Liquid crystal composition containing polymerizable compound and liquid crystal display element using the same

Abstract

To provide a polymerizable compound-containing liquid crystal composition capable of providing a liquid crystal display device that has a small amount of residual monomer and is excellent in a voltage holding ratio (VHR), pretilt angle formation, and cryopreservation. and a liquid crystal display device including the same.SOLUTION: A polymerizable compound-containing liquid crystal composition contains at least one polymerizable compound represented by a general formula (i), at least one sensitizing compound and at least one liquid crystal compound. There is also provided a liquid crystal display device including the polymerizable compound-containing liquid crystal composition.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a liquid crystal composition containing a polymerizable compound and a liquid crystal display device using the same. [Background technology]

[0002] Liquid crystal display devices are used in a variety of applications, including watches, calculators, measuring instruments, automotive panels, word processors, electronic organizers, printers, computers, televisions, clocks, and advertising displays. Typical liquid crystal display modes include TN (twisted nematic), STN (super twisted nematic), TFT (thin film transistor)-based vertical alignment (VA) and IPS (in-plane switching) modes. Liquid crystal compositions used in these display devices must be stable to external factors such as moisture, air, heat, and light. They must also exhibit a liquid crystal phase over as wide a temperature range as possible, centered around room temperature, have low viscosity, and operate at low voltages. Liquid crystal compositions are composed of several to several dozen compounds to optimize the dielectric anisotropy (Δε) and refractive index anisotropy (Δn) of each display device. VA displays use liquid crystal compositions with negative Δε, and are widely used in LCD TVs, etc. Among them, the PSA (polymer-supported alignment) mode is a mode in which a monomer dissolved in the liquid crystal is polymerized to impart a desired pretilt angle to vertically aligned liquid crystal molecules, and is currently the mainstream in LCD TVs because it can achieve a wider viewing angle, fast response, and high transmittance. Furthermore, in recent years, there has been a demand for even faster response times for liquid crystal display elements, and liquid crystal compositions that require extremely high characteristics that are a departure from conventional techniques are in demand (Patent Documents 1 and 2). [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Laid-Open No. 2014-112192 [Patent Document 2] Japanese Patent Application Laid-Open No. 2010-285499 Summary of the Invention [Problem to be solved by the invention]

[0004] However, liquid crystal compositions are susceptible to degradation by active energy rays such as light emitted from a backlight and ultraviolet rays irradiated during the manufacturing process of liquid crystal display elements, and impurities generated by the photodegradation of the liquid crystal composition cause a decrease in the voltage holding ratio (VHR) of the liquid crystal panel. Therefore, there is a need for liquid crystal compositions that can maintain a high voltage holding ratio (VHR) even when a high-speed response is achieved. The problem to be solved by the present invention is to provide a liquid crystal composition having a low residual monomer content, a high voltage holding ratio (VHR), and good pretilt angle formation and low-temperature storage stability, and a liquid crystal display device using the same. [Means for solving the problem]

[0005] As a result of extensive investigations, the present inventors have found that the above-mentioned problems can be solved by a polymerizable compound-containing liquid crystal composition containing one or more polymerizable compounds represented by general formula (i) described below, one or more sensitizing compounds, and one or more liquid crystal compounds, and have thus completed the present invention. The present invention, which solves the above problems, is configured as follows. The polymerizable compound-containing liquid crystal composition according to the present invention comprises The following general formula (i)

[0006] [ka]

[0007] (In the formula, P i1 and P i2 each independently represents a polymerizable group, Sp i1 and Sp i2represents a single bond or an alkylene group having 1 to 20 carbon atoms, one or more -CH2- in the alkylene group may each independently be substituted with -O- or -NH-; one or more -CH2-CH2- in the alkylene group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkylene group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, A i1 , A i2 and A i3 each independently represents a divalent aromatic group, a divalent alicyclic group, or a divalent heterocyclic group; A i1 , A i2 and A i3 One or more hydrogen atoms in each independently represent a substituent Sr i1 may be substituted with Substituent Sr i1 represents a halogen atom or an alkyl group having 1 to 20 carbon atoms, One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-; one or more -CH2-CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, Substituent Sr i1 When there are multiple, they may be the same or different, and Sp i1 , Sp i2 and / or substituent Sr i1 at least one of represents an alkylene group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, Sp i1, Sp i2 and / or substituent Sr i1 In at least one of the alkylene group having 1 to 20 carbon atoms or the alkyl group having 1 to 20 carbon atoms represented by one or more -CH2- in the group, and / or One or more hydrogen atoms in the group are each independently a group represented by the following formula (PG i -1)~(PG i -33)

[0008] [ka]

[0009] [ka]

[0010] [ka]

[0011] (Formula (PG i -1)~(PG i -33) Medium, X PGi and Z PGi each independently represents a methylene group (-CH-), an oxygen atom (-O-), or a sulfur atom (-S-), Y PGi represents a carbonyl group (>C=O), a thionyl group (>C=S), an oxygen atom (-O-) or a sulfur atom (-S-), W PGi represents a methylene group (-CH2-), a carbonyl group (>C=O) or a thionyl group (>C=S), S PGi , T PGi and U PGi each independently represents a methine group (=CH-) or a nitrogen atom (=N-), Formula (PG i -18), S PGi and T PGiHowever, it does not simultaneously represent a methine group (=CH-), Formula (PG i -19), S PGi , T PGi and U PGi However, it does not simultaneously represent a methine group (=CH-), R PGi each independently represents an alkyl group having 1 to 20 carbon atoms, One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-; one or more -CH2-CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, R PGi When there are multiple, they may be the same or different, Sp PGi each independently represents a single bond, an alkylene group having 1 to 20 carbon atoms, or an arylene group having 6 to 20 carbon atoms; one or more —CH— groups in the alkylene group or the arylene group may each independently be substituted with —O— or —NH—; one or more -CH2-CH2- in the alkylene group or the arylene group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkylene group or the arylene group may each independently be substituted with a halogen atom or a hydroxyl group, Oxygen atoms do not bond directly to each other, Sp PGi When there are multiple, they may be the same or different, * represents a bond. However, one or more -CH2- in the group is a group represented by the formula (PG i-1)~(PG i -7), One or more hydrogen atoms in the group may be selected from the group represented by the formula (PG i -8)~(PG i -33) is substituted with a group selected from the group consisting of groups represented by and is substituted with a group selected from the group consisting of groups represented by L i1 and L i2 each independently represents a single bond or an alkylene group having 1 to 20 carbon atoms, one or more hydrogen atoms in the alkylene group may each independently be substituted with a halogen atom or an alkyl group having 1 to 6 carbon atoms; n i1 represents an integer between 0 and 1, L i2 , A i3 If there are multiple, they may be the same or different.) and one or more polymerizable compounds represented by the formula: one or more sensitizing compounds; one or more liquid crystal compounds, It is characterized by including at least The liquid crystal display element according to the present invention is characterized by using the above-mentioned polymerizable compound-containing liquid crystal composition. Furthermore, one example of the configuration of the present invention is as follows.

[0012] Item 1. The following general formula (i)

[0013] [ka] (In the formula, P i1 and P i2 each independently represents a polymerizable group, Sp i1 and Sp i2 represents a single bond or an alkylene group having 1 to 20 carbon atoms, one or more -CH2- in the alkylene group may each independently be substituted with -O- or -NH-; one or more -CH2-CH2- in the alkylene group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkylene group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, A i1 , A i2 and A i3 each independently represents a divalent aromatic group, a divalent alicyclic group, or a divalent heterocyclic group; A i1 , A i2 and A i3 One or more hydrogen atoms in each independently represent a substituent Sr i1 may be substituted with Substituent Sr i1 represents a halogen atom or an alkyl group having 1 to 20 carbon atoms, One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-; one or more -CH2-CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, Substituent Sr i1 When there are multiple, they may be the same or different, and Sp i1 , Sp i2 and / or substituent Sr i1 at least one of represents an alkylene group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, Sp i1 , Sp i2 and / or substituent Sri1 In at least one of the alkylene group having 1 to 20 carbon atoms or the alkyl group having 1 to 20 carbon atoms represented by one or more -CH2- in the group, and / or One or more hydrogen atoms in the group are each independently a group represented by the following formula (PG i -1)~(PG i -33)

[0014] [ka]

[0015] [ka]

[0016] [ka] (Formula (PG i -1)~(PG i -33) Medium, X PGi and Z PGi each independently represents a methylene group (-CH-), an oxygen atom (-O-), or a sulfur atom (-S-), Y PGi represents a carbonyl group (>C=O), a thionyl group (>C=S), an oxygen atom (-O-) or a sulfur atom (-S-), W PGi represents a methylene group (-CH2-), a carbonyl group (>C=O) or a thionyl group (>C=S), S PGi , T PGi and U PGi each independently represents a methine group (=CH-) or a nitrogen atom (=N-), Formula (PG i -18), S PGi and T PGi However, it does not simultaneously represent a methine group (=CH-), Formula (PG i -19), S PGi , TPGi and U PGi However, it does not simultaneously represent a methine group (=CH-), R PGi each independently represents an alkyl group having 1 to 20 carbon atoms, One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-; one or more -CH2-CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, R PGi When there are multiple, they may be the same or different, Sp PGi each independently represents a single bond, an alkylene group having 1 to 20 carbon atoms, or an arylene group having 6 to 20 carbon atoms; one or more —CH— groups in the alkylene group or the arylene group may each independently be substituted with —O— or —NH—; one or more -CH2-CH2- in the alkylene group or the arylene group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkylene group or the arylene group may each independently be substituted with a halogen atom or a hydroxyl group, Oxygen atoms do not bond directly to each other, Sp PGi When there are multiple, they may be the same or different, * represents a bond. However, one or more -CH2- in the group is a group represented by the formula (PG i -1)~(PG i -7), One or more hydrogen atoms in the group may be selected from the group represented by the formula (PG i -8)~(PG i -33) is substituted with a group selected from the group consisting of groups represented by and is substituted with a group selected from the group consisting of groups represented by L i1 and L i2 each independently represents a single bond or an alkylene group having 1 to 20 carbon atoms, one or more hydrogen atoms in the alkylene group may each independently be substituted with a halogen atom or an alkyl group having 1 to 6 carbon atoms; n i1 represents an integer between 0 and 1, L i2 , A i3 If there are multiple, they may be the same or different.) and one or more polymerizable compounds represented by the formula: one or more sensitizing compounds; one or more liquid crystal compounds, A polymerizable compound-containing liquid crystal composition comprising at least the following.

[0017] Term 2. The above formula (PG i Item 2. A liquid crystal composition containing a polymerizable compound according to item 1, wherein the compound is substituted with a group represented by the formula (I-1).

[0018] Item 3. Said Sp i2 Item 3. The liquid crystal composition containing a polymerizable compound according to item 1 or 2, wherein represents an alkylene group having 1 to 20 carbon atoms.

[0019] Section 4. Said n i1 4. The polymerizable compound-containing liquid crystal composition according to any one of items 1 to 3, wherein is 0.

[0020] Item 5.L above i1 5. The liquid crystal composition containing a polymerizable compound according to any one of items 1 to 4, wherein is a single bond.

[0021] Item 6. The divalent aromatic group is any one of a 1,4-phenylene group, a naphthalene-2,6-diyl group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, an indan-2,5-diyl group, and a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group; the divalent cycloaliphatic group represents any one of a 1,4-cyclohexylene group, a 1,4-cyclohexenylene group, and a 1,3-dioxane-2,5-diyl group; 6. The polymerizable compound-containing liquid crystal composition according to any one of items 1 to 5, wherein the divalent heterocyclic compound group is either a pyridine-2,5-diyl group or a pyrimidine-2,5-diyl group.

[0022] Item 7. The sensitizing compound is represented by the following general formula (SC):

[0023] [ka] (In formula (SC), R SC1 and R SC2 , each independently represent an alkyl group having 1 to 20 carbon atoms, One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-; one or more -CH2-CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, S SC2 , S SC3 , S SC5 and S SC6 each independently represents a hydrogen atom or a fluorine atom, A SC1 are each independently the following group (a) and group (b): (a) a 1,4-cyclohexylene group (in which one —CH— or two or more non-adjacent —CH— groups may be replaced by —O— and / or —S—), (b) a 1,4-phenylene group (in which one —CH= or two or more non-adjacent —CH= groups may be replaced by —N=). represents a group selected from the group consisting of The above A SC1 One or more hydrogen atoms in each independently represent a substituent Sr SC1 may be substituted with Substituent Sr SC1 represents a halogen atom or an alkyl group having 1 to 20 carbon atoms, One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-; one or more -CH2-CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, Substituent Sr SC1 When there are multiple, they may be the same or different, n SC1 represents an integer between 0 and 1.) 7. The liquid crystal composition according to any one of items 1 to 6, wherein the polymerizable compound is a compound represented by the formula:

[0024] Item 8. The polymerizable compound-containing liquid crystal composition according to any one of items 1 to 7, further comprising a polymerizable compound having a structure different from that of general formula (i).

[0025] Item 9. The liquid crystal compound is represented by the following general formulas (NU-01) to (NU-08):

[0026] [ka] (In general formulas (NU-01) to (NU-08), R NU1 and R NU2 each independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms, One or more -CH2-CH2- in the group may each independently be replaced by -C≡C-, -CO-, -CO-O- or -O-CO-, Oxygen atoms never bond directly to each other.) Item 9. The polymerizable compound-containing liquid crystal composition according to any one of items 1 to 8, comprising a compound selected from the group consisting of compounds represented by any one of the following:

[0027] Section 10. Two substrates and A liquid crystal display element having a liquid crystal layer containing the polymerizable compound-containing liquid crystal composition according to any one of items 1 to 9 between the two substrates, A liquid crystal display element containing a polymer obtained by polymerizing the polymerizable compound represented by the general formula (i). [Effects of the Invention]

[0028] According to the present invention, by using a polymerizable compound-containing liquid crystal composition containing one or more polymerizable compounds represented by general formula (i) described below, one or more sensitizing compounds, and one or more liquid crystal compounds, it is possible to provide a liquid crystal display element having a low amount of residual monomer and excellent voltage holding ratio (VHR), pretilt angle formation, and low-temperature storage stability. [Brief explanation of the drawings]

[0029] [Figure 1] 1 is an exploded perspective view showing an example of a liquid crystal display element according to the present invention. DETAILED DESCRIPTION OF THE INVENTION

[0030] (Polymerizable compound represented by general formula (i)) The polymerizable compound-containing liquid crystal composition according to the present invention contains one or more polymerizable compounds represented by the following general formula (i).

