WO2019082839A1

WO2019082839A1 - Polymerizable liquid crystal composition and liquid crystal display element

Info

Publication number: WO2019082839A1
Application number: PCT/JP2018/039168
Authority: WO
Inventors: 池田　富樹; 琴姫張; 藤沢　宣; 長谷部　浩史
Original assignee: Dic株式会社; 学校法人中央大学
Priority date: 2017-10-24
Filing date: 2018-10-22
Publication date: 2019-05-02
Also published as: JPWO2019082839A1; JP7092311B2

Abstract

An aspect of the present invention is a polymerizable liquid crystal composition which contains a polymerizable compound and a non-polymerizable liquid crystal compound, and is polymerizable by light having a first absorption wavelength, wherein the polymerizable compound undergoes cis-trans isomerization due to light having a second absorption wavelength which is longer than that of the first absorption wavelength by 20 nm or more.

Description

Polymerizable liquid crystal composition and liquid crystal display device

The present invention relates to a polymerizable liquid crystal composition and a liquid crystal display device.

At present, liquid crystal materials called nematic liquid crystals are generally used in liquid crystal display elements of flat panel displays such as televisions, mobile phones, smart phones, tablets and the like. Such liquid crystal materials are required to have various characteristics such as low drive voltage, high transmittance, and high speed response.

For example, Patent Document 1 is excellent in high transmittance and high-speed response by suppressing the increase in driving voltage, suppressing the decrease in birefringence, and improving the transmittance while improving the falling time of the liquid crystal. Discloses a liquid crystal display device.

International Publication No. 2015/122457

According to the study of the present inventors, although the liquid crystal display element as described in Patent Document 1 satisfies the various required characteristics described above, it is particularly possible to further improve the light transmittance. There is room.

That is, the problem to be solved by the present invention is to provide a liquid crystal display element having high transmittance, and a liquid crystal composition used for the liquid crystal display element.

[1] A polymerizable liquid crystal composition containing a polymerizable compound and a non-polymerizable liquid crystal compound, which can be polymerized by light containing a first absorption wavelength, the polymerizable compound having a first absorption wavelength A polymerizable liquid crystal composition which causes cis-trans isomerization by light containing a second absorption wavelength longer than 20 nm.

[2] The polymerizable liquid crystal composition according to [1], wherein the first absorption wavelength is 380 nm or less.

[3] The polymerizable liquid crystal composition according to [1] or [2], wherein the second absorption wavelength is 410 nm or more.

[4] The polymerizable liquid crystal composition according to any one of [1] to [3], wherein the second absorption wavelength is 30 nm or more longer than the first absorption wavelength.

[5] The liquid crystal composition according to any one of [1] to [4], which contains a compound represented by the following formula (M-1) as a polymerizable compound.

[In the formula,
Ring A and ring B each independently represent 1,4-cyclohexyl group or 1,4-phenylene group, and a hydrogen atom present in these groups is an alkyl group having 1 to 3 carbon atoms, an alkoxy group And may be substituted with a fluorine atom or a chlorine atom,
X ¹¹ represents a hydrogen atom or a methyl group,
Sp ¹¹ is a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH ₂ ) _s11- (s11 represents an integer of 2 to 12, and an oxygen atom is to be bonded to ring A) Represents
n ¹¹ and n ¹² each independently represent an integer of 0 to 2, and n ¹¹ + n 12 is an integer of 0 to 2,
Z ¹¹ and Z ¹³ are each independently -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF _2- , -CH ₂ CH ₂ -,- _{_{CF 2 CF 2 -, - CH}} = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO- _{_{_{_{CH 2 CH 2 -, - CH}}}} 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, -C≡C-, or a single bond,
Z ¹² ^{^{is, -CY 15 = CY 16 -,}} - CH = N -, - N = CY 17 - (. Y 15, Y 16 and ^{Y 17} each independently represent a hydrogen atom or a fluorine atom), or Represents -N = N-,
Y ¹¹ , Y ¹² , Y ¹³ and Y ¹⁴ each independently represent a hydrogen atom, a chlorine atom or a fluorine atom, but at least one of Y ¹¹ , Y ¹² , Y ¹³ and Y ¹⁴ is a chlorine atom or Represents a fluorine atom,
R ¹¹ represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfuranyl group, a cyano group, a nitro group, an isocyano group, a thioisocyano group, and the following formula (M-1-1) Or a linear or branched alkyl group having 1 to 12 carbon atoms, and one or two or more non-adjacent -CH _2- present in the alkyl group are each independently- O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = CH-, -CF = CF- or -C≡C- May be replaced by

(Wherein, Sp ¹² represents a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH ₂ ) _s12- (s12 represents an integer of 2 to 12, and an oxygen atom is bonded to ring B Represents)))]

[6] The polymerizable liquid crystal composition according to any one of [1] to [5], which contains a compound represented by the following formula (L) as the nonpolymerizable liquid crystal compound.

[In the formula,
R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH _2- present in the alkyl group are independently of each other And may be substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^L1 represents 0, 1, 2 or 3 and
A ^L1 , A ^L2 and A ^L3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be substituted with -O-.) ,
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be substituted by -N =) and (c) ) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1, One -CH = or two or more non-adjacent -CH = present in the 2,3,4-tetrahydronaphthalene-2,6-diyl group may be substituted by -N =)
And hydrogen atoms in the groups (a), (b) and (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom ,
Z ^L1 and ^{Z L2} are each independently a single _{_{_{_{bond, -CH 2 CH 2 -, -}}}} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF _2- , -CF ₂ O-, -CH = N-N = CH-, -CH = CH-, -CF = CF-, or -C≡C-
When n ^L1 is 2 or 3 and there are a plurality of ^AL 2, they may be the same or different from each other, and when n ^L1 is 2 or 3 and there are a plurality of Z ^L2 , They may be identical to or different from one another. )

[7] At least one selected from the group consisting of compounds represented by the following formulas (N-1), (N-2), (N-3) or (N-4) as the non-polymerizable liquid crystal compound The liquid crystal composition according to any one of [1] to [6], which contains a compound.

[In the formula,
R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 , R ^N32 , R ^N41 and R ^N42 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or more of the alkyl groups described above Two or more non-adjacent -CH ₂ -are each independently substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- May be
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 , A ^N32 , A ^N41 and A ^N42 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be substituted with -O-.) ,
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be substituted by -N =),
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One -CH = or two or more non-adjacent -CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be substituted by -N = And d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, and hydrogen atoms in the groups (a), (b), (c) and (d) are Independently, it may be substituted with a cyano group, a fluorine atom or a chlorine atom,
^{^{^{^{Z N11, Z N12, Z N21}}}} , Z N22, Z N31, Z N32, Z N41 and ^{Z N42} are each independently a single _{_{_{bond, -CH 2 CH 2 -, -}}} (CH 2) 4 -, - OCH _{_{_{2 -, - CH 2 O -}}} , - COO -, - OCO -, - OCF 2 -, - CF 2 O -, - CH = N-N = CH -, - CH = CH -, - CF = CF-, Or -C≡C-,
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents -CH ₂ -or an oxygen atom,
X ^N41 represents an oxygen atom, a nitrogen atom or -CH _2- ,
Y ^N41 represents a single bond or -CH _2- ;
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 , n ^N32 , n ^N41 and n ^N42 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N21 ^N31 + n ^N32 is each independently 1, 2 or 3, and when there are a plurality of A ^N11 to A ^N32 and Z ^N11 to Z ^N32 , they may be identical to or different from each other, n ^N41 + n ^N42 represents an integer of 0 to 3, but when a plurality of A ^N41 , A ^N42 , Z ^N41 and Z ^N42 exist, they may be identical to or different from each other. ]

[8] The liquid crystal composition according to [1] to [6], containing at least one compound selected from the group consisting of compounds represented by the following formula (J) as a non-polymerizable liquid crystal compound.

[In the formula,
R ^J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH _2- in the alkyl group are each independently -CH = CH-,- It may be substituted by C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^J1 represents 0, 1, 2, 3 or 4;
A ^J1 , A ^J2 and A ^J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be substituted with -O-.) ,
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be substituted by -N =) and (c) ) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1, One -CH = or two or more non-adjacent -CH = present in the 2,3,4-tetrahydronaphthalene-2,6-diyl group may be substituted by -N =)
And hydrogen atoms in the groups (a), (b) and (c) are each independently a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group It may be substituted by a group or trifluoromethoxy group,
Z ^J1 and Z ^J2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O -, -COO-, -OCO- or -C≡C-,
When n ^J1 is 2, 3 or 4 and there are a plurality of A ^J2 , they may be the same or different from each other, and n ^J1 is 2, 3 or 4 and there are a plurality of Z ^J1 If so, they may be identical or different from one another.
X ^J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group. ]

[9] A liquid crystal display device comprising: two substrates; and a liquid crystal layer containing the liquid crystal composition according to any one of [1] to [8], provided between the two substrates. Liquid crystal display element for TN mode, STN mode, ECB mode, VA mode, IPS mode or FFS mode.

According to the present invention, it is possible to provide a liquid crystal display element having high transmittance, and a liquid crystal composition used for the liquid crystal display element.

It is a figure which shows typically the structure of the liquid crystal display element which concerns on one Embodiment.

Hereinafter, embodiments of the present invention will be described in detail.

[Polymerizable Liquid Crystal Composition]
In one embodiment, the polymerizable liquid crystal composition contains a polymerizable compound and a nonpolymerizable liquid crystal compound, and in another embodiment, the polymerizable compound, the nonpolymerizable liquid crystal compound, and the polymerization initiator. Contains The polymerizable liquid crystal composition is a composition polymerizable by light containing the first absorption wavelength λ1. More specifically, the polymerizable liquid crystal composition absorbs light of at least wavelength λ1, whereby the polymerizable compound is polymerized. The component which absorbs the light of wavelength λ1 in the polymerizable liquid crystal composition may be a polymerizable compound or a polymerization initiator.

The first absorption wavelength λ1 is defined as a wavelength at which the absorbance reaches a maximum value at the absorption peak obtained when the ultraviolet-visible absorption spectrum (wavelength 300 to 780 nm) of the polymerizable liquid crystal composition is measured. When two or more absorption peaks are obtained, the absorption peak in the longest wavelength range is adopted. The first absorption wavelength λ1 substantially matches, for example, a wavelength at which the absorbance of the polymerizable compound has a maximum value or a wavelength at which the absorbance of the polymerization initiator has a maximum value. The first absorption wavelength λ1 may be, for example, 310 nm or more, 330 nm or more, or 350 nm or more, and may be 380 nm or less, 375 nm or less, or 370 nm or less.

[Polymerizable compound]
(Polymerizable compound (A))
A polymerizable liquid crystal composition has, as a polymerizable compound, a polymerizable group and a double bond separately from the polymerizable group, and a polymerizable compound capable of taking a cis-trans isomer with respect to the double bond. Contains This polymerizable compound causes cis-trans isomerization by absorbing light containing a second absorption wavelength λ2 different from the first absorption wavelength λ1. Such a polymerizable compound is also referred to as a polymerizable photoalignable functional compound. For convenience, this polymerizable compound is also referred to as "polymerizable compound (A)".

The second absorption wavelength λ2 is defined as a wavelength at which the absorbance has a maximum value in the absorption peak obtained when the ultraviolet-visible absorption spectrum of the polymerizable compound (A) is measured. When two or more absorption peaks are obtained, the absorption peak in the longest wavelength range is adopted. The second absorption wavelength λ2 may be, for example, 380 nm or more, 400 nm or more, 410 nm or more, or 420 nm or more, and may be 470 nm or less, 460 nm or less, or 450 nm or less.

The second absorption wavelength λ2 is 20 nm or more longer than the first absorption wavelength λ1, and preferably 30 nm or more, 40 nm or more, or 50 nm or more longer than the first absorption wavelength λ1.

The polymerizable group in the polymerizable compound (A) may be, for example, a (meth) acryloyl group. The double bond may be, for example, a carbon-carbon double bond, a carbon-nitrogen double bond or a nitrogen-nitrogen double bond.

The polymerizable compound (A) is, for example, a compound represented by the following formula (M-1).

In formula (M-1),
Ring A and ring B each independently represent 1,4-cyclohexyl group or 1,4-phenylene group, and a hydrogen atom present in these groups is an alkyl group having 1 to 3 carbon atoms, an alkoxy group And may be substituted with a fluorine atom or a chlorine atom,
X ¹¹ represents a hydrogen atom or a methyl group,
Sp ¹¹ is a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH ₂ ) _s11- (s11 represents an integer of 2 to 12, and an oxygen atom is to be bonded to ring A) Represents
n ¹¹ and n ¹² each independently represent an integer of 0 to 2, and n ¹¹ + n 12 is an integer of 0 to 2,
Z ¹¹ and Z ¹³ are each independently -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF _2- , -CH ₂ CH ₂ -,- _{_{CF 2 CF 2 -, - CH}} = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO- _{_{_{_{CH 2 CH 2 -, - CH}}}} 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, -C≡C-, or a single bond,
Z ¹² ^{^{is, -CY 15 = CY 16 -,}} - CH = N -, - N = CY 17 - (. Y 15, Y 16 and ^{Y 17} each independently represent a hydrogen atom or a fluorine atom), or Represents -N = N-,
Y ¹¹ , Y ¹² , Y ¹³ and Y ¹⁴ each independently represent a hydrogen atom, a chlorine atom or a fluorine atom, but at least one of Y ¹¹ , Y ¹² , Y ¹³ and Y ¹⁴ is a chlorine atom or Represents a fluorine atom,
R ¹¹ represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfuranyl group, a cyano group, a nitro group, an isocyano group, a thioisocyano group, and the following formula (M-1-1) Or a linear or branched alkyl group having 1 to 12 carbon atoms, and one or two or more non-adjacent -CH _2- present in the alkyl group are each independently- O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = CH-, -CF = CF- or -C≡C- May be replaced by

In the formula (M-1-1), Sp ¹² is a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH ₂ ) _s12- (s12 is an integer of 2 to 12, and an oxygen atom is It is intended to be bonded to ring B).

Ring A and ring B are each independently preferably a 1,4-phenylene group. X ¹¹ is preferably a hydrogen atom. Sp ¹¹ is preferably an alkylene group having 1 to 12 carbon atoms, more preferably an alkylene group having 3 to 10 carbon atoms, and still more preferably an alkylene group having 5 to 8 carbon atoms. n ¹¹ and n ¹² are each independently preferably 0 or 1, and more preferably 0. n11 + n12 is preferably 0 or 1, more preferably 0.

Z ¹¹ and Z ¹³ are each independently preferably -COO-, -OCO-, or a single bond. Z ¹² is preferably —CH = N—, —N = CY ¹⁷ —, or —N = N—, more preferably —N = N—.

Y ¹¹ , Y ¹² , Y ¹³ and Y ¹⁴ are each independently preferably a hydrogen atom or a fluorine atom. Preferably, at least one of ^{^Y ^11,} Y 12, Y ¹³ and ^{Y 14} is a fluorine ^atom, more preferably at least two ^{Y ^11,} Y 12, Y ¹³ and ^{Y 14} is a fluorine ^{atom, Y 11} and More preferably, one of Y ¹² is a fluorine atom and the other is a hydrogen atom, and one of Y ¹³ and Y ¹⁴ is a fluorine atom and the other is a hydrogen atom.

R ¹¹ is preferably a group represented by formula (M-1-1). In formula (M-1-1), X ¹² is preferably a hydrogen atom, and Sp ¹¹ is preferably an alkylene group having 1 to 12 carbon atoms, more preferably an alkylene group having 3 to 10 carbon atoms, More preferably, it is an alkylene group having 5 to 8 carbon atoms.

The lower limit value of the preferable content of the polymerizable compound (A) to the total amount of the polymerizable liquid crystal composition is 0.01% by mass or more, 0.02% by mass or more, and 0.03% by mass or more It is. The upper limit value of the preferable content of the polymerizable compound (A) to the total amount of the polymerizable liquid crystal composition is 0.5% by mass or less, 0.3% by mass or less, and 0.2% by mass or less And 0.1 mass% or less.

(Polymerizable liquid crystal compound)
The polymerizable liquid crystal composition may further contain a polymerizable compound other than the polymerizable compound (A) as the polymerizable compound. Such a polymerizable compound may be, for example, a polymerizable liquid crystal compound. The polymerizable liquid crystal compound may be, for example, a compound represented by the following formula (P).

