WO2022249748A1 - Composition de gel - Google Patents
Composition de gel Download PDFInfo
- Publication number
- WO2022249748A1 WO2022249748A1 PCT/JP2022/015784 JP2022015784W WO2022249748A1 WO 2022249748 A1 WO2022249748 A1 WO 2022249748A1 JP 2022015784 W JP2022015784 W JP 2022015784W WO 2022249748 A1 WO2022249748 A1 WO 2022249748A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- hydroxyethyl cellulose
- gel composition
- alcohol
- gel
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 104
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 75
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims abstract description 50
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims abstract description 46
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims abstract description 46
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 25
- 238000005259 measurement Methods 0.000 claims abstract description 19
- 239000006185 dispersion Substances 0.000 claims abstract description 14
- 238000003860 storage Methods 0.000 claims abstract description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 24
- 229920013821 hydroxy alkyl cellulose Polymers 0.000 claims description 12
- 238000004659 sterilization and disinfection Methods 0.000 claims description 9
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 238000004519 manufacturing process Methods 0.000 description 18
- 229920000642 polymer Polymers 0.000 description 16
- 239000003513 alkali Substances 0.000 description 14
- 229920002678 cellulose Polymers 0.000 description 14
- 239000001913 cellulose Substances 0.000 description 14
- 235000010980 cellulose Nutrition 0.000 description 14
- 239000011541 reaction mixture Substances 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 238000002834 transmittance Methods 0.000 description 12
- 239000002002 slurry Substances 0.000 description 11
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 10
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 10
- 239000012046 mixed solvent Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- 230000002378 acidificating effect Effects 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 8
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 7
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 7
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 7
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 7
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 238000001035 drying Methods 0.000 description 6
- 239000000706 filtrate Substances 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 229920002125 Sokalan® Polymers 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 239000004317 sodium nitrate Substances 0.000 description 4
- 235000010344 sodium nitrate Nutrition 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000000249 desinfective effect Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- -1 for example Chemical compound 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 241000700605 Viruses Species 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 238000011088 calibration curve Methods 0.000 description 2
- 239000000645 desinfectant Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 239000003550 marker Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- TYMYJUHDFROXOO-UHFFFAOYSA-N 1,3-bis(prop-2-enoxy)-2,2-bis(prop-2-enoxymethyl)propane Chemical compound C=CCOCC(COCC=C)(COCC=C)COCC=C TYMYJUHDFROXOO-UHFFFAOYSA-N 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 description 1
- 208000025721 COVID-19 Diseases 0.000 description 1
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 1
- 241000711573 Coronaviridae Species 0.000 description 1
- 208000001528 Coronaviridae Infections Diseases 0.000 description 1
- 241000192125 Firmicutes Species 0.000 description 1
- 241000187479 Mycobacterium tuberculosis Species 0.000 description 1
- 241001263478 Norovirus Species 0.000 description 1
- 241000702670 Rotavirus Species 0.000 description 1
- 206010041925 Staphylococcal infections Diseases 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229960000458 allantoin Drugs 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 229960001631 carbomer Drugs 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 208000015688 methicillin-resistant staphylococcus aureus infectious disease Diseases 0.000 description 1
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 241001529453 unidentified herpesvirus Species 0.000 description 1
- 241000712461 unidentified influenza virus Species 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
-
- 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
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/02—Local antiseptics
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/05—Alcohols; Metal alcoholates
-
- 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
- C08L1/04—Oxycellulose; Hydrocellulose, e.g. microcrystalline cellulose
Definitions
- the present disclosure relates to gel compositions and the like, and more particularly to gel compositions containing alcohol. It should be noted that the contents of all documents mentioned herein are hereby incorporated by reference.
- a disinfecting composition containing alcohol for disinfecting hands and fingers As such a composition, for example, it is widely used in the form of a liquid composition. is preferably
- a composition containing a specific amount of a specific hydroxyethyl cellulose contains a large amount of alcohol, is gel-like, has an appropriate viscosity, and does not drip. We found the possibility that it could be a difficult composition, and made further improvements.
