Cholesteric liquid crystal composition, liquid crystal display device containing cholesteric liquid crystal composition and application of cholesteric liquid crystal composition
By adding specific compounds and chiral agents to the cholesteric liquid crystal composition, and cooperating with the adjustment of dielectric anisotropy and chiral pitch, the problem of high plane voltage in cholesteric liquid crystal display devices is solved, and a smaller plane voltage and a higher display effect is achieved.
Patent Information
- Application Number
- CN202311080006.X
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2023-08-24
- Publication Date
- 2025-03-04
AI Technical Summary
The existing cholesteric liquid crystal display devices have a high planar driving voltage, which is difficult to meet the driving requirements of high-resolution display devices. The low thickness of the liquid crystal layer will lead to a decrease in brightness and contrast.
By adding specific general formula I, general formula II and chiral agents to the cholesteric liquid crystal composition, the dielectric anisotropy and chiral pitch of the liquid crystal can be achieved by synergistically adjusting the dielectric anisotropy and chiral pitch of the liquid crystal.
When λmax is comparable, the plane voltage of the liquid crystal display device is reduced, maintained at 13-18V, the clear points are improved, and the brightness and contrast are maintained.
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Abstract
Description
Technical Field
[0001] The present invention relates to a liquid crystal composition, in particular to a cholesteric liquid crystal composition and a liquid crystal display device comprising the liquid crystal composition and applications thereof. Background Art
[0002] With the development of display technology, thin, light, energy-saving and environmentally friendly display devices have become the mainstream, and bistable liquid crystal display devices have attracted much attention. Among them, cholesteric liquid crystal display devices (ChLCD) have the advantages of high brightness, high contrast, power saving, high memory, wide viewing angle, no flicker, and the ability to continuously maintain two different states of bright and dark when the electric field is removed. Therefore, they have become the focus of the development of bistable displays and are widely used in e-books, electronic tags, display panels, anti-peep screens, etc. with low energy consumption requirements.
[0003] Cholesteric liquid crystal is a liquid crystal molecule with Bragg reflection and bistable properties. It can reflect incident light with a wavelength equivalent to its pitch and the same optical rotation. It can switch to a planar state (P state) or a focal conic state (Fc state) under the drive of an electric field. The P state and the Fc state can also be maintained when the voltage is disconnected, so the bistable stability is also called memory. In a cholesteric liquid crystal display, the cholesteric liquid crystal will reflect light of a specific wavelength (the specific wavelength is generally the wavelength corresponding to the highest reflectivity in the reflection spectrum, i.e., λmax) when in the planar state, so the corresponding screen displays a bright state; the cholesteric liquid crystal will scatter light in the focal conic state and be absorbed by the backplane of the display, so the corresponding screen displays a dark state.
[0004] When the cholesteric phase is perpendicular to the substrate, the cholesteric liquid crystal display device shows a specific selective reflection wavelength that depends on the chiral pitch. The reflection wavelength (λ) is determined by the product of the average refractive index (n) of the liquid crystal composition and the chiral pitch (P). Therefore, when the refractive index of the liquid crystal composition is fixed, the desired selective reflection wavelength can be obtained by adjusting the concentration of the chiral compound and adjusting the chiral pitch. The half-width (Δλ) of the selective reflection light at this time and the refractive index anisotropy (Δn = n e -n o) is proportional to the product of the chiral pitch, but a certain degree of wide half-width is required to achieve a bright display, so a liquid crystal composition with a large Δn must be used. In the above case, the average refractive index of the liquid crystal composition also increases, so in order to adjust to the desired λ, it is necessary to further add a chiral agent to shorten P, but if the amount of chiral compound added is excessively increased, the liquid crystal temperature range of the host liquid crystal will deteriorate, the viscosity will increase, and other problems will arise. That is, for the design of cholesteric liquid crystals, a chiral compound with a high liquid crystal torsion force that induces a chiral pitch and a small effect on the host liquid crystal is required, and a host liquid crystal composition with excellent compatibility with such a compound and a high Δn is required. Furthermore, it is required to have a sufficiently large dielectric anisotropy (Δε) that can be driven at a low voltage as a liquid crystal display element, and good preservation properties such as no precipitation in a low temperature environment.
[0005] The chiral pitch length of cholesteric liquid crystal depends on the type or concentration of the chiral compound added, and can be expressed by P = 1 / (HTP·c). Here, c is the concentration of the chiral compound in the cholesteric liquid crystal composition, and HTP is the force of the chiral compound to twist the liquid crystal composition, which is called helical twisting power (HTP).
