creamy) and the good detergent composition of usability.
Detergent composition of the present invention is few to the stimulation of skin etc., and whipability excellence, alveolar substance are creaminess, and the usability during washing (detergency, the sense of touch after washing) is good, excellent in stability.
As be used for the base of low irritant of the present invention composition (A) by general formula (1) and (2) represented phosphoric acid ester, as R
1, R
2And R
3, preferred carbonatoms is 10～16 alkyl, more preferably carbonatoms is 12～14 alkyl, X
1, X
2Be preferably alkali metal atom, trolamine as potassium or sodium with Y, particularly, be preferably potassium from deliquescent viewpoint to water.With regard to the viewpoint of foaming power, the average addition mole number of oxygen ethene k, m and n are preferably 0～4 mole, and more preferably 0～2 mole, more preferably 0～1 mole.
With regard to the viewpoint of easy cooperation, the alkyl phosphate monoester (a in the composition (A)
1) and alkylphosphonic acid carboxylic acid diester (a
2) the ratio that contains be weight ratio (a
1)/(a
2)=90/10～50/50 is preferably 85/15～60/40, and more preferably 80/20～70/30.As weight ratio (a
1)/(a
2) less than 50/50 o'clock, whipability was poor, as weight ratio (a
1)/(a
2) surpassing at 90/10 o'clock, the fusing point of alkylphosphonic acid carboxylic acid ester mixture uprises and causes and be difficult to cooperate.
With regard to the viewpoint of foaming, clearing power and cooperation easily, the amount of the phosphoric acid ester tensio-active agent of composition (A) is preferably 1～15 weight % of detergent composition of the present invention, more preferably 3～10 weight %.
Phosphoric acid ester or the phosphate ester salt of composition (A) for obtaining in the following manner: for example, with the fatty alcohol of correspondence or by with the fatty alcohol of correspondence and oxyethane addition and make average addition mole number for greater than 0～10 ethoxylate that obtains, obtain phosphoric acid ester with the phosphoric acid agent reaction of phosphoric anhydride, ortho-phosphoric acid, Tripyrophosphoric acid or phosphoryl chloride etc., perhaps, this phosphoric acid ester is partially or completely neutralized with alkali such as sodium hydroxide, potassium hydroxide and obtain phosphate ester salt.
(a
1)/(a
2) can control with aqueous ratio in fatty alcohol and the phosphoric acid agent.
As obtaining (a
1)/(a
2The method of)=90/10～50/50 for example has: adjust the ratio of raw material alcohol and water and directly control (a with phosphoric anhydride and the ortho-phosphoric acid that contains water when reaction
1)/(a
2) the method for ratio, and, mix (a with suitable proportion
1)/(a
2The phosphoric acid ester of)=100/0～95/5 and (a
1)/(a
2The method of the phosphoric acid ester of)=50/50 etc.
In the represented higher fatty acid or its salt by general formula (3) of composition (B), preferred R
4For carbonatoms is 7～17 alkyl, M is preferably alkali metal atom, alkanolamine or ammonium, more preferably the alkali metal atom as potassium or sodium.
This higher fatty acid salt can make higher fatty acid and alkali carry out neutralization reaction in the matching piece of making detergent composition and prepare.In addition, even the exchange to ion generation salt of part higher fatty acid and phosphate ester salt also can not hinder effect of the present invention.
Composition (B) brings the unexistent alveolar substance of composition (C) to improve effect, that is, the creaminess alveolar substance in addition, also improves whipability.
The higher fatty acid of composition (B) or its salt can use separately or use as the mixture more than 2 kinds.With regard to the viewpoint of giving detergency of the present invention, whipability, the content of composition (B) is preferably 5～35 weight %, more preferably 5～30 weight %, more preferably 10～25 weight %.
The preferred content of composition in the detergent composition of the present invention (A) and composition (B) as mentioned above, and under the situation that contains composition (C-1), with regard to the viewpoint of the sense of touch of clearing power, foaming power, alveolar substance, bubble and skin irritation, the ratio that contains of composition (A) and composition (B) is important for composition (B)/composition (A)=greater than 1.5～less than 10 further according to weight ratio; Under the situation that contains composition (C-2), with regard to the viewpoint of the sense of touch of clearing power, foaming power, alveolar substance, bubble and skin irritation, the ratio that contains of preferred component (A) and composition (B) further is composition (B)/composition (A)=0.5～20 according to weight ratio.Further preferred component (B)/composition (A) weight ratio is 2～9, further is preferably 2～5.
