# US 2014/0152922 A1 · Liquid crystal display and method of manufacturing the same

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- Number: US 2014/0152922 A1
- Document ID: US20140152922A1
- Status: Published application
- Kind: A1
- Application number: 13/856,857
- Filed: 2013-04-04
- Published: 2014-06-05
- Earliest claimed: 2012-12-05
- Assignees: Samsung Display Co., Ltd.
- Applicants: Samsung Display Co., Ltd.
- Inventors: JiHong BAE; Euna Kim; KeunChan Oh; Suk Choi
- Web page: https://patentgrep.com/patent/US20140152922A1

## CPC

- G02F 1/133711: {by organic films, e.g. polymeric films}
- 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

A liquid crystal display apparatus comprises a first substrate including a first pretilting layer thereon, a second substrate facing the first substrate and including a second pretilting layer thereon, a liquid crystal layer disposed between the first pretilting layer and the second pretilting layer, and an electrode part provided on at least one of the first and second substrates to form a horizontal electric field or a fringe electric field. The first and second pretilting layer comprises a polymer polymerized from a chiral reactive mesogen having a chiral group and a reactive mesogenic group.

## Claims

### Claim 1

A liquid crystal display apparatus comprising:
a first substrate;
a first alignment layer disposed on the first substrate;
a second substrate facing the first substrate;
a second alignment layer disposed on the second substrate;
a liquid crystal layer disposed between the first alignment layer and the second alignment layer; and
an electrode part disposed on one or both of the first and second substrates, to form an electric field,
wherein the first and second alignment layers each comprise a polymer polymerized from a chiral reactive mesogen comprising a chiral group and a reactive mesogenic group.

### Claim 2 (depends on 1)

The liquid crystal display apparatus of claim 1, wherein the electrode part comprises:
a first electrode disposed on the first substrate and comprising first branches; and
a second electrode disposed on the first substrate and spaced apart from the first electrode, the second electrode comprising second branches alternately arranged with the first branches in a plan view, and configured to form a horizontal electric field together with the first branches.

### Claim 3 (depends on 1)

The liquid crystal display apparatus of claim 1, wherein the electrode part comprises:
a first electrode disposed on the first substrate; and
a second electrode disposed on the first substrate and spaced apart from the first electrode,
wherein the second electrode comprises branches overlapping the first electrode in a plan view and is configured to form a fringe electric field together with the first electrode.

### Claim 4 (depends on 1)

The liquid crystal display apparatus of claim 1, wherein the electrode part comprises:
a rectangular first electrode disposed on the first substrate and comprising a first slit disposed along at least one side of the first electrode; and
a rectangular second electrode disposed on the second substrate and comprising a second slit that passes through the center of the second electrode and is parallel to at least one side of the second electrode,
wherein the first and second electrodes are configured to form the horizontal electric field or a vertical electric field, between the first slit and the second slit.

### Claim 5 (depends on 2)

The liquid crystal display apparatus of claim 2, wherein the chiral group comprises a photo-tunable chiral group.

