JP2009198661A - Liquid crystal display and method for manufacturing the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a liquid crystal display excellent in visibility even when the display is used outdoors or the like and excellent in adhesiveness between a liquid crystal panel and a protective base material. <P>SOLUTION: The liquid crystal display has a layer (I) formed by using at least a cation polymerizable resin composition and a protective layer (II) layered on the surface of an image display unit of a liquid crystal panel. The cation polymerizable resin composition contains a polyester polyol (A) having at least three hydroxyl groups obtained by reacting a polyol with a polycarboxylic acid, a glycidyl group-containing compound (B) and a polymerization initiator (C). <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention relates to a liquid crystal display that can be used as a display unit for various communication devices and home appliances.

  The liquid crystal display is used as a display unit of home appliances such as a liquid crystal television and information communication terminals such as a mobile phone, and the market is increasing. In particular, as the functionality of portable portable information communication terminals such as mobile phones has been improved, high-level fineness, vividness, and the like have been required for images displayed by them.

  A liquid crystal display used for a display unit such as a mobile phone is generally a liquid crystal display element sealed with a liquid crystal substance, a polarizing plate made of a protective film made of cellulose triacetate or the like and a polarizer, and other various functional films. And a protective substrate made of glass or plastic for the purpose of preventing damage to the liquid crystal panel due to external impact.

  From the viewpoint of preventing damage to the liquid crystal panel due to direct impact from the outside to the liquid crystal panel, the protective base material is in a state where a space generally called an air gap is secured between the protective base material and the liquid crystal panel. Often installed.

  However, since the air layer composed of the air gap and the protective substrate have a large difference in refractive index, for example, in an environment with strong light such as outdoors, at the interface between the air layer and the protective substrate. It may cause light scattering. When the degree of scattering is large, the brightness of the image displayed on the liquid crystal display is lowered, and as a result, the visibility may be significantly lowered.

  As a method for solving the above-described problem, for example, a transparent resin filler made of, for example, a photopolymerization type acrylic resin is filled in a region provided between a liquid crystal display panel for displaying an image and a touch panel. A method is known, and it is known that a display device such as a liquid crystal display obtained by such a method can reduce a decrease in visibility due to an air gap (see, for example, Patent Document 1).

  However, since the acrylic resin is a so-called radical polymerization type resin, for example, curing is brought to a practically sufficient level due to the influence of radical deactivation due to the termination reaction between radicals or the influence of oxygen in the atmosphere. May stop before reaching. When the curing reaction stops halfway, the uncured component has an adverse effect on the liquid crystal panel and the protective layer, and as a result, a liquid crystal display capable of displaying a high-quality and clear image cannot be obtained. There is.

  In addition, radical polymerization resin compositions generally proceed with a curing reaction while being irradiated with ultraviolet rays or the like, but also stop polymerization with the interruption of irradiation, so that curing proceeds sufficiently. It is necessary to continuously irradiate with ultraviolet rays.

  Therefore, when manufacturing a liquid crystal display, for example, after applying the radical polymerization resin composition on the surface of a transparent protective substrate and laminating a liquid crystal panel on the coating surface in advance, the transparent protective substrate Therefore, it is necessary to continuously irradiate the resin composition layer with ultraviolet rays. However, the method of continuously irradiating ultraviolet rays as described above was not a preferable method from the viewpoint of improving the production efficiency of the liquid crystal display.

  In addition, as the protective base material, there may be used a substrate in which a pattern, characters, or the like is printed in advance according to the application. In the case of irradiating ultraviolet rays through such a protective substrate, since the ultraviolet rays are not sufficiently irradiated to the lower part of the pattern or the like, the degree of curing of the composition layer becomes non-uniform, resulting in a liquid crystal display. During use over a long period of time, the adhesion between the protective substrate and the liquid crystal panel was lowered, and the protective substrate sometimes floated or peeled off.

Japanese Patent Laid-Open No. 2004-77887

  The problem to be solved by the present invention is to provide a liquid crystal display having excellent visibility and excellent adhesion between a liquid crystal panel and a protective substrate even when used outdoors, for example.

  In addition, the problem to be solved by the present invention is a leap in production efficiency of a liquid crystal display that is excellent in visibility and excellent in adhesion between the liquid crystal panel and the protective substrate even when used outdoors, for example. It is providing the manufacturing method of a liquid crystal display which improves it automatically.

  In order to solve the problems of the radical polymerizable resin composition as described above, the present inventors, for example, apply a resin composition on the surface of a protective substrate and then directly irradiate the application surface with ultraviolet rays or the like. Then, it was considered important to find a resin composition capable of bonding a liquid crystal panel to the irradiated surface. If this method is possible, curing can proceed sufficiently even when a protective substrate on which a pattern or the like has been printed is used.

  First, the inventors examined using a resin composition of a polymerization curing reaction system different from the radical polymerizable resin composition, and in general, cationic polymerization in which the curing reaction proceeds without continuous irradiation with ultraviolet rays. It has been found that it is effective to use a resin resin composition. Then, when examining the solution of the subject of this invention, examination was advanced based on the cationic polymerization system resin composition.

  As the cationically polymerizable resin composition, for example, cationically polymerizable groups such as hydroxyl groups, alicyclic epoxy groups, glycidyl groups, oxetanyl groups, vinyl ethers, and propenyl ethers are known. Various combinations were considered.

  For example, when a composition containing a hydroxyl group-containing compound such as a polyol, an alicyclic epoxy group-containing compound generally known as a reactive diluent, and a polymerization initiator was examined, the curing reaction proceeded extremely rapidly in the composition. Therefore, after irradiating the composition applied to the surface of the protective substrate with ultraviolet rays, it was difficult to bond a liquid crystal panel to the irradiated surface.

  Thus, when various combinations, such as a cationic group and a reactive diluent, were examined, the polyester polyol (A) which has three or more hydroxyl groups obtained by reacting a polyol and polycarboxylic acid, and glycidyl group containing The cationic polymerizable resin composition containing the compound (B) and the polymerization initiator (C) is excellent in visibility and impact resistance of the liquid crystal display without impairing the sharpness of the image displayed on the liquid crystal display. And found that can be given.

