CA1277602C - Surgical devices with layered composite structure - Google Patents

Surgical devices with layered composite structure

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Publication number
CA1277602C
CA1277602C CA000512961A CA512961A CA1277602C CA 1277602 C CA1277602 C CA 1277602C CA 000512961 A CA000512961 A CA 000512961A CA 512961 A CA512961 A CA 512961A CA 1277602 C CA1277602 C CA 1277602C
Authority
CA
Canada
Prior art keywords
resorbable
polymer
poly
component
methyl
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
CA000512961A
Other languages
French (fr)
Inventor
Pertti Tormala
Jyrki Kilpikari
Juha Laiho
Taito Mikkonen
Arto Ritakorpi
Markku Tamminmaki
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Materials Consultants Oy
Biocon Oy
Original Assignee
Materials Consultants Oy
Biocon Oy
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 Materials Consultants Oy, Biocon Oy filed Critical Materials Consultants Oy
Application granted granted Critical
Publication of CA1277602C publication Critical patent/CA1277602C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61BDIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B17/00Surgical instruments, devices or methods, e.g. tourniquets
    • A61B17/56Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor
    • A61B17/58Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor for osteosynthesis, e.g. bone plates, screws, setting implements or the like
    • A61B17/68Internal fixation devices, including fasteners and spinal fixators, even if a part thereof projects from the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61BDIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B17/00Surgical instruments, devices or methods, e.g. tourniquets
    • A61B17/56Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor
    • A61B17/58Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor for osteosynthesis, e.g. bone plates, screws, setting implements or the like
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61FFILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F2/00Filters implantable into blood vessels; Prostheses, i.e. artificial substitutes or replacements for parts of the body; Appliances for connecting them with the body; Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
    • A61F2/02Prostheses implantable into the body
    • A61F2/30Joints
    • A61F2/3094Designing or manufacturing processes
    • A61F2/30965Reinforcing the prosthesis by embedding particles or fibres during moulding or dipping
    • 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
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04Macromolecular materials
    • A61L31/06Macromolecular materials obtained otherwise than 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
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L31/148Materials at least partially resorbable by the body
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61BDIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B17/00Surgical instruments, devices or methods, e.g. tourniquets
    • A61B17/56Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor
    • A61B17/58Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor for osteosynthesis, e.g. bone plates, screws, setting implements or the like
    • A61B17/68Internal fixation devices, including fasteners and spinal fixators, even if a part thereof projects from the skin
    • A61B17/80Cortical plates, i.e. bone plates; Instruments for holding or positioning cortical plates, or for compressing bones attached to cortical plates
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61BDIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B17/00Surgical instruments, devices or methods, e.g. tourniquets
    • A61B17/56Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor
    • A61B17/58Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor for osteosynthesis, e.g. bone plates, screws, setting implements or the like
    • A61B17/68Internal fixation devices, including fasteners and spinal fixators, even if a part thereof projects from the skin
    • A61B17/84Fasteners therefor or fasteners being internal fixation devices
    • A61B17/86Pins or screws or threaded wires; nuts therefor
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61BDIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B17/00Surgical instruments, devices or methods, e.g. tourniquets
    • A61B2017/00004(bio)absorbable, (bio)resorbable, resorptive
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61FFILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F2/00Filters implantable into blood vessels; Prostheses, i.e. artificial substitutes or replacements for parts of the body; Appliances for connecting them with the body; Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
    • A61F2/02Prostheses implantable into the body
    • A61F2/30Joints
    • A61F2002/30001Additional features of subject-matter classified in A61F2/28, A61F2/30 and subgroups thereof
    • A61F2002/30003Material related properties of the prosthesis or of a coating on the prosthesis
    • A61F2002/3006Properties of materials and coating materials
    • A61F2002/30062(bio)absorbable, biodegradable, bioerodable, (bio)resorbable, resorptive
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61FFILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F2210/00Particular material properties of prostheses classified in groups A61F2/00 - A61F2/26 or A61F2/82 or A61F9/00 or A61F11/00 or subgroups thereof
    • A61F2210/0004Particular material properties of prostheses classified in groups A61F2/00 - A61F2/26 or A61F2/82 or A61F9/00 or A61F11/00 or subgroups thereof bioabsorbable
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61NELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY
    • A61N1/00Electrotherapy; Circuits therefor
    • A61N1/18Applying electric currents by contact electrodes
    • A61N1/20Applying electric currents by contact electrodes continuous direct currents
    • A61N1/30Apparatus for iontophoresis, i.e. transfer of media in ionic state by an electromotoric force into the body, or cataphoresis

