WO2015022936A1 - 界面活性剤組成物 - Google Patents
界面活性剤組成物 Download PDFInfo
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- WO2015022936A1 WO2015022936A1 PCT/JP2014/071195 JP2014071195W WO2015022936A1 WO 2015022936 A1 WO2015022936 A1 WO 2015022936A1 JP 2014071195 W JP2014071195 W JP 2014071195W WO 2015022936 A1 WO2015022936 A1 WO 2015022936A1
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- alkyl group
- cationic surfactant
- surfactant
- surfactin
- surfactant composition
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0291—Micelles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/14—Liposomes; Vesicles
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
-
- 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
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/002—Preparations for repairing the hair, e.g. hair cure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/70—Biological properties of the composition as a whole
-
- 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
Definitions
- the present invention relates to a surfactant composition
- a surfactant composition comprising micelles or vesicles formed from an anionic surfactant and a cationic surfactant, and a cosmetic for hair containing the surfactant composition.
- cationic surfactants such as quaternary ammonium salts and tertiary ammonium salts have an effect of adsorbing and protecting hair on damaged parts.
- cationic surfactants have a problem of high skin irritation.
- Patent Document 1 a specific quaternary ammonium salt is used as a cationic surfactant to solve the problem.
- the vesicle containing the cationic surfactant which has two long-chain alkyl groups, and ceramide is utilized for the cosmetics for hair.
- a technique for forming a vesicle on a pseudo double-chain surfactant using a combination of an anionic surfactant and a cationic surfactant has been known before these prior arts.
- Patent Document 1 also describes a problem that a cationic surfactant and an anionic surfactant are firmly bonded to form an insoluble salt.
- hydrophilic groups of conventional cationic surfactants and anionic surfactants that is, surfactants with a small hydrophilic group part
- anionic surfactants that is, surfactants with a small hydrophilic group part
- the cation and anion of these hydrophilic parts interact electrostatically. There still remains the problem of binding more tightly to form insoluble salts. Further, it is necessary to suppress harm such as skin irritation caused by a general surfactant.
- the present invention provides a surfactant composition containing a safer and very stable micelle or vesicle that hardly forms an insoluble salt, and a hair cosmetic containing the surfactant composition.
- a surfactant composition containing a safer and very stable micelle or vesicle that hardly forms an insoluble salt, and a hair cosmetic containing the surfactant composition.
- the inventors of the present invention have made extensive studies to solve the above problems. As a result, the present inventors have found that very stable micelles or vesicles are formed when surfactin, which is a natural surfactant, and a specific cationic surfactant are used in combination, thereby completing the present invention.
- X represents an amino acid residue selected from leucine, isoleucine and valine;
- R 1 represents a C 9-18 alkyl group] C 8-20 alkyl group two or having cationic surfactant or C 8-20 surfactant composition characterized by containing the micelles or vesicles containing a cationic surfactant having one alkyl group.
- R 2 and R 3 independently represent a C 8-20 alkyl group; R 4 and R 5 independently represent a C 1-4 alkyl group; R 4 and R 5 may combine with each other to form a ring]
- R 6 represents a C 8-20 alkyl group; R 7 to R 9 independently represent a C 1-4 alkyl group; R 10 represents a C 8-20 alkyl group; Two of R 7 to R 9 may be bonded to each other to form a ring]
- a cationic surfactant having two C 8-20 alkyl groups is used, a pseudo three-chain complex is formed with Surfactin (I) having one long chain alkyl group.
- Surfactin (I) having one long chain alkyl group.
- the body is unprecedented and may exhibit behavior and physical properties different from those of the conventional pseudo double-stranded complex. In this case, a very stable vesicle is easily formed.
- C 8-20 alkyl group two or molar ratio surfactin cationic surfactant (I) having one cationic surfactant or C 8-20 alkyl group having 0.1 or more, 10 or less
- the surfactant composition according to any one of the above [1] to [4]. If the molar ratio is within the range, micelles or vesicles can be formed more reliably. Also, usually, in the combined system of an anionic surfactant and a cationic surfactant, there is a problem that when the number of moles of both is the same or almost equal, an insoluble salt is formed and precipitation is likely to occur.
