CN112048314B - Liquid crystal composition and display device thereof - Google Patents
Liquid crystal composition and display device thereof Download PDFInfo
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 213
- 239000000203 mixture Substances 0.000 title claims abstract description 204
- 150000001875 compounds Chemical class 0.000 claims abstract description 197
- 125000004432 carbon atom Chemical group C* 0.000 claims description 80
- 125000000217 alkyl group Chemical group 0.000 claims description 47
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 229910052731 fluorine Inorganic materials 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 3
- 125000001188 haloalkyl group Chemical group 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 239000000463 material Substances 0.000 abstract description 15
- 238000002834 transmittance Methods 0.000 abstract description 13
- 230000003287 optical effect Effects 0.000 abstract description 10
- 238000000149 argon plasma sintering Methods 0.000 abstract description 6
- 239000011159 matrix material Substances 0.000 abstract description 6
- 239000010409 thin film Substances 0.000 abstract description 5
- 238000012360 testing method Methods 0.000 description 39
- 125000003342 alkenyl group Chemical group 0.000 description 20
- 125000003545 alkoxy group Chemical group 0.000 description 16
- 238000009472 formulation Methods 0.000 description 11
- 239000000758 substrate Substances 0.000 description 11
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 10
- 230000004044 response Effects 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- 125000003302 alkenyloxy group Chemical group 0.000 description 7
- 239000004611 light stabiliser Substances 0.000 description 7
- 150000002367 halogens Chemical group 0.000 description 5
- 230000007704 transition Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 239000002019 doping agent Substances 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- -1 ethyl compound Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 229910021417 amorphous silicon Inorganic materials 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 210000002858 crystal cell Anatomy 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 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 2
- 230000009467 reduction Effects 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 125000005449 2-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C([H])=C(F)C([*:1])=C1[H] 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000000262 haloalkenyl group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 1
- 229920005591 polysilicon Polymers 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 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
-
- 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
- C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
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- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
Abstract
The invention discloses a liquid crystal composition, which comprisesThe material comprises: one or more compounds of formula I; one or more compounds of formula III; one or more compounds of the formula N; and one or more compounds of the formula M. The invention also discloses a liquid crystal display device comprising the liquid crystal composition. The liquid crystal composition provided by the invention has higher clear point, larger optical anisotropy, larger dielectric anisotropy, better low-temperature stability, larger transmittance, larger ratio of vertical dielectric to dielectric and larger K ave The value is such that a liquid crystal display device comprising the liquid crystal composition of the present invention has small light scattering and high contrast, and is particularly suitable for use in an active matrix thin film transistor (AM-TFT) driven liquid crystal display element.
Description
Technical Field
The invention relates to the field of liquid crystal materials, in particular to a liquid crystal composition and a display device thereof.
Background
The liquid crystal display device can be used in various household electrical appliances such as a timepiece and an electronic calculator, a measuring device, an automobile panel, a word processor, a computer, a printer, a television, and the like. The types according to the display modes are classified into PC (phase change), TN (twisted nematic), STN (super twisted nematic ), ECB (electrically controlled birefringence, electrically controlled birefringence), OCB (optically compensated bend ), IPS (in-plane switching), VA (vertical alignment), and the like. The driving method of the element is classified into a PM (passive matrix) type and an AM (active matrix) type. PM is classified into static (static) and multiplex (multiplex) types. AM is classified into TFT (thin film transistor ), MIM (metal insulator metal, metal-insulator-metal) and the like. The TFT types include amorphous silicon (amorphous silicon) and polysilicon (polycrystal silicon). The latter is classified into a high temperature type and a low temperature type according to the manufacturing process. Liquid crystal display elements are classified into a reflective type using natural light, a transmissive type using backlight, and a semi-transmissive type using both natural light and backlight, depending on the types of light sources.
In low information content, passive driving is generally used, but as the information content increases, the display size and the number of display paths increases, crosstalk and contrast reduction become serious, and thus Active Matrix (AM) driving is generally used, and Thin Film Transistors (TFTs) are currently used for driving. In an AM-TFT element, TFT switching devices are addressed in a two-dimensional grid, charging the pixel electrode for a finite period of time in conduction, and then turning off again until addressed again in the next cycle. Therefore, between two address periods, a change in voltage across the pixel is undesirable, otherwise the transmittance of the pixel may change, resulting in instability of the display. The discharge rate of a pixel depends on the electrode capacity and the resistivity of the inter-electrode dielectric material. Therefore, the liquid crystal material is required to have higher resistivity, proper optical anisotropy delta n (delta n value is generally about 0.08-0.13) and lower threshold voltage so as to achieve the purposes of reducing driving voltage and power consumption; it is also required to have a low viscosity to meet the need for a fast response. Such liquid crystal compositions have been reported in many documents, for example, WO9202597, WO9116398, WO9302153, WO9116399, CN1157005A and the like.
Research shows that the most important factor affecting the contrast of the liquid crystal display element is liquidLight leakage of the crystal material is mainly affected by light Scattering (LC Scattering) and the LC Scattering and average elastic constant K ave The relation of (2) is as follows:
wherein d represents the pitch of the liquid crystal cells, n e Represents the extraordinary refractive index, n o Indicating the ordinary refractive index. From this relation, LC scanning and K ave Inversely proportional to increase K ave In the case of (2), light leakage of the liquid crystal material can be reduced.
Further, the relation between Contrast (CR) and brightness (L) is as follows:
CR＝L 255 /L 0 ×100％，
wherein L is 255 Is of on-state brightness, L 0 Is the off-state brightness. It can be seen that what significantly affects CR should be L 0 Is a variation of (c). In the off state, L 0 The smaller the LC scanning is, the more relevant the LC scanning of the liquid crystal material itself, irrespective of the dielectric of the liquid crystal molecules, L 0 The smaller the CR, the more significantly the CR will increase.
The liquid crystal display element containing the liquid crystal composition having a large absolute value of dielectric anisotropy can lower the base voltage value, lower the driving voltage, and further lower the electric power consumption.
The liquid crystal display element containing the liquid crystal composition with lower threshold voltage can effectively reduce the power consumption of display, and particularly has longer endurance time in consumable products, such as mobile phones, tablet computers and other portable electronic products. However, liquid crystal molecules of liquid crystal compositions (typically containing large dielectric polar groups) having lower threshold voltages have low order, K, which reflects the order of the liquid crystal molecules ave The value is also reduced, which affects both the light leakage and the contrast of the liquid crystal material, which are often difficult to achieve.
The liquid crystal composition having a small viscosity can improve the response speed of the liquid crystal display element. When the response speed of the liquid crystal display element is high, it can be applied to animation display. In addition, when the liquid crystal composition is injected into the liquid crystal cell of the liquid crystal display element, the injection time can be shortened, and the workability can be improved.
