CN107722215A - The resin manufacture of aliphatic urethane acrylate containing glycol method, the photocurable coating applications composition for light guide plate - Google Patents
The resin manufacture of aliphatic urethane acrylate containing glycol method, the photocurable coating applications composition for light guide plate Download PDFInfo
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- CN107722215A CN107722215A CN201710687060.9A CN201710687060A CN107722215A CN 107722215 A CN107722215 A CN 107722215A CN 201710687060 A CN201710687060 A CN 201710687060A CN 107722215 A CN107722215 A CN 107722215A
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- 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
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6204—Polymers of olefins
- C08G18/6208—Hydrogenated polymers of conjugated dienes
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
- C08G18/6225—Polymers of esters of acrylic or methacrylic acid
- C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
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- 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
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
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- 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
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/005—Stabilisers against oxidation, heat, light, ozone
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- 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
- C08K5/05—Alcohols; Metal alcoholates
- C08K5/053—Polyhydroxylic alcohols
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- 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
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
- C08K5/105—Esters; Ether-esters of monocarboxylic acids with phenols
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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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/20—Diluents or solvents
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
- G02B6/0001—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems
- G02B6/0011—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems the light guides being planar or of plate-like form
- G02B6/0013—Means for improving the coupling-in of light from the light source into the light guide
- G02B6/0015—Means for improving the coupling-in of light from the light source into the light guide provided on the surface of the light guide or in the bulk of it
-
- G—PHYSICS
- G06—COMPUTING; CALCULATING OR COUNTING
- G06F—ELECTRIC DIGITAL DATA PROCESSING
- G06F3/00—Input arrangements for transferring data to be processed into a form capable of being handled by the computer; Output arrangements for transferring data from processing unit to output unit, e.g. interface arrangements
- G06F3/01—Input arrangements or combined input and output arrangements for interaction between user and computer
- G06F3/03—Arrangements for converting the position or the displacement of a member into a coded form
- G06F3/041—Digitisers, e.g. for touch screens or touch pads, characterised by the transducing means
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
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- General Physics & Mathematics (AREA)
- General Engineering & Computer Science (AREA)
- Theoretical Computer Science (AREA)
- Optics & Photonics (AREA)
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- Macromonomer-Based Addition Polymer (AREA)
- Paints Or Removers (AREA)
Abstract
It is used to manufacture the method for the aliphatic urethane acrylate resin containing glycol, the composition containing photocurable polyurethane acrylate resin for high flexibility light guide plate and the transparent resin layer using said composition the present invention relates to a kind of.Do not cause transfer phenomena according to the resin combination of the present invention with the tack similar to silicone and with excellent antistatic effect and under the conditions of high temperature and high temperature/high humidity, therefore it can be used in the diaphragm product for touch panel and liquid crystal display manufacture method and the diaphragm product for shipment and can also be used in the glass and plastic protective film for plastics product for requiring possess tack.
Description
Technical field
The present invention relates to a kind of method for being used for aliphatic urethane acrylate resin of the manufacture containing glycol, for Gao Rou
Property light guide plate the composition containing photocurable polyurethane acrylate resin and using said composition transparent resin layer.
According to the resin combination of the present invention with the tack similar to silicone and with excellent antistatic property and in height
Transfer phenomena occurs under the conditions of temperature and high temperature/high humidity, thus it can be used in for touch panel and liquid crystal display
The diaphragm product of manufacture method and the diaphragm product for shipment, and the glass for requiring possess tack can also be used in
Glass and plastic protective film for plastics product.
Background technology
In a routine techniques, as the material for being used as containing the pressure-sensitive adhesive layer based on polyurethane resin for being formed
Adhesive compound, it is known that a kind of resin combination, its without using any tin compound as catalyst in the case of present
High response and make that reaction can be crosslinked between polyalcohol and polyfunctional isocyanate compound.
In another routine techniques, it is known that there is the isocyanate compound of oligoalkylene oxide structure and the glue containing the compound
Adhesive composition can improve crosslinking rate, shorten hardening time, and meet antistatic property, durability and re-workability
It is required that.
As the resin with excellent tack, the group being mainly made up of the silicone with very low surface tension is used
Compound.However, because silicone has low surface tension and high-fire resistance, it is can be used in requirement to possess this self-adhesion
Property and heat resistance resin material, but cost is high, antistatic property is low, and the transfer of tiny silicone oil can change touch screen panel
The surface nature of plate and LCD material, therefore cause the various problems in manufacture method, specifically low antistatic effect
Fine dust can be attracted and cause the pollution of adherend.
In conventional technique, do not consider in tack, antistatic property and the performance improvement in terms of preventing surface contamination.
Therefore, recently for occurring without the surface contamination of adherend with high-antistatic performance, under the conditions of high temperature and high temperature/high humidity
There is demand for the fluoropolymer resin that phenomenon has similar to the excellent antistatic property of silicone resin simultaneously.
The content of the invention
Technical task
It is used to manufacture the aliphatic urethane acrylate resin containing glycol it is an object of the present invention to provide a kind of
Method.
It is a further object to provide a kind of the aliphatic polyurethane propylene containing glycol is included for light guide plate
The photocurable coating applications composition of acid ester resin and the transparent resin layer using said composition.
It is also another object of the present invention to provide a kind of touch panel with transparent resin layer.
Technical scheme
To achieve these goals, an embodiment of the invention provides a kind of for manufacturing the aliphatic poly containing glycol
The method of chlorinated polyethylene；This method include make glycol compound, aliphatic isocyanates, aliphatic simple function or
Polyfunctional acrylate monomer reacts.
Another embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate tree containing glycol
The method of fat；This method includes：Make the first step and make that glycol compound reacts with aliphatic polymeric isocyanate
The second step that reactant reacts with aliphatic simple function or polyfunctional acrylate monomer obtained in first step.
An embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate resin containing glycol
Method, wherein glycol compound is hydrogenated polybutadiene diol.
An embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate resin containing glycol
Method, wherein hydrogenated polybutadiene diol have 1,000 to 4,000 molecular weight.
An embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate resin containing glycol
Method, wherein the aliphatic urethane acrylate resin containing glycol have 1,000 to 45,000 weight average molecular weight.
An embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate resin containing glycol
Method, wherein aliphatic polymeric isocyanate be selected from by hexamethylene diisocyanate, the isocyanide of 4,4- dicyclohexyl methyl hydrides two
Acid esters, 1,4- tetramethylene diisocyanates, 1,10- decamethylenes diisocyanate, IPDI, 1,4- rings
The tripolymer of hexane diisocyanate, the tripolymer of hexamethylene diisocyanate and IPDI is formed
Group it is at least one.
An embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate resin containing glycol
Method, wherein aliphatic monofunctional acrylate monomer be selected from by acrylamide, (methyl) dimethylaminoethyl acrylate,
(methyl) Hydroxyethyl Acrylate, (methyl) hydroxypropyl acrylate, (methyl) hydroxybutyl acrylate, hydroxyl polycaprolactone list
Acrylate, (methyl) isobornyl acrylate, (methyl) isobomyl acrylate base oxygen ester, (methyl) lauryl base
It is ester, dicyclopentadiene (methyl) acrylate, (methyl) acrylic acid tetrahydrofuran ester, (methyl) acrylate, butoxy ethyl, poly-
The group that diethylene glycol monoacrylate and polypropylene glycol mono acrylic ester are formed it is at least one.
An embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate resin containing glycol
Method, wherein aliphatic polyfunctional acrylate monomer be selected from by ethylene glycol two (methyl) acrylate, dicyclopentenyl
Two (methyl) acrylate, triethylene glycol two (methyl) acrylate, tetraethylene glycol two (methyl) acrylate, trihydroxy methyl third
Alkane two (methyl) acrylate, trimethylolpropane tris (methyl) acrylate, trimethylolpropane tris oxygen propyl group three (methyl)
Acrylate, trimethylolpropane tris oxygen ethyl three (methyl) acrylate, tripropylene glycol two (methyl) acrylate, two or three hydroxyls
Methylpropane four (methyl) acrylate, neopentyl glycol two (methyl) acrylate, ethoxylated neopentylglycol two (methyl) third
Olefin(e) acid ester, butanediol two (methyl) acrylate, hexylene glycol two (methyl) acrylate, hexamethylene glycol two (methyl) propylene
Acid esters, pentaerythrite three (methyl) acrylate, pentaerythrite four (methyl) acrylate, dipentaerythritol five (methyl) propylene
The group that acid esters and dipentaerythritol six (methyl) acrylate are formed it is at least one.
An embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate resin containing glycol
Method, this method also include polymerization inhibitor is mixed and reacted.
An embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate resin containing glycol
Method, wherein polymerization inhibitor is quinhydrones.
An embodiment of the invention provides a kind of for manufacturing the aliphatic urethane acrylate resin containing glycol
Method, wherein hydrogenated polybutadiene diol is as the compound representated by below formula：
Wherein n represents 20 to 50 integer.
Another embodiment of the invention offer is a kind of to include the aliphatic polyurethane containing hydrogenated polybutadiene diol
The photocurable coating applications composition for light guide plate of acrylate, Photoepolymerizationinitiater initiater and antioxidant.
An embodiment of the invention provides a kind of photocurable coating applications composition for light guide plate, wherein photopolymerization
Initiator is selected from by 1- hydroxycyclohexylphenylketones, 2,2- dimethoxy -2- phenylacetone acyls benzene, 2- hydroxy-2-methyls -1-
Phenyl -1- acetone, 1- (4- isopropyl phenyls) -2- hydroxy-2-methyl -1- acetone, 1,1- dimethoxy dioxies benzoin, 3,
3'- dimethyl -4- methoxy benzophenones, 1- (4- dodecylphenyls) -2- hydroxy-2-methyl -1- acetone, 2- methyl isophthalic acids -
[4- (methyl mercapto) phenyl] -2- morpholinyl -1- acetone, 2,4,6- trimethyl benzoyl diphenyl bases phosphine oxide, 2,4,6- front threes
Base benzoylphenyl phosphinic acid ethyl ester, double (2,6- Dimethoxybenzoyls) -2,4,4- trimethylpentylphosphine oxides, double acyl groups
Phosphine oxide, methylbenzoyl formate, 4- benzoyl -4'- methyldiphenyls thioether, benzyl dimethyl ketal, Fluorenone, fluorenes,
Benzaldehyde, benzoin ethyl ether, benzoin propyl ether, 2- benzyl -2- dimethylaminos -1- (4- morpholino phenyls) -1- butanone,
Acetophenone, 3- methyl acetophenones, benzophenone, 4,4'- dimethoxy-benzophenones, 4,4'- diaminobenzophenones, 3,3',
4,4'- tetra- (tert-butyl hydroperoxide carbonyl) benzophenone, acetophenone benzyl ketals, triphenylamine, carbazole, 4- chlorobenzophenones,
The chloro- oxygen of 4- third of anthraquinone, xanthone, diethyl thioxanthone, ITX, ITX, CTX, 1-
Base thioxanthones, xanthene, thioxanthene, cumarin, coumarin ketone, benzyl dimethyl ketal, benzophenone, 1- hydroxycyclohexylphenyls
Ketone, 2,4,6- trimethyl benzoyl diphenyl bases phosphine oxide, 2,4,6- trimethylbenzoyl phenyls etherophosphoric acid, double (2,6-
Dimethoxybenzoyl) -2,4,4- trimethylpentylphosphine oxides, 2- methyl isophthalic acids-[4- (methyl mercapto) phenyl] -2- morpholinyls -
The group that 1- acetone and 2- benzyl -2- dimethylaminos -1- (4- morpholino phenyls) -1- butanone are formed it is at least one.
An embodiment of the invention provides a kind of photocurable coating applications composition for light guide plate, wherein anti-oxidant
Agent is selected from least one of the group being made up of phenol antioxidant, sulphur class antioxidant and phosphorus antioxidants.