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Surgery (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Veterinary Medicine (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Biomedical Technology (AREA)
  • Vascular Medicine (AREA)
  • Molecular Biology (AREA)
  • Epidemiology (AREA)
  • Medical Informatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Manufacturing & Machinery (AREA)
  • Transplantation (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Cardiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Neurology (AREA)
  • Materials For Medical Uses (AREA)

Abstract

Abstract:

The invention relates to a surgical, resorbable osteosynthesis device or its component like plate, balk, nail, rod, bar or screw. The device or the like comprises a three-dimensional solid composite body which is manufactured of at least one resorbable polymer, copolymer or polymer alloy which device or component has layered composite structure. The device or component is constructed at least of tough and flexible at least partially resorbable polymeric surface layer (1) and of at least partially resorbable inner layer (2) which is substantially stiffer and harder than the surface layer. The device or the like may comprise an inner core (3) which is flexible and at least partially resorbable of its character.

Description

"'~'' 1~7~2 Surgical Devices with Layered Composite Structure This invention describes new resorbable surgical osteosynthesis devices for operative treatment (internal fixation) of bone fractures, osteotomies and arthrodesis.

In detail, this invention describes osteosynthesis devices or their parts, such as plates, screws, balks, nails or rods, which are manufactured of body resorbable (soluble) material combination in such a way that the osteosynthesis devlces or their components have layered composite structure.

Body absorbable materials and osteosynthesis devices have been described in several patents as in U.S.
Pat. 3 463 158, U.S. Pat. 3 620 218 and U.S. Pat.
3 739 773, which comprise medullary nails, osteosynthesis plates, screws and hollow cylinders which are manufactured of polyglycolic acid. G.B.
Pat. 1 034 123 shows osteosynthesis devices which are manufactured of poly-~-hydroxybutyric acid and poly-~-hydroxypropionic acid. U.S. Pat. 4 052 988 shows surgical devices manufactured of poly-p-dioxanone. U.S. Pat. 4 279 249 shows osteosynthesis parts which comprise c'omposite parts constituted by a matrix of polylactic acid or a copolymer thereof;
said copolymer comprising a-t least 90% of units derived from lactic acid, said matrix containing a reinforcement element in the shape of fibers, threads, films, fabrlcs, or strands embedded therein and present in an amount of 5 to 50~ by weight based ;~
.

on the total weight of the osteosynthesis part, said element being made of polyglycolic acid or a copolymer thereof.

Different resorbable materials have hardness and stiffness values which differ considerably from each other. Polyglycolides, polylactides and poly-~-hydroxybutyric acid are fairly stiff materials and therefore also notch sensitive and they break under bending or shearing easily (bending strength and shear strength of bulk samples is typically 40-60 MPa) Poly-p-dioxanone and many of its derivatives are soft, flexible (elastic) and tough materials, which often do not break at all during normal bending experiments.

Surgical osteosynthesis devices must be bot~ stiff and tough. This invention describes surgical osteosynthesis devices, which are three-dimensional samples, such as plates, screws, balks, nails or rods and which have layered composite structure. This structure is constructed of at least partially resorbable material layers in such a way that the surface layer of the composite sample is constructed of a tough and flexible, resorbable polymeric material (polymer, copolymer or polymer alloy) and the layer below it is constructed of a at least partially resorbable material which is clearly stiffer and harder than the surface layer.
Additionally the core of the layered resorbable composite material can be flexible of its character.

