WO1986001725A1 - Bone cement and process for its manufacture - Google Patents

Bone cement and process for its manufacture Download PDF

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Publication number
WO1986001725A1
WO1986001725A1 PCT/EP1984/000275 EP8400275W WO8601725A1 WO 1986001725 A1 WO1986001725 A1 WO 1986001725A1 EP 8400275 W EP8400275 W EP 8400275W WO 8601725 A1 WO8601725 A1 WO 8601725A1
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WO
WIPO (PCT)
Prior art keywords
characterized
bone cement
bone
microns
mm
Prior art date
Application number
PCT/EP1984/000275
Other languages
German (de)
French (fr)
Inventor
Klaus Draenert
Original Assignee
Klaus Draenert
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Klaus Draenert filed Critical Klaus Draenert
Priority to PCT/EP1984/000275 priority Critical patent/WO1986001725A1/en
Priority claimed from DE19853578375 external-priority patent/DE3578375D1/en
Priority claimed from JP60200392A external-priority patent/JPH0588147B2/ja
Priority claimed from AT85111403T external-priority patent/AT54053T/en
Publication of WO1986001725A1 publication Critical patent/WO1986001725A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION, OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES
    • A61L24/00Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/0047Composite materials, i.e. containing one material dispersed in a matrix of the same or different material
    • A61L24/0073Composite materials, i.e. containing one material dispersed in a matrix of the same or different material with a macromolecular matrix
    • A61L24/0084Composite materials, i.e. containing one material dispersed in a matrix of the same or different material with a macromolecular matrix containing fillers of phosphorus-containing inorganic compounds, e.g. apatite
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION, OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES
    • A61L24/00Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/001Use of materials characterised by their function or physical properties
    • A61L24/0015Medicaments; Biocides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION, OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES
    • A61L24/00Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/04Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
    • A61L24/06Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION, OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES
    • A61L2300/00Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/404Biocides, antimicrobial agents, antiseptic agents
    • A61L2300/406Antibiotics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION, OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES
    • A61L2300/00Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/412Tissue-regenerating or healing or proliferative agents
    • A61L2300/414Growth factors
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION, OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS, OR SURGICAL ARTICLES
    • A61L2430/00Materials or treatment for tissue regeneration
    • A61L2430/02Materials or treatment for tissue regeneration for reconstruction of bones; weight-bearing implants

Abstract

A bone cement which is made of a mixture of polyacrylic acid-ester- and/or polymethacrylic acid-ester "prepolymers", monomeric acrylic acid- and/or methacrylic-acid derivatives, a polymerization catalyst and if necessary a stabilizer and an accelerator, as well as a process for its production and use. In the bone cement, the prepolymer is a mixture of 5 - 50% by weight of polyacrylate- and/or polymethacrylate fibres having a length of from 2 mm up to 15 mm and a thickness of 50 - 750 mum, and 50 - 95% by weight polyacrylic acid ester- and/or polymethacrylic acid ester perlpolymerisate from polymer spheres measuring 1 - 140 %g(m)m.

Description

Bone cement and method for its manufacture The invention relates to a bone cement on the basis of poly acrylic and older -Sfethacrylsäureester which can composite particular as bone substitute, Knochen¬ and find prosthesis anchoring material use.

(Referred acrylic acid ester or methacrylic acid ester "prepolymer" which is in the form of beads and "Kugelpolymerisat" or "polymer beads") known bone cements are composed of a polymeric component acrylic acid derivative eth- a monαneren acrylic or, for example, methyl methacrylate, and a polymerization catalyst possibly . a stabilizer and a promoter. the Kompo¬ be to use components homogeneously mixed and appropriately, for .B. ge introduced by means of a cement syringe to the application site. The monomeric component cured by Polymeri¬ organization and encloses the prepolymer / so that a homogeneous polymer structure is formed.

Bone cements based on polyacrylic acid esters are not resorbable, but are also incorporated by ingrowth of structure-borne own tissue in this tight enclosed. A stable connection implant / implant is possible only through a kind of blockage. A link at the molecular level has been neither proved nor ge shows Service. Under biomechanically favorable Voraussetzung¬ s, ie, while avoiding overloading the border zone between the implant and bone r there but comes to ge closed bony contact and thus to clogging of the implant in the bony implant site of the patient.

