Liquid crystal composition and liquid crystal display device
RE046763 ยท 2018-03-27
Assignee
Inventors
Cpc classification
C09K2019/3422
CHEMISTRY; METALLURGY
C09K2019/3027
CHEMISTRY; METALLURGY
C09K2019/3425
CHEMISTRY; METALLURGY
C09K2323/00
CHEMISTRY; METALLURGY
C09K19/322
CHEMISTRY; METALLURGY
C09K2019/0448
CHEMISTRY; METALLURGY
C09K19/44
CHEMISTRY; METALLURGY
C09K19/42
CHEMISTRY; METALLURGY
C09K19/12
CHEMISTRY; METALLURGY
International classification
C09K19/30
CHEMISTRY; METALLURGY
C09K19/12
CHEMISTRY; METALLURGY
C09K19/20
CHEMISTRY; METALLURGY
C09K19/32
CHEMISTRY; METALLURGY
C09K19/42
CHEMISTRY; METALLURGY
Abstract
Described is a liquid crystal composition which satisfies at least one of such characteristics as high upper limit temperature of the nematic phase, low lower limit temperature of the nematic phase, low viscosity, adequate optical anisotropy, large negative dielectric anisotropy, high resistivity, high stability to ultraviolet light and high stability to heat, or which has an adequate balance between at least two of the above-mentioned characteristics. Also described is an AM element having a short response time, high voltage holding ratio, high contrast ratio, long life and the like. The liquid crystal composition contains a specific compound having a large negative dielectric anisotropy and a low lower limit temperature as a first component, a specific compound having a low viscosity or a high upper limit temperature as a second component, and a specific compound having a polymerizable group as a third component. The AM element contains the composition.
Claims
.[.1. A liquid crystal composition, containing at least one compound selected from the group of compounds represented by formula (1) as a first component, at least one compound selected from the group of compounds represented by formula (2) as a second component and at least one compound selected from the group of compounds represented by formula (3) as a third component: ##STR00044## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; R.sup.5 and R.sup.6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, vinyloxy, propenylether, oxirane, oxetane or vinylketone, and at least one of R.sup.5 and R.sup.6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; ring A is independently 1,4-cyclohexylene or 1,4-phenylene; ring B and ring C are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; ring D and ring E are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,5-difluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 2-methyl-1,4-phenylene, 3-methyl-1,4-phenylene or 2,6-naphthalene; Z.sup.1 is independently a single bond, ethylene, methyleneoxy or carbonyloxy; Z.sup.2 and Z.sup.3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary CH.sub.2 is replaced by O; k and j are independently 1, 2 or 3; and m is 0, 1 or 2, and wherein the at least one compound as the second component comprises arbitrary one of compounds 2-HH-3 and V-HH-3 shown below: ##STR00045## .].
.[.2. The liquid crystal composition according to claim 1, wherein the first component is at least one compound selected from the group of compounds represented by formula (1-1) to formula (1-7): ##STR00046## wherein R.sup.1 and R.sup.2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine..].
.[.3. The liquid crystal composition according to claim 1, wherein the second component further comprises at least one compound selected from the group of compounds represented by formula (2-1) to formula (2-12) other than the compounds 2-HH-3 and V-HH-3: ##STR00047## wherein R.sup.3 and R.sup.4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine..].
.[.4. The liquid crystal composition according to claim 1, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-23): ##STR00048## ##STR00049## ##STR00050## wherein R.sup.5 and R.sup.6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, vinyloxy, propenylether, oxirane, oxetane or vinylketone, and at least one of R.sup.5 and R.sup.6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; and Z.sup.2 and Z.sup.3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary CH.sub.2 is replaced by O..].
.[.5. The liquid crystal composition according to claim 4, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-2)..].
.[.6. The liquid crystal composition according to claim 4, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-3)..].
.[.7. The liquid crystal composition according to claim 4, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-4)..].
.[.8. The liquid crystal composition according to claim 1, wherein a ratio of the first component is in the range of 10% by weight to 60% by weight, a ratio of the second component is in the range of 5% by weight to 50% by weight, based on the weight of the liquid crystal composition excluding the third component, and a ratio of the third component is in the range of 0.05 part by weight to 10 parts by weight, relative to 100 parts by weight of the liquid crystal composition excluding the third component..].
.[.9. The liquid crystal composition according to claim 1, further containing at least one compound selected from the group of compounds represented by formula (4-1) to formula (4-3) as a fourth component: ##STR00051## wherein R.sup.1 and R.sup.2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring A and ring G are independently 1,4-cyclohexylene or 1,4-phenylene; ring F is independently tetrahydropyran-2,5-diyl, 1,4-cyclohexylene, 1,4-phenylene or 2,3-difluoro-1,4-phenylene; Z.sup.1 and Z.sup.4 are independently a single bond, ethylene, methyleneoxy or carbonyloxy; X.sup.1 and X.sup.2 are fluorine for either one or chlorine for the other one; X.sup.3 is hydrogen or methyl, and when X.sup.3 is hydrogen, at least one of ring F is tetrahydropyran-2,5-diyl or 2,3-difluoro-1,4-phenylene; r and t are independently 1, 2 or 3; and p and q are independently 0, 1, 2 or 3, and a sum of p and q is 3 or less..].
.[.10. The liquid crystal composition according to claim 9, wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-1-1) to formula (4-1-3), formula (4-2-1) to formula (4-2-15) and formula (4-3-1) to formula (4-3-4): ##STR00052## ##STR00053## ##STR00054## wherein R.sup.1 and R.sup.2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring A.sup.1, ring A.sup.2, ring G.sup.1 and ring G.sup.2 are independently 1,4-cyclohexylene or 1,4-phenylene; and Z.sup.1 and Z.sup.4 are independently a single bond, ethylene, methyleneoxy or carbonyloxy..].
.[.11. The liquid crystal composition according to claim 1, further containing a polymerization initiator..].
.[.12. The liquid crystal composition according to claim 1, further containing a polymerization inhibitor..].
.[.13. The liquid crystal composition according to claim 1, wherein a maximum temperature of a nematic phase is 70 C. or higher, an optical anisotropy (25 C.) at a wavelength of 589 nanometers is 0.08 or more, and a dielectric anisotropy (25 C.) at a frequency of 1 kHz is 2 or less..].
.[.14. A liquid crystal display device, containing the liquid crystal composition according to claim 1..].
.[.15. The liquid crystal display device according to claim 14, wherein an operating mode in the liquid crystal display device is a VA mode, an IPS mode or a PSA mode, and a driving mode in the liquid crystal display device is an active matrix mode..].
.[.16. The liquid crystal composition according to claim 2, wherein the second component further comprises at least one compound selected from the group of compounds represented by formula (2-1) to formula (2-12) other than the compounds 2-HH-3 and V-HH-3: ##STR00055## wherein R.sup.3 and R.sup.4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine..].
.[.17. The liquid crystal composition according to claim 16, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-23): ##STR00056## ##STR00057## ##STR00058## wherein R.sup.5 and R.sup.6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, vinyloxy, propenylether, oxirane, oxetane or vinylketone, and at least one of R.sup.5 and R.sup.6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; and Z.sup.2 and Z.sup.3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary CH.sub.2 is replaced by O..].
.[.18. The liquid crystal composition according to claim 17, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-2)..].
.[.19. The liquid crystal composition according to claim 17, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-3)..].
.[.20. The liquid crystal composition according to claim 17, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-4)..].
.Iadd.21. A liquid crystal composition, containing at least one compound selected from the group of compounds represented by formula (1) as a first component, at least one compound selected from the group of compounds represented by formula (2) as a second component and at least one compound selected from the group of compounds represented by formula (3) as a third component: ##STR00059## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; R.sup.5 and R.sup.6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, vinyloxy, propenylether, oxirane, oxetane or vinylketone, and at least one of R.sup.5 and R.sup.6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; ring A is independently 1,4-cyclohexylene or 1,4-phenylene; ring B and ring C are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; ring D and ring E are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 2,5-difluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 2-methyl-1,4-phenylene, 3-methyl-1,4-phenylene or 2,6-naphthalene; Z.sup.1 is independently a single bond, ethylene, methyleneoxy or carbonyloxy; Z.sup.2 and Z.sup.3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary CH.sub.2 is replaced by O; k is 1, 2 or 3; j is 1; and m is 0, 1 or 2, wherein the at least one compound as the first component is a compound 3-HB(2F,3F)-O2 shown below: ##STR00060## 3-HB(2F,3F)-O2, and wherein the at least one compound as the second component comprises arbitrary one of compounds 2-HH-3 and V-HH-3 shown below: ##STR00061## wherein the at least one compound as the second component is V-HH-3: ##STR00062## and wherein the ratio of V-HH-3 is at least 20% by weight. .Iaddend.
