WO2022071465A1 - 粘性組成物 - Google Patents

粘性組成物 Download PDF

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Publication number
WO2022071465A1
WO2022071465A1 PCT/JP2021/036044 JP2021036044W WO2022071465A1 WO 2022071465 A1 WO2022071465 A1 WO 2022071465A1 JP 2021036044 W JP2021036044 W JP 2021036044W WO 2022071465 A1 WO2022071465 A1 WO 2022071465A1
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Prior art keywords
sodium
cellulose
sulfate
viscous composition
phosphate
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PCT/JP2021/036044
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English (en)
French (fr)
Japanese (ja)
Inventor
香澄 茂川
博史 山口
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住友精化株式会社
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Priority to JP2022554080A priority Critical patent/JPWO2022071465A1/ja
Publication of WO2022071465A1 publication Critical patent/WO2022071465A1/ja

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
    • A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • A61K47/38—Cellulose; Derivatives thereof
    • 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
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • 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
    • A61K8/73—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B1/00—Preparatory treatment of cellulose for making derivatives thereof, e.g. pre-treatment, pre-soaking, activation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B11/00—Preparation of cellulose ethers
    • C08B11/02—Alkyl or cycloalkyl ethers
    • C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
    • C08B11/08—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with hydroxylated hydrocarbon radicals; Esters, ethers, or acetals thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
    • C08B15/10—Crosslinking of cellulose
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
    • C08L1/02—Cellulose; Modified cellulose

Definitions

  • the present disclosure relates to a viscous composition and the like, and more particularly to a viscous composition containing cellulose nanocrystals.
  • the contents of all documents described in this specification are incorporated herein by reference.
  • Polymer thickeners are widely used for preparing viscous compositions in various fields, such as cosmetics and food fields.
  • the thickening effect of the polymer thickener may be reduced by the ionic surfactant.
  • the composition containing the polymer thickener and the ionic surfactant may have poor stability.
  • hydroxyethyl cellulose (HEC) is also a component widely used as a polymer thickener, but it contains hydroxyethyl cellulose and an ionic surfactant because its thickening effect is reduced by the ionic surfactant.
  • HEC hydroxyethyl cellulose
  • the present inventors have studied to find a novel means for providing a viscous composition having excellent viscosity and stability while containing hydroxyethyl cellulose and an ionic surfactant.
  • the present inventors have made a viscous composition obtained by mixing nanocellulose, particularly cellulose nanocrystal, with hydroxyethyl cellulose and dissolving it in water, and the viscosity does not easily decrease even when an ionic surfactant is added, and the viscosity is stable. It was found that it was a suitable composition, and further studies were conducted.
  • Item 1 Contains cellulose nanocrystals, hydroxyethyl cellulose, ionic surfactants, as well as water, The viscosity at 25 ° C. is 3000 mPa ⁇ s or more (preferably 5000 to 25000 mPa ⁇ s). Viscous composition.
  • Item 2. Item 2. The viscous composition according to Item 1, wherein the hydroxyethyl cellulose is hydroxyethyl cellulose crosslinked with a cross-linking agent.
  • Hydroxyethyl cellulose crosslinked with the crosslinking agent A crosslinked hydroxyethyl cellulose containing 0.35% by mass or more (preferably 0.35 to 2% by mass) of a crosslinking agent.
  • Item 4. The viscous composition according to Item 2 or 3, wherein the cross-linking agent is a dialdehyde compound.
  • Item 5. Item 2. The viscous composition according to any one of Items 1 to 4, wherein the content of the ionic surfactant is 0.1% by mass or more (preferably 2 to 20% by mass).
  • the magnitude relationship between the storage elastic modulus G'and the loss elastic modulus G'' obtained by the frequency dispersion measurement is the storage elastic modulus G'> the loss elastic modulus G'> in the entire frequency range of 0.1 rad / s to 100 rad / s.
  • Item 3. The viscous composition according to any one of Items 1 to 6.
  • Item 7. A method for producing a viscous composition, which comprises mixing (1) a mixture of cellulose nanocrystals and hydroxyethyl cellulose with water, and (2) further adding an ionic surfactant to the mixture.
