RU2540667C2 - Способ получения сшитого геля - Google Patents
Способ получения сшитого геля Download PDFInfo
- Publication number
- RU2540667C2 RU2540667C2 RU2011145421/05A RU2011145421A RU2540667C2 RU 2540667 C2 RU2540667 C2 RU 2540667C2 RU 2011145421/05 A RU2011145421/05 A RU 2011145421/05A RU 2011145421 A RU2011145421 A RU 2011145421A RU 2540667 C2 RU2540667 C2 RU 2540667C2
- Authority
- RU
- Russia
- Prior art keywords
- crosslinking
- gel
- carried out
- present
- polymer
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 79
- 238000004132 cross linking Methods 0.000 claims abstract description 73
- 238000000265 homogenisation Methods 0.000 claims abstract description 37
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 23
- 239000012736 aqueous medium Substances 0.000 claims abstract description 19
- 150000003839 salts Chemical class 0.000 claims abstract description 19
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 14
- 239000005017 polysaccharide Substances 0.000 claims abstract description 14
- 150000004676 glycans Chemical class 0.000 claims abstract description 13
- 239000002609 medium Substances 0.000 claims abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 10
- 229920002674 hyaluronan Polymers 0.000 claims description 20
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims description 19
- 229960003160 hyaluronic acid Drugs 0.000 claims description 19
- HPILSDOMLLYBQF-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical group C1OC1COC(CCC)OCC1CO1 HPILSDOMLLYBQF-UHFFFAOYSA-N 0.000 claims description 10
- 229920002385 Sodium hyaluronate Polymers 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 238000002559 palpation Methods 0.000 claims description 5
- 229920003023 plastic Polymers 0.000 claims description 5
- 239000004033 plastic Substances 0.000 claims description 5
- 229940010747 sodium hyaluronate Drugs 0.000 claims description 5
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical group [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 claims description 5
- 238000000605 extraction Methods 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000004698 Polyethylene Substances 0.000 claims description 3
- -1 polyethylene Polymers 0.000 claims description 3
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- 229920000642 polymer Polymers 0.000 abstract description 59
- 239000000017 hydrogel Substances 0.000 abstract description 14
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- 239000000126 substance Substances 0.000 abstract 1
- 239000000523 sample Substances 0.000 description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 239000000243 solution Substances 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
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- 239000007924 injection Substances 0.000 description 11
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 5
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- 230000037303 wrinkles Effects 0.000 description 3
- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
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- 239000007943 implant Substances 0.000 description 2
- 230000001939 inductive effect Effects 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- KXCLCNHUUKTANI-RBIYJLQWSA-N keratan Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@H](COS(O)(=O)=O)O[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@H](O[C@@H](O[C@H]3[C@H]([C@@H](COS(O)(=O)=O)O[C@@H](O)[C@@H]3O)O)[C@H](NC(C)=O)[C@H]2O)COS(O)(=O)=O)O[C@H](COS(O)(=O)=O)[C@@H]1O KXCLCNHUUKTANI-RBIYJLQWSA-N 0.000 description 2
- 230000000670 limiting effect Effects 0.000 description 2