.Iadd.22. The liquid crystal composition according to claim 21, wherein the first component is at least one compound selected from the group of compounds represented by formula (1-1) to formula (1-7): ##STR00063## wherein R.sup.1 and R.sup.2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine. .Iaddend.
.Iadd.23. The liquid crystal composition according to claim 21, wherein R.sup.2 is alkoxy having 1 to 12 carbons. .Iaddend.
.Iadd.24. The liquid crystal composition according to claim 21, wherein the second component further comprises at least one compound selected from the group of compounds represented by formula (2-1) to formula (2-3) other than the compound V-HH-3: ##STR00064## wherein R.sup.3 and R.sup.4 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine. .Iaddend.
.Iadd.25. The liquid crystal composition according to claim 21, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-23): ##STR00065## ##STR00066## ##STR00067## wherein R.sup.5 and R.sup.6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenvl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone, and at least one of R.sup.5 and R.sup.6 is acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone; and Z.sup.2 and Z.sup.3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary CH.sub.2 is replaced by O. .Iaddend.
.Iadd.26. The liquid crystal composition according to claim 25, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-2). .Iaddend.
.Iadd.27. The liquid crystal composition according to claim 21, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) to formula (3-23): ##STR00068## ##STR00069## ##STR00070## wherein R.sup.5 and R.sup.6 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine, acrylate, methacrylate, propenylether, oxirane, oxetane or vinylketone, and at least one of R.sup.5 and R.sup.6 is methacrylate; and Z.sup.2 and Z.sup.3 are independently a single bond, alkylene having 1 to 12 carbons, or alkylene having 1 to 12 carbons in which arbitrary CH.sub.2 is replaced by O. .Iaddend.
.Iadd.28. The liquid crystal composition according to claim 21, wherein a ratio of the first component is in the range of 10% by weight to 60% by weight, a ratio of the second component is in the range of 20% by weight to 50% by weight, based on the weight of the liquid crystal composition excluding the third component, and a ratio of the third component is in the range of 0.05 part by weight to 10 parts by weight, relative to 100 parts by weight of the liquid crystal composition excluding the third component. .Iaddend.
.Iadd.29. The liquid crystal composition according to claim 21, further containing at least one compound selected from the group of compounds represented by formula (4-1) to formula (4-3) as a fourth component: ##STR00071## wherein R.sup.1 and R.sup.2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring A and ring G are independently 1,4-cyclohexylene or 1,4-phenylene; ring F is independently tetrahydropyran-2,5-diyl, 1,4-cyclohexylene, 1,4-phenylene or 2,3-difluoro-1,4-phenylene; Z.sup.1 and Z.sup.4 are independently a single bond, ethylene, methyleneoxy or carbonyloxy; X.sup.1 and X.sup.2 are fluorine or chlorine, wherein one is fluorine, the other is chlorine; X.sup.3 is hydrogen or methyl, and when X.sup.3 is hydrogen, at least one of ring F is tetrahydropyran-2,5-diyl or 2,3-difluoro-1,4-phenylene; r and t are independently 1, 2 or 3; and p and q are independently 0, 1, 2 or 3, and a sum of p and q is 3 or less. .Iaddend.
.Iadd.30. The liquid crystal composition according to claim 29, wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-1-1) to formula (4-1-3), formula (4-2-1) to formula (4-2-15) and formula (4-3-1) to formula (4-3-4): ##STR00072## ##STR00073## ##STR00074## wherein R.sup.1 and R.sup.2 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring A.sup.1, ring A.sup.2, ring G.sup.1 and ring G.sup.2 are independently 1,4-cyclohexylene or 1,4-phenylene; and Z.sup.1 and Z.sup.4 are independently a single bond, ethylene, methyleneoxy or carbonyloxy. .Iaddend.
.Iadd.31. The liquid crystal composition according to claim 21, further containing a polymerization initiator. .Iaddend.
.Iadd.32. The liquid crystal composition according to claim 21, further containing a polymerization inhibitor. .Iaddend.
.Iadd.33. The liquid crystal composition according to claim 21, wherein a maximum temperature of a nematic phase is 70 C. or higher, an optical anisotropy (25 C.) at a wavelength of 589 nanometers is 0.08 or more, and a dielectric anisotropy (25 C.) at a frequency of 1 kHz is 2 or less. .Iaddend.
.Iadd.34. A liquid crystal display device comprising the liquid crystal composition according to claim 21, wherein an operating mode in the liquid crystal display device is a PSA mode, and a driving mode in the liquid crystal display device is an active matrix mode. .Iaddend.
Description
EXAMPLES
(1) In order to evaluate characteristics of a composition and a compound to be contained in the composition, the composition and the compound were made as a measurement object. When the measurement object was the composition, the measurement object was measured as is, and values obtained were described. When the measurement object was the compound, a sample for measurement was prepared by mixing the compound (15% by weight) into mother liquid crystals (85% by weight). Characteristic values of the compound were calculated from values obtained by measurement, according to an extrapolation method: (extrapolated value)=[(measured value of a sample for measurement)0.85(measured value of mother liquid crystals)]/0.15. When a smectic phase (or crystals) precipitated at the ratio thereof at 25 C., a ratio of the compound to the mother liquid crystals was changed step by step in the order of (10% by weight:90% by weight), (5% by weight:95% by weight) and (1% by weight:99% by weight). Values of a maximum temperature, an optical anisotropy, viscosity and a dielectric anisotropy with regard to the compound were obtained by the extrapolation method.
(2) Components of mother liquid crystals and the ratios thereof were as described below.
(3) ##STR00026##
(4) Characteristics were measured according to the methods described below. Most of the methods are applied as described in EIAJ ED-2521A of the Standard of Electronic Industries Association of Japan, or modified thereon.
(5) Maximum Temperature of a Nematic Phase (NI; C.): A sample was placed on a hot plate in a melting point apparatus equipped with a polarizing microscope and was heated at a rate of 1 C. per minute. A temperature when a part of the sample began to change from a nematic phase to an isotropic liquid was measured. A higher limit of a temperature range of the nematic phase may be abbreviated as maximum temperature.
(6) Minimum Temperature of a Nematic Phase (T.sub.c; C.): A sample having a nematic phase was put in glass vials and kept in freezers at temperatures of 0 C., 10 C., 20 C., 30 C. and 40 C. for 10 days, and then liquid crystal phases were observed. For example, when the sample maintained the nematic phase at 20 C. and changed to crystals or a smectic phase at 30 C., T.sub.c was expressed as T.sub.c20 C. A lower limit of a temperature range of the nematic phase may be abbreviated as minimum temperature.
(7) Viscosity (bulk viscosity; ; measured at 20 C.; mPa.Math.s): A cone-plate (E type) viscometer was used for measurement.
(8) Optical Anisotropy (refractive index anisotropy; n; measured at 25 C.): Measurement was carried out by means of an Abbe refractometer with a polarizing plate mounted on an ocular, using light at a wavelength of 589 nanometers. A surface of a main prism was rubbed in one direction, and then a sample was added dropwise onto the main prism. A refractive index (n) was measured when the direction of polarized light was parallel to the direction of rubbing. A refractive index (n) was measured when the direction of polarized light was perpendicular to the direction of rubbing. A value of optical anisotropy was calculated from an equation: n=nn.
