WO2016059667A1 - Composition and liquid crystal display element using same - Google Patents
Composition and liquid crystal display element using same Download PDFInfo
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- WO2016059667A1 WO2016059667A1 PCT/JP2014/077310 JP2014077310W WO2016059667A1 WO 2016059667 A1 WO2016059667 A1 WO 2016059667A1 JP 2014077310 W JP2014077310 W JP 2014077310W WO 2016059667 A1 WO2016059667 A1 WO 2016059667A1
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- 0 CC(CC1)CCC1C1CCC(*)CC1 Chemical compound CC(CC1)CCC1C1CCC(*)CC1 0.000 description 7
- RBWVZFZPIWEEHW-UHFFFAOYSA-N C(C1)C11NCC1 Chemical compound C(C1)C11NCC1 RBWVZFZPIWEEHW-UHFFFAOYSA-N 0.000 description 1
- HVTJQICZTQZLSK-UHFFFAOYSA-N CC(C(Oc(cc1)ccc1-c(cc1)ccc1OC(C(C)=C)=O)=O)=C Chemical compound CC(C(Oc(cc1)ccc1-c(cc1)ccc1OC(C(C)=C)=O)=O)=C HVTJQICZTQZLSK-UHFFFAOYSA-N 0.000 description 1
- CDRXSBAKGIQZLH-UHFFFAOYSA-N CC(CC1)CCC1C(CC1)CCC1c1cc(F)c(-c(cc2)cc(F)c2F)c(F)c1 Chemical compound CC(CC1)CCC1C(CC1)CCC1c1cc(F)c(-c(cc2)cc(F)c2F)c(F)c1 CDRXSBAKGIQZLH-UHFFFAOYSA-N 0.000 description 1
- QRMPKOFEUHIBNM-UHFFFAOYSA-N CC1CCC(C)CC1 Chemical compound CC1CCC(C)CC1 QRMPKOFEUHIBNM-UHFFFAOYSA-N 0.000 description 1
- YEJCHVFCLNKZPU-UHFFFAOYSA-N CC1COC(C)CC1 Chemical compound CC1COC(C)CC1 YEJCHVFCLNKZPU-UHFFFAOYSA-N 0.000 description 1
- RPMUDXVQHUECRE-UHFFFAOYSA-N CC1COC(C)OC1 Chemical compound CC1COC(C)OC1 RPMUDXVQHUECRE-UHFFFAOYSA-N 0.000 description 1
- FWVRQMFAGNDETF-UHFFFAOYSA-N CCC(CC1)CCC1C(CC1)CCC1c1cc(F)c(-c(cc2)cc(F)c2F)c(F)c1 Chemical compound CCC(CC1)CCC1C(CC1)CCC1c1cc(F)c(-c(cc2)cc(F)c2F)c(F)c1 FWVRQMFAGNDETF-UHFFFAOYSA-N 0.000 description 1
- YLUCGURBBYPRDQ-UHFFFAOYSA-N Cc(cc1)cc2c1c(F)c(C)c(F)c2 Chemical compound Cc(cc1)cc2c1c(F)c(C)c(F)c2 YLUCGURBBYPRDQ-UHFFFAOYSA-N 0.000 description 1
- HBXFIXSFKULBOG-UHFFFAOYSA-N Cc1cc(F)c(C)c(F)c1 Chemical compound Cc1cc(F)c(C)c(F)c1 HBXFIXSFKULBOG-UHFFFAOYSA-N 0.000 description 1
- WJAVYWPXOXAOBS-UHFFFAOYSA-N Cc1cc(F)c(C)cc1 Chemical compound Cc1cc(F)c(C)cc1 WJAVYWPXOXAOBS-UHFFFAOYSA-N 0.000 description 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Cc1ccc(C)cc1 Chemical compound Cc1ccc(C)cc1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
Definitions
- the present invention relates to a composition having a positive dielectric anisotropy ( ⁇ ) useful as a liquid crystal display material and a liquid crystal display device using the same.
- Liquid crystal display elements are used in various measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, watches, advertisement display boards, etc., including clocks and calculators.
- Typical liquid crystal display methods include TN (twisted nematic) type, STN (super twisted nematic) type, vertical alignment type using TFT (thin film transistor), and IPS (in-plane switching) type.
- the liquid crystal composition used in these liquid crystal display elements is stable against external stimuli such as moisture, air, heat, light, etc., and exhibits a liquid crystal phase in the widest possible temperature range centering on room temperature. And a low driving voltage is required. Further, the liquid crystal composition is composed of several to several tens of kinds of compounds in order to optimize the dielectric anisotropy ( ⁇ ) or the refractive index anisotropy ( ⁇ n) for each display element. .
- a liquid crystal composition having a negative ⁇ is used, and in a horizontal alignment type display such as a TN type, STN type, or IPS (in-plane switching) type, a liquid crystal composition having a positive ⁇ . Is used.
- a driving method has been reported in which a liquid crystal composition having a positive ⁇ is vertically aligned when no voltage is applied and a horizontal electric field is applied to display the liquid crystal composition, and the necessity of a liquid crystal composition having a positive ⁇ is further increased. Yes.
- low voltage driving, high-speed response, and a wide operating temperature range are required in all driving systems.
- ⁇ is positive, the absolute value is large, the viscosity ( ⁇ ) is small, and a high nematic phase-isotropic liquid phase transition temperature (Tni) is required.
- Tni nematic phase-isotropic liquid phase transition temperature
- compositions of the liquid crystal composition aimed at high-speed response include, for example, a compound represented by the formula (A-1) or (A-2) in which ⁇ is a positive liquid crystal compound, and a liquid crystal compound in which ⁇ is neutral.
- a liquid crystal composition using a combination of (B) is disclosed (Patent Documents 1 to 4).
- liquid crystal display elements using a liquid crystal composition are widely used, such as VA type and IPS type, and super large size display elements having a size of 50 type or more are practically used. Became.
- the injection method of liquid crystal composition into the substrate became the main method of injection from the conventional vacuum injection method (ODF: One : Drop Fill), but the liquid crystal composition was applied to the substrate. The problem that the drop marks when dropped causes the display quality to deteriorate is brought to the surface.
- liquid crystal composition used for the active matrix drive liquid crystal display element driven by a TFT element or the like while maintaining the characteristics and performance required for a liquid crystal display element such as high-speed response performance, in addition to the characteristics of having a high specific resistance value or high voltage holding ratio, which are emphasized, and being stable against external stimuli such as light and heat, development in consideration of the manufacturing method of liquid crystal display elements has been required. ing.
- the problem to be solved by the present invention is a composition having a positive ⁇ , a liquid crystal phase in a wide temperature range, low viscosity, good solubility at low temperature, specific resistance and voltage holding ratio. It is to provide a liquid crystal display element that is high and stable to heat and light, and that is excellent in display quality by using this composition and that is difficult to cause display defects such as image sticking and dripping marks with a high yield. .
- the present inventors have studied various liquid crystal compounds and various chemical substances, and found that the above problems can be solved by combining specific liquid crystal compounds, and have completed the present invention.
- the present invention provides a composition having a compound content of 20 to 90% by mass, a liquid crystal display device using the composition, and an IPS device or FFS device using the composition.
- R i1 and R ii1 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—, wherein R ii2 represents an alkyl group having 1 to 8 carbon atoms; X i1 to X i6 each independently represents a hydrogen atom or a fluorine atom, and Y i1 represents a hydrogen atom, a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group.)
- the compound represented by the general formula (i) is preferably a compound in which at least one of X i1 to X i6 is a fluorine atom, and particularly preferably a compound in which two or more are fluorine atoms.
- R i1 is preferably a linear alkyl group having 1 to 8 carbon atoms or a linear alkyl group having 1 to 8 carbon atoms, preferably a linear alkyl group having 1 to 5 carbon atoms, Group, propyl group, butyl group or pentyl group is preferred, ethyl group, propyl group or pentyl group is preferred, and propyl group is particularly preferred.
- Y i1 is preferably a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, more preferably a fluorine atom or a trifluoromethoxy group, and particularly preferably a fluorine atom.
- R i1 represents the same meaning as R i1 in the general formula (i).
- Particularly preferred are compounds represented by general formula (i-1).
- the lower limit of the preferable content of the compound represented by the general formula (i) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 12%.
- the upper limit of the preferable content is 30%, 25%, 20%, 18%, 15%, 13%, 11%, and 10%.
- the upper limit value When a composition with good temperature stability is required, it is preferable to lower the upper limit value. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage high, the lower limit value is preferably increased. .
- the following compounds are preferred as the compounds represented by the general formulas (i-1) to (i-8).
- R ii1 is preferably a linear alkyl group having 1 to 8 carbon atoms or a linear alkenyl group having 1 to 8 carbon atoms.
- An alkyl group of 1 to 5 or a linear alkenyl group of 1 to 5 carbon atoms is preferable, and an ethyl group, a propyl group, a butyl group, a pentyl group, a vinyl group, a 1-propenyl group, a 3-bethenyl group or A 3-pentenyl group is preferred.
- a linear alkenyl group having 1 to 5 carbon atoms is preferable, and a vinyl group, 1-propenyl group, 3-bethenyl group or 3-pentenyl group is preferable, and a vinyl group or A 1-propenyl group is preferred.
- a linear alkyl group having 1 to 5 carbon atoms is preferable, an ethyl group, a propyl group, a butyl group or a pentyl group is preferable, and an ethyl group, a propyl group or a pentyl group is preferable.
- R ii2 is preferably a linear alkyl group having 1 to 8 carbon atoms, preferably a linear alkyl group having 1 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group or a pentyl group, Group, propyl group or pentyl group is preferred.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
- the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention requires a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
- the lower limit of the preferable content of the compound represented by the general formula (ii) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 28%, 30%, 32%, 35%, 37%, 39%, 40%, 42%, 43%, 45%, 47%, 49%, 50%, 52%, 54%, 56%, 57%, 59%, and 60%.
- the upper limit of the preferable content is 90%, 85%, 80%, 75%, 70%, 65%, 60%, 57%, 55% 53%, 51%, 50%, 47%, 45%, 43%, 41%, 40%, 37%.
- the compound represented by the general formula (ii) is preferably a compound selected from the group of compounds represented by the general formula (ii-1-1).
- the compound represented by the general formula (ii-1-1) is a compound selected from the group of compounds represented by the formula (ii-1-1.1) to the formula (ii-1-1.3).
- it is a compound represented by formula (ii-1-1.2) or formula (ii-1-1.3), and in particular, in formula (ii-1-1.3) It is preferable that it is a compound represented.
- the lower limit of the preferable content of the compound represented by the formula (ii-1-1.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, and 10%.
- the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
- the compound represented by the general formula (ii) is preferably a compound selected from the group of compounds represented by the general formula (ii-1-2).
- R ii2 represents the same meaning as in general formula (ii).
- the lower limit of the preferable content of the compound represented by the formula (ii-1-2) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% 20% and 30%.
- the upper limit of the preferred content is 60%, 55%, 50%, 45%, 40%, 35%, and 33% with respect to the total amount of the composition of the present invention. % And 30%.
- the compound represented by the general formula (ii-1-2) is a compound selected from the group of compounds represented by the formula (ii-1-2.1) to the formula (ii-1-2.4). It is preferable that the compound be a compound represented by formula (ii-1-2.2) to formula (ii-1-2.4). In particular, the compound represented by the formula (ii-1-2.2) is preferable because the response speed of the composition of the present invention is particularly improved. When obtaining Tni higher than the response speed, it is preferable to use a compound represented by the formula (ii-1-2.3) or the formula (ii-1-2.4).
- the content of the compounds represented by formula (ii-1-2.3) and formula (ii-1-2.4) is preferably not more than 30% in order to improve the solubility at low temperatures.
- the lower limit of the preferable content of the compound represented by the formula (ii-1-2.2) with respect to the total amount of the composition of the present invention is 10%, 15%, 20%, 25%, 27%, 30%, 35%, and 40%.
- the upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.
- the upper limit of the preferable content is 70%, 65%, 63%, 60%, 57%, 55%, and 53%, based on the total amount of the composition of the present invention. %, 50%, 47%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27% %, 25%, and 22%.
- composition having positive dielectric anisotropy of the present invention can obtain a significantly low viscosity, has good solubility at low temperatures, and changes in specific resistance and voltage holding ratio due to heat and light are extremely high. Since it is small, the practicality of the product is high, and an IPS type or FFS type liquid crystal display element using the product can achieve high-speed response. In addition, since the performance can be stably exhibited in the liquid crystal display element manufacturing process, display defects due to the process can be suppressed and manufacturing can be performed with a high yield, which is very useful.
- the composition of the present invention preferably exhibits a liquid crystal phase at room temperature (25 ° C.), and more preferably exhibits a nematic phase.
- the composition of the present invention contains a dielectrically nearly neutral compound ( ⁇ value is ⁇ 2 to 2) and a positive compound ( ⁇ value is larger than 2).
- the dielectric anisotropy of the compound is a value extrapolated from a measured value of the dielectric anisotropy of a composition prepared by adding to a dielectrically nearly neutral composition at 25 ° C.
- content is described in% below, this means the mass%.
- composition of the present invention may contain one or more compounds represented by the general formula (L).
- the compound represented by the general formula (L) corresponds to a dielectrically neutral compound ( ⁇ value is ⁇ 2 to 2).
- R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—, OL represents 0, 1, 2 or 3;
- B L1 , B L2 and B L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 — not adjacent to each other).
- the above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom
- OL 2 or 3 and a plurality of L L2 are present, they may be the same or different, and when OL is 2 or 3 and a plurality of L L2 are present, they
- the compound represented by general formula (L) may be used independently, it can also be used in combination.
- the types of compounds that can be combined but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention.
- the content of the compound represented by the general formula (L) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
- the upper limit of the preferable content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, and 25%.
- the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention maintains a high Tni and requires a composition having good temperature stability, the above lower limit value is preferably high and the upper limit value is preferably high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
- both R L1 and R L2 are preferably alkyl groups, and when importance is placed on lowering viscosity, at least one is preferably an alkenyl group.
- R L1 and R L2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R L1 is bonded is a phenyl group (aromatic).
- a phenyl group aromatic
- a straight-chain C 1-5 carbon atom is preferred.
- Alkyl groups, linear alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferred.
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
- the lower limit of the preferable content is 1%, 2%, 3%, 5%, 7%, 10%, and 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, and 55%.
- the upper limit of the preferable content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, based on the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.
- the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention requires a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
- the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-1).
- R L11 and R L12 are each independently a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear carbon atom number
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
- the lower limit of the preferable content is 1%, 2%, 3%, 5%, 7%, 10%, and 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, and 55%.
- the upper limit of the preferable content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, based on the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.
- the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention requires a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
- the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-2).
- R L21 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
- R L22 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms
- the content of the compound represented by the general formula (L-2) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%.
- the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
- the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formulas (L-2.1) to (L-2.6).
- a compound represented by formula (L-2.3), formula (L-2.4) and formula (L-2.6) is preferred.
- the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-3).
- R L31 and R L32 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
- R L31 and R L32 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
- the content of the compound represented by the general formula (L-3) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%.
- the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
- the effect is high when the content is set to be large.
- the effect is high when the content is set low.
- the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.4).
- a compound represented by the formula (L-3.4) from (L-3.2) is preferable.
- the compound represented by the general formula (L) is preferably a compound selected from, for example, a compound group represented by the general formula (L-4).
- R L41 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
- R L42 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom.
- the content of the compound represented by the general formula (L-4) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
- the upper limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%.
- the compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.1) to the formula (L-4.3).
- the formula (L -4.2) Even if it contains a compound represented by formula (L-4.1), it contains both a compound represented by formula (L-4.1) and a compound represented by formula (L-4.2). Or all of the compounds represented by formulas (L-4.1) to (L-4.3) may be included.
- the lower limit of the preferable content of the compound represented by formula (L-4.1) or formula (L-4.2) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%.
- Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %.
- the lower limit of the preferable content of both compounds relative to the total amount of the composition of the present invention is 15%, 19%, 24%, and 30%.
- Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %.
- the compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.4) to the formula (L-4.6), for example.
- the formula (L -4.5) contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5). May be.
- the lower limit of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%.
- Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %.
- the compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.7) to the formula (L-4.10).
- the compound represented by -4.9) is preferred.
- the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-5).
- R L51 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
- R L52 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom.
- the content of the compound represented by the general formula (L-5) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
- the upper limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, and 5%.
- the compound represented by the general formula (L-5) is represented by, for example, the formula (L-5.1) or the formula (L- The compound represented by 5.2) is preferable, and the compound represented by the formula (L-5.1) is particularly preferable.
- the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%.
- the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
- the compound represented by the general formula (L-5) is preferably, for example, a compound represented by the formula (L-5.3) or the formula (L-5.4).
- the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%.
- the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
- the compound represented by general formula (L-5) is preferably a compound selected from the group of compounds represented by formula (L-5.5) to formula (L-5.7), In particular, the compound represented by the formula (L-5.7) is preferable.
- the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%.
- the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
- the compound represented by the general formula (L) is preferably selected from the group represented by the general formula (L-6).
- R L61 and R L62 each independently represent an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
- X L61 and X L62 each independently represent a hydrogen atom or fluorine. Represents an atom.
- the content of the compound represented by the general formula (L-6) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
- the upper limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%.
- the compound represented by the general formula (L-6) is preferably a compound represented by the formula (L-6.1) to the formula (L-6.9), for example.
- the compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17).
- a compound represented by L-6.11) is preferable.
- the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%.
- the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
- the compound represented by the general formula (L) is preferably a compound selected from the group represented by the general formula (L-7).
- R L71 and R L72 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 to 5
- a L71 and A L72 each independently represents a 1,4-cyclohexylene group or a 1,4-phenylene group, but the hydrogen atoms on A L71 and A L72 may each independently be substituted with a fluorine atom, and Q L71 Represents a single bond or COO-, and X L71 and X L72 each independently represents a fluorine atom or a hydrogen atom.
- limiting in particular in the kind of compound which can be combined It combines according to performance requested
- the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.
- the content of the compound represented by the general formula (L-7) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%.
- the upper limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. 18%, 15%, 10%, 5%.
- the content of the compound represented by formula (L-7) is preferably increased, and when an embodiment with low viscosity is desired, the content is It is preferable to reduce the amount.
- the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and the formula (L-7. It is preferable that it is a compound represented by 2).
- the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13). It is preferable that it is a compound represented by 11).
- the compound represented by the general formula (L-7) is a compound represented by the formula (L-7.21) to the formula (L-7.23).
- a compound represented by formula (L-7.21) is preferable.
- the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and the formula (L-7. 31) or / and a compound represented by the formula (L-7.32).
- the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), and the formula (L-7. 41) or / and a compound represented by formula (L-7.42).
- composition of the present invention preferably contains a compound represented by the general formula (M).
- R M1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently —CH ⁇ CH—, — Optionally substituted by C ⁇ C—, —O—, —CO—, —COO— or —OCO—, PM represents 0, 1, 2, 3 or 4;
- C M1 and C M2 are each independently (D) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O- or -S- And (e) a 1,4-phenylene group (one —CH ⁇ present in the group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ ).
- a hydrogen atom on the group (d) and the group (e) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom
- K M1 and K M2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, Represents —COO—, —OCO— or —C ⁇ C—
- K M1 and X M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom
- X M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoro
- the compound represented by general formula (L), the compound represented by general formula (i), and the compound represented by general formula (ii) are excluded.
- desired performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence.
- the content of the compound represented by the general formula (M) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.
- the lower limit of the preferable content of the compound represented by the formula (M) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40% %, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
- the upper limit of the preferable content is, for example, 95%, 85%, 75%, 65%, and 55% with respect to the total amount of the composition of the present invention. Yes, 45%, 35%, 25%.
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- R M1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.
- R M1 represents a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms when the ring structure to which R M1 is bonded is a phenyl group (aromatic). And an alkenyl group having 4 to 5 carbon atoms, and when the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms, A straight-chain alkoxy group having 1 to 4 carbon atoms and a straight-chain alkenyl group having 2 to 5 carbon atoms are preferred.
- the compound represented by the general formula (M) preferably has no chlorine atom in the molecule when the chemical stability of the composition is required. Further, the compound having a chlorine atom in the composition is preferably 5% or less, preferably 3% or less, preferably 1% or less, preferably 0.5% or less, It is preferable not to contain it. “Substantially not contained” means that only a compound containing a chlorine atom unintentionally enters the composition, such as a compound produced as an impurity during the production of the compound.
- the compound represented by the general formula (M) is preferably, for example, a compound selected from the group of compounds represented by the general formula (M-1).
- R M11 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
- X M11 to X M15 each independently represents hydrogen. represents an atom or a fluorine atom
- Y M11 represents a fluorine atom or OCF 3.
- the type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.
- the lower limit of the preferable content of the compound represented by the formula (M-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- the compound represented by the general formula (M-1) is specifically preferably a compound represented by the formula (M-1.1) to the formula (M-1.4).
- a compound represented by M-1.1) or formula (M-1.2) is preferred, and a compound represented by formula (M-1.2) is more preferred. It is also preferred to use the compounds represented by formula (M-1.1) or formula (M-1.2) at the same time.
- the lower limit of the preferable content of the compound represented by the formula (M-1.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 15%, 13%, 10%, 8%, and 5%.
- the lower limit of the preferable content of the compound represented by the formula (M-1.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- the lower limit of the preferable total content of the compounds represented by the formulas (M-1.1) and (M-1.2) with respect to the total amount of the composition of the present invention is 1%, %, 5% and 6%.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-2), for example.
- R M21 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
- X M21 and X M22 each independently represent hydrogen represents an atom or a fluorine atom
- Y M21 represents a fluorine atom, a chlorine atom or OCF 3.
- the lower limit of the preferable content of the compound represented by the formula (M-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention is required to maintain a high Tni and hardly burn-in, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- the compound represented by the general formula (M-2) is preferably a compound represented by the formula (M-2.1) to the formula (M-2.5). 3) or / and a compound represented by the formula (M-2.5) is preferable.
- the lower limit of the preferable content of the compound represented by the formula (M-2.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 15%, 13%, 10%, 8%, and 5%.
- the lower limit of the preferable content of the compound represented by the formula (M-2.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- the lower limit of the preferable content of the compound represented by the formula (M-2.5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- Lower limit value of the preferable total content of the compounds represented by formulas (M-2.2), (M-2.3) and formula (M-2.5) with respect to the total amount of the composition of the present invention Is 1%, 2%, 5%, 6%.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- the content is preferably 1% or more with respect to the total amount of the composition of the present invention, more preferably 5% or more, further preferably 8% or more, further preferably 10% or more, and more preferably 14% or more. 16% or more is particularly preferable.
- the maximum ratio is preferably limited to 30% or less, more preferably 25% or less, more preferably 22% or less, and more preferably 20%. Less than is particularly preferred.
