CN103320145A - Fast response liquid crystal composition containing difluoromethylene ether - Google Patents

Fast response liquid crystal composition containing difluoromethylene ether Download PDF

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CN103320145A
CN103320145A CN2013102730625A CN201310273062A CN103320145A CN 103320145 A CN103320145 A CN 103320145A CN 2013102730625 A CN2013102730625 A CN 2013102730625A CN 201310273062 A CN201310273062 A CN 201310273062A CN 103320145 A CN103320145 A CN 103320145A
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CN103320145B (en
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华瑞茂
王奎
夏治国
张建立
郑成武
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Beijing Chengzhi Yonghua Technology Co ltd
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Shijiazhuang Chengzhi Yonghua Display Material Co Ltd
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Abstract

The invention discloses a fast response liquid crystal composition containing difluoromethylene ether. The fast response liquid crystal composition comprises the following components in percentage by weight: 1-60% of component A constituted by dielectric positive compounds as shown in general formula I and general formula II, 1-60% of component B constituted by the dielectric positive compounds as shown in general formula III and general formula IV and 10-80% of component C constituted by a dielectric neutral compound as shown in general formula V, an optically active substance is simultaneously added, and the adding quantity of the optically active substance is 0.0%-0.5wt% of the sum of the component A, the component B and the component C. The fast response liquid crystal composition disclosed by the invention has the characteristics of low rotational viscosity and fast response speed, and is suitable for active matrix electro-optical elements, in particular to TN-TFT (twisted nematic-thin film transistor), IPS-TFT (in-plane switching-thin film transistor) or FFS (fringe field switching) liquid crystal displays. (I), (II), (III), (IV) and (V) are shown in the specification.

Description

The fast response liquid crystal composition that contains difluoro methylene ether
Technical field
The invention belongs to the liquid crystal material technical field, specially refer to a kind ofly for Active Matrix Display, be particularly useful for the liquid-crystal composition of the quick response of TFT-LCD indicating meter.
Background technology
Liquid crystal display device is divided into following modes according to display mode: twisted-nematic phase (TN) pattern, supertwist nematic phase (STN) pattern, coplanar pattern (IPS), vertical orientation (VA) pattern.No matter which kind of display format all needs liquid-crystal composition that following characteristic is arranged:
(1) chemistry, physical properties is stable;
(2) viscosity is low;
(3) has suitable △ ε;
(4) suitable index of refraction △ n;
(5) intermiscibility with other liquid crystalline cpds is good.
Along with the maturation of the early 1990s TFT technology, the color liquid crystal flat-panel monitor develops rapidly, and less than the time in 10 years, TFT-LCD shot up and is the main flow indicating meter, and the advantage that this and it have is undivided.Its advantage mainly is divided into 5 points:
One, service performance is good.Low pressure applications, low driving voltage; Panelized, frivolous again, saved a large amount of starting material and usage space; Reduce power consumption; Display quality from the simplest monochromatic character graphics to high resolving power, high color fidelity of reproduction, high brightness, high-contrast, the video display unit (VDU) of all size model of high response speed; Its display mode has direct viewing type, projection type, perspective formula and multiple display mode such as reflective.
Two, environmental protection characteristic is good.TFT-LCD is radiationless, flicker free, healthy harmless to the user, and the particularly appearance of TFT-LCD electronic book will be brought the mankind into paperless office, no paper printing epoch, cause human study, propagate and put down in writing the revolution of civilized mode.
Three, the scope of application is wide.In-20 ℃ to 50 ℃ temperature range, can normally use, can reach subzero 80 ℃ through the TFT-LCD of excess temperature consolidation process low-temperature working temperature.Both can be used as mobile termination and shown, terminal console shows, can make large-curtain projecting TV set again, is the full-scale video display terminal (VDT) of excellent property.
Four, the level of automation height of manufacturing technology.
Five, TFT-LCD is easy to integrated and updates.
Therefore the principal feature of liquid crystal flat panel display also has higher requirement to the used liquid crystal material quality characteristic of liquid crystal flat panel display from the above mentioned.
As liquid crystal material, need have good chemistry and thermostability and to the stability of electric field and electromagnetic radiation.And as thin-film transistor technologies (TFT-LCD) liquid crystal material, not only need to have outside good chemistry and thermostability and the stability to electric field and electromagnetic radiation, also should have wideer nematic temperature range, suitable degree of birefringence anisotropy.