(9) Dielectric Anisotropy (; measured at 25 C.): A value of dielectric anisotropy was calculated from an equation: =. A dielectric constant ( and ) was measured as described below. 1) Measurement of dielectric constant (): An ethanol (20 mL) solution of octadecyl triethoxysilane (0.16 mL) was applied to a well-washed glass substrate. After rotating the glass substrate with a spinner, the glass substrate was heated at 150 C. for 1 hour. A sample was put in a VA device in which a distance (cell gap) between two glass substrates was 4 micrometers, and the device was sealed with an ultraviolet-curable adhesive. Sine waves (0.5 V, 1 kHz) were applied to the device, and after 2 seconds, a dielectric constant () in the major axis direction of liquid crystal molecules was measured. 2) Measurement of dielectric constant (): A polyimide solution was applied to a well-washed glass substrate. After calcining the glass substrate, rubbing treatment was applied to the alignment film obtained. A sample was put in a TN device in which a distance (cell gap) between two glass substrates was 9 micrometers and a twist angle was 80 degrees. Sine waves (0.5V, 1 kHz) were applied to the device, and after 2 seconds a dielectric constant () in the minor axis direction of the liquid crystal molecules was measured.
(10) Threshold Voltage (Vth; measured at 25 C.; V): An LCD-5100 luminance meter made by Otsuka Electronics Co., Ltd. was used for measurement. A light source was a halogen lamp. A sample was put in a VA device having a normally black mode, in which a distance (cell gap) between two glass substrates was 4 micrometers and a rubbing direction was anti-parallel, and the device was sealed with an ultraviolet-curable adhesive. A voltage to be applied to the device (60 Hz, rectangular waves) was stepwise increased from 0 V to 20 V at an increment of 0.02 V. On the occasion, the device was irradiated with light in a perpendicular direction, and the amount of light passing through the device was measured. A voltage-transmittance curve was prepared, in which the maximum amount of light corresponds to 100% transmittance and the minimum amount of light corresponds to 0% transmittance. A threshold voltage is a voltage at 10% transmittance.
(11) Voltage Holding Ratio (VHR-1; measured at 25 C.; %): A TN device used for measurement had a polyimide-alignment film, and a distance (cell gap) between two glass substrates was 5 micrometers. A sample was put in the device, and then the device was sealed with an ultraviolet-curable adhesive. A pulse voltage (60 microseconds at 5 V) was applied to the TN device and the device was charged. A decreasing voltage was measured for 16.7 milliseconds with a high-speed voltmeter, and area A between a voltage curve and a horizontal axis in a unit cycle was obtained. Area B is an area without a decrease. A voltage holding ratio is a percentage of area A to area B.
(12) Voltage Holding Ratio (VHR-2; measured at 80 C.; %): A TN device used for measurement had a polyimide-alignment film, and a distance (cell gap) between two glass substrates was 5 micrometers. A sample was put in the device, and then the device was sealed with an ultraviolet-curable adhesive. A pulse voltage (60 microseconds at 5 V) was applied to the TN device and the device was charged. A decreasing voltage was measured for 16.7 milliseconds with a high-speed voltmeter and area A between a voltage curve and a horizontal axis in a unit cycle was obtained. Area B is an area without a decrease. A voltage holding ratio is a percentage of area A to area B.
(13) Voltage Holding Ratio (VHR-3; measured at 25 C.; %): Stability to ultraviolet light was evaluated by measuring a voltage holding ratio after irradiation with ultraviolet light. A composition having a large VHR-3 has a high stability to ultraviolet light. A TN device used for measurement had a polyimide-alignment film and a cell gap was 5 micrometers. A sample was poured into the device, and then the device was irradiated with light for 20 minutes. A light source was an ultra high-pressure mercury lamp USH-500D (made by Ushio, Inc.), and a distance between the device and the light source was 20 centimeters. In measuring VHR-3, a decreasing voltage was measured for 16.7 milliseconds. A value of VHR-3 is, preferably, in the range of 90% or more, and further preferably, 95% or more.
(14) Voltage Holding Ratio (VHR-4; measured at 25 C.; %): A TN device into which a sample was poured was heated in a constant-temperature bath at 80 C. for 500 hours, and then stability to heat was evaluated by measuring a voltage holding ratio. A composition having a large VHR-4 has a high stability to heat. In measuring VHR-4, a decreasing voltage was measured for 16.7 milliseconds.
(15) Response Time (; measured at 25 C.; millisecond): An LCD-5100 luminance meter made by Otsuka Electronics Co., Ltd. was used for measurement. A light source was a halogen lamp. A low-pass filter was set at 5 kHz. A sample was put in a PVA device having a normally black mode, in which a cell gap between two glass substrates was 3.2 micrometers and a rubbing direction was anti-parallel. The device was sealed with an ultraviolet-curable adhesive. A voltage just over a threshold voltage was applied to the device for about one minute, next, while applying a voltage of 5.6 V, the device was irradiated with ultraviolet light at 23.5 mW/cm.sup.2 for about 8 minutes. Rectangular waves (60 Hz, 10 V, 0.5 second) were applied to the device. On the occasion, the device was irradiated with light in a perpendicular direction, and the amount of light passing through the device was measured. The maximum amount of light corresponds to 100% transmittance, and the minimum amount of light corresponds to 0% transmittance. A response time is time required for a change from 0% transmittance to 90% transmittance (rise time; millisecond).
(16) Specific Resistance (; measured at 25 C.; cm): A sample of 1.0 milliliter was put in a vessel equipped with electrodes. A DC voltage (10V) was applied to the vessel, and a DC current after 10 seconds was measured. A specific resistance was calculated from the following equation: (specific resistance)=[(voltage)(electric capacity of vessel)]/[(DC current)(dielectric constant in vacuum)].
(17) Gas Chromatographic Analysis: GC-14B gas chromatograph made by Shimadzu Corporation was used for measurement. A carrier gas was helium (2 mL per minute). A sample injector and a detector (FID) were set to 280 C. and 300 C., respectively. A capillary column DB-1 (length 30 m, bore 0.32 mm, film thickness 0.25 m; dimethylpolysiloxane as a stationary phase, non-polar) made by Agilent Technologies, Inc. was used for separation of component compounds. After the column was kept at 200 C. for 2 minutes, the column was further heated to 280 C. at a rate of 5 C. per minute. A sample was dissolved in an acetone solution (0.1% by weight), and then 1 microliter of the solution was injected into the sample injector. A recorder used was C-R5A Chromatopac made by Shimadzu Corporation or the equivalent thereof. The resulting gas chromatogram showed a retention time of a peak and a peak area corresponding to each of the component compounds.
(18) As a solvent for diluting a sample, chloroform, hexane and so forth may also be used. The following capillary columns may also be used for separating component compounds: HP-1 (length 30 m, bore 0.32 mm, film thickness 0.25 m) made by Agilent Technologies Inc., Rtx-1 (length 30 m, bore 0.32 mm, film thickness 0.25 m) made by Restek Corporation, and BP-1 (length 30 m, bore 0.32 mm, film thickness 0.25 m) made by SGE International Pty. Ltd. A capillary column CBP1-M50-025 (length 50 m, bore 0.25 mm, film thickness 0.25 m) made by Shimadzu Corporation may also be used for the purpose of avoiding an overlap of peaks of the compounds.
(19) A ratio of liquid crystal compounds included in a composition may be calculated according to the method described below. The liquid crystal compounds can be detected by means of a gas chromatograph. A ratio of peak areas in the gas chromatogram corresponds to a ratio (in the number of moles) of the liquid crystal compounds. When the capillary columns described above were used, a correction coefficient of each of the liquid crystal compounds may be regarded as 1 (one). Accordingly, a ratio (% by weight) of the liquid crystal compounds was calculated from the ratio of the peak areas.
(20) The invention will be explained in detail by way of Examples. The invention is not limited by the Examples described below. The compounds described in Comparative Example and Examples were expressed as symbols according to definitions in Table 3 below. In Table 3, a configuration of 1,4-cyclohexylene is trans. A parenthesized number next to a symbolized compound in Examples corresponds to the number of the compound. A symbol () means any other liquid crystal compound. A ratio (percentage) of liquid crystal compounds means weight percent (% by weight) based on the total weight of the liquid crystal composition. The liquid crystal composition further includes an impurity in addition thereto. Last, the characteristic values of the composition were summarized.
