Polymethylmethacrylate bone cement

Patent metadata

Field	Value
Publication number	US-9700649-B2
Application number	US-201514672788-A
Country	US
Kind code	B2
Filing date	Mar 30, 2015
Priority date	Apr 14, 2014
Publication date	Jul 11, 2017
Grant date	Jul 11, 2017

Abstract

Two-component bone cement comprising A) a paste as component A, comprising a1) methylmethacrylate; a2) at least one methylmethacrylate-soluble polymer having a number average molar mass of less than 500,000 Dalton; a3) at least one methylmethacrylate-insoluble particulate polymer having a particle size D50 of less than 50 μm; a4) at least one methylmethacrylate-soluble hydroperoxide; and a5) at least one methylmethacrylate-soluble tertiary amine; and B) a powder as component B, comprising b1) at least one particulate radiopaquer having a particle size D50 of less than 50 μm; b2) at least one methylmethacrylate-soluble heavy metal salt; and b3) at least one methylmethacrylate-soluble reducing agent.
The mixing of paste A and powdered component B immediately generates a tack-free plastically deformable cement dough, without any waiting time, that self-cures by means of radical polymerization.

First claim

The invention claimed is:

1. Two-component bone cement, comprising
A) a paste as component A, comprising
a1) methylmethacrylate;
a2) at least one polymer having a number average molar mass of less than 500,000 Dalton selected from the group consisting of polymethylmethacrylate, poly(methylmethacrylate-co-methylacrylate), and poly(methylmethacrylate-co-styrene);
a3) at least one cross-linked polymethylmethacrylate particulate polymer having a particle size D50 of less than 50 μm;
a4) at least one hydroperoxide selected from the group consisting of cumene hydroperoxide, tert.-butyl-hydroperoxide, and isoamyl-hydroperoxide; and
a5) at least one methylmethacrylate-soluble tertiary amine selected from the group consisting of N,N-dimethyl-o-toluidine, N,N-bis-hydroxyethyl-p-toluidine, and N,N-dimethylaniline;

and
B) a powder as component B, comprising
b1) at least one particulate radiopaquer selected from the group consisting of zirconium dioxide and barium sulfate having a particle size D50 of less than 50 μm;
b2) at least one heavy metal salt selected from the group consisting of copper(II) 2-ethylhexanoate, copper(II) methacrylate, copper(II) bisacetylacetonate, cobalt(II) 2-ethyl hexanoate, and cobalt(II) bisacetylacetonate; and
b3) at least one reducing agent selected from the group consisting of saccharine, phthalimide, succinimide, maleimide, palmitovlascorbic acid, and benzoin.

2. Two-component bone cement according to claim 1 , wherein pasty component A comprises
a1) 30 to 50 wt. % methylmethacrylate;
a2) 12 to 30 wt. % of said at least one polymer having a number average molar mass of less than 500,000 Dalton;
a3) 10 to 40 wt. % of at said least one particulate polymer having a particle size D50 of less than 50 μm;
a4) 0.01 to 1.0 wt. % of said at least one hydroperoxide; and
a5) 0.4 to 4.0 wt. % of said at least one tertiary amine.

3. Two-component bone cement according to claim 1 , wherein powdered component B comprises
b1) 50 to 95 wt. % of said at least one particulate radiopaquer having a particle size D50 of less than 50 μm;
b2) 0.5 to 2.0 wt. % of said at least one heavy metal salt; and
b3) 2 to 28 wt. % of said at least one reducing agent.

4. Two-component bone cement according to claim 1 , wherein powdered component B further comprises
b4) at least one pharmaceutical agent.

5. Two-component bone cement according to claim 1 , wherein the powdered component B contains 0.1 to 20 wt. % silicon dioxide that has a BET surface of at least 40 m 2 /g.

6. Two-component bone cement according to claim 1 , wherein the mixing ratio of the two components is 80 to 90 parts by weight of pasty component A to 5 to 10 parts by weight of powdered component B.

7. Two-component bone cement according to claim 1 , wherein powdered component B further comprises at least one additive selected from the group consisting of colorants, anti-infective agents, antiseptics, antiphlogistics, bisphosphonates, and growth factors.

8. Method for mechanical fixation of articular endoprostheses, for producing temporary spacers, for vertebroplasty, for kyphoplasty or for producing active substance supports for local active substance release with the two-component bone cement of claim 1 .

9. Method for producing a cured cement using a two-component bone cement of claim 1 , comprising the mixing of pasty component A and powdered component B in order to obtain a self-curing cement dough.

Assignees

• Heraeus Medical Gmbh

Inventors

• Vogt Sebastian

Classifications

• A61L27/16

  obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• A61L24/043 Primary

  Mixtures of macromolecular materials · CPC title

• A61L2430/02

  for reconstruction of bones; weight-bearing implants · CPC title

• A61L24/001

  Use of materials characterised by their function or physical properties · CPC title

• A61L24/06

  obtained by reactions only involving carbon-to-carbon unsaturated bonds {(A61L24/043, A61L24/046 take precedence)} · CPC title