Very often, however, it comes through biomechanical Über¬ stress of the implant, ie. , Flächenver by acting on the implant bending and shear forces to form upper thrusts implant to implant

OMPI - 1 - l (bone surface), leading to bone resorption, the rapid remodeling of lamellae in a minder¬ wertigeren woven bone and finally to the formation of a tight connective tissue sheath. Due to the

can be obachtet be¬ anspruchung 5 overload of interfaces by shear and Biegebe¬ all stages of easing until complete loosening of the entire implant.

0 There has been no lack of attempts to the interface

Implant bone through improved implantation methods (impactors) to enlarge. In particular it was also investigated ver¬, by admixture resorbable material the adjacent surface of the implant bearing 5 significantly larger; see. DE-B-29 05 878. If by the addition of such fillers or filler substances which Oberflächenver¬ enlargement in an impressive way to realize and bone ingrowth deep into the implant possible and has been proven, the examples means.Q menqung of filling substances on the other hand,

Weakening of the mechanical strengths of these cements Knochen¬ in terms of bending and twisting of the prosthetic cement sheath.

5 This weakening of the mechanical strength of the cements is particularly Knochen¬ ausge¬ shapes, especially in the cements, the aqueous gels or soluble fillers admixed to the cement; see. DE-A-25 18 153 and J. Biomed. Mater. Bd. Res 11 (1977) 373 -. 394 0

All such bone cements ultimately the required stability is lacking - a stable cement sheath to form a prosthetic component.

5 This disadvantage has been variously attempted to solve with the creation of fiber cement. Thus, in beispiels¬ Derde-A-2724814 by the incorporation of different length glass fibers, the bending strength of the bone cement significantly increased. However, it was found that the incorporation of these fibers has led to so-called "grid phenomena 11 by the fibers docked as a grid the bone stock and the cement matrix was followed in the transverse anchoring pores of the bony bed. This resulted in a considerable loan weakening of the cement in the mainly necessary for anchoring cross editions of the bone. on the other hand took the mixability and processability of bone cements drastically so that letzt¬ Lich equaled the spout of bone cavities with these fiber cements the primary application of ceramic prostheses.

The plastic cross anchoring of the bone cements was un¬ sufficient. The fiber reinforcement with carbon fibers • described in EP-A-6414 showed the same results and was for this. basically useless for clinical use.

The invention has the object of providing a cement Knochen¬ the type mentioned initially, which provides both a large surface area to the implant site, as also forms on the other side a sufficient mechanical strength to a closed cement sheath around the prosthesis component. __ _

This object has been solved by the surprising finding that it had a significantly higher mechanical by replacing a part of the Kugelpoly¬ merisates by acrylic acid ester and / or M≥t-hacrylsäureesterfasern certain length and thickness without changing the miscibility of the cement substantially can achieve stability. - -

1 The behavior of the bead polymer during the polymerization of the bone cement Poly the commercially available has been found that the ball has morphologically valuable component as a shape-forming element for

5, the bone-forming cell, but that it for the

Matrix composite of the bone cement has a possible unfavorable configuration.

The invention thus relates to a bone cement, 0 consisting of a mixture of Polyacrylsäureeste acid derivatives and / or poly-methacrylic pre-polymers, and acrylic acid or methacrylic onomeren, lyst a Polymerisationskata¬ and optionally - -. a stabilizer and a Beschleuni¬ ger, which is characterized in that the prepolymer 5, a mixture of of 5 - 50% by weight of polyacrylate and / or polymethacrylate asern acrylsäureesterf having a length about 2 irm up to 15 mm and a thickness of 50 - 750 microns and 50 to 95 wt -.% polyacrylate and / or polymethacrylate-Kugelpolymerisat of polymer spheres of size 1 - represents 140 .mu.m. 0

Quantity and size of the fiber replacement of the bead polymer determine the mixing and implantation behavior of Knochen¬ cements. In well-defined particle size all requirements regarding the short-term and long-term stability of ^ can be achieved.

These bone cements furthermore have the advantage that they material characteristics by the strongly improved mechanical Ma¬ preferably are adapted to contribute by adding resorbable fillers, as described in DE-B-29 05 878, to a considerable increase in surface area in the border zone 0 ,

The invention also relates to the use of poly- acrylic acid ester is 5 and / or poly ethacrylsäureester in the form of fibers. a length over 2 mm to 15 mm and a thickness of

_ OMPI 50-750 microns monofilament or tissues crosslinked in Knochen¬ cements based on polyacrylates and Ver¬ application of this bone cement in the treatment of bone defects.