[0006] The existing cholesteric liquid crystal has a relatively high planar driving voltage (P-state voltage), which is generally greater than 20V. If cholesteric liquid crystal is used to make a high-resolution display device, there is a voltage drop problem due to the resistance of the electrode circuit in the display. The actual display requires a driving voltage higher than the liquid crystal P-state voltage to ensure that all pixels of the entire display device can be driven. The driving voltage that can be provided by a conventional display IC (Integrated Circuit) is generally low. Even a specially customized driver IC can hardly meet such a high driving voltage requirement, and it will greatly increase the production cost of the display. As a result, cholesteric liquid crystal displays can only be used for some low-resolution and small-sized products, and cannot be promoted on a large scale.
[0007] Reducing the liquid crystal layer thickness (gap) of a cholesteric liquid crystal display device can significantly reduce the planar driving voltage, but too low a liquid crystal layer thickness will result in a significant decrease in the planar reflectivity of the cholesteric liquid crystal, resulting in a significant decrease in the brightness and contrast of the display, and failing to achieve the desired display effect.
[0008] How to solve the above problems is an urgent problem to be solved by those skilled in the art. Summary of the invention
[0009] Purpose of the invention: The purpose of the present invention is to provide a cholesteric liquid crystal composition. Through the synergistic combination of various components, the liquid crystal display device comprising the cholesteric liquid crystal composition of the present invention has a higher clearing point and a smaller P-state voltage when λmax is equivalent, and the P-state voltage is maintained at 13-18V.
[0010] Technical solution: In order to achieve the above invention objectives, the present invention provides a cholesteric liquid crystal composition, the cholesteric liquid crystal composition comprising a liquid crystal composition A and a chiral agent, the liquid crystal composition A comprising at least one compound of formula I and / or formula II:
[0011]
[0012] The chiral agent comprises at least one compound selected from the group consisting of formula R / S-811, formula R / S-1011, formula R / S-2011, formula R / S-5011 and formula R / S-6N:
[0013]
[0014] as well as
[0015]
[0016] in,
[0017] R E1 and R F1 Each independently represents -H, a straight-chain alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, a branched-chain alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -F or -Cl;
[0018] ring express in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently substituted by -F, -Cl, or a halogenated or unhalogenated alkyl or alkoxy group containing 1 to 3 (e.g., 1, 2, or 3) carbon atoms, and one or more -CH= in the ring may be replaced by -N=;
[0019] ring express in One or at most two single bonds in the rings may be replaced by double bonds;
[0020] L E1 and L F1 each independently represents a halogen;
[0021] L E2 and L E3 Each independently represents -H, halogen, a haloalkyl group or a haloalkoxy group containing 1 to 3 (e.g., 1, 2 or 3) carbon atoms;
[0022] L E4 and L F4 Each independently represents -H, an alkyl group or an alkoxy group containing 1 to 3 (e.g., 1, 2 or 3) carbon atoms;
[0023] n E1 Represents 0, 1, or 2. When n E1 =2, ring Can be the same or different, Z E1 Can be the same or different;
[0024] Z E1 represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; and
[0025] * indicates chiral sites. The dielectric anisotropy of liquid crystal composition A is greater than 40.
[0026] In some embodiments of the present invention, R E1 and R F1 Preferably, each is independently a straight-chain alkyl group containing 1-8 carbon atoms, a straight-chain alkoxy group containing 1-8 carbon atoms, or a straight-chain alkenyl group containing 2-8 carbon atoms; further preferably, each is independently a straight-chain alkyl group containing 1-5 carbon atoms, a straight-chain alkoxy group containing 1-5 carbon atoms, or a straight-chain alkenyl group containing 2-5 carbon atoms.
[0027] In some embodiments of the present invention, the express
[0028] In some embodiments of the present invention, the compound of formula I is selected from the group consisting of:
[0029]
[0030] as well as
[0031]
[0032] in,
[0033] Z E1 ' represents -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-.
[0034] In some embodiments of the present invention, the compound of formula I is selected from the group consisting of:
[0035]
[0036]
[0037]
[0038]
[0039] as well as
[0040]
[0041] in,
[0042] R E1 ' represents -H, or a straight-chain alkyl group containing 1 to 5 carbon atoms;
[0043] R E1 " represents a straight chain alkyl group containing 1 to 5 carbon atoms; and
[0044] X1 represents -O- or -CH2-.
[0045] In some embodiments of the present invention, when the λmax values are equivalent, in order to obtain a smaller P-state voltage, the liquid crystal composition A of the present invention comprises at least one compound of the general formula I-1 or at least one compound of the general formula I-2.
