Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K19/00—Liquid crystal materials
  • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K19/00—Liquid crystal materials
  • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
  • C09K19/60—Pleochroic dyes
• • G—PHYSICS
  • G02—OPTICS
  • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
  • G02B5/00—Optical elements other than lenses
  • G02B5/30—Polarising elements
• • G—PHYSICS
  • G02—OPTICS
  • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
  • G02B5/00—Optical elements other than lenses
  • G02B5/30—Polarising elements
  • G02B5/3083—Birefringent or phase retarding elements

Definitions

• the present invention relates to a composition for forming a liquid crystal layer and a retarder manufactured using the same, and more particularly, to a composition for forming a liquid crystal layer capable of suppressing static electricity generation and a retarder manufactured using the same.
• optical films such as a polarizing film and a retarder, are used for the various image display apparatuses currently used.
• Such an optical film is formed by stacking a plurality of thin films.
• a retarder is normally formed by laminating
• Such a retarder is bonded to other films such as a polarizing film to form a display panel and the like.
• An object of this invention is to provide the composition which can form the liquid crystal layer which has antistatic property simultaneously, without reducing the function of a liquid crystal layer.
• An object of the present invention is to provide a retarder provided with the liquid crystal layer.
• a liquid crystal layer-forming composition comprising a liquid crystal compound, an antistatic agent, a polymerization initiator, and an organic solvent which can be aligned with the liquid crystal compound.
• the antistatic agent is a composition for forming a liquid crystal layer each containing a sulfonate group at each end.
• the antistatic agent is a composition for forming a liquid crystal layer represented by the following formula (1):
• R 1 and R 2 are independently of each other hydrogen, an alkyl or alkoxy group having 1 to 5 carbon atoms, a halogen, and M 1 and M 2 are independently hydrogen, an alkali metal or an alkaline earth metal.
• the antistatic agent is at least one selected from the group consisting of Formula 2 to Formula 6 composition for forming a liquid crystal layer:
• composition of claim 1 wherein the antistatic agent is included in an amount of 0.1 to 10 parts by weight based on 100 parts by weight of the liquid crystal compound based on solids.
• a retarder in which a base film, an alignment film, and a cured liquid crystal layer formed of the composition of any one of the above 1 to 5 are sequentially stacked.
• Image display device provided with the six retarders.
• composition for forming a liquid crystal layer of the present invention can prevent static electricity generation after corona treatment by including an antistatic agent.
• composition for forming a liquid crystal layer of the present invention does not lower the alignment characteristics of the liquid crystal because the antistatic agent can be aligned with the liquid crystal compound.
• the retarder of the present invention includes a liquid crystal layer made of the composition for forming a liquid crystal layer as described above, static electricity is suppressed while maintaining the physical properties of the retarder, thereby reducing tac time in the manufacturing process, thereby improving productivity. have.
• the present invention relates to a liquid crystal layer-forming composition capable of suppressing static electricity generation without deterioration of optical function by including a liquid crystal compound, an antistatic agent, a photopolymerization initiator, and an organic solvent which can be aligned with the liquid crystal compound.
• the composition for forming a liquid crystal layer of the present invention includes a liquid crystal compound, an antistatic agent, a photopolymerization initiator, and an organic solvent, and more particularly, the antistatic agent can be aligned with the liquid crystal compound.
• the antistatic agent according to the present invention does not impair the optical performance inherent in the liquid crystal layer because the antistatic agent can be aligned together without inhibiting the alignment of the liquid crystal compound.
• Such an antistatic agent preferably has a rod-like structure similar to the liquid crystal compound used in addition to the basic antistatic property.
• the rod-shaped structure is a structure in which the length of the long axis of the molecule is larger than the length of the short axis, preferably the length of the long axis is two times or more, and more preferably, the length of the long axis is three times or more of the length.
• the antistatic agent according to the present invention may have a functional group in order to have antistatic properties, for example, may have a sulfonate group at each end.
• antistatic agent More specific examples of the antistatic agent according to the present invention may be represented by the following formula (1):
• R 1 and R 2 are independently of each other hydrogen, an alkyl or alkoxy group having 1 to 5 carbon atoms, a halogen, and M 1 and M 2 are independently hydrogen, an alkali metal or an alkaline earth metal.
