CA2471103A1 - Reagent and method for providing coatings on surfaces - Google Patents
Reagent and method for providing coatings on surfaces Download PDFInfo
- Publication number
- CA2471103A1 CA2471103A1 CA002471103A CA2471103A CA2471103A1 CA 2471103 A1 CA2471103 A1 CA 2471103A1 CA 002471103 A CA002471103 A CA 002471103A CA 2471103 A CA2471103 A CA 2471103A CA 2471103 A1 CA2471103 A1 CA 2471103A1
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- Prior art keywords
- bis
- poly
- group
- devices
- acid
- 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
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- 239000003153 chemical reaction reagent Substances 0.000 title claims abstract description 94
- 238000000034 method Methods 0.000 title claims abstract description 76
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- 239000000178 monomer Substances 0.000 claims abstract description 85
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- 238000006116 polymerization reaction Methods 0.000 claims abstract description 21
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- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 15
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- UZNHKBFIBYXPDV-UHFFFAOYSA-N trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)NCCC[N+](C)(C)C UZNHKBFIBYXPDV-UHFFFAOYSA-N 0.000 claims description 14
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 12
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- DKBZZUNCOFCQFT-UHFFFAOYSA-L (4-benzoylphenyl)methyl-[2-[(4-benzoylphenyl)methyl-dimethylazaniumyl]ethyl]-dimethylazanium;dibromide Chemical compound [Br-].[Br-].C=1C=C(C(=O)C=2C=CC=CC=2)C=CC=1C[N+](C)(C)CC[N+](C)(C)CC(C=C1)=CC=C1C(=O)C1=CC=CC=C1 DKBZZUNCOFCQFT-UHFFFAOYSA-L 0.000 claims description 9
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- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 8
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- XNOMWKDAQZCFGK-UHFFFAOYSA-N [4-[(4-benzoylphenyl)methoxymethyl]phenyl]-phenylmethanone Chemical compound C=1C=C(COCC=2C=CC(=CC=2)C(=O)C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 XNOMWKDAQZCFGK-UHFFFAOYSA-N 0.000 claims description 8
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- OBTFKRQJZSUBCQ-UHFFFAOYSA-L dipotassium;benzene-1,3-disulfonate Chemical compound [K+].[K+].[O-]S(=O)(=O)C1=CC=CC(S([O-])(=O)=O)=C1 OBTFKRQJZSUBCQ-UHFFFAOYSA-L 0.000 claims description 8
- OUDPZXBEIAQXME-UHFFFAOYSA-L dipotassium;benzene-1,4-disulfonate Chemical compound [K+].[K+].[O-]S(=O)(=O)C1=CC=C(S([O-])(=O)=O)C=C1 OUDPZXBEIAQXME-UHFFFAOYSA-L 0.000 claims description 8
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- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 claims description 7
- OWPUOLBODXJOKH-UHFFFAOYSA-N 2,3-dihydroxypropyl prop-2-enoate Chemical compound OCC(O)COC(=O)C=C OWPUOLBODXJOKH-UHFFFAOYSA-N 0.000 claims description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 7
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- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 7
- KTPVYVIRKFLZRO-UHFFFAOYSA-L 2-[2-(4-benzoylphenyl)ethyl-[2-[(4-benzoylphenyl)methyl-dimethylazaniumyl]ethyl]azaniumyl]ethyl-[(4-benzoylphenyl)methyl]-dimethylazanium;tribromide Chemical compound [Br-].[Br-].[Br-].C=1C=C(C(=O)C=2C=CC=CC=2)C=CC=1C[N+](C)(C)CC[NH+](CC[N+](C)(C)CC=1C=CC(=CC=1)C(=O)C=1C=CC=CC=1)CCC(C=C1)=CC=C1C(=O)C1=CC=CC=C1 KTPVYVIRKFLZRO-UHFFFAOYSA-L 0.000 claims description 7
- NRTABCXMDFHEGK-UHFFFAOYSA-N 2-[bis[2-[(4-benzoylphenyl)methoxy]ethyl]amino]ethanesulfonic acid Chemical compound C=1C=C(C(=O)C=2C=CC=CC=2)C=CC=1COCCN(CCS(=O)(=O)O)CCOCC(C=C1)=CC=C1C(=O)C1=CC=CC=C1 NRTABCXMDFHEGK-UHFFFAOYSA-N 0.000 claims description 7
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- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 7
- IXPWKHNDQICVPZ-UHFFFAOYSA-N 2-methylhex-1-en-3-yne Chemical compound CCC#CC(C)=C IXPWKHNDQICVPZ-UHFFFAOYSA-N 0.000 claims description 7
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- 239000005630 Diquat Substances 0.000 claims description 7
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 7
