CN104781707B - Polarization plate - Google Patents
Polarization plate Download PDFInfo
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- CN104781707B CN104781707B CN201480002943.6A CN201480002943A CN104781707B CN 104781707 B CN104781707 B CN 104781707B CN 201480002943 A CN201480002943 A CN 201480002943A CN 104781707 B CN104781707 B CN 104781707B
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
- G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
- G02B5/3041—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks
- G02B5/305—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
-
- 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
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
-
- 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
- C09J201/00—Adhesives based on unspecified macromolecular compounds
- C09J201/02—Adhesives based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
- G02B1/14—Protective coatings, e.g. hard coatings
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
- G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
-
- G02B1/105—
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- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polarising Elements (AREA)
- Epoxy Resins (AREA)
- Liquid Crystal (AREA)
- Adhesive Tapes (AREA)
Abstract
The present invention addresses the problem of providing a polarization plate comprising a cation-polymerizable adhesive exhibiting superior curability even when using a protective film including a urethane primer layer. The present invention provides a polarization plate characterized in that a cation-polymerizable adhesive that contains a cation-polymerizable compound, a cationic-polymerization initiator, a thioxanthone compound, and a naphthalene compound is used to adhere a polarization element and a protective film including a urethane primer layer. The polarization plate of the present invention exhibits superior curability even when using a cation-polymerizable adhesive and a protective film including a urethane primer layer, and as such contributes to the further improvement of optical characteristics.
Description
Technical field
The present invention relates to the middle polarization plates for using such as such as liquid crystal display.
Background technology
Used as the diaphragm for constituting polarization plates, what is utilized extensively all the time is triacetyl cellulose (TAC) film, cycloolefin
Polymer (COP) film.However, in recent years, in order to improve the optical functions such as view angle compensation, further improve diaphragm with polarization
The cementability of piece, the use of the diaphragm for being coated with carbamate priming paint that beginning one's study is (for example, referring to patent document
1。)。
On the other hand, various researchs are being carried out with will pass through sun that the energy-ray such as ultraviolet easily be solidified from
It is bonding with polarizer that sub- polymerism bonding agent is used for diaphragm.
However, the alkalescence of the carbamate resins used in above-mentioned priming paint is high, in the bonding using cationic polymerization type
Solidification can be hindered in the case of agent, therefore it is bonding with polarizer to be considered unsuitable for diaphragm.
Prior art literature
Patent document
Patent document 1：Japanese Unexamined Patent Publication 2006-91310 publications
The content of the invention
Invent problem to be solved
The problem to be solved by the present invention is that, there is provided even if a kind of using the protection with carbamate prime coat
Curability is also excellent in the case of film, used the polarization plates of cationically polymerizable bonding agent.
Method for solving problem
The present inventor etc. are studied to solve above-mentioned problem, wherein, to cationically polymerizable compound, sun from
The species of sub- polymerizing initiator, photosensitizer etc. has carried out research extensively and profoundly.
Result discovery, spy is also contained by using relative to cationically polymerizable compound and cationically polymerizable initiator
The cationically polymerizable bonding agent of fixed photosensitizer such that it is able to solve problem of the invention.
That is, the present invention provides a kind of polarization plates, it is characterised in that diaphragm and polarization with carbamate prime coat
Piece is by the cation containing cationically polymerizable compound, cationic polymerization initiators, thioxanthone compounds and naphthalene compound
Polymerism bonding agent is bonded.
Invention effect
Even if polarization plates of the invention are using diaphragm and cationically polymerizable with carbamate prime coat
Also there is excellent curability, therefore, it is possible to contribute to the further raising of optical characteristics in the case of bonding agent.
In addition, the cationically polymerizable bonding agent used in the present invention is low viscosity, even if therefore in diaphragm, polarizer
In the case of upper coating cationically polymerizable bonding agent, bond layer will not also produce inequality, will not be special to the optics of polarization plates
Property has undesirable effect.
In addition, the cationically polymerizable bonding agent used in the present invention is not only in the case where various diaphragms are used, i.e.,
In the case of making the diaphragm for being combined with ultra-violet absorber stated after use, curability is also excellent.Generally, it is combined with ultraviolet
The diaphragm of light absorbers largely absorbs the light of below 380nm, therefore cationically polymerizable bonding agent using ultra-violet absorber
It is difficult to be solidified, if but using the cationically polymerizable bonding agent used in the present invention, even if using such guarantor
In the case of cuticula, excellent curability is also showed that.Therefore, in the case of using these diaphragms, using of the invention
Even if liquid crystal display obtained from polarization plates etc. is used in the environment of outdoor etc. is exposed to sunshine, it is also possible to reduce liquid crystal
The quality deterioration of display.
Specific embodiment
In polarization plates of the invention, it is sequentially laminated with：Polarizer；Contain cationically polymerizable compound, cationic polymerization
The cationically polymerizable bonding agent of property initiator, thioxanthone compounds and naphthalene compound；With with carbamate prime coat
Diaphragm.
As above-mentioned cationically polymerizable compound, as long as carried out using the acid produced by cationically polymerizable initiator
The cationically polymerizable compound of cationic polymerization, then from from the viewpoint of curability, it is possible to use any one cation
Polymerizable compound.As above-mentioned cationically polymerizable compound, for example, can use：Epoxide, oxetanes
Compound, tetrahydrofuran compound, vinyl ether compound etc..These cationically polymerizable compounds can be used alone,
Two or more kinds may be used.Wherein, from from the viewpoint of can further improve cementability, epoxide, oxa- are preferably used
Cyclobutane compound.
As above-mentioned epoxide, for example, can use：Aromatic glycidyl ether, alicyclic ring epoxy compound, fat
Fat race glycidyl ether etc..These compounds can be used alone, it is also possible to and use two or more.
As above-mentioned aromatic glycidyl ether, from from the aspect of assigning good cementability, preferably use with 2
The aromatic glycidyl ether of the glycidyl ether more than individual, more preferably with the glycidyl of the scope of 2~6
The aromatic glycidyl ether of ether.As above-mentioned aromatic glycidyl ether, can be used for example：Bisphenol A-type shrinks sweet
Oleyl ether, bisphenol-f type glycidyl ether, bisphenol S type glycidyl ether, bisphenol-A D type glycidyl ethers etc..These virtues
Fragrant race's glycidyl ether can be used alone, it is also possible to and use two or more.Wherein, from the sight for further improving adhesive strength
Point sets out, and particularly preferably uses bisphenol A-type glycidyl ether, bisphenol-f type glycidyl ether.