[0031] [ka]

[0032] The polymerizable compound represented by general formula (i) has a polar group in its structure. That is, in the general formula (i), Sp i1 , Sp i2 and / or substituent Sr i1 At least one of represents an alkylene group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, Sp i1 , Sp i2 and / or the substituent Sr i1 In at least one of the alkylene group having 1 to 20 carbon atoms or the alkyl group having 1 to 20 carbon atoms represented by the formula (PG i -1)~(PG i -33) is substituted with a group selected from the group consisting of groups represented by the formula:

[0033] [ka]

[0034] [ka]

[0035] [ka]

[0036] However, one or more -CH2- in the group is a group represented by the formula (PG i -1)~(PG i-7), and one or more hydrogen atoms in the group are substituted with a group selected from the group consisting of groups represented by the formula (PG i -8)~(PG i -33) is substituted with a group selected from the group consisting of groups represented by the formula:

[0037] Formula (PG i -1)~(PG i -33) Medium, X PGi and Z PGi each independently represents a methylene group (-CH2-), an oxygen atom (-O-), or a sulfur atom (-S-). Also, the formula (PG i -1)~(PG i -33) Middle, Y PGi represents a carbonyl group (>C=O), a thionyl group (>C=S), an oxygen atom (-O-), or a sulfur atom (-S-). Also, the formula (PG i -1)~(PG i -33) Medium, W PGi represents a methylene group (-CH2-), a carbonyl group (>C=O) or a thionyl group (>C=S). Also, the formula (PG i -1)~(PG i -33) Medium, S PGi , T PGi and U PGi each independently represents a methine group (=CH-) or a nitrogen atom (=N-). However, the formula (PG i -18), S PGi and T PGi However, it does not simultaneously represent a methine group (=CH-). Also, the formula (PG i -19), S PGi , T PGi and U PGi However, it does not simultaneously represent a methine group (=CH-).

[0038] Formula (PG i -1)~(PG i -33) Medium, R PGi each independently represents an alkyl group having 1 to 20 carbon atoms. One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-. Furthermore, one or more -CH2-CH2- groups in the alkyl group may each independently be substituted with -CH=CH-, -C≡C-, -CO-O- or -O-CO-. Furthermore, one or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom. Halogen atoms include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. However, when the alkyl group is substituted with a specific group, the oxygen atoms are not directly bonded to each other. The alkyl group having 1 to 20 carbon atoms is a linear, branched or cyclic alkyl group, and is preferably a linear alkyl group. The alkyl group having 1 to 20 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0039] For example, R PGi can represent an alkoxy group having 1 to 19 carbon atoms by substituting one -CH2- in the alkyl group with -O-. The alkoxy group may be a linear, branched or cyclic alkoxy group, and is preferably a linear alkoxy group. The alkoxy group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0040] Also, R PGi can represent an alkenyl group having 2 to 20 carbon atoms by substituting one or more -CH2-CH2- groups in the alkyl group with -CH=CH-. The alkenyl group may be a linear, branched or cyclic alkenyl group, and is preferably a linear alkenyl group. The alkenyl group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0041] Also, RPGi can represent an alkynyl group having 2 to 20 carbon atoms by substituting one or more -CH2-CH2- in the alkyl group with -C≡C-. The alkynyl group may be a linear, branched or cyclic alkynyl group, and is preferably a linear alkynyl group. The alkynyl group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0042] Also, R PGi can represent an alkenyloxy group having 2 to 19 carbon atoms, in which one -CH2- in the alkyl group is replaced with -O- and one or more -CH2-CH2- are replaced with -CH=CH-. The alkenyloxy group is a linear, branched or cyclic alkenyloxy group, and is preferably a linear alkenyloxy group. The alkenyloxy group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0043] Also, R PGi can represent a halogenated alkyl group having 1 to 20 carbon atoms, in which one or more hydrogen atoms in the alkyl group have been substituted with halogen atoms. The halogenated alkyl group may be linear, branched, or cyclic, and is preferably a linear halogenated alkyl group. The halogenated alkyl group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0044] Also, R PGi can represent a halogenated alkoxy group having 1 to 19 carbon atoms, in which one -CH2- in the alkyl group is replaced with -O- and one or more hydrogen atoms in the alkyl group are replaced with halogen atoms. The halogenated alkoxy group may be a linear, branched, or cyclic halogenated alkoxy group, and is preferably a linear halogenated alkoxy group. The halogenated alkoxy group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0045] R PGi Specific examples of the alkyl group having 1 to 20 carbon atoms (including substituted alkyl groups) in the formula (R PGi -1)~(R PGi -31).

[0046] [ka]

[0047] Formula (R PGi -1)~(R PGi -31), the black dots represent bonds. R PGi As the alkyl group, a linear alkyl group having 1 to 6 carbon atoms is preferred. R PGi When there are a plurality of, they may be the same or different.

[0048] Formula (PG i -1)~(PG i -33) Medium, Sp PGi each independently represents a single bond, an alkylene group having 1 to 20 carbon atoms, or an arylene group having 6 to 20 carbon atoms. One or more -CH2- in the alkylene group or the arylene group may each independently be substituted with -O- or -NH-. Furthermore, one or more -CH2-CH2- groups in the alkylene group or the arylene group may each independently be substituted with -CH=CH-, -C≡C-, -CO-O- or -O-CO-. Furthermore, one or more hydrogen atoms in the alkylene group or the arylene group may each independently be substituted with a halogen atom or a hydroxyl group. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. However, when the alkylene group is substituted with a specific group, the oxygen atoms are not directly bonded to each other.

[0049] The alkylene group having 1 to 20 carbon atoms is a linear, branched or cyclic alkylene group, and is preferably a linear alkylene group. The alkylene group having 1 to 20 carbon atoms preferably has 1 to 12, preferably 1 to 9, and preferably 1 to 6 carbon atoms.

[0050] The arylene group having 6 to 20 carbon atoms is a linear, branched or cyclic arylene group, and is preferably a linear arylene group. The arylene group having 6 to 20 carbon atoms preferably has 6 to 12 carbon atoms, and more preferably 6 to 9 carbon atoms.

[0051] Sp PGi Specific examples of the alkylene group having 1 to 20 carbon atoms (including substituted ones) and the arylene group having 6 to 20 carbon atoms (including substituted ones) in the formula (Sp PGi -1)~(Sp PGi -14).

[0052] [ka]

[0053] Formula (Sp PGi -1)~(Sp PGi In -14), the white dot represents a bond to an oxygen atom or a sulfur atom, and * represents a bond to a carbon atom, a nitrogen atom, or a silicon atom. Sp PGi is preferably a linear alkylene group having 1 to 6 carbon atoms. Sp PGi When there are multiple, they may be the same or different.

[0054] Formula (PG i -1)~(PG i-33), * represents a bond.

[0055] Formula (PG i Specific examples of the group represented by formula (PG i -1-1)~(PG i -1-3).

[0056] [ka]

[0057] Formula (PG i -1-1)~(PG i In -1-3), * represents a bond.

[0058] Formula (PG i Specific examples of the group represented by formula (PG i -2-1)~(PG i -2-3).

[0059] [ka]

[0060] Formula (PG i -2-1)~(PG i In -2-3), * represents a bond.

[0061] Formula (PG i Specific examples of the group represented by formula (PG i -3-1).

[0062] [ka]

[0063] Formula (PG i In -3-1), * represents a bond.

[0064] Formula (PG iSpecific examples of the group represented by formula (PG i -4-1).

[0065] [ka]

[0066] Formula (PG i In -4-1), * represents a bond.

[0067] Formula (PG i Specific examples of the group represented by formula (PG i -5-1).

[0068] [ka]

[0069] Formula (PG i In -5-1), * represents a bond.

[0070] Formula (PG i Specific examples of the group represented by formula (PG i -6-1).

[0071] [ka]

[0072] Formula (PG i In -6-1), * represents a bond.

[0073] Formula (PG i Specific examples of the group represented by formula (PG i -7-1).

[0074] [ka]

[0075] Formula (PG i In -7-1), * represents a bond.

[0076] Formula (PG i Specific examples of the group represented by formula (PG i -13-1).

[0077] [ka]

[0078] Formula (PG i -13-1) In the above, * represents a bond.

[0079] Formula (PG i Specific examples of the group represented by formula (PG i -15-1).

[0080] [ka]

[0081] Formula (PG i -15-1) In the above, * represents a bond.

[0082] Formula (PG i Specific examples of the group represented by formula (PG i -16-1).

[0083] [ka]

[0084] Formula (PG i -16-1) In the above, * represents a bond.

[0085] Formula (PG i Specific examples of the group represented by formula (PG i -17-1)~(PG i-17-3).

[0086] [ka]

[0087] Formula (PG i -17-1)~(PG i -17-3) In this formula, * represents a bond.

[0088] Formula (PG i Specific examples of the group represented by formula (PG i -18-1)~(PG i -18-2).

[0089] [ka]

[0090] Formula (PG i -18-1)~(PG i -18-2) In this formula, * represents a bond.

[0091] Formula (PG i Specific examples of the group represented by formula (PG i -19-1)~(PG i -19-3).

[0092] [ka]

[0093] Formula (PG i -19-1)~(PG i -19-3) In this formula, * represents a bond.

[0094] Formula (PG i Specific examples of the group represented by formula (PG i -20-1)~(PG i -20-3).

[0095] [ka]

[0096] Formula (PG i -20-1)~(PG i -20-3), * represents a bond.

[0097] Formula (PG i Specific examples of the group represented by formula (PG i -21-1)~(PG i -21-2).

[0098] [ka]

[0099] Formula (PG i -21-1)~(PG i -21-2) In the above, * represents a bond.

[0100] Formula (PG i Specific examples of the group represented by formula (PG i -22-1).

[0101] [ka]

[0102] Formula (PG i -22-1) In the above, * represents a bond.

[0103] Formula (PG i Specific examples of the group represented by formula (PG i -23-1)~(PG i -23-2).

[0104] [ka]

[0105] Formula (PG i -23-1)~(PG i -23-2) In this formula, * represents a bond.

[0106] Formula (PG i Specific examples of the group represented by formula (PG i -31-1).

[0107] [ka]

[0108] Formula (PG i -31-1), * represents a bond.

[0109] Formula (PG i Specific examples of the group represented by formula (PG i -32-1).

[0110] [ka]

[0111] Formula (PG i -32-1), * represents a bond.

[0112] Formula (PG i Specific examples of the group represented by formula (PG i -33-1).

[0113] [ka]

[0114] Formula (PG i -33-1), * represents a bond.

[0115] The polymerizable compound represented by the general formula (i) is a compound represented by the formula (PG i -1), and is preferably substituted with a group represented by the formula (PG i It is more preferable that the substituted group is a group represented by the formula (1-3).

[0116] In general formula (i), P i1 and P i2 each independently represents a polymerizable group. Polymerizable groups are, for example, groups suitable for chain polymerization, such as radical, cationic or anionic polymerization, and / or step-growth polymerization, such as polyaddition or polycondensation. The polymerizable group is preferably a group containing a carbon-carbon double bond (>C=C<), a carbon-carbon triple bond (-C≡C-) and / or an n-membered ring structure (n is an integer of 3 to 7) containing an oxygen atom as a constituent member.

[0117] The polymerizable group is represented by the formula (P i1 / 2 -1)~(P i1 / 2 -8) is preferably a group selected from the group consisting of:

[0118] [ka]

[0119] Formula (P i1 / 2 -1)~(P i1 / 2 -8) Medium, S i1 / 2 each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a halogenated alkyl group having 1 to 5 carbon atoms. Examples of the alkyl group having 1 to 5 carbon atoms include a methyl group, an ethyl group, and a propyl group. Examples of the halogenated alkyl group having 1 to 5 carbon atoms include a trifluoromethyl group and a difluoroethyl group. S i1 / 2 It is preferable that each independently represents a hydrogen atom, a methyl group, an ethyl group, or a propyl group.

[0120] Formula (Pi1 / 2 -1)~(P i1 / 2 -8) In the middle, the black dots are Sp i1 or Sp i2 Represents a point of attachment to

[0121] From the viewpoint of ensuring appropriate reactivity, P i1 and P i2 are each independently expressed by the formula (P i1 / 2 -1), formula (P i1 / 2 -2), formula (P i1 / 2 -3), formula (P i1 / 2 -4), formula (P i1 / 2 -5) or formula (P i1 / 2 -7), and is preferably of the formula (P i1 / 2 -1), formula (P i1 / 2 -2), formula (P i1 / 2 -3) or formula (P i1 / 2 -7), and is preferably of the formula (P i1 / 2 -1), and an acrylic group (formula (P i1 / 2 -1), S i1 / 2 = hydrogen atom) or methacryl group (formula (P i1 / 2 -1), S i1 / 2 = methyl group), and a methacryl group is preferred.

[0122] Also, P i1 and P i2 may be the same or different. In addition, P i1 and P i2 However, the same formula (P i1 / 2 -1)~(P i1 / 2 -8), the same sign (S i1 / 2 ) may be the same or different.

[0123] In general formula (i), Sp i1 and Sp i2 each independently represents a single bond or an alkylene group having 1 to 20 carbon atoms. One or more -CH2- in the alkylene group may each independently be substituted with -O- or -NH-. In addition, one or more -CH2-CH2- in the alkylene group may be substituted with -CH=CH-, -C≡C-, -CO-O- or -O-CO-. Furthermore, one or more hydrogen atoms in the alkylene group may each independently be substituted with a halogen atom. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. However, when the alkylene group is substituted with a specific group, the oxygen atoms are not directly bonded to each other.

[0124] The alkylene group having 1 to 20 carbon atoms is a linear, branched or cyclic alkylene group, and is preferably a linear alkylene group. The alkylene group having 1 to 20 carbon atoms preferably has 1 to 12, preferably 1 to 9, and preferably 1 to 6 carbon atoms.

[0125] Sp i1 and Sp i2 Specific examples of the alkylene group having 1 to 20 carbon atoms (including substituted ones) in the formula (Sp i1 / 2 -1)~(Sp i1 / 2 -5).

[0126] [ka]

[0127] Formula (Sp i1 -1)~(Sp i1 -5) In the middle, the white point is P i1 or P i2 represents a bond to A, and * represents A i1 , A i2 or A i3 Represents a bond to . In addition, Sp i2 preferably represents an alkylene group having 1 to 20 carbon atoms. Also, Sp i2is preferably a linear alkylene group having 1 to 6 carbon atoms or a linear alkoxylene group having 1 to 6 carbon atoms.

[0128] P i1 -Sp i1 - and P i2 -Sp i2 Specific examples of - include the formula (P i1 / 2 -Sp i1 / 2 -1)~(P i1 / 2 -Sp i1 / 2 -19) and the like.

[0129] [ka]

[0130] [ka]

[0131] Formula (P i1 / 2 -Sp i1 / 2 -1)~(P i1 / 2 -Sp i1 / 2 -19) * is A i1 , A i2 or A i3 Represents a bond to .

[0132] In general formula (i), A i1 , A i2 and A i3 each independently represents a divalent aromatic group, a divalent alicyclic group, or a divalent heterocyclic group. Examples of the divalent aromatic group include a 1,4-phenylene group, a naphthalene-2,6-diyl group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, an indan-2,5-diyl group, and a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group. Examples of the divalent cycloaliphatic group include a 1,4-cyclohexylene group, a 1,4-cyclohexenylene group, and a 1,3-dioxane-2,5-diyl group. Examples of the divalent heterocyclic compound group include a pyridine-2,5-diyl group and a pyrimidine-2,5-diyl group.

[0133] A i1 , A i2 and A i3 One or more hydrogen atoms in each independently represent a substituent Sr i1 may be substituted with. Substituent Sr i1 represents a halogen atom or an alkyl group having 1 to 20 carbon atoms. One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-. Furthermore, one or more -CH2-CH2- groups in the alkyl group may each independently be substituted with -CH=CH-, -C≡C-, -CO-O- or -O-CO-. Furthermore, one or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom. Halogen atoms include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. However, when the alkyl group is substituted with a specific group, the oxygen atoms are not directly bonded to each other.

