TWI831013B - Liquid crystal composition, liquid crystal display element, liquid crystal display - Google Patents
Liquid crystal composition, liquid crystal display element, liquid crystal display Download PDFInfo
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 142
- 239000000203 mixture Substances 0.000 title claims abstract description 71
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- 125000004432 carbon atom Chemical group C* 0.000 claims description 63
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 125000003545 alkoxy group Chemical group 0.000 claims description 20
- 239000011159 matrix material Substances 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000004980 cyclopropylene group Chemical group 0.000 claims description 6
- 125000004979 cyclopentylene group Chemical group 0.000 claims description 5
- 125000004976 cyclobutylene group Chemical group 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 abstract description 9
- 239000000463 material Substances 0.000 abstract description 2
- 238000012360 testing method Methods 0.000 description 26
- 230000000875 corresponding effect Effects 0.000 description 24
- 230000000052 comparative effect Effects 0.000 description 9
- -1 fluorine-substituted carbon group Chemical group 0.000 description 9
- 238000006467 substitution reaction Methods 0.000 description 9
- 239000000178 monomer Substances 0.000 description 5
- 239000002019 doping agent Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 230000032683 aging Effects 0.000 description 3
- 125000003302 alkenyloxy group Chemical group 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 241001270131 Agaricus moelleri Species 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000006002 1,1-difluoroethyl group Chemical group 0.000 description 1
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004776 1-fluoroethyl group Chemical group [H]C([H])([H])C([H])(F)* 0.000 description 1
- 125000006039 1-hexenyl group Chemical group 0.000 description 1
- 125000006023 1-pentenyl group Chemical group 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
- 125000006040 2-hexenyl group Chemical group 0.000 description 1
- 125000006024 2-pentenyl group Chemical group 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000006041 3-hexenyl group Chemical group 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
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- Crystallography & Structural Chemistry (AREA)
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- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Liquid Crystal Substances (AREA)
Abstract
本發明屬於液晶材料技術領域，具體涉及一種負介電各向異性的液晶組合物及含有該液晶組合物的液晶顯示元件或液晶顯示器。本發明公開了一種負介電各向異性的液晶組合物，該液晶組合物包含式I所示的液晶化合物以及一種或多種式II所示的化合物。本發明的液晶組合物具有高的光學各向異性、高的清亮點和良好的熱穩定性，包含本發明液晶組合物的液晶顯示元件和液晶顯示器具有較快的回應速度。 The invention belongs to the technical field of liquid crystal materials, and specifically relates to a liquid crystal composition with negative dielectric anisotropy and a liquid crystal display element or liquid crystal display containing the liquid crystal composition. The invention discloses a liquid crystal composition with negative dielectric anisotropy. The liquid crystal composition contains a liquid crystal compound represented by formula I and one or more compounds represented by formula II. The liquid crystal composition of the present invention has high optical anisotropy, high clearing point and good thermal stability. Liquid crystal display elements and liquid crystal displays containing the liquid crystal composition of the present invention have fast response speed.
Description
本發明屬於液晶顯示領域，更具體地，涉及一種負介電各向異性的液晶組合物及包含该液晶組合物的液晶顯示元件、液晶顯示器。 The present invention belongs to the field of liquid crystal displays, and more specifically, relates to a liquid crystal composition with negative dielectric anisotropy, a liquid crystal display element and a liquid crystal display containing the liquid crystal composition.
液晶顯示元件根據顯示方式分為下列模式：扭曲向列型(TN)模式、超扭曲向列型(STN)模式、平面轉換模式(IPS)或邊緣場控制模式(FFS)、垂直配向(VA)模式。無論何種顯示模式均需要液晶組合物具合適的光學各向異性△n、合適的介電各向異性△ε、低旋轉黏度γ1、光和熱的穩定性以及良好的低溫存儲性能。 Liquid crystal display elements are divided into the following modes according to the display mode: twisted nematic (TN) mode, super twisted nematic (STN) mode, in-plane switching mode (IPS) or fringe field control mode (FFS), vertical alignment (VA) model. Regardless of the display mode, the liquid crystal composition requires appropriate optical anisotropy Δn, appropriate dielectric anisotropy Δε, low rotational viscosity γ1, light and thermal stability, and good low-temperature storage performance.
