CN110819294B - Special flexible transparent optical adhesive for nano silver wire transparent conductive film and preparation method thereof - Google Patents
Special flexible transparent optical adhesive for nano silver wire transparent conductive film and preparation method thereof Download PDFInfo
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- CN110819294B CN110819294B CN201911136154.2A CN201911136154A CN110819294B CN 110819294 B CN110819294 B CN 110819294B CN 201911136154 A CN201911136154 A CN 201911136154A CN 110819294 B CN110819294 B CN 110819294B
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- Prior art keywords
- optical adhesive
- nano silver
- antioxidant
- silver wire
- conductive film
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- 230000003287 optical effect Effects 0.000 title claims abstract description 63
- 239000000853 adhesive Substances 0.000 title claims abstract description 41
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 41
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title claims abstract description 6
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 238000003756 stirring Methods 0.000 claims description 24
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 22
- 239000004814 polyurethane Substances 0.000 claims description 22
- 229920002635 polyurethane Polymers 0.000 claims description 22
- 208000005156 Dehydration Diseases 0.000 claims description 20
- 230000018044 dehydration Effects 0.000 claims description 20
- 238000006297 dehydration reaction Methods 0.000 claims description 20
- 239000012948 isocyanate Substances 0.000 claims description 16
- 150000002513 isocyanates Chemical class 0.000 claims description 16
- 239000003292 glue Substances 0.000 claims description 15
- 229920005862 polyol Polymers 0.000 claims description 15
- 150000003077 polyols Chemical class 0.000 claims description 15
- 239000004611 light stabiliser Substances 0.000 claims description 14
- 230000002745 absorbent Effects 0.000 claims description 11
- 239000002250 absorbent Substances 0.000 claims description 11
- -1 polyoxypropylene Polymers 0.000 claims description 11
- 238000000576 coating method Methods 0.000 claims description 8
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 8
- 229920001451 polypropylene glycol Polymers 0.000 claims description 8
- 239000002994 raw material Substances 0.000 claims description 8
- 239000011248 coating agent Substances 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 7
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 7
- 239000011347 resin Substances 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 7
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 6
- 239000003963 antioxidant agent Substances 0.000 claims description 6
- 230000003078 antioxidant effect Effects 0.000 claims description 6
- 238000010907 mechanical stirring Methods 0.000 claims description 6
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims description 6
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 claims description 5
- 238000003848 UV Light-Curing Methods 0.000 claims description 5
- 239000003085 diluting agent Substances 0.000 claims description 5
- 238000007599 discharging Methods 0.000 claims description 5
- 239000006185 dispersion Substances 0.000 claims description 5
- 238000005086 pumping Methods 0.000 claims description 5
- 238000005096 rolling process Methods 0.000 claims description 5
- QSRJVOOOWGXUDY-UHFFFAOYSA-N 2-[2-[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 QSRJVOOOWGXUDY-UHFFFAOYSA-N 0.000 claims description 4
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 4
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 4
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 claims description 4
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- ZDHCZVWCTKTBRY-UHFFFAOYSA-N omega-Hydroxydodecanoic acid Natural products OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 claims description 4
- YHEPZZFDBQOSSN-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate;1-o-methyl 10-o-(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound COC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1.C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 YHEPZZFDBQOSSN-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 claims description 3
- QGLRLXLDMZCFBP-UHFFFAOYSA-N 1,6-diisocyanato-2,4,4-trimethylhexane Chemical compound O=C=NCC(C)CC(C)(C)CCN=C=O QGLRLXLDMZCFBP-UHFFFAOYSA-N 0.000 claims description 2
- HCILJBJJZALOAL-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)-n'-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyl]propanehydrazide Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)NNC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 HCILJBJJZALOAL-UHFFFAOYSA-N 0.000 claims description 2
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 2
- OKOBUGCCXMIKDM-UHFFFAOYSA-N Irganox 1098 Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)NCCCCCCNC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 OKOBUGCCXMIKDM-UHFFFAOYSA-N 0.000 claims description 2
- CFXCGWWYIDZIMU-UHFFFAOYSA-N Octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate Chemical compound CCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 CFXCGWWYIDZIMU-UHFFFAOYSA-N 0.000 claims description 2