- the compound represented by the general formula (M) used in the composition of the present invention is preferably a compound represented by the general formula (M-3).
- R M31 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
- X M31 to X M36 are each independently hydrogen. represents an atom or a fluorine atom
- Y M31 represents a fluorine atom, a chlorine atom or OCF 3.
- the content of the compound represented by the general formula (M-3) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. There is a value.
- the lower limit of the preferable content of the compound represented by the formula (M-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the compound represented by the general formula (M-3) used in the composition of the present invention is specifically represented by the formula (M-3.1) to the formula (M-3.4).
- a compound is preferable, and among them, a compound represented by Formula (M-3.1) and / or Formula (M-3.2) is preferably contained.
- the lower limit of the preferable content of the compound represented by the formula (M-3.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the lower limit of the preferable content of the compound represented by the formula (M-3.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the lower limit of the preferable total content of the compounds represented by the formulas (M-3.1) and (M-3.2) with respect to the total amount of the composition of the present invention is 1%, %, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the compound represented by the general formula (M) is preferably a compound selected from the group represented by the general formula (M-4).
- R M41 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
- X M41 to X M48 are each independently fluorine.
- Y M41 represents a fluorine atom, a chlorine atom or OCF 3.
- the content of the compound represented by the general formula (M-4) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. There is a value.
- the lower limit of the preferable content of the compound represented by the formula (M-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- composition of the present invention When used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-4).
- a liquid crystal display element having a low driving voltage When used for a liquid crystal display element having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-4).
- a liquid crystal display element used in a low temperature environment it is suitable to reduce the content of the compound represented by the general formula (M-4).
- a composition used for a liquid crystal display device having a high response speed it is suitable to reduce the content of the compound represented by the general formula (M-4).
- the compound represented by the general formula (M-4) used in the composition of the present invention is specifically represented by the formula (M-4.1) to the formula (M-4.4).
- it is a compound, and among them, it is preferable to contain a compound represented by the formula (M-4.2) to the formula (M-4.4), and a compound represented by the formula (M-4.2) It is more preferable to contain.
- the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-5).
- R M51 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
- X M51 and X M52 are each independently hydrogen. represents an atom or a fluorine atom
- Y M51 represents a fluorine atom, a chlorine atom or OCF 3.
- the lower limit of the preferable content of the compound represented by the formula (M-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%.
- the upper limit of the preferable content is 50%, 45%, 40%, 35%, 33%, 30%, 28%, 25%, 23% 20%, 18%, 15%, 13%, 10%, 8%, 5%.
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention is required to maintain a high Tni and hardly burn-in, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.1) to the formula (M-5.4), and the formula (M-5.
- a compound represented by formula (M-5.4) is preferable.
- the lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.11) to the formula (M-5.17), and the formula (M-5. 11), a compound represented by formula (M-5.13) and formula (M-5.17) is preferable.
- the lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.21) to the formula (M-5.28), and the formula (M-5. 21), a compound represented by formula (M-5.22), formula (M-5.23) and formula (M-5.25).
- the lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%, 18%, 20%, 22%, 25%, 30%.
- the upper limit of the preferable content is 40%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18% 15% 13% 10% 8% 5%
- the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-6).
- R M61 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
- X M61 to X M64 are each independently fluorine.
- Y M61 represents a fluorine atom, a chlorine atom or OCF 3
- the lower limit of the preferable content of the compound represented by the formula (M-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- composition of the present invention When the composition of the present invention is used for a liquid crystal display device having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-6). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-6).
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.1) to the formula (M-6.4). It is preferable to contain a compound represented by M-6.2) and formula (M-6.4).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.11) to the formula (M-6.14).
- M-6.12) and a compound represented by formula (M-6.14) are preferably contained.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.21) to the formula (M-6.24). It is preferable to contain a compound represented by formula (M-6.21), formula (M-6.22) and formula (M-6.24).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.31) to the formula (M-6.34). Among them, it is preferable to contain a compound represented by the formula (M-6.31) and the formula (M-6.32).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.41) to the formula (M-6.44). It is preferable to contain a compound represented by M-6.42).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-7).
- X M71 to X M76 each independently represents a fluorine atom or a hydrogen atom
- R M71 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or 1 to 4 represents an alkoxy group
- Y M71 represents a fluorine atom or OCF 3.
- the content of the compound represented by the general formula (M-7) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. There is a value.
- the lower limit of the preferable content of the compound represented by the formula (M-7) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- composition of the present invention When used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-7).
- the composition of the present invention When used for a liquid crystal display element with a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-7).
- it when used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-7).
- a composition used for a liquid crystal display device having a high response speed it is suitable to reduce the content of the compound represented by the general formula (M-7).
- the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.1) to the formula (M-7.4), and the formula (M-7. It is preferable that it is a compound represented by 2).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.11) to the formula (M-7.14), and the formula (M-7. 11) and a compound represented by the formula (M-7.12) are preferable.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.21) to the formula (M-7.24). 21) and a compound represented by the formula (M-7.22) are preferable.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-8).
- X M81 to X M84 each independently represents a fluorine atom or a hydrogen atom
- Y M81 represents a fluorine atom, a chlorine atom or —OCF 3
- R M81 represents an alkyl group having 1 to 5 carbon atoms
- a M81 and A M82 are each independently 1,4-cyclohexylene group, 1,4-phenylene group or
- the hydrogen atom on the 1,4-phenylene group may be substituted with a fluorine atom.
- the lower limit of the preferable content of the compound represented by formula (M-8) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when a composition that does not easily cause seizure is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.1) to the formula (M-8.4).
- it is a compound, and among them, it is preferable to contain a compound represented by formula (M-8.1) or formula (M-8.2).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.11) to the formula (M-8.14).
- a compound is preferable, and among them, a compound represented by the formula (M-8.12) is preferably included.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.21) to the formula (M-8.24).
- a compound is preferable, and among them, a compound represented by the formula (M-8.22) is preferably contained.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.31) to the formula (M-8.34).
- a compound is preferable, and among them, a compound represented by the formula (M-8.32) is preferably contained.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by formula (M-8) used in the composition of the present invention is specifically represented by formula (M-8.41) to formula (M-8.44).
- a compound is preferable, and among them, a compound represented by the formula (M-8.42) is preferably included.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.51) to the formula (M-8.54).
- a compound is preferable, and among them, a compound represented by the formula (M-8.52) is preferably included.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the lower limit of the preferable total content of the compounds represented by general formula (i), general formula (ii), general formula (L) and (M) with respect to the total amount of the composition of the present invention is 80%. 85% 88% 90% 92% 93% 93% 94% 95% 96% 97% 97% 98% 99% and 100%.
- the upper limit of the preferable content is 100%, 99%, 98%, and 95%.
- the lower limit of the preferable total content of the compounds to be obtained is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95% %, 96%, 97%, 98%, 99%, 100%.
- the upper limit of the preferable content is 100%, 99%, 98%, and 95%.
- composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms such as a peracid (—CO—OO—) structure are bonded in the molecule.
- the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less with respect to the total mass of the composition. Preferably, it is more preferably 1% or less, and most preferably not substantially contained.
- the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, based on the total mass of the composition. % Or less, preferably 5% or less, more preferably 3% or less, and still more preferably substantially not contained.
- the content of a compound in which all the ring structures in the molecule are 6-membered rings is 80% of the total mass of the composition. % Or more, more preferably 90% or more, still more preferably 95% or more, and the composition is composed only of a compound in which all of the ring structures in the molecule are all 6-membered rings. Most preferably.
- the content of the compound having a cyclohexenylene group as a ring structure, and the content of the compound having a cyclohexenylene group as the total mass of the composition is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and still more preferably not contained.
- the content of a compound having a 2-methylbenzene-1,4-diyl group in the molecule, in which a hydrogen atom may be substituted with a halogen may be reduced.
- the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, more preferably 8% or less, based on the total mass of the composition. It is more preferably 5% or less, further preferably 3% or less, and still more preferably substantially not contained.
- substantially not contained in the present application means that it is not contained except for an unintentionally contained product.
- the alkenyl group when the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, when the alkenyl group is bonded to cyclohexane, the alkenyl group has 2 to 5 carbon atoms.
- the alkenyl group is bonded to benzene, the number of carbon atoms of the alkenyl group is preferably 4 to 5, and the unsaturated bond of the alkenyl group and benzene are directly bonded. Preferably not.
- the composition of the present invention may contain a polymerizable compound in order to produce a liquid crystal display element such as a PS mode, a transverse electric field type PSA mode, or a transverse electric field type PSVA mode.
- a polymerizable compound such as a PS mode, a transverse electric field type PSA mode, or a transverse electric field type PSVA mode.
- the polymerizable compound that can be used include a photopolymerizable monomer that undergoes polymerization by energy rays such as light.
- the structure has, for example, a liquid crystal skeleton in which a plurality of six-membered rings such as biphenyl derivatives and terphenyl derivatives are connected. Examples thereof include a polymerizable compound. More specifically, the general formula (XX)
- Z 201 represents —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, —CH ⁇ CH—COO—, —CH ⁇ CH—OCO—, —COO—CH ⁇ CH—, —OCO—CH ⁇ CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH
- X 201 and X 202 are each preferably a diacrylate derivative that represents a hydrogen atom, or a dimethacrylate derivative that has a methyl group, and a compound in which one represents a hydrogen atom and the other represents a methyl group.
- the polymerization rate of these compounds is the fastest for diacrylate derivatives, slow for dimethacrylate derivatives, and intermediate for asymmetric compounds, and a preferred embodiment can be used depending on the application.
- a dimethacrylate derivative is particularly preferable.
- Sp 201 and Sp 202 each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH 2 ) s —, but at least one of them is a single bond in a PSA display element.
- a compound in which both represent a single bond or one in which one represents a single bond and the other represents an alkylene group having 1 to 8 carbon atoms or —O— (CH 2 ) s — is preferable.
- 1 to 4 alkyl groups are preferable, and s is preferably 1 to 4.
- Z 201 represents —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 — or a single bond
- —COO—, —OCO— or a single bond is more preferred, and a single bond is particularly preferred.
- M 201 represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond in which any hydrogen atom may be substituted by a fluorine atom, but the 1,4-phenylene group or the single bond is preferable.
- C represents a ring structure other than a single bond
- Z 201 is preferably a linking group other than a single bond.
- M 201 is a single bond
- Z 201 is preferably a single bond.
- the ring structure between Sp 201 and Sp 202 is specifically preferably the structure described below.
- both ends shall be bonded to Sp 201 or Sp 202.
- the polymerizable compounds containing these skeletons are optimal for PSA-type liquid crystal display elements because of their alignment restriction power after polymerization, and a good alignment state is obtained, so that display unevenness is suppressed or does not occur at all.
- general formula (XX-1) to general formula (XX-4) are particularly preferable, and among them, general formula (XX-2) is most preferable.
- Sp 20 represents an alkylene group having 2 to 5 carbon atoms.
- the polymerization proceeds even when no polymerization initiator is present, but may contain a polymerization initiator in order to accelerate the polymerization.
- the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides, and the like.
- composition in the present invention can further contain a compound represented by the general formula (Q).
- RQ represents a straight-chain alkyl group or a branched-chain alkyl group having 1 to 22 carbon atoms, and one or more CH 2 groups in the alkyl group are —O—so that oxygen atoms are not directly adjacent to each other.
- MQ represents a trans-1,4-cyclohexylene group, a 1,4
- the compound represented by the general formula (Q) is preferably a compound represented by the following general formula (Qa) to general formula (Qd).
- R Q1 is preferably a linear or branched alkyl group having 1 to 10 carbon atoms
- R Q2 is preferably a linear or branched alkyl group having 1 to 20 carbon atoms
- R Q3 is A straight-chain alkyl group having 1 to 8 carbon atoms, a branched-chain alkyl group, a straight-chain alkoxy group or a branched-chain alkoxy group is preferred
- L Q is preferably a straight-chain alkylene group or branched-chain alkylene group having 1 to 8 carbon atoms.
- compounds represented by general formula (Qa) to general formula (Qd) compounds represented by general formula (Qc) and general formula (Qd) are more preferable.
- the compound represented by the general formula (Q) preferably contains one or two kinds, more preferably contains 1 to 5 kinds, and the content thereof is from 0.001. It is preferably 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.
- the polymerizable compound contained therein is polymerized by ultraviolet irradiation to impart liquid crystal alignment ability, and the amount of transmitted light is controlled using the birefringence of the composition.
- liquid crystal display elements As liquid crystal display elements, AM-LCD (active matrix liquid crystal display element), TN (nematic liquid crystal display element), STN-LCD (super twisted nematic liquid crystal display element), OCB-LCD and IPS-LCD (in-plane switching liquid crystal display element)
- AM-LCD active matrix liquid crystal display element
- TN nematic liquid crystal display element
- STN-LCD super twisted nematic liquid crystal display element
- OCB-LCD OCB-LCD
- IPS-LCD in-plane switching liquid crystal display element
- the two substrates of the liquid crystal cell used in the liquid crystal display element can be made of a transparent material having flexibility such as glass or plastic, and one of them can be an opaque material such as silicon.
- a transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.
- the color filter can be prepared by, for example, a pigment dispersion method, a printing method, an electrodeposition method, or a dyeing method.
- a method for producing a color filter by a pigment dispersion method will be described as an example.
- a curable coloring composition for a color filter is applied on the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this process for each of the three colors red, green, and blue, a pixel portion for a color filter can be created.
- a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.
- the substrate is opposed so that the transparent electrode layer is on the inside.
- the thickness of the obtained light control layer is 1 to 100 ⁇ m. More preferably, the thickness is 1.5 to 10 ⁇ m.
- the polarizing plate it is preferable to adjust the product of the refractive index anisotropy ⁇ n of the liquid crystal and the cell thickness d so that the contrast is maximized.
- the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good.
- a retardation film for widening the viewing angle can also be used.
- the spacer examples include columnar spacers made of glass particles, plastic particles, alumina particles, a photoresist material, and the like. Thereafter, a sealant such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.
- a sealant such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.
- a normal vacuum injection method or an ODF method can be used as a method for sandwiching the polymerizable compound-containing composition between the two substrates.
- a display element manufactured using the ODF method In the ODF liquid crystal display device manufacturing process, a sealant such as epoxy photothermal combination curing is drawn on a backplane or frontplane substrate using a dispenser in a closed-loop bank shape, and then removed.
- a liquid crystal display element can be manufactured by bonding a front plane and a back plane after dropping a predetermined amount of the composition under air.
- the composition of the present invention can be suitably used because the composition can be stably dropped in the ODF process.
- an appropriate polymerization rate is desirable in order to obtain good alignment performance of liquid crystals. Therefore, active energy rays such as ultraviolet rays or electron beams are irradiated singly or in combination or sequentially.
- the method of polymerizing by is preferred.
- ultraviolet rays When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used.
- the polymerization is carried out in a state where the polymerizable compound-containing composition is sandwiched between two substrates, at least the substrate on the irradiated surface side must be given adequate transparency to the active energy rays. Don't be.
- the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further irradiation with active energy rays is performed. Then, it is possible to use a means for polymerization.
- a means for polymerization In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the polymerizable compound-containing composition.
- the alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element.
- the pretilt angle of the liquid crystal display element can be controlled by the applied voltage.
- the pretilt angle is preferably controlled from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.
- the temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the composition of the present invention is maintained.
- Polymerization is preferably performed at a temperature close to room temperature, that is, typically at a temperature of 15 to 35 ° C.
- a lamp for generating ultraviolet rays a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used.
- a wavelength of the ultraviolet-ray to irradiate it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a composition, and it is preferable to cut and use an ultraviolet-ray as needed.
- the intensity of the irradiated ultraviolet light is preferably 0.1 mW / cm 2 to 100 W / cm 2, more preferably 2 mW / cm 2 to 50 W / cm 2.
- the amount of energy of ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm 2 to 500 J / cm 2, and more preferably 100 mJ / cm 2 to 200 J / cm 2.
- the intensity may be changed.
- the time for irradiating with ultraviolet rays is appropriately selected depending on the intensity of the irradiated ultraviolet rays, but is preferably from 10 seconds to 3600 seconds, and more preferably from 10 seconds to 600 seconds.
- the liquid crystal display device using the composition of the present invention is useful for achieving both high-speed response and suppression of display failure, and is particularly useful for a liquid crystal display device for active matrix driving.
- VA mode, PSVA mode, PSA It can be applied to a mode, IPS mode or ECB mode liquid crystal display element.
- the measured characteristics are as follows.
- T ni Nematic phase-isotropic liquid phase transition temperature (° C.) ⁇ n: Refractive index anisotropy at 298K ⁇ : Dielectric anisotropy at 298K ⁇ : Viscosity at 293K (mPa ⁇ s) ⁇ 1 : rotational viscosity at 298 K (mPa ⁇ s) VHR: Voltage holding ratio (%) at 333 K under conditions of frequency 60 Hz and applied voltage 5 V After heat resistance test VHR: TEG (test element group) for evaluation of electro-optical properties in which a composition sample was sealed was held in a thermostatic bath at 130 ° C. for 1 hour, and then measured under the same conditions as in the VHR measurement method described above.
- Burn-in The burn-in evaluation of the liquid crystal display element is performed until the afterimage of the fixed pattern reaches an unacceptable afterimage level when displaying the predetermined fixed pattern in the display area for an arbitrary test time and then displaying the entire screen uniformly.
- the test time was measured. 1) The test time referred to here indicates the display time of the fixed pattern, and the longer this time is, the more the afterimage is suppressed and the higher the performance. 2)
- the unacceptable afterimage level is a level at which an afterimage that is rejected in the shipment acceptance / rejection determination is observed.
- Sample A 1000 hours
- Sample B 500 hours
- Sample C 200 hours
- Sample D 100 hours Performance is A>B>C> D.
- Drop marks The evaluation of the drop marks of the liquid crystal display device was performed by visual observation of the drop marks that appeared white when the entire surface was displayed in black by the following five-step evaluation.
- Process suitability is determined by dropping a liquid crystal 50pL at a time, "0 to 100 times, 101 to 200 times, 201 to 300 times, " 100 times at a time using a constant volume metering pump in the ODF process. The mass of the liquid crystal for each 100 drops was measured and evaluated by the number of drops at which the mass variation reached a size that could not be adapted to the ODF process.
- Solubility at low temperature In order to evaluate the solubility at low temperature, after preparing the composition, 1 g of the composition was weighed into a 2 mL sample bottle, and the next operation state “ ⁇ 20 ° C. (held for 1 hour) in a temperature-controlled test tank. ⁇ Temperature rise (0.1 ° C / min) ⁇ 0 ° C (hold for 1 hour) ⁇ Temperature rise (0.1 ° C / min) ⁇ 20 ° C (hold for 1 hour) ⁇ Temperature drop (-0.1 ° C / every hour) Min) ⁇ 0 ° C. (hold for 1 hour) ⁇ fall temperature ( ⁇ 0.1 ° C./min) ⁇ 20° C.
- Example 1 Comparative Examples 1 to 3
- the composition of Example 1 contains the compounds represented by general formulas (i) and (ii), and Comparative Examples 1 to 3 do not contain the compound represented by general formula (i). .
- the composition of Comparative Example 1 does not contain the compound represented by the general formula (i). However, although ⁇ is larger than that of the composition of Example 1, T ni is decreased and ⁇ 1 is It has risen greatly.
- the composition of Comparative Example 2 is obtained by adjusting the composition of Comparative Example 1 so as to be approximately the same as ⁇ of Example 1, but it can be seen that the decrease in T ni is large.
- the composition of Comparative Example 3 was obtained by adjusting the composition of Comparative Example 1 so that ⁇ and T ni were comparable to those of Example 1. In this way, the value of ⁇ 1 was compared with that of Example 1. You can see that it grows.
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Abstract
The present invention addresses the problem of providing a liquid crystal display element which has excellent display quality and is not susceptible to the occurrence of display failure with high yield by means of providing a composition which has a positive ∆ε and a liquid phase over a wide temperature range, while exhibiting excellent viscosity, solubility at low temperatures, specific resistance, voltage holding ratio and stability.
The present invention provides a composition which contains one or more compounds represented by general formula (i) and one or more compounds represented by general formula (ii), with the content of the compounds represented by general formula (ii) being 20-90% by mass. The present invention also provides a liquid crystal display element which uses this composition and an IPS element and an FFS element, each of which uses this composition.
Description
本発明は液晶表示材料として有用な誘電率異方性(Δε)が正の値を示す組成物及びこれを用いた液晶表示素子に関する。
The present invention relates to a composition having a positive dielectric anisotropy (Δε) useful as a liquid crystal display material and a liquid crystal display device using the same.
液晶表示素子は、時計、電卓をはじめとして、各種測定機器、自動車用パネル、ワードプロセッサー、電子手帳、プリンター、コンピューター、テレビ、時計、広告表示板等に用いられるようになっている。液晶表示方式としては、その代表的なものにTN(ツイステッド・ネマチック)型、STN(スーパー・ツイステッド・ネマチック)型、TFT(薄膜トランジスタ)を用いた垂直配向型やIPS(イン・プレーン・スイッチング)型等がある。これらの液晶表示素子に用いられる液晶組成物は水分、空気、熱、光などの外的刺激に対して安定であること、また、室温を中心としてできるだけ広い温度範囲で液晶相を示し、低粘性であり、かつ駆動電圧が低いことが求められる。さらに液晶組成物は個々の表示素子にとって誘電率異方性(Δε)又は及び屈折率異方性(Δn)等を最適な値とするために、数種類から数十種類の化合物から構成されている。
Liquid crystal display elements are used in various measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, watches, advertisement display boards, etc., including clocks and calculators. Typical liquid crystal display methods include TN (twisted nematic) type, STN (super twisted nematic) type, vertical alignment type using TFT (thin film transistor), and IPS (in-plane switching) type. Etc. The liquid crystal composition used in these liquid crystal display elements is stable against external stimuli such as moisture, air, heat, light, etc., and exhibits a liquid crystal phase in the widest possible temperature range centering on room temperature. And a low driving voltage is required. Further, the liquid crystal composition is composed of several to several tens of kinds of compounds in order to optimize the dielectric anisotropy (Δε) or the refractive index anisotropy (Δn) for each display element. .
