Optical compensatory sheet and process for preparation of the same and liquid crystal display

• US 5,736,067 A
• Filed: 04/04/1996
• Issued: 04/07/1998
• Est. Priority Date: 11/25/1993
• Status: Expired due to Term

• Current Assignee: Fujifilm Corporation (Fujifilm Holdings Corporation)
• Original Assignee: Fuji Photo Film Co Limited (Fujifilm Holdings Corporation)
• Inventors: Kawata, Ken, Kamada, Koh, Suzuki, Yoshinori, Okazaki, Masaki
• Primary Examiner(s): WU, SHEAN CHIU
• Application Number:
  US08/627,378
• Time in Patent Office: 733 Days
• Field of Search: 252/299.01, 252/299.5, 428/1, 349/117, 349/118, 349/121
• US Class Current: 428/1.31
• CPC Class Codes: C09K 2323/031 Polarizer or dye
• CPC Class Codes: G02B 5/3016 involving passive liquid crystal elements optical properties of liquid crystals G02F1/0063; polarising elements associated with active liquid crystal devices G02F1/133528
• CPC Class Codes: G02F 1/133632 with refractive index ellipsoid inclined relative to the LC-layer surface
• CPC Class Codes: G02F 2413/10 with refractive index ellipsoid inclined, or tilted, relative to the LC-layer surface O plate

Abstract

Disclosed is an optical compensatory sheet which comprises a layer in the condition of a mono-domain of discotic nematic phase or a monoaxial columnar phase. Further, a process for preparation of the optical compensatory sheet and a liquid crystal display provided with the optical compensatory sheet are disclosed.

Claims

1. An optical compensatory sheet which comprises a layer in the condition of a mono-domain of a discotic nematic phase, an optic axis of the sheet being inclined at 5 to 50 degrees from a line normal to the sheet.

2. The optical compensatory sheet as defined in claim 1, which comprises a transparent support and the layer in the condition of the mono-domain provided thereon.

3. The optical compensatory sheet as defined in claim 2, wherein an orientation layer is provided between the transparent support and the layer in the condition of the mono-domain.

4. The optical compensatory sheet as defined in claim 1, wherein the layer in the condition of the mono-domain is formed from a compound having a triphenylene structure in its molecule.

5. The optical compensatory sheet as defined in claim 1, wherein the layer in the condition of the mono-domain is formed from a compound having the formula (1):

##STR10## in which R represents an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, an alkanoyl group, a substituted alkanoyl group, a substituted alkenoyl group, a substituted alkynoyl group, an aryloyl group, a substituted aryloyl group, an alkoxycarbonyl group, a substituted alkoxycarbonyl group, an aryloxycarbonyl group, a substituted aryloxycarbonyl group, a substituted carbamoyl group or a substituted sulfamoyl group.

6. The optical compensatory sheet as defined in claim 5, wherein R of the formula (1) is one substituent selected from the group consisting of Z² to Z⁹ represented by the formulae (2) to (9):

space="preserve" listing-type="equation">Z.sup.2 =--CO--CR.sup.21 ═

CR.sup.22 --C.sub.6 H.sub.5-n2 --R.sup.23.sub.n2 (

     2)

in which each of R²¹ and R²² independently represents a hydrogen atom, a halogen atom, an alkyl group or a substituted alkyl group, R²³ represents a halogen atom, a cyano group, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aryl group, a substituted aryl group, an alkoxy group, a substituted alkoxy group, an aryloxy group or a substituted aryloxy group, and n2 is an integer of 0 to 5, plural substituents presented by R²³_n2 being the same or different from each other;

space="preserve" listing-type="equation">Z.sup.3 =--CO--(CR.sup.31 R.sup.32).sub.m3 --(Y).sub.p3 --C.sub.6 H.sub.5-n3 --R.sup.33.sub.n3 (

     3)

in which each of R³¹ and R³² independently represents a hydrogen atom, a halogen atom, an alkyl group or a substituted alkyl group, Y represents a oxygen atom, a sulfur atom or --NH--, R³³ represents a halogen atom, a cyano group, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aryl group, a substituted aryl group, an alkoxy group, a substituted alkoxy group, an aryloxy group or a substituted aryloxy group, m3 is an integer of 1 to 4, p3 is 0 or 1, and n3 is an integer of 0 to 5, plural substituents presented by R³³_n3 being the same or different from each other;

space="preserve" listing-type="equation">Z.sup.4 =--(CR.sup.41 R.sup.42).sub.m4 --(CR.sup.44 ═

CR.sup.45).sub.p4 --C.sub.6 H.sub.5-n4 --R.sup.43.sub.n4 (

     4)

in which each of R⁴¹, R⁴², R⁴⁴ and R⁴⁵ independently represents a hydrogen atom, a halogen atom, an alkyl group or a substituted alkyl group, R⁴³ represents a halogen atom, a cyano group, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aryl group, a substituted aryl group, an alkoxy group, a substituted alkoxy group, an aryloxy group or a substituted aryloxy group, m4 is an integer of 1 to 5, p4 is an integer of 0 to 2, and n4 is an integer of 0 to 5, plural substituents presented by R⁴³_n4 being the same or different from each other;

space="preserve" listing-type="equation">Z.sup.5 =--(CR.sup.51 R.sup.52).sub.m5 --CO--C.sub.6 H.sub.5-n5 --R.sup.53.sub.n5 (

