CN105452407A - Adhesive composition and composite polarizing plate using same - Google Patents
Adhesive composition and composite polarizing plate using same Download PDFInfo
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- CN105452407A CN105452407A CN201480044445.8A CN201480044445A CN105452407A CN 105452407 A CN105452407 A CN 105452407A CN 201480044445 A CN201480044445 A CN 201480044445A CN 105452407 A CN105452407 A CN 105452407A
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27M—WORKING OF WOOD NOT PROVIDED FOR IN SUBCLASSES B27B - B27L; MANUFACTURE OF SPECIFIC WOODEN ARTICLES
- B27M1/00—Working of wood not provided for in subclasses B27B - B27L, e.g. by stretching
- B27M1/04—Working of wood not provided for in subclasses B27B - B27L, e.g. by stretching by punching out
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B25—HAND TOOLS; PORTABLE POWER-DRIVEN TOOLS; MANIPULATORS
- B25D—PERCUSSIVE TOOLS
- B25D1/00—Hand hammers; Hammer heads of special shape or materials
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27D—WORKING VENEER OR PLYWOOD
- B27D5/00—Other working of veneer or plywood specially adapted to veneer or plywood
Abstract
The present invention relates to an adhesive composition and a composite polarizing plate using same, more specifically to an adhesive composition and a composite polarizing plate using same, in which the adhesive composition comprises: a photopolymerizable compound containing acrylic monomers having a hydroxyl or carboxyl group, and 6-18 carbon aromatic rings; and a photopolymerization initiator, thereby markedly improving the adhesiveness between a polarizer and a patterned retardation layer when utilized in producing a composite polarizing plate by adhering the polarizer and patterned retardation layer, and contributing to improving heat resistance and moist heat resistance, as well as to imparting a superb three-dimensional effect.
Description
Technical field
The present invention relates to binder composition and use its composite polarizing plate.
Background technology
Generally speaking, the display unit such as liquid crystal indicator for obtaining stereo-picture often comprises patterned retardation film.This patterned retardation film has following technical construction, the optical axis of the pattern area be separated wherein is formed with different directions from each other, the image of separation to be sent to the left and right eye of the beholder wearing polaroid glasses, thus embody three-dimensional (that is, three-dimensional) image.
Described patterned retardation film is usually by forming oriented layer on the glass substrate and applying liquid crystal to obtain orientation characteristic to prepare to described alignment films.Photoactivated liquid crystal material is orientation in described oriented layer, then by optical radiation such as ultraviolet light cross-linking, to form polymer liquid epitaxial.The polymer liquid epitaxial of such formation can play with the surface orientation of oriented layer the effect postponing pattern according to the differently-oriented directivity of liquid crystal.
Described patterned retardation film is bonded by a face of binding agent or tackiness agent and Polarizer usually, and in recent years, in order to reduce thickness and the weight of display unit, bonds with a face of polyvinyl alcohol polarizer.
When between this patterned retardation film and Polarizer or polarizer bonding reduce time, operation control in the fabrication process or may occur between the usage period distortion.In addition, when being exposed under wet heat condition for a long time, may worry to occur to peel off or bulge phenomenon.In addition, typical polyvinyl alcohol polarizer can shrink in direction of draw, therefore on the different positions of phase shift films, relates to different delays, this so that cause the deterioration of 3D stereoeffect.
In addition, when being exposed to moisture for a long time due to dew or ponding when goods are in described product standing storage or transport, appearing at polarizer and utilize the problem occurring between tackiness agent and the patterned retardation film of its bonding to peel off.
Therefore, still need the tackiness agent of development and improvement, it has the binding property of various performance such as hot water resistance, humidity resistance etc. and excellence.
The open No.2013-0028881 of Korean patent publication discloses the preparation method of patterned retardation film, patterned retardation film, and the Polarizer and the image display device that comprise it.
Prior art document
Patent documentation
Patent documentation 1: the open No.2013-0028881 of Korean patent publication
Summary of the invention
technical problem
Therefore, the object of this invention is to provide binder composition, when it is for during by making composite polarizing plate in conjunction with described polarizer and described patterned retardation layer, significantly can improve the bonding between polarizer and patterned retardation layer.
Another object of the present invention is to provide the binder composition of weather resistance such as thermotolerance, humidity resistance, the hot water resistance etc. that significantly can improve composite polarizing plate.
Another object of the present invention is to provide the composite polarizing plate made by utilizing described binder composition to bond.
technical scheme
Above-mentioned purpose of the present invention will be reached by following features:
(1) binder composition, it comprises: photopolymerizable compound, and it comprises the acrylic monomer of the aromatic ring with hydroxyl or carboxyl and 6 to 18 carbon atoms; And Photoepolymerizationinitiater initiater.
