CN103525433A - Liquid crystal composition containing difluoromethylene aether group compounds - Google Patents
Liquid crystal composition containing difluoromethylene aether group compounds Download PDFInfo
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- CN103525433A CN103525433A CN201310442001.7A CN201310442001A CN103525433A CN 103525433 A CN103525433 A CN 103525433A CN 201310442001 A CN201310442001 A CN 201310442001A CN 103525433 A CN103525433 A CN 103525433A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 113
- 239000000203 mixture Substances 0.000 title claims abstract description 81
- 150000001875 compounds Chemical class 0.000 claims abstract description 73
- IYRWEQXVUNLMAY-UHFFFAOYSA-N carbonyl fluoride Chemical compound FC(F)=O IYRWEQXVUNLMAY-UHFFFAOYSA-N 0.000 claims description 16
- -1 alkoxy radical Chemical class 0.000 claims description 15
- 125000003342 alkenyl group Chemical group 0.000 claims description 11
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 239000003381 stabilizer Substances 0.000 claims description 8
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical compound F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 claims description 5
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 5
- VUWZPRWSIVNGKG-UHFFFAOYSA-N fluoromethane Chemical compound F[CH2] VUWZPRWSIVNGKG-UHFFFAOYSA-N 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 5
- 230000002745 absorbent Effects 0.000 claims description 3
- 239000002250 absorbent Substances 0.000 claims description 3
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 3
- 239000012964 benzotriazole Substances 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 239000002530 phenolic antioxidant Substances 0.000 claims description 3
- 239000002131 composite material Substances 0.000 claims 1
- 230000004044 response Effects 0.000 abstract description 21
- 239000010409 thin film Substances 0.000 abstract description 5
- 239000011159 matrix material Substances 0.000 abstract description 4
- 230000003287 optical effect Effects 0.000 abstract description 3
- 238000012360 testing method Methods 0.000 description 10
- 239000000463 material Substances 0.000 description 7
- 0 CC*C1CCC(C)CC1 Chemical compound CC*C1CCC(C)CC1 0.000 description 6
- 238000011056 performance test Methods 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- WJAVYWPXOXAOBS-UHFFFAOYSA-N Cc1cc(F)c(C)cc1 Chemical compound Cc1cc(F)c(C)cc1 WJAVYWPXOXAOBS-UHFFFAOYSA-N 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- CFFHCMKGIPEENO-UHFFFAOYSA-N CC1Cc2cc(F)c(C)c(F)c2CC1 Chemical compound CC1Cc2cc(F)c(C)c(F)c2CC1 CFFHCMKGIPEENO-UHFFFAOYSA-N 0.000 description 1
- YGYNBBAUIYTWBF-UHFFFAOYSA-N Cc(cc1)cc2c1cc(C)cc2 Chemical compound Cc(cc1)cc2c1cc(C)cc2 YGYNBBAUIYTWBF-UHFFFAOYSA-N 0.000 description 1
- DYSJQUQJVBYIOT-UHFFFAOYSA-N Cc(ccc(C)c1F)c1F Chemical compound Cc(ccc(C)c1F)c1F DYSJQUQJVBYIOT-UHFFFAOYSA-N 0.000 description 1
- HBXFIXSFKULBOG-UHFFFAOYSA-N Cc1cc(F)c(C)c(F)c1 Chemical compound Cc1cc(F)c(C)c(F)c1 HBXFIXSFKULBOG-UHFFFAOYSA-N 0.000 description 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Cc1ccc(C)cc1 Chemical compound Cc1ccc(C)cc1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000005670 electromagnetic radiation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
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Abstract
The invention discloses a liquid crystal composition containing difluoromethylene aether group compounds, which comprises a component A, a component B and a component C, wherein the component A is composed of dielectric positive compounds disclosed as general formula I and general formula II, the component B is composed of one or more compounds disclosed as general formula III, and the component C is composed of one or more compounds disclosed as general formula IV. The liquid crystal composition disclosed by the invention has excellent properties, and has the characteristics of wide nematic-phase temperature range, proper positive dielectric anisotropy, proper optical anisotropy, very high charge retentivity, high response speed, low rotary viscosity, low consumed power and the like. The composition is applicable to liquid crystal display, and is especially suitable for quick-response active matrix TN-TFT (twisted nematic thin film transistor) and IPS-TFT (in-plane switching-thin film transistor) display devices. The parameters in the general formulae are defined in the specification.