  • (1) A method for producing a viscous composition for adding an ionic surfactant which comprises mixing a mixture of cellulose nanocrystals and hydroxyethyl cellulose with water.
  • Item 9. Item 7. The method according to Item 7 or 8, further comprising mixing (0) cellulose nanocrystals and hydroxyethyl cellulose before (1).
  • a viscous composition having excellent viscosity and stability while containing hydroxyethyl cellulose and an ionic surfactant.
  • the present disclosure preferably includes, but is not limited to, a viscous composition, a method for producing the same, and the like, and the present disclosure includes all disclosed in the present specification and recognized by those skilled in the art.
  • the viscous composition included in the present disclosure contains cellulose nanocrystals, hydroxyethyl cellulose, and water.
  • the viscous composition included in the present disclosure may be referred to as "the composition of the present disclosure”.
  • the compositions of the present disclosure also include viscous compositions containing ionic surfactants in addition to cellulose nanocrystals, hydroxyethyl cellulose, and water.
  • those containing an ionic surfactant are referred to as "the ionic surfactant-containing composition of the present disclosure”
  • those containing no ionic surfactant are referred to as "the ionic surfactant of the present disclosure”. It may be referred to as "agent-free composition”.
  • Cellulose nanocrystal is a kind of nanocellulose.
  • examples of nanocellulose made from wood or the like include cellulose nanofibers (CNF) and cellulose nanocrystals (CNC).
  • CNF cellulose nanofibers
  • CNC cellulose nanocrystals
  • nanocellulose having a length of about 5 to 10 ⁇ m or more is often referred to as cellulose nanofiber (CNF)
  • CNC cellulose nanocrystal
  • the nanocrystalline cellulose described in Patent Document 1 Japanese Patent Laid-Open No. 2012-531478 can be preferably used.
  • Cellulose is a natural polymer material that constitutes woody biomass and agricultural biomass together with hemicellulose and lignin. It is a homopolymer of repeating units of glucose linked by ⁇ -1,4-glycosidic bonds. Cellulose is formed linearly by ⁇ -1,4-glycosidic bonds, and they interact strongly with each other through hydrogen bonds. Due to its regular structure and strong hydrogen bonds, the cellulose polymer is highly crystalline and aggregates to form partial structures and microfibrils. Then, the microfibrils aggregate to form cellulosic fibers.
  • Nanocellulose is a rod-shaped fibril with a length / diameter ratio of approximately 20-200.
  • nanocellulose can be prepared, for example, from chemical pulp of wood fiber or agricultural fiber by removing the amorphous region mainly by acid hydrolysis to produce nano-sized fibril.
  • Cellulose nanocrystals can be formed and stabilized in an aqueous suspension by, for example, sonicating the fibrils or passing them through a high shear microfluidizer.
  • the second method is mainly physical processing. Bundles of microfibrils, usually tens of nanometers (nm) to several micrometer ( ⁇ m) in diameter, called cellulose microfibrils or microfibrillated cellulose, are produced by using high pressure homogenization and grinding. .. Steps with high intensity sonication have also been used to isolate fibril from natural cellulose fibers. High-intensity ultrasound can generate very strong mechanical vibration forces, which allows the separation of cellulose fibrils from biomass. This method produces microfibrillated cellulose having a diameter of less than about 60 nm, more preferably about 4 nm to about 15 nm, and a length of less than 1000 nm. Microfibrillated cellulose can also be subjected to, for example, further chemical, enzymatic and / or mechanical treatments. The microfibrillated cellulose can also be used as a cellulose nanocrystal.
  • the cellulose nanocrystals used in the compositions of the present disclosure are, for example, by removing amorphous regions from pulp by acid hydrolysis, or by physical treatment such as high pressure treatment, pulverization treatment, and ultrasonic treatment. It can be appropriately prepared by treatment (and even by using these in combination).
  • the cellulose portion of the cellulose nanocrystal used in the composition of the present disclosure may be a cellulose sulfate (cellulose sulfate).
  • a sodium salt is preferable. That is, the cellulose portion of the cellulose nanocrystal used in the composition of the present disclosure may be cellulose sulfate sodium sulfate.
  • cellulose nanocrystal indicates a crystal of nano-sized cellulose
  • the cellulose may be an unmodified form or a modified form.