(2) according to the composition of above-mentioned (1), wherein said acrylic monomer is at least one of the compound represented by following formula 1 and formula 2:
[formula 1]
(wherein R
1hydrogen atom or methyl,
X is Sauerstoffatom ,-NH-or-COO-, and
R
2be the aryl with 6 to 18 carbon atoms, it may be had the alkyl of 1 to 5 carbon atom, hydroxyl, carboxyl or propyloxy phenyl base and be replaced),
[formula 2]
(wherein R
3hydrogen atom or methyl,
X is Sauerstoffatom or-NH-,
R
4be the alkylidene group with 1 to 5 carbon atom, it can be interrupted by-CO-or-COO-, and
R
5be the aryl with 6 to 18 carbon atoms, it is by hydroxyl or carboxyl substituted).
(3) according to the composition of above-mentioned (1), wherein said photopolymerizable compound also comprises the monomer represented by following formula 4:
[formula 4]
(wherein R
8be hydrogen atom or methyl, X is Sauerstoffatom or-NH-, and R
9be the straight or branched alkylidene group with 1 to 6 carbon atom, it can be interrupted by the cycloalkylidene with 3 to 6 carbon atoms).
(4) according to the composition of above-mentioned (1), wherein said photopolymerizable compound also comprises at least one monomer represented by following formula 6 and formula 7:
[formula 6]
(wherein R
11hydrogen atom or methyl),
[formula 7]
(wherein R
12be hydrogen atom or methyl, X is Sauerstoffatom or-NH-, and
R
13be have the straight or branched alkylidene group of 1 to 6 carbon atom or have the straight or branched alkenylene of 2 to 6 carbon atoms, it can be interrupted by-COO-or the cycloalkylidene with 3 to 6 carbon atoms).
(5) according to the composition of above-mentioned (3), the wherein said acrylic monomer with the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms and the monomer represented by formula 4 are included with the relative mole ratios of 5:5 to 9:1.
(6) according to the composition of above-mentioned (4), wherein said have the acrylic monomer of the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms and be included with the relative mole ratios of 5:5 to 9:1 by least one monomer represented of formula 6 and formula 7.
(7) according to the composition of above-mentioned (1), wherein said Photoepolymerizationinitiater initiater is radical photopolymerization initiator, comprises at least one be selected from based in the material of methyl phenyl ketone, benzophenone, thioxanthone, bitter almond oil camphor and benzoin alkylether.
(8) according to the composition of above-mentioned (1), it also comprises multifunctional acrylic monomer.
(9) according to the composition of above-mentioned (1), the shrinking percentage wherein in solidification is 3% or lower.
(10) according to the composition of above-mentioned (1), the wherein said acrylic monomer with the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms accounts for the amount of 50 to the 90wt% of described photopolymerizable compound gross weight.
(11) composite polarizing plate, it comprises: polarizer; With the patterned retardation layer bonded by the binder composition of any one of above-mentioned (1) to (10) and a face of described polarizer.
(12) according to the Polarizer of above-mentioned (11), wherein said polarizer comprises the film with protective membrane or phase shift films function, and the face that described film is contrary with the face that described patterned retardation layer bonds bonds.
(13) according to the Polarizer of above-mentioned (11), wherein said patterned retardation layer comprises liquid crystal coatings, and described liquid crystal coatings comprises the reactive liquid crystalline monomer with phenyl ring.
(14) according to the Polarizer of above-mentioned (11), the stripping strength between wherein said polarizer and described patterned retardation layer is 1N/25mm or higher.
(15) according to the Polarizer of above-mentioned (11), wherein said patterned retardation layer does not comprise described oriented layer.
(16) image display device, it comprises the composite polarizing plate according to above-mentioned (11).
beneficial effect
The described composite polarizing plate made by utilizing binder composition of the present invention to bond has excellent thermotolerance and humidity resistance, thus suppresses to occur to peel off and bulge phenomenon, even if under it is exposed to wet heat condition for a long time.
The composite polarizing plate made by utilizing binder composition of the present invention to bond can have the 3D stereoeffect of polarization property and improvement simultaneously.
Embodiment
The invention discloses binder composition, it comprises: photopolymerizable compound, and it comprises the acrylic monomer of the aromatic ring with hydroxyl or carboxyl and 6 to 18 carbon atoms; And Photoepolymerizationinitiater initiater, thus when by utilizing binder composition of the present invention to make composite polarizing plate in conjunction with polarizer and patterned retardation layer, bonding between the described polarizer of remarkable improvement and described patterned retardation layer, and described binder composition has the 3D stereoeffect of excellent thermotolerance and humidity resistance and improvement; And apply the composite polarizing plate of described binder composition.
Hereinafter, in more detail the present invention will be described.
< binder composition >
Binder composition of the present invention can comprise photopolymerizable compound.
The acrylic monomer of the aromatic ring with hydroxyl or carboxyl and 6 to 18 carbon atoms can be comprised according to photopolymerizable compound of the present invention.
