JP6399150B2 - blend - Google Patents

Description

  The present invention relates to a mixture. More specifically, the present invention relates to a mixture containing two or more substances that respond to an external physical action.

A mixture containing a plurality of compounds is regarded as a complex system having physicochemical properties that cannot be expected from a single compound. If such a mixture responds to external physical action, it is considered industrially applicable. For example, a liquid crystal composition containing a plurality of types of liquid crystal compounds can be given as an example of the mixture that responds to an electric field. In addition to the use as a liquid crystal display element, the liquid crystal composition is used in many uses such as a liquid crystal polymer, a microwave band variable phase shifter, an anisotropic fluid, and a temperature indicating agent. These applications are required to be stable against external factors such as moisture, air, heat, and light, and various studies have been conducted. However, in the conventional technology, examination to eliminate external factors such as moisture, air, heat, light, etc., that is, elimination of the influence of moisture, air, etc. when used in a sealed state, or optical Examinations such as exclusion of ultraviolet rays by using a filter have been made. Although these methods to eliminate external factors are relatively effective for external factors that have a decomposition mechanism that involves chemical reactions such as moisture and air, they are external factors such as light and heat. In some cases, it is not easy to eliminate. In addition, in the case where exclusion of light impairs the essential function of the display element as in a liquid crystal display element, a compound that is essentially resistant to external factors must be used and can be used. There were limitations on the compound.
Furthermore, various studies have been made on the response between the compound alone and external factors. For example, many studies have been made on the influence of ultraviolet rays on liquid crystalline polymer fibers. However, these studies mainly focus on the resistance of a single compound to external factors, and a mixture that exhibits a desired function by the interaction of two or more compounds and external factors. The relationship with is not studied.
On the other hand, the relationship between a mixture of two or more compounds having different functions and external factors has been studied. For example, changes in the effect of oxygen when an antioxidant is added to the compound, changes in the effect of ultraviolet light when an ultraviolet absorber is added to the compound, etc. are well known. However, these additives are generally foreign substances in the mixture, and the amount that can be added is often limited, and there are many situations where they cannot be added because of the function of the mixture.
Under these circumstances, there has been a demand for the development of a mixture that can eliminate the influence of external factors without using an additive that becomes a foreign substance, regardless of the stability of the compound alone.

T.IKEDA, S.KURIHARA & S.TAZUKE, The Journal of Physical Chemistry, 94, 6550-6555 (1990))

  An object of the present invention is to provide a mixture that can respond to an external physical action and hardly undergoes photodegradation or photodegradation.

The inventors of the present invention have studied various methods that can reduce the influence of external factors by the interaction of a plurality of compounds having the same function, and in the case where two physical constants satisfy a specific relationship. The inventors have found that the optical reliability of the mixture can be improved and have completed the present invention.
(1) A mixture containing two or more substances that respond to the same action, and the excitation lifetime (τ) (nsec) and absorption wavelength (λ) (nm) are τ × λ <2,000 (nsec · nm ).
(2) The mixture according to (1), wherein the action is a physical action given from the outside.
(3) The mixture according to (2), wherein the physical action is a magnetic force, an electric force, an electromagnetic force, or a body force.
(4) The mixture according to any one of (1) to (3), wherein the substance is a compound having anisotropy.

  By satisfying the relationship of τ × λ <2,000 (nsec · nm), the mixture of the present invention is not easily photodegraded and has high reliability particularly in an environment irradiated with visible light. Here, the difficulty of photodegradation is paraphrased as having high photodecompression suppression, high photostability, or high photoreliability.

Hereinafter, although this invention is demonstrated concretely, this invention is not limited to this.
"blend"
The mixture of the first embodiment of the present invention is a mixture containing two or more substances that respond to action, and has an excitation lifetime (τ) (nsec) and an absorption wavelength (λ) (nm) of τ × λ. <2,000 (nsec · nm) is satisfied.

  The excitation lifetime (τ) is a period from when the mixture is irradiated with light having an absorption wavelength (λ), and at least one of the two or more substances constituting the mixture is excited and returns to the ground state again. It means time (nanosecond). Here, the absorption wavelength (λ) means the wavelength of the absorption peak in the ultraviolet light region having a wavelength of 150 to 380 nm. Therefore, the light having the absorption wavelength (λ) means light including the wavelength of the absorption peak in the ultraviolet light region. Further, when a plurality of absorption peaks exist in the region, the light having the absorption wavelength (λ) means light including the absorption peak on the shortest wavelength side.

  The mixture contains at least two, preferably three or more substances that respond to the same action. It is possible to arbitrarily select the type of the substance that responds to the action depending on the use situation and environment of the mixture. The mixture contains at least two kinds of substances that respond to the action, but it is preferable to use four or more kinds in consideration of the properties of the substances used, more preferably five kinds or more, and six kinds. It is still more preferable, 7 types are still more preferable, 8 types are more preferable, 9 types are more preferable, and 10 types or more are more preferable.

  Since each substance has a physicochemical interaction in the mixture, even if the excitation lifetime in the isolated state of each substance is obtained, the excitation of the mixture is determined from the excitation lifetime in the isolated state. Lifetime cannot be accurately derived. In other words, the excitation lifetime of the mixture cannot be obtained unless it is measured.

  The method described in Non-Patent Document 1 is applied to the method for measuring the excitation lifetime of the mixture. However, when the mixture is a liquid crystal composition, the excitation lifetime (τ) (nsec) and absorption wavelength (λ) (nm) of the liquid crystal composition are measured values at room temperature, regardless of the type of liquid crystal phase. In addition, when it cannot measure, it calculates | requires by melt | dissolving a mixture in a solvent and extrapolating.

  The substances constituting the mixture are substances that respond to the same action. Examples of the action include a physical action given from the outside. Examples of the physical action include magnetic force, electric force, electromagnetic force, or body force (force that causes a liquid to flow). Examples of a method of applying a magnetic force to the mixture include a method of bringing a magnetic material such as a magnet having magnetism close to the mixture. Examples of a method for applying an electric force to the mixture include a method in which the mixture is installed between a positive electrode and a negative electrode, and an electric field (electric field) is formed by both electrodes. Examples of a method for applying an electromagnetic force to the mixture include a method of irradiating an electromagnetic wave having a specific wavelength, for example, visible light. Examples of a method for applying a bulk force to the mixture include a method of stirring the mixture and a method of blowing a gas onto the mixture. When the agitation is performed, the mixture may be agitated by a stirring plate or a fin, and a shearing force may be applied to the mixture. It may be due to Poiseuille flow or Couette flow.

  An example of the substance is an anisotropic compound. In this case, when the compound having the anisotropy responds to the action from the outside, the mixture transitions to a state having an orientation, for example, a nematic liquid crystal or a smectic liquid crystal having an alignment long-range order. It is possible. Or the compound which has the said anisotropy responds with respect to the effect | action from the outside can change the liquid-crystal state which the said mixture had before receiving the effect | action.

As a mixture of 1st embodiment, the liquid crystal composition which consists of 2 or more types of liquid crystalline compounds, for example, Preferably 3 or more types of liquid crystalline compounds is mentioned.
The liquid crystal composition has the above-described excitation lifetime (τ) (nsec) and absorption wavelength (λ) (nm),
The relation of τ × λ <2,000 (nsec · nm) is satisfied.
The value of τ × λ (unit: nsec · nm) is not particularly limited as long as it is less than 2000, but is preferably 1000 or less, more preferably 500 or less, and even more preferably 300 or less. The value of τ × λ is usually 1 or more.

  Preferred properties of the liquid crystal composition include, for example, a clearing point of 60 ° C. or higher and a liquid crystal phase at room temperature.

  When the liquid crystal phase is a smectic liquid crystal phase (ferroelectric liquid crystal phase), a liquid crystal composition containing at least one compound represented by the following formula (LC-0) is preferable.

<Liquid crystal composition constituting smectic liquid crystal phase>
The liquid crystal composition constituting the smectic liquid crystal phase preferably contains one or more liquid crystalline compounds represented by the following general formula (LC-0).

（式中、Ｒは各々独立に炭素原子数１〜３０の直鎖状もしくは分岐状のアルキル基、水素原子又はフッ素原子を表し、該アルキル基中の１つ又は２つ以上の−ＣＨ_２−基は酸素原子又は硫黄原子が相互に直接結合しないものとして−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＳＯ_２−、−ＳＯ_２−Ｏ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ＝ＣＨ−、−Ｃ≡Ｃ−、シクロプロピレン基又は−Ｓｉ（ＣＨ_３）_２−で置き換えられてもよく、該アルキル基中の１つ以上の水素原子はフッ素原子、塩素原子、臭素原子又はシアノ基で置き換えられていてもよく、
Ｚは各々独立に−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＯ−Ｎ（Ｒ^ａ）−、−Ｎ（Ｒ^ａ）−ＣＯ−、−ＯＣＨ_２−、−ＣＨ_２Ｏ−、−ＳＣＨ_２−、−ＣＨ_２Ｓ−、−Ｏ−ＳＯ_２−、−ＳＯ_２−Ｏ−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＦ_２Ｓ−、−ＳＣＦ_２−、−ＣＨ_２ＣＨ_２−、−ＣＦ_２ＣＨ_２−、−ＣＨ_２ＣＦ_２−、−ＣＦ_２ＣＦ_２−、−ＣＨ＝ＣＨ−、−ＣＦ＝ＣＨ−、−ＣＨ＝ＣＦ−、−ＣＦ＝ＣＦ−、−Ｃ≡Ｃ−、−ＣＨ＝ＣＨ−ＣＯ−Ｏ−、−Ｏ−ＣＯ−ＣＨ＝ＣＨ−又は単結合を表し、−ＣＯ−Ｎ（Ｒ^ａ）−又は−Ｎ（Ｒ^ａ）−ＣＯ−におけるＲ^ａは水素原子又は炭素原子数１〜４の直鎖状もしくは分枝状のアルキル基を表し、
Ａは各々独立にフェニレン基、シクロヘキシレン基、ジオキソランジイル基、シクロヘキセニレン基、ビシクロ［２．２．２］オクチレン基、ピペリジンジイル基、ナフタレンジイル基、デカヒドロナフタレンジイル基、テトラヒドロナフタレンジイル基又はインダンジイル基から選択される環式基を表し、前記フェニレン基、ナフタレンジイル基、テトラヒドロナフタレンジイル基又はインダンジイル基は環内の２つ以上の−ＣＨ＝基が窒素原子で置き換えられてもよく、前記シクロヘキシレン基、ジオキソランジイル基、シクロヘキセニレン基、ビシクロ［２．２．２］オクチレン基、ピペリジンジイル基、デカヒドロナフタレンジイル基、テトラヒドロナフタレンジイル基又はインダンジイル基は環内の１つ又は２つ以上の隣接していない−ＣＨ_２−基が、−Ｏ−及び／又は−Ｓ−で置き換えられてもよく、前記環式基の１つ又はそれ以上の水素原子が、フッ素原子、塩素原子、臭素原子、シアノ基、ＮＯ_２基、あるいは、１つ又は２つ以上の水素原子がフッ素原子又は塩素原子で置き換えられてもよい、炭素原子数１〜７のアルキル基、アルコキシ基、アルキルカルボニル基又はアルコキシカルボニル基で置き換えられていてもよく、ｎは１、２、３、４又は５である。）

(In the formula, each R independently represents a linear or branched alkyl group having 1 to 30 carbon atoms, a hydrogen atom, or a fluorine atom, and one or two or more —CH ₂ — in the alkyl group. As the group, oxygen atom or sulfur atom is not directly bonded to each other as —O—, —S—, —CO—, —CO—O—, —O—CO—, —CO—S—, —S—CO—. , —O—SO ₂ —, —SO ₂ —O—, —O—CO—O—, —CH═CH—, —C≡C—, a cyclopropylene group, or —Si (CH ₃ ) ₂ —. And one or more hydrogen atoms in the alkyl group may be replaced with a fluorine atom, a chlorine atom, a bromine atom or a cyano group,
Z is each independently —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —CO—N (R ^a ) —, —N ( R ^a ) —CO—, —OCH ₂ —, —CH ₂ O—, —SCH ₂ —, —CH ₂ S—, —O—SO ₂ —, —SO ₂ —O—, —CF ₂ O—, — _{OCF 2 -, - CF 2 S} -, - SCF 2 -, - CH 2 CH 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 -, - CH = CH -, - CF═CH—, —CH═CF—, —CF═CF—, —C≡C—, —CH═CH—CO—O—, —O—CO—CH═CH— or a single bond, R ^{a in} —N (R ^a ) — or —N (R ^a ) —CO— represents ^a hydrogen atom or ^a linear or branched alkyl group having 1 to 4 carbon atoms,
A each independently represents a phenylene group, a cyclohexylene group, a dioxolanediyl group, a cyclohexenylene group, a bicyclo [2.2.2] octylene group, a piperidinediyl group, a naphthalenediyl group, a decahydronaphthalenediyl group, or a tetrahydronaphthalenediyl group. Or a cyclic group selected from indanediyl groups, wherein the phenylene group, naphthalenediyl group, tetrahydronaphthalenediyl group or indanediyl group may have two or more —CH═ groups in the ring replaced with nitrogen atoms, The cyclohexylene group, dioxolanediyl group, cyclohexenylene group, bicyclo [2.2.2] octylene group, piperidinediyl group, decahydronaphthalenediyl group, tetrahydronaphthalenediyl group or indandiyl group is one or two in the ring. Two or more adjacent There -CH 2 _- groups may be replaced by -O- and / or -S-, 1 or more hydrogen atoms of the cyclic group, a fluorine atom, a chlorine atom, a bromine atom, a cyano group , A NO ₂ group, or an alkyl group having 1 to 7 carbon atoms, an alkoxy group, an alkylcarbonyl group, or an alkoxycarbonyl group, in which one or more hydrogen atoms may be replaced with a fluorine atom or a chlorine atom N may be 1, 2, 3, 4 or 5. )

  As the liquid crystal compound (LC-0), liquid crystal compounds represented by the following general formulas (LC-I) to (LC-III) are preferable.

（式中、Ｒは各々独立に炭素原子数１〜３０の直鎖状もしくは分岐状のアルキル基、水素原子又はフッ素原子を表し、該アルキル基中の、１つ又は２つ以上の−ＣＨ_２−基は酸素原子又は硫黄原子が相互に直接結合しないものとして−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＳＯ_２−、−ＳＯ_２−Ｏ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ＝ＣＨ−、−Ｃ≡Ｃ−、シクロプロピレン基又は−Ｓｉ（ＣＨ_３）_２−で置き換えられてもよく、該アルキル基中の１つ以上の水素原子はフッ素原子、塩素原子、臭素原子又はシアノ基で置き換えられていてもよく、Ｒは各々独立に炭素原子数１〜２０が好ましく、より好ましくは１〜１５が好ましく、
Ｚは各々独立に−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＯ−Ｎ（Ｒ^ａ）−、−Ｎ（Ｒ^ａ）−ＣＯ−、−ＯＣＨ_２−、−ＣＨ_２Ｏ−、−ＳＣＨ_２−、−ＣＨ_２Ｓ−、−Ｏ−ＳＯ_２−、−ＳＯ_２−Ｏ−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＦ_２Ｓ−、−ＳＣＦ_２−、−ＣＨ_２ＣＨ_２−、−ＣＦ_２ＣＨ_２−、−ＣＨ_２ＣＦ_２−、−ＣＦ_２ＣＦ_２−、−ＣＨ＝ＣＨ−、−ＣＦ＝ＣＨ−、−ＣＨ＝ＣＦ−、−ＣＦ＝ＣＦ−、−Ｃ≡Ｃ−、−ＣＨ＝ＣＨ−ＣＯ−Ｏ−、−Ｏ−ＣＯ−ＣＨ＝ＣＨ−又は単結合を表し、−ＣＯ−Ｎ（Ｒ^ａ）−又は−Ｎ（Ｒ^ａ）−ＣＯ−におけるＲ^ａは水素原子、又は炭素原子数１〜４の直鎖状もしくは分枝状のアルキル基を表し、
Ｙは各々独立に単結合、又は炭素原子数１〜１０の直鎖状もしくは分岐状のアルキレン基を表し、該アルキレン基中に存在する１つ又は２つ以上のメチレン基は酸素原子が相互に直接結合しないものとして各々独立に−Ｏ−、−ＣＯ−、−ＣＯＯ−又は−ＯＣＯ−で置換されていても良く、該アルキレン基中に存在する１つ又は２つ以上の水素原子は各々独立にハロゲン原子又は炭素原子数１〜９のアルキル基で置換されていてもよく、
Ｘは各々独立にフッ素原子、塩素原子、臭素原子、シアノ基、メチル基、メトキシ基、−ＣＦ_３又は−ＯＣＦ_３を表し、ｎは各々独立に０〜４の整数を表し、ｎ_１、ｎ_２、ｎ_３及びｎ_４は、各々独立に０又は１を表すが、ｎ_１＋ｎ_２＋ｎ_３＋ｎ_４＝１〜４であり、
Ｃｙｃｌｏは各々独立に炭素原子数３〜１０のシクロアルカンを表し、任意に二重結合を有していてもよく、炭素原子数は３または６が好ましい。）

(In the formula, each R independently represents a linear or branched alkyl group having 1 to 30 carbon atoms, a hydrogen atom or a fluorine atom, and one or two or more —CH _{2 in the} alkyl group. The group represents -O-, -S-, -CO-, -CO-O-, -O-CO-, -CO-S-, -S-CO, in which oxygen or sulfur atoms are not directly bonded to each other; —, —O—SO ₂ —, —SO ₂ —O—, —O—CO—O—, —CH═CH—, —C≡C—, cyclopropylene group, or —Si (CH ₃ ) ₂ — One or more hydrogen atoms in the alkyl group may be replaced by a fluorine atom, a chlorine atom, a bromine atom or a cyano group, and each R independently preferably has 1 to 20 carbon atoms, More preferably, 1-15 is preferable,
Z is each independently —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —CO—N (R ^a ) —, —N ( R ^a ) —CO—, —OCH ₂ —, —CH ₂ O—, —SCH ₂ —, —CH ₂ S—, —O—SO ₂ —, —SO ₂ —O—, —CF ₂ O—, — _{OCF 2 -, - CF 2 S} -, - SCF 2 -, - CH 2 CH 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 -, - CH = CH -, - CF═CH—, —CH═CF—, —CF═CF—, —C≡C—, —CH═CH—CO—O—, —O—CO—CH═CH— or a single bond, R ^{a in} —N (R ^a ) — or —N (R ^a ) —CO— represents ^a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms;
Y each independently represents a single bond or a linear or branched alkylene group having 1 to 10 carbon atoms, and one or two or more methylene groups present in the alkylene group have oxygen atoms bonded to each other. Each of them may be independently substituted with -O-, -CO-, -COO- or -OCO- as not directly bonded, and one or more hydrogen atoms present in the alkylene group are each independently May be substituted with a halogen atom or an alkyl group having 1 to 9 carbon atoms,
X represents each independently a fluorine atom, a chlorine atom, a bromine atom, a cyano group, a methyl group, a methoxy group, —CF ₃ or —OCF ₃ , n represents each independently an integer of 0 to 4, n ₁ , n ₂ , n ₃ and n ₄ each independently represents 0 or 1, but n ₁ + n ₂ + n ₃ + n ₄ = 1 to 4,
Cyclo each independently represents a cycloalkane having 3 to 10 carbon atoms, optionally having a double bond, and preferably 3 or 6 carbon atoms. )

In order to exhibit liquid crystallinity, the ring is preferably 1,4-substituted. That is, the cyclic divalent group contained in the liquid crystalline compound is preferably a 1,4-cyclohexylene group, a 1,4-phenylene group, a 2,5-pyrimidinediyl group, or the like.
For example, liquid crystalline compounds represented by the following general formulas (LC-Ia) to (LC-IIIa) are preferable.

（式中、Ｒ^１１及びＲ^１２は各々独立に炭素原子数１〜３０の直鎖状もしくは分岐状のアルキル基、水素原子又はフッ素原子を表すが、Ｒ^１１とＲ^１２が同時にフッ素原子となることはなく、該アルキル基中の、１つ又は２つ以上の−ＣＨ_２−基は酸素原子又は硫黄原子が相互に直接結合しないものとして−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ＝ＣＨ−、−Ｃ≡Ｃ−、シクロプロピレン基又は−Ｓｉ（ＣＨ_３）_２−で置き換えられてもよく、該アルキル基中の１つ以上の水素原子はフッ素原子、又はシアノ基で置き換えられていてもよく、Ｒ^１１及びＲ^１２は各々独立に炭素原子数１〜２０が好ましく、より好ましくは１〜１５が好ましく、
Ｘ^１１〜Ｘ^２２は各々独立に水素原子、フッ素原子、塩素原子、臭素原子、メチル基、メトキシ基、ＣＦ_３基又はＯＣＦ_３基を表し、
Ｌ^１１〜Ｌ^１４は各々独立に単結合、−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＨ_２Ｏ−、−ＯＣＨ_２−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ_２ＣＨ_２−、−ＣＨ＝ＣＨ−又は−Ｃ≡Ｃ−を表し、
Ｙは各々独立に、単結合又は炭素原子数１〜１０の直鎖状もしくは分岐状のアルキレン基を表し、該アルキレン基中に存在する１つ又は２つ以上のメチレン基は酸素原子が相互に直接結合しないものとして各々独立に−Ｏ−、−ＣＯ−、−ＣＯＯ−又は−ＯＣＯ−で置換されていても良く、該アルキレン基中に存在する１つ又は２つ以上の水素原子は各々独立にハロゲン原子又は炭素原子数１〜９のアルキル基で置換されていてもよく、
ａ^１、ｂ^１、ｃ^１及びｄ^１は各々独立に０又は１の整数を表すが、ａ^１＋ｂ^１＋ｃ^１＋ｄ^１は１、２又は３であり、ａ^１が０の場合はｄ^１は０であり、ａ^１が１の場合はｃ^１は０であり、ｃ^１が１の場合はａ^１は０であり、ｂ^１＝ｃ^１＝１の場合はａ^１＝ｄ^１＝０であり、
Ｃｙｃｌｏは各々独立に炭素原子数３〜１０のシクロアルカンを表し、任意に二重結合を有していてもよく、炭素原子数は３または６が好ましい。）

(In the formula, each of R ¹¹ and R ¹² independently represents a linear or branched alkyl group having 1 to 30 carbon atoms, a hydrogen atom or a fluorine atom, and R ¹¹ and R ¹² simultaneously become a fluorine atom. In the alkyl group, one or more —CH ₂ — groups are defined as —O—, —S—, —CO—, —CO in which oxygen or sulfur atoms are not directly bonded to each other. -O-, -O-CO-, -CO-S-, -S-CO-, -O-CO-O-, -CH = CH-, -C≡C-, a cyclopropylene group or -Si (CH ₃ ) It may be replaced with _2- , and one or more hydrogen atoms in the alkyl group may be replaced with a fluorine atom or a cyano group, and R ¹¹ and R ¹² each independently has 1 carbon atom. ~ 20 are preferred, more preferably 1-15 are preferred,
X ^{11 to} X ²² each independently represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a CF ₃ group or an OCF ₃ group,
L ^{11 to} L ¹⁴ are each independently a single bond, —O—, —S—, —CO—, —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —OCF ₂ —, —CO—O. -, - O-CO -, - CO-S -, - S-CO -, - O-CO-O -, - CH 2 CH 2 -, - represents a CH = CH- or -C≡C-,
Each Y independently represents a single bond or a linear or branched alkylene group having 1 to 10 carbon atoms, and one or two or more methylene groups present in the alkylene group have oxygen atoms bonded to each other. Each of them may be independently substituted with -O-, -CO-, -COO- or -OCO- as not directly bonded, and one or more hydrogen atoms present in the alkylene group are each independently May be substituted with a halogen atom or an alkyl group having 1 to 9 carbon atoms,
a ¹ , b ¹ , c ¹ and d ¹ each independently represents an integer of 0 or 1, but a ¹ + b ¹ + c ¹ + d ¹ is 1, 2 or 3, and d ¹ when a ¹ is 0 Is 0, c ¹ is 0 when a ¹ is 1, a ¹ is 0 when c ¹ is 1, and a ¹ = d ¹ = 0 when b ¹ = c ¹ = 1 And
Cyclo each independently represents a cycloalkane having 3 to 10 carbon atoms, optionally having a double bond, and preferably 3 or 6 carbon atoms. )

  Especially, the liquid crystalline compound represented by the following general formula (LC-IV) and the liquid crystalline compound represented by the following general formula (LC-V) are preferable.