Summary of the invention
The technical issues that need to address of the present invention provide a kind of wide nematic phase temperature, low rotary viscosity, response fast, suitable optical anisotropy and the liquid-crystal composition of dielectric anisotropy, be applicable to the active matrix electrooptic element, be particularly useful for the TFT-LCD liquid-crystal display.
For solving the problems of the technologies described above, the technical solution adopted in the present invention is:
The fast response liquid crystal composition that contains difluoro methylene ether, comprise be by mass percentage the component A that forms of 1～60% the dielectric positive compounds by shown in formula I and the general formula II, by mass percentage be the B component of the dielectric positive compounds shown in 1～60% the general formula IV, be the dielectric neutral compound of component C shown in 10～80% the general formula V by mass percentage, also add optically active substance simultaneously, the addition of optically active substance be by mass percentage component A, B component, component C the mass percent sum 0.0%～0.5%;
Figure BDA00003432491700021
（Ⅰ），
Figure BDA00003432491700031
（Ⅱ），
（Ⅳ），
Figure BDA00003432491700033
（Ⅴ)；
In the formula:
Figure BDA00003432491700034
Be respectively
Figure BDA00003432491700035
Figure BDA00003432491700036
Wherein a kind of;
X 1, X 2Be respectively-H ,-Cl ,-F ,-OCF 3,-CF 3,-CHF 2,-CH 2F or-OCHF 2Wherein a kind of;
X 4Be-H ,-Cl ,-F ,-OCF 3,-CF 3,-CHF 2,-CH 2F ,-OCHF 2, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are the wherein a kind of of 3～8 alkenyloxy;
A, b, e, f, g are respectively 0,1 or 2;
R 4, R 51, R 52Be respectively-H, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are the wherein a kind of of 3～8 alkenyloxy, perhaps carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are that one or more hydrogen in 3～8 the alkenyloxy are replaced the wherein a kind of of the formed group in back by fluorine;
Z 1, Z 2, Z 4, Z 51, Z 52Be respectively singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2O-,-OCH 2-,-CH 2O-,-OCF 2-,-CF 2CH 2-,-CH 2CF 2-,-C 2F 4-or-CF=CF-wherein a kind of;
(F) be-H or-F.
Because the technical progress of having adopted technique scheme, the present invention to obtain is:
Component A of the present invention comprises the cyclobutane difluoro methylene ether compound shown in formula I and the general formula II, this kind compound has the necessary general physical properties of liquid crystal monomer compound, to light, thermally-stabilised, wideer nematic phase, good with other compound intermiscibilities, especially this compound has low rotary viscosity γ 1With the characteristic of big dielectric anisotropy (△ ε〉0), can reduce the threshold voltage of liquid-crystal composition effectively, accelerate the time of response, improve the low temperature mutual solubility of liquid-crystal composition, be that very excellent TFT shows and uses monomeric compound.
The fast response liquid crystal composition excellent performance that contains difluoro methylene ether of the present invention has low-down time of response, lower voltage, high resistivity and voltage retention.By the adjustment to each component concentration, the fast response liquid crystal composition that contains difluoro methylene ether of the present invention can have different threshold voltages and birefringent characteristic, is convenient to use under the liquid crystal cell of different thickness and different driving voltage.Simultaneously, liquid-crystal composition of the present invention still can show high temperature and the UV stable performance of high resistivity, excellence behind high temperature.Therefore, be applicable to the Electro-Optical Display with active array addressing.
Liquid-crystal composition of the present invention, be applicable to Active Matrix Display, be specially adapted to the Electro-Optical Display by the matrix addressing of thin film transistor (TFT), as: active matrix TN-TFT, IPS-TFT or FFS liquid crystal display device and the liquid-crystal display of quick response.
Embodiment
The present invention is further elaborated below in conjunction with specific embodiment:
Liquid-crystal composition of the present invention can adopt produces two or more liquid crystalline cpd blending meanss, as at high temperature mixing the method preparation of different components and dissolving each other, wherein, the solvent that liquid-crystal composition is dissolved in for this compound also mixes, and under reduced pressure distills out this solvent then; Liquid-crystal composition of the present invention also can be according to other conventional preparation methods, as take heating, ultrasonic wave, and modes such as suspension prepare.