### Claim 6 (depends on 5)

The liquid crystal display apparatus of claim 5, wherein the chiral reactive mesogen comprises a compound of Chemical Formula 1:
(R*-(A1-Z1)m1)k-Q,wherein, [Chemical Formula 1]
R* is P-Sp-, H, L, or a straight-chain or branched alkyl group having 1 to 25 C atoms, wherein,
when R* is a straight-chain or branched alkyl group, in which one or more non-adjacent CH2 groups are optionally independently replaced by —C(Rx)═C(Rx)—, —C≡C—, —N(RX)—, —O—, —S—, —CO—, —CO—O—, —O—CO—, or —O—CO—O—, in such a way that O atoms, S atoms, and O and S atoms are not linked directly to one another, and in which one or more H atoms are optionally replaced by F, Cl, Br, I, CN, or P-Sp-,
P is CH2═C(CH3)—COO—,
Sp is a spacer group or a single bond, and
L is P-Sp-, —OH, —CH2OH, F, Cl, Br, I, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, —C(═O)N(RX)2, —C(═O)Y1, —C(═O)RX, —N(RX)2, a substituted or un-substituted silyl or aryl group having 6 to 20 C atoms, or a straight-chain or branched alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy, or alkoxycarbonyloxy group having 1 to 25 C atoms, wherein,
one or more H atoms of L are optionally replaced by F, Cl, or P-Sp-,
Y1 is a halogen, and
RX is P-Sp-, H, a halogen, or a straight-chain, branched, or cyclic alkyl group having 1 to 25 C atoms and in which one or more non-adjacent CH2 groups is optionally replaced by an —O—, —S—, —CO—, —CO—O—, —O—CO—, or —O—CO—O— group, such that O atoms, S atoms, and O and S atoms are not linked directly to one another, and in which one or more H atoms are optionally replaced by F, Cl, or P-Sp-, a substituted or un-substituted aryl or aryloxy group having 6 to 40 C atoms, or a substituted or un-substituted heteroaryl or heteroaryloxy group having 2 to 40 C atoms,
A1 is a fused or un-fused aromatic, heteroaromatic, alicyclic, or heterocyclic group having 4 to 25 C atoms, and is optionally mono-substituted or poly-substituted by L,
Z1 is a fused or un-fused aromatic, heteroaromatic, alicyclic, or heterocyclic group having 4 to 25 C atoms, and is optionally mono-substituted- or poly-substituted by L,
m1 is 0, 1, 2, 3, or 4,
k is 1, 2, 3, 4, 5, or 6, and
Q is a k-valent chiral group that is optionally mono-substituted or poly-substituted by L.

### Claim 7 (depends on 6)

The liquid crystal display apparatus of claim 6, wherein:
at least one of the A1 and Z1 groups comprises P-Sp-; and
A1 is a phenyl, thiophenyl, 1,4-phenylene, naphthalene-1,4-diyl, or naphthalene-2,6-diyl group, in which one or more CH groups is optionally replaced by N, a cyclohexane-1,4-diyl in which one or more non-adjacent CH2 groups are optionally independently replaced by O or S, 1,4-cyclohexenylene, a bicyclo[1.1.1]pentane-1,3-diyl, bicyclo[2.2.2]octane-1,4-diyl, a spiro[3.3]heptane-2,6-diyl, piperidine-1,4-diyl, a decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, a indane-2,5-diyl, or an octahydro-4,7-methanoindane-2,5-diyl,
wherein A1 is optionally mono-substituted or polysubstituted by L.

### Claim 8 (depends on 6)

The liquid crystal display apparatus of claim 6, wherein Q is a monovalent group of Chemical Formula 2 or a divalent group of Chemical Formula 3:
wherein,
each L group is the same or one or more of the L groups are different,
each r is independently 0, 1, 2, 3 or 4,
A* and B* are each independently a fused benzene, a cyclohexane, or a cyclohexene,
each t group is independently 0, 1, or 2, and
each u is independently 0, 1, or 2.

### Claim 9 (depends on 8)

The liquid crystal display apparatus of claim 8, wherein Q is at least one compound selected from the compounds of the sub-formulas I11 to II8:
wherein,
each Z is independently selected from the compounds of Z1, and
each A is independently selected from the compounds of A1.

### Claim 10 (depends on 9)

The liquid crystal display apparatus of claim 9, wherein the liquid crystal layer comprises alkenyl liquid crystal molecules, alkoxy liquid crystal molecules, or a combination thereof.

### Claim 11

A method of manufacturing a display apparatus, comprising:
forming a first preliminary alignment layer on a first substrate;
forming a second preliminary alignment layer on a second substrate;
disposing a liquid crystal composition between the first and second substrates, the liquid crystal composition comprising a liquid crystal and a chiral reactive mesogen, the chiral reactive mesogen comprising a chiral group and a reactive mesogenic group;
irradiating the liquid crystal composition to form a first pretilting layer on the first preliminary alignment layer and a second pretilting layer on the second preliminary alignment layer.