（式中、Ｒ^１１及びＲ^１２は各々独立に炭素原子数１〜３０の直鎖状もしくは分岐状のアルキル基、水素原子又はフッ素原子を表すが、Ｒ^１１とＲ^１２が同時にフッ素原子となることはなく、該アルキル基中の、１つ又は２つ以上の−ＣＨ_２−基は酸素原子又は硫黄原子が相互に直接結合しないものとして−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ＝ＣＨ−、−Ｃ≡Ｃ−、シクロプロピレン基又は−Ｓｉ（ＣＨ_３）_２−で置き換えられてもよく、該アルキル基中の１つ以上の水素原子はフッ素原子、又はシアノ基で置き換えられていてもよく、Ｒ^１１及びＲ^１２は各々独立に炭素原子数１〜２０が好ましく、より好ましくは１〜１５が好ましく、
環Ａ^１は各々独立に１〜４つの水素原子がフッ素原子、塩素原子、臭素原子、シアノ基、メチル基、メトキシ基、−ＣＦ_３又は−ＯＣＦ_３、あるいはこれらの複数の基で置き換えられてもよい１，４−フェニレン基又は１，４−シクロヘキシレン基を表し、
環Ｂ^１は各々独立に１〜４つの水素原子がフッ素原子、塩素原子、臭素原子、シアノ基、メチル基、メトキシ基、−ＣＦ_３又は−ＯＣＦ_３、あるいはこれらの複数の基で置き換えられてもよい１，４−フェニレン基を表し、
環Ｃ^１は各々独立に１〜４つの水素原子がフッ素原子、塩素原子、臭素原子、シアノ基、メチル基、メトキシ基、−ＣＦ_３又は−ＯＣＦ_３、あるいはこれらの複数の基で置き換えられてもよい１，４−シクロヘキシレン基を表し、
Ｌは各々独立に単結合、−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＨ_２Ｏ−、−ＯＣＨ_２−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ_２ＣＨ_２−、−ＣＨ＝ＣＨ−又は−Ｃ≡Ｃ−を表し、
Ｙは各々独立に、単結合又は炭素原子数１〜１０の直鎖状もしくは分岐状のアルキレン基を表し、該アルキレン基中に存在する１つ又は２つ以上のメチレン基は酸素原子が相互に直接結合しないものとして各々独立に−Ｏ−、−ＣＯ−、−ＣＯＯ−又は−ＯＣＯ−で置換されていても良く、該アルキレン基中に存在する１つ又は２つ以上の水素原子は各々独立にハロゲン原子又は炭素原子数１〜９のアルキル基で置換されていてもよく、
ａ^１は０、１又は２を表し、ｂ^１、及びｃ^１は０、１又は２の整数を表し、ａ^１、ｂ^１及びｃ^１の合計は１、２又は３を表す。）

(In the formula, each of R ¹¹ and R ¹² independently represents a linear or branched alkyl group having 1 to 30 carbon atoms, a hydrogen atom or a fluorine atom, and R ¹¹ and R ¹² simultaneously become a fluorine atom. In the alkyl group, one or more —CH ₂ — groups are defined as —O—, —S—, —CO—, —CO in which oxygen or sulfur atoms are not directly bonded to each other. -O-, -O-CO-, -CO-S-, -S-CO-, -O-CO-O-, -CH = CH-, -C≡C-, a cyclopropylene group or -Si (CH ₃ ) It may be replaced with _2- , and one or more hydrogen atoms in the alkyl group may be replaced with a fluorine atom or a cyano group, and R ¹¹ and R ¹² each independently has 1 carbon atom. ~ 20 are preferred, more preferably 1-15 are preferred,
In the ring A ¹ , 1 to 4 hydrogen atoms are each independently replaced with a fluorine atom, a chlorine atom, a bromine atom, a cyano group, a methyl group, a methoxy group, —CF ₃ or —OCF ₃ , or a plurality of these groups. Represents a 1,4-phenylene group or a 1,4-cyclohexylene group,
In the ring B ¹ , 1 to 4 hydrogen atoms are each independently replaced with a fluorine atom, a chlorine atom, a bromine atom, a cyano group, a methyl group, a methoxy group, —CF ₃ or —OCF ₃ , or a plurality of these groups. Represents a good 1,4-phenylene group,
In each ring C ¹ , 1 to 4 hydrogen atoms are independently replaced with a fluorine atom, a chlorine atom, a bromine atom, a cyano group, a methyl group, a methoxy group, —CF ₃ or —OCF ₃ , or a plurality of these groups. Represents a good 1,4-cyclohexylene group,
L is each independently a single bond, —O—, —S—, —CO—, —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —OCF ₂ —, —CO—O—, —O. -CO -, - CO-S - , - S-CO -, - O-CO-O -, - CH 2 CH 2 -, - represents a CH = CH- or -C≡C-,
Each Y independently represents a single bond or a linear or branched alkylene group having 1 to 10 carbon atoms, and one or two or more methylene groups present in the alkylene group have oxygen atoms bonded to each other. Each of them may be independently substituted with -O-, -CO-, -COO- or -OCO- as not directly bonded, and one or more hydrogen atoms present in the alkylene group are each independently May be substituted with a halogen atom or an alkyl group having 1 to 9 carbon atoms,
a ¹ represents 0, 1 or 2, b ¹ and c ¹ represent an integer of 0, 1 or 2, and the sum of a ¹ , b ¹ and c ¹ represents ¹ , 2 or 3. )

（式中、Ｒ^２１及びＲ^２２は各々独立に炭素原子数１〜３０の直鎖状もしくは分岐状のアルキル基、水素原子又はフッ素原子を表すが、Ｒ^２１とＲ^２２が同時にフッ素原子となることはなく、該アルキル基中の、１つ又は２つ以上の−ＣＨ_２−基は酸素原子又は硫黄原子が相互に直接結合しないものとして−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ＝ＣＨ−、−Ｃ≡Ｃ−、シクロプロピレン基又は−Ｓｉ（ＣＨ_３）_２−で置き換えられてもよく、該アルキル基中の１つ以上の水素原子はフッ素原子又はシアノ基で置き換えられていてもよく、Ｒ^２１及びＲ^２２は各々独立に炭素原子数１〜２０が好ましく、より好ましくは１〜１５が好ましく、
Ｘ^２１〜Ｘ^２７は各々独立に水素原子、フッ素原子、−ＣＦ_３、又は−ＯＣＦ_３を表し、
Ｌ^２１〜Ｌ^２４は各々独立に単結合、−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＨ_２Ｏ−、−ＯＣＨ_２−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ_２ＣＨ_２−、−ＣＨ＝ＣＨ−又は−Ｃ≡Ｃ−を表し、Ｙの定義は式（ＬＣ−ＩＶ）における定義と同じであり、
ａ^２、ｂ^２、ｃ^２及びｄ^２は各々独立に０又は１の整数を表すが、ａ^２＋ｂ^２＋ｃ^２＋ｄ^２は１、２又は３であり、ａ^２が０の場合はｄ^２は０であり、ａ^２が１の場合はｃ^２は０であり、ｂ^２＝ｃ^２＝１の場合はａ^２＝ｄ^２＝０である。）

(In the formula, each of R ²¹ and R ²² independently represents a linear or branched alkyl group having 1 to 30 carbon atoms, a hydrogen atom or a fluorine atom, and R ²¹ and R ²² simultaneously become a fluorine atom. In the alkyl group, one or more —CH ₂ — groups are defined as —O—, —S—, —CO—, —CO in which oxygen or sulfur atoms are not directly bonded to each other. -O-, -O-CO-, -CO-S-, -S-CO-, -O-CO-O-, -CH = CH-, -C≡C-, a cyclopropylene group or -Si (CH ₃ ) It may be replaced with _2- , and one or more hydrogen atoms in the alkyl group may be replaced with a fluorine atom or a cyano group, and each of R ²¹ and R ²² independently represents 1 to 1 carbon atoms. 20, more preferably 1-15,
X ^{21 to} X ²⁷ each independently represent a hydrogen atom, a fluorine atom, —CF ₃ , or —OCF ₃ ;
L ^{21 to} L ²⁴ are each independently a single bond, —O—, —S—, —CO—, —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —OCF ₂ —, —CO—O. -, - O-CO -, - CO-S -, - S-CO -, - O-CO-O -, - CH 2 CH 2 -, - CH = CH- or an -C≡C-, Y Is the same as defined in formula (LC-IV),
a ² , b ² , c ² and d ² each independently represent an integer of 0 or 1, but a ² + b ² + c ² + d ² is 1, 2 or 3, and when a ² is 0, d ² Is 0, c ² is 0 when a ² is 1, and a ² = d ² = 0 when b ² = c ² = 1. )

  In particular, (LC-V) is a compound that does not contain a polar atom such as nitrogen, oxygen, or sulfur in the ring structure, and therefore, when it is combined with a specific pigment in a color filter, the voltage holding ratio (VHR) In particular, it is preferable to be used for TFT driving because no burn-in occurs.

Among the phenylpyrimidine compounds, a substituent is added to the ring portion of the molecule to obtain a tilted smectic phase necessary for the development of ferroelectricity, to increase the tilt angle of the molecule, or to lower the melting point. It is preferable that at least one fluorine atom, CF ₃ group, or OCF ₃ group is introduced. It is preferable to introduce fluorine having a small shape as a substituent in terms of maintaining a stable liquid crystal phase and maintaining high-speed response. The number of substituents is preferably 1 to 3.

The viscosity is fast response low, the linking group connecting the ring (-Z-Y-Z-, or -Y-L-Y-) as a single _{bond, -CH 2 O -, - OCH} 2 -, - CF It is preferably selected from a group consisting of ₂ O—, —OCF ₂ —, —CH ₂ CH ₂ —, —CH═CH—, or —C≡C—, and particularly preferably a single bond. A single bond is preferable also in terms of suppressing local polarization of the molecule and reducing adverse effects on the switching behavior. On the other hand, as the material for maintaining the stability of the layer structure, it is preferable that the viscosity is high. In this case, from —CO—O—, —O—CO—, —CO—S—, and —S—CO—. Are preferably selected from the group consisting of: —CO—O— and —O—CO—.

On the other hand, in terms of increasing the effect of lowering the melting point, one or both of the side chains (R, R ¹¹ , R ¹² , R ²¹ , R ²² ) have a hydrogen atom, methyl group, ethyl group, propyl group, pentyl group. Hexyl group, heptyl group, octyl group, nonyl group, isopropyl group, alkylcarbonyloxy group, alkyloxycarbonyl group or alkyloxycarbonyloxy group are preferably used.
As a compound suitable for increasing Δn, showing a stable ferroelectric liquid crystal phase, and having a low viscosity and suitable for a high-speed response, a liquid crystal compound represented by the following general formula (LC-VI) is used. preferable.

（式中、Ｒ^２１及びＲ^２２は各々独立に炭素原子数１〜３０の直鎖状もしくは分岐状のアルキル基、水素原子、又はフッ素原子を表し、
該アルキル基中の、１つ又は２つ以上の−ＣＨ_２−基は酸素原子又は硫黄原子が相互に直接結合しないものとして−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＳＯ_２−、−ＳＯ_２−Ｏ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ＝ＣＨ−、−Ｃ≡Ｃ−、シクロプロピレン基又は−Ｓｉ（ＣＨ_３）_２−で置き換えられてもよく、該アルキル基中の１つ以上の水素原子はフッ素原子、塩素原子、臭素原子又はＣＮ基で置き換えられていてもよく、Ｒ^２１及びＲ^２２は各々独立に炭素原子数１〜２０が好ましく、より好ましくは１〜１５が好ましく、
Ｘ^２１〜Ｘ^２４は各々独立に水素原子、フッ素原子、塩素原子、臭素原子、シアノ基、メチル基、メトキシ基、−ＣＦ_３又は−ＯＣＦ_３を表し、
環Ａ^１は各々独立にフェニレン基又はシクロヘキシレン基を示し、
Ｌは各々独立に単結合、−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＨ_２Ｏ−、−ＯＣＨ_２−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ_２ＣＨ_２−、−ＣＨ＝ＣＨ−又は−Ｃ≡Ｃ−を表し、Ｙの定義は式（ＬＣ−ＩＶ）における定義と同じであり、
ａ^１は０、１又は２を表し、ｂ^１及びｃ^１は０、１又は２の整数を表し、ａ^１＋ｂ^１＋ｃ^１の合計は１又は２を表し、ａ^１＝１のときｃ^１＝０であり、ｃ^１＝１のときａ^１＝０である。）

(Wherein R ²¹ and R ²² each independently represents a linear or branched alkyl group having 1 to 30 carbon atoms, a hydrogen atom, or a fluorine atom,
In the alkyl group, one or more —CH ₂ — groups are —O—, —S—, —CO—, —CO—O—, in which oxygen or sulfur atoms are not directly bonded to each other. —O—CO—, —CO—S—, —S—CO—, —O—SO ₂ —, —SO ₂ —O—, —O—CO—O—, —CH═CH—, —C≡C. -, A cyclopropylene group, or -Si (CH ₃ ) _2- may be substituted, and one or more hydrogen atoms in the alkyl group may be substituted with a fluorine atom, a chlorine atom, a bromine atom or a CN group. Well, R ²¹ and R ²² each independently preferably have 1 to 20 carbon atoms, more preferably 1 to 15 carbon atoms,
X ^{21 to} X ²⁴ each independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a cyano group, a methyl group, a methoxy group, —CF ₃ or —OCF ₃ ;
Each ring A ¹ independently represents a phenylene group or a cyclohexylene group;
L is each independently a single bond, —O—, —S—, —CO—, —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —OCF ₂ —, —CO—O—, —O. Represents —CO—, —CO—S—, —S—CO—, —O—CO—O—, —CH ₂ CH ₂ —, —CH═CH— or —C≡C—, and Y is defined by the formula The same definition as in (LC-IV),
a ¹ represents 0, 1 or 2, b ¹ and c ¹ represent an integer of 0, 1 or 2, the sum of a ¹ + b ¹ + c ¹ represents 1 or 2, and c ¹ when a ¹ = ¹ = 0, and when c ¹ = 1, a ¹ = 0. )

Y in the general formulas (LC-I) to (LC-VI) is preferably each independently a single bond or an alkylene group having 1 to 7 carbon atoms (one or two or more present in the alkylene group). And each methylene group may be independently substituted with —O—, —CO—, —COO—, or —OCO— as if oxygen atoms are not directly bonded to each other.
More preferably, each independently represents a single bond or an alkylene group having 1 to 5 carbon atoms (one or two or more methylene groups present in the alkylene group are independently selected as those in which oxygen atoms are not directly bonded to each other). -O-, -CO-, -COO- or -OCO- may be substituted.), More preferably each independently a single bond or an alkylene group having 1 to 3 carbon atoms (the alkylene group). One or two or more methylene groups present therein may be each independently substituted with —O—, —CO—, —COO— or —OCO— so that oxygen atoms are not directly bonded to each other. ).
As a compound suitable for TFT driving, showing a stable ferroelectric liquid crystal phase, and having a low viscosity and suitable for high-speed response, a liquid crystalline compound represented by the following general formula (LC-VII) is particularly preferable.

（式中、ｅ^１は０又は１を表し、Ｘ^２１〜Ｘ^２６は各々独立に水素原子又はフッ素原子基を表すが、ｅ^１が０のときＸ^２１〜Ｘ^２４の少なくとも１つはフッ素原子で、ｅ^１が１のときＸ^２１〜Ｘ^２６の少なくとも１つはフッ素原子であり、
Ｒ^２１及びＲ^２２は各々独立に炭素原子数１〜３０の直鎖状もしくは分岐状のアルキル基、水素原子又はフッ素原子を表し、該アルキル基中の１つの−ＣＨ_２−基が−Ｏ−で置き換えられてもよく、Ｒ^２１及びＲ^２２は各々独立に炭素原子数１〜２０が好ましく、より好ましくは１〜１５が好ましく、
Ｌ^２５は単結合、−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＨ_２Ｏ−、−ＯＣＨ_２−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＯ−Ｏ−、−Ｏ−ＣＯ−、−ＣＯ−Ｓ−、−Ｓ−ＣＯ−、−Ｏ−ＣＯ−Ｏ−、−ＣＨ_２ＣＨ_２−、−ＣＨ＝ＣＨ−又は−Ｃ≡Ｃ−を表し、
環Ａはフェニレン基またはシクロヘキシレン基を表す。）

(In the formula, e ¹ represents 0 or 1, X ^{21 to} X ²⁶ each independently represents a hydrogen atom or a fluorine atom group, and when e ¹ is 0, at least one of X ^{21 to} X ²⁴ represents a fluorine atom. And when e ¹ is 1, at least one of X ^{21 to} X ²⁶ is a fluorine atom,
R ²¹ and R ²² each independently represents a linear or branched alkyl group having 1 to 30 carbon atoms, a hydrogen atom or a fluorine atom, and one —CH ₂ — group in the alkyl group is —O—. R ²¹ and R ²² each independently preferably have 1 to 20 carbon atoms, more preferably 1 to 15 carbon atoms,
L ²⁵ represents a single bond, —O—, —S—, —CO—, —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —OCF ₂ —, —CO—O—, —O—CO. -, - CO-S -, - S-CO -, - O-CO-O -, - CH 2 CH 2 -, - represents a CH = CH- or -C≡C-,
Ring A represents a phenylene group or a cyclohexylene group. )

  The liquid crystal compound used in the ferroelectric liquid crystal composition in the liquid crystal display device is the above (LC-0), (LC-I) to (LC-III), (LC-IV), (LC-V). , (LC-VI), (LC-VII), etc., or a combination of two or more thereof.

[Nonpolar compounds]
When the mixture according to the present invention is a liquid crystal composition, the liquid crystal composition preferably contains one or more compounds represented by the general formula (LC5). By including a non-polar compound, the excitation lifetime (τ) of the mixture tends to be shortened, and as a result, the light stability (light reliability) of the mixture can be improved.

(式中、Ｒ_１及びＲ_２はそれぞれ独立して炭素数１〜１５のアルキル基を表し、該アルキル基中の１つ又は２つ以上のＣＨ_２基は、酸素原子が直接隣接しないように、−Ｏ−、−ＣＨ＝ＣＨ−、−ＣＯ−、−ＯＣＯ−、−ＣＯＯ−、−Ｃ≡Ｃ−、−ＣＦ_２Ｏ−又は−ＯＣＦ_２−で置換されてよく、該アルキル基中の１つ又は２つ以上の水素原子は任意にハロゲン置換されていてもよく、Ｂ_１〜Ｂ_３はそれぞれ独立して下記のいずれかを表し、

(In the formula, R ₁ and R ₂ each independently represents an alkyl group having 1 to 15 carbon atoms, and one or two or more CH ₂ groups in the alkyl group are so arranged that oxygen atoms are not directly adjacent to each other. , —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF ₂ O—, or —OCF ₂ —, One or more hydrogen atoms may be optionally halogen-substituted, and B _{1 to} B ₃ each independently represent any of the following:

（式中、シクロヘキサン環中の１つ又は２つ以上のＣＨ_２ＣＨ_２基は−ＣＨ＝ＣＨ−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−で置換されていてもよく、ベンゼン環中の１つ又は２つ以上のＣＨ基は窒素原子で置換されていてもよい。）
Ｚ_３及びＺ_４はそれぞれ独立して単結合、−ＣＨ＝ＣＨ−、−Ｃ≡Ｃ−、−ＣＨ_２ＣＨ_２−、−（ＣＨ_２）_４−、−ＣＯＯ−、−ＯＣＨ_２−、−ＣＨ_２Ｏ−、−ＯＣＦ_２−又は−ＣＦ_２Ｏ−を表し、該Ｚ_３及びＺ_４の内少なくとも１つは単結合でなく、ｍ_１は０〜３を表す。)

(Wherein one or more CH ₂ CH ₂ groups in the cyclohexane ring may be substituted with —CH═CH—, —CF ₂ O—, —OCF ₂ —, One or more CH groups may be substituted with nitrogen atoms.)
Z ₃ and Z ₄ are each independently a single bond, —CH═CH—, —C≡C—, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —COO—, —OCH ₂ —, — CH ₂ O—, —OCF ₂ — or —CF ₂ O— is represented, and at least one of Z ₃ and Z ₄ is not a single bond, and m ₁ represents 0 to 3. )

R ₁ and R ₂ are each independently preferably an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms,
B _{1 to} B ₃ each independently preferably have the following structure.

Z ₃ and Z ₄ are each independently preferably a single bond, —CH ₂ CH ₂ —, —COO—, —OCH ₂ —, —CH ₂ O—, —OCF ₂ — or —CF ₂ O—.

  The general formula (LC5) is more preferably one or more compounds selected from the group consisting of compounds represented by the general formula (LC5) -1 to general formula (LC5) -13.

（式中、Ｒ_１及びＲ_２はそれぞれ独立して炭素数１〜７のアルキル基、炭素数１〜７のアルコキシ基、炭素数２〜７のアルケニル基又は炭素数２〜７のアルケニルオキシ基を表す。）

Wherein R ₁ and R ₂ are each independently an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms, or an alkenyloxy group having 2 to 7 carbon atoms. Represents.)

<Chiral compound>
When the mixture according to the present invention is a liquid crystal composition, the liquid crystal composition may contain at least one chiral compound. The liquid crystal phase constituted by the liquid crystal composition may be a smectic phase or a nematic phase.

  For example, by including a chiral compound in a liquid crystal composition that forms a nematic phase, a liquid crystal composition that induces twisted alignment to the nematic liquid crystal composition and develops a cholesteric phase or a blue phase having a desired pitch is obtained. It is done. Examples of the blue phase include blue phase I (BPI), blue phase II (BPII), and blue phase III (BPIII).