In the prior art (for example, patent document CN 102858918A), a liquid crystal composition with lower power consumption and faster response speed is disclosed, but the liquid crystal composition in the prior art has environmental protection problems (for example, use of chlorine-containing compounds), short service life (for example, poor stability to UV or heat), low contrast (for example, display screen whiten under sunlight), and cannot satisfy all indexes simultaneously because of the performance balance problems of proper optical anisotropy, proper dielectric anisotropy, high voltage retention rate, good UV stability and high temperature stability required in liquid crystal televisions, tablet computers and the like.
From the preparation point of view of the liquid crystal material, various properties of the liquid crystal material are influenced by each other in a mutually-pulling way, and other properties can be changed due to the improvement of certain performance indexes. Thus, the preparation of liquid crystal materials with suitable properties in all respects often requires creative effort.
Liquid crystal materials are an important component of liquid crystal displays, and the global liquid crystal displays have great market demands at present, are widely used in electronic and electric products, but have shorter life cycle. The problems of waste pollution and the like naturally exist in a shorter life cycle, and under the condition that the current green environmental protection problem is increasingly valued by various societies, if the environment-friendly material can be controlled from the source, namely, the environment-friendly material is selected in the preparation process of the liquid crystal material, the environmental cost for treating the waste liquid crystal display can be greatly reduced. Therefore, creative labor is often more needed for preparing the liquid crystal material which has proper performances in all aspects and is economical and environment-friendly.
Disclosure of Invention
The invention aims to: in view of the drawbacks of the prior art, an object of the present invention is to provide a dielectric ceramic composition having a high clearing point, a high optical anisotropy, a high dielectric anisotropy, a high low temperature stability, a high transmittance, a high vertical dielectric to dielectric ratio and a high K ave Liquid crystal composition of the values. It is also an object of the present invention to provide a method ofA liquid crystal display device comprising the liquid crystal composition.
The technical scheme of the invention is as follows:
in order to achieve the above object, the present invention provides a liquid crystal composition comprising:
One or more compounds of the formula I
One or more compounds of the formula III
One or more compounds of the formula N
And
one or more compounds of the formula M
Wherein,
R 1 represents a linear or branched alkyl group having 1 to 12 carbon atoms,1 or non-adjacent more than 2-CH in the straight-chain or branched alkyl group containing 1-12 carbon atoms 2 -can be replaced independently of one another by-ch=ch-, -c≡c-, -O-, -CO-O-or-O-CO-, and the straight-chain or branched alkyl radical having 1 to 12 carbon atoms, -or>Wherein one or more of-H's may each be independently substituted with-F or-Cl;
R 3 、R M1 and R is M2 Each independently represents-H, a linear or branched alkyl group having 1 to 12 carbon atoms, 1 or non-adjacent more than 2-CH in the straight-chain or branched alkyl group containing 1-12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
R N1 and R is N2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms, 1 or non-adjacent more than 2-CH in the straight-chain or branched alkyl group containing 1-12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
Ring(s)Ring->Ring->And (C) a ring->Each independently representsWherein (1)>One or more of-CH 2 -can be replaced by-O-, single bonds in one or more rings can be replaced by double bonds,/->In which one or more of-H may be substituted by-CN, -F or-Cl and one or more of-ch=may be substituted by-n=in the ring;
ring(s)Ring->And (C) a ring->Each independently represents-> Wherein->One or more of-CH 2 -can be replaced by-O->At most one-H of (c) may be substituted by halogen;
ring(s)Representation->
Z 1 、Z 2 And Z 3 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 O-、-OCF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH＝CH-、-CF＝CF-、-CH 2 O-or-OCH 2 -；
Z M1 And Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 -；
Z N1 And Z N2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-(CH 2 ) 4 -、-CF 2 O-、-OCF 2 -or-CF 2 CF 2 -；
L N1 、L N2 、L 1 、L 2 、L 3 And L 4 Each independently represents-H, -CH 3 Or halogen;
x represents halogen, halogenoalkyl or halogenoalkoxy having 1 to 5 carbon atoms, halogenoalkenyl or halogenoalkenyloxy having 2 to 5 carbon atoms;
n1 and n2 each independently represent 0, 1 or 2, and 0.ltoreq.n1+n2.ltoreq.3, and when n1=2, the ringZ, which may be the same or different 1 May be the same or different, when n2=2, ring +.>Z, which may be the same or different 2 May be the same or different;
a and b each independently represent an integer of 0 to 5;
n M1 represents 0, 1, 2 or 3, and when n M1 When=2 or 3, the ringZ, which may be the same or different M2 May be the same or different;
n N1 represents 0, 1, 2 or 3, n N2 Represents 0 or 1And 0.ltoreq.n N1 +n N2 Not more than 3, when n N1 When=2 or 3, the ringZ, which may be the same or different N1 May be the same or different; and is also provided with
The compound of formula M does not include the compound of formula III.
In some embodiments of the present invention, the content of the compound of formula I is necessarily suitably adjusted according to the required properties of solubility at low temperature, transition temperature, electrical reliability, transmittance, contrast, birefringence, process adaptability, drop marks, burn-in, dielectric anisotropy, etc.
Regarding the preference of the compounds of the general formula I in weight percent of the liquid-crystalline composition according to the invention: the preferred lower limit of the weight percent of the compounds of the formula I relative to the total weight of the liquid crystal composition of the invention is 1%,2%,3%,4%,5%,7%,8%,9%,10%,11%,12%,13%,14%,15%,20%,30% or 40% of the liquid crystal composition of the invention; the preferred upper limit of the weight percentage of the compounds of the general formula I in relation to the total weight of the liquid crystal composition of the invention is 60%,55%,50%,45%,40%,35%,30%,28%,27%,26%,25.5%,25%,24.5%,24%,22%,20%,18%,16% or 15% of the liquid crystal composition of the invention.
In some embodiments of the invention, the compounds of formula I comprise 1% to 60% by weight of the liquid crystal composition.
In some embodiments of the invention, in the compounds of formula I, when n1=0 and n2=1, Z 2 And Z 3 At least one of which is not a single bond; when n1=1 and n2=0, Z 1 And Z 3 At least one of which is not a single bond; when n1=1 and n2=1, Z 1 、Z 2 And Z 3 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH＝CH-、-CF＝CF-、-CH 2 O-or-OCH 2 -。
In some embodiments of the invention, in the compounds of formula I, R 1 Preferably a linear or branched alkyl or alkoxy group having 1 to 8 carbon atoms, a linear or branched alkenyl or alkenyloxy group having 2 to 8 carbon atoms; further preferred are straight or branched alkyl or alkoxy groups having 1 to 5 carbon atoms, straight or branched alkenyl or alkenyloxy groups having 2 to 5 carbon atoms.
In some embodiments of the invention, the ringAnd (C) a ring->Each independently represents
In some embodiments of the invention, L 1 、L 2 、L 3 And L 4 Each independently represents-H, -CH 3 -F or-Cl.
In some embodiments of the invention, the compound of formula I is selected from the group consisting of:
and
wherein,
L 1 、L 2 、L 5 、L 6 and L 7 Each independently represents-H or-F;
L 4 represents-H or-CH 3 ；
R x 、R y And R is z Each independently represents-CH 2 -or-O-; and is also provided with
n1 represents 0 or 1.
In some embodiments of the invention, in the compounds of formula I-1 to formula I-9, L 5 Preferably represents-H.
In some embodiments of the present invention, the compound of formula I is preferably selected from the group consisting of compounds of formula I-1, formula I-2, formula I-3, formula I-4, formula I-5, formula I-6, formula I-7, and formula I-8.
In some embodiments of the present invention, the compounds of formula I are further preferably selected from the group consisting of compounds of formula I-1, formula I-2, formula I-4, formula I-5, and formula I-7.
In some embodiments of the present invention, the liquid crystal composition of the present invention preferably contains at least two compounds of formula I, wherein at least one compound of formula I is selected from the group consisting of compounds of formula I-1, formula I-2, formula I-3, formula I-4, formula I-5, formula I-6, formula I-7, and formula I-8.
In some embodiments of the present invention, the liquid crystal composition of the present invention preferably contains at least three compounds of formula I, wherein at least one compound of formula I is selected from the group consisting of compounds of formula I-1, formula I-2, formula I-3, formula I-4, formula I-5, formula I-6, formula I-7, and formula I-8; it is further preferred to contain at least two compounds selected from the group consisting of compounds of formula I-1, formula I-2, formula I-3, formula I-4, formula I-5, formula I-6, formula I-7 and formula I-8.
Regarding the preference of the compounds of the general formula III in weight percent of the liquid-crystalline composition according to the invention: the preferred lower limit of the weight percent of the compounds of the general formula III relative to the total weight of the liquid crystal composition of the invention is 0.1%,0.5%,1%,2%,3%,4%,5%,7%,8%,9% or 10%; the weight percentage of the compound of the general formula III relative to the total weight of the liquid crystal composition of the present invention is preferably 50%,45%,40%,35%,30%,28%,27%,26%,25.5%,25%,24.5%,24%,22%,20%,18%,16% or 15% of the total weight of the liquid crystal composition of the present invention.
In some embodiments of the invention, the compound of formula III comprises 0.1% to 50% by weight of the liquid crystal composition.
In some embodiments of the invention, in the compounds of formula III, a and b each independently represent 0, 1 or 2.
In some embodiments of the invention, in the compound of formula III, R 3 Preferably a linear or branched alkyl or alkoxy group containing 1 to 8 carbon atoms, a linear or branched alkenyl or alkenyloxy group containing 2 to 8 carbon atoms; further preferred are straight or branched alkyl or alkoxy groups containing 1 to 5 carbon atoms, straight or branched alkenyl or alkenyloxy groups containing 2 to 5 carbon atoms.
In some embodiments of the invention, the compound of formula III is selected from the group consisting of:
and
wherein,
L x represents-H or containsStraight chain alkyl of 1 to 3 carbon atoms.
In some embodiments of the invention, L in formula III-1 through formula III-4 x represents-H or-CH 3 。
In some embodiments of the present invention, the liquid crystal composition of the present invention preferably contains at least two compounds of formula III, wherein at least one compound of formula III is selected from the group consisting of compounds of formula III-2 and formula III-4.
In some embodiments of the present invention, the liquid crystal composition of the present invention preferably contains at least three compounds of formula III, wherein at least one compound of formula III is selected from the group consisting of compounds of formula III-2 and formula III-4; it is further preferred to contain at least two compounds selected from the group consisting of compounds of the general formula III-2 and the general formula III-4.
The weight percentage of the compound of formula N in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percent of the compound of formula N to the liquid crystal composition of the invention is 0.1%,0.5%,1%,3%,5%,10%,13%,14%,15%,18%,20%,23%,25%,28%,30%,33%,35%,38% or 40% relative to the total weight of the composition of the invention; the preferred upper limit of the weight percentage of the compound of formula N in the liquid crystal composition of the invention is 50%,40%,38%,35%,33%,30%,28%,25%,23%,20%,18%,15% or 10% relative to the total weight of the composition of the invention.
In some embodiments of the invention, the compound of formula N comprises 0.1% to 50% by weight of the liquid crystal composition.
In some embodiments of the present invention, when it is desired to keep the viscosity of the liquid crystal composition of the present invention low and the response time short, it is preferable that the lower limit value and the upper limit value of the content of the compound of formula N be low. Further, when it is necessary to keep the clearing point of the liquid crystal composition of the present invention high and the temperature stability is good, it is preferable that the lower limit value and the upper limit value of the content of the compound of the formula N be low. In order to keep the drive voltage low and to increase the absolute value of the dielectric anisotropy, it is preferable that the lower limit value and the upper limit value of the content of the compound of the formula N be high.
In some embodiments of the invention, in the compounds of formula N, preferably R N1 And R is N2 Each independently represents a linear or branched alkyl or alkoxy group having 1 to 8 carbon atoms, a linear or branched alkenyl or alkenyloxy group having 2 to 8 carbon atoms; further preferably, R N1 And R is N2 Each independently represents a linear or branched alkyl or alkoxy group having 1 to 5 carbon atoms, a linear or branched alkenyl or alkenyloxy group having 2 to 5 carbon atoms.
In some embodiments of the invention, in the compound of formula N, R N1 Even more preferably a linear or branched alkyl group having 1 to 5 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms, still more preferably a linear or branched alkyl group having 2 to 5 carbon atoms, or a linear or branched alkenyl group having 2 to 3 carbon atoms; r is R N2 Still more preferred are straight or branched chain alkoxy groups containing 1 to 4 carbon atoms.
In some embodiments of the invention, the ringAnd (C) a ring->Each independently represents
In some embodiments of the invention, the compound of formula N is selected from the group consisting of:
/>
and
in some embodiments of the present invention, the liquid crystal composition of the present invention preferably contains at least one compound of formula N; more preferably, at least one compound of the formula N2 to N7, the formula N10 to N19; it is further preferable to contain 2 to 10 kinds of compounds of the general formulae N2 to N7 and N10 to N19.
In some embodiments of the invention, the compound of formula N is preferably selected from the group consisting of compounds of formula N5, formula N6, formula N11, formula N12 and formula N18.
In some embodiments of the invention, the compounds of formula N are further preferably selected from the group consisting of compounds of formula N5, formula N6, formula N11 and formula N18.
In some embodiments of the invention, the absolute value of the dielectric anisotropy of the compound of formula M does not exceed 3; preferably, the absolute value of the dielectric anisotropy of the compound of formula M does not exceed 2.
In some embodiments of the invention, in the compound of formula M, R M1 And R is M2 Each independently is preferably a linear alkyl group having 1 to 10 carbon atoms, a linear alkoxy group having 1 to 9 carbon atoms, or a linear alkenyl group having 2 to 10 carbon atoms; further preferred are a linear alkyl group having 1 to 8 carbon atoms, a linear alkoxy group having 1 to 7 carbon atoms, or a linear alkenyl group having 2 to 8 carbon atoms; even more preferred is a straight chain alkyl group containing 1 to 5 carbon atoms, containing 1Linear alkoxy groups of from about 4 carbon atoms, or linear alkenyl groups of from 2 to 5 carbon atoms.