隨著科學技術的高速發展，顯示行業也在不斷的向前進步，由此對液晶顯示元件或顯示器的要求也越來越高。越來越多的顯示應用要求具有更快的回應速度和更高的可靠性。對於顯示器件所用的液晶材料，要求具有
為了解決上述技術問題，本發明提供的液晶組合物在維持合適的電學各向異性(△ε)的基礎上具有較高的光學各向異性(△n)、較低的旋轉黏度γ1/彈性常數K的比值、高的清亮點(Cp)、良好的熱穩定性(VHR)。 In order to solve the above technical problems, the liquid crystal composition provided by the present invention has higher optical anisotropy (Δn) and lower rotational viscosity γ 1 /elasticity while maintaining appropriate electrical anisotropy (Δε). Ratio of constant K, high clearing point (Cp), good thermal stability (VHR).
為達到上述目的，本發明採用下述技術方案： In order to achieve the above objects, the present invention adopts the following technical solutions:
本發明提供一種負介電各向異性液晶組合物，該液晶組合物包含式I所示的液晶化合物以及一種或多種式II所示的液晶化合物：
其中，R1表示碳原子數為1~10的烷基或碳原子數為1~10的烷氧基；R2表示碳原子數為1~10的烷基或碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基或鏈烯氧基；其中R1、R2所示基團中任意一個或多個不相連的-CH2-任選的被亞環戊基或亞環丙基取代。 Among them, R 1 represents an alkyl group with 1 to 10 carbon atoms or an alkoxy group with 1 to 10 carbon atoms; R 2 represents an alkyl group with 1 to 10 carbon atoms or an alkyl group with 1 to 10 carbon atoms. Alkoxy group, alkenyl group or alkenyloxy group with 2 to 10 carbon atoms; wherein any one or more unconnected -CH 2 - groups represented by R 1 and R 2 are optionally cycloylidene Pentyl or cyclopropylene substitution.
本公開還提供液晶顯示元件，其包含本公開的液晶組合物，所述液晶顯示元件為主動矩陣定址顯示元件或者被動矩陣定址顯示元件。 The present disclosure also provides a liquid crystal display element, which includes the liquid crystal composition of the present disclosure, and the liquid crystal display element is an active matrix addressed display element or a passive matrix addressed display element.
本公開還提供液晶顯示器，其包含本公開的液晶組合物，所述液晶顯示器為主動矩陣定址顯示器或者被動矩陣定址顯示器。 The present disclosure also provides a liquid crystal display comprising the liquid crystal composition of the present disclosure, the liquid crystal display being an active matrix addressed display or a passive matrix addressed display.
本發明的液晶組合物在維持合適的電學各向異性(△ε)的基礎上具有較高的光學各向異性(△n)、較低的旋轉黏度γ1/彈性常數K的比值、高的清亮點(Cp)、良好的熱穩定性(VHR)，可以實現液晶顯示的快速回應。且包含本發明公開的液晶組合物顯示元件或液晶顯示器，可以用於開發低盒厚快速回應的高頻率液晶顯示元件或液晶顯示器。 On the basis of maintaining appropriate electrical anisotropy (Δε), the liquid crystal composition of the present invention has higher optical anisotropy (Δn), lower ratio of rotational viscosity γ 1 /elastic constant K, and high Clear point (Cp) and good thermal stability (VHR) can achieve fast response of liquid crystal display. And display elements or liquid crystal displays containing the liquid crystal composition disclosed in the present invention can be used to develop high-frequency liquid crystal display elements or liquid crystal displays with low cell thickness and fast response.
[液晶組合物] [Liquid crystal composition]
本發明提供一種負介電各向異性液晶組合物，其中所述液晶組合物包含式I所示的液晶化合物以及一種或多種式II所示的液晶化合物：
其中，R1表示碳原子數為1~10的烷基或碳原子數為1~10的烷氧基；R2表示碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基或碳原子數為2~10的鏈烯氧基；其中R1、R2所示基團中任意一個或多個不相連的-CH2-任選的被亞環戊基或亞環丙基取代。 Among them, R 1 represents an alkyl group with 1 to 10 carbon atoms or an alkoxy group with 1 to 10 carbon atoms; R 2 represents an alkyl group with 1 to 10 carbon atoms, an alkyl group with 1 to 10 carbon atoms. Alkoxy group, alkenyl group with 2 to 10 carbon atoms or alkenyloxy group with 2 to 10 carbon atoms; wherein any one or more unconnected -CH in the groups represented by R 1 and R 2 2 - optionally substituted by cyclopentylene or cyclopropylene.