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 claims description 2
- 239000002042 Silver nanowire Substances 0.000 claims description 2
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 claims description 2
- 229920002523 polyethylene Glycol 1000 Polymers 0.000 claims description 2
- 238000003786 synthesis reaction Methods 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims 1
- 150000005846 sugar alcohols Polymers 0.000 claims 1
- 239000000758 substrate Substances 0.000 abstract description 8
- 230000000694 effects Effects 0.000 abstract description 4
- 239000004568 cement Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- 230000032683 aging Effects 0.000 description 8
- 239000004721 Polyphenylene oxide Substances 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 229920000570 polyether Polymers 0.000 description 5
- 238000004321 preservation Methods 0.000 description 4
- 239000011259 mixed solution Substances 0.000 description 3
- 230000002194 synthesizing effect Effects 0.000 description 3
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09J175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4804—Two or more polyethers of different physical or chemical nature
- C08G18/4812—Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- 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
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
-
- 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B13/00—Apparatus or processes specially adapted for manufacturing conductors or cables
- H01B13/0026—Apparatus for manufacturing conducting or semi-conducting layers, e.g. deposition of metal
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B5/00—Non-insulated conductors or conductive bodies characterised by their form
- H01B5/14—Non-insulated conductors or conductive bodies characterised by their form comprising conductive layers or films on insulating-supports
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Nanotechnology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Composite Materials (AREA)
- Materials Engineering (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a flexible transparent optical adhesive special for a nano silver wire transparent conductive film and a preparation method thereof. The optical adhesive has good flexibility, is matched with the nano silver wire, has a certain protection effect on the nano silver wire, has adjustable viscosity and large stripping force between the optical adhesive and the nano silver wire conducting layer, can directly strip the nano silver wire conducting layer formed on the substrate through the adhesion of the optical adhesive and adhere to the surface of the optical adhesive, so that the prepared conducting film does not need to use the substrate any more, and better flexible display is realized.
Description
Technical Field
The invention relates to the field of display, in particular to a novel flexible transparent optical adhesive special for a nano silver wire transparent conductive film.
Background
With the development of electronic displays to large size and flexibility, the requirement for the flexibility of the conductive film is higher and higher. The ITO (indium tin oxide) transparent conductive film with the largest market consumption at present has the problems of high sheet resistance and poor flexibility, and is not suitable for large-size display and flexible display. The nano silver wire in the new material becomes the optimal alternative material of ITO due to excellent comprehensive properties of good optical property, good flexibility, lower sheet resistance and the like.
The conductive film based on the nano silver wire is obtained by coating a conductive ink of the nano silver wire on a substrate to form a conductive layer. In use, for example, in the case of TP for flexible display structure, two conductive films are bonded together by optical adhesive, and then bonded to the rest parts such as the cover plate by optical adhesive. Thus, while existing substrates have been relatively more flexible, such as CPI, their presence still places certain limitations on the flexibility of the overall device. Meanwhile, optical cement in the current market is mainly made of ITO conductive films, and has the problems of poor flexibility and poor matching property with nano silver wires.
Disclosure of Invention
Aiming at the problems of the optical cement in the current market, the invention provides the flexible transparent optical cement special for the nano silver wire transparent conductive film and the preparation method thereof, and aims to obtain the flexible transparent optical cement which has good flexibility, is matched with the nano silver wire and has a certain protection effect on the nano silver wire, and the optical cement and the conductive layer of the nano silver wire conductive film have adjustable viscosity and large stripping force, so that the nano silver wire conductive layer can be directly adhered to the surface of the optical cement, the prepared conductive film does not need to use a substrate, and better flexible display is realized.
