IL43340A - A copolymer formed by the polymerization of two acrylic monomers and shaped articles formed therefrom - Google Patents
A copolymer formed by the polymerization of two acrylic monomers and shaped articles formed therefromInfo
- Publication number
- IL43340A IL43340A IL43340A IL4334073A IL43340A IL 43340 A IL43340 A IL 43340A IL 43340 A IL43340 A IL 43340A IL 4334073 A IL4334073 A IL 4334073A IL 43340 A IL43340 A IL 43340A
- Authority
- IL
- Israel
- Prior art keywords
- copolymer
- shaped article
- acrylate
- methyl
- saturated
- Prior art date
Links
- 229920001577 copolymer Polymers 0.000 title claims 20
- 239000000178 monomer Substances 0.000 title claims 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims 2
- 238000006116 polymerization reaction Methods 0.000 title claims 2
- 238000000034 method Methods 0.000 claims 12
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 8
- 229920006395 saturated elastomer Polymers 0.000 claims 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical group CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 claims 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims 4
- 230000002093 peripheral effect Effects 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 3
- 239000003085 diluting agent Substances 0.000 claims 3
- 239000007788 liquid Substances 0.000 claims 3
- 239000004593 Epoxy Substances 0.000 claims 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 2
- 230000003385 bacteriostatic effect Effects 0.000 claims 2
- 238000012662 bulk polymerization Methods 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 239000000017 hydrogel Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 239000000575 pesticide Substances 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 230000000887 hydrating effect Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/40—Polymers of unsaturated acids or derivatives thereof, e.g. salts, amides, imides, nitriles, anhydrides, esters
- B01D71/401—Polymers based on the polymerisation of acrylic acid, e.g. polyacrylate
- B01D71/4011—Polymethylmethacrylate
-
- 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
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
- C08F220/282—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing two or more oxygen atoms
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Optics & Photonics (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Oral & Maxillofacial Surgery (AREA)
- General Physics & Mathematics (AREA)
- Agronomy & Crop Science (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Epidemiology (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Public Health (AREA)
- Plastic & Reconstructive Surgery (AREA)
- Animal Behavior & Ethology (AREA)
- Toxicology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Eyeglasses (AREA)
- Materials For Medical Uses (AREA)
- Polymerisation Methods In General (AREA)
Claims (42)
1. A copolymer formed by the polymerisation of two acrylic monomers, said first monomer being hydrophilic and conforming to the formula: R .0 OH CH2 = C - C - 0 - (CH2)n - CH - CHgOH where R is hydrogen or methyl and n is a whole integer having a value of from 0 to 4, and said second monomer being substantially water insoluble and conorming to the formula: A U CH2 o C - C - OR' where R is as above described and R1 is al&yl having from 1 to 6 carbon atoms, the mole ratio of said first acrylate to said second acrylate varying between 1:3 and 20:1,
2. The copolymer of claim 1 where the mole ratio of said first acrylate to said second acrylate varies between 1:1 and 10:1.
3. The copolymer of claim 1 where the mole ratio of said first acrylate to said second acrylate varies between 1.2:1 and 2:1.
4. The copolymer of claim 1 where R is methyl.
5. The copolymer of claim 1 where R and R' are methyl and n is 1.
6. The copolymer of claim 1 wherein said first monomer is 2,3-dihydroxypropyl methacrylate, said second monomer is methyl methacrylate and the mole ratio of the 2,3-dihydroxypropyl methacrylate to the methyl methacrylate varies between about 1.2:1 and 3:1.
7. · The copolymer of claim 6 where the ratio is about 1.3 to 1»
8. The copolymer of claim 6 formed in the presence of 0.02 weight percent of a catalyst based upon the weight of the 2,3-dihycLroxypropyl methacrylate.
9. · A shaped article formed from the copolymer of claim 1.
10. · The shaped article of claim 9 saturated with a drug.
11. · The shaped article of claim 9 saturated with water.
12. * The shaped article of claim 9 saturated with a pesticide.
13. The shaped article of claim 9 being saturated with an aqueous liquid containing a physiologically active solute.
14. The shaped article of claim 13 where said solute is bacteriostatic.
15. 5. The shaped article of claim 9 in the form of a contact lens.
16. The contact lens of claim 15 having anterior or posterior peripheral curvature or multiple peripheral curvatures.
17. The shaped article of claim 9 being formed with a plurality of openings therethrough, said openings defining passages through said article. i
18. A shaped article formed from the copolymer of claim 6i.
19. » The shaped article of claim 18 saturated with a drug.