Binder composition of the present invention is when it being used in conjunction with showing excellent binding property when polarizer and patterned retardation layer, and the binding property of this improvement can improve thermotolerance and humidity resistance.In fact, acrylic monomer according to the present invention not only comprises hydroxyl or carboxyl but also comprises the aromatic ring of 6 to 18 carbon atoms in a molecule, another kind of polar group in the liquid crystal coatings of wherein said hydroxyl or carboxyl and the polar group that the surface of described polarizer exists and described pattern retardation layer is connected to form hydrogen bond, and described aromatic ring is connected to carry out pie (π) key with the phenyl ring in the reactive liquid crystalline monomer comprised in described liquid crystal coatings and interacts simultaneously.Therefore, think that effect of improving of the present invention can be realized by key so as above.
In addition, the described acrylic monomer with the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms can improve hot water resistance, therefore, even if when the composite polarizing plate utilizing binder composition of the present invention to make is when operation control or In transit are exposed to moisture, it still can not be peeled off.
Can be represented by least one of formula 1 and formula 2 below according to acrylic monomer of the present invention:
[formula 1]
(wherein R
1hydrogen atom or methyl,
X is Sauerstoffatom ,-NH-or-COO-, and
R
2be the aryl with 6 to 18 carbon atoms, it may be had the alkyl of 1 to 5 carbon atom, hydroxyl, carboxyl or propyloxy phenyl base and be replaced),
[formula 2]
(wherein R
3hydrogen atom or methyl,
X is Sauerstoffatom or-NH-,
R
4be the alkylidene group with 1 to 5 carbon atom, it can be interrupted by-CO-or-COO-, and
R
5be the aryl with 6 to 18 carbon atoms, it is by hydroxyl or carboxyl substituted).
Object lesson according to acrylic monomer of the present invention can be represented to formula a-11 by formula a-1 below, they can separately or with it two or more combinationally use.
[formula a-1]
[formula a-2]
[formula a-3]
[formula a-4]
[formula a-5]
[formula a-6]
[formula a-7]
[formula a-8]
[formula a-9]
[formula a-10]
[formula a-11]
The acrylic monomer with the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms according to the present invention has larger molecular weight, thus advantageously has low-shrinkage.According to the structure of each acrylic monomer as used herein, shrinking percentage can change.Preferably, described shrinking percentage is 3% or lower.Because more preferably have comparatively low-shrinkage, so the lower limit of shrinking percentage has no particular limits, and such as can more than 0%.If the shrinking percentage in solidification is low, then likely suppress the reduction of stereoeffect homogeneity between the centre portions that caused by the terminal part office stress concentration of composite polarizing plate during manufacture and terminal portions.
Optionally, can also comprise according to photopolymerizable compound of the present invention and there is hydroxyl or carboxyl but other kind of the monomer not having aromatic ring.If above-claimed cpd also comprises this monomer, then it can be connected with the polar group in the liquid crystal coatings of the polar group that the surface of described polarizer exists and described patterned retardation layer, to form more hydrogen bond, thus improves binding property further.
Described in of the present invention, there is hydroxyl but do not have the monomer of aromatic ring can be represented by following formula 4:
[formula 4]
(wherein R
8be hydrogen atom or methyl, X is Sauerstoffatom or-NH-, and R
9be the straight or branched alkylidene group with 1 to 6 carbon atom, it can be interrupted by the cycloalkylidene with 3 to 6 carbon atoms).
The object lesson described in of the present invention with the monomer of hydroxyl can be represented to formula c-8 by formula c-1, its can separately or with it two or more combinationally use.
[formula c-1]
[formula c-2]
[formula c-3]
[formula c-4]
[formula c-5]
[formula c-6]
[formula c-7]
[formula c-8]
Meanwhile, described in of the present invention, there is carboxyl but do not have the monomer of aromatic ring can be represented by least one of formula 6 and formula 7 below:
[formula 6]
(wherein R
11hydrogen atom or methyl),
[formula 7]
(wherein R
12be hydrogen atom or methyl, X is Sauerstoffatom or-NH-, and
R
13be have the straight or branched alkylidene group of 1 to 6 carbon atom or have the straight or branched alkenylene of 2 to 6 carbon atoms, it can be interrupted by-COO-or the cycloalkylidene with 3 to 6 carbon atoms).
The object lesson described in of the present invention with the monomer of carboxyl can be represented to formula d-9 by formula d-1, its can separately or with it two or more combinationally use.
[formula d-1]
[formula d-2]
[formula d-3]
[formula d-4]
[formula d-5]
For photopolymerizable compound of the present invention, described in there is the acrylic monomer of the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms and describedly can be mixed by the monomer that formula 4 represents above and be included with the relative mole ratios of 5:5 to 9:1.In addition, acrylic monomer and described at least one monomer represented by formula 6 and formula 7 described in the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms can be included with the relative mole ratios of 5:5 to 9:1.If this content is than within above-mentioned scope, the bonding between described polarizer and described pattern retardation layer can maximize.