  • the cellulose modified product for example, cellulose sulfate (particularly sodium cellulose sulfate) is preferably mentioned.
  • examples of the CNC include nanocellulose having a thickness of about 1 to 100 nm and a length of about 50 to 500 nm.
  • the upper or lower limit of the thickness range (1 to 100 nm) is, for example, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, and so on.
  • the thickness range may be 2 to 99 nm.
  • the upper limit or the lower limit of the length range (50 to 500 nm) is, for example, 60, 70, 80, 90, 100, 110, 120, 130, 140, 150, 160, 170, 180, 190, 200, 210, 220, 230, 240, 250, 260, 270, 280, 290, 300, 310, 320, 330, 340, 350, 360, 370, 380, 390, 400, 410, 420, 430, 440, 450, 460, 470, 480, or 490 nm May be.
  • the length range may be 60 to 490 nm.
  • the ratio (length / thickness) of the length (nm) to the thickness (nm) can be, for example, about 1 to 200.
  • the upper or lower limit of the range of the ratio is, for example, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21. , 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46. , 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71.
  • the hydroxyethyl cellulose (HEC) used in the composition of the present disclosure is not particularly limited as long as the effect is not impaired.
  • hydroxyethyl cellulose not cross-linked with a cross-linking agent can be preferably used as the HEC of the composition of the present disclosure.
  • Cross-linked HEC is more preferred.
  • the cross-linking agent include polyvalent aldehyde compounds (preferably dialdehyde compounds) such as glutaraldehyde and glioxal, 2,2-bishydroxymethylbutanol-tris [3- (1-aziridinyl) propionate], 1,8-.
  • polyvalent aziridin compounds such as hexamethylene diethylene urea
  • polyvalent isocyanate compounds such as tolylene diisocyanate and hexamethylene diisocyanate.
  • dialdehyde compounds are preferred, and glyoxal is particularly preferred.
  • the cross-linking agent may be used alone or in combination of two or more.
  • the cross-linked HEC preferably has a cross-linking agent content of, for example, 0.05% by mass or more, and more preferably about 0.05 to 2% by mass.
  • the upper or lower limit of the cross-linking agent content ratio range is, for example, 0.05, 0.06, 0.07, 0.08, 0.09, 0.1, 0.11, 0.12, 0.13, 0.14, 0.15, 0.16, 0.17, 0.18, 0.19, 0.2, 0.21, 0.22, 0.23, 0.24, 0.25, 0.
  • the cross-linking agent content ratio range may be 0.1 to 1% by mass. In particular, 0.35% by mass or more is preferable.
  • Cross-linking of hydroxyethyl cellulose with a cross-linking agent can be carried out by a known method or a method that can be easily conceived from a known method. For example, it can be carried out by the method described in Japanese Patent Publication No. 58-43402.
  • the HEC (including non-crosslinked HEC and crosslinked HEC) preferably has a viscosity of a 1.33% by mass (w / w%) aqueous solution at 25 ° C. of 4000 mPa ⁇ s or more, and more preferably 4000 to 18000 mPa ⁇ s. preferable.
  • the upper or lower limit of the viscosity range is, for example, 4100, 4200, 4300, 4400, 4500, 4600, 4700, 4800, 4900, 5000, 5100, 5200, 5300, 5400, 5500, 5600, 5700, 5800, 5900, 6000.
  • the viscosity range may be 4100 to 17900 mPa ⁇ s.
  • the HEC (including the non-crosslinked HEC and the crosslinked HEC) is not particularly limited, but the molecular weight is preferably, for example, about 1800000 to 430000.
  • the upper or lower limit of the molecular weight range is, for example, 1900000, 2000000, 210000, 220000, 2300000, 2400000, 25, 260000, 2700, 2800000, 290000, 3000000, 310000, 320000, 3300, 3400, 3500, 3600, 3700,380,000, It may be 3900000, 4000, 410000, or 4200000.
  • the molecular weight range may be 1900000 to 4200000.
  • the molecular weight is a mass average molecular weight obtained by gel permeation chromatography (GPC) and converted into polyethylene oxide.