(In the above general formula (P),
Z ^p1 represents a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted by a halogen atom, or a carbon atom in which a hydrogen atom may be substituted by a halogen atom Alkoxy group of 1 to 15, alkenyl group of 1 to 15 carbon atoms in which hydrogen atom may be substituted by halogen atom, alkenyloxy of 1 to 15 carbon atom in which hydrogen atom may be substituted of halogen atom Represents a group or -Sp ^p2 -R ^p2 ,
R ^p1 and R ^p2 are each independently from the following formula (RI) to the formula (R-IX):

In the formulas (RI) to (R-IX), each of R ² to R ⁶ independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms 1 to 5 halogenated alkyl groups, W is a single bond, -O- or methylene group, T is a single bond or -COO-, p, t and q are each independently 0, Represents one or two,
Sp ^p1 and Sp ^p2 each represent a spacer group, and Sp ^p1 and Sp ^p2 are each independently a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH ₂ ) _s- (wherein s is a group Represents an integer of 1 to 11, and an oxygen atom is to be bonded to an aromatic ring)) and L ^p1 and L ^p2 each independently represent a single bond, -O-, -S-, -CH _2- , _{_{_{_{-OCH 2 -, - CH 2 O}}}} -, - CO -, - C 2 H 4 -, - COO -, - OCO -, - OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - ^{^{_{_{CO-NR a -, - NR}}}} a -CO -, - SCH 2 -, - CH 2 S -, - OCO-CR a = CH-OCO -, - (CH 2) z -C (= O) -O- _{, - (CH 2) z-} O- (C = O) -, - O- (C = O) - (CH 2) z-, _{_{_{(C = O) -O- (CH}}} 2) z -, - CF 2 -, - CF 2 O -, - OCF 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 -Or -C≡C- (wherein, R ^a each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and in the above formula, z represents an integer of 1 to 4). ,
M ^p2 is a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 -Diyl group is represented, but M ^p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a carbon atom And may be substituted with a halogenated alkoxy group of a number of 1 to 12, a halogen atom, a cyano group, a nitro group or -R ^p1 .
M ^p1 has the following formulas (i-11) to (ix-11):

(Wherein * binds to Sp ^p1 and ** binds to L ^p1 or L ^p2 ),
M ^p3 has the following formulas (i-13) to (ix-13):

( ^Wherein , * binds to Z ^p1 and ** binds to L ^{p 2} ),
m ^p2 to m ^p4 each independently represent 0, 1, 2, or 3, and m ^p1 and m ^p5 each independently represent 1, 2 or 3, but when there are a plurality of Z ^p1 , May be the same or different, and when there are a plurality of R ^p1 , they may be the same or different, and when there are a plurality of R ^p2 , they may be the same They may be different, and when there are a plurality of Sp ^p1 , they may be the same or different, and when there are a plurality of Sp ^p2 , they may be the same or different, When a plurality of L ^p1 are present, they may be the same or different, and when a plurality of M ^p2 are present, they may be the same or different. It is preferable that it represents with the compound represented by these. In addition, the polymerizable liquid crystal compound is contained singly or in combination.

In the general formula (P), Z ^p1 is preferably -Sp ² -R ^{p 2} and R ¹¹ and R ¹² are each independently any of the formulas (R-1) to (R-3) Is preferred.

Furthermore, in the general formula (P), it is preferable that m ^p1 + m ^p5 be 2 or more.

Further, in the general formula ^{(P), L p1} represents a single _{_{bond, -OCH 2 -, - CH 2}} O -, - CO -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 _{_{H 4 -, - OCOC 2 H}} 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CF 2 -, - CF 2 O -, - (CH 2) z -C (= O) _{-O -, - (CH 2)} z-O- (C = O) -, - O- (C = O) - (CH 2) z -, - (C = O) -O- (CH 2) z -, - preferably or ^{-C≡C-, L} p2 _{_{is, -OCH 2 CH 2 O - -}} OCF 2, - COOC 2 H 4 -, - OCOC 2 H 4 -, - (CH 2) z _{-C (= O) -O -,} - (CH 2) z-O- (C = O) -, - O- (C = O) - (CH 2) z -, - (C = O) -O -(CH ₂ ) z-, It is preferably -C ₂ H ₄ OCO- or -C ₂ H ₄ COO-, and z in the formula is preferably an integer of 1 to 4.

Further, at least one of L ^p1 and L ^{p2 in} the general formula (P) is — (CH ₂ ) _z —C (= O) —O—, — (CH ₂ ) z —O— (C = O) At least one selected from the group consisting of-and -O- (C = O)-(CH ₂ ) z-,-(C = O) -O- (CH ₂ ) z- and a single bond preferable.

Furthermore, in the general formula (P), R ^p1 and R ^p2 are each independently represented by the following formula (R-1) to the formula (R-15):

Is more preferable.

Further, m ^{p3 in the} general formula (P) represents 0, 1, 2 or 3, and when m ^p2 is 1, L ^p1 is a single bond, and when m ^p2 is 2 or 3, a plurality of L ^p1 is present Preferably, at least one is a single bond.

In the above general formula (P), m ^p3 represents 0, 1, 2 or 3, and when m ^p3 is 1, M ^p2 is a 1,4-phenylene group, and when m ^p3 is 2 or 3, a plurality of them exist ^{M p2} adjacent to ^{M p1} through at least ^{L p1} of ^{M p2} which is preferably a 1,4-phenylene group.

Furthermore, m ^{p3 in the} general formula (P) represents 0, 1, 2 or 3, and at least one of M ^p2 is a 1,4-phenylene group substituted with one or more fluorines. Is preferred.

Furthermore, m ^{p4 in the} general formula (P) represents 0, 1, 2 or 3, and at least one of M ^p3 is a 1,4-phenylene group substituted with one or more fluorines. Is preferred.

Further, as the general formula (P) in the spacer group ^{^{^{(Sp p1, Sp p2, Sp}}} p4), a single _{_{_{bond, -OCH 2 -, - (CH}}} 2) z O -, - CO -, - C 2 H 4 _{_{-, - COO -, - OCO}} -, - COOC 2 H 4 -, - OCOC 2 H 4 -, - (CH 2) z -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH-, -CF _2- , -CF ₂ O-,-(CH ₂ ) _z -C (= O) -O-,-(CH ₂ ) _z -O- (C = O)-, -O- _{_{(C = O) - (CH}} 2) z -, - (C = O) -O- (CH 2) z -, - O- (CH 2) z -O -, - OCF 2 -, - CH = CH It is preferable that -COO-, -COO-CH = CH-, -OCOCH = CH- or -C≡C-, and Z is an integer of 1 or more and 10 or less. Rukoto is preferable.

The polymerizable liquid crystal compound of the general formula (P) comprises compounds represented by the general formula (Pa), the general formula (Pb), the general formula (Pc) and the general formula (Pd) Preferably at least one compound selected from the group.

In the above general formula (P-a) to general formula (P-d), R ^p1 and R ^p2 each independently represent the following formula (R-I) to the formula (R-IX):

In the formulas (RI) to (R-IX), each of R ² to R ⁶ independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms 1 to 5 halogenated alkyl groups, W is a single bond, -O- or methylene group, T is a single bond or -COO-, p, t and q are each independently 0, Represents one or two,

Ring A and ring B are each independently 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5- Diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, indan-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1, Represents a 3-dioxane-2,5-diyl group, which is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy having 1 to 12 carbon atoms It is preferable that it is substituted by a group, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -R ^p1 ,

Ring C has the following formulas (c-i) to (c-ix):

(Wherein, * binds to Sp ^p1 and ** binds to L ^p5 or L ^p6 ),

It is preferable that Sp ^p1 and Sp ^p4 represent a spacer group, and X ^p1 to X ^p4 each independently represent a hydrogen atom or a halogen atom,

L ^p4, ^{L p5} and ^{L p6} each independently represent a single _{_{bond, -OCH 2 -, - CH 2}} O -, - CO -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 _{_{H 4 -, - OCOC 2 H}} 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - (CH 2) z _{_{-C (= O) -O -,}} - (CH 2) z -O- (C = O) -, - O- (C = O) - (CH 2) z -, - (C = O) -O -(CH ₂ ) _z- , -O- (CH ₂ ) _z -O-, -OCF _2- , -CH = CHCOO-, -COOCH = CH-, -OCOCH = CH- or -C≡C- It is preferable that z in the above formula is an integer of 1 to 4.

In the compound represented by the above general formula ( ^Pa ), ^mp6 and ^mp7 each preferably represent 0, 1, 2 or 3. More preferably, m ^p6 + m ^p7 = 2 to 5.

In the compound represented by the above general formula (Pd), m ^p12 and m ^p15 each independently represent 1, 2 or 3, and m ^p13 preferably represents 0, 1, 2 or 3. Preferably, m ^p14 represents 0 or 1. More preferably, m ^p12 + m ^p15 = 2 to 5. When a plurality of R ^p1 are present, they may be the same or different, and when a plurality of R ^p1 are present, they may be the same or different, and a plurality of R ^p2 are present case may they have the same or different and they when Sp ^p1 there are a plurality may be the same or different and the same they if Sp ^p4 there are multiple And when there are a plurality of L ^p4 and L ^p5 , they may be the same or different, and when there are a plurality of rings A to C, they may be the same. Or may be different.

Preferred examples of the compound represented by Formula (Pb) include polymerizable liquid crystal compounds represented by the following Formula (Pb-1) to Formula (Pb-34).

Preferred examples of the compound represented by the general formula (Pc) include polymerizable liquid crystal compounds represented by the following formulas (Pc-1) to (Pc-52).

The compound represented by General Formula (Pd) is preferably a compound represented by the following General Formula (Pd ').

(In the compound represented by the above general formula (Pd ′), it is more preferable that m ^p10 represents 2 or 3. The other symbols are the same as the above general formula (pd), and thus are omitted.)

Preferred examples of the compound represented by Formula (Pd) include polymerizable liquid crystal compounds represented by the following Formula (Pd-1) to Formula (Pd-31).

The “alkyl group having 1 to 15 carbon atoms” is preferably a linear or branched alkyl group, and more preferably a linear alkyl group. Further, in the above general formula (1), and ^{R 1} and ^{R 2} are independently an alkyl group having 1 to 15 carbon atoms, and ^{R 1} and ^{R 2} are independently each a C 1 -C Eight alkyl groups are preferable, and alkyl groups having 1 to 6 carbon atoms are more preferable.

Examples of “alkyl group having 1 to 15 carbon atoms” include methyl group, ethyl group, propyl group, butyl group, isopropyl group, isobutyl group, t-butyl group, 3-pentyl group, isopentyl group, neopentyl group And pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl and pentadecyl groups. In addition, in this specification, the example of an alkyl group is common and is suitably selected from the said illustration by the number of carbon atoms of each alkyl group.

The example of “alkoxy group having 1 to 15 carbon atoms” is preferably present at a position where at least one oxygen atom in the substituent is directly bonded to the ring structure, and a methoxy group, an ethoxy group, a propoxy group (N-propoxy group, i-propoxy group), butoxy group, pentyloxy group, octyloxy group, and decyloxy group are more preferable. In addition, in this specification, the example of an alkoxy group is common and is suitably selected from the said illustration by the number of carbon atoms of each alkoxy group.

Examples of “alkenyl group having 2 to 15 carbon atoms” include vinyl group, allyl group, 1-propenyl group, isopropenyl group, 2-butenyl group, 3-butenyl group, 1,3-butadienyl group, 2- Examples include pentenyl group, 3-pentenyl group, 2-hexenyl group and the like. Further, as more preferable alkenyl groups, the following formula (i) (vinyl group), formula (ii) (1-propenyl group), formula (iii) (3-butenyl group) and formula (iv) (3-) Pentenyl group):

(In the above formulas (i) to (iv), * represents a binding site to a ring structure.)
When the liquid crystal composition of the present invention contains a polymerizable monomer, the structures represented by the formulas (ii) and (iv) are preferable, and the structure represented by the formula (ii) is more preferable. preferable. In addition, in this specification, the example of an alkenyl group is common and is suitably selected from the said illustration by the number of carbon atoms of each alkenyl group.

In addition, as a polymerizable compound, it has a monofunctional reactive group preferable for enhancing the solubility with a low molecular liquid crystal to suppress crystallization, and the following general formula (VI):

(Wherein, X ³ represents a hydrogen atom or a methyl group, and Sp ³ is a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH ₂ ) _t- (wherein t is 2 to Represents an integer of 11 and an oxygen atom is to be bonded to an aromatic ring), and V represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms or a polyvalent cyclic group having 5 to 30 carbon atoms The alkylene group in the polyvalent alkylene group may be substituted by an oxygen atom within the range where the oxygen atom is not adjacent, although an alkyl group having 5 to 20 carbon atoms (the alkylene group in the group is an oxygen atom) In the range not adjacent to each other, it may be substituted by an oxygen atom) or may be substituted by a cyclic substituent, and W represents a hydrogen atom, a halogen atom or an alkyl group having 1 to 15 carbon atoms. All 1,4-phenylene groups in Meaning hydrogen atoms -CH _3, -OCH _3, fluorine atom, or a cyano group may be substituted in. The polymerizable compound represented by) is preferably used.

In the above general formula (VI), X ³ represents a hydrogen atom or a methyl group, but a hydrogen atom is preferable when the reaction rate is important, and a methyl group is important when the reduction of the reaction residual amount is important. preferable.

In the above general formula (VI), Sp ³ is a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH ₂ ) _t- (wherein _t represents an integer of 2 to 11 and an oxygen atom Represents an aromatic ring), but since the length of the carbon chain affects the Tg, it is preferably not so long when the content of the polymerizable compound is less than 10% by weight, A single bond or an alkylene group having 1 to 5 carbon atoms is preferable, and when the content of the polymerizable compound is less than 6% by weight, a single bond or an alkylene group having 1 to 3 carbon atoms is more preferable. When the content of the polymerizable compound is 10% by weight or more, an alkylene group having 5 to 10 carbon atoms is preferable. In addition, when Sp ³ represents -O- (CH ₂ ) _t- , t is preferably 1 to 5, and more preferably 1 to 3. Furthermore, since the number of carbon atoms affects the pretilt angle on the surface of the substrate including the alignment film, a plurality of polymerizable compounds having different numbers of carbon atoms of Sp ³ may be mixed and used as needed to obtain a desired pretilt angle Is preferred.

In the above general formula (VI), V represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms or a polyvalent cyclic substituent having 5 to 30 carbon atoms, and an alkylene group in the polyvalent alkylene group May be substituted by an oxygen atom within the range where the oxygen atom is not adjacent, and the alkyl group having 5 to 20 carbon atoms (the alkylene group in the group may be substituted by an oxygen atom within the range where the oxygen atom is not adjacent Or cyclic substituent, and preferably substituted by two or more cyclic substituents.

More specifically, the polymerizable compound represented by the general formula (VI) is represented by the general formula (X1a):

(Wherein, A ¹ represents a hydrogen atom or a methyl group,
A ² represents a single bond or an alkylene group having 1 to 8 carbon atoms (one or more methylene groups in the alkylene group each independently represent an oxygen atom, as the oxygen atom is not directly bonded to each other) It may be substituted by -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkylene group are each independently substituted with a fluorine atom, a methyl group or an ethyl group May be represented by
Each A ³ and A ⁶ are independently a hydrogen atom, one, or two or more methylene groups in the alkyl group (the alkyl group of a halogen atom or a carbon atom number of 1 to 10, the oxygen atoms are not directly bonded to each other And each may be independently substituted with an oxygen atom, -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkyl group are each independently a halogen Optionally substituted with an alkyl group or an alkyl group having 1 to 17 carbon atoms.
A ⁴ and A ⁷ are each independently a hydrogen atom, a halogen atom or an alkyl group having 1 to 10 carbon atoms (in which one or more methylene groups in the alkyl group, oxygen atoms do not bond directly to each other) And each may be independently substituted with an oxygen atom, -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkyl group are each independently a halogen Optionally substituted with an alkyl group or an alkyl group having 1 to 9 carbon atoms,
p represents 0 to 10,
B ¹ , B ² and B ³ each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms (one or more methylene groups in the alkyl group are And oxygen atoms which may not be directly bonded to each other may be each independently substituted with an oxygen atom, -CO-, -COO- or -OCO-, and one or more in the alkyl group And each hydrogen atom may be independently substituted with a halogen atom or a trialkoxysilyl group having 3 to 6 carbon atoms.

The compound represented by Formula (II-b) is preferable as the above Formula (X1a).

Specifically, the compounds represented by the general formula (II-b) are compounds represented by the following formulas (II-q) to (II-z) and (II-aa) to (II-al) Is preferred.

The compounds represented by the general formula (VI), the general formula (XaI) and the general formula (II-b) may be only one kind or two or more kinds.

Moreover, as the polymerizable compound represented by the general formula (VI), a compound represented by the general formula (X1b)

(Wherein, A ⁸ represents a hydrogen atom or a methyl group, and the 6-membered ring T ¹ , T ² and T ³ are each independently

(Where m represents an integer of 1 to 4), and
q represents 0 or 1;
Y ¹ and Y ² are each independently a single bond, —CH ₂ CH ₂ —, —CH ₂ O—, —OCH ₂ —, —COO—, —OCO—, —C≡C—, —CH = CH— _{_{_{_{, -CF = CF -, - (}}}} CH 2) 4 -, - CH 2 CH 2 CH 2 O -, - OCH 2 CH 2 CH 2 -, - CH = CHCH 2 CH 2 - or _-CH 2 _CH 2 _CH = Represents CH-,
Y ³ and Y ⁴ are each independently a single bond or an alkylene group having 1 to 12 carbon atoms (wherein one or more methylene groups in the alkylene group are such that oxygen atoms are not directly bonded to each other) And each may be independently substituted with an oxygen atom, -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkylene group are each independently a fluorine atom or a methyl group Or an ethyl group which may be substituted),
B ⁸ represents a hydrogen atom, a cyano group, a halogen atom or an alkyl group having 1 to 8 carbon atoms, or an alkylene group terminally having an acryloyl group or a methacryloyl group. Also included are compounds represented by).