Improve hot water resistance in, described in there is the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms acrylic monomer can account for the amount of 50 to the 90wt% of described photopolymerizable compound gross weight.
Binder composition of the present invention can also comprise Photoepolymerizationinitiater initiater.
This Photoepolymerizationinitiater initiater has no particular limits as used herein, but can be radical photopolymerization initiator, comprises such as based on the material of methyl phenyl ketone, benzophenone, thioxanthone, bitter almond oil camphor or benzoin alkylether.These can separately or with it two or more combinationally use.
More specifically, described Photoepolymerizationinitiater initiater can comprise, such as, and methyl phenyl ketone, hydroxydimethylacetophenone, dimethylamino benzoylformaldoxime, dimethoxy-2-phenyl acetophenone, 3-methyl acetophenone, 2,2-dimethoxy-2-phenyl acetophenone, 2,2-diethoxy-2-phenyl acetophenone, 4-chloro-acetophenone, 4,4-dimethoxy-acetophenone, 2-hydroxy-2-methyl-1-phenyl third-1-ketone, 4-hydroxyl ring phenyl ketone, 1-hydroxycyclohexylphenylketone, 2-methyl isophthalic acid-[4-(methylthio group) phenyl]-2-morpholino-propyl-1-ketone, 4-(2-hydroxyl-oxethyl) phenyl-2-(hydroxyl-2-propyl group) ketone, benzophenone, to phenyl benzophenone, 4,4-diaminobenzophenone, 4,4'-diethylamino benzophenone, dichloro benzophenone, anthraquinone, 2-methylanthraquinone, 2-ethyl-anthraquinone, 2-tertiary butyl anthraquinone, 2-aminoanthraquinone, 2-methyl thioxanthone, 2-ethyl thioxanthone, CTX, 2,4-dimethyl thioxanthone, 2,4-diethyl thioxanthone, bitter almond oil camphor, benzoin methylether, ethoxybenzoin, benzoin iso-propylether, benzoin n-butylether, benzoin isobutyl ether, benzyl dimethyl ketal, diphenylketone benzyl dimethyl ketal, methyl phenyl ketone dimethyl ketal, ESCAROL 507 ester, TMDPO, fluorenes, triphenylamine, carbazole etc., but, be not particularly limited in this.
Commercially commercially available product can comprise, such as, darocur1173, darocur4265, darocurBP, darocurTPO, darocurMBF, irgacure184, irgacure500, irgacure2959, irgacure754, irgacure651, irgacure369, irgacure907, irgacure1300, irgacure819, irgacure2022, irgacure819DW, irgacure2100, irgacure784, irgacure250 etc., they are manufactured by SIBACo..These can separately or with it two or more combinationally use.
The content of described Photoepolymerizationinitiater initiater has no particular limits, but, such as, can scope from 0.1 to 10 weight part and preferably 0.1 to 5 weight part, relative to the described photopolymerizable compound of 100 weight parts.If the content of described Photoepolymerizationinitiater initiater is less than 0.1 weight part, then solidification rate reduces and the progress possibility deficiency of solidification.On the other hand, when the content of described Photoepolymerizationinitiater initiater is more than 10 weight part, can the weather resistance of deteriorated binder layer.
Optionally, binder composition of the present invention can also comprise the multifunctional acrylic monomer for improving weather resistance.
The type of this multifunctional acrylic monomer has no particular limits, but can comprise, such as, trifunctional monomer is trimethylolpropane tris (methyl) acrylate such as, tetramethylolmethane three (methyl) acrylate, Dipentaerythritol three (methyl) acrylate, trimethylolpropane tris (methyl) acrylate of propionic acid modification, trimethylolpropane tris (methyl) acrylate of epoxy pronane modification, three (2-hydroxyethyl) isocyanuric acid ester three (methyl) acrylate, three (methyl) acryloyl-oxyethyl isocyanuric acid ester, glycerine three (methyl) acrylate etc., four functional monomers are two glycerine four (methyl) acrylate, tetramethylolmethane four (methyl) acrylate, ditrimethylolpropane four (methyl) acrylate, tetra methylol propane four (methyl) acrylate etc. such as, Dipentaerythritol five (methyl) acrylate etc. of five functional monomers such as Dipentaerythritol five (methyl) acrylate, propionic acid modification, Dipentaerythritol six (methyl) acrylate of six functional monomers such as Dipentaerythritol six (methyl) acrylate, caprolactone modification, isocyanate-modified carbamate six (methyl) acrylate etc., etc.These materials can separately or with it two or more combinationally use.
The content of described multifunctional acrylic monomer has no particular limits, but, such as, can scope from 0.1 to 10 weight part, relative to photopolymerizable compound described in 100 weight parts.If be included in the described multifunctional acrylic monomer in above-mentioned scope, can obviously increase the effect improving weather resistance.
composite polarizing plate
In addition, the invention provides the composite polarizing plate utilizing above-mentioned binder composition to make.