An embodiment of the invention provides a kind of photocurable coating applications composition for light guide plate, and wherein phenols resists
Oxidant is selected from by single phenols, such as BHT, butylated hydroxy anisole, 2,6- di-t-butyls-to second
Base phenol, octadecyl-β-(3,5- di-tert-butyl-hydroxy phenyls) propionic ester, different monooctyl ester -3- (3,5- di-t-butyl -4- hydroxyls
Phenyl) propionic ester, double (n-octyl sulphur) -6- (4- hydroxyl -3,5- di-tert-butyls the amido) -1,3,5- triazines of 2,4-, 2,4- be double
[(octyl group sulphur) methyl] orthoresol；Bisphenols, such as 2,2'- di-2-ethylhexylphosphine oxide (4- methyl-6-tert butyl phenol), 2,2'- methylene
Double (4- ethyl -6- tert-butyl phenols), 4,4'- sulphur double (3- methyl-6-tert butyl phenol), 4,4' butylidene biss (3- methyl-6-terts
Butylphenol), triethylene glycol-bis- [3- (the 3- tert-butyl group -5- methyl -4- hydroxy phenyls) propionic ester], 1,6-HD-bis- [3- (3,
5- di-tert-butyl-hydroxy phenyls) propionic ester], N, N'- hexamethylene bis (3,5- di-t-butyls -4- hydroxyls-hydrogen cinnamic acid
Ester), 2,2- sulphur-di ethylene bis [3- (3,5- di-tert-butyl-hydroxy phenyls) propionic ester], 3,5- di-t-butyl -4- hydroxyls
Double [1,1- dimethyl -2- { the β-(3- tertiary butyl-4-hydroxy -5- aminomethyl phenyls) propionyl oxygen of benzylphosphate-diethyl ester, 3,9-
Base } ethyl], the oxaspiros of 2,4,8,10- tetra- [5,5] hendecane, double (ethyl -3,5- di-tert-butyl-4-hydroxyl benzyls sulphonic acid esters)
Calcium；1,1,3- tri- (2- methyl -4- hydroxyl -5- tert-butyl-phenyls) butane, (the bis- tertiary fourths of 3,5- of 1,3,5- trimethyls -2,4,6- three
Base -4- hydroxybenzyls) benzene, four-[methylene -3- (3', 5'- di-t-butyl -4'- hydroxy phenyls) propionic ester] methane, it is double [3,
3'- is double-(4'- hydroxyl -3'- tert-butyl-phenyls) butyric acid] glycol ester, three (3,5- di-tert-butyl-4-hydroxyl benzyls) isocyanide ureas
Acid esters and 1,3,5- tri- (3', 5'- di-t-butyl -4'- hydroxybenzyls)-guanamine, 4,6- (1H, 3H, 5H)-triketone institute group
Into group it is at least one.
An embodiment of the invention provides a kind of photocurable coating applications composition for light guide plate, and wherein sulphur class resists
Oxidant be selected from by 3,3'- thio-2 acids two (dodecyl) ester, (myristyl) ester of 3,3'- thio-2 acids two and
The group that 3,3'- thio-2 acids two (octadecyl) ester is formed it is at least one.
An embodiment of the invention provides a kind of photocurable coating applications composition for light guide plate, wherein Phosphorus anti-
Oxidant is selected from different by phosphorous acid esters, such as triphenyl, diphenylisodecyl base ester, phosphoric acid phenyl two
Decyl ester, phosphorous acid three (nonyl phenyl) ester, diiso decyl pentaerythritol phosphite, three (2,4- di-t-butyls) phosphorous acid
Double (octadecyl) phosphite esters of ester, the base of ring neopentane four, the base of ring neopentane four double (2,4- di-tert-butyl-phenyls) phosphate, rings
The base of neopentane four double (2,4- di-t-butyl -4- aminomethyl phenyls) phosphite ester, double [2- di-t-butyl -6- methyl -4- (2- (18
Alkyloxycarbonyl) ethyl) phenyl] hydrogenation phosphite ester；And it is oxide-based, such as the miscellaneous -10- phospho hetero phenanthrenes of 9,10- dihydro-9-oxy -
10- oxides, the miscellaneous -10- phospho hetero phenanthrenes -10- oxides of 10- (3,5- di-tert-butyl-hydroxy phenyls) -9,10- dihydro-9-oxies,
The group that the miscellaneous -10- phospho hetero phenanthrenes -10- oxides of 10- silane epoxide -9,10- dihydro-9-oxies are formed it is at least one.
An embodiment of the invention provides a kind of photocurable coating applications composition for light guide plate, also comprising tetrahydrochysene
Folic acid is as diluting monomer.
Another embodiment of the invention provides a kind of transparent resin layer, wherein by it is above-mentioned for light guide plate can light consolidate
Change coating composition on substrate.
Another embodiment of the invention provides a kind of touch panel with transparent resin layer.
Advantageous effects
By making low molecular weight silicone oil react the silicone tree of the tack with enhancing in the presence of a catalyst
Fat synthesizes high molecular weight silicone resin.There are the silicone resin so synthesized some final unreacted materials to be detained simultaneously
And unreacted silicone oil the problem of being transferred to the surface of adherend under high temperature and high temperature/high humidity environment.Due to its uniqueness
Characteristic, silicone has low-down surface tension, therefore can change the physical property on adherend surface, in addition when with a small amount of and
During use.Polyurethane acrylate resin according to the present invention is the resin obtained by polyurethane reaction, not only shows class
It is similar to the tack of silicone resin and does not cause by unreacting substance is made under high temperature and high temperature/high humidity environment even
Into surface contamination, and also provide high-antistatic ability by the coordinate bond with metal ion, therefore can be used as
Pressure sensitive adhesive for the preparation of touch panel and liquid crystal display component and material.
Embodiment
Hereinafter, the preferred embodiment of the present invention will be described in further detail.It should be appreciated that in this specification and
Term or word used in appended claims should not be regarded as being limited to general sense and dictionary meanings, but should be based on
Meet the implication of each technical elements of the present invention and conceive and explain.
Embodiment described in this specification is the preferred embodiment of the present invention, but does not represent the institute of the present invention
There are technical elements, therefore various equivalents and the modification that can substitute these embodiments may be present in the submission of the application.
According to the embodiments of the present invention, the aliphatic urethane acrylate resin containing glycol can be by making glycol
Class compound, aliphatic polymeric isocyanate, aliphatic simple function or polyfunctional acrylate monomer react and manufactured.More
Body, the aliphatic urethane acrylate resin containing glycol can manufacture by the following method, and this method includes making glycol
The reactant that first step that class compound and aliphatic polymeric isocyanate react and making is obtained in the first step with
The second step that aliphatic simple function or polyfunctional acrylate monomer react.
Here, it is preferred that use the glycol compound of 200 to 500 parts by weight, the aliphatic poly of 50 to 300 parts by weight
The aliphatic simple function or polyfunctional acrylate monomer of isocyanates and 50 to 400 parts by weight.