As above-mentioned bisphenol A-type glycidyl ether, from from the viewpoint of adhesive strength, the shrink of bisphenol-A two is preferably used
Glyceryl ether.
As above-mentioned bisphenol-f type glycidyl ether, from from the viewpoint of adhesive strength, the shrink of Bisphenol F two is preferably used
Glyceryl ether.
Usage amount during as using above-mentioned aromatic glycidyl ether, from from the viewpoint of screening characteristics and cementability,
Relative to the total amount of above-mentioned cationically polymerizable compound, the preferably scope of 5~30 mass %, more preferably 10~20 matter
Measure the scope of %.
As above-mentioned alicyclic ring epoxy compound, it is, for example possible to use having the change of alicyclic epoxy group with the scope of 1~4
Compound.
As with 1 alicyclic ring epoxy compound of alicyclic epoxy group, it is, for example possible to use shown in following formulas (1)
Alicyclic ring epoxy compound.
(in formula (1), R1、R2And R3Separately represent hydrogen atom or methyl.)
It is as the alicyclic ring epoxy compound shown in above-mentioned formula (1), such as commercially available to have " CELLOXIDE3000 " (Daicel
Chemical industrial company's system) etc..
In addition, as with 2 alicyclic ring epoxy compounds of alicyclic epoxy group, it is, for example possible to use following formulas (2) institute
3, the 4- 7-oxa-bicyclo[4.1.0s formic acid 3 for showing, (in formula (2), a is 0 compound to 4- epoxy hexane bases methyl esters.), its caprolactone
(in formula (2), a is 1 compound to modifier.), thirdly methylcaprolactone modifier (structural formula (3) and structural formula (4)) and
Compound shown in its valerolactone modifier (structural formula (5) and structural formula (6)), structural formula (7).
(a in formula (2) represents 0 or 1.)
In addition, there are 2 alicyclic ring epoxy compounds of alicyclic epoxy group as above-mentioned, it is possible to use following formula (8) institutes
The compound for showing.
(in formula (8), R1~R6Separately represent the alkyl of hydrogen atom or carbon number 1~6.)
As the compound shown in above-mentioned formula (8), specifically, it is possible to use dicyclohexyl -3,3 '-diepoxide
Thing.
In addition, as with 3 alicyclic ring epoxy compounds of alicyclic epoxy group, it is possible to use shown in following formulas (9)
Compound.
(in formula (9), a and b is separately 0 or 1, and they can be the same or different.)
It is commercially available to have such as EPOLEAD GT301, EPOLEAD GT302 as the alicyclic ring epoxy compound shown in formula (9)
(more than, Daicel chemical industrial company system) etc..
In addition, as with 4 alicyclic ring epoxy compounds of alicyclic epoxy group, such as following formulas (10) institute can be used
The compound for showing.
(in above-mentioned formula (10), a~d separately represents 0 or 1, and they can be the same or different.)
It is as the alicyclic ring epoxy compound shown in above-mentioned formula (10), such as commercially available to have EPOLEAD GT401, EPOLEAD
GT403 (more than, Daicel chemical industrial company system) etc..
As above-mentioned alicyclic ring epoxy compound, from from the viewpoint of can further improve cementability, preferably use with 2
The alicyclic ring epoxy compound of individual alicyclic epoxy group, more preferably using 3,4- 7-oxa-bicyclo[4.1.0s formic acid 3,4- epoxy hexanes Ji Jia
Ester.
Usage amount during as using above-mentioned alicyclic ring epoxy compound, goes out from the viewpoint that can further improve cementability
Hair, relative to the total amount of above-mentioned cationically polymerizable compound, the preferably scope of 10~40 mass %, more preferably 20~35
The scope of quality %.
As above-mentioned aliphatic glycidyl base ether, for example, trimethylolpropane diglycidyl ether, 1 can be used,
6- hexylene glycols diglycidyl ether, BDO diglycidyl ether, cyclohexanedimethanol diglycidyl ether, third
Glycol diglycidyl ether, diethylene glycol diglycidyl glyceryl ether etc. shrink with 2 aliphatic of glycidyl ether
Glyceryl ether, trimethylolpropane tris glycidyl ether, glycerine triglycidyl group ether, polyglycereol triglycidyl group ether,
Two glycerine triglycidyl group ethers etc. are with 3 aliphatic glycidyl base ethers of glycidyl ether etc..These aliphatic
Glycidyl ether can be used alone, it is also possible to and use two or more.Wherein, from the viewpoint that can further improve cementability
Set out, preferably use the aliphatic glycidyl base ether with the glycidyl ether of 2~3, particularly preferably use three hydroxyls
Methylpropane diglycidyl ether, cyclohexanedimethanol diglycidyl ether.
Usage amount during as using above-mentioned aliphatic glycidyl base ether, from the viewpoint that can further improve cementability
Set out, relative to the total amount of above-mentioned cationically polymerizable compound, the preferably scope of 5~40 mass %, more preferably 15~
The scope of 35 mass %.
It is the chemical combination with the oxetanyl for contributing to cationic polymerization as above-mentioned oxetane compound
Thing, from from the viewpoint of can improve low viscosity, it is however preferred to have the compound of the oxetanyl of the scope of 1~4.
As with 1 oxetanes based compound of oxetanyl, for example, can use following formulas (11)
Shown compound.
(the R in formula (11)1Represent that hydrogen atom, the alkyl of the scope that carbon number is 1~8, carbon number are 1~5
The alkoxyalkyl or carbon number of scope are the hydroxy alkyl of 1~6 scope.R2Represent hydrogen atom, can be former with branched carbon
The alkyl of subnumber 1~10, aliphatic ring structures, aromatic structure.)
As the R that can be constituted in above-mentioned formula (11)1Carbon number 1~8 scope alkyl example, can enumerate
Methyl, ethyl, n-propyl, isopropyl and 2- ethylhexyls etc..
In addition, as the R that can be constituted in above-mentioned formula (11)1Carbon number be 1~5 scope alkoxyalkyl
Example, methoxy, ethoxyl methyl, propoxy methyl, methoxy ethyl, ethoxyethyl group, propoxyl group second can be enumerated
Base etc..