本發明的液晶組合物在維持合適的電學各向異性(△ε)的基礎上具有較高的光學各向異性(△n)、較低的旋轉黏度(γ1)、高的清亮點(Cp)、良好的低溫存儲性能、良好的熱穩定性(VHR)，可以實現液晶顯示的快速回應。 The liquid crystal composition of the present invention has high optical anisotropy (△n), low rotational viscosity (γ 1 ), and high clearing point (Cp) on the basis of maintaining appropriate electrical anisotropy (△ε). ), good low-temperature storage performance, and good thermal stability (VHR), which can achieve rapid response of liquid crystal display.
本發明的液晶組合物中，優選地，前述式II所示化合物選自式II-1至式II-6所示化合物組成的族群：
本發明的液晶組合物，優選地，還包含一種或多種式III所示化合物：
其中，R3、R4各自獨立地表示碳原子數為1~10的烷基、氟取代的碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、氟取代的碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基或氟取代的碳原子數為2~10的鏈烯基；其中R3、R4所示基團中任意一個或多個不相連的-CH2-任選的被亞環戊基或亞環丙基取代；X表示單鍵、-CH2CH2-或-CH2O-；m表示1或2；
當m表示1時，
即當m表示2時，兩個
本發明的液晶組合物中，優選地，前述式III所示化合物選自式III-1至式III-13所示化合物組成的族群：
其中，R3、R4各自獨立地表示碳原子數為1~10的烷基、氟取代的碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、氟取代的碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基或氟取代的碳原子數為2~10的鏈烯基；其中R3、R4所示基團中任意一個或多個不相連的-CH2-任選的被亞環戊基或亞環丙基取代。 Among them, R 3 and R 4 each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or a fluorine-substituted alkyl group. an alkoxy group with 1 to 10 carbon atoms, an alkenyl group with 2 to 10 carbon atoms, or a fluorine-substituted alkenyl group with 2 to 10 carbon atoms; where R 3 and R 4 represent groups Any one or more disconnected -CH 2 - in are optionally substituted by cyclopentylene or cyclopropylene.
本公開的液晶組合物中，優選地，還包含一種或多種除式I所示化合物之外的式IV所示化合物：
其中，R5、R6各自獨立地表示碳原子數為1~10的烷基、氟取代的碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、氟取代的碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基或氟取代的碳原子數為2~10的鏈烯基；n表示1或2；
即當n表示2時，兩個
本發明的液晶組合物中，優選地，前述除式I所示化合物之外的式
IV所示化合物選自式式IV-1至IV-5所示化合物組成的族群：
其中，R5、R6各自獨立地表示碳原子數為1~10的烷基、氟取代的碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、氟取代的碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基或氟取代的碳原子數為2~10的鏈烯基。 Among them, R 5 and R 6 each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or a fluorine-substituted alkyl group. It is an alkoxy group with 1 to 10 carbon atoms, an alkenyl group with 2 to 10 carbon atoms, or a fluorine-substituted alkenyl group with 2 to 10 carbon atoms.
本公開的液晶組合物中，優選地，還包含一種或多種式V所示的化合物：
其中，R2、R8表示碳原子數為1~10的烷基、氟取代的碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、或者氟取代的碳原子數為1~10的烷氧基，其中R7中任意一個或多個不相連的-CH2-任選被亞環戊基、亞環丁基或亞環丙基取代；Z表示O或S。 Among them, R 2 and R 8 represent an alkyl group with 1 to 10 carbon atoms, a fluorine-substituted alkyl group with 1 to 10 carbon atoms, an alkoxy group with 1 to 10 carbon atoms, or a fluorine-substituted carbon group. Alkoxy group with 1 to 10 atoms, in which any one or more unconnected -CH 2 - in R 7 is optionally substituted by cyclopentylene, cyclobutylene or cyclopropylene; Z represents O or S.