Exemplary compounds include, but are not limited to, the following compounds.

(E represents an integer of 1 to 12, f represents an integer of 0 to 12, and R ³⁴ represents a hydrogen atom or a methyl group.)

Furthermore, as the polymerizable compound represented by the general formula (VI), specifically, a compound represented by the general formula (X1c)

(Wherein, R ⁷⁰ represents a hydrogen atom or a methyl group, and R ⁷¹ represents a hydrocarbon group having a condensed ring).

Exemplary compounds include, but are not limited to, the following compounds.

(R represents an integer of 1 to 12, s represents an integer of 0 to 14, and R ⁶ represents a hydrogen atom or a methyl group)

In addition, as a polymerizable compound, it has a polyfunctional reactive group which is preferable for enhancing the solubility with a low molecular liquid crystal to suppress crystallization, and represented by the following general formula (V)

(Wherein, X ¹ and X ² each independently represent a hydrogen atom or a methyl group, and Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 12 carbon atoms, or —O— (CH ₂ ) _s- (wherein, s represents an integer of 1 to 11, and an oxygen atom is bonded to an aromatic ring), and U represents a linear or branched multi chain having 2 to 20 carbon atoms And an alkylene group in the polyvalent alkylene group may be substituted by an oxygen atom within the range in which the oxygen atom is not adjacent, and has 5 carbon atoms. ～ 20 alkyl group (the alkylene group in the group may be substituted by an oxygen atom as long as the oxygen atom is not adjacent) or may be substituted by a cyclic substituent, and k is an integer of 1 to 5 All 1,4-phenylenes in the formula Groups, any hydrogen atom is -CH _3, -OCH _3, fluorine atom, or a cyano group may be substituted in. The polymerizable compound represented by) is preferably used.

In the above general formula (V), X ¹ and X ² each independently represent a hydrogen atom or a methyl group, but when importance is placed on the reaction rate, a hydrogen atom is preferable, and it is emphasized to reduce the residual amount of reaction If it is a methyl group is preferred.

In the above general formula (V), Sp ¹ and Sp ² are each independently a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH ₂ ) _s- (wherein s is 2 to 11) And the oxygen atom is bonded to an aromatic ring), but the pretilt angle in the liquid crystal display element is the number of carbon atoms, the content with the liquid crystal, and the type of alignment film to be used and the alignment treatment conditions Affected by It is preferable to use one that spontaneously induces a pretilt angle depending on the molecular structure of the polymerizable compound on the alignment film surface. Therefore, although not necessarily limited, for example, when the pretilt angle is about 5 degrees, it is preferable that the carbon chain is not very long, a single bond or an alkylene group having 1 to 5 carbon atoms is more preferable, and a single bond Or an alkylene group having 1 to 3 carbon atoms is more preferable. Furthermore, in order to make the pretilt angle within 2 degrees, it is preferable to use a polymerizable compound having 6 to 12 carbon atoms, and more preferably 8 to 10 carbon atoms. In addition, since Sp ¹ and Sp ² also represent -O- (CH ₂ ) _s- because they affect the pretilt angle, it is preferable to adjust the lengths of Sp ¹ and Sp ² as needed. In order to increase the pretilt angle, s is preferably 1 to 5, and more preferably 1 to 3. For the purpose of reducing the pretilt angle, s is preferably 6 to 10. In addition, at least one of Sp ¹ and Sp ² is preferably a single bond because it causes asymmetry of the molecule to induce pretilt.

In addition, compounds in which Sp ¹ and Sp ² in the general formula (V) are identical are also preferable, and it is preferable to use two or more compounds in which Sp ¹ and Sp ² are identical. In this case, it is more preferable to use two or more species in which Sp ¹ and Sp ² are different from each other.

In the above general formula (V), U represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms or a polyvalent cyclic substituent having 5 to 30 carbon atoms, and an alkylene group in the polyvalent alkylene group May be substituted by an oxygen atom within the range where the oxygen atom is not adjacent, and the alkyl group having 5 to 20 carbon atoms (the alkylene group in the group may be substituted by an oxygen atom within the range where the oxygen atom is not adjacent ), Which may be substituted by a cyclic substituent, and preferably substituted by two or more cyclic substituents.

In the above general formula (V), it is preferable that U specifically represents formulas (Va-1) to (Va-23) below. In order to increase the anchoring force, biphenyl or the like having high linearity is preferable, and it is preferable to represent Formula (Va-1) to Formula (Va-6). Further, the structures representing Formula (Va-6) to Formula (Va-11) are preferable in that they have high solubility with liquid crystals, and may be used in combination with Formula (Va-1) to Formula (Va-6) preferable.

(Wherein, both ends are bonded to Sp ¹ or Sp ^2. Z ^p1 and Z ^p2 are each independently -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -CF _{_{_{_{2 O -, - OCF 2 -}}}} , - CH 2 CH 2 -, - CF 2 CF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO- _{_{_{_{CH = CH -, - COO-}}}} CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO _{_{_{-CH 2 -, - CH 2 -COO}}} -, - CH 2 -OCO -, - CY 1 = CY 2 -, -. C≡C- or all of the 1,4-phenylene group represents in formula single bond And any hydrogen atom is -CH ₃ , -OCH ₃ , a fluorine atom or a cyano group Also, one or more CH ₂ CH ₂ groups in the cyclohexylene group may be substituted by —CHCHCH—, —CF ₂ O— or —OCF ₂ — Also good.)

When U has a ring structure, at least one of Sp ¹ and Sp ² is —O— (CH ₂ ) _s — (wherein _s represents an integer of 1 to 7 and an oxygen atom is bonded to an aromatic ring) It is preferable that both of them represent -O- (CH ₂ ) _s- .

In the general formula (V), k represents an integer of 1 to 5, preferably a bifunctional compound in which k is 1 or a trifunctional compound in which k is 2 and more preferably a bifunctional compound. .

Specifically, the compound represented by the general formula (V) is preferably a compound represented by the following general formula (Vb).

(Wherein, X ¹ and X ² each independently represent a hydrogen atom or a methyl group, and Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 12 carbon atoms, or —O— (CH ₂ ) _s- (wherein, s represents an integer of 1 to 7, and an oxygen atom is to be bonded to an aromatic ring); Z ¹ represents -OCH _2- , -CH ₂ O-, _{_{_{_{-COO -, - OCO -, -}}}} CF 2 O -, - OCF 2 -, - CH 2 CH 2 -, - CF 2 CF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - _{_{COO-CH = CH -, -}} OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO- _{_{, -COO-CH 2 -, -}} OCO-CH 2 -, - CH 2 -COO -, - C _{^{^{2 -OCO -, - CY 1 =}}} CY 2 - (Y 1 and ^{Y 2} each independently represents a hydrogen atom or a fluorine atom.), - C≡C- or a single bond, C represents 1,4 Represents a phenylene group, a trans-1,4-cyclohexylene group or a single bond, and in all the 1,4-phenylene groups in the formula, any hydrogen atom may be substituted by a fluorine atom)

In the above general formula (Vb), X ¹ and X ² each independently represent a hydrogen atom or a methyl group, each of which represents a hydrogen atom, or a dimethacrylate derivative having a methyl group. Compounds in which one represents a hydrogen atom and the other represents a methyl group are also preferred. As for the polymerization rate of these compounds, the diacrylate derivative is the fastest, the dimethacrylate derivative is the slow, and the asymmetrical compound is the middle thereof, and a more preferable embodiment can be used depending on its use.

In the general formula (Vb), Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH ₂ ) s-, but at least one of them is -O - _(CH 2) is preferably s-, both -O- _(CH 2) aspects representing the s- is more preferable. In this case, s is preferably 1 to 6.

In the above general formula (Vb), Z ¹ represents -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF _2- , -CH ₂ CH ₂ -,- _{_{CF 2 CF 2 -, - CH}} = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO- _{_{_{_{CH 2 CH 2 -, - CH}}}} 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, -CY ¹ = CY ^2- (Y ¹ and Y ² each independently represent a hydrogen atom or a fluorine atom), -C≡C- or a single bond, but -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF _2- , -C H ₂ CH _2- , -CF ₂ CF ₂ -or a single bond is preferred, -COO-, -OCO- or a single bond is more preferred, and a single bond is particularly preferred. In the above general formula (Vb), C represents a 1,4-phenylene group in which any hydrogen atom may be substituted by a fluorine atom, a trans-1,4-cyclohexylene group or a single bond; -A phenylene group or a single bond is preferred. When C represents a ring structure other than a single bond, Z ¹ is also preferably a linking group other than a single bond, and when C is a single bond, Z ¹ is preferably a single bond.

As mentioned above, in said general formula (Vb), C represents a single bond, and the case where a ring structure is formed by two rings is preferable, and as a polymeric compound which has ring structure, specifically, the following general formula Compounds represented by (V-1) to (V-6) are preferable, and compounds represented by general formulas (V-1) to (V-4) are particularly preferable, and the compound represented by general formula (V-2) is used. Compounds are most preferred.

Further, in the above general formula (Vb), compounds represented by the following general formulas (V1-1) to (V1-5) are preferable in enhancing the solubility with the liquid crystal composition, and the general formula (V1-1) The compounds represented by) are particularly preferred.

In addition, the case where the above general formula (Vb) is formed with three ring structures is also preferably used, and the compounds represented by general formulas (V1-6) to (V1-13) have solubility with the liquid crystal composition. It is preferable for enhancing. Furthermore, compounds represented by general formulas (V-1) to (V-6) having strong anchoring power with liquid crystal have weak anchoring power and good compatibility with liquid crystal composition (V1-). It is also preferable to use it in combination with the compounds represented by 1) to (V1-5).

(Wherein, q1 and q2 each independently represent an integer of 1 to 12, and R ³ represents a hydrogen atom or a methyl group.)

Specifically as a compound represented by the said general formula (V), the compound represented by the following general formula (Vc) is preferable at the point which raises reaction rate, Moreover, a pretilt angle is thermally stabilized. It is preferable because it Furthermore, the number of carbon atoms of Sp ¹ , Sp ² and Sp ³ can be adjusted as needed to obtain a desired pretilt angle. The relationship between the pretilt and the number of carbon atoms shows the same tendency as in the case of two functional groups.

(Wherein, X ¹ , X ² and X ³ each independently represent a hydrogen atom or a methyl group, and Sp ¹ , Sp ² and Sp ³ each independently represent a single bond or 1 to 12 carbon atoms. Represents an alkylene group or -O- (CH ₂ ) _s- (wherein, s represents an integer of 2 to 7, and an oxygen atom is to be bonded to an aromatic ring), and Z ¹¹ represents -OCH _2- _{_{, -CH 2 O -, - COO}} -, - OCO -, - CF 2 O -, - OCF 2 -, - CH 2 CH 2 -, - CF 2 CF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO -CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH ₂ CH ₂ -OCO-, -COO-CH _2- , -OCO-CH _2- , -CH ₂ -COO-, -CH ₂ -OCO-, -CY ¹ = CY ^2- , -C≡C- or a single bond, J represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or Represents a single bond, and in all the 1,4-phenylene groups in the formula, any hydrogen atom may be substituted by a fluorine atom)

[Non-polymerizable liquid crystal compound]
The polymerizable liquid crystal composition has a general formula (L) as a non-polymerizable liquid crystal compound:

And a compound represented by

In the formula (L),
R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH _2- in the alkyl group are each independently -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, which may be substituted,
n ^L1 represents 0, 1, 2 or 3 and
A ^L1 , A ^L2 and A ^L3 are each independently
(A) 1,4-cyclohexylene group, (this is present in the group one -CH ₂ - - or nonadjacent two or more -CH ₂ may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be substituted by -N =), and (c (C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group) Or one -CH = or two or more non-adjacent -CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be substituted by -N = And the group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and ^{Z L2} are each independently a single _{_{_{_{bond, -CH 2 CH 2 -, -}}}} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF _2- , -CF ₂ O-, -CH = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-
When n ^L1 is 2 or 3 and there are a plurality of ^AL 2, they may be the same or different from each other, and when n ^L1 is 2 or 3 and there are a plurality of Z ^L2 , They may be identical to or different from one another.

The compounds represented by the general formula (L) correspond to dielectric substantially neutral compounds (the value of Δε is −2 to 2). The compounds represented by formula (L) may be used alone or in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the desired performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of compound used is, for example, one type in one embodiment. Or in another embodiment, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, ten types or more. is there.

In the composition of the present embodiment, the content of the compound represented by the general formula (L) is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking It is necessary to adjust appropriately according to the required performance such as dielectric anisotropy.

The lower limit value of the preferable content of the compound represented by the formula (L) to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more , 30 mass% or more, 40 mass% or more, 50 mass% or more, 55 mass% or more, 60 mass% or more, 65 mass% or more, 70 mass% or more, It is 75 mass% or more, and is 80 mass% or more. The upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less and 25 mass% or less.

When the composition of this embodiment is required to keep the viscosity low and have a high response speed, it is preferable that the above lower limit value is high and the upper limit value is high. Furthermore, it is preferable to keep the Tni of the composition of the present embodiment high, and in the case where a composition having good temperature stability is required, the lower limit mentioned above is high and the upper limit is high. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value be low and the upper limit value be low.

When reliability is important, both R ^L1 and R ^L2 are preferably alkyl groups, and when importance is given to reducing the volatility of the compound, alkoxy groups are preferable, and viscosity reduction is important When doing, at least one is preferably an alkenyl group.

The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3 and is preferably 0 or 1. When importance is attached to compatibility with other liquid crystal molecules, 1 is preferred.

R ^L1 and R ^L2 are, when the ring structure to which they are bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkyl group having 1 to 4 carbon atoms Alkoxy groups and alkenyl groups having 4 to 5 carbon atoms are preferred, and in the case where the ring structure to which they are attached is a saturated ring structure such as cyclohexane, pyran and dioxane, a straight chain having 1 to 5 carbon atoms is preferred. An alkyl group, a linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, preferably linear.

The alkenyl group is preferably selected from the group represented by any of Formulas (R1) to (R5) (in the respective formulas, a black dot represents a bond).

n ^L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferable to improve the upper limit temperature of the nematic phase, and 1 is preferable to balance them. Moreover, in order to satisfy the characteristics required as a composition, it is preferable to combine compounds of different values.

A ^{L 1} , A ^{L 2} and A ^{L 3} are preferably aromatic when it is required to increase Δn, and are preferably aliphatic to improve the response speed, and each of them is independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group , 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 It preferably represents a -diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, which has the following structure:

Is more preferably represented, and more preferably a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

It is preferable that Z ^L1 and Z ^L2 be a single bond when the response speed is important.

The compound represented by formula (L) preferably has 0 or 1 halogen atoms in the molecule.

The compound represented by formula (L) is preferably a compound selected from the group of compounds represented by formulas (L-1) to (L-7).

The compounds represented by formula (L-1) are the following compounds.

(Wherein, R ^L11 and R ^L12 each independently represent the same meaning as R ^L1 and R ^L2 in general formula (L).)

R ^L11 and R ^L12 are preferably linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .

The compounds represented by General Formula (L-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit value of the preferable content is 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, and 7% by mass with respect to the total amount of the composition of the present embodiment. %, 10% by mass or more, 15% by mass or more, 20% by mass or more, 25% by mass or more, 30% by mass or more, 35% by mass or more, 40% by mass It is above, 45 mass% or more, 50 mass% or more, and 55 mass% or more. The upper limit value of the preferable content is 95% by mass or less, 90% by mass or less, 85% by mass or less, and 80% by mass or less with respect to the total amount of the composition of the present embodiment. % Or less, 70% by mass or less, 65% by mass or less, 60% by mass or less, 55% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass Or less, 35% by mass or less, 30% by mass or less, and 25% by mass or less.

When the composition of this embodiment is required to keep the viscosity low and have a high response speed, it is preferable that the above lower limit value is high and the upper limit value is high. Furthermore, when the composition of the present embodiment needs to keep Tni high and a composition having good temperature stability is required, it is preferable that the above lower limit value is medium and the upper limit value is medium. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is low and the upper limit value is low.

The compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by General Formula (L-1-1).

(Wherein, R ^L12 has the same meaning as in the general formula (L-1).)

The compound represented by General Formula (L-1-1) is a compound selected from the compound group represented by Formula (L-1-1.1) to Formula (L-1-1.3) It is preferable that it is a compound represented by the formula (L-1-1.2) or the formula (L-1-1.3), in particular It is preferable that it is a compound.

The lower limit value of the preferable content of the compound represented by the formula (L-1-1.3) to the total amount of the composition of the present embodiment is 1% by mass or more, and 2% by mass or more. It is 3% by mass or more, 5% by mass or more, 7% by mass or more, and 10% by mass or more. The upper limit value of the preferable content is 20% by mass or less, 15% by mass or less, 13% by mass or less, and 10% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, and 3% by mass or less.

The compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by General Formula (L-1-2).

(Wherein, R ^L12 has the same meaning as in the general formula (L-1).)

The lower limit of the preferable content of the compound represented by the formula (L-1-2) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. %, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% It is above and is 35 mass% or more. The upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 40% by mass or less, 38% by mass or less, 35% by mass or less, 33% by mass or less, and 30% by mass or less.