If necessary, the catalyst of 0.05 to 0.5 parts by weight can also be used.As the catalyst, can be preferably used
Dibutyl tin laurate.
Polymerization inhibitor can be used with the amount of 0.01 to 1 parts by weight.As polymerization inhibitor, quinhydrones can be preferably used.
The molecular weight of hydrogenated polybutadiene diol is preferably 1,000 to 4,000, and the aliphatic polyurethane containing glycol
The weight average molecular weight of acrylate is preferably 1,000 to 45,000.
Hydrogenated polybutadiene diol is preferably as the compound representated by below formula：
Wherein n represents 20 to 50 integer.
By means of as the compound representated by above chemical formula, the flexibility with excellent surface tension force adds tack,
And in order to assign these performances, the main chain of resin has the linear polymer similar to silicone, very flexible so as to be formed
Resin.
Further, since the chemical bond or physical bond with resin backbone for assigning antistatic property, thus resin
With excellent antistatic property, and cause when exposed to high temperature and high temperature/high humidity condition the possibility of transfer phenomena
Reduce.
Aliphatic polymeric isocyanate is preferably selected from different by hexamethylene diisocyanate, 4,4- dicyclohexyl methyl hydrides two
Cyanate, 1,4- tetramethylene diisocyanates, 1,10- decamethylenes diisocyanate, IPDI, 1,4-
The tripolymer institute group of cyclohexane diisocyanate, the tripolymer of hexamethylene diisocyanate and IPDI
Into group it is at least one.
Aliphatic monofunctional acrylate monomer is preferably selected from by acrylamide, (methyl) acrylate second
Ester, (methyl) hydroxyethyl acrylate, (methyl) hydroxyethyl methacrylate, (methyl) hydroxybutyl acrylate, hydroxyl gather in oneself
Ester mono acrylic ester, isoborneol (methyl) acrylate, isoborneol oxygen (methyl) acrylate, (methyl) lauryl base
It is ester, bicyclopentadiene (methyl) acrylate, (methyl) acrylic acid tetrahydrofuran ester, (methyl) acrylate, butoxy ethyl, poly-
Diethylene glycol monoacrylate and polypropylene glycol mono acrylic ester are at least one by the group that is formed.
Aliphatic polyfunctional acrylate monomer is preferably selected from by ethylene glycol two (methyl) acrylate, dicyclopentenyl
Base two (methyl) acrylate, triethylene glycol two (methyl) acrylate, tetraethylene glycol two (methyl) acrylate, trihydroxy methyl
Propane two (methyl) acrylate, trimethylolpropane tris (methyl) acrylate, (first of trimethylolpropane tris oxygen propyl group three
Base) acrylate, trimethylolpropane tris oxygen ethyl three (methyl) acrylate, tripropylene glycol two (methyl) acrylate, two
(trimethylolpropane) four (methyl) acrylate, neopentyl glycol two (methyl) acrylate, (first of neopentyl glycol propoxylation two
Base) acrylate, butanediol two (methyl) acrylate, hexylene glycol two (methyl) acrylate, hexylene glycol two (methyl) propylene
Acid esters, pentaerythrite three (methyl) acrylate, pentaerythrite four (methyl) acrylate, dipentaerythritol five (methyl) propylene
The group that acid esters and dipentaerythritol six (methyl) acrylate are formed it is at least one.
Photocurable coating applications composition for light guide plate contains hydrogenation polybutadiene comprising preferably 20 to 80 parts by weight
The antioxygen of the aliphatic urethane acrylate resin of enediol, the Photoepolymerizationinitiater initiater of 1 to 5 parts by weight and 1 to 10 parts by weight
Agent.
Photocurable coating applications composition for light guide plate can also include the diluting monomer of 10 to 100 parts by weight, and excellent
Tetrahydrofolic acid is used as diluting monomer by selection of land.
Photoepolymerizationinitiater initiater is preferably selected from by 1- hydroxycyclohexylphenylketones, 2,2- dimethoxy -2- phenylacetones
Acyl benzene, 2- hydroxy-2-methyl -1- phenyl -1- acetone, 1- (4- isopropyl phenyls) -2- hydroxy-2-methyl -1- acetone, 1,1- bis-
Methoxyl group dioxy benzoin, 3,3'- dimethyl -4- methoxy benzophenones, 1- (4- dodecylphenyls) -2- hydroxyl -2- first
Base -1- acetone, 2- methyl isophthalic acids-[4- (methyl sulphur) phenyl] -2- morpholinyl -1- acetone, 2,4,6- trimethyl benzoyl diphenyls
Base phosphine oxide, ethyl -2,4,6- trimethylbenzoyl phenyls phosphonate ester, double (2,6- Dimethoxybenzoyls) -2,4,4-
Trimethylpentylphosphine oxide, double acylphosphine oxides, methylbenzoyl formate, 4- benzoyl -4'- methyldiphenyls thioether,
Benzyl dimethyl ketal, Fluorenone, fluorenes, benzaldehyde, benzoin ethyl ether, benzoin propyl ether, 2- benzyl -2- dimethylaminos -
1- (4- morpholino phenyls) -1- butanone, acetophenone, 3- methyl acetophenones, benzophenone, 4,4'- dimethoxy-benzophenones, 4,
4'- diaminobenzophenones, 3,3', 4,4'- tetra- (tert-butyl hydroperoxide carbonyl) benzophenone, acetophenone benzyl ketals, triphen
Base amine, carbazole, 4- chlorobenzophenones, anthraquinone, xanthone, diethyl thioxanthone, ITX, 4- isopropylthioxanthones
The chloro- 4- propoxythioxanthones of ketone, CTX, 1-, xanthene, thioxanthene, cumarin, coumarin ketone, benzyl dimethyl ketal, two
Benzophenone, 1- hydroxycyclohexylphenylketones, 2,4,6- trimethyl benzoyl diphenyl bases phosphine oxide, ethyl -2,4,6- trimethyls
Benzoylphenyl phosphate, double-(2,6- Dimethoxybenzoyls) -2,4,4- trimethylpentylphosphine oxides, 2- methyl isophthalic acids -
[4- (methyl sulphur) phenyl] -2- morpholinyl -1- acetone and 2- benzyl -2- dimethylaminos -1- (4- morpholino phenyls) -1- fourths
The group that ketone is formed it is at least one.