Description
Technical Field
The invention belongs to the field of liquid crystal compounds, and particularly relates to a liquid crystal composition containing a dielectric positive liquid crystal compound, which is applied to liquid crystal display.
Background
Liquid crystal display elements are classified into the following modes according to display modes: twisted Nematic (TN) mode, Super Twisted Nematic (STN) mode, in-plane mode (IPS), Vertical Alignment (VA) mode. The following properties are required for the liquid crystal composition regardless of the display mode: the chemical and physical properties are stable; the viscosity is low; with a suitable Δ ε; a suitable refractive index Δ n; has good compatibility with other liquid crystal compounds.
As liquid crystal materials, good chemical and thermal stability as well as stability to electric fields and electromagnetic radiation are required. As a liquid crystal material for thin film transistor (TFT-LCD) technology, it is required to have not only the above stability, but also a wide nematic phase temperature range, a suitable birefringence anisotropy, a very high resistivity, a good uv resistance, a high charge retention rate, and a low vapor pressure.
Although the market for thin film transistor technology (TFT-LCD) applications is very large in recent years, the technology is mature, and meanwhile, due to the continuous progress of liquid crystal material technology, the requirements of people on display technology are continuously improved, especially in the aspects of realizing fast response, reducing driving voltage to reduce power consumption and the like.
The liquid crystal material is one of important photoelectronic materials for liquid crystal displays, and plays an important role in improving the performance of the liquid crystal displays. Any liquid crystal composition for display is required to have a wide liquid crystal state temperature, high stability, a relatively suitable viscosity, and a relatively fast response speed to an electric field. However, to date, no single liquid crystal material has been used alone in liquid crystal displays to meet performance requirements without developing compositions with other performance characteristics. Therefore, the continuous development of new liquid crystal materials with excellent performance is of great significance to the development of liquid crystal displays.
Disclosure of Invention
The technical problem to be solved by the invention is to provide a liquid crystal composition containing a dielectric positive liquid crystal compound, which has large positive dielectric anisotropy, low refractive index anisotropy, higher clearing point and low rotational viscosity, can maintain high charge retention rate in a high-temperature area, and can maintain fast response time in a low-temperature area.
In order to solve the technical problems, the technical scheme adopted by the invention is as follows:
the liquid crystal composition containing the difluoromethylene ether-based compound comprises a component A consisting of dielectric positive compounds shown in a general formula I and a general formula II, a component B consisting of one or more compounds shown in a general formula III, and a component C consisting of one or more compounds shown in a general formula IV;
wherein,
R1、R5are each H or C1～C10Straight chain alkyl, C1～C10Straight-chain alkoxy radical, C2～C10Straight chain alkenyl, C3～C8Any of linear alkenyloxy groups; or is C1～C10Straight chain alkyl, C1～C10Straight-chain alkoxy radical, C2～C10Straight chain alkenyl, C3～C8Any group in which any H in the linear alkenyloxy group is substituted with F;
R2、R3、R4、R6respectively is any one of the following groups:
①：H、Cl、F、CN、OCN、OCF3、CF3、CHF2、CH2F、OCHF2、SCN、NCS、SF5，
②：C1～C15straight chain alkyl, C1～C15Straight-chain alkoxy radical, C2～C15Straight chain alkenyl, C2～C15A linear alkenyloxy group,
③: -CH-one or more of the groups mentioned in (2)2-a group which is substituted by-CH- ═ CH-, -C.ident.C-, -COO-, -OOC-, cyclobutylidene, cyclopentylidene, -O-or-S-and to which the oxygen atom is not directly attached,
fourthly, the method comprises the following steps: any H of the group in (II) or (III) is replaced by F, Cl;
(F) is H or F;
Z1、Z2、Z3are each a single bond, -CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4-、-CH＝CH-、-C≡C-、-COO-、-OOC-、-CF2O-、-OCH2-、-CH2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-C2F4-, -CF ═ CF —;
A1、A2、A3、A4、A5、A6、A7、A8、A9are respectively as
One of (1);
a. b, d, e, f, g and h are respectively 0 or 1 or 2 or 3; c is 1 or 2, and a + b + c is less than or equal to 5.