  Here, the pitch indicates the length of one period in the helical structure of the liquid crystal molecules. As the amount (% by mass) of the chiral compound added to the nematic liquid crystal composition increases, the pitch (μm) decreases. In particular, it is known that the relationship between the addition amount of the chiral compound and the pitch is well established when the addition amount of the chiral compound is as low as 1 to several mass%, and the spiral having the reciprocal of this is known. Inductive force (Helical Twisting Power: HTP) (1 / μm) is used as an evaluation parameter for the force that induces twisted orientation inherent in the optically active compound. In the following mathematical formula, “P” is pitch (μm), and “C” is the addition amount (% by mass) of the chiral compound.

  When the mixture according to the present invention is a liquid crystal composition and the liquid crystal composition contains a chiral compound, the chiral compound includes a compound having an asymmetric atom, a compound having axial asymmetry, and a compound having surface asymmetry. Either of these may be used. Moreover, the said chiral compound may have a polymeric group and does not need to have a polymeric group.

  As the chiral compound contained in the liquid crystal composition, a compound having an asymmetric atom or a compound having axial asymmetry is preferable, and a compound having an asymmetric atom is particularly preferable. Examples of the compound having an asymmetric atom include a compound having an asymmetric carbon in a side chain portion, a compound having an asymmetric carbon in a ring structure portion, and a compound having both. In the compound having an asymmetric atom, it is preferable that the asymmetric atom is an asymmetric carbon atom, in which steric inversion hardly occurs, but the hetero atom may be an asymmetric atom. The asymmetric atom may be introduced into a part of the chain structure or may be introduced into a part of the cyclic structure. As the chiral compound contained in the liquid crystal composition, a compound having axial asymmetry is preferable when a strong helical induction force is required.

  Specifically, the compound having an asymmetric atom is preferably a compound represented by the general formula (Ch-I).

（一般式（Ｃｈ−Ｉ）中、Ｒ^１００及びＲ^１０１はそれぞれ独立して、水素原子、−ＣＮ、−ＮＯ_２、ハロゲン原子、−ＯＣＮ、−ＳＣＮ、−ＳＦ_５、炭素原子数１〜３０個のキラル又はアキラルなアルキル基（当該アルキル基中の１個又は２個以上の隣接していないメチレン基は、それぞれ独立して、酸素原子又は硫黄原子が相互に直接結合しないものとして−Ｏ−、−Ｓ−、−ＮＨ−、−Ｎ（ＣＨ_３）−、−ＣＯ−、−ＣＯＯ−、−ＯＣＯ−、−ＯＣＯ−Ｏ−、−Ｓ−ＣＯ−、−ＣＯ−Ｓ−、−ＣＨ＝ＣＨ−、−ＣＦ_２−、−ＣＦ＝ＣＨ−、−ＣＨ＝ＣＦ−、−ＣＦ＝ＣＦ−又は−Ｃ≡Ｃ−により置換されていてもよく、当該アルキル基中の１個又は２個以上の水素原子は、それぞれ独立して、ハロゲン原子又はシアノ基によって置換されていてもよい。）、重合性基、又は環構造を含むキラルな基を表し、ｎ^１１が０のとき、Ｒ^１００及びＲ^１０１の少なくとも１つは、キラルなアルキル基であり、
Ｚ^１００及びＺ^１０１はそれぞれ独立して、−Ｏ−、−Ｓ−、−ＣＯ−、−ＣＯＯ−、−ＯＣＯ−、−Ｏ−ＣＯＯ−、−ＣＯ−Ｎ（Ｒ^１０５）−、−Ｎ（Ｒ^１０５）−ＣＯ−、−ＯＣＨ_２−、−ＣＨ_２Ｏ−、−ＳＣＨ_２−、−ＣＨ_２Ｓ−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＦ_２Ｓ−、−ＳＣＦ_２−、−ＣＨ_２ＣＨ_２−、−ＣＦ_２ＣＨ_２−、−ＣＨ_２ＣＦ_２−、−ＣＦ_２ＣＦ_２−、−ＣＨ＝ＣＨ−、−ＣＦ＝ＣＨ−、−ＣＨ＝ＣＦ−、−ＣＦ＝ＣＦ−、−Ｃ≡Ｃ−、−ＣＨ＝ＣＨ−ＣＯＯ−、−ＯＣＯ−ＣＨ＝ＣＨ−又は単結合を表し、（ここで、−ＣＯ−Ｎ（Ｒ^１０５）−又は−Ｎ（Ｒ^１０５）−ＣＯ−中のＲ^１０５は、炭素原子数１〜１２の直鎖状若しくは分枝状のアルキル基を表す。）
Ａ^１００及びＡ^１０１はそれぞれ独立して、
（ａ’） トランス−１，４−シクロへキシレン基（当該基中に存在する１個のメチレン基又は隣接していない２個以上のメチレン基は、それぞれ独立して、酸素原子又は硫黄原子に置換されていてもよい。）、
（ｂ’） １，４−フェニレン基（この基中に存在する１個の−ＣＨ＝又は隣接していない２個以上の−ＣＨ＝は、窒素原子に置換されていてもよい。）、又は
（ｃ’） １，４−シクロヘキセニレン基、１，４−ビシクロ［２．２．２］オクチレン基、インダン−２，５−ジイル、ナフタレン−２，６−ジイル基、デカヒドロナフタレン−２，６−ジイル基及び１，２，３，４−テトラヒドロナフタレン−２，６−ジイル基（これらの基中に存在する１個のメチレン基又は隣接していない２個以上のメチレン基は、それぞれ独立して、酸素原子又は硫黄原子に置換されていてもよく、これらの基中に存在する１個の−ＣＨ＝又は隣接していない２個以上の−ＣＨ＝は、窒素原子に置換されていてもよい。）を表し、
Ａ^１００又はＡ^１０１が複数存在する場合には、それらは同一でもよく、異なっていてもよく、
ｎ^１１は０又は１を表し、ｎ^１１が０を表すとき、ｍ^１２は０を表し、かつｍ^１１は０、１、２、３、４又は５を表し、ｎ^１１が１を表すとき、ｍ^１１とｍ^１２はそれぞれ独立して０、１、２、３、４又は５を表し、
Ｄは、下記式（Ｄ１）〜（Ｄ４）で表される２価の基（式（Ｄ１）〜（Ｄ４）中、アステリスク（＊）は、キラルな炭素原子を表し、黒丸を付した部位において、Ｚ^１０１（若しくは、Ｒ^１００）又はＺ^１０１（若しくは、Ｒ^１００）に、それぞれ結合する。）を表す。）

(In General Formula (Ch-I), R ¹⁰⁰ and R ¹⁰¹ are each independently a hydrogen atom, —CN, —NO ₂ , a halogen atom, —OCN, —SCN, —SF ₅ , or 1 to 30 carbon atoms. A chiral or achiral alkyl group (one or two or more non-adjacent methylene groups in the alkyl group are each independently —O— as an oxygen atom or a sulfur atom are not directly bonded to each other). _{, -S -, - NH -,} - N (CH 3) -, - CO -, - COO -, - OCO -, - OCO-O -, - S-CO -, - CO-S -, - CH = 1 or 2 or more in the alkyl group which may be substituted by CH—, —CF ₂ —, —CF═CH—, —CH═CF—, —CF═CF— or —C≡C—. Each independently represents a halogen atom or a cyano group. Represents a chiral group including a polymerizable group or a ring structure, and when n ¹¹ is 0, at least one of R ¹⁰⁰ and R ¹⁰¹ is a chiral alkyl group;
Z ¹⁰⁰ and Z ¹⁰¹ are each independently —O—, —S—, —CO—, —COO—, —OCO—, —O—COO—, —CO—N (R ¹⁰⁵ ) —, —N ( R ¹⁰⁵ ) —CO—, —OCH ₂ —, —CH ₂ O—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ —. _{, -CH 2 CH 2 -, -} CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 -, - CH = CH -, - CF = CH -, - CH = CF -, - CF = CF—, —C≡C—, —CH═CH—COO—, —OCO—CH═CH— or a single bond, (where —CO—N (R ¹⁰⁵ ) — or —N (R ¹⁰⁵ )) R ^{105 in} —CO— represents a linear or branched alkyl group having 1 to 12 carbon atoms.
A ¹⁰⁰ and A ¹⁰¹ are each independently
(A ′) trans-1,4-cyclohexylene group (one methylene group present in the group or two or more methylene groups not adjacent to each other independently represent an oxygen atom or a sulfur atom; May be substituted).
(B ′) a 1,4-phenylene group (one —CH═ present in the group or two or more —CH═ that are not adjacent to each other may be substituted with a nitrogen atom), or (C ′) 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, indan-2,5-diyl, naphthalene-2,6-diyl group, decahydronaphthalene-2 , 6-diyl group and 1,2,3,4-tetrahydronaphthalene-2,6-diyl group (one methylene group present in these groups or two or more methylene groups which are not adjacent to each other, Independently, an oxygen atom or a sulfur atom may be substituted, and one —CH═ or two or more non-adjacent —CH═ present in these groups is substituted with a nitrogen atom. May be)
When a plurality of A ¹⁰⁰ or A ¹⁰¹ are present, they may be the same or different,
n ¹¹ represents 0 or 1, when n ¹¹ represents 0, m ¹² represents 0, and m ¹¹ represents 0, 1, 2, 3, 4 or 5, and when n ¹¹ represents 1, m ¹¹ and m ¹² each independently represent 0, 1, 2, 3, 4 or 5;
D is a divalent group represented by the following formulas (D1) to (D4) (in formulas (D1) to (D4), an asterisk (*) represents a chiral carbon atom, , Z ¹⁰¹ (or R ¹⁰⁰ ) or Z ¹⁰¹ (or R ¹⁰⁰ ), respectively. )

In General Formula (Ch-I), R ¹⁰⁰ and R ¹⁰¹ are each independently a hydrogen atom, a cyano group, —NO ₂ , a halogen atom, —OCN, —SCN, —SF ₅ , or 1 to 30 carbon atoms. Or a chiral group containing a chiral or achiral alkyl group, a polymerizable group, or a ring structure. When n ¹¹ is 0, at least one of R ¹⁰⁰ and R ¹⁰¹ is a chiral alkyl group.
When R ¹⁰⁰ or R ¹⁰¹ in the general formula (Ch-I) is a chiral or achiral alkyl group having 1 to 30 carbon atoms, one or more non-adjacent methylenes in the alkyl group Each of the groups (—CH ₂ —) independently represents —O—, —S—, —NH—, —N (CH ₃ ) —, —CO—, in which oxygen atoms or sulfur atoms are not directly bonded to each other. , -COO -, - OCO -, - OCO-O -, - S-CO -, - CO-S -, - CH = CH -, - CF 2 -, - CF = CH -, - CH = CF-, -CF = CF- or -C≡C- may be substituted, and one or two or more hydrogen atoms in the alkyl group are each independently substituted with a halogen atom or a cyano group. Also good. The alkyl group may be a linear group, a branched chain group, or a group containing a ring structure.

As the chiral alkyl group, groups represented by the following general formulas (Ra) to (Rk) are preferable. In the general formulas (Ra) to (Rk), an asterisk (*) represents a chiral carbon atom. When R ¹⁰⁰ or R ¹⁰¹ is these groups, they are bonded to A ¹⁰⁰ (or D, Z ¹⁰¹ ) or A ¹⁰¹ (or D, Z ¹⁰⁰ ) at the left end, respectively.

In general formulas (Ra) to (Rk), R ¹⁰³ and R ¹⁰⁴ each independently represent a linear or branched alkyl group having 1 to 12 carbon atoms, or a hydrogen atom. However, in the general formula (Ra), (Rb), (Rd), (Re), (Rf), (Rg), (Ri), (Rj), was subjected ^to a carbon atom ^{to R 103} are bonded (* R ¹⁰³ is a linear or branched alkyl group having 1 to 10 carbon atoms so that the (position) is an asymmetric atom. One or two or more methylene groups of the alkyl group are each independently —O—, —S—, —NH—, —N (CH ₃₎ , assuming that oxygen atoms or sulfur atoms are not directly bonded to each other. ) -, - CO -, - CO-O -, - O-CO -, - O-CO-O -, - S-CO -, - CO-S -, - O-SO 2 -, - SO 2 - O—, —CH═CH—, —C≡C—, a cyclopropylene group, or —Si (CH ₃ ) ₂ — may be substituted, and one or more hydrogen atoms of the alkyl group may be substituted. It may be independently substituted with a halogen atom (for example, a fluorine atom, a chlorine atom, a bromine atom) or a cyano group. The alkyl group may have a polymerizable group. Examples of the polymerizable group include a vinyl group, an allyl group, and a (meth) acryloyl group.

R ¹⁰³ in the general formulas (Ra) to (Rj) is a linear or branched group having 1 to 12 carbon atoms in which a methylene group or a hydrogen atom is not substituted with another group (ie, unsubstituted). It is preferably a branched alkyl group, more preferably an unsubstituted straight chain or branched alkyl group having 1 to 8 carbon atoms, and an unsubstituted straight chain having 1 to 6 carbon atoms. More preferably, the alkyl group is in the form of a ring.

R ¹⁰⁴ in the general formula (Rd) or (Ri) is preferably a hydrogen atom or an unsubstituted linear or branched alkyl group having 1 to 5 carbon atoms. Is more preferably a linear alkyl group having 1 to 3 carbon atoms, and further preferably a hydrogen atom or a methyl group.

In the general formula ^{(Ra) ~ (Rk),} n 12 is an integer of 0 to 20, preferably an integer of 0, and more preferably an integer of 0 to 5, 0 is more preferred.
In the general formulas (Ra) to (Rk), n ¹³ is 0 or 1.
Further, in the general formula ^{(Rk), n 14} represents an integer of 0 to 5.

In the general formulas (Ra) to (Rk), X ¹⁰¹ and X ¹⁰² each independently represent a halogen atom (a fluorine atom, a chlorine atom, a bromine atom, an iodine atom), a cyano group, or a phenyl group (1 of the phenyl group). One or two or more arbitrary hydrogen atoms are each independently substituted with a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group (—CF ₃ ), or a trifluoromethoxy group (—OCF ₃ ). Or an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a trifluoromethyl group, or a trifluoromethoxy group. However, in the general formulas (Ra), (Rb), (Rc), (Rf), (Rg), and (Rh), the carbon atom (position marked with *) to which X ¹⁰¹ is bonded is an asymmetric atom. Thus, X ¹⁰¹ and R ¹⁰³ are groups different from each other. In the general formulas (Rc) and (Rh), X ¹⁰¹ and X ¹⁰² are groups different from each other so that the carbon atom to which X ¹⁰¹ is bonded (position marked with *) is an asymmetric atom.

X ¹⁰¹ and X ^{102 in the} general formulas (Ra), (Rb), (Rc), (Rf), (Rg), (Rh), and (Rk) are each independently a halogen atom, a phenyl group ( One or two or more arbitrary hydrogen atoms of the phenyl group may each independently be substituted with a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group. A methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group is preferred. Among them, X ¹⁰¹ and X ¹⁰² in the general formulas (Ra), (Rb), (Rc), (Rf), (Rg), and (Rh) are each independently a phenyl group (1 of the phenyl group). The hydrogen atom or two or more arbitrary hydrogen atoms are each independently preferably substituted with a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group. The phenyl group is more preferable. X ¹⁰¹ in the general formula (Rk) is more preferably a halogen atom, a cyano group, an alkyl group, an alkoxy group, a trifluoromethyl group, or a trifluoromethoxy group, and a halogen atom, a methyl group, or a trifluoromethyl group. Or a trifluoromethoxy group is more preferable.

  In the general formulas (Re) and (Rj), Q is a divalent hydrocarbon group. The divalent hydrocarbon group may be linear, branched, or a group having a cyclic structure. Moreover, 1-16 are preferable, as for the carbon atom number of the said bivalent hydrocarbon group, 1-10 are more preferable, and 1-6 are more preferable. The divalent hydrocarbon group is preferably a group that single-bonds with two oxygen atoms in the general formulas (Re) and (Rj) at one carbon atom. In this case, in the general formulas (Re) and (Rj), two carbon atoms marked with an asterisk, two oxygen atoms bonded to them, and one carbon atom in Q are each a 5-membered ring. Is forming. Specific examples include an unsubstituted methylene group, a cyclopropylidene group, a cyclobutylidene group, a cyclopentylidene group, a cyclohexylidene group, or the like, in which one or two hydrogen atoms are substituted by a hydrocarbon group. More preferred are a methylene group, an isopropylidene group, and a cyclohexylidene group.

As group represented by general formula (Ra)-(Rk), group represented by general formula (Ra) or general formula (Rf) is preferable. The group represented by the general formula (Ra), in the general formula ^{(Ra), n 12} is an integer of 0 to ^{5, X 101} is a phenyl group (one or more arbitrary in the phenyl group Each hydrogen atom may be independently substituted with a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group, and R ¹⁰³ is an unsubstituted carbon atom of 1 A group that is a linear or branched alkyl group of ˜6 is preferred, n ¹² is an integer of 0 to 5, X ¹⁰¹ is an unsubstituted phenyl group, and R ¹⁰³ is the number of unsubstituted carbon atoms The group which is a 1-6 linear or branched alkyl group is more preferable. The group represented by the general formula (Rf), the general formula ^{(Rf), n 12} is an integer of 0 to ^{5, n 13} is 0 or ^{1, X 101} is a halogen atom, a methyl group, or A group which is a trifluoromethyl group and R ¹⁰³ is an unsubstituted linear alkyl group having 2 to 12 carbon atoms is preferred.

Formula The ^{R 100} or ^{R 101} of (Ch-I) compounds represented by, in particular, the following formula (Ra-1) ~ (Ra -3) or general formula (Rf-1) ~ (Rf -3) The group represented by these is preferable. When R ¹⁰⁰ or R ¹⁰¹ is these groups, the left end is bonded to A ¹⁰⁰ (or D, Z ¹⁰¹ ) or A ¹⁰¹ (or D, Z ¹⁰⁰ ), respectively. An asterisk represents a chiral carbon atom.

In the general formulas (Rf-1) to (Rf-3), n ¹³ represents 0 or 1. In general formulas (Ra-1) to (Ra-3) and (Rf-1) to (Rf-3), n represents an integer of 2 to 12. In the general formulas (Ra-1) to (Ra-3) and (Rf-1) to (Rf-3), n is preferably an integer of 3 to 8, and more preferably 4, 5 or 6.

When R ¹⁰⁰ or R ¹⁰¹ in the general formula (Ch-I) is a polymerizable group, the polymerizable group is represented by any of the following formulas (R-1) to (R-16). Groups having a structure are preferred. The groups represented by formulas (R-1) to (R-14) and (R-16) are at the right end, and the group represented by formula (R-15) is at the left end at A ¹⁰⁰ (or D, Z ¹⁰¹ ) or A ¹⁰¹ (or D, Z ¹⁰⁰ ), respectively.

  These polymerizable groups are cured by radical polymerization, radical addition polymerization, cationic polymerization, or anionic polymerization. In particular, when performing ultraviolet polymerization as a polymerization method, the formula (R-1), formula (R-2), formula (R-4), formula (R-5), formula (R-7), formula (R -11), a formula (R-13), a formula (R-15) or a group represented by formula (R-16) is preferred, and the formula (R-1), formula (R-2), formula (R-) 7), a group represented by formula (R-11), formula (R-13) or formula (R-16) is more preferred, and formula (R-1), formula (R-2) or formula (R- The group represented by 16) is more preferable.

When R ¹⁰⁰ or R ¹⁰¹ in the general formula (Ch-I) is a chiral group including a ring structure, the ring structure included in the group may be aromatic or aliphatic. Examples of the ring structure that the alkyl group can take include a monocyclic structure, a condensed ring structure, and a spirocyclic ring structure, and can include one or more heteroatoms.

In general formula (Ch-I), Z ¹⁰⁰ and Z ¹⁰¹ are each independently —O—, —S—, —CO—, —COO—, —OCO—, —O—COO—, —CO—N. (R ¹⁰⁵ ) —, —N (R ¹⁰⁵ ) —CO—, —OCH ₂ —, —CH ₂ O—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, — _{CF 2 S -, - SCF 2} -, - CH 2 CH 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 -, - CH = CH -, - CF = CH-, —CH═CF—, —CF═CF—, —C≡C—, —CH═CH—COO—, —OCO—CH═CH— or a single bond is represented. ^{Here, -CO-N (R 105)} - , or ^{-N (R 105)} -CO- R 105 medium represents a linear or branched alkyl group having 1 to 12 carbon atoms, carbon atoms A linear or branched alkyl group having 1 to 6 carbon atoms is preferable, and a linear alkyl group having 1 to 4 carbon atoms is more preferable. When m ¹¹ is an integer of 2 or more and a plurality of Z ¹⁰⁰ are present in one molecule, they may be the same or different. Similarly, when m ¹² is an integer of 2 or more and a plurality of Z ¹⁰¹ are present in one molecule, they may be the same or different. Examples of the compound represented by the general formula ^{(Ch-I), Z 100} and ^{Z 101} are each _{independently, -CF 2 O -, - OCF} 2 -, - CF 2 CF 2 -, - CF = CF-, _{-COO -, - OCO -, -} CH 2 -CH 2 -, - C≡C- or a single bond.

In general formula (Ch-I), A ¹⁰⁰ and A ¹⁰¹ are each independently the following (a ′) group, (b ′) group, or (c ′) group. When m ¹¹ is an integer of 2 or more and a plurality of A ¹⁰⁰ are present in one molecule, they may be the same or different. Similarly, when m ¹² is an integer of 2 or more and a plurality of A ¹⁰¹ are present in one molecule, they may be the same or different.
(A ′) trans-1,4-cyclohexylene group (one methylene group present in the group or two or more methylene groups not adjacent to each other independently represent an oxygen atom or a sulfur atom; May be substituted).
(B ′) 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ not adjacent to each other may be substituted with a nitrogen atom).
(C ′) 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, indan-2,5-diyl, naphthalene-2,6-diyl group, decahydronaphthalene-2 , 6-diyl group and 1,2,3,4-tetrahydronaphthalene-2,6-diyl group (one methylene group present in these groups or two or more methylene groups which are not adjacent to each other, Independently, an oxygen atom or a sulfur atom may be substituted, and one —CH═ or two or more non-adjacent —CH═ present in these groups is substituted with a nitrogen atom. May be.)

  Any of the (a ′) group, (b ′) group, and (c ′) group may be unsubstituted, and one or more hydrogen atoms in the group are each independently , A halogen atom, a cyano group, a nitro group, an alkyl group having 1 to 7 carbon atoms (one or two or more hydrogen atoms in the alkyl group are each independently substituted with a fluorine atom or a chlorine atom) Or an alkoxy group having 1 to 7 carbon atoms (one or two or more hydrogen atoms in the alkoxy group may each independently be substituted with a fluorine atom or a chlorine atom). ), An alkylcarbonyl group having 1 to 7 carbon atoms (one or two or more hydrogen atoms in the alkylcarbonyl group may each independently be substituted with a fluorine atom or a chlorine atom), Or a carbon atom having 1 to 7 carbon atoms Job aryloxycarbonyl group (one or more hydrogen atoms in the alkoxycarbonyl group is, independently, a fluorine atom or chlorine atom may be substituted.) It may be substituted by.

