Liquid crystal composition and liquid crystal display device

Abstract

To show 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, small viscosity, suitable optical anisotropy, large dielectric anisotropy, large specific resistance, high stability to ultraviolet light and heat; a liquid crystal composition having a suitable balance regarding at least two of the characteristics; and an AM device having a short response time, a large voltage holding ratio, a large contrast ratio, a long service life and so forth. The liquid crystal composition has the nematic phase and contains a specific compound having large dielectric anisotropy as a first component, and may contain a specific compound having a high maximum temperature or small viscosity as a second component, and a specific compound having large dielectric anisotropy as a third component, and a liquid crystal display device includes the composition.

Claims

1. A liquid crystal composition that has a nematic phase and contains at least one compound selected from compounds represented by formula (1) as a first component and at least one compound selected from compounds represented by formula (3), wherein a ratio of the first component is in a range of 10% by weight to 30% by weight based on a weight of the liquid crystal composition, and at least one compound in the at least one compound selected from compounds represented by formula (3) is selected from compounds represented by formulae (3-11), (3-14) and (3-19), ##STR00032## wherein in formula (1), R.sup.1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; Z.sup.1 is a single bond, ethylene or carbonyloxy; X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, X.sup.7 and X.sup.8 are independently hydrogen or fluorine; and Y.sup.1 is fluorine, chlorine, alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by halogen, or alkoxy having 1 to 12 carbons in which at least one of hydrogen is replaced by halogen, in formula (3), R.sup.4 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons; ring C and ring D are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene, pyrimidine-2,5-diyl, 1,3-dioxane-2,5-diyl or tetrahydropyran-2,5-diyl; Z.sup.3 and Z.sup.4 are independently a single bond, ethylene, carbonyloxy or difluoromethyleneoxy; X.sup.9 and X.sup.10 are independently hydrogen or fluorine; Y.sup.2 is fluorine, chlorine, alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by halogen, or alkoxy having 1 to 12 carbons in which at least one of hydrogen is replaced by halogen; b is 0, 1, 2 or 3; and when b is 2, Z.sup.3 is a single bond, ethylene or carbonyloxy, and in formulae (3-11), (3-14) and (3-19), R.sup.4 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons.

2. The liquid crystal composition according to claim 1, containing at least one compound selected from the group of compounds represented by formula (1-1) to formula (1-10) as the first component: ##STR00033## ##STR00034## wherein, R.sup.1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons.

3. The liquid crystal composition according to claim 1, further containing at least one compound selected from compounds represented by formula (2) as a second component: ##STR00035## wherein, in formula (2), R.sup.2 and R.sup.3 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine, or alkenyl having 2 to 12 carbons in which at least one of hydrogen is replaced by fluorine; ring A and ring B are independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; Z.sup.2 is a single bond, ethylene or carbonyloxy; and a is 1, 2 or 3.

4. The liquid crystal composition according to claim 3, containing at least one compound selected from the group of compounds represented by formula (2-1) to formula (2-13) as the second component: ##STR00036## wherein, in formula (2-1) to formula (2-13), R.sup.2 and R.sup.3 are independently alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkyl having 1 to 12 carbons in which at least one of hydrogen is replaced by fluorine, or alkenyl having 2 to 12 carbons in which at least one of hydrogen is replaced by fluorine.

5. The liquid crystal composition according to claim 3, wherein a ratio of the second component is in the range of 10% by weight to 90% by weight based on the weight of the liquid crystal composition.

6. The liquid crystal composition according to claim 1, wherein the at least one compound selected from compounds represented by formula (3) further contains at least one compound selected from the group of compounds represented by formulae (3-1) to (3-10), (3-12), (3-13), (3-15) to (3-18) and (3-20) to (3-26): ##STR00037## ##STR00038## ##STR00039## ##STR00040## wherein, in formulae (3-1) to (3-10), (3-12), (3-13), (3-15) to (3-18) and (3-20) to (3-26), R.sup.4 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons.

7. The liquid crystal composition according to claim 1, wherein a ratio of the at least one compound selected from compounds represented by formula (3) is in the range of 10% by weight to 90% by weight based on the weight of the liquid crystal composition.

