JP4288003B2 - 遊離基重合法 - Google Patents
遊離基重合法 Download PDFInfo
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- JP4288003B2 JP4288003B2 JP2000553477A JP2000553477A JP4288003B2 JP 4288003 B2 JP4288003 B2 JP 4288003B2 JP 2000553477 A JP2000553477 A JP 2000553477A JP 2000553477 A JP2000553477 A JP 2000553477A JP 4288003 B2 JP4288003 B2 JP 4288003B2
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J143/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Adhesives based on derivatives of such polymers
- C09J143/04—Homopolymers or copolymers of monomers containing silicon
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- 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
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
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- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
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- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
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- C08F290/061—Polyesters; Polycarbonates
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- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/068—Polysiloxanes
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- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
- C08F290/14—Polymers provided for in subclass C08G
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- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
- C08F290/14—Polymers provided for in subclass C08G
- C08F290/141—Polyesters; Polycarbonates
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- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
- C08F290/14—Polymers provided for in subclass C08G
- C08F290/148—Polysiloxanes
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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
- 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
- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
-
- 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
- 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
-
- 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
- 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
- C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2400/00—Presence of inorganic and organic materials
- C09J2400/20—Presence of organic materials
- C09J2400/22—Presence of unspecified polymer
- C09J2400/228—Presence of unspecified polymer in the pretreated surface to be joined
-
- 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
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2839—Web or sheet containing structurally defined element or component and having an adhesive outermost layer with release or antistick coating
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Paints Or Removers (AREA)
- Polymerisation Methods In General (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Laminated Bodies (AREA)
- Adhesive Tapes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/096,004 | 1998-06-11 | ||
| US09/096,004 US6224949B1 (en) | 1998-06-11 | 1998-06-11 | Free radical polymerization method |
| PCT/US1999/001783 WO1999064472A1 (en) | 1998-06-11 | 1999-01-28 | Free radical polymerization method |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002517569A JP2002517569A (ja) | 2002-06-18 |
| JP2002517569A5 JP2002517569A5 (OSRAM) | 2009-04-02 |
| JP4288003B2 true JP4288003B2 (ja) | 2009-07-01 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2000553477A Expired - Fee Related JP4288003B2 (ja) | 1998-06-11 | 1999-01-28 | 遊離基重合法 |
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| Country | Link |
|---|---|
| US (2) | US6224949B1 (OSRAM) |
| EP (2) | EP1093471B1 (OSRAM) |
| JP (1) | JP4288003B2 (OSRAM) |
| KR (1) | KR100523305B1 (OSRAM) |
| AR (1) | AR018638A1 (OSRAM) |
| AU (1) | AU2564699A (OSRAM) |
| BR (1) | BR9911084B1 (OSRAM) |
| DE (1) | DE69937681T2 (OSRAM) |
| NZ (1) | NZ508550A (OSRAM) |
| WO (1) | WO1999064472A1 (OSRAM) |
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| US6824820B1 (en) * | 1999-06-07 | 2004-11-30 | 3M Innovative Properties Company | Polyurea-based adhesives, articles therefrom and methods of their preparation and use |
| JP2001240842A (ja) * | 2000-02-28 | 2001-09-04 | Nitto Denko Corp | 紫外線硬化型粘着剤組成物とその粘着シ―ト類 |
| DE10049669A1 (de) * | 2000-10-06 | 2002-04-11 | Tesa Ag | Verfahren zur Herstellung von vernetzten Acrylatschmelzhaftklebemassen |
| US7351471B2 (en) * | 2000-12-06 | 2008-04-01 | 3M Innovative Properties Company | Fluoropolymer coating compositions with multifunctional fluoroalkyl crosslinkers for anti-reflective polymer films |
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Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4181752A (en) | 1974-09-03 | 1980-01-01 | Minnesota Mining And Manufacturing Company | Acrylic-type pressure sensitive adhesives by means of ultraviolet radiation curing |
| US4262072A (en) | 1979-06-25 | 1981-04-14 | Minnesota Mining And Manufacturing Company | Poly(ethylenically unsaturated alkoxy) heterocyclic protective coatings |