Furthermore, the compound represented by General Formula (L-1-2) is a compound selected from the group of compounds represented by Formula (L-1-2.1) to Formula (L-1-2.4) The compound is preferably a compound represented by Formula (L-1-2.2) to Formula (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferable in order to particularly improve the response speed of the composition of the present embodiment. When Tni higher than the response speed is to be determined, it is preferable to use a compound represented by formula (L-1-2.3) or formula (L-1-2.4). It is not preferable that the content of the compounds represented by Formula (L-1-2.3) and Formula (L-1-2.4) be 30% by mass or more in order to improve the solubility at low temperature .

The lower limit value of the preferable content of the compound represented by the formula (L-1-2.2) to the total amount of the composition of the present embodiment is 10% by mass or more, and 15% by mass or more. 18 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% or more, 33 mass% or more, 35 It is mass% or more, 38 mass% or more, and 40 mass% or more. The upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 40% by mass or less, 38% by mass or less, 35% by mass or less, 32% by mass or less, 30% by mass or less, 27% by mass or less, 25% by mass It is below and is 22 mass% or less.

Preferred content of the total of the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) relative to the total amount of the composition of the present embodiment The lower limit is 10% by mass or more, 15% by mass or more, 20% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 35% by mass or more And 40% by mass or more. The upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 40% by mass or less, 38% by mass or less, 35% by mass or less, 32% by mass or less, 30% by mass or less, 27% by mass or less, 25% by mass It is below and is 22 mass% or less.

The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-3).

(Wherein, ^L ^L13 and R ^L14 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)

R ^L13 and R ^L14 are preferably linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .

The lower limit of the preferable content of the compound represented by the formula (L-1-3) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass %, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 30 mass% It is above. The upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 37% by mass or less, 35% by mass or less, 33% by mass or less, 30% by mass or less, 27% by mass or less, 25% by mass or less, and 23% by mass Or less, 20% by mass or less, 17% by mass or less, 15% by mass or less, 13% by mass or less, and 10% by mass or less.

Furthermore, the compound represented by General Formula (L-1-3) is a compound selected from the group of compounds represented by Formula (L-1-3.1) to Formula (L-1-3.13) The compound is preferably a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable in order to particularly improve the response speed of the composition of the present embodiment. In addition, when Tni higher than the response speed is to be determined, the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-) are used. It is preferable to use the compound represented by 1-3.12). Sum of compounds represented by the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-1-3.12) It is not preferable to make the content of 20% or more to improve the solubility at low temperature.

The lower limit value of the preferable content of the compound represented by Formula (L-1-3.1) to the total amount of the composition of the present embodiment is 1% by mass or more, and 2% by mass or more. 3 mass% or more, 5 mass% or more, 7 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 18 mass% or more, 20 It is mass% or more. The upper limit value of the preferable content is 20% by mass or less, 17% by mass or less, 15% by mass or less, and 13% by mass or less with respect to the total amount of the composition of the present embodiment. % Or less, 8% by mass or less, 7% by mass or less, and 6% by mass or less.

The compound represented by Formula (L-1) is preferably a compound selected from the group of compounds represented by Formula (L-1-4) and / or (L-1-5).

(In the formula, R ^L15 and R ^L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)

R ^L15 and R ^L16 are preferably linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .

The lower limit of the preferable content of the compound represented by the formula (L-1-4) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. % Or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 25% by mass or less, 23% by mass or less, 20% by mass or less, and 17% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 13% by mass or less, and 10% by mass or less.

The lower limit value of the preferable content of the compound represented by Formula (L-1-5) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. % Or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 25% by mass or less, 23% by mass or less, 20% by mass or less, and 17% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 13% by mass or less, and 10% by mass or less.

Furthermore, the compounds represented by general formulas (L-1-4) and (L-1-5) can be represented by formulas (L-1-4.1) to (L-1-4.3) and The compound is preferably a compound selected from the group of compounds represented by L-1-5.1) to the formula (L-1-5.3), and the compound of the formula (L-1-4.2) or the formula (L- The compound represented by 1-5.2) is preferred.

The lower limit value of the preferable content of the compound represented by the formula (L-1-4.2) with respect to the total amount of the composition of the present embodiment is 1% by mass or more, and 2% by mass or more. 3 mass% or more, 5 mass% or more, 7 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 18 mass% or more, 20 It is mass% or more. The upper limit value of the preferable content is 20% by mass or less, 17% by mass or less, 15% by mass or less, and 13% by mass or less with respect to the total amount of the composition of the present embodiment. % Or less, 8% by mass or less, 7% by mass or less, and 6% by mass or less.

Formula (L-1-1.3), Formula (L-1-2.2), Formula (L-1-3.1), Formula (L-1-3.3), Formula (L-1-1.3) 3.4), It is preferable to combine 2 or more types of compounds selected from the compounds represented by Formula (L-1-3.11) and Formula (L-1-3.12), -1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and It is preferable to combine two or more compounds selected from the compounds represented by formula (L-1-4.2). The lower limit of the preferable content of the total content of these compounds is 1% by mass or more, 2% by mass or more, 3% by mass or more, with respect to the total amount of the composition of the present embodiment. Mass% or more, 7 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 18 mass% or more, 20 mass% or more, 23 mass% % Or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, and 35% by mass or more. The upper limit value of the preferable content is 80% by mass or less, 70% by mass or less, 60% by mass or less, and 50% by mass or less with respect to the total amount of the composition of the present embodiment. % Or less, 40% by mass or less, 37% by mass or less, 35% by mass or less, 33% by mass or less, 30% by mass or less, 28% by mass or less, 25% by mass Or less, 23% by mass or less, and 20% by mass or less.

When importance is placed on the reliability of the composition, compounds represented by Formula (L-1-3.1), Formula (L-1-3.3) and Formula (L-1-3.4)) It is preferable to combine two or more compounds selected from the above, and when importance is attached to the response speed of the composition, it is represented by the formula (L-1-1.3) and the formula (L-1-2.2) It is preferable to combine two or more compounds selected from

The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-6).

(In the formula, R ^L17 and R ^L18 each independently represent a methyl group or a hydrogen atom.)

The lower limit of the preferable content of the compound represented by the formula (L-1-6) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. %, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% It is above and is 35 mass% or more. The upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 40% by mass or less, 38% by mass or less, 35% by mass or less, 33% by mass or less, and 30% by mass or less.

Furthermore, the compound represented by General Formula (L-1-6) is a compound selected from the group of compounds represented by Formula (L-1-6.1) to Formula (L-1-6.3) Is preferred.

The compounds represented by formula (L-2) are the following compounds.

(Wherein, R ^L21 and R ^L22 each independently represent the same meaning as R ^L1 and R ^L2 in general formula (L).)

R ^L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom The alkoxy groups of 1 to 4 are preferable.

When importance is given to solubility at low temperature, setting the content higher is more effective, and conversely, when importance is placed on response speed, setting the content smaller is more effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by the formula (L-2) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, and 10% by mass or more. The upper limit value of the preferable content is 20% by mass or less, 15% by mass or less, 13% by mass or less, and 10% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, and 3% by mass or less.

Furthermore, the compound represented by General Formula (L-2) is preferably a compound selected from the group of compounds represented by Formula (L-2.1) to Formula (L-2.6), Compounds represented by (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) are preferable.

The compounds represented by formula (L-3) are the following compounds.

(Wherein, R ^L31 and R ^L32 each independently represent the same meaning as R ^L1 and R ^L2 in general formula (L).)

R ^L31 and R ^L32 are preferably each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.

The compounds represented by formula (L-3) can be used alone or in combination of two or more. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (L-3) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, and 10% by mass or more. The upper limit value of the preferable content is 20% by mass or less, 15% by mass or less, 13% by mass or less, and 10% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, and 3% by mass or less.

In the case of obtaining a high birefringence, it is effective to set the content to a large value, and conversely, in the case of placing importance on high Tni, the effect is set to a small amount. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

Furthermore, the compound represented by General Formula (L-3) is preferably a compound selected from the group of compounds represented by Formula (L-3.1) to Formula (L-3.7), Compounds represented by (L-3.2) to (L-3.7) are preferable.

The compounds represented by formula (L-4) are the following compounds.

(Wherein, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L).)

R ^L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom The alkoxy groups of 1 to 4 are preferable. )

The compounds represented by formula (L-4) can be used alone or in combination of two or more compounds. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

In the composition of the present embodiment, the content of the compound represented by General Formula (L-4) is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, 20% by mass or more, and 23% by mass or more And 26 mass% or more, 30 mass% or more, 35 mass% or more, and 40 mass% or more. The upper limit of the preferable content of the compound represented by Formula (L-4) with respect to the total amount of the composition of the present embodiment is 50% by mass or less, 40% by mass or less, and 35% by mass or less It is 30 mass% or less, 20 mass% or less, 15 mass% or less, 10 mass% or less, and 5 mass% or less.

The compound represented by General Formula (L-4) is preferably a compound represented by Formula (L-4.1) to Formula (L-4.3), for example.

Depending on required properties such as low temperature solubility, transition temperature, electrical reliability, birefringence, etc., the compound represented by the formula (L-4.1) can be represented by the formula (L-4.1) Even if it contains the compound represented by -4.2), it contains both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) Or all of the compounds represented by Formula (L-4.1) to Formula (L-4.3).

The lower limit value of the preferable content of the compound represented by Formula (L-4.1) or Formula (L-4.2) with respect to the total amount of the composition of the present embodiment is 3% by mass or more. 5 mass% or more, 7 mass% or more, 9 mass% or more, 11 mass% or more, 12 mass% or more, 13 mass% or more, 18 mass% or more, 21 It is mass% or more. The upper limit of the preferable content is 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, and 23% by mass or less, It is 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 8 mass% or less.

When both the compound represented by Formula (L-4.1) and the compound represented by Formula (L-4.2) are contained, both compounds relative to the total amount of the composition of the present embodiment The lower limit value of the preferable content of is 15 mass% or more, 19 mass% or more, 24 mass% or more, and 30 mass% or more. The upper limit of the preferable content is 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, and 23% by mass or less, It is 20 mass% or less, 18 mass% or less, 15 mass% or less, and 13 mass% or less.

The compound represented by General Formula (L-4) is preferably a compound represented by Formula (L-4.4) to Formula (L-4.6), for example. It is preferable that it is a compound represented by these.

Depending on required properties such as low temperature solubility, transition temperature, electrical reliability, birefringence, etc., the compound represented by the formula (L-4.4) may be represented by the formula (L-4.4) Even if it contains the compound represented by -4.5), it contains both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) It may be

The lower limit value of the preferable content of the compound represented by Formula (L-4.4) or Formula (L-4.5) with respect to the total amount of the composition of the present embodiment is 3% by mass or more. 5 mass% or more, 7 mass% or more, 9 mass% or more, 11 mass% or more, 12 mass% or more, 13 mass% or more, 18 mass% or more, 21 It is mass% or more. A preferable upper limit is 45 mass% or less, 40 mass% or less, 35 mass% or less, 30 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% Or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 10% by mass or less, and 8% by mass or less.

When both the compound represented by Formula (L-4.4) and the compound represented by Formula (L-4.5) are contained, both compounds relative to the total amount of the composition of the present embodiment The lower limit value of the preferable content of is 15 mass% or more, 19 mass% or more, 24 mass% or more, 30 mass% or more, and the preferable upper limit value is 45 mass% or less, 40 % By mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass % Or less and 13% by mass or less.

The compound represented by Formula (L-4) is preferably a compound represented by Formula (L-4.7) to Formula (L-4.10), and in particular, a compound represented by Formula (L-4. The compound represented by 9) is preferable.

The compounds represented by General Formula (L-5) are the following compounds.

(Wherein, R ^L51 and R ^L52 each independently represent the same meaning as R ^L1 and R ^L2 in general formula (L).)

R ^L51 is preferably an alkyl group or an alkenyl group having 2 to 5 carbon atoms having 1 to 5 carbon atoms, R ^L52 is an alkyl group, an alkenyl group or a carbon atom of the carbon atoms 4-5 of 1-5 carbon atoms The alkoxy groups of 1 to 4 are preferable.

The compounds represented by General Formula (L-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

In the composition of the present embodiment, the content of the compound represented by General Formula (L-5) is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (L-5) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, 20% by mass or more, and 23% by mass or more And 26 mass% or more, 30 mass% or more, 35 mass% or more, and 40 mass% or more. The upper limit of the preferable content of the compound represented by Formula (L-5) with respect to the total amount of the composition of the present embodiment is 50% by mass or less, 40% by mass or less, and 35% by mass or less It is 30 mass% or less, 20 mass% or less, 15 mass% or less, 10 mass% or less, and 5 mass% or less.

The compound represented by Formula (L-5) is preferably a compound represented by Formula (L-5.1) or Formula (L-5.2), and in particular, a compound represented by Formula (L-5. It is preferable that it is a compound represented by 1).

The lower limit value of the preferable content of these compounds to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, 3% by mass or more, and 5% by mass or more. , 7% by mass or more. The upper limit value of preferable content of these compounds is 20 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 9 mass% or less.

The compound represented by General Formula (L-5) is preferably a compound represented by Formula (L-5.3) or Formula (L-5.4).

The compound represented by General Formula (L-5) is preferably a compound selected from the group of compounds represented by Formula (L-5.5) to Formula (L-5.7), and in particular It is preferable that it is a compound represented by L-5.7).

The compounds represented by General Formula (L-6) are the following compounds.

(Wherein, R ^L61 and R ^L62 each independently represent the same as R ^L1 and R ^L2 in General Formula (L), and X ^L61 and X ^L62 each independently represent a hydrogen atom or a fluorine atom. )

Each of R ^L61 and R ^L62 is preferably independently an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one of X ^L61 and X ^L62 is a fluorine atom and the other is a hydrogen atom Is preferred.

The compounds represented by formula (L-6) can be used alone or in combination of two or more compounds. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (L-6) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, 20% by mass or more, and 23% by mass or more And 26 mass% or more, 30 mass% or more, 35 mass% or more, and 40 mass% or more. The upper limit of the preferable content of the compound represented by Formula (L-6) with respect to the total amount of the composition of the present embodiment is 50% by mass or less, 40% by mass or less, and 35% by mass or less It is 30 mass% or less, 20 mass% or less, 15 mass% or less, 10 mass% or less, and 5 mass% or less. When emphasis is placed on increasing Δn, it is preferable to increase the content, and when emphasis is put on precipitation at low temperature, it is preferable to reduce the content.

The compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.1) to Formula (L-6.9).

There are no particular restrictions on the types of compounds that can be combined, but it is preferable to include one to three of these compounds, and it is more preferable to include one to four. In addition, since a broad molecular weight distribution of the selected compound is also effective for solubility, for example, one compound represented by the formula (L-6.1) or (L-6.2), a compound of the formula (L- 6.4) or (L-6.5) from the compound represented by the formula (L-6.6) or the formula (L-6.7) It is preferable to select one type of compound from the compounds represented by -6.8) or (L-6.9) and appropriately combine them. Among them, they are represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9) It is preferred to include a compound.

Furthermore, the compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.10) to Formula (L-6.17), for example. The compound represented by L-6.11) is preferred.

The compounds represented by General Formula (L-7) are the following compounds.

(Wherein, R ^L71 and R ^L72 each independently represent the same as R ^L1 and R ^L2 in the general formula (L), and A ^L71 and A ^L72 are each independently A ^L2 and A ^L2 in the general formula (L) A hydrogen having the same meaning as A ^L3 is represented, but each of hydrogen atoms on A ^L71 and A ^L72 may be independently substituted by a fluorine atom, and Z ^L71 has the same meaning as Z ^L2 in formula (L), X ^L71 and X ^L72 each independently represent a fluorine atom or a hydrogen atom.)

^{Wherein, R L71} and ^{R L72} are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms of 2 to 5 carbon atoms ^{preferably, A L71} and ^{A L72} each independently 1,4-cyclohexylene group or a 1,4-phenylene group is preferably a hydrogen atom on a ^L71 and a ^L72 may be substituted by fluorine atoms independently, Z ^L71 is a single A bond or COO- is preferable, a single bond is preferable, and X ^L71 and X ^L72 are preferably hydrogen atoms.

There is no particular limitation on the types of compounds that can be combined, but they are combined according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, and four types in one embodiment.

In the composition of the present embodiment, the content of the compound represented by General Formula (L-7) is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.

The lower limit value of the preferable content of the compound represented by Formula (L-7) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, and 20% by mass or more. The upper limit value of the preferable content of the compound represented by Formula (L-7) with respect to the total amount of the composition of the present embodiment is 30% by mass or less, 25% by mass or less, and 23% by mass or less It is 20 mass% or less, 18 mass% or less, 15 mass% or less, 10 mass% or less, and 5 mass% or less.

It is preferable to increase the content of the compound represented by formula (L-7) when the composition of the present embodiment is desired to have a high Tni embodiment, and to contain a low viscosity embodiment is desired. It is preferred to reduce the amount.

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.1) to Formula (L-7.4), and Formula (L-7. It is preferable that it is a compound represented by 2).

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.11) to Formula (L-7.13), and the compound represented by Formula (L-7. It is preferable that it is a compound represented by 11).