In order to realize the purpose of the invention, the following technical scheme is adopted:
the special flexible transparent optical adhesive for the nano silver wire transparent conductive film is characterized by comprising the following components in parts by mass:
the synthesis of the polyurethane acrylic prepolymer comprises the following steps:
(a) dehydrating raw materials:
carrying out high-temperature vacuum-pumping dehydration treatment on raw materials of polyol, isocyanate and hydroxyl acrylate, wherein the treatment conditions are as follows: the temperature is 80-120 ℃, the vacuum degree is 0.05-0.1MPa, and the time is 2-4 h;
(b) polyol and isocyanate reaction:
in N2Under the environment protection, adding the isocyanate subjected to dehydration treatment into a flask, mechanically stirring at the speed of 200-500r/min, simultaneously heating to 60-70 ℃, and then dropwise adding the polyol subjected to dehydration treatment into the flask at a constant speed for 2 hours; after the dropwise addition is finished, continuously preserving heat, stirring and reacting, titrating the-NCO value once every 0.5h until the-NCO content reaches a theoretical value and keeps unchanged, and stopping the reaction to obtain a first-step product;
wherein the molar ratio of-NCO in the isocyanate subjected to dehydration treatment to-OH in the polyol subjected to dehydration treatment is 1.1:1 so as to ensure that the-OH can be reacted completely;
(c) double bond reaction:
keeping the original mechanical stirring speed of the product of the first step, heating to 80 ℃, adding p-hydroxyanisole, dropwise adding the dehydrated hydroxyl acrylate into a flask at a constant speed for 1 h; after the dropwise addition is finished, the heat preservation stirring reaction is continued, the-NCO value is titrated once every 0.5h until the-NCO content is 0, the reaction is finished, the reaction product is cooled to room temperature, and the discharging is carried out, so that the polyurethane acrylic acid prepolymer is obtained;
wherein: the mol ratio of-NCO in the first step product to-OH in the hydroxyl acrylic ester is 1:1.1, so as to ensure that-NCO can completely react; the addition amount of the p-hydroxyanisole accounts for 0.2% of the total mass of the isocyanate subjected to dehydration treatment in the step (b) and the polyol subjected to dehydration treatment.
Preferably, the polyol is one of polyether diol PEG400, PEG-1000, PPG-400, PPG-1000 and PPG-2000 and polyether triol polyoxypropylene triol-600 according to the hydroxyl molar ratio of 3-5: 1, and mixing the components.
Preferably, the isocyanate is one of aliphatic diisocyanate 1, 6-hexamethylene diisocyanate and trimethyl-1, 6-hexamethylene diisocyanate.
Preferably, the hydroxy acrylate is one of hydroxyethyl acrylate, hydroxypropyl acrylate and hydroxybutyl acrylate.
Preferably, the active diluent is one of BDDA and HDDA and TMP (EO)6DA、TMP(EO)9DA and TMP (EO)15And one of DA is mixed according to the mass ratio of 5-10:1 to obtain a mixture.
Preferably, the photoinitiator is one of the photoinitiators 173, 184 and 754.
Preferably, the tackifying resin is Piccotac 1095-N.
Preferably, the light stabilizer is one of light stabilizer 292, light stabilizer 622, light stabilizer 770, and light stabilizer 944.
Preferably, the antioxidant is one of antioxidant 168, antioxidant 245, antioxidant 1010, antioxidant 1024, antioxidant 1076, antioxidant 1098 and antioxidant 1135.
Preferably, the ultraviolet absorbent is a mixture of one of UV-P, UV-234, UV-320, UV-326, UV-327 and UV-328 with the ultraviolet absorption wavelength of 270-380nm and UV-531 with the absorption wavelength of 240-340nm in a mass ratio of 1:1.
Preferably, the infrared absorbing agent is IRA HSYP 03.
The preparation method of the special flexible transparent optical adhesive for the nano silver wire transparent conductive film comprises the following steps:
(1) under yellow light and dustless environment, sequentially adding the reactive diluent, the polyurethane acrylic prepolymer and the tackifying resin into a dispersion cylinder, mechanically stirring and uniformly dispersing; then adding a light stabilizer, an antioxidant, an ultraviolet absorbent, an infrared absorbent and a photoinitiator in sequence, and continuously stirring uniformly to obtain a glue solution;
(2) and coating the obtained glue solution to form a film, carrying out UV curing, attaching a release film, and finally rolling to obtain the flexible transparent optical glue.
Preferably, the thickness of the glue solution coated film is 5-500 μm.
The light transmittance of the flexible transparent optical adhesive is more than or equal to 99.5 percent, and the haze is less than or equal to 0.2 percent. And through reasonable configuration of the contents of the polyurethane acrylic prepolymer and the tackifying resin, the prepared optical adhesive has good adhesion with the nano silver wire conductive layer, the peeling force is more than or equal to 20N/2.5cm, and the adhesion with other pure organic coatings is relatively low (the peeling force is between 5 and 10N/2.5 cm).
Compared with the prior art, the invention has the beneficial effects that:
1. the optical adhesive has good flexibility, is matched with the nano silver wire and has a certain protection effect on the nano silver wire. The optical adhesive and the nano silver wire conducting layer have adjustable viscosity and large stripping force, and the nano silver wire conducting layer formed on the substrate can be directly stripped off and adhered to the surface of the optical adhesive through the adhesion of the optical adhesive, so that the prepared conducting film does not need to use the substrate, and better flexible display is realized.
