CA2112646A1 - Polymer compositions for medical applications - Google Patents
Polymer compositions for medical applicationsInfo
- Publication number
- CA2112646A1 CA2112646A1 CA002112646A CA2112646A CA2112646A1 CA 2112646 A1 CA2112646 A1 CA 2112646A1 CA 002112646 A CA002112646 A CA 002112646A CA 2112646 A CA2112646 A CA 2112646A CA 2112646 A1 CA2112646 A1 CA 2112646A1
- Authority
- CA
- Canada
- Prior art keywords
- styrene
- butadiene
- isoprene
- copolymer
- blended
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 33
- 229920000642 polymer Polymers 0.000 title claims description 9
- 229920001577 copolymer Polymers 0.000 claims abstract description 25
- 229920003048 styrene butadiene rubber Polymers 0.000 claims abstract description 22
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 claims abstract description 5
- 239000002174 Styrene-butadiene Substances 0.000 claims description 8
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims description 8
- 239000011115 styrene butadiene Substances 0.000 claims description 8
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 6
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 claims description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 4
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 claims description 2
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 claims description 2
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 claims description 2
- 229940083159 ethylene distearamide Drugs 0.000 claims description 2
- RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 claims description 2
- 229920000428 triblock copolymer Polymers 0.000 claims 1
- 239000000463 material Substances 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 5
- 229920001400 block copolymer Polymers 0.000 description 5
- 239000004800 polyvinyl chloride Substances 0.000 description 5
- 229920000915 polyvinyl chloride Polymers 0.000 description 4
- 238000000034 method Methods 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920000359 diblock copolymer Polymers 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 230000007721 medicinal effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 231100001081 no carcinogenicity Toxicity 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
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
- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/04—Macromolecular materials
- A61L29/049—Mixtures of macromolecular compounds
-
- 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
- A61L31/00—Materials 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
- A61L31/04—Macromolecular materials
- A61L31/041—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
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
Landscapes
- Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Surgery (AREA)
- Vascular Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Materials For Medical Uses (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
ABSTRACT
The invention discloses a blended copolymer composition containing one styrene-butadiene block copolymer and one styrene-isoprene block copolymer as well as the use of this composition for medical application purposes.
The invention discloses a blended copolymer composition containing one styrene-butadiene block copolymer and one styrene-isoprene block copolymer as well as the use of this composition for medical application purposes.
Description
- : 2 1 L 2 ~
P~TENT
Docket No.: L~B-186 POLYME]~ COMP08ITION~ FOR MEDIC2~ PPLICATION~3 CROSS REFERENCE TO REL~TED APPL CATION:
~pplicants hereby claim priority under 35 U.S.C. 5119 of a previously filed foreign application, Serial No. 920117], filed in Belgium on December 30, 1992, the entire specification of which is hereby incorporated by reference into this app]ication.
BACKGROUND OF T~IE INV~NTION
The present invention relates to polymer compositions for medical applications. In particular, thc presellt invention concerns compositions of polymers which can advantageouF,ly replace polyvinyl chloride (PVC) in numerous medical applications.
' ¦ The use of PVC in medical applications is well known. For example, PVC is used in manufacturing blood bags, intra-venous solution bags, tubes, surgical sheets, gloves, and in general, packing materials ~sed for medical and other pnrposes.
~ Medical usage materials should exllibit the ~ollowing I properties~
- Sufficient impermeability to avoid any passing of micro-organisms through the material.
~t 20 - Enough porosity to a]low an ethylene oxide sterilization r~ or autoc]ave sterilizatlon.
- Material stability after irradiation sterilization.
- Good flexibility and resilience.
._ `^ '`- 2~ 12~
- Processability.
- Transparency.
- Non-toxicity, non-carcinogenicity ~nd non-harmful to the environment.
The majority of applications of polymers in the medical industry are for single use only. For this reason, it is very important that the materials be easily and cleanly destroyed or recycled. This is not the case of PVC. Its incineration leads to the formation of very corrosive and toxic by-products.
In the medical field therefore, there exists a need for a material responding to the requirements of physicochemical properties mentioned herein above and which doesn't endanger the environment.
Applicants have now found a new composition of polymers responding to all the requirements.
SUMMARY OF THE INVENTION
According to the present inventicn, polymer compositions are ¦ disclosed for medical applications which polymer compositions are a mixture of styrene-butadiene block copolymer (S-B) and styrene-~0 isoprene block copolymer (S-I). In particular, the polymer compositions according to the present invention comprise mixtures of styrene-butadiene block copolymer (S-B) where the butadiene ~.