The invention is further improved in that: in the liquid crystal composition, the component A accounts for 1-80 wt% of the liquid crystal composition, the component B accounts for 1-60 wt% of the liquid crystal composition, and the component C accounts for 1-50 wt% of the liquid crystal composition;
the invention is further improved in that: the compound shown in the general formula I accounts for 1-50% of the weight of the liquid crystal composition.
The invention is further improved in that: the compound shown in the general formula II accounts for 1-50% of the weight of the liquid crystal composition.
The invention is further improved in that: in the liquid crystal composition, the component A accounts for 18-33 wt% of the liquid crystal composition, the component B accounts for 28-60 wt% of the liquid crystal composition, the component C accounts for 18-43 wt% of the liquid crystal composition, and the components A, B and C account for 100 wt%;
the invention is further improved in that: the stabilizer accounts for 0.01-0.5 percent of the total weight of the component A, the component B and the component C;
the invention is further improved in that: the stabilizer is a phenolic antioxidant and/or a benzotriazole ultraviolet absorbent.
Due to the adoption of the technical scheme, the technical progress of the invention is as follows:
the nematic phase type liquid crystal composition obtained by the invention has excellent performance, short total response time, lower voltage, high resistivity and voltage holding ratio. By adjusting the content of each component, the nematic phase type liquid crystal composition can have different threshold voltages and birefringence characteristics, is convenient to use under different liquid crystal box thicknesses and different driving voltages, and can meet different requirements of customers. Meanwhile, the liquid crystal composition shows excellent high-temperature stability and ultraviolet stability.
The liquid crystal composition can be used for manufacturing active matrix displays, preferably by matrix addressing of Thin Film Transistors (TFTs), and is particularly suitable for manufacturing active matrix TN-TFT, IPS-TFT or FFS-TFT liquid crystal display elements and liquid crystal displays with fast response.
Detailed Description
The invention will be further illustrated with reference to the following specific examples:
the specific meanings of the symbols in the examples and the test conditions were as follows:
cp: the unit ℃ represents the clearing point of the liquid crystal.
S-N: the unit C represents the melting point of the crystalline to nematic phase of the liquid crystal.
Δ n: optical anisotropy, Δ n ═ no-ne, where no is the refractive index of ordinary light and ne is the refractive index of extraordinary light, and the test conditions were 589nm, 25 ± 0.5 ℃.
Δ ε: dielectric anisotropy, Δ ε ═ ε∥-ε⊥Wherein, epsilon∥Is a dielectric constant parallel to the molecular axis,. epsilon⊥The dielectric constant perpendicular to the molecular axis, the test conditions were 25 + -0.5 ℃; 1 KHz; HP 4284A; 5.2 micron TN left-handed cassette.
γ1: rotational viscosity in mPas units, test conditions 25. + -. 0.5 ℃.
The liquid crystal composition containing the difluoromethylene ether-based compound comprises a component A consisting of dielectric positive compounds shown in a general formula I and a general formula II, a component B consisting of one or more compounds shown in a general formula III, and a component C consisting of one or more compounds shown in a general formula IV;
wherein,
R1、R5are each H or C1～C10Straight chain alkyl, C1～C10Straight-chain alkoxy radical, C2～C10Straight chain alkenyl, C3～C8Any of linear alkenyloxy groups; or is C1～C10Straight chain alkyl, C1～C10Straight-chain alkoxy radical, C2～C10Straight chain alkenyl, C3～C8Any group in which any H in the linear alkenyloxy group is substituted with F;
R2、R3、R4、R6respectively is any one of the following groups:
①：H、Cl、F、CN、OCN、OCF3、CF3、CHF2、CH2F、OCHF2、SCN、NCS、SF5，
②：C1～C15straight chain alkyl, C1～C15Straight-chain alkoxy radical, C2～C15Straight chain alkenyl, C2～C15A linear alkenyloxy group,
③: -CH-one or more of the groups mentioned in (2)2-a group which is substituted by-CH- ═ CH-, -C.ident.C-, -COO-, -OOC-, cyclobutylidene, cyclopentylidene, -O-or-S-and to which the oxygen atom is not directly attached,
fourthly, the method comprises the following steps: any H of the group in (II) or (III) is replaced by F, Cl;
(F) are H or F respectively;
Z1、Z2、Z3are each a single bond, -CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4-、-CH＝CH-、-C≡C-、-COO-、-OOC-、-CF2O-、-OCH2-、-CH2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-C2F4-, -CF ═ CF —;
A1、A2、A3、A4、A5、A6、A7、A8、A9are respectively as
One of (1);
a. b, d, e, f, g and h are respectively 0 or 1 or 2 or 3; c is 1 or 2, and a + b + c is less than or equal to 5.