  • GPC gel permeation chromatography
  • Examples of the column for measuring the mass average molecular weight in terms of polyethylene glycol by GPC include Shodex OHpak SB-807HQ, Shodex OHpak SB-806HQ, Shodex OHpak SB-804HQ and the like. Detailed GPC measurement conditions are shown below.
  • HEC is a compound in which the OH group of cellulose is OR (R indicates H or CH 2 CH 2 OH), and is contained in the composition of the present disclosure.
  • HEC including non-crosslinked HEC and crosslinked HEC
  • a group other than H or CH 2 CH 2 OH may be present as R of the OR, but it is preferable that no hydrophobic group is present as R.
  • R an alkyl group, particularly a linear chain having 6 to 20 carbon atoms (6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20) or Those having a branched chain alkyl group (more specifically, for example, a cetyl group) may be used, but it is preferable not to use them.
  • the composition of the present disclosure contains water as a solvent. Further, a solvent other than water may be further contained as long as the effect of the composition of the present disclosure is not impaired.
  • the solvent other than water include water-soluble solvents, and for example, water-soluble organic solvents are preferable.
  • the water-soluble organic solvent include monohydric or divalent alkyl alcohols having 1 to 6 carbon atoms (1, 2, 3, 4, 5, or 6), and more specifically, for example. Examples thereof include ethanol and butylene glycol.
  • the value of the storage elastic modulus (G') is larger than the value of the loss elastic modulus (G'') (that is, the storage elastic modulus G'> the loss elastic modulus G'').
  • the composition of the present disclosure preferably has a loss tangent (tan ⁇ ) of less than 1 (that is, tan ⁇ ⁇ 1).
  • the loss tangent (tan ⁇ ) is the ratio (G ′′ / G ′) of the storage elastic modulus (G ′) and the loss elastic modulus (G ′′), and is used as one of the indexes of the viscoelastic property.
  • the larger the value of the loss tangent the smaller the elastic modulus.
  • the loss tangent is used as an index of sol and gel, and usually tan ⁇ > 1 is sol and tan ⁇ ⁇ 1 is gel.
  • the values of the storage elastic modulus G ′ and the loss elastic modulus G ′′ can be measured at 25 ° C. using a viscoelasticity measuring device (leometer). More specifically, after confirming the linear region by measuring the strain dispersion at 1 Hz, an appropriate distortion is selected within the range of the linear region, and the frequency dispersion at 25 ° C. (frequency: 0.1 rad / s to 100 rad / s). And observe the magnitude relationship between G'and G''.
  • the storage elastic modulus G'and the loss elastic modulus G'' obtained by frequency dispersion measurement have a magnitude relationship of the storage elastic modulus G in the entire range of frequency: 0.1 rad / s to 100 rad / s. It is preferable that'> loss elastic modulus G''.
  • composition of the present disclosure has a viscosity at 25 ° C. of 3000 mPa ⁇ s or more, preferably 3000 to 25000 mPa ⁇ s.
  • the upper or lower limit of the viscosity range is, for example, 3100, 3200, 3300, 3400, 3500, 3600, 3700, 3800, 3900, 4000, 4100, 4200, 4300, 4400, 4500, 4600, 4700, 4800, 4900, 5000.
  • the viscosity range may be 5000 to 24000 m
  • the viscosity is a value measured at 25 ° C. using a rotary viscometer manufactured by BrookField (model number: DVE, spindle: LV) at a rotation speed of 20 rpm.
  • the spindle used for measurement is spindle LV-1 when it is less than 200 mPa ⁇ s, spindle LV-2 when it is 200 mPa ⁇ s or more and less than 1000 mPa ⁇ s, and 1000 mPa ⁇ s or more and less than 4000 mPa ⁇ s.
  • composition of the present disclosure contains an ionic surfactant (that is, the ionic surfactant-containing composition of the present disclosure)
  • the effect of the composition of the present disclosure as the ionic surfactant is no particular limitation as long as the above is not impaired.
  • an anionic surfactant, a cationic surfactant, an amphoteric surfactant and the like can be preferably used. More specifically, but not particularly limited, for example, sodium steyl sulfate, zinc stearate, calcium stearate, magnesium stearate, aluminum stearate, aluminum isostearate, triethanolamine stearate, potassium palmitate, sodium cetyl sulfate.
