POLYMERIZABLE COMPOUND-CONTAINING LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY ELEMENT USING SAME

• US 20160122650A1
• Filed: 03/18/2014
• Published: 05/05/2016
• Est. Priority Date: 03/21/2013
• Status: Active Grant

• Current Assignee: DIC Corporation
• Original Assignee: DIC Corporation
• Inventors: Hirata, Shinichi, Kawakami, Shotaro
• Granted Patent: US 9,725,651 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C09K 19/2014 containing additionally a linking group other than -COO- or -OCO-, e.g. -CH2-CH2-, -CH=CH-, -C=C-; containing at least one additional carbon atom in the chain containing -COO- or -OCO- groups, e.g. -(CH2)m-COO-(CH2)n-
• CPC Class Codes: C09K 19/322 Compounds containing a naphthalene ring or a completely or partially hydrogenated naphthalene ring
• CPC Class Codes: C09K 19/56 Aligning agents
• CPC Class Codes: C09K 2019/0448 the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
• CPC Class Codes: C09K 2019/0466 the linking chain being a -CF2O- chain
• CPC Class Codes: C09K 2019/123 Ph-Ph-Ph
• CPC Class Codes: C09K 2019/2042 Ph-Ph-COO-Ph
• CPC Class Codes: C09K 2019/2078 Ph-COO-Ph-COO-Ph
• CPC Class Codes: C09K 2019/3027 Compounds comprising 1,4-cyclohexylene and 2,3-difluoro-1,4-phenylene
• CPC Class Codes: G02F 1/133711 by organic films, e.g. polymeric films
• CPC Class Codes: G02F 1/133726 made of a mesogenic material

Abstract

There is provided a polymerizable compound-containing liquid crystal composition having strong alignment regulating force of a liquid crystal compound. The polymerizable compound-containing liquid crystal composition includes: a polymerizable compound; and a liquid crystal compound, in which the polymerizable compound includes at least one polymerizable compound represented by General Formula (I), and in which the liquid crystal compound includes at least one component selected from the group consisting of at least one compound represented by General Formula (II) as a second component, at least one compound represented by General Formulae (IIIa), (IIIb), and (IIIc) as a third component, and at least one compound represented by General Formulae (IVa), (IVb), and (IVc) as a fourth component.

Claims

1-10. -10. (canceled)

11. A polymerizable compound-containing liquid crystal composition, comprising:

a polymerizable compound; and

a liquid crystal compound,

wherein the polymerizable compound-containing liquid crystal composition includes, as the polymerizable compound, 0.01 mass % to 2 mass % of at least one kind of compound represented by General Formula (I);

(R¹¹

_lM¹¹

L¹¹-M¹²

_mL¹²-M¹³

Z)_n 

 

(1)

(in the general formula (I), Z represents —

S¹—

R¹², S¹ is at least one kind of linking group selected from the group consisting of an alkylene group having 1 to 5 carbon atoms and a single bond, and one —

CH₂—

or non-adjacent two or more —

CH₂—

in the alkylene group may be substituted with —

O—

, —

COO—

, —

OCO—

, or —

OCOO—

,

R¹¹ and R¹² each independently represent any one of the following formulae (R-I) and (R-III) to (R-IX);

12. The polymerizable compound-containing liquid crystal composition according to claim 11,

wherein R¹¹ and R¹² in the general formula (I) each independently represent any one of the following formulae (R-1) to (R-3) and (R-6) to (R-15):

13. The polymerizable compound-containing liquid crystal composition according to claim 12,

wherein m in the general formula (I) is 1 or more.

14. The polymerizable compound-containing liquid crystal composition according to claim 12,

wherein n in the general formula (I) is 1 or more.

15. The polymerizable compound-containing liquid crystal composition according to claim 12,

wherein, in the general formula (I), L¹¹ is —

OCH₂—

, —

CH₂O—

, —

CO—

, —

C₂H₄—

, —

COO—

, —

OCO—

, —

COOC₂H₄—

, —

OCOC₂H₄—

, —

C₂H₄OCO—

, —

C₂H₄COO—

, —

CH═

CH—

, a single bond, —

CF₂O—

, —

(CH₂)_z—

C(═

O)—

O—

, —

(CH₂)_z—

O—

(C═

O)—

, —

O—

(C═

O)—

(CH₂)_z—

, —

(C═

O)—

O—

(CH₂)_z—

, —

OCF₂—

or —

C≡

C—

,

L¹² is —

OCH₂CH₂O—

, —

COOC₂H₄—

, —

OCOC₂H₄—

, —

(CH₂)_z—

C(═

O)—

O—

, —

(CH₂)_z—

O—

(C═

O)—

, —

O—

(C═

O)—

(CH₂)_z—

, —

(C═

O)—

O—

(CH₂)_z—

, —

C₂H₄OCO—

, or —

C₂H₄COO—

, and

in the above formulae, z is an integer of 2 or 4.

16. The polymerizable compound-containing liquid crystal composition according to claim 12,

wherein at least one of L¹¹ and L¹² in the general formula (I) is at least one selected from the group consisting of —

(CH₂)_z—

C(═

O)—

O—

, —

(CH₂)_z—

O—

(C═

O)—

, —

O—

(C═

O)—

(CH₂)_z—

, and —

(C═

O)—

O—

(CH₂)_z—

.

17. The polymerizable compound-containing liquid crystal composition according to claim 12,

wherein the composition includes 0.01 mass % to 2 mass % of the compound selected from the general formula (I), 5 mass % to 70 mass % of the compound selected from the general formula (II), and 5 mass % to 70 mass % of the compound selected from the group consisting of compounds represented by the general formula (IIIa), (IIIb), or (IIIc) or the compound selected from the group consisting of compounds represented by the general formulae (IVa), (IVb), and (IVc).

18. The polymerizable compound-containing liquid crystal composition according to claim 12,

wherein the composition includes at least one compound selected from the group consisting of compounds represented by the general formula (I) and the general formulae (IVa), (IVb), and (IVc).

19. The polymerizable compound-containing liquid crystal composition according to claim 12, which contains a polymerizable compound and is used for a liquid crystal display element including a liquid crystal layer formed between a pair of substrates, a transparent electrode, and a polarization plate,

wherein liquid crystal alignment ability is imparted by polymerizing the polymerizable compound in the liquid crystal layer in which a space formed between the pair of substrates is filled with the polymerizable compound-containing liquid crystal composition.

20. The liquid crystal display element according to claim 19,

wherein the polymerizable compound-containing liquid crystal composition has a