- (--, 2 1 iL 2 ~
content is between 20 and 80 ~ by weight, preferably between 40 and 70% by weight of the copolymer; and styrene-isoprene block copolymer (S-I) where isoprene content is between 20 and 95 % by weight, preferab~y between 60 and 90 % by weight of the copolymer.
DESCRIPTION OF THE PREFERRED EMUODIMENTS
The styrene-butadiene and styrene-isopreoe copolymers of the present invention can each be chosen from among the diblock copolymers of SB and SI, and the triblock coE~olymers, SBS and SIS.
Nevertheless, the triblock styrene-butadiene alld styrene-isoprene (SBS, SIS) copolymers are preferably used.
The block copolymers used in the present invention can be linear, radial or multibranched depending on the use or non-use of difunctional or multifunctional coupling agents. It is also possible to use in this process linear block copolymers prepared without any coupling agent. According to a preferred method of the invention, a radia] block copolymer of the styrene-butadiene type and a linear block copolymer of the styrene-isoprene type are used as components of the mixture.
I
In particular, the composition according to the present invention comprises a mixture of styrene-butadiene and styrene-isoprene copolymers those weight proportions vary from 60:40 to 20:80. According to the preferred method of the present invention, the weight proportions of styrene-butadiene and styrene-isoprene , . , , ,, ~ r~ . ri .~
copoly~ers are b~tween 50:50 and 30:70.
It has been unexpectedly discovered that compositions of copolymers described in the present invention have exceptionally good physical and medical properties. ~or example, after irradiation of these materials, they still have good physical properties and in certain cases even improved properties. That presents a considerable advantage over materials like PVC which have very unstable physical properties after irradiation.
:
It has also been noted that the processability of these copolymers is very high. However, it can be desirable to add to the mixtures additives to improve the processability for certain medical applications. Desirable additives are ethylene glycol monostearate, ethylene distearamide and erucamide. These additives ¦ can be added to the copolymer mixtures of the present invention in quantities up to 1000 ppm: preferably between 250 and 750 ppm.
The copolymer compositions of the present invention are particularly appropriate for medical application. In particular, these compositions are used to manufacture tubes for external use, for example, the tubes allowing the transport of solutions and blood as well as drainage tubes.
The mixing of the polymeric components can be carried out by any conventional method. Usually, the components in granule form 4 ' ' ~
- ~
~ ; 2 1 1 2 ~
are introduced into a rotary mixer and thereafter heated up to the plastic state in an extruder-granulator.
The obtained blended copolymer compositions may be formed into their final form by extruding, thermoforming of extruded sheets, and pressure molding.
The following examples further define the present invention Examples.
I. The mixture components.
A. Triblock styrene-butadiene copolymers (SBS), (measured from an injected specimen):
1. radial structure 2. styrene content: 40% by weight 3. tensile strength: 20 MPa (ASTM V 412 norm) 4. flow index (200C - 5 kg): 6 g/lO min (ASTM ~ 1238 norm) 5. tearing strength: 11 N/mm (ASTM D 624 norm) 6. softening point VICAT (50C - 1 kg): 53C
(ASTM D 1525 norm) 7. density (23C): 0.96 g/cm3 (ASTM D 0792 norm) 8. hardness (Shore D): 38 (ASTM D 2240 norm) B. Triblock styrene-isoprene copolymer (SIS) (measured from an injected specimen):
1. llnear structure 2. styrene content: 15 % by weight 3. flow index (190C - 5 kg): 7 g/10 min II. Blending Parameters.
¦ The two components (in granule form) were mixed in a slow ! 30 rotary mixer at a speed of 100 rpm. After that the material was blended in a film extruder under the following conditions:
_ .
pressure (bars): 110 temperature (~C): 185 screw speed (rpm): 105 screw plate thickness (um): 500 screw plate breadth (cm): g Thus, from the attached Table, it can be seen that the 50/50 and 30/70 blends of SBS and SIS provide enhanced overall properties when compared to samples of the individual copolymers. For example, at 5 rad irradiation levels both of the blends offer increased tensile strength over straight SIS, and increased elongation over straight SBS.
' . " ~
':~
. ~
.~, . ..
.
. .
. " "
_ :
. ., 21 ~26~ -r~ ' t~
w o o , t l . _ o ,1,, j t~
o ,~ ~, o t~ t-.l , t i , ~ v~
o , t~ 4 td r~
~ t~
. t;a ~ ~ j ul 100 C,~ O
21 1 ~ . d ~ I
' r~
, , , t-j t~ . .