• Formula 1 may include at least one of the compounds represented by Formulas 2 to 6:
• the antistatic agent according to the present invention may be included in an amount of 0.1 to 10 parts by weight based on 100 parts by weight of the liquid crystalline compound based on the solid content. If the content is less than 0.1 parts by weight, the antistatic property is not sufficiently exhibited. If the content is more than 10 parts by weight, the low temperature stability may be lowered and the phase difference may be reduced at high temperature and high humidity due to the antistatic agent that does not participate in curing.
• composition for forming a liquid crystal layer of the present invention includes a liquid crystal compound, a polymerization initiator, an organic solvent, and the like in addition to the antistatic agent, and these components may be used without particular limitation as used in the art.
• the liquid crystal compound is a liquid crystal capable of performing a polymerization reaction, and compounds known in the art may be used without limitation.
• compounds known in the art may be used without limitation.
• the polymerization initiator can use a photoinitiator or a thermal polymerization initiator without a restriction
• photopolymerization initiator may include triazine compounds, acetophenone compounds, biimidazole compounds, oxime compounds, benzoin compounds, benzophenone compounds, thioxanthone compounds, anthracene compounds, and the like. It is not limited to this.
• triazine-based compound for example, 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl)- 6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4- Bis (trichloromethyl) -6- (4-methoxystyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (5-methylfuran-2 -Yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethenyl] -1,3,5-tri Azine, 2,4-bis (trichloromethyl) -6- [2- (4-dieth
• acetophenone-based compound for example, diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyl dimethyl ketal, 2-hydroxy-1- [4- (2 -Hydroxyethoxy) phenyl] -2-methylpropane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropane-1- On, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propane Oligomer of -1-one, 2-methyl-2-amino (4-morpholinophenyl) ethan-1-one, 2-ethyl-2-amino (4-morpholinophenyl) ethan-1-one, 2 -Propyl-2-amino (4-morpholinophenyl)
• R 1 to R 4 are independently of each other a hydrogen atom, a halogen atom, a hydroxyl group, a phenyl group which may be substituted by an alkyl group of 1 to 12 carbon atoms, an alkyl group of 1 to 12 carbon atoms, an alkyl group of 1 to 12 carbon atoms
• the naphthyl group which may be substituted by the benzyl group or C1-C12 alkyl group which may be substituted by this is shown.
• Preferred specific examples of the compound represented by the formula (8) include compounds represented by the following formulas (9) and (10).
• biimidazole-based compound for example, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3 -Dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) ratio Imidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole, phenyl group at 4,4', 5,5 'position And imidazole compounds substituted with a boalkoxy group.
• 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetra phenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl) -4,4' , 5,5'-tetraphenylbiimidazole is preferably used.
• Examples of the above oxime compound include 0-ethoxycarbonyl- ⁇ -oxyimino-1-phenylpropan-1-one and compounds represented by the following formulas (11) to (13).
• benzoin type compound benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, etc. are mentioned, for example.
• benzophenone-based compound for example, benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3 ', 4,4'-tetra ( tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, etc. are mentioned.
• thioxanthone-based compound examples include 2-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-dichloro thioxanthone, 1-chloro-4-propoxy thioxanthone, and the like. Can be mentioned.
• anthracene-based compound examples include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, and the like. Can be mentioned.
• curable resin composition containing these is more sensitive and productivity at the time of forming a resin layer using this composition is preferable, it is preferable.
• an amine compound and a carboxylic acid compound are preferably used.
• amine compound in the photopolymerization initiation aid examples include aliphatic amine compounds such as triethanolamine, methyldiethanolamine, and triisopropanol amine, 4-dimethylaminobenzoate methyl, 4-dimethylaminobenzoate ethyl, 4-dimethylaminobenzoic acid, and pediatric wheat.
• carboxylic acid compound examples include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethyl phenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichloro And aromatic heteroacetic acids such as phenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.
• the use amount of the polymerization initiator is 0.1 to 40 parts by weight, preferably 1 to 30 parts by weight based on 100 parts by weight of the liquid crystalline compound, and the amount of the polymerization initiator to be used is usually 0.1 to 50 parts by weight based on the above criteria. Preferably it is 1-20 weight part.