(21) TABLE-US-00003 TABLE 3 Method for Description of Compounds using Symbols R(A.sub.1)Z.sub.1 . . . Z.sub.n(A.sub.n)R 1) Left-terminal Group R Symbol C.sub.nH.sub.2n+1 n- C.sub.nH.sub.2n+1O nO C.sub.mH.sub.2m+1OC.sub.nH.sub.2n mOn- CH.sub.2CH V C.sub.nH.sub.2n+1CHCH nV CH.sub.2CHC.sub.nH.sub.2n Vn- C.sub.mH.sub.2m+1CHCHC.sub.nH.sub.2n mVn- CF.sub.2CH VFF CF.sub.2CHC.sub.nH.sub.2n VFFn- CH.sub.2CHCOO AC CH.sub.2C(CH.sub.3)COO MAC 2) Right-terminal Group R Symbol C.sub.nH.sub.2n+1 -n OC.sub.nH.sub.2n+1 On CHCH.sub.2 V CHCHC.sub.nH.sub.2n+1 Vn C.sub.nH.sub.2nCHCH.sub.2 -nV CHCF.sub.2 VFF COOCH.sub.3 EMe OCOCHCH.sub.2 AC OCOC(CH.sub.3)CH.sub.2 MAC 3) Bonding Group Z.sub.n Symbol C.sub.2H.sub.4 2 COO E CHCH V CC T CF.sub.2O X CH.sub.2O 1O SiH.sub.2 Si 4) Ring Structure A.sub.n Symbol
Comparative Example 1
(22) The composition was a liquid crystal composition that has a negative dielectric anisotropy and does not contain the third component of the invention. The components and characteristics of the composition were as described below.
(23) TABLE-US-00004 V-HB(2F,3F)-O2 (1-1-1) 15% V-HB(2F,3F)-O4 (1-1-1) 10% 2-HBB(2F,3F)-O2 (1-7-1) 1% 3-HBB(2F,3F)-O2 (1-7-1) 10% 5-HBB(2F,3F)-O2 (1-7-1) 10% 2-HH-3 (2-1-1) 27% 3-HB-O2 (2-2-1) 2% 3-HHB-1 (2-5-1) 6% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 3% 2-HHB(2F,3Cl)-O2 (4-1-2-1) 2% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 4-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 3% NI=74.7 C.; Tc20 C.; n=0.090; =2.9; Vth=2.16 V; =7.7 ms; VHR-1=99.1%; VHR-2=98.1%; VHR-3=98.1%.
Example 1
(24) TABLE-US-00005 V-HB(2F,3F)-O2 (1-1-1) 15% V-HB(2F,3F)-O4 (1-1-1) 10% 2-HBB(2F,3F)-O2 (1-7-1) 1% 3-HBB(2F,3F)-O2 (1-7-1) 10% 5-HBB(2F,3F)-O2 (1-7-1) 10% 2-HH-3 (2-1-1) 27% 3-HB-O2 (2-2-1) 2% 3-HHB-1 (2-5-1) 6% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 3% 2-HHB(2F,3Cl)-O2 (4-1-2-1) 2% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 4-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
(25) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB-MAC (3-2-1) NI=75.2 C.; Tc20 C.; n=0.093; =2.9; Vth=2.18 V; =4.4 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 2
(26) TABLE-US-00006 3-H2B(2F,3F)-O2 (1-2-1) 17% 5-H2B(2F,3F)-O2 (1-2-1) 16% 3-HBB(2F,3F)-O2 (1-7-1) 12% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 10% 2-HH-3 (2-1-1) 20% 3-HH-4 (2-1-1) 4% 5-HB-O2 (2-2-1) 4% 3-HHB-1 (2-5-1) 4% 5-HBB(F)B-2 (2-12-1) 7%
(27) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-BB-AC (3-2-1) NI=79.0 C.; Tc20 C.; n=0.108; =3.1; Vth=2.35 V; =4.6 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 3
(28) TABLE-US-00007 V-HB(2F,3F)-O2 (1-1-1) 11% V-HB(2F,3F)-O4 (1-1-1) 10% 3-H2B(2F,3F)-O2 (1-2-1) 15% 5-H2B(2F,3F)-O2 (1-2-1) 5% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 6% 3-HH-4 (2-1-1) 14% 3-HHB-1 (2-5-1) 4% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 3% 5-HBB(F)B-2 (2-12-1) 6% 5-HBB(F)B-3 (2-12-1) 5%
(29) To 100 parts by weight of the composition above, 0.5 part by weight of the following compound as the third component of the invention was added.
MAC-B-MAC (3-1-1) NI=85.9 C.; Tc20 C.; n=0.117; =3.6; Vth=2.20 V; =5.4 ms; VHR-1=99.0%; VHR-2=98.1%.
Example 4
(30) TABLE-US-00008 V-HB(2F,3F)-O2 (1-1-1) 13% V-HB(2F,3F)-O4 (1-1-1) 13% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 8% 2-HH-5 (2-1-1) 8% 3-HH-4 (2-1-1) 14% 5-HB-O2 (2-2-1) 8% 3-HHB-1 (2-5-1) 3% 3-HHB-3 (2-5-1) 4% 3-HHB-O1 (2-5-1) 2% 3-HHEBH-3 (2-9-1) 2% 3-HHEBH-5 (2-9-1) 2% 5-HBB(F)B-2 (2-12-1) 2% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%
(31) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-BB(2F,3F)-AC (3-5-1) NI=85.1 C.; Tc20 C.; n=0.102; =3.2; Vth=2.33 V; =5.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 5
(32) TABLE-US-00009 V-HB(2F,3F)-O2 (1-1-1) 10% V-HB(2F,3F)-O4 (1-1-1) 10% 3-H2B(2F,3F)-O2 (1-2-1) 13% 5-H2B(2F,3F)-O2 (1-2-1) 12% 3-HBB(2F,3F)-O2 (1-7-1) 11% 4-HBB(2F,3F)-O2 (1-7-1) 4% 5-HBB(2F,3F)-O2 (1-7-1) 9% 3-HH-4 (2-1-1) 2% 3-HHEH-3 (2-4-1) 2% 3-HHEH-5 (2-4-1) 2% 4-HHEH-3 (2-4-1) 2% 4-HHEH-5 (2-4-1) 2% 3-HHB-1 (2-5-1) 4% 3-HHB-3 (2-5-1) 7% 3-HHB-O1 (2-5-1) 4% 3-HHEBH-3 (2-9-1) 3% 3-HHEBH-5 (2-9-1) 3%
(33) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=91.2 C.; Tc20 C.; n=0.108; =4.4; Vth=2.04 V; =5.8 ms; VHR-1=99.1%; VHR-2=98.0%.
Example 6
(34) TABLE-US-00010 V-HB(2F,3F)-O2 (1-1-1) 11% V-HB(2F,3F)-O4 (1-1-1) 10% 3-HBB(2F,3F)-O2 (1-7-1) 11% 4-HBB(2F,3F)-O2 (1-7-1) 4% 5-HBB(2F,3F)-O2 (1-7-1) 7% 2-HH-3 (2-1-1) 17% 3-HH-4 (2-1-1) 8% 3-HH-5 (2-1-1) 4% 5-HB-O2 (2-2-1) 6% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 6% 3-HHB-O1 (2-5-1) 3% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 8%
(35) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2Me)B-MAC (3-12-1)
NI=79.3 C.; Tc20 C.; n=0.093; =2.9; Vth=2.30 V; T=4.1 ms; VHR-1=99.2%; VHR-2=98.2%.
