Negative C-plate type optical anisotropic film comprising poly cycloolefin and method for preparing the same

An optically anisotropic transparent film, comprising a polycycloolefin, wherein the polycycloolefin comprises repeating units derived from compounds represented by the following Chemical Formula 1, the optically anisotropic transparent film having a retardation value (Rth) defined by the following Equation 1 ranging from 30 to 1000 nm, phase difference ratios at two wavelengths at a given declined angle being (R450/R550)=1 to 1.05 and (R650/R550)=0.95 to 1:

• wherein R450 is the phase difference at a wavelength of 450 nm, R550 is the phase difference at a wavelength of 550 nm, and R650 is the phase difference at a wavelength of 650 nm:
• Rth=Δ(ny−nz)×d Equation 1
• wherein
• ny is the in-plane refractive index along the fast axis measured at a wavelength of 550 nm;
• nz is the refractive index along the thickness direction measured at a wavelength of 550 nm;
• and
• d is the film thickness
• wherein
• m is an integer from 0 to 4;
• at least one of R1, R2, R3 and R4 is a polar functional group, the remaining are non-polar functional groups, and R1, R2, R3 and R4 can be bonded together to form a C1 to C10 alkylidene group, a C4 to C12 saturated or unsaturated cyclic group, or a C6 to C24 aromatic cyclic compound,
• the non-polar functional group is selected from the group consisting of hydrogen;
• a halogen;
• a C1 to C20 straight or branched alkyl, alkenyl or vinyl;
• a C4 to C12 cycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 aryl substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 aralkyl substituted by a hydrocarbon or unsubstituted;
• and a C3 to C20 alkynyl;
• the polar functional group is selected from the group consisting of a C1 to C20 linear or branched haloalkyl, haloalkenyl or halovinyl;
• a C4 to C12 halocycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 haloaryl substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 haloaralkyl substituted by a hydrocarbon or unsubstituted;
• a C3 to C20 haloalkynyl;
• and non-hydrocarbonaceous polar group selected from the group consisting of following formulae,
• wherein each R5 is a C1 to C20 linear or branched alkyl, haloalkyl, alkenyl, haloalkenyl, vinyl, halovinyl;
• a C4 to C12 cycloalkyl or halocycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 aryl or haloaryl substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 aralkyl or haloaralkyl substituted by a hydrocarbon or unsubstituted;
• or a C3 to C20 alkynyl or haloalkynyl,
• each of R6 and R7 is hydrogen;
• a halogen;
• a C1 to C20 linear or branched alkyl, haloalkyl, alkenyl, haloalkenyl, vinyl, halovinyl, alkoxy, haloalkoxy, carbonyloxy, halocarbonyloxy;
• a C4 to C12 cycloalkyl or halocycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 aryl, haloaryl, aryloxy, or haloaryloxy substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 aralkyl or haloaralkyl substituted by a hydrocarbon or unsubstituted;
• a C3 to C20 alkynyl or haloalkynyl, and
• p is an integer of 1 to 10.

An optical anisotropic compensation film for a liquid crystal display comprising a polycycloolefin, refractive indices of the optical anisotropic film satisfying the following Equation 5:

