CN102660206A - Optically-transparent adhesive composition and preparation method thereof - Google Patents
Optically-transparent adhesive composition and preparation method thereof Download PDFInfo
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- CN102660206A CN102660206A CN2012101008995A CN201210100899A CN102660206A CN 102660206 A CN102660206 A CN 102660206A CN 2012101008995 A CN2012101008995 A CN 2012101008995A CN 201210100899 A CN201210100899 A CN 201210100899A CN 102660206 A CN102660206 A CN 102660206A
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- optically clear
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Abstract
The invention provides an optically-transparent adhesive composition and a preparation method thereof. The composition at least comprises the following two components: 98-99 parts of a neutral or slightly-alkaline C4-12 alkyl methacrylate monomer copolymer A which has a weight average molecular weight Mw of 700,000-800,000 and a glass-transition temperature Tg of about 20DEG C or less, and 0-2 parts of a curing agent B which can be crosslinked at room temperature. The preparation method of above adhesive film comprises the following steps: uniformly mixing the C4-12 acrylate monomer copolymer A and the curing agent B crosslinkable at room temperature according to a proper weight percentage, coating on a release base film according to a required thickness, drying the solvent, and compositing with a release protection film to form the sheet adhesive film. The adhesive film slightly corrodes conductive metal oxides, and has fitting and fixing properties of metal oxide line material laminators when being applied to the touch screen field.
Description
Technical field
The present invention relates to a kind of optically clear adhesive compsn, particularly a kind of binder compsn of low corroding metal oxide compound the invention still further relates to a kind of preparation method of binder compsn of low corroding metal oxide compound.
Background technology
Optically clear adhesive or sheet are a kind of applying or fixed critical materials that optics shows product that be used for; Be widely used in the applying of touch screen plating transparent conductive metal oxide compound polyester film material or sheet material; Along with touch technology makes rapid progress; Change to the capacitance plate touch-control by the resistance touch screen, also increasingly high to the requirement of optically clear adhesive.But because in the past tackiness agent or sheet are designed to contain a small amount of organic acid polymkeric substance, ageing-resistant test is hydrolyzed to organic acid easily and the small circuit of conducting metal oxide is corrosive under wet heat condition, has a strong impact on little line current conducting effect.
The mist degree that existing optical adhesive is higher to the corrodibility of conducting metal oxidation, transmittance is not fine and produce is higher, if it is carried out modification, then cause the reduction of bond strength and weathering resistance easily, thereby can not satisfy the demands.Particularly, can produce bubble, whiting, xanthochromia etc. through the reliability test and have a strong impact on optics applying effect.
Summary of the invention
Order of the present invention aims to provide the optical adhesive or the sheet of a kind of neutrality or slight alkalinity design character, is guaranteeing that it is optical, in bond strength and the weathering resistance, is improving the low-corrosiveness after its applying burning, and a kind of preparation method is provided.
The optically clear adhesive compsn of low corrosion conducting metal oxide of the present invention is by the methylacrylic acid C of weight percent 98～99%
4～12Alkyl esters polymer A and weight percent are 0～2% room temperature crosslinking curing agent B composition; Said methylacrylic acid C
4～12The alkyl esters polymer A is neutrality or slight alkalinity.
Said methylacrylic acid C
4～12The alkyl esters polymer A is neutrality or slight alkalinity, wherein neutrality be meant the polymerizable raw material monolithic design do not contain carboxylic (acid) group (-COOH), and slight alkalinity is meant that starting material polymerization single polymerization monomer design contains a spot of amine (alkali) group (-NH
2), its effect is to have avoided the corrosion of carboxylic (acid) group of polymer A decomposition under wet heat condition to MOX, amine (alkali) group then can not influence the performance of MOX.
Said methylacrylic acid C
4～12The alkyl esters polymer A is TEB 3K, NSC 20956, Rocryl 400, USAF RH-1, contain amine, contain monomer or its modified monomer of urea functional group, or two kinds or above multipolymer; Said methylacrylic acid C
4～12The weight-average molecular weight of alkyl esters polymer A is 60～800,000; Said methylacrylic acid C
4～12Alkyl esters polymer A, its glass transition temperature Tg are less than or equal to 20 ℃; Said room temperature crosslinking curing agent B can be epoxies glycidyl ether or 2-glycidyl amine, can also be isocyanate ester compound tolylene diisocyanate, polymethylene polyphenyl isocyanic ester.