本發明的液晶組合物中，優選地，前述式V所示化合物選自式式V-1至V-12所示化合物組成的族群：
其中，R71、R81各自獨立地表示碳原子數為1~10的烷基。 Among them, R 71 and R 81 each independently represent an alkyl group having 1 to 10 carbon atoms.
作為前述碳原子數為1~10的烷基，可以列舉出例如，甲基、乙基、正丙基、異丙基、正丁基、異丁基、叔丁基、正戊基、異戊基、己基、庚基、辛基、壬基、癸基等。 Examples of the alkyl group having 1 to 10 carbon atoms include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, and isopentyl. Base, hexyl, heptyl, octyl, nonyl, decyl, etc.
作為前述的碳原子數為1~10的烷氧基，可以列舉出例如，甲氧基、乙氧基、正丙氧基、異丙氧基、正丁氧基、異丁氧基、戊氧基、己氧基、庚氧基、辛氧基、壬氧基、癸氧基等。 Examples of the aforementioned alkoxy group having 1 to 10 carbon atoms include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, and pentyloxy. base, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, etc.
作為前述碳原子數為2~10的鏈烯基，可以列舉出例如，乙烯基、1-丙烯基、1-丁烯基、2-丁烯基、3-丁烯基、1-戊烯基、2-戊烯基、3-戊烯基、4-戊烯基、1-己烯基、2-己烯基、3-己烯基等。 Examples of the alkenyl group having 2 to 10 carbon atoms include vinyl, 1-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, and 1-pentenyl. , 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, etc.
前述的氟取代的碳原子數為1-10的烷基、氟取代的碳原子數為1-10的烷氧基、氟取代的碳原子數為2-10的鏈烯基、氟取代的碳原子數為3-8的鏈烯氧基中的「氟取代」可以是單氟取代，或者、二氟取代、三氟取代等多氟取代，也可以是全氟取代，對氟的取代數沒有特別的限定。例如，作為氟取代的碳原子數為1-10的烷基，可以列舉出氟代甲基、二氟甲基、三氟甲基、1-氟代乙基、2-氟代乙基、1,2-二氟乙基、1,1-二氟乙基、1,1,2-三氟乙基、1,1,1,2,2-五氟取代乙基等但不限於此。 The aforementioned fluorine-substituted alkyl group having 1-10 carbon atoms, fluorine-substituted alkoxy group having 1-10 carbon atoms, fluorine-substituted alkenyl group having 2-10 carbon atoms, fluorine-substituted carbon The "fluorine substitution" in the alkenyloxy group with 3 to 8 atoms can be monofluoro substitution, or polyfluoro substitution such as difluoro substitution, trifluoro substitution, or perfluoro substitution. There is no substitution number for fluorine. Special restrictions. For example, examples of the fluorine-substituted alkyl group having 1 to 10 carbon atoms include fluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 1 , 2-difluoroethyl, 1,1-difluoroethyl, 1,1,2-trifluoroethyl, 1,1,1,2,2-pentafluoro-substituted ethyl, etc. but are not limited to these.
優選地，所述液晶組合物按照重量百分數包含：優選地式I所示化合物的重量百分含量為1~12%，進一步優選地式I所示化合物的重量百分含量為1~10%；優選地式II所示化合物的重量百分含量為5~25%，進一步優選地式II所示化合物的重量百分含量為5~20%；優選地式III所示化合物的重量百分含量為25~65%，進一步優選地式III所示化合物的重量百分含量為25~56%； 優選地式IV所示化合物的重量百分含量為15~65%，進一步優選地式IV所示化合物的重量百分含量為15~55%；優選地式V所示化合物的重量百分含量為1~10%，進一步優選地式V所示化合物的重量百分含量為1~8%。 Preferably, the liquid crystal composition contains, in terms of weight percentage: preferably, the weight percentage of the compound represented by Formula I is 1 to 12%, and further preferably, the weight percentage of the compound represented by Formula I is 1 to 10%; Preferably, the weight percentage of the compound represented by formula II is 5~25%, further preferably, the weight percentage of the compound represented by formula II is 5~20%; preferably, the weight percentage of the compound represented by formula III is 25~65%, further preferably the weight percentage of the compound represented by formula III is 25~56%; Preferably, the weight percentage of the compound represented by formula IV is 15~65%, further preferably, the weight percentage of the compound represented by formula IV is 15~55%; preferably, the weight percentage of the compound represented by formula V is 1~10%, further preferably the weight percentage of the compound represented by formula V is 1~8%.