In addition, as the R that can be constituted in above-mentioned formula (11)1Carbon number be 1~6 scope hydroxy alkyl
Example, can enumerate hydroxymethyl, hydroxyethyl and hydroxypropyl etc..
In addition, as the R that can be constituted in above-mentioned formula (11)2Can be with scope that branched carbon number is 1~10
Alkyl, the branched alkyl such as the straight-chain alkyls such as methyl, ethyl, propyl group, 2- ethylhexyls can be enumerated.
In addition, as the R that can be constituted in above-mentioned formula (11)2Aliphatic ring structures, can for example enumerate cyclohexyl
Deng.Above-mentioned cyclohexyl etc. can have alkyl etc. to replace hydrogen atom.
In addition, as the R that can be constituted in above-mentioned formula (11)2Aromatic structure, can for example enumerate phenyl etc..It is above-mentioned
Phenyl etc. can have alkyl etc. to replace hydrogen atom.
As with 2 oxetane compounds of oxetanyl, for example can using following formulas (12),
(13) compound shown in etc..
In above-mentioned formula (12), (13), R1Separately represent hydrogen atom, the straight-chain of carbon number 1~6, side chain
The alkyl of shape or ring-type, pi-allyl, aryl, aralkyl, furyl or thienyl, R2Separately represent the organic of divalent
Residue, Z separately represents oxygen atom or sulphur atom.
As above-mentioned R1The alkyl of the straight-chain, branched or ring-type of the scope of shown carbon number 1~6, for example
It is methyl, ethyl, n-propyl or isopropyl, normal-butyl, isobutyl group or the tert-butyl group, amyl group, hexyl, cyclohexyl etc., in addition, conduct
Aryl, for example, phenyl, naphthyl, tolyl, xylyl etc., in addition, as aralkyl, for example, benzyl, phenethyl etc..
In addition, in above-mentioned formula (12), as R2The divalent organic residue of expression, for example, have straight-chain, branched or ring
The alkylidene of shape, poly- (oxyalkylene) base of the carbon atom with the scopes of 4~30, phenylene, xylylene, following formulas
(14) structure and shown in (15).
Constitute above-mentioned R2The alkylidene of straight-chain, branched or ring-type be preferably methylene, ethylidene, 1,2- Asias third
The alkylidene of the carbon number such as base or 1,3- propylidene, butylidene, cyclohexylidene 1~15.In addition, with the scope of 4~30
Carbon atom poly- (oxyalkylene) base preferably have 4~8 scope carbon atom, such as preferably poly- (ethylene oxide) base,
Poly- (propylene oxide) base.
In above-mentioned formula (14), R3Represent oxygen atom, sulphur atom, CH2、NH、SO、SO2、C(CF3)2Or C (CH3)2。
In above-mentioned formula (15), R4Represent alkylidene, arlydene and following formulas (16) of the carbon atom with 1~6
Shown functional group.
In above-mentioned formula (16), a represents the integer of 1~6 scope, and b represents the integer of 1~15 scope.
Used as above-mentioned formula (16), b is preferably the integer of 1~3 scope.
It is above-mentioned have 2~4 scope oxetanyl oxetane compound, such as it is commercially available to have ARON
OXETANE OXT-221, ARON OXETANE OXT-121, ARON OXETANE OXT-223 (more than, East Asia synthesis strain formula meeting
Society's system), ETERNACOLL OXBP, ETERNACOLL OXTP, ETERNACOLL OXIPA (more than, Ube Industries, Ltd
System) etc..
As above-mentioned oxetane compound, from from the viewpoint of can further improve cementability, above-claimed cpd
In, preferably use the compound shown in above-mentioned formula (13), especially, due to can make the bonding agent after solidification thickness more
It is thin and can further improve curability and cementability, therefore particularly preferably use the R in the formula1For ethyl and Z are oxygen atom
Double [1- ethyls (3- oxetanyls)] methyl ethers.
Usage amount during as using above-mentioned oxetane compound, from from the viewpoint of low viscosity and cementability,
Relative to the total amount of above-mentioned cationically polymerizable compound, the preferably scope of 10~50 mass %, more preferably 20~45 matter
Measure the scope of %.
Refer to that producing can trigger sun by energy-rays such as irradiation ultraviolet radiations as above-mentioned cationic polymerization initiators
The sour compound of ionic polymerization.As above-mentioned cationic polymerization initiators, for example, may be used singly or in combination of two or more kinds
Following salt, in the salt, cationic moiety is aromatic matte, aromatic series iodine, aromatic diazo, aromatic series ammonium, thiophene
Anthracene (チ ア Application ス レ ニ ウ system), thioxanthones (チ オ キ サ Application ト ニ ウ system), (2,4- cyclopentadiene -1- bases) [(1- first
Base ethyl) benzene]-Fe cations, anionicsite is by BF4 -、PF6 -、SbF6 -、[BX4]-(wherein, X is by the fluorine of at least more than 2
Or the phenyl after trifluoromethyl substitution) constitute.
As above-mentioned aromatic series sulfonium salt, it is possible to use for example：The double hexafluorophosphoric acids of double [4- (diphenyl sulfonium base) phenyl] thioethers
The double hexafluoro antimonates of salt, double [4- (diphenyl sulfonium base) phenyl] thioethers, the double tetrafluoro boron of double [4- (diphenyl sulfonium base) phenyl] thioethers
Hydrochlorate, double [4- (diphenyl sulfonium base) phenyl] thioether four (pentafluorophenyl group) borates, diphenyl -4- (phenylsulfartyl) phenyl sulfonium six
Fluorophosphate, diphenyl -4- (phenylsulfartyl) phenyl sulfonium hexafluoro antimonate, diphenyl -4- (phenylsulfartyl) phenyl sulfonium tetrafluoro boron
Hydrochlorate, (pentafluorophenyl group) borate of diphenyl -4- (phenylsulfartyl) phenyl sulfonium four, triphenylsulfonium hexafluorophosphate, triphenylsulfonium
Hexafluoro antimonate, triphenylsulfonium tetrafluoroborate, triphenylsulfonium four (pentafluorophenyl group) borate, double [4- (two (4- (2- hydroxyl second
Epoxide)) phenyl sulfonium base) phenyl] thioether double hexafluorophosphate, double [4- (two (4- (2- hydroxyl-oxethyls)) phenyl sulfonium bases) phenyl]
It is the double tetrafluoroborates of the double hexafluoro antimonates of thioether, double [4- (two (4- (2- hydroxyl-oxethyls)) phenyl sulfonium bases) phenyl] thioethers, double
[4- (two (4- (2- hydroxyl-oxethyls)) phenyl sulfonium bases) phenyl] thioether four (pentafluorophenyl group) borate etc..