[0134] The alkyl group having 1 to 20 carbon atoms is a linear, branched or cyclic alkyl group, and is preferably a linear alkyl group. The alkyl group having 1 to 20 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0135] For example, the substituent Sr i1 can represent an alkoxy group having 1 to 19 carbon atoms by substituting one -CH2- in the alkyl group with -O-. The alkoxy group having 1 to 19 carbon atoms is a linear, branched or cyclic alkoxy group, and is preferably a linear alkoxy group. The alkoxy group having 1 to 19 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0136] In addition, the substituent Sr i1 can represent an alkoxyalkyl group having 1 to 19 carbon atoms by substituting one -CH2- in the alkyl group with -O-. The alkoxyalkyl group having 1 to 19 carbon atoms is a linear, branched or cyclic alkoxyalkyl group, and is preferably a linear alkoxyalkyl group. The alkoxyalkyl group having 1 to 19 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0137] In addition, the substituent Sr i1 can represent a halogenated alkyl group having 1 to 20 carbon atoms, by which one or more hydrogen atoms in the alkyl group are each independently substituted with a halogen atom. The halogenated alkyl group having 1 to 20 carbon atoms is a linear, branched or cyclic halogenated alkyl group, and is preferably a linear halogenated alkyl group. The halogenated alkyl group having 1 to 20 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0138] Substituent Sr i1 can represent a halogenated alkoxy group having 1 to 19 carbon atoms, in which one -CH2- in the alkyl group is replaced with -O- and one or more hydrogen atoms in the alkyl group are replaced with halogen atoms. The halogenated alkoxy group may be a linear, branched, or cyclic halogenated alkoxy group, and is preferably a linear halogenated alkoxy group. The halogenated alkoxy group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0139] Substituent Sr i1Specific examples of the alkyl group having 1 to 20 carbon atoms (including substituted alkyl groups) include the alkyl groups of the formula (Sr i1 -1)~(Sr i1 -21).

[0140] [ka]

[0141] Formula (Sr i1 -1)~(Sr i1 -21) In the middle, the black dot is A i1 , A i2 or A i3 Represents a bond to . Substituent Sr i1 When there are a plurality of, they may be the same or different.

[0142] A i1 Substituent Sr in i1 The substitution position of the following formula (A i1 -SP-1)~(A i1 -SP-3).

[0143] [ka]

[0144] Formula (A i1 -SP-1)~(A i1 -SP-3) The white dots are Sp i1 The black dots represent bonds in L i1 Represents a bond to .

[0145] A i2 Substituent Sr in i1 The substitution position of the following formula (A i2 -SP-1)~(A i2 -SP-2).

[0146] [ka]

[0147] Formula (A i2 -SP-1)~(A i2 -SP-2) White spots are L i1 The black dots represent bonds to L i2 or Sp i2 Represents a bond to .

[0148] A i3 Substituent Sr in i1 The substitution position of the following formula (A i3 -SP-1)~(A i3 -SP-2).

[0149] [ka]

[0150] Formula (A i3 -SP-1)~(A i3 -SP-2) White spots are L i2 The black dots represent bonds to Sp i2 Represents a bond to .

[0151] More specifically, A i1 is expressed by the following formula (A i1 -1)~(A i1 -5) is preferred.

[0152] [ka]

[0153] Formula (A i1 -1)~(A i1 -5) In the middle, the white point is Sp i1 The black dots represent bonds in L i1 Represents a bond to .

[0154] More specifically, A i2 is expressed by the following formula (A i2 -1)~(A i2-6) is preferred.

[0155] [ka]

[0156] Formula (A i2 -1)~(A i2 -6) Medium, white point is L i1 The black dots represent bonds to L i2 or Sp i2 Represents a bond to .

[0157] More specifically, A i3 is expressed by the following formula (A i3 -1)~(A i3 -4) is preferred.

[0158] [ka]

[0159] Formula (A i3 -S1)~(A i3 -4) Medium, white point is L i2 The black dots represent bonds to Sp i2 Represents a bond to .

[0160] In general formula (i), L i1 and L i2 each independently represents a single bond or an alkylene group having 1 to 20 carbon atoms. One or more hydrogen atoms in the alkylene group may each independently be substituted with a halogen atom or an alkyl group having 1 to 6 carbon atoms. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. The alkylene group having 1 to 20 carbon atoms is a linear, branched or cyclic alkylene group, and is preferably a linear alkylene group. The alkylene group having 1 to 20 carbon atoms preferably has 1 to 15 carbon atoms, and more preferably 1 to 10 carbon atoms.

[0161] L i1 and L i2 Specific examples of the alkylene group having 1 to 20 carbon atoms (including substituted ones) in the formula (L i1 / 2 -1)~(L i1 / 2 -2) and the like.

[0162] [ka]

[0163] Formula (L i1 / 2 -1)~(L i1 / 2 -2) Medium, white point is A i1 or A i2 The black dot represents a bond to A. i2 or A i3 Represents a bond to . Also, L i1 is preferably a single bond.

[0164] In general formula (i), n i1 represents an integer of 0 to 1, and is preferably 0. L i2 , A i3 When there are multiple, they may be the same or different.

[0165] The polymerizable compound represented by general formula (i) is preferably a compound selected from the group consisting of compounds represented by the following general formulas (i-1) to (i-13).

[0166] [ka]

[0167] [ka]

[0168] In general formulas (i-1) to (i-13), P i1 , P i2 , Spi1 and Sp i2 and Sr i1 are each independently P in the general formula (i). i1 , P i2 , Sp i1 and Sp i2 and Sr i1 and each mean the same thing.

[0169] Specific examples of the compound represented by general formula (i-1) include compounds represented by the following structural formulas (i-1-1) to (i-1-16).

[0170] [ka]

[0171] [ka]

[0172] [ka]

[0173] Specific examples of the compound represented by general formula (i-2) include compounds represented by the following structural formulas (i-2-1) to (i-2-9).

[0174] [ka]

[0175] [ka]

[0176] Specific examples of the compound represented by general formula (i-3) include compounds represented by the following structural formulas (i-3-1) to (i-3-12).

[0177] [ka]

[0178] [ka]

[0179] Specific examples of the compound represented by general formula (i-4) include compounds represented by the following structural formulas (i-4-1) to (i-4-15).

[0180] [ka]

[0181] [ka]

[0182] [ka]

[0183] Specific examples of the compound represented by general formula (i-5) include compounds represented by the following structural formulas (i-5-1) to (i-5-12).

[0184] [ka]

[0185] [ka]

[0186] Specific examples of the compound represented by general formula (i-6) include compounds represented by the following structural formulas (i-6-1) to (i-6-12).

[0187] [ka]

[0188] [ka]

[0189] Specific examples of the compound represented by general formula (i-7) include compounds represented by the following structural formulas (i-7-1) to (i-7-6).

[0190] [ka]

[0191] Specific examples of the compound represented by general formula (i-8) include compounds represented by the following structural formulas (i-8-1) to (i-8-4).

[0192] [ka]

[0193] Specific examples of the compound represented by general formula (i-9) include compounds represented by the following structural formulas (i-9-1) to (i-9-8).

[0194] [ka]

[0195] [ka]

[0196] Specific examples of the compound represented by general formula (i-10) include compounds represented by the following structural formulas (i-10-1) to (i-10-4).

[0197] [ka]

[0198] Specific examples of the compound represented by general formula (i-11) include compounds represented by the following structural formulas (i-11-1) to (i-11-8).

[0199] [ka]

[0200] [ka]

[0201] Specific examples of the compound represented by general formula (i-12) include compounds represented by the following structural formulas (i-12-1) to (i-12-4).

[0202] [ka]

[0203] Specific examples of the compound represented by general formula (i-13) include compounds represented by the following structural formulas (i-13-1) to (i-13-4).

[0204] [ka]

[0205] General formula (i), General formula (i-1)~(i-13), Structural formula (i-1-1)~(i-1-16), Structural formula (i-2-1)~(i-2-9), Structural formula (i-3-1)~(i-3-12), Structural formula (i-4-1)~(i-4-1) 5), Structural formula (i-5-1) ~ (i-5-12), Structural formula (i-6-1) ~ (i-6-12), Structural formula (i-7-1) ~ (i-7-6), Structural formula (i-8-1) ~ (i-8-4), Structural formula (i-9-1) ~ (i-9-8), The types of polymerizable compounds represented by structural formulae (i-10-1) to (i-10-4), structural formulae (i-11-1) to (i-11-8), structural formulae (i-12-1) to (i-12-4), or structural formulae (i-13-1) to (i-13-4) used in the polymerizable-compound-containing liquid crystal composition are one or more, preferably one to five, preferably one to four, preferably one to three, preferably one to two, and preferably one.

[0206] General formula (i), General formula (i-1)~(i-13), Structural formula (i-1-1)~(i-1-16), Structural formula (i-2-1)~(i-2-9), Structural formula (i-3-1)~(i-3-12), Structural formula (i-4-1)~(i-4-1) 5), Structural formula (i-5-1) ~ (i-5-12), Structural formula (i-6-1) ~ (i-6-12), Structural formula (i-7-1) ~ (i-7-6), Structural formula (i-8-1) ~ (i-8-4), Structural formula (i-9-1) ~ (i-9-8), The lower limit of the total content of the polymerizable compounds represented by structural formulae (i-10-1) to (i-10-4), structural formulae (i-11-1) to (i-11-8), structural formulae (i-12-1) to (i-12-4), or structural formulae (i-13-1) to (i-13-4) in 100% by mass of the polymerizable compound-containing liquid crystal composition is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and even more preferably 1.0% by mass or more.

[0207] General formula (i), General formula (i-1)~(i-13), Structural formula (i-1-1)~(i-1-16), Structural formula (i-2-1)~(i-2-9), Structural formula (i-3-1)~(i-3-12), Structural formula (i-4-1)~(i-4-1) 5), Structural formula (i-5-1) ~ (i-5-12), Structural formula (i-6-1) ~ (i-6-12), Structural formula (i-7-1) ~ (i-7-6), Structural formula (i-8-1) ~ (i-8-4), Structural formula (i-9-1) ~ (i-9-8), The upper limit of the total content of the polymerizable compounds represented by structural formulae (i-10-1) to (i-10-4), structural formulae (i-11-1) to (i-11-8), structural formulae (i-12-1) to (i-12-4), or structural formulae (i-13-1) to (i-13-4) in 100% by mass of the polymerizable-compound-containing liquid crystal composition is preferably 1.0% by mass or less, more preferably 0.7% by mass or less, and even more preferably 0.5% by mass or less.

[0208] General formula (i), General formula (i-1)~(i-13), Structural formula (i-1-1)~(i-1-16), Structural formula (i-2-1)~(i-2-9), Structural formula (i-3-1)~(i-3-12), Structural formula (i-4-1)~(i-4-1) 5), Structural formula (i-5-1) ~ (i-5-12), Structural formula (i-6-1) ~ (i-6-12), Structural formula (i-7-1) ~ (i-7-6), Structural formula (i-8-1) ~ (i-8-4), Structural formula (i-9-1) ~ (i-9-8), The total content of the polymerizable compounds represented by structural formulae (i-10-1) to (i-10-4), structural formulae (i-11-1) to (i-11-8), structural formulae (i-12-1) to (i-12-4), or structural formulae (i-13-1) to (i-13-4) in 100% by mass of the polymerizable-compound-containing liquid crystal composition is preferably 0.01 to 1.0% by mass, more preferably 0.05 to 0.7% by mass, and even more preferably 0.1 to 0.5% by mass, from the viewpoint of achieving both a high voltage holding ratio (VHR) and low-temperature storage stability.

[0209] The polymerizable compound represented by general formula (i) (including its sub-concepts) can be synthesized using a known synthesis method.

[0210] (sensitizing compound) The polymerizable compound-containing liquid crystal composition according to the present invention contains one or more sensitizing compounds. A sensitizing compound is a compound that can sufficiently polymerize a polymerizable compound at a faster rate due to its sensitizing effect. The effect of using a sensitizing compound is that the polymerizable compound can be sufficiently polymerized at a faster rate, thereby enabling a large pretilt to be formed with weak or little UV light and achieving high pretilt stability. Furthermore, since the polymerizable compound can be polymerized at a faster rate, the UV irradiation time can be shortened, thereby suppressing deterioration of the liquid crystal composition due to UV irradiation and suppressing a decrease in the voltage holding ratio (VHR).

[0211] The sensitizing compound is preferably a naphthalene compound, and more preferably a sensitizing compound represented by the following general formula (SC).

[0212] [ka]

[0213] In the general formula (SC), R SC1 and R SC2 each independently represents an alkyl group having 1 to 20 carbon atoms. One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-. Furthermore, one or more -CH2-CH2- groups in the alkyl group may each independently be substituted with -CH=CH-, -C≡C-, -CO-O- or -O-CO-. Furthermore, one or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom. Halogen atoms include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. However, when the alkyl group is substituted with a specific group, the oxygen atoms are not directly bonded to each other.

[0214] The alkyl group having 1 to 20 carbon atoms is a linear, branched or cyclic alkyl group, and is preferably a linear alkyl group. The alkyl group having 1 to 20 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0215] For example, R SC1 and R SC2 can represent an alkoxy group having 1 to 19 carbon atoms by substituting one -CH2- in the alkyl group with -O-. The alkoxy group may be a linear, branched or cyclic alkoxy group, and is preferably a linear alkoxy group. The alkoxy group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0216] Also, R SC1 and R SC2 can represent an alkenyl group having 2 to 20 carbon atoms by substituting one or more -CH2-CH2- groups in the alkyl group with -CH=CH-. The alkenyl group may be a linear, branched or cyclic alkenyl group, and is preferably a linear alkenyl group. The alkenyl group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0217] Also, R SC1 and R SC2 can represent an alkynyl group having 2 to 20 carbon atoms by substituting one or more -CH2-CH2- in the alkyl group with -C≡C-. The alkynyl group may be a linear, branched or cyclic alkynyl group, and is preferably a linear alkynyl group. The alkynyl group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0218] Also, R SC1 and R SC2can represent an alkenyloxy group having 2 to 19 carbon atoms, in which one -CH2- in the alkyl group is replaced with -O- and one or more -CH2-CH2- are replaced with -CH=CH-. The alkenyloxy group is a linear, branched or cyclic alkenyloxy group, and is preferably a linear alkenyloxy group. The alkenyloxy group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0219] Also, R SC1 and R SC2 can represent a halogenated alkyl group having 1 to 20 carbon atoms, in which one or more hydrogen atoms in the alkyl group have been substituted with halogen atoms. The halogenated alkyl group may be linear, branched, or cyclic, and is preferably a linear halogenated alkyl group. The halogenated alkyl group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0220] Also, R SC1 and R SC2 can represent a halogenated alkoxy group having 1 to 19 carbon atoms, in which one -CH2- in the alkyl group is replaced with -O- and one or more hydrogen atoms in the alkyl group are replaced with halogen atoms. The halogenated alkoxy group may be a linear, branched, or cyclic halogenated alkoxy group, and is preferably a linear halogenated alkoxy group. The halogenated alkoxy group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0221] R SC1 and R SC2 Specific examples of the alkyl group having 1 to 20 carbon atoms (including substituted alkyl groups) in the formula (R SC1 / 2 -1)~(R SC1 / 2 -31).