  • Linear Dodecyl Sulfate Sulfate Polyoxyethylene Sulfated Sodium Dodecyl Sulfate, Maleic Acid, Acyl Methyl Taurin, Fat Sodium Sulfate, ⁇ -Acyl Sulfate, Alk Sulfate, Alkyl Sulfrate, Alkyl Naphthalen Sulfate, Alk Sulfate, POE alkyl ether sulfate, alkylamide sulfate, alkyl phosphate, POE alkyl phosphate, alkylamide phosphate, alkylyl alkyl taurine salt, N-acyl amino acid salt, POE alkyl ether sulfate, alkyl sulfosuccinic acid Salt, Sodium Alkulf Sulfroacetate, Acryed Icethionate, Aylated Sodium Dodecyl Sulfate Peptide Salt, Perfluoroalkyl Phosphate, Sodium Dode
  • polyoxyethylene lauryl ether phosphate polyoxyethylene lauryl ether phosphate, polyoxyethylene lauryl ether phosphate, polyoxyethylene cetyl ether phosphate, polyoxyethylene cetyl ether phosphate sodium, polyoxyethylene stearyl ether, polyoxy Ethylene cholesteryl ether, polyoxyethylene stearyl ether phosphate, polyoxyethylene oleyl ether phosphate, polyoxyethylene oleyl ether sodium phosphate, polyoxyethylene oleyl ether diethanolamine phosphate, polyoxyethylene alkylphenyl ether phosphate, polyoxyethylene Alkylphenyl ether phosphate triethanolamine, polyoxyethylene polyoxypropylene cetyl ether phosphate, polyoxypropylene glyceryl ether phosphate, polyoxypropylene butyl ether phosphate, polyoxyethylene sulfosuccinate lauryl disodium, palm oil fatty acid ethyl ester sulfone
  • amphoteric surfactants are preferable, and amino acid-based surfactants are particularly preferable.
  • amino acid-based surfactants those in which the amine group located at the ⁇ carbon of the amino acid salt is an ⁇ -amino acid carboxylate acidylated with a C6-C22 fatty acid derivative are preferable. More specifically, the following equation:
  • X is 5 to 22 (5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22) carbon atoms.
  • Y indicates a hydrogen atom or a methyl group
  • Z indicates a hydrogen atom, -CH 3 , -CH (CH 3 ) 2 , -CH 2 CH (CH 3 ) 2 ,- CH (CH 3 ) CH 2 CH 3 , -CH 2 C 6 H 5 , -CH 2 C 6 H 4 OH, -CH 2 OH, -CH (OH) CH 3 ,-(CH 2 ) 4 NH 2 ,- (CH 2 ) 3 NHC (NH) NH 2 , -CH 2 C (O) O - M + ,-(CH 2 ) 2 C (O) O - M + , -CH 2 COOH, or- (CH 2 ) 2 Indicates COOH.
  • M + indicates a salt-forming cation.
  • X represents a group selected from a linear or branched C5-C22 alkyl group and a linear or branched C5-C22 alkenyl group.
  • M is selected from sodium, potassium, ammonium and triethanolammonium.
  • amino acid-based surfactant examples include mono and dicarboxylates of N-acylated glutamate (eg, sodium, potassium, ammonium and triethanolammonium), and more specifically, for example, sodium cocoyl glutamate and lauroyl glutamate.
  • N-acylated glutamate eg, sodium, potassium, ammonium and triethanolammonium
  • N-acylated alanine eg sodium, potassium
  • Ammonium and triethanolammonium more specifically, for example sodium cocoylalanate, cocoylalanine TEA, sodium cocoylmethylalanine, sodium lauroylalanine and TEA lauroylalaninate
  • carboxylates of N-acylated glycine eg sodium, etc.
  • Potassium, ammonium and triethanolammonium more specifically, for example sodium cocoylglycinate and potassium cocoylglycinate
  • N-acylated sarcosine carboxylates eg, sodium, potassium, ammonium and triethanolammonium
  • Examples thereof include sodium lauroyl sarcosinate, sodium cocoyl sarcosinate, sodium myristoyl sarcosinate, sodium oleoyl sarcocinate, ammonium lauroyl sarcosate and the like.