- Item 1 A gel composition containing alcohol, water, and hydroxyethyl cellulose, containing 50% by mass or more and less than 80% by mass of alcohol, The viscosity is 2000 mPa s or more, The magnitude relationship between the storage elastic modulus G′ and the loss elastic modulus G′′ obtained by frequency dispersion measurement is that the storage elastic modulus G′>loss elastic modulus G′′ in the entire frequency range of 0.1 rad/s to 100 rad/s. is Gel composition. Section 2. Item 1. The gel composition according to Item 1, which has a pH of 2 or more. Item 3. Item 3.
- compositions that contains a large amount of alcohol, is gel-like, has an appropriate viscosity, and hardly drips.
- the composition when it is used for hand disinfection, for example, the disinfection effect can be sufficiently exhibited, and the liquid is hardly dripped and the feeling of use is excellent.
- alcohol gel preparations especially ethanol gel preparations
- medicinal ingredients such as allantoin, which exhibit pharmacological effects (anti-inflammatory effects)
- carbomer is usually used as a thickening agent in ethanol “gel” preparations that have hitherto been widely available on the market.
- the viscosity of the alcohol formulation decreases and becomes a "sol".
- ethanol formulations using cellulose-based thickeners such as HEC, HPC, and HPMC as thickeners, and ethanol formulations that do not use thickeners.
- such an ethanol formulation has a low viscosity and is a sol formulation with G' ⁇ G''.
- the gel composition encompassed by the present disclosure is preferably less likely to decrease in viscosity even under acidic conditions (e.g., using a pH adjuster), and can maintain its gel state. It also has the characteristics of
- the present disclosure preferably includes, but is not limited to, gel compositions containing alcohol, water, and hydroxyethyl cellulose, and the like, and the present disclosure includes all disclosed herein and recognized by those skilled in the art. contain.
- the gel composition included in the present disclosure contains alcohol, water, and hydroxyethyl cellulose, as described above.
- the gel composition included in the present disclosure may be referred to as "the gel composition of the present disclosure”.
- alcohol used for disinfection is preferable, and more specifically, for example, ethanol, propanol (n-propanol, isopropanol). , methanol and the like. Alcohol can be used individually by 1 type or in combination of 2 or more types.
- the content of alcohol in the gel composition of the present disclosure is preferably 50% by mass or more and less than 80% by mass.
- the upper or lower limit of the range is, for example, , 72, 73, 74, 75, 76, 77, 78, or 79% by weight.
- the range may be 51-79% by weight.
- Hydroxyethyl cellulose preferably has a weight average molecular weight of 1,000,000 to 2,500,000.
- the upper or lower limit of the range is, for example, 1.05 million, 1.1 million, 1.15 million, 1.2 million, 1.25 million, 1.3 million, 1.35 million, 1.4 million, 1.45 million, 1.5 million, 1.55 million, 1.6 million, 1.65 million, 1.7 million , 1.75 million, 1.8 million, 1.85 million, 1.95 million, 1.95 million, 2 million, 2.05 million, 2.1 million, 2.15 million, 2.2 million, 2.25 million, 2.3 million, 2.35 million, 2.4 million, or 2.45 million good.
- the range may be 1.05 million to 2.45 million.
- the value of the weight average molecular weight is a value obtained by the measuring method described below.
- Weight-average molecular weight measurement method A sodium nitrate aqueous solution having a HEC concentration of 0.1% by mass is prepared and measured using a high-performance liquid chromatograph. Then, a molecular weight marker (polyethylene oxide) with a known molecular weight is measured under the same conditions, a calibration curve is created, and the weight average molecular weight (Mw) is calculated.
- the measurement conditions are as follows.