The patterned retardation layer that composite polarizing plate of the present invention can be comprised polarizer and be bonded by a face of described binder composition and described polarizer.
Because described polarizer utilizes above-mentioned binder composition to be combined with described patterned retardation layer, therefore composite polarizing plate of the present invention can have high adherence.In this respect, as mentioned above, adhesive composition layer can form hydrogen bond together with described polarizer, forms hydrogen bond together with described patterned retardation layer simultaneously, makes it possible to hydrogen bond and the interaction of Pie (π) key occur.
Described polarizer has no particular limits, as long as it is generally used for field of display and can polarized incident light.Such as, can use by with iodine or dichroic dye dyeing polyvinyl alcohol (PVA) mesentery, the product that then manufactures with dyeing film described in the tractive of required direction.Protective membrane or there is the face that another film of retardation layer function can be contrary with the face that described patterned retardation layer bonds bond.
The structure of described patterned retardation layer has no particular limits, but can comprise normally used any structure in association area.Such as, substrate, alignment films and liquid crystal coatings can be stacked with form layers stack structure by this order.Or described structure can not comprise alignment films.
Described patterned retardation layer can be bonded into and allow described liquid crystal coatings towards described polarizer.
Described substrate has no particular limits, as long as it is made up of the material with excellent character such as transparency, physical strength, thermostability, moistureproof character, delay homogeneity, isotropic nature etc.Such as, the substrate be made up of at least one being selected from llowing group of materials can be used: polyolefin resin, vibrin, celluosic resin, polycarbonate resin, acrylic resin, styrene resin, vinyl chloride resin, amide resins, imide resin, polyethersulfone resin, sulphone resin, polyether ethersulfone resin, polyether-ether-ketone resin, polyphenylene sulfide, vinyl alcohol resin, permalon, vinyl butyral resin, allylation resin, polyformaldehyde resin and epoxy resin.
When described patterned retardation layer comprises oriented layer, can by applying in association area the normally used composition for the formation of oriented layer to substrate to provide orientation character, then, by described coating formation pattern to have different differently-s oriented directivity, thus described oriented layer is formed.
The described method of orientation character that provides can comprise, and such as, friction, light orientation etc., described pattern formation method can comprise the method for multiple exposures with multiple utilizing photomask.But, described in provide the method for orientation character and/or pattern to be formed method have no particular limits.
Light for exposing has no particular limits, but can comprise, such as, and the ionic fluid of polarized UV optical radiation, required angle or plasma beam radiation, irradiation etc.Such as, preferably polarized UV optical radiation is used.
Described liquid crystal layer can be formed by being applied for composition, the then cross-linking of formation liquid crystal coatings to described oriented layer, and described composition comprises reactive liquid crystalline monomer (RM) and is normally used in association area.
Described RM has no particular limits, but can comprise any monomer be generally used in association area, and preferably has the monomer of phenyl ring and ester bond.
When described patterned retardation layer does not comprise described oriented layer, by not having the substrate of described oriented layer to apply the described composition for the formation of liquid crystal coatings, then exposed to realize pattern formation and orientation simultaneously, patterned retardation layer can be formed.
In this case, the described composition for the formation of liquid crystal coatings can also comprise can by polarized ultraviolet any compound of orientation, such as straight chain optical polymerism polymkeric substance, to carry out orientation.
If described patterned retardation layer does not comprise described oriented layer, then, compared with comprising the situation of described oriented layer, the thin-film display that thickness is less can be obtained.
The composite polarizing plate of the present invention utilizing above-mentioned binder composition to make can show excellent bonding between polarizer and patterned retardation layer.Such as, the stripping strength applied between described polarizer and described patterned retardation layer can be 1N/25mm or higher, and preferable range is from 1 to 5N/25mm or higher.
image display device
In addition, the invention provides the image display device comprising above-mentioned composite polarizing plate.
Described image display device has no particular limits, but can comprise, such as, for obtaining liquid crystal indicator or transflective liquid crystal display device, plasm display device, the organic EL display etc. of stereo-picture.
Composite polarizing plate of the present invention can be provided on the position of usual layered polarization plate and patterned retardation layer.
Below, preferred implementation is described more specifically to understand the present invention with reference to embodiment.But, there is provided such embodiment be for illustrative purposes instead of restriction appended by claim, various modifications and changes are possible not deviating under scope and spirit of the present invention, and such modifications and changes should be included in the present invention as claims restriction, and these will be that those skilled in the relevant art are apparent.
Embodiment
Embodiment and comparative example
Binder composition is prepared with the different constituent listed in table 1 the following and content.
[table 1]
Test example
(1) measurement of second-order transition temperature
The each binder composition prepared in embodiment and comparative example is introduced between the two panels PET film that silicon departs from process, and by roller laminator and its bonding.Then, the product utilization UV exposure apparatus (FUSIONCo.) of described combination carries out uv-radiation, with 2000mJ/cm
2the UV-light of light quantity irradiation 313nm wavelength, thus solidify described binder composition.