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- ILVFEABSSTVNTA-UHFFFAOYSA-L [4-[[4-[(4-benzoylphenyl)methyl]-1,4-dimethylpiperazine-1,4-diium-1-yl]methyl]phenyl]-phenylmethanone;dibromide Chemical compound [Br-].[Br-].C1C[N+](C)(CC=2C=CC(=CC=2)C(=O)C=2C=CC=CC=2)CC[N+]1(C)CC(C=C1)=CC=C1C(=O)C1=CC=CC=C1 ILVFEABSSTVNTA-UHFFFAOYSA-L 0.000 claims description 7
- HUQINXNYZGEGDJ-UHFFFAOYSA-M [4-[[4-[(4-benzoylphenyl)methyl]morpholin-4-ium-4-yl]methyl]phenyl]-phenylmethanone;bromide Chemical compound [Br-].C=1C=C(C[N+]2(CC=3C=CC(=CC=3)C(=O)C=3C=CC=CC=3)CCOCC2)C=CC=1C(=O)C1=CC=CC=C1 HUQINXNYZGEGDJ-UHFFFAOYSA-M 0.000 claims description 7
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- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims description 7
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- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 7
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- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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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
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/28—Materials for coating prostheses
- A61L27/34—Macromolecular materials
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S522/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S522/904—Monomer or polymer contains initiating group
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249953—Composite having voids in a component [e.g., porous, cellular, etc.]
- Y10T428/249987—With nonvoid component of specified composition
- Y10T428/249991—Synthetic resin or natural rubbers
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249953—Composite having voids in a component [e.g., porous, cellular, etc.]
- Y10T428/249987—With nonvoid component of specified composition
- Y10T428/249991—Synthetic resin or natural rubbers
- Y10T428/249992—Linear or thermoplastic
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- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
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- Organic Chemistry (AREA)
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- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Materials For Medical Uses (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Prostheses (AREA)
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| US10/028,518 | 2001-12-21 | ||
| US10/028,518 US7348055B2 (en) | 2001-12-21 | 2001-12-21 | Reagent and method for providing coatings on surfaces |
| PCT/US2002/041143 WO2003055611A1 (en) | 2001-12-21 | 2002-12-20 | Reagent and method for providing coatings on surfaces |
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| CA2471103A1 true CA2471103A1 (en) | 2003-07-10 |
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| CA (1) | CA2471103A1 (enExample) |
| WO (1) | WO2003055611A1 (enExample) |
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-
2001
- 2001-12-21 US US10/028,518 patent/US7348055B2/en not_active Expired - Lifetime
-
2002
- 2002-12-20 WO PCT/US2002/041143 patent/WO2003055611A1/en not_active Ceased
- 2002-12-20 JP JP2003556180A patent/JP2005514192A/ja active Pending
- 2002-12-20 AU AU2002360736A patent/AU2002360736A1/en not_active Abandoned
- 2002-12-20 CA CA002471103A patent/CA2471103A1/en not_active Abandoned
- 2002-12-20 EP EP02796018A patent/EP1465740A4/en not_active Withdrawn
-
2007
- 2007-08-29 US US11/846,955 patent/US7736689B2/en not_active Expired - Lifetime
-
2010
- 2010-05-20 US US12/783,907 patent/US8039524B2/en not_active Expired - Fee Related
-
2011
- 2011-09-16 US US13/234,270 patent/US20120004339A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| EP1465740A1 (en) | 2004-10-13 |
| JP2005514192A (ja) | 2005-05-19 |
| AU2002360736A1 (en) | 2003-07-15 |
| US8039524B2 (en) | 2011-10-18 |
| US20070292596A1 (en) | 2007-12-20 |
| WO2003055611A1 (en) | 2003-07-10 |
| EP1465740A4 (en) | 2006-06-07 |
| US20030165613A1 (en) | 2003-09-04 |
| US7736689B2 (en) | 2010-06-15 |
| US20120004339A1 (en) | 2012-01-05 |
| US7348055B2 (en) | 2008-03-25 |
| US20100240789A1 (en) | 2010-09-23 |
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Legal Events
| Date | Code | Title | Description |
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| EEER | Examination request | ||
| FZDE | Discontinued |