• nx≈ny>nz Equation 5
• wherein nx=in-plane refractive index along the slow axis;
• ny=refractive index along the fast axis;
• and nz=refractive index along the thickness direction;
• wherein the polycycloolefin comprises repeating units derived from compounds represented by the following Chemical Formula 1:
• wherein
• m is an integer from 0 to 4;
• at least one of R1, R2, R3 and R4 is a polar functional group, the remaining are non-polar functional group, and R1, R2, R3 and R4 can be bonded together to form a C1 to C10 alkylidene group, a C4 to C12 saturated or unsaturated cyclic group, or a C6 to C24 aromatic cyclic compound,
• the non-polar functional group is selected from the group consisting of hydrogen;
• a halogen;
• a C1 to C20 straight or branched alkyl, alkenyl or vinyl;
• a C4 to C12 cycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 aryl substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 aralkyl substituted by a hydrocarbon or unsubstituted;
• and a C3 to C20 alkynyl;
• the polar functional group is selected from the group consisting of a C1 to C20 linear or branched haloalkyl, haloalkenyl or halovinyl;
• a C4 to C12 halocycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 haloaryl substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 haloaralkyl substituted by a hydrocarbon or unsubstituted;
• a C3 to C20 haloalkynyl;
• and non-hydrocarbonaceous polar group selected from the group consisting of following formulae,
• wherein each R5 is a C1 to C20 linear or branched alkyl, haloalkyl, alkenyl, haloalkenyl, vinyl, halovinyl;
• a C4 to C12 cycloalkyl or halocycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 aryl or haloaryl substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 aralkyl or haloaralkyl substituted by a hydrocarbon or unsubstituted;
• or a C3 to C20 alkynyl or haloalkynyl,
• each of R6 and R7 is hydrogen;
• a halogen;
• a C1 to C20 linear or branched alkyl, haloalkyl, alkenyl, haloalkenyl, vinyl, halovinyl, alkoxy, haloalkoxy, carbonyloxy, halocarbonyloxy;
• a C4 to C12 cycloalkyl or halocycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 aryl, haloaryl, aryloxy, or haloaryloxy substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 aralkyl or haloaralkyl substituted by a hydrocarbon or unsubstituted;
• a C3 to C20 alkynyl or haloalkynyl, and
• p is an integer of 1 to 10.

A method for preparing an optical anisotropic film comprising the steps of:

• a) addition polymerizing norbornene-based monomers represented by the following Formula 1 to prepare a norbornene-based addition polymer;
• b) dissolving said norbornene-based addition polymer in a solvent to prepare a norbornene-based addition polymer solution;
• and
• c) coating or casting said norbornene-based addition polymer solution on a plate and drying the same;
• wherein
• m is an integer from 0 to 4;
• at least one of R1, R2, R3 and R4 is a polar functional group, the remaining are non-polar functional group, and R1, R2, R3 and R4 can be bonded together to form a C1 to C10 alkylidene group, a C4 to C12 saturated or unsaturated cyclic group, or a C6 to C24 aromatic cyclic compound,
• the non-polar functional group is selected from the group consisting of hydrogen;
• a halogen;
• a C1 to C20 straight or branched alkyl, alkenyl or vinyl;
• a C4 to C12 cycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 aryl substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 aralkyl substituted by a hydrocarbon or unsubstituted;
• and a C3 to C20 alkynyl;
• the polar functional group is selected from the group consisting of a C1 to C20 linear or branched haloalkyl, haloalkenyl or halovinyl;
• a C4 to C12 halocycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 haloaryl substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 haloaralkyl substituted by a hydrocarbon or unsubstituted;
• a C3 to C20 haloalkynyl;
• and non-hydrocarbonaceous polar group selected from the group consisting of following formulae,
• wherein each R5 is a C1 to C20 linear or branched alkyl, haloalkyl, alkenyl, haloalkenyl, vinyl, halovinyl;
• a C4 to C12 cycloalkyl or halocycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 aryl or haloaryl substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 aralkyl or haloaralkyl substituted by a hydrocarbon or unsubstituted;
• or a C3 to C20 alkynyl or haloalkynyl,
• each of R6 and R7 is hydrogen;
• a halogen;
• a C1 to C20 linear or branched alkyl, haloalkyl, alkenyl, haloalkenyl, vinyl, halovinyl, alkoxy, haloalkoxy, carbonyloxy, halocarbonyloxy;
• a C4 to C12 cycloalkyl or halocycloalkyl substituted by a hydrocarbon or unsubstituted;
• a C6 to C40 aryl, haloaryl, aryloxy, or haloaryloxy substituted by a hydrocarbon or unsubstituted;
• a C7 to C15 aralkyl or haloaralkyl substituted by a hydrocarbon or unsubstituted;
• a C3 to C20 alkynyl or haloalkynyl, and
• p is an integer of 1 to 10, and
• wherein refractive indices of said film satisfy the following Equation 5:
• nx≈ny>nz Equation 5
• wherein nx=in-plane refractive index along the slow axis;
• ny=refractive index along the fast axis;
• and nz=refractive index along the thickness direction.