WO2019171929A1 - Composition comprenant des microcapsules - Google Patents

Composition comprenant des microcapsules Download PDF

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Publication number
WO2019171929A1
WO2019171929A1 PCT/JP2019/005944 JP2019005944W WO2019171929A1 WO 2019171929 A1 WO2019171929 A1 WO 2019171929A1 JP 2019005944 W JP2019005944 W JP 2019005944W WO 2019171929 A1 WO2019171929 A1 WO 2019171929A1
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WIPO (PCT)
Prior art keywords
microcapsule
mass
containing composition
microcapsules
polyisocyanate
Prior art date
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PCT/JP2019/005944
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English (en)
Japanese (ja)
Inventor
田中　智史
優樹 中川
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富士フイルム株式会社
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Priority claimed from JP2018084349A external-priority patent/JP2021073323A/ja
Application filed by 富士フイルム株式会社 filed Critical 富士フイルム株式会社
Publication of WO2019171929A1 publication Critical patent/WO2019171929A1/fr

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Classifications

    • 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
    • A61K8/11—Encapsulated compositions
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/87—Polyurethanes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • 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
    • 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
    • C11D1/38—Cationic compounds
    • 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
    • C11D3/37—Polymers
    • 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
    • C11D3/50—Perfumes

Definitions

  • This disclosure relates to a composition containing microcapsules.
  • microcapsules have added new value to customers by including and protecting functional materials such as fragrances, dyes, heat storage materials, and pharmaceutical ingredients, and releasing functional materials in response to stimuli. It is attracting attention because there is a possibility that it can be provided.
  • the shell material used in perfume microcapsules is mainly a reaction product of aldehyde and amine (for example, melamine formaldehyde resin).
  • Patent Document 1 uses a resin containing a fragrance as a core material and a wall material (shell material) containing a reaction product of an aldehyde (for example, formaldehyde) and an amine (for example, melamine). Microcapsules that have been described are described.
  • Patent Document 2 describes a polyurea microcapsule including a polyurea wall (polyurea wall) containing a reaction product of polymerization of polyisocyanate and polyamine, and a fragrance encapsulated in the polyurea wall.
  • a melamine formaldehyde resin as described in Patent Document 1 is used as a shell material for a microcapsule, replacement is desired because there is a concern about elution of formaldehyde as a raw material.
  • a microcapsule using a highly safe polyurethane or polyurea as a shell as described in Patent Document 2 has been proposed, but adhesion of the microcapsule to hair or fibers cannot be expected. That is, polyurethane or polyurea has poor adhesion to hair or fibers as compared to melamine formaldehyde resin, and therefore active replacement of shells from melamine formaldehyde resin to highly safe polyurethane or polyurea has not progressed.
  • the problem to be solved by one embodiment of the present invention is to provide a microcapsule-containing composition having excellent adhesion to hair or fibers.
  • ⁇ 4> The ratio of the content of the structural part derived from the aromatic polyisocyanate to the content of the structural part derived from the aliphatic polyisocyanate is 15/85 to 80/20. ⁇ 1> to ⁇ 3> It is a microcapsule containing composition as described in any one. ⁇ 5> The ratio of the content of the structural part derived from the aromatic polyisocyanate to the content of the structural part derived from the aliphatic polyisocyanate is from 35/65 to 65/35. ⁇ 1> to ⁇ 4> It is a microcapsule containing composition as described in any one.
  • microcapsule-containing composition according to any one of ⁇ 1> to ⁇ 5>, wherein the microcapsule has a zeta potential of ⁇ 80 to ⁇ 5.
  • microcapsule-containing composition according to any one of ⁇ 1> to ⁇ 6> which is used for laundry, day care or hair care.
  • microcapsule-containing composition having excellent adhesion to hair or fibers.
  • microcapsule-containing composition of the present disclosure will be described in detail.
  • a numerical range indicated using “to” means a range including numerical values described before and after “to” as a lower limit value and an upper limit value, respectively.
  • an upper limit value or a lower limit value described in a numerical range may be replaced with an upper limit value or a lower limit value in another numerical range.
  • the upper limit value or the lower limit value described in a certain numerical range may be replaced with the values shown in the examples.
  • shell refers to a wall of a microcapsule
  • core refers to a portion enclosed in the shell.
  • a material for forming the shell is referred to as “shell material”.
  • the components contained in the core are collectively referred to as “core material”.
  • the “encapsulation” refers to a state in which an object is covered and confined by the shell of the microcapsule.
  • the microcapsule-containing composition of the present disclosure includes a polyurethane or polyurea having a structural part derived from an aromatic polyisocyanate and a structural part derived from an aliphatic polyisocyanate as a shell material, and having an anionic charge on the surface And a cationic surfactant.
  • polyurethane or polyurea described in Patent Document 2 is hair or Since adhesion to fibers is inferior to that of melamine formaldehyde resin, active replacement of shell material from melamine formaldehyde resin to highly safe polyurethane or polyurea has not progressed.
  • the present disclosure provides an anion charge (negative charge) to the surface of a microcapsule, and uses a mixture of aromatic polyisocyanate and aliphatic polyisocyanate as a shell material to apply to hair or fibers (hair, cotton, etc.). Excellent adhesion was achieved. That is, since the surface of the microcapsule covers the surface of the microcapsule by the interaction of the cationic surfactant (positive charge) coexisting with the microcapsule having an anionic charge on the surface, the surface of the microcapsule is cationic. It becomes sex.
  • the anion charge of the hair or fiber and the positive charge on the surface of the microcapsule interact positively during washing or the like, and the capsule adheres to the hair or fiber.
  • the wall of the microcapsule formed becomes soft by using aromatic polyisocyanate and aliphatic polyisocyanate in combination for a shell material.
  • the microcapsule is deformed when it comes into contact with the hair or fiber, and the contact area that comes into contact with the hair or fiber increases.
  • the microcapsules are less likely to be detached from the hair or fiber, so that the adhesion is improved.
  • the intensity of the fragrance of the fragrance is increased.
  • the amount of the encapsulated component released per unit time can be improved by increasing the temperature.
