US4268639A
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US
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Self-curing composition based upon polymethylmethacrylate and process for manufacturing said self-curing composition
Assignee: NATEC INSTITUT fur NATURWISSENSCHAFTLICHTECHNISCHE DIENSTE GmbH
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Filing: 1979-09-19
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Granted: 1981-05-19
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Expires: 1999-09-19
Abstract
Abstract Self-curing compositions are prepared based on polymethyl methacrylate (PMMA) are by mixing a finely powdered solid polymer phase of PMMA and/or poly (2-hydroxyethyl methacrylate) (PHEMA) with a liquid monomer phase of methyl methacrylate (MMA) and/or 2-hydroxyethyl methacrylate (HEMA) in a weight ratio of polymer phase to monomer phase of 1.5 to 3.3:1 wherein the portion of PHEMA in the cured product is between 2 and 99 weight %. The product is prepared by vigorously stirring the mixture at room temperature until the polymerization is essentially finished.
Inventors
- 👤 Hartmut Seidel
- 👤 Kurt Polzhofer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 00:38
CPC Classifications
C; C08; C08F; C08F265/00; C08F265/04; C08F265/06; A; A61; A61L; A61L24/00; A61L24/04; A61L24/06
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
159 words
A self-curing composition prepared by mixing a finely powdered solid polymer phase comprising a polymeric alkyl methacrylate with a liquid monomer phase comprising monomeric alkyl methacrylates, the polymer and monomer of the composition mixture is a combination consisting essentially of: (1) Polymethyl methacrylate, monomeric 2-hydroxyethyl methacrylate or (2) Polymethyl methacrylate + poly-(2-hydroxyethyl methacrylate), monomeric 2-hydroxyethyl methacrylate or (3) Polymethyl methacrylate + poly-(2-hydroxyethyl methacrylate), monomeric 2-hydroxyethyl methacrylate + monomeric methyl methacrylate or (4) Polymethyl methacrylate + poly-(2-hydroxyethyl methacrylate), monomeric methyl methacrylate or (5) Poly-2-(hydroxyethyl methacrylate), monomeric-2-hydroxyethyl methacrylate or (6) Poly-(2-hydroxyethyl methacrylate), monomeric methyl methacrylate or (7) Poly-2-(hydroxyethyl methacrylate), monomeric 2-hydroxyethyl methacrylate + monomeric methyl methacrylate, wherein the weight ratio of polymer phase to monomer phase is in the range of 1.5 to 3.3:1 and wherein the portion of poly-2-(hydroxyethyl methacrylate) in the cured product is at least 2% by weight and at most 99% by weight, and then vigorously stirring said mixture at room temperature until polymerization is essentially finished.
Claim 2
Dependent Claim
159 words
A self-curing composition prepared by mixing a finely powdered solid polymer phase comprising a polymeric alkyl methacrylate with a liquid monomer phase comprising monomeric alkyl methacrylates, the polymer and monomer of the composition mixture is a combination consisting essentially of: (1) Polymethyl methacrylate, monomeric 2-hydroxyethyl methacrylate or (2) Polymethyl methacrylate + poly-(2-hydroxyethyl methacrylate), monomeric 2-hydroxyethyl methacrylate or (3) Polymethyl methacrylate + poly-(2-hydroxyethyl methacrylate), monomeric 2-hydroxyethyl methacrylate + monomeric methyl methacrylate or (4) Polymethyl methacrylate + poly-(2-hydroxyethyl methacrylate), monomeric methyl methacrylate or (5) Poly-2-(hydroxyethyl methacrylate), monomeric-2-hydroxyethyl methacrylate or (6) Poly-(2-hydroxyethyl methacrylate), monomeric methyl methacrylate or (7) Poly-2-(hydroxyethyl methacrylate), monomeric 2-hydroxyethyl methacrylate + monomeric methyl methacrylate, wherein the weight ratio of polymer phase to monomer phase is in the range of 1.5 to 3.3:1 and wherein the portion of poly-2-(hydroxyethyl methacrylate) in the cured product is at least 2% by weight and at most 99% by weight, and then vigorously stirring said mixture at room temperature until polymerization is essentially finished.
Claim 3
Dependent Claim
24 words
A composition according to claim 1 wherein the weight ratio of polymer phase to monomer phase is in the range of 2.0 to 3.0:1.
Claim 4
Dependent Claim
22 words
A composition according to claim 1 wherein the average particle size of the polymer phase is from 0.1 micron to 0.5 mm.
Claim 5
Dependent Claim
36 words
A composition according to claim 3 wherein the polymer phase consists essentially of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate) in the weight ratio of 3.3 to 10:1 and the monomer phase consists essentially of methyl methacrylate.