Furthermore, the compound represented by General Formula (L-7) is a compound represented by Formula (L-7.21) to Formula (L-7.23). It is preferable that it is a compound represented by Formula (L-7.21).

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7. 31) to Formula (L-7. 34), and the compound represented by Formula (L-7. 31) and / or a compound represented by the formula (L-7. 32) is preferable.

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.41) to Formula (L-7.44), and the compound represented by Formula (L-7. 41) and / or a compound represented by formula (L-7. 42) is preferable.

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.51) to Formula (L-7.53).

The polymerizable liquid crystal composition is represented by the following formula (N-1), (N-2), (N-3) or (N-4) as a non-polymerizable liquid crystal compound:

And a compound selected from the group consisting of compounds represented by

In formulas (N-1), (N-2), (N-3) and (N-4),
R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 , R ^N32 , R ^N41 and R ^N42 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or more of the alkyl groups described above Two or more non-adjacent -CH ₂ -are each independently substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- May be
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 , A ^N32 , A ^N41 and A ^N42 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be substituted with -O-.) ,
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be substituted by -N =),
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One -CH = or two or more non-adjacent -CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be substituted by -N = And d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, and hydrogen atoms in the groups (a), (b), (c) and (d) are Independently, it may be substituted with a cyano group, a fluorine atom or a chlorine atom,
^{^{^{^{Z N11, Z N12, Z N21}}}} , Z N22, Z N31, Z N32, Z N41 and ^{Z N42} are each independently a single _{_{_{bond, -CH 2 CH 2 -, -}}} (CH 2) 4 -, - OCH _{_{_{2 -, - CH 2 O -}}} , - COO -, - OCO -, - OCF 2 -, - CF 2 O -, - CH = N-N = CH -, - CH = CH -, - CF = CF-, Or -C≡C-,
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents -CH ₂ -or an oxygen atom,
X ^N41 represents an oxygen atom, a nitrogen atom or -CH _2- ,
Y ^N41 represents a single bond or -CH _2- ;
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 , n ^N32 , n ^N41 and n ^N42 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N21 ^N31 + n ^N32 is each independently 1, 2 or 3, and when there are a plurality of A ^N11 to A ^N32 and Z ^N11 to Z ^N32 , they may be identical to or different from each other, n ^N41 + n ^N42 represents an integer of 0 to 3, but when a plurality of A ^N41 , A ^N42 , Z ^N41 and Z ^N42 exist, they may be identical to or different from each other.
However, the compound represented by the said general formula (L) is remove | excluded.

The compounds represented by any of the general formulas (N-1), (N-2), (N-3) and (N-4) are compounds in which the Δε is negative and the absolute value is larger than 3 Is preferred.

In the general formulas (N-1), (N-2), (N-3) and (N-4), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 , R ^N32 , R ^N41 and R ^N42 Each independently preferably represent an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms; An alkyl group having 1 to 5 atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable, and an alkyl having 1 to 5 carbon atoms is preferable. Group or alkenyl group having 2 to 5 carbon atoms is more preferable, alkyl group having 2 to 5 carbon atoms or alkenyl group having 2 to 3 carbon atoms is further preferable, and alkenyl group having 3 carbon atoms (propenyl group) is more preferable Especially preferred .

When the ring structure to which it is bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and carbon Alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms, a straight chain Preferred is an alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, preferably linear.

Preferably when ^{^{^{^{A N11, A N12, A N21}}}} , A N22, A N31, A N32, A N41 and ^{A N42} is sought it is possible to increase the Δn each independently is an aromatic, a response speed In order to improve, aliphatic is preferable, and trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4- Phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] Octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6 Preferably represents a diyl group, which has the following structure:

Is more preferably represented, and more preferably a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.

^{^{^{^{Z N11, Z N12, Z N21}}}} , Z N22, Z N31, Z N32, Z N41 and ^{Z N42} are each _{_{independently, -CH 2 O -, - CF}} 2 O -, - CH 2 CH 2 -, - CF preferably it represents or a single _{_{bond, -CH 2 O - - 2 CF}} 2, - CH 2 CH 2 - or a single bond is more preferable, _-CH 2 O-or a single bond is particularly preferred.

X ^N21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

1 or 2 is preferable, n ^N11 is 1 and n ^N12 is 0, n ^N11 is 2 and n ^N12 is n ^N11 + n ^N12 , n ^N21 + n ^N22 , n ^N31 + n ^N32 and n ^N41 + n ^N42 A combination of 0, n ^N11 is 1 and n ^N12 is 1 combination, n ^N11 is 2 and n ^N12 is 1 combination, n ^N21 is 1 and n ^N22 is 0, n ^N21 is A combination of 2 and n ^N22 is 0, a combination of n ^N31 is 1 and n ^N32 is 0, a combination of n ^N31 is 2 and n ^N32 is 0, n ^N41 is 1 and n ^N42 is 0 Preferred is a combination in which n ^N41 is 2 and n ^N42 is 0.

The lower limit of the preferable content of the compound represented by the formula (N-1) to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, and 70% by mass or more And 75% by mass or more and 80% by mass or more. The upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less, 25 mass% or less, and 20 mass% or less.

The lower limit of the preferable content of the compound represented by the formula (N-2) to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, and 70% by mass or more And 75% by mass or more and 80% by mass or more. The upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less, 25 mass% or less, and 20 mass% or less.

The lower limit of the preferable content of the compound represented by the formula (N-3) to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, and 70% by mass or more And 75% by mass or more and 80% by mass or more. The upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less, 25 mass% or less, and 20 mass% or less.

The lower limit of the preferable content of the compound represented by the formula (N-4) relative to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, and 70% by mass or more And 75% by mass or more and 80% by mass or more. The upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less, 25 mass% or less, and 20 mass% or less.

In the case where a composition having a high response speed is required while keeping the viscosity of the composition of this embodiment low, it is preferable that the above lower limit is low and the upper limit is low. Furthermore, it is preferable to keep the Tni of the composition of the present embodiment high, and when the composition having a good temperature stability is required, the lower limit described above is low and the upper limit is low. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value be high and the upper limit value be high.

Examples of the compound represented by General Formula (N-1) include compounds represented by the following General Formulas (N-1a) to (N-1g).

^{(Wherein, R N11} and ^{R N12} are as defined ^{R N11} and ^{R N12} in the general formula ^{(N-1), n Na11} represents 0 or ^{1, n NB11} represents 0 or ^{1, n NC11} is represents 0 or ^{1, n Nd11} represents 0 or ^{1, n NE11} is 1 or ^{2, n Nf11} is 1 or ^{2, n NG11} is 1 or ^{2, a NE11} is trans-1,4 And A ^{Ng 11} represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one of ^{Represents a} 1,4-cyclohexenylene group, Z ^Ne11 represents a single bond or ethylene, but at least one represents ethylene).

More specifically, the compound represented by General Formula (N-1) is a compound selected from the group of compounds represented by General Formulas (N-1-1) to (N-1-21) Is preferred.

The compounds represented by General Formula (N-1-1) are the following compounds.

( ^Wherein , R ^N111 and R ^N112 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N).)

R ^{N 111} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably a propyl group, a pentyl group or a vinyl group. ^{RN 112} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group or butoxy group.

The compounds represented by General Formula (N-1-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

When importance is attached to improvement of Δε, it is preferable to set the content higher. When importance is given to solubility at low temperature, setting the content higher is more effective, and when _TNI is emphasized, the content Setting a lower value is more effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-1) with respect to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% %, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% It is above, is 33 mass% or more, and is 35 mass% or more. The upper limit value of the preferable content is 50% by mass or less, 40% by mass or less, 38% by mass or less, and 35% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass Or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, 3% by mass or less It is.

Furthermore, the compound represented by General Formula (N-1-1) is a compound selected from the group of compounds represented by Formula (N-1-1.1) to Formula (N-1-1.22) And the compounds represented by the formulas (N-1-1.1) to (N-1-1.4) are preferable, and the compounds represented by the formulas (N-1-1.1) and (N The compound represented by -1-1.3) is preferred.

The compounds represented by formulas (N-1-1.1) to (N-1.1.22) can be used alone or in combination, but the composition of this embodiment can be used. The lower limit value of the preferred content of these compounds alone or in the total amount of these is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, and 17% by mass More than, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% or more, 33 mass% or more, 35 mass% or more It is. The upper limit value of the preferable content is 50% by mass or less, 40% by mass or less, 38% by mass or less, and 35% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass Or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, 3% by mass or less It is.

The compounds represented by formula (N-1-2) are the following compounds.

(Wherein, R ^N121 and R ^N122 each independently represent the same meaning as R ^N11 and R ^N12 in general formula (N).)

^{RN 121} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group or a pentyl group. R ^{N 122} is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group is preferable.

The compounds represented by General Formula (N-1-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

When importance is attached to improvement of Δε, it is preferable to set the content higher, and when importance is given to solubility at low temperature, setting it smaller is more effective, and when _TNI is emphasized, the content It is effective to set a larger value. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-2) to the total amount of the composition of the present embodiment is 5% by mass or more, and 7% by mass or more, and 10% by mass %, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% It is above, 30 mass% or more, 33 mass% or more, 35 mass% or more, 37 mass% or more, 40 mass% or more, 42 mass% or more. The upper limit value of the preferable content is 50% by mass or less, 48% by mass or less, 45% by mass or less, and 43% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 38% by mass or less, 35% by mass or less, 33% by mass or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, and 23% by mass Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less 6% by mass or less and 5% by mass or less.

Furthermore, the compound represented by the general formula (N-1-2) is a compound selected from the group of compounds represented by formula (N-1-2.1) to formula (N-1-2.22) It is preferable that the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula Preferred are the compounds represented by (N-1-2.13) and the formula (N-1-2.20), and in the case of emphasizing the improvement of .DELTA..epsilon. is preferably a compound represented by the formula (N-1-2.7) _from when emphasizing improvements in _{T NI} formula (N-1-2.10), formula (N-1-2.11) And the compound represented by the formula (N-1-2.13), and in the case of focusing on the improvement of the response speed, the compound represented by the formula (N-1-2.20) Is preferred.

The compounds represented by Formula (N-1-2.1) to Formula (N-1-2.22) can be used alone or in combination, but the composition of this embodiment can be used. The lower limit value of the preferable content of these compounds alone or in the total amount of substances is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass % Or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, 35% by mass It is above. The upper limit value of the preferable content is 50% by mass or less, 40% by mass or less, 38% by mass or less, and 35% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass Or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, 3% by mass or less It is.

The compounds represented by formula (N-1-3) are the following compounds.

( ^Wherein , R ^{N 131} and R ^{N 132} each independently represent the same meaning as R ^N ¹¹ and R ^{N 12} in general formula (N).)

R ^{N 131} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^{N 132} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 3 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and 1-propenyl group, ethoxy group, propoxy group or butoxy group is preferable .

The compounds represented by General Formula (N-1-3) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

When importance is attached to improvement of Δε, it is preferable to set the content higher. When importance is given to solubility at low temperature, setting the content higher is more effective, and when _TNI is emphasized, the content It is effective to set up to Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-3) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% by mass % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

Furthermore, the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-1-3.1) to the formula (N-1-3-21) And the compounds represented by formulas (N-3.1) to (N-1-3.7) and formula (N-1-3.21) are preferable. -1-3.1), the formula (N-1-3.2), the formula (N-1-3.3), the formula (N-1-3.4) and the formula (N-1-3.6) The compounds represented by) are preferred.

The compounds represented by the formulas (N-1-3.1) to (N-1-3.4), the formulas (N-1-3.6) and the formulas (N-1 3.21) can be used alone. Although it is possible to use in combination or in combination, a combination of formula (N-1-3.1) and formula (N-1-3.2), a formula (N-1-3.3) Or a combination of two or three selected from formula (N-1-3.4) and formula (N-1-3.6). The lower limit of the preferable content of one or more of these compounds to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, 13% by mass or more, and 15% by mass or more And 17% by mass or more and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by the general formula (N-1-4) are the following compounds.

( ^Wherein , each of R ^N ¹⁴¹ and R ^{N 142} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N).)

R ^N141 and ^{R N142} are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5 preferably a methyl group, a propyl group, an ethoxy Preferred is a group or butoxy group.

The compounds represented by General Formula (N-1-4) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-4) to the total amount of the composition of the present embodiment is 3% by mass or more, 5% by mass or more, and 7% by mass % Or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 11% by mass or less, 10% by mass or less, 8% by mass It is below.

Furthermore, the compound represented by General Formula (N-1-4) is a compound selected from the group of compounds represented by Formula (N-1 -4.1) to Formula (N-1 -4.14) And the compounds represented by formulas (N-1-4.1) to (N-1 -4.4) are preferable, and the compounds represented by formulas (N-1-4.1) and (N Preferred are the compounds represented by -1-4.2) and the formula (N-1-4.4).

The compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination, but the composition of this embodiment can be used. The lower limit value of the preferred content of these compounds alone or in the total amount of these is 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, and 13% by mass It is the above, 15 mass% or more, 17 mass% or more, and 20 mass% or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 11% by mass or less, 10% by mass or less, 8% by mass It is below.

The compounds represented by General Formula (N-1-5) are the following compounds.

( ^Wherein , R ^{N 151} and R ^{N 152} each independently represent the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N).)

^Each of R ^N151 and R ^N152 is independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, preferably an ethyl group, a propyl group or a butyl group Is preferred.

The compounds represented by General Formula (N-1-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-5) to the total amount of the composition of the present embodiment is 5% by mass or more, 8% by mass or more, and 10% by mass % Or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 33% by mass or less, 30% by mass or less, and 28% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

Furthermore, the compound represented by General Formula (N-1-5) is a compound selected from the group of compounds represented by Formula (N-1-5.1) to Formula (N-1-5.6) The compounds represented by the formula (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4) are preferable.

The compounds represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4) may be used alone or in combination. The lower limit of the preferred content of one or more of these compounds to the total amount of the composition of this embodiment is 5% by mass or more, 8% by mass or more, and 10% by mass or more. Yes, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 33% by mass or less, 30% by mass or less, and 28% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by the general formula (N-1-10) are the following compounds.

(Wherein, each of ^RN ¹¹⁰¹ and ^{RN 1102} independently represents the same meaning as ^RN ¹¹ and ^{RN 12} in General Formula (N)).

R N ¹¹⁰¹ is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R N ¹¹⁰² is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-10) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present embodiment.

When importance is attached to improvement of Δε, it is preferable to set the content higher, and when importance is given to solubility at low temperature, setting the content higher is more effective, and when _TNI is emphasized, the content Setting high to be effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-10) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

Furthermore, the compound represented by General Formula (N-1-10) is a compound selected from the group of compounds represented by Formula (N-1-10.1) to Formula (N-1-10.14) And the compounds represented by formulas (N-1-10.1) to (N-1-10.5) are preferable, and the compounds represented by formulas (N-1-10.1) or (N- The compound represented by -1-10.2) is preferred.

The compounds represented by the formula (N-1-10.1) or the formula (N-1-10.2) can be used alone or in combination, but the composition of this embodiment can be used. The lower limit value of the preferable content of these compounds alone or in the total amount of substances is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass % Or more and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by the general formula (N-1-11) are the following compounds.

( ^Wherein , each of R N ¹¹¹¹ and R N ¹¹ ¹² independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N).)

R ^{N 1111} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^{N 1112} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-11) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

When importance is attached to improvement of Δε, it is preferable to set the content higher. When importance is given to solubility at low temperature, setting the content lower is more effective, and when _TNI is emphasized, the content Setting high to be effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-11) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

Furthermore, the compound represented by General Formula (N-1-11) is a compound selected from the group of compounds represented by Formula (N-1-11.1) to Formula (N-1-11.14) And the compounds represented by formulas (N-1-11.1) to (N-1-11.14) are preferable. The compound represented by -1-11.4) is preferred.

The compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) can be used alone or in combination, but the composition of this embodiment can be used. The lower limit value of the preferable content of these compounds alone or in the total amount of substances is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass % Or more and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by the general formula (N-1-12) are the following compounds.

^{(Wherein, R N1121} and ^{R N1122} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)

R ^{N 1121} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. ^{RN 1122} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-12) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-12) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by the general formula (N-1-13) are the following compounds.

^{(Wherein, R N1131} and ^{R N1132} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)

R ^{N 1131} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^{N 1132} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-13) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-13) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by General Formula (N-1-14) are the following compounds.

( ^Wherein , each of R N ¹¹⁴¹ and R ^{N 114 2} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N).)

R ^{N 1141} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. ^{RN 1142} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-14) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-14) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by the general formula (N-1-15) are the following compounds.

^{(Wherein, R N1151} and ^{R N1152} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)

R ^{N 1151} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^{N 1152} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-15) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-15) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by General Formula (N-1-16) are the following compounds.

^{(Wherein, R N1161} and ^{R N1162} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)

R ^{N 1161} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^{N 1162} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-16) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-16) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by General Formula (N-1-17) are the following compounds.

^{(Wherein, R N1171} and ^{R N1172} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)

R ^{N 1171} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. ^{RN 1172} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-17) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-17) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by the general formula (N-1-18) are the following compounds.

( ^Wherein , each of R ^N1181 and R ^N1182 independently represents the same meaning as R ^N11 and R ^N12 in General Formula (N).)