  • sodium cocoyl glutamate, potassium cocoyl glutamate, sodium cocoyl alanate, potassium cocoyl alanate, sodium cocoyl glycinate, and potassium cocoyl glycinate are more preferable.
  • the ionic surfactant can be used alone or in combination of two or more.
  • CNC is preferably about 0.05 to 1 part by mass.
  • the upper or lower limit of the range is, for example, 0.1, 0.15, 0.2, 0.25, 0.3, 0.35, 0.4, 0.45, 0.5, 0.55, It may be 0.6, 0.65, 0.7, 0.75, 0.8, 0.85, 0.9, or 0.95.
  • the range may be 0.1 to 0.8.
  • the CNC content in the composition of the present disclosure is not particularly limited as long as the effect is not impaired, and examples thereof include about 0.1 to 5% by mass.
  • the upper or lower limit of the range is, for example, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.1, 1.2.
  • the HEC (including non-crosslinked HEC and crosslinked HEC) content in the composition of the present disclosure is not particularly limited as long as the effect is not impaired, but is, for example, about 0.1 to 5% by mass. Can be mentioned.
  • the upper or lower limit of the range is, for example, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.1, 1.2.
  • the content of the ionic surfactant in the ionic surfactant-containing composition of the present disclosure is preferably 0.1% by mass or more, more preferably about 0.1 to 30% by mass.
  • the upper or lower limit of the range (0.1 to 30% by mass) is, for example, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2, 2.1, 2.2, 2. 3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, 3, 3.1, 3.2, 3.3, 3.4, 3.5, 3.
  • the composition is transparent, but the higher the transparency, the higher the demand, especially in the cosmetics field, which is preferable. Therefore, there is no problem even if the composition is turbid (for example, cloudy), but it is not preferable from the viewpoint of the demand in the cosmetic field.
  • composition of the present disclosure may contain components other than CNC, HEC (including non-crosslinked HEC and crosslinked HEC), an ionic surfactant, and water as long as the effect is not impaired.
  • HEC including non-crosslinked HEC and crosslinked HEC
  • ionic surfactant an ionic surfactant
  • water as long as the effect is not impaired.
  • examples of such an ingredient include simple substances and ingredients known in the fields of pharmaceuticals, cosmetics, and foods.
  • the composition of the present disclosure can be prepared, for example, by mixing CNC and HEC (including non-crosslinked HEC and crosslinked HEC) and then mixing the mixture with water. Thus, it is desirable to mix CNC and HEC before adding to water.
  • the composition of the present disclosure can have the above-mentioned excellent viscosity not only when it does not contain an ionic surfactant but also when it contains an ionic surfactant.
  • both CNC and HEC used for mixing before being added to water are powders. Further, the mixture of CNC and HEC to be added to water is preferably a powder.
  • the ionic surfactant-containing composition of the present disclosure is prepared by, for example, adding an ionic surfactant to a viscous composition prepared by adding a mixture of CNC and HEC to water and mixing them as necessary.
  • a viscous composition prepared by adding a mixture of CNC and HEC to water and mixing them as necessary is useful as a viscous composition for adding an ionic surfactant.
  • composition of the present disclosure has excellent viscosity and viscoelasticity, it is useful in technical fields in which products required to have such properties exist, for example, in the fields of pharmaceuticals, cosmetics, and foods. That is, the composition of the present disclosure can be preferably used, for example, as a pharmaceutical composition, a cosmetic composition, a food composition, or the like.
  • Measurement conditions Leometer: TA Instrument AR-2000ex Plate: 60 mm, 1 ° cone plate Measurement temperature: 25 ° C Distortion: 0.1 to 10% (selected within the range of the linear region obtained in the distortion dispersion measurement at 1 Hz) Frequency: 0.1 rad / s to 100 rad / s [Viscosity measurement] The viscosity of each viscous composition was measured at 25 ° C. using a rotary viscometer (model number: DVE, spindle: LV) manufactured by BrookField at a rotation speed of 20 rpm.
  • the spindle used for measurement is spindle LV-1 when it is less than 200 mPa ⁇ s, spindle LV-2 when it is 200 mPa ⁇ s or more and less than 1000 mPa ⁇ s, and 1000 mPa ⁇ s or more and less than 4000 mPa ⁇ s.