Example 7
(36) TABLE-US-00011 V-HB(2F,3F)-O2 (1-1-1) 13% V-HB(2F,3F)-O4 (1-1-1) 13% 3-HBB(2F,3F)-O2 (1-7-1) 6% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 6% 2-HH-3 (2-1-1) 26% 5-HB-O2 (2-2-1) 5% 3-HHB-1 (2-5-1) 4% 3-HHB-3 (2-5-1) 7% 3-HHB-O1 (2-5-1) 4% 5-HBB(F)B-2 (2-12-1) 5% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%
(37) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-B(F)B-AC (3-4-1) NI=75.1 C.; Tc20 C.; n=0.096; =2.7; Vth=2.29 V; =3.8 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 8
(38) TABLE-US-00012 V-HB(2F,3F)-O2 (1-1-1) 14% V-HB(2F,3F)-O4 (1-1-1) 13% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 4% 5-HBB(2F,3F)-O2 (1-7-1) 5% 2-HH-3 (2-1-1) 26% 4-HHEH-3 (2-4-1) 3% 4-HHEH-5 (2-4-1) 3% 3-HHB-1 (2-5-1) 6% 3-HHB-3 (2-5-1) 6% 3-HHB-O1 (2-5-1) 3% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 7%
(39) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-B(Me)B-AC (3-13-1) NI=75.2 C.; Tc20 C.; n=0.088; =3.1; Vth=2.06 V; =4.3 ms; VHR-1=99.2%; VHR-2=98.1%.
Example 9
(40) TABLE-US-00013 3-H2B(2F,3F)-O2 (1-2-1) 15% 5-H2B(2F,3F)-O2 (1-2-1) 15% 2-HBB(2F,3F)-O2 (1-7-1) 3% 3-HBB(2F,3F)-O2 (1-7-1) 9% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-5 (2-1-1) 3% 3-HH-4 (2-1-1) 15% 3-HH-5 (2-1-1) 4% 3-HB-O2 (2-2-1) 12% 3-HHB-1 (2-5-1) 3% 3-HHB-3 (2-5-1) 4% 3-HHB-O1 (2-5-1) 3% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 5%
(41) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B(2F)-MAC (3-6-1) NI=75.7 C.; Tc20 C.; n=0.096; =2.8; Vth=2.38 V; =4.4 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 10
(42) TABLE-US-00014 3-H2B(2F,3F)-O2 (1-2-1) 17% 5-H2B(2F,3F)-O2 (1-2-1) 17% V-HH-3 (2-1-1) 27% V-HHB-1 (2-5-1) 10% 2-BB(F)B-3 (2-7-1) 2% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 4% 4-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 3-HBB(2F,3Cl)-O2 (4-1-3-1) 8% 5-HBB(2F,3Cl)-O2 (4-1-3-1) 9%
(43) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2Me)B(2Me)-MAC (3-14-1) NI=70.0 C.; Tc20 C.; n=0.093; =2.8; Vth=2.33 V; =4.4 ms; VHR-1=99.2%; VHR-2=98.0%.
Example 11
(44) TABLE-US-00015 V-HB(2F,3F)-O2 (1-1-1) 10% V-HHB(2F,3F)-O2 (1-4-1) 15% V2-HHB(2F,3F)-O2 (1-4-1) 15% V-HH-3 (2-1-1) 25% 1V-HH-3 (2-1-1) 8% V-HHB-1 (2-5-1) 5% 2-BB(F)B-3 (2-7-1) 10% 3-HCro(7F,8F)-5 (4-3-1-1) 3% 2O-Cro(7F,8F)H-3 (4-3-2) 3% 3-HHCro(7F,8F)-5 (4-3-3-1) 3% 2O-Cro(7F,8F)HH-5 (4-3-4) 3%
(45) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B(F)-MAC (3-7-1) NI=76.0 C.; Tc20 C.; n=0.094; =3.1; Vth=2.26 V; =6.0 ms; VHR-1=99.0%; VHR-2=98.3%.
Example 12
(46) TABLE-US-00016 V2-HB(2F,3F)-O2 (1-1-1) 15% V-HBB(2F,3F)-O2 (1-7-1) 12% V-HH-3 (2-1-1) 30% V2-HHB-1 (2-5-1) 10% 3-BB(F)B-2V (2-7-1) 8% 3-H1OCro(7F,8F)-5 (4-3-1-3) 5% 5-H1OCro(7F,8F)-4 (4-3-1-3) 5% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 4% 5-HH1OCro(7F,8F)-5 (4-3-3-3) 6% 3-BBCro(7F,8F)-5 (4-3-3-5) 5%
(47) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2Me)B(Me)-MAC (3-15-1) NI=78.4 C.; Tc20 C.; n=0.112; =3.0; Vth=2.30 V; =6.1 ms; VHR-1=99.1%; VHR-2=98.3%.
Example 13
(48) TABLE-US-00017 V-HB(2F,3F)-O2 (1-1-1) 10% V-HHB(2F,3F)-O2 (1-4-1) 10% 1V-HHB(2F,3F)-O2 (1-4-1) 5% 1V2-HHB(2F,3F)-O2 (1-4-1) 5% V2-HBB(2F,3F)-O2 (1-7-1) 10% 2-HH-3 (2-1-1) 22% 3-HH-O1 (2-1-1) 3% 7-HB-1 (2-2-1) 5% 3 -HHEH-5 (2-4-1) 3% V-HHB-1 (2-5-1) 7% V2-BB(F)B-1 (2-7-1) 5% 5-HBB(F)B-3 (2-12-1) 5% 3-H2Cro(7F,8F)-5 (4-3-1-2) 5% 2-Cro(7F,8F)2H-3 (4-3-2-2) 5%
(49) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B(2F)-MAC (3-8-1) NI=81.2 C.; Tc20 C.; n=0.101; =2.7; Vth=2.43 V; =4.4 ms; VHR-1=99.2%; VHR-2=98.0%.
Example 14
(50) TABLE-US-00018 3-HB(2F,3F)-O2 (1-1-1) 5% V-HB(2F,3F)-O2 (1-1-1) 11% V-HB(2F,3F)-O4 (1-1-1) 12% V-HHB(2F,3F)-O2 (1-4-1) 10% V-HHB(2F,3F)-O4 (1-4-1) 10% 3-HBB(2F,3F)-O2 (1-7-1) 5% V-HH-3 (2-1-1) 25% V2-BB-1 (2-3-1) 6% 1V-HBB-2 (2-6-1) 4% 5-HBBH-3 (2-10-1) 5% 3-BCro(7F,8F)-5 (4-3-1 4) 3% 3-HBCro(7F,8F)-5 (4-3-3-4) 4%
(51) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(Me)B(2Me)-MAC (3-16-1) NI=70.1 C.; Tc20 C.; n=0.102; =3.1; Vth=2.21 V; =4.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 15
(52) TABLE-US-00019 V-HB(2F,3F)-O2 (1-1-1) 16% 1V-HB(2F,3F)-O4 (1-1-1) 6% 3-H2B(2F,3F)-O2 (1-2-1) 3% 3-HHB(2F,3F)-O2 (1-4-1) 3% V-HHB(2F,3F)-O2 (1-4-1) 10% V2-HHB(2F,3F)-O2 (1-4-1) 7% V-HBB(2F,3F)-O2 (1-7-1) 10% V-HH-3 (2-1-1) 20% 1V-HH-3 (2-1-1) 7% 5-HHEBH-3 (2-9-1) 4% 5-HB(F)BH-3 (2-11-1) 4% 3-HH2Cro(7F,8F)-3 (4-3-3-2) 3% 3-HH2Cro(7F,8F)-5 (4-3-3-2) 4% 3-Cro(7F,8F)2HH-5 (4-3-4-2) 3%
(53) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B(2F,3F)-MAC (3-9-1) NI=90.1 C.; Tc20 C.; n=0.097; =3.6; Vth=1.92 V; =5.5 ms; VHR-1=99.0%; VHR-2=98.1%.
Example 16
(54) TABLE-US-00020 V-HB(2F,3F)-O2 (1-1-1) 15% V-HB(2F,3F)-O4 (1-1-1) 7% 3-HBB(2F,3F)-O2 (1-7-1) 3% V-HBB(2F,3F)-O2 (1-7-1) 10% V2-HBB(2F,3F)-O2 (1-7-1) 10% 2-HH-3 (2-1-1) 29% 3-HHB-1 (2-5-1) 6% 3-HHB-3 (2-5-1) 6% 3-HHB-O1 (2-5-1) 6% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 8%
(55) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B(2F,3F)-MAC (3-10-1) NI=80.9 C.; Tc20 C.; n=0.094; =3.1; Vth=2.26 V; =4.7 ms; VHR-1=99.2%; VHR-2=98.3%.
