WO2015155011A1 - Visible light-curing of photocurable compositions in ambient atmosphere - Google Patents
Visible light-curing of photocurable compositions in ambient atmosphere Download PDFInfo
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- WO2015155011A1 WO2015155011A1 PCT/EP2015/056436 EP2015056436W WO2015155011A1 WO 2015155011 A1 WO2015155011 A1 WO 2015155011A1 EP 2015056436 W EP2015056436 W EP 2015056436W WO 2015155011 A1 WO2015155011 A1 WO 2015155011A1
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- WO
- WIPO (PCT)
- Prior art keywords
- photocurable composition
- composition according
- compound
- visible light
- group
- Prior art date
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- 230000000886 photobiology Effects 0.000 description 1
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 125000006413 ring segment Chemical group 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000001018 xanthene dye Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
- G03F7/029—Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur
- G03F7/0295—Photolytic halogen compounds
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/07—Aldehydes; Ketones
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1545—Six-membered rings
-
- 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
- C09D133/00—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 at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- 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
- C09D135/00—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 at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D135/02—Homopolymers or copolymers of esters
-
- 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
- C09J133/00—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 at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- 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
- C09J135/00—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 at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J135/02—Homopolymers or copolymers of esters
-
- 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
- C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/16—Coating processes; Apparatus therefor
- G03F7/168—Finishing the coated layer, e.g. drying, baking, soaking
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/20—Exposure; Apparatus therefor
- G03F7/2002—Exposure; Apparatus therefor with visible light or UV light, through an original having an opaque pattern on a transparent support, e.g. film printing, projection printing; by reflection of visible or UV light from an original such as a printed image
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/416—Additional features of adhesives in the form of films or foils characterized by the presence of essential components use of irradiation
-
- 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
- C09J2433/00—Presence of (meth)acrylic polymer
Definitions
- polyether is intented to mean compounds having more than one ether linkages, in particular polymers having ether linkages in their main chain.
- suitable polyethers are those which can be obtained by known processes, by reacting dihydric and/or polyhydric alcohols, for example the abovementioned diols or polyols, with various amounts of ethylene oxide and/or propylene oxide. Polymerization products of tetrahydrofuran or of butylene oxide may also be used.
- Preferred polyethers are polyethylene glycols, e.g. polyethylene glycols having a weight averaged molecular weight of 200 to 9 500.
- amine-modified polyether(meth)acrylate is intented to denote a polyether (meth)acrylate ester conaining at least one amino group in the molecule.
- Such compounds are obtainable by reacting a polyether(meth)acrylate with primary or secondary amino compounds, so that at least some of the (meth)acrylate groups, e.g. 0.5 to 60 mol % of the (meth)acrylate groups, undergo a Michael reaction with the amino compounds to form Michael adducts.
- Suitable compounds having primary or secondary amino groups are in general low molecular weight and preferably have a molecular weight of less than 1000.
- Compounds having 2 primary amino groups are, for example, C1-C20 alkylenediamines, such as ethylenediamine, butylenediamine, etc.
- Amino compounds having at least 1 hydroxyl group preferably from 1 to 3 hydroxyl groups, particularly preferably 1 hydroxyl group, are also particularly suitable.
- alkanolamines in particular C2-C20 alkanolamines, such as ethanolamine, propanolamine or butanolamine.
- the Michael adducts can be formed in a simple manner by adding the amino compounds to the (meth)acrylates at, preferably, from 10 0 to 100 °C.
- the dye comprised by the photoinitiating system of the invention is excitable by visible light. Thus, it absorbs electromagnetic irradiation in the visible range, i.e. about 400 nm to 800 nm wavelength.
- Useful dyes are fluorescing dyes with a maximum absorption wavelength from 450 nm to 550 nm.
- Triplet energy is intended to mean the energy level of the triplet state, which a molecule can reach by excitation from the ground state to its singulet state and subsequent intersystem crossing, forming the triplet state with an unpaired spin orientation. Intersystem crossing is a radiationless process involving a transition between two electronic states (here singulet and triplet) with different spin multiplicity. The triplet state is relatively persistant compared to the singulet state and enables the molecule to act as a photosensitizer, transferring its energy to a second molecule.