The invention further provides a process for the preparation of the bone cement according to claim 1, characterized in that one of 5 - 50 wt .-% polyacrylic acid esters and / or Polymethacrylsäureesterfasern with a length over 2 mm to 15 mm and a thickness of 50-750 microns monofil or as cross-linked into fabrics along with 50-95 wt .-% polyacrylic acid esters and / or Polyπethacrylsäureester-Kugelpoly- erisat of polymer balls of size 1 to 140 microns is added to the onomeren acrylic and / or methacrylic acid derivatives and the mass together with a catalyst and Polymerisations¬ optionally mixed uniformly a stabilizer and a promoter.

In 'a preferred embodiment of the method, the mixing of the components is accelerated by coaxial rotation and improved and the occurrence of mono- merblasen by pre-compression of the bone cement during the initial period of polymerization at pressures of about 1 - 20 bar, preferably 5 - 6 bar, dependence ver¬ in the absence of the viscosity of the bone cement prevents.

The particular advantage of Implantations¬ materials according to the invention is that the material is not merisates verändet as such by replacing the Kugelpoly- so that only an improvement in the mechanical properties results.

In the present invention, fibrous polymers of acrylic and / or methacrylic acid esters are used as - t - they are in the optical fiber industry use.

And copolymers of acrylic and methacrylic acid esters can be used. Preferably Methacrylsäureirethylester are polymers. These materials are known per se and can be prepared by known methods. Essentially these are extrusion, wherein spun in precipitation polymerization development baths, the yarns and wound onto spools. The threads are manufactured in all thicknesses with various polymers and copolymers and are commercially available. These threads are supplied on a roll as Kilometer¬ ware. They can be crushed in Häcksel¬ machine to the desired length and mixed with the polymer powder in Infraschallrüttelmaschinen then.

The admixing of fibers to Kugelpolymerisat, made of the same "material has the particular advantage, as has been shown that optimum wetting of the prepolymeric components is given as to how this could not be observed with foreign fibers, carbon fibers or glass fibers. Due to the approximately same chemical structure of all parts Bestand¬ it comes to a lasting and permanent materialbe¬ composite that is neither self-destructs, still incoherent and anisotropic behavior r as was demonstrated in foreign fiber composites.

The negative characteristics of foreign fiber admixtures could not be observed in these isogenic materials.

A significant advantage of the present invention that a material gain is achieved in a still homogeneous and similar in its mechanical behavior reagier- forming composite material. This too could

'O PI

Figure imgf000009_0001
be solved by the present invention surprisingly vor¬ geous. The mixing of the Perlpoly¬ merisates faserför with sodium polyacrylate or - ethacrylic acid ester namely leads to a complete wetting of these constituents loading by the liquid monomer. Filling defects and air bubbles occur to a much lesser extent than could be observed in the foreign fiber admixtures.

Although it is now in the DE-B-29 05 878 mentioned that in the process described therein bone cement prepolymers are preferably present in granular form or as irregular flakes or thread-like cylinders. This thread-like cylinder should have a length of 1 * - not exceed 2 mm. The use of a mixture of prepolymers "with verschiede¬ ner outer shape, for example, from Kugelpolymerisat and faserförmi- according polymer is not .gelehrt in DE-B-2,905,878th

It has now been found that a yarn length of 2 mm, no increase in flexural strength and Torsionsfestig¬ ness of bone cements causes. In contrast to these short, thread-like cylinders polymer beads lead to denser packing of spheres so that a decrease in the me¬ chanical strength, particularly flexural strength could be detected on the contrary. Furthermore, it was found in tests that a pure Fadenpolymerisat draws a sharp deterioration in the mixability and application ability of bone cements for himself and for biological investigations it was found that the polymer beads against the Fadenpoiymerisat the better mold-forming properties compared to the osteoblasts, the bone-forming cells, creates the day. The target with the invention, success occurs only with the use of a mixture of Kugelpolymerisat and fiber additives, where the effectiveness of the fiber admixtures only at - β ~ starts a minimum length of about 2 mm and an optimal material property between 3 and 8 mm, in particular about 3 at a thickness of 100 to 300, especially approximately 200 μ m, is reached 4 mm fiber length. By varying the mixture all possible miscibility and application types of bone cements can closely

Connection established with its strength properties and zusa be engestellt. The polymer beads of the Kugelpolymerisates have a size from 1 to 140 microns, preferably 10-100 microns.

