GB1263873A - Method for manufacturing glycol methacrylate polymer gels by polymerizing monomer mixtures with fillers - Google Patents
Method for manufacturing glycol methacrylate polymer gels by polymerizing monomer mixtures with fillersInfo
- Publication number
- GB1263873A GB1263873A GB0152/70A GB115270A GB1263873A GB 1263873 A GB1263873 A GB 1263873A GB 0152/70 A GB0152/70 A GB 0152/70A GB 115270 A GB115270 A GB 115270A GB 1263873 A GB1263873 A GB 1263873A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methacrylate polymer
- glycol methacrylate
- polymer
- glycol
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229920000642 polymer Polymers 0.000 title abstract 9
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 title abstract 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 title abstract 6
- 239000000203 mixture Substances 0.000 title abstract 6
- 239000000178 monomer Substances 0.000 title abstract 4
- 239000000945 filler Substances 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 230000000379 polymerizing effect Effects 0.000 title abstract 2
- 239000000499 gel Substances 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 3
- 239000000017 hydrogel Substances 0.000 abstract 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 abstract 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 abstract 2
- 238000004132 cross linking Methods 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- 239000004160 Ammonium persulphate Substances 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 abstract 1
- 235000019395 ammonium persulphate Nutrition 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 238000000502 dialysis Methods 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- 239000003999 initiator Substances 0.000 abstract 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 abstract 1
- 235000019341 magnesium sulphate Nutrition 0.000 abstract 1
- 239000012528 membrane Substances 0.000 abstract 1
- 239000002245 particle Substances 0.000 abstract 1
- 239000011148 porous material Substances 0.000 abstract 1
- RGBXDEHYFWDBKD-UHFFFAOYSA-N propan-2-yl propan-2-yloxy carbonate Chemical compound CC(C)OOC(=O)OC(C)C RGBXDEHYFWDBKD-UHFFFAOYSA-N 0.000 abstract 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/20—Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Plastic & Reconstructive Surgery (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Abstract
1,263,873. Glycol methacrylate polymer hydrogels. CESKOSLOVENSKA AKADEMIE VED. 9 Jan., 1970 [14 Jan., 1969], No. 1152/70. Headings C3C and C3P. Glycol methacrylate polymer hydrogels are prepared by polymerizing a monomer mixture containing a glycol monomethacrylate and less than 2% by weight of a cross-linking comonomer in the presence of up to 35% by weight, based on the monomer mixture, of a filler which is a glycol methacrylate polymer crosslinked with at least 2%, by weight of the polymer, of a cross-linking comonomer component and which consists of rounded discrete particles having grain size of 0À1-100 Á. The monomer mixture may optionally be prepolymerized or thickened with a soluble non-cross-linked glycol monomethacrylate polymer. Polymerization of the mixture may be effected with initiators such as diisopropyl percarbonate, t-butyl peroctoate, dibenzoyl peroxide, ammonium persulphate, azobisisobutyronitrile, and redox (e.g. peroxide-cobalt naphthenate) systems. In examples mixtures of (a) ethylene glycol mono- and di-methacrylates and (b) diethylene glycol mono- and di-methacrylates are polymerized with corresponding polymers of higher diester content as filler. Polymerization in some cases is effected in the presence of magnesium sulphate crystals, which are subsequently washed out with water to produce a spongy polymer product having pores 300-400 Á in diameter. The hydrogel polymers are suitable for the production of contact lenses and dialysis membranes.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS21869*#A CS153762B1 (en) | 1969-01-14 | 1969-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1263873A true GB1263873A (en) | 1972-02-16 |
Family
ID=5333898
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB0152/70A Expired GB1263873A (en) | 1969-01-14 | 1970-01-09 | Method for manufacturing glycol methacrylate polymer gels by polymerizing monomer mixtures with fillers |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS4810949B1 (en) |