本發明的液晶組合物中，可選的，還可以加入各種功能的摻雜劑，在含有摻雜劑的情況下，摻雜劑的含量優選在液晶組合物中所佔的重量百分比為0.01~1.5%，這些摻雜劑可以列舉出例如抗氧化劑、紫外線吸收劑、手性劑。 In the liquid crystal composition of the present invention, dopants with various functions can optionally be added. In the case where a dopant is contained, the content of the dopant is preferably 0.01 to 0.01% by weight in the liquid crystal composition. 1.5%. Examples of these dopants include antioxidants, ultraviolet absorbers, and chiral agents.
抗氧化劑可以列舉出，
其中，t表示1~10的整數；手性劑可以列舉出，
其中，R0表示碳原子數為1~10的烷基；光穩定劑可以列舉出，
其中，Z0表示碳數為1~20的亞烷基，所述亞烷基中任意的一個或多個氫任選被鹵素取代，任意的一個或多個-CH2-任選被-O-取代；紫外線吸收劑可以列舉出，
其中，R01表示碳原子數為1~10的烷基。 Among them, R 01 represents an alkyl group with 1 to 10 carbon atoms.
[液晶顯示元件或液晶顯示器] [Liquid crystal display element or liquid crystal display]
本發明還涉及包含上述任意一種液晶組合物的液晶顯示元件或液晶顯示器；所述顯示元件或顯示器為主動矩陣顯示元件或顯示器或被動矩陣顯示元件或顯示器。 The present invention also relates to a liquid crystal display element or a liquid crystal display comprising any one of the above liquid crystal compositions; the display element or display is an active matrix display element or display or a passive matrix display element or display.
本發明的液晶顯示元件或液晶顯示器優選主動矩陣定址液晶顯示元件或液晶顯示器。 The liquid crystal display element or liquid crystal display of the present invention is preferably an active matrix addressing liquid crystal display element or liquid crystal display.
前述主動矩陣顯示元件或顯示器具體可以列舉出例如TN-TFT或IPS-TFT或FFS-TFT或UV2A-TFT液晶顯示元件或其他TFT顯示器。 Specific examples of the aforementioned active matrix display elements or displays include TN-TFT or IPS-TFT or FFS-TFT or UV2A-TFT liquid crystal display elements or other TFT displays.
本發明的液晶顯示元件或液晶顯示器包含本發明公開的液晶組合物。本發明的液晶顯示元件或液晶顯示器具有較高的光學各向異性△n以及較快的回應速度，主要應用於低盒厚快速回應的高頻率液晶顯示元件或液晶顯示器。 The liquid crystal display element or liquid crystal display of the present invention contains the liquid crystal composition disclosed in the present invention. The liquid crystal display element or liquid crystal display of the present invention has high optical anisotropy Δn and fast response speed, and is mainly used in high-frequency liquid crystal display elements or liquid crystal displays with low cell thickness and fast response.
為了更清楚地說明本發明，下面結合優選實施例對本發明做進一步的說明。本領域技術人員應當理解，下面所具體描述的內容是說明性的而非限制性的，不應以此限制本發明的保護範圍。 In order to illustrate the present invention more clearly, the present invention will be further described below with reference to preferred embodiments. Those skilled in the art should understand that the content described below is illustrative rather than restrictive, and should not be used to limit the scope of the present invention.
