Patent US4588583A successfully refreshed from Google Patents.
US4588583A
Expired / Lapsed
US
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Surgical material
Assignee: PAGANELLA INTERNATIONAL NV
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Filing: 1983-10-25
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Granted: 1986-05-13
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Expires: 2003-10-25
Abstract
Abstract Surgical material based on liquid monomeric and pulverulent polymeric acrylates and/or methacrylates, catalysts, accelerators and, if appropriate, customary additives, which passes via a plastic state into the solid state by mixing of the liquid and pulverulent components, and which contains 1-15% by weight, based on the total weight, of one or more non-toxic, liquid aliphatic, saturated mono-, di- or tri-carboxylic acids with 1-6 carbon atoms and, if appropriate, 1 or 2 hydroxyl groups, completely or partially esterified with mono-, di- or tri-hydric alcohols with 1-4 carbon atoms, or liquid ethylene glycols or 1,2- or 1,3-propylene glycols with in each case 2 to about 30 glycol units, these liquids having a boiling point above 100° C., preferably above 150° C.
Inventors
- 👤 Hanns Pietsch
- 👤 Volker Hohmann
- 👤 Detlef Kluck
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 21:40
CPC Classifications
A; A61; A61L; A61L24/00; A61L24/001; A61L24/0021; A61L24/04; A61L24/043; A61L24/06; A61L2430/00; A61L2430/02
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
169 words
A bone cement based on liquid monomeric and pulverulent polymeric acrylates and/or methacrylates, catalysts and accelerators which bone cement passes via a plastic state into a solid state by mixing of the liquid and pulverulent components, which bone cement contains a liquid component consisting essentially of 1-15% by weight, based on the total weight of the bone cement, of a further liquid substance consisting essentially of one or more non-toxic, aliphatic esters selected from the group consisting of glycol mono-formate, -acetate, -propionate, -glycolate and -lactate; glycol di-formate, -acetate, -propionate, -glycolate and -lactate; glycerol mono-formate, -acetate, -propionate, -glycolate and -lactate; glycerol di-formate, -propionate, -glycolate and -lactate; glycerol tri-formate, -priopionate, -glycolate and -lactate; methyl-, ethyl-, propyl- and butyl-glycolate; methyl-, ethyl-, propyl- and butyl-lactate; monomethyl- and dimethyl-malate; monoethyl- and diethyl-malate; monopropyl- and dipropyl-malate; monobutyl- and dibutyl-malate; monomethyl- and dimethyl-tartrate; monoethyl- and diethyl-tartrate; monopropyl- and dipropyl-tartrate; monobutyl-tartrate; mono-, di- and trimethyl-citrate; mono-, di- and triethyl-citrate; mono-, di- and tripropyl-citrate; mono-, di- and tributyl-citrate; these liquid esters having a boiling point above 100° C.
Claim 2
Dependent Claim
169 words
A bone cement based on liquid monomeric and pulverulent polymeric acrylates and/or methacrylates, catalysts and accelerators which bone cement passes via a plastic state into a solid state by mixing of the liquid and pulverulent components, which bone cement contains a liquid component consisting essentially of 1-15% by weight, based on the total weight of the bone cement, of a further liquid substance consisting essentially of one or more non-toxic, aliphatic esters selected from the group consisting of glycol mono-formate, -acetate, -propionate, -glycolate and -lactate; glycol di-formate, -acetate, -propionate, -glycolate and -lactate; glycerol mono-formate, -acetate, -propionate, -glycolate and -lactate; glycerol di-formate, -propionate, -glycolate and -lactate; glycerol tri-formate, -priopionate, -glycolate and -lactate; methyl-, ethyl-, propyl- and butyl-glycolate; methyl-, ethyl-, propyl- and butyl-lactate; monomethyl- and dimethyl-malate; monoethyl- and diethyl-malate; monopropyl- and dipropyl-malate; monobutyl- and dibutyl-malate; monomethyl- and dimethyl-tartrate; monoethyl- and diethyl-tartrate; monopropyl- and dipropyl-tartrate; monobutyl-tartrate; mono-, di- and trimethyl-citrate; mono-, di- and triethyl-citrate; mono-, di- and tripropyl-citrate; mono-, di- and tributyl-citrate; these liquid esters having a boiling point above 100° C.
