CA2305531A1 - Enhanced dye durability through controlled dye environment - Google Patents
Enhanced dye durability through controlled dye environment Download PDFInfo
- Publication number
- CA2305531A1 CA2305531A1 CA002305531A CA2305531A CA2305531A1 CA 2305531 A1 CA2305531 A1 CA 2305531A1 CA 002305531 A CA002305531 A CA 002305531A CA 2305531 A CA2305531 A CA 2305531A CA 2305531 A1 CA2305531 A1 CA 2305531A1
- Authority
- CA
- Canada
- Prior art keywords
- dye
- durability
- controlled
- enhanced
- environment
- 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.)
- Granted
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/002—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers modified by after-treatment
- C08F283/004—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers modified by after-treatment modified by incorporation of silicium atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/006—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers provided for in C08G18/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/02—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonates or saturated polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/487—Polyethers containing cyclic groups
- C08G18/4879—Polyethers containing cyclic groups containing aromatic groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
- C08J3/226—Compounding polymers with additives, e.g. colouring using masterbatch techniques using a polymer as a carrier
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/45—Heterocyclic compounds having sulfur in the ring
- C08K5/46—Heterocyclic compounds having sulfur in the ring with oxygen or nitrogen in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/08—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/004—Reflecting paints; Signal paints
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2270/00—Compositions for creating interpenetrating networks
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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
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/903—Interpenetrating network
Abstract
An interpenetrating polymer network (IPN) or semi-interpenetrating polymer network (semi-IPN) comprises a first phase which is continuous and comprises a flexible polymer and a second phase which is a fluorescent or nonfluorescent durable dispersed or continuous phase and comprises a dye and a polymer, wherein the polymer enhances durability of the dye. Such networks are particularly useful in fluorescent traffic signs or safety devices or in pavement marking tape or paint.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/957,291 | 1997-10-24 | ||
US08/957,291 US6001936A (en) | 1997-10-24 | 1997-10-24 | Dye enhanced durability through controlled dye environment |
PCT/US1998/022001 WO1999021937A1 (en) | 1997-10-24 | 1998-10-19 | Enhanced dye durability through controlled dye environment |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2305531A1 true CA2305531A1 (en) | 1999-05-06 |
CA2305531C CA2305531C (en) | 2008-01-08 |
Family
ID=25499370
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002305531A Expired - Fee Related CA2305531C (en) | 1997-10-24 | 1998-10-19 | Enhanced dye durability through controlled dye environment |
Country Status (10)
Country | Link |
---|---|
US (3) | US6001936A (en) |
EP (1) | EP1025184B1 (en) |
JP (1) | JP2001521054A (en) |
KR (1) | KR100602854B1 (en) |
CN (1) | CN1222588C (en) |
AU (1) | AU1099999A (en) |
BR (1) | BR9813131A (en) |
CA (1) | CA2305531C (en) |
DE (1) | DE69820891T2 (en) |
WO (1) | WO1999021937A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005111171A1 (en) * | 2004-05-18 | 2005-11-24 | Ifire Technology Corp. | Improved color-converting photoluminescent film |
Families Citing this family (57)
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US6110566A (en) * | 1997-10-23 | 2000-08-29 | 3M Innovative Properties Company | Stabilization of fluorescent dyes in vinyl articles using hindered amine light stabilizers |
EP1163389B2 (en) † | 1998-12-11 | 2009-12-16 | Isola USA Corp. | Visible and fluorescent dye containing laminate materials |
US6867421B1 (en) * | 1998-12-29 | 2005-03-15 | Bayer Materialscience Llc | In-line process for monitoring binder dosage and distribution on a surface and apparatus useful therefor |
US6169185B1 (en) | 1999-02-25 | 2001-01-02 | Day-Glo Color Corp. | Ink jet printing inks |
US6162842A (en) * | 1999-05-18 | 2000-12-19 | The Goodyear Tire & Rubber Company | Radiation curable coating composition |