Antioxidant is preferably selected from and is made up of phenol antioxidant, sulphur class antioxidant and phosphorus antioxidants
Group it is at least one.
Phenol antioxidant is selected from single phenols, such as 2,6- di-t-butyl-paracresol, butylhydroxy fennel
Ether, 2,6- di-t-butyls-to ethyl phenol, octadecyl-β-(3,5- di-tert-butyl-hydroxy phenyls) propionic ester, iso-octyl -3-
(3,5- di-tert-butyl-hydroxy phenyls) propionic ester, 2,4- pairs-(n-octyl sulphur) -6- (4- hydroxyl -3,5- di-tert-butyl anilines
Base) -1,3,5- triazines, double [(octyl group sulphur) methyl] orthoresols of 2,4-；Bisphenols, such as 2,2'- di-2-ethylhexylphosphine oxide (4- methyl -6-
Tert-butyl phenol), 2,2' methylene bis (4- ethyl -6- tert-butyl phenols), 4,4'- sulphur double (3- methyl-6-tert butyl phenol), 4,4'-
Butylidene double (3- methyl-6-tert butyl phenol), triethylene glycol-bis- [3- (the 3- tert-butyl group -5- methyl -4- hydroxy phenyls) propionic acid
Ester], 1,6-HD-bis- [3- (3,5- di-tert-butyl-hydroxy phenyls) propionic ester], N, the N'- hexamethylene bis (uncles of 3,5- bis-
Butyl -4- hydroxyls-hydrogen cinnamate), 2,2- sulphur-di ethylene bis [3- (3,5- di-tert-butyl-hydroxy phenyls) propionic ester],
Double [1,1- dimethyl -2- { the β-(the 3- tert-butyl group -4- hydroxyls of 3,5- di-tert-butyl-4-hydroxyl benzyls phosphate-diethyl ester, 3,9-
Base -5- aminomethyl phenyls) propionyloxy ethyl], the oxaspiros of 2,4,8,10- tetra- [5,5] hendecane, double (two tertiary fourths of ethyl -3,5-
Base -4- hydroxybenzyls sulphonic acid ester) calcium；1,1,3- tri- (2- methyl -4- hydroxyl -5- tert-butyl-phenyls) butane, 1,3,5- trimethyls -
2,4,6- tri- (3,5- di-tert-butyl-4-hydroxyl benzyls) benzene, four-[methylene -3- (3', 5'- di-t-butyl -4'- hydroxy phenyls)
Propionic ester] methane, double [3,3'- double-(4'- hydroxyl -3'- tert-butyl-phenyls) butyric acid] glycol esters, three-(3,5- di-t-butyls -
4- hydroxybenzyls) isocyanuric acid ester and 1,3,5- tri- (3', 5'- di-t-butyl -4'- hydroxybenzyls) guanamine, 4,6- (1H,
3H, 5H) group that is formed of triketone it is at least one.
Sulphur class antioxidant is preferably selected from by docosyl -3,3'- thiodipropionic acids ester, 3,3'- thiodipropionic acids two
The group that (myristyl) ester and 3,3'- thiodipropionic acids two (octadecyl) ester are formed it is at least one.
Phosphorus antioxidants are preferably selected from different by phosphorous acid esters, such as triphenyl phosphite, phosphorous acid diphenyl
Decyl ester, diisodecyl phenyl phosphite, phosphorous acid three (nonyl phenyl) ester, diiso decyl pentaerythritol phosphite, three
Double (octadecyl) phosphite esters of (2,4- di-t-butyls) phosphite ester, the base of ring neopentane four, the double (2,4- bis- of the base of ring neopentane four
Tert-butyl-phenyl) phosphite ester, ring neopentane four base two (2,4- di-t-butyl -4- aminomethyl phenyls) phosphite ester, double [uncles of 2- bis-
Butyl -6- methyl -4- { 2- (octadecyl oxygen carbonyl) ethyl } phenyl] H-Phosphonate；And it is oxide-based, such as 9,10- bis-
Hydrogen -9- oxa- -10- phospho hetero phenanthrene -10- oxides, 10- (3,5- di-tert-butyl-4-hydroxyl benzyls) -9,10- dihydro-9-oxies be miscellaneous -
10- phospho hetero phenanthrene -10- oxides, the miscellaneous -10- phospho hetero phenanthrenes -10- oxides of 10- silane epoxide -9,10- dihydro-9-oxies are formed
Group is at least one.
Aliphatic urethane acrylate resin containing glycol can manufacture according to following reactions steps (I).Due to tree
The infiltration of resin decomposition and moisture when fat is exposed to high temperature and high temperature/high humidity environment, it may occur that the surface contamination of adherend.
In order to solve this problem, the resin manufactured as follows can be prevented due to because of the high crosslink density in resin and appropriate
Resin decomposition caused by heat produced by heat stabilizer, and the infiltration and therefore of moisture can be prevented using suitable plasticizer
Prevent the pollution of adherend.
[reactions steps (I)]
Wherein P can be represented by below formula (1).
[chemical formula (1)]
In chemical formula (1) more than, n can be 10 to 100, preferably 20 to 50, more preferably 30 to 40, and k
Can be 1 to 10, preferably 1 to 5, more preferably 2.
Urethane acrylate compound can be by making the compound obtained in above reactions steps (1) with such as existing
Acrylate shown in following reactions steps (II) reacts and obtained.
[reactions steps (II)]
Wherein P can be represented by below formula (1).
[chemical formula (1)]
In above chemical formula (1), n can be 10 to 100, preferably 20 to 50, more preferably 30 to 40, and k can
To be 1 to 10, preferably 1 to 5, more preferably 2.
As another example, the aliphatic urethane acrylate resin containing glycol can be according to following reactions steps
(III) prepare.
[reactions steps (III)]
Wherein P can be representative by below formula (1).
[chemical formula (1)]
In chemical formula (1) more than, n can be 10 to 100, preferably 20 to 50, more preferably 30 to 40, and k
Can be 1 to 10, preferably 1 to 5, more preferably 2.
Here, diisocyanate cpd (OCN-L-NCO) is preferably used as the change representated by below formula (2)
Compound.
[chemical formula (2)]
Here, L can be represented by below formula (3).
[chemical formula (3)]
Urethane acrylate compound can by make compound obtained in above reactions steps (III) with such as
Acrylate shown in following reactions steps (IV) reacts and obtained.
