AU2004296818B2 - Polymer compositions with bioactive agent, medical articles, and methods - Google Patents
Polymer compositions with bioactive agent, medical articles, and methods Download PDFInfo
- Publication number
- AU2004296818B2 AU2004296818B2 AU2004296818A AU2004296818A AU2004296818B2 AU 2004296818 B2 AU2004296818 B2 AU 2004296818B2 AU 2004296818 A AU2004296818 A AU 2004296818A AU 2004296818 A AU2004296818 A AU 2004296818A AU 2004296818 B2 AU2004296818 B2 AU 2004296818B2
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- Australia
- Prior art keywords
- styrene
- polymer composition
- polymer
- composition
- hydrophilic
- 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.)
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- 239000000203 mixture Substances 0.000 title claims abstract description 165
- 229920000642 polymer Polymers 0.000 title claims abstract description 124
- 239000012867 bioactive agent Substances 0.000 title claims abstract description 45
- 238000000034 method Methods 0.000 title description 42
- 229920000620 organic polymer Polymers 0.000 claims abstract description 35
- 239000011859 microparticle Substances 0.000 claims description 49
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 46
- 239000002245 particle Substances 0.000 claims description 44
- -1 styrene-ethylene-propylene-styrene Chemical class 0.000 claims description 39
- VSKJLJHPAFKHBX-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical group CC(=C)C=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 VSKJLJHPAFKHBX-UHFFFAOYSA-N 0.000 claims description 38
- 150000004706 metal oxides Chemical class 0.000 claims description 38
- 229910044991 metal oxide Inorganic materials 0.000 claims description 36
- 230000002209 hydrophobic effect Effects 0.000 claims description 29
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- 229910052709 silver Inorganic materials 0.000 claims description 20
- 239000004332 silver Substances 0.000 claims description 19
- 239000004416 thermosoftening plastic Substances 0.000 claims description 19
- 239000002250 absorbent Substances 0.000 claims description 18
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- 229920001577 copolymer Polymers 0.000 claims description 18
- 239000002480 mineral oil Substances 0.000 claims description 17
- 235000010446 mineral oil Nutrition 0.000 claims description 17
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical group [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 claims description 16
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 claims description 11
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 claims description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 229910001923 silver oxide Inorganic materials 0.000 claims description 10
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 9
- 229920001400 block copolymer Polymers 0.000 claims description 9
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 9
- 229910052802 copper Inorganic materials 0.000 claims description 9
- 239000010949 copper Substances 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 8
- 229910052725 zinc Inorganic materials 0.000 claims description 8
- 239000011701 zinc Substances 0.000 claims description 8
- 230000008961 swelling Effects 0.000 claims description 7
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 claims description 6
- 229940047670 sodium acrylate Drugs 0.000 claims description 6
- 239000000049 pigment Substances 0.000 claims description 5
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- 239000000654 additive Substances 0.000 claims description 3
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- 239000003431 cross linking reagent Substances 0.000 claims description 2
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- 239000003381 stabilizer Substances 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims 1
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- 229920001477 hydrophilic polymer Polymers 0.000 abstract description 47
- 229940100890 silver compound Drugs 0.000 abstract description 22
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- 150000001880 copper compounds Chemical class 0.000 abstract description 11
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 32
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- 239000000178 monomer Substances 0.000 description 30
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 26
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- 238000012360 testing method Methods 0.000 description 21
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- 229920002633 Kraton (polymer) Polymers 0.000 description 19
- 150000001412 amines Chemical group 0.000 description 18
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 17
- 238000000576 coating method Methods 0.000 description 17
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- 101710134784 Agnoprotein Proteins 0.000 description 16
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- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 239000001099 ammonium carbonate Substances 0.000 description 6
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- 235000004879 dioscorea Nutrition 0.000 description 5
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- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 5
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical class [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
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- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 3
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- 125000004432 carbon atom Chemical group C* 0.000 description 3
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- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 description 1
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Classifications
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- 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
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
-
- A—HUMAN NECESSITIES
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- 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
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| PCT/US2004/040706 WO2005056070A1 (en) | 2003-12-05 | 2004-12-03 | Polymer compositions with bioactive agent, medical articles, and methods |
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| JP2010506945A (ja) | 2006-10-18 | 2010-03-04 | スリーエム イノベイティブ プロパティズ カンパニー | 抗菌性物品及び製造方法 |
| US20100098949A1 (en) | 2006-10-18 | 2010-04-22 | Burton Scott A | Antimicrobial articles and method of manufacture |
-
2003
- 2003-12-05 US US10/728,439 patent/US7745509B2/en not_active Expired - Lifetime
-
2004
- 2004-12-03 CN CNB2004800399054A patent/CN100540070C/zh not_active Expired - Fee Related
- 2004-12-03 JP JP2006542836A patent/JP2007513252A/ja active Pending
- 2004-12-03 AU AU2004296818A patent/AU2004296818B2/en not_active Ceased
- 2004-12-03 KR KR1020067013329A patent/KR20060123419A/ko not_active Withdrawn
- 2004-12-03 CA CA002548128A patent/CA2548128A1/en not_active Abandoned
- 2004-12-03 WO PCT/US2004/040706 patent/WO2005056070A1/en not_active Ceased
- 2004-12-03 AT AT04813085T patent/ATE546169T1/de active
- 2004-12-03 EP EP04813085A patent/EP1689456B1/en not_active Expired - Lifetime
-
2006
- 2006-07-04 ZA ZA200605529A patent/ZA200605529B/xx unknown
-
2010
- 2010-05-19 US US12/782,863 patent/US8193267B2/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1991009633A1 (en) * | 1989-12-28 | 1991-07-11 | Minnesota Mining And Manufacturing Company | Composite of a dispersed gel in an adhesive matrix and method for preparing same |
| AU2004220629A1 (en) * | 2003-03-12 | 2004-09-23 | 3M Innovative Properties Company | Polymer compositions with bioactive silver, copper or zinc compounds, medical articles, and processes |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2548128A1 (en) | 2005-06-23 |
| EP1689456A1 (en) | 2006-08-16 |
| EP1689456B1 (en) | 2012-02-22 |
| WO2005056070A1 (en) | 2005-06-23 |
| KR20060123419A (ko) | 2006-12-01 |
| AU2004296818A1 (en) | 2005-06-23 |
| US20100233273A1 (en) | 2010-09-16 |
| CN1901946A (zh) | 2007-01-24 |
| US8193267B2 (en) | 2012-06-05 |
| US7745509B2 (en) | 2010-06-29 |
| CN100540070C (zh) | 2009-09-16 |
| US20050124724A1 (en) | 2005-06-09 |
| ATE546169T1 (de) | 2012-03-15 |
| ZA200605529B (en) | 2007-12-27 |
| JP2007513252A (ja) | 2007-05-24 |
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| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |