WO1991009909A1 - Composition de polymeres a utilite orthopedique - Google Patents

Composition de polymeres a utilite orthopedique Download PDF

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Publication number
WO1991009909A1
WO1991009909A1 PCT/US1989/005704 US8905704W WO9109909A1 WO 1991009909 A1 WO1991009909 A1 WO 1991009909A1 US 8905704 W US8905704 W US 8905704W WO 9109909 A1 WO9109909 A1 WO 9109909A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight percent
polymer blend
styrene
orthopedic
methacrylic acid
Prior art date
Application number
PCT/US1989/005704
Other languages
English (en)
Inventor
Speros Peter Nemphos
Original Assignee
Polysar Financial Services S.A.
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 Polysar Financial Services S.A. filed Critical Polysar Financial Services S.A.
Priority to PCT/US1989/005704 priority Critical patent/WO1991009909A1/fr
Publication of WO1991009909A1 publication Critical patent/WO1991009909A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS 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
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/07—Stiffening bandages
    • A61L15/12—Stiffening bandages containing macromolecular materials
    • A61L15/125—Mixtures of macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones

Definitions

  • the present invention relates to thermoplastic polymer blends which, among other things, are suitable for use in orthopedic splint material. More particularly, the present invention relates to polymer blends of poly(epsilon caprolactone) and a terpolymer of a vinyl aromatic monomer, maleic anhydride, and a C. _ alkyl ester of acrylic or methacrylic acid.
  • thermoplastic compounds which are useful in a number of applications including thermoplastic orthopedic casts.
  • Representative of this art are U.S. Patents 4,274,983 and 4,144,223 issued June 23, 1981 and March 14, 1979 respectively to Polysar Limited. These patents relate to blends of ⁇ oly(epsilon caprolactone) and conjugated 1 ,4-diolefins . While these compounds have useful strength and a Tg to permit ther mo forming at relatively low temperatures of about 60°C, they are opaque.
  • the compounds of the present invention have a softening temperature from 50-55°C which is comparable to existing medicast material of trans - polyisoprene.
  • the compounds of the present invention have a good molding time in the order of at least 3 minutes and have good rigidity and tensile strength.
  • the compositions of the present invention become transparent when heated above 50-55°C.
  • the present invention provides a thermoplastic material which is transparent at a temperature in excess of 50°C preferably from 50-55°C and which is suitable as an orthopedic cast material.
  • the present invention provides a polymer blend consisting of:
  • Poly(e ⁇ silon caprolactone) has a structure indicated in Formula 1.
  • the polymers have a molecular weight from about 20,000 to about 1,000,000 preferably from 20,000 to 100,000 most preferably from 20,000 to 50,000.
  • the poly(e ⁇ silon caprolactone) is present in an amount from 60 to 90, preferably from 60 to 80 weight percent.
  • the terpolymers useful in accordance with the present invention are present in the blend in an amount from 40 to 10, preferably 40 to 20 weight percent.
  • the terpolymers comprise:
  • Suitable C 0 . vinyl aromatic monomers include o- 1-. styrene, alpha methyl styrene, and para-methyl styrene.
  • Suitable esters of acrylic and methacrylic acid include methyl methacrylate .
  • compositions of the present invention may optionally contain fillers and may further comprise antioxidants , and other processing aids such as mold release agents. It should be noted however, that highly filled compounds may be opaque at temperatures above 50-55°C.
  • compositions of the present invention may be prepared by well known techniques such as melt blending or solution blending.
  • melt blending the materials are heated and mixed in a suitable apparatus such as a
  • a series of polymers were melt blended with a poly(epsilon caprolactone) in a weight ratio of poly(e ⁇ silon caprolactone) to polymer of 80:20.
  • the rubber was a 70:30 butadiene: styrene block copolymer.
  • the polymers and their composition (weight ratio) were as follows:
  • the poly(e ⁇ silon caprolactone) had a molecular weight of 50,000.
  • the compounds were prepared by solution blending in dichloroethane (CH Cl -CH Cl ) solvent and also by blending in a Brabender (trademark) mixer at 230°C for 10 min.
  • a series of blends of terpolymer of styrene: maleic anhydride: methyl methacrylate (75:15:10) (F from Example 1) and poly(e ⁇ silon caprolactone) having a molecular weight of 50,000 were blended in various weight ratios.
  • the polymers were blended using a Brabender mixer at 230°C and 100 rpm for 10 minutes .
  • the blends were then extruded as sheets and cooled. Then samples of the resulting sheets were heated to 70 °C. The workability and time of easy workability as the samples cooled in air from 20°C to room temperature was measured. (These are subjective tests).
  • Terpolymer 20 15 10 25 30 35 40 45 50 55
  • the blends In a weight ratio of terpolymer to ⁇ oly(epsilcn caprolactone) of 20:40 to 10:50 (e.g. 33; 25; 12.5 weight percent of terpolymer) the blends have a useful working time at 70°C.