  • [Stability] It was visually confirmed whether the components contained in each viscous composition did not separate.
  • [Preparation and evaluation of viscous composition] Cellulose Nanocrystals (manufactured by Alberta- Pacific Forest Industries Inc.) was used as the crystal nanocellulose. A part of Cellulose Nanocrystals is sodium cellulose sulfate.
  • HEC CF-Y
  • HEC HEC
  • SZ-25F HEC
  • AQUAPEC SER W-300C are manufactured by Sumitomo Seika Chemical Co., Ltd.
  • AQUAPEC is a cross polymer (Acrylate / alkyl acrylate (C10-30)).
  • the HECs used were all cross-linked HECs cross-linked with a cross-linking agent (glyoxal), and the content of the cross-linking agent in each cross-linked HEC was 0.55% by mass for HEC (CF-Y) and HEC (SZ-25F). Is 0.29% by mass.
  • ionic surfactants were purchased and used.
  • Amisoft CK-22 potassium cocoyl glutamate: amino acid-based surfactant
  • Emar 20T polyoxyethylene (3) lauryl ether sulfate triethanolamine: anionic surfactant
  • NIKKOL CA-2330 cetrimonium chloride: cationic surfactant
  • a powder of crystal nanocellulose and a powder of a water-soluble polymer (HEC) are mixed, and the mixed powder is stirred and mixed with ion-exchanged water to dissolve it, and an ionic surfactant is further added thereto.
  • HEC water-soluble polymer
  • the viscous composition of Comparative Example 2 was prepared by dispersing crystal nanocellulose in ion-exchanged water, dissolving an ionic surfactant in the viscous composition, and finally dissolving HEC.
  • the viscous composition of Comparative Example 3 was prepared by dispersing HEC in ion-exchanged water, dissolving an ionic surfactant in the viscous composition, and finally dissolving crystal nanocellulose.
  • the viscoelasticity of the composition before mixing the ionic surfactant was also measured.
  • the viscous composition of Comparative Example 1 was prepared by stirring and mixing a water-soluble polymer (AQUAPEC) with ion-exchanged water to dissolve it, and further mixing it with an ionic surfactant. The results are also shown in Table 1.

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WO2023013537A1 (ja) * 2021-08-06 2023-02-09 住友精化株式会社 粘性組成物
WO2023013535A1 (ja) * 2021-08-06 2023-02-09 住友精化株式会社 粘性組成物

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JP2012126788A (ja) * 2010-12-14 2012-07-05 Dai Ichi Kogyo Seiyaku Co Ltd 粘性水系組成物
JP2012531478A (ja) * 2009-06-30 2012-12-10 アルバータ イノベイツ−テクノロジー フューチャーズ ナノ結晶セルロースを用いて処方した航空機用防氷液
JP2014510846A (ja) * 2011-03-08 2014-05-01 エスエーピーピーアイ ネザーランズ サーヴィシーズ ビー．ヴイ アニオン変性セルロースの紡糸方法及び該方法を用いて製造される繊維
WO2020049995A1 (ja) * 2018-09-04 2020-03-12 信越化学工業株式会社 セルロース組成物、セルロース成形体並びにセルロース組成物の製造方法

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JP2012531478A (ja) * 2009-06-30 2012-12-10 アルバータ イノベイツ−テクノロジー フューチャーズ ナノ結晶セルロースを用いて処方した航空機用防氷液
JP2012126788A (ja) * 2010-12-14 2012-07-05 Dai Ichi Kogyo Seiyaku Co Ltd 粘性水系組成物
JP2014510846A (ja) * 2011-03-08 2014-05-01 エスエーピーピーアイ ネザーランズ サーヴィシーズ ビー．ヴイ アニオン変性セルロースの紡糸方法及び該方法を用いて製造される繊維
WO2020049995A1 (ja) * 2018-09-04 2020-03-12 信越化学工業株式会社 セルロース組成物、セルロース成形体並びにセルロース組成物の製造方法

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023013537A1 (ja) * 2021-08-06 2023-02-09 住友精化株式会社 粘性組成物
WO2023013535A1 (ja) * 2021-08-06 2023-02-09 住友精化株式会社 粘性組成物

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