[reactions steps (IV)]
Wherein P can be representative by below formula (1).
[chemical formula (1)]
In chemical formula (1) more than, n can be 10 to 100, preferably 20 to 50, more preferably 30 to 40, and k
Can be 1 to 10, preferably 1 to 5, more preferably 2.
Here, L can be representative by below formula (3).
[chemical formula (3)]
In addition, a kind of transparent resin layer is provided according to the present invention, wherein the above-mentioned photocurable for light guide plate is applied
Feed composition is coated on substrate.
In addition, provide a kind of touch panel with above-mentioned transparent resin layer according to the present invention.
Hereinafter, operation and the effect of the present invention will be more fully described by specific embodiment.However, these are implemented
Example provide for illustrative purposes only, and the scope of the present invention be not intended to it is limited by such embodiments.Each
In embodiment, molecular weight represents weight average molecular weight, unless otherwise indicated.
<Embodiment>
Embodiment 1：The synthesis of urethane acrylate oligomer (HUA-01)
By 150g IPDI and 360g have 2,100 molecular weight as representated by below formula
Hydrogenated polybutadiene diol be added in four-neck flask, thereto add 0.1g quinhydrones as polymerization inhibitor, then this is mixed
Compound is stirred at room temperature about 60 minutes.Then, temperature is increased to about 70 DEG C and reacted up to 2 hours.By 100g's
Caprolactone acrylate and 0.1g dilaurate dibutyl tin are mixed as catalyst, and in 1 hour dropwise
Addition.After end is added dropwise, the acrylate that 60g up to 2 hours, is then added dropwise is reacted up to 30 points
Clock.Hereafter, after reaction 1 hour, infra-red sepectrometry shows that isocyanate peak has disappeared.
Production Example 1：The manufacture of final preparation composition
3g Irgacure 184 and 0.1g Irgacure 1010 is added to the dilute of 20g as Photoepolymerizationinitiater initiater
In the THFA for releasing monomer IBOA and 20g, the mixture is stirred at room temperature 30 minutes.After complete dissolution, 60g conjunction is added
Generating polyurethane acrylate HUA-01, the mixture is stirred 30 minutes to prepare composition.
Production Example 2：Manufacture for the transparent resin sheet of light guide plate
Silicone sheets (2mm) with the width that size is 100cm and the rectangular hollow chamber of 100cm length are placed in the demoulding
On the glass plate of agent coating, with composition prepared in 2mm height injection Production Example 1, then by using equipped with height
The ultraviolet curing device of pressure mercury lamp and metal halide lamp is with 1,000mJ/cm2UV light is radiated and is solidified and prepare and be used for
The transparent resin sheet of light guide plate.
Comparative example 1：The synthesis of urethane acrylate oligomer (UA-01)
Except replacing diisocyanate and by as having 2,000 representated by below formula with toluene di-isocyanate(TDI)
Molecular weight PCDL be used as polyalcohol beyond, remaining by with it is same in embodiment 1 in a manner of synthesis of polyurethane third
Olefin(e) acid ester oligomer.It is thus identified that isocyanate peak has disappeared.
Comparative example 2：The synthesis of urethane acrylate oligomer (UA-02)
Except will have 2,000 molecular weight as the polypropylene glycol representated by below formula be used as polyalcohol beyond,
Remaining synthesis of polyurethane acrylate oligomer in a manner of similarly to Example 1.It is thus identified that isocyanate peak has disappeared.
Comparative example 3：The synthesis of urethane acrylate oligomer (UA-03)
Except will have 2,800 molecular weight as the polybutadiene representated by below formula be used as polyalcohol beyond, its
The remaining synthesis of polyurethane acrylate oligomer in a manner of similarly to Example 1.It is thus identified that isocyanate peak has disappeared.
Compare Production Example 1 to 3
Except using comparative example 1 to 3 urethane acrylate oligomer UA-01 to UA-03 in addition to, remaining with preparation
Same mode manufactures preparation compositions in example 1 (manufacture of urethane acrylate oligomer).Then, except using above-mentioned institute
Beyond the preparation compositions of manufacture, remaining by with preparation example 1 (be used for light guide plate transparent resin sheet manufacture) it is same in a manner of
Prepare the transparent resin sheet for light guide plate.
Test example：The measurement of physical property
To embodiment and comparative example physical properties, result is listed in following table 1.
[table 1]
As shown in table 1, it is confirmed, in the case of the PMMA according to comparative example, the thickness of piece and flexible reduction.In silicon
In the case of ketone, mist degree is higher and refractive index is low.Higher refractive index means that characteristic is more excellent for brightness.When
During using toluene di-isocyanate(TDI) and PCDL, optical property (such as mist degree and yellowness index), which is deteriorated, (compares manufacture
Example 1).When using polypropylene glycol, refractive index is slightly insufficient (comparing Production Example 2).When using polybutadiene diol, because it
With unsaturated double-bond, therefore yellowness index is high (comparing Production Example 3).On the other hand, because be used for optical applications with
Hydrogen substitutes unsaturated double-bond and manufactures hydrogenated polybutadiene diol, therefore they are excellent (manufactures in optical property etc.
Example 2).
Claims (20)
1. it is a kind of be used for manufacture the aliphatic urethane acrylate resin containing glycol method, including make glycol compound,
Aliphatic polymeric isocyanate, aliphatic simple function or polyfunctional acrylate monomer react.
2. the method according to claim 1 for being used to manufacture the aliphatic urethane acrylate resin containing glycol, including
Make the first step and make in the first step that the glycol compound reacts with the aliphatic polymeric isocyanate
Obtained in the second step that reacts of reactant and the aliphatic simple function or polyfunctional acrylate monomer.
3. the method according to claim 1 for being used to manufacture the aliphatic urethane acrylate resin containing glycol, wherein
The glycol compound is hydrogenated polybutadiene diol.
4. according to claim 3 be used to manufacture the aliphatic urethane acrylate resin methods containing glycol, wherein institute
Stating hydrogenated polybutadiene diol has 1,000 to 4,000 molecular weight.
5. the method according to claim 3 for being used to manufacture the aliphatic urethane acrylate resin containing glycol, wherein
The aliphatic urethane acrylate resin containing glycol has 1,000 to 45,000 weight average molecular weight.