  That is, the present invention is a liquid crystal display in which a layer (I) formed using at least a cationic polymerizable resin composition and a protective layer (II) are laminated on the surface of an image display portion of a liquid crystal panel, The cationic polymerizable resin composition contains a polyester polyol (A) having three or more hydroxyl groups obtained by reacting a polyol and a polycarboxylic acid, a glycidyl group-containing compound (B), and a polymerization initiator (C). The present invention relates to a liquid crystal display.

  In the present invention, the cationic polymerizable resin composition containing the polyester polyol (A), the glycidyl group-containing compound (B), and the polymerization initiator (C) is applied to the surface of the image display unit of the liquid crystal panel. , After irradiating the coated surface with ultraviolet rays, a glass substrate or a plastic substrate constituting the protective layer (II) is bonded to the coated surface and heated at 40 to 80 ° C. is there.

  Moreover, this invention contains the said polyester polyol (A), a glycidyl group containing compound (B), and a polymerization initiator (C) on the surface of the glass base material or plastic base material which comprises the said protective layer (II). The liquid crystal display is manufactured by applying a cationic polymerizable resin composition to be applied, irradiating the coated surface with ultraviolet rays, and bonding the surface of the image display portion of the liquid crystal panel to the coated surface, followed by heating at 40 to 80 ° C. It is about the method.

  The liquid crystal display of the present invention maintains excellent sharpness of displayed images and is excellent in visibility and impact resistance, so that it can be used for, for example, a television receiver or a radio device. In particular, the liquid crystal display of the present invention has a practically sufficient level of visibility even outdoors, for example, and has excellent impact resistance that can withstand strong impacts such as dropping. The present invention can be applied to a display unit of a portable radio device such as a portable television receiver or a mobile phone terminal.

  The liquid crystal display of the present invention is a layer (I) formed using at least a cationic polymerizable resin composition on the surface of the image display part of the liquid crystal panel, and a protective layer (II), A polyester polyol (A) having three or more hydroxyl groups, a glycidyl group-containing compound (B), and a polymerization initiator (C) obtained by reacting a polyol and a polycarboxylic acid in the cationic polymerizable resin composition. It is what is contained.

  Here, the liquid crystal display referred to in the present invention can adjust the transmission of light from a backlight or the like by adjusting the orientation of the liquid crystal material constituting the liquid crystal panel and display a desired image on the image display unit. For example, it is configured by a light source such as a backlight, a color filter, a liquid crystal panel, and at least a layer (I) and a layer (II) laminated on the surface thereof.

  The size and shape of the liquid crystal display of the present invention are not particularly limited, but good visibility can be maintained even when used outdoors, and good even when a strong impact is applied to the liquid crystal display due to falling etc. Therefore, the present invention can be suitably applied to a relatively small display such as a portable wireless device and a portable television receiver.

  First, the layer (I) laminated on the image display unit surface of the liquid crystal panel constituting the liquid crystal display and the cationic polymerizable resin composition constituting the layer will be described.

  The layer (I) is important for imparting excellent visibility and impact resistance to the liquid crystal display. Further, since the layer (I) has been cured relatively uniformly by a cationic polymerization reaction, the sharpness of the image displayed by the liquid crystal panel is not deteriorated.

  The layer (I) varies depending on the field in which the liquid crystal display is used, but preferably has a thickness of approximately 10 to 500 μm in order to achieve both the thinning of the liquid crystal display and the advantageous effects of the present invention. The thickness is preferably 100 to 500 μm.

  The layer (I) includes a polyester polyol (A) having three or more hydroxyl groups obtained by reacting a polyol and a polycarboxylic acid, a glycidyl group-containing compound (B), a polymerization initiator (C), and as necessary. Accordingly, it can be formed using a cationic polymerizable resin composition containing other additives.

  The cationic polymerizable resin composition proceeds with cationic polymerization of the hydroxyl group of the polyester polyol (A) and the glycidyl group of the glycidyl group-containing compound (B) when irradiated with ultraviolet rays. However, since the cationic polymerization proceeds relatively slowly at room temperature, from the viewpoint of dramatically improving the rate of cationic polymerization and improving the production efficiency of the liquid crystal display of the present invention, It is preferable to heat at a temperature of about 40 to 80 ° C.

As the polyester polyol (A) used in the cationic polymerizable resin composition, a polyester polyol having three or more hydroxyl groups obtained by reacting a polyol and a polycarboxylic acid can be used.
The polyester polyol (A) may have a linear or branched linear or cyclic aliphatic structure, or may have an aromatic cyclic structure. From the viewpoint of imparting high adhesion and visibility, it is particularly preferred that it has a linear or branched linear or cyclic aliphatic structure.

  The polyester polyol (A) has three or more hydroxyl groups that contribute to the reaction with the glycidyl group of the glycidyl group-containing compound (B). The number of hydroxyl groups is preferably approximately 30 or less, more preferably 3 to 20.

  As said polyester polyol (A), it is preferable to use what has a number average molecular weight of the range of 300-8000, and it is more preferable to use what has a number average molecular weight of the range of 300-2000 especially.

  Examples of polyols that can be used in the production of the polyester polyol (A) include aliphatic polyols such as ethylene glycol and propylene glycol, and polyols having an aromatic cyclic structure such as bisphenol A and bisphenol F. Among them, it is preferable to use an aliphatic polyol, and it is particularly preferable to use an aliphatic polyol having 2 to 12 carbon atoms because excellent adhesion and visibility can be imparted.

Among the polyols, aliphatic polyols having 2 to 12 carbon atoms include, for example, ethylene glycol, propylene glycol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, , 3-butanediol, 1,5-pentanediol, 1,6-hexanediol, 2,5-hexanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, neopentyl Cricol, 2-methyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 3-methyl-1,5-pentanediol, 2-butyl-2-ethyl-1,3- Propanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,4-diethyl-1,5-pentanediol, 2 Aliphatic polyols having two hydroxyl groups such as ethyl-1,3-hexanediol and 1,4-cyclohexanedimethanol, trimethylolethane, trimethylolpropane, 1,2,4-butanetriol, pentaerythritol, glycerin, etc. An aliphatic polyol having 3 or more hydroxyl groups, or an aliphatic polyol having 4 or more hydroxyl groups such as ditrimethylolpropane and dipentaerythritol can be used.
From the viewpoint of producing a polyester polyol (A) having 3 or more hydroxyl groups, it is preferable to use an aliphatic polyol having 3 or more hydroxyl groups, and an aliphatic polyol having 3 or more hydroxyl groups and 2 hydroxyl groups. It is more preferable to use an aliphatic polyol in combination from the viewpoint of improving productivity.
Further, as the aliphatic polyol, for example, an acid group-containing aliphatic polyol having one or more carboxyl groups in addition to two or more hydroxyl groups such as 2,2′-dimethylolpropionic acid can be used. .

