JP2002190383A - Electroluminescence(el) display and phase difference plate for el display - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an EL display and a phase difference plate for the EL display, which is optically uniform, has a high contrast through the range of visible light wave, and is superior in durability. SOLUTION: The EL display has the phase difference plate, made of a cyclic polyolefin resin, which is a monomer consisting of a kind of norbornene derivative represented by general formula (1), or a polymer obtained by ring-opening polymerization of a copolymerizing monomer, which can be copolymerized with the monomer, or the hydrogenated polymer (in the formula, A and B each represent hydrogen or a carbon hydrogen group containing 1 to 10 carbons, and X and Y each represents hydrogen or a univalent organic group, where m is 0, 1 or 2).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electroluminescence (EL) display having a retardation plate made of a cyclic polyolefin resin, and more particularly, to an electroluminescence (EL) display.
EL display and E which are optically uniform, have high contrast throughout the visible light wavelength region, and have excellent durability
The present invention relates to a phase difference plate for an L display.

[0002]

2. Description of the Related Art EL displays have characteristics that liquid crystal displays do not have, such as a wide viewing angle and a high response speed. Further, since the liquid crystal display is of a self-luminous type, there is a factor of lowering the contrast due to leakage light of the backlight, but it is expected to be a display having excellent visibility. However, since the thickness of the organic material layer used in the EL display is extremely thin, external light reaches the metal surface of the cathode on the back surface, and therefore, the external light is reflected on the cathode surface, so that the light reflectance increases. It has been pointed out that a sufficient contrast cannot be obtained. In order to solve this problem, measures such as providing a circular polarizing plate consisting of a polarizing plate and a retardation plate on the surface of the transparent electrode opposite to the ITO film on the transparent insulating substrate to block the reflected light from the cathode surface were taken. (Japanese Patent Laid-Open No. 8-3)
21381).

Conventionally, a common optical resin such as polycarbonate has been used for this retardation plate, but it has been difficult to produce an optically uniform film because of its high birefringence. In addition, it is difficult to obtain a high contrast through a visible light wavelength region due to a large wavelength dependence of birefringence,
Alternatively, birefringence changes over time due to high hygroscopicity,
There were problems such as a decrease in contrast. in addition,
Since the adhesiveness between the retardation plate and the constituent members of the EL display in contact with the retardation plate is not sufficient, there is a problem in terms of durability.

[0004]

SUMMARY OF THE INVENTION It is an object of the present invention to provide an EL display and a retardation plate for an EL display which are optically uniform, have high contrast throughout a visible light wavelength region, and have excellent durability. And

[0005]

That is, the present invention relates to an EL display and an EL display having a retardation plate made of a cyclic polyolefin resin, or having the retardation plate laminated with a polarizing plate. The present invention provides a phase difference plate for use. Further, the present invention provides a method wherein the cyclic polyolefin-based resin is a monomer (hereinafter, referred to as a monomer) comprising at least one norbornene derivative represented by the following general formula (I).
A polymer obtained by ring-opening polymerization of a copolymerizable monomer copolymerizable with this monomer or a hydrogenated product thereof (hereinafter, these are referred to as “specific polymers”). The present invention provides the EL display and the phase difference plate for the EL display.

Embedded image (Where A and B are a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, X and Y are a hydrogen atom or a monovalent organic group, and m is 0, 1 or 2; Is 0 or 1, and more preferably 1.)