In composition (C), the glyceryl ether of composition (C-1) has the alkyl or alkenyl that carbonatoms is 6～12 straight or branched, for example preferably have: carbonatomss such as n-hexyl, isohexyl, n-heptyl, n-octyl, 2-ethylhexyl, n-nonyl, positive decyl, positive lauryl are 6～12 alkyl, more preferably have 1 or 2, particularly 1 carbonatoms and be 6～11, further preferred carbonatoms is 6～10, especially preferred carbonatoms is 8 alkyl.
In addition, in composition (C), in the alkylene oxide affixture of the alcohol of composition (C-2), R
5Be the alkyl or alkenyl that carbonatoms is 6～10, preferred carbonatoms is 8～10 straight or branched, further preferred carbonatoms is 8 alkyl.AO is that carbonatoms is 2～4 alkylene oxide group, and more preferably carbonatoms is 2～3 alkylene oxide group, further is preferably carbonatoms and is 3 alkylene oxide group.Specifically, can enumerate inferior ethoxyl, inferior propoxy-and inferior butoxy etc., preferred inferior ethoxyl, inferior propoxy-, further preferred inferior propoxy-.Average addition mole number q represents 0.5～3 number, is preferably 1～3, more preferably 2～3.The compositions that the addition mole number of AO in the composition (C) is maximum are as AO
MaxThe time, with regard to the economical point that reduces manufacturing cost burden such as refining, preferred AO
MaxBelow the 70 weight % for composition (C) total amount, more preferably below the 60 weight %, further be preferably below the 50 weight %.Further, be that carbonatoms is 2 oxyalkylene, is under the situation of oxygen ethylidene at AO, preferred AO
MaxBelow the 60 weight % for composition (C) total amount, more preferably below the 50 weight %, further be preferably below the 40 weight %.In addition, at AO further for carbonatoms is 3 oxyalkylene, is under the situation of oxygen propylidene, preferred AO
MaxBelow the 70 weight % for composition (C) total amount, more preferably below the 60 weight %, further be preferably below the 50 weight %.R
6Expression hydrogen atom or methyl, more preferably hydrogen atom.
Composition (C) can use more than a kind.
Composition (C) has the stability kept and improves the effect of foaming power.
The use level of composition (C) is preferably 0.1～5 weight % of detergent composition of the present invention, and more preferably 0.1～3 weight % further is preferably 0.2～1 weight %.
Composition (C-1) can obtain in the following way: for example, the glycidyl ether and the water of correspondence is obtained 100～230 ℃ of following hydrolysis; Composition (C-2) can obtain in the following way: for example, make corresponding fatty alcohol and propylene oxide and/or reacting ethylene oxide after, distillation is removed this raw alcohol and is obtained.
By being the ratio of composition (B)/composition (A)=greater than 1.5～with composition (A) and composition (B) according to weight ratio and using less than 10, and with composition (C) and usefulness, the stimulation of higher fatty acid salt is become and use the same low stimulation of phosphoric acid ester tensio-active agent separately, and be improved as with the situation of higher fatty acid equal as the whipability of the shortcoming of phosphoric acid ester tensio-active agent.Preferred alveolar substance is a creaminess.In addition, although the ratio height of higher fatty acid salt can recognize that the distinctive usability of phosphoric acid ester tensio-active agent is that skin does not have tight sense, and usability is good.And according to the present invention, the cooperation during manufacturing does not become easy owing to viscosity can not rise.
Detergent composition of the present invention be as the health as skin detergent such as clean agent, shampoo, body shampoo or hair washing composition with the useful detergent composition of washing composition, especially preferably use as skin detergents such as clean agent, body shampoos.In these detergent composition, can cooperate any composition according to its purpose.Here, as any composition, can enumerate: other anionic surfactant, nonionic surfactant, amphoterics, cationic surfactant, the amendment that are engaged in usually in these washing composition become to grade.
As other anion surfactant, can enumerate: alkyl-sulphate, polyoxyalkylene alkyl vitriol, sulfosuccinic acids tensio-active agent, sulphosuccinamate class tensio-active agent, polyoxyalkylene alkylamide ether sulfate, monoglyceride vitriol, alkene sulfonate, alkane sulfonate, acylations isethionate, acylated amino acid salt, the polyoxyalkylene alkyl phosphoric acid salt except composition (A) etc.; As nonionogenic tenside, can enumerate: alkyl poly glucoside, sucrose fatty ester, polyglycerol fatty acid ester, polyoxyalkylene alkyl, fatty acid alkyl amide, alkyl amine oxide, polyol esters of fatty acids etc.In addition, as cats product, can enumerate: the list of straight or branched or two long chain alkyl ammonium salts, list or two long-chain alkyl tertiary amines etc.; As amphoterics, can enumerate amidoamino acid class activity
, carboxybetaine class promoting agent, thetine class promoting agent, acid amides thetine class promoting agent, imidazolinium betaine class promoting agent, amino acids trimethyl-glycine promoting agent, phosphoric acid ester betaines promoting agent etc.