As A ¹⁰⁰ and A ¹⁰¹ of the compound represented by the general formula (Ch-I), the (a ′) group or the (b ′) group is preferable, and an unsubstituted trans-1,4-cyclohexylene group. An unsubstituted 1,4-phenylene group, one or more hydrogen atoms are each independently a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 4 carbon atoms, or 1 to 4 carbon atoms. Or a trans-1,4-cyclohexylene group substituted by an alkoxycarbonyl group having 1 to 4 carbon atoms, or an alkoxycarbonyl group having 1 to 4 carbon atoms, or one or more Are independently a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkylcarbonyl group having 1 to 4 carbon atoms, Or a 1,4-phenylene group substituted by an alkoxycarbonyl group having 1 to 4 carbon atoms, more preferably an unsubstituted trans-1,4-cyclohexylene group or an unsubstituted 1,4-phenylene group. Is more preferable, and an unsubstituted 1,4-phenylene group is still more preferable.

In the general formula (Ch-I), n ¹¹ represents 0 or 1.
When n ¹¹ is 0, m ¹² is 0 and m ¹¹ is 0, 1, 2, 3, 4 or 5. When n ¹¹ and m ¹² are 0, m ¹¹ is preferably 1, 2, 3, or 4, and more preferably 1, 2, or 3.
When n ¹¹ is 1, m ¹¹ and m ¹² are each independently 0, 1, 2, 3, 4 or 5, preferably 1, 2, 3, or 4, more preferably 1, 2 or 3. . When n ¹¹ is 1, m ¹¹ and m ¹² may be different from each other, but are preferably the same.

In general formula (Ch-I), D is a divalent group represented by the formulas (D1) to (D4). In the formulas (D1) to (D4), each of them is bound to Z ¹⁰⁰ (or R ¹⁰⁰ ) or Z ¹⁰¹ (or R ¹⁰¹ ) at the part marked with a black circle.
In the group represented by (D1), (D3) or (D4), any one or two or more arbitrary hydrogen atoms of the benzene ring are each independently a halogen atom (F, Cl, Br, I) may be substituted with an alkyl group having 1 to 20 carbon atoms or an alkoxy group having 1 to 20 carbon atoms. In the alkyl group or alkoxy group having 1 to 20 carbon atoms that serves as a substituent for a hydrogen atom in the benzene ring, one or more hydrogen atoms in the group may be substituted with a fluorine atom. And one or two or more methylene groups in the group are each independently —O—, —S—, —COO—, —OCO—, —CF ₂ —, —CF═CH—, —CH. An oxygen atom or a sulfur atom may be substituted by ═CF—, —CF═CF—, or —C≡C— so that they are not directly bonded to each other.

Among the compounds represented by the general formula (Ch-I), as a compound in which n ¹¹ is 0, the remaining partial structure excluding R ¹⁰⁰ and R ¹⁰¹ at both ends of the compound has the following general formula (b1) It is preferable that it is a structure represented by-(b13). Structure represented by the general formula (b1) ~ (b13) is one of both ends bonded to ^{R 100,} leaving the other binds to ^{R 101.} However, in the compound having these structures, at least one of R ¹⁰⁰ and R ¹⁰¹ is a chiral alkyl group.

In the formula ^{(b1) ~ (b13),} Z 102 is the same as ^{Z 100} and ^{Z 101} in the general formula (Ch-I).
In general formulas (b1) to (b13), A ¹⁰² represents a 1,4-phenylene group (one —CH═ present in the group or two or more —CH═ not adjacent to each other) One or two or more arbitrary hydrogen atoms that may be substituted with a nitrogen atom and each independently represent a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trimethyl group. Optionally substituted by a fluoromethoxy group). By substituting —CH═ or a hydrogen atom in the 1,4-phenylene group, it is possible to control the decrease in crystallinity and the direction and size of dielectric anisotropy of the liquid crystal composition containing the compound.

In terms of reliability, a compound in which the ring structure in A ¹⁰² is a heterocyclic ring such as a pyridine ring or a pyrimidine ring (that is, one —CH═ present in a 1,4-phenylene group or not adjacent 2 A compound that is a benzene ring rather than a compound in which at least one —CH═ is a group substituted with a nitrogen atom (that is, —CH═ present in a 1,4-phenylene group is not substituted with a nitrogen atom) The compound which is a group is preferred. On the other hand, in terms of increasing the dielectric anisotropy, a compound in which the ring structure in A ¹⁰² is a heterocyclic ring such as a pyridine ring or a pyrimidine ring is preferable to a compound in which the ring structure in A ¹⁰² is a benzene ring. A compound having a hydrocarbon ring such as a benzene ring or a cyclohexane ring has a relatively small polarizability, but a compound having a heterocyclic ring such as a pyridine ring or a pyrimidine ring has a relatively polarizability of the compound. It is large and preferable for decreasing the crystallinity and stabilizing the liquid crystallinity.

  From the viewpoint of shortening the excitation lifetime (τ) of the mixture according to the present invention, it is preferable that the polarizability (dielectric anisotropy) of the compound contained in the mixture is small.

Of the compounds represented by the general formula (Ch-I), the following general formulas (Ch-I-1) to (Ch-I-30) are preferable as the compounds in which n ¹¹ and m ¹² are 0. In the general formula (Ch-I-1) ~ (Ch-I-30), R 100, R 101 and ^{Z 100} represents the same meaning as ^{R 100, R 101} and ^{Z 100} in the general formula (Ch-I) , R ¹⁰⁰ and R ¹⁰¹ each represents a chiral alkyl group, L ^{100 to} L ¹⁰⁵ each independently represent a hydrogen atom or a fluorine atom, and L ^{100 to} L ¹⁰⁵ each independently represent a hydrogen atom or a fluorine atom. Represents an atom.

As the compounds represented by the general formulas (Ch-I-1) to (Ch-I-30), one or both of R ¹⁰⁰ and R ¹⁰¹ are represented by any one of the general formulas (Ra) to (Rk). it is preferably a compound which is that ^group, one or both of ^{R 100} and ^{R 101} is represented by the above formula (Ra-1) ~ (Ra -3) or general formula (Rf-1) ~ (Rf -3) The compound which is group is more preferable. As a compound in which only one of R ¹⁰⁰ and R ¹⁰¹ is a group represented by any one of the general formulas (Ra) to (Rk), the remaining one of R ¹⁰⁰ and R ¹⁰¹ has 1 to 1 carbon atoms. 30 achiral alkyl groups (one or more non-adjacent methylene groups in the alkyl group each independently represents —O—, —S—, —NH—, —N (CH ₃ ) -, - CO -, - COO -, - OCO -, - OCO-O -, - S-CO -, - CO-S -, - CH = CH -, - CF 2 -, - CF = CH-, -CH = CF-, -CF = CF- or -C≡C- may be substituted, and one or more hydrogen atoms in the alkyl group are each independently a halogen atom or cyano Compounds which may be substituted by groups) are preferred, carbon atoms 1-16 alkyl group, an alkoxy group having 1 to 16 carbon atoms, preferably from the compounds an alkenyl group or an alkenyloxy group having from 2 to 16 carbon atoms of 2 to 16 carbon atoms.

When the mixture of the present invention is a liquid crystal composition, it is preferable that at least one compound represented by any one of the general formulas (Ch-I-1) to (Ch-I-30) is contained. More preferably, it contains a compound represented by the formula (Ch-I-30). Specific examples of the compound represented by the general formula (Ch-I-30) include the following general formulas (Ch-I-30-1) to (Ch-I-30-6) (wherein n ¹³ Represents 0 or 1, n represents an integer of 2 to 12, R ¹⁰² represents an alkyl group having 1 to 16 carbon atoms, an alkoxy group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or Represents an alkenyloxy group having 2 to 16 carbon atoms.). In general formulas (Ch-I-30-1) to (Ch-I-30-6), R ¹⁰² represents an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or 2 carbon atoms. -6 alkenyl groups or alkenyloxy groups having 2 to 6 carbon atoms are preferred.

If n ¹¹ is 1, the compounds represented by the general formula (Ch-I) is a structure having an asymmetric carbon in the ring structure moiety. In this case, as the compound represented by the general formula (Ch-I), a compound in which D is the formula (D2) or (D4) is preferable, and a compound in which D is the formula (D4) is more preferable. As the compound in which D is the formula (D2), compounds represented by the following general formulas (K2-1) to (K2-8) are preferable. As the compound in which D is the formula (D4), the following general formula ( Compounds represented by K3-1) to (K3-6) are preferred. In general formulas (K2-1) to (K2-8) and (K3-1) to (K3-6), an asterisk (*) represents a chiral carbon atom.

In General Formulas (K2-1) to (K2-8) and (K3-1) to (K3-6), R ^K is independently the same as R ¹⁰⁰ and R ¹⁰¹ in General Formula (Ch-I). Represents meaning. When the mixture of the present invention is a liquid crystal composition, the HTP (−) chiral compound used in the liquid crystal composition may be represented by the general formulas (K2-1) to (K2-8) or (K3-1) to (K3). -6) Among the compounds represented by -6), each ^RK is independently a chiral or achiral alkyl group having 1 to 30 carbon atoms (one or two or more of these alkyl groups are not adjacent to each other). The methylene groups are each independently —O—, —S—, —NH—, —N (CH ₃ ) —, —CO—, —COO—, —OCO—, —OCO—O—, —S—. CO—, —CO—S—, —CH═CH—, —CF ₂ —, —CF═CH—, —CH═CF—, —CF═CF— or —C≡C— may be substituted. , One or more hydrogen atoms in the alkyl group are each independently a halogen atom or A compound having a carbon number of 1 to 16, an alkoxy group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or the number of carbon atoms. More preferably, the compound is an alkenyloxy group having 2 to 16 carbon atoms, an alkyl group having 3 to 10 carbon atoms, an alkoxy group having 3 to 10 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, or 3 to 10 carbon atoms. The compound which is an alkenyloxy group is more preferable.

<Compound with axial asymmetry>
Specifically, the axially asymmetric compound is preferably a compound represented by the general formula (IV-1), (IV-2), (IV-3) or (IV-4).

  In the compound represented by the general formula (IV-1) or (IV-2), the bond connecting the α-positions of the two naphthalene rings is an axially asymmetric axis.

In the general formulas (IV-1) and (IV-2), R ⁷¹ and R ⁷² are each independently a hydrogen atom, a halogen atom, a cyano group, an isocyanate group, an isothiocyanate group, or 1 carbon atom. Represents an alkyl group of ˜20. Arbitrary one or two or more methylene groups in the alkyl group are each independently -O-, -S-, -COO-,-, assuming that an oxygen atom and a sulfur atom are not directly bonded to each other. It may be substituted with OCO-, -CH = CH-, -CF = CF-, or -C≡C-. Furthermore, any one or two or more hydrogen atoms in the alkyl group may be substituted with a halogen atom. As a compound represented by general formula (IV-1) or (IV-2), ^R71 and ^R72 are respectively independently the number of carbon atoms which may be unsubstituted or may have a substituent. It is preferably an alkyl group having 1 to 20 carbon atoms, more preferably an unsubstituted alkyl group having 1 to 20 carbon atoms, and further preferably an unsubstituted alkyl group having 1 to 6 carbon atoms.

In the general formulas (IV-1) and (IV-2), A ⁷¹ and A ⁷² are each independently an aromatic or non-aromatic 3, 6 to 8 membered ring, or 9 carbon atoms. The above condensed ring is represented. Any one or two or more hydrogen atoms in these ring structures are each independently substituted with a halogen atom, an alkyl group having 1 to 3 carbon atoms, or a haloalkyl group having 1 to 3 carbon atoms. It may be. Further, any one or two or more methylene groups not adjacent to each other in the ring structure may each independently be substituted with -O-, -S-, or -NH-, Any one of the ring structures or two or more —CH═ that are not adjacent to each other may be substituted with —N═. When m ₇₁ is 2 or more and a plurality of A ⁷¹ are present in one molecule, they may be the same as or different from each other. Similarly, when m ₇₂ is 2 or more and a plurality of A ⁷² are present in one molecule, they may be the same as or different from each other.

As the compound represented by the general formula (IV-1) or (IV-2), A ⁷¹ and A ⁷² are each independently 1,4-phenylene group, trans-1,4-cyclohexylene group, Pyridine-2,5-diyl group, pyrimidine-2,5-diyl group and naphthalene-2,6-diyl group are preferred. A group in which one or two or more hydrogen atoms in these groups are each independently substituted with a halogen atom, an alkyl group having 1 to 3 carbon atoms, or a haloalkyl group having 1 to 3 carbon atoms. preferable. Among them, 1,4-phenylene group in which one or two or more hydrogen atoms may be substituted with fluorine atoms, or trans-1,4-cyclohexylene group is more preferable, and unsubstituted 1,4-phenylene. A group or an unsubstituted trans-1,4-cyclohexylene group is more preferable.

In the general formulas (IV-1) and (IV-2), Z ⁷¹ and Z ⁷² each independently represent a single bond or an alkylene group having 1 to 8 carbon atoms. Arbitrary one or two or more methylene groups in the alkylene group are each independently -O-, -S-, -COO-,-, assuming that an oxygen atom and a sulfur atom are not directly bonded to each other. OCO-, -CSO-, -OCS-, -N = N-, -CH = N-, -N = CH-, -N (O) = N-, -N = N (O)-, -CH = It may be substituted with CH—, —CF═CF—, or —C≡C—. In addition, any one or two or more hydrogen atoms in the alkylene group may be substituted with a halogen atom. When m ₇₁ is 2 or more and a plurality of Z ⁷¹ are present in one molecule, they may be the same as or different from each other. Similarly, when m ₇₂ is 2 or more and a plurality of Z ⁷² are present in one molecule, they may be the same as or different from each other.

As a compound represented by general formula (IV-1) or (IV-2), ^Z71 and ^Z72 are respectively independently a single bond, a C1-C4 unsubstituted alkylene group, -COO. —, —OCO—, —CH═CH—, or —C≡C— are preferred, and a single bond, —CH ₂ —, —CH ₂ CH ₂ —, —COO—, —OCO—, —CH═CH—, Or -C≡C- is more preferable, and a single bond, -COO-, or -OCO- is more preferable.

In the general formulas (IV-1) and (IV-2), X ⁷¹ and X ⁷² are each independently a single bond, —COO—, —OCO—, —CH ₂ O—, —OCH ₂ —, — CF ₂ O—, —OCF ₂ —, or —CH ₂ CH ₂ — is represented. The formula (IV-1) or a compound represented by ^{(IV-2), X 71} and ^{X 72} are each independently a single bond, -COO -, - OCO -, - CH 2 O-, —OCH ₂ — or —CH ₂ CH ₂ — is preferable, and a single bond, —COO—, or —OCO— is more preferable.

In the general formula ^{(IV-2), R 73} represents a hydrogen atom, a halogen atom, or ^-X 71 ^- represents the _{^{(A 71 -Z 71) m 71}} -R 71.

In the general formulas (IV-1) and (IV-2), m ₇₁ and m ₇₂ each independently represent an integer of 1 to 4. However, in the general formula (IV-2), when R ⁷³ is —X ⁷¹ — (A ⁷¹ —Z ⁷¹ ) m ₇₁ —R ⁷¹ , either one of the two m ₇₁ is 0. Good. As a compound represented by general formula (IV-1) or (IV-2), _m71 and _m72 are respectively independently 2 or 3, and 2 is more preferable.

  In the compound represented by the general formula (IV-3), a single bond connecting two benzene rings is an axially asymmetric axis. In the compound represented by the general formula (IV-4), two naphthalenes are used. The bond connecting the α-positions of the ring is the axis of axial asymmetry.

In General Formula (IV-3), R ⁶¹ and R ⁶² are each independently any one or two or more hydrogen atoms are each independently substituted with an alkyl group, an alkoxyl group, or a halogen atom. Represents a good phenyl group, cyclopentyl group, or cyclohexyl group; The alkyl group or alkoxyl group substituted with a hydrogen atom in the phenyl group is preferably a linear or branched chain having 1 to 6 carbon atoms, and a linear or branched chain having 1 to 3 carbon atoms. More preferably.

In general formula (IV-3), R ⁶³ , R ⁶⁴ , R ⁶⁵ , R ⁶⁶ , R ⁶⁷ and R ⁶⁸ are each independently a hydrogen atom, an alkyl group, an alkoxyl group, an acyloxy group, a halogen atom, or a haloalkyl group. Or a dialkylamino group. Two of R ⁶³ , R ⁶⁴ and R ^{65 in} the general formula (IV-3) may have a methylene chain which may have a substituent, or mono or polymethylene di which may have a substituent. May form an oxy group, and two of R ⁶⁶ , R ⁶⁷ and R ⁶⁸ may have a methylene chain which may have a substituent, or mono or polymethylene which may have a substituent A dioxy group may be formed. However, it excludes when both ^R65 and ^R66 are hydrogen atoms.

In general formula (IV-4), at least one of X ⁶¹ and Y ⁶¹ , X ⁶² and Y ⁶² is present, and X ⁶¹ , X ⁶² , Y ⁶¹ and Y ⁶² are each independently CH ₂ , C═O, O, N, S, P, B, or Si is represented. When X ⁶¹ , X ⁶² , Y ⁶¹ , or Y ⁶² is N, P, B, or Si, bonded to a substituent such as an alkyl group, an alkoxy group, or an acyl group so as to satisfy the required valence You may do it.

In general formula (IV-4), E ⁶¹ and E ⁶² each independently represent a hydrogen atom, an alkyl group, an aryl group, an allyl group, a benzyl group, an alkenyl group, an alkynyl group, an alkyl ether group, an alkyl ester group, an alkyl group. It represents either a ketone group, a heterocyclic group or a derivative thereof.

  When the mixture of the present invention is a liquid crystal composition, the HTP (−) chiral compound contained in the liquid crystal composition particularly requires a strong helical induction force, and the general formula (IV-1) or ( The compound represented by IV-2) is particularly preferred.

  As the compound represented by the general formula (IV-1), specifically, compounds represented by the following general formulas (K4-1) to (K4-12) are preferable, and the general formula (K4-1) To (K4-6) are more preferred, and compounds represented by the general formulas (K4-3) to (K4-6) are more preferred. In the compounds represented by the general formulas (K4-1) to (K4-12), the bond connecting the α-positions of the two naphthalene rings is an axially asymmetric axis.

In general formulas (K4-1) to (K4-12), R ⁷¹ and R ⁷² represent the same meaning as R ⁷¹ and R ⁷² in general formula (IV-1). When the mixture of the present invention is a liquid crystal composition, the HTP (−) chiral compound used in the liquid crystal composition is R among the compounds represented by the general formulas (K4-1) to (K4-12). ^A compound in which ⁷¹ and R ⁷² are each independently an unsubstituted or optionally substituted alkyl group having 1 to 20 carbon atoms is preferred, and an unsubstituted alkyl group having 1 to 20 carbon atoms is preferred. A certain compound is more preferable, and a compound which is an unsubstituted alkyl group having 1 to 6 carbon atoms is further preferable.

  As the compound represented by the general formula (IV-2), specifically, compounds represented by the following general formulas (K5-1) to (K5-3) are preferable. In the compounds represented by the general formulas (K5-1) to (K5-3), the bond connecting the α-positions of the two naphthalene rings is an axially asymmetric axis.

In Formula ^{(K5-1) ~ (K5-3),} R 71 represents the same meaning as ^{R 71} in the general formula (IV-2). When the mixture of the present invention is a liquid crystal composition, the HTP (−) chiral compound used in the liquid crystal composition is R among the compounds represented by the general formulas (K5-1) to (K5-3). ⁷¹ is an alkyl group having 1 to 20 carbon atoms in which any one or two or more hydrogen atoms may be substituted with a halogen atom, and any one or two or more hydrogen atoms are substituted with a halogen atom An alkenyl group having 1 to 20 carbon atoms which may be substituted, an alkoxy group having 1 to 19 carbon atoms in which any one or two or more hydrogen atoms may be substituted with a halogen atom, or any one The compound which is a C1-C19 alkyl group in which one or two or more hydrogen atoms may be substituted with a halogen atom is preferable, and the compound which is a C1-C20 unsubstituted alkyl group is more preferable. Preferably carbon source A compound which is an unsubstituted alkyl group having 1 to 6 children is more preferable.

<Compounds with surface asymmetry>
Examples of the compound having surface asymmetry include a helicene derivative represented by the following general formula (IV-5). In such a helicene derivative, since the front-rear relationship of the overlapping rings cannot be freely changed, the case where the ring takes a right-handed spiral structure is distinguished from the case where it takes a left-handed helical structure, and the chirality is To express.

In general formula (IV-5), at least one of X ⁵¹ and Y ⁵¹ , X ⁵² and Y ⁵² is present, and X ⁵¹ , X ⁵² , Y ⁵¹ , and Y ⁵² are each independently CH ₂ , C═O, O, N, S, P, B, or Si is represented. When X ⁵¹ , X ⁵² , Y ⁵¹ , and Y ⁵² are N, P, B, and Si, they are bonded to a substituent such as an alkyl group, an alkoxy group, or an acyl group so as to satisfy a required valence. May be.

In general formula (IV-5), E ⁵¹ and E ⁵² each independently represent a hydrogen atom, an alkyl group, an aryl group, an allyl group, a benzyl group, an alkenyl group, an alkynyl group, an alkyl ether group, an alkyl ester group, an alkyl group. It represents either a ketone group, a heterocyclic group or a derivative thereof.

  When the mixture of the present invention is a liquid crystal composition, the liquid crystal composition is a chiral compound represented by the general formulas (Ch-I-1) to (Ch-I-30), the general formula ( Compounds represented by (K2-1) to (K2-8), compounds represented by the general formulas (K3-1) to (K3-6), and (K4-1) to (K4-12) And one or more HTP (−) chiral compounds selected from the group consisting of the compounds represented by the general formulas (K5-1) to (K5-3). More preferably, it comprises two or more compounds selected from the group so as to comprise at least one HTP (-) chiral compound, and from these compound groups, at least one HTP (+) chiral compound and at least One kind of HTP (-) chiral It is further preferred to include a combination of a compound. Among them, the compound represented by the general formula (Ch-I-30), the compounds represented by the general formulas (K3-1) to (K3-6), and the (K4-1) to (K4-12). It is preferable to include at least one compound selected from the group consisting of the compounds represented by formula (II)) so as to include at least one HTP (-) chiral compound. At least 1 from the group consisting of the compounds represented by the general formulas (K3-1) to (K3-6) and the compounds represented by the (K4-1) to (K4-12). It is more preferable to include two or more types of compounds selected to include one type of HTP (−) chiral compound and at least one type of HTP (+) chiral compound. In particular, the compound represented by any one of the general formulas (Ch-I-30-1) to (Ch-I-30-6) and any one of the above (K4-3) to (K4-6) It is preferable to include two or more types of compounds selected from the group consisting of the compounds represented to include at least one type of HTP (−) chiral compound, and the general formula (Ch-I-30-1) to Of the compounds represented by any of (K4-3) to (K4-6), at least one HTP (-) compound represented by any of (Ch-I-30-6), More preferably, it comprises at least one HTP (-) chiral compound and at least one HTP (+) chiral compound.