20. The shaped article of claim 18 hydrated with water.
21. The shaped article of claim 18 saturated with a pesticide.
22. The shaped article of claim 18 saturated with an aqueous liquid containing a physiologically active 30lute.
23. · The shaped article of claim 22 where the solute is bacteriostatic.
24. The shaped article of claim 18 in the form of a contact lens.
25. The. shaped article of claim 24 hydrated with water.
26. The contact lens of claim 24 having anterior and/or posterior peripheral curvature or multiple peripheral curvatures.
27. · The shaped article of claim 18 being formed with a plurality of openings therethrough, said openings defining passages through said article.
28. The shaped article of claim 18 in the form of an intrauterine device.
29. · -A process for preparing a copolymerio structure comprising mixing two aorylates together in the substantial absence of water or other diluent, said first aerylate being hydrophilic and conforming to the formula: H O OH CH = C - C - 0 - (CHj - CH - CH OH 2 2 n 2 where R is hydrogen or methyl and n is a whole integer having a; value of from 0 to 4» and said second acrylate being substantially water insoluble and conforming 43540/3 where R is as above described and R' is alkyl having from 1 to 6 carbon atoms, the molar ratio of said first aorylate to said second aorylate Varying between 1:3 and 20:1 and causing said mixture to react so as to form a shape-retaining body of copolymer of said two acrylatea.
30. The process of claim 29 wherein said copolymer is formed by bulk polymerization in the substantial absence of water or other diluent.
31. · The process of claim 30 wherein the reaction temperature for the o polymerization reaction ie about 40 C.
32. The process of claim 29 wherein a hydrated round button formed from said copolymer having a thickness of 3 mm and a diameter of 12 mm will appear slightly milky when viewed through its cross-section.
33. * The process of claim 29 wherein said copolymer is formed by bulk polymerization of 2,3-dlhydroxypropyl methacrylate and methyl methacrylate in the substantial absence of water or other diluent, the molar ratio of 2,3-dihydroxypropyl methacrylate to methyl methacrylate ranging between about 1 :1 and 10:1.
34. The process of claim 33 wherein a hydrated round button formed from said copolymer having a thickness of 3 mm and a diameter of 12 mm will appear slightly milky when viewed through its cross-section.
35. The process of claim 29 including the step of hydrating the copolymer to form a hydrogel.
36. The process of claim 29 where the mole ratio of said first aorylate to said second acrylate varies between about 1:1 and 10:1.
37. · The process of claim 29 where the mole ratio of said first acrylate to said second acrylate varies between about 1.2:1 and 2:1*
38. The process of claim 29 where R and R1 are methyl and n is 1.
39. » The process of claim ;33 where the reaction temperature is about 40°C.
40. The process of claim 29 where a catalyst is used In an amount of about 0.02$ by weight of said first aerylate,
41. The process of claim 40 where the catalyst is lsopropylpercarbonate.
42. A contact lens formed by copolymer!Bation of 2,3-dihydroxypropyl methacrylate and methyl raethacrylate,said lens being a hydrogel which when hydrated swells linearly between about 17 and 19$, absorbs about 37 to 42$ liquid and has a durometer hardness of between about 46 to 49. 43· The contact lens of claim 4fl having a thickness varying between 0.05 mm and 0,15 mm*. 20 * l The copolymer of claim 1, further comprising from about 1 to about % by weight, based on said first monomer, of a epoxy compound conforming to the formulat I II U CH2 «0 -0 0 - (OHg)n - OH - CHg. 1+5. The copolymer of claim ht wherein the epoxy compound is present in an amount of from about 1 ·¾¾ to about 2·2# by weight based on said flrat monomer* ι·Ε. MULPORD Attorney for Applicants