This variability in the production of bone cements has be pursued particularly when practiced today practice in which different anchoring principles of Prothesenkompo¬ components, great benefits.

In the conventional joint replacement components, the prosthetic components are anchored to the bone cement in the bone, viz., The joint components are completely surrounded by bone cement and that they anchored over a large surface in the bony bed. Now prosthetic components have been developed in recent years, relying alone, without the addition of bone cement in. implant bearing splint. This sogegannten selbstver- blocking or straight stem still can not do without the use of bone cement, for example a blockage Fe physiologically curved ur beispiels- is only possible on z.wei or three points, so that remains a rotational instability or a In¬ stability remains in the sagittal direction. To prevent this, all selbstverblockenden straight-shank prostheses are advantageous with Knochenz.ement in the bony bed blocked. Due to the very thin at least at three points cement sheath these bone cements must meet very high material requirements. There are hier¬ to preferably the cements that have a high fiber additive acrylic acid ester, so that they have a high bending and torsional strength.

O PI 'The prepolymer used in the invention is 5-50, preferably 15-45 and particularly 20-40 wt .-% of fibrous

Koπponente. The weight ratio of prepolymer to onomeren components is in Knochenzemεnt of the invention 50: 50 to 80: 20, preferably 60: 40 to 70: 30. As a polymerization catalyst, stabilizer and accelerators are typically the materials used for this purpose in bone cements used. A specific example of a suitable catalyst is dibenzoyl peroxide, N'-dimethyl-p-toluidine for a stabilizer hydroquinone and N for an accelerator.

can be 5 to 35 wt ..- enforce%, based on the mass of the Präpolymerisates and the monomers, resorbable tricalcium phosphate with a Teilchengrδße between 50 and 300 microns and an available pore volume of less than 0.1 ml / g the bone cement of the invention. The type of cash verwend-- tricalcium phosphate and the effect obtained thereby are described in DE-B-29 o5 878th

For fast wetting of the Präpolymerisates, which consists of fibers and beads, has preferably the coaxial rotation in the compressed air-driven turbine of the bone cement syringe, as described in patent application P 3425566.4, proven.

To avoid infection of the implant and the implant site, which can not always be prevented by careful aseptic technique, are mostly taught even by hematogenous spread, since the implant removes the germs the body's defenses, including an antibiotic can be added to the implant material according to the invention. In particular, an admixture of gentamicin is preferred, could be reached by very good results. The Ver¬ application of gentamicin in bone cement is to, inter alia, known from DE-A-2o 22117. Still, it was not nahe¬ lying, the inventive bone aserverstärkten

OMPI cement gentamicin to mix, as each admixture further. Fillers, such as the literature suggests, must lead to a mechanical weakening of the cements and especially the mechanical strength was objective of this fiber cement. However, it was found that the addition of Genta- mycine up to 6 g to 40 g cement powder no significant Verän¬ changes the material properties of the invention results Ehochenze duck. This can be explained by punching the high elastic properties of these-Sub¬. In particular Gentamycinbei- led mengungen between 1-4 percent by weight to no change in the mechanical parameters.

The bone cement according to the invention may also contain other substances are added as "bone morphogenetic protein" that can be extracted from the basic substance of animal bones. As a result of the bioactivation bone cements can be achieved, such that already small additions, distributed homogeneously in the cement, lead to a considerable acceleration of bone ingrowth. Additions between 0.01 and 2 wt .-% non-lead thereby to Ver¬ change in the mechanical properties of the bone cement.

Further additives all possible chemothera¬ peutically active substances such as cytostatics and other antibiotics and antiseptics are eligible and z..B, also the hormone calcitonin. From the large number of eligible antibiotics all who were mentioned, which are not damaged when occurring in the polymerization temperatures: erythromycin, Lyncomycin, Clyndamycin, novobiocin, vancomycin, fusidic acid, rifampicin, poly mycine, neomycin, kanamycin or tobramycin.