Per-cent in this specification sheets is mass percent, temperature be degree centigrade (℃), concrete meaning and the test condition of other symbols are as follows:
Cp represent liquid crystal clearing point (℃);
The crystalline state that S-N represents liquid crystal to nematic fusing point (℃);
△ n is optical anisotropy, n oBe the specific refractory power of ordinary light, n eBe the specific refractory power of extraordinary ray, test condition is, 589nm, 25 ℃;
△ ε is dielectric anisotropy, △ ε=ε ∥-ε ⊥, and wherein, ε ∥ is the specific inductivity that is parallel to molecular axis, and ε ⊥ is the specific inductivity perpendicular to molecular axis, and test condition is 25 ℃, 1KHz, HP4284A, 5.2 microns left-handed boxes of TN;
τ is time of response [ms], and testing tool is DMS-501, and test condition is 25 ± 0.5 ℃, 5.2 microns left-handed boxes of TN of testing cassete;
V 10Be the optical threshold voltage [V] of liquid crystal, V 90Be the saturation voltage value [V] of liquid crystal, test condition is 5.2 microns left-handed boxes of TN, 25 ℃;
γ 1Be rotary viscosity [mPas] that test condition is 25 ± 0.5 ℃.
The fast response liquid crystal composition that contains difluoro methylene ether of the present invention comprise be by mass percentage the component A that forms of 1～60% the dielectric positive compounds by shown in formula I and the general formula II, by mass percentage be the B component of the dielectric positive compounds shown in 1～60% the general formula IV, be the dielectric neutral compound of component C shown in 10～80% the general formula V by mass percentage, also add optically active substance simultaneously, the addition of optically active substance be by mass percentage component A, B component, component C the mass percent sum 0.0%～0.5%;
Figure BDA00003432491700051
Ⅰ，
Figure BDA00003432491700061
Ⅱ，
Figure BDA00003432491700062
Ⅳ，
Figure BDA00003432491700063
Ⅴ；
In the formula:
Figure BDA00003432491700064
Be respectively
Figure BDA00003432491700065
Figure BDA00003432491700066
Or Wherein a kind of;
X 1, X 2Be respectively-H ,-Cl ,-F ,-OCF 3,-CF 3,-CHF 2,-CH 2F or-OCHF 2Wherein a kind of;
X 4Be-H ,-Cl ,-F ,-OCF 3,-CF 3,-CHF 2,-CH 2F ,-OCHF 2, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are the wherein a kind of of 3～8 alkenyloxy;
A, b, e, f, g are respectively 0,1 or 2;
R 4, R 51, R 52Be respectively-H, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are the wherein a kind of of 3～8 alkenyloxy, perhaps carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are that one or more hydrogen in 3～8 the alkenyloxy are replaced the wherein a kind of of the formed group in back by fluorine;
Z 1, Z 2, Z 4, Z 51, Z 52Be respectively singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2O-,-OCH 2-,-CH 2O-,-OCF 2-,-CF 2CH 2-,-CH 2CF 2-,-C 2F 4-or-CF=CF-wherein a kind of;
(F) be-H or-F.
The present invention contains that B component also contains the dielectric positive compounds shown in the general formula III in the fast response liquid crystal composition of difluoro methylene ether,
Figure BDA00003432491700071
Ⅲ；
Figure BDA00003432491700072
Be respectively
Figure BDA00003432491700074
Or
Figure BDA00003432491700075
Wherein a kind of;
X 3Be-H ,-Cl ,-F ,-OCF 3,-CF 3,-CHF 2,-CH 2F or-OCHF 2Wherein a kind of;
C, d are respectively 0,1 or 2;
R 3Be-H, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are the wherein a kind of of 3～8 alkenyloxy, perhaps carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are that one or more hydrogen in 3～8 the alkenyloxy are replaced the wherein a kind of of the formed group in back by fluorine.
The mass percent of component A is preferably 5～35% in the liquid-crystal composition of the present invention, and the mass percent of B component is preferably 5～45%, and the mass percent of component C is preferably 20～60%; Wherein the mass percent of component A can also be more preferably 13～23%, the mass percent of B component more preferably 25～37%, the mass percent of component C more preferably 43～57%.