垂直配向(VA)型ディスプレイではΔεが負の液晶組成物が用いられており、TN型、STN型又はIPS(イン・プレーン・スイッチング)型等の水平配向型ディスプレイではΔεが正の液晶組成物が用いられている。また、Δεが正の液晶組成物を電圧無印加時に垂直に配向させ、横電界を印加する事で表示する駆動方式も報告されており、Δεが正の液晶組成物の必要性はさらに高まっている。一方、全ての駆動方式において低電圧駆動、高速応答、広い動作温度範囲が求められている。すなわち、Δεが正で絶対値が大きく、粘度(η)が小さく、高いネマチック相-等方性液体相転移温度(Tni)が要求されている。また、Δnとセルギャップ(d)との積であるΔn×dの設定から、液晶組成物のΔnをセルギャップに合わせて適当な範囲に調節する必要がある。加えて液晶表示素子をテレビ等へ応用する場合においては高速応答性が重視されるため、回転粘性(γ1)の小さい液晶組成物が要求される。
In a vertical alignment (VA) type display, a liquid crystal composition having a negative Δε is used, and in a horizontal alignment type display such as a TN type, STN type, or IPS (in-plane switching) type, a liquid crystal composition having a positive Δε. Is used. In addition, a driving method has been reported in which a liquid crystal composition having a positive Δε is vertically aligned when no voltage is applied and a horizontal electric field is applied to display the liquid crystal composition, and the necessity of a liquid crystal composition having a positive Δε is further increased. Yes. On the other hand, low voltage driving, high-speed response, and a wide operating temperature range are required in all driving systems. That is, Δε is positive, the absolute value is large, the viscosity (η) is small, and a high nematic phase-isotropic liquid phase transition temperature (Tni) is required. Further, from the setting of Δn × d, which is the product of Δn and the cell gap (d), it is necessary to adjust Δn of the liquid crystal composition to an appropriate range according to the cell gap. In addition, when applying a liquid crystal display element to a television or the like, since high-speed response is important, a liquid crystal composition having a low rotational viscosity (γ1) is required.
高速応答性を志向した液晶組成物の構成として、例えば、Δεが正の液晶化合物である式(A-1)や(A-2)で表される化合物、及びΔεが中性の液晶化合物である(B)を組み合わせて使用した液晶組成物の開示がされている(特許文献1から4)。
Examples of the composition of the liquid crystal composition aimed at high-speed response include, for example, a compound represented by the formula (A-1) or (A-2) in which Δε is a positive liquid crystal compound, and a liquid crystal compound in which Δε is neutral. A liquid crystal composition using a combination of (B) is disclosed (Patent Documents 1 to 4).
一方で、液晶表示素子の用途が拡大するに至り、その使用方法、製造方法にも大きな変化が見られる。これらの変化に対応するためには、従来知られているような基本的な物性値以外の特性を最適化することが求められるようになった。すなわち、液晶組成物を使用する液晶表示素子はVA型やIPS型等が広く使用されるに至り、その大きさも50型以上の超大型サイズの表示素子が実用化されるに至り使用されるようになった。基板サイズの大型化に伴い、液晶組成物の基板への注入方法も従来の真空注入法から滴下注入(ODF:One Drop Fill)法が注入方法の主流となったが、液晶組成物を基板に滴下した際の滴下痕が表示品位の低下を招く問題が表面化するに至った。 さらに、ODF法による液晶表示素子製造工程においては、液晶表示素子のサイズに応じて最適な液晶注入量を滴下する必要がある。注入量のずれが最適値から大きくなると、あらかじめ設計された液晶表示素子の屈折率や駆動電界のバランスが崩れ、斑発生やコントラスト不良などの表示不良が生じる。特に、最近流行しているスマートフォンに多用される小型液晶表示素子は、最適な液晶注入量が少ないために最適値からのずれを一定範囲内に制御すること自体が難しい。従って、液晶表示素子の歩留まり高く保持するために、例えば、液晶滴下時に生じる滴下装置内の急激な圧力変化や衝撃に対する影響が少なく、長時間にわたって安定的に液晶を滴下し続けることが可能な性能も必要である。
On the other hand, the use of liquid crystal display elements has expanded, and there has been a significant change in the method of use and manufacturing. In order to cope with these changes, it has become necessary to optimize characteristics other than the basic physical property values as conventionally known. That is, liquid crystal display elements using a liquid crystal composition are widely used, such as VA type and IPS type, and super large size display elements having a size of 50 type or more are practically used. Became. As the substrate size increased, the injection method of liquid crystal composition into the substrate became the main method of injection from the conventional vacuum injection method (ODF: One : Drop Fill), but the liquid crystal composition was applied to the substrate. The problem that the drop marks when dropped causes the display quality to deteriorate is brought to the surface. Furthermore, in the liquid crystal display element manufacturing process by the ODF method, it is necessary to drop an optimal liquid crystal injection amount according to the size of the liquid crystal display element. When the deviation of the injection amount increases from the optimum value, the balance between the refractive index and the driving electric field of the liquid crystal display element designed in advance is lost, and display defects such as spots and contrast defects occur. In particular, small liquid crystal display elements that are frequently used in smartphones that have become popular recently are difficult to control the deviation from the optimum value within a certain range because the optimum liquid crystal injection amount is small. Therefore, in order to keep the yield of the liquid crystal display element high, for example, there is little influence on the sudden pressure change and impact in the dropping device that occurs when dropping the liquid crystal, and the ability to keep dropping the liquid crystal stably for a long time Is also necessary.
このように、TFT素子等で駆動するアクティブマトリックス駆動液晶表示素子に使用される液晶組成物おいては、高速応答性能等の液晶表示素子として求められている特性や性能を維持しつつ、従来から重視されてきた高い比抵抗値あるいは高い電圧保持率を有することや光や熱等の外部刺激に対して安定であるという特性に加えて、液晶表示素子の製造方法を考慮した開発が求められてきている。
Thus, in the liquid crystal composition used for the active matrix drive liquid crystal display element driven by a TFT element or the like, while maintaining the characteristics and performance required for a liquid crystal display element such as high-speed response performance, In addition to the characteristics of having a high specific resistance value or high voltage holding ratio, which are emphasized, and being stable against external stimuli such as light and heat, development in consideration of the manufacturing method of liquid crystal display elements has been required. ing.
本発明が解決しようとする課題は、Δεが正の組成物であって、広い温度範囲の液晶相を有し、粘性が小さく、低温での溶解性が良好で、比抵抗や電圧保持率が高く、熱や光に対して安定な組成物を提供し、更にこれを用いることで表示品位に優れ、焼き付きや滴下痕等の表示不良の発生し難い液晶表示素子を歩留まりよく提供することにある。
The problem to be solved by the present invention is a composition having a positive Δε, a liquid crystal phase in a wide temperature range, low viscosity, good solubility at low temperature, specific resistance and voltage holding ratio. It is to provide a liquid crystal display element that is high and stable to heat and light, and that is excellent in display quality by using this composition and that is difficult to cause display defects such as image sticking and dripping marks with a high yield. .
本発明者は、種々の液晶化合物及び種々の化学物質を検討し、特定の液晶化合物を組み合わせることにより前記課題を解決することができることを見出し、本発明を完成するに至った。
The present inventors have studied various liquid crystal compounds and various chemical substances, and found that the above problems can be solved by combining specific liquid crystal compounds, and have completed the present invention.
一般式(i)で表される化合物を1種又は2種以上を含有し、一般式(ii)で表される化合物を1種又は2種以上を含有し、一般式(ii)で表される化合物の含有量が20~90質量%である組成物、当該組成物を使用した液晶表示素子及び当該組成物を使用したIPS素子又はFFS素子を提供する。
1 type or 2 or more types of compounds represented by general formula (i) are contained, 1 type or 2 types or more of compounds represented by general formula (ii) are contained, and are represented by general formula (ii) The present invention provides a composition having a compound content of 20 to 90% by mass, a liquid crystal display device using the composition, and an IPS device or FFS device using the composition.
(式中、Ri1及びRii1はそれぞれ独立して炭素原子数1~8のアルキル基を表し、該アルキル基中の1個又は非隣接の2個以上の-CH2-はそれぞれ独立して-CH=CH-、-C≡C-、-O-、-CO-、-COO-又は-OCO-によって置換されていてもよく、Rii2は炭素原子数1~8のアルキル基を表し、Xi1~Xi6はそれぞれ独立して水素原子又はフッ素原子を表し、Yi1は水素原子、フッ素原子、トリフルオロメチル基又はトリフルオロメトキシ基を表す。)
一般式(i)で表される化合物としては、Xi1~Xi6のうち少なくとも1個がフッ素原子である化合物が好ましく、2個以上がフッ素原子である化合物が特に好ましい。 (Wherein R i1 and R ii1 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—, wherein R ii2 represents an alkyl group having 1 to 8 carbon atoms; X i1 to X i6 each independently represents a hydrogen atom or a fluorine atom, and Y i1 represents a hydrogen atom, a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group.)
The compound represented by the general formula (i) is preferably a compound in which at least one of X i1 to X i6 is a fluorine atom, and particularly preferably a compound in which two or more are fluorine atoms.
一般式(i)で表される化合物としては、Xi1~Xi6のうち少なくとも1個がフッ素原子である化合物が好ましく、2個以上がフッ素原子である化合物が特に好ましい。 (Wherein R i1 and R ii1 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—, wherein R ii2 represents an alkyl group having 1 to 8 carbon atoms; X i1 to X i6 each independently represents a hydrogen atom or a fluorine atom, and Y i1 represents a hydrogen atom, a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group.)
The compound represented by the general formula (i) is preferably a compound in which at least one of X i1 to X i6 is a fluorine atom, and particularly preferably a compound in which two or more are fluorine atoms.
Ri1は直鎖状の炭素原子数1~8のアルキル基又は直鎖状の炭素原子数1~8のアルケニル基が好ましく、直鎖状の炭素原子数1~5のアルキル基が好ましく、エチル基、プロピル基、ブチル基又はペンチル基が好ましく、エチル基、プロピル基又はペンチル基が好ましく、プロピル基が特に好ましい。
R i1 is preferably a linear alkyl group having 1 to 8 carbon atoms or a linear alkyl group having 1 to 8 carbon atoms, preferably a linear alkyl group having 1 to 5 carbon atoms, Group, propyl group, butyl group or pentyl group is preferred, ethyl group, propyl group or pentyl group is preferred, and propyl group is particularly preferred.
Yi1はフッ素原子、トリフルオロメチル基又はトリフルオロメトキシ基が好ましく、フッ素原子又はトリフルオロメトキシ基が更に好ましく、フッ素原子が特に好ましい。
Y i1 is preferably a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, more preferably a fluorine atom or a trifluoromethoxy group, and particularly preferably a fluorine atom.
より具体的には下記に示す化合物が好ましい。
More specifically, the following compounds are preferred.
(式中、Ri1は一般式(i)におけるRi1と同じ意味を表す。)
特に一般式(i-1)で表される化合物が好ましい。 (In the formula, R i1 represents the same meaning as R i1 in the general formula (i).)
Particularly preferred are compounds represented by general formula (i-1).
特に一般式(i-1)で表される化合物が好ましい。 (In the formula, R i1 represents the same meaning as R i1 in the general formula (i).)
Particularly preferred are compounds represented by general formula (i-1).
本発明の組成物の総量に対しての一般式(i)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、4%であり、5%であり、6%であり、7%であり、8%であり、9%であり、10%であり、12%である。好ましい含有量の上限値は、30%であり、25%であり、20%であり、18%であり、15%であり、13%であり、11%であり、10%である。
The lower limit of the preferable content of the compound represented by the general formula (i) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 12%. The upper limit of the preferable content is 30%, 25%, 20%, 18%, 15%, 13%, 11%, and 10%.
温度安定性の良い組成物が必要な場合は上記の上限値を低くすることが好ましく、駆動電圧を高く保つために誘電率異方性を大きくしたいときは、上記の下限値を高くするが好ましい。
一般式(i-1)~(i-8)で表される化合物として下記の化合物が好ましい。 When a composition with good temperature stability is required, it is preferable to lower the upper limit value. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage high, the lower limit value is preferably increased. .
The following compounds are preferred as the compounds represented by the general formulas (i-1) to (i-8).
一般式(i-1)~(i-8)で表される化合物として下記の化合物が好ましい。 When a composition with good temperature stability is required, it is preferable to lower the upper limit value. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage high, the lower limit value is preferably increased. .
The following compounds are preferred as the compounds represented by the general formulas (i-1) to (i-8).
一般式(ii)で表される化合物
Rii1は直鎖状の炭素原子数1~8のアルキル基又は直鎖状の炭素原子数1~8のアルケニル基が好ましく、直鎖状の炭素原子数1~5のアルキル基又は直鎖状の炭素原子数1~5のアルケニル基が好ましく、エチル基、プロピル基、ブチル基、ペンチル基、ビニル基、1-プロぺニル基、3-ベテニル基又は3-ペンテニル基が好ましい。応答速度を重視する場合には、直鎖状の炭素原子数1~5のアルケニル基が好ましく、ビニル基、1-プロぺニル基、3-ベテニル基又は3-ペンテニル基が好ましく、ビニル基又は1-プロぺニル基が好ましい。信頼性を重視する場合には、直鎖状の炭素原子数1~5のアルキル基が好ましく、エチル基、プロピル基、ブチル基又はペンチル基が好ましく、エチル基、プロピル基又はペンチル基が好ましい。 The compound represented by general formula (ii) R ii1 is preferably a linear alkyl group having 1 to 8 carbon atoms or a linear alkenyl group having 1 to 8 carbon atoms. An alkyl group of 1 to 5 or a linear alkenyl group of 1 to 5 carbon atoms is preferable, and an ethyl group, a propyl group, a butyl group, a pentyl group, a vinyl group, a 1-propenyl group, a 3-bethenyl group or A 3-pentenyl group is preferred. When importance is attached to the response speed, a linear alkenyl group having 1 to 5 carbon atoms is preferable, and a vinyl group, 1-propenyl group, 3-bethenyl group or 3-pentenyl group is preferable, and a vinyl group or A 1-propenyl group is preferred. When importance is attached to reliability, a linear alkyl group having 1 to 5 carbon atoms is preferable, an ethyl group, a propyl group, a butyl group or a pentyl group is preferable, and an ethyl group, a propyl group or a pentyl group is preferable.
Rii1は直鎖状の炭素原子数1~8のアルキル基又は直鎖状の炭素原子数1~8のアルケニル基が好ましく、直鎖状の炭素原子数1~5のアルキル基又は直鎖状の炭素原子数1~5のアルケニル基が好ましく、エチル基、プロピル基、ブチル基、ペンチル基、ビニル基、1-プロぺニル基、3-ベテニル基又は3-ペンテニル基が好ましい。応答速度を重視する場合には、直鎖状の炭素原子数1~5のアルケニル基が好ましく、ビニル基、1-プロぺニル基、3-ベテニル基又は3-ペンテニル基が好ましく、ビニル基又は1-プロぺニル基が好ましい。信頼性を重視する場合には、直鎖状の炭素原子数1~5のアルキル基が好ましく、エチル基、プロピル基、ブチル基又はペンチル基が好ましく、エチル基、プロピル基又はペンチル基が好ましい。 The compound represented by general formula (ii) R ii1 is preferably a linear alkyl group having 1 to 8 carbon atoms or a linear alkenyl group having 1 to 8 carbon atoms. An alkyl group of 1 to 5 or a linear alkenyl group of 1 to 5 carbon atoms is preferable, and an ethyl group, a propyl group, a butyl group, a pentyl group, a vinyl group, a 1-propenyl group, a 3-bethenyl group or A 3-pentenyl group is preferred. When importance is attached to the response speed, a linear alkenyl group having 1 to 5 carbon atoms is preferable, and a vinyl group, 1-propenyl group, 3-bethenyl group or 3-pentenyl group is preferable, and a vinyl group or A 1-propenyl group is preferred. When importance is attached to reliability, a linear alkyl group having 1 to 5 carbon atoms is preferable, an ethyl group, a propyl group, a butyl group or a pentyl group is preferable, and an ethyl group, a propyl group or a pentyl group is preferable.
Rii2は直鎖状の炭素原子数1~8のアルキル基が好ましく、直鎖状の炭素原子数1~5のアルキル基が好ましく、エチル基、プロピル基、ブチル基又はペンチル基が好ましく、エチル基、プロピル基又はペンチル基が好ましい。
R ii2 is preferably a linear alkyl group having 1 to 8 carbon atoms, preferably a linear alkyl group having 1 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group or a pentyl group, Group, propyl group or pentyl group is preferred.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類であり、4種類であり、5種類以上である。
There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
本発明の組成物の粘度を低く保ち、応答速度が速い組成物が必要な場合は上記の下限値が高く上限値が高いことが好ましい。さらに、本発明の組成物のTniを高く保ち、温度安定性の良い組成物が必要な場合は上記の下限値が中庸で上限値が中庸であることが好ましい。また、駆動電圧を低く保つために誘電率異方性を大きくしたいときは、上記の下限値を低く上限値が低いことが好ましい。
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention requires a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
本発明の組成物の総量に対しての一般式(ii)で表される化合物の好ましい含有量の下限値は、5%であり、10%であり、13%であり、15%であり、17%であり、20%であり、23%であり、25%であり、28%であり、30%であり、32%であり、35%であり、37%であり、39%であり、40%であり、42%であり、43%であり、45%であり、47%であり、49%であり、50%であり、52%であり、54%であり、56%であり、57%であり、59%であり、60%である。好ましい含有量の上限値は、90%であり、85%であり、80%であり、75%であり、70%であり、65%であり、60%であり、57%であり、55%であり、53%であり、51%であり、50%であり、47%であり、45%であり、43%であり、41%であり、40%であり、37%である。
The lower limit of the preferable content of the compound represented by the general formula (ii) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 28%, 30%, 32%, 35%, 37%, 39%, 40%, 42%, 43%, 45%, 47%, 49%, 50%, 52%, 54%, 56%, 57%, 59%, and 60%. The upper limit of the preferable content is 90%, 85%, 80%, 75%, 70%, 65%, 60%, 57%, 55% 53%, 51%, 50%, 47%, 45%, 43%, 41%, 40%, 37%.
さらに、一般式(ii)で表される化合物は一般式(ii-1-1)で表される化合物群から選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (ii) is preferably a compound selected from the group of compounds represented by the general formula (ii-1-1).
(式中Rii2は一般式(ii)における意味と同じ意味を表す。)
さらに、一般式(ii-1-1)で表される化合物は、式(ii-1-1.1)から式(ii-1-1.3)で表される化合物群から選ばれる化合物であることが好ましく、式(ii-1-1.2)又は式(ii-1-1.3)で表される化合物であることが好ましく、特に、式(ii-1-1.3)で表される化合物であることが好ましい。 (In the formula, R ii2 represents the same meaning as in general formula (ii).)
Further, the compound represented by the general formula (ii-1-1) is a compound selected from the group of compounds represented by the formula (ii-1-1.1) to the formula (ii-1-1.3). Preferably, it is a compound represented by formula (ii-1-1.2) or formula (ii-1-1.3), and in particular, in formula (ii-1-1.3) It is preferable that it is a compound represented.
さらに、一般式(ii-1-1)で表される化合物は、式(ii-1-1.1)から式(ii-1-1.3)で表される化合物群から選ばれる化合物であることが好ましく、式(ii-1-1.2)又は式(ii-1-1.3)で表される化合物であることが好ましく、特に、式(ii-1-1.3)で表される化合物であることが好ましい。 (In the formula, R ii2 represents the same meaning as in general formula (ii).)
Further, the compound represented by the general formula (ii-1-1) is a compound selected from the group of compounds represented by the formula (ii-1-1.1) to the formula (ii-1-1.3). Preferably, it is a compound represented by formula (ii-1-1.2) or formula (ii-1-1.3), and in particular, in formula (ii-1-1.3) It is preferable that it is a compound represented.
本発明の組成物の総量に対しての式(ii-1-1.3)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%であり、10%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、20%であり、15%であり、13%であり、10%であり、8%であり、7%であり、6%であり、5%であり、3%である。
The lower limit of the preferable content of the compound represented by the formula (ii-1-1.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, and 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
さらに、一般式(ii)で表される化合物は一般式(ii-1-2)で表される化合物群から選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (ii) is preferably a compound selected from the group of compounds represented by the general formula (ii-1-2).
(式中Rii2は一般式(ii)における意味と同じ意味を表す。)
本発明の組成物の総量に対しての式(ii-1-2)で表される化合物の好ましい含有量の下限値は、1%であり、5%であり、10%であり、15%であり、20%であり、30%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、60%であり、55%であり、50%であり、45%であり、40%であり、35%であり、33%であり、30%である。 (In the formula, R ii2 represents the same meaning as in general formula (ii).)
The lower limit of the preferable content of the compound represented by the formula (ii-1-2) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% 20% and 30%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 40%, 35%, and 33% with respect to the total amount of the composition of the present invention. % And 30%.
本発明の組成物の総量に対しての式(ii-1-2)で表される化合物の好ましい含有量の下限値は、1%であり、5%であり、10%であり、15%であり、20%であり、30%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、60%であり、55%であり、50%であり、45%であり、40%であり、35%であり、33%であり、30%である。 (In the formula, R ii2 represents the same meaning as in general formula (ii).)
The lower limit of the preferable content of the compound represented by the formula (ii-1-2) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% 20% and 30%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 40%, 35%, and 33% with respect to the total amount of the composition of the present invention. % And 30%.
さらに、一般式(ii-1-2)で表される化合物は、式(ii-1-2.1)から式(ii-1-2.4)で表される化合物群から選ばれる化合物であることが好ましく、式(ii-1-2.2)から式(ii-1-2.4)で表される化合物であることが好ましい。特に、式(ii-1-2.2)で表される化合物は本発明の組成物の応答速度を特に改善するため好ましい。また、応答速度よりも高いTniを求めるときは、式(ii-1-2.3)又は式(ii-1-2.4)で表される化合物を用いることが好ましい。式(ii-1-2.3)及び式(ii-1-2.4)で表される化合物の含有量は、低温での溶解度を良くするために30%以上にすることは好ましくない。
Furthermore, the compound represented by the general formula (ii-1-2) is a compound selected from the group of compounds represented by the formula (ii-1-2.1) to the formula (ii-1-2.4). It is preferable that the compound be a compound represented by formula (ii-1-2.2) to formula (ii-1-2.4). In particular, the compound represented by the formula (ii-1-2.2) is preferable because the response speed of the composition of the present invention is particularly improved. When obtaining Tni higher than the response speed, it is preferable to use a compound represented by the formula (ii-1-2.3) or the formula (ii-1-2.4). The content of the compounds represented by formula (ii-1-2.3) and formula (ii-1-2.4) is preferably not more than 30% in order to improve the solubility at low temperatures.
本発明の組成物の総量に対しての式(ii-1-2.2)で表される化合物の好ましい含有量の下限値は、10%であり、15%であり、20%であり、25%であり、27%であり、30%であり、35%であり、40%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、60%であり、55%であり、50%であり、45%であり、43%であり、40%であり、38%であり、35%であり、32%であり、30%であり、27%であり、25%であり、22%である。
The lower limit of the preferable content of the compound represented by the formula (ii-1-2.2) with respect to the total amount of the composition of the present invention is 10%, 15%, 20%, 25%, 27%, 30%, 35%, and 40%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.