  Examples of the polycarboxylic acid usable for the production of the polyester polyol (A) include aliphatic polycarboxylic acids such as succinic acid and adipic acid, and aromatic cyclic structures such as phthalic acid and trimellitic acid. Although polycarboxylic acid etc. can be used, it is preferable to use aliphatic polycarboxylic acid especially, and it is excellent to use especially aliphatic polycarboxylic acid which has 3-12 carbon atoms. It is preferable because it can provide high adhesion and visibility.

  Among the polycarboxylic acids, aliphatic polycarboxylic acids having 3 to 12 carbon atoms include, for example, succinic acid, adipic acid, azelaic acid, sebacic acid, maleic acid, fumaric acid, and 1,12-dodecane. Aliphatic dicarboxylic acids such as dicarboxylic acids, 1,2,3-propanetricarboxylic acid, 1,2,3-butanetricarboxylic acid, 1,2,3-pentanetricarboxylic acid, 1,2,5-hexanetricarboxylic acid, Aliphatic tricarboxylic acids such as 1,4,8-octanetricarboxylic acid, 1,5,10-nonanetricarboxylic acid, 2-carboxymethyl-1,3-propanedicarboxylic acid, 3-carboxymethyl-1,5-pentanedicarboxylic acid An acid or the like can be used. Among them, it is preferable to use adipic acid from the viewpoint of easy availability of raw materials.

  As said polyester polyol (A), it is preferable to use what has a structure shown by the following general formula (I) from a viewpoint of improving the adhesiveness of a liquid crystal panel and a protective base material.

(In the formula, R ¹ represents a hydrogen atom or an aliphatic alkyl group, R ^{2 to} R ¹⁰ each represents an independent aliphatic alkylene group, and a, b and c each represents an independent integer.)

The aliphatic alkyl group or aliphatic alkylene group of R ^{1 to} R ^{10 in} the general formula (I) may be a linear or branched linear aliphatic structure or an aliphatic cyclic structure. Also good.

As the polyester polyol (A), R ¹ in the general formula (I) is an aliphatic alkyl group having 1 to 3 carbon atoms, and R ^{2 to} R ⁴ are each independently 1 to 1 carbon atom. 2 aliphatic alkylene groups, R ^{5 to} R ⁷ are each independently an aliphatic alkylene group having 2 to 8 carbon atoms, and R ^{8 to} R ¹⁰ are each independently 2 to 10 carbon atoms. It is preferable to use an aliphatic alkylene group, a having an integer of 0 to 100, and b and c each independently having an integer of 1 to 100 from the viewpoint of availability.

  The polyester polyol represented by the general formula (I) can also be produced by reacting an aliphatic polyol having 2 to 12 carbon atoms with an aliphatic polycarboxylic acid having 3 to 12 carbon atoms. However, among these, a method of producing by reacting an aliphatic triol, an aliphatic diol, and an aliphatic dicarboxylic acid in the same manner as described above is simple and preferable.

  Examples of the aliphatic triol that can be used in the production of the polyester polyol represented by the general formula (I) include trimethylolpropane, trimethylolethane, 1,2,4-butanetriol, pentaerythritol, and glycerin. Among them, it is preferable to use trimethylolpropane.

  Examples of the aliphatic diol that can be used in the production of the polyester polyol represented by the general formula (I) include ethylene glycol, propylene glycol, 1,2-butanediol, 1,3-butanediol, and 1,4-butanediol. 2,3-butanediol, 1,5-pentanediol, 1,6-hexanediol, 2,5-hexanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, Neopentylcricol, 2-methyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 3-methyl-1,5-pentanediol, 2-butyl-2-ethyl-1, 3-propanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,4-diethyl-1,5-pentanedi All, 2-ethyl-1,3-hexanediol, 1,9-nonanediol, 1,4-cyclohexanedimethanol and the like can be used, among which 3-methyl-1,5-pentanediol is used. It is preferable.

  Examples of the aliphatic dicarboxylic acid that can be used for the production of the polyester polyol represented by the general formula (I) include succinic acid, adipic acid, azelaic acid, sebacic acid, maleic acid, fumaric acid, and 1,12-dodecanedicarboxylic acid. Among them, it is preferable to use adipic acid from the viewpoint of availability.

  Further, as the polyester polyol (A), a so-called “multi-branched” polyester polyol having a molecular structure in which the molecular chain is further branched into two or more at a point where the molecular chain is branched into two or more can also be used.

As the multi-branched polyester polyol, for example, it is formed by polymerization of a polyalcohol and a hydroxy acid which is commercially available from Perstorp as a registered trademark BOLTORN, as exemplified below. Polyester based dendritic polymers can be used.
Boltorn H2003 (average number of hydroxyl groups in one molecule 12)
Boltorn H20 (average number of hydroxyl groups in one molecule: 16)
Boltorn H30 (average number of hydroxyl groups in one molecule 32)
Boltorn H40 (average number of hydroxyl groups in one molecule: 64)

  The polyester polyol (A) can be produced by subjecting the aliphatic polyol and the aliphatic polycarboxylic acid to a dehydration condensation reaction by an ordinary method. For example, it can be produced by mixing the aliphatic polyol and the aliphatic polycarboxylic acid in a reaction vessel at 80 ° C. to 300 ° C. and reacting in the presence of a tin-based catalyst, if necessary. .

  In addition, a lactone compound such as ε-caprolactone may be partially added to the polyester polyol (A) used in the present invention as necessary.

  Next, the glycidyl group-containing compound (B) used in the present invention will be described.

  The glycidyl group-containing compound (B) is important for sufficiently curing the cationic polymerization reaction with the hydroxyl group of the polyester polyol (A). In addition, when an appropriate open time is imparted to the cationic polymerizable resin composition used in the present invention, and after the composition is irradiated with ultraviolet rays or the like, the liquid crystal panel and the protective substrate can be bonded together. is important.