  When the mixture according to the present invention is a liquid crystal composition and the liquid crystal composition contains a chiral compound, it may contain only one kind of chiral compound, but it is preferable to use a combination of two or more kinds. By combining a plurality of types of chiral compounds having different structures and physical properties, a liquid crystal / polymer composite material having desired physical properties can be easily obtained.

  As the chiral compound, those having a relatively large helical induction force are preferable. A compound having a large helical induction force has a desired pitch (for example, a pitch at 0.01 to 1 μm, preferably 0.05 to 0.5 μm at 25 ° C.) of the helical structure of the nematic liquid crystal composition to which the chiral compound is added. More preferably, it is possible to reduce the amount of addition necessary for 0.1 to 0.4 μm.

  When the mixture according to the present invention is a liquid crystal composition and the liquid crystal composition contains a chiral compound, an optically isotropic phase such as a blue phase is more easily expressed. It is preferable to use at least one kind of chiral compound in which the temperature dependence of force is negative (that is, the helical induction force increases with increasing temperature). In particular, a liquid crystal that can exhibit a blue phase III in a state where it does not coexist with any of the blue phase I, the blue phase II, or the liquid phase in an extremely wide temperature range (for example, a temperature range of 2 ° C. or more). In order to produce a polymer composite material, the temperature dependence of one or more types of helical induction forces is negative and the temperature dependence of one or more types of helical induction forces is negative. It is more preferable to use in combination with a certain chiral compound.

  When the mixture according to the present invention is a nematic liquid crystal composition and the liquid crystal composition contains a chiral compound, the content of the chiral compound can make the pitch of the nematic liquid crystal composition to be used within a desired range. Therefore, the amount is not particularly limited as long as it is a sufficient amount, and is appropriately adjusted in consideration of the type of nematic liquid crystal composition, the type of chiral compound (particularly polarizability), the combination thereof, and the like. For example, it can be 1 to 45 parts by mass, preferably 3 to 30 parts by mass with respect to 100 parts by mass of the nematic liquid crystal composition.

  When the mixture according to the present invention is a nematic liquid crystal composition and the liquid crystal composition contains a compound having a polymerizable group, one type of polymerizable compound may be used, but a polymer obtained after the polymerization reaction ( It is preferable to use a combination of a plurality of types of polymerizable compounds so that the physical properties of the polymer) are in the desired range. In the case of using a plurality of types of polymerizable compounds, it is preferable to use at least one type of monofunctional polymerizable compound and at least one type of polyfunctional polymerizable compound. By using a polyfunctional polymerizable compound as a raw material, a liquid crystal / polymer composite material containing a polymer having a crosslinked structure can be obtained by a polymerization reaction.

  The glass transition temperature of the polymer contained in the liquid crystal / polymer composite material is preferably −100 ° C. to 25 ° C. Therefore, it is preferable to appropriately adjust the type and composition of the polymerizable compound used as a raw material so that the glass transition temperature of the polymer after the polymerization reaction falls within the range.

  Furthermore, it is preferable to use at least one kind of mesogenic polymerizable compound and at least one kind of non-mesogenic polymerizable compound as a raw material for the polymer contained in the liquid crystal / polymer composite material. By using both a mesogenic polymerizable compound and a non-mesogenic polymerizable compound as a polymer raw material, the temperature range in which the liquid crystal / polymer composite material obtained by the polymerization reaction exhibits an optically isotropic phase can be further increased. Can be wide.

[Method of manufacturing liquid crystal / polymer composite material]
The liquid crystal / polymer composite material is prepared, for example, after preparing a polymerizable compound-containing liquid crystal composition in which a nematic liquid crystal composition, all chiral compounds, and all polymerizable compounds used as polymer raw materials are mixed. It can be produced by polymerizing a compound having a polymerizable group in the polymerizable compound-containing liquid crystal composition.

  The order of mixing the nematic liquid crystal composition, the chiral compound and the polymerizable compound is not particularly limited, and all the raw materials may be mixed substantially simultaneously, and the nematic liquid crystal composition and the chiral compound are mixed in advance. The liquid crystal composition may be mixed with all polymerizable compounds used as a polymer raw material. The total amount of all polymerizable compounds in the polymerizable compound-containing liquid crystal composition can be appropriately determined in consideration of the type of polymerizable compound used, the type of nematic liquid crystal composition, the type of chiral compound, etc. .1 to 40% by mass is preferable, 1 to 40% by mass is more preferable, and 1 to 25% by mass is more preferable. The content of the mixture of the nematic liquid crystal composition and the chiral compound in the polymerizable compound-containing liquid crystal composition is preferably 60 to 95% by mass, more preferably 60 to 90% by mass, and 60 to 80%. More preferred is mass%.

The said polymeric compound containing liquid crystal composition may contain the polymerization initiator as needed.
For example, when the polymerizable compound in the polymerizable compound-containing liquid crystal composition is polymerized by radical polymerization, a thermal polymerization initiator and a photopolymerization initiator can be added as a radical polymerization initiator. Specifically, the following compounds are preferably used;
Diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethyl ketal, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 4- ( 2-hydroxyethoxy) phenyl- (2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexyl-phenylketone, 2-methyl-2-morpholino (4-thiomethylphenyl) propan-1-one, 2-benzyl- Acetophenone series such as 2-dimethylamino-1- (4-morpholinophenyl) -butanone;
Benzoins such as benzoin, benzoin isopropyl ether and benzoin isobutyl ether;
Acylphosphine oxides such as 2,4,6-trimethylbenzoyldiphenylphosphine oxide;
Benzyl, methylphenylglyoxyesters;
Benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4,4′-dichlorobenzophenone, hydroxybenzophenone, 4-benzoyl-4′-methyl-diphenyl sulfide, acrylated benzophenone, 3,3 ′, 4,4 ′ -Benzophenone series such as tetra (t-butylperoxycarbonyl) benzophenone, 3,3'-dimethyl-4-methoxybenzophenone;
Thioxanthone systems such as 2-isopropylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone;
Aminobenzophenone series such as Michler's ketone and 4,4′-diethylaminobenzophenone;
10-butyl-2-chloroacridone, 2-ethylanthraquinone, 9,10-phenanthrenequinone, camphorquinone, and the like.
Among these compounds, benzyldimethyl ketal is preferable as the radical polymerization initiator to be contained in the polymerizable compound-containing liquid crystal composition.

  The polymerizable compound-containing liquid crystal composition may contain various additives widely used in the liquid crystal composition as long as the effects of the present invention are not impaired. For example, in order to improve the storage stability, stabilizers such as an antioxidant and an ultraviolet absorber can be added. Examples of the stabilizer that can be used include hydroquinones, hydroquinone monoalkyl ethers, tert-butylcatechols, pyrogallols, thiophenols, nitro compounds, β-naphthylamines, β-naphthols, nitroso compounds, and the like. It is done. When the stabilizer is used, the amount added is preferably 0.005 to 1% by mass, more preferably 0.02 to 0.5% by mass, and 0.03 to 0.1% by mass with respect to the liquid crystal composition. % Is particularly preferred.

  The polymerizable compound-containing liquid crystal composition before the polymerization reaction is preferably capable of expressing an optically isotropic phase, more preferably capable of expressing a blue phase, and further capable of expressing blue phase III. preferable. The optically isotropic phase is stabilized by the polymer formed by the polymerization reaction. In other words, the liquid crystal / polymer composite material obtained by the polymerization reaction has an optically isotropic phase in a wider temperature range than the temperature range in which the liquid crystal composition before the polymerization reaction exhibits an optically isotropic phase. It can be expressed.

  The polymerization reaction of the polymerizable compound-containing liquid crystal composition is appropriately selected from known methods such as a method of irradiating active energy rays such as ultraviolet rays or an electron beam or a thermal polymerization method depending on the type of the polymerizable compound used. Selected. The method of irradiating active energy rays is preferable because the reaction proceeds at room temperature without requiring heating, and among them, the method of irradiating light such as ultraviolet rays is preferable because the operation is simple. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used.

  The polymerization reaction is preferably performed in a state where the polymerizable compound-containing liquid crystal composition retains an optically isotropic phase, particularly a blue phase. For example, when the polymerizable compound-containing liquid crystal composition expresses the blue phase III, the polymerization reaction is started within the temperature range in which the polymerizable compound-containing liquid crystal composition exhibits the blue phase III, and the blue phase III is retained. The liquid crystal / polymer composite material produced by the polymerization reaction is completed within the temperature range showing the blue phase III, so that the temperature range showing the blue phase III is a polymerizable compound-containing liquid crystal composition before the polymerization reaction. A wider range of liquid crystal / polymer composites can be obtained.

  Further, by using two or more kinds of chiral compounds as raw materials, the expression temperature range of the blue phase III that does not coexist with other phases can be expanded as compared with the case where one kind of chiral compound is used. Among these, any one of the blue phase I, the blue phase II, and the liquid phase is obtained by using a combination of a chiral compound in which the temperature dependence of the helical induction force is negative and a chiral compound in which the temperature dependence of the helical induction force is positive. It is possible to obtain a liquid crystal / polymer composite material that can express the blue phase III in a state of not coexisting in a very wide temperature range (for example, a temperature range of 2 ° C. or more).

  The liquid crystal / polymer composite material obtained by polymerizing a liquid crystal composition containing a polymerizable compound that expresses a blue phase, particularly blue phase III, has an expression temperature range without losing the high-speed response of the blue phase. Since it has been expanded more than ever, it is suitable as a raw material for a liquid crystal optical element driven in an optically isotropic phase.

A liquid crystal optical element using the liquid crystal / polymer composite material can be produced by a conventional method. For example, a liquid crystal optical element can be manufactured as follows. First, the polymerizable compound-containing liquid crystal composition is injected into a cell equipped with electrodes. The cell can be configured by bringing two substrates into close contact with each other, for example, with an applied adhesive.
An electrode, especially an IPS electrode (comb electrode) may be provided on one substrate surface, and an inorganic film such as a polyimide film or SiO may be obtained as an insulating film on the electrode. Similarly, a counter electrode may be provided on the other substrate surface, and a counter substrate in which an insulating film is formed on the electrode may be obtained. For the substrate, a transparent material having flexibility such as glass and plastic can be used, and one of the substrates may be an opaque material such as silicon. As a method for sandwiching the polymerizable compound-containing liquid crystal composition between the two substrates of the cell, a normal vacuum injection method, an ODF method, or the like can be used. Next, the cell is heated, the polymerization reaction starts at a temperature at which the polymerizable compound-containing liquid crystal composition develops a blue phase (for example, blue phase III), and the polymerization reaction proceeds while the blue phase is maintained. Let When the polymerization reaction is performed by irradiation with active energy rays, at least the substrate on the irradiated surface side must be given appropriate transparency to the active energy rays. A liquid crystal optical element manufactured from a liquid crystal / polymer composite material that stably develops a blue phase is optically isotropic in the absence of an applied electric field, and thus does not need to be controlled in orientation.

Since the liquid crystal optical element using the liquid crystal / polymer composite material exhibits high-speed response, it can be preferably used for a display using a field sequential color system that is required to have high-speed response in principle. When the liquid crystal optical element using the liquid crystal / polymer composite material of the present invention and the field sequential color system are combined, a color filter is not used, so a highly efficient display with reduced light loss due to the color filter is produced. Thus, a display with high brightness or low power consumption can be obtained. In addition, when the liquid crystal optical element using the liquid crystal / polymer composite material and the field sequential color method are combined, unlike the color filter method, it is not necessary to divide the pixel into three parts, so that a high-definition display can be obtained. it can.
Applications of the liquid crystal / polymer composite material include optical elements, optical path switching elements, wavelength conversion elements, energy conversion elements, electronic materials, nonlinear optical elements, optical memories, rewritable elements, electronic paper, lubricants, electrorheological fluids. Examples thereof include a buffer material, a vibration element, a piezoelectric element, and a pyroelectric element.

<Liquid crystal composition constituting a nematic liquid crystal phase>
When the mixture of the first embodiment of the present invention is a liquid crystal composition composed of two or more liquid crystal compounds and the liquid crystal phase is a nematic phase, the dielectric anisotropy of the liquid crystal composition ( (DELTA) epsilon) is (DELTA) epsilon> +2.5, Comprising: The positive type liquid crystal composition which contains at least 1 type of compound represented by the following general formula (II-a) to general formula (II-g) is preferable.
Note that the difference in dielectric constant of chemical substances is related to the deviation of electron density in the molecule, and it is known that these influence the absorption wavelength. In the following, the compounds are classified and explained according to the difference in dielectric constant.

<Positive liquid crystal composition>
The positive liquid crystal composition preferably contains one or more selected from the group of the general formula (4). In formula, R < ¹ > -R < ² > represents a C1-C10 alkyl group or a C2-C10 alkenyl group mutually independently.

The content of the compound represented by the formula (4) is preferably 1 to 95%, more preferably 8 to 90%, and still more preferably 15 to 85%.
Specific examples of the compound represented by the general formula (4) include the following structures.

The positive liquid crystal composition preferably contains one or more selected from the group of the general formula (II-a) to the general formula (II-g). In the formula, R ^{10 to} R ¹³ and R ^{21 to} R ³⁰ each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms. One or two or more CH ₂ groups of the alkyl group and alkenyl group may be substituted with —O— so that the oxygen atom is not directly adjacent. X ²¹ represents a hydrogen atom or a fluorine atom, and is preferably a fluorine atom.

Since the absorption wavelength shifts to the short wavelength side as the number of cyclohexane rings increases, it is preferable that the amount of formula (II-a) and formula (II-g) is large, and then formula (II-c), It is preferable that the amount of formula (II-f) is large. On the other hand, since the absorption wavelength of a compound having many benzene rings shifts to the long wavelength side, it is preferable that the amount of formula (II-e) is kept constant. In particular, when R ^{10 to} R ¹³ and R ^{21 to} R ³⁰ are alkenyl groups, it is preferable to select a compound having a short absorption wavelength as compared with the case of being an alkyl group.

  Specifically, the compound selected from the group of the general formula (II-a) to the general formula (II-g) of the positive liquid crystal composition is preferably the following compound.

In the general formula (II-a), R ²¹ and R ²² may be each independently a linear alkenyl group having 2 to 10 carbon atoms. The following formulas (2.1) to (2.7) can be exemplified.

  Hereinafter, “%” represents “% by weight” unless otherwise specified.

  The content of the compounds represented by formulas (2.1) to (2.7) is preferably 1 to 95%, more preferably 8 to 90%, more preferably 15 to 85%, and more preferably 15 to 65%. More preferably, it is 15 to 55%, more preferably 15 to 45%.

In general formula (II-a), R ²¹ and R ²¹ may each independently be a linear alkyl group having 1 to 10 carbon atoms or a linear alkenyl group having 2 to 10 carbon atoms. The following formulas (4.2) to (4.4) can be exemplified.

The content of the compound represented by the formula (4.2) is preferably 5 to 95%, more preferably 20 to 90%, and still more preferably 30 to 85%.
The content of the compound represented by the formula (4.3) is preferably 5 to 95%, more preferably 20 to 90%, and still more preferably 30 to 85%.

  When content of the compound represented by Formula (4.4) is illustrated in order of preference, 2-45%, 5-45%, 7-40%, 8-40%, 9-40%, 11-40%, 12-40%, 14-40%, 15-40%, 16-40%, 17-40%, 18-40%, 20-35%, 22-35%, 25-35%, 30-35% is there.

  The positive type liquid crystal composition contains at least one selected from the group of compounds represented by the following formulas (21.1) to (21.3) and formula (8.1): Is preferred.

When the content of the compound represented by the formula (21.1) is exemplified in a preferable order, 10 to 75%, 15 to 75%, 20 to 75%, 25 to 75%, 30 to 75%, 35 to 75%, 40-75%, 45-70%, 48-70%.
When the content of the compound represented by the formula (21.2) is exemplified in a preferable order, it is 5 to 55%, 8 to 55%, 11 to 50%, 14 to 50%, 17 to 50%, 19 to 50%, 21 to 50%.
When the content of the compound represented by the formula (21.3) is exemplified in a preferable order, it is 2 to 45%, 5 to 45%, 10 to 40%, 15 to 40%, 18 to 40%, 19 to 40%. is there.

  When the content of the compound represented by the formula (8.1) is exemplified in a preferable order, 1 to 90%, 5 to 80%, 10 to 70%, 15 to 60%, 20 to 55%, 22 to 50%, 24 to 50%, 26 to 50%, 26 to 45%, and 27 to 40%.

In general formula (II-a), R ²¹ and R ²² may be each independently a linear alkyl group having 1 to 10 carbon atoms. The following formula (21.4) can be exemplified.

  The content of the compound represented by the formula (21.4) is preferably 1 to 45%, more preferably 2 to 40%, and still more preferably 4 to 35%.

In general formula (II-g), R ¹² and R ¹³ may be each independently a linear alkenyl group having 2 to 10 carbon atoms or a linear alkyl group having 1 to 10 carbon atoms. The following formula (3.1) can be illustrated as a suitable compound.

  The content of the compound represented by the formula (3.1) is preferably 1 to 95%, more preferably 5 to 85%, and still more preferably 8 to 75%.

The positive liquid crystal composition may contain one or more selected from the compound group represented by the general formula (15.1). In general formula (15.1), R ¹ and R ² may be each independently a linear alkenyl group having 2 to 10 carbon atoms or a linear alkyl group having 1 to 10 carbon atoms.
The content of the compound represented by the general formula (15.1) is preferably 1 to 60%, more preferably 3 to 40%, and still more preferably 5 to 20%.
Specific examples of the structural formula of the compound represented by the general formula (15.1) include those shown below.

In general formula (II-f), R ¹⁰ and R ¹¹ may be each independently a linear alkyl group having 1 to 10 carbon atoms or an alkoxy group. The following formulas (16.1) to (16.2) can be exemplified as suitable compounds.

Examples of the content of the compound represented by the formula (16.1) in the order of preference are 1 to 90%, 3 to 80%, 4 to 70%, 5 to 60%, 5 to 50%, 5 to 40%, 5-30%, 5-20%, 5-15%.
When content of the compound represented by Formula (16.2) is illustrated in a preferable order, 1 to 90%, 5 to 80%, 7 to 80%, 8 to 70%, 9 to 60%, 10 to 50%, 11-40%, 11-35%, 11-30%, 11-25%, 11-20%.

In general formula (II-c), R ²⁵ and R ²⁶ may be each independently a linear alkyl group having 1 to 10 carbon atoms, an alkoxy group, or an alkenyl group having 2 to 10 carbon atoms. The following formulas (16.3), (16.4), (3.2) and (3.3) can be exemplified as suitable compounds.

When content of the compound represented by Formula (16.3) is illustrated in a preferable order, 1 to 90%, 3 to 80%, 4 to 70%, 5 to 60%, 6 to 50%, 6 to 40%, 6 to 35%, 6 to 30%, 6 to 20%, and 6 to 15%.
When the content of the compound represented by the formula (16.4) is exemplified in a preferable order, 1 to 90%, 2 to 80%, 3 to 70%, 4 to 60%, 4 to 50%, 4 to 40%, 4 to 35%, 4 to 25%, 4 to 20%, and 4 to 15%.

Examples of the content of the compound represented by the formula (3.2) in the order of preference are 3 to 95%, 5 to 93%, 7 to 91%, 9 to 89%, 11 to 87%, 12 to 85%, 14-85%, 16-85%, 17-85%, 22-85%.
When the content of the compound represented by the formula (3.3) is exemplified in a preferable order, it is 5 to 95%, 8 to 90%, 10 to 85%, 12 to 85%, 14 to 85%, 15 to 85%. is there.

  The positive liquid crystal composition may contain one or more selected from the compound group represented by the general formula (II-h). In general formula (II-h), R is a linear alkyl group having 1 to 10 carbon atoms, independently of each other. The following formulas (17.1) to (17.3) can be exemplified as suitable compounds.

When the content of the compound represented by the formula (17.1) is exemplified in a preferable order, 0.5 to 90%, 1 to 80%, 2 to 70%, 3 to 60%, 3 to 50%, 3 to 40 %, 3-35%, 3-30%, 3-20%, 3-15%, 3-10%.
When the content of the compound represented by the formula (17.2) is exemplified in a preferable order, 0.5 to 90%, 1 to 80%, 1.5 to 70%, 2 to 60%, 2 to 50%, 2 -40%, 2-35%, 2-30%, 2-20%, 2-15%, 2-10%.
When the content of the compound represented by the formula (17.3) is exemplified in a preferable order, 0.5 to 90%, 1 to 80%, 2 to 70%, 3 to 60%, 3 to 50%, 3 to 40 %, 3-35%, 3-30%, 3-20%, 3-15%, 3-10%.

The positive liquid crystal composition may contain one or more selected from the compound group represented by the general formula (II-b1). In General Formula (II-b1), R ²³ and R ²⁴ are each independently a linear alkyl group having 1 to 10 carbon atoms or a linear alkenyl group having 2 to 10 carbon atoms, and X ²⁴ and X ²⁵ Are independently a fluorine atom or a hydrogen atom. The following formulas (15.2) to (15.4) can be exemplified as suitable compounds.

When content of the compound represented by Formula (15.2) is illustrated in a preferable order, 1 to 60%, 5 to 50%, 6 to 45%, 6 to 40%, 7 to 35%, 8 to 30%, 8-25%.
When the content of the compound represented by the formula (15.3) is exemplified in a preferable order, 1 to 60%, 5 to 50%, 6 to 45%, 6 to 40%, 7 to 35%, 8 to 30%, 8-25%.
When content of the compound represented by Formula (15.4) is illustrated in a preferable order, 1 to 60%, 4 to 50%, 7 to 45%, 10 to 40%, 11 to 35%, 12 to 30%, 12-25%, 12-20%.

The positive liquid crystal composition may contain one or more selected from the group of compounds represented by the general formula (II-d1). In the general formula (II-d1), R ²⁷ and R ²⁸ are each independently a linear alkyl group having 1 to 10 carbon atoms, and X ²² and X ²³ are each independently a fluorine atom or a hydrogen atom. , A is 1,4-cyclohexylene, and m representing the number of A is an integer of 0 or 1. The following formulas (13.1) to (13.4) can be exemplified as suitable compounds.

  When the content of the compound represented by the formula (13.1) is exemplified in a preferable order, 2 to 60%, 5 to 55%, 6 to 50%, 7 to 45%, 8 to 40%, 9 to 35%, 9-30%.