[0006] Among the specific monomers, at least X and Y
Specific monomers, one of which is a polar group, are obtained
A retardation plate made of a ring-opening polymer and an EL display in contact with the retardation plate
It is good in that it has excellent adhesion to the components of the play.
Good. Here, the polar group refers to a nitrogen atom, an oxygen
Atoms, sulfur atoms, phosphorus atoms and / or silicon atoms
At least one organic group such as a cyano group,
Mino group, amide group, imide group, hydroxyl group, 1-10 carbon atoms
Alkoxy, ester, carboxyl, alcohol
Xycarbonyl group, aryloxycarbonyl group, sulfo
Nyl group, phosphate group, phosphite group, tri
Organosiloxy groups, triorganosilyl groups, etc.
Can be Among these, the group having the polarity is particularly preferably a compound represented by the formula
(CH _Two)_nA specific polar group represented by COOR
The monomer is a glass with a high hydrogenated product of the ring-opening polymer obtained.
It is preferable because it has a low transition temperature and low hygroscopicity.
No. In the above formula relating to the specific polar group, R is a carbon atom.
A hydrocarbon group having 1 to 12 atoms, preferably an alkyl group;
You. Also, n is usually from 0 to 5, but n is small.
The higher the glass transition temperature of the resulting ring-opened polymer
Therefore, the specific monomer in which n is 0 is preferable.
Is easy to synthesize, and the obtained ring-opened polymer is
It is preferable in that the glass transition temperature becomes high. Further
In the general formula (I), A or B is an alkyl
Group, especially a methyl group.
The alkyl group has the above formula-(CH_Two)_nRepresented by COOR
A specific polar group binds to the same carbon atom
Preferably, they are combined. In addition, the general formula (I)
Wherein m is 1 has a high glass transition temperature
It is preferable in that a ring-opened polymer can be obtained.

Specific examples of the specific monomer represented by the general formula (I)
For example, 5-methoxycarbonylbicyclo [2.
2.1] Hept-2-ene, 5-methyl-5-methoxy
Carbonylbicyclo [2.2.1] hept-2-ene,
5-cyanobicyclo [2.2.1] hept-2-ene,
8-methoxycarbonyltetracyclo [4.4.0.1
^2,5. 1^7,10] -3-dodecene, 8-ethoxyca
Rubonyltetracyclo [4.4.0.1^2,5. 1
^7,10] -3-dodecene, 8-n-propoxycarbo
Nyltetracyclo [4.4.0.1^2,5.
1^{7,1 0}] -3-dodecene, 8-isopropoxycal
Bonyl tetracyclo [4.4.0.1^2,5. 1^7,1
0] -3-dodecene, 8-n-butoxycarbonyltet
Lacyclo [4.4.0.1^2,5. 1^7,10] -3-
Dodecene, 8-methyl-8-methoxycarbonyltetra
Cyclo [4.4.0.1^2,5. 1 ^7,10] -3-do
Decene, 8-methyl-8-ethoxycarbonyltetracy
Black [4.4.0.1^2,5. 1 ^7,10] -3-Dode
Sen, 8-methyl-8-n-propoxycarbonyltet
Lacyclo [4.4.0.1^{2, 5}. 1^7,10] -3-
Dodecene, 8-methyl-8-isopropoxycarbonyl
Tetracyclo [4.4.0.1^{2, 5}. 1^7,10]-
3-dodecene, 8-methyl-8-n-butoxycarbonyl
Letetracyclo [4.4.0.1^2,5. 1^7,10]
-3-dodecene and the like. These
8-methyl-8-methoxycarbonyltetracyclo
[4.4.0.1^2,5. 1^7,10] -3-dodecene
Is a glass with a high polymer obtained by ring-opening polymerization of this
Preferred because it has a transition temperature and low hygroscopicity
No. It is not necessary to use the above specific monomers alone.
The ring-opening copolymerization reaction can be performed using two or more kinds.
You.

<Copolymerizable Monomer> In the present invention, the specific polymer may be a polymer obtained by ring-opening polymerization of the above-mentioned specific monomer alone. It may be one obtained by ring-opening copolymerization with a monomer. Specific examples of the copolymerizable monomer that can be used in this case,
Cyclobutene, cyclopentene, cycloheptene, cyclooctene, bicyclo [2.2.1] hept-2-ene, tricyclo [5.2.1.0 ^2,6 ] -3-decene, 5-ethylidene-2-norbornene, dicyclopentane Cycloolefins such as cyclopentadiene can be mentioned. Furthermore, in the presence of unsaturated hydrocarbon-based polymers containing a carbon-carbon double bond in the main chain such as polybutadiene, polyisoprene, styrene-butadiene copolymer, ethylene-nonconjugated diene polymer, and polynorbornene. The specific monomer may be subjected to ring-opening polymerization. The hydrogenated product of the ring-opening copolymer obtained in this case is useful as a raw material for a resin having high impact resistance.