' . C~ , ' C~ C~
,~a' . ~ c "
~ t-~ ~L-, d ~ ,5~, C
, ~ Q- ,v . 3 '"n ~ ~ ~ ~ .
, m ~
~ ., U~
~ .
.. . .. .. . , . , . ~ .... . ... .. . . . .. . . .. . .
P~TENT
Docket No.: L~B-186 POLYME]~ COMP08ITION~ FOR MEDIC2~ PPLICATION~3 CROSS REFERENCE TO REL~TED APPL CATION:
~pplicants hereby claim priority under 35 U.S.C. 5119 of a previously filed foreign application, Serial No. 920117], filed in Belgium on December 30, 1992, the entire specification of which is hereby incorporated by reference into this app]ication.
BACKGROUND OF T~IE INV~NTION
The present invention relates to polymer compositions for medical applications. In particular, thc presellt invention concerns compositions of polymers which can advantageouF,ly replace polyvinyl chloride (PVC) in numerous medical applications.
' ¦ The use of PVC in medical applications is well known. For example, PVC is used in manufacturing blood bags, intra-venous solution bags, tubes, surgical sheets, gloves, and in general, packing materials ~sed for medical and other pnrposes.
~ Medical usage materials should exllibit the ~ollowing I properties~
- Sufficient impermeability to avoid any passing of micro-organisms through the material.
~t 20 - Enough porosity to a]low an ethylene oxide sterilization r~ or autoc]ave sterilizatlon.
- Material stability after irradiation sterilization.
- Good flexibility and resilience.
._ `^ '`- 2~ 12~
- Processability.
- Transparency.
- Non-toxicity, non-carcinogenicity ~nd non-harmful to the environment.
The majority of applications of polymers in the medical industry are for single use only. For this reason, it is very important that the materials be easily and cleanly destroyed or recycled. This is not the case of PVC. Its incineration leads to the formation of very corrosive and toxic by-products.
In the medical field therefore, there exists a need for a material responding to the requirements of physicochemical properties mentioned herein above and which doesn't endanger the environment.
Applicants have now found a new composition of polymers responding to all the requirements.
SUMMARY OF THE INVENTION
According to the present inventicn, polymer compositions are ¦ disclosed for medical applications which polymer compositions are a mixture of styrene-butadiene block copolymer (S-B) and styrene-~0 isoprene block copolymer (S-I). In particular, the polymer compositions according to the present invention comprise mixtures of styrene-butadiene block copolymer (S-B) where the butadiene ~.
- (--, 2 1 iL 2 ~
content is between 20 and 80 ~ by weight, preferably between 40 and 70% by weight of the copolymer; and styrene-isoprene block copolymer (S-I) where isoprene content is between 20 and 95 % by weight, preferab~y between 60 and 90 % by weight of the copolymer.
DESCRIPTION OF THE PREFERRED EMUODIMENTS
The styrene-butadiene and styrene-isopreoe copolymers of the present invention can each be chosen from among the diblock copolymers of SB and SI, and the triblock coE~olymers, SBS and SIS.
Nevertheless, the triblock styrene-butadiene alld styrene-isoprene (SBS, SIS) copolymers are preferably used.
The block copolymers used in the present invention can be linear, radial or multibranched depending on the use or non-use of difunctional or multifunctional coupling agents. It is also possible to use in this process linear block copolymers prepared without any coupling agent. According to a preferred method of the invention, a radia] block copolymer of the styrene-butadiene type and a linear block copolymer of the styrene-isoprene type are used as components of the mixture.
I
In particular, the composition according to the present invention comprises a mixture of styrene-butadiene and styrene-isoprene copolymers those weight proportions vary from 60:40 to 20:80. According to the preferred method of the present invention, the weight proportions of styrene-butadiene and styrene-isoprene , . , , ,, ~ r~ . ri .~
copoly~ers are b~tween 50:50 and 30:70.
It has been unexpectedly discovered that compositions of copolymers described in the present invention have exceptionally good physical and medical properties. ~or example, after irradiation of these materials, they still have good physical properties and in certain cases even improved properties. That presents a considerable advantage over materials like PVC which have very unstable physical properties after irradiation.
:
It has also been noted that the processability of these copolymers is very high. However, it can be desirable to add to the mixtures additives to improve the processability for certain medical applications. Desirable additives are ethylene glycol monostearate, ethylene distearamide and erucamide. These additives ¦ can be added to the copolymer mixtures of the present invention in quantities up to 1000 ppm: preferably between 250 and 750 ppm.