Claim 3
Dependent Claim
42 words
A bone cement as claimed in claim 1, wherein the liquid esters have a ratio of non-polar to polar groups of 1:1 to 3:1, non-polar groups being --CH 3 , --CH 2 --, ##STR2## and polar groups being --OH, --O-- and --COOR.
Claim 4
Dependent Claim
15 words
A bone cement as claimed in claim 1, wherein the liquid ester is, triethyl citrate.
Claim 5
Dependent Claim
21 words
A bone cement as claimed in claim 1, which contains 5-30% by weight, of the liquid ester in the liquid component.
Claim 6
Dependent Claim
20 words
A bone cement as claimed in claim 1, wherein the liquid component contains up to 5% of a surface-active substance.
Claim 7
Dependent Claim
20 words
A bone cement as claimed in claim 1, wherein the ratio of powder to liquid component is 1:1 to 3:1.
Claim 8
Dependent Claim
16 words
A bone cement as claimed in claim 1, wherein said boiling point is above 150° C.
Claim 9
Dependent Claim
28 words
A bone cement as claimed in claim 1, which further includes an additive selected from the group consisting of antibiotics, collagen, bioactive glass ceramics and chopped reinforcing fibers.
Claim 10
Dependent Claim
21 words
A bone cement as claimed in claim 1, which contains 15-20% by weight of the liquid ester in the liquid component.
Claim 11
Dependent Claim
21 words
A bone cement as claimed in to claim 1, wherein the ratio of powder to liquid component is 1.5:1 to 2.5:1.
Claim 12
Dependent Claim
39 words
A surgical material as claimed in claim 1, wherein the liquid component contains 94.5-62% by weight of monomeric methyl methacrylate, 5-30% by weight liquid esters, 0.5-3% by weight of an accelerator and 0-5% by weight of surface active substances.
Claim 13
Dependent Claim
26 words
A bone cement as claimed in claim 1, wherein the methacrylate is methyl methacrylate which is stabilized with 50-100 ppm of hydroquinone or hydroquinone monomethyl ester.
Claim 14
Dependent Claim
24 words
A bone cement as claimed in claim 1, wherein the accelerator is selected from the group consisting of N,N-Dimethyl-p-toluidine, N,N-dimethylaniline, N,N-dimethylxylidines, N,N-dimethyl-anisidines and N-monomethylanisidines.
Claim 15
Dependent Claim
59 words
A bone cement as claimed in claim 5, wherein the surface active substance is selected from the group consisting of fatty acid esters of sorbitan, fatty acid esters of sorbitol, ethoxylated fatty acids, ethoxylated aliphatic alcohols, ethoxylated partial fatty acid esters of glycerol, alkydimethyl-benzyl-ammonium chloride, alkylammonium benzoate, alkylammonium lactate, cetylpyridinium chloride, dodecyl-di(beta-hydroxyethyl)benzyl-ammonium chloride, soybean oil-trimethylammonium chloride and mixtures thereof.
Claim 16
Dependent Claim
44 words
A bone cement as claimed in claim 1, wherein said pulverulent polymeric acrylates and/or methacrylates contain modifying polyacrylate derivatives or copolymers thereof selected from the group consisting of methyl methacrylate/ethyl acrylate copolymers, methyl methacrylate/butyl methacrylate copolymers, methyl methacrylate/methyl acrylate and methyl methacrylate/butyl acrylate copolymers.
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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) | 1989-05-12 | 1989-11-11 | 1990-05-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-05-12 | 1993-11-11 | 1994-05-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-05-12 | 1997-11-11 | 1998-05-13 | $7700.00 | Window Closed / Lapsed |