In addition, as above-mentioned aromatic iodonium salts, it is possible to use for example：Diphenyl iodine hexafluorophosphate, diphenyl iodine
Hexafluoro antimonate, diphenyl iodine tetrafluoroborate, diphenyl iodine four (pentafluorophenyl group) borate, double (detergent alkylates
Base) iodine hexafluorophosphate, double (dodecylphenyl) iodine hexafluoro antimonates, double (dodecylphenyl) iodine tetrafluoro boric acids
Salt, (pentafluorophenyl group) borate of double (dodecylphenyl) iodine four, 4- aminomethyl phenyls -4- (1- Methylethyls) phenyl-iodide six
Fluorophosphate, 4- aminomethyl phenyls -4- (1- Methylethyls) phenyl-iodide hexafluoro antimonate, 4- aminomethyl phenyls -4- (1- methyl second
Base) phenyl-iodide tetrafluoroborate, 4- aminomethyl phenyls -4- (1- Methylethyls) phenyl-iodide four (pentafluorophenyl group) borate etc..
In addition, as above-mentioned aromatic diazonium salt, it is possible to use for example：Phenyldiazonium hexafluorophosphate, phenyldiazonium six
Fluorine antimonate, phenyldiazonium tetrafluoroborate, phenyldiazonium four (pentafluorophenyl group) borate etc..
In addition, as above-mentioned aromatic series ammonium salt, it is possible to use：1- benzyl -2- cyanopyridines hexafluorophosphate, 1- benzyls
Base -2- cyanopyridines hexafluoro antimonate, 1- benzyl -2- cyanopyridines tetrafluoroborate, 1- benzyl -2- cyanopyridines four
(pentafluorophenyl group) borate, 1- (naphthyl methyl) -2- cyanopyridines hexafluorophosphate, 1- (naphthyl methyl) -2- cyanopyridines
Hexafluoro antimonate, 1- (naphthyl methyl) -2- cyanopyridines tetrafluoroborate, 1- (naphthyl methyl) -2- cyanopyridines four
(pentafluorophenyl group) borate etc..
In addition, as above-mentioned thioxanthones salt, it is possible to use：S- biphenyl ITX hexafluorophosphates etc..
In addition, as above-mentioned (2,4- cyclopentadiene -1- bases) [(1- Methylethyls) benzene]-Fe salt, it is possible to use：(2,4-
Cyclopentadiene -1- bases) [(1- Methylethyls) benzene]-Fe (II) hexafluorophosphate, (2,4- cyclopentadiene -1- bases) [(1- methyl second
Base) benzene]-Fe (II) hexafluoro antimonate, 2,4- cyclopentadiene -1- bases) [(1- Methylethyls) benzene]-Fe (II) tetrafluoroborate,
2,4- cyclopentadiene -1- bases) [(1- Methylethyls) benzene]-Fe (II) four (pentafluorophenyl group) borate etc..
As above-mentioned cationic polymerization initiators, from from the viewpoint of can further improve curability, sun is preferably used
Ionic portions are aromatic matte, anionicsite is PF6 -Cationic polymerization initiators.
It is as above-mentioned cationic polymerization initiators, such as commercially available to have：CPI-100P、CPI-101A、CPI-110P、CPI-
200K, CPI-210S (more than, San-Apro Co. Ltd. systems), Cyracure trigger for optical solidification UVI-6990, Cyracure
Trigger for optical solidification UVI-6992, Cyracure trigger for optical solidification UVI-6976 (more than, DOW Chemical Amada Co., Ltd.
System), Adeka Optomer SP-150, Adeka Optomer SP-152, Adeka Optomer SP-170, Adeka
Optomer SP-172, Adeka Optomer SP-300 (more than, Asahi Denka Co., Ltd.'s system), Esacure 1064,
Esacure 1187 (more than, Lamberti company systems), オ system ニ キ ヤ Star ト 550 (IGM RESIN company systems),
Irgacure250 (BASF Amada Co., Ltd.s system), (the Rhodia Japanese strain formulas of RHODORSIL PHOTOINITIATOR 2074
Commercial firm's system) etc..
As the usage amount of above-mentioned cationic polymerization initiators, from from the viewpoint of can further improve curability, phase
For the above-mentioned mass parts of cationically polymerizable compound 100, the preferably scope of 0.1~40 mass parts, more preferably 1~20 mass
The scope of part, the scope of further preferred 3~10 mass parts.
Above-mentioned thioxanthone compounds are the compound played a role as photosensitizer, and by with naphthalene chemical combination described later
Thing is used in combination, and excellent curability is also showed that hence for the diaphragm with carbamate prime coat.
As above-mentioned thioxanthone compounds, it is possible to use for example：Thioxanthones；ITX, 2- dodecyl thiophenes
The thioxanthones chemical combination with alkyl such as ton ketone, 2- cyclohexyl thioxanthones, 2,4- diethyl thioxanthones, 2,4- dimethyl thioxanthones
Thing；1- methoxycarbonyls thioxanthones, 2- ethoxy carbonyls thioxanthones, 3- (2- methoxyethoxycarbonyls)-thioxanthones, 4- fourth oxygen
Base carbonyl thioxanthones, 3- butoxy carbonyl -7- methyl thioxanthones, 1- ethoxy carbonyl -3- ethyoxyl thioxanthones etc. have alcoxyl
The thioxanthone compounds of base；CTX, 1- cyano group -3- clopenthixal ketones, the chloro- ITXs of 1-, the chloro- oxygen of 4- third of 1-
Thioxanthone compounds with chlorine atom such as base thioxanthones, 1- ethoxy carbonyl -3- clopenthixal ketones etc..These thioxanthone compounds
Can be used alone, it is also possible to and use two or more.Wherein, from from the viewpoint of can further improve curability, preferably make
With the thioxanthone compounds with alkyl, ITX, 2,4- diethyl thioxanthones are more preferably used.