In some embodiments of the invention, R M1 And R is M2 Each independently is preferably a straight chain alkenyl group containing 2 to 8 carbon atoms; more preferred is a straight chain alkenyl group having 2 to 5 carbon atoms.
In some embodiments of the invention, preferably, R M1 And R is M2 One of which is a linear alkenyl group having 2 to 5 carbon atoms and the other is a linear alkyl group having 1 to 5 carbon atoms.
In some embodiments of the invention, R M1 And R is M2 Both are independently preferably a linear alkyl group having 1 to 8 carbon atoms or a linear alkoxy group having 1 to 7 carbon atoms; further preferably, R M1 And R is M2 Each of them is independently a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms.
In some embodiments of the invention, preferably, R M1 And R is M2 One of them is a linear alkyl group having 1 to 5 carbon atoms, and the other is a linear alkyl group having 1 to 5 carbon atoms, or a linear alkoxy group having 1 to 4 carbon atoms; further preferably, R M1 And R is M2 Each of which is independently a straight-chain alkyl group having 1 to 5 carbon atoms.
The alkenyl group in the present invention is preferably selected from the group represented by any one of the formulas (V1) to (V9), and particularly preferably is formula (V1), formula (V2), formula (V8) or (V9). The groups represented by the formulas (V1) to (V9) are as follows:
wherein represents a carbon atom in the bonded ring structure.
The alkenyloxy group in the present invention is preferably selected from the group represented by any one of the formulas (OV 1) to (OV 9), and particularly preferably is formula (OV 1), formula (OV 2), formula (OV 8) or (OV 9). The groups represented by the formulas (OV 1) to (OV 9) are as follows:
Wherein represents a carbon atom in the bonded ring structure.
In some embodiments of the invention, the compound of formula M is selected from the group consisting of:
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and
in some embodiments of the present invention, the content of the compound of formula M must be appropriately adjusted depending on the desired properties of solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burn-in, dielectric anisotropy, and the like.
Preferred percentages by weight of the liquid-crystalline composition according to the invention with respect to the compounds of formula M are: the preferred lower limit of the weight percent of the compounds of the formula M to the total weight of the liquid crystal composition of the invention is 0.1%,1%,10%,20%,30%,40% or 50%; the preferred upper limit of the weight percentage of the compound of the formula M in the liquid crystal composition of the invention is 90%,85%,80%,75%,70%,65%,60%,55%,50%,45%,35% or 25% relative to the total weight of the liquid crystal composition of the invention.
In some embodiments of the invention, the compound of formula M comprises 0.1% to 90% by weight of the liquid crystal composition.
Regarding the content of the compound of the general formula M, when it is necessary to keep the viscosity of the liquid crystal composition of the present invention low and the response time short, it is preferable that the lower limit value is high and the upper limit value is high; further, when it is necessary to keep the clear point of the liquid crystal composition of the present invention high and the temperature stability is good, it is preferable that the lower limit value is high and the upper limit value is high; in order to keep the drive voltage low and to increase the absolute value of the dielectric anisotropy, it is preferable to make the lower limit value and the upper limit value low.
In the case where reliability is important, R is preferable M1 And R is M2 Are all alkyl groups; in the case where importance is attached to reducing the volatility of the compound, R is preferably M1 And R is M2 Are all alkoxy groups; when importance is attached to the reduction of viscosity, R is preferable M1 And R is M2 At least one of which is alkenyl.
In some embodiments of the invention, the compounds of formula M are preferably selected from the group consisting of compounds of formula M1, formula M2, formula M3, formula M4, formula M7, formula M8, formula M9, formula M10, formula M11, formula M13, formula M16, formula M17, formula M18, formula M19, formula M20, formula M21, formula M22, formula M23 and formula M24.
In some embodiments of the invention, the compounds of formula M are further preferably selected from the group consisting of compounds of formula M1, formula M2, formula M4, formula M9, formula M10, formula M11, formula M13, formula M20, formula M21, formula M22, formula M23 and formula M24.
In some embodiments of the invention, the compounds of formula M are even further preferred from the group consisting of compounds of formula M1, formula M2, formula M4, formula M9, formula M10, formula M11, formula M20, formula M21, formula M23 and formula M24.
In some embodiments of the invention, in the compound of formula M1, R M1 Preferably a straight or branched alkyl or alkoxy group containing 1 to 7 carbon atoms; further preferred is a straight or branched alkyl or alkoxy group having 1 to 5 carbon atoms.
Regarding the preference of the compounds of the formula M1 in weight percent of the liquid-crystalline composition according to the invention: the preferred lower limit value of the weight percentage of the compound of the formula M1 to the total weight of the liquid crystal composition of the invention is 1%,3%,5%,7%,10%,13%,15%,17%,20%,23%,25% or 30% relative to the total weight of the liquid crystal composition of the invention; the preferred upper limit of the weight percentage of the compound of the formula M1 in the liquid crystal composition of the invention is 60%,55%,50%,45%,40%,37%,35%,33%,30%,27%,25%,23%,20%,17%,15%,13% or 10% relative to the total weight of the liquid crystal composition of the invention.
In order to improve in particular the response time of the liquid-crystalline composition according to the invention, preference is given to R in the compounds of the formula M1 M1 Is ethyl, n-propyl, butyl or pentyl, and R M2 A compound which is methyl or methoxy, a compound of the general formula M1 wherein R M1 Is ethyl, n-propyl, butyl or pentyl, and R M2 Compounds which are ethyl or ethoxy, or compounds of the formula M1 in which R M1 Is n-propyl, butyl or pentyl, and R M2 A compound which is n-propyl or propoxy.
R in the compound of the formula M1 relative to the total weight of the liquid-crystalline composition according to the invention M1 Is n-propyl, and R M2 The lower limit of the weight percentage of the ethyl compound to the liquid crystal composition of the present invention is preferably 1%,2%,3%,5%,7%,10%,13%,15%,18% or 20%; r in the compound of the formula M1 relative to the total weight of the liquid-crystalline composition according to the invention M1 Is n-propyl, and R M2 The upper limit of the weight percentage of the ethyl compound in the liquid crystal composition of the present invention is preferably 20%,17%,15%,13%,10%,8%,7%Or 6%.
The weight percentage of the compound of the formula M2 in the liquid crystal composition according to the invention is preferably: the preferred lower limit value of the weight percentage of the compound of the general formula M2 to the total weight of the liquid crystal composition of the invention is 1%,2%,3%,5%,7% or 10%; the preferred upper limit of the weight percentage of the compound of the formula M2 in the liquid crystal composition according to the invention is 20%,15%,13%,10%,8%,7%,6%,5% or 3% relative to the total weight of the liquid crystal composition according to the invention.
The weight percentage of the compound of the formula M4 in the liquid crystal composition according to the invention is preferably: the preferred lower limit value of the weight percentage of the compound of the general formula M4 to the total weight of the liquid crystal composition of the invention is 1%,2%,3%,5%,7% or 10%; the preferred upper limit of the weight percentage of the compound of the formula M4 in the liquid crystal composition of the invention is 20%,15%,13%,10%,8%,7%,6%,5% or 3% relative to the total weight of the liquid crystal composition of the invention.
The preferred percentages by weight of the liquid-crystalline composition according to the invention are those relating to the compounds of the formula M9: the preferred lower limit value of the weight percentage of the compound of the formula M9 to the total weight of the liquid crystal composition of the invention is 1%,2%,3%,5%,7%,10%,14%,16%,20%,23%,26%,30%,35% or 40% relative to the total weight of the liquid crystal composition of the invention; the preferred upper limit of the weight percentage of the compound of the formula M9 in the liquid crystal composition according to the invention is 50%,40%,35%,30%,20%,15%,10% or 5% relative to the total weight of the liquid crystal composition according to the invention.
In some embodiments of the present invention, R in the compound containing formula M9 is preferred in view of the desired properties of solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc M1 Is a linear or branched alkenyl group having 2 to 4 carbon atoms, and R M2 Is CH 3 -compounds, said linear or branched alkenyl groups containing 2-4 carbon atoms being further preferred/>
R in the compound of the formula M9 relative to the total weight of the liquid-crystalline composition according to the invention M1 Is thatAnd R is M2 Is CH 3 The preferred lower limit value for the weight percentage of the compounds of the liquid-crystalline composition according to the invention is 1%,3%,5%,7%,9%,11%,12%,13%,18% or 21%, and the preferred upper limit value is 45%,40%,35%,30%,25%,23%,20%,18%,15%,13%,10% or 8%. When both of the two compounds are contained, the lower limit value of the two compounds is preferably 3%,5%,7%,9%,11%,13%,15%,19%,24% or 30%, and the upper limit value is preferably 45%,40%,35%,30%,25%,23%,20%,18%,15%,13%, 11% or 9% by weight of the liquid crystal composition of the present invention with respect to the total weight of the liquid crystal composition of the present invention.
The weight percentage of the compounds of the formula M10 in the liquid-crystalline composition according to the invention is preferably: the preferred lower limit value of the weight percentage of the compound of the formula M10 to the total weight of the liquid crystal composition of the invention is 1%,2%,3%,4%,5%,7%,10%,14%,16% or 20% relative to the total weight of the liquid crystal composition of the invention; the preferred upper limit of the weight percentage of the compound of the formula M10 in the liquid-crystalline composition according to the invention is 45%,40%,35%,30%,20%,15%,10% or 5% relative to the total weight of the liquid-crystalline composition according to the invention.
In some embodiments of the present invention, R in the compound containing formula M10 is preferred in view of the desired properties of solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc M1 Is a linear or branched alkenyl group having 2 to 4 carbon atoms, and R M2 Is CH 3 -compounds, said linear or branched alkenyl groups containing 2-4 carbon atoms being further preferred
R in the compound of the formula M10 relative to the total weight of the liquid-crystalline composition according to the invention M1 Is thatAnd R is M2 Is CH 3 The preferred lower limit value for the weight percentage of the compounds of the liquid-crystalline composition according to the invention is 1%,3%,4%,5%,7%,9%,11%,12%,13%,18% or 20%, and the preferred upper limit value is 40%,35%,30%,25%,23%,20%,18%,15%,13%,10% or 8%. When both of the two compounds are contained, the lower limit value of the two compounds is preferably 3%,5%,7%,9%,11%,13%,15%,19%,24% or 30%, and the upper limit value is preferably 45%,40%,35%,30%,25%,23%,20%,18%,15% or 13% by weight of the liquid crystal composition of the present invention with respect to the total weight of the liquid crystal composition of the present invention.
The preferred percentages by weight of the liquid-crystalline composition according to the invention of the compounds of the formula M11 are: the preferred lower limit value of the weight percentage of the compound of the formula M11 to the total weight of the liquid crystal composition of the invention is 1%,2%,3%,5%,7%,10%,14%,16%,20%,23%,26%,30%,35% or 40% relative to the total weight of the liquid crystal composition of the invention; the preferred upper limit of the weight percentage of the compound of the formula M11 in the liquid-crystalline composition according to the invention is 50%,40%,35%,30%,20%,15%,10% or 5% relative to the total weight of the liquid-crystalline composition according to the invention.
In some embodiments of the invention, the compound of formula M11 is preferably R M1 Is n-propyl or n-pentyl, and R M2 Is C 2 H 5 -a compound, or preferably R M1 Is thatAnd R is M2 Compounds which are n-propyl, or preferably R M1 Is n-propyl, n-propylButyl or n-pentyl, and R M2 Is CH 3 O-compounds, particularly preferably R M1 Is n-propyl, and R M2 Is C 2 H 5 -a compound.
The preferred percentages by weight of the liquid-crystalline composition according to the invention are those relating to the compounds of the formula M13: the preferred lower limit value of the weight percentage of the compound of the formula M13 in relation to the total weight of the liquid crystal composition of the invention is 1%,2%,3%,5%,7%,10%,14%,16%,20%,23%,26%,30%,35% or 40% of the total weight of the liquid crystal composition of the invention; the preferred upper limit of the weight percentage of the compound of the formula M13 in the liquid-crystalline composition according to the invention is 50%,40%,35%,30%,20%,15%,10% or 5% relative to the total weight of the liquid-crystalline composition according to the invention.
In some embodiments of the invention, the compound of formula M13 is preferably R M1 And R is M2 Compounds each independently representing a linear or branched alkyl radical having 2 to 5 carbon atoms, or preferably R M1 And R is M2 One of them is And the other is CH 3 -or C 2 H 5 -a compound.
The preferred percentages by weight of the liquid-crystalline composition according to the invention of the compounds of the formula M15 are: the preferred lower limit value of the weight percentage of the compound of the formula M15 to the total weight of the liquid-crystalline composition according to the invention is 1%,2%,3%,5%,7%,10%,12%,14%,16%,18%,20%,23%,26%,30%,35% or 40% relative to the total weight of the liquid-crystalline composition according to the invention; the preferred upper limit of the weight percentage of the compound of the formula M15 in the liquid-crystalline composition according to the invention is 50%,40%,35%,30%,25%,22%,20%,18%,15%,12%,10%,8% or 5% relative to the total weight of the liquid-crystalline composition according to the invention.
The preferred percentages by weight of the liquid-crystalline composition according to the invention of the compounds of the formula M16 are: the preferred lower limit value of the weight percent of the compound of the formula M16, relative to the total weight of the liquid crystal composition of the invention, is 1%,2%,3%,5%,7%,10%,12%,14%,16%,18%,20%,23%,26%,30%,35% or 40% of the total weight of the liquid crystal composition of the invention; the preferred upper limit of the weight percentage of the compound of the formula M16 in the liquid-crystalline composition according to the invention is 50%,40%,35%,30%,25%,22%,20%,18%,15%,12%,10%,8% or 5% relative to the total weight of the liquid-crystalline composition according to the invention.