[0222] [ka]

[0223] Formula (R SC1 / 2 -1)~(R SC1 / 2 -21), the black dots are naphthalene-2,6-diyl groups, 1,4-phenylene groups or A SC1 Represents a bond to .

[0224] In the general formula (SC), S SC2 , S SC3 , S SC5 and S SC6 each independently represents a hydrogen atom (H) or a fluorine atom (F). S SC2 , S SC3 , S SC5 and S SC6 Combination of (S SC2 , S SC3 , S SC5 , S SC6 ) is preferably (H, H, H, H), (F, H, H, H), (H, F, H, H), or (F, F, H, H).

[0225] In the general formula (SC), A SC1 are each independently the following group (a) and group (b): (a) a 1,4-cyclohexylene group (in which one —CH— or two or more non-adjacent —CH— groups may be replaced by —O— and / or —S—), (b) a 1,4-phenylene group (in which one —CH= or two or more non-adjacent —CH= groups may be replaced by —N=). represents a group selected from the group consisting of:

[0226] The above A SC1 One or more hydrogen atoms in each independently represent a substituent Sr SC1 may be substituted with. Substituent Sr SC1represents a halogen atom or an alkyl group having 1 to 20 carbon atoms. One or more -CH2- groups in the alkyl group may each independently be substituted with -O- or -NH-. Furthermore, one or more -CH2-CH2- groups in the alkyl group may each independently be substituted with -CH=CH-, -C≡C-, -CO-O- or -O-CO-. Furthermore, one or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom. Halogen atoms include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. However, when the alkyl group is substituted with a specific group, the oxygen atoms are not directly bonded to each other.

[0227] The alkyl group having 1 to 20 carbon atoms is a linear, branched or cyclic alkyl group, and is preferably a linear alkyl group. The alkyl group having 1 to 20 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0228] For example, the substituent Sr SC1 can represent an alkoxy group having 1 to 19 carbon atoms by substituting one -CH2- in the alkyl group with -O-. The alkoxy group having 1 to 19 carbon atoms is a linear, branched or cyclic alkoxy group, and is preferably a linear alkoxy group. The alkoxy group having 1 to 19 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0229] In addition, the substituent Sr SC1 can represent an alkoxyalkyl group having 1 to 19 carbon atoms by substituting one -CH2- in the alkyl group with -O-. The alkoxyalkyl group having 1 to 19 carbon atoms is a linear, branched or cyclic alkoxyalkyl group, and is preferably a linear alkoxyalkyl group. The alkoxyalkyl group having 1 to 19 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0230] In addition, the substituent Sr SC1 can represent a halogenated alkyl group having 1 to 20 carbon atoms, by which one or more hydrogen atoms in the alkyl group are each independently substituted with a halogen atom. The halogenated alkyl group having 1 to 20 carbon atoms is a linear, branched or cyclic halogenated alkyl group, and is preferably a linear halogenated alkyl group. The halogenated alkyl group having 1 to 20 carbon atoms preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0231] Substituent Sr SC1 can represent a halogenated alkoxy group having 1 to 19 carbon atoms, in which one -CH2- in the alkyl group is replaced with -O- and one or more hydrogen atoms in the alkyl group are replaced with halogen atoms. The halogenated alkoxy group may be a linear, branched, or cyclic halogenated alkoxy group, and is preferably a linear halogenated alkoxy group. The halogenated alkoxy group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms.

[0232] Substituent Sr SC1 Specific examples of the alkyl group having 1 to 20 carbon atoms (including substituted alkyl groups) include the alkyl groups of the formula (Sr SC1 -1)~(Sr SC1 -21).

[0233] [ka]

[0234] Formula (Sr SC1 -1)~(Sr SC1 -21) In the middle, the black dot is ASC1 Represents a bond to . Substituent Sr SC1 As the aryl group, a halogen atom is preferred, and a fluorine atom is more preferred. Substituent Sr SC1 When there are a plurality of, they may be the same or different.

[0235] A SC1 Substituent Sr in SC1 The substitution position of the following formula (A SC1 -SP-1)~(A SC1 -SP-3).

[0236] [ka]

[0237] Formula (A SC1 -SP-1)~(A SC1 -SP-3), the white dots represent bonds to the 1,4-phenylene group, and the black dots represent R SC2 Represents a bond to .

[0238] More specifically, A SC1 is expressed by the following formula (A SC1 -1)~(A SC1 -3) is preferred.

[0239] [ka]

[0240] Formula (A SC1 -1)~(A SC1 -3), the white dots represent bonds to the 1,4-phenylene group, and the black dots represent R SC2 Represents a bond to .

[0241] In the general formula (SC), n SC1 represents an integer of 0 to 1, and is preferably 0.

[0242] The polymerizable compound represented by general formula (SC) is preferably a compound selected from the group consisting of compounds represented by the following general formulas (SC-1) to (SC-14).

[0243] [ka]

[0244] In general formulas (SC-1) to (SC-7), R SC1 and R SC2 are each independently R in the general formula (SC). SC1 and R SC2 and each mean the same thing.

[0245] Specific examples of the compound represented by general formula (SC-1) include the compound represented by the following structural formula (SC-1-1).

[0246] [ka]

[0247] Specific examples of the compound represented by general formula (SC-4) include the compound represented by the following structural formula (SC-4-1).

[0248] [ka]

[0249] The number of types of sensitizing compounds represented by general formula (SC), general formulas (SC-1) to (SC-7), structural formula (SC-1-1) or structural formula (SC-4-1) used in the polymerizable compound-containing liquid crystal composition is one or more, preferably 1 to 5, preferably 1 to 4, preferably 1 to 3, preferably 1 or 2, and preferably 1.

[0250] The lower limit of the total content of the sensitizing compounds represented by general formula (SC), general formulas (SC-1) to (SC-7), structural formula (SC-1-1) or structural formula (SC-4-1) in 100% by mass of the polymerizable compound-containing liquid crystal composition is preferably 0.01% by mass or more, more preferably 0.03% by mass or more, more preferably 0.04% by mass or more, and even more preferably 0.05% by mass or more.

[0251] The upper limit of the total content of the sensitizing compounds represented by general formula (SC), general formulas (SC-1) to (SC-7), structural formula (SC-1-1) or structural formula (SC-4-1) in 100% by mass of the polymerizable compound-containing liquid crystal composition is preferably 0.25% by mass or less, more preferably 0.2% by mass or less, and even more preferably 0.15% by mass or less.

[0252] The total content of the sensitizing compounds represented by general formula (SC), general formulas (SC-1) to (SC-7), structural formula (SC-1-1) or structural formula (SC-4-1) in 100% by mass of the polymerizable compound-containing liquid crystal composition is preferably 0.01 to 0.25% by mass, more preferably 0.03 to 0.2% by mass, even more preferably 0.04 to 0.15% by mass, and even more preferably 0.05 to 0.15% by mass, from the viewpoint of achieving both a high voltage holding ratio (VHR) and monomer reactivity.

[0253] The sensitizing compound represented by general formula (SC) (including its subordinate concepts) can be synthesized using known synthesis methods.

[0254] (Polymerizable liquid crystal compound having a structure different from that of general formula (i)) The polymerizable compound-containing liquid crystal composition according to the present invention may contain one or more polymerizable compounds having a structure different from that of general formula (i). For example, examples of polymerizable compounds having a structure different from that of general formula (i) include polymerizable compounds represented by the following general formula (ii).

[0255] [ka]

[0256] In general formula (ii), R ii1 , R ii2 , R ii3 , R ii4 , R ii5 , R ii6 , R ii7 and R ii8 are each independently an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a halogen atom, or P ii3 -Sp ii3 represents either - or a hydrogen atom. The alkyl group having 1 to 18 carbon atoms may be linear, branched, or cyclic, but is preferably linear from the viewpoint of obtaining good orientation. The number of carbon atoms in the alkyl group having 1 to 18 carbon atoms is preferably 1 to 3 when importance is placed on solubility in a liquid crystal composition containing a polymerizable compound, and is preferably 10 to 18 when importance is placed on vertical alignment of the liquid crystal composition containing a polymerizable compound. The alkoxy group having 1 to 18 carbon atoms may be linear, branched, or cyclic, with the linear type being preferred from the viewpoint of obtaining good orientation. The number of carbon atoms in the alkoxy group having 1 to 18 carbon atoms is preferably 1 to 3 when importance is placed on solubility in a polymerizable compound-containing liquid crystal composition, and is preferably 10 to 18 when importance is placed on vertical alignment of the polymerizable compound-containing liquid crystal composition. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0257] From the viewpoint of ensuring compatibility with liquid crystal compounds, R ii1 , R 1i2 , R ii5 , R ii6 and R ii8 At least one of the groups is preferably a halogen atom, more preferably a fluorine atom.

[0258] In general formula (ii), P ii1 , P ii2 and P ii3 each independently represents a polymerizable group. Polymerizable groups are, for example, groups suitable for chain polymerization, such as radical, cationic or anionic polymerization, and / or step-growth polymerization, such as polyaddition or polycondensation. The polymerizable group is preferably a group containing a carbon-carbon double bond (>C=C<), a carbon-carbon triple bond (-C≡C-) and / or an n-membered ring structure (n is an integer of 3 to 7) containing an oxygen atom as a constituent member.

[0259] The polymerizable group is represented by the following general formula (P ii1 / 2 / 3 -1)~(P ii1 / 2 / 3 -8) is preferably a group selected from the group consisting of:

[0260] [ka]

[0261] General formula (P ii1 / 2 / 3 -1)~(P ii1 / 2 / 3 -8) Medium, S ii1 / 2 / 3 each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a halogenated alkyl group having 1 to 5 carbon atoms. Examples of the alkyl group having 1 to 5 carbon atoms include a methyl group, an ethyl group, and a propyl group. Examples of the halogenated alkyl group having 1 to 5 carbon atoms include a trifluoromethyl group and a difluoroethyl group. S ii1 / 2 / 3 are each preferably independently a hydrogen atom, a methyl group, an ethyl group, or a propyl group.

[0262] General formula (P ii1 / 2 / 3 -1)~(P ii1 / 2 / 3 -8) * indicates Sp ii1 , Sp ii2 or Sp ii3 Represents a point of attachment to

[0263] In order to ensure appropriate reactivity, P ii1 , P ii2 and P ii3 are each independently expressed by the formula (P ii1 / 2 / 3 -1), formula (Pii1 / 2 / 3 -2), formula (P ii1 / 2 / 3 -3), formula (P ii1 / 2 / 3 -4), formula (P ii1 / 2 / 3 -5) or formula (P ii1 / 2 / 3 -7), and is preferably of the formula (P ii1 / 2 / 3 -1), formula (P ii1 / 2 / 3 -2), formula (P ii1 / 2 / 3 -3) or formula (P ii1 / 2 / 3 -7), and is preferably of the formula (P ii1 / 2 / 3 -1), and an acrylic group (formula (P ii1 / 2 / 3 -1), S ii1 / 2 / 3 = hydrogen atom) or methacryl group (formula (P ii1 / 2 / 3 -1), S ii1 / 2 / 3 = methyl group), and a methacryl group is preferred.

[0264] Also, P ii1 , P ii2 and P ii3 may be the same or different, but P ii1 and P ii2 are preferably the same. In addition, P ii1 , P ii2 and P ii3 However, the same formula (P ii1 / 2 / 3 -1)~(P ii1 / 2 / 3 -8), the same sign (S ii1 / 2 / 3 ) may be the same or different.

[0265] In addition, from the viewpoint of compatibility with the liquid crystal compound, in the polymerizable compound represented by general formula (ii), R ii1 , R ii2 , R ii3 , R ii4 , R ii5 , R ii6 , R ii7 and R ii8 However, it does not represent a hydrogen atom at the same time, and R ii1 , R ii2 , R ii3 , R ii4 , R ii5 , R ii6 , R ii7 and Rii8 At least one of the above is a halogen atom, an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, or P ii3 -Sp ii3 It is preferable to represent -.

[0266] In general formula (ii), Sp ii1 , Sp ii2 and Sp ii3 each independently represents a single bond or a spacer group. The spacer group is a flexible group. More specifically, the spacer group is an alkylene group having 1 to 15 carbon atoms. One or more -CH2- in the alkylene group may each independently be substituted with -O-. Furthermore, one or more -CH2-CH2- in the alkylene group may each independently be substituted with -O-CO- or -CO-O-. However, when the alkylene group is substituted with a specific group, the oxygen atoms are not directly bonded to each other. Also, Sp ii1 , Sp ii2 and Sp ii3 may be the same or different.

[0267] The alkylene group having 1 to 15 carbon atoms is a linear, branched or cyclic alkylene group, and is preferably a linear alkylene group. The alkylene group having 1 to 15 carbon atoms preferably has 1 to 8 carbon atoms, preferably 1 to 4 carbon atoms, and preferably 2 to 3 carbon atoms.

[0268] More specifically, Sp ii1 , Sp ii2 and Sp ii3 preferably each independently represent any of a single bond, -CH2-, -CH2-CH2-, -CH2-CH2-CH2-, -O-, -CH2-O-, -CH2-CH2-O-, and -CH2-CO-O-. Also, Sp ii1 and Spii2 and are preferably both single bonds.

[0269] In general formula (ii), L ii1 represents a single bond or an alkylene group having 1 to 20 carbon atoms. The alkylene group is a linear, branched or cyclic alkylene group, and is preferably a linear alkylene group. The alkylene group preferably has 2 to 10 carbon atoms, and more preferably 2 to 6 carbon atoms. One or more -CH2- in the alkylene group may each independently be substituted with -O-, -CF2- and / or -CO-. Furthermore, one or more -CH2-CH2- in the alkylene group may each independently be substituted with -CH2-CH(CH3)-, -CH(CH3)-CH2-, -CH=CH-, -CF=CF-, -CH=C(CH3)-, -C(CH3)=CH-, -CH=N-, -N=CH-, -N=N-, -C≡C-, -CO-O- and / or -O-CO-. However, when the alkylene group is substituted with a specific group, the oxygen atoms are not directly bonded to each other.

[0270] Specific examples of the alkylene group having 2 to 20 carbon atoms (including substituted ones) include the alkylene group represented by the formula (L ii1 -1)~(L ii1 -24).

[0271] [ka]

[0272] Formula (L ii1 -1)~(L ii1 -24), the white and black dots represent bonds to the 1,4-phenylene group.

[0273] In general formula (ii), n ii1 represents an integer of 1 to 2. n ii1When R represents 2, there are multiple R ii5 , R ii6 , R ii7 and R ii8 , L ii1 may be the same or different from each other.

[0274] Suitable examples of the polymerizable compound represented by general formula (ii) include compounds represented by the following general formulae (ii-1) to (ii-3).

[0275] [ka]

[0276] In general formulas (ii-1) to (ii-3), Sp ii1 , Sp ii2 , R ii6 and R ii7 is Sp in the above general formula (ii). ii1 , Sp ii2 , R ii6 and R ii7 It has the same meaning as:

[0277] Specific examples of the polymerizable compound represented by general formula (ii-1) include polymerizable compounds represented by the following structural formulas (ii-1-1) to (ii-1-4).