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- 159000000000 sodium salts Chemical class 0.000 description 2
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- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- OMDQUFIYNPYJFM-XKDAHURESA-N (2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-[[(2r,3s,4r,5s,6r)-4,5,6-trihydroxy-3-[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@H](O)[C@H](O)O1 OMDQUFIYNPYJFM-XKDAHURESA-N 0.000 description 1
- SQDAZGGFXASXDW-UHFFFAOYSA-N 5-bromo-2-(trifluoromethoxy)pyridine Chemical compound FC(F)(F)OC1=CC=C(Br)C=N1 SQDAZGGFXASXDW-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- 229920001287 Chondroitin sulfate Polymers 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- 229920000926 Galactomannan Polymers 0.000 description 1
- 229920002683 Glycosaminoglycan Polymers 0.000 description 1
- 229920002971 Heparan sulfate Polymers 0.000 description 1
- 229920000288 Keratan sulfate Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 208000034809 Product contamination Diseases 0.000 description 1
- 229920001218 Pullulan Polymers 0.000 description 1
- 239000004373 Pullulan Substances 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000012472 biological sample Substances 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- 239000000679 carrageenan Substances 0.000 description 1
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- 230000015556 catabolic process Effects 0.000 description 1
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- 229920002678 cellulose Polymers 0.000 description 1
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- 238000005056 compaction Methods 0.000 description 1
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- 210000002615 epidermis Anatomy 0.000 description 1
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- 239000011521 glass Substances 0.000 description 1
- 229920000669 heparin Polymers 0.000 description 1
- 229960002897 heparin Drugs 0.000 description 1
- KIUKXJAPPMFGSW-MNSSHETKSA-N hyaluronan Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)C1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H](C(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-MNSSHETKSA-N 0.000 description 1
- 229940099552 hyaluronan Drugs 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000005865 ionizing radiation Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
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- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 235000019423 pullulan Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
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- 239000011780 sodium chloride Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
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- 230000008961 swelling Effects 0.000 description 1
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- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
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- 230000003313 weakening effect Effects 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0063—Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
- C08B37/0072—Hyaluronic acid, i.e. HA or hyaluronan; Derivatives thereof, e.g. crosslinked hyaluronic acid (hylan) or hyaluronates
-
- 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
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
-
- 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
- A61K8/735—Mucopolysaccharides, e.g. hyaluronic acid; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
- C08J2305/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Dermatology (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Materials For Medical Uses (AREA)