The preferred following formula: compound of dielectric neutral compound shown in the general formula V of dielectric positive compounds shown in the dielectric positive compounds of the formula I of component A of the present invention and general formula II, the general formula III of B component and the general formula IV, component C, the group of the symbol representative in the structural formula is identical with the group of said structure formula same-sign representative:
Ⅰ-a，
Figure BDA00003432491700082
Ⅰ-b，
Figure BDA00003432491700083
Ⅰ-c，
Figure BDA00003432491700084
Ⅰ-d，
Ⅰ-e，
Figure BDA00003432491700086
Ⅰ-f，
Figure BDA00003432491700087
Ⅰ-g，
Figure BDA00003432491700088
Ⅰ-h，
Figure BDA00003432491700091
Ⅰ-i，
Ⅰ-j，
Figure BDA00003432491700093
Ⅰ-k，
Ⅱ-a
Figure BDA00003432491700095
Ⅱ-b，
Ⅱ-c，
Figure BDA00003432491700097
Ⅱ-d，
Figure BDA00003432491700098
Ⅱ-e，
Figure BDA00003432491700099
Ⅱ-f，
Figure BDA00003432491700101
Ⅲ-a，
Figure BDA00003432491700102
Ⅲ-b，
Figure BDA00003432491700103
Ⅲ-c，
Figure BDA00003432491700104
Ⅲ-d，
Figure BDA00003432491700105
Ⅲ-e，
Figure BDA00003432491700106
Ⅲ-f，
Figure BDA00003432491700107
Ⅲ-g，
Figure BDA00003432491700108
Ⅲ-h，
Figure BDA00003432491700109
Ⅲ-i，
Figure BDA00003432491700111
Ⅲ-j，
Figure BDA00003432491700112
Ⅳ-a，
Figure BDA00003432491700113
Ⅳ-b，
Ⅳ-c，
Figure BDA00003432491700115
Ⅳ-d，
Figure BDA00003432491700116
Ⅳ-e，
Figure BDA00003432491700117
Ⅳ-f，
Figure BDA00003432491700118
Ⅳ-g，
Ⅳ-h，
Figure BDA00003432491700121
Ⅳ-i，
Figure BDA00003432491700122
Ⅳ-j，
Ⅳ-k，
Ⅳ-l，
Figure BDA00003432491700125
Ⅳ-m，
Figure BDA00003432491700126
Ⅳ-n，
Figure BDA00003432491700127
Ⅳ-o，
Figure BDA00003432491700128
Ⅳ-p，
Figure BDA00003432491700129
Ⅳ-q，
Ⅳ-r，
Figure BDA00003432491700131
Ⅳ-s，
Figure BDA00003432491700132
Ⅴ-a，
Figure BDA00003432491700133
Ⅴ-b，
Figure BDA00003432491700134
Ⅴ-c，
Figure BDA00003432491700135
Ⅴ-d，
Figure BDA00003432491700136
Ⅴ-e，
Figure BDA00003432491700137
Ⅴ-f，
Figure BDA00003432491700138
Ⅴ-g，
Figure BDA00003432491700139
Ⅴ-h，
Figure BDA000034324917001310
Ⅴ-i，
Figure BDA000034324917001311
Ⅴ-j，
Figure BDA000034324917001312
Ⅴ-k，
Figure BDA000034324917001313
Ⅴ-l，
Figure BDA000034324917001314
Ⅴ-m，
Ⅴ-n，
Figure BDA00003432491700141
Ⅴ-o，
Ⅴ-p，
Figure BDA00003432491700143
Ⅴ-q，
Ⅴ-r，
Figure BDA00003432491700145
Ⅴ-s，
Figure BDA00003432491700146
Ⅴ-t，
Figure BDA00003432491700147
Ⅴ-u，
Figure BDA00003432491700148
Ⅴ-v，
Figure BDA00003432491700149
Ⅴ-w，
Figure BDA000034324917001410
V-x；
X in the following formula 1, X 2, X 3Preferably-F or-OCF 3, X 4Preferably-F ,-OCF 3, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl or carbonatoms are the wherein a kind of of 3～8 alkenyloxy, R 3, R 4, R 51, R 52For preferably-H, carbonatoms are that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl or carbonatoms are the wherein a kind of of 3～8 alkenyloxy; R 3, R 4, R 51, R 52Be respectively-H, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl or carbonatoms are the wherein a kind of of 3～8 alkenyloxy.R wherein 3, R 4, R 51, R 52More preferably carbonatoms is that 1～5 alkyl or carbonatoms are 2～4 alkenyl.