  Examples of the glycidyl group-containing compound (B) include ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, butylene glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, neopentyl glycol diglycidyl ether, and polybutadiene diglycidyl. Ether, cyclohexanedimethanol diglycidyl ether, resorcinol diglycidyl ether, diglycidyl orthophthalate, trimethylolpropane polyglycidyl ether, bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, phenol novolac polyglycidyl ether, cresol novolac polyglycidyl ether, Biphenyl polyglycidyl ether, naphthalene poly Glycidyl ethers, hydrogenated bisphenol diglycidyl ether can be used. Especially, it is preferable to use a diglycidyl ether compound as a compound which relieves the coating film internal stress by hardening shrinkage.

  Further, if necessary, for the polyglycidyl ether compound, allyl glycidyl ether, 2-ethylhexyl glycidyl ether, phenyl glycidyl ether, ethylene oxide-added phenol glycidyl ether, p-tert-butylphenol glycidyl ether, ethylene oxide addition Monofunctional glycidyl ether compounds such as lauryl alcohol glycidyl ether, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, and 3-glycidoxypropyltriethoxysilane may be used in combination.

  Examples of the cationically polymerizable compound other than the glycidyl ether type epoxy compound that can be used in the present invention include 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexylcarboxylate, limonene diepoxide, 2- (3 , 4-epoxycyclohexyl) ethyltrimethoxysilane and other compounds having a cyclohexene oxide group, 3-ethyl-3-hydroxymethyloxetane, 3-ethyl-3-{[(3-ethyloxetane-3-yl) methoxy ] Methyl} oxetane, 3-ethyl-3- (2-ethylhexyloxymethyl) oxetane, 3-ethyl-3- (phenoxymethyl) oxetane, 3-ethyl-3- (cyclohexyloxy) methyloxetane, 1,3- Bis [(1-ethyl-3-oxetanyl) meth Oxetane such as cis] benzene, 4,4′-bis [(3-ethyl-3-oxetanyl) methoxy] biphenyl, 3-ethyl-3-{[(3- (triethoxysilyl) propoxy] methyl} oxetane Examples include a compound having a ring and a compound obtained by epoxidizing an oligomer having a vinyl group such as epoxidized polybutadiene.

  In the glycidyl group-containing compound (B), the mass ratio between the hydroxyl group of the polyester polyol (A) and the glycidyl group of the glycidyl group-containing compound (B) is [the hydroxyl group of (A) / (B). Having a glycidyl group] = 0.9 or more, and more preferably using a ratio of 1 to 3. By using the glycidyl group-containing compound (B) in the above ratio, the temperature at which the cationic polymerizable resin composition after irradiation with ultraviolet rays is heated and allowed to proceed with curing is lower than before, generally 40 to 70 ° C. Can be set to a degree.

  Next, the polymerization initiator (C) used in the present invention will be described.

  The polymerization initiator (C) used in the present invention generates an acid component when irradiated with ultraviolet rays, and initiates cationic polymerization of the polyester polyol (A) and the glycidyl group-containing compound (B).

The polymerization initiator (C) can be selected as needed without any particular limitation. For example, the cation moiety is aromatic sulfonium, aromatic iodonium, aromatic diazonium, aromatic ammonium, thioxanthonium, (2,4 -Cyclopentadien-1-yl) [(1-methylethyl) benzene] -iron cation, and thianthrenium, and the anion moiety is BF ₄ ⁻ , PF ₆ ⁻ , SbF ₆ ⁻ , [BX ₄ ] ^−. (Wherein X represents a functional group in which two or more hydrogen atoms of the phenyl group are substituted by a fluorine atom or a trifluoromethyl group), an aromatic sulfonium salt, an aromatic iodonium salt, Aromatic diazonium salts, aromatic ammonium salts, thioxanthonium salts, (2,4-cyclopentadien-1-yl) [( 1-methylethyl) benzene] -iron salt, etc. can be used alone or in combination of two or more.

  Examples of the aromatic sulfonium salt include bis [4- (diphenylsulfonio) phenyl] sulfide bishexafluorophosphate, bis [4- (diphenylsulfonio) phenyl] sulfide bishexafluoroantimonate, and bis [4- (diphenyl). Sulfonio) phenyl] sulfide bistetrafluoroborate, bis [4- (diphenylsulfonio) phenyl] sulfide tetrakis (pentafluorophenyl) borate, diphenyl-4- (phenylthio) phenylsulfonium hexafluorophosphate, diphenyl-4- (phenylthio) ) Phenylsulfonium hexafluoroantimonate, diphenyl-4- (phenylthio) phenylsulfonium tetrafluoroborate, diphenyl-4- (phenylthio) E) Phenylsulfonium tetrakis (pentafluorophenyl) borate, triphenylsulfonium hexafluorophosphate, triphenylsulfonium hexafluoroantimonate, triphenylsulfonium tetrafluoroborate, triphenylsulfonium tetrakis (pentafluorophenyl) borate, bis [4- ( Di (4- (2-hydroxyethoxy)) phenylsulfonio) phenyl] sulfide bishexafluorophosphate, bis [4- (di (4- (2-hydroxyethoxy)) phenylsulfonio) phenyl] sulfide bishexafluoroantimony Bis [4- (di (4- (2-hydroxyethoxy)) phenylsulfonio) phenyl] sulfide bistetrafluoroborate, bis [4- ( Di (4- (2-hydroxyethoxy)) phenylsulfonio) phenyl] sulfide tetrakis (pentafluorophenyl) borate and the like can be used.

  Examples of the aromatic iodonium salt include diphenyliodonium hexafluorophosphate, diphenyliodonium hexafluoroantimonate, diphenyliodonium tetrafluoroborate, diphenyliodonium tetrakis (pentafluorophenyl) borate, bis (dodecylphenyl) iodonium hexafluorophosphate, Bis (dodecylphenyl) iodonium hexafluoroantimonate, bis (dodecylphenyl) iodonium tetrafluoroborate, bis (dodecylphenyl) iodonium tetrakis (pentafluorophenyl) borate, 4-methylphenyl-4- (1-methylethyl) phenyliodonium Hexafluorophosphate, 4-methylphenyl-4- (1-methyl Ethyl) phenyliodonium hexafluoroantimonate, 4-methylphenyl-4- (1-methylethyl) phenyliodonium tetrafluoroborate, 4-methylphenyl-4- (1-methylethyl) phenyliodonium tetrakis (pentafluorophenyl) borate Etc. can be used.