Air pockets and Polymerisationsblasen can largely be avoided by pre-compression of the cement. The mixing of the bone cement can be improved, that a substantially BES by coaxial rotation

O PI - II - sere wetting of Präpolymerisates is achieved. If this rotation performed before the pre-compression, it may be the trapped air in the mixing Zementge¬ completely removed by suitable venting holes in the Spritzen¬ cartridge, such as those described in patent application P 3425566.4. The mixing then closes the pre-compression at pressures of 1 to 20, preferably 5 to 6 bar. After 4 minutes after the start of mixing the cement are then upon removal of the pressure by slowly

1 increasing piston pressure applied in the implant site. The thus prepared bone cements show not only greatly enhance the material properties, but have morphologically far less bubble inclusions. Where appropriate, they can the industrial

- ~ ° Plexiglas be similar.

By present invention it could be shown that only a mixture of Perϊpolymeren with fiber polymers can be effectively biologically active, as the morphological

Represents 40 microns large ball - 20 equivalent of the osteoblasts, the bone-forming cell, a twentieth By partially crosslinking the polymer fibers into pieces of tissue with a fiber length between 2 and 15 mm, the shear strength and can Verwringungsfestigkeit bone cements quite ER-

2 ° are considerably improved, - a material property that is for the stress on the cement mantle of very critical importance ent. This is evident from the Er¬ gebnissen of the below-described bending test.

30

35

Figure imgf000013_0001
- II - To carry out the bending test are from the bone. standardized test specimens prepared cement of the invention in the form of a cylinder. The preparation of the test pieces are under clinical conditions, being followed by a brief mixing phase, there are suitable primierungsphase of about 1-2 minutes. The preparation of specimens is described below with reference to three examples in detail.

Example 1 :

6 g of a commercially available polymer beads are shredded Polymethacrylsäuremethylester- polymethacrylic mixed with 4 g säuremethylester fibers having a thickness of 125 microns and an average fiber length of 4 mm and with a wooden spatula in a plastic cup with 4 ml of methyl methacrylate monomer stirred. If the mixture is homogeneous, it is filled um¬ in a 5 ml disposable syringe, the plunger with moderately strong pressure screwing in pressed and placed in a pressure chamber. After Verschlie¬ the chamber SEN a pressure of 5 bar for 2 minutes is applied by means of a compressed gas. After dismantling the pressure allowing the cement sample in the syringe cure at room temperature.

Example 2:

8 g of a commercially available Polymethacrylsäuremethylester- polymer beads are mixed with 2 g Polyπrethacrylsäuremethyl- ester fibers (thickness 125 microns, length 30 - 40 mm) are mixed and then added to 5 ml of methyl methacrylate monomer. The mixture is then stirred in a plastic dish with a wooden spatula until a aus¬ reaching homogeneity is obtained. Then filling the mixture into a 5 ml disposable syringe in order presses the Druck¬ into stamp and applied to the syringe in a pressure chamber for 2 minutes at a pressure of 5 bar.

~ "- II - After the end of the compression phase allowed the cement - sample cure at room temperature.

Example 3;

7 g of a handelsbülichen Polymethacrylsäuremethylester-

Polymer beads are säuremethylester fibers with 3 g of chopped polymethacrylic with a thickness of 125 microns and a length of 5 - 15 mm and mixed added to 4 ml of monomeric methyl methacrylate. This mixture is in a 20 ml disposable syringe stirred until homogeneous (ca. 1 min.) And the contents then by extension of the syringe opening pressed into a 5 ml disposable syringe. The 5 ml disposable syringe is then provides a pressure chamber in. And applies a pressure of 5 bar on. The Kömpressionsphase be¬ contributes about 2 minutes. After reduction of the pressure is allowed to harden the cement sample in the syringe.

Which produced according to the methods described above 'bekörper production are examined for BLegebeanspruchung means of a Unversalprüfmaschine, taking care that the test conditions for all measurements were exactly the same.

The results of the bending tests show for the described claim 1 bone cement strength values ​​that cements far above those of Knochen¬ put on the market are. Thus, a resistance value in the bending test of 1187 kg / cm 2 is achieved with the product prepared in Example 3 Bone cements. In Figure 1, this value is represented graphically in comparatively to the flexural strengths of known bone cements. The peak values ​​-with bone cements, the he find attained come close to the speed of Biegefestig¬ pure Plexiglas.

The mixing behavior of the cement described unterschei¬ det against it cements not from the commercial Knochen¬. The processing and hardening phases are likewise if comparable.