R ^{N 1181} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably a methyl group, an ethyl group, a propyl group or a butyl group. R ^{N 1182} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-18) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-18) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

Furthermore, the compound represented by General Formula (N-1-18) is a compound selected from the group of compounds represented by Formula (N-1-18.1) to Formula (N-1-18.5) And the compounds represented by formulas (N-1-18.1) to (N-1-11.3) are preferable. The compound represented by 1-18.3) is preferable.

The compounds represented by the general formula (N-1-20) are the following compounds.

^{(Wherein, R N1201} and ^{R N1202} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)

^Each of R ^N1201 and R ^N1202 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by General Formula (N-1-20) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-20) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by General Formula (N-1-21) are the following compounds.

( ^Wherein , each of R N ¹²¹¹ and R N ^{12 12} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in general formula (N).)

^Each of R ^N1211 and R ^N1212 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by General Formula (N-1-21) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-21) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.

The compounds represented by the general formula (N-1-22) are the following compounds.

^{(Wherein, R N1221} and ^{R N1222} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)

^Each of R ^N1221 and R ^N1222 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by General Formula (N-1-22) can be used alone, but two or more compounds can also be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-1-21) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. % Or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more. The upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 10% by mass or less, and 5% by mass or less.

Furthermore, the compound represented by General Formula (N-1-22) is a compound selected from the group of compounds represented by Formula (N-1-22.1) to Formula (N-1-22.12) Are preferably compounds represented by formulas (N-1-22.1) to (N-1-22.5), and compounds represented by formulas (N-1-22.1) to (N- The compound represented by 1-22.4) is preferable.

The compound represented by General Formula (N-3) is preferably a compound selected from the group of compounds represented by General Formula (N-3-2).

( ^Wherein , R ^{N 321} and R ^{N 322} each independently represent the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N).)

^Each of R ^N321 and R ^N322 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably a propyl group or a pentyl group.

The compounds represented by General Formula (N-3-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.

The lower limit of the preferable content of the compound represented by the formula (N-3-2) to the total amount of the composition of the present embodiment is 3% by mass or more, 5% by mass or more, and 10% by mass. %, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% It is above, is 30 mass% or more, is 33 mass% or more, and is 35 mass% or more. The upper limit value of the preferable content is 50% by mass or less, 40% by mass or less, 38% by mass or less, and 35% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass Or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, and 5% by mass or less.

Furthermore, the compound represented by General Formula (N-3-2) is a compound selected from the group of compounds represented by Formula (N-3-2.1) to Formula (N-3-2.3) Is preferred.

The compound represented by General Formula (N-4) is preferably a compound represented by the following General Formula (N-4-1).

(Wherein, R ^N41 and R ^N42 each independently represent an alkyl group having 1 to 8 carbon atoms, but one or two or more non-adjacent -CH ₂ -in the alkyl group are each independently Optionally substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.

In the general formula (N-4-1), each of R ^N41 and R ^N42 independently represents one or non-adjacent two or more —CH ₂ — each independently as —O—, —COO— or — It preferably represents an alkyl group having 1 to 8 carbon atoms which may be substituted by OCO—, and is preferably an alkyl group having 1 to 8 carbon atoms or an alkoxy group. In order to exhibit particularly excellent dielectric anisotropy, an alkoxy group is preferable.

Specifically, the compound represented by General Formula (N-4-1) is selected from the group of compounds represented by Formula (N-4-1.1) to Formula (N-4-1.9) It is preferable that it is a compound selected from the group consisting of compounds represented by formula (N-4-1.1) to formula (N-4-1.5); The compound of -1.3) is preferred. It is preferable to use two or more of the compounds represented by Formula (N-4-1.1) to Formula (N-4-1.9) in combination from the viewpoint of improving the low temperature storage stability of the liquid crystal composition. .

The polymerizable liquid crystal composition is a non-polymerizable liquid crystal compound represented by the following formula (J):

And a compound selected from the group consisting of compounds represented by The compound represented by the above-mentioned formula (J) corresponds to a dielectrically positive compound (Δε is larger than 2).

In the above formula (J),
R ^J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH _2- in the alkyl group are each independently -CH = CH-,- It may be substituted by C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^J1 represents 0, 1, 2, 3 or 4;
A ^J1 , A ^J2 and A ^J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be substituted with -O-.) ,
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be substituted by -N =) and (c) ) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1, One -CH = or two or more non-adjacent -CH = present in the 2,3,4-tetrahydronaphthalene-2,6-diyl group may be substituted by -N =)
And hydrogen atoms in the groups (a), (b) and (c) are each independently a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group It may be substituted by a group or trifluoromethoxy group,
Z ^J1 and Z ^J2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O -, -COO-, -OCO- or -C≡C-,
When n ^J1 is 2, 3 or 4 and there are a plurality of A ^J2 , they may be the same or different from each other, and n ^J1 is 2, 3 or 4 and there are a plurality of Z ^J1 If so, they may be identical or different from one another.
X ^J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group.
However, the compound represented by the said general formula (L) is remove | excluded.

The non-polymerizable liquid crystal compound preferably contains, as a compound represented by the formula (J), one or more compounds represented by the general formula (M).

(Wherein, R ^M1 represents an alkyl group having 1 to 8 carbon atoms, and one or two non-adjacent -CH ₂ -in the alkyl group are each independently -CH = CH-,- It may be substituted by C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^M1 represents 0, 1, 2, 3 or 4 and
A ^M1 and A ^M2 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O- or -S- And (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =)
And hydrogen atoms on the above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^M1 and Z ^M2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents -COO-, -OCO- or -C≡C-,
When n ^M1 is 2, 3 or 4 and there are a plurality of ^{AM 2} , they may be the same or different, and n ^M1 is 2, 3 or 4 and a plurality of Z ^M1 is present If they are identical or different,
X ^M1 and X ^M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
X ^M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group. )

[Polymerization initiator]
As a polymerization method of the polymerizable compound in the polymerizable liquid crystal composition, radical polymerization, anion polymerization, cationic polymerization and the like can be used, but polymerization by radical polymerization is preferable, and radical polymerization by light fleece rearrangement, light More preferred is radical polymerization with a polymerization initiator. Thus, the polymerization initiator is preferably a radical polymerization initiator.

As a radical polymerization initiator, although a thermal polymerization initiator and a photoinitiator can be used, a photoinitiator is preferable. Specifically, the following compounds are preferred.

Diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyl dimethyl ketal, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 4- ( 2-hydroxyethoxy) phenyl- (2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexyl-phenyl ketone, 2-methyl-2-morpholino (4-thiomethylphenyl) propan-1-one, 2-benzyl- Acetophenones such as 2-dimethylamino-1- (4-morpholinophenyl) -butanone, 4'-phenoxyacetophenone, 4'-ethoxyacetophenone;
Benzoins such as benzoin, benzoin isopropyl ether, benzoin isobutyl ether, benzoin methyl ether, benzoin ethyl ether;
Acyl phosphine oxides such as 2,4,6-trimethyl benzoyl diphenyl phosphine oxide;
Benzyl, methyl phenylglyoxy ester type;
Benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4,4'-dichlorobenzophenone, hydroxybenzophenone, 4-benzoyl-4'-methyl-diphenyl sulfide, acrylated benzophenone, 3,3 ', 4,4' Benzophenones such as tetra- (t-butylperoxycarbonyl) benzophenone, 3,3'-dimethyl-4-methoxybenzophenone, 2,5-dimethylbenzophenone, 3,4-dimethylbenzophenone and the like;
Thioxanthones such as 2-isopropylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone;
Aminobenzophenones such as Michler's ketone, 4,4'-diethylaminobenzophenone;
Preferred are 10-butyl-2-chloroacridone, 2-ethylanthraquinone, 9,10-phenanthrenequinone, camphorquinone and the like. Among these, benzyl dimethyl ketal is most preferable.
It is also preferable to use a plurality of polymerization initiators in consideration of the lifetime and reactivity of the radical.

The polymerizable liquid crystal composition described above preferably forms a polymer network having uniaxial optical anisotropy, uniaxial refractive index anisotropy, or easy axis direction of alignment, and the polymer network It is more preferable that the optical axis or the easy axis of alignment and the easy axis of alignment of the low molecular weight liquid crystal be formed to substantially coincide with each other. The polymer network also includes a polymer binder in which a plurality of polymer networks are aggregated to form a polymer thin film. The polymer binder has refractive index anisotropy exhibiting uniaxial orientation, and a low molecular weight liquid crystal is dispersed in the thin film, and the uniaxial optical axis of the thin film and the optical axis of the low molecular weight liquid crystal are in substantially the same direction. It is a feature that it is complete.

Therefore, unlike the polymer dispersed liquid crystal or polymer network liquid crystal which is a light scattering type liquid crystal, light scattering does not occur and a high contrast display can be obtained in a liquid crystal element using polarized light, and a falling time. It is characterized in that the response is improved by shortening the liquid crystal element. Furthermore, the polymerizable liquid crystal composition forms a polymer network layer on the entire liquid crystal element, and forms a thin film layer of a polymer on a liquid crystal element substrate to induce a pretilt, and a liquid crystal composition of PSA (Polymer Sustained Alignment) type. It is different from

In the polymerizable liquid crystal composition according to the present embodiment, by using the polymerizable compound (A), it is possible to form a fibrous or columnar polymer network. The polymerizable compound (A) has a rod-like form similar to the low molecular weight liquid crystal in the trans form, and affects the alignment state of the low molecular weight liquid crystal. When the trans-body is irradiated with ultraviolet light as parallel light from the top of the cell, the direction in which the ultraviolet light travels is aligned with the long axis direction of the rod-like molecule, and low molecular liquid crystals are also aligned simultaneously with the molecular long axis of the trans To be oriented. When the cell is inclined and irradiated with ultraviolet light, the long molecular axis of the transformer body is oriented in the inclined direction so that the liquid crystal is oriented in the inclined direction of the ultraviolet light. That is, a pretilt angle is induced to exhibit a photoalignment function. When the polymerizable compound is crosslinked at this stage, the induced pretilt angle is immobilized by the fibrous or columnar polymer network formed by the polymerization phase separation.

The reaction rate of the polymerizable compound (A) is preferably slower than the reaction rate of the other polymerizable compounds. When irradiated with ultraviolet light, the polymerizable compound having a photoalignment function immediately turns into a trans form, and when it is aligned in the direction in which light travels, the liquid crystal compound including the surrounding polymerizability aligns in the same direction. At this time, the polymer phase separation proceeds, and the direction of the easy axis of alignment of the low molecular weight liquid crystal and the alignment easy axis of the polymer network aligns in the same direction as the easy axis of alignment of the polymerizable compound having a photoalignment function. Is induced.

In the polymerizable liquid crystal composition, it is preferable that at least two kinds of polymerizable compounds having different Tg be contained to adjust the Tg. The polymerizable compound which is a precursor of a polymer having a high Tg is a polymerizable compound having a molecular structure in which the crosslink density is high, and the number of functional groups is preferably 2 or more. The polymer precursor having a low Tg preferably has one or two or more functional groups, and preferably has a structure in which an alkylene group or the like is provided as a spacer between the functional groups to increase the molecular length. When adjusting the Tg of the polymer network in order to cope with the thermal stability and impact resistance improvement of the polymer network, it is preferable to appropriately adjust the ratio of the polyfunctional monomer and the monofunctional monomer.

Tg is also related to molecular-level thermal mobility in the main chain and side chain of the polymer network, and also affects electro-optical properties. For example, when the crosslinking density is increased, the molecular mobility of the main chain is reduced, the anchoring force with the low molecular weight liquid crystal is increased, the driving voltage is increased, and the falling time is shortened. On the other hand, when the crosslinking density is lowered so as to lower the Tg, the thermal mobility of the polymer main chain is increased, whereby the anchoring force with the low molecular weight liquid crystal is lowered and the driving voltage tends to be lowered. The anchoring force at the polymer network interface is also influenced by the molecular mobility of the polymer side chain in addition to the above-mentioned Tg, and by using a polymerizable compound having a polyvalent branched alkylene group and a polyvalent alkyl group, The anchoring force is reduced. The polymerizable compound having a polyvalent branched alkylene group and a polyvalent alkyl group is effective for inducing a pretilt angle at the substrate interface and acts to lower the anchoring force in the polar angle direction.

By polymerizing the polymerizable compound in the polymerizable liquid crystal composition while the polymerizable liquid crystal composition exhibits a liquid crystal phase, the molecular weight of the polymerizable compound is increased to cause phase separation of the liquid crystal composition and the polymerizable compound. . The form of separation into two phases is largely dependent on the type of liquid crystal compound contained and the type of polymerizable compound. In the liquid crystal phase, a polymerizable compound phase may be generated as an island-like nucleus innumerably to form a phase separation structure by bimodal decomposition, and the phase separation may be performed from the fluctuation of the concentration of the liquid crystal phase and the polymerizable compound phase. The phase separation structure may be formed by spinodal decomposition.

In order to form a polymer network by bimodal decomposition, it is preferable to set the content of at least low molecular liquid crystal to 85% by mass or more, and by using a compound having a high reaction rate of a polymerizable compound, the size is smaller than the wavelength of visible light Is preferable because it generates an infinite number of nuclei of the polymerizable compound to form a nano-order phase separation structure. As a result, when polymerization proceeds in the polymerizable compound phase, depending on the phase separation structure, a polymer network having a gap spacing shorter than the wavelength of visible light is formed, while the voids in the polymer network are due to phase separation of the low molecular weight liquid crystal phase. If the size of the air gap is smaller than the wavelength of visible light, there is no light scattering property and high contrast, and the influence of the anchoring force from the polymer network becomes strong and the falling time becomes short, and a liquid crystal display element with high response speed is obtained. Being particularly preferred.

Nucleation of the polymerizable compound phase in bimodal decomposition is affected by parameters such as the change in compatibility depending on the type and combination of compounds, the reaction rate, and the temperature, and it is preferable to adjust as necessary. In the case of ultraviolet polymerization, the reaction rate depends on the type and content of the functional group of the polymerizable compound and the photoinitiator, and the ultraviolet irradiation intensity, and the ultraviolet irradiation conditions may be appropriately adjusted to promote the reactivity, An ultraviolet irradiation intensity of 20 mW / cm ² or more is preferred.

It is preferable to form a polymer network with a phase separation structure by spinodal decomposition when the low-molecular liquid crystal content is 85% by mass or more, and in spinodal decomposition, a phase-separated fine structure is obtained by fluctuation of the concentration of two phases having periodicity. It is preferable because uniform gap spacing smaller than the wavelength is easily formed. When the proportion of the polymerizable compound is less than 15% by mass, it is preferable to form a phase separation structure by biordal decomposition, and at 15% by mass or more, it is preferable to form a phase separation structure by spinodal decomposition. As the content of the polymerizable compound increases, there is a phase transition temperature at which the low molecular liquid crystal phase and the polymerizable compound phase separate into two phases under the influence of temperature. If the temperature is higher than the two-phase separation transition temperature, an isotropic phase is exhibited.

In the case of two-phase separation by temperature, it is preferable to form a phase separation structure at a temperature higher than the two-phase separation temperature. In any of the above-mentioned cases, a polymer network is formed while maintaining the same alignment state as the alignment state of the low molecular weight liquid crystal. The formed polymer network exhibits optical anisotropy so as to follow the orientation of the low molecular weight liquid crystal. The form of the liquid crystal layer in the polymer network is a structure in which the liquid crystal composition forms a continuous layer in a three-dimensional network structure of the polymer, a structure in which droplets of the liquid crystal composition are dispersed in the polymer, or both of them are mixed. Structure: Furthermore, a structure in which a polymer network layer is present from both substrate surfaces and is only a liquid crystal layer near the center with the facing substrate can be mentioned. In any structure, it is preferable that a pretilt angle of 0 to 90 ° is induced to the liquid crystal element substrate interface by the action of the polymer network.

The polymer network to be formed preferably has the function of aligning the coexisting low molecular weight liquid crystal in the alignment direction indicated by the alignment film of the liquid crystal cell, and further has the function of pretilting the low molecular liquid crystal in the polymer interface direction. Is also preferred. It is useful and preferable to introduce a polymerizable compound for pretilting the low molecular weight liquid crystal with respect to the polymer interface for improving the transmittance and lowering the driving voltage of the liquid crystal element. Moreover, it may have refractive index anisotropy, and it is preferable to use the polymeric compound which has a mesogen group for the function to orientate a liquid crystal to an orientation direction. In addition, while applying a voltage, a polymer network may be formed by ultraviolet irradiation or the like to form a pretilt.

For vertical alignment cells such as VA mode, a polymerizable compound having a polyvalent alkyl group having no mesogenic group inducing vertical alignment or a polyvalent branched alkylene group may be used, and a polymerizable compound having a mesogenic group It is also preferable to use in combination with When a polymer network is formed in the vertical alignment cell by phase separation polymerization using the above-mentioned polymerizable liquid crystal composition, the fibrous or columnar polymer network is in the direction perpendicular to the liquid crystal cell substrate and the low molecular weight liquid crystal. Preferably, they are formed in substantially the same direction.