2. The main component of the polyurethane acrylic prepolymer of the flexible transparent optical adhesive of the invention uses polyether diol and aliphatic diisocyanate. The polyether structure has weak interaction force among molecular chains, the crystallinity of a reaction product is low, the optical property of the prepared optical cement is good, and meanwhile, the polyether structure has good aging resistance and flexibility; the aliphatic diisocyanate is resistant to light aging, excellent in weather resistance and free from yellowing. Therefore, the prepared transparent optical adhesive has good optical performance, excellent aging resistance and good flexibility, and is more suitable for flexible display.
3. In the formula of the optical adhesive, the viscosity of the optical adhesive can be controlled and the stripping force can be adjusted by adjusting the content of the tackifying resin.
4. The optical adhesive is added with the light stabilizer, the ultraviolet absorbent and the infrared absorbent, so that the damage of ultraviolet light and infrared light to nano silver wires can be effectively isolated; meanwhile, the antioxidant added into the optical cement can effectively reduce the oxidation damage speed of the nano silver wire. Therefore, the prepared transparent optical adhesive has a good protection effect on the nano silver wire, and the service life of the conductive film is effectively prolonged.
Detailed Description
The present invention will be described in detail with reference to the following examples, which are carried out on the premise of the technical solution of the present invention, and give detailed embodiments and specific procedures, but the scope of the present invention is not limited to the following examples.
Example 1
Firstly, synthesizing a polyurethane acrylic prepolymer, specifically comprising the following steps:
(a) dehydrating raw materials: performing high-temperature vacuum-pumping dehydration treatment on PEG-400, polyoxypropylene triol-600, 1, 6-hexamethylene diisocyanate and hydroxyethyl acrylate, wherein the treatment conditions are as follows: the temperature is 80 ℃, the vacuum degree is 0.06-0.08MPa, and the time is 3 h.
(b) Polyol and isocyanate reaction: in N2Under the environment protection, 6.05mol of the dehydrated 1, 6-hexamethylene diisocyanate is added into a flask, the mechanical stirring is carried out at the speed of 500r/min, meanwhile, the heating is slowly carried out to 60 ℃, and then the mixed solution of 4mol of PEG-400 and 1mol of polyoxypropylene triol-600 after the dehydration treatment is dropwise added into the flask at a constant speed for 2 hours; after the dropwise addition is finished, continuously preserving heat, stirring and reacting, titrating the-NCO value once every 0.5h until the-NCO content reaches a theoretical value and keeps unchanged, and stopping the reaction to obtain a first-step product;
(c) double bond reaction: keeping the original mechanical stirring speed of the product in the first step, raising the reaction temperature to 80 ℃, adding 0.2% of p-hydroxyanisole, dropwise adding 1.21mol of dehydrated hydroxyethyl acrylate into a flask at a constant speed, and dropwise adding for 1 h; after the dropwise addition is finished, the reaction is continued to be carried out under the condition of heat preservation and stirring, then the-NCO value is titrated once every 0.5h until the-NCO content is 0, the reaction is finished, the reaction product is cooled to room temperature, and the discharging is carried out, so that the polyurethane acrylic prepolymer (polyurethane acrylic acid-1) is obtained.
Secondly, preparing the flexible transparent optical adhesive specifically comprises the following steps:
(1) yellow light, dust free Environment, 11.4g HDDA, 1.3g TMP (EO)6DA. Adding 75g of polyurethane acrylic acid-1 and 7g of Piccotac1095-N into a dispersion cylinder in sequence, mechanically stirring and uniformly dispersing; then sequentially adding 0.75g of light stabilizer 622, 0.75g of antioxidant 245, 0.25g of UV-P, 0.25g of UV-531, 0.3g of IRA HSYP 03 and 3g of photoinitiator 184, and continuously stirring uniformly to obtain a glue solution;
(2) and coating the obtained glue solution to form a film, carrying out UV curing, attaching a release film, and finally rolling to obtain the flexible transparent optical adhesive (OCA-1) with the thickness of 125 microns.