Claims

ft1015Patentansprüche: 20th Consisting ester bone cement from a mixture of Polyacrylsäure¬ and / or Polyπethacrylsäureester-Präpoly erisaten, ONO mers of acrylic and / or methacrylic acid derivatives, a polymerisation catalyst and, if necessary. lisator a Stabi¬25 and an accelerator, characterized in that the prepolymer is a mixture of 5 - 50 wt .-% ester- Polyacrylsäure¬ and / or poly ethacrylsäureesterfasern having a length about 2 mm up to 15 mm and a thickness of 50 - 750 microns, and 50 to 95 wt .-% polyacrylate and / or polymethacrylate-acrylate 30 Kugelpolymerisat of polymer balls derGröße 1-140 microns darstellt.2. Bone cement according to claim 1, characterized in that the polyacrylate and / or Polymethacrylsäureester- q fr fibers are used monofil or crosslinked to tissues. - £ - 3. Bone cement according to claim 1 and 2, characterized gekenn¬ characterized in that in addition a pharmaceutical active compound ist.4 included. The bone cement of claim 3, characterized in that as active ingredient contain ist.5 gentamycin. Bone cement according to claim 3, characterized in that "as the active ingredient only or additionally, a" Bone Morphogenetic Protein "contain ist.6. Bone cement according to claim 1 to 5, characterized gekenn¬ characterized in that it additionally 5 to 35 wt .-%, in size to the mass of the monomers and Präpolymerisates absorbable tricalcium phosphate having a Teilchen¬ between 50 and 300 microns and an available pore volume of less than 0.1 ml / g enthält.7. a process for preparing the bone cement according to claim 1, characterized in that 5-50 wt .-% polyacrylate and / or Polymethacrylsäuree_3terfasern with a length over 2 mm to 15 microns and a thickness of 50-750 microns monofilament or as cross-linked to fabrics along with 50-95 wt .-% polyacrylic and / or polymethacrylate-ball 'polymer of polymer spheres of size 1 to 140 microns is added to the monomeric acrylic and / or methacrylic acid derivatives and the mass together with a Polymerisatio ns¬ catalyst and optionally vermischt.8 uniformly a stabilizer and a promoter. A method according to claim 7, characterized in that compressing the mixture prior to curing and / or coaxially schleudert.9. A method according to claim 8, characterized in that the mixture under a pressure of about 1 - .o compressed - bar 20th Use of polyacrylate and / or poly ester ethacrylic acid in the form of fibers having a length of about 2 mm to 15 mm and. a thickness from 50 to 750 microns monofilament or crosslinked to tissues in bone cements based on polyacrylates.
1 . Use of the bone cement according to claim 1 to 6 in the treatment of bone defects.
PCT/EP1984/000275 1984-09-10 1984-09-10 Bone cement and process for its manufacture WO1986001725A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/EP1984/000275 WO1986001725A1 (en) 1984-09-10 1984-09-10 Bone cement and process for its manufacture

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
PCT/EP1984/000275 WO1986001725A1 (en) 1984-09-10 1984-09-10 Bone cement and process for its manufacture
DE19853578375 DE3578375D1 (en) 1984-09-10 1985-09-09 Bone cement and process for its production.
JP60200392A JPH0588147B2 (en) 1984-09-10 1985-09-09
EP19850111403 EP0177781B1 (en) 1984-09-10 1985-09-09 Bone cement and method for making it
AT85111403T AT54053T (en) 1984-09-10 1985-09-09 Bone cement and process for its production.

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992006717A1 (en) * 1990-10-19 1992-04-30 Klaus Draenert Starting material for the production of bone cement, process for producing the same and process for producing bone cement

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2905878A1 (en) * 1979-02-16 1980-08-28 Merck Patent Gmbh Implant materials and methods for their production
EP0018496A1 (en) * 1979-04-28 1980-11-12 MERCK PATENT GmbH Surgical netting

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2905878A1 (en) * 1979-02-16 1980-08-28 Merck Patent Gmbh Implant materials and methods for their production
EP0018496A1 (en) * 1979-04-28 1980-11-12 MERCK PATENT GmbH Surgical netting

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992006717A1 (en) * 1990-10-19 1992-04-30 Klaus Draenert Starting material for the production of bone cement, process for producing the same and process for producing bone cement
US5574075A (en) * 1990-10-19 1996-11-12 Draenert; Klaus Material as a starting material for the preparation of bone cement, process for its preparation and process for the preparation of bone cement

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