  Examples of the aromatic diazonium salt include phenyldiazonium hexafluorophosphate, phenyldiazonium hexafluoroantimonate, phenyldiazonium tetrafluoroborate, and phenyldiazonium tetrakis (pentafluorophenyl) borate.

  Examples of the aromatic ammonium salt include 1-benzyl-2-cyanopyridinium hexafluorophosphate, 1-benzyl-2-cyanopyridinium hexafluoroantimonate, 1-benzyl-2-cyanopyridinium tetrafluoroborate, 1-benzyl 2-cyanopyridinium tetrakis (pentafluorophenyl) borate, 1- (naphthylmethyl) -2-cyanopyridinium hexafluorophosphate, 1- (naphthylmethyl) -2-cyanopyridinium hexafluoroantimonate, 1- (naphthylmethyl) -2-Cyanopyridinium tetrafluoroborate, 1- (naphthylmethyl) -2-cyanopyridinium tetrakis (pentafluorophenyl) borate, and the like can be used.

  Moreover, S-biphenyl 2-isopropyl thioxanthonium hexafluorophosphate etc. can be used as said thioxanthonium salt.

  The (2,4-cyclopentadien-1-yl) [(1-methylethyl) benzene] -iron salt includes (2,4-cyclopentadien-1-yl) [(1-methylethyl) benzene. ] -Iron (II) hexafluorophosphate, (2,4-cyclopentadien-1-yl) [(1-methylethyl) benzene] -Iron (II) hexafluoroantimonate, 2,4-cyclopentadiene-1- Yl) [(1-methylethyl) benzene] -iron (II) tetrafluoroborate, 2,4-cyclopentadien-1-yl) [(1-methylethyl) benzene] -iron (II) tetrakis (pentafluorophenyl) ) Borate and the like can be used.

  As the polymerization initiator, for example, CPI-100P, CPI-200K, CPI-101A (manufactured by San Apro Co., Ltd.), Cyracure photocuring initiator UVI-6990, Cyracure photocuring initiator UVI-6922, Cyracure light Curing initiator UVI-6976 (above, manufactured by Dow Chemical Japan Co., Ltd.), Adekaoptomer SP-150, Adekaoptomer SP-152, Adekaoptomer SP-170, Adekaoptomer SP-172 (Asahi, Asahi) Denka Kogyo Co., Ltd.), CI-5102, CI-2855 (above, Nippon Soda Co., Ltd.), Sun-Aid SI-60L, Sun-Aid SI-80L, Sun-Aid SI-100L, Sun-Aid SI-110L, Sun-Aid SI-180L , Sun-Aid SI-110, Sun-Aid SI-145, Sun-Aid I-150, Sun-Aid SI-160, Sun-Aid SI-180 (manufactured by Sanshin Chemical Industry Co., Ltd.), Esacure 1064, Esacure 1187 (manufactured by Lamberti), Omnicat 432, Omnicat 440, Omnicat 445, Omnicat 550, Omnicat 650, Omnicat BL-550 (manufactured by IG Resin), Irgacure 250 (manufactured by Ciba Specialty Chemicals Co., Ltd.), Rhodosil Photo Initiator 2074 (RHODORSIL PHOTOINITIATOR 2074 (Rhodia Japan) Etc.) are commercially available.

  The amount of the polymerization initiator used is preferably as small as possible from the viewpoint of maintaining good curability and light stability. Specifically, the non-volatile content is 0.1% with respect to 100 parts by mass of the polyester polyol (A). 2-5 mass parts is preferable and 0.5-3 mass parts is more preferable.

  The cationic polymerizable resin composition used in the present invention comprises, for example, the polyester polyol (A), the glycidyl group-containing compound (B), and various additives as necessary, using a sealed planetary mixer or the like. It can be produced by mixing and stirring until uniform, and then mixing and stirring the mixture obtained above and the polymerization initiator (C).

  The cationic polymerizable resin composition used in the present invention may contain various additives as long as the effects of the present invention are not impaired.

  Next, the protective layer (II) constituting the liquid crystal display of the present invention will be described.

  The protective layer (II) is provided for the purpose of preventing the image display portion of the liquid crystal panel constituting the liquid crystal display of the present invention from being damaged by an external impact. As the protective layer (II), it is preferable to use a glass substrate or plastic substrate that is transparent to such an extent that an image displayed on the liquid crystal panel can be visually recognized. The surface of the substrate may be colored.

  As the plastic substrate, a substrate made of generally used acrylic resin or the like, or a substrate made of PC (polycarbonate), PBT (polybutylene terephthalate), PPS (polyphenylene sulfide), modified PPE (polyphenylene ether) or the like. Can be used.

  Next, the liquid crystal panel used in the present invention will be described.

  The liquid crystal panel used in the present invention is not particularly limited as long as a desired image or an image can be displayed, and a commonly used one can be used.

  As the liquid crystal panel, for example, a liquid crystal substance is sealed between transparent substrates made of glass, plastic, or the like, on one or both sides, a polarizing plate, a polarizing filter, an electrode, and a viewing angle compensation film, if necessary. Those obtained by laminating various functional materials can be used.

  The layer (I) and the protective layer (II) are preferably laminated directly on the surface of, for example, a polarizing plate or a polarizing filter constituting the liquid crystal panel, and in particular, laminated on the surface of the polarizing plate. Is preferred.

  As a polarizing plate, generally a plastic substrate made of a hydrophilic polymer such as polyvinyl alcohol, partially formalized polyvinyl alcohol, partially saponified ethylene / vinyl acetate copolymer, dichroism such as iodine or dichroic dye Polyene-based oriented films such as those obtained by adsorbing materials and uniaxially stretched, polyvinyl alcohol dehydrated products, and polyvinyl chloride dehydrochlorinated products can be used.

  Moreover, the surface of the said polarizing plate may be affixed with the protective film which consists of resin called a cellulose acetate resin and what is called a cycloolefin polymer as needed.

  About the thickness of the said liquid crystal panel, what is necessary is just the thickness according to the field | area which uses the liquid crystal display of this invention, a use, a function requested | required, etc.

  Next, the manufacturing method of the liquid crystal display of this invention is demonstrated.