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29401972A | 1972-10-02 | 1972-10-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL43340A0 IL43340A0 (en) | 1973-11-28 |
| IL43340A true IL43340A (en) | 1976-07-30 |
Family
ID=23131552
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL43340A IL43340A (en) | 1972-10-02 | 1973-09-30 | A copolymer formed by the polymerization of two acrylic monomers and shaped articles formed therefrom |
Country Status (19)
| Country | Link |
|---|---|
| JP (2) | JPS5750803B2 (en) |
| AR (1) | AR216881A1 (en) |
| AT (1) | AT339596B (en) |
| BE (1) | BE805215A (en) |
| BR (1) | BR7307579D0 (en) |
| CA (1) | CA1002235A (en) |
| CH (1) | CH621562A5 (en) |
| DD (2) | DD109880A5 (en) |
| DE (1) | DE2349528C2 (en) |
| DK (1) | DK150526C (en) |
| ES (1) | ES419240A1 (en) |
| FR (1) | FR2201307B1 (en) |
| GB (1) | GB1419437A (en) |
| IL (1) | IL43340A (en) |
| IT (1) | IT995537B (en) |
| NL (1) | NL177601C (en) |
| SE (1) | SE398647B (en) |
| SU (1) | SU609473A3 (en) |
| ZA (1) | ZA737138B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2150147A (en) * | 1983-11-25 | 1985-06-26 | Donald James Highgate | Materials for use in forming casts |
| JPS6233110A (en) * | 1985-08-02 | 1987-02-13 | Daikin Ind Ltd | Dental material |
-
1973
- 1973-09-06 ZA ZA00737138A patent/ZA737138B/en unknown
- 1973-09-14 SE SE7312537A patent/SE398647B/en unknown
- 1973-09-17 GB GB4358973A patent/GB1419437A/en not_active Expired
- 1973-09-21 CA CA181,626A patent/CA1002235A/en not_active Expired
- 1973-09-24 BE BE135956A patent/BE805215A/en not_active IP Right Cessation
- 1973-09-24 FR FR7334185A patent/FR2201307B1/fr not_active Expired
- 1973-09-27 DD DD173724A patent/DD109880A5/xx unknown
- 1973-09-27 DD DD181173*A patent/DD113556A5/xx unknown
- 1973-09-27 NL NLAANVRAGE7313318,A patent/NL177601C/en not_active IP Right Cessation
- 1973-09-28 BR BR7579/73A patent/BR7307579D0/en unknown
- 1973-09-28 IT IT29576/73A patent/IT995537B/en active
- 1973-09-30 IL IL43340A patent/IL43340A/en unknown
- 1973-10-01 JP JP48109405A patent/JPS5750803B2/ja not_active Expired
- 1973-10-01 DK DK533873A patent/DK150526C/en not_active IP Right Cessation
- 1973-10-01 SU SU731964203A patent/SU609473A3/en active
- 1973-10-02 AR AR250341A patent/AR216881A1/en active
- 1973-10-02 ES ES419240A patent/ES419240A1/en not_active Expired
- 1973-10-02 AT AT842673A patent/AT339596B/en not_active IP Right Cessation
- 1973-10-02 DE DE2349528A patent/DE2349528C2/en not_active Expired
- 1973-10-02 CH CH1407173A patent/CH621562A5/en not_active IP Right Cessation
-
1982
- 1982-06-01 JP JP57093947A patent/JPS589121A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DD109880A5 (en) | 1974-11-20 |
| AT339596B (en) | 1977-10-25 |
| IL43340A0 (en) | 1973-11-28 |
| DE2349528C2 (en) | 1983-07-21 |
| DK150526B (en) | 1987-03-16 |
| FR2201307A1 (en) | 1974-04-26 |
| GB1419437A (en) | 1975-12-31 |
| CH621562A5 (en) | 1981-02-13 |
| JPS49116187A (en) | 1974-11-06 |
| JPS589121A (en) | 1983-01-19 |
| ES419240A1 (en) | 1976-03-01 |
| SE398647B (en) | 1978-01-09 |
| DK150526C (en) | 1987-09-28 |
| FR2201307B1 (en) | 1977-08-05 |
| IT995537B (en) | 1975-11-20 |
| AU6070173A (en) | 1975-03-27 |
| NL7313318A (en) | 1974-04-04 |
| DD113556A5 (en) | 1975-06-12 |
| JPS5750803B2 (en) | 1982-10-29 |
| ZA737138B (en) | 1975-04-30 |
| CA1002235A (en) | 1976-12-21 |
| JPS6232456B2 (en) | 1987-07-15 |
| NL177601C (en) | 1985-10-16 |
| DE2349528A1 (en) | 1974-04-18 |
| NL177601B (en) | 1985-05-17 |
| BR7307579D0 (en) | 1974-08-22 |
| ATA842673A (en) | 1977-02-15 |
| AR216881A1 (en) | 1980-02-15 |
| SU609473A3 (en) | 1978-05-30 |
| BE805215A (en) | 1974-03-25 |
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