As the amendment composition, can enumerate: finishes such as the fatty acid ester of higher alcohols, silicone and silicone derivative, lanolin, squalene, hydrocarbon, protein derivatives, polyoxyethylene glycol, cationization fiber, JR-125 and Merquat550 (Na Le コ corporate system), SOFCAREKG-301W[flower king (strain) system] etc. cationic polymers etc.
In addition, in the scope of not damaging effect of the present invention, can cooperate other composition that is normally used in the detergent composition as required, for example: water-soluble polymers such as polyose such as methylcellulose gum, Natvosol, carboxyvinyl polymer, xanthan gum; Viscosity modifiers such as polyoxyalkylene sorbitan esters, polyoxygenated ethylidene glycol SUNSOFT Q-182S, ethanol; Sequestrants such as ethylenediamine tetraacetic acid (EDTA) (EDTA), phosphonates; Sanitas such as para methyl paraben, butyl p-hydroxybenzoate; Effective constituents such as VITAMIN or its precursor; Animals and plants such as Yelkin TTS, gelatin extract or derivatives thereof; Micro polymer such as nylon and polyethylene powder; Antiphlogistics such as Rizinsan K2 A2; Sterilant and antidandruff agents such as triclosan, trichloro calban, Octopirox (octopirox), Zinc Pyrithione; Antioxidants such as butylated hydroxytoluene; Pearling agent, UV light absorber, pH regulator agent, pigment, spices, water.
The preferred pH of detergent composition of the present invention is 7～11.
Detergent composition of the present invention is that the water of 1～30 ° of DH uses simultaneously with hardness preferably.
In addition, the preferred pH of water that herein uses is 4～9.
Detergent composition of the present invention can be according to the ordinary method manufacturing.Formulation for detergent composition of the present invention is not particularly limited, and can be the known various formulations of prior art, for example: liquid body shampoo, clean agent of creaminess etc.Detergent composition of the present invention is particularly suitable for washing composition as the health of skin, hair etc.
[embodiment]
Production Example 1
Under nitrogen atmosphere, in the 500mL reaction vessel, add raw alcohol (lauryl alcohol) 187.3g (1.0 moles), and the ortho-phosphoric acid 31.9g[that adds 85 weight % is expressed as P
2O
5NH
2O, wherein, P
2O
5(19.6g 0.14 mole), H
2O 12.3g (0.68 mole)], under 35 ℃, mix.Further, Yi Bian stir five phosphorus oxide (effective constituent is 98.5 weight %) 62.1g (0.43 mole), Yi Bian slowly added with 60 minutes.Temperature rises to 65 ℃, and further heats up, and reacts under 80 ℃ 12 hours.Further add water 10.0g, under 80 ℃, be hydrolyzed 3 hours, the phosphoric acid ester that obtains is neutralized with potassium hydroxide, obtain the lauryl phosphate K salt shown in the table 1 (single bay matrix/dilauryl body=80/20).
Production Example 2
Carry out equally with Production Example 1, and regulate amount, and make it reaction, thereby make single bay matrix/dilauryl body=60/40, obtain the lauryl phosphate K salt shown in the table 1 (single bay matrix/dilauryl body=60/40) with respect to the water of lauryl alcohol.
Production Example 3
Carry out equally with Production Example 1, and adjusting is with respect to the amount of the water of lauryl alcohol, and make it to react, thereby make single bay matrix/dilauryl body=70/30, the phosphoric acid ester that obtains is neutralized with trolamine, obtain the lauryl phosphate triethanolamine salt shown in the table 1 (single bay matrix/dilauryl body=70/30).