本発明の組成物の総量に対しての式(ii-1-1.3)で表される化合物及び式(ii-1-2.2)で表される化合物の合計の好ましい含有量の下限値は、10%であり、15%であり、20%であり、25%であり、27%であり、30%であり、33%であり、35%であり、37%であり、40%であり、43%であり、45%であり、47%であり、50%であり、53%であり、55%であり、57%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、70%であり、65%であり、63%であり、60%であり、57%であり、55%であり、53%であり、50%であり、47%であり、45%であり、43%であり、40%であり、38%であり、35%であり、32%であり、30%であり、27%であり、25%であり、22%である。
The lower limit of the preferable total content of the compound represented by formula (ii-1-1.3) and the compound represented by formula (ii-1-2.2) with respect to the total amount of the composition of the present invention Values are 10%, 15%, 20%, 25%, 27%, 30%, 33%, 35%, 37%, 40% 43%, 45%, 47%, 50%, 53%, 55%, 57%. The upper limit of the preferable content is 70%, 65%, 63%, 60%, 57%, 55%, and 53%, based on the total amount of the composition of the present invention. %, 50%, 47%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27% %, 25%, and 22%.
本発明の正の誘電率異方性を有する組成物は、大幅に低い粘性を得ることができ、低温での溶解性が良好で、比抵抗や電圧保持率が熱や光によって受ける変化が極めて小さいため、製品の実用性が高く、これを用いたIPS型やFFS型等の液晶表示素子は高速応答を達成できる。また液晶表示素子製造工程において安定的に性能を発揮できるため、工程起因の表示不良が抑制されて歩留まり高く製造できるので、非常に有用である。
The composition having positive dielectric anisotropy of the present invention can obtain a significantly low viscosity, has good solubility at low temperatures, and changes in specific resistance and voltage holding ratio due to heat and light are extremely high. Since it is small, the practicality of the product is high, and an IPS type or FFS type liquid crystal display element using the product can achieve high-speed response. In addition, since the performance can be stably exhibited in the liquid crystal display element manufacturing process, display defects due to the process can be suppressed and manufacturing can be performed with a high yield, which is very useful.
本発明の組成物は、室温(25℃)において液晶相を呈することが好ましく、ネマチック相を呈することが更に好ましい。また、本発明の組成物は誘電的にほぼ中性の化合物(Δεの値が-2~2)及び正の化合物(Δεの値が2より大きい)を含有する。尚、化合物の誘電率異方性は、25℃において誘電的にほぼ中性の組成物に添加して調製した組成物の誘電率異方性の測定値から外挿した値である。なお、以下含有量を%で記載するが、これは質量%を意味する。
The composition of the present invention preferably exhibits a liquid crystal phase at room temperature (25 ° C.), and more preferably exhibits a nematic phase. The composition of the present invention contains a dielectrically nearly neutral compound (Δε value is −2 to 2) and a positive compound (Δε value is larger than 2). The dielectric anisotropy of the compound is a value extrapolated from a measured value of the dielectric anisotropy of a composition prepared by adding to a dielectrically nearly neutral composition at 25 ° C. In addition, although content is described in% below, this means the mass%.
本発明の組成物は、一般式(L)で表される化合物を1種類又は2種類以上含有することもできる。一般式(L)で表される化合物は誘電的にほぼ中性の化合物(Δεの値が-2~2)に該当する。
The composition of the present invention may contain one or more compounds represented by the general formula (L). The compound represented by the general formula (L) corresponds to a dielectrically neutral compound (Δε value is −2 to 2).
(式中、RL1及びRL2はそれぞれ独立して炭素原子数1~8のアルキル基を表し、該アルキル基中の1個又は非隣接の2個以上の-CH2-はそれぞれ独立して-CH=CH-、-C≡C-、-O-、-CO-、-COO-又は-OCO-によって置換されていてもよく、
OLは0、1、2又は3を表し、
BL1、BL2及びBL3はそれぞれ独立して
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)及び
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
LL1及びLL2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=N-N=CH-、-CH=CH-、-CF=CF-又は-C≡C-を表し、
OLが2又は3であってLL2が複数存在する場合は、それらは同一であっても異なっていても良く、OLが2又は3であってBL3が複数存在する場合は、それらは同一であっても異なっていても良いが、ただし、一般式(ii)で表される化合物を除く。)
一般式(L)で表される化合物は単独で用いてもよいが、組み合わせて使用することもできる。組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの所望の性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類である。あるいは本発明の別の実施形態では2種類であり、3種類であり、4種類であり、5種類であり、6種類であり、7種類であり、8種類であり、9種類であり、10種類以上である。 (Wherein R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
OL represents 0, 1, 2 or 3;
B L1 , B L2 and B L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 — not adjacent to each other). May be replaced by —O—) and (b) a 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ not adjacent to each other —N May be replaced by =.)
Represents a group selected from the group consisting of: The above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
L L1 and L L2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 -, -CF 2 O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
When OL is 2 or 3 and a plurality of L L2 are present, they may be the same or different, and when OL is 2 or 3 and a plurality of B L3 is present, they are the same However, the compound represented by the general formula (ii) is excluded. )
Although the compound represented by general formula (L) may be used independently, it can also be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, 10 types, More than types.
OLは0、1、2又は3を表し、
BL1、BL2及びBL3はそれぞれ独立して
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)及び
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
LL1及びLL2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=N-N=CH-、-CH=CH-、-CF=CF-又は-C≡C-を表し、
OLが2又は3であってLL2が複数存在する場合は、それらは同一であっても異なっていても良く、OLが2又は3であってBL3が複数存在する場合は、それらは同一であっても異なっていても良いが、ただし、一般式(ii)で表される化合物を除く。)
一般式(L)で表される化合物は単独で用いてもよいが、組み合わせて使用することもできる。組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの所望の性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類である。あるいは本発明の別の実施形態では2種類であり、3種類であり、4種類であり、5種類であり、6種類であり、7種類であり、8種類であり、9種類であり、10種類以上である。 (Wherein R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
OL represents 0, 1, 2 or 3;
B L1 , B L2 and B L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 — not adjacent to each other). May be replaced by —O—) and (b) a 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ not adjacent to each other —N May be replaced by =.)
Represents a group selected from the group consisting of: The above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
L L1 and L L2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 -, -CF 2 O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
When OL is 2 or 3 and a plurality of L L2 are present, they may be the same or different, and when OL is 2 or 3 and a plurality of B L3 is present, they are the same However, the compound represented by the general formula (ii) is excluded. )
Although the compound represented by general formula (L) may be used independently, it can also be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, 10 types, More than types.
本発明の組成物において、一般式(L)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率、プロセス適合性、滴下痕、焼き付き、誘電率異方性などの求められる性能に応じて適宜調整する必要がある。
In the composition of the present invention, the content of the compound represented by the general formula (L) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.
本発明の組成物の総量に対しての式(L)で表される化合物の好ましい含有量の下限値は、1%であり、10%であり、20%であり、30%であり、40%であり、50%であり、55%であり、60%であり、65%であり、70%であり、75%であり、80%である。好ましい含有量の上限値は、95%であり、85%であり、75%であり、65%であり、55%であり、45%であり、35%であり、25%である。
The lower limit of the preferable content of the compound represented by the formula (L) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferable content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, and 25%.
本発明の組成物の粘度を低く保ち、応答速度が速い組成物が必要な場合は上記の下限値が高く上限値が高いことが好ましい。さらに、本発明の組成物のTniを高く保ち、温度安定性の良い組成物が必要な場合は上記の下限値が高く上限値が高いことが好ましい。また、駆動電圧を低く保つために誘電率異方性を大きくしたいときは、上記の下限値を低く上限値が低いことが好ましい。
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention maintains a high Tni and requires a composition having good temperature stability, the above lower limit value is preferably high and the upper limit value is preferably high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
信頼性を重視する場合にはRL1及びRL2はともにアルキル基であることが好ましく、粘性の低下を重視する場合には少なくとも一方はアルケニル基であることが好ましい。
When importance is attached to reliability, both R L1 and R L2 are preferably alkyl groups, and when importance is placed on lowering viscosity, at least one is preferably an alkenyl group.
RL1及びRL2は、それが結合する環構造がフェニル基(芳香族)である場合には、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び炭素原子数4~5のアルケニル基が好ましく、それが結合する環構造がシクロヘキサン、ピラン及びジオキサンなどの飽和した環構造の場合には、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び直鎖状の炭素原子数2~5のアルケニル基が好ましい。
R L1 and R L2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R L1 is bonded is a phenyl group (aromatic). When the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a straight-chain C 1-5 carbon atom is preferred. Alkyl groups, linear alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferred.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類であり、4種類であり、5種類以上である。
There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
好ましい含有量の下限値は、本発明の組成物の総量に対して、1%であり、2%であり、3%であり、5%であり、7%であり、10%であり、15%であり、20%であり、25%であり、30%であり、35%であり、40%であり、45%であり、50%であり、55%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、95%であり、90%であり、85%であり、80%であり、75%であり、70%であり、65%であり、60%であり、55%であり、50%であり、45%であり、40%であり、35%であり、30%であり、25%である。
The lower limit of the preferable content is 1%, 2%, 3%, 5%, 7%, 10%, and 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, and 55%. The upper limit of the preferable content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, based on the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.
本発明の組成物の粘度を低く保ち、応答速度が速い組成物が必要な場合は上記の下限値が高く上限値が高いことが好ましい。さらに、本発明の組成物のTniを高く保ち、温度安定性の良い組成物が必要な場合は上記の下限値が中庸で上限値が中庸であることが好ましい。また、駆動電圧を低く保つために誘電率異方性を大きくしたいときは、上記の下限値を低く上限値が低いことが好ましい。
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention requires a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
一般式(L)で表される化合物は一般式(L-1)で表される化合物群から選ばれる化合物であることが好ましい。
The compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-1).
(式中、RL11及びRL12はそれぞれ独立して、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び直鎖状の炭素原子数2~5のアルケニル基を表す。ただし、一般式(ii)で表される化合物を除く。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類であり、4種類であり、5種類以上である。 (Wherein R L11 and R L12 are each independently a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear carbon atom number) Represents an alkenyl group of 2 to 5, except for the compound represented by formula (ii).
There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類であり、4種類であり、5種類以上である。 (Wherein R L11 and R L12 are each independently a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear carbon atom number) Represents an alkenyl group of 2 to 5, except for the compound represented by formula (ii).
There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
好ましい含有量の下限値は、本発明の組成物の総量に対して、1%であり、2%であり、3%であり、5%であり、7%であり、10%であり、15%であり、20%であり、25%であり、30%であり、35%であり、40%であり、45%であり、50%であり、55%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、95%であり、90%であり、85%であり、80%であり、75%であり、70%であり、65%であり、60%であり、55%であり、50%であり、45%であり、40%であり、35%であり、30%であり、25%である。
The lower limit of the preferable content is 1%, 2%, 3%, 5%, 7%, 10%, and 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, and 55%. The upper limit of the preferable content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, based on the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.
本発明の組成物の粘度を低く保ち、応答速度が速い組成物が必要な場合は上記の下限値が高く上限値が高いことが好ましい。さらに、本発明の組成物のTniを高く保ち、温度安定性の良い組成物が必要な場合は上記の下限値が中庸で上限値が中庸であることが好ましい。また、駆動電圧を低く保つために誘電率異方性を大きくしたいときは、上記の下限値を低く上限値が低いことが好ましい。
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention requires a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
さらに、一般式(L)で表される化合物は一般式(L-2)で表される化合物群から選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-2).
(式中、RL21は炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基を表し、RL22は炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表す。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類である。 (Wherein R L21 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L22 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms) Represents a group or an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of compound to be used is, for example, one kind and two kinds as one embodiment of the present invention.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類である。 (Wherein R L21 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L22 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms) Represents a group or an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of compound to be used is, for example, one kind and two kinds as one embodiment of the present invention.
本発明の組成物において、一般式(L-2)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率、プロセス適合性、滴下痕、焼き付き、誘電率異方性などの求められる性能に応じて適宜調整する必要がある。
In the composition of the present invention, the content of the compound represented by the general formula (L-2) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
低温での溶解性を重視する場合は含有量を多めに設定すると効果が高く、反対に、応答速度を重視する場合は含有量を少なめに設定すると効果が高い。さらに、滴下痕や焼き付き特性を改良する場合は、含有量の範囲を中間に設定することが好ましい。
When emphasizing solubility at low temperatures, it is highly effective to set a large amount of content. Conversely, when emphasizing response speed, setting a small amount of content is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.
本発明の組成物の総量に対しての式(L-2)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%であり、10%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、20%であり、15%であり、13%であり、10%であり、8%であり、7%であり、6%であり、5%であり、3%である。
The lower limit of the preferable content of the compound represented by the formula (L-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
さらに、一般式(L-2)で表される化合物は、式(L-2.1)から式(L-2.6)で表される化合物群から選ばれる化合物であることが好ましく、式(L-2.3)、式(L-2.4)及び式(L-2.6)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formulas (L-2.1) to (L-2.6). A compound represented by formula (L-2.3), formula (L-2.4) and formula (L-2.6) is preferred.
さらに、一般式(L)で表される化合物は一般式(L-3)で表される化合物群から選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-3).
(式中、RL31及びRL32はそれぞれ独立して炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表す。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類である。 (Wherein R L31 and R L32 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of compound to be used is, for example, one kind and two kinds as one embodiment of the present invention.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類である。 (Wherein R L31 and R L32 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of compound to be used is, for example, one kind and two kinds as one embodiment of the present invention.
本発明の組成物において、一般式(L-3)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率、プロセス適合性、滴下痕、焼き付き、誘電率異方性などの求められる性能に応じて適宜調整する必要がある。
In the composition of the present invention, the content of the compound represented by the general formula (L-3) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
本発明の組成物の総量に対しての式(L-2)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%であり、10%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、20%であり、15%であり、13%であり、10%であり、8%であり、7%であり、6%であり、5%であり、3%である。
The lower limit of the preferable content of the compound represented by the formula (L-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
高い複屈折率を得る場合は含有量を多めに設定すると効果が高く、反対に、高いTniを重視する場合は含有量を少なめに設定すると効果が高い。さらに、滴下痕や焼き付き特性を改良する場合は、含有量の範囲を中間に設定することが好ましい。
When a high birefringence is obtained, the effect is high when the content is set to be large. On the other hand, when high Tni is emphasized, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.
さらに、一般式(L-3)で表される化合物は、式(L-3.1)から式(L-3.4)で表される化合物群から選ばれる化合物であることが好ましく、式(L-3.2)から式(L-3.4)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.4). A compound represented by the formula (L-3.4) from (L-3.2) is preferable.
さらに、一般式(L)で表される化合物は、例えば一般式(L-4)で表される化合物群から選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (L) is preferably a compound selected from, for example, a compound group represented by the general formula (L-4).
(RL41は炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基を表し、RL42は炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表す。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類以上である。 (R L41 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L42 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. Represents an alkoxy group having 1 to 4 atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, and two or more types.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類以上である。 (R L41 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L42 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. Represents an alkoxy group having 1 to 4 atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, and two or more types.
本発明の組成物において、一般式(L-4)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率、プロセス適合性、滴下痕、焼き付き、誘電率異方性などの求められる性能に応じて適宜調整する必要がある。
In the composition of the present invention, the content of the compound represented by the general formula (L-4) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
本発明の組成物の総量に対しての式(L-4)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%であり、10%であり、14%であり、16%であり、20%であり、23%であり、26%であり、30%であり、35%であり、40%である。本発明の組成物の総量に対しての式(L-4)で表される化合物の好ましい含有量の上限値は、50%であり、40%であり、35%であり、30%であり、20%であり、15%であり、10%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%.
さらに、一般式(L-4)で表される化合物は、例えば式(L-4.1)から式(L-4.3)で表される化合物であることが好ましい。
Furthermore, the compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.1) to the formula (L-4.3).
低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて、式(L-4.1)で表される化合物を含有していても、式(L-4.2)で表される化合物を含有していても、式(L-4.1)で表される化合物と式(L-4.2)で表される化合物との両方を含有していても良いし、式(L-4.1)から式(L-4.3)で表される化合物を全て含んでいても良い。本発明の組成物の総量に対しての式(L-4.1)又は式(L-4.2)で表される化合物の好ましい含有量の下限値は、3%であり、5%であり、7%であり、9%であり、11%であり、12%であり、13%であり、18%であり、21%である。好ましい上限値は、45であり、40%であり、35%であり、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%である。
Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, even if the compound represented by the formula (L-4.1) is contained, the formula (L -4.2) Even if it contains a compound represented by formula (L-4.1), it contains both a compound represented by formula (L-4.1) and a compound represented by formula (L-4.2). Or all of the compounds represented by formulas (L-4.1) to (L-4.3) may be included. The lower limit of the preferable content of the compound represented by formula (L-4.1) or formula (L-4.2) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%. Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %.
式(L-4.1)で表される化合物と式(L-4.2)で表される化合物との両方を含有する場合は、
本発明の組成物の総量に対しての両化合物の好ましい含有量の下限値は、15%であり、19%であり、24%であり、30%である。好ましい上限値は、45であり、40%であり、35%であり、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%である。 When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained,
The lower limit of the preferable content of both compounds relative to the total amount of the composition of the present invention is 15%, 19%, 24%, and 30%. Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %.
本発明の組成物の総量に対しての両化合物の好ましい含有量の下限値は、15%であり、19%であり、24%であり、30%である。好ましい上限値は、45であり、40%であり、35%であり、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%である。 When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained,
The lower limit of the preferable content of both compounds relative to the total amount of the composition of the present invention is 15%, 19%, 24%, and 30%. Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %.
さらに、一般式(L-4)で表される化合物は、例えば式(L-4.4)から式(L-4.6)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.4) to the formula (L-4.6), for example.
低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて、式(L-4.4)で表される化合物を含有していても、式(L-4.5)で表される化合物を含有していても、式(L-4.4)で表される化合物と式(L-4.5)で表される化合物との両方を含有していても良い。
Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like, even if the compound represented by the formula (L-4.4) is contained, the formula (L -4.5) contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5). May be.
本発明の組成物の総量に対しての式(L-4.4)又は式(L-4.5)で表される化合物の好ましい含有量の下限値は、3%であり、5%であり、7%であり、9%であり、11%であり、12%であり、13%であり、18%であり、21%である。好ましい上限値は、45であり、40%であり、35%であり、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%である。
The lower limit of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%. Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %.
さらに、一般式(L-4)で表される化合物は、例えば式(L-4.7)から式(L-4.10)で表される化合物であることが好ましく、特に、式(L-4.9)で表される化合物が好ましい。
Further, the compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.7) to the formula (L-4.10). The compound represented by -4.9) is preferred.
さらに、一般式(L)で表される化合物は、一般式(L-5)で表される化合物群から選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-5).
(RL51は炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基を表し、RL52は炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表す。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類以上である。 (R L51 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L52 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. Represents an alkoxy group having 1 to 4 atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, and two or more types.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類以上である。 (R L51 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L52 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. Represents an alkoxy group having 1 to 4 atoms.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, and two or more types.
本発明の組成物において、一般式(L-5)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率、プロセス適合性、滴下痕、焼き付き、誘電率異方性などの求められる性能に応じて適宜調整する必要がある。
In the composition of the present invention, the content of the compound represented by the general formula (L-5) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
本発明の組成物の総量に対しての式(L-5)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%であり、10%であり、14%であり、16%であり、20%であり、23%であり、26%であり、30%であり、35%であり、40%である。本発明の組成物の総量に対しての式(L-5)で表される化合物の好ましい含有量の上限値は、50%であり、40%であり、35%であり、30%であり、20%であり、15%であり、10%であり、5%である
さらに、一般式(L-5)で表される化合物は、例えば式(L-5.1)又は式(L-5.2)で表される化合物であることが好ましく、特に、式(L-5.1)で表される化合物であることが好ましい。 The lower limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, and 5%. Further, the compound represented by the general formula (L-5) is represented by, for example, the formula (L-5.1) or the formula (L- The compound represented by 5.2) is preferable, and the compound represented by the formula (L-5.1) is particularly preferable.
さらに、一般式(L-5)で表される化合物は、例えば式(L-5.1)又は式(L-5.2)で表される化合物であることが好ましく、特に、式(L-5.1)で表される化合物であることが好ましい。 The lower limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, and 5%. Further, the compound represented by the general formula (L-5) is represented by, for example, the formula (L-5.1) or the formula (L- The compound represented by 5.2) is preferable, and the compound represented by the formula (L-5.1) is particularly preferable.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%である。これら化合物の好ましい含有量の上限値は、20%であり、15%であり、13%であり、10%であり、9%である。
The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
さらに、一般式(L-5)で表される化合物は、たとえば式(L-5.3)又は式(L-5.4)で表される化合物であることが好ましい。
Furthermore, the compound represented by the general formula (L-5) is preferably, for example, a compound represented by the formula (L-5.3) or the formula (L-5.4).
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%である。これら化合物の好ましい含有量の上限値は、20%であり、15%であり、13%であり、10%であり、9%である。
The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
さらに、一般式(L-5)で表される化合物は、たとえば式(L-5.5)から式(L-5.7)で表される化合物群から選ばれる化合物であることが好ましく、特に式(L-5.7)で表される化合物であることが好ましい。
Further, the compound represented by general formula (L-5) is preferably a compound selected from the group of compounds represented by formula (L-5.5) to formula (L-5.7), In particular, the compound represented by the formula (L-5.7) is preferable.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%である。これら化合物の好ましい含有量の上限値は、20%であり、15%であり、13%であり、10%であり、9%である。
The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
更に、一般式(L)で表される化合物は、一般式(L-6)で表される群より選ばれるであることが好ましい。
Furthermore, the compound represented by the general formula (L) is preferably selected from the group represented by the general formula (L-6).
(式中、RL61及びRL62はそれぞれ独立して炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基を表し、XL61及びXL62はそれぞれ独立して水素原子又はフッ素原子を表す。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類以上である。 (In the formula, R L61 and R L62 each independently represent an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and X L61 and X L62 each independently represent a hydrogen atom or fluorine. Represents an atom.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, and two or more types.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類以上である。 (In the formula, R L61 and R L62 each independently represent an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and X L61 and X L62 each independently represent a hydrogen atom or fluorine. Represents an atom.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, and two or more types.
本発明の組成物において、一般式(L-6)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率、プロセス適合性、滴下痕、焼き付き、誘電率異方性などの求められる性能に応じて適宜調整する必要がある。
In the composition of the present invention, the content of the compound represented by the general formula (L-6) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
本発明の組成物の総量に対しての式(L-6)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%であり、10%であり、14%であり、16%であり、20%であり、23%であり、26%であり、30%であり、35%であり、40%である。本発明の組成物の総量に対しての式(L-6)で表される化合物の好ましい含有量の上限値は、50%であり、40%であり、35%であり、30%であり、20%であり、15%であり、10%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%.
さらに、一般式(L-6)で表される化合物は、例えば式(L-6.1)から式(L-6.9)で表される化合物であることが好ましい。
Furthermore, the compound represented by the general formula (L-6) is preferably a compound represented by the formula (L-6.1) to the formula (L-6.9), for example.