The liquid crystal composition containing the difluoromethylene ether-based compound comprises the component A, the component A and the component B, wherein the component A accounts for 1-80% of the weight of the liquid crystal composition, and preferably 18-33%; the component B accounts for 1 to 60 percent of the weight of the liquid crystal composition, preferably 28 to 60 percent; the component C accounts for 1 to 50 percent of the weight of the liquid crystal composition, preferably 18 to 43 percent; the weight percentage of the component A, the component B and the component C is 100 percent.
The liquid crystal composition containing the difluoromethylene ether-based compound comprises 1-50 wt% of the compound shown in the general formula I; the compound shown in the general formula II accounts for 1 to 50 percent of the weight of the liquid crystal composition.
In addition, the liquid crystal composition containing the difluoromethylene ether-based compound also comprises a stabilizer, wherein the stabilizer accounts for 0.01-0.5% of the total weight of the component A, the component B and the component C; the stabilizer is a phenolic antioxidant and/or a benzotriazole ultraviolet absorbent.
In the difluoromethylene ether group-containing compound of the invention, the compound shown in the general formula I can be preferably one or more compounds shown in the following formula I-1-formula I-10, the compound shown in the general formula II can be preferably one or more compounds shown in the following formula II-1-formula II12, the compound shown in the general formula III can be preferably one or more compounds shown in the following formula III-1-formula III-9, the compound shown in the general formula IV can be preferably one or more compounds shown in the following formula IV-1-formula IV-12,
wherein,
R1the meanings of (A), (B), (C), (D), (F) are the same as those of the above;
R3、R4、R5are each H or C1～C10Straight chain alkyl, C1～C10Straight-chain alkoxy radical, C2～C10Straight chain alkenyl, C3～C8Any of linear alkenyloxy groups;
R2、R6are respectively H, Cl, F, CN, OCN, OCF3、CF3、CHF2、CH2F、OCHF2、SCN、NCS、SF5One kind of (1).
The compound shown in the general formula I in the difluoromethylene ether group-containing compound can be further preferably one or more compounds shown in the following formula I-1-1 to formula I-10-5, the compound shown in the general formula II is specifically one or more compounds shown in the following formula II-1-1 to formula II-12-1,
the components used in examples 1 to 6 below can be synthesized by a known method or obtained commercially. These synthesis techniques are conventional and the resulting liquid crystal compounds are tested to meet the standards for electronic compounds.
Liquid crystal compositions were prepared according to the weight percentages of the liquid crystal compositions specified in examples 1 to 6 below. The liquid crystal composition is prepared according to the conventional method in the field, for example, the liquid crystal composition is prepared by mixing according to the specified proportion by adopting the modes of heating, ultrasonic wave, suspension and the like.
Example 1
The liquid crystal composition is prepared from the following compounds in percentage by weight,
the liquid crystal composition is filled between two substrates of a liquid crystal display for performance test, and the test result is as follows: cp: 100 ℃; S-N: less than or equal to-40 ℃; Δ n: 0.105; Δ ε: 8.6; gamma ray1：91.6mPa·s。
The liquid crystal composition has moderate birefringence, proper high positive dielectric, very low rotational viscosity and fast response time, so that the liquid crystal composition is very suitable for TN-TFT, IPS-TFT and FFS-TFT displays with fast response.