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Materials For Medical Uses (AREA)

Abstract

Mélanges de polymères comprenant de 60 à 90 % en poids de polycaprolactone possédant un poids moléculaire de 20.000 à 100.000 et de 10 à 40 % en poids d'un terpolymère comprenant de 60 à 80 % en poids de styrène; de 10 à 30 % en poids d'anhydride maléique et facultativement de 0 à 15 % en poids d'un ester C1-2 d'acide acrylique ou d'acide méthacrylique. Ces polymères sont utiles dans des applications orthopédiques. Les mélanges de polymères sont moulables et transparents à des températures d'environ 70 °C et opaques à des températures inférieures à 50 °C et rigides à des températures inférieures à 40 °C. Lesdits mélanges possédent une utilité orthopédique.
PCT/US1989/005704 1989-12-27 1989-12-27 Composition de polymeres a utilite orthopedique WO1991009909A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/US1989/005704 WO1991009909A1 (fr) 1989-12-27 1989-12-27 Composition de polymeres a utilite orthopedique

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1989/005704 WO1991009909A1 (fr) 1989-12-27 1989-12-27 Composition de polymeres a utilite orthopedique

Publications (1)

Publication Number Publication Date
WO1991009909A1 true WO1991009909A1 (fr) 1991-07-11

Family

ID=22215427

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1989/005704 WO1991009909A1 (fr) 1989-12-27 1989-12-27 Composition de polymeres a utilite orthopedique

Country Status (1)

Country Link
WO (1) WO1991009909A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0540182A2 (fr) * 1991-10-03 1993-05-05 Camelot Technologies Inc. Mélanges de polymères dégradables à des températures plus hautes
WO1993021967A1 (fr) * 1992-04-29 1993-11-11 Landec Corporation Platres orthopediques
WO1994005338A1 (fr) * 1992-09-07 1994-03-17 Universite De Liege Combinaisons homogenes de matieres, souples ou rigides, moulables et adhesives sous l'effet d'une temperature inferieure a 90°
EP0596704A1 (fr) * 1992-11-04 1994-05-11 General Electric Company Mélanges de polymères antistatiques
WO1995013039A2 (fr) * 1993-07-14 1995-05-18 Landec Corporation Moulages orthopediques
EP0708148A1 (fr) 1994-10-21 1996-04-24 Ems-Inventa Ag Compositions à mouler à base de polyesters aliphatiques dégradables aptes à produire des feuilles soufflées
CN1051717C (zh) * 1992-08-14 2000-04-26 李海晟 聚氨酯矫形绷带材料
WO2009058920A1 (fr) * 2007-10-31 2009-05-07 E. I. Du Pont De Nemours And Company Composition de poly(acide hydroxyalcanoïque)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3592877A (en) * 1962-01-23 1971-07-13 Union Carbide Corp Vinyl resins plasticized with solid linear polymers of lactones
US3925504A (en) * 1971-05-06 1975-12-09 Union Carbide Corp Poly(hydroxy ether) polymers blended with cyclic ester polymers
US4274983A (en) * 1978-02-17 1981-06-23 Polysar Limited Polymeric casts
GB2125803A (en) * 1982-08-27 1984-03-14 Interox Chemicals Ltd Medical casts
US4661535A (en) * 1984-07-13 1987-04-28 Johnson & Johnson Thermoplastic composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3592877A (en) * 1962-01-23 1971-07-13 Union Carbide Corp Vinyl resins plasticized with solid linear polymers of lactones
US3925504A (en) * 1971-05-06 1975-12-09 Union Carbide Corp Poly(hydroxy ether) polymers blended with cyclic ester polymers
US4274983A (en) * 1978-02-17 1981-06-23 Polysar Limited Polymeric casts
GB2125803A (en) * 1982-08-27 1984-03-14 Interox Chemicals Ltd Medical casts
US4661535A (en) * 1984-07-13 1987-04-28 Johnson & Johnson Thermoplastic composition

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0540182A3 (en) * 1991-10-03 1993-05-19 Novacor Chemicals (International) S.A. Higher heat degradable polymer alloys
EP0540182A2 (fr) * 1991-10-03 1993-05-05 Camelot Technologies Inc. Mélanges de polymères dégradables à des températures plus hautes
WO1993021967A1 (fr) * 1992-04-29 1993-11-11 Landec Corporation Platres orthopediques
US5807291A (en) * 1992-04-29 1998-09-15 Larson; Andrew W. Method of forming an orthopedic cast
US5752926A (en) * 1992-04-29 1998-05-19 Landec Corporation Orthopedic casts
CN1051717C (zh) * 1992-08-14 2000-04-26 李海晟 聚氨酯矫形绷带材料
US5652053A (en) * 1992-09-07 1997-07-29 Liegeois; Jean Marie Homogenous and flexible or rigid combinations of materials moldable and adhesive at temperature below 90°C
WO1994005338A1 (fr) * 1992-09-07 1994-03-17 Universite De Liege Combinaisons homogenes de matieres, souples ou rigides, moulables et adhesives sous l'effet d'une temperature inferieure a 90°
BE1006171A3 (fr) * 1992-09-07 1994-05-31 Liegeois Jean Marie Combinaisons homogenes de matieres, souples ou rigides, moulables ou adhesives sous l'effet d'une temperature inferieure a 90 degres c.
EP0596704A1 (fr) * 1992-11-04 1994-05-11 General Electric Company Mélanges de polymères antistatiques
WO1995013039A2 (fr) * 1993-07-14 1995-05-18 Landec Corporation Moulages orthopediques
WO1995013039A3 (fr) * 1993-07-14 1995-07-20 Landec Corp Moulages orthopediques
DE4437792A1 (de) * 1994-10-21 1996-04-25 Inventa Ag Formmassen auf der Basis von aliphatischen Polyestern
EP0708148A1 (fr) 1994-10-21 1996-04-24 Ems-Inventa Ag Compositions à mouler à base de polyesters aliphatiques dégradables aptes à produire des feuilles soufflées
WO2009058920A1 (fr) * 2007-10-31 2009-05-07 E. I. Du Pont De Nemours And Company Composition de poly(acide hydroxyalcanoïque)

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