- Colloid Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0953108 | 2009-05-11 | ||
| FR0953108A FR2945293B1 (fr) | 2009-05-11 | 2009-05-11 | Procede de preparation d'un gel reticule. |
| PCT/IB2010/052027 WO2010131175A1 (en) | 2009-05-11 | 2010-05-07 | Process for preparing a crosslinked gel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2011145421A RU2011145421A (ru) | 2013-06-20 |
| RU2540667C2 true RU2540667C2 (ru) | 2015-02-10 |
Family
ID=41571500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2011145421/05A RU2540667C2 (ru) | 2009-05-11 | 2010-05-07 | Способ получения сшитого геля |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US9353194B2 (https=) |
| EP (1) | EP2429486B2 (https=) |
| JP (1) | JP5871793B2 (https=) |
| KR (1) | KR101732530B1 (https=) |
| AU (1) | AU2010247068B2 (https=) |
| BR (1) | BRPI1014306B8 (https=) |
| CA (1) | CA2760197C (https=) |
| CY (1) | CY1119812T1 (https=) |
| DK (1) | DK2429486T4 (https=) |
| ES (1) | ES2647547T5 (https=) |
| FR (1) | FR2945293B1 (https=) |
| HR (1) | HRP20171780T1 (https=) |
| HU (1) | HUE034942T2 (https=) |
| LT (1) | LT2429486T (https=) |
| NO (1) | NO2429486T3 (https=) |
| PL (1) | PL2429486T5 (https=) |
| PT (1) | PT2429486T (https=) |
| RU (1) | RU2540667C2 (https=) |
| SI (1) | SI2429486T1 (https=) |
| SM (1) | SMT201700532T1 (https=) |
| WO (1) | WO2010131175A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2713295C2 (ru) * | 2015-06-15 | 2020-02-04 | Контипро А.С. | Способ сшивания полисахаридов при помощи фотоудаляемых защитных групп |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2968305B1 (fr) | 2010-12-06 | 2014-02-28 | Teoxane | Procede de preparation d'un gel reticule |
| WO2013110322A1 (en) * | 2012-01-24 | 2013-08-01 | Total Research & Technology Feluy | Method for processing polyethylene |
| FR2997014B1 (fr) * | 2012-10-24 | 2015-03-20 | Teoxane | Composition sterile dermo-injectable |
| FR2997085B1 (fr) | 2012-10-24 | 2015-05-29 | Teoxane | Procede de preparation d'un gel reticule |
| FR3006689A1 (fr) * | 2013-06-11 | 2014-12-12 | Benedicte Vincente Tauzin | Procede de reticulation de l'acide hyaluronique; procede de preparation d'un hydrogel injectable; hydrogel obtenu; utilisation de l'hydroget obtenu |
| US9421198B2 (en) | 2013-07-30 | 2016-08-23 | Teoxane | Composition comprising hyaluronic acid and mepivacaine |
| FR3029928B1 (fr) | 2014-12-15 | 2018-03-09 | Teoxane | Gel reticule |
| US10004824B2 (en) | 2015-05-11 | 2018-06-26 | Laboratoires Vivacy | Compositions comprising at least one polyol and at least one anesthetic |
| FR3037797B1 (fr) * | 2015-06-24 | 2018-08-17 | Kylane Laboratoires Sa | Procede de preparation d'un hydrogel reticule injectable; hydrogel obtenu; utilisation de l'hydrogel obtenu |
| BR112019005391A2 (pt) | 2016-09-21 | 2019-06-04 | Nestlé Skin Health Sa | métodos para preparar uma composição de hidrogel injetável esterilizada e para tratar cosmeticamente a pele, e, composição de hidrogel injetável esterilizada. |
| KR20180076063A (ko) * | 2016-12-27 | 2018-07-05 | (주) 삼보 | 덱스트란 기반의 창상피복재 및 그 제조방법 |
| EP3354258A1 (en) | 2017-01-31 | 2018-08-01 | Teoxane SA | Use of a cohesive gel as a matrix material in a periodontal pocket |
| CA3076107A1 (en) | 2017-09-18 | 2019-03-21 | Teoxane | Topical composition comprising crosslinked hyaluronic acid and a polyacrylate compound |
| WO2019155391A1 (en) | 2018-02-06 | 2019-08-15 | Regen Lab Sa | Cross-linked hyaluronic acids and combinations with prp/bmc |
| KR102053913B1 (ko) * | 2018-10-12 | 2019-12-09 | 바이오플러스 주식회사 | 다당류를 이용한 가교 중점도 용액의 제조 방법 |
| EP3659632A1 (en) * | 2018-11-29 | 2020-06-03 | Nestlé Skin Health SA | Post-crosslinking partial degradation of amide crosslinked hydrogels |