<Polymerization catalyst> In the present invention, the ring-opening polymerization reaction
The reaction is performed in the presence of a metathesis catalyst. This metathesis
The catalyst is selected from (a) compounds of W, Mo and Re.
(B) Deming periodic table IA
Group elements (eg, Li, Na, K, etc.), Group IIA elements
(Eg, Mg, Ca, etc.), Group IIB elements (eg, Z
n, Cd, Hg, etc.), Group IIIA elements (eg, B,
Al), IVA group elements (eg, Si, Sn, Pb
Etc.) or IVB group elements (eg, Ti, Zr, etc.)
A compound comprising at least one such element-carbon bond
Or selected from those having the element-hydrogen bond
A catalyst comprising a combination with at least one kind. Again
In order to increase the activity of the catalyst in the case of
(C) may be added. (A) component
And typical examples of W, Mo or Re compounds
The WCl₆ , MoCl_Five , ReOCl_Three JP
To mention the compounds described in JP-A-1-240517
Can be. Specific examples of the component (b) include nC_Four H₉ 
Li, (C_Two H_Five )_Three Al, (C _Two H_Five )_Two AlCl
 , (C_TwoH_Five )_1.5 AlCl_1.5 , (C_Two H_Five ) AlC
l_Two, Methylalumoxane, LiH, etc.
Compounds described in JP-A-0517 can be mentioned.
Representative examples of the additive (c) component include alcohol
, Aldehydes, ketones, amines, etc. are suitable for use
However, Japanese Patent Laid-Open Publication No.
The compounds indicated in the report can be used.

<Solvent for Ring-Opening Polymerization Reaction> Solvent used in ring-opening polymerization reaction (solvent constituting molecular weight regulator solution, solvent for specific monomer and / or metathesis catalyst)
Examples thereof include alkanes such as pentane, hexane, heptane, octane, nonane, and decane; cycloalkanes such as cyclohexane, cycloheptane, cyclooctane, decalin, and norbornane; and aromatics such as benzene, toluene, xylene, ethylbenzene, and cumene. Hydrocarbons, chlorobutane, bromohexane, methylene chloride, dichloroethane, hexamethylenedibromide, chlorobenzene, chloroform, compounds such as halogenated alkanes such as tetrachloroethylene, aryl, ethyl acetate, n-butyl acetate, iso-butyl acetate, methyl propionate And saturated carboxylic esters such as dimethoxyethane, and ethers such as dibutyl ether, tetrahydrofuran and dimethoxyethane. There can be used as a mixture. Of these, aromatic hydrocarbons are preferred. The amount of the solvent used is such that the weight ratio of the solvent and the specific monomer (solvent: the specific monomer) is usually 1: 1 to 10: 1,
Preferably, the amount is 1: 1 to 5: 1. The molecular weight of the cyclic olefin polymer used in the present invention is preferably in the range of 0.2 to 5 in intrinsic viscosity (η _inh ), more preferably 0.3 to 3.

<Hydrogenation catalyst> The ring-opened polymer obtained as described above can hydrogenate olefinically unsaturated bonds in the main chain by using a hydrogenation catalyst. As the hydrogenation catalyst, those used in ordinary hydrogenation reactions of olefinic compounds can be used, and heterogeneous catalysts or homogeneous catalysts can be used. Examples of the heterogeneous catalyst include a solid catalyst in which a noble metal catalyst substance such as palladium, platinum, nickel, rhodium and ruthenium is supported on a carrier such as carbon, silica, alumina and titania. Further, as a homogeneous catalyst, nickel naphthenate / triethylaluminum, nickel acetylacetonate / triethylaluminum, cobalt octenoate / n-butyllithium,
Titanocene dichloride / diethylaluminum monochloride, rhodium acetate, chlorotris (triphenylphosphine) rhodium, dichlorotris (triphenylphosphine) ruthenium, chlorohydrocarbonyltris (triphenylphosphine) ruthenium, dichlorocarbonyltris (triphenylphosphine) ruthenium Can be mentioned. The form of the catalyst may be powdery or granular. Here, the hydrogenation rate of the olefinically unsaturated bond in the main chain of the ring-opened polymer is usually at least 50%, preferably at least 70%, more preferably at least 90%, more preferably at least 95% of the unsaturated bond. And particularly preferably 98% or more.