[0278] [ka]

[0279] Specific examples of the polymerizable compound represented by general formula (ii-2) include polymerizable compounds represented by the following structural formulae (ii-2-1) to (ii-1-2).

[0280] [ka]

[0281] Specific examples of the polymerizable compound represented by general formula (ii-3) include polymerizable compounds represented by the following structural formula (ii-3-1).

[0282] [ka]

[0283] The number of types of polymerizable liquid crystal compounds represented by general formula (ii), general formulas (ii-1) to (ii-3), structural formulas (ii-1-1) to (ii-1-4), structural formulas (ii-2-1) to (ii-2-2), or structural formula (ii-3-1) used in the polymerizable compound-containing liquid crystal composition is preferably one or more types, more preferably one to five types, more preferably one to four types, more preferably one to three types, more preferably one or two types, and preferably one type.

[0284] The lower limit of the total content of the polymerizable compounds represented by general formula (ii), general formulas (ii-1) to (ii-3), structural formulas (ii-1-1) to (ii-1-4), structural formulas (ii-2-1) to (ii-2-2), or structural formula (ii-3-1) in 100% by mass of the polymerizable-compound-containing liquid crystal composition is preferably 0.1% by mass or more, more preferably 0.15% by mass or more, and even more preferably 0.2% by mass or more.

[0285] The upper limit of the total content of the polymerizable compounds represented by general formula (ii), general formulas (ii-1) to (ii-3), structural formulas (ii-1-1) to (ii-1-4), structural formulas (ii-2-1) to (ii-2-2), or structural formula (ii-3-1) in 100% by mass of the polymerizable-compound-containing liquid crystal composition is preferably 1.0% by mass or less, more preferably 0.7% by mass or less, and even more preferably 0.5% by mass or less.

[0286] The total content of the polymerizable compounds represented by general formula (ii), general formulas (ii-1) to (ii-3), structural formulas (ii-1-1) to (ii-1-4), structural formulas (ii-2-1) to (ii-2-2), or structural formula (ii-3-1) in 100% by mass of the polymerizable-compound-containing liquid crystal composition is preferably 0.1 to 1.0% by mass, more preferably 0.15 to 0.7% by mass, and even more preferably 0.2 to 0.5% by mass.

[0287] The polymerizable compound represented by general formula (ii) (including sub-concepts) can be synthesized using known synthesis methods.

[0288] (Polymerizable compound-containing liquid crystal composition) The polymerizable compound-containing liquid crystal composition according to the present invention can be produced, for example, by mixing a polymerizable compound represented by the above-mentioned general formula (i), a sensitizing compound (SC), a liquid crystal composition used for the polymerizable compound-containing liquid crystal composition, and, if necessary, a polymerizable compound having a structure different from that of general formula (i), and an additive. The liquid crystal composition used in the polymerizable compound-containing liquid crystal composition contains one or more liquid crystal compounds.

[0289] (liquid crystal compound) Examples of liquid crystal compounds include those with a negative dielectric anisotropy at 20°C (Δε<-2), neutral (-2≦Δε≦2), and positive (2<Δε). The dielectric anisotropy (Δε) of the liquid crystal compound is a value extrapolated from the measured value of the dielectric anisotropy of a composition obtained by adding the liquid crystal compound to a composition that is nearly dielectrically neutral at 20°C.

[0290] Furthermore, the liquid crystal compound preferably does not contain a naphthalene ring structure in its structure. That is, it is preferable that the liquid crystal compound is not a naphthalene compound.

[0291] The liquid crystal compound having a negative dielectric anisotropy (Δε<-2) at 20°C is preferably a compound selected from the group consisting of liquid crystal compounds represented by any of the following general formulas (N-01) to (N-05).

[0292] [ka]

[0293] In general formulas (N-01) to (N-05), R N1 and R N2 each independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms. One or more -CH2- in the group may each independently be replaced by -C≡C-, -CO-, -CO-O- or -O-CO-. However, when the group is substituted with a specific group, the oxygen atoms are not directly bonded to each other.

[0294] R N1 is preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 2 to 4 carbon atoms. However, Z N1 If represents anything other than a single bond, R N1 is preferably an alkyl group having 1 to 3 carbon atoms.

[0295] R N2 is preferably an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an alkoxy group having 1 to 4 carbon atoms.

[0296] Examples of the alkenyl group having 2 to 8 carbon atoms include the groups represented by the formulae (R1) to (R7), with the group represented by the formula (R1) or (R2) being preferred.

[0297] [ka]

[0298] In the formulae (R1) to (R7), the black dots represent bonds to the ring structure.

[0299] In general formulas (N-01) to (N-05), Z N1 each independently represents a single bond, -CH2-CH2-, -O-CH2-, -CH2-O-, -CO-O-, -O-CO-, -O-CF2-, -CF2-O-, -CH=CH-, -CF=CF- or -C≡C-.

[0300] In general formulas (N-01) to (N-05), m N1 each independently represents 1 or 2.

[0301] m N1 When is 1, Z 1 is preferably a single bond or —CH2—O—. m N1 When is 2, Z 1 is preferably a single bond, —CH2—CH2— or —CH2—O—.

[0302] The hydrogen atoms present on the rings of the liquid crystal compounds represented by the general formulae (N-01) to (N-05) may each be independently substituted with a fluorine atom or a chlorine atom.

[0303] The polymerizable compound-containing liquid crystal composition according to the present invention preferably contains, as the compound represented by general formula (N-01), one or more compounds selected from the group of compounds represented by general formulas (N-01-1) to (N-01-4).

[0304] [ka]

[0305] In general formulas (N-01-1) to (N-01-4), R N3 and R N4each 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 4 carbon atoms.

[0306] Examples of the liquid crystal compound represented by the general formula (N-01-1) include liquid crystal compounds represented by the following structural formulae (N-01-1.1) to (N-01-1.2).

[0307] [ka]

[0308] Examples of the liquid crystal compound represented by general formula (N-01-2) include liquid crystal compounds represented by the following structural formulae (N-01-2.1) to (N-01-2.5).

[0309] [ka]

[0310] Examples of the liquid crystal compound represented by general formula (N-01-3) include liquid crystal compounds represented by the following structural formulae (N-01-3.1) to (N-01-3.3).

[0311] [ka]

[0312] Examples of the liquid crystal compound represented by general formula (N-01-4) include liquid crystal compounds represented by the following structural formulae (N-01-4.1) to (N-01-4.4).

[0313] [ka]

[0314] The polymerizable compound-containing liquid crystal composition according to the present invention preferably contains, as the compound represented by general formula (N-02), one or more compounds selected from the group of compounds represented by general formulas (N-02-1) to (N-02-3).

[0315] [ka]

[0316] In general formulas (N-02-1) to (N-02-3), R N3 each independently represents an alkyl group having 1 to 5 carbon atoms. In general formulas (N-02-1) to (N-02-3), R N4 each independently represents an alkoxy group having 1 to 4 carbon atoms.

[0317] Examples of the liquid crystal compound represented by general formula (N-02-1) include liquid crystal compounds represented by the following structural formula (N-02-1.1).

[0318] [ka]

[0319] The polymerizable compound-containing liquid crystal composition according to the present invention preferably contains one or more liquid crystal compounds represented by general formula (N-03-1) as the liquid crystal compound represented by general formula (N-03).

[0320] [ka]

[0321] In general formula (N-03-1), R N3 represents an alkyl group having 1 to 5 carbon atoms. In general formula (N-03-1), R N4 represents an alkoxy group having 1 to 4 carbon atoms.

[0322] Examples of the liquid crystal compound represented by general formula (N-03-1) include liquid crystal compounds represented by the following structural formulas (N-03-1.1) to (N-03-1.5).

[0323] [ka]

[0324] The polymerizable compound-containing liquid crystal composition according to the present invention preferably contains one or more liquid crystal compounds represented by general formula (N-04-1) as the liquid crystal compound represented by general formula (N-04).

[0325] [ka]

[0326] In general formula (N-04-1), R N3 represents an alkyl group having 1 to 5 carbon atoms. In general formula (N-04-1), R N4 represents an alkoxy group having 1 to 4 carbon atoms.

[0327] Examples of the liquid crystal compound represented by general formula (N-04-1) include liquid crystal compounds represented by the following structural formulae (N-04-1.1) to (N-04-1.3).

[0328] [ka]

[0329] The polymerizable compound-containing liquid crystal composition according to the present invention may contain, as the compound represented by general formula (N-05), a liquid crystal compound selected from the group of compounds represented by structural formulas (N-05-1) to (N-05-2).

[0330] [ka]

[0331] General formula (N-01)~(N-05), General formula (N-01-1)~(N-01-4), General formula (N-02-1)~(N-02-3), General formula (N-03-1), General formula (N-04-1), Structural formula (N-01-1). 1)~(N-01-1.2), Structural formula (N-01-2.1)~(N-01-2.5), Structural formula (N-01-3.1)~(N-01-3.3), Structural formula (N-01-4.1)~(N-01-4.4), Structural formula (N- The number of types of liquid crystal compounds represented by structural formulas (N-02-1.1), structural formulas (N-03-1.1) to (N-03-1.5), structural formulas (N-04-1.1) to (N-04-1.3), or structural formulas (N-05-1) to (N-05-2) used in the polymerizable compound-containing liquid crystal composition is preferably 1 to 15 types, more preferably 1 to 13 types, more preferably 2 to 13 types, more preferably 2 to 11 types, and even more preferably 2 to 8 types.

[0332] The preferred lower limit of the total content of the liquid crystal compounds represented by general formula (N-01), general formulas (N-01-1) to (N-01-4), structural formulae (N-01-1.1) to (N-01-1.2), structural formulae (N-01-2.1) to (N-01-2.5), structural formulae (N-01-3.1) to (N-01-3.3), or structural formulae (N-01-4.1) to (N-01-4.4) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 0% by mass, 1% by mass, 5% by mass, 10% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, 75% by mass, or 80% by mass.

[0333] The preferred upper limit of the total content of liquid crystal compounds represented by general formula (N-01), general formulas (N-01-1) to (N-01-4), structural formulae (N-01-1.1) to (N-01-1.2), structural formulae (N-01-2.1) to (N-01-2.5), structural formulae (N-01-3.1) to (N-01-3.3), or structural formulae (N-01-4.1) to (N-01-4.4) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 95% by mass, 85% by mass, 75% by mass, 65% by mass, 55% by mass, 45% by mass, 35% by mass, 25% by mass, 20% by mass, 15% by mass, or 10% by mass.

[0334] The preferred lower limit of the total content of the liquid crystal compounds represented by general formula (N-02), general formulae (N-02-1) to (N-02-3), or structural formula (N-02-1.1) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 0% by mass, 1% by mass, 5% by mass, 10% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, 75% by mass, or 80% by mass.

[0335] The preferred upper limit of the total content of the liquid crystal compounds represented by general formula (N-02), general formulae (N-02-1) to (N-02-3), or structural formula (N-02-1.1) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 95% by mass, 85% by mass, 75% by mass, 65% by mass, 55% by mass, 45% by mass, 35% by mass, 25% by mass, 20% by mass, 15% by mass, or 10% by mass.

[0336] The preferred lower limit of the total content of the liquid crystal compounds represented by general formula (N-03), general formula (N-03-1), or structural formulae (N-03-1.1) to (N-03-1.5) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 0% by mass, 1% by mass, 5% by mass, 10% by mass, 15% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, 75% by mass, or 80% by mass.

[0337] The preferred upper limit of the total content of the liquid crystal compounds represented by general formula (N-03), general formula (N-03-1), or structural formulae (N-03-1.1) to (N-03-1.5) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 95% by mass, 85% by mass, 75% by mass, 65% by mass, 55% by mass, 45% by mass, 35% by mass, 25% by mass, 20% by mass, 15% by mass, or 10% by mass.

[0338] The preferred lower limit of the total content of the liquid crystal compounds represented by general formula (N-04), general formula (N-04-1), or structural formulae (N-04-1.1) to (N-04-1.3) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 0% by mass, 1% by mass, 5% by mass, 10% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, 75% by mass, or 80% by mass.

[0339] The preferred upper limit of the total content of the liquid crystal compounds represented by general formula (N-04), general formula (N-04-1), or structural formulae (N-04-1.1) to (N-04-1.2) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 95% by mass, 85% by mass, 75% by mass, 65% by mass, 55% by mass, 45% by mass, 35% by mass, 25% by mass, 20% by mass, 15% by mass, or 10% by mass.

[0340] The preferred lower limit of the total content of the liquid crystal compounds represented by general formula (N-05) or structural formulae (N-05-1) to (N-05-2) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 0% by mass, 2% by mass, 5% by mass, 8% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, or 20% by mass.

[0341] The preferred upper limit of the total content of the liquid crystal compounds represented by general formula (N-05) or structural formulae (N-05-1) to (N-05-2) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, or 13% by mass.

[0342] The liquid crystal compound having a neutral dielectric anisotropy at 20°C (-2≦Δε≦2) is preferably a compound selected from the group consisting of liquid crystal compounds represented by any of the following general formulas (NU-01) to (NU-08).

[0343] [ka]

[0344] In general formulas (NU-01) to (NU-08), R NU1 and R NU2 each independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms. One or more -CH2-CH2- in the group may each independently be replaced by -C≡C-, -CO-, -CO-O- or -O-CO-. However, when the group is substituted with a specific group, the oxygen atoms are not directly bonded to each other.

[0345] R NU1 and R NU2As the alkyl group, an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms is preferred, and an alkyl group having 1 to 5 carbon atoms is more preferred. In addition, when a high-speed response is required, R NU1 is an alkenyl group having 2 to 3 carbon atoms, and R NU2 is preferably an alkyl group having 1 to 6 carbon atoms, and by including this compound in the polymerizable compound-containing liquid crystal composition according to the present invention, high-speed response can be reliably achieved. This is because the compound has low viscosity or low rotational viscosity, which greatly contributes to improving both the reliability and response properties.

[0346] More specifically, R NU1 is particularly preferably an alkyl group having 1 to 5 carbon atoms, and R NU2 is particularly preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms.

[0347] Examples of the alkenyl group having 2 to 3 carbon atoms include the groups represented by formulae (R1) and (R2), with the group represented by formula (R1) or (R2) being preferred.

[0348] [ka]

[0349] In formulas (R1) to (R2), the black dots represent bonds to the ring structure.

[0350] Examples of the liquid crystal compound represented by the general formula (NU-01) include liquid crystal compounds represented by the following structural formulas (NU-01-1) to (NU-01-6).

[0351] [ka]

[0352] Examples of the liquid crystal compound represented by the general formula (NU-02) include liquid crystal compounds represented by the following structural formulas (NU-02-1) to (NU-02-2).

[0353] [ka]

[0354] Examples of the liquid crystal compound represented by the general formula (NU-03) include liquid crystal compounds represented by the following structural formulas (NU-03-1) to (NU-03-4).

[0355] [ka]

[0356] Examples of the liquid crystal compound represented by the general formula (NU-04) include liquid crystal compounds represented by the following structural formulas (NU-04-1) to (NU-04-2).