[0046] In some embodiments of the present invention, when the λmax values are equivalent, in order to obtain a smaller P-state voltage, the liquid crystal composition A of the present invention contains at least one compound of the general formula I-1-1, at least one compound of the general formula I-1-5, or at least one compound of the general formula I-2-1.
[0047] In some embodiments of the present invention, the compound of general formula I comprises at least one (for example, two, three, four or five) compound selected from the group consisting of compounds of general formula I-1-1-1, compounds of general formula I-1-1-2, compounds of general formula I-1-1-3, compounds of general formula I-1-5-1, compounds of general formula I-1-5-2, compounds of general formula I-1-5-3, compounds of general formula I-2-1-1, compounds of general formula I-2-1-2, compounds of general formula I-2-1-3:
[0048]
[0049] as well as
[0050]
[0051] In some embodiments of the present invention, when the λmax values are equivalent, in order to obtain a smaller P-state voltage, the liquid crystal composition A of the present invention comprises at least one compound of the general formula I-1-5-1, or at least one compound of the general formula I-2-1-1.
[0052] In some embodiments of the present invention, the compound of formula II is selected from the group consisting of:
[0053] as well as
[0054]
[0055] In the present invention, it is preferred to adjust the content of the compound of formula I and / or formula II so that the liquid crystal display device containing the liquid crystal composition has a higher clearing point and a smaller P-state voltage when λmax is equivalent, and the P-state voltage is maintained at 13-18V.
[0056] In some embodiments of the present invention, at least one compound of Formula I and / or Formula II accounts for 0.1%-50% by weight of the liquid crystal composition A (including any value or sub-range between the ranges), for example, 0.1%, 0.2%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39%, 40%, 41%, 42%, 43%, 44%, 45%, 46%, 47%, 48%, 49%, 50%, 51%, 52%, 53%, 54%, 55%, 56%, 57%, 58%, 59%, 60%, 61%, 62%, 63%, 64%, 65%, 66%, 67%, 68%, 69%, 70%, 71%, 72%, 73%, 74%, 75%, 76%, 77%, 78%, 79%, 80%, 81%, 82%, 83%, 84%, 85%, 86%, 87%, 88%, 89%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 47%, 48%, 49%, 50%, or a range between any two values.
[0057] In some embodiments of the present invention, the weight percentage of the compound of general formula I in the liquid crystal composition A is 0.1%-30% (including any numerical value or sub-range between the range), for example, 0.1%, 0.2%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, or the range between any two values.
[0058] In some embodiments of the present invention, the weight percentage of the compound of general formula II in the liquid crystal composition A is 0.1%-20% (including any numerical value or sub-range between the range), for example, 0.1%, 0.2%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, or the range between any two values.
[0059] In some embodiments of the present invention, the present invention provides a cholesteric liquid crystal composition that enables a P-state voltage of a liquid crystal display device to be less than 20V (for example, it may be 19V, 18V, 17V, 16V, 15V, or 14V).
[0060] In the present invention, the inventors have found that by combining at least one compound of formula I and / or formula II of the present application with the chiral agent of the present invention and keeping Δε of the liquid crystal composition A greater than 40 (for example, it can be 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60), the P-state voltage of the liquid crystal display device containing it can be made less than 20V (for example, it can be 19V, 18V, 17V, 16V, 15V, 14V).
[0061] In some embodiments of the present invention, the liquid crystal composition A of the present invention further comprises at least one compound of the general formula III:
[0062]
[0063] in,
[0064] R T1 and R T2 Each independently represents -H, a straight-chain alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, a branched-chain alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1 to 12 carbon atoms or the branched-chain alkyl group containing 3 to 12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-;
[0065] ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently substituted by -F, -Cl, or a halogenated or unhalogenated alkyl or alkoxy group containing 1 to 3 (e.g., 1, 2, or 3) carbon atoms, and one or more -CH= in the ring may be replaced by -N=;
[0066] Z T1 represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-;
[0067] L T1 and L T2Each independently represents -H, halogen, a haloalkyl group or a haloalkoxy group containing 1 to 3 (e.g., 1, 2 or 3) carbon atoms;
[0068] L T3 represents -H, alkyl or alkoxy containing 1 to 3 (e.g. 1, 2 or 3) carbon atoms; and
[0069] n T1 Represents 0, 1, or 2. When n T1 =2, ring Can be the same or different, Z T1 Can be the same or different.