The saturated water absorption of the ring-opened polymer or its hydrogenated product obtained as described above is preferably in the range of 0.01 to 1% by weight. The saturated water absorption is preferably 0.
When the content is 01% by weight or more, more preferably 0.1% by weight or more, the obtained retardation plate has excellent adhesion to a component of an EL display such as a polarizing plate in contact with the retardation plate, and peeling during use is effectively avoided. be able to. In addition, since compatibility with an antioxidant and the like is also excellent, problems such as loss of transparency and bleeding on the surface hardly occur. On the other hand, if the saturated water absorption is 1% by weight or less, the retardation plate is excellent in moisture resistance. It becomes easy to obtain the phase difference function. In the above general formula I, A, B, X and Y
If all are polar groups, the saturated water absorption may be as large as over 1% by weight. Therefore, in the present invention, it is preferable to select the substituent of the thermoplastic norbornene-based resin so that the saturated water absorption of the resin is within the above range.

The specific polymer of the present invention may contain known antioxidants and ultraviolet absorbers, and / or additives such as lubricants for the purpose of improving processability. Examples of the antioxidant include 2,6-di-t-butyl-4-methylphenol, 2,2′-dioxy-3,3′-di-t.
-Butyl-5,5'-dimethyldiphenylmethane, tetrakis [methylene-3- (3,5-di-t-butyl-4)
-Hydroxyphenyl) propionate] methane, 1,
1,3-tris (2-methyl-4-hydroxy-5-t
-Butylphenyl) butane, 1,3,5-trimethyl-
2,4,6-tris (3,5-di-t-butyl-4-hydroxybenzyl) benzene, stearyl-β- (3
5-di-tert-butyl-4-hydroxyphenyl) propionate, 2,2′-dioxy-3,3′-di-tert-butyl-5,5′-diethylphenylmethane, 3,9-bis [1, 1-dimethyl-2- (β- (3-t-butyl-
4-hydroxy-5-methylphenyl) propionyloxy) ethyl], 2,4,8,10-tetraoxyspiro [5.5] undecane, tris (2,4-di-t-butylphenyl) phosphite, cyclohexane Click neopentanetetraylbis (2,4-di-t-butylphenyl) phosphite, cyclic neopentanetetraylbis (2,6-di-t-butyl-4-methylphenyl) phosphite, 2,2 -Methylenebis (4,6-di-t-butylphenyl) octyl phosphite. Examples of the ultraviolet absorber include 2,4-dihydroxybenzophenone and 2-hydroxy-4-methoxybenzophenone. The addition amount of these antioxidants is usually 0.01 to 3 parts by weight, preferably 0.1 to 2 parts by weight, per 100 parts by weight of the specific polymer.
Parts by weight. If the amount of the antioxidant is too small, the effect of improving the durability is insufficient. If the amount is too large, problems such as bleeding from the molding surface and reduction in transparency are not preferred.

The retardation plate comprising the cyclic polyolefin-based resin of the present invention is obtained by forming a specific polymer into a film by a melt molding method and a solution casting method, and stretching and orienting the film. As the melt forming method, a method such as a T-die method or an inflation method is used. The thickness of the film before stretching is usually 1
It is 0 to 300 μm, preferably 30 to 250 μm, and more preferably 50 to 200 μm. As the stretching method, a known uniaxial stretching method, that is, a transverse uniaxial stretching method using a tenter method, a compression stretching method between rolls, a longitudinal uniaxial stretching method using rolls having different circumferential distances, and the like can be used. Alternatively, biaxial stretching may be performed in which the film is stretched in a range that does not affect the orientation of the molecule, and then stretched in a uniaxial direction to orient the molecule. In the film obtained as described above, molecules are oriented by stretching and have a certain birefringence. Birefringence is represented by retardation. The retardation can be controlled by the retardation of the film before stretching, the stretching ratio, the stretching temperature, and the thickness of the stretched oriented film. If the film before stretching has a constant thickness, the larger the stretching ratio, the greater the absolute value of the retardation tends to be.Therefore, by changing the stretching ratio, it is possible to obtain a stretched oriented film having a desired retardation. it can.