  • the microcapsule in the present disclosure includes a polyurethane or polyurea having a structural part derived from an aromatic polyisocyanate and a structural part derived from an aliphatic polyisocyanate in the shell material, and has an anionic charge on the surface.
  • the shell material forming the shell in the present disclosure includes a polyurethane or polyurea having a structural portion derived from an aromatic polyisocyanate and a structural portion derived from an aliphatic polyisocyanate.
  • the microcapsule of the present disclosure includes a shell for enclosing the core material. Since the shell in the present disclosure includes polyurethane or polyurea having a structural portion derived from aromatic polyisocyanate and aliphatic polyisocyanate, the shell is stable even when the wall thickness is reduced, and stress is applied to the microcapsules as necessary. It is excellent in the responsiveness at the time of collapse
  • a core material for example, fragrance
  • the polyurethane and polyurea contained in the shell will be described in detail.
  • the polyurethane and polyurea in the present disclosure have a structure derived from an aromatic polyisocyanate and an aliphatic polyisocyanate from the viewpoint of storage stability. That is, the polyurethane and polyurea in the present disclosure are polymers obtained using an aromatic polyisocyanate and an aliphatic polyisocyanate from the viewpoint of storage stability.
  • the polyurethane or polyurea in the present disclosure includes polyurethane polyurea.
  • polyurethane polyurea is more preferable.
  • materials forming polyurethane, polyurea, and polyurethane polyurea are aromatic polyisocyanate and aliphatic polyisocyanate.
  • aliphatic polyisocyanate examples include trimethylene diisocyanate, hexamethylene diisocyanate, propylene-1,2-diisocyanate, butylene-1,2-diisocyanate, cyclohexylene-1,2-diisocyanate, and cyclohexylene-1,3-diisocyanate.
  • aromatic polyisocyanate examples include m-phenylene diisocyanate, p-phenylene diisocyanate, 2,6-tolylene diisocyanate, 2,4-tolylene diisocyanate, naphthalene-1,4-diisocyanate, diphenylmethane-4,4′-.
  • diisocyanate compounds are exemplified as difunctional aliphatic polyisocyanates and aromatic polyisocyanates, but trifunctional triisocyanate compounds analogized from diisocyanate compounds as aliphatic polyisocyanates and aromatic polyisocyanates, and tetrafunctional Tetraisocyanate compounds are also included.
  • bifunctional alcohols such as an ethylene glycol type compound or a bisphenol type compound, or phenol is also mentioned.
  • Examples of condensates, polymers or adducts using a polyisocyanate compound include burettes or isocyanurates which are trimers of the above-mentioned bifunctional polyisocyanate compounds, polyols such as trimethylolpropane, and bifunctional poly
  • Examples of the adduct of the isocyanate compound include a polyfunctional compound, a formalin condensate of benzene isocyanate, a polymer of a polyisocyanate compound having a polymerizable group such as methacryloyloxyethyl isocyanate, and lysine triisocyanate.
  • the polyisocyanate compound is described in “Polyurethane Resin Handbook” (edited by Keiji Iwata, published by Nikkan Kogyo Shimbun (1987)).
  • the shell of the microcapsule includes a polyfunctional polyisocyanate polymer.
  • the trifunctional or higher polyisocyanate include a trifunctional or higher aromatic polyisocyanate compound, a trifunctional or higher aliphatic polyisocyanate compound, and the like.
  • the trifunctional or higher polyisocyanate compound include a bifunctional polyisocyanate compound (a compound having two polyisocyanate groups in the molecule) and a compound having three or more active hydrogen groups in the molecule (a trifunctional or higher functional compound).
  • adduct with, for example, polyol, polyamine, or polythiol
  • a polyisocyanate compound having three or more functions (adduct type) or a trimer of bifunctional polyisocyanate compound (biuret type or isocyanurate type) is also available.
  • the tri- or higher functional polyisocyanate compound include 2,6-tolylene diisocyanate, 2,4-tolylene diisocyanate or an adduct of hexamethylene diisocyanate and trimethylolpropane, biuret, isocyanurate, etc. It may be.
  • a commercially available product may be used as the adduct type tri- or higher functional polyisocyanate compound.
  • adduct-type trifunctional or higher polyisocyanate compounds Takenate (registered trademark) D-110N, D-120N, D-140N, D-160N manufactured by Mitsui Chemicals, Inc., and Bernock (registered by DIC Corporation) are registered. (Trademark) At least one selected from D-750 is more preferable.
  • isocyanurate type tri- or higher functional polyisocyanate compound commercially available products may be used.
  • biuret-type trifunctional or higher functional polyisocyanate compound commercially available products may be used.
  • the ratio of the content of the structural part derived from the aromatic polyisocyanate to the content of the structural part derived from the aliphatic polyisocyanate in the present disclosure is preferably 15/85 to 80/20.
  • the ratio of the content of the structural part derived from the aromatic polyisocyanate to the content of the structural part derived from the aliphatic polyisocyanate is 80/20 or less, the shell can be appropriately softened. Can be deformed to improve the adhesion area of the microcapsule to the hair or fiber. As a result, adhesion can be improved.
  • the ratio of the content of the structural part derived from the aromatic polyisocyanate to the content of the structural part derived from the aliphatic polyisocyanate is 15/85 or more, the shell is appropriately hardened and the microcapsule is broken. It is possible to avoid the core material from leaking out of the shell before. From the same viewpoint as described above, the ratio of the content of the structural part derived from the aromatic polyisocyanate to the content of the structural part derived from the aliphatic polyisocyanate is more preferably 35/65 to 65/35. .
  • the content of aromatic polyisocyanate and the content of aliphatic polyisocyanate are the total amount of structural parts derived from aromatic polyisocyanate and the total amount of structural parts derived from aliphatic polyisocyanate, respectively.
  • the wall thickness (wall thickness) of the microcapsules is preferably 0.01 ⁇ m to 1 ⁇ m.
  • the wall thickness of the microcapsule is 0.01 ⁇ m or more, the microcapsule is prevented from being easily broken, and the core material can be protected in the core until it is desired to release the core material.