After removing described release film, the second-order transition temperature of the binder layer utilizing TGA analytical instrument (Q50, TAinstrumentsCo.) to be cured is measured.
(2) measurement of stripping strength
Patterned retardation layer (MPR32 will be comprised; the polyvinyl alcohol polarizer of the triacetyl cellulose protective membrane DNPCo.) and with its face bonded is settled contact with liquid crystal coatings, and utilizes the binder composition prepared in each embodiment and comparative example by described roller laminator and its bonding.In order to evaluate, the terminal portions of described laminating material is not coated with described binder composition.
Then, UV exposure apparatus (FUSIONCo.) is utilized to carry out uv-radiation, so that with 2000mJ/cm
2the 313nm length ultraviolet photoirradiation of light quantity, thus solidify described binder composition.
This composite polarizing plate made as mentioned above being cut into width is that after the sample of 25mm, described sample is peeled off under the detachment rate of 300mm/min with the direction of delaminate of 180 °, measures stripping strength subsequently.
(3) thermotolerance and humidity resistance evaluation
According to the same program as described in test example (2), make composite polarizing plate.Acrylic adhesive after being solidified, described cured film and soda glass bond horizontal high voltage still process of going forward side by side is applied to protective membrane.
Then, in indwelling 500 hours and the indwelling after 500 hours under 60 DEG C and 90%RH at 80 DEG C respectively of the described film be subject to processing, study and whether the adhesive face between described polarizer and described liquid crystal coatings produce bubbling or peel off.Result of study is used for evaluating thermotolerance and humidity resistance according to following judgement criteria.
Zero: do not observe bubbling or stripping
△: observe bubbling or stripping in very little region
X: easily observe visually bubbling or stripping
When zero, only have when both thermotolerance and humidity resistance all reach above-mentioned standard, it is just be evaluated as zero.As for Δ and X, even if when only having one of thermotolerance and humidity resistance to reach above-mentioned standard, it is just be evaluated as Δ or X.
(4) stereoeffect evaluation
According to the same program as described in test example (2), make composite polarizing plate.32 inches of 3D TVs pixel (MPR32, DNPCo.) mate such mode with described pixel with the unit cell pattern of described patterned retardation layer and made Polarizer bonds.
Then, the image with alternately red/blue is being taken to after on described 3D TV unit picture element, measuring the original intensity of the image only embodied with left or right circular polarization in 9 positions comprising screen center.Afterwards, estimate the luminance difference between described centre portions and edge section from observed value, then calculate the overall average difference (see following math equation) of brightness based on the total difference of left-eye image brightness and the total difference of eye image brightness.
D＝(D
L+D
R)/2
D
L＝|(L
C–L
e)|，D
R＝|(R
C–R
e)|，
L
e＝(L
e1+L
e2+…+L
e8)/8，R
e＝(R
e1+R
e2+…+R
e8)/8,
(wherein
D: the overall average of brightness is poor,
D
l: the total difference of left-eye image brightness,
D
r: the total difference of eye image brightness,
L
c: the brightness of the central part office of left-eye image,
L
e: the mean flow rate of the edge part office of left-eye image,
R
c: the brightness of the central part office of eye image,
R
e: the mean flow rate of the edge part office of eye image,
L
e1, L
e2 ..., L
e8: each brightness value of 8 positions of the edge section of left-eye image,
R
e1, R
e2 ..., R
e8: each brightness value of 8 positions of the edge section of eye image)
Then, at described Polarizer at 60 DEG C in indwelling 250 hours and then sub-band after described image, measure brightness and evaluate the luminance fluctuation between initial D value and the indwelling D value after it.
[standard according to luminance fluctuation determination stereoeffect]
Zero: but when D value mobility scale be 0% or higher be less than 30% time, discover the position difference less than 3D stereoeffect
△: but when D value mobility scale be 30% or higher be less than 60% time, observe a little stereoeffect reduce.
X: when the variation of D value is 60% or higher, clear view reduces to stereoeffect.
(5) evaluation of shrinking in solidification
The each binder composition prepared in embodiment and comparative example is introduced between the two panels PET film that silicon departs from process, and by roller laminator and its bonding while control adhesion rate, thus obtain the size of width 10cm and thickness 30 μm.Before measurement solidification after width, the product utilization UV exposure apparatus (FUSIONCo.) of described combination carries out uv-radiation, with 2000mJ/cm
2light quantity irradiation 313nm wavelength UV-light thus solidify described binder composition.Then, the adhesive thickness after the solidification of described binder composition is measured.From described observed value, carry out shrinkage from mold dimensions by equation (width of the front adhesive coating of width/solidification of the rear adhesive coating of solidification) x100%.
