Polymerizable liquid crystal composition and homogeneous-aligned liquid crystal film

Patent metadata

Field	Value
Publication number	US-9315728-B2
Application number	US-65410609-A
Country	US
Kind code	B2
Filing date	Dec 10, 2009
Priority date	Dec 10, 2008
Publication date	Apr 19, 2016
Grant date	Apr 19, 2016

Abstract

A polymerizable liquid crystal composition is provided that can exhibit a uniform homogeneous alignment by coating the composition on a supporting substrate having been subjected to an alignment treatment. The polymerizable liquid crystal composition contains a mixture of polymerizable compounds containing a compound selected from a group of compounds represented by the formula (1-1) as a component A and a compound selected from a group of compounds represented by the formula (2-1) as a component B as essential components, and optionally containing a compound selected from a group of compounds represented by the formulae (3-1) to (3-3) as a component C and/or a compound selected from a group of compounds represented by the formula (4-1) as a component D, and contains at least one nonionic surfactant as a component E. Examples of each of the components are shown in the disclosure.

First claim

The invention claimed is:

1. A polymerizable liquid crystal composition comprising a mixture of polymerizable compounds containing at least one compound selected from a group of compounds represented by the formula (1-1) as a component A, at least one compound selected from a group of compounds represented by the formula (2-1) as a component B, at least one compound selected from a group of compounds represented by the formulae (3-2) and (3-3) as a component C and optionally at least one compound selected from a group of compounds represented by the formula (4-1) as a component D, and at least a nonionic surfactant as a component E, wherein a birefringence (Δn) of a liquid crystal film obtained by polymerizing the polymerizable liquid crystal composition is in a range of 0.10 to 0.13:

wherein
in the formula (1-1),
ring T represents triptycen-1,4-diyl; Z 1 independently represents hydrogen, fluorine, chlorine, methyl or trifluoromethyl; W 1 independently represents hydrogen, halogen, alkyl having from 1 to 3 carbon atoms or fluoroalkyl having from 1 to 3 carbon atoms; Y 1 independently represents a single bond, —COO—, —OCO—, —CH═CH—COO—, —OCO—CH═CH—, —(CH 2 ) 2 —COO— or —OCO—(CH 2 ) 2 —; and n1 independently represents an integer of from 2 to 15,
in the formula (2-1),
Z 2 independently represents hydrogen, fluorine, methyl or trifluoromethyl; W 2 independently represents hydrogen, halogen, alkyl having from 1 to 3 carbon atoms or fluoroalkyl having from 1 to 3 carbon atoms; Y 2 independently represents a single bond, —CH═CH— or —(CH 2 ) 2 —; and n2 independently represents an integer of from 2 to 15,
in the formulae (3-2) and (3-3),
Z 3 independently represents hydrogen, fluorine, methyl or trifluoromethyl; W 3 independently represents hydrogen, halogen, alkyl having from 1 to 3 carbon atoms or fluoroalkyl having from 1 to 3 carbon atoms; W 32 independently represents hydrogen, halogen, alkyl having from 1 to 8 carbon atoms or fluoroalkyl having from 1 to 8 carbon atoms; ring A 3 independently represents 1,4-phenylene or 1,4-cyclohexylene; X 3 independently represents a single bond, —COO—, —OCO—, —CH═CH—COO—, —OCO—CH═CH—, —(CH 2 ) 2 —COO—, —OCO—(CH 2 ) 2 —, —(CH 2 ) 2 —, —C≡C—, —CH 2 O— or —OCH 2 —; Y 3 independently represents a single bond, alkylene having from 1 to 20 carbon atoms, —O—, —COO—, —OCO— or —OCOO—; r represents 0 or 1; and n3 independently represents an integer of from 0 to 20, provided that when n3 is 0, Y 3 represents a single bond or alkylene having from 1 to 20 carbon atoms,
in the formula (4-1),
Z 4 represents hydrogen, fluorine, methyl or trifluoromethyl; W 4 independently represents hydrogen, halogen, alkyl having from 1 to 3 carbon atoms or fluoroalkyl having from 1 to 3 carbon atoms; X 4 represents a single bond, —O—, alkylene having from 1 to 20 carbon atoms, —COO— or —OCO—; ring A 4 independently represents 1,4-phenylene or 1,4-cyclohexylene; R 4 represents hydrogen, fluorine, chlorine, cyano, alkyl having from 1 to 20 carbon atoms or alkoxy having from 1 to 20 carbon atoms, in which in the alkyl and the alkoxy, arbitrary hydrogen may be replaced by halogen; n4 represents an integer of from 0 to 20; and p and q each independently represent 0 or 1, provided that when n4 is 0, X 4 represents a single bond or alkylene having from 1 to 20 carbon atoms, and
in the formula (2-1),
A 2 represents a divalent group represented by one of the formulae (A2-10), (A2-11) and (A2-16)