The weight percentage of the compounds of the general formulae M20 to M24 in the liquid-crystal composition according to the invention is preferably: the lower limit value of the preferred total weight percentage of the compounds of the general formulae M20 to M24 is 1%,2%,3%,5%,7%,10%,14%,16% or 20% relative to the total weight of the liquid crystal composition of the invention; the upper limit of the preferred total weight percentage of the compounds of the general formulae M20 to M24 is 30%,25%,23%,20%,18%,15%,12%,10% or 5% relative to the total weight of the liquid crystal composition of the invention.
In some embodiments of the invention, the liquid crystal composition further comprises one or more compounds of formula A-2:
wherein,
R A2 represents a linear or branched alkyl group having 1 to 12 carbon atoms,1 or non-adjacent more than 2-CH in the straight-chain or branched alkyl group containing 1-12 carbon atoms 2 -can be replaced independently of one another by-ch=ch-, -c≡c-, -O-, -CO-O-or-O-CO-, and the straight-chain or branched alkyl radical having 1 to 12 carbon atoms, -or>Wherein one or more of-H's may each be independently substituted with-F or-Cl;
Z A21 and Z A22 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH＝CH-、-CF＝CF-、-CH 2 O-or-OCH 2 -；
L A21 And L A22 Each independently represents-H, an alkyl group having 1 to 3 carbon atoms, or halogen;
X A2 Represents halogen, haloalkyl or haloalkoxy having 1 to 5 carbon atoms, haloalkenyl or haloalkenoxy having 2 to 5 carbon atoms;
ring(s)And (C) a ring->Each independently represents-> Wherein (1)>At most one of-CH 2 -can be replaced by-O-, single bonds in one or more rings can be replaced by double bonds,/->In which one or more of-H may be substituted by-CN, -F or-Cl and one or more of-ch=may be substituted by-n=in the ring; and is also provided with
n A2 Represents 0, 1, 2 or 3, and when n A2 When=2 or 3, the ringCan be in phaseZ is the same as or different from A21 May be the same or different.
In some embodiments of the invention, the compound of formula a-2 is selected from the group consisting of:
and +.>
Wherein,
ring(s)And (C) a ring->Each independently represents->Wherein,at most one of-CH 2 Can be replaced by-O-, single bonds in one or more rings can be replaced by double bonds,in which one or more of-H may be substituted by-CN, -F or-Cl and one or more of-ch=may be substituted by-n=in the ring;
R A2 represents a straight or branched chain having 1 to 12 carbon atoms1 or not adjacent more than 2-CH in said straight or branched alkyl group having 1 to 12 carbon atoms 2 -may each independently be replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-, and one or more-H present in these groups may each independently be substituted by-F or-Cl;
L A21 、L A22 、L A23 、L A24 And L A25 Each independently represents-H or-F; and is also provided with
X A2 representing-F, -CF 3 、-OCF 3 or-CH 2 CH 2 CH＝CF 2 。
The preferred percentages by weight of the liquid-crystalline composition according to the invention are those relating to the compounds of the general formula A-2: the preferred lower limit of the weight percentage of the compound of the general formula a-2 to the total weight of the liquid crystal composition of the present invention is 0.1%,1%,2%,3%,4%,5%,6%,7%,8%,9%,10%; the preferred upper limit of the weight percentage of the compound of the formula A-2 to the total weight of the liquid crystal composition of the invention is 50%,45%,40%,35%,30% or 25%.
In some embodiments of the invention, the compound of formula A-2 comprises 0.1% to 50% by weight of the liquid crystal composition.
In the case where the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is high, the preferable content of the compound of the general formula a-2 is preferably set to a low lower limit and the upper limit; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferable to keep the lower limit value slightly low and the upper limit value slightly low; in order to keep the drive voltage low and to increase the absolute value of the dielectric anisotropy, it is preferable to have a slightly higher lower limit value and a slightly higher upper limit value.
In some embodiments of the invention, it is particularly preferred that the liquid crystal composition further comprises one or more compounds of the formula A-2-7-a:
wherein,
R A2 represents a linear or branched alkyl group having 1 to 8 carbon atoms, 1 or not adjacent more than 2-CH of the linear or branched alkyl group having 1 to 8 carbon atoms 2 -may each independently be replaced by-c=c-, -c≡c-, -O-, -CO-O-, or-O-CO-, and one or more-H of said straight or branched alkyl groups containing 1-8 carbon atoms may each independently be replaced by-F or-Cl; and is also provided with
Ring(s)Representation->Wherein (1)>In which one or more of-H may be substituted by-CN, -F or-Cl and one or more of-ch=may be substituted by-n=in the ring.
In some embodiments of the present invention, the compounds of formula A-2-7-a have a relatively strong rigid biphenyl structure, which can effectively adjust the characteristics of birefringence, elastic constant, contrast ratio, etc. of the liquid crystal composition; the content of the compound of the general formula A-2-7-a is required to be appropriately adjusted depending on the properties required for transmittance, contrast, birefringence, process suitability, dropping marks, burn-in, dielectric anisotropy, etc.
The weight percentage of the compound of the formula A-2-7-a in the liquid crystal composition of the invention is preferably: the preferred lower limit of the weight percentage of the compounds of the general formula A-2-7-a to the total weight of the liquid crystal composition of the invention is 0.1%,0.5%,1%,2%,3%,4%,5%,7%,8%,9%,10% of the weight percentage of the liquid crystal composition of the invention; the weight percentage of the compound of the general formula a-2-7-a in the liquid crystal composition of the present invention is preferably an upper limit value of 30%,28%,27%,26%,25.5%,25%,24.5%,24%,22%,20%,18%,16% or 15% relative to the total weight of the liquid crystal composition of the present invention.
In some embodiments of the invention, the compounds of formula A-2-7-a comprise from 0.1% to 30% by weight of the liquid crystal composition.
In some embodiments of the invention, in the compounds of formula A-2-7-a, R A2 Preferably a straight or branched alkyl group containing 1 to 8 carbon atoms.
In some embodiments of the invention, the ringCan be expressed as +.> Preferably +.> Further preferably +.> Particularly preferred is +.>
In some embodiments of the invention, the compound of formula A-2-7-a is selected from the group consisting of:
and
in some embodiments of the present invention, the liquid crystal composition of the present invention preferably contains at least one compound of the formula A-2-7-a-1; it is further preferred to contain two compounds of the formula A-2-7-a-1.
In some embodiments of the invention, in the compounds of formula A-2-7-a, R 2 Preferably a straight or branched alkyl group having 2 to 8 carbon atoms, so that a liquid crystal composition comprising the compound of the general formula A-2-7-a-1 can be made to have a high optical anisotropy.