  • the wall thickness of the microcapsule is 1 ⁇ m or less, the microcapsule can be moderately fragile, and the core material can be released at a desired time.
  • the wall thickness of the microcapsule is more preferably 0.05 ⁇ m to 0.7 ⁇ m, and still more preferably 0.07 ⁇ m to 0.2 ⁇ m.
  • the wall thickness refers to an average value obtained by averaging the individual wall thicknesses ( ⁇ m) of five microcapsules with a scanning electron microscope (SEM). Specifically, a microcapsule solution is applied on an arbitrary support and dried to form a coating film. A cross section of the obtained coating film is prepared, the cross section is observed using an SEM, arbitrary five microcapsules are selected, the cross section of each of the microcapsules is observed, and the wall thickness is measured. And calculating the average value.
  • SEM scanning electron microscope
  • the median diameter (D50) of the volume standard of the microcapsules is preferably 0.1 ⁇ m to 100 ⁇ m.
  • the median diameter (D50) is 0.1 ⁇ m or more, it is possible to prevent the microcapsules from entering the fine voids of the attached objects (hairs, fibers, etc.) and becoming difficult to break.
  • the median diameter (D50) is 100 ⁇ m or less, it is possible to prevent a decrease in adhesion.
  • the volume standard median diameter (D50) of the microcapsules is more preferably 1 ⁇ m to 70 ⁇ m, and still more preferably 5 ⁇ m to 50 ⁇ m.
  • the volume standard median diameter of the microcapsules can be preferably controlled by changing dispersion conditions.
  • the median diameter of the volume standard of the microcapsule is the volume of the particle on the large diameter side and the small diameter side when the entire microcapsule is divided into two with the particle diameter at which the cumulative volume is 50% as a threshold value.
  • the diameter is the same as the total.
  • the median diameter of the volume standard of the microcapsule is measured using Microtrac MT3300EXII (manufactured by Nikkiso Co., Ltd.).
  • the level of monodispersity of the microcapsules can be expressed using a CV value (coefficient of variation).
  • the CV value is a value obtained by the following formula.
  • CV value (%) (standard deviation / volume average particle diameter) ⁇ 100 The lower the CV value, the higher the monodispersity of the microcapsules, and the higher the CV value, the lower the monodispersibility of the microcapsules.
  • the volume average particle diameter and the standard deviation are calculated using Microtrac MT3300EXII (manufactured by Nikkiso Co., Ltd.).
  • “highly monodispersed” of a microcapsule means that the CV value of the particle size distribution of the microcapsule is preferably 40% or less, more preferably 35% or less, even more preferably 30% or less, most preferably It can also be said that it is 25% or less.
  • the CV value is in the above range, since the monodispersity of the microcapsule particle size is high, handling of the microcapsules, control of function expression, and the like are facilitated.
  • the form of the microcapsule may be, for example, a microcapsule dispersion, preferably a microcapsule aqueous dispersion.
  • the microcapsules of the present disclosure have an anionic charge on the surface. Thereby, the interaction between the microcapsule in the present disclosure and the cationic surfactant contained in the microcapsule-containing composition can be caused, and the positive charge of the cationic surfactant can be arranged around the microcapsule. . As a result, the adhesion of the microcapsules to hair or fibers having an anionic charge can be improved.
  • microcapsules of the present disclosure have an anionic charge on the surface can be confirmed by measuring the zeta potential when the microcapsules are dispersed in water. When the zeta potential is negative, it indicates that the surface of the microcapsule is covered with an anionic charge.
  • the microcapsules of the present disclosure preferably have a zeta potential of ⁇ 80 meV to ⁇ 5 meV, more preferably ⁇ 80 meV to ⁇ 11 meV when dispersed in water.
  • Zero potential (z) means the apparent electrostatic potential generated by a charged object in solution, measured by a special measurement technique.
  • the zeta potential of an object is measured at some distance from the surface of the object and generally does not exceed the electrostatic potential at the surface itself. However, the value can be a good measure of the ability of an object to establish an electrostatic interaction with other objects in solution, particularly molecules having multiple binding sites.
  • the zeta potential is a relative measurement value, and the value depends on the measurement method. In the present disclosure, the zeta potential of the microcapsule is a value measured by ELSZ-2000ZS (manufactured by Otsuka Electronics Co., Ltd.).
  • the zeta potential is a value measured by the following method. a. ) ELSZ-2000ZS (manufactured by Otsuka Electronics Co., Ltd.) is used as the apparatus. b. )
  • the sample preparation procedure is as follows. (I) The slurry containing the target capsule is added to water so that the capsule concentration is 0.5% by mass, and the slurry is diluted. The measurement concentration is adjusted as necessary so that the measurement rate falls within a preferable range by automatic detection. (Ii) The zeta potential of the diluted sample is measured without filtering the sample.
  • the filtered slurry is poured into a standard cell unit (manufactured by Otsuka Electronics Co., Ltd.), and the cell is inserted into the apparatus. Set the test temperature to 25 ° C. (Iv) Start measurement after temperature has stabilized (usually after 3-5 minutes). For each sample, the above apparatus is set to perform five measurements, and measurement is performed. c. ) The zeta potential in this disclosure is a value measured in mV as the average of three measurements for each slurry.
  • the method for imparting an anionic charge to the microcapsule surface is not particularly limited, for example, a method for binding an anionic group-imparting agent to the shell, a method for imparting an anionic charge to the microcapsule surface using a surface anionic agent, Is mentioned. Among these, from the viewpoint of work efficiency, a method of imparting an anionic charge to the microcapsule surface using a surface anionizing agent is preferable.
  • Specific examples of the method of bonding an anionic group to the surface of the shell using an anionic group-imparting agent include the following methods.
  • a solvent, and aromatic polyisocyanate and aliphatic polyisocyanate which are shell materials are stirred and mixed to obtain an oil phase solution.
  • an oil phase solution is added and dispersed in an aqueous solution containing an anionic group-imparting agent (for example, lysine), and then the resulting emulsion is heated, stirred and cooled, and then an aqueous solution of a base (for example, sodium hydroxide).