  As a method for producing the liquid crystal display of the present invention, for example, the cationically polymerizable resin composition that is liquid at room temperature is applied to the surface of the image display portion of the liquid crystal panel, and the coating surface is irradiated with ultraviolet rays, and then the coating is applied. There is a method in which the substrate on which the protective layer (II) is formed on the surface is mounted and bonded, and the cured product of the cationic polymerizable resin composition is advanced by heating at 40 to 80 ° C. The cationic polymerizable resin composition may be applied directly on the polarizing plate on the surface of the image display portion of the liquid crystal panel, and a protective film made of cellulose acetate resin or the like is attached to the surface of the polarizing plate. If so, you may go directly to the surface.

  In addition, as a method for producing a liquid crystal display, the cationic polymerizable resin composition that is liquid at room temperature is applied to the surface of the base material on which the protective layer (II) is formed, and the applied surface is irradiated with ultraviolet rays. Thereafter, there may be a method of placing the surface of the image display part of the liquid crystal panel on the coated surface and heating the bonded body at 40 to 80 ° C. to advance the curing of the cationic polymerizable resin composition. .

  Examples of the method of applying the cationic polymerizable resin composition to the surface of the image display unit of the liquid crystal panel or the surface of the base material forming the protective layer (II) include, for example, offset printing, flexographic printing, and roll coating. , Gravure coating method, curtain flow coating method, bar coater method and the like.

  Next, the application surface of the cationic polymerizable resin composition is irradiated with ultraviolet rays to initiate cationic polymerization of the composition.

  After irradiation, the surface of the image display unit of the liquid crystal panel or a substrate on which the protective layer (II) is formed is placed on the irradiation surface, and is cured for a certain period of time by, for example, pressing, so that the image of the liquid crystal panel The liquid crystal display of the present invention in which the protective layer (II) is formed on the surface of the display portion via the layer (I) formed using the cationic polymerizable resin composition can be obtained.

  In addition, the cationic polymerizable resin composition can advance cationic polymerization only by ultraviolet irradiation, but from the viewpoint of accelerating the polymerization rate and improving the production efficiency of the liquid crystal display of the present invention. After irradiating and laminating the liquid crystal panel and the like, heating is preferably performed at 40 to 80 ° C, and more preferably 40 to 70 ° C.

  If the heating temperature is too high, it may cause deformation of the polarizing plate that makes up the liquid crystal panel, making it impossible to display clear images. If the heating temperature is about room temperature, the production efficiency of the liquid crystal display is improved. It will be difficult to do.

  The cationically polymerizable resin composition used in the present invention can dramatically improve the production efficiency of the liquid crystal display without adversely affecting various parts constituting the liquid crystal display including the polarizing plate. Is possible.

  Moreover, as a method for producing the liquid crystal display of the present invention, the following method can be adopted in addition to the above-described method. For example, for a liquid crystal display in which a liquid crystal panel and a protective layer (II) are integrated in advance, and there is a gap generally called an air gap between the liquid crystal panel and the protective layer (II), the above-mentioned After pouring the cationic polymerizable resin composition into the gap, the inlet is sealed, and then the ultraviolet ray is irradiated from the upper surface of the protective layer (II), and further heated at a temperature of 40 to 70 ° C. It can also be produced by a method in which curing of the conductive resin composition proceeds. Further, from the viewpoint of uniformly curing, the cationic polymerizable resin composition irradiated with ultraviolet rays in advance is poured into the void immediately after irradiation, the inlet is sealed, and then at a temperature of 40 to 70 ° C. Curing of the cationic polymerizable resin composition may be advanced by heating.

  Hereinafter, the present invention will be described more specifically with reference to Examples and Comparative Examples.

[Preparation Example 1]
In a closed planetary mixer, F-510 (poly [(3-methyl-1,5-pentanediol; trimethylolpropane) -alt- (adipic acid)] as a polyester polyol, manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, number average molecular weight: 500, hereinafter abbreviated as “F-510”) 50.0 parts by mass, EX-216L (cyclohexanedimethanol diglycidyl ether, manufactured by Nagase ChemteX Corporation) as a glycidyl group-containing compound, Trademark: Denacol, epoxy group equivalent weight = 150 g, hereinafter abbreviated as “EX-216L”) 49.5 parts by mass were charged, mixed and stirred until uniform.

  Next, 3.98 parts by mass of CPI-100P (diphenyl-4- (phenylthio) phenylsulfonium hexafluorophosphate 50% by mass propylene carbonate solution, manufactured by San Apro Co., Ltd., hereinafter abbreviated as “CPI-100P”). Were mixed and stirred to prepare a cationically polymerizable resin composition.

[Preparation Example 2]
In a closed planetary mixer, 50.0 parts by mass of F-510, EX-212L (1,6-hexanediol diglycidyl ether, manufactured by Nagase ChemteX Corporation, trademark: Denacol, epoxy group equivalent weight = 135 g Hereinafter, it is abbreviated as “EX-212L”.) 44.5 parts by mass were charged, and mixed and stirred until uniform.

  Next, a cationic polymerizable resin composition was prepared by mixing and stirring 3.78 parts by mass of CPI-100P.

[Preparation Example 3]
In a closed planetary mixer, 50.0 parts by mass of F-510, EX-214L (butylene glycol diglycidyl ether, manufactured by Nagase ChemteX Corporation, trademark: Denacol, epoxy group equivalent weight = 120 g, hereinafter “EX It is abbreviated as “−214 L”.) 39.6 parts by mass were charged and mixed and stirred until uniform.

  Next, a cationic polymerizable resin composition was prepared by mixing and stirring 3.58 parts by mass of CPI-100P.

[Preparation Example 4]
In a closed planetary mixer, 50.0 parts by mass of F-510 and 90 parts by mass of EX-216L were charged and mixed and stirred until uniform.
Next, a cationically polymerizable resin composition was prepared by mixing and stirring 5.6 parts by mass of CPI-100P.

[Preparation Example 5]
In a closed planetary mixer, 50.0 parts by mass of F-510 and 67.5 parts by mass of EX-216L were mixed and stirred until uniform. Next, a cationic polymerizable resin composition was prepared by mixing and stirring 4.7 parts by mass of CPI-100P.

[Preparation Example 6]
In a closed planetary mixer, F-1010 (poly [(3-methyl-1,5-pentanediol; trimethylolpropane) -alt- (adipic acid)] as a polyester polyol, manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, number average molecular weight: 1000, hereinafter abbreviated as “F-1010”.) 50.0 parts by mass and 24.8 parts by mass of EX-216L were charged and mixed and stirred until uniform.