8. The liquid crystal composition according to claim 1, wherein a maximum temperature of a nematic phase is 70 C. or higher, an optical anisotropy (measured at 25 C.) at a wavelength of 589 nanometers is 0.07 or more, and a dielectric anisotropy (measured at 25 C.) at a frequency of 1 kHz is 2 or more.

9. A liquid crystal display device, including the liquid crystal composition according to claim 1.

10. The liquid crystal display device according to claim 9, wherein an operating mode in the liquid crystal display device is a TN mode, an ECB mode, an OCB mode, an IPS mode or an FPA mode, and a driving mode in the liquid crystal display device is an active matrix mode.

Description

EXAMPLES

(1) The invention will be described in more detail by way of Examples. The invention is not limited by the Examples. The invention contains a mixture of the composition in Example 1 and the composition in Example 2. The invention also contains a mixture of at least two compositions in Examples. Prepared compounds were identified by a method such as an NMR analysis. Characteristics of the compounds and compositions were measured by the methods described below.

(2) NMR analysis: For measurement, DRX-500 made by Bruker BioSpin Corporation was used. In .sup.1H-NMR measurement, samples were dissolved in a deuterated solvent such as CDCl.sub.3, and measurement was carried out under conditions of room temperature, 500 MHz and 16 times of accumulation. In .sup.19F-NMR measurement, CFCL.sub.3 was used as an internal standard under accumulation of 24 times. In explaining nuclear magnetic resonance spectra, s, d, t, q, quin, sex, m and br stand for a singlet, a doublet, a triplet, a quartet, a quintet, a sextet, a multiplet and broad, respectively.

(3) 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 heated to 280 C. at a rate of 5 C. per minute. A sample was prepared in an acetone solution (0.1% by weight), and then 1 microliter of the solution was injected into the sample injector. A recorder 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.

(4) 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.

(5) A ratio of liquid crystal compounds contained in a composition may be calculated by the method as described below. A mixture of liquid crystal compounds is detected using a gas chromatograph (FID). A ratio of peak areas in a gas chromatogram corresponds to a ratio of the liquid crystal compounds (weight ratio). 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 can be calculated from the ratio of the peak areas.

(6) Sample for measurement: When characteristics of a composition were measured, the composition was measured as was. When characteristics of a compound were measured, a sample for measurement was prepared by mixing the compound (15% by weight) into a base liquid crystal (85% by weight). Values of characteristics of the compound were calculated according to an extrapolation method using values obtained by measurement: (Extrapolated value)={(measured value of a sample)0.85(measured value of base liquid crystal)}/0.15. When a smectic phase (or crystals) precipitated at the ratio thereof at 25 C., a ratio of the compound to the base liquid crystal 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 maximum temperature, optical anisotropy, viscosity and dielectric anisotropy with regard to the compound were determined according to the extrapolation method.

(7) The base liquid crystal described below was used. A ratio of the component compounds is shown in terms of weight percent.

(8) ##STR00017##

(9) Measuring method: Characteristics were measured according to the methods described below. Most of the methods are applied as described in the JEITA Standard (JEITA ED-2521B) discussed and established by the Japan Electronics and Information Technology Industries Association (hereafter referred to as JEITA), or as modified thereon. No TFT was attached to a TN device used for measurement.

(10) (1) Maximum temperature of 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. Temperature when part of the sample began to change from a nematic phase to an isotropic liquid was measured.

(11) (2) Minimum temperature of 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.c<20 C.

(12) (3) Viscosity (bulk viscosity; ; measured at 20 C.; mPa.Math.s): A cone-plate (E type) rotational viscometer made by Tokyo Keiki Inc. was used for measurement.