Example 2
The liquid crystal composition is prepared from the following compounds in percentage by weight,
the liquid crystal composition is filled between two substrates of a liquid crystal display for performance test, and the test result is as follows: cp: 99 ℃; S-N: less than or equal to-40 ℃; Δ n: 0.095; Δ ε: 7.8 of; gamma ray1：94.6mPa·s。
The liquid crystal composition has moderate birefringence, proper high positive dielectric, very low rotational viscosity and fast response time, so that the liquid crystal composition is very suitable for TN-TFT, IPS-TFT and FFS-TFT displays with fast response.
Example 3
The liquid crystal composition is prepared from the following compounds in percentage by weight,
the liquid crystal composition is filled between two substrates of a liquid crystal display for performance test, and the test result is as follows: cp: 100 ℃; S-N: less than or equal to-40 ℃; Δ n: 0.100 of; Δ ε: 10.0; gamma ray1：105.5mPa·s。
The liquid crystal composition has moderate birefringence, proper high positive dielectric, very low rotational viscosity and fast response time, so that the liquid crystal composition is very suitable for TN-TFT, IPS-TFT and FFS-TFT displays with fast response.
Example 4
The liquid crystal composition is prepared from the following compounds in percentage by weight,
the liquid crystal composition is filled between two substrates of a liquid crystal display for performance test, and the test result is as follows: cp: 105 ℃; S-N: less than or equal to-40 ℃; Δ n: 0.099; Δ ε: 9.2; gamma ray1：97.8mPa·s。
The liquid crystal composition has moderate birefringence, proper high positive dielectric, very low rotational viscosity and fast response time, so that the liquid crystal composition is very suitable for TN-TFT, IPS-TFT and FFS-TFT displays with fast response.
Example 5
The liquid crystal composition is prepared from the following compounds in percentage by weight,
the liquid crystal composition is filled between two substrates of a liquid crystal display for performance test, and the test result is as follows: cp: 100 ℃; S-N: less than or equal to-30 ℃; Δ n: 0.112; Δ ε: 9.5; gamma ray1：97.7mPa·s。
The liquid crystal composition has moderate birefringence, proper high positive dielectric, very low rotational viscosity and fast response time, so that the liquid crystal composition is very suitable for TN-TFT, IPS-TFT and FFS-TFT displays with fast response.
Example 6
The liquid crystal composition is prepared from the following compounds in percentage by weight,
filling the liquid crystal composition into a liquid crystal displayAnd (3) carrying out performance test between the two substrates, wherein the test result is as follows: cp: 100 ℃; S-N: less than or equal to-40 ℃; Δ n: 0.085; Δ ε: 8.0; gamma ray1：93mPa·s。
The liquid crystal composition has moderate birefringence, proper high positive dielectric, very low rotational viscosity and fast response time, so that the liquid crystal composition is very suitable for TN-TFT, IPS-TFT and FFS-TFT displays with fast response.
The above 6 embodiments have moderate optical anisotropy, large dielectric anisotropy, high clearing point, good low-temperature stability, low rotational viscosity, and fast response time in a low-temperature region. The liquid crystal display panel can broaden the use temperature of a TN-TFT, an IPS-TFT or an FFS-TFT liquid crystal mode, has faster response time and wider viewing angle range, and is very suitable for low-voltage driven TN-TFT, IPS-TFT and FFS-TFT display.
Although the present invention has been described with reference to the specific compounds and their ratios (weight percentages) of the above 6 examples, and has been tested, the liquid crystal composition of the present invention can be further extended and modified based on the above examples by using the liquid crystal compounds represented by the general formulas I, II, III, and IV and the preferred liquid crystal compounds of the general formulas I, II, III, and IV, and the purpose of the present invention can be achieved by properly adjusting their ratios.