Jie's positive polarity compound shown in the general formula IV of Jie's positive polarity compound shown in the formula I of component A of the present invention and the general formula II, B component most preferably is following compounds:
Figure BDA00003432491700151
Ⅰ-a-1，
Ⅰ-b-1，
Ⅰ-c-1，
Figure BDA00003432491700154
Ⅰ-d-1，
Figure BDA00003432491700155
Ⅰ-e-1，
Ⅰ-g-1，
Figure BDA00003432491700157
Ⅱ-a-1，
Figure BDA00003432491700158
Ⅱ-b-1，
Figure BDA00003432491700159
Ⅱ-b-2，
Figure BDA000034324917001510
Ⅱ-c-1，
Figure BDA00003432491700161
Ⅱ-c-2，
Figure BDA00003432491700162
Ⅱ-d-1，
Figure BDA00003432491700163
Ⅱ-e-1，
Figure BDA00003432491700164
Ⅳ-a-1，
Figure BDA00003432491700165
Ⅳ-a-2，
Figure BDA00003432491700166
Ⅳ-b-1，
Figure BDA00003432491700167
Ⅳ-c-1，
Figure BDA00003432491700168
Ⅳ-d-1，
Figure BDA00003432491700169
Ⅳ-e-1，
Figure BDA000034324917001610
Ⅳ-f-1，
Figure BDA00003432491700171
Ⅳ-g-1，
Ⅳ-l-1，
Figure BDA00003432491700173
Ⅳ-m-1。
In an embodiment the compound shown in formula I, general formula II, general formula III, general formula IV, the general formula V is mixed with liquid-crystal composition in proportion, and adds quantitative optically active compounds, be filled in and carry out performance test between the liquid-crystal display two substrates.
Embodiment 1
Figure BDA00003432491700174
Figure BDA00003432491700181
The liquid-crystal composition of embodiment 1 has moderate degree of birefringence, suitable high positive dielectric, and very low rotation viscosity, therefore is fit to the TN of response fast, IPS indicating meter at the very fast time of response very much.
Embodiment 2
Figure BDA00003432491700191
The liquid-crystal composition of embodiment 2 has moderate degree of birefringence, suitable high positive dielectric, and very low rotation viscosity, therefore is fit to the TN-TFT indicating meter of response fast at the very fast time of response very much.
Embodiment 3
Figure BDA00003432491700192
The liquid-crystal composition of embodiment 3 has moderate degree of birefringence, suitable high positive dielectric, and higher clearing point, very low rotation viscosity, therefore is fit to the IPS-TFT indicating meter of response fast at the very fast time of response very much.
Embodiment 4
Figure BDA00003432491700201
The liquid-crystal composition of embodiment 4 has moderate degree of birefringence, suitable high positive dielectric, and higher clearing point, very low rotation viscosity, therefore is fit to the IPS-TFT indicating meter of response fast at the very fast time of response very much.
Embodiment 5
The liquid-crystal composition of embodiment 5 has moderate degree of birefringence, suitable high positive dielectric, and higher clearing point, very low rotation viscosity, therefore is fit to the TN-TFT indicating meter of response fast at the very fast time of response very much.
Embodiment 6
Figure BDA00003432491700212
Figure BDA00003432491700221
The liquid-crystal composition of embodiment 6 has moderate degree of birefringence, suitable high positive dielectric, and higher clearing point, very low threshold voltage, very low rotation viscosity, therefore is fit to the IPS-TFT indicating meter of response fast at the very fast time of response very much.
Embodiment 7
Figure BDA00003432491700231
The liquid-crystal composition of embodiment 7 has moderate degree of birefringence, suitable high positive dielectric, and higher clearing point, lower threshold voltage, very low rotation viscosity, therefore is fit to the IPS-TFT indicating meter of response fast at the very fast time of response very much.
Embodiment 8
Figure BDA00003432491700232
The liquid-crystal composition of embodiment 8 has moderate degree of birefringence, suitable high positive dielectric, and higher clearing point, very low rotation viscosity faster the time of response, therefore is fit to the TN-TFT indicating meter of response fast very much.
By embodiment 1～embodiment 8 as can be known, this liquid-crystal composition can be kept the fast time of response at low-temperature region, can widen the use temperature of TN, IPS or FFS liquid crystal mode, and have time of response and wideer angular field of view faster, be highly suitable for TN-TFT, IPS-TFT and FFS indicating meter.
Though the present invention has only enumerated concrete material and the proportioning mass percent of above-mentioned 8 embodiment, and the performance of the liquid-crystal composition formed tested, but liquid-crystal composition of the present invention can be on the basis of above-described embodiment, utilize the preferred compound of the compound of formula I involved in the present invention, II, III, IV, V representative and formula I, II, III, IV, V further to expand and revise, all can reach purpose of the present invention.