Production Example 4
Under nitrogen atmosphere, in the 500mL reaction vessel, add raw alcohol (lauryl alcohol, the average 1 mole affixture of EO=) 230.4g (1.0 moles), and the ortho-phosphoric acid 31.9g[that adds 85 weight % is expressed as P
2O
5NH
2O, wherein, P
2O
5(19.6g 0.14 mole), H
2O 12.3g (0.68 mole)], under 35 ℃, mix.Subsequently, Yi Bian stir five phosphorus oxide (effective constituent is 98.5 weight %) 62.1g (0.43 mole), Yi Bian slowly added with 60 minutes.Temperature rises to 65 ℃, and further heats up, and reacts under 80 ℃ 12 hours.Further add water 10.0g, under 80 ℃, be hydrolyzed 3 hours, the phosphoric acid ester that obtains is neutralized with potassium hydroxide, obtain the polyoxyethylene shown in the table 1 (1) lauryl ether phosphoric acid ester K salt (single bay matrix/dilauryl body=80/20).
Production Example 5
Carry out equally with Production Example 1, and lauryl alcohol, the average 1 mole affixture of EO=become tetradecyl alcohol, the average 1 mole affixture of EO=, the amount of the water of the affixture that adjusting is average 1 mole with respect to tetradecyl alcohol, EO=, and make it to react, thereby make single Semen Myristicae matrix/myristyl body=85/15, obtain the polyoxyethylene shown in the table 1 (1) myristyl ether phosphate K salt (single Semen Myristicae matrix/myristyl body=85/15).
Production Example 6
Carry out equally with Production Example 1, and lauryl alcohol, the average 1 mole affixture of EO=become lauryl alcohol, the average 2 moles affixture of EO=, the amount of the water of the affixture that adjusting is average 2 moles with respect to lauryl alcohol, EO=, and make it to react, thereby make single bay matrix/dilauryl body=75/25, obtain the polyoxyethylene shown in the table 1 (2) lauryl ether phosphoric acid ester K salt (single bay matrix/dilauryl body=75/25).
Production Example 7
2-ethylhexyl glycidyl ether 208g, water 104.8g, lauric acid 5.82g and potassium hydroxide 18.5g are packed in the autoclave, stirred 5 hours at 140 ℃.Under reduced pressure (6.67kPa), 100 ℃ down after the dehydration, add lauric acid 9.7g and potassium hydroxide 2.72g, 160 ℃ of reactions 15 hours down, make with extra care by underpressure distillation (53～67Pa, 120～123 ℃) afterwards and obtain the ethylhexyl of 2-shown in the table 1 glyceryl ether.
Production Example 8
Carry out equally with Production Example 7, and 2-ethylhexyl glycidyl ether is become the n-octyl glycidyl ether, thereby obtain the glyceryl ether of n-octyl shown in the table 1.
Production Example 9
(KALCOL 0898 with the 1-octanol, flower king (strain) system) 1615.0g (12.35mol) and potassium hydroxide 6.9g (0.12mol) pack in the autoclave, under 110 ℃, 13.3kPa after the dehydration, under 120 ℃, be pushed down into propylene oxide 1434g (24.69mol) at 0.3MPa on one side, Yi Bian carry out addition reaction.
After reaction finishes, carrying out slaking under the same temperature of reaction after 6 hours, be cooled to 80 ℃.
As aftertreatment, in the response composite that obtains, add synthetic adsorbent (KYOWARD600S, consonance chemical industry (strain)) 55g, under 4.0kPa, handle after 1 hour, remove by filter catalyzer.
Subsequently, to the filtrate 1000g that obtains, the 1-octanol is removed in distillation under 130 ℃, 1.3kPa condition.Further under 145 ℃, 6.0kPa condition, be blown into water vapour 100g, carried out steam treatment 5 hours, obtain the single Octyl Ether of dipropylene glycol shown in the table 2.
Production Example 10
Carry out equally with Production Example 9, and the 1-octanol is become 2-Ethylhexyl Alcohol, propylene oxide is become oxyethane, obtain the 2-of glycol ether shown in the table 2 ethylhexyl ether.
Embodiment 1～8 and comparative example 1～7
Mix down each composition and make the cleaning composition of forming shown in the table 1 (pH regulator to 9) at 70 ℃, and sense of touch, low irritant and stability to whipability, alveolar substance, detergency, after washing are estimated.The result represents in table 1.
(1) whipability, alveolar substance, detergency, sense of touch and low irritant after washing
To be coated on the palm according to the washing composition 1g of the cleaning composition of ordinary method preparation, by expert 10 people, according to following metewand, whipability, alveolar substance, the detergency during to washing hand, wrist, sense of touch and low irritant after washing are estimated.