[0357] [ka]

[0358] Examples of the liquid crystal compound represented by the general formula (NU-05) include liquid crystal compounds represented by the following structural formulas (NU-05-1) to (NU-05-4).

[0359] [ka]

[0360] The preferred range of the total content of the liquid crystal compounds represented by general formula (NU-01) or structural formulae (NU-01-1) to (NU-01-6) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 15 to 55% by mass, 20 to 50% by mass, or 25 to 45% by mass.

[0361] The preferred range of the total content of the liquid crystal compounds represented by general formula (NU-02) or structural formulae (NU-02-1) to (NU-02-2) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 0 to 30% by mass, 0.5 to 25% by mass, or 1 to 20% by mass.

[0362] The preferred range of the total content of the liquid crystal compounds represented by general formula (NU-03) or structural formulae (NU-03-1) to (NU-03-4) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 0 to 25% by mass, 1 to 20% by mass, or 3 to 15% by mass.

[0363] The preferred range of the total content of the liquid crystal compounds represented by general formula (NU-04) or structural formulae (NU-04-1) to (NU-04-2) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 0 to 25% by mass, 0.5 to 15% by mass, or 1 to 10% by mass.

[0364] The preferred range of the total content of the liquid crystal compounds represented by general formula (NU-05) or structural formulae (NU-05-1) to (NU-05-4) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 0 to 30% by mass, 1 to 25% by mass, or 3 to 20% by mass.

[0365] The total content of the liquid crystal compounds represented by general formula (NU-06) in 100% by mass of the polymerizable compound-containing liquid crystal composition is preferably in the range of 0 to 30% by mass, more preferably 0 to 20% by mass, and even more preferably 0 to 10% by mass.

[0366] The total content of the liquid crystal compounds represented by general formula (NU-07) in 100% by mass of the polymerizable compound-containing liquid crystal composition is preferably in the range of 0 to 30% by mass, more preferably 0 to 20% by mass, and even more preferably 0 to 10% by mass.

[0367] The total content of the liquid crystal compounds represented by general formula (NU-08) in 100% by mass of the polymerizable compound-containing liquid crystal composition is preferably in the range of 0 to 30% by mass, more preferably 0 to 20% by mass, and even more preferably 0 to 10% by mass.

[0368] The liquid crystal compound having a positive dielectric anisotropy (2<Δε) at 20°C is preferably a compound selected from the group consisting of liquid crystal compounds represented by any of the following general formulas (P-01) to (P-02).

[0369] [ka]

[0370] In the general formulas (P-01) to (P-02), R P11 each independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms. R P11 As the alkyl group, 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, or an alkenyloxy group having 2 to 5 carbon atoms is preferred, an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is preferred, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is preferred, and an alkenyl group having 3 carbon atoms (propenyl group) is particularly preferred. R if reliability is important P11 is preferably an alkyl group, and when a reduction in viscosity is important, is preferably an alkenyl group. Also, R P11 When the ring structure to which R is bonded is a phenyl group (aromatic), it is preferably any one of a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 4 to 5 carbon atoms, and R P11 When the ring structure to which is bonded is a saturated ring structure such as cyclohexane, pyran, and dioxane, it is preferably any one of a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. In order to stabilize the nematic phase, it is preferable that the total number of carbon atoms and oxygen atoms, if present, is 5 or less, and it is preferably linear.

[0371] Examples of the alkenyl group having 2 to 8 carbon atoms include groups represented by formulae (R1) to (R7), with formula (R1) or (R2) being preferred.

[0372] [ka]

[0373] In general formulas (P-01) to (P-02), ring A P11 each independently represents a 1,4-cyclohexylene group in which at least one -CH2- in the ring may be substituted with -O- or -S-, or a 1,4-phenylene group in which at least one -CH= in the ring may be substituted with -N=, and ring A P11 At least one of the hydrogen atoms therein may be substituted with a halogen. Examples of halogen atoms include chlorine atoms, bromine atoms, and fluorine atoms. In addition, ring A P11 When there are multiple, they may be the same or different.

[0374] Ring A P11 are each independently preferably a 1,4-phenylene group in which at least one of -CH= in the ring may be substituted with -N= when it is required to increase Δn, and are each independently preferably a 1,4-cyclohexylene group in which at least one of -CH2- in the ring may be substituted with -O- or -S- in order to improve the response speed, and are each independently preferably a 1,4-phenylene ... the P11 -1)~(A P11 It is more preferable that the structure is one of the structures represented by the formulas (1)-6).

[0375] [ka]

[0376] L P11 each independently represents a single bond, -C2H4-, -CH=CH-, -C≡C-, -COO-, -OCO-, -C2O-, -OCH2-, -CF2O-, or -OCF2-. In addition, L P11 When there are multiple, they may be the same or different.

[0377] In general formula (P-01)~(P-02), m P11 represents an integer of 1 to 4.

[0378] In general formulas (P-01) to (P-02), Y P11 and Y P12 each independently represents a hydrogen atom or a fluorine atom.

[0379] In general formulas (P-01) to (P-02), X P11 represents any one of -F, -Cl, -CN, -NCS, -CF3, -OCF3, an alkyl group having 1 to 6 carbon atoms in which at least one hydrogen atom is substituted with a halogen atom, and an alkoxy group having 1 to 6 carbon atoms in which at least one hydrogen atom is substituted with a halogen atom. Examples of halogen atoms include chlorine atoms, bromine atoms, and fluorine atoms.

[0380] As the liquid crystal compound represented by general formula (P-01), compounds represented by general formulas (P-01-1) to (P-01-28) are preferred.

[0381] [ka]

[0382] [ka]

[0383] [ka]

[0384] [ka]

[0385] [ka]

[0386] In general formulas (P-01-1) to (P-01-28), R P12 represents 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.

[0387] The compound represented by general formula (P-02) is preferably a compound represented by general formulas (P-02-1) to (P-02-6).

[0388] [ka]

[0389] In general formulas (P-02-1) to (P-02-6), R P12 represents 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.

[0390] The liquid crystal compounds represented by the general formulae (P-01) and (P-02) may be selected from only one of the groups, or may be selected from each group and used in combination.

[0391] When the reliability of the polymerizable compound-containing liquid crystal composition according to the present invention is important, it is preferable to use a liquid crystal compound selected from the group represented by general formulas (P-01-1) to (P-01-11), (P-01-16) to (P-01-20) and general formulas (P-02-1) to (P-02-4), and more preferably selected from the group represented by general formulas (P-01-1), (P-01-2), (P-01-4), (P-01-17) and (P-01-20).

[0392] When low viscosity of the polymerizable compound-containing liquid crystal composition according to the present invention is important, it is preferable to use a liquid crystal compound selected from the group represented by general formulas (P-01-12) to (P-01-15), (P-01-21) to (P-01-28), and (P-01-5) to (P-01-6), and more preferably selected from the group represented by formulas (P-01-12), (P-01-13), (P-01-22), (P-01-23), and (P-01-26).

[0393] When emphasis is placed on the low viscosity of the polymerizable compound-containing liquid crystal composition according to the present invention, and further emphasis is placed on improving the transmittance in the FFS mode, it is preferable to use a liquid crystal compound selected from the group represented by general formulas (P-01-14), (P-01-15), (P-01-25), (P-01-27) and (P-01-28).

[0394] In order to shorten the process time for UV irradiation in the manufacturing process of the liquid crystal display element according to the present invention, it is preferable to use a liquid crystal compound selected from the group represented by general formulas (P-01-4) to (P-01-7), (P-01-20) and (P-01-4), and among these, a liquid crystal compound selected from (P-01-4) or (P-01-20) is particularly preferable. By using liquid crystal compounds from these groups, problems such as deterioration of the polymerizable compound-containing liquid crystal composition upon UV irradiation, a decrease in the voltage holding ratio of the liquid crystal display element, and image sticking can be prevented or reduced in severity.

[0395] The liquid crystal compounds represented by general formulas (P-01) to (P-02), general formulas (P-01-1) to (P-01-28), and / or general formulas (P-02-1) to (P-02-6) are appropriately selected depending on the properties desired for the liquid crystal display element, and multiple types can be used in combination as necessary, but it is preferable to use one or more types, preferably 1 to 12 types, more preferably 2 to 10 types, and particularly preferably 3 to 8 types.

[0396] The preferred lower limit of the total content of the liquid crystal compounds represented by general formulae (P-01) to (P-02), general formulae (P-01-1) to (P-01-28), or general formulae (P-02-1) to (P-02-6) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 1% by mass, 10% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, 75% by mass, or 80% by mass.

[0397] The preferred upper limit of the total content of the liquid crystal compounds represented by general formulae (P-01) to (P-02), general formulae (P-01-1) to (P-01-28), or general formulae (P-02-1) to (P-02-6) in 100% by mass of the polymerizable compound-containing liquid crystal composition is 95% by mass, 85% by mass, 75% by mass, 65% by mass, 55% by mass, 45% by mass, 35% by mass, or 25% by mass.

[0398] In the polymerizable compound-containing liquid crystal composition according to the present invention, the total content of the liquid crystal compounds represented by general formulas (P-01) to (P-02), general formulas (P-01-1) to (P-01-28), or general formulas (P-02-1) to (P-02-6) may be adjusted as appropriate depending on the required performance, such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, and dielectric anisotropy. In order to maintain a low viscosity of the polymerizable compound-containing liquid crystal composition according to the present invention and increase the response speed, it is preferable to set the above lower limit value low and the upper limit value low. T of the polymerizable compound-containing liquid crystal composition according to the present invention NI When it is desired to maintain a high temperature and improve the temperature stability, it is preferable to set the above lower limit value lower and the upper limit value lower. When the dielectric anisotropy is increased in order to maintain a low driving voltage of the polymerizable compound-containing liquid crystal composition according to the present invention, it is preferable to increase the above lower limit and the upper limit.

[0399] The polymerizable compound-containing liquid crystal composition according to the present invention may contain, in addition to the above-mentioned liquid crystal compounds, ordinary nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, and the like.

[0400] The polymerizable compound-containing liquid crystal composition according to the present invention may contain an additive. Examples of the additives include antioxidants, ultraviolet absorbers, light stabilizers, and infrared absorbers.

[0401] The antioxidant is preferably one represented by any one of the general formulae (H-1) to (H-4).

[0402] [ka]

[0403] The lower limit of the total content of the antioxidant in 100% by mass of the polymerizable compound-containing liquid crystal composition is preferably 10 ppm by mass, preferably 20 ppm by mass, and preferably 50 ppm by mass, and the upper limit is preferably 10,000 ppm by mass, preferably 1,000 ppm by mass, preferably 500 ppm by mass, and preferably 100 ppm by mass.

[0404] In general formula (H-1) to general formula (H-3), R H1 each independently represents an alkyl group having 3 to 7 carbon atoms. More specifically, R in general formula (H-1) H1 represents an alkyl group having 7 carbon atoms, and R in general formula (H-2) H1 represents an alkyl group having 3 carbon atoms, and R in general formula (H-3) H1 represents an alkyl group having 3 carbon atoms.

[0405] In general formula (H-4), M H1represents an alkylene group having 4 to 10 carbon atoms (one or two or more non-adjacent -CH2- groups in the group may be replaced with -CO-O- or -O-CO- so that the oxygen atoms are not directly adjacent), a single bond, a 1,4-phenylene group (any hydrogen atom in the 1,4-phenylene group may be replaced with a fluorine atom), or a trans-1,4-cyclohexylene group. The alkylene group having 4 to 10 carbon atoms preferably has 4 to 8 carbon atoms.

[0406] A polymerization initiator may be added to the polymerizable compound-containing liquid crystal composition of the present invention in order to rapidly polymerize the polymerizable compound. As the polymerization initiator, it is preferable to select a photopolymerization initiator. Examples of photopolymerization initiators include acetophenone-based initiators such as diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzil dimethyl ketal, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 4-(2-hydroxyethoxy)phenyl-(2-hydroxy-2-propyl)ketone, 1-hydroxycyclohexyl-phenyl ketone, 2-methyl-2-morpholino(4-thiomethylphenyl)propan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 4'-phenoxyacetophenone, and 4'-ethoxyacetophenone; benzoin-based initiators such as benzoin, benzoin isopropyl ether, benzoin isobutyl ether, benzoin methyl ether, and benzoin ethyl ether; acylphosphine oxide-based initiators such as 2,4,6-trimethylbenzoyldiphenylphosphine oxide; and benzil , methylphenylglyoxyester-based; benzophenone-based compounds such as benzophenone, o-benzoyl methyl benzoate, 4-phenylbenzophenone, 4,4'-dichlorobenzophenone, hydroxybenzophenone, 4-benzoyl-4'-methyl-diphenyl sulfide, acrylated benzophenone, 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone, 3,3'-dimethyl-4-methoxybenzophenone, 2,5-dimethylbenzophenone, and 3,4-dimethylbenzophenone; thioxanthone-based compounds such as 2-isopropylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, and 2,4-dichlorothioxanthone; aminobenzophenone-based compounds such as Michler's ketone and 4,4'-diethylaminobenzophenone; 10-butyl-2-chloroacridone, 2-ethylanthraquinone, 9,10-phenanthrenequinone, and camphorquinone.

[0407] The upper limit of the total content of the photopolymerization initiator in the polymerizable compound-containing liquid crystal composition in 100 mass% of the polymerizable compound-containing liquid crystal composition is preferably 100 mass ppm, preferably 56 mass ppm, preferably 48 mass ppm, and preferably 36 mass ppm.

[0408] The dielectric anisotropy at 25°C of the liquid crystal composition used in the polymerizable compound-containing liquid crystal composition may be negative (Δε<-2), neutral (-2≦Δε≦2), or positive (2<Δε), but is preferably negative (Δε<-2). The value of dielectric anisotropy (Δε: measured at 25° C.) can be calculated from the equation Δε=ε∥-ε⊥. The dielectric constants (ε∥, ε⊥) were measured as follows. A) Measurement of dielectric constant (ε∥): A vertical alignment film was applied to a thoroughly cleaned glass substrate and baked. Two glass substrates were arranged so that the alignment film-coated surfaces faced each other, and a spacer agent and a sealant were sandwiched between the glass substrates so that the distance (cell gap) between the glass substrates was approximately 10 μm. The sealant was then cured to obtain a vertical alignment element. The liquid crystal composition used for the polymerizable compound-containing liquid crystal composition was injected into the vertical alignment element and sealed with an adhesive that cures under ultraviolet light. A sine wave (0.3 V, 1 kHz) was applied to this vertical alignment element, and the dielectric constant (ε∥) in the long axis direction of the liquid crystal composition used for the polymerizable compound-containing liquid crystal composition was measured. B) Measurement of dielectric constant (ε⊥): A horizontal alignment film was applied to a thoroughly cleaned glass substrate, baked, and then rubbed. Two glass substrates were arranged so that the alignment film-coated surfaces faced each other and the rubbing direction was 180°. A spacer and a sealant were sandwiched between the glass substrates to create a cell gap of approximately 10 μm. The sealant was then cured to obtain an antiparallel horizontal alignment element. The liquid crystal composition used in the polymerizable compound-containing liquid crystal composition was injected into the antiparallel horizontal alignment element and sealed with a UV-curable adhesive. A sine wave (20.0 V, 1 kHz) was applied to the antiparallel horizontal alignment element, and the dielectric constant (ε⊥) in the minor axis direction of the liquid crystal composition used in the polymerizable compound-containing liquid crystal composition was measured.