  • an anionic group-imparting agent for example, lysine
  • a base for example, sodium hydroxide
  • the aqueous solution containing the anionic group-providing material agent may be added after the emulsion is formed, or an aqueous base solution may be added to the aqueous phase in advance.
  • content of said each component can be changed suitably.
  • -Anionic group imparting agent- There is no restriction
  • the method of forming a protective colloid on the microcapsule surface using a surface anionizing agent is preferable.
  • the protective colloid in this indication means the colloid which can provide an anionic charge to the microcapsule surface by existing in the microcapsule surface.
  • the surface anionizing agent is not particularly limited as long as an anionic charge can be imparted to the surface of the microcapsule.
  • Anionic water-soluble polymers anionic polysaccharides such as anion-modified polyvinyl alcohol, carboxymethyl cellulose, carrageenan, sodium polyacrylate and other substances
  • an anionic surfactant sodium dodecyl sulfate, sodium lauryl sulfate, etc.
  • anion-modified polyvinyl alcohol is preferable from the viewpoint of imparting anion charge to the microcapsule surface.
  • a solvent, and aromatic polyisocyanate and aliphatic polyisocyanate which are shell materials are stirred and mixed to obtain an oil phase solution.
  • an oil phase solution is added and dispersed in an aqueous solution containing a surface anionizing agent (for example, anion-modified polyvinyl alcohol), and then the resulting emulsion is heated, stirred, cooled, and then a base (for example, sodium hydroxide).
  • a surface anionizing agent for example, anion-modified polyvinyl alcohol
  • a base for example, sodium hydroxide
  • Aqueous solution is added to obtain an aqueous dispersion of microcapsules containing a protective colloid on the surface.
  • content of said each component can be changed suitably.
  • Anion-modified polyvinyl alcohol is polyvinyl alcohol modified with a carboxyl group or a sulfonic acid group, and for example, a commercially available product can be used.
  • a commercially available product can be used.
  • Kuraray Poval KM-618 manufactured by Kuraray Co., Ltd.
  • Kuraray Poval KL-318 manufactured by Kuraray Co., Ltd.
  • GOHSENOL L-3266 manufactured by Nippon Synthetic Chemical Co., Ltd.
  • GOHSENOL T-330 manufactured by Nippon Synthetic Chemical Co., Ltd.
  • Kuraray Poval KM-618 and Gohsenol L-3266 are preferable, and Kuraray Poval KM-618 is more preferable.
  • the microcapsules in the present disclosure can include a core.
  • the microcapsule in the present disclosure preferably includes a fragrance as a core material. Since the microcapsules in the present disclosure are excellent in adhesion to clothes fibers or hair (hair etc.), the microcapsules disintegrate due to clothes rubbing, hair rubbing, etc. by containing a fragrance as a core material. At this time, it is possible to increase the amount of the fragrance released more.
  • fragrance synthetic fragrances, natural essential oils, and natural fragrances described in “Japan Patent Office, Well-known and commonly used technology (fragrance) Part III, cosmetic fragrances, pages 49-103, issued on June 15, 2001”
  • Appropriate ones can be selected and used from animal and plant extracts.
  • fragrances include monoterpenes such as pinene, myrcene, camphene and R limonene, sesquiterpenes such as cedrene, caryophyllene and longifolene, 1,3,5-undecatriene, ⁇ -amylcinnamyl aldehyde, dihydrojasmon, Synthetic fragrances such as methyl ionone, ⁇ -damascone, acetyl cedrene, methyl dihydrojasmonate, cyclopentadecanolide, and natural essential oils such as orange essential oil, lemon essential oil, bergamot essential oil, and mandarin essential oil.
  • the content of the fragrance relative to the total mass of the core material is preferably 100 to 20% by mass, more preferably 95 to 30% by mass, and most preferably 85 to 40% by mass.
  • the core material may contain a solvent as an oil component.
  • the solvent include fatty acid ester compounds such as tri (capryl / capric acid) glyceryl and isopropyl myristate, alkylnaphthalene compounds such as diisopropylnaphthalene, diarylalkane compounds such as 1-phenyl-1-xylylethane, isopropylbiphenyl, and the like.
  • Aromatic hydrocarbons such as alkylbiphenyl compounds such as triarylmethane compounds, alkylbenzene compounds, benzylnaphthalene compounds, diarylalkylene compounds, arylindane compounds; aliphatic hydrocarbons such as dibutyl phthalate and isoparaffins; Examples include camellia oil, soybean oil, corn oil, cottonseed oil, rapeseed oil, natural animal and vegetable oils such as olive oil, coconut oil, castor oil, and fish oil; high-boiling fractions of natural products such as mineral oil.
  • the content of the solvent in the core material is preferably less than 50% by mass, more preferably 40% by mass or less, and most preferably 30% by mass or less with respect to the total mass of the core material.
  • the core material may contain an auxiliary solvent as an oil phase component for enhancing the solubility of the wall material in the oil phase when producing the microcapsules, if necessary.
  • the auxiliary solvent does not include the above solvent.
  • the auxiliary solvent include ketone compounds such as methyl ethyl ketone, ester compounds such as ethyl acetate, alcohol compounds such as isopropyl alcohol, and the like.
  • the auxiliary solvent has a boiling point of 130 ° C or lower.
  • the content of the auxiliary solvent in the core material is preferably less than 50% by mass, more preferably less than 30% by mass, and still more preferably less than 20% by mass with respect to the total mass of the core material.
  • additives such as ultraviolet absorbers, light stabilizers, antioxidants, waxes, odor inhibitors and the like can be included in the microcapsules as necessary.
  • the additive may be contained in an amount of, for example, 0% by mass to 20% by mass, preferably 1% by mass to 15% by mass, and more preferably 5% by mass to 10% by mass with respect to the total mass of the core material.
  • the microcapsule-containing composition of the present disclosure includes a cationic surfactant.
  • a cationic surfactant thereby, the negative charge of the microcapsule and the positive charge of the cationic surfactant are attracted by the interaction, and the positive charge of the cationic surfactant is covered with the microcapsule, so that a positive charge can be generated as a whole.