When content of the compound represented by Formula (13.2) is illustrated in order of preference, 1 to 60%, 2 to 55%, 2 to 50%, 3 to 45%, 3 to 40%, 4 to 35%, 4-30%.
When content of the compound represented by Formula (13.3) is illustrated in a preferable order, 1 to 60%, 2 to 55%, 3 to 50%, 3 to 45%, 4 to 40%, 4 to 30%, 4-25%, 4-20%.
When content of the compound represented by Formula (13.4) is illustrated in a preferable order, 1 to 60%, 2 to 55%, 3 to 50%, 3 to 45%, 4 to 40%, 4 to 30%, 4-25%, 4-20%.

The positive liquid crystal composition may contain one or more selected from the compound group represented by the general formula (II-e1). In general formula (II-e1), R ²⁹ and R ³⁰ are each independently a linear alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, and X ²¹ is a fluorine atom or hydrogen. Is an atom. The following formulas (9.1) to (9.3) and formulas (10.1) to (10.8) can be exemplified as suitable compounds.

When content of the compound represented by Formula (9.1) or Formula (9.2) is illustrated in order of preference, it is 2 to 60%, 4 to 55%, 6 to 50%, 8 to 45%, 10 to 40. %, 11-38%, 12-36%, 13-34%, 14-32%, 14-20%.
When content of the compound represented by Formula (9.3) is illustrated in a preferable order, it is 2 to 60%, 3 to 55%, 4 to 50%, 5 to 45%, 6 to 40%, 7 to 35%, 7 to 30%, 8 to 30%, and 8 to 20%.

When content of the compound represented by Formula (10.1) or Formula (10.2) is illustrated in order of preferable, 1-60%, 2-55%, 3-50%, 7-45%, 10-40 %, 10-35%, 10-30%, 10-25%, 10-20%.
When content of the compound represented by Formula (10.3) or Formula (10.4) is illustrated in order of preferable, it will be 2 to 60%, 6 to 55%, 8 to 50%, 10 to 45%, 12 to 40 %, 14-30%, 14-25%, 15-25%, 15-20%.
When content of the compound represented by Formula (10.5) or Formula (10.6) is illustrated in order of preference, it is 2 to 60%, 5 to 50%, 6 to 40%, 7 to 40%, and 7 to 35. %.
When content of the compound represented by Formula (10.7) or Formula (10.8) is illustrated in order of preference, 0.5 to 60%, 1 to 55%, 1 to 50%, 1 to 40%, 1 -30%, 1-25%, 1-20%.

The positive liquid crystal composition may contain one or more selected from the compound group represented by the general formula (II-d2). In the general formula (II-d2), R ²⁷ and R ²⁸ are each independently a linear alkyl group having 1 to 10 carbon atoms, and X ²² and X ²³ are each independently a fluorine atom or a hydrogen atom. , A is 1,4-phenylene, and m representing the number of A is 1. The following formulas (13.5) to (13.8) can be exemplified as suitable compounds.

  When content of the compound represented by Formula (13.5)-Formula (13.8) is illustrated in preferable order, it will be 0.5-60%, 1-50%, 1.5-40%, 2-40% 2 to 35%, 2 to 30%, and 2 to 25%.

  The positive liquid crystal composition preferably further contains a compound represented by the general formula (III ′) as the second component.

In the compound represented by the general formula (III ′), R ³¹ represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group. M ^{31 to} M ³³ each independently represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group, and one or two — in the trans-1,4-cyclohexylene group CH ₂ — may be substituted with —O— so that oxygen atoms are not directly adjacent to each other, and one or two hydrogen atoms in the phenylene group may be substituted with fluorine atoms. X ³¹ and X ³² each independently represent a hydrogen atom or a fluorine atom, Z ³¹ represents a fluorine atom, a trifluoromethoxy group or a trifluoromethyl group, n ³¹ and n ³² are each independently 0, 1 Or 2 and n ³¹ + n ³² represents 0, 1 or 2, and when a plurality of M ³¹ and M ³³ are present, they may be the same or different.

  More specifically, the compound represented by the general formula (III ′) is preferably a compound represented by the following general formula (III′-a) to general formula (III′-e).

（式中、Ｒ^３２又はＲは炭素原子数１から１０のアルキル基、アルコキシ基、炭素原子数２から１０のアルケニル基又はアルケニルオキシ基を表し、Ｘ及びＸ^３１〜Ｘ^３８はお互い独立して水素原子又はフッ素原子を表し、Ｚ及びＺ^３１はフッ素原子、トリフオロメトキシ基又はトリフルオロメチル基を表す。）

(In the formula, R ³² or R represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group, and X and X ^{31 to} X ³⁸ are independently of each other. represents a hydrogen atom or a fluorine atom, Z and Z ³¹ represents a fluorine atom, triflate Oro methoxy group or a trifluoromethyl group.)

Since the absorption wavelength shifts to the short wavelength side as the number of cyclohexane rings increases, the amount of formula (III′-a) and formula (III′-f) is preferably large. c) It is preferable that the amount of formula (III′-d) is large. On the other hand, since the absorption wavelength of a compound having a large number of benzene rings shifts to the long wavelength side, it is preferable that the amount of formula (III′-e) is kept constant. In particular, when R ^{31 to} R ³² are alkenyl groups, it is preferable to select a compound having a short absorption wavelength for the coexisting compound as compared with the case of an alkyl group.

  As an example of the general formula (III′-a), the above formula (III-a ′) can be exemplified, and specifically, the following formulas (11.1) to (11.3) can be exemplified as suitable compounds.

When the content of the compounds represented by the formulas (11.1) and (11.2) is exemplified in a preferable order, 0.5 to 95%, 1 to 95%, 3 to 95%, 5 to 95%, 7 to 95%, 9-95%, 11-95%, 13-95%, 15-95%, 20-90%, 24-90%.
Illustrative examples of the content of the compound represented by the formula (11.3) include 1 to 95%, 3 to 95%, 5 to 95%, 7 to 95%, 9 to 95%, 11 to 95%, 13-95%, 15-95%, 17-90%.

The positive type liquid crystal composition may contain one or more selected from the compound group represented by the general formula (III′-f). In general formula (III′-f), R is the same as R ³² described above, and X is a fluorine atom or a hydrogen atom. Specifically, the following formula (11.4) can be exemplified as a suitable compound.

  When the content of the compound represented by the formula (11.4) is exemplified in a preferable order, it is 1 to 95%, 3 to 90%, 5 to 80%, 7 to 80%, 9 to 80%, and 11 to 70%. is there.

  As an example of the general formula (III′-b), the above formula (III-b ′) can be exemplified, and specifically, the following formulas (1) and (12.1) can be exemplified as suitable compounds.

When content of the compound represented by Formula (1) is illustrated in order of preference, it is 1 to 40%, 2-35%, 3-35%, 4-35%, 5-35%, 6-35%, 7- It is 35%, 8-35%, 9-35%, 10-35%, 11-35%, 12-35%, 15-35%.
When content of the compound represented by Formula (12.1) is illustrated in order of preference, it is 0.5 to 40%, 1 to 40%, 2 to 35%, 3 to 35%, 4 to 35%, and 5 to 35. %.

  As an example of the general formula (III′-d), the above formula (III-d ′) can be exemplified, and specifically, the following formulas (5.1) and (5.2) can be exemplified as suitable compounds.

When content of the compound represented by Formula (5.1) is illustrated in order of preference, 1 to 40%, 2 to 35%, 3 to 35%, 4 to 35%, 5 to 35%, 6 to 35%, 7-35%.
When the content of the compound represented by the formula (5.2) is exemplified in a preferable order, they are 1 to 40%, 2 to 35%, 4 to 35%, 6 to 35%, and 8 to 35%.

  As an example of the general formula (III′-e), the above formula (III-e ′) can be exemplified, and specifically, the following formulas (12.2) to (12.4) can be exemplified as suitable compounds.

When content of the compound represented by Formula (12.2) is illustrated in order of preference, it is 0.5 to 40%, 1 to 40%, 2 to 35%, 3 to 35%, 4 to 35%, and 5 to 35. %, 6-35%, 7-35%, 7-30%.
When content of the compound represented by Formula (12.3) is illustrated in a preferable order, 1 to 40%, 2 to 35%, 3 to 35%, 4 to 35%, 5 to 35%, 6 to 35%, 7-35%, 7-30%.
When the content of the compound represented by the formula (12.4) is exemplified in a preferable order, they are 1 to 40%, 3 to 35%, 5 to 35%, 7 to 35%, and 7 to 30%.

  The positive-type liquid crystal composition additionally includes one selected from the group of compounds represented by the following general formulas (LC1) -6, (LC1) -14, (LC1) -15, and (LC1) -20. The above compounds can be contained.

In the above formulas (LC1) -6, (LC1) -14, (LC1) -15, and (LC1) -20, each R ₁ independently represents an alkyl group having 1 to 15 carbon atoms, One or more CH ₂ groups may be —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —, so that the oxygen atom is not directly adjacent. CF ₂ O— or —OCF ₂ — may be substituted, one or more hydrogen atoms in the alkyl group may be optionally substituted with halogen, and X ₂ and X ₇ are each independently Represents a hydrogen atom, Cl, F, CF ₃ or OCF _3, and when there are a plurality of X _{7 s,} they may be the same or different, and Y is independently Cl, F, CF ₃ , Represents OCH ₂ F, OCHF ₂ or OCF ₃ .

R ₁ is preferably independently an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or 1 to 5 carbon atoms. And an alkenyl group having 2 to 5 carbon atoms is more preferable.
X ₂ and X ₇ are each independently preferably a hydrogen atom or F, and Y is preferably independently F, CF ₃ or OCF ₃ .

  The positive liquid crystal composition preferably contains one or more compounds selected from the compound group represented by formula (LC1).

（式中、Ｒ_１はそれぞれ独立して炭素数１〜１５のアルキル基を表し、該アルキル基中の１つ又は２つ以上のＣＨ_２基は、酸素原子が直接隣接しないように、−Ｏ−、−ＣＨ＝ＣＨ−、−ＣＯ−、−ＯＣＯ−、−ＣＯＯ−、−Ｃ≡Ｃ−、−ＯＣＦ_２−で置換されてよく、該アルキル基中の１つ又は２つ以上の水素原子は任意にハロゲン置換されていてもよく、Ａ_１はそれぞれ独立して下記の何れかの構造を表し、

(In the formula, each R ₁ independently represents an alkyl group having 1 to 15 carbon atoms, and one or two or more CH ₂ groups in the alkyl group are —O—so that oxygen atoms are not directly adjacent to each other. -, - CH = CH -, - CO -, - OCO -, - COO -, - C≡C -, - OCF 2 - may be substituted with, one or more hydrogen atoms in the alkyl group Optionally substituted with halogen, each A ₁ independently represents any of the following structures:

Y represents F, CF ₃ or OCF ₃ , and Z ₁ represents a single bond, —CH ₂ CH ₂ —, —COO—, —OCO—, —OCH ₂ —, —CH ₂ O— or —OCF ₂ —. , M ₁ represents an integer of ₁ to 4. )

In general formula (LC1),
Y is preferably F, Z ₁ is preferably a single bond, —CH ₂ CH ₂ — or —OCF ₂ —, more preferably a single bond,
m ₁ is preferably independently 1 or 2.

  The general formula (LC1) is preferably one or more compounds selected from the group consisting of compounds represented by the following general formulas (IV-a) to (IV-f).

（式中、Ｒ^４１は炭素原子数１から１０のアルキル基、アルコキシ基、炭素原子数２から１０のアルケニル基又はアルケニルオキシ基を表し、Ｘ^４１〜Ｘ^４８はお互い独立して水素原子又はフッ素原子を表し、Ｚ^４１は塩素原子、フッ素原子、トリフオロメトキシ基又はトリフルオロメチル基を表す。）

(Wherein R ⁴¹ represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group, and X ^{41 to} X ⁴⁸ are each independently a hydrogen atom or fluorine. Z ⁴¹ represents a chlorine atom, a fluorine atom, a trifluoromethoxy group or a trifluoromethyl group.)

  The positive liquid crystal composition preferably contains one or more selected from the group of compounds represented by the following formula.

The positive liquid crystal composition may contain one or more selected from the compound group represented by the general formula (IV-a ′). In the general formula (IV-a ′), R ⁴¹ represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group, and X ^{41 to} X ⁴² are independent of each other. And represents a hydrogen atom or a fluorine atom, Z ⁴¹ represents a chlorine atom, a fluorine atom, a trifluoromethoxy group or a trifluoromethyl group, and m is an integer of 0 to 3. Specifically, the following formulas (20.1) to (20.5) can be exemplified as suitable compounds.

  When the content of the compound represented by the formula (20.1) is exemplified in a preferable order, they are 1 to 95%, 2 to 90%, and 3 to 85%.

When the content of the compound represented by the formula (20.4) is exemplified in a preferable order, 1 to 95%, 2 to 90%, 3 to 85%, 4 to 80%, 5 to 75%, 6 to 70%, 6 to 60%.
Illustrative examples of the content of the compound represented by the formula (20.5) are 1 to 95%, 3 to 90%, 6 to 85%, 9 to 80%, 10 to 75%, 15 to 70%, 20 to 60%, 22 to 55%.

When the content of the compound represented by the formula (20.2) is exemplified in a preferable order, 1 to 95%, 2 to 90%, 3 to 85%, 5 to 80%, 8 to 75%, 9 to 70%, 11-65%, 13-60%, 14-55%.
When the content of the compound represented by the formula (20.3) is exemplified in a preferable order, 1 to 95%, 2 to 90%, 3 to 85%, 4 to 80%, 5 to 75%, 6 to 70%, 6 to 60%.

  As an example of the general formula (IV-a) and the general formula (IV-a ′), the above formula (IV-a1) can be exemplified. Specifically, the following formulas (18.1), (18.3) and ( 7.1)-(7.4) can be illustrated as a suitable compound.

When content of the compound represented by Formula (18.1) is illustrated in a preferable order, 1 to 90%, 3 to 85%, 5 to 80%, 7 to 75%, 8 to 70%, 8 to 65%, 8-55% and 8-45%.
When content of the compound represented by Formula (18.3) is illustrated in a preferable order, 1 to 90%, 3 to 85%, 5 to 80%, 7 to 75%, 8 to 70%, 8 to 65%, 8 to 55%, 8 to 45%, and 11 to 45%.

When the content of the compound represented by the formula (7.1) is exemplified in a preferable order, it is 1 to 90%, 3 to 80%, 5 to 70%, 7 to 60%, 10 to 50%, and 10 to 40%. is there.
When the content of the compound represented by the formula (7.2) is exemplified in a preferable order, it is 1 to 90%, 3 to 80%, 6 to 70%, 8 to 60%, 10 to 50%, or 11 to 50%. is there.
When content of the compound represented by Formula (7.3) is illustrated in a preferable order, 1 to 90%, 4 to 80%, 8 to 60%, 10 to 50%, 12 to 50%, 13 to 50%, 13-40%, 15-40%.
When the content of the compound represented by the formula (7.4) is exemplified in a preferable order, they are 1 to 90%, 3 to 80%, 4 to 60%, and 5 to 50%.

  As an example of the general formula (IV-b), the above formula (IV-b1) can be exemplified. Specifically, the following formulas (20.6), (18.2), (18.4) and (19.1) ) To (19.4) can be exemplified as suitable compounds.

  Examples of the content of the compound represented by the formula (20.6) in the order of preference are 1 to 95%, 3 to 90%, 6 to 85%, 7 to 80%, and 7 to 60%.

When content of the compound represented by Formula (18.2) is illustrated in a preferable order, 1 to 80%, 3 to 70%, 5 to 60%, 6 to 55%, 7 to 50%, 8 to 45%, 9-45%, 10-45%.
When the content of the compound represented by the formula (18.4) is exemplified in a preferable order, they are 1 to 80%, 3 to 70%, 4 to 60%, 5 to 55%, and 5 to 45%.

When the content of the compound represented by the formula (19.1) is exemplified in a preferable order, it is 1 to 80%, 5 to 70%, 8 to 60%, 9 to 55%, 10 to 50%, or 11 to 45%. is there.
When content of the compound represented by Formula (19.2) is illustrated in a preferable order, 1 to 80%, 2 to 70%, 5 to 60%, 8 to 55%, 9 to 50%, 10 to 45%, 11 to 45%.
When the content of the compound represented by the formula (19.3) is exemplified in a preferable order, it is 1 to 90%, 2 to 80%, 3 to 70%, 4 to 65%, 4 to 60%, and 4 to 55%. is there.
When the content of the compound represented by the formula (19.4) is exemplified in a preferable order, it is 1 to 90%, 2 to 80%, 3 to 70%, 4 to 65%, 4 to 60%, and 4 to 55%. is there.

  As an example of the general formula (IV-d), the above formula (IV-d1) can be exemplified, and specifically, the following formulas (19.5) to (19.7) can be exemplified as suitable compounds.

When the content of the compound represented by the formula (19.5) is exemplified in a preferable order, it is 1 to 90%, 2 to 80%, 3 to 70%, 4 to 65%, 4 to 60%, and 4 to 55%. is there.
When content of the compound represented by Formula (19.6) is illustrated in a preferable order, 1 to 95%, 3 to 90%, 4 to 85%, 5 to 80%, 5 to 70%, 6 to 60%, 6-50%.
When the content of the compound represented by the formula (19.7) is exemplified in a preferable order, 1 to 95%, 2 to 90%, 3 to 85%, 4 to 80%, 5 to 75%, 6 to 70%, 7-65%, 8-60%, 9-55%, 10-50%.

  As an example of the general formula (IV-c), the above formula (IV-c1) can be exemplified, and specifically, the following formulas (14.1) to (14.4) can be exemplified as suitable compounds.

When the content of the compound represented by the formula (14.1) is exemplified in a preferable order, it is 1 to 40%, 3 to 35%, 5 to 35%, 6 to 35%, 6 to 30%, and 6 to 25%. is there.
When the content of the compound represented by the formula (14.2) is exemplified in a preferable order, it is 1 to 40%, 3 to 35%, 5 to 35%, 7 to 35%, 7 to 30%, and 7 to 25%. is there.
When content of the compound represented by Formula (14.3) is illustrated in order of preference, it is 1 to 40%, 3 to 35%, 5 to 35%, 7 to 35%, 9 to 35%, and 9 to 30%. is there.
When the content of the compound represented by the formula (14.4) is exemplified in a preferable order, it is 1 to 40%, 2 to 35%, 3 to 35%, 4 to 35%, 4 to 30%, and 4 to 25%. is there.

  As an example of the general formula (IV-e), the above formula (IV-e1) can be exemplified, and specifically, the following formulas (6.1) to (6.2) can be exemplified as suitable compounds.

  When content of the compound represented by Formula (6.1) or Formula (6.2) is illustrated in order of preference, it is 1 to 40%, 3 to 35%, 6 to 35%, 6 to 30%, 6 to 25. %.

  As an example of the general formula (IV-f), the above formula (IV-f1) can be exemplified, and specifically, the following formula (14.5) can be exemplified as a suitable compound.

  When the content of the compound represented by the formula (14.5) is exemplified in a preferable order, it is 0.5 to 40%, 0.5 to 10%, 1 to 10%, 1 to 6%, or 1 to 4%. .

The positive type liquid crystal composition additionally includes the following general formulas (LC1) -5, (LC1) -7, (LC1) -8, (LC1) -10, (LC1) -11, (LC1)- 12, one or more compounds selected from the group of compounds represented by (LC1) -13, (LC1) -16 and (LC1) -17 can be contained.

(LC1) -5, (LC1) -7, (LC1) -8, (LC1) -10, (LC1) -11, (LC1) -12, (LC1) -13, (LC1) -16 and In (LC1) -17, each R ₁ independently represents an alkyl group having 1 to 15 carbon atoms, and one or two or more CH ₂ groups in the alkyl group are not directly adjacent to each other. , —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF ₂ O— or —OCF ₂ —, and the alkyl group One or more hydrogen atoms therein may be optionally halogen-substituted, X ₂ and X ₇ each independently represent a hydrogen atom, Cl, F, CF ₃ or OCF ₃ , wherein X ₇ is When two or more are present, they may be the same or different. Z ₁ is independently a single bond, —CH═CH—, —C≡C—, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ - _{-OCH 2 -, - CH 2 O} -, - OCF 2 - , Y represents each independently represent _{Cl, F, CF 3, OCH} 2 F, a OCHF ₂ or OCF _3, ^{A 1} is independently Represents one of the following structures.

  The positive type liquid crystal composition may contain one or more compounds selected from the compound group represented by the general formula (LC2).

（式中、Ｒ_１は炭素数１〜１５のアルキル基を表し、該アルキル基中の１つ又は２つ以上のＣＨ_２基は、酸素原子が直接隣接しないように、−Ｏ−、−ＣＨ＝ＣＨ−、−ＣＯ−、−ＯＣＯ−、−ＣＯＯ−、−Ｃ≡Ｃ−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−で置換されてよく、該アルキル基中の１つ又は２つ以上の水素原子は任意にハロゲン置換されていてもよく、Ａ_１及びＡ_２はそれぞれ独立して下記の何れかの構造、

(In the formula, R ₁ represents an alkyl group having 1 to 15 carbon atoms, and one or two or more CH ₂ groups in the alkyl group are —O—, —CH, so that oxygen atoms are not directly adjacent to each other. ═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF ₂ O—, —OCF ₂ —, which may be substituted with one or more of the alkyl groups The hydrogen atom may be optionally halogen-substituted, and A ₁ and A ₂ are each independently any one of the following structures:

（該構造中シクロヘキサン環の１つ又は２つ以上のＣＨ_２基は酸素原子で置換されていてもよく、該構造中ベンゼン環の１つ又は２つ以上のＣＨ基は窒素原子で置換されていてもよく、また、該構造中の１つ又は２つ以上の水素原子はＦ、Ｃｌ、ＣＦ_３又はＯＣＦ_３で置換されていてもよい。）を表し、
Ｘ_３〜Ｘ_５はそれぞれ独立して水素原子、Ｃｌ、Ｆ、ＣＦ_３又はＯＣＦ_３を表し、Ｙは水素原子、Ｃｌ、Ｆ、ＣＦ_３、ＯＣＨ_２Ｆ、ＯＣＨＦ_２又はＯＣＦ_３を表し、Ｚ_２〜Ｚ_３はそれぞれ独立して単結合、−ＣＨ＝ＣＨ−、−ＣＦ＝ＣＦ−、−Ｃ≡Ｃ−、−ＣＨ_２ＣＨ_２−、−（ＣＨ_２）_４−、−ＯＣＨ_２−、−ＣＨ_２Ｏ−、−ＯＣＦ_２−、−ＣＦ_２Ｏ−、−ＣＯＯ−又は−ＯＣＯ−を表し、ｍ_１及びｍ_２はそれぞれ独立して０〜３の整数を表し、ｍ_１＋ｍ_２は１、２又は３を表す。）

(One or more CH ₂ groups of the cyclohexane ring in the structure may be substituted with an oxygen atom, and one or two or more CH groups of the benzene ring in the structure are substituted with a nitrogen atom. And one or more hydrogen atoms in the structure may be substituted with F, Cl, CF ₃ or OCF ₃ )
X _{3 to} X ₅ each independently represent a hydrogen atom, Cl, F, CF ₃ or OCF ₃ , Y represents a hydrogen atom, Cl, F, CF ₃ , OCH ₂ F, OCHF ₂ or OCF ₃ , Z _{2 to} Z ₃ are each independently a single bond, —CH═CH—, —CF═CF—, —C≡C—, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, —COO— or —OCO—, each of m ₁ and m ₂ independently represents an integer of 0 to 3, and m ₁ + m ₂ is Represents 1, 2 or 3. )

In General Formula (LC2), R ₁ is preferably an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or a carbon number An alkoxy group having 1 to 5 carbon atoms and an alkenyl group having 2 to 5 carbon atoms are more preferable,
A ₁ and A ₂ each independently preferably have the following structure.