Methylacrylic acid C
4～12Alkyl esters polymer A and room temperature crosslinking curing agent B mix the back in the proper ratio and are coated on the release basement membrane by desired thickness, and solvent oven dry back is combined into the sheet bonding film with release protective membrane.
Release basement membrane and release protective membrane all have non-stick property, and the release peeling force of basement membrane must be greater than the rational peeling force of protective membrane, and said basement membrane is polyolefin film or sheet, polyester film or sheet; Said conducting metal oxide can be the plated film of aluminum oxide, zinc oxide, indium tin oxide, titanium oxide, niobium oxides, Natural manganese dioxide, molybdenum oxide or cupric oxide, or two or more mixed oxide plated film; The substrate of burning plated film is glass, plastics polyester film or sheet material.
A kind of bonding film preparation method of low corroding metal oxide compound, its step do, at methylacrylic acid C
4～12Add solvent and initiator in the alkyl esters polymer A, the heating in water bath and the nitrogen degassing simultaneously, resulting solution and room temperature crosslinking curing agent B stir after by the proper proportion weighing; Evenly be coated on the release base material film by desired thickness, after baking oven is with solvent evaporates, with compound sheet or the web-like bonding film of promptly can be made into of release protective membrane.
Above-mentioned release basement membrane and release protective membrane all have non-stick property; And the release peeling force of basement membrane must be greater than the rational peeling force of protective membrane, and it can be polyolefin film or sheet, polyester film or sheet; Described initiator is a Diisopropyl azodicarboxylate, and said solvent is an ETHYLE ACETATE.
Bonding film of low corroding metal oxide compound according to the invention and preparation method thereof, its advantage is following:
1. said methylacrylic acid C
4～12The alkyl esters polymer A is neutrality or slight alkalinity, can reduce the corrosion to MOX like this, thereby improves product life;
2. said crosslinking and curing agent is for cooperating neutrality or slight alkalinity methylacrylic acid C
4～12The alkyl esters polymkeric substance had both had the advantage of high transparent, had good adhesiveproperties again, and simultaneously through test shows, said glue is low to the corrodibility of circuit;
3. the weathering resistance of said methacrylic ester strengthens to some extent, and is lower in its corrosive nature of hot and humid test.
Embodiment
Further specify the present invention through concrete instance below, but do not explain that this invention only is confined to this.
Embodiment 1
With 40 gram NSC 20956s; 10 gram Jia Jibingxisuanβ-Qiang Yizhis, 125 gram solvent ethyl acetates, 2 gram initiator Diisopropyl azodicarboxylates are packed in the flask; With nitrogen to the solution degassing after 15 minutes 75 ℃ of stirred in water bath heating 10 hours, obtain acrylate monomer copolymer A solution.
With above-mentioned gained copolymer A solution 100 grams; Add 1 gram self-vulcanizing crosslinking agent B 2-glycidyl amine; Be coated on after mixing on the release basement membrane through 70 ℃ of dryings 5 minutes, making coating do thick is 50 microns, and then with the compound bonding film that promptly obtains of release protective membrane.
Embodiment 2
With 40 gram Rocryl 400s; 10 gram USAF RH-1s, 125 gram solvent ethyl acetates, 2 gram initiator Diisopropyl azodicarboxylates are packed in the flask; With nitrogen to the solution degassing after 15 minutes 75 ℃ of stirred in water bath heating 10 hours, obtain acrylate monomer copolymer A solution.
With above-mentioned gained copolymer A solution 100 grams; Add 1 gram self-vulcanizing crosslinking agent B tolylene diisocyanate; Be coated on after mixing on the release basement membrane through 70 ℃ of dryings 5 minutes, making coating do thick is 50 microns, and then with the compound bonding film that promptly obtains of release protective membrane.
Embodiment 3
With 40 gram TEB 3Ks; 5 gram Jia Jibingxisuanβ-Qiang Yizhis; 5 gram USAF RH-1s, 125 gram solvent ethyl acetates, 2 gram initiator Diisopropyl azodicarboxylates are packed in the flask; With nitrogen to the solution degassing after 15 minutes 75 ℃ of stirred in water bath heating 10 hours, obtain acrylate monomer copolymer A solution.
With above-mentioned gained copolymer A solution 100 grams; Add 1 gram self-vulcanizing crosslinking agent B polymethylene polyphenyl isocyanic ester; Be coated on after mixing on the release basement membrane through 70 ℃ of dryings 5 minutes, making coating do thick is 50 microns, and then with the compound bonding film that promptly obtains of release protective membrane.
Comparative Examples 1
With 40 gram Bing Xisuandingzhis, 10 gram vinylformic acid, 125 gram ETHYLE ACETATE, 2 gram Diisopropyl azodicarboxylates are packed in the flask, with nitrogen to the solution degassing after 15 minutes 75 ℃ of stirred in water bath heating 10 hours, obtain acrylate monomer copolymer A solution.
With above-mentioned gained copolymer A solution 100 grams, add 1 gram self-vulcanizing crosslinking agent B, be coated on after mixing on the release basement membrane through 70 ℃ of dryings 5 minutes, making coating do thick is 50 microns, and then with the compound bonding film that promptly obtains of release protective membrane.
Comparative Examples 2
With 40 gram Bing Xisuandingzhis, 5 gram propenoic acid beta-hydroxy ethyl esters, 5 gram vinylformic acid; 125 gram ETHYLE ACETATE; 2 gram Diisopropyl azodicarboxylates are packed in the flask, with nitrogen to the solution degassing after 15 minutes 75 ℃ of stirred in water bath heating 10 hours, obtain acrylate monomer copolymer A solution.
With above-mentioned gained copolymer A solution 100 grams, add 1 gram self-vulcanizing crosslinking agent B, be coated on after mixing on the release basement membrane through 70 ℃ of dryings 5 minutes, making coating do thick is 50 microns, and then with the compound bonding film that promptly obtains of release protective membrane.
The bonding film of low corroding metal oxide compound is by methylacrylic acid C
4～12Alkyl esters polymkeric substance and room temperature crosslinkable solidifying agent are formed.And adopting all fronts transmittance (%), haze value (%), stripping strength, reliability to reach MOX corrodibility is estimated it, evaluation result is shown in table 1.
The test evaluation method
1, transmittance mist degree
According to " GB2410-80 transparent plastics transmittance and mist degree TP "; Be attached to slide glass (trade(brand)name: sailing boat board slide glass; CAT.NO.7101; The prosperous Instr Ltd. in Haimen) goes up the laminate structure sample that preparation has optical bonding glue-line/wave carrier piece, adopt transmittance/mist degree tester (trade(brand)name: WGT-S is produced by the Chinese Shanghai precision instrument factory) to measure the transmittance (%) and the haze value (%) of sample.
2, stripping strength
According to " 180 ° of peeling strength test methods of GB-T2792-1998 pressure-sensitive adhesive tape "; Under 23 ℃ atmosphere; Through reciprocal operating weight is the roller of 19.6N, and it is 3mm sheet glass/2mm acrylic plate (PMMA plate)/2mm polycarbonate plate (PC plate) that the above-mentioned sample that is used for bond strength test is sticked to thickness.After 24 hours, through peeling tester, with 300mm/min minute peeling rate, 180 ° of direction peel sample were estimated the bond strength of optics double-sided adhesive to different substrate materials.
3, reliability test
Each routine bonding film is pressed in polyethylene terephthalate film (thickness is the PET film of 75um), and laminate product is attached and be fixed on sheet glass (thickness is 3mm) goes up and have the layer structure sample of PET film/optical bonding glue-line/sheet glass with preparation.With this sample (60 ℃ * 95%RH) carry out 500 hours (circulation) test under three conditions of high temperature (80 ℃)/cold cycling (30 ℃～80 ℃)/hot and humid.After test, visual inspection applying interface (interface between PET film and optical adhesive) located whether there is bubble, peeled off, whiting and xanthochromia phenomenon.As a result of, do not observe bubble, peel off, whiting and xanthochromic situation be labeled as " zero "; Observe in four kinds of phenomenons in any slight phenomenon be labeled as " △ "; Observe that any serious phenomenon is labeled as " * " in four kinds of phenomenons.
4, MOX corrodibility is tested
(1) direct-vision method
The bonding film of each example preparation is peeled off release protective membrane; Fit in plating aluminum oxide polyester film then; Formation is of a size of the multilayer body of the bonding film/plating alumina layer polyester film structure of 5cm * 5cm size, places the climatic chamber 500hrs under the 60 ℃ * 95%RH condition then.As a result of, observe the undamaged situation of plating alumina layer and be designated as " zero "; Observing the plating alumina layer has the situation of slight corrosion bleach to be designated as " △ "; Observing the plating alumina layer has the situation of the basic bleach of heavy corrosion to be designated as " * ";
(2) indirect method
After release protective membrane of bonding film sample of each example preparation peeled off; Fit on the polyester film that is coated with transparent indium-tin-oxide coating; The bonding film that forms 10cm * 1cm size directly closely contacts multilayer body with transparent indium oxide layer of tin, and on strip multilayer body indium tin oxidation polyester film two ends, measures initial surface resistance with ohmmeter and be designated as R
0Then the laminate of gained is placed the climatic chamber 500 hours under the 60 ℃ * 95%RH condition, the surface resistivity with ohmmeter test strip multilayer body indium tin oxide two ends is designated as R at last.As a result of, work as R/R
0Ratio less than 1.1 the expression bonding films transparent indium-tin-oxide is had than low-corrosiveness, be designated as " zero "; Work as R/R
0Ratio greater than 1.1 less than 1.2 the expression bonding films transparent indium-tin-oxide is had slight corrodibility, be designated as " △ "; Work as R/R
0Ratio greater than 1.2 the expression bonding films transparent indium-tin-oxide is had serious corrodibility, be designated as " * ".
Table 1 embodiment and component that Comparative Examples is added and test performance
| Project | Embodiment 1 | Embodiment 2 | Embodiment 3 | Comparative Examples 1 | Comparative Examples 2 |
| Synthetic polymer A | 100 | 100 | 100 | 100 | 100 |
| Crosslinking and curing agent B | 1 | 1 | 1 | 1 | 1 |
| All fronts transmittance % | 91.2% | 91.5% | 91.4% | 91.3% | 91.6% |
| Mist degree % | 0.24% | 0.32% | 0.30% | 0.35% | 0.40% |
| To bonding glass intensity (N/25mm) | 10 | 8 | 12 | 14 | 13 |
| To PMMA bond strength (N/25mm) | 14 | 10 | 15 | 17 | 14 |
| To PC bond strength (N/25mm) | 16 | 12 | 18 | 20 | 17 |
| High temperature test (80 ℃) | ○ | ○ | ○ | ○ | ○ |
| Cold cycling (30 ℃～80 ℃) | △ | △ | ○ | ○ | ○ |
| Hot and humid (60 ℃ * 95%RH) | × | × | ○ | △ | △ |
| Plating aluminum oxide corrosion outward appearance | △ | △ | ○ | × | × |
| R/R 0 | × | ○ | ○ | × | △ |
Can find out that from table 1 prepared its optical property of bonding film all satisfies the applying requirement of transparent material among the embodiment; But from corrodibility to MOX; The prepared adhesive glue (sheet) of embodiment 4 is minimum to the corrodibility of burning; Therefore optical adhesive of the present invention (sheet) is the applying, fixing that contains conducting metal oxide coating multilayer body applicable to high-end touch screen field of liquid crystal display, and very little to the corrodibility of metal oxide coating.
Claims (12)
1. an optically clear adhesive compsn is characterized in that: by the methylacrylic acid C of weight percent 98～99%
4～12Alkyl esters polymer A and 0～2% room temperature crosslinking curing agent B form; Said methylacrylic acid C
4～12The alkyl esters polymer A is neutrality or slight alkalinity.
2. according to the said optically clear adhesive compsn of claim 1, it is characterized in that: said methylacrylic acid C
4～12The alkyl esters polymer A is TEB 3K, NSC 20956, Rocryl 400, USAF RH-1, contain amine, contain monomer or its modified monomer of urea functional group, or two kinds or above multipolymer.
3. according to the said optically clear adhesive compsn of claim 1, it is characterized in that: said methylacrylic acid C
4～12The weight-average molecular weight of alkyl esters polymer A is 60～800,000.
4. according to the said optically clear adhesive compsn of claim 1, it is characterized in that: said methylacrylic acid C
4～12Alkyl esters polymer A, its glass transition temperature Tg are less than or equal to 20 ℃.
5. according to the said optically clear adhesive compsn of claim 1; It is characterized in that: said room temperature crosslinking curing agent B can be epoxies glycidyl ether or 2-glycidyl amine, can also be isocyanate ester compound tolylene diisocyanate, polymethylene polyphenyl isocyanic ester.
6. according to the said optically clear adhesive compsn of claim 3, it is characterized in that said methylacrylic acid C
4～12Alkyl esters polymer A and room temperature crosslinking curing agent B mix the back in the proper ratio and are coated on the release basement membrane by desired thickness, and solvent oven dry back is combined into the sheet bonding film with release protective membrane.
7. according to the said optically clear adhesive compsn of claim 6, proper proportion is meant the methylacrylic acid C of per 100 weight parts
4～12The ratio of alkyl esters polymer A and room temperature crosslinking curing agent B, its scope are 100:1～5.