Claims (7)

1. the fast response liquid crystal composition that contains difluoro methylene ether, it is characterized in that: comprise being the component A that 1～60% the dielectric positive compounds by shown in formula I and the general formula II is formed by mass percentage, be the B component of the dielectric positive compounds shown in 1～60% the general formula IV by mass percentage, be the dielectric neutral compound of component C shown in 10～80% the general formula V by mass percentage, also add optically active substance simultaneously, the addition of optically active substance is component A by mass percentage, B component, 0.0%～0.5% of the mass percent sum of component C;
Figure FDA00003432491600011
（Ⅰ），
Figure FDA00003432491600012
（Ⅱ），
Figure FDA00003432491600013
（Ⅳ），
Figure FDA00003432491600014
（Ⅴ)；
In the formula:
Figure FDA00003432491600015
Be respectively
Figure FDA00003432491600016
Figure FDA00003432491600017
Wherein a kind of;
X 1, X 2Be respectively-H ,-Cl ,-F ,-OCF 3,-CF 3,-CHF 2,-CH 2F or-OCHF 2Wherein a kind of;
X 4Be-H ,-Cl ,-F ,-OCF 3,-CF 3,-CHF 2,-CH 2F ,-OCHF 2, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are the wherein a kind of of 3～8 alkenyloxy;
A, b, e, f, g are respectively 0,1 or 2;
R 4, R 51, R 52Be respectively-H, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are the wherein a kind of of 3～8 alkenyloxy, perhaps carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are that one or more hydrogen in 3～8 the alkenyloxy are replaced the wherein a kind of of the formed group in back by fluorine;
Z 1, Z 2, Z 4, Z 51, Z 52Be respectively singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2O-,-OCH 2-,-CH 2O-,-OCF 2-,-CF 2CH 2-,-CH 2CF 2-,-C 2F 4-or-CF=CF-wherein a kind of;
(F) be-H or-F.
2. the fast response liquid crystal composition that contains difluoro methylene ether according to claim 1 is characterized in that: also contain the dielectric positive compounds shown in the general formula III in the described B component,
Figure FDA00003432491600021
（Ⅲ）；
Figure FDA00003432491600022
Be respectively
Figure FDA00003432491600023
Figure FDA00003432491600024
Wherein a kind of;
X 3Be-H ,-Cl ,-F ,-OCF 3,-CF 3,-CHF 2,-CH 2F or-OCHF 2Wherein a kind of;
C, d are respectively 0,1 or 2;
R 3Be-H, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are the wherein a kind of of 3～8 alkenyloxy, perhaps carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl, carbonatoms are that one or more hydrogen in 3～8 the alkenyloxy are replaced the wherein a kind of of the formed group in back by fluorine.
3. according to claim 1 or 2 each described fast response liquid crystal compositions that contain difluoro methylene ether, it is characterized in that: the mass percent of described component A is 5～35%, the mass percent of B component is 5～45%, and the mass percent of component C is 20～60%.
4. the fast response liquid crystal composition that contains difluoro methylene ether according to claim 2 is characterized in that:
In the compound shown in the dielectric positive compounds preferred formula I-a～formula I-k of the formula I of described component A one or more:
Figure FDA00003432491600031
（Ⅰ-a），
（Ⅰ-b），
Figure FDA00003432491600033
（Ⅰ-c），
Figure FDA00003432491600034
（Ⅰ-d），