The copolymer compositions of the present invention are particularly appropriate for medical application. In particular, these compositions are used to manufacture tubes for external use, for example, the tubes allowing the transport of solutions and blood as well as drainage tubes.
The mixing of the polymeric components can be carried out by any conventional method. Usually, the components in granule form 4 ' ' ~
- ~
~ ; 2 1 1 2 ~
are introduced into a rotary mixer and thereafter heated up to the plastic state in an extruder-granulator.
The obtained blended copolymer compositions may be formed into their final form by extruding, thermoforming of extruded sheets, and pressure molding.
The following examples further define the present invention Examples.
I. The mixture components.
A. Triblock styrene-butadiene copolymers (SBS), (measured from an injected specimen):
1. radial structure 2. styrene content: 40% by weight 3. tensile strength: 20 MPa (ASTM V 412 norm) 4. flow index (200C - 5 kg): 6 g/lO min (ASTM ~ 1238 norm) 5. tearing strength: 11 N/mm (ASTM D 624 norm) 6. softening point VICAT (50C - 1 kg): 53C
(ASTM D 1525 norm) 7. density (23C): 0.96 g/cm3 (ASTM D 0792 norm) 8. hardness (Shore D): 38 (ASTM D 2240 norm) B. Triblock styrene-isoprene copolymer (SIS) (measured from an injected specimen):
1. llnear structure 2. styrene content: 15 % by weight 3. flow index (190C - 5 kg): 7 g/10 min II. Blending Parameters.
¦ The two components (in granule form) were mixed in a slow ! 30 rotary mixer at a speed of 100 rpm. After that the material was blended in a film extruder under the following conditions:
_ .
pressure (bars): 110 temperature (~C): 185 screw speed (rpm): 105 screw plate thickness (um): 500 screw plate breadth (cm): g Thus, from the attached Table, it can be seen that the 50/50 and 30/70 blends of SBS and SIS provide enhanced overall properties when compared to samples of the individual copolymers. For example, at 5 rad irradiation levels both of the blends offer increased tensile strength over straight SIS, and increased elongation over straight SBS.
' . " ~
':~
. ~
.~, . ..
.
. .
. " "
_ :
. ., 21 ~26~ -r~ ' t~
w o o , t l . _ o ,1,, j t~
o ,~ ~, o t~ t-.l , t i , ~ v~
o , t~ 4 td r~
~ t~
. t;a ~ ~ j ul 100 C,~ O
21 1 ~ . d ~ I
' r~
, , , t-j t~ . .
' . C~ , ' C~ C~
,~a' . ~ c "
~ t-~ ~L-, d ~ ,5~, C
, ~ Q- ,v . 3 '"n ~ ~ ~ ~ .
, m ~
~ ., U~
~ .
.. . .. .. . , . , . ~ .... . ... .. . . . .. . . .. . .
Claims (9)
1. A blended copolymer composition particularly adapted for medical applications characterized in that it comprises a mixture of styrene-butadiene block copolymer and styrene-isoprene block copolymer.
2. The blended copolymer composition according to Claim characterized in that the butadiene content in styrene-butadiene copolymer is between 20 and 80% by weight, preferably between 40 and 70% by weight, and the isoprene content in styrene-isoprene copolymer is between 20 and 95% by weight, preferably between 60 and 90% by weight.
3. The blended copolymer composition according to Claim 1 or 2 characterized in that the styrene-butadiene and the styrene-isoprene copolymers are triblock copolymers.
4. The blended copolymer composition according to claims 1-3 characterized in that the styrene-butadiene copolymer has a radial structure.
5. The blended copolymer composition according to claims 1-4 characterized in that the styrene-isoprene copolymer has a linear structure.
6. The blended copolymer composition according to claims 1-5 characterized in that the weight proportion of styrene-butadiene :
styrene-isoprene is between 60:40 and 20:80.
styrene-isoprene is between 60:40 and 20:80.
7. The blended copolymer composition according to claim 6 characterized in that the weight proportion of styrene-butadiene :
styrene-isoprene is between 50:50 and 30:70.
styrene-isoprene is between 50:50 and 30:70.
8. The blended copolymer according to claims 1-7 further comprising the addition of one or more anti-sticking additives to the mixture of polymers, chosen from the group consisting of ethylene glycol monostearate, ethylene distearamide and erucamide.