### Claim 12 (depends on 11)

The method of claim 11, wherein the liquid crystal composition comprises about 0.001 percent by weight to 5 percent by weight of the chiral reactive mesogen, based on the total weight of the liquid crystal composition.

### Claim 13 (depends on 11)

The method of claim 11, wherein the first and second preliminary alignment layers are aligned by a rubbing or photo-alignment process.

### Claim 14 (depends on 11)

The method of claim 11, further comprising applying an electric field to the liquid crystal composition during the irradiating.

### Claim 15 (depends on 11)

The method of claim 11, wherein the chiral reactive mesogen comprises a compound of Chemical Formula 1:
(R*-(A1-Z1)m1)k-Q,wherein, [Chemical Formula 1]
R* is P-Sp-, H, L, or a straight-chain or branched alkyl group having 1 to 25 C atoms, wherein,
when R* is a straight-chain or branched alkyl group, in which one or more non-adjacent CH2 groups are optionally independently replaced by —C(Rx)═C(Rx)—, —C≡C—, —N(RX)—, —O—, —S—, —CO—, —CO—O—, —O—CO—, or —O—CO—O—, in such a way that O atoms, S atoms, and O and S atoms are not linked directly to one another, and in which one or more H atoms are optionally replaced by F, Cl, Br, I, CN, or P-Sp-,
P is CH2═C(CH3)—COO—,
Sp is a spacer group or a single bond, and
L is P-Sp-, —OH, —CH2OH, F, Cl, Br, I, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, —C(═O)N(RX)2, —C(═O)Y1, —C(═O)RX, —N(RX)2, a substituted or un-substituted silyl or aryl group having 6 to 20 C atoms, or a straight-chain or branched alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy, or alkoxycarbonyloxy group having 1 to 25 C atoms, wherein,
one or more H atoms of L are optionally replaced by F, Cl, or P-Sp-,
Y1 is a halogen, and
RX is P-Sp-, H, a halogen, or a straight-chain, branched, or cyclic alkyl group having 1 to 25 C atoms and in which one or more non-adjacent CH2 groups is optionally replaced by an —O—, —S—, —CO—, —CO—O—, —O—CO—, or —O—CO—O— group, such that O atoms, S atoms, and O and S atoms are not linked directly to one another, and in which one or more H atoms are optionally replaced by F, Cl, or P-Sp-, a substituted or un-substituted aryl or aryloxy group having 6 to 40 C atoms, or a substituted or un-substituted heteroaryl or heteroaryloxy group having 2 to 40 C atoms,
A1 is a fused or un-fused aromatic, heteroaromatic, alicyclic, or heterocyclic group having 4 to 25 C atoms, and is optionally mono-substituted or poly-substituted by L,
Z1 is a fused or un-fused aromatic, heteroaromatic, alicyclic, or heterocyclic group having 4 to 25 C atoms, and is optionally mono-substituted- or poly-substituted by L,
m1 is 0, 1, 2, 3, or 4,
k is 1, 2, 3, 4, 5, or 6, and
Q is a k-valent chiral group that is optionally mono-substituted or poly-substituted by L.

### Claim 16 (depends on 15)

The method of claim 15, wherein Q is a monovalent group of Chemical Formula 2 or a divalent group of Chemical Formula 3:
wherein,
each L may be the same or different,
each r is independently 0, 1, 2, 3 or 4,
A* and B* are each independently a fused benzene, a cyclohexane, or a cyclohexene,
each t is independently 0, 1, or 2, and
each u is independently 0, 1, or 2.

### Claim 17 (depends on 15)

The method of claim 15, wherein Q is at least one compound selected from the compounds of the Sub-Formulae II1 to II8:
wherein,
each Z is independently selected from the compounds of Z1, and
each A is independently selected from the compounds of A1.

### Claim 18 (depends on 11)

The method of claim 11, wherein the irradiating is performed at a temperature of about 0° C. to about 60° C.