本發明中，製備方法如無特殊說明則均為常規方法，所用的原料如無特別說明均可從公開的商業途徑獲得，百分比均是指重量百分比，溫度為攝氏度(℃)，液晶化合物也為液晶單體，其他符號的具體意義及測試條件如下： In the present invention, the preparation methods are conventional methods unless otherwise specified. The raw materials used can be obtained from public commercial sources unless otherwise specified. The percentages refer to weight percentages. The temperature is in degrees Celsius (°C). The liquid crystal compound is also Liquid crystal monomer, the specific meanings of other symbols and test conditions are as follows:
Cp表示液晶清亮點(℃)，DSC定量法測試；△n表示光學各向異性，△n=ne-no，其中，no為尋常光的折射率，ne為非尋常光的折射率，測試條件為25±2℃，589nm，阿貝折射儀測試；△ε表示介電各向異性，△ε=ε∥-ε⊥，其中，ε∥為平行于分子軸的介電常數，ε⊥為垂直于分子軸的介電常數，測試條件為25±0.5℃，20微米平行盒，INSTEC：ALCT-IR1測試；γ1表示旋轉黏度(mPa．s)，測試條件為25±0.5℃，20微米垂直盒，INSTEC：ALCT-IR1測試；K11為展曲彈性常數，K33為彎曲彈性常數，測試條件為：25±2℃、INSTEC：ALCT-IR1、20微米垂直盒；VHR表示電壓保持率(%)，測試條件為20±2℃、電壓為±5V、脈衝寬度為10ms、電壓保持時間16.7ms。測試設備為TOYO Model 6254液晶性能綜合測試儀；GTG表示液晶顯示器件不同灰階之間切換所需要的時間，測試條件25±1℃、測試電壓為相應灰階對應電壓、測試頻率為64Hz。測試設備為DMS505。 Cp represents the liquid crystal clearing point (℃), tested by DSC quantitative method; △n represents optical anisotropy, △n=n e -n o , where n o is the refractive index of ordinary light, n e is the refraction of extraordinary light Rate, test conditions are 25±2℃, 589nm, Abbe refractometer test; △ε represents dielectric anisotropy, △ε=ε ∥ -ε ⊥ , where ε ∥ is the dielectric constant parallel to the molecular axis, ε ⊥ is the dielectric constant perpendicular to the molecular axis, the test condition is 25±0.5℃, 20 micron parallel box, INSTEC: ALCT-IR1 test; γ 1 represents the rotational viscosity (mPa.s), the test condition is 25±0.5℃ , 20 micron vertical box, INSTEC: ALCT-IR1 test; K 11 is the splay elastic constant, K 33 is the bending elastic constant, the test conditions are: 25±2℃, INSTEC: ALCT-IR1, 20 micron vertical box; VHR said Voltage holding rate (%), the test conditions are 20±2℃, the voltage is ±5V, the pulse width is 10ms, and the voltage holding time is 16.7ms. The test equipment is the TOYO Model 6254 comprehensive liquid crystal performance tester; GTG represents the time required for the liquid crystal display device to switch between different gray scales. The test conditions are 25±1℃, the test voltage is the voltage corresponding to the corresponding gray scale, and the test frequency is 64Hz. The test equipment is DMS505.
液晶組合物的製備方法如下：將各液晶單體按照一定配比稱量後放入不銹鋼燒杯中，將裝有各液晶單體的不銹鋼燒杯置於磁力攪拌儀器上加熱 融化，待不銹鋼燒杯中的液晶單體大部份融化後，往不銹鋼燒杯中加入磁力轉子，將混合物攪拌均勻，冷卻到室溫後即得液晶組合物。 The preparation method of the liquid crystal composition is as follows: weigh each liquid crystal monomer according to a certain ratio and put it into a stainless steel beaker, and place the stainless steel beaker containing each liquid crystal monomer on a magnetic stirring instrument for heating. Melt. After most of the liquid crystal monomer in the stainless steel beaker is melted, add a magnetic rotor to the stainless steel beaker, stir the mixture evenly, and cool to room temperature to obtain the liquid crystal composition.
本發明實施例液晶單體結構用代碼表示，液晶環結構、端基、連接基團的代碼表示方法見下表1、表2。 The liquid crystal monomer structure in the embodiment of the present invention is represented by a code. The code representation method of the liquid crystal ring structure, terminal group, and connecting group is shown in Table 1 and Table 2 below.
舉例： Example:
實施例1 Example 1
液晶組合物的配方及相應的性能如下表3所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 3 below.
實施例2 Example 2
液晶組合物的配方及相應的性能如下表4所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 4 below.
實施例3 Example 3
液晶組合物的配方及相應的性能如下表5所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 5 below.
表5實施例3液晶組合物的配方及相應的性能
實施例4 Example 4
液晶組合物的配方及相應的性能如下表6所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 6 below.
對比例1 Comparative example 1
液晶組合物的配方及相應的性能如下表7所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 7 below.
對比例2 Comparative example 2
液晶組合物的配方及相應的性能如下表8所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 8 below.