  • the positive charge of the microcapsule attracts the negative charge of the target (fiber or the like) to which the microcapsule adheres, and the adhesion of the microcapsule to the target to which the microcapsule adheres is improved.
  • the cationic surfactant is not particularly limited, and conventionally known cationic surfactants can be used. Examples thereof include alkylamine salts, quaternary ammonium salts (for example, hexadecyltrimethylammonium chloride), polyoxyethylene alkylamine salts, and polyethylene polyamine derivatives.
  • cationic surfactant examples include cation EQ-01D (NOF Corporation), cation SF-10 (manufactured by Sanyo Chemical Industries, Ltd.), cation SF-75PA (manufactured by Sanyo Chemical Industries, Ltd.), and adecamine SF-108 (Manufactured by ADEKA Corporation).
  • the microcapsule-containing composition of the present disclosure preferably further contains a microcapsule dispersion medium.
  • a microcapsule dispersion medium By further containing a microcapsule dispersion medium, the microcapsule-containing composition can be easily blended when used in various applications.
  • the dispersion medium in the microcapsule-containing composition is appropriately selected according to the purpose of use of the composition.
  • the dispersion medium is preferably a liquid component that does not affect the wall material of the microcapsule.
  • Preferred dispersion media include aqueous solvents, viscosity modifiers, stabilizers, and the like. Examples of the aqueous solvent include water, water, alcohol and the like, and ion-exchanged water or the like can be used.
  • what is necessary is just to select suitably content of the dispersion medium in the microcapsule containing composition of this indication according to a use.
  • the microcapsule-containing composition of the present disclosure can further contain other components in addition to the microcapsule and the dispersion medium that is a combination component.
  • other components include a surfactant, a crosslinking agent, a lubricant, an ultraviolet absorber, an antioxidant, and an antistatic agent.
  • the manufacturing method of the microcapsule of the present disclosure includes an oil phase including a solvent, an aromatic polyisocyanate and an aliphatic polyisocyanate that are shell materials, an emulsifier, and an anionic group-imparting agent or a surface anionizing agent.
  • a step of preparing an emulsion by dispersing in an aqueous phase emulsification step
  • the method for producing a microcapsule according to the present disclosure includes a step of preparing an emulsion by dispersing an oil phase containing a solvent and an aromatic polyisocyanate and an aliphatic polyisocyanate contained as a shell material in an aqueous phase containing an emulsifier. including.
  • the monodispersibility of the microcapsules is enhanced by including a solvent.
  • Emulsified liquid ⁇ is formed by dispersing an oil phase containing a solvent and a shell material in an aqueous phase containing an emulsifier.
  • the oil phase of the present disclosure includes a solvent and an aromatic polyisocyanate and an aliphatic polyisocyanate that are shell materials.
  • the oil phase of the present disclosure includes aromatic polyisocyanate and aliphatic polyisocyanate, which are the solvent and shell material of the present disclosure, and further includes components such as a fragrance, a co-solvent, and / or an additive as necessary. May be included.
  • Such perfumes, co-solvents, and additives are as described in the ⁇ Microcapsule> section.
  • the shell material in the present disclosure includes an aromatic polyisocyanate and an aliphatic polyisocyanate.
  • the shell material is, for example, more than 0.1% by mass and 20% by mass or less, preferably 0.5% by mass to 10% by mass, more preferably 1% by mass to 5% by mass with respect to the total mass of the oil phase. Contained in The concentration of the shell material can be appropriately adjusted in view of the size of the microcapsules, the wall thickness, and the like.
  • the aqueous phase of the present disclosure preferably contains a component for imparting an anionic charge to the surface of the microcapsule, and can have a composition containing an aqueous medium, an anionic group imparting agent or a surface anionizing agent, and an emulsifier. .
  • aqueous medium of the present disclosure examples include water and a mixed solvent of water and a water-soluble organic solvent, preferably water.
  • Water-soluble means that the amount of the target substance dissolved in 100% by mass of water at 25 ° C. is 5% by mass or more.
  • the aqueous medium is preferably 20% by mass to 80% by mass, more preferably 30% by mass to 70% by mass, and still more preferably 40% by mass with respect to the total mass of the emulsion that is a mixture of an oil phase and an aqueous phase. ⁇ 60% by mass.
  • the aqueous phase of the present disclosure preferably contains an anionic group-imparting agent or a surface anionizing agent.
  • anionic group-imparting agent and the surface anionizing agent used in the method for producing a microcapsule of the present disclosure are as described in the section ⁇ Microcapsule>. Since some anionic group-imparting agents and surface anionizing agents (for example, anion-modified polyvinyl alcohol) can also be used as an emulsifier described later, the above-mentioned some anionic group-imparting agents and surface anionic agents are used. When is used, it is not necessary to add an emulsifier described later.
  • the content of the anionic group-imparting agent is preferably 0.5% by mass to 20% by mass, more preferably 1% by mass to 10% by mass, and more preferably 2.5% by mass to 7% by mass with respect to the total mass of the wall material. More preferred is mass%.
  • the content of the surface anionizing agent is preferably 1% by mass to 15% by mass, more preferably 2% by mass to 12% by mass, and further preferably 4% by mass to 10% by mass with respect to the total mass of the aqueous phase. .
  • the emulsifier includes a dispersant, a surfactant, or a combination thereof.
  • dispersant examples include polyvinyl alcohol and modified products thereof (for example, anion-modified polyvinyl alcohol), polyacrylic acid amide and derivatives thereof, ethylene-vinyl acetate copolymer, styrene-maleic anhydride copolymer, ethylene-anhydrous Maleic acid copolymer, isobutylene-maleic anhydride copolymer, polyvinylpyrrolidone, ethylene-acrylic acid copolymer, vinyl acetate-acrylic acid copolymer, carboxymethylcellulose, methylcellulose, casein, gelatin, starch derivative, gum arabic and Examples thereof include sodium alginate, and polyvinyl alcohol is preferred.
  • These dispersants preferably do not react with the shell material or are extremely difficult to react. For example, those having a reactive amino group in a molecular chain such as gelatin are preliminarily treated to lose the reactivity. It is necessary.