• an organic solvent conventionally used in the art may be used without particular limitation.
• Ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether and ethylene glycol monobutyl ether;
• Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol ethyl methyl ether, diethylene glycol dipropyl ether and diethylene glycol dibutyl ether;
• Ethylene glycol alkyl ether acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, ethylene glycol monobutyl ether acetate, and ethylene glycol monoethyl ether acetate;
• Alkylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol
• the organic solvent in the present invention may be included as the balance of the content of the components based on 100% by weight of the total weight of the composition in order to maintain an appropriate viscosity.
• composition for forming a liquid crystal layer of the present invention may further include additives such as a polymerization inhibitor, a photosensitizer, a filler, a curing agent, a leveling agent, an adhesion promoter, an antioxidant, an ultraviolet absorber, an aggregation inhibitor, a chain transfer agent, and the like, as necessary.
• additives such as a polymerization inhibitor, a photosensitizer, a filler, a curing agent, a leveling agent, an adhesion promoter, an antioxidant, an ultraviolet absorber, an aggregation inhibitor, a chain transfer agent, and the like, as necessary.
• composition for forming a liquid crystal layer of the present invention comprising the above components may form a cured liquid crystal layer capable of suppressing the generation of static electricity without deteriorating the optical function, such a cured liquid crystal layer may be an optical film, for example a retarder. It can be usefully used as the cured liquid crystal layer formed on the alignment film of.
• the retarder has a structure in which a base film, an alignment film, and a cured liquid crystal layer are sequentially stacked, which will be described in detail below.
• the base film according to the present invention can be used without particular limitation the base film commonly used in the art.
• a transparent film is generally used as the base film in the art, and is, for example, a film including a triacetyl cellulose (TAC), a cyclo-olefin polymer (COP), a poly (methyl methacrylate) polymer, or the like.
• the base film may be surface treated such as safonification treatment, remote plasma treatment, direct plasma treatment, monomer plasma treatment, or the like.
• PMMA type base film it is preferable to disperse
• the alignment film according to the present invention may be formed of a composition for forming an alignment film including an alignment agent, a polymerization initiator, and an organic solvent commonly used in the art.
• an alignment agent an alignment agent conventionally used in the art may be used without particular limitation.
• a polymer having a cinnamate group and having a weight average molecular weight of about 10,000-500,000 may be used, but is not limited thereto.
• the polymerization initiator a photopolymerization initiator or a thermal polymerization initiator commonly used in the art may be used.
• the photopolymerization initiator the photopolymerization initiators exemplified above may be used.
• An organic solvent may also be appropriately selected from among the organic solvents exemplified above.
• the retarder of the present invention can be usefully used for an image display apparatus.
• the image display apparatus that can be applied is not limited to a specific one. Specifically, a stereoscopic image display or transflective liquid crystal display device, an inorganic / organic EL display device, a flexible display device, an LED, a FED, a VFD, a plasma display device, or the like can be used. Can be used.
• the liquid crystal composition was prepared in a composition for forming a liquid crystal layer with the composition shown in Table 1 below (unit: g).
• composition for forming an alignment film was applied to the TAC film, dried at 100 ° C. for 1 minute, and then subjected to exposure to produce an alignment film. Applying the liquid crystal layer forming composition of Example 1-4 and Comparative Example 1-4 on the alignment layer and dried for 1 minute at a temperature of 60 °C, exposure to 0.5J to induce a curing reaction to prepare a retarder It was.
• phase difference less than 125nm ⁇ 4 liquid crystal alignment angle less than 135 ° ⁇ 4
• the retarder of the embodiments according to the present invention can be seen that the specific resistance after Corona treatment is significantly smaller than Comparative Examples 1 and 2 without the addition of the antistatic agent.

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• Optics & Photonics (AREA)
• Liquid Crystal (AREA)
• Polymerisation Methods In General (AREA)

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Citations (5)

• 2012
  • 2012-10-23 KR KR20120118022A patent/KR20140052238A/ko not_active Application Discontinuation
• 2013
  • 2013-10-01 WO PCT/KR2013/008782 patent/WO2014065516A1/ko active Application Filing
  • 2013-10-09 TW TW102136492A patent/TW201416425A/zh unknown

Patent Citations (5)

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