| US4329384A (en) | 1980-02-14 | 1982-05-11 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive tape produced from photoactive mixture of acrylic monomers and polynuclear-chromophore-substituted halomethyl-2-triazine |
| US4330590A (en) | 1980-02-14 | 1982-05-18 | Minnesota Mining And Manufacturing Company | Photoactive mixture of acrylic monomers and chromophore-substituted halomethyl-2-triazine |
| US4379201A (en) | 1981-03-30 | 1983-04-05 | Minnesota Mining And Manufacturing Company | Multiacrylate cross-linking agents in pressure-sensitive photoadhesives |
| US4737559A (en) | 1986-05-19 | 1988-04-12 | Minnesota Mining And Manufacturing Co. | Pressure-sensitive adhesive crosslinked by copolymerizable aromatic ketone monomers |
| US4748043A (en) | 1986-08-29 | 1988-05-31 | Minnesota Mining And Manufacturing Company | Electrospray coating process |
| US4885332A (en) | 1988-04-11 | 1989-12-05 | Minnesota Mining And Manufacturing Company | Photocurable abrasion resistant coatings comprising silicon dioxide dispersions |
| US5264533A (en) | 1988-06-16 | 1993-11-23 | Basf Aktiengesellschaft | Benzophenone derivatives and their preparation |
| DE3844445A1 (de) | 1988-12-31 | 1990-07-19 | Basf Ag | Uv-vernetzbare massen auf basis von (meth)-acrylesterpolymerisaten |
| US5248805A (en) | 1988-12-31 | 1993-09-28 | Basf Aktiengesellschaft | Radiation-senstive, ethylenically unsaturated, copolymerizable compounds and their preparation |
| DE3914374A1 (de) | 1989-04-29 | 1990-10-31 | Basf Ag | Durch ultraviolette strahlung unter luftsauerstoffatmosphaere vernetzbare copolymerisate |
| DE3930097A1 (de) | 1989-09-09 | 1991-03-14 | Basf Ag | Uv-vernetzbare copolymerisate |
| US5091483A (en) | 1989-09-22 | 1992-02-25 | Minnesota Mining And Manufacturing Company | Radiation-curable silicone elastomers and pressure sensitive adhesives |
| DE4007318A1 (de) | 1990-03-08 | 1991-09-12 | Basf Ag | Ethylenisch ungesaettigte verbindungen |
| JPH04202865A (ja) * | 1990-11-29 | 1992-07-23 | Toray Ind Inc | 着色繊維構造物の製造法 |
| US5504391A (en) | 1992-01-29 | 1996-04-02 | Fusion Systems Corporation | Excimer lamp with high pressure fill |
| US5326598A (en) | 1992-10-02 | 1994-07-05 | Minnesota Mining And Manufacturing Company | Electrospray coating apparatus and process utilizing precise control of filament and mist generation |
| DE4243270A1 (de) | 1992-12-21 | 1994-06-23 | Lohmann Gmbh & Co Kg | Verfahren zur Vernetzung von Haftklebern durch Einsatz von Lasern |
| EP0688351B1 (en) | 1993-03-11 | 1997-08-06 | Minnesota Mining And Manufacturing Company | Radiation curable acrylate/silicone permanently removable pressure sensitive adhesive |
| US5543231A (en) * | 1993-05-26 | 1996-08-06 | Avery Dennison Corporation | Radiation-curable silicone release compositions |
| US5685754A (en) | 1994-06-30 | 1997-11-11 | Kimberly-Clark Corporation | Method of generating a reactive species and polymer coating applications therefor |
| US5562992A (en) * | 1994-08-02 | 1996-10-08 | Avery Dennison Corporation | Radiation-curable silicone release compositions and coated articles |
| EP0894112A2 (en) | 1996-04-19 | 1999-02-03 | Minnesota Mining And Manufacturing Company | Process for radiation cross-linking polymers and radiation cross-linkable compositions |
| US5891530A (en) * | 1996-04-19 | 1999-04-06 | Minnesota Mining And Manufacturing Company | Method for producing a coating |
| US6251962B1 (en) | 1997-02-19 | 2001-06-26 | Ciba Specialty Chemicals Corporation | (Co)polymers by photopolymerization |
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1998
- 1998-06-11 US US09/096,004 patent/US6224949B1/en not_active Expired - Lifetime
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- 1999-01-28 NZ NZ508550A patent/NZ508550A/en unknown
- 1999-01-28 DE DE69937681T patent/DE69937681T2/de not_active Expired - Lifetime
- 1999-01-28 WO PCT/US1999/001783 patent/WO1999064472A1/en not_active Ceased
- 1999-01-28 JP JP2000553477A patent/JP4288003B2/ja not_active Expired - Fee Related
- 1999-01-28 EP EP99905500A patent/EP1093471B1/en not_active Revoked
- 1999-01-28 AU AU25646/99A patent/AU2564699A/en not_active Abandoned
- 1999-01-28 BR BRPI9911084-9A patent/BR9911084B1/pt not_active IP Right Cessation
- 1999-01-28 KR KR10-2000-7013944A patent/KR100523305B1/ko not_active Expired - Lifetime
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| EP1093471A1 (en) | 2001-04-25 |
| US6224949B1 (en) | 2001-05-01 |
| AR018638A1 (es) | 2001-11-28 |
| US20010031798A1 (en) | 2001-10-18 |
| BR9911084A (pt) | 2001-03-06 |
| US6517910B2 (en) | 2003-02-11 |
| KR100523305B1 (ko) | 2005-10-24 |
| EP1093471B1 (en) | 2007-12-05 |
| DE69937681T2 (de) | 2008-11-20 |
| AU2564699A (en) | 1999-12-30 |
| KR20010052689A (ko) | 2001-06-25 |
| NZ508550A (en) | 2003-10-31 |
| BR9911084B1 (pt) | 2009-05-05 |
| JP2002517569A (ja) | 2002-06-18 |
| EP1471078B1 (en) | 2012-04-25 |
| EP1471078A1 (en) | 2004-10-27 |
| DE69937681D1 (de) | 2008-01-17 |
| WO1999064472A1 (en) | 1999-12-16 |
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