- [6] further comprises an aqueous solvent, surfactin (I) and C 8-20 micelles or vesicles containing cationic surfactant having a single cationic surfactant or C 8-20 alkyl group having two alkyl groups
- the surfactant composition according to any one of [1] to [5], wherein is dispersed in the aqueous solvent. Such a composition is very stable as it does not easily precipitate, and is excellent as a product.
- a hair cosmetic comprising the surfactant composition according to any one of [1] to [6] above.
- Surfactin (I) which is one component of the surfactant composition according to the present invention, has a bulky cyclic peptide portion, so that an insoluble salt is formed by gently electrostatic interaction with the cationic surfactant. This makes it difficult to form micelles or vesicles having a regular structure, and the alkyl chain easily takes an appropriate packing structure. Therefore, it can be said that the micelle or vesicle contained in the surfactant composition according to the present invention is extremely stable, and the stability of the product containing the surfactant composition according to the present invention is very high.
- the surfactant composition according to the present invention since Surfactin (I), which is one component of the surfactant composition according to the present invention, has low skin irritation and is safe, the surfactant composition according to the present invention also has lower skin irritation and is safe It can be said that there is. Therefore, for example, the cationic surfactant which is one of the components of the surfactant composition according to the present invention has excellent antibacterial activity in addition to the hair protecting action as described above.
- the agent composition is useful as a safe cosmetic for hair with lower skin irritation.
- surfactant composition according to the present invention can be used not only for hair cosmetics, bactericidal disinfectants, bactericidal cleaning agents, etc., but also for drug delivery systems, and is very useful in industry.
- FIG. 1 is a differential interference microscope image and a polarization microscope image of a vesicle formed by a surfactin / dimethyldidecylammonium chloride composition.
- FIG. 2 is the particle size distribution of micelles formed by the surfactin / decyltrimethylammonium chloride composition.
- the surfactant composition according to the present invention is characterized by containing micelles or vesicles containing Surfactin (I) and a specific cationic surfactant.
- the surfactant composition according to the present invention essentially contains surfactin represented by the following formula (I).
- Surfactin (I) is a peptide compound, so it has a small load on the natural environment and is safe for the human body.
- X represents an amino acid residue selected from leucine, isoleucine and valine; R 1 represents a C 9-18 alkyl group]
- the amino acid residue as X may be L-form or D-form, but L-form is preferred.
- C 9-18 alkyl group refers to a linear or branched monovalent saturated hydrocarbon group having 9 to 18 carbon atoms.
- One or two or more of the above surfactins (I) may be used.
- it may contain a plurality of surfactins (I) in which the C 9-18 alkyl group of R 1 is different.
- Surfactin (I) can be cultivated according to a known method, for example, a strain belonging to Bacillus subtilis and separated from the culture solution. It can also be used. Moreover, what is obtained by a chemical synthesis method can be used similarly.
- the cationic surfactant that is an essential component of the surfactant composition according to the present invention has two or one C 8-20 alkyl group.
- the “C 8-20 alkyl group” refers to a linear or branched monovalent saturated hydrocarbon group having 8 to 20 carbon atoms.
- n-octyl, isooctyl, 2-ethylhexyl, n-nonadecyl, isononadecyl, n-icosyl, isoicosyl and the like can be mentioned.
- the C 8-20 alkyl group constitutes the hydrophobic part of the cationic surfactant.
- a cationic surfactant having two such groups is used in combination with Surfactin (I)
- the cationic group of the cationic surfactant and the anionic group of Surfactin (I) are bound by electrostatic attraction, resulting in a simulation. It has a three-chain structure.
- Such a quasi-three-chain structure is considered to have a tighter packing than a normal quasi-double-chain structure and form a strong and stable vesicle.
- Such vesicles cover the hair surface more densely with the pseudo three-chain structure, and as a result, the entanglement by electrostatic attraction between the hairs may be significantly suppressed.
- the vesicle can contain a water-soluble active ingredient in the aqueous solvent dispersion.
- a cationic surfactant having one C 8-20 alkyl group and Surfactin (I) are used in combination, a pseudo double-stranded structure is formed and micelles are formed.
- the normal quasi-double-stranded dispersion is cloudy, but the reason is not clear in the case of the present invention, but very fine micelles are formed and are visually transparent.