6. the method according to claim 1 for being used to manufacture the aliphatic urethane acrylate resin containing glycol, wherein
The aliphatic polymeric isocyanate is selected from by hexamethylene diisocyanate, 4,4- dicyclohexyl methyl hydride diisocyanates, 1,
4- tetramethylene diisocyanates, 1,10- decamethylenes diisocyanate, IPDI, 1,4- hexamethylenes two
The group that the tripolymer of isocyanates, the tripolymer of hexamethylene diisocyanate and IPDI is formed
It is at least one.
7. the method according to claim 1 for being used to manufacture the aliphatic urethane acrylate resin containing glycol, wherein
The aliphatic monofunctional acrylate monomer is selected from by acrylamide, (methyl) dimethylaminoethyl acrylate, (methyl)
Hydroxyethyl acrylate, (methyl) hydroxyethyl methacrylate, (methyl) hydroxybutyl acrylate, hydroxyl polycaprolactone list acrylic acid
Ester, isoborneol (methyl) acrylate, isoborneol oxygen (methyl) acrylate, dodecyl (methyl) acrylate, two rings penta
Diene (methyl) acrylate, (methyl) acrylic acid tetrahydrofuran ester, (methyl) acrylate, butoxy ethyl, polyethyleneglycol third
The group that olefin(e) acid ester and polypropylene glycol mono acrylic ester are formed it is at least one.
8. the method according to claim 1 for being used to manufacture the aliphatic urethane acrylate resin containing glycol, wherein
The aliphatic polyfunctional acrylate monomer is selected from by ethylene glycol two (methyl) acrylate, dicyclopentenyl two (methyl)
Acrylate, triethylene glycol two (methyl) acrylate, tetraethylene glycol two (methyl) acrylate, (first of trimethylolpropane two
Base) acrylate, trimethylolpropane tris (methyl) acrylate, trimethylolpropane tris oxygen propyl group three (methyl) acrylic acid
Ester, trimethylolpropane tris oxygen ethyl three (methyl) acrylate, tripropylene glycol two (methyl) acrylate, two (trihydroxy methyls
Propane) four (methyl) acrylate, neopentyl glycol two (methyl) acrylate, neopentyl glycol propoxylation two (methyl) acrylic acid
Ester, butanediol two (methyl) acrylate, hexylene glycol two (methyl) acrylate, hexamethylene glycol two (methyl) acrylic acid
Ester, pentaerythrite three (methyl) acrylate, pentaerythrite four (methyl) acrylate, dipentaerythritol five (methyl) acrylic acid
The group that ester and dipentaerythritol six (methyl) acrylate are formed it is at least one.
9. the method according to claim 1 for being used to manufacture the aliphatic urethane acrylate resin containing glycol, is also wrapped
Include and polymerization inhibitor is mixed and makes its reaction.
10. the method according to claim 9 for being used to manufacture the aliphatic urethane acrylate resin containing glycol, wherein
The polymerization inhibitor is quinhydrones.
11. the method according to claim 3 for being used to manufacture the aliphatic urethane acrylate resin containing glycol, wherein
The hydrogenated polybutadiene diol is as the compound representated by below formula：
Wherein n represents 20 to 50 integer.
12. a kind of photocurable coating applications composition for light guide plate, include the aliphatic poly containing hydrogenated polybutadiene diol
Chlorinated polyethylene, Photoepolymerizationinitiater initiater and antioxidant.
13. the photocurable coating applications composition according to claim 12 for light guide plate, wherein the photopolymerization triggers
Agent is selected from by 1- hydroxycyclohexylphenylketones, 2,2- dimethoxy -2- phenylacetone acyls benzene, 2- hydroxy-2-methyl -1- benzene
Base -1- acetone, 1- (4- isopropyl phenyls) -2- hydroxy-2-methyl -1- acetone, 1,1- dimethoxy dioxies benzoin, 3,3'-
Dimethyl -4- methoxy benzophenones, 1- (4- dodecylphenyls) -2- hydroxy-2-methyl -1- acetone, 2- methyl isophthalic acids-[4-
(methyl sulphur) phenyl] -2- morpholinyl -1- acetone, 2,4,6- trimethyl benzoyl diphenyl bases phosphine oxide, 2,4,6- trimethylbenzenes
Fonnylphenyl phosphinic acid ethyl ester, double-(2,6- Dimethoxybenzoyls) -2,4,4- trimethylpentylphosphine oxides, double acyl group oxygen
Change phosphine, methylbenzoyl formate, 4- benzoyl -4'- methyldiphenyls thioether, benzyl dimethyl ketal, Fluorenone, fluorenes, benzene
Formaldehyde, benzoin ethyl ether, benzoin propyl ether, 2- benzyl -2- dimethylaminos -1- (4- morpholino phenyls) -1- butanone, benzene
Ethyl ketone, 3- methyl acetophenones, benzophenone, 4,4'- dimethoxy-benzophenones, 4,4'- diaminobenzophenones, 3,3', 4,
4'- tetra- (tert-butyl hydroperoxide carbonyl) benzophenone, acetophenone benzyl ketals, triphenylamine, carbazole, 4- chlorobenzophenones, anthracene
The chloro- 4- propoxyl group of quinone, xanthone, diethyl thioxanthone, ITX, ITX, CTX, 1-
Thioxanthones, xanthene, thioxanthene, cumarin, coumarin ketone, benzyl dimethyl ketal, benzophenone, 1- hydroxycyclohexylphenyls
Ketone, 2,4,6- trimethyl benzoyl diphenyl bases phosphine oxide, 2,4,6- trimethylbenzoyl phenyls etherophosphoric acid, double (2,6-
Dimethoxybenzoyl) -2,4,4- trimethylpentylphosphine oxides, 2- methyl isophthalic acids-[4- (methyl sulphur) phenyl] -2- morpholinyls -
1- acetone and 2- benzyl -2- dimethylaminos -1- (4- morpholino phenyls) -1- butanone are at least one by the group that is formed.
14. the photocurable coating applications composition according to claim 12 for light guide plate, wherein the antioxidant is
Selected from least one of the group being made up of phenol antioxidant, sulphur class antioxidant and phosphorus antioxidants.