Figure FDA00003432491600035
（Ⅰ-e），
（Ⅰ-f），
（Ⅰ-g），
Figure FDA00003432491600043
（Ⅰ-h），
Figure FDA00003432491600044
（Ⅰ-i），
Figure FDA00003432491600045
（Ⅰ-j），
Figure FDA00003432491600046
（Ⅰ-k）；
Dielectric positive compounds shown in the general formula II of described component A is one or more in the compound shown in formula II-a～formula II-f:
Figure FDA00003432491600047
（Ⅱ-a），
（Ⅱ-b），
Figure FDA00003432491600049
（Ⅱ-c），
Figure FDA00003432491600051
（Ⅱ-d），
Figure FDA00003432491600052
（Ⅱ-e），
（Ⅱ-f）；
Dielectric positive compounds shown in the general formula III of described B component is one or more in the compound shown in formula III-a～formula III-j:
Figure FDA00003432491600054
（Ⅲ-a），
Figure FDA00003432491600055
（Ⅲ-b），
Figure FDA00003432491600056
（Ⅲ-c），
Figure FDA00003432491600057
（Ⅲ-d），
（Ⅲ-e），
（Ⅲ-f），
Figure FDA00003432491600062
（Ⅲ-g），
Figure FDA00003432491600063
（Ⅲ-h），
Figure FDA00003432491600064
（Ⅲ-i），
Figure FDA00003432491600065
（Ⅲ-j）；
Dielectric positive compounds shown in the general formula IV of described B component is one or more in the compound shown in formula IV-a～formula IV-s:
Figure FDA00003432491600066
（Ⅳ-a），
（Ⅳ-b），
Figure FDA00003432491600068
（Ⅳ-c），
Figure FDA00003432491600069
（Ⅳ-d），
Figure FDA00003432491600071
（Ⅳ-e），
（Ⅳ-f），
Figure FDA00003432491600073
（Ⅳ-g），
Figure FDA00003432491600074
（Ⅳ-h），
（Ⅳ-i），
Figure FDA00003432491600076
（Ⅳ-j），
Figure FDA00003432491600077
（Ⅳ-k），
Figure FDA00003432491600078
（Ⅳ-l），
Figure FDA00003432491600079
（Ⅳ-m），
Figure FDA00003432491600081
（Ⅳ-n），
（Ⅳ-o），
Figure FDA00003432491600083
（Ⅳ-p），
Figure FDA00003432491600084
（Ⅳ-q），
（Ⅳ-r），
Figure FDA00003432491600086
（Ⅳ-s）；
Dielectric neutral compound shown in the general formula V of described component C is one or more in the compound shown in formula V-a～formula V-x:
Figure FDA00003432491600087
（Ⅴ-a），
Figure FDA00003432491600088
（Ⅴ-b），
Figure FDA00003432491600089
（Ⅴ-c），
Figure FDA000034324916000810
（Ⅴ-d），
Figure FDA000034324916000811
（Ⅴ-e），
Figure FDA00003432491600091
（Ⅴ-f），
Figure FDA00003432491600092
（Ⅴ-g），
Figure FDA00003432491600093
（Ⅴ-h），
Figure FDA00003432491600094
（Ⅴ-i），
Figure FDA00003432491600095
（Ⅴ-j），
Figure FDA00003432491600096
（Ⅴ-k），
Figure FDA00003432491600097
（Ⅴ-l），
Figure FDA00003432491600098
（Ⅴ-m），
Figure FDA00003432491600099
（Ⅴ-n），
Figure FDA000034324916000910
（Ⅴ-o），
（Ⅴ-p），
Figure FDA000034324916000912
（Ⅴ-q），
Figure FDA000034324916000913
（Ⅴ-r），
Figure FDA000034324916000914
（Ⅴ-s），
（Ⅴ-t），
（Ⅴ-u），
（Ⅴ-v），
Figure FDA00003432491600103
（Ⅴ-w），
Figure FDA00003432491600104
（V-x）。
5. the fast response liquid crystal composition that contains difluoro methylene ether according to claim 4 is characterized in that: described X 1, X 2, X 3Be respectively-F or-OCF 3, X 4Be-F ,-OCF 3, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl or carbonatoms are the wherein a kind of of 3～8 alkenyloxy, R 3, R 4, R 51, R 52Be respectively-H, carbonatoms is that 1～10 alkyl, carbonatoms are that 1～10 alkoxyl group, carbonatoms are that 2～10 alkenyl or carbonatoms are the wherein a kind of of 3～8 alkenyloxy.
6. the fast response liquid crystal composition that contains difluoro methylene ether according to claim 5 is characterized in that: described R 3, R 4, R 51, R 52Be respectively that carbonatoms is that 1～5 alkyl or carbonatoms are 2～4 alkenyl.