Claims (9)
1. A liquid crystal composition containing a difluoromethylene ether-based compound, characterized in that:
comprises a component A consisting of dielectrically positive compounds represented by a general formula I and a general formula II, a component B consisting of one or more compounds represented by a general formula III, and a component C consisting of one or more compounds represented by a general formula IV;
wherein,
R1、R5are each H or C1～C10Straight chain alkyl, C1～C10Straight-chain alkoxy radical, C2～C10Straight chain alkenyl, C3～C8Any of linear alkenyloxy groups; or is C1～C10Straight chain alkyl, C1～C10Straight-chain alkoxy radical, C2～C10Straight chain alkenyl, C3～C8Any group in which any H in the linear alkenyloxy group is substituted with F;
R2、R3、R4、R6respectively is any one of the following groups:
①：H、Cl、F、CN、OCN、OCF3、CF3、CHF2、CH2F、OCHF2、SCN、NCS、SF5，
②：C1～C15straight chain alkyl, C1～C15Straight-chain alkoxy radical, C2～C15Straight chain alkenyl, C2～C15A linear alkenyloxy group,
③: -CH-one or more of the groups mentioned in (2)2-a group which is substituted by-CH- ═ CH-, -C.ident.C-, -COO-, -OOC-, cyclobutylidene, cyclopentylidene, -O-or-S-and to which the oxygen atom is not directly attached,
fourthly, the method comprises the following steps: any H of the group in (II) or (III) is replaced by F, Cl;
(F) is H or F;
Z1、Z2、Z3are each a single bond, -CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4-、-CH＝CH-、-C≡C-、-COO-、-OOC-、-CF2O-、-OCH2-、-CH2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-C2F4-, -CF ═ CF —;
A1、A2、A3、A4、A5、A6、A7、A8、A9are respectively as
One of (1);
a. b, d, e, f, g and h are respectively 0 or 1 or 2 or 3; c is 1 or 2, and a + b + c is less than or equal to 5.
2. The difluoromethylene ether-based compound-containing liquid crystal composition according to claim 1, wherein: in the liquid crystal composition, the component A accounts for 1-80 wt% of the liquid crystal composition, the component B accounts for 1-60 wt% of the liquid crystal composition, and the component C accounts for 1-50 wt% of the liquid crystal composition.
3. The difluoromethylene ether-based compound-containing liquid crystal composition according to claim 2, wherein: the compound shown in the general formula I accounts for 1-50% of the weight of the liquid crystal composition.
4. The difluoromethylene ether-based compound-containing liquid crystal composition according to claim 2, wherein: the compound shown in the general formula II accounts for 1-50% of the weight of the liquid crystal composition.
5. The difluoromethylene ether-based compound-containing liquid crystal composition according to claim 2, wherein: in the liquid crystal composition, the component A accounts for 18-33 wt% of the liquid crystal composition, the component B accounts for 28-60 wt% of the liquid crystal composition, the component C accounts for 18-43 wt% of the liquid crystal composition, and the components A, B and C account for 100 wt%.
6. The liquid crystal composition containing a difluoromethylene ether-based compound according to any one of claims 1 to 5, wherein: the composite material also comprises a stabilizer, wherein the stabilizer accounts for 0.01-0.5 percent of the total weight of the component A, the component B and the component C.
7. The difluoromethylene ether-based compound-containing liquid crystal composition according to claim 6, wherein: the stabilizer is a phenolic antioxidant and/or a benzotriazole ultraviolet absorbent.
8. The difluoromethylene ether-based compound-containing liquid crystal composition according to claim 1, wherein:
the compound shown in the general formula I is one or more compounds shown in the following formulas I-1-I-10,
the compound shown in the general formula II is one or more compounds shown in the following formulas II-1-II 12,
the compound shown in the general formula III is one or more of the following compounds shown in formulas III-1 to III-9,
the compound shown in the general formula IV is specifically one or more compounds shown in the following formulas IV-1 to IV-12,
wherein,
R3、R4、R5are each H or C1～C10Straight chain alkyl, C1～C10Straight-chain alkoxy radical, C2～C10Straight chain alkenyl, C3～C8Any of linear alkenyloxy groups;
R2、R6are respectively H, Cl, F, CN, OCN, OCF3、CF3、CHF2、CH2F、OCHF2、SCN、NCS、SF5One kind of (1).