The composite structures of this invention give possibilities to combine advantageously the desirable properties of the flexible resorbable polymers and stiff resorbable polymers and to eliminate the un-favourable mechanical proper-ties of single materials when one manufactures macroscopical surgical samples, which are applied in the internal fixation of the bone fractures, osteotomies, arthrodesis, luxations or o-ther tissue damages.

When one manufac-tures a macroscopical surgical device with the structure described in this invention, the tough and flexible resorbable surface layer decreases the notch sensitivity of the sample and improves therefore the toughness (impact resistance) and the shear strength of the composite sample. Additionally the flexible and tough resorbable polymers are as a rule more hydrophobic of their nature than the stiff ones. Therefore the tough and flexible surface layer acts also as a hydrolysis barrier which favourably decreases the loss rate of the mechanical bending strength of the composite sample in hydrolytic condi-tions (like in tissue condi-tions). On the other hand, the stiff resorbable layer below the surface layer gives for the macroscopic sample the stiffness which is necessary in bone surgical internal fixation applications.

A favourable emhodiment oE this invention from the point of view of bending stiffness and tensile strength is such a composite sample, where also the core of the stiff layer is flexible and elastic. In this case the resorbable stiff material composes a tubular structure, which is favourable from the point of view ~f bending stiffness and on the other hand the flexible and elastic core increases the tensile S strength of the sample.

The different layers of the composite samples of the invention can be reinforced with resorbable fibers, threads, cords or corresponding structures. The different resorbable layers can be also self-reinforced as is described in EPO-appl. 86105465.8J
published 3an. lS, 1987 under Inter~ationa~ Publication N~mber WO 87/QQ059.
The invention is described more closely with reference to the enclosed figures la-b.

Figure la shows typic~l ~mbodiments of this invention. Figure la shows the cross-sections of a lS cylindrical and a rectangular -resqrbable osteosynthesis device or its component like plate, medullary nail or osteosynthesis balk ~B~ Pat.
900 513), which is composed of the surface layer 1, which is constructed of flexible, (elastic) and tough resorbable polymer, copolymer or polymer alloy and of the inner part 2 which is constructed of stiffer and harder resorbable polymeric material. The surface layer 1 and/or the inner part 2 can additionally contain resorbable reinforcing elements (such as fibers, threads, cords etc.) or the surface layer 1 and/or the inner part can be self-reinforced (e.g.
manufactured by sintering or by partial melting of pressurized resorbable fibrous material).

~' ,,~ ~æ

Figure lb shows the cross-sections of a cylindrical and of a rectangular osteosynthesis device or its component, which is composed of flexible and tough resorbable surface layer 1, of stiff resorbable inner part 2 and of flexible and elastic core 3. Also in this case at least one of the layers can be reinforced with resorbable reinforcing elements.

Flexible, tough resorbable polymers, which are suitable for surgical applications and which can be applied as surface layers 1 or cores 3 of the osteosynthesis devices of the invention, are e.g.
poly-p-dioxanone and its derivatives and as a rule polymers, which are synthetized of the following monomer:

r~
R-CH C=O

R-C-R H-C-R' ~ 0/

where R and R' can be hydrogen-, methyl- or ethyl group .

The surface layer 1 or core 3 can be manufactured also of polyesteramides, which contain long hydrocarbon chalns in their structure. E.g. the following polyesteramides, which are copolymers of diamine, hydroxy acid and diacid (U.S. Pat.
4 343 931) can be applied in surface layer 1 or core 3 of the osteosynthesis devices of the invention:

O O O O
Il ~1 11 ~I
2 2)12 NH C~CH2-O-C-(CH2) -C-(Structural formula I) where x is e.g. 11-14, giving flexible polymers with melting points between 80 - 100C.