(13) (4) Viscosity (rotational viscosity; 1; measured at 25 C.; mPa.Math.s): Measurement was carried out according to the method described in M. Imai et al., Molecular Crystals and Liquid Crystals, Vol. 259, p. 37 (1995). A sample was put in a TN device in which a twist angle was 0 degrees and a distance (cell gap) between two glass substrates was 5 micrometers. A voltage was stepwise applied to the device in the range of 16 V to 19.5 V at an increment of 0.5 V. After a period of 0.2 second with no voltage application, application was repeated under the conditions of only one rectangular wave (rectangular pulse; 0.2 second) and no application (2 seconds). A peak current and a peak time of a transient current generated by the application were measured. A value of the rotational viscosity was obtained from the measured values and a calculation equation (8) on page 40 of the paper presented by M. Imai et al. A value of dielectric anisotropy necessary for the calculation was determined according to a method as described below by using the device used for measuring the rotational viscosity.

(14) (5) Optical anisotropy (refractive index anisotropy; n; measured at 25 C.): Measurement was carried out by 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.

(15) (6) Dielectric anisotropy (; measured at 25 C.): 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 (10 V, 1 kHz) were applied to the device, and after 2 seconds, a dielectric constant (Ell) in the major axis direction of liquid crystal molecules was measured. Sine waves (0.5 V, 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. A value of dielectric anisotropy was calculated from an equation: =.

(16) (7) 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 TN device having a normally white mode, in which a distance (cell gap) between two glass substrates was 0.45/An micrometers and a twist angle was 80 degrees. Voltage (32 Hz, rectangular waves) to be applied to the device was stepwise increased from 0 V to 10 V at an increment of 0.02 V. On the occasion, the device was irradiated with light from a direction perpendicular to the device, 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 was expressed as voltage at 90% transmittance.

(17) (8) 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 decaying 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 was an area without decay. A voltage holding ratio was expressed as a percentage of area A to area B.

(18) (9) Voltage holding ratio (VHR-2; measured at 80 C.; %): A voltage holding ratio was measured in the same procedure as the above except that the measurement was made at 80 C. in place of 25 C. The obtained value was expressed as VHR-2.

(19) (10) Voltage holding ratio (VHR-3; measured at 25 C.; %): Stability to ultraviolet light was evaluated by measuring a voltage holding ratio after ultraviolet light irradiation. A TN device used for measurement had a polyimide alignment film and a cell gap was 5 micrometers. A sample was injected 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 decaying voltage was measured for 16.7 milliseconds. A composition having a large VHR-3 has a large stability to ultraviolet light. A value of VHR-3 is preferably 90% or more, and further preferably 95% or more.

(20) (11) Voltage holding ratio (VHR-4; measured at 25 C.; %): A TN device into which a sample was injected 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. In measuring VHR-4, a decaying voltage was measured for 16.7 milliseconds. A composition having a large VHR-4 has a large stability to heat.

(21) (12) Response time (; measured at 25 C.; ms): 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 TN device having a normally white mode in which a distance (cell gap) between two glass substrates was 5.0 micrometers and a twist angle was 80 degrees. Rectangular waves (60 Hz, 5 V, 0.5 second) were applied to the device. On the occasion, the device was irradiated with light from a direction perpendicular to the device, and the amount of light passing through the device was measured. The maximum amount of light was regarded as 100% transmittance, and the minimum amount of light as 0% transmittance. Rise time (r; ms) is the time taken for transmittance to change from 90% to 10%. Fall time (f; ms) is the time taken for transmittance to change from 10% to 90%. Response time was expressed as a sum of the rise time and fall time thus obtained.

(22) (13) Elastic constant (K; measured at 25 C.; pN): HP4284A LCR Meter made by Yokogawa and Hewlett Packard Co. was used for measurement. A sample was put in a homogeneously aligned device in which a distance (cell gap) between two glass substrates was 20 micrometers. A charge of 0 volts to 20 volts was applied to the device, and electrostatic capacity and applied voltage were measured. Measured values of electrostatic capacity (C) and applied voltage (V) were fitted to equation (2.98) and equation (2.101) on page 75 of the Liquid Crystal Device Handbook (Ekisho Debaisu Handobukku, in Japanese) (The Nikkan Kogyo Shimbun, Ltd.), and a value of K11 and K33 were obtained from equation (2.99). Next, K22 was calculated using the values of K11 and K33 thus obtained in formula (3.18) on page 171. The elastic constant was expressed in terms of the mean value of K11, K22 and K33 thus obtained.