  Next, 2.99 parts by mass of CPI-100P was mixed and stirred to prepare a cationic polymerizable resin composition.

[Preparation Example 7]
In a closed planetary mixer, 50.0 parts by mass of F-1010 and 33.8 parts by mass of EX-216L were charged and mixed and stirred until uniform.

  Next, a cationic polymerizable resin composition was prepared by mixing and stirring 3.35 parts by mass of CPI-100P.

[Preparation Example 8]
In an enclosed planetary mixer, F-2010 (poly [(3-methyl-1,5-pentanediol; trimethylolpropane) -alt- (adipic acid)], manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, Number average molecular weight: 2000, hereinafter abbreviated as “F-2010”.) 50.0 parts by mass and 12.4 parts by mass of EX-216L were charged and mixed and stirred until uniform.

  Next, a cationically polymerizable resin composition was prepared by mixing and stirring 2.5 parts by mass of CPI-100P.

[Preparation Example 9]
In a closed planetary mixer, 50.0 parts by mass of F-2010 and 16.9 parts by mass of EX-216L were charged and mixed and stirred until uniform.

  Next, 2.68 parts by mass of CPI-100P was mixed and stirred to prepare a cationic polymerizable resin composition.

[Comparative Preparation Example 1]
In a closed planetary mixer, 50.0 parts by mass of F-510, Cyracure UVR-6110 (3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexylcarboxylate, manufactured by Dow Chemical Japan Co., Ltd.) 41 .6 parts by mass were charged and mixed and stirred until uniform.

  Next, a cationic polymerizable resin composition was prepared by mixing and stirring 3.66 parts by mass of CPI-100P.

[Comparative Preparation Example 2]
In a closed planetary mixer, P-1010 (poly (3-methyl-1,5-pentanediol) -alt- (adipic acid), manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, number average molecular weight: 1000) 50.0 parts by mass and 16.5 parts by mass of EX-216L were charged and mixed and stirred until uniform.

  Next, 2.68 parts by mass of CPI-100P was mixed and stirred to prepare a cationic polymerizable resin composition.

[Comparative Preparation Example 3]
In a closed planetary mixer, P-2010 (poly (3-methyl-1,5-pentanediol) -alt- (adipic acid), manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, number average molecular weight: 2000) 50.0 parts by mass and 8.3 parts by mass of EX-216L were charged and mixed and stirred until uniform.

  Next, 2.33 parts by mass of CPI-100P was mixed and stirred to prepare a cationic polymerizable resin composition.

[Comparative Preparation Example 4]
In a closed planetary mixer, 50.0 parts by mass of BAC-45 (polybutadiene-terminated acrylate, Osaka Organic Chemical Co., Ltd.) and IRGACURE 819 [bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide Manufactured by Ciba Japan Co., Ltd., hereinafter abbreviated as “IRGACURE819”. ] Was mixed and stirred to prepare a cationic polymerizable resin composition.

[Comparative Preparation Example 5]
In a sealed planetary mixer, 50.0 parts by mass of EBECRYL204 (urethane acrylate, manufactured by Daicel Cytec Co., Ltd.) and 2.5 parts by mass of IRGACURE 819 were mixed and stirred, whereby a cationic polymerizable resin composition was obtained. Prepared.

[Examples 1 to 9 and Comparative Examples 1 to 5]
Acrylic plate [PMMA (2 × 100 × 100 mm, manufactured by Engineering Test Service Co., Ltd.)] as a protective substrate using the resin compositions described in Preparation Examples 1-9 and Comparative Preparation Examples 1-5 using an applicator The coating was applied to a thickness of about 200 μm (for example, the protective substrate 1 in FIG. 1). Then, the conveyor-type UV irradiation device CSOT-40 (Japan Storage Battery Co., Ltd., a high-pressure mercury lamp used, the intensity 120 W / cm) using, as the amount of ultraviolet irradiation of about 1000 mJ / cm ^2, the coated surface Was irradiated with ultraviolet rays.

  Then, the surface which consists of a polarizing plate of a liquid crystal panel (for example, liquid crystal panel 3 as shown in FIG. 1) is bonded to the ultraviolet irradiation surface, and cured at 50 ° C. for 1 minute, whereby a liquid crystal display (for example, the liquid crystal display 4 as shown in FIG. 1) is used. ) Was manufactured. In addition, as said liquid crystal panel, the liquid crystal panel of length 100mm * width 100mm * thickness 0.2mm which has the commercially available polarizing plate which has the protective layer which consists of a triacetyl cellulose on both surfaces of the polarizer which consists of polyvinyl alcohol in an image display part. It was used.

[Visibility evaluation method]
Visibility is generally good when the refractive index of the cured product composed of the cationic polymerizable resin composition or the radical polymerizable resin composition and the refractive index of the protective substrate constituting the liquid crystal display are comparable. It is considered to be. Therefore, the visibility of the liquid crystal display of the present invention is determined by measuring the refractive index of the cured product such as the cation or radical polymerizable resin composition obtained in the preparation examples and comparative preparation examples, The evaluation was based on the difference from the rate.

The cationic polymerizable resin compositions of Preparation Examples 1 to 9 and Comparative Preparation Examples 1 to 3 and Comparative Preparation Example 4 and 5 radical polymerizable resin compositions were applied to a thickness of 200 μm on a polypropylene plate using an applicator. Then, using a conveyor type ultraviolet irradiation device CSOT-40 (manufactured by Nippon Battery Co., Ltd., using a high-pressure mercury lamp, strength 120 W / cm), the ultraviolet irradiation amount is 1000 mJ / cm ² to the coated surface. The cured product sheet having a film thickness of about 150 μm was obtained by irradiating with ultraviolet rays and then heating at 50 ° C. for 1 minute. In addition, said ultraviolet irradiation amount was based on the value measured in 300-390 nm wavelength range using UV checker UVR-N1 (Nippon Battery Co., Ltd. product).

  The refractive index of the cured product sheet was measured using a refractometer “Sodium D line (589 nm), 25 ° C.” manufactured by Elma.