Example 2
Firstly, synthesizing a polyurethane acrylic prepolymer, specifically comprising the following steps:
(a) dehydrating raw materials: carrying out high-temperature vacuum-pumping dehydration treatment on PPG-400, polyoxypropylene triol-600, 1, 6-hexamethylene diisocyanate and hydroxyethyl acrylate, wherein the treatment conditions are as follows: the temperature is 80 ℃, the vacuum degree is 0.06-0.08MPa, and the time is 3 h.
(b) Polyol and isocyanate reaction: in N2Under the environment protection, adding 7.15mol of the dehydrated 1, 6-hexamethylene diisocyanate into a flask, mechanically stirring at the speed of 500r/min, slowly heating to 60 ℃, then dropwise adding the mixed solution of 5mol of PPG-400 and 1mol of polyoxypropylene triol-600 into the flask at a constant speed for 2h after dehydration; after the dropwise addition is finished, continuously preserving heat, stirring and reacting, titrating the-NCO value once every 0.5h until the-NCO content reaches a theoretical value and keeps unchanged, and stopping the reaction to obtain a first-step product;
(c) double bond reaction: keeping the original mechanical stirring speed of the product in the first step, raising the reaction temperature to 80 ℃, adding 0.2% of p-hydroxyanisole, dropwise adding 1.43mol of dehydrated hydroxypropyl acrylate into a flask at a constant speed for 1 hour; after the dropwise addition is finished, the reaction is continued to be carried out under the condition of heat preservation and stirring, then the-NCO value is titrated once every 0.5h until the-NCO content is 0, the reaction is finished, the reaction product is cooled to room temperature, and the discharging is carried out, so that the polyurethane acrylic prepolymer (polyurethane acrylic acid-2) is obtained.
Secondly, preparing the optical transparent adhesive, which comprises the following steps:
(1) yellow light, dust free Environment, 11.4g HDDA, 1.3g TMP (EO)6DA. Adding 75g of polyurethane acrylic acid-2 and 7g of Piccotac1095-N into a dispersion cylinder in sequence, mechanically stirring and uniformly dispersing; then sequentially adding 0.75g of light stabilizer 622, 0.75g of antioxidant 245, 0.25g of UV-P, 0.25g of UV-531, 0.3g of IRA HSYP 03 and 3g of photoinitiator 184, and continuously stirring uniformly to obtain a glue solution;
(2) and coating the obtained glue solution to form a film, carrying out UV curing, attaching a release film, and finally rolling to obtain the flexible transparent optical adhesive (OCA-2) with the thickness of 125 microns.
Example 3
Firstly, synthesizing a polyurethane acrylic prepolymer, specifically comprising the following steps:
(a) dehydrating raw materials: carrying out high-temperature vacuum-pumping dehydration treatment on PPG-400, polyoxypropylene triol-600, 1, 6-hexamethylene diisocyanate and hydroxyethyl acrylate, wherein the treatment conditions are as follows: the temperature is 80 ℃, the vacuum degree is 0.06-0.08MPa, and the time is 3 h.
(b) Polyol and isocyanate reaction: in N2Under the environment protection, adding 7.15mol of the dehydrated 1, 6-hexamethylene diisocyanate into a flask, mechanically stirring at the speed of 500r/min, slowly heating to 60 ℃, then dropwise adding the mixed solution of 5mol of PPG-400 and 1mol of polyoxypropylene triol-600 into the flask at a constant speed for 2h after dehydration; after the dropwise addition is finished, continuously preserving heat, stirring and reacting, titrating the-NCO value once every 0.5h until the-NCO content reaches a theoretical value and keeps unchanged, and stopping the reaction to obtain a first-step product;
(c) double bond reaction: keeping the original mechanical stirring speed of the product in the first step, raising the reaction temperature to 80 ℃, adding 0.2% of p-hydroxyanisole, dropwise adding 1.43mol of dehydrated hydroxypropyl acrylate into a flask at a constant speed for 1 hour; after the dropwise addition is finished, the reaction is continued to be carried out under the condition of heat preservation and stirring, then the-NCO value is titrated once every 0.5h until the-NCO content is 0, the reaction is finished, the reaction product is cooled to room temperature, and the discharging is carried out, so that the polyurethane acrylic prepolymer (polyurethane acrylic acid-2) is obtained.