[0409] When the liquid crystal composition used in the polymerizable compound-containing liquid crystal composition has a negative dielectric anisotropy (Δε<-2) at 25°C, the dielectric anisotropy (Δε) of the liquid crystal composition at 25°C is preferably less than -2.0 and equal to or greater than -4.5, more preferably from -2.1 to -4.3, more preferably from -2.3 to -4.0, and even more preferably from -2.5 to -3.9.

[0410] Liquid crystal phase upper limit temperature (nematic phase-isotropic liquid phase transition temperature, T ni ) is the temperature at which the liquid crystal composition undergoes a phase transition from a nematic phase to an isotropic phase. T ni The measurement is carried out by preparing a preparation in which the liquid crystal composition is sandwiched between a slide glass and a cover glass, and observing the preparation under a polarizing microscope while heating it on a hot stage. It can also be measured by differential scanning calorimetry (DSC), and the unit is "°C." T ni The higher the temperature, the more the nematic phase can be maintained even at high temperatures, and the wider the operating temperature range can be.

[0411] When the liquid crystal composition used in the polymerizable compound-containing liquid crystal composition has a negative dielectric anisotropy (Δε<-2) at 25°C, the nematic phase-isotropic liquid phase transition temperature (T ni ) is preferably 60 to 120°C, more preferably 65 to 110°C, and even more preferably 65 to 95°C.

[0412] Δn (refractive index anisotropy) is the extraordinary refractive index (n e ) and ordinary refractive index (n o ) difference (n e -n o ) is calculated.

[0413] When the liquid crystal composition used in the polymerizable compound-containing liquid crystal composition has a negative dielectric anisotropy (Δε<-2) at 25°C, the refractive index anisotropy (Δn) of the liquid crystal composition at 25°C is preferably 0.08 to 0.14, more preferably 0.09 to 0.13, and even more preferably 0.09 to 0.12.

[0414] The rotational viscosity (γ1) is the viscosity coefficient related to the rotation of liquid crystal molecules, and can be measured by filling a polymerizable compound-containing liquid crystal composition into a glass cell with a cell gap of approximately 10 μm and using an LCM-2 (manufactured by Toyo Corporation). Measurements are carried out at a temperature of 25°C and the unit is mPa·s. In the case of a liquid crystal composition having a positive dielectric anisotropy, a horizontally aligned cell is used, and in the case of a liquid crystal composition having a negative dielectric anisotropy, a vertically aligned cell is used. The smaller γ1 is, the faster the response speed of the liquid crystal composition becomes, and therefore it is suitable for any liquid crystal display element.

[0415] When the liquid crystal composition used in the polymerizable compound-containing liquid crystal composition has a negative dielectric anisotropy at 25°C (Δε<-2), the rotational viscosity (γ1) of the liquid crystal composition at 25°C is preferably 50 to 160 mPa·s, more preferably 50 to 160 mPa·s, more preferably 55 to 140 mPa·s, more preferably 60 to 120 mPa·s, more preferably 65 to 110 mPa·s, and more preferably 70 to 100 mPa·s.

[0416] The combination of compounds used in the polymerizable compound-containing liquid crystal composition includes: 1) a combination of a compound represented by general formula (i) (including subconcepts), a compound represented by general formula (ii) (including subconcepts), a sensitizing compound (including subconcepts), and a compound represented by general formula (NU-01) (including subconcepts); 2) a combination of a compound represented by general formula (i) (including subconcepts), a compound represented by general formula (ii) (including subconcepts), a sensitizing compound (including subconcepts), and a compound represented by general formula (NU-05) (including subconcepts); 3) a combination of a compound represented by general formula (i) (including subconcepts), a compound represented by general formula (ii) (including subconcepts), a sensitizing compound (including subconcepts), and a compound represented by general formula (NU-06) (including subconcepts); a compound represented by general formula (i) (including subconcepts), a compound represented by general formula (ii) (including subconcepts), a sensitizing compound (including subconcepts), and a compound represented by general formula (N-01) (including subconcepts); 4) a compound represented by general formula (i) (including subconcepts), a compound represented by general formula (ii) (including subconcepts), a sensitizing compound (including subconcepts), and a compound represented by general formula (N-04) (including subconcepts); 5) a compound represented by general formula (i) (including subconcepts), a compound represented by general formula (ii) (including subconcepts), and a combination of a sensitizing compound (including subconcepts), a compound represented by general formula (NU-01) (including subconcepts), and a compound represented by general formula (NU-05) (including subconcepts); 6) a combination of a compound represented by general formula (i) (including subconcepts), a compound represented by general formula (ii) (including subconcepts), a sensitizing compound (including subconcepts), a compound represented by general formula (N-01) (including subconcepts), and a compound represented by general formula (N-04) (including subconcepts); 7) a combination of a compound represented by general formula (i) (including subconcepts), and a compound represented by general formula (ii) (including subconcepts); a compound represented by general formula (NU-01) (including subordinate concepts), a sensitizing compound (including subordinate concepts), a compound represented by general formula (NU-05) (including subordinate concepts), a compound represented by general formula (N-01) (including subordinate concepts), and a compound represented by general formula (N-04) (including subordinate concepts); 8) a compound represented by general formula (i) (including subordinate concepts), a compound represented by general formula (ii) (including subordinate concepts), a sensitizing compound (including subordinate concepts), a compound represented by general formula (NU-01) (including subordinate concepts),a combination of a compound represented by general formula (NU-03) (including subconcepts), a compound represented by general formula (NU-05) (including subconcepts), a compound represented by general formula (N-01) (including subconcepts), and a compound represented by general formula (N-04) (including subconcepts); 9) a combination of a compound represented by general formula (i) (including subconcepts), a compound represented by general formula (ii) (including subconcepts), a sensitizing compound (including subconcepts), a compound represented by general formula (NU-01) (including subconcepts), and a compound represented by general formula (NU-02) (including subconcepts); 10) a combination of a compound represented by general formula (NU-05) (including subordinate concepts), a compound represented by general formula (N-01) (including subordinate concepts), a compound represented by general formula (N-03) (including subordinate concepts), and a compound represented by general formula (N-04) (including subordinate concepts); 11) a combination of a compound represented by general formula (i) (including subordinate concepts), a compound represented by general formula (ii) (including subordinate concepts), a sensitizing compound (including subordinate concepts), a compound represented by general formula (NU-01) (including subordinate concepts), and a compound represented by general formula (NU-03) (including subordinate concepts), 11) a combination of a compound represented by general formula (NU-05) (including subordinate concepts), a compound represented by general formula (N-01) (including subordinate concepts), a compound represented by general formula (N-03) (including subordinate concepts), and a compound represented by general formula (N-04) (including subordinate concepts); 12) a combination of a compound represented by general formula (i) (including subordinate concepts), a compound represented by general formula (ii) (including subordinate concepts), a sensitizing compound (including subordinate concepts), a compound represented by general formula (NU-01) (including subordinate concepts), and a compound represented by general formula (NU-02) (including subordinate concepts); 12) a combination of a compound represented by general formula (NU-03) (including subordinate concepts), a compound represented by general formula (NU-05) (including subordinate concepts), a compound represented by general formula (N-01) (including subordinate concepts), and a compound represented by general formula (N-03) (including subordinate concepts); 13) a combination of a compound represented by general formula (i) (including subordinate concepts), a compound represented by general formula (ii) (including subordinate concepts), a sensitizing compound (including subordinate concepts), a compound represented by general formula (NU-01) (including subordinate concepts), and a compound represented by general formula (NU-03) (including subordinate concepts);A combination of a compound represented by general formula (NU-05) (including sub-concepts), a compound represented by general formula (N-01) (including sub-concepts), and a compound represented by general formula (N-03) (including sub-concepts) is preferred.

[0417] (Liquid crystal display element) Next, a liquid crystal display element having two substrates and a liquid crystal layer between the two substrates containing the above-mentioned polymerizable compound-containing liquid crystal composition, in which a polymer obtained by polymerizing the polymerizable compound represented by the general formula (i) is present in the polymerizable compound-containing liquid crystal composition, will be described. More specifically, the liquid crystal display element has two substrates and a liquid crystal layer sandwiched between the two substrates and containing the above-mentioned polymerizable compound-containing liquid crystal composition that has been polymerized, and in the polymerizable compound-containing liquid crystal composition that has been polymerized, a polymer formed by polymerizing the polymerizable compound represented by the general formula (i) is present. In addition, when the polymerizable compound-containing composition contains a polymerizable liquid crystal compound having a structure different from that of general formula (i), a polymer obtained by polymerizing the polymerizable liquid crystal compound having a structure different from that of general formula (i) may also be present. The polymerization treatment may be performed by ultraviolet irradiation or the like.

[0418] The two substrates are divided into a first substrate and a second substrate. The first substrate may comprise an alignment layer and / or a pixel electrode layer having transparent pixel electrodes driven by corresponding active elements on the second substrate. The transparent electrode layer made of a transparent common electrode may be configured as an electrode layer having a plurality of gate bus lines and data bus lines arranged in a matrix, thin film transistors provided at intersections of the gate bus lines and the data bus lines, and pixel electrodes driven by the thin film transistors for each pixel. Furthermore, the second substrate may also be provided with a transparent electrode layer made of a transparent common electrode, a color filter layer and / or an alignment film layer, if necessary.

[0419] The liquid crystal display element according to the present invention is preferably driven by an active matrix system or a passive matrix system.

[0420] The liquid crystal display element according to the present invention is preferably a liquid crystal display element in which the dielectric constant is reversibly switched by reversibly changing the alignment direction of the liquid crystal molecules of the liquid crystal composition.

[0421] Furthermore, the liquid crystal display element of the present invention may be a PSA type, PSVA type, VA type, IPS type, FFS type, PS-IPS type, PS-FFS type, NPS type or ECB type liquid crystal display element, and is preferably a PSA type, PSVA type, IPS type or FFS type liquid crystal display element. The VA type liquid crystal display element may be a general VA type, a TN-VA type, or a chiral VA type having a liquid crystal layer further containing a chiral agent.

[0422] A more specific explanation will be given below with reference to the drawings. FIG. 1 is a schematic diagram showing an example of the liquid crystal display element of the present invention. The structure of the liquid crystal display element of the present invention is not limited to this example. In addition, in FIG. 1, for the sake of convenience, the components are shown separated from one another. The liquid crystal display element 1 shown in FIG. 1 includes a first substrate 2 and a second substrate 3 arranged opposite to each other, and a liquid crystal layer 4 provided between the first substrate 2 and the second substrate 3. As shown in FIG. 1, the first substrate 2 has a pixel electrode layer 5 formed on the surface thereof facing the liquid crystal layer 4. On the second substrate 3, a transparent electrode layer 6 is formed on the liquid crystal layer 4 side. The first substrate 2 and the second substrate 3 may be sandwiched between a pair of polarizing plates (a first polarizing plate 7 and a second polarizing plate 8). A color filter layer 9 may further be provided on the second substrate 3 on the liquid crystal layer 4 side. The liquid crystal layer 4 contains the polymerizable compound-containing liquid crystal composition according to the present invention. In the case of a liquid crystal display element manufactured using a liquid crystal composition containing a polymerizable compound, polymers of the polymerizable compound produced by ultraviolet irradiation during the manufacturing process are unevenly distributed at the interfaces on the first substrate 2 and second substrate sides in the liquid crystal layer 4. That is, in the case of FIG. 1, a polymer of the polymerizable compound is formed at the interfaces between the liquid crystal layer 4 and the pixel electrode layer 5 and between the liquid crystal layer 4 and the transparent electrode layer 6.

[0423] Although not shown, the liquid crystal display element of the present invention comprises a first substrate and a second substrate facing each other, and a liquid crystal layer disposed between the first substrate and the second substrate and containing the polymerizable compound-containing liquid crystal composition of the present invention, and can have a first alignment film on the surface of the first substrate facing the liquid crystal layer, and a second alignment film on the surface of the second substrate facing the liquid crystal layer. That is, the liquid crystal display element of the present invention can be configured by stacking a first polarizing plate, a first substrate, a first alignment film, a pixel electrode layer, a liquid crystal layer, a transparent electrode layer, a color filter layer, a second alignment film, a second substrate, and a second polarizing plate in this order. The alignment film has the function of aligning the liquid crystal molecules. The alignment film may be a polyimide alignment film or the like that is generally used in liquid crystal display elements. The liquid crystal display device of the present invention can be produced by a known method. [Example]

[0424] The present invention will be described in more detail below based on examples, but the present invention is not limited to these examples. Hereinafter, in the compositions of the Examples and Comparative Examples, the compounds are represented by the following abbreviations: where "n" represents a natural number.

[0425] <Ring structure>

[0426] [ka]

[0427] <Side chain> -n -Cn H 2n+1 A straight-chain alkyl group with n carbon atoms n-C n H 2n+1 - a linear alkyl group with n carbon atoms -On -OC n H 2n+1 A straight-chain alkoxy group with n carbon atoms nO- H 2n+1 C n O- A straight-chain alkoxy group with n carbon atoms -V -CH=CH2 V- H2C=CH- -2V -CH2-CH2-CH=CH2 V2- H2C=CH-CH2-CH2- -V1 -CH=CH-CH3 1V- H3C-CH=CH- 1V2- H3C-CH=CH-CH2-CH2- -2V1 -CH2-CH2-CH=CH-CH3 <Connecting group> -n- -C n H 2n - -nO- -C n H 2n -O- -On- -OC n H 2n -

[0428] <Physical Properties of Liquid Crystal Composition Used in Polymerizable Compound-Containing Liquid Crystal Composition> The liquid crystal composition used in the polymerizable compound-containing liquid crystal composition was measured for the following physical properties. T ni : Nematic-isotropic liquid phase transition temperature (℃) Δn: Refractive index anisotropy at 25°C Δε: Dielectric anisotropy at 25°C γ1: Rotational viscosity at 25°C (mPa·s)

[0429] <Polymerizable compound represented by general formula (i) (polymerizable compound a)> As the polymerizable compound represented by general formula (i), the following compound was used.

[0430] [ka]

[0431] [ka]

[0432] <Sensitizing Compound (SC)> The following compounds were used as sensitizing compounds (SC).

[0433] [ka]

[0434] <Polymerizable liquid crystal compound (polymerizable compound b) having a structure different from that of general formula (i)> As the polymerizable liquid crystal compound having a structure different from that of general formula (i), the following compounds were used.

[0435] [ka]

[0436] <Preparation of Liquid Crystal Composition (Base Composition) Used in Polymerizable Compound-Containing Liquid Crystal Composition> Liquid crystal compositions LC-1 to LC-10 used in the polymerizable compound-containing liquid crystal composition were prepared by mixing the liquid crystal compounds in the respective ratios shown in Table 1, and their physical properties were measured. The results are shown in Table 1.