  • surfactant examples include nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants.
  • Surfactant may be used independently and may be used in combination of 2 or more type.
  • the nonionic surfactant is not particularly limited, and a conventionally known nonionic surfactant can be used.
  • a conventionally known nonionic surfactant can be used.
  • polyoxyethylene alkyl ether compounds polyoxyethylene alkyl phenyl ether compounds, polyoxyethylene polystyryl phenyl ether compounds, polyoxyethylene polyoxypropylene alkyl ether compounds, glycerin fatty acid partial ester compounds, sorbitan fatty acid moieties Ester compounds, pentaerythritol fatty acid partial ester compounds, propylene glycol mono fatty acid ester compounds, sucrose fatty acid partial ester compounds, polyoxyethylene sorbitan fatty acid partial ester compounds, polyoxyethylene sorbitol fatty acid partial ester compounds, polyethylene glycol Fatty acid ester compounds, polyglycerin fatty acid partial ester compounds, polyoxyethylenated castor oil compounds Polyoxyethylene glycerin fatty acid partial ester compound, fatty acid
  • the anionic surfactant is not particularly limited, and conventionally known anionic surfactants can be used.
  • fatty acid salt, abietic acid salt, hydroxyalkane sulfonate, alkane sulfonate, dialkyl sulfosuccinate ester salt linear alkyl benzene sulfonate, branched alkyl benzene sulfonate, alkyl naphthalene sulfonate, alkyl phenoxy poly Oxyethylenepropyl sulfonate, polyoxyethylene alkylsulfophenyl ether salt, N-methyl-N-oleyl taurine sodium salt, N-alkylsulfosuccinic acid monoamide disodium salt, petroleum sulfonate, sulfated beef oil, fatty acid alkyl ester Sulfate ester salt, alkyl sulfate ester salt, polyoxyethylene alkyl ether sulfate ester,
  • the cationic surfactant is not particularly limited, and conventionally known cationic surfactants can be used. Examples thereof include alkylamine salts, quaternary ammonium salts (for example, hexadecyltrimethylammonium chloride), polyoxyethylene alkylamine salts, and polyethylene polyamine derivatives.
  • amphoteric surfactant is not particularly limited, and a conventionally known amphoteric surfactant can be used. Examples thereof include carboxybetaine, aminocarboxylic acid, sulfobetaine, aminosulfuric acid ester, and imidazoline.
  • the concentration of the emulsifier is preferably more than 0% by mass and 20% by mass or less, more preferably from 0.005% by mass to 10% by mass, with respect to the total mass of the emulsion that is a mixture of the oil phase and the aqueous phase. It is still more preferably 01% by mass or more and 10% by mass or less, and most preferably 1% by mass or more and 5% by mass or less.
  • the aqueous phase may contain other components such as an ultraviolet absorber, an antioxidant, and a preservative as necessary.
  • Such other components are, for example, more than 0% by mass and 20% by mass or less, preferably more than 0.1% by mass and 15% by mass or less, more preferably more than 1% by mass and 10% by mass with respect to the total mass of the aqueous phase. The following may be contained.
  • Dispersion refers to dispersing (emulsifying) the oil phase of the present disclosure as oil droplets in the water phase of the present disclosure.
  • the dispersion can be carried out by means usually used for dispersion of an oil phase and an aqueous phase, for example, a homogenizer, a Manton Gory, an ultrasonic disperser, a dissolver, a teddy mill, or other known dispersion devices.
  • the mixing ratio of the oil phase to the water phase is preferably 0.1 to 1.5, more preferably 0.2 to 1.2, and still more preferably 0.4 to 1.0. .
  • the mixing ratio is in the range of 0.1 to 1.5, an appropriate viscosity can be maintained, the production suitability is excellent, and the stability of the emulsion is excellent.
  • the manufacturing method of the microcapsule of this indication includes the process of polymerizing a shell material in the interface of an oil phase and a water phase, forming a shell, and forming the microcapsule which includes a solvent. Thereby, the microcapsule in which the solvent of the present disclosure is encapsulated in the shell is formed.
  • Polymerization is a step of polymerizing the shell material contained in the oil phase in the emulsion at the interface with the aqueous phase, whereby a shell is formed.
  • the polymerization is preferably performed under heating.
  • the reaction temperature in the polymerization is usually preferably 40 ° C to 100 ° C, more preferably 50 ° C to 80 ° C.
  • the polymerization reaction time is usually preferably about 0.5 to 10 hours, more preferably about 1 to 5 hours. The higher the polymerization temperature, the shorter the polymerization time, but when using inclusions or shell materials that may decompose at high temperatures, select a polymerization initiator that works at low temperatures and polymerize at relatively low temperatures. Is desirable.
  • an aqueous solution for example, water, an aqueous acetic acid solution, etc.
  • a dispersing agent for preventing aggregation may be added again during the polymerization process.
  • a charge control agent such as nigrosine, or any other auxiliary agent can be added as necessary.
  • microcapsule-containing composition of the present disclosure can be used for various applications.
  • examples of the microcapsule-containing composition may include uses such as washing, hair care, and day care.
  • the microcapsule-containing composition of the present disclosure can be made into a softener for clothing by containing a fragrance as a core material, for example. Thereby, the microcapsule-containing composition of the present disclosure can be applied to laundry applications.
  • the microcapsule-containing composition which is a softener for clothing of the present disclosure, is a microcapsule contained in a cationic surfactant and a microcapsule-containing composition by immersing the clothing in the microcapsule-containing composition, dehydrating and drying. Adsorbs on the fibers of the clothing or enters into the fine gaps between the fibers and is held by the clothing. For this reason, softening, antistatic properties, and the like are imparted to the garment, and the core material can be released at a desired time by including the microcapsule including the core material.
  • the core material When wearing clothing treated with the softener for clothing of the present disclosure, the core material is stably contained in the microcapsule in addition to the soft comfort, so even after lapse of time, stress is applied by rubbing the clothing, etc.
  • the core material can be released by disintegrating the microcapsules. Moreover, even if it does not give stress in particular, by wearing clothes and acting, the microcapsules are gradually collapsed, and the core material can be gradually released.