| LU101045B1 (en) | 2018-12-11 | 2020-06-11 | Qventis GmbH | Method for the manufacture and use of a bionic hydrogel composition for medical applications |
| KR102146499B1 (ko) * | 2020-01-31 | 2020-08-20 | 장진희 | 전자선을 이용하여 펜던트를 제거하는 필러 시술용 히알루론산 하이드로겔의 제조 방법 |
| KR102521838B1 (ko) * | 2020-12-28 | 2023-04-17 | (주)아크로스 | 탄성력 및 안전성이 우수한 조직수복용 생체재료의 제조 방법 |
| US20230233441A1 (en) * | 2022-01-24 | 2023-07-27 | The Procter & Gamble Company | Skin care composition containing sodium hyaluronate and method of making the same |
| WO2023198920A1 (fr) | 2022-04-15 | 2023-10-19 | Teoxane SA | Procede de preparation d'un hydrogel |
| DE102022113526A1 (de) * | 2022-05-30 | 2023-11-30 | Louna Aesthetics SAS | Verfahren zur Herstellung einer Zusammensetzung, Zusammensetzung und Verwendung der Zusammensetzung |
| CN114933717B (zh) * | 2022-06-07 | 2025-08-12 | 山东圳谷新材料科技有限公司 | 一种可擦除水凝胶材料的制备方法及应用 |
| FR3146900A1 (fr) | 2023-03-21 | 2024-09-27 | Teoxane SA | Procédé de préparation d’un hydrogel stérile comprenant un polysaccharide réticulé, non réticulé ou leur mélange |
| FR3146899B1 (fr) | 2023-03-21 | 2026-03-20 | Teoxane SA | Procédé de préparation d’un hydrogel stérile comprenant un polysaccharide réticulé, non réticulé ou leur mélange |
| WO2025125597A1 (en) | 2023-12-15 | 2025-06-19 | Teoxane SA | Polysaccharide-based hydrogel comprising silicon |
| FR3157186A1 (fr) | 2023-12-22 | 2025-06-27 | Teoxane SA | Procédé de réticulation d’hydrogels de polysaccharides par ligation chimique native, les hydrogels obtenus par ce procédé, et leurs utilisations |
| CN118994638B (zh) * | 2024-07-18 | 2025-10-17 | 东华大学 | 初始等效、构象转变速率不同的sf水凝胶的制备方法 |
| EP4710953A1 (de) | 2024-09-16 | 2026-03-18 | Paul Hartmann AG | Vliesstoff mit infektionshemmenden eigenschaften |
| EP4710954A1 (de) | 2024-09-16 | 2026-03-18 | Paul Hartmann AG | Absorbierende wundabdeckung mit infektionshemmenden eigenschaften |
| EP4710952A1 (de) | 2024-09-16 | 2026-03-18 | Paul Hartmann AG | Wundauflage zur wundbehandiung im feuchten oder feucht-nassen milieu |
| EP4710955A1 (de) | 2024-09-16 | 2026-03-18 | Paul Hartmann AG | Silikonhaltige wundkontaktschicht mit infektionshemmenden eigenschaften |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU827492A1 (ru) * | 1978-07-27 | 1981-05-07 | Ордена Ленина Институт Элементоор-Ганических Соединений Ah Cccp | Сшитые гели на основе хитозана |
| RU2198686C2 (ru) * | 1996-10-16 | 2003-02-20 | Органогель Канада ЛТЕЕ | Полимерный гидрогель акриламидного сополимера терапевтического применения и способ его получения |
| US20050142152A1 (en) * | 2003-12-30 | 2005-06-30 | Leshchiner Adelya K. | Polymeric materials, their preparation and use |
| WO2005112888A2 (en) * | 2004-05-20 | 2005-12-01 | Mentor Corporation | Methods for making injectable polymer hydrogels |
| FR2865737B1 (fr) * | 2004-02-03 | 2006-03-31 | Anteis Sa | Gel reticule biocompatible |
| RU2341539C2 (ru) * | 2002-10-02 | 2008-12-20 | Колопласт А/С | Гидрогель |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE788274A (fr) | 1971-09-06 | 1973-02-28 | Unilever Nv | Dispositifs servant a melanger des matieres |
| SE442820B (sv) * | 1984-06-08 | 1986-02-03 | Pharmacia Ab | Gel av tverbunden hyaluronsyra for anvendning som glaskroppssubstitut |
| DE4014051A1 (de) | 1990-05-02 | 1991-11-07 | Schreiber Hans | Verfahren und vorrichtung zum mischen von wenigstens zwei materialkomponenten, insbesondere von zahnaerztlichen abdruckmaterialien |
| US5497913A (en) | 1993-12-15 | 1996-03-12 | Denny D. Baker | Mixing bag arrangement and method |