Secondly, preparing the optical transparent adhesive, which comprises the following steps:
(1) under yellow light and dustless environment, 15g BDDA, 2.2g TMP (EO)9DA. Adding 70g of polyurethane acrylic acid-2 and 7.5g of Piccotac1095-N into a dispersion cylinder in sequence, mechanically stirring and uniformly dispersing; then sequentially adding 0.75g of light stabilizer 292, 0.75g of antioxidant 1076, 0.25g of UV-328, 0.25g of UV-531, 0.3g of IRA HSYP 03 and 3g of photoinitiator 754, and continuously stirring uniformly to obtain a glue solution;
(2) and coating the obtained glue solution to form a film, carrying out UV curing, attaching a release film, and finally rolling to obtain the flexible transparent optical adhesive (OCA-3) with the thickness of 125 microns.
The properties of the optical cement obtained in each example are shown in Table 1.
Table 1: comparison of optical Properties of the optical cements obtained in examples 1-3
From the results of the performance comparisons of examples 1 to 3, it can be seen that: the transparent optical glue prepared by different formulas has excellent optical performance and has proper stripping force with a substrate; the aging resistance is excellent, and aging test has no obvious influence on the performance of the optical adhesive; meanwhile, the optical cement has good flexibility.
Example 4
The three optical adhesives of OCA-1, OCA-2 and OCA-3 obtained in examples 1 to 3 were bonded to conductive layers of nano silver wire conductive films of three types, WJF25, WJF50 and WJF100 (the three conductive films are commercially available from co-fertilizer microcrystalline materials co. ltd.) respectively, and the peeling force was measured, and the results are shown in table 2:
table 2: stripping force test data for matching of different optical adhesives and different conductive film conductive layers
| Scheme(s) | Peel force (N/2.5cm) |
| WJF25+OCA-1 | 27.5 |
| WJF25+OCA-2 | 28 |
| WJF25+OCA-3 | 26 |
| WJF50+OCA-1 | 24 |
| WJF50+OCA-2 | 25.5 |
| WJF50+OCA-3 | 23 |
| WJF100+OCA-1 | 24 |
| WJF100+OCA-2 | 24.5 |
| WJF100+OCA-3 | 24 |
As can be seen from table 2, the conductive layer of the conductive film contains exposed silver nanowires on the surface thereof, which has a high adhesion with the three kinds of OCA optical adhesives, so that the peeling force of the OCA after the surface of the conductive film is bonded is greater than 20N/2.5 cm.
Example 5
Using WJF50 conductive film to match with optical cement of different models of different manufacturers to prepare 6 inches of TP, and carrying out aging resistance test on the prepared TP; and (3) performing a bending resistance test by using the WJF50 conductive film and attaching different optical adhesives. The results are shown in Table 3.
Table 3: the aging resistance of different types of optical cement is compared with that of the same nano silver wire transparent conductive film
As can be seen from Table 3: the aging resistance of TP prepared by matching the optical cement OCA-1 and WJF50 is superior to that of other TP; and simultaneously, the OCA-1 is matched with WJF50, so that the bending resistance is more excellent.
The present invention is not limited to the above exemplary embodiments, and any modifications, equivalent replacements, and improvements made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (7)
1. The special flexible transparent optical adhesive for the nano silver wire transparent conductive film is characterized by comprising the following components in parts by mass:
65% -80% of polyurethane acrylic prepolymer;
5% -20% of reactive diluent;
2% -5% of a photoinitiator;
5% -10% of tackifying resin;
0.5 to 1 percent of light stabilizer;
0.5 to 1 percent of antioxidant;
0.5 to 1 percent of ultraviolet absorbent;
0.25 to 0.5 percent of infrared absorbent;
the polyurethane acrylic prepolymer is obtained by reacting polyol, isocyanate and hydroxyl acrylate serving as raw materials;
the polyhydric alcohol is one of PEG400, PEG-1000, PPG-400, PPG-1000 and PPG-2000 and polyoxypropylene triol-600 according to the hydroxyl molar ratio of 3-5: 1 mixing the components; the isocyanate is one of 1, 6-hexamethylene diisocyanate and trimethyl-1, 6-hexamethylene diisocyanate; the hydroxy acrylic ester is one of hydroxyethyl acrylate, hydroxypropyl acrylate and hydroxybutyl acrylate;
the active diluent is one of BDDA and HDDA and TMP (EO)6DA、TMP（EO）9DA and TMP (EO)15And one of DA is mixed according to the mass ratio of 5-10:1 to obtain a mixture.