In addition, when a vertical alignment film in which the liquid crystal is subjected to rubbing processing or the like to induce a pretilt angle so as to induce tilt alignment is used on the vertical alignment film on the cell substrate surface, pretilt alignment is performed. It is preferable that a fibrous or columnar polymer network is formed to be inclined in the same direction as the low molecular weight liquid crystal. The tilt of the polymer network may be chosen to polymerize to occur spontaneously at the substrate interface. Alternatively, a polymer network may be formed by applying a voltage to bring the liquid crystal into a tilted alignment state and irradiating ultraviolet light or the like.

Furthermore, as a method of inducing a pretilt angle while applying a voltage, polymerization may be performed while applying a voltage in a range of about 0.9 V lower than the threshold voltage of the polymerizable liquid crystal composition to about 2 V higher. Alternatively, after applying a voltage higher than the threshold voltage for a short time of several seconds to several tens of seconds during the polymer network formation process, the polymer network may be formed below the threshold voltage. 89. More preferable, since a fibrous or columnar polymer network is formed to be inclined so as to induce a pretilt angle of 90 to 80 degrees with respect to the transparent substrate plane, and a pretilt angle of 90 to 85 degrees is preferable, 89. A pretilt angle of 9 degrees to 85 degrees is preferable, a pretilt angle of 89.9 degrees to 87 degrees is preferable, and a pretilt angle of 89, 9 degrees to 88 degrees is preferable. The fibrous or columnar polymer network formed by any method is characterized in connecting between two cell substrates. As a result, the thermal stability of the pretilt angle can be improved, and the reliability of the liquid crystal display element can be enhanced.

In addition, as a method of inducing a pretilt angle of a low molecular weight liquid crystal by forming a fibrous or columnar polymer network by tilt alignment, a carbon atom number of an alkylene group between a functional group and a mesogen group is 6 or more The method using a combination of a bifunctional acrylate having a small pretilt angle induction angle and a functional group, and a bifunctional acrylate having a carbon number of 5 or more carbon atoms of an alkylene group between mesogen groups and having a large induction angle of the pretilt angle. A desired pretilt angle can be induced near the interface by adjusting the compounding ratio of these compounds.

Furthermore, in a parallel alignment cell such as IPS or FFS mode, a fibrous or columnar polymer network is low relative to the alignment direction of the alignment film on the liquid crystal cell substrate surface by phase separation polymerization using a polymerizable liquid crystal composition. The molecular liquid crystal is aligned in parallel, but preferably it is formed in the same direction as the refractive index anisotropy or easy alignment axis direction of the formed fibrous or columnar polymer network and the alignment direction of the low molecular liquid crystal . Furthermore, it is more preferable that the fibrous or columnar polymer network is present substantially throughout the cell except for the voids in which the low molecular weight liquid crystal is dispersed. For the purpose of inducing the pretilt angle with respect to the polymer interface direction, it is preferable to use a polymerizable compound having a mesogenic group and a polymerizable compound having a polyvalent alkyl group having no mesogenic group or a polyvalent alkylene group. .

Furthermore, although the electro-optical properties are influenced by the surface area of the polymer network interface and the void spacing of the polymer network, it is important not to cause light scattering, and it is preferable to make the mean void spacing smaller than the wavelength of visible light. For example, there is a method of increasing the content of the monomer composition in order to widen the surface area of the interface and reduce the gap spacing. Thus, the polymer network is formed such that the surface area of the interface is increased by changing the polymerization phase separation structure and the gap spacing becomes fine, and the driving voltage and the fall time become short. The polymerization phase separation structure is also influenced by the polymerization temperature.

In the present embodiment, it is preferable to obtain a phase separation structure having fine voids by polymerizing at a high phase separation rate. The phase separation speed is largely influenced by the compatibility between the low molecular liquid crystal and the polymerizable compound and the polymerization speed. Since the composition largely depends on the molecular structure and the content of the compound, it is preferable to use it by appropriately adjusting the composition. When the compatibility is high, it is preferable to use a polymerizable compound having a high polymerization rate, and in the case of ultraviolet polymerization, it is preferable to increase the ultraviolet intensity.

It is also preferable to increase the content of the polymerizable compound in the polymerizable liquid crystal composition. When the compatibility is low, the phase separation speed is sufficiently fast, which is preferable for producing a liquid crystal element. As a method of reducing the compatibility, a method of polymerizing at a low temperature can be mentioned. When the temperature is low, the degree of alignment order of the liquid crystal is increased, and the compatibility between the liquid crystal and the monomer is reduced, so that the separation speed of the polymer phase can be increased. Another method is also a method of polymerizing the polymerizable liquid crystal composition at a temperature showing a supercooling state. In this case, since the temperature may be slightly lower than the melting point of the polymerizable liquid crystal composition, it is possible to accelerate the phase separation simply by lowering the temperature by several degrees, which is preferable. Thus, the polymer phase separation structure corresponding to the case where a monomer composition content of several tens of% is added to the liquid crystal, that is, the surface area of the polymer network interface which is a structure acting to shorten the fall time Form a fine polymer network structure. Therefore, in the polymerizable liquid crystal composition, it is preferable to appropriately adjust the polymerizable liquid crystal composition in consideration of the alignment function, the crosslink density, the anchoring force, and the gap distance so as to shorten the fall time.

In a liquid crystal element using a polymerizable liquid crystal composition, it is necessary to prevent light scattering in order to obtain a high contrast display, but in view of the method described above, the target voltage-transmittance characteristics, and switching It is important to control the phase separation structure to form a suitable polymer network layer structure so as to obtain properties. A specific description of the polymer network layer structure is as follows.

<Polymer network layer continuous structure>
The polymer network layer is formed on the entire surface of the liquid crystal display element in the liquid crystal phase, and the liquid crystal phase is continuous, and the alignment easy axis of the polymer network or the uniaxial optical axis is substantially the same direction as the alignment easy axis of the low molecular liquid crystal Preferably, the polymer network is formed to induce the pretilt angle of the low molecular weight liquid crystal, and the average gap distance of the polymer network is smaller than the wavelength of visible light by at least 450 nm. It is preferable because scattering does not occur.

Furthermore, in order to make the fall time of the response shorter than the response time of the low molecular liquid crystal alone by the interaction effect (the anchoring force) of the polymer network and the low molecular liquid crystal, it is preferable to be in the range of 50 nm to 450 nm. In order for the falling time to be reduced by the influence of the cell thickness of the liquid crystal and to show the falling time as thin as possible even if the cell thickness is large, at least the lower limit is about 200 nm and the upper limit is about 450 nm. It is preferable that the If the average gap distance is reduced, the increase in drive voltage becomes an issue, but to suppress the increase in drive voltage to 25 V or less and shorten the fall response time, it is better to fall within the range of around 250 nm to 450 nm. The falling response time can be improved to about 5 msec to about 1 msec, which is preferable. Further, in order to suppress the increase in drive voltage to about 5 V or less, the average gap distance is preferably in the range of about 300 nm to 450 nm. Furthermore, it is also possible to control the average gap distance of the polymer network to make the falling response time a high-speed response of 1 msec or less. The driving voltage may increase to 30 V or more, but the average gap distance may be in the vicinity of 50 nm to 250 nm in order to reduce the time to 0.5 msec or less.

The mean diameter of the polymer network is preferably in the range of 20 nm to 700 nm, contrary to the mean void spacing. The average diameter tends to increase as the content of the polymerizable compound increases. If the reactivity is increased to increase the polymerization phase separation speed, the density of the polymer network will increase and the average diameter of the polymer network will decrease, so the phase separation conditions may be adjusted as necessary. When the content of the polymerizable compound is 10% or less, the average diameter is preferably in the range of 20 nm to 160 nm, and in the range of 200 nm to 450 nm, the average diameter is preferably in the range of 40 nm to 160 nm. When the content of the polymerizable compound is more than 10%, the range of 50 nm to 700 nm is preferable, and the range of 50 nm to 400 nm is more preferable.

<Polymer network layer discontinuous structure>
In contrast to the structure in which the polymer network layer is formed on the entire surface of the liquid crystal display element and the liquid crystal phase is continuous, the polymer network content is low and the polymer network layer is insufficient to cover the entire cell. Layers are formed discontinuously. When the polarity of the substrate surface such as polyimide alignment film is high, the polymerizable compound tends to gather near the liquid crystal cell substrate interface, and a polymer network layer is formed to grow a polymer network from the substrate surface and adhere to the substrate interface. The polymer network layer, the liquid crystal layer, the polymer network layer, and the counter substrate are sequentially stacked in this order from the surface.

A laminated structure of polymer network layer / liquid crystal layer / polymer network layer is shown, and a polymer having a thickness of at least 0.5% or more, preferably 1% or more, more preferably 5% or more of the cell thickness in the cell cross section direction When the network layer is formed, the effect of shortening the falling time is exhibited by the action of the anchoring force between the polymer network and the low molecular weight liquid crystal, which is preferable. However, since the influence of the cell thickness becomes large, if the fall time becomes longer as the cell thickness is increased, the thickness of the polymer network layer may be increased as necessary. The structure of the polymer network in the polymer network layer may be such that the low molecular weight liquid crystal and the alignment easy axis and the uniaxial optical axis are aligned in substantially the same direction, and the low molecular weight liquid crystal is formed to induce a pretilt angle. Good. The average gap spacing is preferably in the range of 90 nm to 450 nm.

For example, when the content of the polymerizable compound is 1% by mass to 6% by mass, it is preferable to use a bifunctional monomer having a mesogen group with high anchoring power, and the structure has a short distance between functional groups and the polymerization rate is It is preferable to use a fast bifunctional monomer, and it is preferable to form a polymer phase separation structure at a low temperature of 0 ° C. or less. When the polymerizable compound content is 6% by mass to less than 10% by mass, a combination of the bifunctional monomer and a monofunctional monomer having low anchoring power is preferable, and the range of 25 ° C. to −20 ° C. is necessary, as necessary. Preferably, the polymer phase separation structure is formed by Furthermore, if the melting point is higher than room temperature, it is preferable to lower the melting point by about 5 ° C. because the same effect as low temperature polymerization can be obtained. When the content of the polymerizable compound is 10% by mass to 40% by mass, the influence of the polymer binder or the polymer network greatly affects the alignment and driving voltage of the low molecular liquid crystal and increases the driving voltage. It is preferable to use a polymerizable compound having an orientation function of and a mesogenic group having a relatively weak anchoring force. For example, in the polymerizable compound having weak anchoring power and having a mesogen group, it is effective to increase the carbon number of the alkylene group between the functional group and the mesogen group, and the carbon number is preferably 5 to 10. When the content of the polymerizable compound exceeds 30% by mass, liquid crystal droplets may be dispersed in the polymer binder, and even in this case, the polymer binder has refractive index anisotropy and the substrate surface is oriented. It is preferable that the alignment direction of the film and the optical axis direction of the polymer binder be aligned.

The higher the concentration of the polymerizable compound in the polymerizable liquid crystal composition, the greater the anchoring force between the liquid crystal composition and the polymer interface, and the faster τd. On the other hand, as the anchoring force between the liquid crystal composition and the polymer interface increases, τr slows down. In order to make the sum of τd and τr less than 1.5 ms, the concentration of the polymerizable compound in the polymerizable liquid crystal composition is 1% by mass or more and less than 40% by mass, and 2% by mass or more and 15% by mass or less Preferably, 3% by mass or more and 8% by mass or less are more preferable.

In the case of using it in a TFT drive liquid crystal display element, it is necessary to improve the reliability of suppression of flicker, residual image due to baking and the like, and the voltage holding ratio becomes an important characteristic. The cause of lowering the voltage holding ratio is considered to be the ionic impurities contained in the polymerizable liquid crystal composition. In particular, mobile ions strongly influence the voltage holding ratio. Therefore, it is preferable to perform purification treatment or the like so as to obtain at least a specific resistance of 10 ¹⁴ Ω · cm or more to remove mobile ions. In addition, when a polymer network is formed by radical polymerization, the voltage retention may decrease due to ionic impurities generated from a photopolymerization initiator or the like, but a polymerization initiator with a small amount of generated organic acid and low molecular weight byproducts. It is preferable to select

[Liquid crystal display element]
The polymerizable liquid crystal composition described above is applied to a liquid crystal display device. Hereinafter, an example of the liquid crystal display element according to the present embodiment will be described with reference to FIG. 1 as appropriate.

FIG. 1 is a view schematically showing the structure of a liquid crystal display device. In FIG. 1, the respective components are illustrated separately for convenience of explanation. As shown in FIG. 1, the liquid crystal display element 1 according to the present embodiment is provided between the first substrate 2 and the second substrate 3 and the first substrate 2 and the second substrate 3 which are disposed to face each other. The liquid crystal layer 4 is composed of the polymerizable liquid crystal composition of the present embodiment described above.

The pixel electrode layer 5 and the alignment film 6 are formed on the surface of the first substrate 2 on the liquid crystal layer 4 side. The common electrode layer 7 and the alignment film 8 are formed on the second substrate 3 on the liquid crystal layer 4 side. The first substrate 2 and the second substrate 3 may be sandwiched by a pair of polarizing plates 9 and 10. A color filter 11 may be further provided on the liquid crystal layer 4 side of the second substrate 3 (between the second substrate 3 and the common electrode layer 7).

That is, the liquid crystal display element 1 according to one embodiment includes the first polarizing plate 9, the first substrate 2, the pixel electrode layer 5, the alignment film 6, the liquid crystal layer 4 including the polymerizable liquid crystal composition, and the alignment. The film 8, the common electrode layer 9, the color filter 11, the second substrate 3, and the second polarizing plate 10 are stacked in this order.

The first substrate 2 and the second substrate 3 are formed of a flexible material such as glass or plastic, for example. At least one of the first substrate 2 and the second substrate 3 may be formed of a transparent material, and the other may be formed of a transparent material or an opaque material such as metal or silicon. The first substrate 2 and the second substrate 3 are bonded to each other by a sealing material and a sealing material such as an epoxy-based thermosetting composition disposed in the peripheral region, and in order to maintain the distance between the substrates For example, particulate spacers such as glass particles, plastic particles, and alumina particles, or spacer posts made of a resin formed by photolithography may be disposed.

The

alignment films

6 and 8 constitute a pair of alignment films which are in direct contact with the polymerizable liquid crystal composition constituting the liquid crystal layer 4 to induce homogeneous alignment. The

alignment films

6 and 8 are formed of, for example, polyimide.

The first polarizing plate 9 and the second polarizing plate 10 can be adjusted so that the viewing angle and the contrast become good by adjusting the polarization axes of the respective polarizing plates, and their transmission axes operate in the normally black mode It is preferable to have transmission axes orthogonal to one another. In particular, any one of the first polarizing plate 9 and the second polarizing plate 10 is preferably arranged to have a transmission axis parallel to the alignment direction of liquid crystal molecules when no voltage is applied.

From the viewpoint of preventing light leakage, the color filter 11 preferably forms a black matrix, and preferably forms a black matrix (not shown) in a portion corresponding to the thin film transistor.

The black matrix may be placed on the substrate opposite to the array substrate together with the color filter, or may be placed on the array substrate side together with the color filter, the black matrix on the array substrate, and the color filter on the other substrate. It may be installed separately. Also, the black matrix may be installed separately from the color filter, but may be one that reduces the transmittance by overlapping each color of the color filter.

In the liquid crystal display element of the present embodiment, for example, a wiring is formed by sputtering a metal material such as Al or its alloy on the first substrate 2 and the second substrate 3, and the pixel electrode layer 5 and the common electrode layer 6 are formed. Each can be formed. The color filter 11 can be produced, for example, by a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. A method of producing a color filter by the pigment dispersion method will be described by way of example. A curable coloring composition for a color filter is applied on the transparent substrate, subjected to a patterning process, and cured by heating or light irradiation. By performing this process for each of three colors of red, green, and blue, it is possible to create a pixel portion for a color filter. Also, the color filter 9 may be installed on the side of the substrate having a TFT or the like.

The first substrate 2 and the second substrate 3 face each other such that the pixel electrode layer 5 and the common electrode layer 6 are on the inner side, but at this time, the distance between the first substrate 2 and the second substrate 3 You may adjust the At this time, it is preferable to adjust the thickness of the liquid crystal layer 4 to, for example, 1 to 100 μm.

When the

polarizing plates

7 and 8 are used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 so as to maximize the contrast. When two

polarizing plates

7 and 8 are provided, the polarization axes of the respective polarizing plates can be adjusted to adjust the viewing angle and contrast to be good. Furthermore, retardation films for widening the viewing angle can also be used. Thereafter, a sealing agent such as an epoxy-based thermosetting composition is screen-printed on the substrate in a form provided with a liquid crystal injection port, the substrates are bonded to each other, and heating is performed to thermally cure the sealing agent.

As a method of holding the composition between the two

substrates

2 and 3, a usual vacuum injection method or one drop fill (ODF) method can be used, but in the vacuum injection method, a drip mark is Although it does not occur, it has a problem that a trace of injection remains, but in the present embodiment, it can be more suitably used for a display element manufactured using the ODF method. In the liquid crystal display device manufacturing process of the ODF method, a sealing agent such as an epoxy-based combination heat and light curing property is drawn on a back plane or front plane substrate in a closed loop shape using a dispenser, and removed therefrom. A liquid crystal display element can be manufactured by bonding a front plane and a backplane after dropping a predetermined amount of composition under air. In the present embodiment, in the ODF method, it is possible to suppress the generation of dripping marks when the liquid crystal composition is dripped on the substrate. In addition, with a dripping mark, when displaying in black, it defines as the phenomenon in which the mark which dripped the liquid-crystal composition floats up white.