[0070] In some embodiments of the present invention, R T1 and R T2 Preferably, each is independently a straight-chain alkyl group containing 1-8 carbon atoms, a straight-chain alkoxy group containing 1-8 carbon atoms, or a straight-chain alkenyl group containing 2-8 carbon atoms; further preferably, each is independently a straight-chain alkyl group containing 1-5 carbon atoms, a straight-chain alkoxy group containing 1-5 carbon atoms, or a straight-chain alkenyl group containing 2-5 carbon atoms.
[0071] In some embodiments of the present invention, the compound of formula III is selected from the group consisting of:
[0072]
[0073] as well as
[0074]
[0075] in,
[0076] Z T1 ' represents -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, or -(CH2)4-;
[0077] L T1 and L T2 Each independently represents -H, -F, -Cl, -CF3, or -OCF3; and
[0078] L T3 It represents -H, -CH3, -OCH3, -CH2CH3, or -OCH2CH3.
[0079] In some embodiments of the present invention, Z T1 ' represents -CH=CH- or -C≡C-.
[0080] In some embodiments of the present invention, the compound of formula III is selected from the group consisting of:
[0081]
[0082]
[0083]
[0084] as well as
[0085]
[0086] in,
[0087] L T1 ' and L T2 'Each independently represents -F, -Cl, -CF3, or -OCF3; and
[0088] L T4 ',L T5 ' and L T6 'Each independently represents -F, -Cl, -CH3, or -OCH3.
[0089] In some embodiments of the present invention, when the λmax values are comparable, in order to obtain a smaller P-state voltage, the liquid crystal composition A of the present invention contains at least one (for example, two, three, four or five) compounds of the general formula III-1, at least one compound of the general formula III-2, or at least one compound of the general formula III-3.
[0090] In some embodiments of the present invention, when the λmax values are comparable, in order to obtain a smaller P-state voltage, the liquid crystal composition A of the present invention contains at least one (for example, two, three, four or five) compounds of the general formula III-1-1, at least one compound of the general formula III-2-1, or at least one compound of the general formula III-3-3.
[0091] In some embodiments of the present invention, the compound of formula III comprises at least one (for example, two, three, four or five) compound selected from the group consisting of compounds of formula III-1-1-1, compounds of formula III-1-1-2, compounds of formula III-2-1-1, compounds of formula III-2-1-2, compounds of formula III-2-6-1, compounds of formula III-3-3-1, compounds of formula III-3-3-2, compounds of formula III-3-3-3:
[0092]
[0093] as well as
[0094]
[0095] in,
[0096] R T2 ' Each independently represents a straight-chain alkyl group containing 1 to 10 carbon atoms, or a straight-chain alkenyl group containing 2 to 10 carbon atoms.
[0097] In some embodiments of the present invention, when the λmax values are comparable, in order to obtain a smaller P-state voltage, the liquid crystal composition A of the present invention contains at least one (for example, two) compounds of the general formula III-3-3-1 and / or compounds of III-3-3-2.
[0098] In the present invention, the content of the compound of formula III is preferably adjusted so that the liquid crystal display device containing the liquid crystal composition has a higher clearing point and a smaller P-state voltage when λmax is equivalent, and the P-state voltage is maintained at 13-18V.
[0099] In some embodiments of the present invention, the weight percentage of the compound of formula III in the liquid crystal composition A is 0.1%-80% (including any numerical value or sub-range between the ranges), for example, 0.1%, 0.2%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%. , 34%, 35%, 36%, 37%, 38%, 39%, 40%, 41%, 42%, 43%, 44%, 45%, 46%, 47%, 48%, 49%, 50%, 50%, 51%, 52%, 53%, 54%, 55%, 56%, 57%, 58%, 59%, 60%, 61%, 62%, 63%, 64%, 65%, 66%, 67%, 68%, 69%, 70%, 71%, 72%, 73%, 74%, 75%, 76%, 77%, 78%, 79%, 80%, or a range between any two of the values.
[0100] In some embodiments of the present invention, the liquid crystal composition A of the present invention further comprises at least one compound of the general formula IV:
[0101]
[0102] in,
[0103] R G1 represents a straight-chain alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, a branched-chain alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -F or -Cl;
[0104] ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently substituted by -F, -Cl, or a halogenated or unhalogenated alkyl or alkoxy group containing 1 to 3 (e.g., 1, 2, or 3) carbon atoms, and one or more -CH= in the ring may be replaced by -N=;
[0105] L G4 represents -H, halogen, haloalkyl or haloalkoxy containing 1 to 3 (e.g. 1, 2 or 3) carbon atoms;
[0106] L G3 represents -H, an alkyl group or an alkoxy group containing 1 to 3 (e.g. 1, 2 or 3) carbon atoms;
[0107] Z G1 and Z G2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; and
[0108] n G1 Represents 0, 1, or 2. When n G1 =2, ring Can be the same or different, Z G1 Can be the same or different.