[Visibility evaluation criteria]
Since the refractive index of a base material made of an acrylic resin generally used as a protective base material for a liquid crystal display is about 1.49, and the refractive index of a base material made of glass is about 1.52, the cured sheet A refractive index in the range close to the refractive index, specifically in the range of 1.45 to 1.55, was evaluated as having practically sufficient visibility.

[Adhesion evaluation method]
(Test piece preparation method)
After leaving each liquid crystal display obtained by the above method in an environment of 80 ° C. for 1000 hours, a product in which floating or peeling occurs between the protective substrate and the liquid crystal panel constituting each liquid crystal display is “bad”. And those with no lift or peeling were evaluated as “good”.

* EX-212L: 1,6-hexanediol diglycidyl ether “manufactured by Nagase ChemteX Corporation”, trademark: Denacol, epoxy group equivalent weight = 135 g)
* EX-214L: 1,4-butanediol diglycidyl ether “manufactured by Nagase ChemteX Corporation”, trademark: Denacol, epoxy group equivalent weight = 120 g)
* EX-216L: cyclohexane dimethanol diglycidyl ether “manufactured by Nagase ChemteX Corporation”, trademark: Denacol, epoxy group equivalent weight = 150 g)
* UVR-6110: 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexylcarboxylate (manufactured by Dow Chemical Japan Co., Ltd., trademark: Cyracure, epoxy group equivalent weight = 137 g).
* F-510: poly [(3-methyl-1,5-pentanediol; trimethylolpropane) -alt- (adipic acid)], “manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, number average molecular weight: 500”
* F-1010: poly [(3-methyl-1,5-pentanediol; trimethylolpropane) -alt- (adipic acid)], “manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, number average molecular weight: 1000”
* F-2010: Poly [(3-methyl-1,5-pentanediol; trimethylolpropane) -alt- (adipic acid)], “manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, number average molecular weight: 2000”
* P-1010: poly (3-methyl-1,5-pentanediol) -alt- (adipic acid), “manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, number average molecular weight: 1000”
* P-2010: poly (3-methyl-1,5-pentanediol) -alt- (adipic acid), “manufactured by Kuraray Co., Ltd., trademark: Kuraray polyol, number average molecular weight: 2000”
* BAC-45: Polybutadiene-terminated acrylate “Osaka Organic Chemical Industry Co., Ltd.”
* EBECRYL204: Urethane acrylate “Daicel Cytec Co., Ltd.”
* CPI-100P: 50% by mass solution of diphenyl-4- (phenylthio) phenylsulfonium hexafluorophosphate in propylene carbonate “San Apro Co., Ltd.”
* IRGACURE 819: Bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide “Ciba Japan Co., Ltd.”
[About Examples 1 to 9]
The liquid crystal display of the present invention obtained using a specific cationic polymerizable resin composition has excellent visibility, and since the composition is excellent in curability, the protective substrate and the liquid crystal panel It was found that the film has excellent adhesion without causing floating or peeling.

[Comparative Example 1]
Since the cation polymerizable resin composition used in Comparative Example 1 uses an alicyclic epoxy compound instead of the glycidyl group-containing compound used in the present invention, the adhesion between the protective substrate and the liquid crystal panel is high. It was not enough.

[Comparative Examples 2 and 3]
The cationic polymerizable resin composition used in Comparative Examples 2 and 3 is a polyester polyol having two hydroxyl groups instead of the polyester polyol having three or more hydroxyl groups used in the present invention. Adhesion between the protective substrate and the liquid crystal panel was not sufficient.

[Comparative Examples 4 and 5]
Since the radical polymerizable resin composition undergoes polymerization only while being irradiated with ultraviolet rays, the above-described method has insufficient adhesion between the protective substrate and the liquid crystal panel.

  Further, in the method of continuously irradiating ultraviolet rays until the radical polymerizable resin composition is sufficiently cured, the production efficiency of the liquid crystal display is remarkably lowered.

FIG. 1 shows a cross-sectional view of the liquid crystal display of the present invention.

Explanation of symbols

Reference numeral 1 denotes a layer made of the protective substrate 1.
Reference numeral 2 denotes a layer made of the cationic polymerizable resin composition 2.
Reference numeral 3 denotes a liquid crystal panel 3.
4 shows a cross-sectional view of the liquid crystal display 4 of the present invention.

Claims (6)

A liquid crystal display in which a layer (I) formed using at least a cationic polymerizable resin composition and a protective layer (II) are laminated on the surface of an image display portion of a liquid crystal panel, the cationic polymerizable resin composition The product contains a polyester polyol (A) having three or more hydroxyl groups obtained by reacting a polyol and a polycarboxylic acid, a glycidyl group-containing compound (B), and a polymerization initiator (C). LCD characterized by. The polyester polyol (A) is obtained by reacting an aliphatic polyol having 2 to 12 carbon atoms with an aliphatic polycarboxylic acid having 3 to 12 carbon atoms. The liquid crystal display according to 1. The liquid crystal display according to claim 1, wherein the polyester polyol (A) has a structure represented by the following general formula (I).

(In the formula, R ¹ represents a hydrogen atom or an aliphatic alkyl group, R ^{2 to} R ¹⁰ each represents an independent aliphatic alkylene group, and a, b and c each represents an independent integer.) In the polyester polyol (A), R ¹ in the general formula (I) is an aliphatic alkyl group having 1 to 3 carbon atoms, and R ^{2 to} R ⁴ are each independently 1 to 2 carbon atoms. R ^{5 to} R ⁷ are each independently an aliphatic alkylene group having 2 to 8 carbon atoms, and R ^{8 to} R ¹⁰ are each independently 2 to 10 carbon atoms. The liquid crystal display according to claim 3, which has a structure in which an aliphatic alkylene group, a is an integer of 0 to 100, and b and c are each independently an integer of 1 to 100. A glass substrate or a plastic substrate that forms the protective layer (II) on the irradiated surface after the cationic polymerizable resin composition is applied to the surface of the image display portion of the liquid crystal panel and the coated surface is irradiated with ultraviolet rays. A method for manufacturing a liquid crystal display, in which is bonded and heated at 40 to 80 ° C. The cationic polymerizable resin composition is applied to the surface of the glass substrate or plastic substrate constituting the protective layer (II), and the coated surface is irradiated with ultraviolet rays, and then the image of the liquid crystal panel is applied to the irradiated surface. A method for producing a liquid crystal display, wherein the display unit surfaces are bonded together and heated at 40 to 80 ° C.

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