| CS (1) | CS153762B1 (en) |
| DE (1) | DE2000771A1 (en) |
| FR (1) | FR2028274A1 (en) |
| GB (1) | GB1263873A (en) |
| NL (1) | NL7000447A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4243768A (en) | 1977-03-31 | 1981-01-06 | Minnesota Mining And Manufacturing Company | Sag-resistant compositions |
| US4361676A (en) | 1977-03-31 | 1982-11-30 | Minnesota Mining And Manufacturing Company | Sag-resistant compositions |
| EP1567132A4 (en) * | 2002-11-06 | 2007-03-21 | Access Pharma Inc | Shape-retentive hydrogel particle aggregates and their uses |
| GB2456002A (en) * | 2007-12-31 | 2009-07-01 | William M Hung | A method for the manufacture of silicone hydrogel contact lenses in which filler material is introduced, the lens formed and the filler extracted. |
| US7811605B2 (en) | 2002-11-06 | 2010-10-12 | Uluru Inc. | Method of formation of shape-retentive aggregates of gel particles and their uses |
| US7910135B2 (en) | 2006-10-13 | 2011-03-22 | Uluru Inc. | Hydrogel wound dressing and biomaterials formed in situ and their uses |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2364675C2 (en) * | 1972-12-29 | 1983-06-23 | Kuraray Co., Ltd., Kurashiki, Okayama | Copolymer consisting of a polymer main chain and polymer side chains and its use for the manufacture of articles for biomedical purposes |
| DE2850918A1 (en) * | 1978-11-24 | 1980-06-04 | Bayer Ag | ROENTGENOPAKE DENTAL MATERIALS BASED ON ORGANIC PLASTICS IN PASTOESE FORM |
| DE2850916A1 (en) * | 1978-11-24 | 1980-06-12 | Bayer Ag | DENTAL MATERIALS BASED ON ORGANIC PLASTICS IN PASTOESE FORM |
| DE2850917A1 (en) * | 1978-11-24 | 1980-06-04 | Bayer Ag | DENTAL MATERIALS BASED ON ORGANIC PLASTICS IN PASTOESE FORM |
| DE2938875A1 (en) * | 1979-09-26 | 1981-04-23 | Bayer Ag, 5090 Leverkusen | DENTAL MATERIALS BASED ON ORGANIC PLASTICS IN PASTOESE FORM |
| IL64757A0 (en) * | 1981-01-21 | 1982-03-31 | Dentsply Int Inc | Hardenable polymer compositions and production of shaped articles therefrom |
| DE102005053954A1 (en) * | 2005-11-11 | 2007-05-16 | Ivoclar Vivadent Ag | Process for the production of composites usable in the dental field |
| JP7200637B2 (en) | 2017-12-25 | 2023-01-10 | 株式会社リコー | Head-mounted display and display system |
-
1969
- 1969-01-14 CS CS21869*#A patent/CS153762B1/cs unknown
-
1970
- 1970-01-08 FR FR7000559A patent/FR2028274A1/fr not_active Withdrawn
- 1970-01-09 DE DE19702000771 patent/DE2000771A1/en active Pending
- 1970-01-09 GB GB0152/70A patent/GB1263873A/en not_active Expired
- 1970-01-12 JP JP45002938A patent/JPS4810949B1/ja active Pending
- 1970-01-13 NL NL7000447A patent/NL7000447A/xx unknown
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4243768A (en) | 1977-03-31 | 1981-01-06 | Minnesota Mining And Manufacturing Company | Sag-resistant compositions |
| US4361676A (en) | 1977-03-31 | 1982-11-30 | Minnesota Mining And Manufacturing Company | Sag-resistant compositions |
| EP1567132A4 (en) * | 2002-11-06 | 2007-03-21 | Access Pharma Inc | Shape-retentive hydrogel particle aggregates and their uses |
| EP1674086A3 (en) * | 2002-11-06 | 2007-03-21 | Access Pharmaceuticals, Inc. | Shape-retentive hydrogel particle aggregates and their uses |
| US7351430B2 (en) | 2002-11-06 | 2008-04-01 | Uluru Inc. | Shape-retentive hydrogel particle aggregates and their uses |
| AU2003295428C1 (en) * | 2002-11-06 | 2009-07-30 | Uluru Inc. | Shape-retentive hydrogel particle aggregates and their uses |
| US7811605B2 (en) | 2002-11-06 | 2010-10-12 | Uluru Inc. | Method of formation of shape-retentive aggregates of gel particles and their uses |
| AU2005294311B2 (en) * | 2004-10-06 | 2011-03-24 | Uluru Inc. | Method of formation of the shape-retentive aggregates of gel particles and their uses |
| US7910135B2 (en) | 2006-10-13 | 2011-03-22 | Uluru Inc. | Hydrogel wound dressing and biomaterials formed in situ and their uses |
| GB2456002A (en) * | 2007-12-31 | 2009-07-01 | William M Hung | A method for the manufacture of silicone hydrogel contact lenses in which filler material is introduced, the lens formed and the filler extracted. |
Also Published As
| Publication number | Publication date |
|---|---|
| CS153762B1 (en) | 1974-03-29 |
| NL7000447A (en) | 1970-07-16 |
| JPS4810949B1 (en) | 1973-04-09 |
| DE2000771A1 (en) | 1970-07-23 |
| FR2028274A1 (en) | 1970-10-09 |
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