In the present invention, the film obtained by the above method has a retardation at a wavelength of 633 nm of 10%.
Those having a thickness of 0 to 200 nm are preferably used as a retardation plate. Although the preferred range of the retardation varies depending on the type of the EL display and the use environment, 400 to 400 nm is required to maintain high transparency and maintain contrast.
It is preferable that the retardation is controlled to around １ ／ λ at each wavelength: λ in the wavelength range of 750 nm. The variation in retardation due to the position on the retardation plate is preferably as small as possible, and the variation in retardation at a wavelength of 633 nm is preferably ± 20% or less, more preferably ± 15% or less. If the variation of the retardation exceeds ± 20%, it is hard to say that the retardation plate is optically uniform, and when used in an EL display or the like, good display performance such as distorted display images can be obtained. Hateful.

In addition, in order to control the retardation to about １ ／ λ at each wavelength: λ in the wavelength range of 400 nm to 750 nm, a plurality of films obtained by the above method are used as a retardation plate. Can also. For example, if the retardation at a wavelength of 633 nm is 31
A film near 7 nm (1/2 wavelength of 633 nm) and a retardation of 633 nm have a retardation of 158 nm (633 nm).
When a film near (１ ／ wavelength of nm) is laminated such that the crossing angle of its optical axis is about 60 degrees, 400 to 75
In the wavelength range of 0 nm, the retardation at each wavelength: λ can be precisely controlled to around λλ. Here, an example at 633 nm is shown, but the present invention is not limited to this, and is 400 to 750 nm.
By combining a film having a retardation of 波長 wavelength and a film having a retardation of 波長 wavelength as described above,
The retardation at each wavelength: λ in the wavelength range of 400 to 750 nm can be precisely controlled to around λλ.

At each wavelength: λ in the wavelength range of 400 nm to 750 nm, the retardation value of the retardation plate whose retardation is controlled to be about ４λ is 1
/ 4λ ± 50 nm, preferably １ ／ λ ± 2
More preferably, it is 0 nm. If the retardation value of the retardation plate is out of the range of λλ ± 50 nm,
The anti-reflection effect of external light is poor, and when the power is turned off, the display does not become completely black and the contrast is lowered.
When a pattern display or a matrix display is performed on the EL display, the external scenery overlaps and the display becomes difficult to see. However, when the phase difference plate of the present invention is used, the contrast is increased in order to completely cut off the reflected light and the like by the negative electrode, and the reflection of the external scenery is eliminated.
Only the pattern to be displayed on the EL display will be in the eyes, making the display very easy to see.