[0109] In some embodiments of the present invention, R G1Preferably, it is a straight-chain alkyl group containing 1-8 carbon atoms, a straight-chain alkoxy group containing 1-8 carbon atoms, or a straight-chain alkenyl group containing 2-8 carbon atoms; more preferably, it is a straight-chain alkyl group containing 1-5 carbon atoms, a straight-chain alkoxy group containing 1-5 carbon atoms, or a straight-chain alkenyl group containing 2-5 carbon atoms.
[0110] In some embodiments of the present invention, the compound of formula IV is selected from the group consisting of:
[0111]
[0112]
[0113]
[0114] as well as
[0115]
[0116] in,
[0117] L G1 and L G2 Each independently represents -H, -F, -Cl, a haloalkyl group containing 1 to 3 carbon atoms, or an alkoxy group; and
[0118] ring express
[0119] In some embodiments of the present invention, the weight percentage of the compound of formula IV in the liquid crystal composition A is 0.1%-40% (including any numerical value or sub-range between the range), for example, 0.1%, 0.2%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39%, 40%, or the range between any two values.
[0120] In some embodiments of the present invention, the weight percentage of the chiral agent in the cholesteric liquid crystal composition is 0.1%-50% (including any value or sub-range between the ranges), for example, 0.1%, 0.2%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%. , 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39%, 40%, 41%, 42%, 43%, 44%, 45%, 46%, 47%, 48%, 49%, 50%, or a range between any two of the values.
[0121] In some embodiments of the present invention, when the chiral agent is R / S-5011, its weight percentage of the cholesteric liquid crystal composition is 1%-10% (including any value or sub-range between the range), for example, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, or a range between any two values.
[0122] In some embodiments of the present invention, when the chiral agent is R / S-811, its weight percentage of the cholesteric liquid crystal composition is 20%-30% (including any numerical value or sub-range between the range), for example, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, or a range between any two of the numerical values.
[0123] In some embodiments of the present invention, when the chiral agent is R / S-2011, its weight percentage of the cholesteric liquid crystal composition is 20%-30% (including any numerical value or sub-range between the range), for example, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, or a range between any two of the numerical values.
[0124] In some embodiments of the present invention, when the chiral agent is R / S-6N, its weight percentage of the cholesteric liquid crystal composition is 1%-10% (including any value or sub-range between the range), for example, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, or a range between any two values.
[0125] In some embodiments of the present invention, the liquid crystal composition A of the present invention further comprises at least one compound of the general formula V:
[0126]
[0127] in,
[0128] R S1 represents a straight-chain alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, a branched-chain alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -F or -Cl;
[0129] ring express in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently substituted by -F, -Cl, or a halogenated or unhalogenated alkyl or alkoxy group containing 1 to 3 (e.g., 1, 2, or 3) carbon atoms, and one or more -CH= in the ring may be replaced by -N=;
[0130] Z S1 represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-;
[0131] L S1 and L S2 Each independently represents -H, halogen, a haloalkyl group or a haloalkoxy group containing 1 to 3 (e.g., 1, 2 or 3) carbon atoms;
[0132] L S3 represents -H, alkyl or alkoxy containing 1 to 3 (e.g. 1, 2 or 3) carbon atoms; and
[0133] n S1 Represents 0, 1, 2, or 3. When n S1 =2 or 3, the ring Can be the same or different, Z S1 Can be the same or different.
[0134] In some embodiments of the present invention, RS1 Preferably, it is a straight-chain alkyl group containing 1-8 carbon atoms, a straight-chain alkoxy group containing 1-8 carbon atoms, or a straight-chain alkenyl group containing 2-8 carbon atoms; more preferably, it is a straight-chain alkyl group containing 1-5 carbon atoms, a straight-chain alkoxy group containing 1-5 carbon atoms, or a straight-chain alkenyl group containing 2-5 carbon atoms.
[0135] In some embodiments of the present invention, the compound of formula V is selected from the group consisting of:
[0136]
[0137] as well as
[0138]
[0139] in,
[0140] L S1 and L S2 Each independently represents -H, -F, -Cl, -CF3, or -OCF3;
[0141] Z S2 and Z S1 'Each independently represents -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; and
[0142] ring express in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently substituted by -F, -Cl, or a halogenated or unhalogenated alkyl or alkoxy group containing 1-3 (e.g., 1, 2, or 3) carbon atoms, and -CH= in one or more rings may be replaced by -N=.