Example 17
(56) TABLE-US-00021 3-HB(2F,3F)-O2 (1-1-1) 5% 5-HB(2F,3F)-O2 (1-1-1) 5% 3-HHB(2F,3F)-O2 (1-4-1) 5% 3-HH2B(2F,3F)-O2 (1-5-1) 7% 3-HH-VFF (2-1) 3% V-HH-3 (2-1-1) 28% 1V2-BB-1 (2-3-1) 4% 3-HHEH-3 (2-4-1) 3% V2-BB(F)B-1 (2-7-1) 4% 3-HB(F)HH-5 (2-8-1) 5% 5-HBB(2F,3Cl)-O2 (4-1-3-1) 5% 3-DhBB(2F,3F)-O2 (4-2) 5% 5-DhBB(2F,3F)-O2 (4-2) 4% 3-DhB(2F,3F)-O2 (4-2-1-1) 6% 5-DhB(2F,3F)-O2 (4-2-1-1) 6% 3-DH1OB(2F,3F)-O2 (4-2-3-1) 5%
(57) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-B(2F,3F)B(2F,3F)-AC (3-11-1) NI=72.1 C.; Tc20 C.; n=0.096; =2.4; =3.7 ms; VHR-1=99.0%; VHR-2=98.1%.
Example 18
(58) TABLE-US-00022 3-H1OB(2F,3F)-O2 (1-3-1) 5% 5-H1OB(2F,3F)-O2 (1-3-1) 5% 3-HH1OB(2F,3F)-O2 (1-6-1) 5% 5-HH1OB(2F,3F)-O2 (1-6-1) 5% 3-BB(2F,5F)B-2 (2) 3% V-HH-3 (2-1-1) 37% 1V-HH-3 (2-1-1) 6% 3-HHB-1 (2-5-1) 4% 3-HHB-O1 (2-5-1) 4% 5-HBB(2F,3Cl)-O2 (4-1-3-1) 6% 3-DhHB(2F,3F)-O2 (4-2-4-1) 6% 3-HDhB(2F,3F)-O2 (4-2-5-1) 10% 1O1-HBBH-5 () 4%
(59) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BBB-MAC (3-18-1) NI=92.1 C.; Tc20 C.; n=0.086; =2.4; =3.5 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 19
(60) TABLE-US-00023 3-HH1OB(2F,3F)-O2 (1-6-1) 6% 3-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 6% V-HH-3 (2-1-1) 32% 1V-HH-3 (2-1-1) 7% 3-HB-O2 (2-2-1) 3% 1V-HBB-2 (2-6-1) 4% 2-BB(F)B-3 (2-7-1) 5% 3-Dh2B(2F,3F)-O2 (4 2-2-1) 9% 3-Dh1OB(2F,3F)-O2 (4-2-3-1) 6% 3-DhH1OB(2F,3F)-O2 (4-2-6-1) 6% 3-H2Cro(7F,8F)-5 (4-3-1-2) 3% 3-H1OCro(7F,8F)-5 (4-3-1-3) 4% 3-HHCro(7F,8F)-5 (4-3-3-1) 3%
(61) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB(F)B-MAC (3-19-1) NI=72.0 C.; Tc20 C.; n=0.093; =2.9; =3.6 ms; VHR-1=99.0%; VHR-2=98.1%.
Example 20
(62) TABLE-US-00024 3-HB(2F,3F)-O2 (1-1-1) 5% 5-HB(2F,3F)-O2 (1-1-1) 5% V-H1OB(2F,3F)-O2 (1-3-1) 4% V2-H1OB(2F,3F)-O2 (1-3-1) 4% V-HH2B(2F,3F)-O2 (1-5-1) 5% V2-HH2B(2F,3F)-O2 (1-5-1) 5% 3-HH1OB(2F,3F)-O2 (1-6-1) 5% 4-HH1OB(2F,3F)-O2 (1-6-1) 3% 5-HH1OB(2F,3F)-O2 (1-6-1) 5% V-HH-3 (2-1-1) 28% 3-HH-4 (2-1-1) 10% V2-BB-1 (2-3-1) 4% 5-HBB(F)B-2 (2-12-1) 4% 5-HBB(F)B-3 (2-12-1) 3% 3-HB(2F,3Cl)-O2 (4-1-1-1) 5% 3-HBB(2F,3Cl)-O2 (4-1-3-1) 2% 5-HBB(2F,3Cl)-O2 (4-1-3-1) 3%
(63) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB(Me)B-MAC (3-23-1) NI=74.6 C.; Tc20 C.; n=0.089; =3.4; =4.1 ms; VHR-1=99.0%; VHR-2=98.1%.
Example 21
(64) TABLE-US-00025 V-HB(2F,3F)-O2 (1-1-1) 3% 5-HHB(2F,3F)-O2 (1-4-1) 8% V-HHB(2F,3F)-O2 (1-4-1) 10% V-HHB(2F,3F)-O4 (1-4-1) 4% V-HH-5 (2-1-1) 20% 1V2-BB-1 (2-3-1) 10% V-HHB-1 (2-5-1) 5% V2-BB(F)B-1 (2-7-1) 3% V2-BB(F)B-2 (2-7-1) 7% 5-HBB(F)B-2 (2-12-1) 5% 3-H1OB(2F,3F,6Me)-O2 (4-2-10-1) 5% 5-H1OB(2F,3F,6Me)-O2 (4-2-10-1) 5% 3-HH1OB(2F,3F,6Me)-O2 (4-2-13-1) 5% 5-HH1OB(2F,3F,6Me)-O2 (4-2-13-1) 5% 3-HEB(2F,3F)B(2F,3F)-O2 (4-2-15-1) 5%
(65) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB(2F,5F)B-MAC (3-22-1) NI=92.3 C.; Tc30 C.; n=0.132; =3.1; =5.8 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 22
(66) TABLE-US-00026 2-HBB(2F,3F)-O2 (1-7-1) 5% 3-HBB(2F,3F)-O2 (1-7-1) 12% 5-HBB(2F,3F)-O2 (1-7-1) 4% V-HH-4 (2-1-1) 15% V-HH-5 (2-1-1) 23% 1V-HH-3 (2-1-1) 6% V-HHB-1 (2-5-1) 5% V2-HHB-1 (2-5-1) 3% 3-H2B(2F,3F,6Me)-O2 (4-2-9-1) 4% 3-H1OB(2F,3F,6Me)-O2 (4-2-10-1) 5% 5-H1OB(2F,3F,6Me)-O2 (4-2-10-1) 3% 3-HH2B(2F,3F,6Me)-O2 (4-2-12-1) 5% 3-HH1OB(2F,3F,6Me)-O2 (4-2-13-1) 6% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 4%
(67) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
AC-BB(2F,3F)B-AC (3-21-1) NI=85.4 C.; Tc20 C.; n=0.093; =2.8; =5.4 ms; VHR-1=99.2%; VHR-2=98.1%.
Example 23
(68) TABLE-US-00027 3-HB(2F,3F)-O2 (1-1-1) 8% 3-HHB(2F,3F)-O2 (1-4-1) 10% 3-HBB(2F,3F)-O2 (1-7-1) 11% 5-HBB(2F,3F)-O2 (1-7-1) 5% V-HH-3 (2-1-1) 40% 3-HHEBH-3 (2-9-1) 4% 3-HHEBH-4 (2-9-1) 3% 3-HB(2F,3F,6Me)-O2 (4-2-8-1) 4% 3-H2B(2F,3F,6Me)-O2 (4-2-9-1) 4% 3-HHB(2F,3F,6Me)-O2 (4-2-11-1) 5% 3-HH1OB(2F,3F,6Me)-O2 (4-2-13-1) 6%
(69) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BBB(2F)-MAC (3-20-1) NI=82.9 C.; Tc20 C.; n=0.089; =3.0; =4.3 ms; VHR-1=99.0%; VHR-2=98.1%.