對比例3 Comparative example 3
液晶組合物的配方及相應的性能如下表9所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 9 below.
對比例4 Comparative example 4
液晶組合物的配方及相應的性能如下表10所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 10 below.
VHR(Voltage Holding Ratio)表示液晶組合物在施加外電壓情況下的液晶分子的電壓保持率(%)，實驗是將實施例和對比例的液晶分別灌注到測試盒中進行測試，測試條件為60±1℃、電壓為±5V、脈衝寬度為10ms、電壓保 持時間166.7ms(電壓保持時間與頻率互為倒數關係，換算頻率為6Hz)；測試設備為TOYO Model 6254液晶性能綜合測試儀；VHR初始值為對不經過任何處理的測試盒進行測試獲得的資料，VHR高溫是把灌注好液晶的測試盒在高溫烘箱100℃中放置1小時後進行測試得到的VHR值。液晶組合物的高溫老化前後VHR差值(高溫VHR減初始VHR)越大，表示液晶的抗高溫性能越好。因此，本發明的液晶組合物具有良好抗高溫老化的能力。 VHR (Voltage Holding Ratio) represents the voltage retention rate (%) of the liquid crystal molecules of the liquid crystal composition when an external voltage is applied. The experiment is to pour the liquid crystals of the examples and comparative examples into test boxes for testing. The test conditions are 60 ±1°C, voltage ±5V, pulse width 10ms, voltage guaranteed The holding time is 166.7ms (the voltage holding time and frequency are reciprocal, and the conversion frequency is 6Hz); the test equipment is TOYO Model 6254 LCD performance comprehensive tester; the initial value of VHR is the data obtained by testing the test box without any treatment , VHR high temperature is the VHR value obtained by placing the test box filled with liquid crystal in a high temperature oven at 100°C for 1 hour. The greater the difference in VHR before and after high-temperature aging of the liquid crystal composition (high-temperature VHR minus initial VHR), the better the high-temperature resistance of the liquid crystal. Therefore, the liquid crystal composition of the present invention has good resistance to high temperature aging.
以上對比實驗充分的說明本發明的液晶組合物的抗高溫老化的能力強，從而在工作過程中抵抗外界環境破壞的能力強，信賴性更高，可以更好的用於高溫高背光的液晶顯示元件或液晶顯示器。 The above comparative experiments fully demonstrate that the liquid crystal composition of the present invention has strong resistance to high-temperature aging, thus has strong resistance to external environmental damage during the working process, has higher reliability, and can be better used in high-temperature and high-backlight liquid crystal displays. component or LCD display.
GTG表示液晶顯示器件不同灰階之間切換所需要的時間，實驗是將實施例和對比例的液晶分別灌注到測試盒中在DMS505進行測試，測試條件為25±1℃、測試電壓為相應灰階對應電壓、測試頻率為64Hz。GTG的數值越小，表示液晶組合物在液晶顯示元件或顯示器中的回應速度越快。 GTG represents the time required for the liquid crystal display device to switch between different gray scales. The experiment is to pour the liquid crystals of the embodiment and the comparative example into test boxes and test them in DMS505. The test conditions are 25±1°C and the test voltage is the corresponding gray scale. The corresponding voltage and test frequency are 64Hz. The smaller the value of GTG, the faster the response speed of the liquid crystal composition in the liquid crystal display element or display.
以上實施例和對比例中隨著589nm波長下的折射率△n的增加，其相對應的盒厚設計也越薄，那麼其對應的GTG回應速度也會越快。對比例3、4與實施例1、4相比，當盒厚設計相同時，液晶組合物的γ1/K11對液晶顯示元件或顯示器的回應速度的影響起決定性作用，使用本發明的液晶組合物具有更小的γ1/K11，從而可以更好的應用到高頻率快速回應的液晶顯示元件或顯示器。 In the above embodiments and comparative examples, as the refractive index Δn at the wavelength of 589 nm increases, the corresponding cell thickness design becomes thinner, and the corresponding GTG response speed becomes faster. Comparative Examples 3 and 4 are compared with Examples 1 and 4. When the cell thickness design is the same, γ 1 /K 11 of the liquid crystal composition plays a decisive role in the response speed of the liquid crystal display element or display. Using the liquid crystal of the present invention The composition has smaller γ 1 /K 11 , so that it can be better applied to liquid crystal display elements or displays that respond quickly to high frequencies.