[0143] In some embodiments of the present invention, the compound of formula V is selected from the group consisting of:
[0144]
[0145]
[0146]
[0147]
[0148]
[0149] as well as
[0150]
[0151] in,
[0152] L S1 ' and L S2 'Each independently represents -F, -Cl, -CF3, or -OCF3; and
[0153] L S4 and L S5 Each independently represents -H, -F, -Cl, -CF3, or -OCF3.
[0154] In some embodiments of the present invention, the weight percentage of the compound of general formula V in the liquid crystal composition A is 0.1%-20% (including any numerical value or sub-range between the range), for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, or a range between any two of the numerical values.
[0155] In some embodiments of the invention, halogen each independently represents -F, -Cl or -Br.
[0156] In some embodiments of the present invention, the liquid crystal composition A of the present invention further comprises at least one compound of the general formula M:
[0157]
[0158] in,
[0159] R M1 and R M2 Each independently represents a straight-chain alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, a branched-chain alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1 to 12 carbon atoms or the branched-chain alkyl group containing 3 to 12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-;
[0160] ring ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, At most one -H in may be replaced by halogen;
[0161] Z M1 and Z M2 each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -CH2CH2- or -(CH2)4-; and
[0162] n M represents 0, 1, or 2, where n M =2, ring Can be the same or different, Z M2 Can be the same or different.
[0163] In some embodiments of the present invention, the compound of formula M is selected from the group consisting of:
[0164]
[0165]
[0166]
[0167]
[0168] as well as
[0169]
[0170] Among them, R M1 and R M2 Each independently represents a straight-chain alkyl group containing 1-12 carbon atoms or a branched-chain alkyl group containing 3-12 carbon atoms, and one or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-.
[0171] In some embodiments of the present invention, the weight percentage of the compound of general formula M in the liquid crystal composition A is 0.1%-20% (including any value or sub-range between the range), for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, or a range between any two values.
[0172] In some embodiments of the present invention, R M1 and R M2 Preferably, each is independently a straight-chain alkyl group containing 1-8 carbon atoms, a straight-chain alkoxy group containing 1-8 carbon atoms, or a straight-chain alkenyl group containing 2-8 carbon atoms; further preferably, each is independently a straight-chain alkyl group containing 1-5 carbon atoms, a straight-chain alkoxy group containing 1-5 carbon atoms, or a straight-chain alkenyl group containing 2-5 carbon atoms.
[0173] In some embodiments of the present invention, R M1 and R M2 Either one is a straight-chain alkenyl group having 2 to 5 carbon atoms, and the other is a straight-chain alkyl group having 1 to 5 carbon atoms.
[0174] In the following embodiment of the present invention, in order to make the liquid crystal display device have a wider temperature use range, the cholesteric liquid crystal composition A of the present invention preferably contains at least one compound of M-5.
[0175] In the following embodiment of the present invention, the liquid crystal composition A of the present invention preferably comprises at least one compound of M-5-1:
[0176]
[0177] In some embodiments of the present invention, the liquid crystal composition A of the present invention further comprises at least one compound of the general formula A-1 and / or the general formula A-2:
[0178]
[0179] in,
[0180] R A1 and R A2 Each independently represents a straight-chain alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, a branched-chain alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -F or -Cl;
[0181] ring ring ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently replaced by -F, -Cl or -CN, and one or more -CH= in the ring may be replaced by -N=;
[0182] Z A11 , Z A21 and Z A22 each independently represents a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CH2O- or -OCH2-;
[0183] L A11 , L A12 , L A13 , L A21 and L A22 Each independently represents -H, an alkyl group containing 1 to 3 carbon atoms or a halogen;
[0184] X A1 and X A2 Each independently represents halogen, a haloalkyl or haloalkoxy group containing 1 to 5 carbon atoms, a haloalkenyl or haloalkenyloxy group containing 2 to 5 carbon atoms;
[0185] n A11 Represents 0, 1, 2, or 3. When n A11 =2 or 3, the ring Can be the same or different, Z A11 Can be the same or different;
[0186] n A12 represents 1 or 2, where n A12 =2, ring may be the same or different; and
[0187] n A2 represents 0, 1, 2, or 3, where n A2 =2 or 3, the ring Can be the same or different, Z A21 Can be the same or different.
[0188] In some embodiments of the present invention, at least one compound of formula A-1 and / or formula A-2 accounts for 0.1%-60% by weight of the liquid crystal composition A (including any values or sub-ranges between the ranges), for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, 60%, or a range between any two of the values.