(whipability)
4: the bubble amount is very many
3: the bubble amount is many
2: the bubble amount is few slightly
1: the bubble amount is few
(alveolar substance)
4: the fine and smooth and very creamy good alveolar substance of texture
3: creamy good alveolar substance
2: be creamy alveolar substance a little
1: light and thick alveolar substance
(detergency)
4: not the sense of friction, detergency is good
3: the sense of basic not friction, detergency is good slightly
2: the sense of friction is arranged slightly, and detergency is poor slightly
1: the sense of friction is arranged, and detergency is poor
(sense of touch after washing)
4: the tight sense after not washing, usability is good
3: the tight sense after not washing substantially, usability is good slightly
2: the tight sense after washing is arranged slightly, and usability is poor slightly
1: the tight sense after washing is arranged, and usability is poor
Grade
A: average score is more than 3.5
B: average score is more than 2.5, less than 3.5
C: average score is more than 1.5, less than 2.5
D: average score is less than 1.5
(low irritant)
A: all do not feel stimulation per capita
Feel stimulation below above 2 people of B:1 people, and this stimulates the weak stimulation for tolerating
Feel stimulation below above 2 people of C:1 people, and this stimulates the strong stimulation for tolerating
Feel stimulation more than the D:3 people
(2) stability
Cleaning composition is packed in the vial, 20 ℃ preserve 1 month down after, according to following benchmark outward appearance is carried out the naked eyes evaluation.
◎: transparent
Zero: slight haze
△: muddy slightly
*: produce precipitation and separation
Table 1
1) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
2) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
3) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=2 of general formula (1) and (2)
Embodiment 9～11
Make clean agent, whole body articles for washing according to following prescription.Any one is low irritant, in the pH of the water that uses is 4～9 all zones or, be that it is good to be whipability in all zones of 1～30 ° of DH in the water hardness of using, alveolar substance is a creaminess, detergency, the sense of touch after washing are good, good stability.
Embodiment 9 (clean agent)
A) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
Embodiment 10 (body shampoo)
A) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
B) SOFCARE KG-301W, flower king (strain) system
Embodiment 11 (body shampoo)
A) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
B) SOFCARE KG-301W, flower king (strain) system
Embodiment 12～22 and comparative example 8～11
Mix each composition down at 70 ℃ and make the detergent composition of forming shown in the table 2 (pH regulator to 9), according to the metewand identical with the foregoing description 1～8 and comparative example 1～7, sense of touch, low irritant and stability to whipability, alveolar substance, detergency, after washing are estimated.The result represents in table 2.
Table 2
1) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
2) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
3) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=2 of general formula (1) and (2)
54) q of general formula (4) is that average addition mole number: AO distributes: 0mol=0.0 weight %, and 1mol=10.8 weight %, 2mol=44.8 weight %, 3mol=26.6 weight %, 4mol=10.7 weight %, other=7.1 weight %
5) q of general formula (4) is that average addition mole number: AO distributes: 0mol=28.9 weight %, and 1mol=18.4 weight %, 2mol=17.1 weight %, 3mol=13.0 weight %, 4mol=8.7 weight %, other=13.9 weight %
Embodiment 23 (clean agent)
A) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
Embodiment 24 (body shampoo)
A) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
B) SOFCARE KG-301W, flower king (strain) system
Embodiment 25 (body shampoo)
A) average addition mole number of expression oxygen ethene in () is the compound of the k=m=n=1 of general formula (1) and (2)
B) SOFCARE KG-301W, flower king (strain) system
Any one of clean the agent of embodiment 23～25 or body shampoo is low irritant, in the pH of the water that uses is 4～9 four corner or, be in the four corner of 1～30 ° of DH in the water hardness of using, it is good to be whipability, alveolar substance is a creaminess, detergency, the sense of touch after washing are good, good stability.