- Such micelles can contain a hydrophobic active ingredient and the like in an aqueous solvent dispersion and are very useful as a pharmaceutical ingredient because they are transparent.
- Examples of the cationic surfactant having two C 8-20 alkyl groups include those represented by the following formula (II).
- R 2 and R 3 independently represent a C 8-20 alkyl group; R 4 and R 5 independently represent a C 1-4 alkyl group; R 4 and R 5 may combine with each other to form a ring]
- Examples of the cationic surfactant having one C 8-20 alkyl group include those represented by the following formula (III) or (IV).
- R 6 represents a C 8-20 alkyl group
- R 7 to R 9 independently represent a C 1-4 alkyl group
- R 10 represents a C 8-20 alkyl group
- Two of R 7 to R 9 may be bonded to each other to form a ring
- the “C 1-4 alkyl group” refers to a linear or branched monovalent saturated hydrocarbon group having 1 to 4 carbon atoms. Examples thereof include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and t-butyl.
- examples of the ring include a piperidine ring and a pyrrolidine ring.
- quaternary ammonium disinfectants other than the cationic surfactants exemplified above, such as benzalkonium chloride and benzethonium chloride, can also be used.
- One or two or more of the above cationic surfactants may be used. It may be used in combination a cationic surfactant having one cationic surfactant and C 8-20 alkyl group having two to C 8-20 alkyl group. That is, the “cationic surfactant having two C 8-20 alkyl groups or the cationic surfactant having one C 8-20 alkyl group” in the present invention is a cationic interface having two C 8-20 alkyl groups. It means one or more cationic surfactants selected from an active agent and a cationic surfactant having one C 8-20 alkyl group.
- C 8-20 alkyl group a cationic surfactant surfactin of having one two having cationic surfactant or C 8-20 alkyl group (I) the molar ratio of 0.1 or more with respect to 10 or less be able to.
- the molar ratio is more preferably 0.2 or more, further preferably 0.5 or more, more preferably 8 or less, further preferably 5 or less, and particularly preferably 2 or less.
- the amounts of Surfactin (I) and the cationic surfactant used are preferably equimolar or substantially equimolar to each other.
- the amount of the cationic surfactant is excessive with respect to surfactin (I), for example, skin irritation may occur when applied to the human body.
- the amount of Surfactin (I) is excessive with respect to the cationic surfactant, for example, when applied to hair, there is a possibility that the protective action is not sufficiently exhibited.
- both are equimolar or substantially equimolar, micelles or vesicles are formed satisfactorily, and the effect of the cationic surfactant can be sufficiently exerted while suppressing skin irritation as described above.
- the molar ratio of the cationic surfactant to surfactin (I) is particularly preferably 0.8 or more and 1.2 or less.
- the above surfactin (I) and the cationic surfactant are combined in an aqueous solvent by electrostatic attraction to form micelles or vesicles.
- aqueous solvent examples include water or a mixed solvent of water-miscible organic solvent and water.
- water-miscible organic solvents that can be used here include alcohol solvents such as methanol, ethanol, and isopropanol; ether solvents such as tetrahydrofuran; amide solvents such as dimethylformamide and dimethylacetamide; sulfoxide solvents such as dimethyl sulfoxide. And so on.
- the ratio of the water-miscible organic solvent to the aqueous mixed solvent is preferably 50% by mass or less.
- the lower limit of the ratio is not particularly limited, but may be, for example, 0.5% by mass or more, preferably 1% by mass or more, and more preferably 2% by mass or more.
- micelles or vesicles may be promoted by adding higher alcohols having 6 to 20 carbon atoms.
- the surfactant composition according to the present invention can be easily prepared by simply mixing the surfactin (I) and the cationic surfactant in an aqueous solvent.
- the cationic surfactant may be mixed in an aqueous solvent solution of Surfactin (I).
- a salt thereof can be used.
- a salt of Surfactin (I) in which at least one of two carboxy groups is electrostatically bonded to an alkali metal ion or an ammonium ion can be used.
- the salt has excellent solubility in an aqueous solvent and is highly convenient.