- Measuring machine HLC-8220 (manufactured by Tosoh Corporation) Column: SB-807HQ, SB-806HQ, SB-804HQ (manufactured by Shodex) Column temperature: 40°C Eluent: 0.2 M sodium nitrate aqueous solution Flow rate: 0.6 ml/min
- hydroxyethyl cellulose is preferably contained in the gel composition of the present disclosure.
- the upper or lower limit of the range is, for example, 0.75, 0.8, 0.85, 0.9, 0.95, 1, 1.05, 1.1, 1.15, 1.2, 1.25. , 1.3, 1.35, 1.4, 1.45, 1.5, 1.55, 1.6, 1.65, 1.7, or 1.75% by weight.
- the range may be 0.75-1.75% by weight.
- the gel composition of the present disclosure has a viscosity of 2000 mPa ⁇ s or more.
- the upper limit of the viscosity is not particularly limited as long as it does not impair the effects of the gel composition of the present disclosure.
- the upper or lower limit of the range (2000 to 50000 mPa s) is, for example, 3000, 4000, 5000, 6000, 7000, 8000, 9000, 10000, 11000, 12000, 13000, 14000, 15000, 16000, 17000, 18000, 19000, 20000 ⁇ 21000 ⁇ 22000 ⁇ 23000 ⁇ 24000 ⁇ 25000 ⁇ 26000 ⁇ 27000 ⁇ 28000 ⁇ 29000 ⁇ 30000 ⁇ 31000 ⁇ 32000 ⁇ 33000 ⁇ 34000 ⁇ 35000 ⁇ 36000 ⁇ 37000 ⁇ 38000 ⁇ 39000 ⁇ 40000 ⁇ 41000 ⁇ 42000 ⁇ 43000 ⁇ 44000 ⁇ It may be 45000, 46000, 47000, 48000 or 49000 mPa ⁇ s.
- the range may be 3000-45000 mPa ⁇ s.
- the viscosity is measured by immersing the evaluation sample in a constant temperature water bath adjusted to 25 ° C. for 60 minutes or more, and after reaching 25 ° C., using a rotational viscometer manufactured by Brookfield (model number: DV1MRVTJ0, spindle: RV). , is the viscosity measured 1 minute after the rotor starts rotating at a rotational speed of 20 rpm.
- the spindle used for measurement should be rotor No. when the pressure is less than 2,000 mPa ⁇ s. 3. Rotor No. in the case of 2,000 mPa ⁇ s or more and less than 5,000 mPa ⁇ s.
- each viscous composition can be centrifuged (eg, 2000 rpm ⁇ 10 to 20 minutes) to remove air bubbles before the viscosity measurement.
- the value of the storage modulus (G′) is larger than the value of the loss modulus (G′′) (that is, the storage modulus G′>loss modulus G′ ') is preferred.
- the compositions of the present disclosure preferably have a loss tangent (tan ⁇ ) of less than 1 (ie, tan ⁇ 1).
- the loss tangent (tan ⁇ ) is the ratio (G′′/G′) of the storage elastic modulus (G′) to the loss elastic modulus (G′′), and is used as one index of viscoelastic properties.
- the larger the value of the loss tangent the smaller the rebound resilience.
- 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 storage elastic modulus G' and loss elastic modulus G'' can be measured at 25°C using a viscoelasticity measuring device (rheometer). More specifically, by strain dispersion measurement at 1 Hz, after confirming the linear region, select an appropriate strain within the range of the linear region, frequency dispersion at 25 ° C. (frequency: 0.1 rad / s to 100 rad / s) is measured to observe the magnitude relationship between G' and G''.
- the magnitude relationship between the storage elastic modulus G′ and the loss elastic modulus G′′ obtained by frequency dispersion measurement is in the entire frequency range of 0.1 rad/s to 100 rad/s. It is preferable that '>loss modulus G''.