- Particularly preferred dyes are Eosin Yellow (having a maximum absorption wavelength of 540 nm and a triplet energy of 177 kJ/mol) or Fluorescein (having a maximum absorption wavelength of 484 nm and a triplet energy of 190-200 kJ/mol).
- R 4 and R 5 together with the carbon atom to which they are attached and the intervening carbon atoms form a 5 to 7 membered cyclic structure which may contain 1 or 2 heteroatoms and/or a carbonyl group, wherein the 5 to 7 membered cyclic structure can be substituted by one to three substituents selected from CrC 4 -alkyl, Ci-C 4 -alkoxy or aryl substituents, and/or may be annelated by a saturated or unsaturated cycle, and
- a compound with a C-H-acidic hydrogen atom adjacent to at least one carbonyl group (herein also referred to as "C-H-acidic compound"), is included in the photoinitiating system.
- C-H-acidic compound a compound with a C-H-acidic hydrogen atom adjacent to at least one carbonyl group
- incorporation of the C-H acidic compounds enables colorless curing which means that the fully cured composition appears colorless.
- the mechanism of the triggered colorless curing in the presence of the C-H-acidic compound is not fully understood it is believed that the C-H- acidic compound serves to convert the dye in a leuko form thereof.
- the photocurable composition is mixed prior to use, applied to the substrate in its desired final shape and the curing is caused by exposing to visible light.
- the photocurable composition provides a step-wise curing profile and therefore a practicable workability.
- the curing is possible at low temperatures, down to -30 °C, e.g.
- a further aspect of the present intervention relates a method for coating a substrate, the method comprises applying a photocurable composition to the substrate and exposing the photocurable composition to visible light.
- the substrate may be a cementeous surface, glass, metal, wood or polymer compounds.
- the photocurable composition may be applied to the surface by brushing, spraying, spinning or scraping. It is possible to apply a solution of the above ingredients in an organic solvent onto a substrate, followed by volatilization of the organic solvent.
- the liquid crystal panel can also be prepared in the following manner.
- the photocurable composition is applied in the form of a frame to the outer periphery of one of the two substrates, and the liquid crystal is added dropwise into the frame.
- the other paired substrate is overlaid thereon in vacuum, and the photocurable composition is cured by applying radiation.
- the photocurable composition for sealing a liquid crystal panel of the present invention may be applied to the surface of the substrate with the use of a dispenser or by screen printing.
- an organic EL layer comprising a transparent electrode, a hole transporting layer, an organic EL layer and a back electrode is formed on a glass or film substrate, then the photocurable composition is applied onto the organic EL layer, and the organic EL layer and a water-impermeable glass or film substrate are laminated together.
- the photocurable composition is cured by applying radiation from the surface or side of the substrate.
- the glued glass was put in a Q-Sun machine (Xenon-Light with Daylight-Filter 0.68 W/m 2 , BlackPanel-Temp. 67°C surface, air-temperature 40°C, humidity 50% r.H) and monitored for 14 days (UV-VIS-measurements).
- the VIS-region of the spectra (> 360 nm) showed no changes, the glasses glued together and could not be detached from each other and showed transparency and colorlessness.
- the glued glass was put in a Q-Sun machine (Xenon-Light with Daylight-Filter 0.68 W/m 2 , BlackPanel-Temp. 67°C surface, air-temperature 40°C, humidity 50% r.H) and monitored for 14 days (UV-VIS-measurements).