- the alkali metal ion that can be used for the salt of Surfactin (I) is not particularly limited, and examples thereof include lithium ions, sodium ions, and potassium ions. When two or more alkali metal ions are used, they may be the same as or different from each other.
- substituents for ammonium ions include C 1-4 alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, and t-butyl; C 7-14 aralkyl such as benzyl, methylbenzyl, and phenylethyl. Groups; organic groups such as C 6-12 aryl groups such as phenyl, toluyl and xylyl.
- ammonium ions include tetramethylammonium ions, tetraethylammonium ions, pyridinium ions, and the like.
- the two counter cations may be the same or different from each other.
- One of the carboxy groups may be in the state of —COOH or —COO 2 — .
- the cationic surfactant one in a salt state can be used.
- the counter anion include halide ions such as chloride ion, bromide ion and iodide ion; inorganic acid ions such as nitrate ion, phosphate ion, sulfate ion and hydrogen sulfate ion; acetate ion and trifluoroacetate ion.
- organic acid ions such as methanesulfonate ion, toluenesulfonate ion, and trifluoromethanesulfonate ion.
- the concentration of the aqueous solvent solution of the surfactin (I) salt may be adjusted as appropriate, and may be, for example, about 1 mM or more, about 50 mM or less, or about 0.1 mass% or more and about 5 mass% or less.
- an appropriate amount of the cationic surfactant may be added to the aqueous solvent solution of the surfactin (I) salt and mixed.
- the conditions at that time may be appropriately adjusted.
- the temperature may be room temperature, and specifically, the temperature may be about 10 ° C. or higher and 50 ° C. or lower.
- micelles and vesicles are easily formed without applying an external force such as ultrasonic waves, so that only gentle stirring is required.
- the stirring time can be about 10 minutes or more and 5 hours or less.
- micelles and vesicles are generally prepared by applying an external force such as ultrasonic waves, but in that case, it is not possible to prepare micelles or vesicles with uniform particle sizes and excellent dispersion stability with good reproducibility. very difficult.
- vesicles and micelles according to the present invention can be prepared by gentle agitation without applying external force, so that they are thermodynamically stable, have a narrow particle size distribution, and are excellent in dispersion stability. Can be prepared with good reproducibility.
- the surfactant composition according to the present invention can be applied to various preparations such as hair cosmetics such as rinses, treatments, hair packs, hair creams and hair lotions, sterilizing disinfectants and sterilizing detergents.
- hair cosmetics such as rinses, treatments, hair packs, hair creams and hair lotions, sterilizing disinfectants and sterilizing detergents.
- the micelle or vesicle dispersion obtained above may be diluted or concentrated.
- polyhydric alcohols such as ethylene glycol, propylene glycol, glycerin and sorbitol; thickening polysaccharides such as guar gum and xanthan gum; celluloses such as hydroxypropylcellulose and carboxymethylcellulose; acrylic acid Carboxyvinyl polymers such as polymers and acrylic acid copolymers; silicone compounds; nonionic surfactants; colorants; pH adjusters; plant extracts; preservatives; chelating agents; Fragrance
- polyhydric alcohols such as ethylene glycol, propylene glycol, glycerin and sorbitol
- thickening polysaccharides such as guar gum and xanthan gum
- celluloses such as hydroxypropylcellulose and carboxymethylcellulose
- Example 1 Preparation of pseudo three-chain surfactant vesicle Surfactin sodium having a long-chain alkyl group having 9 to 18 carbon atoms (hereinafter referred to as “SFNa”) was dissolved in ultrapure water, and 19 mM (about 2 mass). %) Solution (5 mL). An equimolar amount of a cationic surfactant having two long-chain alkyl groups was added to the solution, and after gently stirring at room temperature for about 1 hour without applying external force such as ultrasonic waves, the properties of the reaction solution were observed. .
- Test Example 1 Stability test The dispersion of the pseudo three-chain surfactant vesicle obtained in Example 1 was suspended in white. Although this was allowed to stand at room temperature for 4 months, no formation of precipitation or the like was confirmed in any of the dispersions, and it was revealed that a highly stable molecular assembly was formed.
- Test Example 2 Morphological Observation
- SFNa was dissolved in ultrapure water to prepare a 4.8 mM (about 0.5% mass) solution (5 mL).