[0189] In some embodiments of the present invention, the compound of formula A-1 is selected from the group consisting of the following compounds:
[0190]
[0191]
[0192]
[0193]
[0194] as well as
[0195]
[0196] in,
[0197] R v and R w Each independently represents -CH2- or -O-;
[0198] L A11 , L A12 , L A11 ',L A12 ',L A14 , L A15 and L A16 Each independently represents -H or -F;
[0199] L A13 and L A13 'Each independently represents -H or -CH3;
[0200] X A1 represents -F, -CF3 or -OCF3; and
[0201] v and w each independently represent 0 or 1.
[0202] In some embodiments of the present invention, the weight percentage of the compound of general formula A-1 in the liquid crystal composition A is 0.1%-30% (including any numerical value or sub-range between the range), for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, or a range between any two of the numerical values.
[0203] In some embodiments of the present invention, the compound of formula A-2 is selected from the group consisting of:
[0204]
[0205]
[0206]
[0207]
[0208] as well as
[0209]
[0210] in,
[0211] L A21 , L A22 , L A23 , L A24 and L A25 each independently represents -H or -F; and
[0212] X A2 It represents -F, -CF3, -OCF3 or -CH2CH2CH=CF2.
[0213] In some embodiments of the present invention, the weight percentage of the compound of general formula A-2 in the liquid crystal composition A is 0.1%-50% (including any numerical value or sub-range between the range), for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, or the range between any two values.
[0214] In some embodiments of the present invention, at least one compound of formula A-1 and / or formula A-2 accounts for 0.1%-30% (including any value or sub-range between the range) of the weight percentage of the liquid crystal composition A, for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, or a range between any two values.
[0215] In addition to the above-mentioned compounds, the liquid crystal composition of the present invention may contain a common antioxidant, an ultraviolet absorber, an infrared absorber, a photoinitiator, a polymerizable monomer, a light stabilizer, and the like.
[0216] In addition, the antioxidants, light stabilizers and other additives used in the liquid crystal composition of the present invention are preferably the following:
[0217]
[0218]
[0219]
[0220]
[0221] Here, n represents a positive integer from 1 to 12.
[0222] Preferably, the antioxidant is selected from the light stabilizers shown below:
[0223]
[0224] In some embodiments of the present invention, the additive accounts for 0%-5% of the total weight of the liquid crystal composition; preferably, the additive accounts for 0.01%-1% of the total weight of the liquid crystal composition.
[0225] The present invention also provides a liquid crystal display device, which comprises the cholesteric liquid crystal composition.
[0226] In some embodiments of the present invention, the liquid crystal composition is particularly suitable for use in VA, IPS or FFS type display devices.
[0227] The present invention also provides an application of the cholesteric liquid crystal composition in a high-resolution display panel, especially in an electronic book, an electronic label, a display panel, an anti-peep screen, etc.
[0228] Beneficial effect: Compared with the prior art, the cholesteric liquid crystal composition of the present invention has a higher clearing point through the synergistic coordination of various components, and has a smaller P-state voltage when λmax is equivalent, and the P-state voltage is maintained at 13-18V. DETAILED DESCRIPTION
[0229] The present invention will be described below in conjunction with specific embodiments. It should be noted that the following embodiments are examples of the present invention and are only used to illustrate the present invention, but not to limit the present invention. Other combinations and various modifications within the concept of the present invention may be performed without departing from the spirit or scope of the present invention.
[0230] For ease of expression, in the following examples, the group structure of each compound is represented by the code listed in Table 1:
[0231] Table 1. Group structure codes of compounds
[0232]
[0233]
[0234] Take the following compound as an example:
[0235]
[0236] If the structural formula is represented by the codes listed in Table 1, it can be expressed as: nCCGF, where n in the code represents the number of C atoms in the left-end alkyl group, for example, n is "3", which means that the alkyl group is -C3H7; C in the code represents 1,4-cyclohexylene, G represents 2-fluoro-1,4-phenylene, and F represents fluorine.
[0237] The abbreviated codes for the test items in the following embodiments are as follows:
[0238] Cp 1 Clearing point of liquid crystal composition A (nematic-isotropic phase transition temperature, °C)
[0239] Cp 2 Clearing point of cholesteric liquid crystal composition (nematic-isotropic phase transition temperature, °C)
[0240] Δn optical anisotropy (589nm, 25℃)
[0241] n o Refractive index of ordinary light (589nm, 25℃)
[0242] n e Refractive index of extraordinary light (589nm, 25℃)
[0243] Δε Dielectric anisotropy (1KHz, 25℃)
[0244] λmax The wavelength corresponding to the highest reflectivity in the reflection spectrum (25℃)
[0245] The minimum voltage required to drive the P-state voltage to the P-state (V, 25°C)
[0246] in,
[0247] Cp 1 : Obtained by melting point test.