7. according to claim 5 or 6 each described fast response liquid crystal compositions that contain difluoro methylene ether, it is characterized in that:
Jie's positive polarity compound shown in the formula I of described component A and the general formula II is the compound in the following formula:
（Ⅰ-a-1），
Figure FDA00003432491600106
（Ⅰ-b-1），
Figure FDA00003432491600111
（Ⅰ-c-1），
Figure FDA00003432491600112
（Ⅰ-d-1），
Figure FDA00003432491600113
（Ⅰ-e-1），
Figure FDA00003432491600114
（Ⅰ-g-1）， （Ⅱ-a-1），
Figure FDA00003432491600116
（Ⅱ-b-1），
（Ⅱ-b-2），
Figure FDA00003432491600118
（Ⅱ-c-1），
Figure FDA00003432491600119
（Ⅱ-c-2），
Figure FDA000034324916001110
（Ⅱ-d-1），
Figure FDA00003432491600121
（Ⅱ-e-1）；
Jie's positive polarity compound shown in the general formula IV of described B component is the compound in the following formula: (IV-a-1),
（Ⅳ-a-2），
（Ⅳ-b-1），
Figure FDA00003432491600125
（Ⅳ-c-1），
（Ⅳ-d-1），
Figure FDA00003432491600127
（Ⅳ-e-1），
Figure FDA00003432491600128
（Ⅳ-f-1），
Figure FDA00003432491600129
（Ⅳ-g-1），
Figure FDA00003432491600131
（Ⅳ-l-1），
Figure FDA00003432491600132
（Ⅳ-m-1）。
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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103361078A (en) * 2013-07-19 2013-10-23 石家庄诚志永华显示材料有限公司 Liquid crystal composition containing difluoromethylene ether
CN103468271A (en) * 2013-09-25 2013-12-25 石家庄诚志永华显示材料有限公司 Positive dielectric anisotropy liquid crystal composition
CN103484130A (en) * 2013-09-25 2014-01-01 石家庄诚志永华显示材料有限公司 Liquid crystal composition containing butyl and alkyl compounds
CN103555348A (en) * 2013-11-07 2014-02-05 石家庄诚志永华显示材料有限公司 Liquid crystal composition and application thereof
WO2014089903A1 (en) * 2012-12-14 2014-06-19 石家庄诚志永华显示材料有限公司 Liquid crystal compound containing cyclobutyl and difluoromethylenedioxy bonding group as well as preparation method and application thereof
CN105295956A (en) * 2015-09-30 2016-02-03 石家庄诚志永华显示材料有限公司 Positive dielectric liquid crystal composition
TWI588245B (en) * 2015-10-16 2017-06-21 Liquid crystal composition
TWI634197B (en) * 2017-06-29 2018-09-01 大陸商石家莊誠志永華顯示材料有限公司 Liquid crystal composition and liquid crystal display element

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004315819A (en) * 2003-04-11 2004-11-11 Merck Patent Gmbh Liquid crystal medium
US20080128653A1 (en) * 2004-06-18 2008-06-05 Atsutaka Manabe Liquid Crystalline Medium
CN102964226A (en) * 2012-12-14 2013-03-13 石家庄诚志永华显示材料有限公司 Liquid crystal compound containing cyclobutyl and difluoromethylenedioxy connecting radical as well as preparation method and application thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004315819A (en) * 2003-04-11 2004-11-11 Merck Patent Gmbh Liquid crystal medium
US20080128653A1 (en) * 2004-06-18 2008-06-05 Atsutaka Manabe Liquid Crystalline Medium
CN102964226A (en) * 2012-12-14 2013-03-13 石家庄诚志永华显示材料有限公司 Liquid crystal compound containing cyclobutyl and difluoromethylenedioxy connecting radical as well as preparation method and application thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
王国芳等: "环己烷苯类单体液晶的检测方法研究", 《液晶与显示》, vol. 25, no. 3, 30 June 2010 (2010-06-30), pages 320 - 324 *

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9481828B2 (en) 2012-12-14 2016-11-01 Shijiazhuang Chengzhi Yonghua Display Material Co., Ltd. Liquid Crystal compound containing cyclobutyl group and difluoromethyleneoxy linking group, and preparation method and use thereof
WO2014089903A1 (en) * 2012-12-14 2014-06-19 石家庄诚志永华显示材料有限公司 Liquid crystal compound containing cyclobutyl and difluoromethylenedioxy bonding group as well as preparation method and application thereof
US20150284632A1 (en) * 2012-12-14 2015-10-08 Shijiazhuang Chengzhi Yonghua Display Materials Co., Ltd. Liquid Crystal Compound Containing Cyclobutyl Group and Difluoromethyleneoxy Linking Group, and Preparation Method and Use Thereof
CN103361078A (en) * 2013-07-19 2013-10-23 石家庄诚志永华显示材料有限公司 Liquid crystal composition containing difluoromethylene ether
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CN103468271A (en) * 2013-09-25 2013-12-25 石家庄诚志永华显示材料有限公司 Positive dielectric anisotropy liquid crystal composition
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CN103468271B (en) * 2013-09-25 2015-05-20 石家庄诚志永华显示材料有限公司 Positive dielectric anisotropy liquid crystal composition
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