As the usage amount of above-mentioned thioxanthone compounds, from from the viewpoint of can further improve curability, relatively
In the above-mentioned mass parts of cationically polymerizable compound 100, the preferably scope of 0.5~7 mass parts, more preferably 1~6 mass parts
Scope, the scope of further preferred 2~5.5 mass parts.
Above-mentioned naphthalene compound is the compound played a role as photosensitizer, and by with foregoing thioxanthones chemical combination
Thing is used in combination, and excellent curability is also showed that hence for the diaphragm with carbamate prime coat.
As above-mentioned naphthalene compound, it is possible to use for example：1- methoxynaphthalenes, 1- ethyoxyls naphthalene, 1- propoxyl group naphthalene, 1- fourth oxygen
Base naphthalene, Isosorbide-5-Nitrae-dimethoxy-naphthalene, 1- ethyoxyl -4- methoxynaphthalenes, Isosorbide-5-Nitrae-diethoxy naphthalene, Isosorbide-5-Nitrae-dipropoxy naphthalene, Isosorbide-5-Nitrae-two
The naphthalene compound with alkoxy such as butoxy naphthalene；1- naphthols, beta naphthal, 1- (2- hydroxyl-oxethyls) naphthalene, 2- (2- '-hydroxyethoxies
Base) naphthalene compound with hydroxyl such as naphthalene etc..These naphthalene compounds can be used alone, it is also possible to and use two or more.Wherein,
From from the viewpoint of can further improve curability, the naphthalene compound with alkoxy is preferably used, more preferably using 1,
4- dimethoxy-naphthalenes, Isosorbide-5-Nitrae-diethoxy naphthalene.
As the usage amount of above-mentioned naphthalene compound, from from the viewpoint of can further improve curability, relative to upper
The mass parts of cationically polymerizable compound 100, the preferably scope of 0.05~5 mass parts are stated, more preferably 0.1~3 mass parts
Scope, the scope of further preferred 0.5~2 mass parts.
Mass ratio [(F)/(G)] on above-mentioned thioxanthone compounds with above-mentioned naphthalene compound, from can further improve
From the viewpoint of curability and cementability, preferably 30/70~90/10 scope, more preferably 50/50~85/15 scope is entered
The scope of one step preferably 60/40~85/15.
The cationically polymerizable bonding agent used in the present invention contains above-mentioned cationically polymerizable compound, above-mentioned cation
Polymerizing initiator, above-mentioned thioxanthone compounds and above-mentioned naphthalene compound are used as required composition, but it is also possible to contain as needed
Other additives.
As above-mentioned other additives, it is possible to use for example：Thixotropy conferring agents, levelling agent, antioxidant, heat stabilizer
Organic solvent, antistatic agent, surfactant, defoamer etc..
In addition, than that described above, in order to further reduce the rigidity of cationically polymerizable bonding agent, polyethers can also be contained
The polyalcohols such as polyalcohol.
In addition, in addition to polyalcohol, in order to further improve the curability of cationically polymerizable bonding agent, gathering cation
Conjunction property bonding agent lowering viscousity, can also be containing cationically polymerizable compounds such as vinyl ethers, tetrahydrofurans, in order to enter one
Step improves cementability, can also contain silane coupler.
From from the viewpoint of coating, above-mentioned cationically polymerizable bonding agent preferably uses the cation with low viscosity
Viscosity under polymerism bonding agent, normal temperature is preferably the scope of 10~100mPas.Additionally, above-mentioned cationically polymerizable bonding
The viscosity of agent represents the value measured using Brookfield viscometer at 25 DEG C.
Next, being illustrated to the manufacture method of above-mentioned cationically polymerizable bonding agent.Above-mentioned cationically polymerizable glues
Connecing agent can for example be manufactured by following method.
For example by using container with agitator etc., above-mentioned cationically polymerizable compound, above-mentioned cation are gathered
Above-mentioned other additives for closing initiator, above-mentioned thioxanthone compounds, above-mentioned naphthalene compound and using as needed mix, stir
Mix, thus, it is possible to produce cationically polymerizable bonding agent of the invention.
Above-mentioned cationically polymerizable bonding agent can be solidified by energy-rays such as irradiation ultraviolet radiations.Additionally, above-mentioned
Cationically polymerizable bonding agent just shows cementability by energy-rays such as irradiation ultraviolet radiations.
The irradiation of the energy-rays such as above-mentioned ultraviolet, from from the viewpoint of curability, preferably 0.001~5J/cm2Model
Enclose, more preferably 0.002~2.5J/cm2Scope, particularly preferred 0.003~1.5J/cm2Scope.
As the occurring source of ultraviolet, it is possible to use for example：Xenon lamp, xenon-mercury lamp are metal halide lamp, high-pressure sodium lamp, low
The known lamp such as pressure mercury lamp.Additionally, on ultraviolet irradiation amount, to use UV detectors：UV Power PucK(II)
Measured by the wavelength region of (Electronic Instrumentation and Technology company systems) in 300~390nm
Value on the basis of.
As above-mentioned polarizer, it is possible to use for example：The dichroic materials such as iodine, dichroic dye are made to be adsorbed in by polyethylene
The hydrophilic macromolecular compounds such as alcohol, part formalizing polyvinyl alcohol, the partly-hydrolysed thing of vinyl-vinyl acetate copolymer
The plastic basis material of formation, and carry out film obtained by uniaxial tension；Make to carry out above-mentioned plastic basis material to be stretched obtained by uniaxial tension
Film obtained by the above-mentioned dichroic material of adsorption of film；The desalination acid treatment of the dewater treatment thing, polyvinyl chloride of polyvinyl alcohol
The polyenoid such as thing system alignment films etc..Wherein, preferably use polyvinyl alcohol film and be adsorbed with the film of the dichroic substances such as iodine.
As the thickness of above-mentioned polarizer, it is often preferred that substantially 5~50 μm of scope.
As said protection film, it is possible to use for example：The cycloolefin resin films such as ENB, (methyl) acrylic resin
Film, silicone resin film, epoxy resin film, fluororesin film, polystyrene resin film, polyester resin film, polysulfone resin film, polyarylate tree
Adipose membrane, polyvinyl chloride resin film, polyvinylidene chloride film, amorphous polyolefins resin film, polyimide resin film, ester ring type gather
Imide resin film, cellulose-based resin film, TAC (triacetyl cellulose) film, COP (cyclic olefin polymer) film, PC (poly- carbonic acid
Ester) film, PBT (polybutylene terephthalate (PBT)) film, MODIFIED PP E (polyphenylene ether) film, PEN (poly- naphthalenedicarboxylic acid ethylene glycol
Ester) the biological degradability film such as film, PET (polyethylene terephthalate) film, polylactic acid polymer.