Example 24
(70) TABLE-US-00028 V-HB(2F,3F)-O2 (1-1-1) 12% V-HB(2F,3F)-O4 (1-1-1) 10% 3-H2B(2F,3F)-O2 (1-2-1) 15% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 6% 3-HH-4 (2-1-1) 14% 3-HHB-1 (2-5-1) 4% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 3% 5-HBB(F)B-2 (2-12-1) 6% 5-HBB(F)B-3 (2-12-1) 5% 4O-B(2F,3F)B(2F,3F)-O6 (4-2-14) 4%
(71) To 100 parts by weight of the composition above, 0.5 part by weight of the following compound as the third component of the invention was added.
MAC-Np-MAC (3-17-1) NI=85.5 C.; Tc20 C.; n=0.119; =3.8; Vth=2.16 V; =5.7 ms; VHR-1=99.0%; VHR-2=98.0%.
Example 25
(72) TABLE-US-00029 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 4% 4-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
(73) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB-MAC (3-2-1) NI=80.7 C.; Tc20 C.; n=0.095; =3.4; =5.4 ms; VHR-1=99.0%; VHR-2=98.0%.
Example 26
(74) TABLE-US-00030 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 4% 4-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
(75) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=80.5 C.; Tc20 C.; n=0.094; =3.5; =5.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 27
(76) TABLE-US-00031 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 4% 4-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 3%
(77) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=80.5 C.; Tc20 C.; n=0.094; =3.5; =5.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 28
(78) TABLE-US-00032 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 6% 2-HH-3 (2-1-1) 14% 3-HH-4 (2-1-1) 8% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 6% 3-HHB-O1 (2-5-1) 4% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 6%
(79) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-BB-MAC (3-2-1) NI=79.4 C.; Tc20 C.; n=0.095; =3.4; =5.4 ms; VHR-1=99.0%; VHR-2=98.0%.
Example 29
(80) TABLE-US-00033 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 6% 2-HH-3 (2-1-1) 14% 3-HH-4 (2-1-1) 8% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 6% 3-HHB-O1 (2-5-1) 4% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 6%
(81) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=79.1 C.; Tc20 C.; n=0.094; =3.5; =5.3 ms; VHR-1=99.1%; VHR-2=98.2%.
Example 30
(82) TABLE-US-00034 3-H2B(2F,3F)-O (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 6% 2-HH-3 (2-1-1) 14% 3-HH-4 (2-1-1) 8% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 6% 3-HHB-O1 (2-5-1) 4% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 6%
(83) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=79.1 C.; Tc20 C.; n=0.094; =3.5; =5.3 ms; VHR-1=99.1%; VHR-2=98.2%.
Example 31
(84) TABLE-US-00035 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HHB(2F,3F)-O2 (1-4-1) 5% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 2%
(85) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=81.5 C.; Tc20 C.; n=0.095; =3.5; =5.2 ms; VHR-1=99.1%; VHR-2=98.2%.
Example 32
(86) TABLE-US-00036 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HHB(2F,3F)-O2 (1-4-1) 5% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 2%
(87) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=81.5 C.; Tc20 C.; n=0.095; =3.5; =5.2 ms; VHR-1=99.1%; VHR-2=98.2%.
Example 33
(88) TABLE-US-00037 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 2% 3-HDhB(2F,3F)-O2 (4-2-5-1) 5%
(89) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=80.3 C.; Tc20 C.; n=0.094; =3.6; =5.3 ms; VHR-1=99.1%; VHR-2=98.2%.
Example 34
(90) TABLE-US-00038 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HHB(2F,3Cl)-O2 (4-1-2-1) 3% 5-HHB(2F,3Cl)-O2 (4-1-2-1) 2% 3-HDhB(2F,3F)-O2 (4-2-5-1) 5%
(91) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=80.3 C.; Tc20 C.; n=0.094; =3.6; =5.3 ms; VHR-1=99.1%; VHR-2=98.2%.
Example 35
(92) TABLE-US-00039 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HHB(2F,3F)-O2 (1-4-1) 5% 5-HHB(2F,3F)-O2 (1-4-1) 5% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4%
(93) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=82.3 C.; Tc20 C.; n=0.096; =3.6; =5.1 ms; VHR-1=99.2%; VHR-2=98.2%.
Example 36
(94) TABLE-US-00040 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HHB(2F,3F)-O2 (1-4-1) 5% 5-HHB(2F,3F)-O2 (1-4-1) 5% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4%
(95) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=82.3 C.; Tc20 C.; n=0.096; =3.6; =5.1 ms; VHR-1=99.2%; VHR-2=98.2%.
Example 37
(96) TABLE-US-00041 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HDhB(2F,3F)-O2 (4-2-5-1) 5% 5-HDhB(2F,3F)-O2 (4-2-5-1) 5%
(97) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=80.0 C.; Tc20 C.; n=0.094; =3.7; =5.2 ms; VHR-1=99.2%; VHR-2=98.2.
Example 38
(98) TABLE-US-00042 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HDhB(2F,3F)-O2 (4-2-5-1) 5% 5-HDhB(2F,3F)-O2 (4-2-5-1) 5%
(99) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=80.0 C.; Tc20 C.; n=0.094; =3.7; =5.2 ms; VHR-1=99.2%; VHR-2=98.2%.
Example 39
(100) TABLE-US-00043 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HHB(2F,3F)-O2 (1-4-1) 5% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HDhB(2F,3F)-O2 (4-2-5-1) 5%
(101) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=81.9 C.; Tc20 C.; n=0.096; =3.6; =5.2 ms; VHR-1=99.1%; VHR-2=98.2%.
Example 40
(102) TABLE-US-00044 3-H2B(2F,3F)-O2 (1-2-1) 18% 5-H2B(2F,3F)-O2 (1-2-1) 17% 3-HHB(2F,3F)-O2 (1-4-1) 5% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 5-HBB(2F,3F)-O2 (1-7-1) 9% 2-HH-3 (2-1-1) 18% 3-HH-4 (2-1-1) 2% 3-HHB-1 (2-5-1) 5% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HDhB(2F,3F)-O2 (4-2-5-1) 5%
(103) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=81.9 C.; Tc20 C.; n=0.096; =3.6; =5.2 ms; VHR-1=99.1%; VHR-2=98.2%.