- the above-mentioned weight average molecular weight range and content range of hydroxyethyl cellulose are particularly important. Become. That is, by preparing a composition as an index so as to include hydroxyethyl cellulose in the specific weight average molecular weight range described above in the specific amount composition described above, such a storage modulus (G') value and It is possible to easily prepare a gel composition that satisfies the relationship with the value of the loss elastic modulus (G′′), and preferably has an alcohol content of 50% by mass or more and less than 80% by mass.
- the gel composition of the present disclosure preferably does not contain a large amount of hydroxyalkyl cellulose other than hydroxyethyl cellulose, and the content thereof is preferably less than 0.1% by mass, and 0.05% by mass. or less or 0.01% by mass or less is more preferable.
- hydroxyalkyl celluloses other than hydroxyethyl cellulose include hydroxyalkyl celluloses in which the alkyl is C1 to C6 alkyl (excluding ethyl), and more specific examples include hydroxypropyl cellulose and hydroxypropylmethyl cellulose. .
- the amount of water contained in the gel composition of the present disclosure is not particularly limited as long as it does not impair the effect.
- the water content can be adjusted so as to achieve the above alcohol and hydroxyethyl cellulose contents in the gel composition of the present disclosure.
- about 25 to 50% by mass can be mentioned, and in particular, it can be adjusted so that the content of the alcohol and hydroxyethyl cellulose can be achieved within this range.
- the upper or lower limit of the range (20 to 50% by mass) is, for example, 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, or 49% by weight.
- the range may be 22-48% by weight.
- the gel composition of the present disclosure can be preferably used for disinfection. Specifically, it can be used for disinfecting bacteria, fungi, yeast-like fungi (such as Candida) and/or viruses, for example.
- Bacteria include, but are not limited to, Gram-positive bacteria (e.g., Mycobacterium tuberculosis, MRSA, etc.) and Gram-negative bacteria.
- Viruses include, for example, norovirus, rotavirus, herpes virus, influenza virus, Novel coronavirus (SARS-Cov-2) and the like can be mentioned.
- the object (site) to be disinfected is not particularly limited, and for example, the skin, especially fingers, arms, legs, etc. are preferably exemplified.
- the gel composition of the present disclosure can also contain components other than the above as long as the effects are not impaired.
- other components for example, known components that are known to be blended in disinfectant compositions can be used.
- other bactericidal agents, pH adjusters, preservatives, moisturizing agents and the like can be used.
- the gel composition of the present disclosure can be prepared, for example, by mixing alcohol, water, hydroxyethyl cellulose, and other ingredients as necessary.
- hydroxyethyl cellulose is first mixed with water to prepare a slightly concentrated (for example, 5% by mass) hydroxyethyl cellulose aqueous dispersion, and then alcohol, water, and, if necessary, other components are added to the aqueous dispersion and mixed.
- It can be prepared by Mixing can be performed, for example, using a known stirrer.
- the gel composition of the present disclosure preferably has a transmittance of, for example, 30% or more (that is, 30 to 100%).
- the upper or lower limit of the range (30 to 100%) is, for example, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, Or it may be 99%.
- the range may be 33-95%.
- the transmittance is specifically a value obtained by measuring the transmittance (%T) of UV (425 nm) (corrected so that distilled water has a transmittance of 100%).
- High transmittance of the composition means that the composition has high transparency. It is not always required that the composition be transparent. Even if the transmittance is low, the range of application of the composition is not greatly hindered, and it can be preferably used for disinfection, for example. However, there are consumers who prefer compositions with high transmittance (preferring the appearance of being transparent), so in some cases, high transmittance is preferred.
- the gel composition of the present disclosure preferably has a pH of 2 or more, more preferably about 2 to 9.
- the upper or lower end of the range is, for example, 2.5, 3, 3.5, 4, 4.5, 5, 5.5, 6, 6.5, 7, 7.5, 8, or 8.5. There may be. For example, the range may be 2.5-8.