In addition, in recent years, in order to further improve the performance such as optical characteristics, durability of polarization plates, diaphragm is also
Become variation, there is also the protection that known ultra-violet absorber, retardation controlling agent are combined with above-mentioned diaphragm
Film；Diaphragm etc. obtained by polarization (De of mono- Application De リ タ of パ タ mono-) is carried out using known polymerizable liquid crystal compound.These
Diaphragm is difficult to transmit the light of below 380nm, is the diaphragm that light transmittance under wavelength 380nm is less than 10%.This hair
The bright middle cationically polymerizable initiator for using passes through and uses above-mentioned thioxanthone compounds and naphthalene compound, even if so as to make
In the case of with these diaphragms, it is also possible to provide curability excellent polarization plates.
As the ultra-violet absorber in said protection film can be coordinated, it is possible to use known ultraviolet in various uses
Light absorbers, it is possible to use such as：Phenyl salicylate, p-t-butylphenyl salicylate, p-octylphenyl salicylate, 2- hydroxyls-
4- benzyl epoxides benzophenone, 2,4-DihydroxyBenzophenone, ESCALOL 567,2- hydroxyls-octyloxy two
Benzophenone, 2- hydroxyl -4- dodecyloxy benzophenones, 2,2 '-dihydroxy -4- methoxy benzophenones, 2-2 '-dihydroxy -
4,4 '-dimethoxy-benzophenone, 2- (2 '-hydroxyl -5 '-t-octyl phenyl)-BTA, 2- (2 '-hydroxyl -5 '-t-octyl
Phenyl)-BTA, 2- (2 '-hydroxyl-5 '-aminomethyl phenyl) BTA, 2- (' 5 ' of 2 '-hydroxyl-3-di-t-butyl phenyl)
BTA, 2- (2 '-hydroxyl -3 '-the tert-butyl group -5 '-aminomethyl phenyl) -5- chlorobenzotriazoles, 2- (' 5 of 2 '-hydroxyl -3 '-two-uncle
Butyl phenyl) 5- chlorobenzotriazoles, oryzanol, sher butter, scutelloside, horn cell, melanocyte, urocanic acid, titanium oxide,
Zinc oxide, indium oxide, tin oxide, talcum, kaolin, calcium carbonate, titania composite oxide, oxidation zinc composite oxide, ITO
(tin-doped indium oxide), ATO (antimony-doped tin oxide) etc..They can be used alone, it is also possible to and use two or more.It is combined with
Light transmittance of the diaphragm of these ultra-violet absorbers under wavelength 380nm essentially becomes less than 10%.Additionally, above-mentioned light
Line transmissivity represents the value measured using the V-570 type spectrophotometers of Japan Spectroscopy Corporation.
As the thickness of said protection film, preferably substantially 20~100 μm.
As above-mentioned carbamate priming paint, it is possible to use known carbamate priming paint, it is possible to use such as：It is aqueous
Carbamate priming paint, solvent borne carbamte priming paint, ultraviolet hardening carbamate priming paint etc..
From from the viewpoint of optical function, using prime coat obtained from above-mentioned carbamate priming paint thickness substantially
0.1~5 μm of scope.
As the preparation method of above-mentioned carbamate prime coat, can enumerate for example：In the way of to reach above-mentioned thickness
Above-mentioned carbamate priming paint is applied in said protection film and dry method is carried out.As above-mentioned drying means, using
In the case of aqueous urethane priming paint, solvent borne carbamte priming paint, preferably in the temperature of substantially 50~150 DEG C of scope
The lower heat drying 1~60 minute or so of degree.In addition, in the case where ultraviolet hardening carbamate priming paint has been used, it is excellent
Heat drying irradiates 0.001~5J/cm after 1~10 minute or so at a temperature of being selected in 50~150 DEG C of scope2Scope
Energy-ray.
Method as polarization plates of the invention are manufactured, can enumerate the method for for example being manufactured in the following way：2
Each side with carbamate prime coat of piece said protection film is coated with above-mentioned cationically polymerizable bonding agent, then exists
The two sides of polarizer is fitted the coated face, then irradiates above-mentioned ultraviolet.
As the method for the coating cationically polymerizable bonding agent in said protection film, for example, can use：By curtain
The side that slot coated method, scraper for coating method, rolling method, gravure coating process, the sprayings such as flowing rubbing method, die coating method etc. are coated
Method.
As the thickness of above-mentioned cationically polymerizable bond layer, from from the viewpoint of cementability, preferably 0.1~10 μm
Scope, more preferably 0.5~5 μm of scope.
Embodiment
Hereinafter, the present invention is illustrated in greater detail by embodiment.
[preparation method of polarizer]
Kuraray Poval PVA-117H are dissolved in being coated on water in mold release film using bar coater, and (Co., Ltd. is laughable
The polyvinyl alcohol of beautiful system, the degree of polymerization 1700, fully saponified thing is powdered) obtained from polyvinyl alcohol water solution (nonvolatile component
8 mass %), then, after being dried 5 minutes in the environment of 80 DEG C, above-mentioned mold release film is removed, thus produce the poly- of 75 μm of thickness
Vinyl alcohol film.
Then, the polyvinyl alcohol film that will be obtained is fixed on stretching-machine, by above-mentioned film along single shaft direction in 40 DEG C of warm water
It is stretched to 3 times of size.
Will be attached to it is above-mentioned in after the water on the surface of stretched film that obtains removes, containing the mass parts of iodine 0.02, KI 2
Being adjusted to of mass parts and the mass parts of water 100 impregnates above-mentioned stretched film in 30 DEG C of the aqueous solution.
Then, in the water for being adjusted to 56.5 DEG C containing the mass parts of KI 12, the mass parts of boric acid 5 and the mass parts of water 100
Above-mentioned stretched film is impregnated in solution.
After the stretched film after 8 DEG C of pure water cleans above-mentioned dipping is adjusted to, it is dried in the environment of 65 DEG C, thus
Obtain the adsorption in the stretched film formed by polyvinyl alcohol and be orientated the polarizer (X) for having iodine.