     5)

in which each of R⁵ and R⁵² independently represents a hydrogen atom, a halogen atom, an alkyl group or a substituted alkyl group, R⁵³ represents a halogen atom, a cyano group, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aryl group, a substituted aryl group, an alkoxy group, a substituted alkoxy group, an aryloxy group or a substituted aryloxy group, m5 is an integer of 1 to 4, and n5 is an integer of 0 to 5, plural substituents presented by R⁵³_n5 being the same or different from each other;

space="preserve" listing-type="equation">Z.sup.6 =--CO--C.sub.6 H.sub.11-n6 --R.sup.63.sub.n6 (

     6)

in which R⁶³ represents a hydrogen atom, a halogen atom, a cyano group, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aryl group, a substituted aryl group, an alkoxy group, a substituted alkoxy group, an aryloxy group or a substituted aryloxy group, and n6 is an integer of 0 to 11, plural substituents presented by R⁶³_n6 being the same or different from each other;

space="preserve" listing-type="equation">Z.sup.7 =--CO--C.sub.6 H.sub.5-n7 --R.sup.73.sub.n7 (

     7)

in which R⁷³ represents a halogen atom, a cyano group, an alkyl group, a substituted alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aryl group, a substituted aryl group, an alkoxy group, a substituted alkoxy group, an aryloxy group or a substituted aryloxy group, and n7 is an integer of 0 to 5, plural substituents presented by R⁷³_n7 being the same or different from each other;

space="preserve" listing-type="equation">Z.sup.8 =--CO--R.sup.83 (

     8)

in which R⁸³ represents an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an alkynyl group, a substituted alkynyl group, a cycloalkyl group, a substituted cycloalkyl group, a heterocyclic group, a substituted heterocyclic group, an alkylamino group or an alkylthio group;

space="preserve" listing-type="equation">Z.sup.9 =--R.sup.93 (

     9)

in which R⁹³ represents an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an alkynyl group or a substituted alkynyl group.

7. The optical compensatory sheet as defined in claim 2, wherein the transparent support has a light transmittance of not less than 80%, shows optically isotropy on the plane of the film, and satisfies the condition of:

space="preserve" listing-type="equation">30≦

(nx+ny)/2-nz!×

d≦

150

in which nx and ny are main refractive indices on a plane of the support, nz is a main refractive index in the thickness direction, and d is the thickness of the film in nm.

8. The optical compensatory sheet as defined in claim 3, wherein the orientation layer is a polymer layer which has been subjected to rubbing treatment.

9. The optical compensatory sheet as defined in claim 3, wherein the orientation layer is prepared by obliquely depositing an inorganic compound on the support.

10. A process for preparation of an optical compensatory sheet, which comprises the steps of:

coating a solution containing a compound capable of forming a discotic nematic phase on a transparent support to form a coated layer,

heating the coated layer to temperature for forming the discotic nematic phase, and

cooling the coated layer to form a layer in the condition of a mono-domain of the discotic nematic phase, whereby an optical compensatory sheet comprising the transparent support and the layer in the condition of a mono-domain, an optic axis of the sheet being inclined at 5 to 50 degrees from a line normal to the sheet is prepared.

11. The process for preparation of an optical compensatory sheet as defined in claim 10, wherein the solution is continuously coated on the transparent support.

12. The process for preparation of an optical compensatory sheet as defined in claim 10, wherein the transparent support is a continuous transparent film.

13. The process for preparation of an optical compensatory sheet as defined in claim 10, wherein the transparent support has an orientation layer thereon and the solution is coated on the orientation layer.

14. The process for preparation of an optical compensatory sheet as defined in claim 10, wherein coating of the solution is performed using a slide coater.

15. The process for preparation of an optical compensatory sheet as defined in claim 14, wherein the slide coater has an oblique angle of not more than 9 degrees.

16. The process for preparation of an optical compensatory sheet as defined in claim 10, wherein the solution is prepared by dissolving the compound in at least one solvent selected from the group consisting of dichloromethane, chloroform, acetone, methyl ethyl ketone, dimethylacetoamide, dimethylformamide, N-methylpyrrolydone, isopropylalcohol and perfluoropropanol.

17. A liquid crystal display comprising a liquid crystal cell which comprises a pair of substrates provided with a transparent electrode and twist-oriented nematic liquid crystal sealed therebetween, a pair of polarizing sheets arranged on both sides of the cell, and an optical compensatory sheet provided between the liquid crystal cell and the polarizing sheet;

wherein the optical compensatory sheet comprises a layer in the condition of a mono-domain of a discotic nematic phase, an optic axis of the sheet being inclined at 5 to 50 degrees from a line normal to the sheet.

18. The liquid crystal display as defined in claim 17, wherein the optical compensatory sheet comprises a transparent support and the layer in the condition of the mono-domain provided thereon.

19. The liquid crystal display as defined in claim 18, wherein an orientation layer is provided between the transparent support and the layer in the condition of the mono-domain.

20. The liquid crystal display as defined in claim 17, wherein the layer in the condition of the mono-domain is formed from a compound having a carbon skeleton of triphenylene in its molecule.