- acidic alcohol gel formulations especially ethanol gel formulations
- It also has the characteristic of being able to maintain a gel state without causing a decrease in viscosity even under acidic conditions. Therefore, the bactericidal effect of alcohol can be more favorably exhibited under acidic conditions, and it is possible to blend a medicinal ingredient that exerts the effect favorably under acidic conditions, which is advantageous.
- the upper limit of the pH range is 7 or less.
- pH is measured using a pH meter at 25 degreeC.
- pH was measured at 25°C using a pH meter.
- a mixed solvent consisting of 100 g of methyl isobutyl ketone, 300 g of methanol and 100 g of water was added to the obtained neutralized mixture to prepare a slurry liquid, and hydroxyethyl cellulose was filtered off from this slurry liquid. Washing with a mixed solvent having the above composition and filtering were repeated three times in total to obtain 250 g of wet hydroxyethyl cellulose and 1530 g of filtrate containing neutralized salts and the like. The yield of hydroxyethyl cellulose by drying was 82 g.
- the hydroxyethyl cellulose may be referred to as Production Example 1 polymer.
- a mixed solvent consisting of 250 g of methyl isobutyl ketone, 200 g of methanol and 50 g of water was added to the obtained neutralized mixture to prepare a slurry, and hydroxyethyl cellulose was filtered off from this slurry. Washing with a mixed solvent having the above composition and filtering were repeated three times in total to obtain 250 g of wet hydroxyethyl cellulose and 1530 g of filtrate containing neutralized salts and the like. The yield of hydroxyethyl cellulose by drying was 82 g.
- the hydroxyethyl cellulose may be referred to as Production Example 2 polymer.
- a mixed solvent consisting of 250 g of methyl isobutyl ketone, 200 g of methanol and 50 g of water was added to the obtained neutralized mixture to prepare a slurry, and hydroxyethyl cellulose was filtered off from this slurry. Washing with a mixed solvent having the above composition and filtering were repeated three times in total to obtain 250 g of wet hydroxyethyl cellulose and 1530 g of filtrate containing neutralized salts and the like. The yield of hydroxyethyl cellulose by drying was 82 g.
- the hydroxyethyl cellulose may be referred to as Production Example 3 polymer.
- a mixed solvent consisting of 250 g of methyl isobutyl ketone, 200 g of methanol and 50 g of water was added to the obtained neutralized mixture to prepare a slurry, and hydroxyethyl cellulose was filtered off from this slurry. Washing with a mixed solvent having the above composition and filtering were repeated three times in total to obtain 250 g of wet hydroxyethyl cellulose and 1530 g of filtrate containing neutralized salts and the like. The yield of hydroxyethyl cellulose by drying was 82 g.
- the hydroxyethyl cellulose may be referred to as Production Example 4 polymer.
- a mixed solvent consisting of 250 g of methyl isobutyl ketone, 200 g of methanol and 50 g of water was added to the obtained neutralized mixture to prepare a slurry, and hydroxyethyl cellulose was filtered off from this slurry. Washing with a mixed solvent having the above composition and filtering were repeated three times in total to obtain 290 g of wet hydroxyethyl cellulose and 1570 g of filtrate containing neutralized salts and the like. The yield of hydroxyethyl cellulose by drying was 86 g.
- the hydroxyethyl cellulose may be referred to as Production Example 5 polymer.
- the weight average molecular weight of each of these polymers was measured as follows.
- a sodium nitrate aqueous solution with a polymer concentration of 0.1% by mass was prepared and measured using a high performance liquid chromatograph. Then, a molecular weight marker (polyethylene oxide) with a known molecular weight was measured under the same conditions, a calibration curve was created, and the weight average molecular weight (Mw) was calculated.
- the measurement conditions are as follows.