[preparation method with the diaphragm of carbamate prime coat]
In the tri acetyl cellulose membrane for being combined with ultra-violet absorber (hereinafter referred to as " UV-TAC ".) on 1 μm of thickness
Priming paint (" Bayhydrol UV XP2775 " living in バ イ エ Le ウ レ タ Application strain of degree coating ultraviolet hardening carbamate
Formula commercial firm system), after being heated 5 minutes at 150 DEG C, using high-pressure sodium lamp to the coated face with exposure intensity 0.5J/cm2Condition shine
Ultraviolet is penetrated, the diaphragm with carbamate prime coat is thus produced.In addition, being used according to change table 1~2 Suo Shi
Diaphragm, in addition, similarly operated, produce the diaphragm with carbamate prime coat.
[embodiment 1]
In the reaction vessel for possessing agitator, reflux condenser, thermometer, dropping funel and nitrogen inlet, add
As bisphenol-f type glycidyl ether (" EPICLON EXA-830CRP " department of Dainippon Ink Chemicals of cationically polymerizable compound
System) 100 mass parts, double [1- ethyls (3- oxetanyls)] mass parts of methyl ether 350,3,4- 7-oxa-bicyclo[4.1.0s formic acid 3,4-
The mass parts of epoxy hexane base methyl esters 250, the mass parts of trimethylolpropane diglycidyl ether 300, as cationic polymerization
The mass of 50 mass % solution of propylene glycol carbonate 80 of diphenyl -4- (phenylsulfartyl) phenyl sulfonium hexafluorophosphate of property initiator
Part, the mass parts of 2,4- diethyl thioxanthones 40 as thioxanthone compounds and the Isosorbide-5-Nitrae-diethoxy as naphthalene compound
The mass parts of naphthalene 10, are mixed, are stirred, and thus obtain cationically polymerizable bonding agent (Y-1).
Prepare 2 it is above-mentioned [have carbamate prime coat diaphragm preparation methods] in obtain with amino first
The UV-TAC of acid esters prime coat, is respectively coated with about 2 μm of thickness using bar on respective carbamate prime coat
Cationically polymerizable bonding agent (Y-1) is stated, is fitted respectively the coated face on the two sides of above-mentioned polarizer (X).Then, rubber is used
After roller pressurization, ultraviolet lamp (the Fusion LH-6 power outputs 60%, line speed 7.0m/ of conveyor-type are used
Minute), the accumulated light for irradiating 300~390nm from the diaphragm side on above-mentioned upper strata is 1.0J/cm2Ultraviolet, thus, obtain
To starting from above with diaphragm/carbamate prime coat/cationically polymerizable bond layer/polarizer // carbamate
The polarization plates of prime coat cationically polymerizable bond layer/this composition of diaphragm.
[embodiment 2~10, comparative example 1~3]
The thioxanthone compounds and the amount of naphthalene compound and the species of diaphragm that will be used enter according to table 1~2 Suo Shi
Row change, in addition, is operated similarly to Example 1, obtains polarization plates.
[embodiment 11]
The usage amount of double [1- ethyls (3- oxetanyls)] methyl ethers is changed to 300 mass parts, by 3,4- epoxies
Naphthenic acid 3, the usage amount of 4- epoxy hexane base methyl esters is changed to 300 mass parts, in addition, similarly to Example 1
Operated, obtain polarization plates.
[embodiment 12]
Trimethylolpropane diglycidyl ether is changed to cyclohexanedimethanol diglycidyl ether, except this with
Outward, operated similarly to Example 1, obtained polarization plates.
[embodiment 13]
Trimethylolpropane diglycidyl ether is changed to cyclohexanedimethanol diglycidyl ether, except this with
Outward, operated similarly to Example 11, obtained polarization plates.
[evaluation method of curability]
The evaluation of curability is carried out according to the bleaching level of the iodine for being adsorbed in polarizer.
Specifically, the polarization plates cutting that will be obtained in embodiment and comparative example is vertical 3cm, the length of horizontal 5cm, is tested
Piece.
The test film is impregnated 24 hours in 60 DEG C of warm water, according to the transmissivity for implementing the test film before and after dipping
The difference of (%) and evaluated as described below.Additionally, the transmissivity of test film utilizes " RETS-100 " (great mound electronics corporation
System) it is measured.
“○”：The difference of transmissivity (%) is less than 3.
“△”：The difference of transmissivity (%) is the scope more than 3 and less than 10.
“×”：The difference of transmissivity (%) is more than 10.
[table 1]
| Table 1 | Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | Embodiment 5 | Embodiment 6 | Embodiment 7 | Embodiment 8 |
| Cationically polymerizable bonding agent | (Y-1) | (Y-1) | (Y-1) | (Y-1) | (Y-1) | (Y-1) | (Y-2) | (Y-3) |
| Cationically polymerizable compound (mass parts) | 1000 | 1000 | 1000 | 1000 | 1000 | 1000 | 1000 | 1000 |
| Light cationic polymerization initiator (mass parts) | 80 | 80 | 80 | 80 | 80 | 80 | 80 | 80 |
| Thioxanthone compounds | ||||||||
| 2,4- diethyl thioxanthones (mass parts) | 40 | 40 | 40 | 40 | 40 | 40 | 5 | 10 |
| Naphthalene compound | ||||||||
| Isosorbide-5-Nitrae-diethoxy naphthalene (mass parts) | 10 | 10 | 10 | 10 | 10 | 10 | 10 | 10 |
| Other | ||||||||
| 9,10- dibutoxy anthracenes (mass parts) | ||||||||
| Polarizer | (X) | (X) | (X) | (X) | (X) | (X) | (X) | (X) |
| Diaphragm (upper strata) | UV-TAC | UV-PMMA | UV-PMMA | FPR-TAC | FPR-TAC | FPR-TAC | UV-TAC | UV-TAC |
| Diaphragm (lower floor) | UV-TAC | UV-TAC | COP | UV-TAC | COP | UV-TAC | UV-TAC | UV-TAC |
| Curability is evaluated | ||||||||
| The difference of transmissivity (%) | 0.56 | 0.66 | 0.71 | 0.66 | 0.79 | 0.73 | 9.7 | 1.9 |
| Evaluate | ○ | ○ | ○ | ○ | ○ | ○ | △ | ○ |
[table 2]
| Table 2 | Embodiment 9 | Embodiment 10 | Embodiment 11 | Embodiment 12 | Embodiment 13 | Comparative example 1 | Comparative example 2 | Comparative example 3 |
| Cationically polymerizable bonding agent | (Y-4) | (Y-5) | (Y-6) | (Y-7) | (Y-8) | (N-1) | (N-2) | (N-3) |
| Cationically polymerizable compound (mass parts) | 1000 | 1000 | 1000 | 1000 | 1000 | 1000 | 1000 | 1000 |
| Light cationic polymerization initiator (mass parts) | 80 | 80 | 80 | 80 | 80 | 80 | 80 | 80 |
| Thioxanthone compounds | ||||||||
| 2,4- diethyl thioxanthones (mass parts) | 20 | 55 | 40 | 40 | 40 | 5 | ||
| Naphthalene compound | ||||||||
| Isosorbide-5-Nitrae-diethoxy naphthalene | 10 | 10 | 10 | 10 | 10 | 10 | 10 | |
| Other | ||||||||
| 9,10- dibutoxy anthracenes | 10 | |||||||
| Polarizer | (X) | (X) | (X) | (X) | (X) | (X) | (X) | (X) |
| Diaphragm (upper strata) | UV-TAC | UV-TAC | UV-TAC | UV-TAC | UV-TAC | UV-TAC | UV-TAC | UV-TAC |
| Diaphragm (lower floor) | UV-TAC | UV-TAC | UV-TAC | UV-TAC | UV-TAC | UV-TAC | UV-TAC | UV-TAC |
| The evaluation of curability | ||||||||
| The difference of transmissivity (%) | 0.45 | 0.39 | 0.66 | 0.56 | 0.39 | 16.8 | 37.8 | 34.3 |
| Evaluate | ○ | ○ | ○ | ○ | ○ | × | × | × |
Abbreviation in table 1~2 etc. is illustrated.