9. The use of the blended copolymer composition according to claims 1-8 for external tubes in medical applications.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE9201171A BE1006444A3 (en) | 1992-12-30 | 1992-12-30 | Composition for medical applications polymers. |
| BE9201171 | 1992-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2112646A1 true CA2112646A1 (en) | 1994-07-01 |
Family
ID=3886622
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002112646A Abandoned CA2112646A1 (en) | 1992-12-30 | 1993-12-30 | Polymer compositions for medical applications |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0605381B2 (en) |
| JP (1) | JP3435656B2 (en) |
| AT (1) | ATE162540T1 (en) |
| BE (1) | BE1006444A3 (en) |
| CA (1) | CA2112646A1 (en) |
| DE (1) | DE69316571T2 (en) |
| DK (1) | DK0605381T3 (en) |
| ES (1) | ES2112978T5 (en) |
| GR (1) | GR3026551T3 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0854174A1 (en) * | 1997-01-21 | 1998-07-22 | Eci Medical Technologies Inc. | Thin-walled rubber articles |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2115318C (en) † | 1993-06-18 | 2002-09-24 | Torbjorn Grennes | A thin-walled rubber article, process for the preparation of the rubber article and a solution for the preparation of said rubber article |
| DE19503944A1 (en) * | 1995-02-07 | 1996-08-08 | Basf Ag | Medical-technical molded part, in particular component for a transmission system for infusion or transfusion purposes |
| JP3301747B2 (en) * | 1999-02-12 | 2002-07-15 | ベクトン・ディキンソン・アンド・カンパニー | Medical articles with improved adhesive sliding properties |
| EP1149598A3 (en) * | 2000-04-27 | 2002-03-06 | Terumo Kabushiki Kaisha | Catheter and medical tube |
| JP2011174187A (en) * | 2010-02-23 | 2011-09-08 | Poly Technology Holding Inc | Integrally-sewn elastic cover-like structure with single opening |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3614836A (en) * | 1968-07-08 | 1971-10-26 | Shell Oil Co | Block copolymer foxing and soling composition |
| US3823203A (en) * | 1971-03-29 | 1974-07-09 | Shell Oil Co | Vulcanizable selectively hydogenated block copolymer compositions |
| US4048254A (en) * | 1975-08-26 | 1977-09-13 | Abbott Laboratories | Blend of thermoplastic polymers with block radial butadiene-styrene polymers |
| US4610745A (en) † | 1985-02-01 | 1986-09-09 | Kimberly-Clark Corporation | Method and apparatus for applying hot melt pressure sensitive adhesive to a heat sensitive web |
| US5024667A (en) † | 1988-11-07 | 1991-06-18 | H. B. Fuller Licensing & Financing, Inc. | Disposable article construction |
-
1992
- 1992-12-30 BE BE9201171A patent/BE1006444A3/en not_active IP Right Cessation
-
1993
- 1993-12-21 AT AT93870238T patent/ATE162540T1/en not_active IP Right Cessation
- 1993-12-21 DE DE69316571T patent/DE69316571T2/en not_active Expired - Lifetime
- 1993-12-21 DK DK93870238T patent/DK0605381T3/en active
- 1993-12-21 EP EP93870238A patent/EP0605381B2/en not_active Expired - Lifetime
- 1993-12-21 ES ES93870238T patent/ES2112978T5/en not_active Expired - Lifetime
- 1993-12-27 JP JP34696893A patent/JP3435656B2/en not_active Expired - Fee Related
- 1993-12-30 CA CA002112646A patent/CA2112646A1/en not_active Abandoned
-
1998
- 1998-04-06 GR GR980400737T patent/GR3026551T3/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0854174A1 (en) * | 1997-01-21 | 1998-07-22 | Eci Medical Technologies Inc. | Thin-walled rubber articles |
| US6121366A (en) * | 1997-01-21 | 2000-09-19 | Eci Medical Technologies Inc. | Thin-walled rubber articles with walls having a relatively low modulus |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0605381A1 (en) | 1994-07-06 |
| EP0605381B1 (en) | 1998-01-21 |
| DK0605381T3 (en) | 1998-09-14 |
| JPH06228408A (en) | 1994-08-16 |
| DE69316571T2 (en) | 1998-06-04 |
| ATE162540T1 (en) | 1998-02-15 |
| BE1006444A3 (en) | 1994-08-30 |
| EP0605381B2 (en) | 2002-10-23 |
| ES2112978T5 (en) | 2003-07-01 |
| GR3026551T3 (en) | 1998-07-31 |
| ES2112978T3 (en) | 1998-04-16 |
| JP3435656B2 (en) | 2003-08-11 |
| DE69316571D1 (en) | 1998-02-26 |
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| Date | Code | Title | Description |
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| EEER | Examination request | ||
| FZDE | Discontinued |