In general formula (LC2),
Y is independently preferably F, CF ₃ or OCF ₃ , F is particularly preferred,
Z _{2 to} Z ₃ are each independently a single bond, —CH ₂ CH ₂ —, —COO—, —OCO—, —OCH ₂ —, —CH ₂ O—, —OCF ₂ — or —CF ₂ O—. Preferably, a single bond, —CH ₂ CH ₂ —, —OCF ₂ — or —CF ₂ O— is more preferable,
m ₁ and m ₂ are each independently preferably 1 or 2.

R ₁ is preferably an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, An alkenyl group having 2 to 5 carbon atoms is more preferable.
X _{3 to} X ₅ are preferably each independently a hydrogen atom or F,
Y is preferably independently F, CF ₃ or OCF ₃ .

  The general formula (LC2) is preferably one or more compounds selected from the group consisting of compounds represented by the following general formula (LC2) -1 to general formula (LC2) -11.

（式中、Ｒ_１はそれぞれ独立して炭素数１〜１５のアルキル基を表し、該アルキル基中の１つ又は２つ以上のＣＨ_２基は、酸素原子が直接隣接しないように、−Ｏ−、−ＣＨ＝ＣＨ−、−ＣＯ−、−ＯＣＯ−、−ＣＯＯ−、−Ｃ≡Ｃ−、−ＣＦ_２Ｏ−又は−ＯＣＦ_２−で置換されていてもよく、Ｘ_４及びＸ_８はそれぞれ独立して水素原子、Ｃｌ、Ｆ、ＣＦ_３又はＯＣＦ_３を表し、Ｘ_８が複数存在する場合それらは同一であっても異なっていても良く、Ｙはそれぞれ独立してＣｌ、Ｆ、ＣＦ_３、ＯＣＨ_２Ｆ、ＯＣＨＦ_２又はＯＣＦ_３を表す。）

(In the formula, each R ₁ independently represents an alkyl group having 1 to 15 carbon atoms, and one or two or more CH ₂ groups in the alkyl group are —O—so that oxygen atoms are not directly adjacent to each other. —, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF ₂ O— or —OCF ₂ — may be substituted, and X ₄ and X ₈ are Each independently represents a hydrogen atom, Cl, F, CF ₃ or OCF _3, and when there are a plurality of X _{8 s,} they may be the same or different; Y is independently Cl, F, CF ₃ represents OCH ₂ F, OCHF ₂ or OCF ₃ )

R ₁ is preferably independently an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or 1 to 5 carbon atoms. And an alkenyl group having 2 to 5 carbon atoms is more preferable.
X ₄ and X ₈ are each independently preferably a hydrogen atom or F,
Y is preferably independently F, CF ₃ or OCF ₃ .

  Examples of the chiral compound suitably contained in the positive liquid crystal composition include the following compounds.

  When the chiral compound is contained in the positive liquid crystal composition, the content is preferably 0.1 to 1%.

  When the liquid crystal phase is a nematic phase, the dielectric anisotropy (Δε) of the liquid crystal composition is Δε <−2, and the following general formulas (I), (II-1), ( A negative liquid crystal composition containing at least one compound represented by II-2) or (III) is preferred.

<Negative liquid crystal composition>
The negative liquid crystal composition contains 30 to 50% of one or more compounds represented by the general formula (I), and 5 to 25 one or more compounds represented by the general formula (II-1). Containing 25% to 45% of one or more compounds represented by the general formula (II-2) and 5 to 20% of one or more compounds represented by the general formula (III). Is preferred.

（式中、Ｒ^１及びＲ^２はそれぞれ独立して、炭素原子数１〜８のアルキル基、炭素原子数２〜８のアルケニル基、炭素原子数１〜８のアルコキシ基又は炭素原子数２〜８のアルケニルオキシ基を表し、Ａは１，４−フェニレン基又はトランスー１，４−シクロヘキシレン基を表す。）

(In the formula, R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or 2 to 2 carbon atoms. 8 represents an alkenyloxy group, and A represents a 1,4-phenylene group or a trans-1,4-cyclohexylene group.)

（式中、Ｒ^３は炭素原子数１〜８のアルキル基、炭素原子数２〜８のアルケニル基、炭素原子数１〜８のアルコキシ基又は炭素原子数２〜８のアルケニルオキシ基を表し、Ｒ^４は炭素原子数１〜８のアルキル基、炭素原子数４〜８のアルケニル基、炭素原子数１〜８のアルコキシ基又は炭素原子数３〜８のアルケニルオキシ基を表す。）

(In the formula, R ³ represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms, R ⁴ represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 4 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms.

（式中、Ｒ^５は炭素原子数１〜８のアルキル基、炭素原子数２〜８のアルケニル基、炭素原子数１〜８のアルコキシ基又は炭素原子数２〜８のアルケニルオキシ基を表し、Ｒ^６は炭素原子数１〜８のアルキル基、炭素原子数４〜８のアルケニル基、炭素原子数１〜８のアルコキシ基又は炭素原子数３〜８のアルケニルオキシ基を表し、Ｂはフッ素置換されていてもよい、１，４−フェニレン基又はトランスー１，４−シクロヘキシレン基を表す。）

(In the formula, R ⁵ represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms, R ⁶ represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 4 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms, and B is a fluorine-substituted group And represents a 1,4-phenylene group or a trans-1,4-cyclohexylene group which may be used.)

（式中、Ｒ^７及びＲ^８はそれぞれ独立して、炭素原子数１〜８のアルキル基、炭素原子数２〜８のアルケニル基、炭素原子数１〜８のアルコキシ基又は炭素原子数２〜８のアルケニルオキシ基を表し、Ｄ、Ｅ、Ｆ及びＧはそれぞれ独立して、フッ素置換されていてもよい、１，４−フェニレン基又はトランスー１，４−シクロヘキシレンを表し、Ｚ^２は単結合、−ＯＣＨ_２−、−ＯＣＯ−、−ＣＨ_２Ｏ−又は−ＣＯＯ−を表し、ｎは０又は１を表す、ただし、ｎが０を表す場合、Ｚ^２は−ＯＣＨ_２−、−ＯＣＯ−、−ＣＨ_２Ｏ−又は−ＣＯＯ−を表すか又は、Ｄ、Ｅ及びＧはフッ素置換されていてもよい１，４−フェニレン基を表す。）

(In the formula, R ⁷ and R ⁸ are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or 2 to 2 carbon atoms. 8 represents an alkenyloxy group, D, E, F and G each independently represent a fluorine-substituted 1,4-phenylene group or trans-1,4-cyclohexylene, and Z ² represents a single group. A bond, —OCH ₂ —, —OCO—, —CH ₂ O— or —COO—, wherein n represents 0 or 1, provided that when n represents 0, Z ² represents —OCH ₂ —, —OCO -, - _CH 2 O- or or or represents -COO-, D, E and G represents a fluorine optionally substituted 1,4-phenylene group).

  In the negative liquid crystal composition, the first component preferably contains 30 to 45%, more preferably 32 to 42% of one or more compounds represented by the general formula (I).

In the general formula (I), R ¹ and R ² are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or a carbon atom. The alkenyloxy group of number 2-8 is represented.
R ¹ and R ² are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an alkenyloxy having 2 to 5 carbon atoms. Preferably represents an alkyl group having 2 to 5 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or an alkenyloxy group having 2 to 4 carbon atoms. Is more preferable.
R ¹ preferably represents an alkyl group. In this case, an alkyl group having 1, 3 or 5 carbon atoms is particularly preferable, and an alkyl group having 3 carbon atoms is most preferable.
R ¹ and R ² may be the same or different, but are preferably different, and when R ¹ and R ² are both alkyl groups, alkyls having 1, 3 or 5 carbon atoms different from each other Group is particularly preferred, and an alkyl group having 3 carbon atoms is most preferred, but when R ¹ is an alkyl group having 3 carbon atoms, R ² is preferably an alkyl group having 2, 4 or 5 carbon atoms. .
The content of the compound represented by the general formula (I) in which at least one substituent of R ¹ and R ² is an alkyl group having 3 to 5 carbon atoms is in the compound represented by the general formula (I) It is preferably 50% or more, more preferably 70% or more, and further preferably 80% or more. In addition, the content of the compound represented by the general formula (I) in which at least one substituent of R ¹ and R ² is an alkyl group having 3 carbon atoms is in the compound represented by the general formula (I) It is preferably 50% or more, more preferably 70% or more, further preferably 80% or more, and most preferably 100%.
A represents a 1,4-phenylene group or a trans-1,4-cyclohexylene group, and preferably represents a trans-1,4-cyclohexylene group. The content of the compound represented by the general formula (I) in which A represents a trans-1,4-cyclohexylene group is preferably 50% or more in the compound represented by the general formula (I). 70% or more is more preferable, and 80% or more is more preferable.

  Specifically, the compound represented by the general formula (I) is preferably a compound represented by the following general formula (Ia) to general formula (Ik).

（式中、Ｒ^１及びＲ^２はそれぞれ独立して、炭素原子数１〜５のアルキル基又は炭素原子数１〜５のアルコキシ基を表すが、一般式（I）におけるＲ^１及びＲ^２と同様の実施態様が好ましい。）

(In the formula, each of R ¹ and R ² independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, and R ¹ and R ² in the general formula (I)) Similar embodiments are preferred.)

In general formula (Ia) to general formula (Ik), general formula (Ia), general formula (Ib) and general formula (Ig) are preferable, general formula (Ia) and general formula (Ig) are more preferable, and general formula (Ia) is particularly preferred.
When the response speed is important, the general formula (Ib), the general formula (Ie), the general formula (If), and the general formula (Ih) are preferable, and the dialkenyl compounds of the general formula (Ie) and the general formula (If) are particularly preferable. This is preferable when the response speed is important.
From these points, it is preferable that the content of the compound represented by the general formula (Ia) and the general formula (Ig) is 50% or more in the compound represented by the general formula (I), and 70% or more. Is more preferably 80% or more, and most preferably 100%. Further, the content of the compound represented by the general formula (Ia) is preferably 50% or more in the compound represented by the general formula (I), more preferably 70% or more, and 80% or more. More preferably.

  As a 2nd component, it is preferable to contain 5-25% of 1 or more types of the compound represented by general formula (II-1), it is more preferable to contain 10-23%, and 12-22% is contained. Is more preferable.

In the general formula (II-1), R ³ is an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyl having 2 to 8 carbon atoms. An oxy group, preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 4 carbon atoms Is more preferable, an alkyl group having 3 to 5 carbon atoms or an alkenyl group having 2 carbon atoms is more preferable, and an alkyl group having 2 or 3 carbon atoms is particularly preferable.
R ⁴ represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 4 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms. It preferably represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, more preferably carbon atoms. It is more preferable to represent an alkyl group having 3 or an alkoxy group having 2 to 4 carbon atoms, and it is particularly preferable to represent an alkoxy group having 2 or 4 carbon atoms.

  Specifically, the compound represented by the general formula (II-1) is preferably a compound represented by the following general formula (II-1a) or (II-1b).

（式中、Ｒ^３は炭素原子数１〜５のアルキル基又は炭素原子数２〜５のアルケニル基を表し、Ｒ^４aは炭素原子数１〜５のアルキル基を表す。）

(In the formula, R ³ represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^4a represents an alkyl group having 1 to 5 carbon atoms.)

In general formula (II-1a), R ³ is preferably the same embodiment as in general formula (II-1). R ^4a is preferably an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 2 to 4 carbon atoms, and particularly preferably an alkyl group having 2 carbon atoms.
In general formula (II-1b), R ³ is preferably the same embodiment as in general formula (II-1). R ^4a is preferably an alkyl group having 1 to 3 carbon atoms, more preferably an alkyl group having 1 or 3 carbon atoms, and particularly preferably an alkyl group having 3 carbon atoms.
Of the general formulas (II-1a) and (II-1b), the general formula (II-1a) is preferable in order to increase the absolute value of the dielectric anisotropy.

  As the third component, it is preferable to contain 25 to 45%, more preferably 26 to 40%, and more preferably 26 to 35% of one or more compounds represented by the general formula (II-2). Is more preferable.

In General Formula (II-2), R ⁵ is an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyl having 2 to 8 carbon atoms. An oxy group, preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 4 carbon atoms Is more preferable, an alkyl group having 3 to 5 carbon atoms or an alkenyl group having 2 carbon atoms is more preferable, and an alkyl group having 3 carbon atoms is particularly preferable.
R ⁶ represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 4 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms. It preferably represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, more preferably represents an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 3 carbon atoms. It is more preferable to represent an alkyl group having 3 or an alkoxy group having 2 or 3 carbon atoms, and it is particularly preferable to represent an alkoxy group having 2 carbon atoms.
B represents an optionally substituted fluorine-substituted 1,4-phenylene group or trans-1,4-cyclohexylene group, preferably an unsubstituted 1,4-phenylene group or trans-1,4-cyclohexylene group, A trans-1,4-cyclohexylene group is more preferred.

  Specifically, the compound represented by the general formula (II-2) is preferably a compound represented by the following general formula (II-2a) to general formula (II-2d).

（式中、Ｒ^５は炭素原子数１〜５のアルキル基又は炭素原子数２〜５のアルケニル基を表し、Ｒ^６aは炭素原子数１〜５のアルキル基を表す。）が、一般式（II-2）におけるＲ^５及びＲ^６と同様の実施態様が好ましい。）

(In the formula, R ⁵ represents an alkyl group having 1 to ⁵ carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^6a represents an alkyl group having 1 to 5 carbon atoms). Embodiments similar to R ⁵ and R ⁶ in II-2) are preferred. )

In general formula (II-2a) and general formula (II-2b), R ⁵ is preferably the same embodiment as in general formula (II-2). R ^6a is preferably an alkyl group having 1 to 3 carbon atoms, more preferably an alkyl group having 2 or 3 carbon atoms, and particularly preferably an alkyl group having 2 carbon atoms.
In general formula (II-2c) and general formula (II-2d), R ⁵ is preferably the same embodiment as in general formula (II-2). R ^6a is preferably an alkyl group having 1 to 3 carbon atoms, more preferably an alkyl group having 1 or 3 carbon atoms, and particularly preferably an alkyl group having 3 carbon atoms.
Of the general formulas (II-1a) and (II-1b), the general formula (II-1a) is preferable in order to increase the absolute value of the dielectric anisotropy.
In the general formula (II-2), it is preferable to contain at least one compound in which B represents a 1,4-phenylene group and a compound in which B represents a trans-1,4-cyclohexylene group.

  As a 4th component, it is preferable to contain 5-20% of 1 or more types of the compound represented by general formula (III), it is more preferable to contain 7-16%, and it is further containing 10-13% preferable.

In the general formula (III), R ⁷ is an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms. Represents
When D represents trans-1,4-cyclohexylene, it preferably represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and an alkyl group or carbon atom having 2 to 5 carbon atoms. More preferably, it represents an alkenyl group having 2 to 4 carbon atoms, more preferably an alkyl group having 3 to 5 carbon atoms or an alkenyl group having 2 carbon atoms, and particularly preferably an alkyl group having 3 carbon atoms. Preferably
When D represents a 1,4-phenylene group optionally substituted with fluorine, it preferably represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 or 5 carbon atoms, and 2 to 2 carbon atoms. More preferably, it represents a 5 alkyl group or an alkenyl group having 4 carbon atoms, and more preferably represents an alkyl group having 2 to 4 carbon atoms.
R ⁸ represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 4 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 3 to 8 carbon atoms,
When G represents trans-1,4-cyclohexylene, it preferably represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and an alkyl group or carbon atom having 2 to 5 carbon atoms. More preferably, it represents an alkenyl group having 2 to 4 carbon atoms, more preferably an alkyl group having 3 to 5 carbon atoms or an alkenyl group having 2 carbon atoms, and particularly preferably an alkyl group having 3 carbon atoms. Preferably
When G represents a 1,4-phenylene group optionally substituted with fluorine, it preferably represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 or 5 carbon atoms, More preferably, it represents a 5 alkyl group or an alkenyl group having 4 carbon atoms, and more preferably represents an alkyl group having 2 to 4 carbon atoms.

In the case where R ⁷ and R ⁸ represent an alkenyl group and the bonded D or G represents a 1,4-phenylene group which may be fluorine-substituted, the alkenyl group having 4 or 5 carbon atoms is as follows: A structure is preferred. Also in this case, it is more preferable that the alkenyl group of R ⁷ and R ⁸ represents an alkenyl group having 4 carbon atoms.

（式中、環構造へは右端で結合するものとする。）

(In the formula, it shall be bonded to the ring structure at the right end.)

  D, E, F and G each independently represents a fluorine-substituted 1,4-phenylene group or trans-1,4-cyclohexylene, but a 2-fluoro-1,4-phenylene group, It preferably represents 2,3-difluoro-1,4-phenylene group, 1,4-phenylene group or trans-1,4-cyclohexylene, and represents 2-fluoro-1,4-phenylene group or 2,3-difluoro- A 1,4-phenylene group and a 1,4-phenylene group are more preferable, and a 2,3-difluoro-1,4-phenylene group and a 1,4-phenylene group are particularly preferable.

Z ² is a single _{bond, -OCH 2 -, - OCO -} , - CH 2 O- or represents a -COO-, single bond, it is preferable to represent a _-CH 2 O-or -COO-, a single bond is more preferable.
n represents 0 or 1, but preferably represents 0 when Z ² represents a substituent other than a single bond.

  When n represents 0, the compound represented by the general formula (III) is specifically preferably a compound represented by the following general formula (III-1a) to general formula (III-1h).

（式中、Ｒ^７及びＲ^８はそれぞれ独立して、炭素原子数１〜５のアルキル基、炭素原子数２〜５のアルケニル基又は炭素原子数１〜５のアルコキシ基を表すが、一般式（III）におけるＲ^７及びＲ^８と同様の実施態様が好ましい。）

(Wherein R ⁷ and R ⁸ each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 5 carbon atoms, An embodiment similar to R ⁷ and R ⁸ in (III) is preferred.)

  When n represents 1, the compound represented by the general formula (III) is specifically preferably a compound represented by the following general formula (III-2a) to general formula (III-2l).

（式中、Ｒ^７及びＲ^８はそれぞれ独立して、炭素原子数１〜５のアルキル基、炭素原子数２〜５のアルケニル基又は炭素原子数１〜５のアルコキシ基を表すが、一般式（III）におけるＲ^７及びＲ^８と同様の実施態様が好ましい。）

(Wherein R ⁷ and R ⁸ each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 5 carbon atoms, An embodiment similar to R ⁷ and R ⁸ in (III) is preferred.)

The negative liquid crystal composition is preferably composed of a combination of compounds represented by the general formula (I) to the general formula (III), and these combinations preferably have the following contents.
The compounds represented by general formula (II-1) and general formula (II-2) are both compounds having a negative dielectric anisotropy and a relatively large absolute value. The amount is preferably 30 to 65%, more preferably 40 to 55%, and particularly preferably 43 to 51%.
The compound represented by the general formula (III) includes both a positive compound and a negative compound with respect to the dielectric anisotropy, but the dielectric anisotropy is negative and the absolute value thereof is 0.3. When using the above compounds, the total content of the compounds represented by general formula (II-1), general formula (II-2) and general formula (III) is preferably 35 to 70%, and 45 to 65%. Is more preferable, and 50 to 61% is particularly preferable.
30-50% of the compound represented by the general formula (I) is contained, and 35-70% of the compound represented by the general formula (II-1), the general formula (II-2) and the general formula (III) is contained. It is preferable to do.
Contains 35 to 45% of the compound represented by the general formula (I), and contains 45 to 65% of the compound represented by the general formula (II-1), the general formula (II-2) and the general formula (III). It is more preferable.
38 to 42% of the compound represented by the general formula (I) and 50 to 60% of the compound represented by the general formula (II-1), the general formula (II-2) and the general formula (III). Is particularly preferred.
The total content of the compounds represented by general formula (I), general formula (II-1), general formula (II-2) and general formula (III) is 80 to 100% with respect to the entire composition. Preferably, 90 to 100% is more preferable, and 95 to 100% is particularly preferable.

The negative liquid crystal composition can be used in a wide temperature range, but the nematic phase-isotropic liquid phase transition temperature (T _ni ) is preferably 60 to 120 ° C., and 70 to 100 ° C. Is more preferable, and 70 to 85 ° C. is particularly preferable.
The dielectric anisotropy is preferably −2.0 to −6.0, more preferably −2.5 to −5.0, and −2.5 to −4. Particularly preferred is 0.
The refractive index anisotropy is preferably 0.08 to 0.13 at 25 ° C., more preferably 0.09 to 0.12. More specifically, it is preferably 0.10 to 0.12 when corresponding to a thin cell gap, and preferably 0.08 to 0.10 when corresponding to a thick cell gap.
The rotational viscosity (γ1) is preferably 150 or less, more preferably 130 or less, and particularly preferably 120 or less.

  In the negative liquid crystal composition, it is preferable that Z as a function of rotational viscosity and refractive index anisotropy shows a specific value.

（式中、γ１は回転粘度を表し、Δｎは屈折率異方性を表す。）

(In the formula, γ1 represents rotational viscosity and Δn represents refractive index anisotropy.)

  Z is preferably 13000 or less, more preferably 12000 or less, and particularly preferably 11000 or less.