“UV-TAC”：(light transmittance under wavelength 380nm is to be combined with the tri acetyl cellulose membrane of ultra-violet absorber
Less than 10%)
“UV-PMMA”；It is combined with the acrylic resin film of the ultra-violet absorber (light transmittance under wavelength 380nm
It is less than 10%)
“COP”；Cyclo-olefin-polymer films (light transmittance under wavelength 380nm is less than 10%)
“FPR-UVTAC”；Carried out obtained by polarization using polymerizable liquid crystal compound in the one side of above-mentioned " UV-TAC "
Film (light transmittance under wavelength 380nm is less than 10%)
Understand, even if polarization plates of the invention are solid in the case where the diaphragm with carbamate prime coat has been used
The property changed is also excellent.
On the other hand, comparative example 1 has been to have used the implementation method of 9,10- dibutoxy anthracenes instead of thioxanthone compounds,
But curability is bad and decolouring of polarizer is obvious.
Comparative example 2 is not contain the implementation method of thioxanthone compounds, but curability is bad and decolouring of polarizer is obvious.
Comparative example 3 is not contain the implementation method of naphthalene compound, but curability is bad and decolouring of polarizer is obvious.
Claims (4)
1. a kind of polarization plates, it is characterised in that the carbamate prime coat of the diaphragm with carbamate prime coat with
Polarizer is by the sun containing cationically polymerizable compound, cationic polymerization initiators, thioxanthone compounds and naphthalene compound
Photopolymerizable bonding agent is bonded,
Wherein, the usage amount of the thioxanthone compounds relative to the mass parts of cationically polymerizable compound 100 be 0.5~
The scope of 7 mass parts, the usage amount of the naphthalene compound is 0.05 relative to the mass parts of cationically polymerizable compound 100
The scope of~5 mass parts.
2. polarization plates as claimed in claim 1, wherein,
The thioxanthone compounds have alkyl.
3. polarization plates as claimed in claim 1, wherein,
The naphthalene compound has alkoxy.
4. polarization plates as claimed in claim 1, wherein,
Light transmittance of the diaphragm under wavelength 380nm is less than 10%.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| JP2013033278 | 2013-02-22 | ||
| JP2013-033278 | 2013-02-22 | ||
| PCT/JP2014/051371 WO2014129260A1 (en) | 2013-02-22 | 2014-01-23 | Polarization plate |
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| JP (1) | JP5598634B1 (en) |
| KR (1) | KR101678507B1 (en) |
| CN (1) | CN104781707B (en) |
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| JP6620180B2 (en) * | 2017-04-07 | 2019-12-11 | 住友化学株式会社 | Polarizer |
| US11733444B2 (en) | 2019-01-25 | 2023-08-22 | Shanjin Optoelectronics (Suzhou) Co., Ltd. | Method for manufacturing polarizing plate and adhesive composition for polarizing plate |
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| JP4281261B2 (en) * | 2000-09-21 | 2009-06-17 | 住友化学株式会社 | Iodine polarizing plate and method for producing the same |
| JP2006201736A (en) * | 2004-08-03 | 2006-08-03 | Jsr Corp | Polarizing plate and its manufacturing method |
| CN100520453C (en) * | 2004-08-03 | 2009-07-29 | 捷时雅株式会社 | Polarizing plate and process for producing the same |
| JP2006091310A (en) | 2004-09-22 | 2006-04-06 | Jsr Corp | Optical film, polarizing plate, and liquid crystal display |
| JP2006065224A (en) * | 2004-08-30 | 2006-03-09 | Jsr Corp | Optical film, polarizing plate and liquid crystal display |
| JP2006084934A (en) * | 2004-09-17 | 2006-03-30 | Nippon Zeon Co Ltd | Polarizer protection film, polarizer with antireflection function and optical product |
| TWI567432B (en) * | 2004-11-09 | 2017-01-21 | Zeon Corp | A polarizing plate, a manufacturing method thereof, and a liquid crystal display device |
| KR20100068178A (en) * | 2008-12-12 | 2010-06-22 | 동우 화인켐 주식회사 | Polarizing plate and liquid crystal display device comprising the same |
| JP5678553B2 (en) * | 2010-09-30 | 2015-03-04 | 大日本印刷株式会社 | Surface protection film |
| JP2012131214A (en) * | 2010-12-01 | 2012-07-12 | Fujifilm Corp | Protective film |
| WO2012157280A1 (en) * | 2011-05-18 | 2012-11-22 | コニカミノルタアドバンストレイヤー株式会社 | Polarizing plate protective film, polarizing plate, and liquid crystal display device |
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| JP5598634B1 (en) | 2014-10-01 |
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