組み合わせることができる化合物の種類に特に制限は無いが、これらの化合物の中から1種~3種類含有することが好ましく、1種~4種類含有することがさらに好ましい。また、選ぶ化合物の分子量分布が広いことも溶解性に有効であるため、例えば、式(L-6.1)又は(L-6.2)で表される化合物から1種類、式(L-6.4)又は(L-6.5)で表される化合物から1種類、式(L-6.6)又は式(L-6.7)で表される化合物から1種類、式(L-6.8)又は(L-6.9)で表される化合物から1種類の化合物を選び、これらを適宜組み合わせることが好ましい。その中でも、式(L-6.1)、式(L-6.3)式(L-6.4)、式(L-6.6)及び式(L-6.9)で表される化合物を含むことが好ましい。
There are no particular restrictions on the types of compounds that can be combined, but 1 to 3 types of these compounds are preferably contained, more preferably 1 to 4 types. Further, since the wide molecular weight distribution of the selected compound is also effective for the solubility, for example, one type of the compound represented by the formula (L-6.1) or (L-6.2), the formula (L- 6.4) or one type from the compound represented by (L-6.5), one type from the compound represented by formula (L-6.6) or formula (L-6.7), It is preferable to select one compound from the compounds represented by -6.8) or (L-6.9) and combine them as appropriate. Among them, represented by formula (L-6.1), formula (L-6.3), formula (L-6.4), formula (L-6.6) and formula (L-6.9). It is preferable to include a compound.
さらに、一般式(L-6)で表される化合物は、例えば式(L-6.10)から式(L-6.17)で表される化合物であることが好ましく、その中でも、式(L-6.11)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17). A compound represented by L-6.11) is preferable.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%である。これら化合物の好ましい含有量の上限値は、20%であり、15%であり、13%であり、10%であり、9%である。
The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
さらに、一般式(L)で表される化合物は、一般式(L-7)で表される群より選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (L) is preferably a compound selected from the group represented by the general formula (L-7).
(式中、RL71及びRL72はそれぞれ独立して炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表し、AL71及びAL72はそれぞれ独立して1,4-シクロヘキシレン基又は1,4-フェニレン基を表すが、AL71及びAL72上の水素原子はそれぞれ独立してフッ素原子によって置換されていてもよく、QL71は単結合又はCOO-を表し、XL71及びXL72はそれぞれ独立してフッ素原子又は水素原子を表す。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類であり、4種類である。 (Wherein, R L71 and R L72 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 to 5 A L71 and A L72 each independently represents a 1,4-cyclohexylene group or a 1,4-phenylene group, but the hydrogen atoms on A L71 and A L72 may each independently be substituted with a fluorine atom, and Q L71 Represents a single bond or COO-, and X L71 and X L72 each independently represents a fluorine atom or a hydrogen atom.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて組み合わせる。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類であり、4種類である。 (Wherein, R L71 and R L72 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 to 5 A L71 and A L72 each independently represents a 1,4-cyclohexylene group or a 1,4-phenylene group, but the hydrogen atoms on A L71 and A L72 may each independently be substituted with a fluorine atom, and Q L71 Represents a single bond or COO-, and X L71 and X L72 each independently represents a fluorine atom or a hydrogen atom.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.
本発明の組成物において、一般式(L-7)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率、プロセス適合性、滴下痕、焼き付き、誘電率異方性などの求められる性能に応じて適宜調整する必要がある。
In the composition of the present invention, the content of the compound represented by the general formula (L-7) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
本発明の組成物の総量に対しての式(L-7)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、3%であり、5%であり、7%であり、10%であり、14%であり、16%であり、20%である。本発明の組成物の総量に対しての式(L-7)で表される化合物の好ましい含有量の上限値は、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、10%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%. The upper limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. 18%, 15%, 10%, 5%.
本発明の組成物が高いTniの実施形態が望まれる場合は式(L-7)で表される化合物の含有量を多めにすることが好ましく、低粘度の実施形態が望まれる場合は含有量を少なめにすることが好ましい。
When an embodiment with high Tni is desired for the composition of the present invention, the content of the compound represented by formula (L-7) is preferably increased, and when an embodiment with low viscosity is desired, the content is It is preferable to reduce the amount.
さらに、一般式(L-7)で表される化合物は、式(L-7.1)から式(L-7.4)で表される化合物であることが好ましく、式(L-7.2)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and the formula (L-7. It is preferable that it is a compound represented by 2).
さらに、一般式(L-7)で表される化合物は、式(L-7.11)から式(L-7.13)で表される化合物であることが好ましく、式(L-7.11)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13). It is preferable that it is a compound represented by 11).
さらに、一般式(L-7)で表される化合物は、式(L-7.21)から式(L-7.23)で表される化合物である。式(L-7.21)で表される化合物であることが好ましい。
Furthermore, the compound represented by the general formula (L-7) is a compound represented by the formula (L-7.21) to the formula (L-7.23). A compound represented by formula (L-7.21) is preferable.
さらに、一般式(L-7)で表される化合物は、式(L-7.31)から式(L-7.34)で表される化合物であることが好ましく、式(L-7.31)又は/及び式(L-7.32)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and the formula (L-7. 31) or / and a compound represented by the formula (L-7.32).
さらに、一般式(L-7)で表される化合物は、式(L-7.41)から式(L-7.44)で表される化合物であることが好ましく、式(L-7.41)又は/及び式(L-7.42)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), and the formula (L-7. 41) or / and a compound represented by formula (L-7.42).
本発明の組成物は、一般式(M)で表される化合物を含有することも好ましい。
The composition of the present invention preferably contains a compound represented by the general formula (M).
(式中、RM1は炭素原子数1~8のアルキル基を表し、該アルキル基中の1個又は非隣接の2個以上の-CH2-はそれぞれ独立して-CH=CH-、-C≡C-、-O-、-CO-、-COO-又は-OCO-によって置換されていてもよく、
PMは、0、1、2、3又は4を表し、
CM1及びCM2はそれぞれ独立して、
(d) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-又は-S-に置き換えられてもよい。)及び
(e) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(d)及び基(e)上の水素原子はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
KM1及びKM2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-OCF2-、-CF2O-、-COO-、-OCO-又は-C≡C-を表し、
PMが2、3又は4であってKM1が複数存在する場合は、それらは同一であっても異なっていても良く、PMが2、3又は4であってCM2が複数存在する場合は、それらは同一であっても異なっていても良く、
XM1及びXM3はそれぞれ独立して水素原子、塩素原子又はフッ素原子を表し、
XM2は、水素原子、フッ素原子、塩素原子、シアノ基、トリフルオロメチル基、フルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメトキシ基又は2,2,2-トリフルオロエチル基を表す。ただし、一般式(L)で表される化合物、一般式(i)で表される化合物及び一般式(ii)で表される化合物を除く。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの所望の性能に応じて組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類である。またさらに、本発明の別の実施形態では4種類であり、5種類であり、6種類であり、7種類以上である。 (Wherein R M1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently —CH═CH—, — Optionally substituted by C≡C—, —O—, —CO—, —COO— or —OCO—,
PM represents 0, 1, 2, 3 or 4;
C M1 and C M2 are each independently
(D) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O- or -S- And (e) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═).
A hydrogen atom on the group (d) and the group (e) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
K M1 and K M2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, Represents —COO—, —OCO— or —C≡C—,
When PM is 2, 3 or 4 and there are a plurality of K M1 , they may be the same or different, and when PM is 2, 3 or 4 and there are a plurality of C M2 They may be the same or different,
X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
X M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, or a 2,2,2-trifluoroethyl group. However, the compound represented by general formula (L), the compound represented by general formula (i), and the compound represented by general formula (ii) are excluded. )
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. For example, in one embodiment of the present invention, there are one kind, two kinds, and three kinds of compounds to be used. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.
PMは、0、1、2、3又は4を表し、
CM1及びCM2はそれぞれ独立して、
(d) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-又は-S-に置き換えられてもよい。)及び
(e) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(d)及び基(e)上の水素原子はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
KM1及びKM2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-OCF2-、-CF2O-、-COO-、-OCO-又は-C≡C-を表し、
PMが2、3又は4であってKM1が複数存在する場合は、それらは同一であっても異なっていても良く、PMが2、3又は4であってCM2が複数存在する場合は、それらは同一であっても異なっていても良く、
XM1及びXM3はそれぞれ独立して水素原子、塩素原子又はフッ素原子を表し、
XM2は、水素原子、フッ素原子、塩素原子、シアノ基、トリフルオロメチル基、フルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメトキシ基又は2,2,2-トリフルオロエチル基を表す。ただし、一般式(L)で表される化合物、一般式(i)で表される化合物及び一般式(ii)で表される化合物を除く。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの所望の性能に応じて組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類である。またさらに、本発明の別の実施形態では4種類であり、5種類であり、6種類であり、7種類以上である。 (Wherein R M1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently —CH═CH—, — Optionally substituted by C≡C—, —O—, —CO—, —COO— or —OCO—,
PM represents 0, 1, 2, 3 or 4;
C M1 and C M2 are each independently
(D) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O- or -S- And (e) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═).
A hydrogen atom on the group (d) and the group (e) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
K M1 and K M2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, Represents —COO—, —OCO— or —C≡C—,
When PM is 2, 3 or 4 and there are a plurality of K M1 , they may be the same or different, and when PM is 2, 3 or 4 and there are a plurality of C M2 They may be the same or different,
X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
X M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, or a 2,2,2-trifluoroethyl group. However, the compound represented by general formula (L), the compound represented by general formula (i), and the compound represented by general formula (ii) are excluded. )
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. For example, in one embodiment of the present invention, there are one kind, two kinds, and three kinds of compounds to be used. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.
本発明の組成物において、一般式(M)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率、プロセス適合性、滴下痕、焼き付き、誘電率異方性などの求められる性能に応じて適宜調整する必要がある。
In the composition of the present invention, the content of the compound represented by the general formula (M) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.
本発明の組成物の総量に対しての式(M)で表される化合物の好ましい含有量の下限値は、1%であり、10%であり、20%であり、30%であり、40%であり、50%であり、55%であり、60%であり、65%であり、70%であり、75%であり、80%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、例えば本発明の一つの形態では95%であり、85%であり、75%であり、65%であり、55%であり、45%であり、35%であり、25%である。
The lower limit of the preferable content of the compound represented by the formula (M) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40% %, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferable content is, for example, 95%, 85%, 75%, 65%, and 55% with respect to the total amount of the composition of the present invention. Yes, 45%, 35%, 25%.
本発明の組成物の粘度を低く保ち、応答速度が速い組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。さらに、本発明の組成物のTniを高く保ち、温度安定性の良い組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。また、駆動電圧を低く保つために誘電率異方性を大きくしたいときは、上記の下限値を高めに、上限値を高めにすることが好ましい。
When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
信頼性を重視する場合にはRM1はアルキル基であることが好ましく、粘性の低下を重視する場合にはアルケニル基であることが好ましい。
R M1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.
RM1は、それが結合する環構造がフェニル基(芳香族)である場合には、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び炭素原子数4~5のアルケニル基が好ましく、それが結合する環構造がシクロヘキサン、ピラン及びジオキサンなどの飽和した環構造の場合には、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び直鎖状の炭素原子数2~5のアルケニル基が好ましい。
R M1 represents a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms when the ring structure to which R M1 is bonded is a phenyl group (aromatic). And an alkenyl group having 4 to 5 carbon atoms, and when the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms, A straight-chain alkoxy group having 1 to 4 carbon atoms and a straight-chain alkenyl group having 2 to 5 carbon atoms are preferred.
一般式(M)で表される化合物は組成物の化学的な安定性が求められる場合には塩素原子をその分子内に有さないことが好ましい。更に組成物内に塩素原子を有する化合物が5%以下であることが好ましく、3%以下であることが好ましく、1%以下であることが好ましく、0.5%以下であることが好ましく、実質的に含有しないことが好ましい。実質的に含有しないとは、化合物製造時の不純物として生成した化合物等の意図せず塩素原子を含む化合物のみが組成物に混入することを意味する。
The compound represented by the general formula (M) preferably has no chlorine atom in the molecule when the chemical stability of the composition is required. Further, the compound having a chlorine atom in the composition is preferably 5% or less, preferably 3% or less, preferably 1% or less, preferably 0.5% or less, It is preferable not to contain it. “Substantially not contained” means that only a compound containing a chlorine atom unintentionally enters the composition, such as a compound produced as an impurity during the production of the compound.
一般式(M)で表される化合物は、例えば一般式(M-1)で表される化合物群から選ばれる化合物であることが好ましい。
The compound represented by the general formula (M) is preferably, for example, a compound selected from the group of compounds represented by the general formula (M-1).
(式中、RM11は炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表し、XM11からXM15はそれぞれ独立して水素原子又はフッ素原子を表し、YM11はフッ素原子又はOCF3を表す。)
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの所望の性能に応じて組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類以上である。 (Wherein R M11 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, and X M11 to X M15 each independently represents hydrogen. represents an atom or a fluorine atom, Y M11 represents a fluorine atom or OCF 3.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの所望の性能に応じて組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類以上である。 (Wherein R M11 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, and X M11 to X M15 each independently represents hydrogen. represents an atom or a fluorine atom, Y M11 represents a fluorine atom or OCF 3.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.
本発明の組成物の総量に対しての式(M-1)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%であり、22%であり、25%であり、30%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
本発明の組成物の粘度を低く保ち、応答速度が速い組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。さらに、本発明の組成物のTniを高く保ち、温度安定性の良い組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。また、駆動電圧を低く保つために誘電率異方性を大きくしたいときは、上記の下限値を高めに、上限値を高めにすることが好ましい。
When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
さらに、一般式(M-1)で表される化合物は、具体的には式(M-1.1)から式(M-1.4)で表される化合物であることが好ましく、式(M-1.1)又は式(M-1.2)で表される化合物が好ましく、式(M-1.2)で表される化合物がさらに好ましい。また、式(M-1.1)又は式(M-1.2)で表される化合物を同時に使用することも好ましい。
Further, the compound represented by the general formula (M-1) is specifically preferably a compound represented by the formula (M-1.1) to the formula (M-1.4). A compound represented by M-1.1) or formula (M-1.2) is preferred, and a compound represented by formula (M-1.2) is more preferred. It is also preferred to use the compounds represented by formula (M-1.1) or formula (M-1.2) at the same time.
本発明の組成物の総量に対しての式(M-1.1)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、6%である。好ましい含有量の上限値は、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-1.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 15%, 13%, 10%, 8%, and 5%.
本発明の組成物の総量に対しての式(M-1.2)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、6%である。好ましい含有量の上限値は、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%である。
The lower limit of the preferable content of the compound represented by the formula (M-1.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
本発明の組成物の総量に対しての式(M-1.1)及び式(M-1.2)で表される化合物の合計の好ましい含有量の下限値は、1%であり、2%であり、5%であり、6%である。好ましい含有量の上限値は、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%である。
The lower limit of the preferable total content of the compounds represented by the formulas (M-1.1) and (M-1.2) with respect to the total amount of the composition of the present invention is 1%, %, 5% and 6%. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
さらに、一般式(M)で表される化合物は、例えば一般式(M-2)で表される化合物群から選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-2), for example.
(式中、RM21は炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表し、XM21及びXM22はそれぞれ独立して水素原子又はフッ素原子を表し、YM21はフッ素原子、塩素原子又はOCF3を表す。)
本発明の組成物の総量に対しての式(M-1)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%であり、22%であり、25%であり、30%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。 (Wherein R M21 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, and X M21 and X M22 each independently represent hydrogen represents an atom or a fluorine atom, Y M21 represents a fluorine atom, a chlorine atom or OCF 3.)
The lower limit of the preferable content of the compound represented by the formula (M-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
本発明の組成物の総量に対しての式(M-1)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%であり、22%であり、25%であり、30%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。 (Wherein R M21 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, and X M21 and X M22 each independently represent hydrogen represents an atom or a fluorine atom, Y M21 represents a fluorine atom, a chlorine atom or OCF 3.)
The lower limit of the preferable content of the compound represented by the formula (M-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
本発明の組成物の粘度を低く保ち、応答速度が速い組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。さらに、本発明の組成物のTniを高く保ち、焼きつきの発生しにくい組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。また、駆動電圧を低く保つために誘電率異方性を大きくしたいときは、上記の下限値を高めに、上限値を高めにすることが好ましい。
When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention is required to maintain a high Tni and hardly burn-in, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
さらに、一般式(M-2)で表される化合物は、式(M-2.1)から式(M-2.5)で表される化合物であることが好ましく、式(M-2.3)又は/及び式(M-2.5)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (M-2) is preferably a compound represented by the formula (M-2.1) to the formula (M-2.5). 3) or / and a compound represented by the formula (M-2.5) is preferable.
本発明の組成物の総量に対しての式(M-2.2)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、6%である。好ましい含有量の上限値は、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-2.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 15%, 13%, 10%, 8%, and 5%.
本発明の組成物の総量に対しての式(M-2.3)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、6%である。好ましい含有量の上限値は、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%である。
The lower limit of the preferable content of the compound represented by the formula (M-2.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
本発明の組成物の総量に対しての式(M-2.5)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、6%である。好ましい含有量の上限値は、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%である。
The lower limit of the preferable content of the compound represented by the formula (M-2.5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
本発明の組成物の総量に対しての式(M-2.2)、(M-2.3)及び式(M-2.5)で表される化合物の合計の好ましい含有量の下限値は、1%であり、2%であり、5%であり、6%である。好ましい含有量の上限値は、30%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%である。
Lower limit value of the preferable total content of the compounds represented by formulas (M-2.2), (M-2.3) and formula (M-2.5) with respect to the total amount of the composition of the present invention Is 1%, 2%, 5%, 6%. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
含有量は、本発明の組成物の総量に対して1%以上であることが好ましく、5%以上がより好ましく、8%以上がさらに好ましく、10%以上がさらに好ましく、14%以上がさらに好ましく、16%以上が特に好ましい。また、低温での溶解性、転移温度、電気的な信頼性などを考慮して、最大比率を30%以下にとどめることが好ましく、25%以下がさらに好ましく、22%以下がより好ましく、20%未満が特に好ましい。
The content is preferably 1% or more with respect to the total amount of the composition of the present invention, more preferably 5% or more, further preferably 8% or more, further preferably 10% or more, and more preferably 14% or more. 16% or more is particularly preferable. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 30% or less, more preferably 25% or less, more preferably 22% or less, and more preferably 20%. Less than is particularly preferred.
本発明の組成物に使用される一般式(M)で表される化合物は、一般式(M-3)で表される化合物であることが好ましい。
The compound represented by the general formula (M) used in the composition of the present invention is preferably a compound represented by the general formula (M-3).
(式中、RM31は炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表し、XM31からXM36はそれぞれ独立して水素原子又はフッ素原子を表し、YM31はフッ素原子、塩素原子又はOCF3を表す。)
組み合わせることのできる化合物に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して1種から2種類以上組み合わせることが好ましい。 (Wherein R M31 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, and X M31 to X M36 are each independently hydrogen. represents an atom or a fluorine atom, Y M31 represents a fluorine atom, a chlorine atom or OCF 3.)
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one or more of them in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.
組み合わせることのできる化合物に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して1種から2種類以上組み合わせることが好ましい。 (Wherein R M31 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, and X M31 to X M36 are each independently hydrogen. represents an atom or a fluorine atom, Y M31 represents a fluorine atom, a chlorine atom or OCF 3.)
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one or more of them in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.
一般式(M-3)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの特性を考慮して実施形態ごとに上限値と下限値がある。
The content of the compound represented by the general formula (M-3) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. There is a value.
本発明の組成物の総量に対しての式(M-3)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%. The upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
さらに、本発明の組成物に使用される一般式(M-3)で表される化合物は、具体的には式(M-3.1)から式(M-3.4)で表される化合物であることが好ましく、中でも式(M-3.1)及び/又は式(M-3.2)で表される化合物を含有することが好ましい。
Furthermore, the compound represented by the general formula (M-3) used in the composition of the present invention is specifically represented by the formula (M-3.1) to the formula (M-3.4). A compound is preferable, and among them, a compound represented by Formula (M-3.1) and / or Formula (M-3.2) is preferably contained.
本発明の組成物の総量に対しての式(M-3.1)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-3.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
本発明の組成物の総量に対しての式(M-3.2)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-3.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
本発明の組成物の総量に対しての式(M-3.1)及び式(M-3.2)で表される化合物の合計の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable total content of the compounds represented by the formulas (M-3.1) and (M-3.2) with respect to the total amount of the composition of the present invention is 1%, %, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
さらに、一般式(M)で表される化合物は、一般式(M-4)で表される群より選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (M) is preferably a compound selected from the group represented by the general formula (M-4).
(式中、RM41は炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表し、XM41からXM48はそれぞれ独立してフッ素原子又は水素原子を表し、YM41はフッ素原子、塩素原子又はOCF3を表す。)
組み合わせることのできる化合物に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して1種、2種又は3種類以上組み合わせることが好ましい。 (Wherein R M41 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, and X M41 to X M48 are each independently fluorine. Represents an atom or a hydrogen atom, and Y M41 represents a fluorine atom, a chlorine atom or OCF 3. )
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one, two, or three or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.
組み合わせることのできる化合物に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して1種、2種又は3種類以上組み合わせることが好ましい。 (Wherein R M41 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, and X M41 to X M48 are each independently fluorine. Represents an atom or a hydrogen atom, and Y M41 represents a fluorine atom, a chlorine atom or OCF 3. )
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one, two, or three or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.
一般式(M-4)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの特性を考慮して実施形態ごとに上限値と下限値がある。
The content of the compound represented by the general formula (M-4) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. There is a value.
本発明の組成物の総量に対しての式(M-4)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
本発明の組成物が、セルギャップの小さい液晶表示素子用に用いられる場合は、一般式(M-4)で表される化合物の含有量を多めにすることが適している。駆動電圧の小さい液晶表示素子用に用いられる場合は、一般式(M-4)で表される化合物の含有量を多めにすることが適している。また、低温の環境で用いられる液晶表示素子用に用いられる場合は一般式(M-4)で表される化合物の含有量を少なめにすることが適している。応答速度の速い液晶表示素子に用いられる組成物である場合は、一般式(M-4)で表される化合物の含有量を少なめにすることが適している。
When the composition of the present invention is used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-4). When used for a liquid crystal display element having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-4). Further, when used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-4). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-4).
さらに、本発明の組成物に使用される一般式(M-4)で表される化合物は、具体的には式(M-4.1)から式(M-4.4)で表される化合物であることが好ましく、中でも式(M-4.2)から式(M-4.4)で表される化合物を含有することが好ましく、式(M-4.2)で表される化合物を含有することがより好ましい。
Furthermore, the compound represented by the general formula (M-4) used in the composition of the present invention is specifically represented by the formula (M-4.1) to the formula (M-4.4). Preferably, it is a compound, and among them, it is preferable to contain a compound represented by the formula (M-4.2) to the formula (M-4.4), and a compound represented by the formula (M-4.2) It is more preferable to contain.