2. The polymerizable liquid crystal composition according to claim 1 , wherein:
in the formula (1-1),
ring T represents triptycen-1,4-diyl; Z 1 independently represents hydrogen, fluorine, methyl or trifluoromethyl; W 1 independently represents hydrogen, fluorine, methyl or trifluoromethyl; Y 1 independently represents —COO—, —OCO—, —CH═CH—COO—, —OCO—CH═CH—, —(CH 2 ) 2 —COO— or —OCO—(CH 2 ) 2 —; and n1 independently represents an integer of from 2 to 10,
in the formula (2-1),
A 2 represents a divalent group represented by one of the formulae (A2-10), (A2-11) and (A2-16); Z 2 independently represents hydrogen, fluorine, methyl or trifluoromethyl; W 2 independently represents hydrogen or fluorine; Y 2 independently represents a single bond, —CH═CH— or —(CH 2 ) 2 —; and n2 independently represents an integer of from 2 to 10,
in the formulae (3-2) and (3-3),
Z 3 independently represents hydrogen, fluorine, methyl or trifluoromethyl; W 3 independently represents hydrogen, fluorine, methyl or trifluoromethyl; W 32 independently represents hydrogen, methyl, isopropyl, tert-butyl or trifluoromethyl; ring A 3 independently represents 1,4-phenylene or 1,4-cyclohexylene; X 3 independently represents a single bond, —COO—, —OCO—, —CH═CH—COO—, —OCO—CH═CH—, —(CH 2 ) 2 —COO— or —OCO—(CH 2 ) 2 —; Y 3 independently represents a single bond, —O—, —COO—, —OCO— or —OCOO—; r represents 0 or 1; and n3 independently represents an integer of from 2 to 12,
in the formula (4-1),
Z 4 represents hydrogen, fluorine, methyl or trifluoromethyl; W 4 independently represents hydrogen, fluorine, methyl or trifluoromethyl; X 4 represents a single bond or —O—; ring A 4 represents 1,4-phenylene or 1,4-cyclohexylene; R 4 represents cyano, fluorine, alkyl having from 1 to 10 carbon atoms or alkoxy having from 1 to 10 carbon atoms, in which in the alkyl and the alkoxy, arbitrary hydrogen may be replaced by halogen; n4 represents an integer of from 2 to 12; and p and q each independently represent 0 or 1,
a ratio of the component A is from 10 to 60% by weight, a ratio of the component B is from 1 to 20% by weight, a ratio of the component C is from 23 to 89% by weight, and a ratio of the component D is from 25 to 89% by weight, based on a total weight of the mixture of polymerizable compounds, and
a ratio of the component E is from 0.0001 to 0.03 in terms of weight ratio based on the mixture.

3. The polymerizable liquid crystal composition according to claim 1 , wherein:
in the formula (1-1),
ring T represents triptycen-1,4-diyl; Z 1 independently represents hydrogen, fluorine, methyl or trifluoromethyl; W 1 independently represents hydrogen or fluorine; Y 1 independently represents —COO— or —OCO—; and n1 independently represents an integer of from 2 to 8,
in the formula (2-1),
A 2 represents a divalent group represented by one of the formulae (A2-10), (A2-11) and (A2-16); Z 2 independently represents hydrogen or methyl; W 2 independently represents hydrogen or fluorine; Y 2 independently represents a single bond, —CH═CH— or —(CH 2 ) 2 —; and n2 independently represents an integer of from 2 to 8,
in the formulae (3-2) and (3-3),
Z 3 independently represents hydrogen or methyl; W 3 independently represents hydrogen, fluorine, methyl or trifluoromethyl; W 32 independently represents hydrogen, methyl, isopropyl, tert-butyl or trifluoromethyl; ring A 3 independently represents 1,4-phenylene or 1,4-cyclohexylene; X 3 independently represents —COO—, —OCO—, —CH═CH—COO—, —OCO—CH═CH—, —(CH 2 ) 2 —COO— or —OCO—(CH 2 ) 2 —; Y 3 independently represents a single bond, —O—, —COO—, —OCO— or —OCOO—; r represents 0 or 1; and n3 independently represents an integer of from 2 to 12,
in the formula (4-1),
Z 4 represents hydrogen or methyl; W 4 independently represents hydrogen, fluorine, methyl or trifluoromethyl; X 4 represents a single bond or —O—; ring A 4 represents 1,4-phenylene or 1,4-cyclohexylene; R 4 represents cyano, fluorine, alkyl having from 1 to 8 carbon atoms or alkoxy having from 1 to 8 carbon atoms, in which in the alkyl and the alkoxy, arbitrary hydrogen may be replaced by halogen; n4 represents an integer of from 2 to 12; an

Assignees

• Hirai Yoshiharu
• Jnc Corp
• Jnc Petrochemical Corp

Inventors

• Hirai Yoshiharu

Classifications

• Y10T428/1023

  Cross-Sectional Technologies · mapped topic

• C09K2019/0444

  characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group · CPC title

• C09K2019/0448

  the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title

• C09K19/32 Primary

  containing condensed ring systems, i.e. fused, bridged or spiro ring systems · CPC title

• Y10T428/1005

  Cross-Sectional Technologies · mapped topic