(23) (14) Specific resistance (p; measured at 25 C.; cm): Into a vessel equipped with electrodes, 1.0 milliliter of sample was injected. A DC voltage (10 V) 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 a vessel)}/{(direct current)(dielectric constant of vacuum)}.

(24) (15) Helical pitch (P; measured at room temperature; m): A helical pitch was measured according to a wedge method. Refer to page 196 in Handbook of Liquid Crystals (Ekisho Binran in Japanese) (issued in 2000, Maruzen Co., Ltd.). A sample was injected into a wedge cell and left to stand at room temperature for 2 hours, and then a gap (d2d1) between disclination lines was observed by a polarizing microscope (trade name: MM40/60 Series, Nikon Corporation). A helical pitch (P) was calculated according to the following equation in which an angle of the wedge cell was expressed as : P=2(d2d1)tan .

(25) (16) Dielectric anisotropy in minor axis direction (; measured at 25 C.): 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 (0.5 V, 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.

(26) The compounds described in Examples were expressed using 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 corresponds to the number of the compound. A symbol () means any other liquid crystal compound. The ratio (percent) of the liquid crystal compound means weight percent (% by weight) based on the weight of the liquid crystal composition. Last, values of characteristics of the composition were summarized.

(27) 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 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 C.sub.nH.sub.2nCHCHC.sub.mH.sub.2m+1 nVm CHCF.sub.2 VFF COOCH.sub.3 EMe F F Cl CL OCF.sub.3 OCF3 CF.sub.3 CF3 CN C OCHCHCF.sub.2H OVCF2H OCHCHCF.sub.3 OVCF3 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 4) Ring Structure A.sub.n Symbol H Dh 0 dh B B(F) B(2F) B(F,F) B(2F,5F) G Py 5) Examples of Description Example 1 3-HH-V1 Example 2 3-BB(F)B(F,F)-F Example 3 4-BB(F)B(F,F)XB(F,F)-F 0 Example 4 3-BB(F,F)XB(F)B(F,F)-F

Comparative Example 1

(28) Example 1 was selected from the compositions disclosed in WO 2011-062049. The reason is that the composition contains compound (2) and compound (3), and has the largest dielectric anisotropy. Components and characteristics of the composition are as described below.

(29) TABLE-US-00004 3-HH-V (2-1) 38% 3-HH-V1 (2-1) 10% 1V2-HHB-1 (2-5) 10% 3-HHEBH-3 (2-10) 4% 3-HHB(F,F)-F (3-3) 4% 3-HGB(F,F)-F (3-6) 7% 3-BB(F,F)XB(F,F)-F (3-16) 9% 2-HHBB(F,F)-F (3-17) 4% 3-HHBB(F,F)-F (3-17) 3% 4-BB(F)B(F,F)XB(F,F)-F (3-25) 7% 3-HHB-F (3) 4%

(30) NI=93.1 C.; Tc20 C.; n=0.089; =4.3; 1=62.4 mPa.Math.s; K11=11.8 pN; K22=8.5 pN; K33=20.0 pN; K=13.4 pN; VHR-1=99.6%; VHR-2=99.0%; VHR-3=98.9%.

Example 1

(31) TABLE-US-00005 3-BB(F,F)XB(F)B(F,F)-CF3 (1-5) 3% 3-BB(F,F)XB(F)B(F)-F (1-6) 3% 5-B(F)B(F,F)XB(F)B(F)-F (1-9) 5% 3-HH-O1 (2-1) 3% 3-HH-V (2-1) 33% 1V2-HH-3 (2-1) 5% V2-HHB-1 (2-5) 3% 3-BB(F)B-2V (2-8) 5% 5-HB(F)BH-3 (2-12) 7% 5-HGB(F,F)-F (3-6) 3% 3-GHB(F,F)-F (3-7) 7% 3-HBEB(F,F)-F (3-10) 3% 3-BB(F,F)XB(F,F)-F (3-16) 8% 3-HBBXB(F,F)-F (3-20) 5% 4-GB(F)B(F,F)XB(F,F)-F (3-23) 4% 5-GB(F)B(F,F)XB(F,F)-F (3-23) 3%

(32) NI=79.9 C.; Tc<30 C.; n=0.106; =10.4; Vth=1.41 V; =12.4 mPa.Math.s.