In the process of manufacturing an EL display, when a retardation plate made of the cyclic polyolefin resin of the present invention is laminated with another film, sheet or substrate including a polarizing plate, an adhesive or an adhesive can be used. As these pressure-sensitive adhesives and adhesives, those excellent in transparency are preferable, and specific examples include natural rubber, synthetic rubber, and vinyl acetate / vinyl acetate.
Vinyl chloride copolymers, polyvinyl ethers, acrylics, modified polyolefins, and curable pressure-sensitive adhesives to which a curing agent such as isocyanate is added, and adhesives for dry lamination in which a polyurethane resin solution and a polyisocyanate resin solution are mixed , Synthetic rubber adhesives, epoxy adhesives and the like. In addition, in order to improve the workability of lamination with other films, sheets, substrates, etc. including a polarizing plate, a retardation plate made of the present cyclic polyolefin-based resin is laminated with an adhesive layer or an adhesive layer in advance. can do. As the pressure-sensitive adhesive or adhesive, the above-mentioned pressure-sensitive adhesive or adhesive can be used. As the polarizing plate laminated with the retardation plate made of the cyclic polyolefin-based resin of the present application, a general polarizing plate can be used. For example, a commercially available polarizing film (NPF manufactured by Nitto Denko Corporation)
-F1225DU, SG-18 manufactured by Sumitomo Chemical Co., Ltd.
12AP). The laminate of the polarizing plate and the phase difference plate made of the cyclic polyolefin-based resin of the present invention is located on the front side of the metal cathode surface where the external light of the EL display reflects, for example, a transparent insulating substrate such as glass or resin constituting the ITO transparent electrode. It is provided on the surface opposite to the ITO deposition surface. The EL display using the retardation plate made of the cyclic polyolefin-based resin of the present application can be used for mobile phones, digital information terminals, pagers (registered trademark), navigation, light control panels, displays for OA equipment, displays for AV equipment, and the like. it can.

[0019]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to these examples. In the examples,
“Parts” indicates “parts by weight”. (Evaluation items and methods for measuring them) Intrinsic viscosity : 0.5 g / d using chloroform as a solvent
It was measured with an Ubbelohde viscometer at a polymer concentration of 1 and 30 ° C. Hydrogenation rate : Measured by 60 MHz ¹ H-NMR. Glass transition temperature : measured by a differential calorimeter (DSC) under a nitrogen atmosphere at a heating rate of 10 ° C./min. Saturated water absorption : a value obtained by immersing in 23 ° C. water for one week and measuring the weight gain in accordance with ASTM D570. Retardation : Using an automatic birefringence meter (Oji Scientific Instruments KOBRA-21ADH), two polarizing plates (polarizer, analyzer) are arranged above and below a 100 μm thick sample, and visible light is filtered by a wavelength filter. The retardation was obtained by rotating the two polarizing plates in parallel Nicols state and measuring the transmitted light intensity distribution. Variation in retardation depending on the position on the retardation plate :
Ten-point retardation was measured at intervals of 30 mm in the direction perpendicular to the stretching direction of the stretched film, and the average value, the maximum value, and the minimum value were determined. The average value was taken as the retardation value of the film, and the difference between the maximum value and the minimum value with respect to the average value was taken as the dispersion of the retardation. Retardation fluctuation range : wavelength 450 nm, 550 n
m, 633 nm, and 750 nm were measured at five points while changing the position arbitrarily, the difference between the maximum value and the minimum value at these four wavelengths was determined, and the value of the wavelength having the largest difference was determined as the variation width of the retardation. did. Wavelength dispersion of retardation (α) : wavelength 450 nm
And 550 nm retardation (R (45
0), R (550). ) Is derived from the following equation. α = R (450) / R (550) color tone : The blackness of the background when the power of the EL display was turned off was visually determined in a bright place. Quality : Reflection of the outside scene when the power of the EL display was turned on was visually judged in a light place. Light reflectance : Automatic spectrophotometer (U-Hitachi, Ltd.)
3410), the intensity of the reflected light from the sample was measured, and the relative value% based on the intensity of the reflected light from the plane mirror coated with aluminum was determined. Adhesion : A retardation plate was laminated with a commercially available polarizing film (NPF-F1225DU manufactured by Nitto Denko Corporation) via an adhesive layer, and the presence or absence of peeling between both films of the laminate was visually determined. The pressure-sensitive adhesive used was an acrylic pressure-sensitive adhesive (DD-624, manufactured by Nogawa Chemical Co., Ltd.). It is a film having a thickness of 10 μm substantially containing no solvent. In use, the film-shaped pressure-sensitive adhesive was transferred to a retardation plate, the release film was peeled off, and a polarizing plate was laminated and pressed thereon. The pressure bonding was performed at a pressure of 5 kg / cm ² . Durability at high temperature and high humidity : As in the evaluation of adhesion, a retardation plate is laminated with a commercially available modified film via an adhesive layer, and a durability test is performed for 1,000 hours at 80 ° C. and a relative humidity of 90%. The properties were visually determined.

