US4910259A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Bone cement
Assignee: Wolff and Kaaber AS
•
Filing: 1988-09-26
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Granted: 1990-03-20
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Expires: 2008-09-26
Abstract
Abstract An acrylate based bone cement with well balanced low exotherm, low residual monomer, and high strength properties formulated from (1) a liquid component containing at least three different monomeric (meth)acrylates, e.g. a C 1 -C 2 alkyl methacrylate, a straight or branched long chain (meth)acrylate having a molecular weight of at least 168, and a cyclic (meth)acrylate having a molecular weight of at least 168, and (2) a polymer powder component containing (meth)acrylate polymers or copolymers. The final bone cement may also contain conventional additives such as polymerization inhibitors, activators, crosslinkers, X-ray contrast material, polymerization initiators, antibiotics, antiseptics, and the like.
Inventors
- 👤 Ture Kindt-Larsen
- 👤 Lydia D. Thomsen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 12:27
CPC Classifications
A; A61; A61L; A61L24/00; A61L24/001; A61L24/04; A61L24/06; A61L2430/00; A61L2430/02; Y; Y10; Y10S; Y10S525/00; Y10S525/937
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
148 words
An acrylate bone cement composition prepared from a liquid monomeric (meth)acrylate component A and a polymer powder component B, wherein component B comprises (meth)acrylate polymers or copolymers or a mixture thereof having a glass transition temperature in the range of 37° C. to 90° C.; wherein component A comprises a mixture of C 1 -C 2 alkyl methacrylate, a straight or branced long chain (meth)acrylate having a molecular weight of at least 168, selected from the group consisting of ethylhexyl methacrylate, isodecylmethacrylate, n-decylmethacrylate, and laurylmethacrylate, and a cyclic (meth)acrylate having a molecular weight of at least 168, said mixture having a glass transition temperature when polymerized, in the range of 23° C. to 70° C.; whereby, when the liquid monomeric component A is admixed with the polymer component B, the resulting bone cement composition has a glass transition temperature in the range of 37° C. to 70° C.
Claim 2
Dependent Claim
148 words
An acrylate bone cement composition prepared from a liquid monomeric (meth)acrylate component A and a polymer powder component B, wherein component B comprises (meth)acrylate polymers or copolymers or a mixture thereof having a glass transition temperature in the range of 37° C. to 90° C.; wherein component A comprises a mixture of C 1 -C 2 alkyl methacrylate, a straight or branced long chain (meth)acrylate having a molecular weight of at least 168, selected from the group consisting of ethylhexyl methacrylate, isodecylmethacrylate, n-decylmethacrylate, and laurylmethacrylate, and a cyclic (meth)acrylate having a molecular weight of at least 168, said mixture having a glass transition temperature when polymerized, in the range of 23° C. to 70° C.; whereby, when the liquid monomeric component A is admixed with the polymer component B, the resulting bone cement composition has a glass transition temperature in the range of 37° C. to 70° C.
Claim 3
Dependent Claim
16 words
The acrylate bone cement composition of claim 1 wherein the polymer of component B is poly(butylmethacrylate-co-methylmethacrylate).
Claim 4
Dependent Claim
16 words
The acrylate bone cement composition of claim 1 wherein the polymer of component B is polyethylmethacrylate.
Claim 5
Dependent Claim
18 words
The acrylate bone cement composition of claim 1 wherein the C 1 -C 2 alkyl methacrylate is methylmethacrylate.
Claim 6
Dependent Claim
28 words
The acrylate bone cement composition of claim 1 wherein the cyclic methacrylate of component A is selected from the group consisting of iso-bornylmethacrylate, dicyclopentenyloxyethylmethacrylate, 4 tertbutylcyclohexylmethacrylate, and 3,3,5-Trimethylcyclohexylmethacrylate.
Claim 7
Dependent Claim
17 words
The acrylate bone cement composition of claim 1 wherein the liquid component A contains a crosslinking agent.