The negative type liquid composition, in the case of using the active matrix display device, it is necessary to have a 10 ¹² (Ω · m) or more in specific resistance, 10 ¹³ (Ω · m) is preferable, 10 ¹⁴ (Ω · m) or more is more preferable.
The negative liquid crystal composition may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, a polymerizable monomer, and the like in addition to the above-described compounds.
As a polymerizable monomer, general formula (V)

（式中、Ｘ^１及びＸ^２はそれぞれ独立して、水素原子又はメチル基を表し、
Ｓｐ^１及びＳｐ^２はそれぞれ独立して、単結合、炭素原子数１〜８のアルキレン基又は−Ｏ−（ＣＨ_２）_ｓ−
（式中、ｓは２から７の整数を表し、酸素原子は芳香環に結合するものとする。）を表し、
Ｚ^１は−ＯＣＨ_２−、−ＣＨ_２Ｏ−、−ＣＯＯ−、−ＯＣＯ−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＨ_２ＣＨ_２−、−ＣＦ_２ＣＦ_２−、−ＣＨ＝ＣＨ−ＣＯＯ−、−ＣＨ＝ＣＨ−ＯＣＯ−、−ＣＯＯ−ＣＨ＝ＣＨ−、−ＯＣＯ−ＣＨ＝ＣＨ−、−ＣＯＯ−ＣＨ_２ＣＨ_２−、−ＯＣＯ−ＣＨ_２ＣＨ_２−、−ＣＨ_２ＣＨ_２−ＣＯＯ−、−ＣＨ_２ＣＨ_２−ＯＣＯ−、−ＣＯＯ−ＣＨ_２−、−ＯＣＯ−ＣＨ_２−、−ＣＨ_２−ＣＯＯ−、−ＣＨ_２−ＯＣＯ−、−ＣＹ^１＝ＣＹ^２−（式中、Ｙ^１及びＹ^２はそれぞれ独立して、フッ素原子又は水素原子を表す。）、−Ｃ≡Ｃ−又は単結合を表し、
式（Ｖ）中のＣは１，４−フェニレン基、トランスー１，４−シクロヘキシレン基又は単結合を表し、式中の全ての１，４−フェニレン基は、任意の水素原子がフッ素原子により置換されていても良い。）で表されるニ官能モノマーが好ましい。
Ｘ^１及びＸ^２は、何れも水素原子を表すジアクリレート誘導体、何れもメチル基を有するジメタクリレート誘導体の何れも好ましく、一方が水素原子を表し、もう一方がメチル基を表す化合物も好ましい。これらの化合物の重合速度は、ジアクリレート誘導体が最も早く、ジメタクリレート誘導体が遅く、非対称化合物がその中間であり、その用途により好ましい態様を用いることができる。ＰＳＡ表示素子においては、ジメタクリレート誘導体が特に好ましい。
Ｓｐ^１及びＳｐ^２はそれぞれ独立して、単結合、炭素原子数１〜８のアルキレン基又は−Ｏ−（ＣＨ_２）_ｓ−を表すが、ＰＳＡ表示素子においては少なくとも一方が単結合であることが好ましく、共に単結合を表す化合物又は一方が単結合でもう一方が炭素原子数１〜８のアルキレン基又は−Ｏ−（ＣＨ_２）_ｓ−を表す態様が好ましい。この場合１〜４のアルキル基が好ましく、ｓは１〜４が好ましい。
Ｚ^１は、−ＯＣＨ_２−、−ＣＨ_２Ｏ−、−ＣＯＯ−、−ＯＣＯ−、−ＣＦ_２Ｏ−、−ＯＣＦ_２−、−ＣＨ_２ＣＨ_２−、−ＣＦ_２ＣＦ_２−又は単結合が好ましく、−ＣＯＯ−、−ＯＣＯ−又は単結合がより好ましく、単結合が特に好ましい。
一般式（Ｖ）中のＣは任意の水素原子がフッ素原子により置換されていても良い１，４−フェニレン基、トランスー１，４−シクロヘキシレン基又は単結合を表すが、１，４−フェニレン基又は単結合が好ましい。一般式（Ｖ）中のＣが単結合以外の環構造を表す場合、Ｚ^１は単結合以外の連結基も好ましく、一般式（Ｖ）中のＣが単結合の場合、Ｚ^１は単結合が好ましい。これらの点から、一般式（V）において、Ｓｐ^１及びＳｐ^２の間の環構造は、具体的には次に記載する構造が好ましい。

(Wherein, X ¹ and X ² each independently represent a hydrogen atom or a methyl group,
Sp ¹ and Sp ² are each independently a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH ₂ ) _s —.
(Wherein s represents an integer of 2 to 7, and an oxygen atom is 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—, —CH ₂ —OCO—, —CY ¹ ═CY ² — (Wherein Y ¹ and Y ² each independently represents a fluorine atom or a hydrogen atom), —C≡C— or a single bond;
C in the formula (V) represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond, and all 1,4-phenylene groups in the formula have an arbitrary hydrogen atom as a fluorine atom. It may be replaced. ) Is preferred.
X ¹ and X ² are each preferably a diacrylate derivative that represents a hydrogen atom, or a dimethacrylate derivative that has a methyl group, and a compound in which one represents a hydrogen atom and the other represents a methyl group. As for the polymerization rate of these compounds, diacrylate derivatives are the fastest, dimethacrylate derivatives are slow, asymmetric compounds are in the middle, and a preferred embodiment can be used depending on the application. In the PSA display element, a dimethacrylate derivative is particularly preferable.
Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH ₂ ) _s —, but at least one of them is a single bond in a PSA display element. A compound in which both represent a single bond or one represents a single bond and the other represents an alkylene group having 1 to 8 carbon atoms or —O— (CH ₂ ) _s — is preferable. In this case, the alkyl group of 1-4 is preferable, and 1-4 is preferable for s.
Z ¹ is —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —CF ₂ O—, —OCF ₂ —, —CH ₂ CH ₂ —, —CF ₂ CF ₂ — or a single bond Are preferred, —COO—, —OCO— or a single bond is more preferred, and a single bond is particularly preferred.
C in the general formula (V) represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond in which any hydrogen atom may be substituted by a fluorine atom. A group or a single bond is preferred. When C in the general formula (V) represents a ring structure other than a single bond, Z ¹ is preferably a linking group other than a single bond. When C in the general formula (V) is a single bond, Z ¹ is a single bond. Is preferred. From these points, in the general formula (V), the ring structure between Sp ¹ and Sp ² is specifically preferably the structure described below.

  In the general formula (V), when C represents a single bond and the ring structure is formed of two rings, it is preferable to represent the following formulas (Va-1) to (Va-5): It is more preferable to represent the formula (Va-3) from Va-1), and it is particularly preferable to represent the formula (Va-1).

（式中、両端はＳｐ^１又はＳｐ^２に結合するものとする。）
これらの骨格を含む重合性化合物は重合後の配向規制力がＰＳＡ型液晶表示素子に最適であり、良好な配向状態が得られることから、表示ムラが抑制されるか、又は、全く発生しない。
以上のことから、重合性モノマーとしては、一般式（V-1）〜一般式（V-4）が特に好ましく、中でも一般式（V-2）が最も好ましい。

(In the formula, both ends shall be bonded to Sp ¹ or Sp ^2. )
The polymerizable compounds containing these skeletons are optimal for PSA-type liquid crystal display elements because of the alignment regulating power after polymerization, and a good alignment state can be obtained, so that display unevenness is suppressed or does not occur at all.
From the above, as the polymerizable monomer, the general formula (V-1) to the general formula (V-4) are particularly preferable, and the general formula (V-2) is most preferable.

（式中、Ｓｐ^２は炭素原子数２から５のアルキレン基を表す。）

(In the formula, Sp ² represents an alkylene group having 2 to 5 carbon atoms.)

  In the case of adding a monomer to the negative liquid crystal composition, the polymerization proceeds even when no polymerization initiator is present, but may contain a polymerization initiator in order to accelerate the polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides, and the like. Further, a stabilizer may be added in order to improve storage stability. Examples of the stabilizer that can be used include hydroquinones, hydroquinone monoalkyl ethers, tert-butylcatechols, pyrogallols, thiophenols, nitro compounds, β-naphthylamines, β-naphthols, nitroso compounds, and the like. It is done.

The polymerizable compound-containing liquid crystal composition is useful for a liquid crystal display device, particularly useful for a liquid crystal display device for active matrix driving, and for a liquid crystal display device for a PSA mode, PSVA mode, VA mode, IPS mode or ECB mode. Can be used.
The polymerizable compound-containing liquid crystal composition is a liquid crystal in which a polymerizable compound contained therein is polymerized by irradiation with ultraviolet rays to impart liquid crystal alignment ability, and the amount of transmitted light is controlled using the birefringence of the liquid crystal composition. Used for display elements. As liquid crystal display elements, AM-LCD (active matrix liquid crystal display element), TN (nematic liquid crystal display element), STN-LCD (super twisted nematic liquid crystal display element), OCB-LCD and IPS-LCD (in-plane switching liquid crystal display element) However, it is particularly useful for AM-LCDs, and can be used for transmissive or reflective liquid crystal display elements.

The two substrates of the liquid crystal cell used in the liquid crystal display element can be made of a transparent material having flexibility such as glass or plastic, and one of them can be an opaque material such as silicon. A transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.
The color filter can be prepared by, for example, a pigment dispersion method, a printing method, an electrodeposition method, or a dyeing method. A method for producing a color filter by a pigment dispersion method will be described as an example. A curable coloring composition for a color filter is applied on the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this process for each of the three colors red, green, and blue, a pixel portion for a color filter can be created. In addition, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.

  The said board | substrate is made to oppose so that a transparent electrode layer may become an inner side. In that case, you may adjust the space | interval of a board | substrate through a spacer. At this time, it is preferable to adjust so that the thickness of the light control layer obtained may be set to 1-100 micrometers. More preferably, the thickness is 1.5 to 10 μm. When a polarizing plate is used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so that the contrast is maximized. In addition, when there are two polarizing plates, the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good. Furthermore, a retardation film for widening the viewing angle can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and a photoresist material. Thereafter, a sealant such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.

  As a method of sandwiching the polymerizable compound-containing liquid crystal composition between two substrates, a normal vacuum injection method or an ODF method can be used. Although it has the problem which remains after, it can be used conveniently by the display element manufactured using ODF method.

  As a method for polymerizing a polymerizable compound, an appropriate polymerization rate is desirable in order to obtain good alignment performance of liquid crystals. Therefore, active energy rays such as ultraviolet rays or electron beams are irradiated singly or in combination or sequentially. The method of polymerizing by is preferred. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. In addition, when the polymerization is performed in a state where the polymerizable compound-containing liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must be given appropriate transparency to the active energy rays. I must. Moreover, after polymerizing only a specific part using a mask during light irradiation, the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further irradiation with active energy rays is performed. Then, it is possible to use a means for polymerization. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the polymerizable compound-containing liquid crystal composition. The alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the MVA mode liquid crystal display element, the pretilt angle is preferably controlled from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

The temperature during irradiation is preferably within a temperature range in which the liquid crystal state of the negative liquid crystal composition is maintained. Polymerization is preferably performed at a temperature close to room temperature, that is, typically at a temperature of 15 to 35 ° C. As a lamp for generating ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used. Moreover, as a wavelength of the ultraviolet-rays to irradiate, it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed. Intensity of ultraviolet irradiation is ^preferably from ^{0.1mW / cm 2 ~100W / cm 2} , 2mW / cm 2 ~50W / cm 2 is more preferable. The amount of energy of ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm ² to 500 J / cm ^{2, and} more preferably 100 mJ / cm ² to 200 J / cm ² . When irradiating with ultraviolet rays, the intensity may be changed. The time for irradiating with ultraviolet rays is appropriately selected depending on the intensity of the irradiating ultraviolet rays.

The liquid crystal display element includes a first substrate having a common electrode made of a transparent conductive material, a pixel electrode made of a transparent conductive material, and a thin film transistor for controlling the pixel electrode provided in each pixel. And a liquid crystal composition sandwiched between the first substrate and the second substrate, and the alignment of the liquid crystal molecules in the liquid crystal composition when no voltage is applied is substantially perpendicular to the substrate. It is preferable that the negative liquid crystal composition is used as the liquid crystal composition.
Although the generation of dripping marks is greatly influenced by the liquid crystal material to be injected, the influence is unavoidable depending on the structure of the display element. In particular, color filters, thin film transistors, and the like formed in a liquid crystal display element may affect the generation of dripping marks depending on the combination because only a thin alignment film, a transparent electrode, and the like have members that separate the liquid crystal composition.
In particular, when the thin film transistor is an inverted staggered type, the drain electrode is formed so as to cover the gate electrode, so that the area tends to increase. The drain electrode is formed of a metal material such as copper, aluminum, chromium, titanium, molybdenum, and tantalum, and is generally subjected to passivation treatment. However, since the protective film is generally thin, the alignment film is thin, and there is a high possibility that the ionic substance is not blocked, occurrence of dripping marks due to the interaction between the metal material and the liquid crystal composition may not be avoided.
In this case, the thin film transistor can be suitably used for a liquid crystal display element having an inverted staggered type, which is preferable when an aluminum wiring is used.
A liquid crystal display device using the negative liquid crystal composition is useful for achieving both high-speed response and suppression of display failure, and is particularly useful for a liquid crystal display device for active matrix driving, and includes a VA mode, a PSVA mode, Applicable for PSA mode, IPS mode or ECB mode.

  Similarly to the negative liquid crystal composition, the above-described positive liquid crystal composition and a liquid crystal display device using the smectic liquid crystal composition described later are also useful in achieving both high-speed response and suppression of display defects. In particular, it is useful for a liquid crystal display element for driving an active matrix, and can be applied for VA mode, PSVA mode, PSA mode, IPS mode or ECB mode.

  When the mixture of the first embodiment of the present invention is a liquid crystal composition comprising two or more liquid crystal compounds or three or more liquid crystal compounds, the mixture is selected from the group of compounds represented by the following general formula (I ′). Any 1 or more types may be contained. The liquid crystal composition may constitute a smectic liquid crystal phase, a nematic liquid crystal phase, the positive liquid crystal composition, or the negative liquid crystal composition. Alternatively, a blue phase may be formed.

In general formula (I ′), R ¹ represents a linear alkyl group having 1 to 22 carbon atoms or a branched alkyl group, and one or two or more CH ₂ groups in the alkyl group have an oxygen atom. It may be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF ₂ O—, —OCF ₂ — so as not to be directly adjacent. .
R ¹ represents a linear alkyl group having 1 to 20 carbon atoms, a linear alkoxy group, a linear alkyl group in which one CH ₂ group is substituted with —OCO— or —COO—, a branched alkyl group, a branched group. The alkoxy group is preferably a branched alkyl group in which one CH ₂ group is substituted with —OCO— or —COO—, and a linear alkyl group having 1 to 10 carbon atoms, and one CH ₂ group is —OCO. - or -COO- in substituted linear alkyl groups, branched-chain alkyl group, branched alkoxy group, a single branched alkyl group CH ₂ group is substituted -OCO- or -COO- in more preferred.

In general formula (I ′), M ¹ represents a trans-1,4-cyclohexylene group, 1,4-phenylene group or a single bond, but trans-1,4-cyclohexylene group or 1,4- A phenylene group is preferred.

  More specifically, the compound represented by the general formula (I ′) is preferably a compound represented by the following general formula (I′-a) to general formula (I′-d).

In general formula (I′-a) to general formula (I′-d), R ¹¹ is a linear or branched alkyl group having 1 to 10 carbon atoms, and R ¹² is 1 to 20 carbon atoms. R ¹³ is a linear alkyl group having 1 to 8 carbon atoms, a branched alkyl group, a linear alkoxy group or a branched alkoxy group, and L ¹ is a carbon atom. It is a linear alkylene group of 1 to 8 or a branched alkylene group. Among the compounds represented by general formula (I′-a) to general formula (I′-d), compounds represented by general formula (I′-c) and general formula (I′-d) are preferable.

  In the mixture of the first embodiment of the present invention, the compound represented by the general formula (I ′) preferably contains one or two compounds, more preferably contains one to five compounds, The content is preferably 0.001 to 1% by mass, more preferably 0.001 to 0.1% by mass, and particularly preferably 0.001 to 0.05% by mass.

<Relationship between compound having cyclohexane ring and excitation lifetime and absorption wavelength>
When the mixture of the present invention is a liquid crystal composition, a cyclohexane ring having a short excitation lifetime and a short absorption wavelength is included in the liquid crystal composition from the viewpoint of improving the optical reliability (inhibition of photolysis) of the liquid crystal composition. It is preferable that a compound having a large amount is contained and the content of the compound is high. The compound having many cyclohexane rings is preferably a compound having 2 to 4 cyclohexanes. For example, the general formula (II-a), the general formula (II-g), the general formula (I), and the general formula (III) described above. ).

  On the other hand, it is preferable that the content ratio of a compound having a large polarity or a compound having a long conjugate in the liquid crystal composition is small. Examples of the highly polar compound include compounds having a cyano group, a nitro group, or an amide group. Examples of the compound having a long conjugation include compounds in which the number of double bonds constituting the conjugation is 2 or more or 3 or more (excluding conjugation between double bonds constituting the aromatic ring). Compounds having these groups tend to form aggregates in the mixture and increase the excitation lifetime (τ) of the mixture. In addition, since a compound having a naphthalene skeleton or an anthracene skeleton easily forms an aggregate, the excitation lifetime (τ) of the mixture may be increased.

  In the mixture according to the present invention, complicated excited state relaxation behavior is induced by the interaction between the compounds constituting the mixture. For this reason, even if a compound having an unfavorable property by itself (in an isolated state), that is, a compound having a long excitation lifetime (τ) or a long wavelength absorption peak (λ) is included in the mixture, When combined, the excitation lifetime (τ) of the mixture as a whole is shortened, and the stability to light is increased.

  EXAMPLES Hereinafter, although an Example is given and this invention is further explained in full detail, this invention is not limited to these Examples.

[Example 1]
The excitation lifetime (τ) (nsec) and absorption wavelength (λ) (nm) of the liquid crystal composition A-1 were determined according to the literature (T. IKEDA, S. KURIHARA & S. TAZUKE, The Journal of Physical Chemistry, 94, 6550- 6555 (1990)), the value of excitation lifetime (τ) (nsec) × absorption wavelength (λ) (nm) was 240 (nsec · nm). When the optical reliability of this liquid crystal composition was evaluated by the following method, it was satisfactory. The results are shown in Table 1.

[Optical reliability evaluation method]
First, the electrical conductivity of a liquid crystal composition immediately after being prepared by mixing each compound is measured using a double ring electrode method (IEC60093, ASTM D257, JIS K6911, JIS K6271). This value is T (unit: Siemens per meter).
Next, the same liquid crystal composition is put in a quartz five-sided cell (inner dimensions: 10 mm × 50 mm × 50 mm), and irradiated with ultraviolet rays for 30 minutes using an ultrahigh pressure mercury lamp (irradiation intensity of 500 J / square meter at 366 nm). Subsequently, the electrical conductivity of the liquid crystal composition irradiated with ultraviolet rays is measured by the same method as described above. The value obtained at this time is U “unit: Siemens per meter”.
The ratio of electrical conductivity before and after UV irradiation is V = U / T.
Photostability was evaluated as follows using the value of V.
Very good “◎”: 0.1 ≦ V ≦ 10
Good “◯”: 10 <V ≦ 100
Normal “△”: 100 <V ≦ 1000
Bad “X”: 1000 <V

[Examples 2 to 23]
For the positive type liquid crystal composition of Table 1, the value of excitation lifetime (τ) (nsec) × absorption wavelength (λ) (nm) and optical reliability were measured in the same manner as in Example 1. These results are also shown in Table 1.

[Comparative Examples 1-3]
The liquid crystal compositions X, Y, and Z in Table 1 were evaluated for excitation reliability (τ) (nsec) × absorption wavelength (λ) (nm) and optical reliability in the same manner as in Example 1. These results are shown in Table 1.

  From the results in Table 1, the positive type liquid crystal compositions of Examples 1 to 23 have a small value of excitation lifetime (τ) (nsec) × absorption wavelength (λ) (nm) and very good optical reliability. Or it was found to be good. On the other hand, it was found that the liquid crystal compositions of Comparative Examples 1 to 3 had an excitation lifetime (τ) (nsec) × absorption wavelength (λ) (nm) value larger than 2000 and poor optical reliability.

[Examples 24-28]
For the negative liquid crystal composition of Table 2, the value of excitation lifetime (τ) (nsec) × absorption wavelength (λ) (nm) and optical reliability were measured in the same manner as in Example 1. These results are also shown in Table 2.

[Comparative Examples 4 to 5]
For the liquid crystal compositions 6 and 7 in Table 2, the excitation lifetime (τ) (nsec) × absorption wavelength (λ) (nm) and optical reliability were evaluated in the same manner as in Example 1. These results are shown in Table 2.

  From the results shown in Table 2, the negative liquid crystal compositions of Examples 24-28 have a small value of excitation lifetime (τ) (nsec) × absorption wavelength (λ) (nm) and very good optical reliability. Or it was found to be good. On the other hand, it was found that the liquid crystal compositions of Comparative Examples 4 to 5 had an excitation lifetime (τ) (nsec) × absorption wavelength (λ) (nm) value greater than 2000 and poor optical reliability.

  The liquid crystal compositions of the examples shown in Tables 1 and 2 were all excellent in light reliability, had a clearing point of 60 ° C. or higher, and exhibited a liquid crystal phase at room temperature. The liquid crystal display element using the liquid crystal composition of the example is excellent in durability, and is useful in achieving both high-speed response and suppression of display failure, and is particularly useful for a liquid crystal display element for active matrix driving, Applicable for VA mode, PSVA mode, PSA mode, IPS mode or ECB mode.

  The compounds constituting the positive liquid crystal composition of Table 1 are shown below.

  The compounds constituting the negative liquid crystal composition of Table 2 are shown below.

  Even if the weight fraction of each compound constituting the mixture of each of the above examples is changed within a range of ± 10% (± 10%) of each weight fraction, it has the same optical reliability as before the change. For example, in composition A-1 of Example 1, the weight fraction of 4-propyl-4′-vinyl-1,1′-bicyclohexane is 41% by weight, which corresponds to 10% of this weight fraction. Even in the composition in which the weight fraction of the compound is changed within the range of 4.1% by weight, that is, in the composition changed to the range of 36.9% to 45.1% by weight, the light equivalent to the composition A-1 Reliable. At this time, the weight fractions of the other compounds constituting the composition are also within a range of ± 10% so that the total weight fraction of the compounds constituting the composition after the change becomes 100%. Can be changed.

Claims (2)

A mixture containing at least two liquid crystalline compounds that respond to electric force ,
As the liquid crystalline compound, one selected from a compound represented by the following formula (II-a), a compound represented by the following formula (II-c), and a compound represented by the following formula (II-f) or Including two or more compounds,
The excitation lifetime (τ) (nsec) and absorption wavelength (λ) (nm) of the mixture measured by the time-resolved fluorescence measurement method satisfy the relationship of τ × λ <2,000 (nsec · nm) The excitation lifetime (τ) is determined by irradiating the mixture with light having an absorption wavelength (λ).
And at least one of the two or more substances constituting the mixture is excited and reactivated.
And the time (nanoseconds) required to return to the ground state. Here, the absorption wavelength (λ) is the wavelength.
Means the wavelength of the absorption peak in the ultraviolet region of 150-380 nm; said absorption wavelength (λ
) Means light including the wavelength of the absorption peak in the ultraviolet region; absorbed in the region
When there are a plurality of peaks, the light having the absorption wavelength (λ) includes the absorption peak on the shortest wavelength side.
Means light. )

[In formula (II-a), formula (II-c) and formula (II-f), R ²¹ , R ²² , R ²⁵ , R ²⁶ , R ¹⁰ , and R ¹¹ are independently of each other the number of carbon atoms. Represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms; one or two or more CH ₂ groups of the alkyl group and the alkenyl group may be May be substituted. ] The mixture according to claim 1 , wherein the liquid crystal compound is an anisotropic compound.