15. the photocurable coating applications composition according to claim 14 for light guide plate, wherein the phenols is anti-oxidant
Agent be selected from by DBPC 2,6 ditertiary butyl p cresol, butylated hydroxy anisole, 2,6- di-t-butyls to ethyl phenol, octadecyl-β-
(3,5- di-tert-butyl-hydroxy phenyls) propionic ester, iso-octyl -3- (3,5- di-tert-butyl-hydroxy phenyls) propionic ester, 2,4-
Double-(n-octyl sulphur) -6- (4- hydroxyl -3,5- di-tert-butyls amido) -1,3,5- triazines, 2,4- pairs [octyl group sulphur) methyl] it is adjacent
Cresols, 2,2' methylene bis (4- methyl-6-tert butyl phenol), 2,2' methylene bis (4- ethyl -6- tert-butyl phenols), 4,4'-
Sulphur double (3- methyl-6-tert butyl phenol), 4,4' butylidene biss (3- methyl-6-tert butyl phenol), triethylene glycol-bis- [3- (uncles 3-
Butyl -5- methyl -4- hydroxy phenyls) propionic ester], 1,6-HD-bis- [3- (3,5- di-tert-butyl-hydroxy phenyls) propionic acid
Ester], N, N'- hexamethylene bis (3,5- di-t-butyls -4- hydroxyls-hydrogen cinnamate), 2,2- sulphur-diethylidenes-it is bis- [3- (3,
5- di-tert-butyl-hydroxy phenyls) propionic ester], 3,5- di-tert-butyl-4-hydroxyl benzyls phosphate-diethyl ester, 3,9- it is double
[1,1- dimethyl -2- { β-(3- tertiary butyl-4-hydroxy -5- aminomethyl phenyls) propionyloxy } ethyl], the oxaspiros of 2,4,8,10- tetra-
[5,5] hendecane, double (ethyl -3,5- di-tert-butyl-4-hydroxyl benzyls sulphonic acid ester) calcium；1,1,3- tri- (2- methyl -4- hydroxyls -
5- tert-butyl-phenyls) butane, 1,3,5- trimethyls -2,4,6- three (3,5- di-tert-butyl-4-hydroxyl benzyls) benzene, four [methylene -
3- (3', 5'- di-t-butyl -4'- hydroxy phenyls) propionic ester] methane, it is double [3,3'- is double-(4'- hydroxyl -3'- tert-butyl-phenyls)
Butyric acid] glycol ester, three (3,5- di-tert-butyl-4-hydroxyl benzyls)-isocyanuric acid esters and (the bis- tertiary fourths of 3', 5'- of 1,3,5- tri-
Base -4'- hydroxybenzyls)-guanamine, the group that 4,6- (1H, 3H, 5H) triketone is formed it is at least one.
16. the photocurable coating applications composition according to claim 14 for light guide plate, wherein the sulphur class is anti-oxidant
Agent is selected from by 3,3'- thio-2 acids two (dodecyl) ester, (myristyl) ester of 3,3'- thio-2 acids two and 3,3'-
The group that thiodipropionic acid two (octadecyl) ester is formed it is at least one.
17. the photocurable coating applications composition according to claim 14 for light guide plate, wherein described Phosphorus anti-oxidant
Agent is selected from by triphenyl, diphenylisodecyl base ester, diisodecyl phenyl phosphite, phosphorous acid three
(nonyl phenyl) ester, diiso decyl pentaerythritol phosphite, phosphorous acid three (2,4- di-t-butyls) ester, the base of ring neopentane four are double
Double (2,4- di-tert-butyl-phenyls) phosphite esters of (octadecyl) phosphite ester, ring neopentane four base, the base two of ring neopentane four (2,
4- di-t-butyl -4- aminomethyl phenyls) phosphite ester, double [2- di-t-butyl -6- methyl -4- { 2- (octadecyl oxygen carbonyl) second
Base } phenyl] H-Phosphonate, the miscellaneous -10- phospho hetero phenanthrenes -10- oxides of 9,10- dihydro-9-oxies, 10- (3,5- di-t-butyl -4- hydroxyls
Base benzyl
Base) miscellaneous -10- phospho hetero phenanthrenes -10- oxides of -9,10- dihydro-9-oxies and 10- silane epoxide -9,10- dihydro-9-oxies it is miscellaneous -
The group that 10- phospho hetero phenanthrene -10- oxides are formed it is at least one.
18. the photocurable coating applications composition according to claim 13 for light guide plate, also comprising tetrahydrofolic acid conduct
Diluting monomer.
A kind of 19. transparent resin layer, wherein the photocurable coating applications composition for light guide plate applies as claimed in claim 12
It is overlying on substrate.
20. a kind of touch panel, there is transparent resin layer as described in claim 19.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020160102198A KR102033338B1 (en) | 2016-08-11 | 2016-08-11 | Making Method of Aliphatic Urethane Acrylate Resins Containing Diol, Photo-Curable Coating Composition For Light Guide Plate, Transparent Resin Coating Layers And Touch Screen Panel Using The Same |
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| CN111607317A (en) * | 2020-05-19 | 2020-09-01 | 朱生寿 | Flame-retardant and water-resistant ultraviolet-curing adhesive and preparation method thereof |
| CN113874209A (en) * | 2019-05-30 | 2021-12-31 | 凸版印刷株式会社 | Decorative sheet |
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| US10689474B2 (en) * | 2015-11-11 | 2020-06-23 | Dic Corporation | Method for producing semi-IPN composite, and method for producing synthetic leather |
| CN109776746B (en) * | 2019-01-10 | 2021-03-23 | 江苏新淮河医药科技有限公司 | Bio-based flame-retardant polyurethane and preparation method thereof |
| KR102147370B1 (en) * | 2020-04-03 | 2020-08-24 | 리싸이클주식회사 | Polyurea resin composition for water-proof coating with high permeability ann its coating method |
| CN115023073B (en) * | 2022-05-18 | 2023-09-08 | 华为技术有限公司 | Touch screen cover plate, manufacturing method thereof, display screen and electronic equipment |
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| CN113874209B (en) * | 2019-05-30 | 2024-06-04 | 凸版印刷株式会社 | Decorative sheet |
| CN111607317A (en) * | 2020-05-19 | 2020-09-01 | 朱生寿 | Flame-retardant and water-resistant ultraviolet-curing adhesive and preparation method thereof |
Also Published As
| Publication number | Publication date |
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| KR20180017804A (en) | 2018-02-21 |
| KR102033338B1 (en) | 2019-10-17 |
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