[0020]

【Example】

Example 1 (Synthesis of specific polymer): Synthesis Example 1 As a specific monomer, 8-methyl-8-methoxycarbonyltetracyclo [4.4.0.1 ^2,5 . ^{17, 10} ]-
250 parts of 3-dodecene, 18 parts of 1-hexene as a molecular weight regulator and 750 parts of toluene were charged into a nitrogen-purged reaction vessel and heated to 60 ° C. To this, WCl ₆ was modified with 0.62 parts of a toluene solution of triethylaluminum (1.5 mol / l) as a polymerization catalyst and t-butanol and methanol to give t-butanol, methanol and tungsten. 3.7 parts of a WCl ₆ solution (concentration: 0.05 mol / l) having a molar ratio of 0.35: 0.3: 1 was added, and the mixture was heated and stirred at 80 ° C. for 3 hours to obtain a polymer solution A. Was. The polymerization conversion of the specific monomer in this polymerization reaction is 9
The intrinsic viscosity (η _inh ) of the polymer was 0.65. 4000 parts of the obtained polymer solution A was put into an autoclave, and RuHCl (CO) [P (C
₆ H _{5) 3] 3} of 0.48 parts were added, 100K hydrogen gas pressure
The mixture was heated and stirred for 3 hours under the conditions of g / cm ² and a reaction temperature of 165 ° C. to perform a hydrogenation reaction. After cooling the obtained reaction solution, hydrogen gas was released to obtain a hydrogenated polymer solution.
This hydrogenated polymer solution was coagulated in a large amount of methanol and then dried to obtain a specific polymer. Table 1 shows the physical property evaluation results of the obtained specific polymer.

(Production of Retardation Plate) A 20% by weight toluene solution of the specific polymer obtained in Synthesis Example 1 was passed through a die.
A liquid having a uniform thickness was formed and dried at 200 ° C. to obtain a cast film. This film was uniaxially stretched at a temperature of 170 ° C. to obtain a 90 μm thick retardation plate. Table 1 shows the evaluation results of the retardation plate.

[0022]

[Table 1]

In the above table, "Variation in retardation" indicates variation in retardation depending on the position on the retardation plate. "Variation of retardation" is 4
The variation range of the retardation in the wavelength range of 50 nm to 750 nm is shown. “Retardation” and “Variation in retardation” are both wavelengths of 633n.
The value at m is shown. “After heat treatment” is measured after heating the retardation plate at 110 ° C. for 3 hours.

(Manufacture of EL Display)
The method for manufacturing the L display will be described with reference to FIG. After applying a quinolinol complex solution on a 5 cm square glass substrate on which an ITO film was formed, a solvent removal treatment was performed to form an electroluminescent layer having a thickness of 50 nm. Next, an electron transporting luminescent layer having a thickness of 60 nm made of trisquinolinolate aluminum is formed on the electroluminescent layer, and a 5 mm square magnesium / silver alloy having a thickness of 100 nm is formed on the electron transporting luminescent layer by a vapor deposition method. (Weight ratio: 10: 1) A film (cathode layer) was formed. Further, on the opposite side of the glass substrate on which the ITO film is formed, the retardation plate made of the specific polymer of the present invention and a commercially available polarizing plate (NPF-F1 manufactured by Nitto Denko Corporation)
225 DU) by laminating the laminate via the above-mentioned adhesive,
An EL display having the configuration shown in FIG. Table 2 shows the evaluation results of the manufactured EL displays.

[0025]

[Table 2]

[0026]

Comparative Example 1 A cast film was obtained in the same manner as in Example 1 except that a polycarbonate resin (Teflon manufactured by Idemitsu Petrochemical Co., Ltd.) was used instead of the specific polymer, and this film was uniaxially stretched to obtain a retardation plate. Was. The evaluation results are shown in Example 1.
The results are shown in Table 1. Further, an EL display was manufactured in the same manner as in Example 1 using this retardation plate. Table 2 shows the evaluation results together with Example 1.