Example 2

(33) TABLE-US-00006 3-BB(F,F)XB(F)B(F,F)-F (1-3) 15% 3-HH-V (2-1) 27% 3-HH-V1 (2-1) 9% 1V2-HH-1 (2-1) 7% 1V-HBB-2 (2-6) 6% 3-GB(F,F)XB(F,F)-F (3-12) 5% 3-BB(F)B(F,F)-CF3 (3-14) 3% 3-HBBXB(F,F)-F (3-20) 7% 5-HBB(F,F)XB(F,F)-F (3-21) 3% 4-GB(F)B(F,F)XB(F,F)-F (3-23) 6% 3-BB(F)B(F,F)XB(F)-F (3-24) 3% 3-BB(F)B(F,F)XB(F,F)-F (3-25) 3% 4-BB(F)B(F,F)XB(F,F)-F (3-25) 6%

(34) NI=78.2 C.; Tc<30 C.; n=0.118; =13.9; Vth=1.26 V; =14.6 mPa.Math.s.

Example 3

(35) TABLE-US-00007 3-BB(F,F)XB(F)B(F,F)-F (1-3) 10% 3-BB(F,F)XB(F)B(F)-OCF3 (1-4) 6% 3-HH-V (2-1) 37% 2-BB(F)B-3 (2-8) 5% 2-BB(F)B-2V (2-8) 5% 3-HB-CL (3-1) 4% 3-HHXB(F,F)-F (3-5) 4% 3-BB(F,F)XB(F,F)-F (3-16) 6% 4-GBB(F)B(F,F)-F (3-19) 3% 3-HBBXB(F,F)-F (3-20) 4% 5-HBBXB(F,F)-F (3-20) 5% 3-BB(F)B(F,F)XB(F)-F (3-24) 5% 4-BB(F)B(F,F)XB(F)-F (3-24) 3% 5-BB(F)B(F,F)XB(F)B(F,F)-F (3-26) 3%

(36) NI=79.5 C.; Tc<30 C.; n=0.130; =11.5; Vth=1.39 V; =13.3 mPa.Math.s.

Example 4

(37) TABLE-US-00008 3-BB(F,F)XB(F)B(F)-OCF3 (1-4) 5% 5-B(F)B(F,F)XB(F)B(F,F)-F (1-7) 5% 3-HH-V (2-1) 35% 3-HH-V1 (2-1) 3% 3-HH-VFF (2-1) 4% 1-BB-3 (2-3) 3% V-HHB-1 (2-5) 3% 1V-HBB-2 (2-6) 4% 5-B(F)BB-2 (2-7) 3% 5-HBB(F)B-3 (2-13) 3% 5-HXB(F,F)-F (3-2) 3% 5-HHBB(F,F)-F (3-17) 5% 3-HBB(F,F)XB(F,F)-F (3-21) 5% 4-GB(F)B(F,F)XB(F,F)-F (3-23) 4% 5-GB(F)B(F,F)XB(F,F)-F (3-23) 3% 4-BB(F)B(F,F)XB(F,F)-F (3-25) 8% 5-BB(F)B(F,F)XB(F,F)-F (3-25) 4%

(38) NI=83.6 C.; Tc<30 C.; n=0.118; =10.3; Vth=1.43 V; =11.8 mPa.Math.s.

Example 5

(39) TABLE-US-00009 3-BBXB(F)B(F,F)-F (1-1) 7% 4-BB(F,F)XB(F)B(F,F)-F (1-3) 3% 5-BB(F,F)XB(F)B(F,F)-F (1-3) 3% 3-B(F)B(F,F)XB(F)B(F,F)-CF3 (1-8) 3% 2-HH-3 (2-1) 5% 3-HH-V (2-1) 33% 7-HB-1 (2-2) 3% V2-HHB-1 (2-5) 7% 5-HBB(F)B-2 (2-13) 4% 3-HHB(F,F)-F (3-3) 5% 3-BBXB(F,F)-F (3-15) 5% 3-HBB(F,F)XB(F,F)-F (3-21) 5% 5-HBB(F,F)XB(F,F)-F (3-21) 7% 3-BB(F)B(F,F)XB(F,F)-F (3-25) 3% 4-BB(F)B(F,F)XB(F,F)-F (3-25) 7%

(40) NI=82.9 C.; Tc<30 C.; n=0.116; =11.7; Vth=1.39 V; =10.5 mPa.Math.s.