  • the softening agent for clothing preferably contains 0.3% to 3% by weight of microcapsules and 10% to 30% by weight of cationic surfactant in the total amount of the microcapsule-containing composition.
  • it can further contain a known component contained in the softener for clothing, such as an antifoaming agent, a coloring material, and a fragrance.
  • the dispersion medium used for the softener for clothing is preferably water such as ion exchange water.
  • the microcapsule-containing composition containing the microcapsules and the microcapsule dispersion medium in the present disclosure can be applied to hair care applications as they are.
  • hair care it can be arbitrarily applied to hair cosmetics such as rinses, conditioners, hair styling agents and the like.
  • the microcapsule-containing composition of the present disclosure which is a hair cosmetic, adheres to the hair, and when the hair is rubbed or combed, the microcapsule disintegrates due to stress, and the core material Can be released.
  • the microcapsules can be stably stored for a longer time by filling the spray container.
  • the hair cosmetic is applied to the hair by spraying, the dispersion medium and the microcapsules adhere to the hair. Thereafter, by performing massage or the like on the scalp, the microcapsules are collapsed by applying stress to the microcapsules, and the core material can be attached to the hair.
  • the microcapsule-containing composition of the present disclosure that is a hair cosmetic can optionally contain known components that can be included in the hair cosmetic.
  • Known components that can be included in hair cosmetics include aqueous media such as alcohol, oil agents, surfactants as cleaning or dispersing components, active ingredients that penetrate the skin, colorants, and fragrances.
  • the microcapsule-containing composition of the present disclosure includes, for example, a use for day care such as a cosmetic sheet and a diaper including a support and the microcapsule-containing composition containing the above-described dispersion medium of the present disclosure impregnated in the support. Can be applied to.
  • the support is not particularly limited as long as the liquid component can be retained.
  • the support is preferably a non-woven fabric, a woven fabric or the like, a fiber assembly having a void for retaining moisture therein, a porous material such as a sponge sheet, and the like.
  • the support By impregnating the support with the microcapsule-containing composition of the present disclosure, the support is pressed against the skin and rubbed, so that the microcapsules can be disintegrated and the core material can be released at any time. Moreover, it can be set as the sheet
  • Cosmetic sheets, diapers and the like are preferably packaged with a water-impermeable packaging material in order to stably hold the microcapsule-containing composition, from the viewpoint of sustaining effects.
  • the microcapsule-containing composition of the present disclosure can release the core material at an arbitrary timing at a necessary timing, it can be applied to various uses.
  • the use described above is an example thereof, and the use of the microcapsule-containing composition of the present disclosure is not limited to the above description.
  • the volume-based median diameter, standard deviation, and volume average particle diameter were measured by Microtrac MT3300EXII (manufactured by Nikkiso Co., Ltd.).
  • the wall thickness was measured by observing the cross section of the microcapsule with a scanning electron microscope JSM-7800F (manufactured by JEOL Ltd.).
  • the zeta potential was measured by ELSZ-2000ZS (manufactured by Otsuka Electronics Co., Ltd.). Specifically, it is as follows. (I) The slurry containing the target capsule is added to water so that the capsule concentration is 0.5% by mass, and the slurry is diluted. The measurement concentration was adjusted as necessary so that the measurement rate was in a preferable range by automatic detection.
  • the zeta potential of the diluted sample was measured without filtering the sample.
  • the filtered slurry was poured into a standard cell unit (manufactured by Otsuka Electronics Co., Ltd.), and the cell was inserted into the apparatus. The test temperature was set to 25 ° C.
  • Start measurement after temperature has stabilized (usually after 3-5 minutes). For each sample, the above-mentioned apparatus was set to perform measurement five times, and measurement was performed. Note that the zeta potential in the present disclosure is a value measured in mV as an average of three measured values for each slurry.
  • Example 1 18.2 parts Saracos (registered trademark) HG-8 (manufactured by Nisshin Oillio Group Co., Ltd.) as a solvent, 54.7 parts D-limonene (manufactured by Yasuhara Chemical Co., Ltd.) as a fragrance, and aromatic poly as a shell material Vernock (registered trademark) D-750, an isocyanate, 2.3 parts (produced by DIC Corporation, tolylene diisocyanate trimethylolpropane adduct), Takenate (registered trademark) D-160N, an aliphatic polyisocyanate (Mitsui Chemicals, Inc.) (Manufactured, 2.3 parts of hexamethylene diisocyanate trimethylolpropane adduct) was stirred and mixed to obtain an oil phase solution.
  • Saracos registered trademark
  • HG-8 manufactured by Nisshin Oillio Group Co., Ltd.
  • D-limonene manufactured by Yasu
  • the obtained oil phase solution was added to and dispersed in 157 parts of a 5.8 mass% aqueous solution of Kuraray Poval (registered trademark) PVA-KM618 (manufactured by Kuraray Co., Ltd.), which is an anion-modified polyvinyl alcohol.
  • the resulting emulsion was heated to 70 ° C., stirred for 1 hour, cooled, and then added with 3.8 parts of a 10% by mass aqueous sodium hydroxide solution to obtain a microcapsule aqueous dispersion.
  • the volume-based median diameter (D50) of the obtained microcapsules was 18 ⁇ m.
  • the zeta potential of the microcapsule aqueous dispersion was -18 mV.
  • the wall thickness was 0.13 ⁇ m.
  • ⁇ Creation of evaluation sample> Perfume conversion 1.0% by mass of the microcapsules prepared above and a non-fragrance softening agent (ULTRA Downy, manufactured by Procter & Gamble Japan Co., Ltd.) containing a dialkyl ester type ammonium salt as a cationic surfactant. 99% by mass was mixed to obtain a microcapsule-containing composition. 5 parts of the microcapsule-containing composition and 995 parts of water were mixed, a cotton towel (35 cm ⁇ 35 cm) was immersed in this for 20 minutes, squeezed and then dried for 24 hours to obtain a sample for sensory evaluation and extraction amount measurement.
  • ULTRA Downy manufactured by Procter & Gamble Japan Co., Ltd.