實施例5 Example 5
液晶組合物的配方及相應的性能如下表13所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 13 below.
實施例6 Example 6
液晶組合物的配方及相應的性能如下表14所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 14 below.
實施例7 Example 7
液晶組合物的配方及相應的性能如下表15所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 15 below.
實施例8 Example 8
液晶組合物的配方及相應的性能如下表16所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 16 below.
實施例9 Example 9
液晶組合物的配方及相應的性能如下表17所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 17 below.
實施例10 Example 10
液晶組合物的配方及相應的性能如下表18所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 18 below.
實施例11 Example 11
液晶組合物的配方及相應的性能如下表19所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 19 below.
實施例12 Example 12
液晶組合物的配方及相應的性能如下表20所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 20 below.
實施例13 Example 13
液晶組合物的配方及相應的性能如下表21所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 21 below.
由以上列舉的所有實施例表明，本發明的液晶組合物在維持合適的電學各向異性(△ε)的基礎上具有較高的光學各向異性(△n)、較低的旋轉黏度(γ1)、高的清亮點(Cp)、良好的熱穩定性(VHR)，可以實現液晶顯示的快速回應。且包含本發明公開的液晶組合物顯示元件或液晶顯示器，可以用於開發低盒厚快速回應的高頻率液晶顯示元件或液晶顯示器。 All the examples listed above show that the liquid crystal composition of the present invention has high optical anisotropy (△n) and low rotational viscosity (γ) while maintaining appropriate electrical anisotropy (△ε). 1 ), high clear point (Cp), good thermal stability (VHR), can achieve fast response of liquid crystal display. And display elements or liquid crystal displays containing the liquid crystal composition disclosed in the present invention can be used to develop high-frequency liquid crystal display elements or liquid crystal displays with low cell thickness and fast response.
本發明的上述實施例僅僅是為清楚地說明本發明所作的舉例，而並非是對本發明的實施方式的限定，對於所屬領域的普通技術人員來說，在上述說明的基礎上還可以做出其它不同形式的變化或變動，這裡無法對所有的實 施方式予以窮舉，凡是屬於本發明的技術方案所引伸出的顯而易見的變化或變動仍處於本發明的保護範圍之列。 The above-mentioned embodiments of the present invention are only examples to clearly illustrate the present invention, and are not intended to limit the implementation of the present invention. For those of ordinary skill in the art, other methods can be made based on the above description. Different forms of changes or modifications, it is not possible to describe all implementations here The implementation methods are exhaustive, and any obvious changes or modifications derived from the technical solutions of the present invention are still within the protection scope of the present invention.
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| JPS6127929A (en) * | 1984-07-16 | 1986-02-07 | Asahi Glass Co Ltd | Trans-ethylene derivative compound and liquid crystal composition containing same |
| CN108018048B (en) * | 2017-12-15 | 2021-11-05 | 石家庄诚志永华显示材料有限公司 | Negative dielectric anisotropy liquid crystal composition |
| CN110295046A (en) * | 2018-03-23 | 2019-10-01 | 石家庄诚志永华显示材料有限公司 | Liquid-crystal composition |
| CN109880639B (en) * | 2019-03-29 | 2020-12-01 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element and liquid crystal display |
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- 2020-08-25 WO PCT/CN2020/110963 patent/WO2021253621A1/en active Application Filing
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| TW201915148A (en) * | 2017-09-30 | 2019-04-16 | 大陸商石家莊誠志永華顯示材料有限公司 | Liquid crystal composition |
| CN110467928A (en) * | 2018-05-11 | 2019-11-19 | 石家庄诚志永华显示材料有限公司 | A kind of liquid-crystal composition and liquid crystal display element, liquid crystal display |
| CN110527522A (en) * | 2018-05-25 | 2019-12-03 | 石家庄诚志永华显示材料有限公司 | Liquid-crystal compounds, liquid-crystal composition and liquid crystal display component |
| CN110760313A (en) * | 2018-07-26 | 2020-02-07 | 石家庄诚志永华显示材料有限公司 | Liquid crystal compound, liquid crystal composition, liquid crystal display element and liquid crystal display |
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