- the VIS-region of the spectra (> 360 nm) showed no changes, the glasses glued together and could not be detached from each other and showed transparency and colorlessness.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- General Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Plasma & Fusion (AREA)
- Architecture (AREA)
- Structural Engineering (AREA)
- Paints Or Removers (AREA)
- Polymerisation Methods In General (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US15/301,880 US20170022350A1 (en) | 2014-04-07 | 2015-03-25 | Visible light-curing of photocurable compositions in ambient atmosphere |
CN201580017455.7A CN106133603A (en) | 2014-04-07 | 2015-03-25 | Photocurable composition visible-light curing in ambiance |
EP15711798.7A EP3129832A1 (en) | 2014-04-07 | 2015-03-25 | Visible light-curing of photocurable compositions in ambient atmosphere |
JP2016561668A JP2017518394A (en) | 2014-04-07 | 2015-03-25 | Photocurable composition that is visible light curable under ambient atmosphere |
KR1020167027434A KR20160142829A (en) | 2014-04-07 | 2015-03-25 | Visible light-curing of photocurable compositions in ambient atmosphere |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP14163698.5 | 2014-04-07 | ||
EP14163698 | 2014-04-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2015155011A1 true WO2015155011A1 (en) | 2015-10-15 |
Family
ID=50434121
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2015/056436 WO2015155011A1 (en) | 2014-04-07 | 2015-03-25 | Visible light-curing of photocurable compositions in ambient atmosphere |
Country Status (6)
Country | Link |
---|---|
US (1) | US20170022350A1 (en) |
EP (1) | EP3129832A1 (en) |
JP (1) | JP2017518394A (en) |
KR (1) | KR20160142829A (en) |
CN (1) | CN106133603A (en) |
WO (1) | WO2015155011A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2019515057A (en) * | 2016-03-15 | 2019-06-06 | ナイキ イノヴェイト シーヴィーNike Innovate C.V. | Foam composition and use thereof |
JP6939746B2 (en) * | 2018-10-03 | 2021-09-22 | 東洋インキScホールディングス株式会社 | Polymerizable composition |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4987055A (en) * | 1987-12-22 | 1991-01-22 | Hoechst Aktiengesellschaft | Photopolymerizable composition comprising (meth)acrylates with photooxidizable groups, and a recording material produced therefrom |
US5102775A (en) * | 1988-09-30 | 1992-04-07 | Kansai Paint Co., Ltd. | Visible light sensitive electrodeposition coating composition and image-forming method using the same |
WO2008127930A1 (en) * | 2007-04-13 | 2008-10-23 | Huntsman Advanced Materials Americas Inc. | Dual photoinitiator, photocurable composition, use thereof and process for producing a three dimensional article |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1248036A (en) * | 1968-01-12 | 1971-09-29 | Agfa Gevaert | Photopolymerisation of ethylenically unsaturated organic compounds |
WO2003091287A1 (en) * | 2002-04-26 | 2003-11-06 | Ciba Specialty Chemicals Holding Inc. | Incorporable photoinitiator |
CN101300527B (en) * | 2005-10-27 | 2011-11-23 | 亨斯迈先进材料(瑞士)有限公司 | Antimony-free photocurable resin composition and three dimensional article |
-
2015
- 2015-03-25 EP EP15711798.7A patent/EP3129832A1/en not_active Withdrawn
- 2015-03-25 CN CN201580017455.7A patent/CN106133603A/en active Pending
- 2015-03-25 US US15/301,880 patent/US20170022350A1/en not_active Abandoned
- 2015-03-25 WO PCT/EP2015/056436 patent/WO2015155011A1/en active Application Filing
- 2015-03-25 KR KR1020167027434A patent/KR20160142829A/en unknown
- 2015-03-25 JP JP2016561668A patent/JP2017518394A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4987055A (en) * | 1987-12-22 | 1991-01-22 | Hoechst Aktiengesellschaft | Photopolymerizable composition comprising (meth)acrylates with photooxidizable groups, and a recording material produced therefrom |
US5102775A (en) * | 1988-09-30 | 1992-04-07 | Kansai Paint Co., Ltd. | Visible light sensitive electrodeposition coating composition and image-forming method using the same |
WO2008127930A1 (en) * | 2007-04-13 | 2008-10-23 | Huntsman Advanced Materials Americas Inc. | Dual photoinitiator, photocurable composition, use thereof and process for producing a three dimensional article |
Also Published As
Publication number | Publication date |
---|---|
JP2017518394A (en) | 2017-07-06 |
CN106133603A (en) | 2016-11-16 |
KR20160142829A (en) | 2016-12-13 |
US20170022350A1 (en) | 2017-01-26 |
EP3129832A1 (en) | 2017-02-15 |
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