In addition to the above-mentioned compounds, the liquid crystal composition of the present invention may contain a usual nematic liquid crystal, smectic liquid crystal, cholesteric liquid crystal, antioxidant, ultraviolet absorber, infrared absorber, polymerizable monomer, light stabilizer, or the like.
Possible dopants which are preferably added to the liquid crystal composition according to the invention are shown below.
And +.>
In some embodiments of the invention, preferably, the dopant comprises 0-5% by weight of the liquid crystal composition; more preferably, the dopant is 0 to 1% by weight of the liquid crystal composition.
The additives such as antioxidants and light stabilizers used in the liquid crystal composition of the present invention are preferably the following:
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wherein n represents a positive integer of 1 to 12.
Preferably, the light stabilizer is selected from the group consisting of the light stabilizers shown below:
in some embodiments of the present invention, preferably, the light stabilizer comprises 0 to 5 weight percent of the liquid crystal composition; more preferably, the light stabilizer comprises 0 to 1% by weight of the liquid crystal composition; particularly preferably, the light stabilizer comprises 0.01 to 0.1% by weight of the liquid crystal composition.
In another aspect, the present invention also provides a display device comprising the liquid crystal composition provided by the present invention.
The beneficial effects are that:
the liquid crystal composition provided by the invention has higher clear point, larger optical anisotropy, larger dielectric anisotropy, better low-temperature stability, larger transmittance, larger ratio of vertical dielectric to dielectric and larger K ave The value is such that a liquid crystal display device comprising the liquid crystal composition of the present invention has small light scattering and high contrast, and is particularly suitable for use in an active matrix thin film transistor (AM-TFT) driven liquid crystal display element. In particular, in the liquid crystal composition of the present invention, when the compound of the formula I is added, the liquid crystal composition may have a large average elastic constant K ave So that a liquid crystal display device comprising the liquid crystal composition has relatively less light scattering; and when the compound of the general formula I and the compound of the general formula M are added, the liquid crystal composition has higher transmittance, so that the compound of the general formula I and the compound of the general formula M can enable a liquid crystal display device comprising the liquid crystal composition to have higher contrast ratio by improving the transmittance of the liquid crystal composition. Vertical dielectric ε when adding a compound of formula N ⊥ The contrast is obviously improved by more increase. For the display device comprising the liquid crystal composition of the invention, the liquid crystal composition has good low-temperature stability and high response speed besides large optical anisotropy, large dielectric anisotropy, large clearing point, low driving voltage, small light scattering, high contrast ratio and high transmittance, so that the liquid crystal display device comprising the liquid crystal composition of the invention can obtain good display effect and good low-temperature stability.
Detailed Description
The invention will be described below in connection with specific embodiments. The following examples are illustrative of the present invention and are not intended to limit the present invention. Other combinations and various modifications within the spirit of the invention may be made without departing from the spirit or scope of the invention.
In the invention, unless otherwise specified, the proportions are weight ratios, and all temperatures are temperatures of degrees celsius.
For ease of expression, in the following examples, the group structures of the liquid crystal compositions are represented by the codes listed in Table 1:
TABLE 1 group Structure codes for liquid Crystal Compounds
Take as an example a compound of the formula:
the structural formula is expressed by codes listed in table 1, and can be expressed as follows: nCCGF, where n in the code represents the number of C atoms in the left-hand alkyl group, e.g., n is "3", i.e., the alkyl group is-C 3 H 7 The method comprises the steps of carrying out a first treatment on the surface of the C in the code represents cyclohexane, G represents 2-fluoro-1, 4-phenylene and F represents fluorine.
The shorthand designations for the test items in the following examples are as follows:
cp clearing point (nematic phase-isotropic phase transition temperature, DEG C)
Delta n optical anisotropy (589 nm,25 ℃ C.)
Delta epsilon dielectric anisotropy (1 KHz,25 ℃ C.)
ε ⊥ Ratio of dielectric perpendicular to dielectric
t -20℃ Or t -30℃ Low temperature storage time (h, at-20 ℃ C. Or-30 ℃ C.)
K 11 Elastic constant of splay
K 22 Torsion spring constant
K 33 Flexural spring constant
K ave Average spring constant
T transmittance (DMS 505 tester, box thickness 3.5 μm)
Wherein,
the optical anisotropy was measured using an Abbe refractometer under a sodium light (589 nm) source at 25 ℃.
Δε＝ε || -ε ⊥ Wherein ε is || For dielectric constant parallel to the molecular axis ε ⊥ For dielectric constants perpendicular to the molecular axis, test conditions: the test box is TN90 type at 25 ℃ and 1KHz, and the thickness of the box is 7 mu m.
K 11 、K 22 、K 33 The C-V curve of the liquid crystal is tested by using an LCR instrument and an antiparallel friction box, and the test conditions are as follows: 7 μm antiparallel friction cassette, v=0.1 to 20V;(K 11 +K 22 +K 33 )。
test conditions for T transmittance: the transmittance of a light-adjusting device, which is an IPS type liquid crystal test cell having a cell thickness of 3.5 μm, at clear point ±10 ℃ was measured using a DMS 505 tester.
The components used in the examples below were synthesized by known methods or obtained commercially. These synthetic techniques are conventional and the resulting liquid crystal compounds are tested to meet the electronic class of compound standards.
Liquid crystal compositions were prepared in accordance with the proportions of the respective liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared by mixing the components according to a specified proportion by adopting a mode of heating, ultrasonic wave, suspension and the like according to a conventional method in the field.
Liquid crystal compositions as given in the following examples were prepared and studied. The composition of each liquid crystal composition and the results of the performance parameter test thereof are shown below.
Comparative example 1
The liquid crystal composition of comparative example 1 was prepared according to the respective compounds and weight percentages listed in table 2, and was filled between two substrates of a liquid crystal display for performance test, and the test data are shown in the following table:
table 2 liquid crystal composition formulation and test performance thereof
Example 1
The liquid crystal composition of example 1 was prepared according to the compounds and weight percentages listed in table 3, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
table 3 liquid crystal composition formulation and test performance thereof
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Example 2
The liquid crystal composition of example 2 was prepared according to the compounds and weight percentages listed in table 4, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
Table 4 liquid crystal composition formulation and test performance thereof
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Example 3
The liquid crystal composition of example 3 was prepared according to the compounds and weight percentages listed in table 5, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
table 5 liquid crystal composition formulation and test performance thereof
Example 4
The liquid crystal composition of example 4 was prepared according to the compounds and weight percentages listed in table 6, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
table 6 liquid crystal composition formulation and test performance thereof
Example 5
The liquid crystal composition of example 5 was prepared according to the compounds and weight percentages listed in table 7, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
table 7 liquid crystal composition formulation and test performance thereof
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Example 6
The liquid crystal composition of example 6 was prepared according to the compounds and weight percentages listed in table 8, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
table 8 liquid crystal composition formulation and test performance thereof
Example 7
The liquid crystal composition of example 7 was prepared according to the compounds and weight percentages listed in table 9, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
Table 9 liquid crystal composition formulation and test performance thereof
Example 8
The liquid crystal composition of example 8 was prepared according to the compounds and weight percentages listed in table 10, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
table 10 liquid crystal composition formulation and test performance thereof
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Example 9
The liquid crystal composition of example 9 was prepared according to the compounds and weight percentages listed in table 11, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
table 11 liquid crystal composition formulation and test performance thereof
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Example 10
The liquid crystal composition of example 10 was prepared by the respective compounds and weight percentages listed in table 12, and was filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
table 12 liquid crystal composition formulation and test performance thereof
To highlight the beneficial effects of the liquid crystal composition of the present invention, the inventors selected comparative examples similar to the example system of the present invention. As can be seen from the above comparative example 1 and examples 1 to 10, the liquid crystal composition provided by the present invention has a higher clearing point, a larger optical anisotropy, a larger dielectric anisotropy, a better low temperature stability, a larger transmittance, a larger ratio of vertical dielectric to dielectric, and a larger K ave The value is such that a liquid crystal display device comprising the liquid crystal composition of the present invention has small light scattering and high contrast, and is particularly suitable for use in an active matrix thin film transistor (AM-TFT) driven liquid crystal display element.