  • Example 2 to Example 4 A microcapsule aqueous dispersion was obtained in the same manner as in Example 1 except that the anion-modified PVA used was changed to the anion-modified PVA shown in Table 1.
  • the volume-based median diameter, CV value of particle size distribution, zeta potential, and wall thickness of the obtained microcapsules are as described in Table 1.
  • Example 5 to Example 7 A microcapsule aqueous dispersion was obtained in the same manner as in Example 1 except that polyvinyl alcohol (PVA) was added to the aqueous solution containing anion-modified PVA as shown in Table 1.
  • PVA polyvinyl alcohol
  • the volume-based median diameter, CV value of particle size distribution, zeta potential, and wall thickness of the obtained microcapsules are as described in Table 1.
  • Example 8 to 19 A microcapsule aqueous dispersion was obtained in the same manner as in Example 1 except that the aromatic polyisocyanate and the aliphatic polyisocyanate were changed as shown in Table 1.
  • the volume-based median diameter, CV value of particle size distribution, zeta potential, and wall thickness of the obtained microcapsules are as described in Table 1.
  • Example 20 to Example 22 The anion-modified PVA was changed to Kuraray Poval PVA-217E (manufactured by Kuraray Co., Ltd., partially saponified PVA), and the anionic group-imparting agent as shown in Table 1 was added in an amount of 4 masses based on the total mass of the shell material.
  • a microcapsule aqueous dispersion was obtained in the same manner as in Example 1 except that% was added to the emulsion.
  • the volume-based median diameter, CV value of particle size distribution, zeta potential, and wall thickness of the obtained microcapsules are as described in Table 1.
  • Example 1 A microcapsule aqueous dispersion was obtained in the same manner as in Example 1 except that the PVA, anion-modified PVA and polyisocyanate were those shown in Table 1.
  • the volume-based median diameter, CV value of particle size distribution, zeta potential, and wall thickness of the obtained microcapsules are as described in Table 1.
  • Example 23 to 34 The aromatic polyisocyanate was changed to two types of aromatic polyisocyanate A and aromatic polyisocyanate B described in Table 2, and the mixing ratio of aromatic polyisocyanate A / aromatic polyisocyanate B / aliphatic polyisocyanate was changed to A microcapsule aqueous dispersion was obtained in the same manner as in Example 1 except that it was as described in Table 2.
  • the volume-based median diameter, CV value of particle size distribution, zeta potential, and wall thickness of the obtained microcapsules are as described in Table 2.
  • the towel obtained above was cut into a square with a 1/6 area, and the cut towel was immersed in 100 g of dimethyl sulfoxide and allowed to stand for 24 hours to extract the fragrance inside the microcapsule.
  • the extracted amount (mg) of the fragrance was quantified in the obtained dimethyl sulfoxide solution with a gas chromatograph mass spectrometer (QP2010 Ultra, manufactured by Shimadzu Corporation) to obtain a microcapsule adhesion amount.
  • the addition amount (% by mass) of the anionic group-imparting agent is the ratio of the addition amount of the anionic group-imparting agent to the total addition amount of the aromatic and aliphatic polyisocyanate and the anionic group-imparting agent. It is.
  • “-” indicates that no component is contained.
  • PVA in Table 1 refers to polyvinyl alcohol.
  • the content of aromatic polyisocyanate is aromatic polyisocyanate A and Calculated as the total amount of aromatic polyisocyanate B.
  • Example 1 As shown in Table 1, an implementation comprising a microcapsule comprising a polyurethane or polyurea having a structural portion derived from an aromatic polyisocyanate and an aliphatic polyisocyanate and having an anionic charge on the surface, and a cationic surfactant Examples 1 to 22 were excellent in sensory evaluation and perfume extraction amount, and had good adhesion.
  • Example 1 in which the ratio of the content of the structural part derived from the aromatic polyisocyanate to the content of the structural part derived from the aliphatic polyisocyanate is 35/65 to 65/35 is the aliphatic polyisocyanate.
  • Example 8 The ratio of the content of the structural part derived from the aromatic polyisocyanate to the content of the structural part derived from is compared with Example 8 which is not 35/65 to 65/35, which is 35/65 to 65/35.
  • the extraction amount of the fragrance was excellent.
  • Example 6 in which the microcapsule has a zeta potential of ⁇ 80 to ⁇ 5 has a sensory evaluation and a perfume extraction amount as compared with Example 7 in which the microcapsule has a zeta potential of ⁇ 80 to ⁇ 5. It was excellent and the adhesion of the microcapsules to the fibers was good.
  • Examples 1 to 3 containing an anion-modified PVA on the surface of the microcapsule were superior in the amount of perfume extracted compared to Examples 20 to 22 containing no anion-modified PVA on the surface of the microcapsule.
  • Comparative Examples 1 to 4 were inferior in sensory evaluation and perfume extraction amount, and the adhesion of the microcapsules to the fibers was insufficient.
  • Table 2 in Examples 23 to 34, two types of aromatic polyisocyanates were used, and MDI, which is a bifunctional aromatic polyisocyanate, was used as one aromatic polyisocyanate. The extraction amount of the fragrance was excellent.
  • microcapsules of the present disclosure can be suitably used as a core material, particularly in a mode of containing a fragrance, and can exhibit various preferable functions such as fragrance protection and stimulus responsiveness.

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Abstract

L'invention fournit une composition comprenant des microcapsules excellente en termes de propriétés d'adhésion sur des poils ou des fibres. Plus précisément, une composition comprenant des microcapsules qui contient : des microcapsules contenant un polyuréthane ou une polyurée dans lesquelles un matériau enveloppe possède une portion de structure dérivée d'un polyisocyanate aromatique et une portion de structure dérivée d'un polyisocyanate aliphatique, et qui possède une charge anionique en surface; et un tensio-actif cationique.
PCT/JP2019/005944 2018-03-05 2019-02-19 Composition comprenant des microcapsules WO2019171929A1 (fr)

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CN114108316A (zh) * 2021-12-13 2022-03-01 罗莱生活科技股份有限公司 一种抗菌纺织品的制备方法及抗菌纺织品
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