[0027]

Example 2 A 20% by weight toluene solution of the specific polymer obtained in Synthesis Example 1 was passed through a die to make a liquid having a uniform thickness, and dried at 200 ° C. to obtain a cast film. This film was uniaxially stretched at a temperature of 170 ° C., and the retardation at 550 nm was 137 nm.
(1 / 4λ (wavelength) for a wavelength of 550 nm) and 27
5 nm (1 / 2λ (wavelength) for a wavelength of 550 nm)
Was obtained. The value of the retardation was changed by adjusting the stretching ratio (137 nm: stretching 1.2 times, 275
nm: stretched 1.9 times). Then, 1 / 4λ film and 1
In the same manner as in the case of lamination with a polarizing plate via the above adhesive, so that the optical axis of the / 2λ film is at an angle of 60 degrees,
One of each was laminated to obtain a retardation plate. Wavelengths of 400 nm, 450 nm, 5
The retardations at 50 nm, 633 nm and 750 nm were measured. Table 3 shows the results. An EL display was manufactured in the same manner as in Example 1, and the same evaluation was performed. Table 4 shows the results.

[0028]

[Table 3]

[0029]

[Table 4]

As described above, by installing the phase difference plate using the phase difference plate made of the cyclic polyolefin resin, it is possible to block the reflected light from the back electrode and prevent the outside scenery from being reflected. It was possible to obtain an EL display which was very easy to see even in a bright place.

[0031]

As described above, the EL display of the present invention can provide an EL display which is optically uniform, has high contrast throughout the visible light wavelength region, and has excellent durability.

[Brief description of the drawings]

FIG. 1 is a conceptual diagram of an EL display structure.

[Explanation of symbols]

 REFERENCE SIGNS LIST 1 polarizing plate 2 retardation plate 3 transparent insulating substrate 4 anode layer 5 electroluminescence layer 6 electron transporting light emitting layer 7 cathode layer 8 DC power supply

Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat II (Reference) H05B 33/14 H05B 33/14 A F term (Reference) 2H049 BA06 BB48 BC03 BC22 3K007 AB15 AB17 BB06 CA01 CB01 CB04 DA01 DB03 EA04 EB00 4J032 CA45 CA67 CB11 5C094 AA06 AA37 BA27 DA13 ED01 ED14 ED20 FA02 FB01 FB16 JA01 JA11 JA20 5G435 AA02 AA08 AA09 AA14 BB05 FF01 FF05 HH02 KK07

Claims (8)

[Claims] 1. An EL display having a retardation plate made of a cyclic polyolefin resin. 2. The EL display according to claim 1, wherein the retardation plate is laminated with a polarizing plate. 3. A cyclic polyolefin resin is obtained by ring-opening a monomer composed of at least one norbornene derivative represented by the following general formula (I) or a copolymerizable monomer copolymerizable with this monomer. 3. The EL display according to claim 1, which is a polymer obtained by polymerization or a hydrogenated product of the polymer. Embedded image (In the formula, A and B are a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, X and Y are a hydrogen atom or a monovalent organic group, and m is 0, 1 or 2.) 4. The EL display according to claim 3, wherein at least one of X and Y in the general formula (I) is a group having polarity. 5. The cyclic polyolefin-based resin has a saturated water absorption of 0.01 to 1% by weight.
5. The EL display according to any one of items 1 to 4, 6. The retardation at a wavelength of 633 nm is 1
00 to 200 nm, and variation in retardation at a wavelength of 633 nm depending on the position on the retardation plate is ± 20%.
2. A retardation plate having a phase difference of not more than 1.
The EL display according to any one of claims 1 to 5, wherein 7. The retardation in the wavelength range of 400 nm to 750 nm is １ ／ λ with respect to each wavelength: λ.
The EL display according to any one of claims 1 to 6, further comprising a retardation plate having a thickness of ± 50 nm. 8. An EL comprising a cyclic polyolefin resin
Phase difference plate for display.