2. The special flexible transparent optical adhesive for the nano silver wire transparent conductive film according to claim 1, characterized in that: the synthesis of the polyurethane acrylic prepolymer comprises the following steps:
(a) dehydrating raw materials:
carrying out high-temperature vacuum-pumping dehydration treatment on raw materials of polyol, isocyanate and hydroxyl acrylate, wherein the treatment conditions are as follows: the temperature is 80-120 ℃, the vacuum degree is 0.05-0.1MPa, and the time is 2-4 h;
(b) polyol and isocyanate reaction:
in N2Under the environment protection, adding the isocyanate subjected to dehydration treatment into a flask, mechanically stirring at the speed of 200-500r/min, simultaneously heating to 60-70 ℃, and then dropwise adding the polyol subjected to dehydration treatment into the flask at a constant speed for 2 hours; after the dropwise addition is finished, continuously preserving heat, stirring and reacting until the-NCO content reaches a theoretical value and keeps unchanged, and stopping the reaction to obtain a first-step product;
wherein the molar ratio of-NCO in the isocyanate subjected to dehydration treatment to-OH in the polyol subjected to dehydration treatment is 1.1:1 so as to ensure that the-OH can be reacted completely;
(c) double bond reaction:
keeping the original mechanical stirring speed of the product of the first step, heating to 80 ℃, adding p-hydroxyanisole, dropwise adding the dehydrated hydroxyl acrylate into a flask at a constant speed for 1 h; after the dropwise addition is finished, continuously preserving heat, stirring and reacting until the-NCO content is 0, cooling to room temperature after the reaction is finished, and discharging to obtain a polyurethane acrylic prepolymer;
wherein: the mol ratio of-NCO in the first step product to-OH in the hydroxyl acrylic ester is 1:1.1, so as to ensure that-NCO can completely react; the addition amount of the p-hydroxyanisole accounts for 0.2% of the total mass of the isocyanate subjected to dehydration treatment in the step (b) and the polyol subjected to dehydration treatment.
3. The flexible transparent optical adhesive special for the nano silver wire transparent conductive film according to claim 1 or 2, characterized in that: the photoinitiator is one of the photoinitiators 173, 184 and 754.
4. The flexible transparent optical adhesive special for the nano silver wire transparent conductive film according to claim 1 or 2, characterized in that: the tackifying resin is Piccotac 1095-N.
5. The flexible transparent optical adhesive special for the nano silver wire transparent conductive film according to claim 1 or 2, characterized in that: the light stabilizer is one of light stabilizer 292, light stabilizer 622, light stabilizer 770 and light stabilizer 944; the antioxidant is one of antioxidant 168, antioxidant 245, antioxidant 1010, antioxidant 1024, antioxidant 1076, antioxidant 1098 and antioxidant 1135; the ultraviolet absorbent is a mixture formed by mixing UV-531 and one of UV-P, UV-234, UV-320, UV-326, UV-327 and UV-320 in a mass ratio of 1: 1; the infrared absorbent is IRA HSYP 03.
6. The preparation method of the special flexible transparent optical adhesive for the silver nanowire transparent conductive film according to claim 1 is characterized by comprising the following steps:
(1) under yellow light and dustless environment, sequentially adding the reactive diluent, the polyurethane acrylic prepolymer and the tackifying resin into a dispersion cylinder, mechanically stirring and uniformly dispersing; then adding a light stabilizer, an antioxidant, an ultraviolet absorbent, an infrared absorbent and a photoinitiator in sequence, and continuously stirring uniformly to obtain a glue solution;
(2) and coating the obtained glue solution to form a film, carrying out UV curing, attaching a release film, and finally rolling to obtain the flexible transparent optical glue.
7. The method of claim 6, wherein: the thickness of the glue solution coating film is 5-500 μm.
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| CN108441163A (en) * | 2018-03-15 | 2018-08-24 | 合肥微晶材料科技有限公司 | A kind of optical cement and preparation method thereof applied to nano silver wire conductive film |
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| CN108441163A (en) * | 2018-03-15 | 2018-08-24 | 合肥微晶材料科技有限公司 | A kind of optical cement and preparation method thereof applied to nano silver wire conductive film |
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Denomination of invention: A flexible transparent optical adhesive for nano silver wire transparent conductive film and its preparation method Effective date of registration: 20231225 Granted publication date: 20210928 Pledgee: Hefei high tech Company limited by guarantee Pledgor: HEFEI VIGON MATERIAL TECHNOLOGIES Co.,Ltd. Registration number: Y2023980074263 |