(6) hot water resistance evaluation
According to the same program as described in test example (2), make composite polarizing plate.Indwelling is after 24 hours under 23 DEG C and 55% relative humidity for described Polarizer, and the sample of preparation 5cm × 2cm size, described sample has longer sides along absorption axle (direction of draw).The mode that described sample clamps the shorter limit of this sample such with soak this sample length direction 80% in 60 DEG C of water-baths simultaneously soaks 4 hours.Afterwards, described sample is taken out and drying from water-bath.
Because be placed on polarizer in the middle part of described Polarizer to shrink due to leaching hot water, thus formed between described protective membrane do not exist described polarizer without polarizer region.Therefore, measure the distance be placed between the end of the protective membrane of the center compared with minor face of sample and the polarizer of described contraction and be defined as ' contracted length '.
In addition, because because leaching hot water iodine is from the edge section wash-out of described polarizer, therefore leave color change interval in the edge section of described polarizer.In order to evaluate the degree of this variable color as above, measure sample compared with minor face center described in shrink polarizer end and still keep described polarizer particular color region between distance, and to be defined as ' iodine depigmentation length '.
Described contracted length and described iodine depigmentation length are added and are always corroded length ' X '.That is, described total erosion length ' X ' refer to sample compared with minor face center described in protective membrane end and still keep described polarizer particular color region between distance.Be appreciated that binding property (hot water resistance) is in the presence of water more excellent along with contracted length, iodine depigmentation length and/or total length that corrodes reduce.The standard evaluating above-mentioned condition is as follows:
◎: total length that corrodes is less than 2mm
Zero: total length range that corrodes still is less than 3mm at 2mm or more
△: total length range that corrodes is that 3mm or more is still less than 5mm
X: total erosion length is 5mm or more
[table 2]
Reference table 2, in embodiment 1 to 17, the binder composition of preparation has very high stripping strength.In addition, show excellent thermotolerance and humidity resistance by the composite polarizing plate made of its bonding, and outstanding stereoeffect and do not have difference in various position.In addition, detect that the shrinking percentage in solidification is high.
In addition, wherein comprise the embodiment of the present invention of the acrylic monomer of the aromatic ring described in desired content with hydroxyl or carboxyl and 6 to 18 carbon atoms, except embodiment 14, all show outstanding hot water resistance.
But can find out, compared with the binder composition prepared in embodiments of the invention, the binder composition of preparation has the stripping strength of reduction in comparative example 1 to 3, show thermotolerance and humidity resistance deterioration, and there is higher shrinking percentage.
Claims (16)
1. binder composition, it comprises:
Photopolymerizable compound, it comprises the acrylic monomer of the aromatic ring with hydroxyl or carboxyl and 6 to 18 carbon atoms; With
Photoepolymerizationinitiater initiater.
2. composition according to claim 1, wherein said acrylic monomer is at least one of the compound represented by following formula 1 and formula 2:
[formula 1]
Wherein R
1hydrogen atom or methyl,
X is Sauerstoffatom ,-NH-or-COO-, and
R
2be the aryl with 6 to 18 carbon atoms, it may be had the alkyl of 1 to 5 carbon atom, hydroxyl, carboxyl or propyloxy phenyl base and be replaced,
[formula 2]
Wherein R
3hydrogen atom or methyl,
X is Sauerstoffatom or-NH-,
R
4be the alkylidene group with 1 to 5 carbon atom, it can be interrupted by-CO-or-COO-, and
R
5be the aryl with 6 to 18 carbon atoms, it is by hydroxyl or carboxyl substituted.
3. composition according to claim 1, wherein said photopolymerizable compound also comprises the monomer represented by following formula 4:
[formula 4]
Wherein R
8be hydrogen atom or methyl, X is Sauerstoffatom or-NH-, and R
9be the straight or branched alkylidene group with 1 to 6 carbon atom, it can be interrupted by the cycloalkylidene with 3 to 6 carbon atoms.
4. composition according to claim 1, wherein said photopolymerizable compound also comprises at least one monomer represented by following formula 6 and formula 7:
[formula 6]
Wherein R
11hydrogen atom or methyl,
[formula 7]
Wherein R
12be hydrogen atom or methyl, X is Sauerstoffatom or-NH-, and
R
13be have the straight or branched alkylidene group of 1 to 6 carbon atom or have the straight or branched alkenylene of 2 to 6 carbon atoms, it can be interrupted by-COO-or the cycloalkylidene with 3 to 6 carbon atoms.
5. composition according to claim 3, the wherein said acrylic monomer with the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms and the monomer represented by formula 4 are included with the relative mole ratios of 5:5 to 9:1.
6. composition according to claim 4, wherein said have the acrylic monomer of the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms and be included with the relative mole ratios of 5:5 to 9:1 by least one monomer represented of formula 6 and formula 7.
7. composition according to claim 1, wherein said Photoepolymerizationinitiater initiater is radical photopolymerization initiator, comprises at least one be selected from based in the material of methyl phenyl ketone, benzophenone, thioxanthone, bitter almond oil camphor and benzoin alkylether.