Claims (10)
1. a detergent composition is characterized in that, described detergent composition contains following composition (A), (B) and (C), wherein,
(A) be the phosphoric acid ester tensio-active agent, described phosphoric acid ester tensio-active agent is (a
1) by general formula (1) represented mono phosphoric acid ester esters surface active agent and (a
2) by the represented phosphodiester class surfactant mixtures of general formula (2), it contains ratio and is (a according to weight ratio
1)/(a
2)=90/10～50/50,
In the formula, R
1, R
2And R
3Represent that respectively carbonatoms is the alkyl or alkenyl of 8～18 straight or branched, X
1, X
2, Y represents hydrogen atom, alkali metal atom, alkaline earth metal atom, alkanolamine or ammonium respectively, average addition mole number k, m and n represent 0～10 number respectively;
(B) be the represented higher fatty acid of general formula (3) or its salt,
R
4—COOM (3)
In the formula, R
4The expression carbonatoms is 7～17 saturated or unsaturated fatty hydrocarbons base, and M represents hydrogen atom, alkali metal atom, alkanolamine or ammonium;
(C) for being selected from (C-1) and (C-2) compound more than a kind of represented compound, wherein,
(C-1) for having the glyceryl ether more than a kind that carbonatoms is the alkyl or alkenyl of 6～12 straight or branched,
(C-2) be the represented compound of general formula (4),
R
5O(AO)
qR
6 (4)
In the formula, R
5The expression carbonatoms is the alkyl or alkenyl of 6～10 straight or branched, R
6Expression hydrogen atom or methyl, AO represents that carbonatoms is 2～4 alkylene oxide group, average addition mole number q represents 0.5～3 number,
Under the situation that contains composition (C-1), the ratio that contains of composition (A) and composition (B) is composition (B)/composition (A)=greater than 1.5～less than 10 according to weight ratio.
2. detergent composition according to claim 1 is characterized in that,
Composition (C) is composition (C-2), and the ratio that contains of composition (A) and composition (B) is composition (B)/composition (A)=0.5～20 according to weight ratio.
3. detergent composition according to claim 1 and 2 is characterized in that,
Described detergent composition contains the composition (A) of 1～15 weight %.
4. according to any described detergent composition of claim 1～3, it is characterized in that,
Described detergent composition contains the composition (B) of 5～35 weight %.
5. according to any described detergent composition of claim 1～4, it is characterized in that,
Described detergent composition contains the composition (C) of 0.1～5 weight %.
6. according to any described detergent composition of claim 1～5, it is characterized in that,
The pH of described detergent composition is 7～11.
7. according to any described detergent composition of claim 1～6, it is characterized in that,
Described detergent composition is that the water of 1～30 ° of DH uses with hardness.
8. according to any described detergent composition of claim 1～7, it is characterized in that,
Described detergent composition is that 4～9 water uses with pH.
9. the washing methods of a health is characterized in that,
Described washing methods is that any described detergent composition with claim 1～8 is applied to health.
10. any described detergent composition of a claim 1～8 is in the purposes of washing aspect the health.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006106940 | 2006-04-07 | ||
| JP106941/2006 | 2006-04-07 | ||
| JP2006106941A JP4705505B2 (en) | 2006-04-07 | 2006-04-07 | Cleaning composition |
| JP106940/2006 | 2006-04-07 | ||
| PCT/JP2007/000376 WO2007122802A1 (en) | 2006-04-07 | 2007-04-06 | Detergent composition |
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| Publication Number | Publication Date |
|---|---|
| CN101415810A true CN101415810A (en) | 2009-04-22 |
| CN101415810B CN101415810B (en) | 2011-06-22 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2007800126050A Active CN101415810B (en) | 2006-04-07 | 2007-04-06 | Cleanser composition |
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|---|---|
| KR (1) | KR101353160B1 (en) |
| CN (1) | CN101415810B (en) |
| WO (1) | WO2007122802A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011190177A (en) * | 2010-03-11 | 2011-09-29 | Kao Corp | External composition for skin |
| JP2015003930A (en) * | 2014-10-08 | 2015-01-08 | 花王株式会社 | External composition for skin |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5686403A (en) * | 1993-09-24 | 1997-11-11 | Kao Corporation | Cleanser composition containing phosphate ester and ether acetate surfactants |
| JP2899946B2 (en) * | 1994-11-01 | 1999-06-02 | 花王株式会社 | Aqueous detergent composition |
| JPH09151399A (en) * | 1995-11-29 | 1997-06-10 | Toho Chem Ind Co Ltd | Detergent composition |
| JP3908420B2 (en) * | 1999-10-12 | 2007-04-25 | 花王株式会社 | Cleaning composition |
| JP3813563B2 (en) * | 2002-03-12 | 2006-08-23 | 花王株式会社 | Cleaning composition |
| JP2003313587A (en) * | 2002-04-25 | 2003-11-06 | Kao Corp | Detergent composition |
| JP4448373B2 (en) * | 2004-04-30 | 2010-04-07 | 花王株式会社 | Cleaning composition |
| JP2005314615A (en) * | 2004-04-30 | 2005-11-10 | Kao Corp | Detergent composition |
-
2007
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| KR101353160B1 (en) | 2014-01-22 |
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