[0437] [Table 1]

[0438] (Examples 1 to 35 and Comparative Examples 1 to 11) <Preparation of Liquid Crystal Composition Containing Polymerizable Compound> Polymerizable compound a, polymerizable compound b, and sensitizing compound (SC) were added in the amounts (parts by mass) shown in Table 2 to 100 parts by mass of each of the prepared LC-1 to LC-10, to prepare polymerizable compound-containing liquid crystal compositions of Examples 1 to 35 and Comparative Examples 1 to 11. <Fabrication of Liquid Crystal Display Element> A liquid crystal composition containing a polymerizable compound was injected by vacuum injection into a liquid crystal cell with a cell gap of 3.5 μm, which included an ITO substrate coated with a polyimide alignment film that induces vertical alignment and then rubbed. Then, the liquid crystal cell into which the polymerizable compound-containing liquid crystal composition had been injected was irradiated with ultraviolet light for 90 minutes using a fluorescent UV lamp, thereby producing a liquid crystal display element. The fluorescent UV lamp had an illuminance of 3.0 mW / cm2 measured under conditions of a central wavelength of 313 nm. 2 The concentration was adjusted to be <Evaluation test> The following evaluation tests were carried out on each of the polymerizable compound-containing liquid crystal compositions of Examples and Comparative Examples. The results are shown in Tables 2 to 4. (Method for evaluating monomer reactivity) The liquid crystal composition was taken out from the prepared liquid crystal display device, and the total amount of the remaining polymerizable compound a and the remaining polymerizable liquid crystal compound b was quantified by HPLC. The evaluation criteria are as follows: A: Less than 50 ppm B: 50 ppm or more and less than 100 ppm C: 100 ppm or more and less than 200 ppm D: 200ppm or more (Method for evaluating voltage holding ratio) The voltage holding ratio (VHR) of the fabricated liquid crystal display device was measured under conditions of 1 V, 0.6 Hz and 60°C. The evaluation criteria are as follows: A: 95% or more B: Less than 95% 90% or more C: Less than 90% 80% or more D: Less than 80% (Method for evaluating pretilt angle formation) First, the pretilt angle of the fabricated liquid crystal display element was measured and defined as the pretilt angle (initial). Next, the liquid crystal display element was irradiated with ultraviolet light from a fluorescent UV lamp for 200 seconds while applying a voltage of 10 V at a frequency of 100 Hz, and then the pretilt angle of the liquid crystal display element was measured and defined as the pretilt angle (post-UV). The value obtained by subtracting the pretilt angle (after UV) from the measured pretilt angle (initial) was taken as the pretilt angle change [°]. The pretilt angle was measured using an OPTIPRO manufactured by Shintech. In addition, the fluorescent UV lamp has an illuminance of 3.0 mW / cm2 measured under the condition of a central wavelength of 313 nm. 2 The concentration was adjusted to be The evaluation criteria are as follows: A: Pretilt angle change is 2.0° or more B: Pretilt angle change is less than 2.0° and 1.5° or more C: Pretilt angle change is less than 1.5° and 1.0° or more D: Pretilt angle change is less than 1.0° (Method for evaluating low-temperature storage stability) The polymerizable compound-containing liquid crystal composition was filtered using a membrane filter (Agilent Technologies, PTFE 13 mm-0.2 μm), and 0.5 g was weighed into a test tube. The tube was then degassed under vacuum (2.5-2.0 hPa) for 15 minutes, purged with nitrogen, and sealed with a rubber stopper to obtain a sample for evaluating low-temperature storage stability. The sample was stored in a freezer at -20°C and observed daily for the presence or absence of precipitation. The evaluation criteria are as follows: ◯: No precipitation was observed even after 10 days of storage. △: Precipitation was confirmed within 6 to 9 days. ×: Precipitation occurred within 5 days, which was rated as ×.

[0439] [Table 2]

[0440] [Table 3]

[0441] [Table 4]

[0442] From Tables 2 to 4, it was confirmed that Examples 1 to 35, which contained a sensitizing compound (SC), had better monomer reactivity than Comparative Examples 1 to 11, which did not contain a sensitizing compound (SC). The liquid crystal compositions of Examples 1 to 30, which contain both polymerizable compound a and polymerizable compound b shown in Tables 2 and 3, have improved voltage holding ratios and pretilt angle changes, and also have good low-temperature storage stability, compared to the liquid crystal compositions of Comparative Examples 1 to 10, which contain polymerizable compound b shown in Table 4 but do not contain polymerizable compound a or sensitizing compound (SC), and which have the same base composition. Comparing the liquid crystal compositions of Example 1 and Comparative Example 1, which have the same base composition, Example 1 has improved voltage holding ratios and pretilt angle changes compared to Comparative Example 1. This is thought to be because the liquid crystal composition of Example 1 contains polymerizable compound a and sensitizing compound (SC), as described above, thereby reducing the influence of impurities present in the liquid crystal cell.

[0443] Furthermore, by comparing the liquid crystal compositions of Examples 1 to 21, in which the total content of polymerizable compound a and polymerizable compound b was 0.7% by mass, the liquid crystal compositions of Comparative Examples 1 to 10, which did not contain polymerizable compound a and sensitizing compound (SC) but contained 0.3% by mass of polymerizable compound b, and Comparative Example 11, which did not contain polymerizable compound a and sensitizing compound (SC) but contained 0.7% by mass of polymerizable compound b, it was confirmed that the improvements in the three parameters of voltage holding ratio, pretilt angle change, and low-temperature storage stability were not due to an increase in the total content of polymerizable compound a and polymerizable compound b, but were due to the effects of adding polymerizable compound a and sensitizing compound (SC).

[0444] Furthermore, it was confirmed from Examples 1 to 30 that a liquid crystal composition with better performance can be obtained by using the polymerizable compounds a and b in addition to the sensitizing compound (SC).

[0445] From the above results, it can be said that in order to achieve all the performances simultaneously, it is preferable to contain the polymerizable compound a, the polymerizable compound b, and the sensitizing compound SC.

[0446] From the above, it has been confirmed that by containing one or more polymerizable compounds represented by general formula (i), one or more sensitizing compounds, and one or more liquid crystal compounds, it is possible to obtain a polymerizable compound-containing liquid crystal composition that can provide a liquid crystal display device having a low amount of residual monomer and excellent voltage holding ratio (VHR), pretilt angle formation, and low-temperature storage stability.

[0447] (Examples 36 to 50) Furthermore, liquid crystal compositions LC-11 to LC-12 used in polymerizable compound-containing liquid crystal compositions were prepared by mixing the respective liquid crystal compounds in the respective ratios shown in Table 5, and their physical properties were measured. Polymerizable compound a, polymerizable compound b, and sensitizing compound (SC) were added in the amounts (parts by mass) shown in Table 6 to 100 parts by mass of each of the prepared LC-11 to LC-12, to prepare polymerizable compound-containing liquid crystal compositions of Examples 36 to 50. These compositions were evaluated in the same manner as in Examples 1 to 36, and similar effects were confirmed. The results are shown in Tables 5 and 6.

[0448] [Table 5]

[0449] [Table 6] [Industrial Applicability]

[0450] The polymerizable compound-containing liquid crystal composition according to the present invention can be used in a liquid crystal display device. [Explanation of symbols]

[0451] 1: Liquid crystal display element 2: First substrate 3: Second board 4: Liquid crystal layer 5: Pixel electrode layer 6: Transparent electrode layer (common electrode layer) 7: First polarizing plate 8: Second polarizing plate 9: Color filter

Claims

1. The following general formula (i) 【Chemistry 1】 (In the formula, P ｉ１ and P ｉ２ each independently represents a polymerizable group, Sp ｉ１ and Sp ｉ２ represents a single bond or an alkylene group having 1 to 20 carbon atoms, One or more -CH in the alkylene group ２ - may be independently substituted by -O- or -NH-; One or more -CH in the alkylene group ２ -CH ２ - may be independently replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkylene group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, A ｉ１ , A ｉ２ and A ｉ３ each independently represents a divalent aromatic group, a divalent cycloaliphatic group, or a divalent heterocyclic group; A ｉ１ , A ｉ２ and A ｉ３ One or more hydrogen atoms in each independently represent a substituent Sr ｉ１ may be substituted with Substituent Sr ｉ１ represents a halogen atom or an alkyl group having 1 to 20 carbon atoms, One or more -CH in the alkyl group ２ - may be independently substituted by -O- or -NH-; One or more -CH in the alkyl group ２ -CH ２ - may be independently replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, Substituent Sr ｉ１ When there are a plurality of Sp ｉ１ , Sp ｉ２ and / or substituent Sr ｉ１ at least one of represents an alkylene group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, Sp ｉ１ , Sp ｉ２ and / or substituent Sr ｉ１ In at least one of the alkylene group having 1 to 20 carbon atoms or the alkyl group having 1 to 20 carbon atoms represented by One or more -CH in the group ２ - and / or One or more hydrogen atoms in the group are each independently a group represented by the following formula (PG ｉ -1) ~ (PG ｉ -33) 【Chemistry 2】 【Transformation 3】 【Chemistry 4】 (In formula (PG ｉ -1) to (PG ｉ -33), X ＰＧｉ and Z ＰＧｉ are each independently a methylene group (-CH ２ -), an oxygen atom (-O-), or a sulfur atom (-S-), Y ＰＧｉ represents a carbonyl group (>C=O), a thionyl group (>C=S), an oxygen atom (—O—) or a sulfur atom (—S—), W ＰＧｉ is a methylene group (-CH ２ -), a carbonyl group (>C=O) or a thionyl group (>C=S), S ＰＧｉ , T ＰＧｉ and U ＰＧｉ each independently represents a methine group (=CH-) or a nitrogen atom (=N-), Formula (PG ｉ -18), S ＰＧｉ and T ＰＧｉ However, it does not simultaneously represent a methine group (=CH-), Formula (PG ｉ -19), S ＰＧｉ , T ＰＧｉ and U ＰＧｉ However, it does not simultaneously represent a methine group (=CH-), R ＰＧｉ each independently represents an alkyl group having 1 to 20 carbon atoms, One or more -CH in the alkyl group ２ - may be independently substituted by -O- or -NH-; One or more -CH in the alkyl group ２ -CH ２ - may be independently replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, R ＰＧｉ When there are multiple, they may be the same or different, Sp ＰＧｉ each independently represents a single bond, an alkylene group having 1 to 20 carbon atoms, or an arylene group having 6 to 20 carbon atoms; one or more -CH in the alkylene group or the arylene group ２ - may be independently substituted by -O- or -NH-; one or more -CH in the alkylene group or the arylene group ２ -CH ２ - may be independently replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkylene group or the arylene group may each independently be substituted with a halogen atom or a hydroxyl group, Oxygen atoms do not bond directly to each other, Sp ＰＧｉ When there are multiple, they may be the same or different, * represents a bond. However, one or more -CH in the group ２ - is the formula (PG ｉ -1) ~ (PG ｉ -7) is substituted with a group selected from the group consisting of groups represented by One or more hydrogen atoms in the group may be selected from the group represented by the formula (PG ｉ -8) ~ (PG ｉ -33) is substituted with a group selected from the group consisting of groups represented by and is substituted with a group selected from the group consisting of groups represented by L ｉ１ and L ｉ２ each independently represents a single bond or an alkylene group having 1 to 20 carbon atoms, one or more hydrogen atoms in the alkylene group may each independently be substituted by a halogen atom or an alkyl group having 1 to 6 carbon atoms; n ｉ１ represents an integer from 0 to 1, L ｉ２ , A ｉ３ When there are multiple, they may be the same or different.) and one or more polymerizable compounds represented by the formula: one or more sensitizing compounds; one or more liquid crystal compounds; A polymerizable compound-containing liquid crystal composition comprising at least the following.

2. The formula (PG ｉ 2. The liquid crystal composition according to claim 1, wherein the polymerizable compound is substituted with a group represented by the formula (I).

3. The Sp ｉ２ 3. The liquid crystal composition containing a polymerizable compound according to claim 1, wherein represents an alkylene group having 1 to 20 carbon atoms.

4. The n ｉ１ The polymerizable compound-containing liquid crystal composition according to claim 1 or 2, wherein is 0.

5. Said L ｉ１ The polymerizable compound-containing liquid crystal composition according to claim 1 or 2, wherein is a single bond.

6. the divalent aromatic group represents any one of a 1,4-phenylene group, a naphthalene-2,6-diyl group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, an indan-2,5-diyl group, and a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group; the divalent cycloaliphatic group represents any one of a 1,4-cyclohexylene group, a 1,4-cyclohexenylene group, and a 1,3-dioxane-2,5-diyl group; 3. The polymerizable compound-containing liquid crystal composition according to claim 1, wherein the divalent heterocyclic compound group represents either a pyridine-2,5-diyl group or a pyrimidine-2,5-diyl group.

7. The sensitizing compound is represented by the following general formula (SC): 【Transformation 5】 (In formula (SC), R ＳＣ１ and R ＳＣ２ , each independently represents an alkyl group having 1 to 20 carbon atoms; One or more -CH in the alkyl group ２ - may be independently substituted by -O- or -NH-; One or more -CH in the alkyl group ２ -CH ２ - may be independently replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, S ＳＣ２ , S ＳＣ３ , S ＳＣ５ and S ＳＣ６ each independently represents a hydrogen atom or a fluorine atom, A ＳＣ１ are each independently the following group (a) and group (b): (a) a 1,4-cyclohexylene group (one —CH ２ - or two or more non-adjacent -CH ２ - may be replaced by -O- and / or -S-.) (b) a 1,4-phenylene group (in which one —CH= or two or more non-adjacent —CH= groups may be replaced by —N=). represents a group selected from the group consisting of The above A ＳＣ１ One or more hydrogen atoms in each independently represent a substituent Sr ＳＣ１ may be substituted with Substituent Sr ＳＣ１ represents a halogen atom or an alkyl group having 1 to 20 carbon atoms, One or more -CH in the alkyl group ２ - may be independently substituted by -O- or -NH-; One or more -CH in the alkyl group ２ -CH ２ - may be independently replaced by -CH=CH-, -C≡C-, -CO-O- or -O-CO-; One or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom, Oxygen atoms do not bond directly to each other, Substituent Sr ＳＣ１ When there are multiple, they may be the same or different, n ＳＣ１ represents an integer of 0 to 1.) 3. The liquid crystal composition according to claim 1, wherein the polymerizable compound is a compound represented by the formula:

8. 3. The liquid crystal composition according to claim 1, further comprising a polymerizable compound having a structure different from that of the compound represented by formula (i).

9. The liquid crystal compound is represented by the following general formulas (NU-01) to (NU-08): 【Transformation 6】 (In general formulas (NU-01) to (NU-08), R ＮＵ１ and R ＮＵ２ each independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms; One or more —CH ２ -CH ２ - may be independently replaced by -C≡C-, -CO-, -CO-O- or -O-CO-, Oxygen atoms never bond directly to each other.) 3. The polymerizable compound-containing liquid crystal composition according to claim 1, further comprising a compound selected from the group consisting of compounds represented by any one of the following formulas:

10. Two boards and A liquid crystal display element having a liquid crystal layer containing the polymerizable compound-containing liquid crystal composition according to claim 1 or 2 between the two substrates, A liquid crystal display element in which a polymer obtained by polymerizing the polymerizable compound represented by the general formula (i) is present.

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