The stiff inner part 2 of the osteosynthesis devices of the invention can be manufactured of e.g.
polyglycolldes, polylactides, glycolide/lactide copolymers and of poly-B-hydroxybutyric acid.

The invention is illustrated by means of the following examples.
,~
EX~M2LE 1 The melt of polyglycolic acid (internal viscosity In I
= 1.2 in 0.5% hexafluoroisopropanol solution at 25C, melting point Tm = 224C) was injection moulded to cylindrical bars (length 70 mm, diameter 0 4 mm).
The bars were coated with 0.25 mm thick layer of poly-p-dioxanone (PDS) ( I nl = 0.80 in 0.1% tetra-chlorethane solution at 25C, Tm = 110C) by injection moulding which gave cylindrical layered composite rods with 0 4.5 mm.

Surgical polyglycolic acid sutures (trade name Dexon, size 2 USP) were sintered at 220C temperature and 2000 bar pressure to cylindrical self-reinforced bars (length 70 mm, 0 4 mm). The bars were coated by injection moulding with 0.25 mm thick layer of poly-p-dioxanone ( ¦~¦ = O. 8, Tm = 110C`), which gave cylindrical layered composite bars with 0 = 4.5 mm.
The shear load carrying capaci.ty of layered (PDS
coated) bars was 2l.00 N. The shear load carrying capacity of the corresponding non-coated self-reinforced polyglycolide bars was 1~00 N.

The bending strength of layered (PDS coated) ; composite bars after three weeks immersion at 37C in destilled water was 230 N/mm2~ The bending strength of corresponding non-coated self-reinforced ,poly-glycolide bars after three weeks immersion at 37C in destilled water was 80 N/mm2.

EX~MPLE 3 Polyglycolic acid melt ( ¦ ~ ¦ = 1.2, Tm = 224C) was injection moulded to tubular samples (length 70 mm, outer diameter 4 mm! inner diameter 1.5 mm). The inner cores of tubes were filled and outer surfaces were coated with PDS by means of injection moulding g.iving layered composite rods with 0 4.5 mm (chf.
fig. lb).

~ ~æ

E~AMPLE 4 Glycolide/lactide copolymer sutures, polyglactin 910 (trade ~m~ Vicryl) were sintered at 180C
temperature and 2000 bar pressure to tubular, self-reinforced samples (length 70 mm, outer diameter 4 mm, inner diameter 1.5 mm). The inner cores of tubes were filled and outer surfaces were coated with PDS by means of injection moulding giving layered composite rods with ~ 4.5 mm( chf. fig. lb).

Glycolide/lactide copolymer sutures, polyglactin 910 In~ r~
(trade na~c Vicryl) were sintered at 180C
temperature and 2000 bar pressure to tubular, self-reinforced samples (length 70 mm, outer diameter 4 mm, inner diameter 1.5 mrn). The inner cores of tubes were filled and outer surfaces were coated with polyesteramide (structural formula I, where x = 12, Mw = 40 000) by means of in~ection moulding giving layered composite rods with ~ 4.5 mm (chf. fig. lb).

Claims (4)

1. A surgical, resorbable osteosynthesis device or a component part thereof, which comprises a three-dimensional solid composite body formed of at least one at least partially resorbable polymer, copolymer or polymer alloy and which device or component has a layered composite structure, the device or component being formed of an at least partially resorbable polymeric surface layer (1) formed of at least one polymer selected from the group consisting of (A) a monomer having the formula:

where R and R' can be hydrogen-, methyl- or ethyl group, the said polymer generally comprising the following units:

where R' and R can be hydrogen-, methyl- or ethyl groups and n = the degree of polymerization, (B) poly-p-dioxanone or a derivative thereof, and (C) polyesteramides, which have the structural formula where X is between 11-14; and an at least partially resorbable polymeric inner layer (2) formed of at least one of the resorbable polymers consisting of polyglycolide, polylactide, glycolide/lactide copolymer and poly-.beta.-hydroxy-butyrate.
2. The device as claimed in claim 1, further comprising an inner core (3) formed of at least one polymer selected from the group consisting of (A) a monomer having the formula:

where R and R' can be hydrogen-, methyl- or ethyl group, the said polymer generally comprising the following units:

where R' and R can be hydrogen-, methyl- or ethyl groups and n = the degree of polymerization, (B) poly-p-dioxanone or a derivative thereof and (C) polyesteramides, which have the structural formula where X is between 11-14.
3. The device as claimed in claims 1 or 2 wherein at least one of the layers is reinforced with resorbable reinforcing elements.
4. The device as claimed in claims 1 or 2 wherein at least one of the layers is reinforced with resorbable reinforcing elements, the reinforcing elements being selected from the group consisting of fibers, threads, cords and bands.
CA000512961A 1985-07-09 1986-07-03 Surgical devices with layered composite structure Expired - Fee Related CA1277602C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FI852706 1985-07-09
FI852706A FI78238C (en) 1985-07-09 1985-07-09 SURGICAL PURPOSE SYNTHESIS.

Publications (1)

Publication Number Publication Date
CA1277602C true CA1277602C (en) 1990-12-11

Family

ID=8521104

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000512961A Expired - Fee Related CA1277602C (en) 1985-07-09 1986-07-03 Surgical devices with layered composite structure

Country Status (5)

Country Link
EP (1) EP0239577A1 (en)
AU (1) AU6135686A (en)
CA (1) CA1277602C (en)
FI (1) FI78238C (en)
WO (1) WO1987000059A1 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FI75493C (en) * 1985-05-08 1988-07-11 Materials Consultants Oy SJAELVARMERAT ABSORBERBART PURCHASING SYNTHESIS.
FI80605C (en) * 1986-11-03 1990-07-10 Biocon Oy Bone surgical biocomposite material
FI83477C (en) * 1987-07-10 1991-07-25 Biocon Oy Absorbent material for fixing tissues
JPH07503869A (en) * 1992-02-14 1995-04-27 ボード・オヴ・リージェンツ,ザ・ユニヴァーシティ・オヴ・テキサス・システム Multiphasic bioerodible implant materials or carriers and methods of manufacture and use thereof
US6013853A (en) * 1992-02-14 2000-01-11 The University Of Texas System Continuous release polymeric implant carrier
US5876452A (en) * 1992-02-14 1999-03-02 Board Of Regents, University Of Texas System Biodegradable implant

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3867190A (en) * 1971-10-18 1975-02-18 American Cyanamid Co Reducing capillarity of polyglycolic acid sutures
US4052988A (en) * 1976-01-12 1977-10-11 Ethicon, Inc. Synthetic absorbable surgical devices of poly-dioxanone
EP0013862A1 (en) * 1979-01-26 1980-08-06 Osteo Ag Osteosynthetic plate
US4512038A (en) * 1979-04-27 1985-04-23 University Of Medicine And Dentistry Of New Jersey Bio-absorbable composite tissue scaffold
CH644748A5 (en) * 1980-06-03 1984-08-31 Sulzer Ag STRING AND / OR TAPE REPLACEMENT MATERIAL.
US4655777A (en) * 1983-12-19 1987-04-07 Southern Research Institute Method of producing biodegradable prosthesis and products therefrom

Also Published As

Publication number Publication date
WO1987000059A1 (en) 1987-01-15
FI78238C (en) 1989-07-10
AU6135686A (en) 1987-01-30
FI852706L (en) 1987-01-10
FI78238B (en) 1989-03-31
EP0239577A1 (en) 1987-10-07
FI852706A0 (en) 1985-07-09

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