Example 6

(41) TABLE-US-00010 3-BBXB(F)B(F,F)-F (1-1) 6% 2-B(F)B(F,F)XB(F)B(F,F)-F (1-7) 3% 4-B(F)B(F,F)XB(F)B(F,F)-CF3 (1-8) 4% 5-HH-V (2-1) 18% 3-HH-V1 (2-1) 10% 1V2-HH-3 (2-1) 5% 3-HB-O2 (2-2) 10% 2-BB(F)B-3 (2-8) 4% 3-HHXB(F,F)-F (3-5) 7% 3-BB(F)B(F,F)-F (3-13) 4% 4-HHB(F)B(F,F)-F (3-18) 3% 3-HBBXB(F,F)-F (3-20) 8% 5-HBBXB(F,F)-F (3-20) 5% 3-BB(F)B(F,F)XB(F,F)-F (3-25) 3% 4-BB(F)B(F,F)XB(F,F)-F (3-25) 7% 5-BB(F)B(F,F)XB(F,F)-F (3-25) 3%

(42) NI=88.9 C.; Tc<30 C.; n=0.127; =12.6; Vth=1.42 V; =16.1 mPa.Math.s.

Example 7

(43) TABLE-US-00011 3-BB(F,F)XBB(F,F)-F (1-2) 7% 2-B(F)B(F,F)XB(F)B(F,F)-F (1-7) 3% 3-B(F)B(F,F)XB(F)B(F,F)-F (1-7) 3% 3-HH-V (2-1) 41% 4-HHEH-3 (2-4) 3% VFF-HHB-1 (2-5) 3% 3-HB(F)HH-2 (2-9) 5% 3-HHEB(F,F)-F (3-4) 5% 3-BB(F)B(F,F)-CF3 (3-14) 4% 3-BB(F,F)XB(F,F)-F (3-16) 5% 3-HHBB(F,F)-F (3-17) 3% 5-GBB(F)B(F,F)-F (3-19) 3% 3-HBBXB(F,F)-F (3-20) 5% 4-GB(F)B(F,F)XB(F,F)-F (3-23) 6% 5-GB(F)B(F,F)XB(F,F)-F (3-23) 4%

(44) NI=84.9 C.; Tc<30 C.; n=0.104; =12.0; Vth=1.33 V; =17.4 mPa.Math.s.

Example 8

(45) TABLE-US-00012 5-BB(F,F)XB(F)B(F,F)-F (1-3) 3% 3-BB(F,F)XB(F)B(F)-F (1-6) 5% 5-B(F)B(F,F)XB(F)B(F,F)-F (1-7) 5% 3-HH-V (2-1) 33% V2-BB-1 (2-3) 6% 3-HHB-1 (2-5) 5% 5-HBBH-3 (2-11) 3% 3-HBB(F,F)-F (3-8) 3% 5-HBB(F,F)-F (3-8) 4% 3-GB(F,F)XB(F,F)-F (3-12) 9% 3-BB(F)B(F,F)-CF3 (3-14) 4% 3-HBBXB(F,F)-F (3-20) 5% 5-HBBXB(F,F)-F (3-20) 4% 4-GB(F)B(F,F)XB(F,F)-F (3-23) 5% 4-BB(F)B(F,F)XB(F,F)-F (3-25) 6%

(46) NI=72.4 C.; Tc<30 C.; n=0.113; =13.1; Vth=1.35 V; =13.4 mPa.Math.s.