DE69922849T2 (en) * | 1999-06-17 | 2005-12-08 | 3M Innovative Properties Co., St. Paul | RETRORE-LOOKING OBJECT WITH A COLORED LAYER CONTAINING REFLECTIVE LEAVES AND A COVALENT TO A POLYMER-LINKED DYE |
US6361850B1 (en) * | 1999-06-17 | 2002-03-26 | 3M Innovative Properties Company | Retroreflective article having a colored layer containing a dye covalently bonded to a polymer |
US7414081B2 (en) | 1999-07-27 | 2008-08-19 | Draka Comteq B.V. | Colored, radiation-curable composition |
US6782176B1 (en) | 1999-07-27 | 2004-08-24 | Robert W. Greer | Colored radiation curable coating compositions for identifying telecommunications elements and telecommunications elements coated thereby |
US6355735B1 (en) * | 1999-08-17 | 2002-03-12 | 3M Innovative Properties Company | Semi-interpenetrating polymer network from epoxy monomer and olefin |
US6472050B1 (en) | 1999-12-30 | 2002-10-29 | Avery Dennison Corporation | Light stable fluorescent vinyl suitable for use as a highway retroreflective roll-up sign |
US6533961B2 (en) | 2000-02-22 | 2003-03-18 | 3M Innovative Properties Company | Durable fluorescent organic pigments and methods of making |
KR100371972B1 (en) * | 2000-03-18 | 2003-02-14 | 알비페인트 주식회사 | Manufacturing methods of short filament and multi-color pattern coating materials |
JP4753454B2 (en) * | 2000-05-11 | 2011-08-24 | 独立行政法人理化学研究所 | Photothermosetting resin composition |
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US7264880B2 (en) * | 2002-04-30 | 2007-09-04 | Avery Dennison Corporation | Fluorescent articles having multiple film layers |
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US6930184B2 (en) | 2002-07-26 | 2005-08-16 | 3M Innovative Properties Company | Functional fluorescent dyes |
US6894105B2 (en) * | 2002-07-26 | 2005-05-17 | 3M Innovatives Properties Company | Dyed fluoropolymers |
US20040059044A1 (en) * | 2002-09-12 | 2004-03-25 | 3M Innovative Properties Company | Oligomeric dyes and use thereof |
US6843815B1 (en) * | 2003-09-04 | 2005-01-18 | 3M Innovative Properties Company | Coated abrasive articles and method of abrading |
US20050154098A1 (en) * | 2004-01-09 | 2005-07-14 | Reflexite Corporation | Fade-resistant fluorescent retroreflective articles |
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US7344575B2 (en) | 2005-06-27 | 2008-03-18 | 3M Innovative Properties Company | Composition, treated backing, and abrasive articles containing the same |
US7344574B2 (en) | 2005-06-27 | 2008-03-18 | 3M Innovative Properties Company | Coated abrasive article, and method of making and using the same |
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-
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- 1997-10-24 US US08/957,291 patent/US6001936A/en not_active Expired - Lifetime
-
1998
- 1998-10-19 AU AU10999/99A patent/AU1099999A/en not_active Abandoned
- 1998-10-19 KR KR1020007004242A patent/KR100602854B1/en not_active IP Right Cessation
- 1998-10-19 DE DE69820891T patent/DE69820891T2/en not_active Expired - Fee Related
- 1998-10-19 WO PCT/US1998/022001 patent/WO1999021937A1/en active IP Right Grant
- 1998-10-19 BR BR9813131-1A patent/BR9813131A/en not_active IP Right Cessation
- 1998-10-19 JP JP2000518031A patent/JP2001521054A/en active Pending
- 1998-10-19 CN CNB98810489XA patent/CN1222588C/en not_active Expired - Fee Related
- 1998-10-19 EP EP98953680A patent/EP1025184B1/en not_active Expired - Lifetime
- 1998-10-19 CA CA002305531A patent/CA2305531C/en not_active Expired - Fee Related
-
1999
- 1999-09-01 US US09/387,996 patent/US6395844B1/en not_active Expired - Fee Related
-
2002
- 2002-03-11 US US10/095,222 patent/US6498218B2/en not_active Expired - Fee Related
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005111171A1 (en) * | 2004-05-18 | 2005-11-24 | Ifire Technology Corp. | Improved color-converting photoluminescent film |
US7625501B2 (en) | 2004-05-18 | 2009-12-01 | Ifire Ip Corporation | Color-converting photoluminescent film |
Also Published As
Publication number | Publication date |
---|---|
US6395844B1 (en) | 2002-05-28 |
CA2305531C (en) | 2008-01-08 |
EP1025184A1 (en) | 2000-08-09 |
WO1999021937A1 (en) | 1999-05-06 |
US6001936A (en) | 1999-12-14 |
BR9813131A (en) | 2000-08-15 |
KR100602854B1 (en) | 2006-07-20 |
CN1277625A (en) | 2000-12-20 |
CN1222588C (en) | 2005-10-12 |
US20020132900A1 (en) | 2002-09-19 |
EP1025184B1 (en) | 2004-01-02 |
US6498218B2 (en) | 2002-12-24 |
AU1099999A (en) | 1999-05-17 |
DE69820891T2 (en) | 2004-10-21 |
KR20010031256A (en) | 2001-04-16 |
DE69820891D1 (en) | 2004-02-05 |
JP2001521054A (en) | 2001-11-06 |
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