Claim 8
Dependent Claim
19 words
The acrylate bone cement composition of claim 1 wherein the initiator in the polymer component B is benzoyl peroxide.
Claim 9
Dependent Claim
23 words
The acrylate bone cement composition of claim 1 wherein the activators in the liquid component A are a combination of N,N-Dimethyl-para-toluidine and N,N-hydroxypropyl-para-toluidine.
Claim 10
Dependent Claim
18 words
The acrylate bone cement composition of claim 1 wherein the activator is N,N-Dimethylaminophen ethanol or N,N-Diethylaminophenyl acetic acid.
Claim 11
Dependent Claim
168 words
An acrylate bone cement composition prepared from a liquid monomeric (meth)acrylate component A and polymer powder component B having a particle size within the range of 20 to 400 microns wherein component B comprises (meth)acrylate polymer or copolymer or a mixture thereof having a glass transition temperature in the range of 37° C. to 90° C.; and wherein Component A comprises a mixture of 20 to 75% by weight of straight of branched chain methacrylate, having a molecular weight of at least 168, is ethyl-hexylmethacrylate, isodecylmethacrylate, n-decylmethacrylate or laurylmethacrylate, from about 5 to 60% by weight of a cyclic methacrylate having a molecular weight of at least 168, said mixture having a glass transition temperature, when polymerized, in the range of 37° C. to 70° C.; whereby, when the liquid monomer component A is admixed with the polymer component B in a weight ratio of 1 to 2, a bone cement composition having a glass transition temperature in the range of 37° C. to 70° C. is obtained.
Claim 12
Dependent Claim
168 words
An acrylate bone cement composition prepared from a liquid monomeric (meth)acrylate component A and polymer powder component B having a particle size within the range of 20 to 400 microns wherein component B comprises (meth)acrylate polymer or copolymer or a mixture thereof having a glass transition temperature in the range of 37° C. to 90° C.; and wherein Component A comprises a mixture of 20 to 75% by weight of straight of branched chain methacrylate, having a molecular weight of at least 168, is ethyl-hexylmethacrylate, isodecylmethacrylate, n-decylmethacrylate or laurylmethacrylate, from about 5 to 60% by weight of a cyclic methacrylate having a molecular weight of at least 168, said mixture having a glass transition temperature, when polymerized, in the range of 37° C. to 70° C.; whereby, when the liquid monomer component A is admixed with the polymer component B in a weight ratio of 1 to 2, a bone cement composition having a glass transition temperature in the range of 37° C. to 70° C. is obtained.
Claim 13
Dependent Claim
15 words
The acrylate bone cement composition of claim 10 wherein the polymer component B comprises poly(butylmethacrylate-co-methylmethacrylate).
Claim 14
Dependent Claim
16 words
The acrylic bone cement composition of claim 10 wherein the polymer component B comprises polyethyl methacrylate.
Claim 15
Dependent Claim
14 words
The acrylate bone cement composition of claim 10 wherein the cyclic methacrylate is isobornylmethacrylate.
Claim 16
Dependent Claim
15 words
The acrylate bone cement composition of claim 10 wherein component A contains a crosslinking agent.
Claim 17
Dependent Claim
17 words
The acrylate bone cement composition of claim 10 wherein component A contains at least one organic activator.
Claim 18
Dependent Claim
17 words
The acrylate one cement composition of claim 10 wherein component A contains at least one polymerization inhibitor.
Claim 19
Dependent Claim
16 words
The acrylate bone cement composition of claim 11 wherein component B contains a X-ray contrast additive.
Claim 20
Dependent Claim
15 words
The acrylate bone cement composition of claim 10 wherein component B contains a peroxide initiator.
References Cited (Backward Citations)
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US4433958A
Cited
US4490497A
Cited
US4486179A
Cited
US4670480A
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US4791150A
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-03-19 | 1993-09-18 | 1994-03-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-03-19 | 1997-09-18 | 1998-03-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-03-19 | 2001-09-18 | 2002-03-20 | $7700.00 | Window Closed / Lapsed |