- Measuring machine HLC-8220 (manufactured by Tosoh Corporation) Column: SB-807HQ, SB-806HQ, SB-804HQ (manufactured by Shodex) Column temperature: 40°C Eluent: 0.2 M sodium nitrate aqueous solution Flow rate: 0.6 ml/min
- Preparation of alcohol-containing gel composition (1) Preparation of 5% aqueous dispersion of hydroxyalkyl cellulose 15 g of hydroxyalkyl cellulose (hydroxyethyl cellulose or hydroxypropyl cellulose) was gradually added while stirring at 1000 rpm. By continuing stirring for 4 hours without changing the stirring speed, a 5% aqueous dispersion of hydroxyalkylcellulose was obtained. In addition, only the said stirring process was implemented under warm bath (40 degreeC). Hydroxyethyl cellulose is sometimes written as HEC, and hydroxypropyl cellulose is sometimes written as HPC.
- compositions of Examples and Comparative Examples were prepared according to the composition shown in Table 1 using a 5% aqueous dispersion of hydroxyalkyl cellulose. Specifically, ion-exchanged water and ethanol were stirred in a 200 ml plastic beaker at 300 rpm with a three-one motor (general-purpose stirrer BL1200, Shinto Kagaku Co., Ltd.) for 1 minute to prepare an aqueous ethanol solution. Further, while mixing the 5% hydroxyalkyl cellulose aqueous solution in another 200 ml plastic beaker at 300 rpm with the same three-one motor, the ethanol aqueous solution was added with a poly dropper over 10 minutes.
- a three-one motor generally-purpose stirrer BL1200, Shinto Kagaku Co., Ltd.
- Example 6 Since the viscosity increases when the hydroxyalkyl cellulose and the aqueous ethanol solution are mixed, the mixture was stirred for 1 hour while gradually increasing the stirring speed to 1300 rpm until the mixture became uniform. Each component was thus mixed to prepare each composition. However, for the composition of Example 6, a 5% aqueous dispersion of hydroxyethyl cellulose and an aqueous ethanol solution were mixed and stirred for 1 hour, and then an aqueous citric acid solution previously dissolved in an appropriate amount of ion-exchanged water was added. A composition was obtained by further stirring for 10 minutes at a stirring speed of 500 rpm.
- hydroxypropylmethylcellulose HPMC
- aqueous ethanol/HPMC solution was added to an aqueous ethanol solution and stirred for 10 minutes at 300 rpm for the same three-one motor to prepare an aqueous ethanol/HPMC solution.
- the ethanol/HPMC aqueous solution was added over 10 minutes with a polydropper. Since the viscosity increases when the hydroxyalkyl cellulose and the aqueous ethanol solution are mixed, the mixture was stirred for 1 hour while gradually increasing the stirring speed to 1300 rpm until the mixture became uniform. Thus, each component was mixed and prepared.
- Comparative Example 9 was prepared as follows. Weigh 28.66 g of ion-exchanged water into a 200 ml plastic beaker equipped with a three-one motor (Shinto Kagaku Co., Ltd. general-purpose stirrer BL1200), and add 0.5 g of Production Example 7 polymer (carboxyvinyl polymer) without stirring. did. After 5 minutes, the mixture was stirred for 10 minutes at 500 rpm with the same three-one motor to prepare an aqueous polymer solution. 0.44 g of aminomethylpropanol and 70 g of ethanol were added to the same beaker and mixed for 10 minutes at 300 rpm of the same three-one motor. Furthermore, 0.4 g of citric acid was added to the same beaker and mixed for 10 minutes at 300 rpm of the same three-one motor to prepare a composition.
- Comparative Example 10 was prepared as follows. Weigh 27.66 g of ion-exchanged water into a 200 ml plastic beaker equipped with a three-one motor (general-purpose stirrer BL1200, Sintokagaku Co., Ltd.), and add 0.5 g of the polymer of Production Example 7 (carboxyvinyl polymer) without stirring. did. After 5 minutes, the mixture was stirred for 10 minutes at 500 rpm with the same three-one motor to prepare an aqueous polymer solution. 0.44 g of aminomethylpropanol and 70 g of ethanol were added to the same beaker and mixed for 10 minutes at 300 rpm of the same three-one motor.