- An equimolar amount of dimethyldidecylammonium chloride was added to the solution, and a white suspension was prepared by gently stirring at room temperature for about 1 hour.
- the solution was developed on a preparation and observed with a polarizing microscope (product name “ECLIPSE E600” manufactured by NIKON) equipped with a CCD camera (product name “DS-5M” manufactured by NIKON). Moreover, differential interference observation was also performed using the same microscope. The result of differential interference microscope observation is shown in FIG. 1 (1), and the result of polarization microscope observation is shown in FIG. 1 (2).
- a polarizing microscope product name “ECLIPSE E600” manufactured by NIKON
- CCD camera product name “DS-5M” manufactured by NIKON
- Example 2 Preparation of pseudo-double-chain surfactant micelle Example 1 above except that a cationic surfactant having one long-chain alkyl group is used instead of a cationic surfactant having two long-chain alkyl groups. Similarly, an SFNa / cationic surfactant composition was obtained. In addition, as the cationic surfactant having one long-chain alkyl group, dodecyltrimethylammonium chloride, decyltrimethylammonium chloride, and octyltrimethylammonium chloride were used. The observation results of the properties are shown in Table 2.
- Test Example 3 Stability test The dispersion of pseudo double-chain surfactant micelle obtained in Example 2 was colorless and transparent. This was allowed to stand at room temperature for 3 months, but formation of precipitation or the like was not confirmed in any of the dispersions, and it was revealed that a highly stable molecular assembly was formed.
- Test Example 4 Confirmation of micelle formation SFNa was dissolved in ultrapure water in the same manner as in Example 1 to prepare a 19 mM (about 2% by mass) solution (5 mL). An equimolar amount of decyltrimethylammonium chloride was added to the solution, and the mixture was gently stirred at room temperature for about 1 hour.
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Abstract
Description
Xは、ロイシン、イソロイシンおよびバリンから選択されるアミノ酸残基を示し;
R1はC9-18アルキル基を示す]
C8-20アルキル基を二つ有するカチオン界面活性剤またはC8-20アルキル基を一つ有するカチオン界面活性剤とを含むミセルまたはベシクルを含有することを特徴とする界面活性剤組成物。
R2とR3は、独立して、C8-20アルキル基を示し;
R4とR5は、独立して、C1-4アルキル基を示し;
R4とR5は、互いに結合して環を形成してもよいものとする]
[3] C8-20アルキル基を一つ有するカチオン界面活性剤が、下記式(III)または(IV)で表されるものである上記[1]または[2]に記載の界面活性剤組成物。
R6はC8-20アルキル基を示し;
R7~R9は、独立して、C1-4アルキル基を示し;
R10はC8-20アルキル基を示し;
R7~R9のうち二つは、互いに結合して環を形成してもよいものとする]