Example 9

(47) TABLE-US-00013 3-BB(F,F)XB(F)B(F,F)-F (1-3) 5% 4-BB(F,F)XB(F)B(F,F)-F (1-3) 3% 3-BB(F,F)XB(F)B(F)-F (1-6) 3% 3-HH-V (2-1) 34% 1V2-BB-1 (2-3) 4% 3-HHEH-3 (2-4) 3% 3-HHEBH-3 (2-10) 3% 3-HHEBH-5 (2-10) 3% 5-HB(F)BH-3 (2-12) 3% 3-HGB(F,F)-F (3-6) 4% 5-GHB(F,F)-F (3-7) 4% 3-HBB(F,F)-F (3-8) 3% 3-BBXB(F,F)-F (3-15) 7% 3-BB(F,F)XB(F,F)-F (3-16) 6% 3-HBB(F,F)XB(F,F)-F (3-21) 5% 4-BB(F)B(F,F)XB(F,F)-F (3-25) 3% 5-BB(F)B(F,F)XB(F)B(F,F)-F (3-26) 3% 1O1-HBBH-5 () 4%

(48) NI=78.3 C.; Tc<30 C.; n=0.108; A=10.2; Vth=1.46 V; =11.8 mPa.Math.s.

Example 10

(49) TABLE-US-00014 3-BB(F,F)XB(F)B(F)-OCF3 (1-4) 3% 3-BB(F,F)XB(F)B(F)-F (1-6) 5% 4-B(F)B(F,F)XB(F,F)B(F,F)-F (1-10) 3% 2-HH-3 (2-1) 10% 5-HH-V (2-1) 15% 3-HH-V1 (2-1) 6% 1V2-HH-3 (2-1) 4% V-HHB-1 (2-5) 10% 1-BB(F)B-2V (2-8) 4% 3-BB(F)B-2V (2-8) 5% 3-HB(F)HH-2 (2-9) 3% 3-HHEBH-4 (2-10) 3% 5-HB-CL (3-1) 4% 4-HHEB(F,F)-F (3-4) 3% 3-BBXB(F,F)-F (3-15) 4% 3-dhBB(F,F)XB(F,F)-F (3-22) 3% 3-GB(F)B(F,F)XB(F,F)-F (3-23) 3% 4-GB(F)B(F,F)XB(F,F)-F (3-23) 5% 4-BB(F)B(F,F)XB(F)-F (3-24) 4% 1O1-HBBH-3 () 3%

(50) NI=91.7 C.; Tc<30 C.; n=0.118; =9.2; Vth=1.48 V; =11.1 mPa.Math.s.

Example 11

(51) TABLE-US-00015 5-BB(F,F)XB(F)B(F,F)-F (1-3) 3% 3-BB(F,F)XB(F)B(F,F)-CF3 (1-5) 3% 4-B(F)B(F,F)XB(F)B(F,F)-F (1-7) 3% 6-B(F)B(F,F)XB(F,F)B(F,F)-F (1-10) 3% 3-HH-V (2-1) 33% 4-HH-V1 (2-1) 5% 7-HB-1 (2-2) 3% V2-HHB-1 (2-5) 7% 5-HBB(F)B-2 (2-13) 4% 3-HHB(F,F)-F (3-3) 3% 3-HB(F)B(F,F)-F (3-9) 3% 3-GB(F)B(F,F)-F (3-11) 3% 3-BBXB(F,F)-F (3-15) 5% 4-HHB(F)B(F,F)-F (3-18) 5% 3-HBB(F,F)XB(F,F)-F (3-21) 3% 5-HBB(F,F)XB(F,F)-F (3-21) 7% 4-BB(F)B(F,F)XB(F,F)-F (3-25) 7%

(52) NI=82.7 C.; Tc<30 C.; n=0.111; =11.1; Vth=1.34 V; =12.5 mPa.Math.s.

(53) The compositions in Example 1 to Example 11 had a larger dielectric anisotropy and a lower minimum temperature in comparison with the composition in Comparative Example 1. Therefore, the liquid crystal composition of the invention is concluded to have excellent characteristics.

INDUSTRIAL APPLICABILITY

(54) A liquid crystal composition of the invention satisfies at least one of characteristics such as a high maximum temperature, a low minimum temperature, a small viscosity, a suitable optical anisotropy, a large dielectric anisotropy, a large specific resistance, a high stability to ultraviolet light, a high stability to heat and a large elastic constant, or has a suitable balance regarding at least two of the characteristics. A liquid crystal display device including the composition has 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.