9. The difluoromethylene ether-based compound-containing liquid crystal composition according to claim 8, wherein:
the compound shown in the general formula I is one or more compounds shown in the following formulas I-1-10-5,
the compound shown in the general formula II is one or more compounds shown in the following formulas II-1-1 to II-12-1,
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103740378A (en) * | 2013-12-30 | 2014-04-23 | 北京八亿时空液晶科技股份有限公司 | Tetrahydrofuran-compound-containing liquid crystal composition and application thereof |
| CN103773387A (en) * | 2013-12-30 | 2014-05-07 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition containing tetrahydrofuran compounds and application thereof |
| CN103805210A (en) * | 2014-01-25 | 2014-05-21 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition for quick response TFT-LCD |
| CN104031654A (en) * | 2014-05-28 | 2014-09-10 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition containing difluoromethylene ether compound |
| CN104031653A (en) * | 2014-05-28 | 2014-09-10 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition containing difluoromethylene ether compound |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0673041A (en) * | 1992-08-26 | 1994-03-15 | Dainippon Ink & Chem Inc | Tetrahydrofuran derivative |
| JPH0770113A (en) * | 1993-09-03 | 1995-03-14 | Canon Inc | Optically active compound, liquid crystal composition containing the same, liquid crystal device containing the same and display and display device respectively using them |
| US20110309300A1 (en) * | 2010-06-18 | 2011-12-22 | Chisso Petrochemical Corporation | Compound having a five-membered ring, the liquid crystal composition and the liquid crystal display device |
| 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 |
| CN103204832A (en) * | 2013-04-01 | 2013-07-17 | 北京八亿时空液晶科技股份有限公司 | Compound containing tetrahydrofuran, preparation method and application |
| CN103242855A (en) * | 2013-05-15 | 2013-08-14 | 石家庄诚志永华显示材料有限公司 | Liquid crystal compound containing cyclobutyl and difluorometheneoxy |
| CN103289707A (en) * | 2013-06-09 | 2013-09-11 | 石家庄诚志永华显示材料有限公司 | Quick-response liquid crystal composition |
-
2013
- 2013-09-25 CN CN201310442001.7A patent/CN103525433B/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0673041A (en) * | 1992-08-26 | 1994-03-15 | Dainippon Ink & Chem Inc | Tetrahydrofuran derivative |
| JPH0770113A (en) * | 1993-09-03 | 1995-03-14 | Canon Inc | Optically active compound, liquid crystal composition containing the same, liquid crystal device containing the same and display and display device respectively using them |
| US20110309300A1 (en) * | 2010-06-18 | 2011-12-22 | Chisso Petrochemical Corporation | Compound having a five-membered ring, the liquid crystal composition and the liquid crystal display device |
| 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 |
| CN103204832A (en) * | 2013-04-01 | 2013-07-17 | 北京八亿时空液晶科技股份有限公司 | Compound containing tetrahydrofuran, preparation method and application |
| CN103242855A (en) * | 2013-05-15 | 2013-08-14 | 石家庄诚志永华显示材料有限公司 | Liquid crystal compound containing cyclobutyl and difluorometheneoxy |
| CN103289707A (en) * | 2013-06-09 | 2013-09-11 | 石家庄诚志永华显示材料有限公司 | Quick-response liquid crystal composition |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103740378A (en) * | 2013-12-30 | 2014-04-23 | 北京八亿时空液晶科技股份有限公司 | Tetrahydrofuran-compound-containing liquid crystal composition and application thereof |
| CN103773387A (en) * | 2013-12-30 | 2014-05-07 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition containing tetrahydrofuran compounds and application thereof |
| CN103773387B (en) * | 2013-12-30 | 2015-05-27 | 北京八亿时空液晶科技股份有限公司 | Liquid crystal composition containing tetrahydrofuran compounds and application thereof |
| CN103740378B (en) * | 2013-12-30 | 2015-11-25 | 北京八亿时空液晶科技股份有限公司 | A kind of liquid-crystal composition and application thereof containing tetrahydrofurans |
| CN103805210A (en) * | 2014-01-25 | 2014-05-21 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition for quick response TFT-LCD |
| CN103805210B (en) * | 2014-01-25 | 2015-10-28 | 石家庄诚志永华显示材料有限公司 | A kind of liquid-crystal composition for responding TFT-LCD fast |
| CN104031654A (en) * | 2014-05-28 | 2014-09-10 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition containing difluoromethylene ether compound |
| CN104031653A (en) * | 2014-05-28 | 2014-09-10 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition containing difluoromethylene ether compound |
| CN104031654B (en) * | 2014-05-28 | 2016-06-15 | 石家庄诚志永华显示材料有限公司 | Containing the liquid-crystal composition of difluoro methylene based compound |
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