[4] サーファクチン(I)とC8-20アルキル基を二つ有するカチオン界面活性剤とを含むベシクルを含有する上記[1]に記載の界面活性剤組成物。C8-20アルキル基を二つ有するカチオン界面活性剤を用いれば、長鎖アルキル基を一つ有するサーファクチン(I)との間で擬似三鎖型の複合体が形成されるが、かかる複合体はこれまでになく、従来の擬似二鎖型複合体とは異なる挙動や物性が示される可能性がある。また、この場合には、非常に安定なベシクルが形成され易い。
R2とR3は、独立して、C8-20アルキル基を示し;
R4とR5は、独立して、C1-4アルキル基を示し;
R4とR5は、互いに結合して環を形成してもよいものとする]
C8-20アルキル基を一つ有するカチオン界面活性剤として、下記式(III)または(IV)で表されるものを挙げることができる。
R6はC8-20アルキル基を示し;
R7~R9は、独立して、C1-4アルキル基を示し;
R10はC8-20アルキル基を示し;
R7~R9のうち二つは、互いに結合して環を形成してもよいものとする]
「C1-4アルキル基」は、炭素数が1以上、4以下の直鎖状または分枝鎖状の一価飽和
炭化水素基をいう。例えば、メチル、エチル、n-プロピル、イソプロピル、n-ブチル、イソブチル、sec-ブチル、t-ブチルが挙げられる。
炭素数9~18の長鎖アルキル基を有するサーファクチンナトリウム(以下、「SFNa」という)を超純水に溶解し、19mM(約2質量%)の溶液(5mL)を調製した。当該溶液に、長鎖アルキル基を二つ有するカチオン界面活性剤を等モル添加し、超音波などの外力を加えずに、室温で1時間程度ゆるやかに攪拌した後、反応液の性状を観察した。なお、長鎖アルキル基を二つ有するカチオン界面活性剤としては、塩化ジメチルジドデシルアンモニウム、塩化ジメチルジデシルアンモニウムおよび塩化ジメチルジオクチルアンモニウムを用いた。結果を表1に示す。
実施例1で得られた擬似三鎖型界面活性剤ベシクルの分散液は白色に懸濁していた。これを4ヶ月にわたって室温で静置したが、いずれの分散液でも沈殿などの生成は確認されず、安定性の高い分子集合体が形成されていることが明らかとなった。
上記実施例1と同様にSFNaを超純水に溶解し、4.8mM(約0.5%質量)の溶液(5mL)を調製した。当該溶液に塩化ジメチルジデシルアンモニウムを等モル添加し、室温で1時間程度、ゆるやかに攪拌することで白色懸濁液を調製した。
長鎖アルキル基を二つ有するカチオン界面活性剤の代わりに長鎖アルキル基を一つ有するカチオン界面活性剤を使う以外は上記実施例1と同様にして、SFNa/カチオン界面活性剤組成物を得た。なお、長鎖アルキル基を一つ有するカチオン界面活性剤としては、塩化ドデシルトリメチルアンモニウム、塩化デシルトリメチルアンモニウムおよび塩化オクチルトリメチルアンモニウムを用いた。その性状の観察結果を表2に示す。
実施例2で得られた擬似二鎖型界面活性剤ミセルの分散液は無色透明であった。これを3ヶ月にわたって室温で静置したが、いずれの分散液でも沈殿などの生成は確認されず、安定性の高い分子集合体が形成されていることが明らかとなった。
試験例4:ミセル形成の確認
上記実施例1と同様にSFNaを超純水に溶解し、19mM(約2質量%)の溶液(5mL)を調製した。当該溶液に塩化デシルトリメチルアンモニウムを等モル加え、室温で1時間程度ゆるやかに攪拌した。
Claims (7)
- サーファクチン(I)とC8-20アルキル基を二つ有するカチオン界面活性剤とを含むベシクルを含有する請求項1に記載の界面活性剤組成物。
- C8-20アルキル基を二つ有するカチオン界面活性剤またはC8-20アルキル基を一つ有するカチオン界面活性剤のサーファクチン(I)に対するモル比が0.1以上、10以下である請求項1~4のいずれかに記載の界面活性剤組成物。
- さらに水系溶媒を含有し、サーファクチン(I)およびC8-20アルキル基を二つ有するカチオン界面活性剤またはC8-20アルキル基を一つ有するカチオン界面活性剤を含むミセルまたはベシクルが当該水系溶媒に分散している請求項1~5のいずれかに記載の界面活性剤組成物。
- 請求項1~6のいずれかに記載の界面活性剤組成物を含有することを特徴とする毛髪用化粧料。
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CN201480043846.1A CN105451871A (zh) | 2013-08-12 | 2014-08-11 | 表面活性剂组合物 |
JP2015531810A JP6541001B2 (ja) | 2013-08-12 | 2014-08-11 | 界面活性剤組成物 |
EP14836781.6A EP3034162B1 (en) | 2013-08-12 | 2014-08-11 | Surfactant composition |
US14/911,513 US20160199280A1 (en) | 2013-08-12 | 2014-08-11 | Surfactant composition |
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WO2015133455A1 (ja) * | 2014-03-05 | 2015-09-11 | 株式会社カネカ | 臨界ミセル濃度の低減方法および界面活性剤組成物 |
WO2020129461A1 (ja) | 2018-12-19 | 2020-06-25 | 信越化学工業株式会社 | マイクロエマルション組成物及びその硬化物、並びに、それを含んだ化粧料 |
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EP3034162B1 (en) | 2020-03-25 |
US20160199280A1 (en) | 2016-07-14 |
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EP3034162A1 (en) | 2016-06-22 |
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