Claim 6
Dependent Claim
36 words
A composition according to claim 2 wherein the polymer phase consists esentially of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate) in the weight ratio of 3.3 to 10:1 and the monomer phase consists essentially of methyl methacrylate.
Claim 7
Dependent Claim
36 words
A composition according to claim 1 wherein the polymer phase consists essentially of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate) in the weight ratio of 3.3 to 10:1 and the monomer phase consists essentially of methyl methacrylate.
Claim 8
Dependent Claim
52 words
A composition according to claim 3 wherein the monomer consists essentially of a mixture of methyl methacrylate and 2-hydroxyethyl methacrylate in the weight ratio of 0.2 to 1.5:1 and the polymer phase consists essentially of (1) polymethyl methacrylate, (2) poly-(2-hydroxyethyl methacrylate) or (3) a mixture of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate).
Claim 9
Dependent Claim
52 words
A composition according to claim 2 wherein the monomer consists essentially of a mixture of methyl methacrylate and 2-hydroxyethyl methacrylate in the weight ratio of 0.2 to 1.5:1 and the polymer phase consists essentially of (1) polymethyl methacrylate, (2) poly-(2-hydroxyethyl methacrylate) or (3) a mixture of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate).
Claim 10
Dependent Claim
52 words
A composition according to claim 1 wherein the monomer consists essentially of a mixture of methyl methacrylate and 2-hydroxyethyl methacrylate in the weight ratio of 0.2 to 1.5:1 and the polymer phase consists essentially of (1) poly-methyl methacrylate, (2) poly-(2-hydroxyethyl methacrylate) or (3) a mixture of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate).
Claim 11
Dependent Claim
86 words
A process of preparing the self-curing composition of claim 1 comprising mixing a finely powdered polymer phase wherein the polymer is (1) polymethyl methacrylate (2) poly (2-hydroxyethyl methacrylate) or (3) a mixture of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate) with a liquid polymerizable monomer phase wherein the monomer is (1) methyl methacrylate, (2) 2-hydroxyethyl methacrylate and 2-hydroxyethyl methacrylate in a weight ratio of polymer phase to monomer phases of 1.5 to 3.3:1 and vigorously stirring the mixture at room temperature until the polymerization is substantially complete.
Claim 12
Dependent Claim
23 words
A process according to claim 10 wherein the polymer phase is added in an average particle size of 0.1 microns to 0.5 mm.
Claim 13
Dependent Claim
24 words
A process according to claim 11 wherein the polymer phase and the monomer phase are employed in the weight ratio of 2.0 to 3.0:1.
Claim 14
Dependent Claim
53 words
A process according to claim 12 wherein the mononer phase consists essentially of a mixture of methyl methacrylate and 2-hydroxyethyl methacrylate in the weight ratio of 0.2 to 1.5:1 and the polymer phase consists essentially of (1) polymethyl methacrylate, (2) poly-(2-hydroxyethyl methacrylate) or (3) a mixture of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate).
Claim 15
Dependent Claim
20 words
A process comprising applying the composition of claim 1 in surgery or orthopedy to a bone as a bone cement.
Claim 16
Dependent Claim
24 words
A process according to claim 14 wherein the weight ratio of polymer phase to monomer phase is in the range of 2.0 to 3.0:1.
Claim 17
Dependent Claim
22 words
A process according to claim 14 wherein the average particles size of the polymer phase is from 0.1 micron to 0.5 mm.
Claim 18
Dependent Claim
36 words
A process according to claim 16 wherein the polymer phase consists essentially of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate) in the weight ratio of 3.3 to 10:1 and the monomer phase consists essentially of methyl methacrylate.
Claim 19
Dependent Claim
52 words
A process according to claim 16 wherein the monomer consists essentially of a mixture of methyl methacrylate and 2-hydroxyethyl methacrylate in the weight ratio of 0.2 to 1.5:1 and the polymer phase consists essentially of (1) polymethyl methacrylate, (2) poly-(2-hydroxyethyl methacrylate) or (3) a mixture of polymethyl methacrylate and poly (2-hydroxyethyl methacrylate).
Claim 20
Dependent Claim
17 words
A composition according to claim 1 which is capable of being completely cured in about 10 minutes.
Claim 21
Dependent Claim
20 words
A process according to claim 10 wherein the polymerization is carried to completion within a time of about 10 minutes.
Claim 22
Dependent Claim
23 words
A process according to claim 14 wherein the bone cement is one which retains its plasticity and workability for 6 to 8 minutes.
References Cited (Backward Citations)
US3446875A
Cited
US3468977A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-05-18 | 1984-11-17 | 1985-05-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-05-18 | 1988-11-17 | 1989-05-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-05-18 | 1992-11-17 | 1993-05-19 | $7700.00 | Window Closed / Lapsed |