8. according to the said optically clear adhesive compsn of claim 6, required coating is thick can be 25 microns to 350 microns.
9. according to right 6 said optically clear adhesive compsns; It is characterized in that release basement membrane and release protective membrane all have non-stick property, and the release peeling force of basement membrane must be greater than the rational peeling force of protective membrane; Said basement membrane is polyolefin film or sheet, polyester film or sheet.
10. the said optically clear adhesive compsn of claim 1-9 is used to prepare the preparation method of the bonding film of MOX, and its step does, at methylacrylic acid C
4～12Add solvent and initiator in the alkyl esters polymer A, the heating in water bath and the nitrogen degassing simultaneously, resulting solution and room temperature crosslinking curing agent B stir after by the proper proportion weighing; Evenly be coated on the release base material film by desired thickness, after baking oven is with solvent evaporates, with compound sheet or the web-like bonding film of promptly can be made into of release protective membrane.
11. the application of the said optically clear adhesive compsn of claim 1-9 in bonding conducting metal oxide; Said conducting metal oxide can be the plated film of aluminum oxide, zinc oxide, indium tin oxide, titanium oxide, niobium oxides, Natural manganese dioxide, molybdenum oxide or cupric oxide, or two or more mixed oxide plated film.
12., it is characterized in that the substrate of burning plated film is glass, plastics polyester film or sheet material according to the application of the said optically clear adhesive compsn of claim 10 in bonding conducting metal oxide.
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| CN2012101008995A CN102660206A (en) | 2012-04-09 | 2012-04-09 | Optically-transparent adhesive composition and preparation method thereof |
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| CN2012101008995A CN102660206A (en) | 2012-04-09 | 2012-04-09 | Optically-transparent adhesive composition and preparation method thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104937061A (en) * | 2013-11-15 | 2015-09-23 | Lg化学株式会社 | Adhesive composition |
| CN113956423A (en) * | 2021-08-19 | 2022-01-21 | Oppo广东移动通信有限公司 | Composition, polymer dispersed liquid crystal, film and electronic device |
| CN115945463A (en) * | 2022-12-12 | 2023-04-11 | 广东省晶鸿电子有限公司 | Electronic display screen production process capable of improving product quality |
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| WO2005000989A1 (en) * | 2003-06-30 | 2005-01-06 | Soken Chemical & Engineering Co. Ltd. | Pressure-sensitive adhesive for surface-protective film and surface-protective film |
| US20090118434A1 (en) * | 2004-08-23 | 2009-05-07 | Lintec Corporation | Pressure sensitive adhesive composition for polarization film |
| CN101429416A (en) * | 2007-11-07 | 2009-05-13 | 3M新设资产公司 | Adhesion agent composition for environment-friendly water transfer printing volume label |
| CN101591517A (en) * | 2009-06-30 | 2009-12-02 | 番禺南沙殷田化工有限公司 | A kind of optical adhesive and preparation method thereof |
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2012
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| JPH05163468A (en) * | 1991-12-13 | 1993-06-29 | Nitto Denko Corp | Tacky agent for surface protective film |
| WO2005000989A1 (en) * | 2003-06-30 | 2005-01-06 | Soken Chemical & Engineering Co. Ltd. | Pressure-sensitive adhesive for surface-protective film and surface-protective film |
| US20090118434A1 (en) * | 2004-08-23 | 2009-05-07 | Lintec Corporation | Pressure sensitive adhesive composition for polarization film |
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Non-Patent Citations (1)
| Title |
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| 何曼君等: "《高分子物理》", 31 March 2007, article ""高分子物理"", pages: 116 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104937061A (en) * | 2013-11-15 | 2015-09-23 | Lg化学株式会社 | Adhesive composition |
| CN104937061B (en) * | 2013-11-15 | 2017-03-08 | Lg化学株式会社 | Contact adhesive composition |
| CN113956423A (en) * | 2021-08-19 | 2022-01-21 | Oppo广东移动通信有限公司 | Composition, polymer dispersed liquid crystal, film and electronic device |
| CN113956423B (en) * | 2021-08-19 | 2023-05-26 | Oppo广东移动通信有限公司 | Composition, polymer dispersed liquid crystal, film and electronic device |
| CN115945463A (en) * | 2022-12-12 | 2023-04-11 | 广东省晶鸿电子有限公司 | Electronic display screen production process capable of improving product quality |
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Application publication date: 20120912 |