# US 8,570,472 B2 · Optical compensation film with hybrid arrangement of nematic liquid crystals consisting of connected mesogens with an angle and the method of manufacturing the same

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- Number: US 8,570,472 B2
- Document ID: US8570472B2
- Status: Granted
- Kind: B2
- Application number: 13/203,361
- Filed: 2010-02-25
- Published: 2011-12-29
- Granted: 2013-10-29
- Earliest claimed: 2009-02-27
- Assignees: SK Innovation Co., Ltd.
- Applicants: Yonggyun Cho; Kwangjin Chung; Cholho Lee; Yooseock Hwang; Hyukjun Kim; Kiyup Kim; Sungho Son; Kibeom Kim
- Inventors: Yonggyun Cho; Kwangjin Chung; Cholho Lee; Yooseock Hwang; Hyukjun Kim; Kiyup Kim; Sungho Son; Kibeom Kim
- Web page: https://patentgrep.com/patent/US8570472B2

## CPC

- C09K 19/3488: {the heterocyclic ring having more than 6 members, e.g. macrocycles, phthalocyanines}
- C08J 7/043: Improving the adhesiveness of the coatings per se, e.g. forming primers (adhesives in the form of films or foils characterised by the primer layers between the polymer carriers and the adhesives C09J7/50)
- G02F 1/13363: Birefringent elements, e.g. for optical compensation
- C08J 2367/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds; (C08J2367/06 takes precedence)
- G02F 1/133633: {using mesogenic materials}
- G02F 2413/02: Number of plates being 2
- G02F 2413/105: with varying inclination in thickness direction, e.g. hybrid oriented discotic LC
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- G02F: OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS

## Abstract

Provided are an optical compensation film and a method for producing the same. The optical compensation film includes a nematic liquid crystal compound including a compound having at least two mesogens linked to each other with a constant angle, and has hybrid alignment in which the alignment of the liquid crystal compound varies gradually along the thickness direction.

## Claims

### Claim 1

An optical compensation film for a liquid crystal display device, comprising a coating layer with hybrid alignment in which the alignment of a nematic liquid crystal compound including a compound represented by Chemical Formula 1 varies gradually along the thickness direction from the surface of an aligning layer:
[A]m-B-[A′]n [Chemical Formula 1]
wherein m and n independently represent a natural number ranging from 1 to 12;
A and A′ are the same or different and each represents a discotic type mesogen or rod-like mesogen, wherein A′ and A′ or A and A are linked to each other via direct bonding between the two mesogens or by way of a spacer;
wherein A or A′ is a compound represented by Chemical Formula 2:
wherein R1 through R4 independently represent (C1-C14)alkyl, (C1-C14)alkoxy, (C1-C14)alkylcarbonyl, (C6-C20)aryl, (C6-C20)arylcarbonyl, (C1-C14)alkoxycarbonyl, (C6-C20)aryloxycarbonyl, carbamoyl or sulfamoyl;
wherein the alkyl, the alkyl at the alkylcarbonyl, the alkoxy, and the alkoxy at the alkoxycarbonyl of R1 through R4 may include a linear or branched, saturated or unsaturated bond, and the alkyl, aryl, alkanoyl, alkenyl, alkynoyl, aryloyl, alkoxycarbonyl, aryloxycarbonyl, carbamoyl or sulfamoyl of R1 through R4 may be further substituted with at least one substituent selected from the group consisting of halogen, cyano and hydroxyl; and
B is a functional group maintaining a geometrically constant binding angle.

### Claim 2 (depends on 1)

The optical compensation film according to claim 1, wherein A and A, or A′ and A′ are linked linearly to each other, and B is a functional group having no change in binding angle.