The above embodiments are only for illustrating the technical concept and features of the present invention, and are intended to enable those skilled in the art to understand the present invention and to implement it, but not limit the scope of the present invention, and all equivalent changes or modifications made according to the spirit of the present invention should be included in the scope of the present invention.
Claims (8)
1. A liquid crystal composition, characterized in that the liquid crystal composition comprises:
one or more compounds of formula I selected from the group consisting of:
and
one or more compounds of the formula III
One or more compounds of the formula N
And
one or more compounds of the formula M
Wherein,
R 1 represents a linear or branched alkyl group having 1 to 12 carbon atoms,1 or non-adjacent more than 2-CH in the straight-chain or branched alkyl group containing 1-12 carbon atoms 2 -can be replaced independently of one another by-ch=ch-, -c≡c-, -O-, -CO-O-or-O-CO-, and the straight-chain or branched alkyl radical having 1 to 12 carbon atoms, -or >Wherein one or more of-H's may each be independently substituted with-F or-Cl;
R x 、R y and R is z Each independently represents-CH 2 -or-O-;
R 3 、R M1 and R is M2 Each independently represents-H, containing 1 to 12 carbon atomsLinear or branched alkyl groups of the molecule, 1 or non-adjacent more than 2-CH in the straight-chain or branched alkyl group containing 1-12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
R N1 and R is N2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms, 1 or non-adjacent more than 2-CH in the straight-chain or branched alkyl group containing 1-12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)Ring->And (C) a ring->Each independently represents-> Wherein->One or more of-CH 2 -can be replaced by-O->At most one-H of (c) may be substituted by halogen;
ring(s)Representation->
Z M1 And Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -or- (CH) 2 ) 4 -；
Z N1 And Z N2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-(CH 2 ) 4 -、-CF 2 O-、-OCF 2 -or-CF 2 CF 2 -；
L N1 And L N2 represents-H;
L 1 、L 2 、L 5 、L 6 and L 7 Each independently represents-H or-F;
L 4 represents-H or-CH 3 ；
X represents halogen, halogenoalkyl or halogenoalkoxy having 1 to 5 carbon atoms, halogenoalkenyl or halogenoalkenyloxy having 2 to 5 carbon atoms;
n1 represents 0 or 1;
a and b each independently represent an integer of 0 to 5;
n M1 represents 0, 1, 2 or 3, and when n M1 When=2 or 3, the ringCan be used forIdentical or different, Z M2 May be the same or different;
n N1 represents 0, 1, 2 or 3, n N2 Represents 0 or 1, and 0.ltoreq.n N1 +n N2 Not more than 3, when n N1 When=2 or 3, the ringZ, which may be the same or different N1 May be the same or different;
the compound of the general formula M does not contain the compound of the general formula III;
the compound of the general formula I accounts for 10-25% of the weight of the liquid crystal composition;
the compound of the general formula III accounts for 0.1-15% of the weight of the liquid crystal composition;
the compound of the general formula N accounts for 7-20% of the weight of the liquid crystal composition;
the compound of the general formula M accounts for 40-65% of the weight of the liquid crystal composition, and
the liquid crystal composition comprises 2 to 10 compounds selected from the group consisting of compounds of the general formula N5, the general formula N6, the general formula N11 and the general formula N18
2. The liquid crystal composition according to claim 1, wherein the compound of formula III is selected from the group consisting of:
and
wherein,
L x represents-H or a straight-chain alkyl radical having 1 to 3 carbon atoms.
3. The liquid crystal composition according to claim 1, wherein the compound of formula N is selected from the group consisting of:
and
4. the liquid crystal composition according to claim 1, wherein the compound of formula M is selected from the group consisting of:
and
5. the liquid crystal composition of claim 1, further comprising one or more compounds of formula a-2-7-a:
wherein,
R A2 represents a linear or branched alkyl group having 1 to 8 carbon atoms, 1 or not adjacent more than 2-CH of the linear or branched alkyl group having 1 to 8 carbon atoms 2 -may each independently be replaced by-c=c-, -c≡c-, -O-, -CO-O-, or-O-CO-, and one or more-H of said straight or branched alkyl groups containing 1-8 carbon atoms may each independently be replaced by-F or-Cl; and is also provided with
Ring(s)Representation->Wherein (1)>In which one or more of-H may be substituted by-CN, -F or-Cl and one or more of-ch=may be substituted by-n=in the ring.
6. The liquid crystal composition according to claim 5, wherein the compound of formula a-2-7-a is selected from the group consisting of:
And
7. the liquid crystal composition according to claim 5 or 6, wherein the compound of formula a-2-7-a is 0.1% to 30% by weight of the liquid crystal composition.
8. A display device comprising the liquid crystal composition according to any one of claims 1 to 7.
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| CN103320142A (en) * | 2012-02-15 | 2013-09-25 | 默克专利股份有限公司 | Liquid-crystalline medium |
| CN104293357A (en) * | 2013-07-16 | 2015-01-21 | 江苏和成显示科技股份有限公司 | Liquid crystal composition with high transmittance and display device thereof |
| CN109134423A (en) * | 2017-11-23 | 2019-01-04 | 江苏和成显示科技有限公司 | A kind of compound and its liquid-crystal composition and photoelectric display device |
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| CN103320142A (en) * | 2012-02-15 | 2013-09-25 | 默克专利股份有限公司 | Liquid-crystalline medium |
| CN104293357A (en) * | 2013-07-16 | 2015-01-21 | 江苏和成显示科技股份有限公司 | Liquid crystal composition with high transmittance and display device thereof |
| CN109134423A (en) * | 2017-11-23 | 2019-01-04 | 江苏和成显示科技有限公司 | A kind of compound and its liquid-crystal composition and photoelectric display device |
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