さらに、一般式(M)で表される化合物は、一般式(M-5)で表される化合物であることが好ましい。
Furthermore, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-5).
(式中、RM51は炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表し、XM51及びXM52はそれぞれ独立して水素原子又はフッ素原子を表し、YM51はフッ素原子、塩素原子又はOCF3を表す。)
組み合わせることのできる化合物の種類に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して、実施形態ごとに適宜組み合わせて使用する。例えば、本発明の一つの実施形態では1種類、別の実施形態では2種類、さらに別の実施形態では3種類、またさらに別の実施形態では4種類、またさらに別の実施形態では5種類、またさらに別の実施形態では6種類以上組み合わせる。 (Wherein R M51 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, and X M51 and X M52 are each independently hydrogen. represents an atom or a fluorine atom, Y M51 represents a fluorine atom, a chlorine atom or OCF 3.)
Although there is no restriction | limiting in the kind of compound which can be combined, Considering solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., it uses combining suitably for every embodiment. For example, one embodiment of the present invention has one type, another embodiment has two types, yet another embodiment has three types, yet another embodiment has four types, and yet another embodiment has five types, In still another embodiment, six or more types are combined.
組み合わせることのできる化合物の種類に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して、実施形態ごとに適宜組み合わせて使用する。例えば、本発明の一つの実施形態では1種類、別の実施形態では2種類、さらに別の実施形態では3種類、またさらに別の実施形態では4種類、またさらに別の実施形態では5種類、またさらに別の実施形態では6種類以上組み合わせる。 (Wherein R M51 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, and X M51 and X M52 are each independently hydrogen. represents an atom or a fluorine atom, Y M51 represents a fluorine atom, a chlorine atom or OCF 3.)
Although there is no restriction | limiting in the kind of compound which can be combined, Considering solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., it uses combining suitably for every embodiment. For example, one embodiment of the present invention has one type, another embodiment has two types, yet another embodiment has three types, yet another embodiment has four types, and yet another embodiment has five types, In still another embodiment, six or more types are combined.
本発明の組成物の総量に対しての式(M-5)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%であり、22%であり、25%であり、30%である。好ましい含有量の上限値は、50%であり、45%であり、40%であり、35%であり、33%であり、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferable content is 50%, 45%, 40%, 35%, 33%, 30%, 28%, 25%, 23% 20%, 18%, 15%, 13%, 10%, 8%, 5%.
本発明の組成物の粘度を低く保ち、応答速度が速い組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。さらに、本発明の組成物のTniを高く保ち、焼きつきの発生しにくい組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。また、駆動電圧を低く保つために誘電率異方性を大きくしたいときは、上記の下限値を高めに、上限値を高めにすることが好ましい。
When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention is required to maintain a high Tni and hardly burn-in, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
さらに、一般式(M-5)で表される化合物は、式(M-5.1)から式(M-5.4)で表される化合物であることが好ましく、式(M-5.1)から式(M-5.4)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.1) to the formula (M-5.4), and the formula (M-5. A compound represented by formula (M-5.4) is preferable.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、8%であり、10%であり、13%であり、15%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、一般式(M-5)で表される化合物は、式(M-5.11)から式(M-5.17)で表される化合物であることが好ましく、式(M-5.11)、式(M-5.13)及び式(M-5.17)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.11) to the formula (M-5.17), and the formula (M-5. 11), a compound represented by formula (M-5.13) and formula (M-5.17) is preferable.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、8%であり、10%であり、13%であり、15%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、一般式(M-5)で表される化合物は、式(M-5.21)から式(M-5.28)で表される化合物であることが好ましく、式(M-5.21)、式(M-5.22)、式(M-5.23)及び式(M-5.25)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.21) to the formula (M-5.28), and the formula (M-5. 21), a compound represented by formula (M-5.22), formula (M-5.23) and formula (M-5.25).
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%であり、22%であり、25%であり、30%である。好ましい含有量の上限値は、40%であり、35%であり、33%であり、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferable content is 40%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18% 15% 13% 10% 8% 5%
さらに、一般式(M)で表される化合物は、一般式(M-6)で表される化合物であることが好ましい。
Furthermore, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-6).
(式中、RM61は炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表し、XM61からXM64はそれぞれ独立してフッ素原子又は水素原子を表し、YM61はフッ素原子、塩素原子又はOCF3を表す。)
組み合わせることのできる化合物の種類に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して実施形態ごとに適宜組み合わせる。 (Wherein R M61 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, and X M61 to X M64 are each independently fluorine. Represents an atom or a hydrogen atom, and Y M61 represents a fluorine atom, a chlorine atom or OCF 3 )
Although there is no restriction | limiting in the kind of compound which can be combined, It combines suitably for every embodiment in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc.
組み合わせることのできる化合物の種類に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して実施形態ごとに適宜組み合わせる。 (Wherein R M61 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, and X M61 to X M64 are each independently fluorine. Represents an atom or a hydrogen atom, and Y M61 represents a fluorine atom, a chlorine atom or OCF 3 )
Although there is no restriction | limiting in the kind of compound which can be combined, It combines suitably for every embodiment in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc.
本発明の組成物の総量に対しての式(M-6)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
本発明の組成物が、駆動電圧の小さい液晶表示素子用に用いられる場合は、一般式(M-6)で表される化合物の含有量を多めにすることが適している。また応答速度の速い液晶表示素子に用いられる組成物である場合は、一般式(M-6)で表される化合物の含有量を少なめにすることが適している。
When the composition of the present invention is used for a liquid crystal display device having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-6). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-6).
さらに、一般式(M-6)で表される化合物は具体的には式(M-6.1)から式(M-6.4)で表される化合物であることが好ましく、中でも式(M-6.2)及び式(M-6.4)で表される化合物を含有することが好ましい。
Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.1) to the formula (M-6.4). It is preferable to contain a compound represented by M-6.2) and formula (M-6.4).
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、一般式(M-6)で表される化合物は具体的には式(M-6.11)から式(M-6.14)で表される化合物であることが好ましく、中でも式(M-6.12)及び式(M-6.14)で表される化合物を含有することが好ましい。
Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.11) to the formula (M-6.14). M-6.12) and a compound represented by formula (M-6.14) are preferably contained.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、一般式(M-6)で表される化合物は具体的には式(M-6.21)から式(M-6.24)で表される化合物であることが好ましく、中でも式(M-6.21)、式(M-6.22)及び式(M-6.24)で表される化合物を含有することが好ましい。
Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.21) to the formula (M-6.24). It is preferable to contain a compound represented by formula (M-6.21), formula (M-6.22) and formula (M-6.24).
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、一般式(M-6)で表される化合物は具体的には式(M-6.31)から式(M-6.34)で表される化合物が好ましい。中でも式(M-6.31)及び式(M-6.32)で表される化合物を含有することが好ましい。
Furthermore, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.31) to the formula (M-6.34). Among them, it is preferable to contain a compound represented by the formula (M-6.31) and the formula (M-6.32).
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、一般式(M-6)で表される化合物は具体的には式(M-6.41)から式(M-6.44)で表される化合物であることが好ましく、中でも式(M-6.42)で表される化合物を含有することが好ましい。
Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.41) to the formula (M-6.44). It is preferable to contain a compound represented by M-6.42).
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
更に、一般式(M)で表される化合物は、一般式(M-7)で表される化合物群から選ばれる化合物であることが好ましい。
Furthermore, the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-7).
(式中、XM71からXM76はそれぞれ独立してフッ素原子又は水素原子を表し、RM71は炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表し、YM71はフッ素原子又はOCF3を表す。)
組み合わせることができる化合物の種類に特に制限は無いが、これらの化合物の中から1種~2種類含有することが好ましく、1種~3種類含有することがより好ましく、1種~4種類含有することが更に好ましい。 (Wherein, X M71 to X M76 each independently represents a fluorine atom or a hydrogen atom, and R M71 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or 1 to 4 represents an alkoxy group, and Y M71 represents a fluorine atom or OCF 3. )
There are no particular restrictions on the types of compounds that can be combined, but one to two of these compounds are preferably contained, more preferably one to three, and more preferably one to four. More preferably.
組み合わせることができる化合物の種類に特に制限は無いが、これらの化合物の中から1種~2種類含有することが好ましく、1種~3種類含有することがより好ましく、1種~4種類含有することが更に好ましい。 (Wherein, X M71 to X M76 each independently represents a fluorine atom or a hydrogen atom, and R M71 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or 1 to 4 represents an alkoxy group, and Y M71 represents a fluorine atom or OCF 3. )
There are no particular restrictions on the types of compounds that can be combined, but one to two of these compounds are preferably contained, more preferably one to three, and more preferably one to four. More preferably.
一般式(M-7)で表される化合物の含有量は、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの特性を考慮して実施形態ごとに上限値と下限値がある。
The content of the compound represented by the general formula (M-7) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. There is a value.
本発明の組成物の総量に対しての式(M-7)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferable content of the compound represented by the formula (M-7) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
本発明の組成物が、セルギャップの小さい液晶表示素子用に用いられる場合は、一般式(M-7)で表される化合物の含有量を多めにすることが適している。駆動電圧の小さい液晶表示素子用に用いられる場合は、一般式(M-7)で表される化合物の含有量を多めにすることが適している。また、低温の環境で用いられる液晶表示素子用に用いられる場合は一般式(M-7)で表される化合物の含有量を少なめにすることが適している。応答速度の速い液晶表示素子に用いられる組成物である場合は、一般式(M-7)で表される化合物の含有量を少なめにすることが適している。
When the composition of the present invention is used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-7). When used for a liquid crystal display element with a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-7). In addition, when used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-7). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-7).
さらに、一般式(M-7)で表される化合物は、式(M-7.1)から式(M-7.4)で表される化合物であることが好ましく、式(M-7.2)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.1) to the formula (M-7.4), and the formula (M-7. It is preferable that it is a compound represented by 2).
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、一般式(M-7)で表される化合物は、式(M-7.11)から式(M-7.14)で表される化合物であることが好ましく、式(M-7.11)及び式(M-7.12)で表される化合物であることが好ましい。
Furthermore, the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.11) to the formula (M-7.14), and the formula (M-7. 11) and a compound represented by the formula (M-7.12) are preferable.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、一般式(M-7)で表される化合物は、式(M-7.21)から式(M-7.24)で表される化合物であることが好ましく、式(M-7.21)及び式(M-7.22)で表される化合物であることが好ましい。
Further, the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.21) to the formula (M-7.24). 21) and a compound represented by the formula (M-7.22) are preferable.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、一般式(M)で表される化合物は、一般式(M-8)で表される化合物であることが好ましい。
Furthermore, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-8).
(式中、XM81からXM84はそれぞれ独立してフッ素原子又は水素原子を表し、YM81はフッ素原子、塩素原子又は-OCF3を表し、RM81は炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基を表し、AM81及びAM82はそれぞれ独立して、1,4-シクロヘキシレン基、1,4-フェニレン基又は
( Wherein , X M81 to X M84 each independently represents a fluorine atom or a hydrogen atom, Y M81 represents a fluorine atom, a chlorine atom or —OCF 3 , R M81 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A M81 and A M82 are each independently 1,4-cyclohexylene group, 1,4-phenylene group or
を表すが、1,4-フェニレン基上の水素原子はフッ素原子によって置換されていてもよい。)
本発明の組成物の総量に対しての一般式(M-8)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。 However, the hydrogen atom on the 1,4-phenylene group may be substituted with a fluorine atom. )
The lower limit of the preferable content of the compound represented by formula (M-8) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
本発明の組成物の総量に対しての一般式(M-8)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。 However, the hydrogen atom on the 1,4-phenylene group may be substituted with a fluorine atom. )
The lower limit of the preferable content of the compound represented by formula (M-8) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
本発明の組成物の粘度を低く保ち、応答速度が速い組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。さらに、焼き付きの発生しにくい組成物が必要な場合は上記の下限値を低めに、上限値を低めにすることが好ましい。また、駆動電圧を低く保つために誘電率異方性を大きくしたいときは、上記の下限値を高めに、上限値を高めにすることが好ましい。
When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when a composition that does not easily cause seizure is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
さらに、本発明の組成物に使用される一般式(M-8)で表される化合物は、具体的には式(M-8.1)から式(M-8.4)で表される化合物であることが好ましく、中でも式(M-8.1)及び式(M-8.2)で表される化合物を含有することが好ましい。
Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.1) to the formula (M-8.4). Preferably, it is a compound, and among them, it is preferable to contain a compound represented by formula (M-8.1) or formula (M-8.2).
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、本発明の組成物に使用される一般式(M-8)で表される化合物は、具体的には式(M-8.11)から式(M-8.14)で表される化合物であることが好ましく、中でも式(M-8.12)で表される化合物を含有することが好ましい。
Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.11) to the formula (M-8.14). A compound is preferable, and among them, a compound represented by the formula (M-8.12) is preferably included.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、本発明の組成物に使用される一般式(M-8)で表される化合物は、具体的には式(M-8.21)から式(M-8.24)で表される化合物であることが好ましく、中でも式(M-8.22)で表される化合物を含有することが好ましい。
Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.21) to the formula (M-8.24). A compound is preferable, and among them, a compound represented by the formula (M-8.22) is preferably contained.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、本発明の組成物に使用される一般式(M-8)で表される化合物は、具体的には式(M-8.31)から式(M-8.34)で表される化合物であることが好ましく、中でも式(M-8.32)で表される化合物を含有することが好ましい。
Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.31) to the formula (M-8.34). A compound is preferable, and among them, a compound represented by the formula (M-8.32) is preferably contained.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、本発明の組成物に使用される一般式(M-8)で表される化合物は、具体的には式(M-8.41)から式(M-8.44)で表される化合物であることが好ましく、中でも式(M-8.42)で表される化合物を含有することが好ましい。
Furthermore, the compound represented by formula (M-8) used in the composition of the present invention is specifically represented by formula (M-8.41) to formula (M-8.44). A compound is preferable, and among them, a compound represented by the formula (M-8.42) is preferably included.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
さらに、本発明の組成物に使用される一般式(M-8)で表される化合物は、具体的には式(M-8.51)から式(M-8.54)で表される化合物であることが好ましく、中でも式(M-8.52)で表される化合物を含有することが好ましい。
Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.51) to the formula (M-8.54). A compound is preferable, and among them, a compound represented by the formula (M-8.52) is preferably included.
本発明の組成物の総量に対してのこれら化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
本発明の組成物の総量に対しての一般式(i)、一般式(ii)、一般式(L)及び(M)で表される化合物の合計の好ましい含有量の下限値は、80%であり、85%であり、88%であり、90%であり、92%であり、93%であり、94%であり、95%であり、96%であり、97%であり、98%であり、99%であり、100%である。好ましい含有量の上限値は、100%であり、99%であり、98%であり、95%である。
The lower limit of the preferable total content of the compounds represented by general formula (i), general formula (ii), general formula (L) and (M) with respect to the total amount of the composition of the present invention is 80%. 85% 88% 90% 92% 93% 93% 94% 95% 96% 97% 97% 98% 99% and 100%. The upper limit of the preferable content is 100%, 99%, 98%, and 95%.
本発明の組成物の総量に対しての一般式(i)、一般式(ii)、一般式(L-1)から(L-7)及び(M-1)から(M-8)で表される化合物の合計の好ましい含有量の下限値は、80%であり、85%であり、88%であり、90%であり、92%であり、93%であり、94%であり、95%であり、96%であり、97%であり、98%であり、99%であり、100%である。好ましい含有量の上限値は、100%であり、99%であり、98%であり、95%である。
Represented by the general formula (i), the general formula (ii), the general formulas (L-1) to (L-7), and the (M-1) to (M-8) with respect to the total amount of the composition of the present invention. The lower limit of the preferable total content of the compounds to be obtained is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95% %, 96%, 97%, 98%, 99%, 100%. The upper limit of the preferable content is 100%, 99%, 98%, and 95%.
本願発明の組成物は、分子内に過酸(-CO-OO-)構造等の酸素原子同士が結合した構造を持つ化合物を含有しないことが好ましい。
The composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms such as a peracid (—CO—OO—) structure are bonded in the molecule.
組成物の信頼性及び長期安定性を重視する場合にはカルボニル基を有する化合物の含有量を前記組成物の総質量に対して5%以下とすることが好ましく、3%以下とすることがより好ましく、1%以下とすることが更に好ましく、実質的に含有しないことが最も好ましい。
When emphasizing the reliability and long-term stability of the composition, the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less with respect to the total mass of the composition. Preferably, it is more preferably 1% or less, and most preferably not substantially contained.
UV照射による安定性を重視する場合、塩素原子が置換している化合物の含有量を前記組成物の総質量に対して15%以下とすることが好ましく、10%以下とすることが好ましく、8%以下とすることが好ましく、5%以下とすることがより好ましく、3%以下とすることが好ましく、実質的に含有しないことが更に好ましい。
When importance is attached to the stability by UV irradiation, the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, based on the total mass of the composition. % Or less, preferably 5% or less, more preferably 3% or less, and still more preferably substantially not contained.
分子内の環構造がすべて6員環である化合物の含有量を多くすることが好ましく、分子内の環構造がすべて6員環である化合物の含有量を前記組成物の総質量に対して80%以上とすることが好ましく、90%以上とすることがより好ましく、95%以上とすることが更に好ましく、実質的に分子内の環構造がすべて6員環である化合物のみで組成物を構成することが最も好ましい。
It is preferable to increase the content of a compound in which all the ring structures in the molecule are 6-membered rings, and the content of the compound in which all the ring structures in the molecule are 6-membered rings is 80% of the total mass of the composition. % Or more, more preferably 90% or more, still more preferably 95% or more, and the composition is composed only of a compound in which all of the ring structures in the molecule are all 6-membered rings. Most preferably.
組成物の酸化による劣化を抑えるためには、環構造としてシクロヘキセニレン基を有する化合物の含有量を少なくすることが好ましく、シクロヘキセニレン基を有する化合物の含有量を前記組成物の総質量に対して10%以下とすることが好ましく、8%以下とすることが好ましく、5%以下とすることがより好ましく、3%以下とすることが好ましく、実質的に含有しないことが更に好ましい。
In order to suppress deterioration due to oxidation of the composition, it is preferable to reduce the content of the compound having a cyclohexenylene group as a ring structure, and the content of the compound having a cyclohexenylene group as the total mass of the composition. On the other hand, it is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and still more preferably not contained.
粘度の改善及びTniの改善を重視する場合には、水素原子がハロゲンに置換されていてもよい2-メチルベンゼン-1,4-ジイル基を分子内に持つ化合物の含有量を少なくすることが好ましく、前記2-メチルベンゼン-1,4-ジイル基を分子内に持つ化合物の含有量を前記組成物の総質量に対して10%以下とすることが好ましく、8%以下とすることが好ましく、5%以下とすることがより好ましく、3%以下とすることが好ましく、実質的に含有しないことが更に好ましい。
When importance is attached to improvement of viscosity and improvement of Tni, the content of a compound having a 2-methylbenzene-1,4-diyl group in the molecule, in which a hydrogen atom may be substituted with a halogen, may be reduced. Preferably, the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, more preferably 8% or less, based on the total mass of the composition. It is more preferably 5% or less, further preferably 3% or less, and still more preferably substantially not contained.
本願において実質的に含有しないとは、意図せずに含有する物を除いて含有しないという意味である。
“Substantially not contained” in the present application means that it is not contained except for an unintentionally contained product.
本発明の第一実施形態の組成物に含有される化合物が、側鎖としてアルケニル基を有する場合、前記アルケニル基がシクロヘキサンに結合している場合には当該アルケニル基の炭素原子数は2~5であることが好ましく、前記アルケニル基がベンゼンに結合している場合には当該アルケニル基の炭素原子数は4~5であることが好ましく、前記アルケニル基の不飽和結合とベンゼンは直接結合していないことが好ましい。
When the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, when the alkenyl group is bonded to cyclohexane, the alkenyl group has 2 to 5 carbon atoms. When the alkenyl group is bonded to benzene, the number of carbon atoms of the alkenyl group is preferably 4 to 5, and the unsaturated bond of the alkenyl group and benzene are directly bonded. Preferably not.
本発明の組成物には、PSモード、横電界型PSAモード又は横電界型PSVAモードなどの液晶表示素子を作製するために、重合性化合物を含有することができる。使用できる重合性化合物として、光などのエネルギー線により重合が進行する光重合性モノマーなどが挙げられ、構造として、例えば、ビフェニル誘導体、ターフェニル誘導体などの六員環が複数連結した液晶骨格を有する重合性化合物などが挙げられる。更に具体的には、一般式(XX)
The composition of the present invention may contain a polymerizable compound in order to produce a liquid crystal display element such as a PS mode, a transverse electric field type PSA mode, or a transverse electric field type PSVA mode. Examples of the polymerizable compound that can be used include a photopolymerizable monomer that undergoes polymerization by energy rays such as light. The structure has, for example, a liquid crystal skeleton in which a plurality of six-membered rings such as biphenyl derivatives and terphenyl derivatives are connected. Examples thereof include a polymerizable compound. More specifically, the general formula (XX)
(式中、X201及びX202はそれぞれ独立して、水素原子又はメチル基を表し、
Sp201及びSp202はそれぞれ独立して、単結合、炭素原子数1~8のアルキレン基又は-O-(CH2)s-(式中、sは2から7の整数を表し、酸素原子は芳香環に結合するものとする。)が好ましく、
Z201は-OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CY1=CY2-(式中、Y1及びY2はそれぞれ独立して、フッ素原子又は水素原子を表す。)、-C≡C-又は単結合を表し、
M201は1,4-フェニレン基、トランスー1,4-シクロヘキシレン基又は単結合を表し、式中の全ての1,4-フェニレン基は、任意の水素原子がフッ素原子により置換されていても良い。)で表される二官能モノマーが好ましい。 (Wherein, X 201 and X 202 each independently represent a hydrogen atom or a methyl group,
Sp 201 and Sp 202 each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH 2 ) s — (wherein s represents an integer of 2 to 7, Preferably bonded to an aromatic ring)
Z 201 represents —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, —CH═ CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CY 1 ═CY 2 — (Wherein Y 1 and Y 2 each independently represents a fluorine atom or a hydrogen atom), —C≡C— or a single bond;
M 201 represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond, and all 1,4-phenylene groups in the formula may have any hydrogen atom substituted by a fluorine atom. good. ) Is preferred.