### Claim 3 (depends on 2)

The optical compensation film according to claim 2, wherein B is selected from the group consisting of:

### Claim 4

An optical compensation film, comprising:
a substrate layer;
an aligning layer disposed on the top of the substrate layer; and
a coating layer with hybrid alignment, disposed on the top of the aligning layer,
wherein the coating layer with hybrid alignment in which the alignment of a nematic liquid crystal compound including a compound represented by Chemical Formula 1 varies gradually along the thickness direction from the surface of the aligning layer:
[A]m-B-[A′]n [Chemical Formula 1]
wherein m and n independently represent a natural number ranging from 1 to 12;
A and A′ are the same or different and each represents a discotic type mesogen or rod-like mesogen, wherein A′ and A′ or A and A are linked to each other via direct bonding between the two mesogens or by way of a spacer;
wherein A or A′ is a compound represented by Chemical Formula 2:
wherein R1 through R4 independently represent (C1-C14)alkyl, (C1-C14)alkoxy, (C1-C14)alkylcarbonyl, (C6-C20)aryl, (C6-C20)arylcarbonyl, (C1-C14)alkoxycarbonyl, (C6-C20)aryloxycarbonyl, carbamoyl or sulfamoyl;
wherein the alkyl, the alkyl at the alkylcarbonyl, the alkoxy, and the alkoxy at the alkoxycarbonyl of R1 through R4 may include a linear or branched, saturated or unsaturated bond, and the alkyl, aryl, alkanoyl, alkenoyl, alkynoyl, aryloyl, alkoxycarbonyl, aryloxycarbonyl, carbamoyl or sulfamoyl of R1 through R4 may be further substituted with at least one substituent selected from the group consisting of halogen, cyano and hydroxyl; and
B is a functional group maintaining a geometrically constant binding angle.

### Claim 5 (depends on 4)

The optical compensation film according to claim 4, wherein the substrate layer is selected from the group consisting of glass, olefinic resins, cycloolefinic resins, polycarbonate, polysulfone, polyether sulfone, polyacrylate, polymethacrylate, norbornene resins, cellulose triacetate (TAC), polyethylene terephthalate, and a mixture and a copolymer thereof.

### Claim 6 (depends on 4)

The optical compensation film according to claim 4, wherein the aligning layer is selected from the group consisting of polyimide, polystyrene-based polymers, gelatin, polyvinyl alcohol-based polymers, and a mixture and a copolymer thereof.

### Claim 7 (depends on 6)

The optical compensation film according to claim 6, wherein the aligning layer is a polyvinyl alcohol-based polymer.

### Claim 8

A method for producing an optical compensation film, comprising:
forming an aligning layer on a substrate film;
coating a liquid crystal solution containing a nematic liquid crystal compound including a compound of Chemical Formula 1 on the top of the aligning layer to form a film with a hybrid liquid crystal alignment structure; and
irradiating the resultant film with ultraviolet rays at 50-150° C. to immobilize the hybrid liquid crystal alignment structure:
[A]m-B-[A′]n [Chemical Formula 1]
wherein m and n independently represent a natural number ranging from 1 to 12;
A and A′ are the same or different and each represents a discotic type mesogen or rod-like mesogen;
A or A′ is a compound represented by Chemical Formula 2:
wherein R1 through R4 independently represent (C1-C14)alkyl, (C1-C14)alkoxy, (C1-C14)alkylcarbonyl, (C6-C20)aryl, (C6-C20)arylcarbonyl, (C1-C14)alkoxycarbonyl, (C6-C20)aryloxycarbonyl, carbamoyl or sulfamoyl;
wherein the alkyl, the alkyl at the alkylcarbonyl, the alkoxy, and the alkoxy at the alkoxycarbonyl of R1 through R4 may include a linear or branched, saturated or unsaturated bond, and the alkyl, aryl, alkanoyl, alkenoyl, alkynoyl, aryloyl, alkoxycarbonyl, aryloxycarbonyl, carbamoyl or sulfamoyl of R1 through R4 may be further substituted with at least one substituent selected from the group consisting of halogen, cyano and hydroxyl; and
B is a functional group maintaining a geometrically constant binding angle.

### Claim 9 (depends on 8)

The method for producing an optical compensation film according to claim 8, wherein the aligning layer is subjected to rubbing treatment.

### Claim 10 (depends on 9)

The method for producing an optical compensation film according to claim 9, wherein the liquid crystal solution comprises 1-30 wt % of the liquid crystal compound based on the total solution.

### Claim 11 (depends on 1)

A polarizer comprising the optical compensation film as defined in claim 1.

### Claim 12 (depends on 1)

A liquid crystal display device using the optical compensation film as defined in claim 1.