8. composition according to claim 1, it also comprises multifunctional acrylic monomer.
9. composition according to claim 1, the shrinking percentage in wherein said solidification is 3% or lower.
10. composition according to claim 1, the wherein said acrylic monomer with the aromatic ring of hydroxyl or carboxyl and 6 to 18 carbon atoms accounts for the amount of 50 to the 90wt% of described photopolymerizable compound gross weight.
11. composite polarizing plates, it comprises:
Polarizer; With
By the patterned retardation layer bonded according to the binder composition of any one of claim 1 to 10 and a face of described polarizer.
12. Polarizers according to claim 11, wherein said polarizer comprises the film with protective membrane or phase shift films function, and the face that described film is contrary with the face that described patterned retardation layer bonds bonds.
13. Polarizers according to claim 11, wherein said patterned retardation layer comprises liquid crystal coatings, and described liquid crystal coatings contains the reactive liquid crystalline monomer with phenyl ring.
14. Polarizers according to claim 11, the stripping strength between wherein said polarizer and described patterned retardation layer is 1N/25mm or higher.
15. Polarizers according to claim 11, wherein said patterned retardation layer does not comprise oriented layer.
16. image display devices, it comprises composite polarizing plate according to claim 11.
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| KR20130093459 | 2013-08-07 | ||
| KR10-2013-0093459 | 2013-08-07 | ||
| KR1020140001849A KR20150017649A (en) | 2013-08-07 | 2014-01-07 | Adhesive composition and complexed polarization plate using the same |
| KR10-2014-0001849 | 2014-01-07 | ||
| PCT/KR2014/006778 WO2015020335A1 (en) | 2013-08-07 | 2014-07-25 | Adhesive composition and composite polarizing plate using same |
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| CN105637056A (en) * | 2013-08-08 | 2016-06-01 | 东友精细化工有限公司 | Adhesive composition and composite polarizing plate using same |
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Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS59111114A (en) * | 1982-12-16 | 1984-06-27 | Sekisui Chem Co Ltd | Polarizing plate having adhesive layer |
| WO2006009250A1 (en) * | 2004-07-22 | 2006-01-26 | Soken Chemical & Engineering Co., Ltd. | Adhesive composition for polarizing plate and polarizing plate |
| TW200632002A (en) * | 2004-11-30 | 2006-09-16 | Fuji Photo Film Co Ltd | Polarizing plate and liquid crystal display device comprising the same |
| JP2006299252A (en) * | 2005-03-25 | 2006-11-02 | Toyo Ink Mfg Co Ltd | Pressure-sensitive adhesive composition and utilization thereof |
| JP4759317B2 (en) * | 2005-05-26 | 2011-08-31 | 富士フイルム株式会社 | Polarizing plate and liquid crystal display device using the same |
| TWI421319B (en) * | 2007-06-28 | 2014-01-01 | Lintec Corp | Adhesive composition, adhesive sheet and production process for semiconductor device |
| JP5649274B2 (en) * | 2007-11-07 | 2015-01-07 | 日本合成化学工業株式会社 | Adhesive for polarizing plate and polarizing plate with adhesive layer |
| JP5211343B2 (en) * | 2008-07-11 | 2013-06-12 | フジコピアン株式会社 | Photocurable adhesive composition and polarizing plate using the same |
| JP5098060B2 (en) * | 2008-10-27 | 2012-12-12 | フジコピアン株式会社 | Photocurable adhesive composition and polarizing plate using the same |
| JP5344224B2 (en) * | 2009-02-10 | 2013-11-20 | サイデン化学株式会社 | Adhesive composition for polarizing plate |
| WO2010143643A1 (en) * | 2009-06-09 | 2010-12-16 | 日本合成化学工業株式会社 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, pressure-sensitive adhesive for optical member, and optical member with pressure-sensitive adhesive layer obtained using same |
| TWI494403B (en) * | 2010-01-21 | 2015-08-01 | Nippon Synthetic Chem Ind | Adhesive, adhesive for optical component, optical component with adhesive layer, image display, active energy ray and/or heat hardening adhesive composite, adhesive composite |
| JP5808177B2 (en) * | 2011-07-14 | 2015-11-10 | 日本合成化学工業株式会社 | Adhesive for optical member, optical part with adhesive layer, and image display device |
| CN103764777B (en) * | 2011-08-25 | 2016-08-17 | Lg化学株式会社 | Contact adhesive |
| KR20130122055A (en) * | 2012-04-30 | 2013-11-07 | 동우 화인켐 주식회사 | Acrylic copolymer and adhesive composition comprising the same |
-
2014
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| CN105637056A (en) * | 2013-08-08 | 2016-06-01 | 东友精细化工有限公司 | Adhesive composition and composite polarizing plate using same |
| CN105637056B (en) * | 2013-08-08 | 2018-04-20 | 东友精细化工有限公司 | Adhesive composition and use its composite polarizing plate |
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