Sp201及びSp202はそれぞれ独立して、単結合、炭素原子数1~8のアルキレン基又は-O-(CH2)s-(式中、sは2から7の整数を表し、酸素原子は芳香環に結合するものとする。)が好ましく、
Z201は-OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CY1=CY2-(式中、Y1及びY2はそれぞれ独立して、フッ素原子又は水素原子を表す。)、-C≡C-又は単結合を表し、
M201は1,4-フェニレン基、トランスー1,4-シクロヘキシレン基又は単結合を表し、式中の全ての1,4-フェニレン基は、任意の水素原子がフッ素原子により置換されていても良い。)で表される二官能モノマーが好ましい。 (Wherein, X 201 and X 202 each independently represent a hydrogen atom or a methyl group,
Sp 201 and Sp 202 each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH 2 ) s — (wherein s represents an integer of 2 to 7, Preferably bonded to an aromatic ring)
Z 201 represents —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, —CH═ CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CY 1 ═CY 2 — (Wherein Y 1 and Y 2 each independently represents a fluorine atom or a hydrogen atom), —C≡C— or a single bond;
M 201 represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond, and all 1,4-phenylene groups in the formula may have any hydrogen atom substituted by a fluorine atom. good. ) Is preferred.
X201及びX202は、何れも水素原子を表すジアクリレート誘導体、何れもメチル基を有するジメタクリレート誘導体の何れも好ましく、一方が水素原子を表しもう一方がメチル基を表す化合物も好ましい。これらの化合物の重合速度は、ジアクリレート誘導体が最も早く、ジメタクリレート誘導体が遅く、非対称化合物がその中間であり、その用途により好ましい態様を用いることができる。PSA表示素子においては、ジメタクリレート誘導体が特に好ましい。
X 201 and X 202 are each preferably a diacrylate derivative that represents a hydrogen atom, or a dimethacrylate derivative that has a methyl group, and a compound in which one represents a hydrogen atom and the other represents a methyl group. The polymerization rate of these compounds is the fastest for diacrylate derivatives, slow for dimethacrylate derivatives, and intermediate for asymmetric compounds, and a preferred embodiment can be used depending on the application. In the PSA display element, a dimethacrylate derivative is particularly preferable.
Sp201及びSp202はそれぞれ独立して、単結合、炭素原子数1~8のアルキレン基又は-O-(CH2)s-を表すが、PSA表示素子においては少なくとも一方が単結合であることが好ましく、共に単結合を表す化合物又は一方が単結合でもう一方が炭素原子数1~8のアルキレン基又は-O-(CH2)s-を表す態様が好ましい。この場合1~4のアルキル基が好ましく、sは1~4が好ましい。
Sp 201 and Sp 202 each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH 2 ) s —, but at least one of them is a single bond in a PSA display element. A compound in which both represent a single bond or one in which one represents a single bond and the other represents an alkylene group having 1 to 8 carbon atoms or —O— (CH 2 ) s — is preferable. In this case, 1 to 4 alkyl groups are preferable, and s is preferably 1 to 4.
Z201は、-OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2-又は単結合が好ましく、-COO-、-OCO-又は単結合がより好ましく、単結合が特に好ましい。
Z 201 represents —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 — or a single bond Are preferred, —COO—, —OCO— or a single bond is more preferred, and a single bond is particularly preferred.
M201は任意の水素原子がフッ素原子により置換されていても良い1,4-フェニレン基、トランス-1,4-シクロヘキシレン基又は単結合を表すが、1,4-フェニレン基又は単結合が好ましい。Cが単結合以外の環構造を表す場合、Z201は単結合以外の連結基も好ましく、M201が単結合の場合、Z201は単結合が好ましい。
M 201 represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond in which any hydrogen atom may be substituted by a fluorine atom, but the 1,4-phenylene group or the single bond is preferable. When C represents a ring structure other than a single bond, Z 201 is preferably a linking group other than a single bond. When M 201 is a single bond, Z 201 is preferably a single bond.
これらの点から、一般式(XX)において、Sp201及びSp202の間の環構造は、具体的には次に記載する構造が好ましい。
From these points, in general formula (XX), the ring structure between Sp 201 and Sp 202 is specifically preferably the structure described below.
一般式(XX)において、M201が単結合を表し、環構造が二つの環で形成される場合において、次の式(XXa-1)から式(XXa-5)を表すことが好ましく、式(XXa-1)から式(XXa-3)を表すことがより好ましく、式(XXa-1)を表すことが特に好ましい。
In the general formula (XX), when M 201 represents a single bond and the ring structure is formed of two rings, the following formulas (XXa-1) to (XXa-5) are preferably represented, It is more preferable to represent the formula (XXa-3) from (XXa-1), and it is particularly preferable to represent the formula (XXa-1).
(式中、両端はSp201又はSp202に結合するものとする。)
これらの骨格を含む重合性化合物は重合後の配向規制力がPSA型液晶表示素子に最適であり、良好な配向状態が得られることから、表示ムラが抑制されるか、又は、全く発生しない。
(In the formula, both ends shall be bonded to Sp 201 or Sp 202. )
The polymerizable compounds containing these skeletons are optimal for PSA-type liquid crystal display elements because of their alignment restriction power after polymerization, and a good alignment state is obtained, so that display unevenness is suppressed or does not occur at all.
以上のことから、重合性モノマーとしては、一般式(XX-1)~一般式(XX-4)が特に好ましく、中でも一般式(XX-2)が最も好ましい。
From the above, as the polymerizable monomer, general formula (XX-1) to general formula (XX-4) are particularly preferable, and among them, general formula (XX-2) is most preferable.
(式中、Sp20は炭素原子数2から5のアルキレン基を表す。)
本発明の組成物にモノマーを添加する場合において、重合開始剤が存在しない場合でも重合は進行するが、重合を促進するために重合開始剤を含有していてもよい。重合開始剤としては、ベンゾインエーテル類、ベンゾフェノン類、アセトフェノン類、ベンジルケタール類、アシルフォスフィンオキサイド類等が挙げられる。 (In the formula, Sp 20 represents an alkylene group having 2 to 5 carbon atoms.)
In the case of adding a monomer to the composition of the present invention, the polymerization proceeds even when no polymerization initiator is present, but may contain a polymerization initiator in order to accelerate the polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides, and the like.
本発明の組成物にモノマーを添加する場合において、重合開始剤が存在しない場合でも重合は進行するが、重合を促進するために重合開始剤を含有していてもよい。重合開始剤としては、ベンゾインエーテル類、ベンゾフェノン類、アセトフェノン類、ベンジルケタール類、アシルフォスフィンオキサイド類等が挙げられる。 (In the formula, Sp 20 represents an alkylene group having 2 to 5 carbon atoms.)
In the case of adding a monomer to the composition of the present invention, the polymerization proceeds even when no polymerization initiator is present, but may contain a polymerization initiator in order to accelerate the polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides, and the like.
本発明における組成物は、さらに、一般式(Q)で表される化合物を含有することができる。
The composition in the present invention can further contain a compound represented by the general formula (Q).
(式中、RQは炭素原子数1から22の直鎖アルキル基又は分岐鎖アルキル基を表し、該アルキル基中の1つ又は2つ以上のCH2基は、酸素原子が直接隣接しないように、-O-、-CH=CH-、-CO-、-OCO-、-COO-、-C≡C-、-CF2O-、-OCF2-で置換されてよく、MQはトランス-1,4-シクロへキシレン基、1,4-フェニレン基又は単結合を表す。)
RQは炭素原子数1から22の直鎖アルキル基又は分岐鎖アルキル基を表し、該アルキル基中の1つ又は2つ以上のCH2基は、酸素原子が直接隣接しないように、-O-、-CH=CH-、-CO-、-OCO-、-COO-、-C≡C-、-CF2O-、-OCF2-で置換されてよいが、炭素原子数1から10の直鎖アルキル基、直鎖アルコキシ基、1つのCH2基が-OCO-又は-COO-に置換された直鎖アルキル基、分岐鎖アルキル基、分岐アルコキシ基、1つのCH2基が-OCO-又は-COO-に置換された分岐鎖アルキル基が好ましく、炭素原子数1から20の直鎖アルキル基、1つのCH2基が-OCO-又は-COO-に置換された直鎖アルキル基、分岐鎖アルキル基、分岐アルコキシ基、1つのCH2基が-OCO-又は-COO-に置換された分岐鎖アルキル基が更に好ましい。MQはトランス-1,4-シクロへキシレン基、1,4-フェニレン基又は単結合を表すが、トランス-1,4-シクロへキシレン基又は1,4-フェニレン基が好ましい。 (Wherein, R Q represents a straight-chain alkyl group or branched alkyl group having from 1 22 carbon atoms, one or two or more CH 2 groups in the alkyl group, so that the oxygen atoms are not directly adjacent a, -O -, - CH = CH -, - CO -, - OCO -, - COO -, - C≡C -, - CF 2 O -, - OCF 2 - may be replaced by, M Q is trans Represents a 1,4-cyclohexylene group, a 1,4-phenylene group or a single bond.)
RQ represents a straight-chain alkyl group or a branched-chain alkyl group having 1 to 22 carbon atoms, and one or more CH 2 groups in the alkyl group are —O—so that oxygen atoms are not directly adjacent to each other. —, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF 2 O—, —OCF 2 — may be substituted. Linear alkyl group, linear alkoxy group, linear alkyl group in which one CH 2 group is substituted with —OCO— or —COO—, branched alkyl group, branched alkoxy group, one CH 2 group is —OCO— Or a branched alkyl group substituted with —COO—, a linear alkyl group having 1 to 20 carbon atoms, a linear alkyl group in which one CH 2 group is substituted with —OCO— or —COO—, branched Chain alkyl group, branched alkoxy group, one CH 2 group Is more preferably a branched alkyl group substituted with —OCO— or —COO—. MQ represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and a trans-1,4-cyclohexylene group or a 1,4-phenylene group is preferred.
RQは炭素原子数1から22の直鎖アルキル基又は分岐鎖アルキル基を表し、該アルキル基中の1つ又は2つ以上のCH2基は、酸素原子が直接隣接しないように、-O-、-CH=CH-、-CO-、-OCO-、-COO-、-C≡C-、-CF2O-、-OCF2-で置換されてよいが、炭素原子数1から10の直鎖アルキル基、直鎖アルコキシ基、1つのCH2基が-OCO-又は-COO-に置換された直鎖アルキル基、分岐鎖アルキル基、分岐アルコキシ基、1つのCH2基が-OCO-又は-COO-に置換された分岐鎖アルキル基が好ましく、炭素原子数1から20の直鎖アルキル基、1つのCH2基が-OCO-又は-COO-に置換された直鎖アルキル基、分岐鎖アルキル基、分岐アルコキシ基、1つのCH2基が-OCO-又は-COO-に置換された分岐鎖アルキル基が更に好ましい。MQはトランス-1,4-シクロへキシレン基、1,4-フェニレン基又は単結合を表すが、トランス-1,4-シクロへキシレン基又は1,4-フェニレン基が好ましい。 (Wherein, R Q represents a straight-chain alkyl group or branched alkyl group having from 1 22 carbon atoms, one or two or more CH 2 groups in the alkyl group, so that the oxygen atoms are not directly adjacent a, -O -, - CH = CH -, - CO -, - OCO -, - COO -, - C≡C -, - CF 2 O -, - OCF 2 - may be replaced by, M Q is trans Represents a 1,4-cyclohexylene group, a 1,4-phenylene group or a single bond.)
RQ represents a straight-chain alkyl group or a branched-chain alkyl group having 1 to 22 carbon atoms, and one or more CH 2 groups in the alkyl group are —O—so that oxygen atoms are not directly adjacent to each other. —, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF 2 O—, —OCF 2 — may be substituted. Linear alkyl group, linear alkoxy group, linear alkyl group in which one CH 2 group is substituted with —OCO— or —COO—, branched alkyl group, branched alkoxy group, one CH 2 group is —OCO— Or a branched alkyl group substituted with —COO—, a linear alkyl group having 1 to 20 carbon atoms, a linear alkyl group in which one CH 2 group is substituted with —OCO— or —COO—, branched Chain alkyl group, branched alkoxy group, one CH 2 group Is more preferably a branched alkyl group substituted with —OCO— or —COO—. MQ represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and a trans-1,4-cyclohexylene group or a 1,4-phenylene group is preferred.
一般式(Q)で表される化合物は、より具体的には、下記の一般式(Q-a)から一般式(Q-d)で表される化合物が好ましい。
More specifically, the compound represented by the general formula (Q) is preferably a compound represented by the following general formula (Qa) to general formula (Qd).
式中、RQ1は炭素原子数1から10の直鎖アルキル基又は分岐鎖アルキル基が好ましく、RQ2は炭素原子数1から20の直鎖アルキル基又は分岐鎖アルキル基が好ましく、RQ3は炭素原子数1から8の直鎖アルキル基、分岐鎖アルキル基、直鎖アルコキシ基又は分岐鎖アルコキシ基が好ましく、LQは炭素原子数1から8の直鎖アルキレン基又は分岐鎖アルキレン基が好ましい。一般式(Q-a)から一般式(Q-d)で表される化合物中、一般式(Q-c)及び一般式(Q-d)で表される化合物が更に好ましい。
In the formula, R Q1 is preferably a linear or branched alkyl group having 1 to 10 carbon atoms, R Q2 is preferably a linear or branched alkyl group having 1 to 20 carbon atoms, and R Q3 is A straight-chain alkyl group having 1 to 8 carbon atoms, a branched-chain alkyl group, a straight-chain alkoxy group or a branched-chain alkoxy group is preferred, and L Q is preferably a straight-chain alkylene group or branched-chain alkylene group having 1 to 8 carbon atoms. . Of the compounds represented by general formula (Qa) to general formula (Qd), compounds represented by general formula (Qc) and general formula (Qd) are more preferable.
本願発明の組成物において、一般式(Q)で表される化合物を1種又は2種を含有することが好ましく、1種から5種含有することが更に好ましく、その含有量は0.001から1%であることが好ましく、0.001から0.1%が更に好ましく、0.001から0.05%が特に好ましい。
In the composition of the present invention, the compound represented by the general formula (Q) preferably contains one or two kinds, more preferably contains 1 to 5 kinds, and the content thereof is from 0.001. It is preferably 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.
本発明の重合性化合物を含有した組成物は、これに含まれる重合性化合物が紫外線照射により重合することで液晶配向能が付与され、組成物の複屈折を利用して光の透過光量を制御する液晶表示素子に使用される。液晶表示素子として、AM-LCD(アクティブマトリックス液晶表示素子)、TN(ネマチック液晶表示素子)、STN-LCD(超ねじれネマチック液晶表示素子)、OCB-LCD及びIPS-LCD(インプレーンスイッチング液晶表示素子)に有用であるが、AM-LCDに特に有用であり、透過型あるいは反射型の液晶表示素子に用いることができる。
In the composition containing the polymerizable compound of the present invention, the polymerizable compound contained therein is polymerized by ultraviolet irradiation to impart liquid crystal alignment ability, and the amount of transmitted light is controlled using the birefringence of the composition. Used for liquid crystal display elements. As liquid crystal display elements, AM-LCD (active matrix liquid crystal display element), TN (nematic liquid crystal display element), STN-LCD (super twisted nematic liquid crystal display element), OCB-LCD and IPS-LCD (in-plane switching liquid crystal display element) However, it is particularly useful for AM-LCDs and can be used for transmissive or reflective liquid crystal display elements.
液晶表示素子に使用される液晶セルの2枚の基板はガラス又はプラスチックの如き柔軟性をもつ透明な材料を用いることができ、一方はシリコン等の不透明な材料でも良い。透明電極層を有する透明基板は、例えば、ガラス板等の透明基板上にインジウムスズオキシド(ITO)をスパッタリングすることにより得ることができる。
The two substrates of the liquid crystal cell used in the liquid crystal display element can be made of a transparent material having flexibility such as glass or plastic, and one of them can be an opaque material such as silicon. A transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.
カラーフィルターは、例えば、顔料分散法、印刷法、電着法又は、染色法等によって作成することができる。顔料分散法によるカラーフィルターの作成方法を一例に説明すると、カラーフィルター用の硬化性着色組成物を、該透明基板上に塗布し、パターニング処理を施し、そして加熱又は光照射により硬化させる。この工程を、赤、緑、青の3色についてそれぞれ行うことで、カラーフィルター用の画素部を作成することができる。その他、該基板上に、TFT、薄膜ダイオード、金属絶縁体金属比抵抗素子等の能動素子を設けた画素電極を設置してもよい。
The color filter can be prepared by, for example, a pigment dispersion method, a printing method, an electrodeposition method, or a dyeing method. A method for producing a color filter by a pigment dispersion method will be described as an example. A curable coloring composition for a color filter is applied on the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this process for each of the three colors red, green, and blue, a pixel portion for a color filter can be created. In addition, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.
前記基板を、透明電極層が内側となるように対向させる。その際、スペーサーを介して、基板の間隔を調整してもよい。このときは、得られる調光層の厚さが1~100μmとなるように調整するのが好ましい。1.5から10μmが更に好ましく、偏光板を使用する場合は、コントラストが最大になるように液晶の屈折率異方性Δnとセル厚dとの積を調整することが好ましい。又、二枚の偏光板がある場合は、各偏光板の偏光軸を調整して視野角やコントラトが良好になるように調整することもできる。更に、視野角を広げるための位相差フィルムも使用することもできる。スペーサーとしては、例えば、ガラス粒子、プラスチック粒子、アルミナ粒子、フォトレジスト材料などからなる柱状スペーサー等が挙げられる。その後、エポキシ系熱硬化性組成物等のシール剤を、液晶注入口を設けた形で該基板にスクリーン印刷し、該基板同士を貼り合わせ、加熱しシール剤を熱硬化させる。
The substrate is opposed so that the transparent electrode layer is on the inside. In that case, you may adjust the space | interval of a board | substrate through a spacer. In this case, it is preferable to adjust so that the thickness of the obtained light control layer is 1 to 100 μm. More preferably, the thickness is 1.5 to 10 μm. When a polarizing plate is used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so that the contrast is maximized. In addition, when there are two polarizing plates, the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good. Furthermore, a retardation film for widening the viewing angle can also be used. Examples of the spacer include columnar spacers made of glass particles, plastic particles, alumina particles, a photoresist material, and the like. Thereafter, a sealant such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.
2枚の基板間に重合性化合物含有組成物を狭持させる方法は、通常の真空注入法又はODF法などを用いることができるが、真空注入法においては滴下痕が発生しないものの、注入の跡が残る課題を有しているものであるが、本願発明においては、ODF法を用いて製造する表示素子により好適に使用することができる。ODF法の液晶表示素子製造工程においては、バックプレーン又はフロントプレーンのどちらか一方の基板にエポキシ系光熱併用硬化性などのシール剤を、ディスペンサーを用いて閉ループ土手状に描画し、その中に脱気下で所定量の組成物を滴下後、フロントプレーンとバックプレーンを接合することによって液晶表示素子を製造することができる。本発明の組成物は、ODF工程における組成物の滴下が安定的に行えるため、好適に使用することができる。
As a method for sandwiching the polymerizable compound-containing composition between the two substrates, a normal vacuum injection method or an ODF method can be used. However, in the present invention, it can be suitably used for a display element manufactured using the ODF method. In the ODF liquid crystal display device manufacturing process, a sealant such as epoxy photothermal combination curing is drawn on a backplane or frontplane substrate using a dispenser in a closed-loop bank shape, and then removed. A liquid crystal display element can be manufactured by bonding a front plane and a back plane after dropping a predetermined amount of the composition under air. The composition of the present invention can be suitably used because the composition can be stably dropped in the ODF process.
重合性化合物を重合させる方法としては、液晶の良好な配向性能を得るためには、適度な重合速度が望ましいので、紫外線又は電子線等の活性エネルギー線を単一又は併用又は順番に照射することによって重合させる方法が好ましい。紫外線を使用する場合、偏光光源を用いても良いし、非偏光光源を用いても良い。また、重合性化合物含有組成物を2枚の基板間に挟持させて状態で重合を行う場合には、少なくとも照射面側の基板は活性エネルギー線に対して適当な透明性が与えられていなければならない。また、光照射時にマスクを用いて特定の部分のみを重合させた後、電場や磁場又は温度等の条件を変化させることにより、未重合部分の配向状態を変化させて、更に活性エネルギー線を照射して重合させるという手段を用いても良い。特に紫外線露光する際には、重合性化合物含有組成物に交流電界を印加しながら紫外線露光することが好ましい。印加する交流電界は、周波数10Hzから10kHzの交流が好ましく、周波数60Hzから10kHzがより好ましく、電圧は液晶表示素子の所望のプレチルト角に依存して選ばれる。つまり、印加する電圧により液晶表示素子のプレチルト角を制御することができる。横電界型MVAモードの液晶表示素子においては、配向安定性及びコントラストの観点からプレチルト角を80度から89.9度に制御することが好ましい。
As a method for polymerizing a polymerizable compound, an appropriate polymerization rate is desirable in order to obtain good alignment performance of liquid crystals. Therefore, active energy rays such as ultraviolet rays or electron beams are irradiated singly or in combination or sequentially. The method of polymerizing by is preferred. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. Further, when the polymerization is carried out in a state where the polymerizable compound-containing composition is sandwiched between two substrates, at least the substrate on the irradiated surface side must be given adequate transparency to the active energy rays. Don't be. Moreover, after polymerizing only a specific part using a mask during light irradiation, the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further irradiation with active energy rays is performed. Then, it is possible to use a means for polymerization. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the polymerizable compound-containing composition. The alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In a horizontal electric field type MVA mode liquid crystal display element, the pretilt angle is preferably controlled from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.
照射時の温度は、本発明の組成物の液晶状態が保持される温度範囲内であることが好ましい。室温に近い温度、即ち、典型的には15~35℃での温度で重合させることが好ましい。紫外線を発生させるランプとしては、メタルハライドランプ、高圧水銀ランプ、超高圧水銀ランプ等を用いることができる。また、照射する紫外線の波長としては、組成物の吸収波長域でない波長領域の紫外線を照射することが好ましく、必要に応じて、紫外線をカットして使用することが好ましい。照射する紫外線の強度は、0.1mW/cm2~100W/cm2が好ましく、2mW/cm2~50W/cm2がより好ましい。照射する紫外線のエネルギー量は、適宜調整することができるが、10mJ/cm2から500J/cm2が好ましく、100mJ/cm2から200J/cm2がより好ましい。紫外線を照射する際に、強度を変化させても良い。紫外線を照射する時間は照射する紫外線強度により適宜選択されるが、10秒から3600秒が好ましく、10秒から600秒がより好ましい。
The temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the composition of the present invention is maintained. Polymerization is preferably performed at a temperature close to room temperature, that is, typically at a temperature of 15 to 35 ° C. As a lamp for generating ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used. Moreover, as a wavelength of the ultraviolet-ray to irradiate, it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a composition, and it is preferable to cut and use an ultraviolet-ray as needed. The intensity of the irradiated ultraviolet light is preferably 0.1 mW / cm 2 to 100 W / cm 2, more preferably 2 mW / cm 2 to 50 W / cm 2. The amount of energy of ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm 2 to 500 J / cm 2, and more preferably 100 mJ / cm 2 to 200 J / cm 2. When irradiating with ultraviolet rays, the intensity may be changed. The time for irradiating with ultraviolet rays is appropriately selected depending on the intensity of the irradiated ultraviolet rays, but is preferably from 10 seconds to 3600 seconds, and more preferably from 10 seconds to 600 seconds.