| DE4426421A1 (de) | 1994-07-26 | 1996-02-01 | Heinz Hartmann | Verfahren und Vorrichtung zur Herstellung disperser Systeme, insbesondere Salben, Cremes, Suspensionen, Emulsionen, Gele oder Pasten |
| IL112816A0 (en) | 1995-02-27 | 1995-05-26 | Travenol Lab Israel Ltd | Infusion bag with injection port |
| GB9819897D0 (en) | 1998-09-11 | 1998-11-04 | Seward Limited | Devices for blending materials |
| FR2811996B1 (fr) * | 2000-07-19 | 2003-08-08 | Corneal Ind | Reticulation de polysaccharide(s), preparation d'hydrogel(s) ; polysaccharide(s) et hydrogel(s) obtenus,leurs utilisations |
| US8524213B2 (en) | 2003-12-30 | 2013-09-03 | Genzyme Corporation | Polymeric materials, their preparation and use |
| DE102004021731A1 (de) | 2004-04-30 | 2005-11-24 | Albrecht Konietzko | Beutelmix |
| US20060105022A1 (en) | 2004-11-15 | 2006-05-18 | Shiseido Co., Ltd. | Process for preparing crosslinked hyaluronic acid gel |
| CN101056891B (zh) * | 2004-11-15 | 2010-05-26 | 株式会社资生堂 | 交联透明质酸凝胶的制备方法 |
| CN101107270B (zh) | 2004-11-24 | 2011-11-23 | 诺维信生物制药丹麦公司 | 用二乙烯基砜交联透明质酸的方法 |
| FR2909560B1 (fr) | 2006-12-06 | 2012-12-28 | Fabre Pierre Dermo Cosmetique | Gel d'acide hyaluronique pour injection intradermique |
| JP5071766B2 (ja) | 2006-12-08 | 2012-11-14 | 独立行政法人日本原子力研究開発機構 | 多糖類を原料とするゲルの製造方法 |
| FR2968305B1 (fr) * | 2010-12-06 | 2014-02-28 | Teoxane | Procede de preparation d'un gel reticule |
-
2009
- 2009-05-11 FR FR0953108A patent/FR2945293B1/fr active Active
-
2010
- 2010-05-07 RU RU2011145421/05A patent/RU2540667C2/ru active
- 2010-05-07 SM SM20170532T patent/SMT201700532T1/it unknown
- 2010-05-07 NO NO10726239A patent/NO2429486T3/no unknown
- 2010-05-07 PT PT107262396T patent/PT2429486T/pt unknown
- 2010-05-07 HR HRP20171780TT patent/HRP20171780T1/hr unknown
- 2010-05-07 LT LTEP10726239.6T patent/LT2429486T/lt unknown
- 2010-05-07 EP EP10726239.6A patent/EP2429486B2/en active Active
- 2010-05-07 PL PL10726239.6T patent/PL2429486T5/pl unknown
- 2010-05-07 WO PCT/IB2010/052027 patent/WO2010131175A1/en not_active Ceased
- 2010-05-07 BR BRPI1014306A patent/BRPI1014306B8/pt not_active IP Right Cessation
- 2010-05-07 SI SI201031584T patent/SI2429486T1/en unknown
- 2010-05-07 HU HUE10726239A patent/HUE034942T2/en unknown
- 2010-05-07 US US13/266,638 patent/US9353194B2/en active Active
- 2010-05-07 KR KR1020117029306A patent/KR101732530B1/ko active Active
- 2010-05-07 DK DK10726239.6T patent/DK2429486T4/da active
- 2010-05-07 ES ES10726239T patent/ES2647547T5/es active Active
- 2010-05-07 AU AU2010247068A patent/AU2010247068B2/en active Active
- 2010-05-07 CA CA2760197A patent/CA2760197C/en active Active
- 2010-05-07 JP JP2012510410A patent/JP5871793B2/ja active Active
-
2017
- 2017-11-16 CY CY20171101199T patent/CY1119812T1/el unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU827492A1 (ru) * | 1978-07-27 | 1981-05-07 | Ордена Ленина Институт Элементоор-Ганических Соединений Ah Cccp | Сшитые гели на основе хитозана |
| RU2198686C2 (ru) * | 1996-10-16 | 2003-02-20 | Органогель Канада ЛТЕЕ | Полимерный гидрогель акриламидного сополимера терапевтического применения и способ его получения |
| RU2341539C2 (ru) * | 2002-10-02 | 2008-12-20 | Колопласт А/С | Гидрогель |
| US20050142152A1 (en) * | 2003-12-30 | 2005-06-30 | Leshchiner Adelya K. | Polymeric materials, their preparation and use |
| FR2865737B1 (fr) * | 2004-02-03 | 2006-03-31 | Anteis Sa | Gel reticule biocompatible |
| WO2005112888A2 (en) * | 2004-05-20 | 2005-12-01 | Mentor Corporation | Methods for making injectable polymer hydrogels |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2713295C2 (ru) * | 2015-06-15 | 2020-02-04 | Контипро А.С. | Способ сшивания полисахаридов при помощи фотоудаляемых защитных групп |
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