Example 41
(104) TABLE-US-00045 3-H2B(2F,3F)-O2 (1-2-1) 20% 5-H2B(2F,3F)-O2 (1-2-1) 20% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 3% 2-HH-3 (2-1-1) 6% 3-HH-4 (2-1-1) 17% 3-HHB-O1 (2-5-1) 3% 3-HHEBH-3 (2-9-1) 4% 3-HHEBH-4 (2-9-1) 3% 3-HH10Cro(7F,8F)-5 (4-3-3-3) 8%
(105) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=80.6 C.; Tc20 C.; n=0.090; =3.9; =5.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 42
(106) TABLE-US-00046 3-H2B(2F,3F)-O2 (1-2-1) 20% 5-H2B(2F,3F)-O2 (1-2-1) 20% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 6% 5-HBB(2F,3F)-O2 (1-7-1) 3% 2-HH-3 (2-1-1) 6% 3-HH-4 (2-1-1) 17% 3-HHB-O1 (2-5-1) 3% 3-HHEBH-3 (2-9-1) 4% 3-HHEBH-4 (2-9-1) 3% 3-HH10Cro(7F,8F)-5 (4-3-3-3) 8%
(107) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=80.6 C.; Tc20 C.; n=0.090; =3.9; =5.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 43
(108) TABLE-US-00047 3-H2B(2F,3F)-O2 (1-2-1) 20% 5-H2B(2F,3F)-O2 (1-2-1) 14% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 2-HH-3 (2-1-1) 19% 3-HH-4 (2-1-1) 7% 3-HHB-1 (2-5-1) 3% 3-HHB-3 (2-5-1) 4% 3-HHEBH-3 (2-9-1) 4% 3-HHEBH-4 (2-9-1) 4% 3-HDhB(2F,3F)-O2 (4-2-5-1) 8% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%
(109) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=80.1 C.; Tc20 C.; n=0.084; =3.6; =5.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 44
(110) TABLE-US-00048 3-H2B(2F,3F)-O2 (1-2-1) 20% 5-H2B(2F,3F)-O2 (1-2-1) 14% 3-HBB(2F,3F)-O2 (1-7-1) 9% 4-HBB(2F,3F)-O2 (1-7-1) 3% 2-HH-3 (2-1-1) 19% 3-HH-4 (2-1-1) 7% 3-HHB-1 (2-5-1) 3% 3-HHB-3 (2-5-1) 4% 3-HHEBH-3 (2-9-1) 4% 3-HHEBH-4 (2-9-1) 4% 3-HDhB(2F,3F)-O2 (4-2-5-1) 8% 3-HH10Cro(7F,8F)-5 (4-3-3-3) 5%
(111) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=80.1 C.; Tc 20 C.; n=0.084; =3.6; =5.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 45
(112) TABLE-US-00049 3-H2B(2F,3F)-O2 (1-2-1) 20% 5-H2B(2F,3F)-O2 (1-2-1) 13% 3-HBB(2F,3F)-O2 (1-7-1) 10% 2-HH-3 (2-1-1) 19% 3-HH-4 (2-1-1) 7% 3 -HHB- 1 (2-5-1) 4% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HHEBH-3 (2-9-1) 5% 3-HDhB(2F,3F)-O2 (4-2-5-1) 8% 3-HH10Cro(7F,8F)-5 (4-3-3-3) 5%
(113) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=80.0 C.; Tc20 C.; n=0.084; Asd=3.4; =5.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 46
(114) TABLE-US-00050 3-H2B(2F,3F)-O2 (1-2-1) 20% 5-H2B(2F,3F)-O2 (1-2-1) 13% 3-HBB(2F,3F)-O2 (1-7-1) 10% 2-HH-3 (2-1-1) 19% 3-HH-4 (2-1-1) 7% 3 -HHB- 1 (2-5-1) 4% 3-HHB-3 (2-5-1) 5% 3-HHB-O1 (2-5-1) 4% 3-HHEBH-3 (2-9-1) 5% 3-HDhB(2F,3F)-O2 (4-2-5-1) 8% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%
(115) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=80.0 C.; Tc20 C.; n=0.084; =3.4; =5.3 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 47
(116) TABLE-US-00051 3-H2B(2F,3F)-O2 (1-2-1) 20% 5-H2B(2F,3F)-O2 (1-2-1) 12% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 3% 2-HH-3 (2-1-1) 21% 3-HH-4 (2-1-1) 8% 3 -HHB- 1 (2-5-1) 4% 3-HHB-3 (2-5-1) 4% 3-HHB-O1 (2-5-1) 4% 3-HHEBH-3 (2-9-1) 5% 3-HDhB(2F,3F)-O2 (4-2-5-1) 4% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%
(117) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=79.2 C.; Tc20 C.; n=0.083; =3.0; T=5.2 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 48
(118) TABLE-US-00052 3-H2B(2F,3F)-O2 (1-2-1) 20% 5-H2B(2F,3F)-O2 (1-2-1) 12% 3-HBB(2F,3F)-O2 (1-7-1) 10% 4-HBB(2F,3F)-O2 (1-7-1) 3% 2-HH-3 (2-1-1) 21% 3-HH-4 (2-1-1) 8% 3-HHB-1 (2-5-1) 4% 3-HHB-3 (2-5-1) 4% 3-HHB-O1 (2-5-1) 4% 3-HHEBH-3 (2-9-1) 5% 3-HDhB(2F,3F)-O2 (4-2-5-1) 4% 3-HH1OCro(7F,8F)-5 (4-3-3-3) 5%
(119) To 100 parts by weight of the composition above, 0.3 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=79.2 C.; Tc20 C.; n=0.083; =3.0; =5.2 ms; VHR-1=99.1%; VHR-2=98.1%.
Example 49
(120) TABLE-US-00053 3-H2B(2F,3F)-O2 (1-2-1) 15% 5-H2B(2F,3F)-O2 (1-2-1) 10% 3-HHB(2F,3F)-O2 (1-4-1) 6% 3-HBB(2F,3F)-O2 (1-7-1) 11% 4-HBB(2F,3F)-O2 (1-7-1) 10% 5-HBB(2F,3F)-O2 (1-7-1) 7% 2-HH-3 (2-1-1) 22% 3-HB-O2 (2-2-1) 7% 5-HB-O2 (2-2-1) 6% 5-HBB(F)B-2 (2-12-1) 6%
(121) To 100 parts by weight of the composition above, 0.2 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=73.2 C.; Tc20 C.; n=0.106; =3.0; =5.2 ms; VHR-1=99.2%; VHR-2=98.2%.
Example 50
(122) TABLE-US-00054 3-H2B(2F,3F)-O2 (1-2-1) 15% 5-H2B(2F,3F)-O2 (1-2-1) 10% 3-HHB(2F,3F)-O2 (1-4-1) 6% 3-HBB(2F,3F)-O2 (1-7-1) 11% 4-HBB(2F,3F)-O2 (1-7-1) 10% 5-HBB(2F,3F)-O2 (1-7-1) 7% 2-HH-3 (2-1-1) 22% 3-HB-O2 (2-2-1) 7% 5-HB-O2 (2-2-1) 6% 5-HBB(F)B-2 (2-12-1) 6%
(123) To 100 parts by weight of the composition above, 0.2 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=73.2 C.; Tc20 C.; n=0.106; =3.0; =5.2 ms; VHR-1=99.2%; VHR-2=98.2%.
Example 51
(124) TABLE-US-00055 3-H2B(2F,3F)-O2 (1-2-1) 15% 5-H2B(2F,3F)-O2 (1-2-1) 7% 3-HBB(2F,3F)-O2 (1-7-1) 11% 4-HBB(2F,3F)-O2 (1-7-1) 10% 5-HBB(2F,3F)-O2 (1-7-1) 7% 2-HH-3 (2-1-1) 22% 3-HH-4 (2-1-1) 3% 3-HB-O2 (2-2-1) 7% 5-HB-O2 (2-2-1) 6% 5-HBB(F)B-2 (2-12-1) 6% 3-HDhB(2F,3F)-O2 (4-2-5-1) 6%
(125) To 100 parts by weight of the composition above, 0.2 part by weight of the following compound as the third component of the invention was added.
MAC-B(2F)B-MAC (3-3-1) NI=74.7 C.; Tc20 C.; n=0.104; =3.0; =5.2 ms; VHR-1=99.1%; VHR-2=98.2%.
Example 52
(126) TABLE-US-00056 3-H2B(2F,3F)-O2 (1-2-1) 15% 5-H2B(2F,3F)-O2 (1-2-1) 7% 3-HBB(2F,3F)-O2 (1-7-1) 11% 4-HBB(2F,3F)-O2 (1-7-1) 10% 5-HBB(2F,3F)-O2 (1-7-1) 7% 2-HH-3 (2-1-1) 22% 3-HH-4 (2-1-1) 3% 3-HB-O2 (2-2-1) 7% 5-HB-O2 (2-2-1) 6% 5-HBB(F)B-2 (2-12-1) 6% 3-HDhB(2F,3F)-O2 (4-2-5-1) 6%
(127) To 100 parts by weight of the composition above, 0.2 part by weight of the following compound as the third component of the invention was added.
MAC-B(F)B-MAC (3-4-1) NI=74.7 C.; Tc20 C.; n=0.104; =3.0; =5.2 ms; VHR-1=99.1%; VHR-2=98.2%.
(128) The compositions according to Examples 1 to 52 have a shorter response time in comparison with the composition according to Comparative Example 1. Thus, the liquid crystal composition of the invention is so much superior in characteristics to the composition shown in Comparative Example 1.
(129) Industrial Applicability
(130) The invention provides a liquid crystal composition satisfying at least one of characteristics such as a high maximum temperature of a nematic phase, a low minimum temperature of the nematic phase, a small viscosity, a suitable optical anisotropy, a large negative dielectric anisotropy, a large specific resistance, a high stability to ultraviolet light and a high stability to heat, or having a suitable balance regarding at least two of the characteristics. A liquid crystal display device containing such a liquid crystal composition is applied as an AM device having a short response time, a large voltage holding ratio, a large contrast ratio, a long service life and so forth, and thus can be used for a liquid crystal projector, a liquid crystal television and so forth.