In addition, in the manufacturing process of the liquid crystal display element by the ODF method, it is necessary to drop the optimal liquid crystal injection amount according to the size of the liquid crystal display element, but the liquid crystal composition of this embodiment is produced, for example, at the time of liquid crystal dropping. Since the liquid crystal can be stably dropped over a long time with little influence on rapid pressure change and impact in the dropping device, the yield of the liquid crystal display element can be kept high. In particular, small liquid crystal display devices frequently used for smartphones, which are in vogue recently, have difficulty in controlling the deviation from the optimum value within a certain range itself because the optimum liquid crystal injection amount is small, but the liquid crystal of this embodiment By using the composition, it is possible to realize a stable discharge amount of the liquid crystal material even in a small liquid crystal display element.

The liquid crystal display element 1 may be an active matrix drive liquid crystal display element. The liquid crystal display element 1 is preferably a liquid crystal display element for TN mode, STN mode, ECB mode, VA mode, IPS mode or FFS mode.

The present invention will be described in more detail by way of examples, but the present invention is not limited to these examples. "%" In the compositions of the following examples and comparative examples means "% by mass".

A liquid crystal composition LCN-1 (Δn 0.103, viscosity η 15.1 mPa · s, Δε-3.8) containing each non-polymerizable liquid crystal compound represented by the following (LCN-1) as an N-type liquid crystal composition, Liquid crystal composition LCN-2 (Δn 0.12, viscosity η 19 mPa · s, Δε-3.3) containing each non-polymerizable liquid crystal compound represented by (LCN-2), and the following (LCN-3) Liquid Crystal Composition LCN-3 (.DELTA.n 0.11, viscosity .eta. 17 mPa.s, .DELTA..epsilon. 3.2) containing the respective non-polymerizable liquid crystal compounds was prepared.

As the polymerizable liquid crystal compound, compounds represented by formulas (V1-1-1) to (V1-1-2) were used.

As the polymerizable compound (A), a compound represented by the formula (Vn-2-1) was used, and as a comparative object, a compound represented by the formula (Vn-2-2) was used. The compound of the formula (Vn-2-1) has absorption peaks (second absorption wavelength) near 350 nm and 430 nm, and when it absorbs light of a wavelength near this, it causes cis-trans isomerization reaction. The compound of the formula (Vn-2-2) has an absorption peak (second absorption wavelength) near 350 nm, and when it absorbs light of a wavelength near this, it causes a cis-trans isomerization reaction.

Irgacure 651 was used as a photoinitiator. Irgacure 651 has an absorption peak at around 340 nm, and when it absorbs light in the vicinity, it generates radicals to induce polymerization of a polymerizable compound (monomer).

Example 1
A liquid crystal composition LCN-2 as an N-type liquid crystal composition, a compound represented by the formula (V1-1-1) as a polymerizable liquid crystal compound, and a formula (Vn-2-1) as a polymerizable compound (A) A polymerizable liquid crystal composition A-1 containing the compounds to be represented in the proportions shown in Table 1 was prepared. At this time, the photopolymerization initiator Irgacure 651 was contained in an amount of 2% with respect to the total amount of the polymerizable liquid crystal compound (V1-1-1) and the polymerizable compound (Vn-2-1). That is, the polymerizable liquid crystal composition A-1 can be polymerized by absorbing light in the vicinity of 340 nm (first absorption wavelength). It was confirmed that the polymerizable liquid crystal composition A-1 was uniformly dissolved, and exhibited a nematic liquid crystal phase.

(Examples 2 to 3)
A liquid crystal composition LCN-1 or LCN-3 was used instead of the liquid crystal composition LCN-2, and Example 1 was used except that a compound represented by Formula (V1-1-2) was used as a polymerizable liquid crystal compound. Polymeric liquid crystal compositions A-2 and A-3 were prepared in the same manner as in the above. It was confirmed that these polymerizable liquid crystal compositions were uniformly dissolved and exhibited a nematic liquid crystal phase.

(Reference Example 1)
The same as Example 1, except that the compound represented by Formula (Vn-2-2) was used instead of the compound represented by Formula (Vn-2-1) as the polymerizable compound (A) Thus, a polymerizable liquid crystal composition B-1 was prepared. It was confirmed that the polymerizable liquid crystal composition B-1 was uniformly dissolved, and exhibited a nematic liquid crystal phase.

(Reference Examples 2 to 3)
Polymerizable liquid crystal compositions B-2 and B-3 were respectively prepared in the same manner as in Reference Example 1 except that liquid crystal composition LCN-1 or LCN-3 was used instead of liquid crystal composition LCN-2. It was confirmed that these polymerizable liquid crystal compositions were uniformly dissolved and exhibited a nematic liquid crystal phase.

(Example 4)
A polyimide alignment film capable of obtaining vertical alignment (homeotropic alignment) is formed on an ITO transparent electrode, and anti-parallel alignment single-hole liquid crystal cell (cell gap 3 μm) which has been rubbed to have a pretilt angle of 5 °. Prepared. The polymerizable liquid crystal composition A-1 was vacuum injected into this cell. Thereafter, the inlet was sealed with a sealant 3026E (manufactured by Three Bond).

Next, using an ultra-high pressure mercury lamp as a light source, collimated light having a wavelength of 436 nm and an intensity of 6.9 mW / cm ² passing through filters HA-50, B-390 and L-42 (Hoya Candeo Optronics) Irradiation was performed for 300 seconds from a direction inclined 25 ° from the normal direction. Subsequently, using an ultra-high pressure mercury lamp as a light source, collimated light having a wavelength of 366 nm and an intensity of ² mW / cm ² passing through filters HA-50 and U-360 (manufactured by Hoya Candeo Optronics) for 600 seconds from the normal direction of the liquid crystal cell substrate. Irradiated. Thus, the polymerizable compound dissolved in the polymerizable liquid crystal composition was polymerized to obtain a VA mode liquid crystal display element. When a fabricated cell is placed between two crossed polarizing plates, it becomes black and the dark field does not change even if the cell is rotated in the azimuthal direction, and the optical axis direction of the polymer network and the liquid crystal alignment easy axis direction are the same direction It was confirmed.

A rectangular wave of 60 Hz was applied to the liquid crystal cell produced in this manner, and voltage-transmittance characteristics, pretilt angle and response time were measured. In the voltage-transmittance characteristic, V90 represents a drive voltage, which is a voltage required to change the transmittance by 90% of the total change with respect to the total change of the transmittance. T100 represents the brightness of the display at the maximum transmittance. The rise time is the time required to switch from the OFF state to the ON state, and the fall time represents the time to return from the ON state to the OFF state, and each response time was applied for 1 second of burst wave of 100 Hz square wave of V90. It measured based on the transmittance | permeability change of case. The characteristics of the obtained liquid crystal cell are shown in Table 2.

(Examples 5 to 6)
A liquid crystal cell was prepared and evaluated in the same manner as in Example 4 except that the polymerizable liquid crystal composition A-1 was changed to the polymerizable liquid crystal composition A-2 or A-3. The characteristics of the obtained liquid crystal cell are shown in Table 2.

(Reference Examples 4 to 6)
A liquid crystal cell was prepared and evaluated in the same manner as in Example 4 except that the polymerizable liquid crystal composition A-1 was changed to the polymerizable liquid crystal composition B-1, B-2 or B-3. The characteristics of the obtained liquid crystal cell are shown in Table 2.

From the comparison of Examples 4 to 6 and Reference Examples 4 to 6, it is understood that the transmittance (T100) can be improved by using the polymerizable compound (A) having the second absorption wavelength causing cis-trans isomerization. . More specifically, in Examples 4 to 6 in which the polymerizable compound (Vn-2-1) having an absorption at around 430 nm was added, the polymerizable compound (Vn-2-2) having no absorption at around 430 nm was added Favorable transmittance was obtained as compared with Reference Examples 4 to 6 described above. Since no difference was found in the tilt angle, the transmittance was improved not because the tilt was increased by irradiating the light of 436 nm but the direction of tilt was defined, but the light of 436 nm before UV exposure. It is considered that the photoisomerization from the cis form to the trans form of the polymerizable compound (A) becomes dominant by irradiating in advance, and as a result, the degree of order of the liquid crystal becomes high. Also in the microscopic observation, the liquid crystal cell obtained in Example 4 had less minor alignment disorder than the liquid crystal cell obtained in Reference Example 4. This can be said to support the above guess.

On the other hand, in each of Example 4 and Reference Example 4, when the irradiation direction of 366 nm light is changed to the normal direction of the liquid crystal cell substrate without irradiating the light of 436 nm, the tilt angle is 5.2 in the former. °, V90 18.0 V, T100 71.4%, fall time 1.4 ms, rise time 1.2 ms, the latter, tilt angle 5.2 °, V90 18.8 V, T100 Was 71.5%, the fall time was 1.3 ms, and the rise time was 1.2 ms. In each of Example 4 and Reference Example 4, in the former case, the tilt angle is 7.0 °, V90 is 15.5 V, T100 is 74.9%, and the fall time is 1 when the light of 436 nm is not irradiated. .9 ms, rise time is 1.7 ms, tilt angle is 7.1 °, V90 is 15.6 V, T100 is 75.0%, fall time is 1.9 ms, rise time is 1.6 ms. Met. Such a result also indicates that the above-described assumption that excellent transmittance is obtained in Examples 4 to 6 due to cis-trans isomerization of the polymerizable compound (A) by irradiation of 436 nm light. I support it. In the case where light of 366 nm is irradiated at an angle of 25 ° with respect to the normal direction of the cell substrate, the transmittance is improved by about 3.5% as compared with the case of irradiation from the normal direction. It can be considered that the tilt alignment changes the pretilt angle to about 7 ° and defines the direction in which the liquid crystal molecules are tilted by the electric field.

DESCRIPTION OF SYMBOLS 1 ... Liquid crystal display element, 2 ... 1st board | substrate, 3 ... 2nd board | substrate, 4 ... Liquid crystal layer, 5 ... Pixel electrode layer, 6, 8 ... Alignment film, 7 ... Common electrode layer, 9 ... 1st polarizing plate, 10 ... second polarizing plate, 11 ... color filter.

Claims

A polymerizable liquid crystal composition comprising a polymerizable compound and a non-polymerizable liquid crystal compound, which can be polymerized by light containing a first absorption wavelength,
The polymerizable liquid crystal composition, wherein the polymerizable compound causes cis-trans isomerization by light including a second absorption wavelength longer than the first absorption wavelength by 20 nm or more.
The polymerizable liquid crystal composition according to claim 1, wherein the first absorption wavelength is 380 nm or less.
The polymerizable liquid crystal composition according to claim 1, wherein the second absorption wavelength is 410 nm or more.
The polymerizable liquid crystal composition according to any one of claims 1 to 3, wherein the second absorption wavelength is 30 nm or more longer than the first absorption wavelength.
The liquid crystal composition according to any one of claims 1 to 4, containing a compound represented by the following formula (M-1) as the polymerizable compound.

[In the formula,
Ring A and ring B each independently represent 1,4-cyclohexyl group or 1,4-phenylene group, and a hydrogen atom present in these groups is an alkyl group having 1 to 3 carbon atoms, an alkoxy group And may be substituted with a fluorine atom or a chlorine atom,
X 11 represents a hydrogen atom or a methyl group,
Sp 11 is a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH 2 ) s11- (s11 represents an integer of 2 to 12, and an oxygen atom is to be bonded to ring A) Represents
n 11 and n 12 each independently represent an integer of 0 to 2, and n 11 + n 12 is an integer of 0 to 2,
Z 11 and Z 13 are each independently -OCH 2- , -CH 2 O-, -COO-, -OCO-, -CF 2 O-, -OCF 2- , -CH 2 CH 2 -,- CF 2 CF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO- CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, -C≡C-, or a single bond,
Z 12 is, -CY 15 = CY 16 -, - CH = N -, - N = CY 17 - (. Y 15, Y 16 and Y 17 each independently represent a hydrogen atom or a fluorine atom), or Represents -N = N-,
Y 11 , Y 12 , Y 13 and Y 14 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom, but at least one of Y 11 , Y 12 , Y 13 and Y 14 is a chlorine atom or Represents a fluorine atom,
R 11 represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfuranyl group, a cyano group, a nitro group, an isocyano group, a thioisocyano group, and the following formula (M-1-1) Or a linear or branched alkyl group having 1 to 12 carbon atoms, and one or two or more non-adjacent -CH 2- present in the alkyl group are each independently- O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = CH-, -CF = CF- or -C≡C- May be replaced by

(Wherein, Sp 12 represents a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH 2 ) s12- (s12 represents an integer of 2 to 12, and an oxygen atom is bonded to ring B Represents)))]
The polymerizable liquid crystal composition according to any one of claims 1 to 5, which contains a compound represented by the following formula (L) as the non-polymerizable liquid crystal compound.

[In the formula,
R L1 and R L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH 2- present in the alkyl group are independently of each other And may be substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n L1 represents 0, 1, 2 or 3 and
A L1 , A L2 and A L3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be substituted with -O-.) ,
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be substituted by -N =) and (c) ) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1, One -CH = or two or more non-adjacent -CH = present in the 2,3,4-tetrahydronaphthalene-2,6-diyl group may be substituted by -N =)
And hydrogen atoms in the groups (a), (b) and (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom ,
Z L1 and Z L2 are each independently a single bond, -CH 2 CH 2 -, - (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF 2- , -CF 2 O-, -CH = N-N = CH-, -CH = CH-, -CF = CF-, or -C≡C-
When n L1 is 2 or 3 and there are a plurality of AL 2, they may be the same or different from each other, and when n L1 is 2 or 3 and there are a plurality of Z L2 , They may be identical to or different from one another. )
As the non-polymerizable liquid crystal compound, at least one compound selected from the group consisting of compounds represented by the following formulas (N-1), (N-2), (N-3) or (N-4) The liquid crystal composition according to any one of claims 1 to 6, which contains the liquid crystal composition.

[In the formula,
R N11 , R N12 , R N21 , R N22 , R N31 , R N32 , R N41 and R N42 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or more of the alkyl groups described above Two or more non-adjacent -CH 2 -are each independently substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- May be
A N11 , A N12 , A N21 , A N22 , A N31 , A N32 , A N41 and A N42 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be substituted with -O-.) ,
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be substituted by -N =),
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One -CH = or two or more non-adjacent -CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be substituted by -N = And d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, and hydrogen atoms in the groups (a), (b), (c) and (d) are Independently, it may be substituted with a cyano group, a fluorine atom or a chlorine atom,
Z N11, Z N12, Z N21 , Z N22, Z N31, Z N32, Z N41 and Z N42 are each independently a single bond, -CH 2 CH 2 -, - (CH 2) 4 -, - OCH 2 -, - CH 2 O - , - COO -, - OCO -, - OCF 2 -, - CF 2 O -, - CH = N-N = CH -, - CH = CH -, - CF = CF-, Or -C≡C-,
X N21 represents a hydrogen atom or a fluorine atom,
T N31 represents -CH 2 -or an oxygen atom,
X N41 represents an oxygen atom, a nitrogen atom or -CH 2- ,
Y N41 represents a single bond or -CH 2- ;
n N11 , n N12 , n N21 , n N22 , n N31 , n N32 , n N41 and n N42 each independently represent an integer of 0 to 3, but n N11 + n N12 , n N21 + n N22 and n N21 N31 + n N32 is each independently 1, 2 or 3, and when there are a plurality of A N11 to A N32 and Z N11 to Z N32 , they may be identical to or different from each other, n N41 + n N42 represents an integer of 0 to 3, but when a plurality of A N41 , A N42 , Z N41 and Z N42 exist, they may be identical to or different from each other. ]
The liquid crystal composition according to any one of claims 1 to 6, which contains at least one compound selected from the group consisting of compounds represented by the following formula (J) as the non-polymerizable liquid crystal compound.

[In the formula,
R J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH 2- in the alkyl group are each independently -CH = CH-,- It may be substituted by C≡C-, -O-, -CO-, -COO- or -OCO-,
n J1 represents 0, 1, 2, 3 or 4;
A J1 , A J2 and A J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be substituted with -O-.) ,
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be substituted by -N =) and (c) ) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1, One -CH = or two or more non-adjacent -CH = present in the 2,3,4-tetrahydronaphthalene-2,6-diyl group may be substituted by -N =)
And hydrogen atoms in the groups (a), (b) and (c) are each independently a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group It may be substituted by a group or trifluoromethoxy group,
Z J1 and Z J2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O -, -COO-, -OCO- or -C≡C-,
When n J1 is 2, 3 or 4 and there are a plurality of A J2 , they may be the same or different from each other, and n J1 is 2, 3 or 4 and there are a plurality of Z J1 If so, they may be identical or different from one another.
X J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group. ]
A liquid crystal display device comprising: two substrates; and a liquid crystal layer comprising the liquid crystal composition according to any one of claims 1 to 8 provided between the two substrates,
Liquid crystal display element for TN mode, STN mode, ECB mode, VA mode, IPS mode or FFS mode.