- Table 1 The numerical value of each component shown in Table 1 is the percentage when the total amount is 100% by mass, and the actual preparation was performed on a scale of 100 g in total. Then, after defoaming with a centrifuge, the viscoelasticity and viscosity of each composition and the permeability were measured as follows. Also, the pH of each composition was measured. The results are summarized in Table 1.
- Measurement conditions Rheometer: TA Instruments AR-2000ex Plate: 60 mm, 1° cone plate Measurement temperature: 25°C Strain: 0.1 to 10% (selected within the range of linear region obtained in strain dispersion measurement at 1 Hz) Frequency: 0.1rad/s to 100rad/s
- Viscosity measurement Each viscous composition is adjusted to 25 ° C. using a 25 ° C. constant temperature bath, using a rotational viscometer manufactured by BrookField (DV1MRVTJ0, spindle: RV), the rotation speed is 20 rotations per minute, and the rotation of the rotor is started. After 1 minute, the viscosity was measured.
- the spindle used for measurement should be rotor No. when the pressure is less than 2,000 mPa ⁇ s. 3.
- Rotor No. in the case of 2,000 mPa ⁇ s or more and less than 5,000 mPa ⁇ s. 4, 5,000 mPa ⁇ s or more and less than 15,000 mPa ⁇ s, rotor No. 5, 15,000 mPa ⁇ s or more and less than 40,000 mPa ⁇ s, rotor No. Rotor No. 6, 40,000 mPa ⁇ s or more. 7.
- a spectrophotometer manufactured by Shimadzu Corporation (model number: UV-1850) was used to measure the transmittance.
- a sample each composition
- a cell for UV measurement optical path length: 1 cm
- degassed in a centrifuge at 2,000 rpm for 5 minutes.
- the same operation was performed using a centrifuge, and it was confirmed that bubbles were completely removed from the top of the sample.
- the sample was set in a spectrophotometer, and the transmittance was measured with a measurement wavelength of 425 nm.
- distilled water was calibrated so that the transmittance was 100%.
- a bioskin plate manufactured by Beaulux was used for the study of dripping. First, the BIOSKIN plate was placed on a flat surface, and 0.2 g of an evaluation sample (each viscous composition) was weighed. After that, the BIOSKIN plate was set vertically and left to stand for 1 minute. At this time, the distance between the dropping point when the evaluation sample was flat and the dropping point after standing vertically for 1 minute was measured.
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Abstract
L'invention concerne une composition qui, même lorsqu'elle contient une grande quantité d'alcool, se présente sous la forme d'un gel ayant un niveau de viscosité adéquat et qui est peu susceptible de goutter. En particulier, l'invention concerne une composition de gel qui contient un alcool, de l'eau, et une hydroxyéthylcellulose. La quantité d'alcool contenue dans la composition n'est pas inférieure à 50 % en masse, mais inférieure à 80 % en masse, la viscosité est de 2 000 mPa·s ou plus, et la relation de grandeur entre le module de conservation G' et le module de perte G'' obtenue par l'intermédiaire d'une mesure de dispersion de fréquence est : module de conservation G' > module de perte G'' dans toute la plage de fréquences de 0,1 à 100 rad/s.
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WO2018061890A1 (fr) * | 2016-09-29 | 2018-04-05 | 住友精化株式会社 | Procédé de fabrication d'hydroxyéthyl cellulose hydrosoluble |
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JP2020109094A (ja) * | 2020-02-26 | 2020-07-16 | 株式会社大阪製薬 | 粘稠消毒剤 |
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JPH07173058A (ja) * | 1992-12-04 | 1995-07-11 | Ss Pharmaceut Co Ltd | 消炎鎮痛ゲル製剤 |
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WO2018061890A1 (fr) * | 2016-09-29 | 2018-04-05 | 住友精化株式会社 | Procédé de fabrication d'hydroxyéthyl cellulose hydrosoluble |
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