本発明の組成物を用いた液晶表示素子は高速応答と表示不良の抑制を両立させた有用なものであり、特に、アクティブマトリックス駆動用液晶表示素子に有用であり、VAモード、PSVAモード、PSAモード、IPSモード又はECBモード用液晶表示素子に適用できる。
The liquid crystal display device using the composition of the present invention is useful for achieving both high-speed response and suppression of display failure, and is particularly useful for a liquid crystal display device for active matrix driving. VA mode, PSVA mode, PSA It can be applied to a mode, IPS mode or ECB mode liquid crystal display element.
以下に実施例を挙げて本発明を更に詳述するが、本発明はこれらの実施例に限定されるものではない。また、以下の実施例及び比較例の組成物における「%」は『質量%』を意味する。
Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Further, “%” in the compositions of the following Examples and Comparative Examples means “% by mass”.
実施例中、測定した特性は以下の通りである。
In the examples, the measured characteristics are as follows.
Tni :ネマチック相-等方性液体相転移温度(℃)
Δn :298Kにおける屈折率異方性
Δε :298Kにおける誘電率異方性
η :293Kにおける粘度(mPa・s)
γ1 :298Kにおける回転粘度(mPa・s)
VHR:周波数60Hz,印加電圧5Vの条件下で333Kにおける電圧保持率(%)
耐熱試験後VHR:組成物サンプルを封入した電気光学特性評価用TEG(テスト・エレメント・グループ)を130℃の恒温槽中に1時間保持した後、上述のVHR測定方法と同条件で測定した。
焼き付き :
液晶表示素子の焼き付き評価は、表示エリア内に所定の固定パターンを任意の試験時間表示させた後に、全画面均一な表示を行ったときの固定パターンの残像が、許容できない残像レベルに達するまでの試験時間を計測した。
1)ここで言う試験時間とは固定パターンの表示時間を示し、この時間が長いほど残像の発生が抑制されており、性能が高いことを示している。
2)許容できない残像レベルとは、出荷合否判定で不合格となる残像が観察されるレベルである。
例)
サンプルA:1000時間
サンプルB:500時間
サンプルC:200時間
サンプルD:100時間
性能は、A>B>C>Dである。 T ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: Refractive index anisotropy at 298K Δε: Dielectric anisotropy at 298K η: Viscosity at 293K (mPa · s)
γ 1 : rotational viscosity at 298 K (mPa · s)
VHR: Voltage holding ratio (%) at 333 K under conditions of frequency 60 Hz and applied voltage 5 V
After heat resistance test VHR: TEG (test element group) for evaluation of electro-optical properties in which a composition sample was sealed was held in a thermostatic bath at 130 ° C. for 1 hour, and then measured under the same conditions as in the VHR measurement method described above.
Burn-in:
The burn-in evaluation of the liquid crystal display element is performed until the afterimage of the fixed pattern reaches an unacceptable afterimage level when displaying the predetermined fixed pattern in the display area for an arbitrary test time and then displaying the entire screen uniformly. The test time was measured.
1) The test time referred to here indicates the display time of the fixed pattern, and the longer this time is, the more the afterimage is suppressed and the higher the performance.
2) The unacceptable afterimage level is a level at which an afterimage that is rejected in the shipment acceptance / rejection determination is observed.
Example)
Sample A: 1000 hours Sample B: 500 hours Sample C: 200 hours Sample D: 100 hours Performance is A>B>C> D.
Δn :298Kにおける屈折率異方性
Δε :298Kにおける誘電率異方性
η :293Kにおける粘度(mPa・s)
γ1 :298Kにおける回転粘度(mPa・s)
VHR:周波数60Hz,印加電圧5Vの条件下で333Kにおける電圧保持率(%)
耐熱試験後VHR:組成物サンプルを封入した電気光学特性評価用TEG(テスト・エレメント・グループ)を130℃の恒温槽中に1時間保持した後、上述のVHR測定方法と同条件で測定した。
焼き付き :
液晶表示素子の焼き付き評価は、表示エリア内に所定の固定パターンを任意の試験時間表示させた後に、全画面均一な表示を行ったときの固定パターンの残像が、許容できない残像レベルに達するまでの試験時間を計測した。
1)ここで言う試験時間とは固定パターンの表示時間を示し、この時間が長いほど残像の発生が抑制されており、性能が高いことを示している。
2)許容できない残像レベルとは、出荷合否判定で不合格となる残像が観察されるレベルである。
例)
サンプルA:1000時間
サンプルB:500時間
サンプルC:200時間
サンプルD:100時間
性能は、A>B>C>Dである。 T ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: Refractive index anisotropy at 298K Δε: Dielectric anisotropy at 298K η: Viscosity at 293K (mPa · s)
γ 1 : rotational viscosity at 298 K (mPa · s)
VHR: Voltage holding ratio (%) at 333 K under conditions of frequency 60 Hz and applied voltage 5 V
After heat resistance test VHR: TEG (test element group) for evaluation of electro-optical properties in which a composition sample was sealed was held in a thermostatic bath at 130 ° C. for 1 hour, and then measured under the same conditions as in the VHR measurement method described above.
Burn-in:
The burn-in evaluation of the liquid crystal display element is performed until the afterimage of the fixed pattern reaches an unacceptable afterimage level when displaying the predetermined fixed pattern in the display area for an arbitrary test time and then displaying the entire screen uniformly. The test time was measured.
1) The test time referred to here indicates the display time of the fixed pattern, and the longer this time is, the more the afterimage is suppressed and the higher the performance.
2) The unacceptable afterimage level is a level at which an afterimage that is rejected in the shipment acceptance / rejection determination is observed.
Example)
Sample A: 1000 hours Sample B: 500 hours Sample C: 200 hours Sample D: 100 hours Performance is A>B>C> D.
滴下痕 :
液晶表示装置の滴下痕の評価は、全面黒表示した場合における白く浮かび上がる滴下痕を目視にて以下の5段階評価で行った。 Drop marks:
The evaluation of the drop marks of the liquid crystal display device was performed by visual observation of the drop marks that appeared white when the entire surface was displayed in black by the following five-step evaluation.
液晶表示装置の滴下痕の評価は、全面黒表示した場合における白く浮かび上がる滴下痕を目視にて以下の5段階評価で行った。 Drop marks:
The evaluation of the drop marks of the liquid crystal display device was performed by visual observation of the drop marks that appeared white when the entire surface was displayed in black by the following five-step evaluation.
5:滴下痕無し(優)
4:滴下痕ごく僅かに有るも許容できるレベル(良)
3:滴下痕僅かに有り、合否判定のボーダーラインレベル(条件付で可)
2:滴下痕有り許容できないレベル(不可)
1:滴下痕有りかなり劣悪(悪)
プロセス適合性 :
プロセス適合性は、ODFプロセスにおいて、定積計量ポンプを用いて、液晶を1回に50pLずつ「0~100回、101~200回、201~300回、・・・・」と100回ずつ滴下したときの各100回滴下分の液晶の質量を計測し、質量のバラつきがODFプロセスに適合できない大きさに達した滴下回数で評価した。
滴下回数が多いほど長時間にわたって安定的に滴下可能であり、プロセス適合性が高いといえる。
例)
サンプルA:95000回
サンプルB:40000回
サンプルC:100000回
サンプルD:10000回
性能は、C>A>B>Dである。 5: No dripping trace (excellent)
4: Acceptable level (good) with very few drops
3: There is a slight drop mark, borderline level of pass / fail judgment (possible with conditions)
2: Unacceptable level with dripping marks (impossible)
1: There is a drip mark and is quite inferior (bad)
Process suitability:
Process suitability is determined by dropping a liquid crystal 50pL at a time, "0 to 100 times, 101 to 200 times, 201 to 300 times, ..." 100 times at a time using a constant volume metering pump in the ODF process. The mass of the liquid crystal for each 100 drops was measured and evaluated by the number of drops at which the mass variation reached a size that could not be adapted to the ODF process.
It can be said that the more the number of times of dropping, the more stable the dropping over a long time, and the higher the process compatibility.
Example)
Sample A: 95,000 times Sample B: 40000 times Sample C: 100,000 times Sample D: 10,000 times The performance is C>A>B> D.
4:滴下痕ごく僅かに有るも許容できるレベル(良)
3:滴下痕僅かに有り、合否判定のボーダーラインレベル(条件付で可)
2:滴下痕有り許容できないレベル(不可)
1:滴下痕有りかなり劣悪(悪)
プロセス適合性 :
プロセス適合性は、ODFプロセスにおいて、定積計量ポンプを用いて、液晶を1回に50pLずつ「0~100回、101~200回、201~300回、・・・・」と100回ずつ滴下したときの各100回滴下分の液晶の質量を計測し、質量のバラつきがODFプロセスに適合できない大きさに達した滴下回数で評価した。
滴下回数が多いほど長時間にわたって安定的に滴下可能であり、プロセス適合性が高いといえる。
例)
サンプルA:95000回
サンプルB:40000回
サンプルC:100000回
サンプルD:10000回
性能は、C>A>B>Dである。 5: No dripping trace (excellent)
4: Acceptable level (good) with very few drops
3: There is a slight drop mark, borderline level of pass / fail judgment (possible with conditions)
2: Unacceptable level with dripping marks (impossible)
1: There is a drip mark and is quite inferior (bad)
Process suitability:
Process suitability is determined by dropping a liquid crystal 50pL at a time, "0 to 100 times, 101 to 200 times, 201 to 300 times, ..." 100 times at a time using a constant volume metering pump in the ODF process. The mass of the liquid crystal for each 100 drops was measured and evaluated by the number of drops at which the mass variation reached a size that could not be adapted to the ODF process.
It can be said that the more the number of times of dropping, the more stable the dropping over a long time, and the higher the process compatibility.
Example)
Sample A: 95,000 times Sample B: 40000 times Sample C: 100,000 times Sample D: 10,000 times The performance is C>A>B> D.
低温での溶解性:
低温での溶解性評価は、組成物を調製後、2mLのサンプル瓶に組成物を1g秤量し、これに温度制御式試験槽の中で、次の運転状態「-20℃(1時間保持)→昇温(0.1℃/毎分)→0℃(1時間保持)→昇温(0.1℃/毎分)→20℃(1時間保持)→降温(-0.1℃/毎分)→0℃(1時間保持)→降温(-0.1℃/毎分)→-20℃」を1サイクルとして温度変化を与え続け、目視にて組成物からの析出物の発生を観察し、析出物が観察されたときの試験時間を計測した。
試験時間が長いほど長時間にわたって安定して液晶相を保っており、低温での溶解性が良好である。
例)
サンプルA:72時間
サンプルB:600時間
サンプルC:384時間
サンプルD:1440時間
性能は、D>B>C>Aである。 Solubility at low temperature:
In order to evaluate the solubility at low temperature, after preparing the composition, 1 g of the composition was weighed into a 2 mL sample bottle, and the next operation state “−20 ° C. (held for 1 hour) in a temperature-controlled test tank. → Temperature rise (0.1 ° C / min) → 0 ° C (hold for 1 hour) → Temperature rise (0.1 ° C / min) → 20 ° C (hold for 1 hour) → Temperature drop (-0.1 ° C / every hour) Min) → 0 ° C. (hold for 1 hour) → fall temperature (−0.1 ° C./min)→−20° C. ”, continuously changing the temperature and visually observing the occurrence of precipitates from the composition The test time when the precipitate was observed was measured.
The longer the test time, the more stably the liquid crystal phase is maintained for a long time, and the solubility at low temperature is better.
Example)
Sample A: 72 hours Sample B: 600 hours Sample C: 384 hours Sample D: 1440 hours Performance is D>B>C> A.
低温での溶解性評価は、組成物を調製後、2mLのサンプル瓶に組成物を1g秤量し、これに温度制御式試験槽の中で、次の運転状態「-20℃(1時間保持)→昇温(0.1℃/毎分)→0℃(1時間保持)→昇温(0.1℃/毎分)→20℃(1時間保持)→降温(-0.1℃/毎分)→0℃(1時間保持)→降温(-0.1℃/毎分)→-20℃」を1サイクルとして温度変化を与え続け、目視にて組成物からの析出物の発生を観察し、析出物が観察されたときの試験時間を計測した。
試験時間が長いほど長時間にわたって安定して液晶相を保っており、低温での溶解性が良好である。
例)
サンプルA:72時間
サンプルB:600時間
サンプルC:384時間
サンプルD:1440時間
性能は、D>B>C>Aである。 Solubility at low temperature:
In order to evaluate the solubility at low temperature, after preparing the composition, 1 g of the composition was weighed into a 2 mL sample bottle, and the next operation state “−20 ° C. (held for 1 hour) in a temperature-controlled test tank. → Temperature rise (0.1 ° C / min) → 0 ° C (hold for 1 hour) → Temperature rise (0.1 ° C / min) → 20 ° C (hold for 1 hour) → Temperature drop (-0.1 ° C / every hour) Min) → 0 ° C. (hold for 1 hour) → fall temperature (−0.1 ° C./min)→−20° C. ”, continuously changing the temperature and visually observing the occurrence of precipitates from the composition The test time when the precipitate was observed was measured.
The longer the test time, the more stably the liquid crystal phase is maintained for a long time, and the solubility at low temperature is better.
Example)
Sample A: 72 hours Sample B: 600 hours Sample C: 384 hours Sample D: 1440 hours Performance is D>B>C> A.
揮発性/製造装置汚染性 :
液晶材料の揮発性評価は、真空攪拌脱泡ミキサーの運転状態をストロボスコープを用いて観察し、液晶材料の発泡を目視により観察することによって行った。具体的には、容量2.0Lの真空攪拌脱泡ミキサーの専用容器に組成物を0.8kg入れ、4kPaの脱気下、公転速度15S-1、自転速度7.5S-1で真空攪拌脱泡ミキサーを運転し、発泡が始まるまでの時間を計測した。
発泡が始まるまでの時間が長いほど揮発しにくく、製造装置を汚染する可能性が低いので、高性能であることを示す。
例)
サンプルA:200秒
サンプルB:45秒
サンプルC:60秒
サンプルD:15秒
性能は、A>C>B>Dである。
尚、実施例において化合物の記載について以下の略号を用いる。
(環構造) Volatility / contamination of production equipment:
Evaluation of the volatility of the liquid crystal material was performed by observing the operating state of the vacuum stirring and defoaming mixer using a stroboscope and visually observing the foaming of the liquid crystal material. Specifically, 0.8 kg of the composition is placed in a special container of a 2.0 L vacuum stirring and defoaming mixer, and the vacuum stirring and degassing is performed at a revolution speed of 15 S-1 and a rotation speed of 7.5 S-1 under 4 kPa of deaeration. The foam mixer was operated and the time until foaming started was measured.
The longer the time until foaming starts, the more difficult it is to volatilize and the lower the possibility of contaminating the production equipment, indicating high performance.
Example)
Sample A: 200 seconds Sample B: 45 seconds Sample C: 60 seconds Sample D: 15 seconds The performance is A>C>B> D.
In the examples, the following abbreviations are used for the description of compounds.
(Ring structure)
液晶材料の揮発性評価は、真空攪拌脱泡ミキサーの運転状態をストロボスコープを用いて観察し、液晶材料の発泡を目視により観察することによって行った。具体的には、容量2.0Lの真空攪拌脱泡ミキサーの専用容器に組成物を0.8kg入れ、4kPaの脱気下、公転速度15S-1、自転速度7.5S-1で真空攪拌脱泡ミキサーを運転し、発泡が始まるまでの時間を計測した。
発泡が始まるまでの時間が長いほど揮発しにくく、製造装置を汚染する可能性が低いので、高性能であることを示す。
例)
サンプルA:200秒
サンプルB:45秒
サンプルC:60秒
サンプルD:15秒
性能は、A>C>B>Dである。
尚、実施例において化合物の記載について以下の略号を用いる。
(環構造) Volatility / contamination of production equipment:
Evaluation of the volatility of the liquid crystal material was performed by observing the operating state of the vacuum stirring and defoaming mixer using a stroboscope and visually observing the foaming of the liquid crystal material. Specifically, 0.8 kg of the composition is placed in a special container of a 2.0 L vacuum stirring and defoaming mixer, and the vacuum stirring and degassing is performed at a revolution speed of 15 S-1 and a rotation speed of 7.5 S-1 under 4 kPa of deaeration. The foam mixer was operated and the time until foaming started was measured.
The longer the time until foaming starts, the more difficult it is to volatilize and the lower the possibility of contaminating the production equipment, indicating high performance.
Example)
Sample A: 200 seconds Sample B: 45 seconds Sample C: 60 seconds Sample D: 15 seconds The performance is A>C>B> D.
In the examples, the following abbreviations are used for the description of compounds.
(Ring structure)
(側鎖構造及び連結構造)
(Side chain structure and linking structure)
(実施例1、比較例1~3)
実施例1の組成物は一般式(i)及び(ii)で表される化合物を含有するものであり、比較例1~3は一般式(i)で表される化合物を含有しないものである。 (Example 1, Comparative Examples 1 to 3)
The composition of Example 1 contains the compounds represented by general formulas (i) and (ii), and Comparative Examples 1 to 3 do not contain the compound represented by general formula (i). .
実施例1の組成物は一般式(i)及び(ii)で表される化合物を含有するものであり、比較例1~3は一般式(i)で表される化合物を含有しないものである。 (Example 1, Comparative Examples 1 to 3)
The composition of Example 1 contains the compounds represented by general formulas (i) and (ii), and Comparative Examples 1 to 3 do not contain the compound represented by general formula (i). .
比較例1の組成物は、一般式(i)で表される化合物を含有しないものであるが、実施例1の組成物と比較してΔεは大きくなるものの、Tniは低下し、γ1が大きく上昇している。
The composition of Comparative Example 1 does not contain the compound represented by the general formula (i). However, although Δε is larger than that of the composition of Example 1, T ni is decreased and γ1 is It has risen greatly.
比較例2の組成物は、実施例1のΔεと同程度になるように比較例1の組成を調整したものであるが、Tniの低下が大きいことがわかる。
The composition of Comparative Example 2 is obtained by adjusting the composition of Comparative Example 1 so as to be approximately the same as Δε of Example 1, but it can be seen that the decrease in T ni is large.
比較例3の組成物はΔεとTniを実施例1と同程度になるように比較例1の組成を調整したものであるが、このようにするとγ1の値が実施例1と比較して大きくなってしまうことがわかる。
The composition of Comparative Example 3 was obtained by adjusting the composition of Comparative Example 1 so that Δε and T ni were comparable to those of Example 1. In this way, the value of γ1 was compared with that of Example 1. You can see that it grows.
(実施例2~4)
(Examples 2 to 4)
(実施例5~7)
(Examples 5 to 7)
(実施例8~10)
(Examples 8 to 10)
(実施例11~13)
(Examples 11 to 13)
実施例1、2、5、8及び11の組成物の下記評価を示す。
The following evaluations of the compositions of Examples 1, 2, 5, 8 and 11 are shown.
他の実施例組成物も同様の結果が得られており、本願組成物は実用上問題ないことがわかる。
The same results were obtained with other Example compositions, and it can be seen that the composition of the present application has no practical problem.
Claims (6)
- 一般式(i)で表される化合物を1種又は2種以上を含有し、一般式(ii)で表される化合物を1種又は2種以上を含有し、一般式(ii)で表される化合物の含有量が20~90質量%である組成物。
- Rii1がビニル基又は1-プロぺニル基を表す請求項1記載の組成物。 The composition according to claim 1, wherein R ii1 represents a vinyl group or a 1-propenyl group.
- 更に一般式(L)で表される化合物を1種類又は2種類以上含有する請求項1又は2記載の組成物。
OLは0、1、2又は3を表し、
BL1、BL2及びBL3はそれぞれ独立して
(a) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)及び
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
LL1及びLL2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=N-N=CH-、-CH=CH-、-CF=CF-又は-C≡C-を表し、
OLが2又は3であってLL2が複数存在する場合は、それらは同一であっても異なっていても良く、OLが2又は3であってBL3が複数存在する場合は、それらは同一であっても異なっていても良い。ただし、一般式(ii)で表される化合物を除く。) Furthermore, the composition of Claim 1 or 2 containing 1 type, or 2 or more types of compounds represented by general formula (L).
OL represents 0, 1, 2 or 3;
B L1 , B L2 and B L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 — not adjacent to each other). May be replaced by —O—) and (b) a 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ not adjacent to each other —N May be replaced by =.)
Represents a group selected from the group consisting of: The above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
L L1 and L L2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 -, -CF 2 O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
When OL is 2 or 3 and a plurality of L L2 are present, they may be the same or different, and when OL is 2 or 3 and a plurality of B L3 is present, they are the same Or different. However, the compound represented by general formula (ii) is excluded. ) - 更に一般式(M)で表される化合物を1種類又は2種類以上含有する請求項1~3のいずれか1項に記載の組成物。
PMは、0、1、2、3又は4を表し、
CM1及びCM2はそれぞれ独立して、
(d) 1,4-シクロヘキシレン基(この基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-又は-S-に置き換えられてもよい。)及び
(e) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(d)、基(e)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
KM1及びKM2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-OCF2-、-CF2O-、-COO-、-OCO-又は-C≡C-を表し、
PMが2、3又は4であってKM1が複数存在する場合は、それらは同一であっても異なっていても良く、PMが2、3又は4であってCM2が複数存在する場合は、それらは同一であっても異なっていても良く、
XM1及びXM3はそれぞれ独立して水素原子、塩素原子又はフッ素原子を表し、
XM2は、水素原子、フッ素原子、塩素原子、シアノ基、トリフルオロメチル基、フルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメトキシ基又は2,2,2-トリフルオロエチル基を表す。ただし、一般式(i)で表される化合物を除く。) The composition according to any one of claims 1 to 3, further comprising one or more compounds represented by formula (M).
PM represents 0, 1, 2, 3 or 4;
C M1 and C M2 are each independently
(D) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O- or -S- And (e) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═).
Represents a group selected from the group consisting of the above-mentioned groups (d) and (e) each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
K M1 and K M2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, Represents —COO—, —OCO— or —C≡C—,
When PM is 2, 3 or 4 and there are a plurality of K M1 , they may be the same or different, and when PM is 2, 3 or 4 and there are a plurality of C M2 They may be the same or different,
X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
X M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, or a 2,2,2-trifluoroethyl group. However, the compound represented by general formula (i) is excluded. ) - 請求項1に記載の組成物を使用した液晶表示素子。 A liquid crystal display device using the composition according to claim 1.
- 請求項1に記載の組成物を使用したIPS素子又はFFS素子。 An IPS element or FFS element using the composition according to claim 1.
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WO2014061365A1 (en) * | 2012-10-17 | 2014-04-24 | Dic株式会社 | Nematic liquid crystal composition |
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