[0248] Cp 2 : Obtained by melting point test.
[0249] Δn: Δn=n e -n o , measured using an Abbe refractometer under a sodium lamp (589nm) at 25°C.
[0250] Δε:Δε=ε ∥ -ε ⊥ , where ε ∥ is the dielectric constant parallel to the molecular axis, ε ⊥ is the dielectric constant perpendicular to the molecular axis; test conditions: 25°C, 1KHz, VA type test box with a box thickness of 6μm.
[0251] λmax: Cholesteric liquid crystal is poured into a test box (box thickness: 4um; no PI alignment layer), and the DMS 505 photoelectric comprehensive tester is used to test the P-state positive viewing angle test reflection spectrum, which is the wavelength corresponding to the highest reflectivity in the reflection spectrum.
[0252] P-state voltage: Cholesteric liquid crystal is poured into a test box (box thickness: 4 um; no PI alignment layer) and driven to the minimum voltage required for the P-state.
[0253] Each component used in the following examples can be synthesized by a known method or obtained through commercial channels. These synthesis techniques are conventional, and each liquid crystal compound obtained meets the standards of electronic compounds after testing.
[0254] The liquid crystal composition is prepared according to the ratio of each liquid crystal compound specified in the following examples. The preparation of the liquid crystal composition is carried out according to the conventional method in the art, such as mixing according to the ratio by heating, ultrasonic wave, suspension, etc.
[0255] LC1
[0256] Liquid crystal composition LC1 was prepared according to the compounds listed in Table 2 and their weight percentages, and filled between two substrates of a liquid crystal display for performance testing.
[0257] Table 2 Formulation and performance parameter test results of liquid crystal composition LC1
[0258]
[0259] LC2
[0260] The liquid crystal composition LC2 was prepared according to the compounds and their weight percentages listed in Table 3, and filled between two substrates of a liquid crystal display for performance testing.
[0261] Table 3 Formulation and performance parameter test results of liquid crystal composition LC2
[0262]
[0263]
[0264] LC3
[0265] Liquid crystal composition LC3 was prepared according to the compounds listed in Table 4 and their weight percentages, and filled between two substrates of a liquid crystal display for performance testing.
[0266] Table 4 Formulation and performance parameter test results of liquid crystal composition LC3
[0267]
[0268] LC4
[0269] Liquid crystal composition LC4 was prepared according to the compounds and their weight percentages listed in Table 5, and filled between two substrates of a liquid crystal display for performance testing.
[0270] Table 5 Formulation and performance parameter test results of liquid crystal composition LC4
[0271]
[0272]
[0273] The clearing point of the liquid crystal composition of the present invention is maintained in the range of 80-106° C., the optical anisotropy is maintained in the range of 0.245-0.257, and the dielectric anisotropy is maintained in the range of 42-58.
[0274] DLC1
[0275] The liquid crystal composition DLC1 was prepared according to the compounds listed in Table 8 and their weight percentages, and filled between two substrates of a liquid crystal display for performance testing.
[0276] Table 8 Formulation and performance parameter test results of liquid crystal composition DLC1
[0277]
[0278] DLC2
[0279] The liquid crystal composition DLC2 was prepared according to the compounds listed in Table 9 and their weight percentages, and filled between two substrates of a liquid crystal display for performance testing.
[0280] Table 9 Formulation and performance parameter test results of liquid crystal composition DLC2
[0281]
[0282] Comparative Examples 1-2 and Examples 1-4
[0283] A cholesteric liquid crystal composition was prepared according to the components and their weight percentages listed in Table 10, and filled between two substrates of a liquid crystal display for performance testing (without a PI alignment layer).
[0284] Table 10 Formulation and performance parameter test results of cholesteric liquid crystal composition
[0285]
[0286] From the comparison between Comparative Examples 1-2 and Example 2, it can be seen that when the cholesteric liquid crystal composition of the present invention comprises at least one liquid crystal composition A, especially when the liquid crystal composition A comprises at least one compound of Formula I and / or Formula II, and at least one chiral agent is selected from the group consisting of Formula R / S-811, Formula R / S-1011, Formula R / S-2011, Formula R / S-5011 and Formula R / S-6N, the liquid crystal display device comprising the cholesteric liquid crystal composition has a higher clearing point, and when λmax is equivalent, has a smaller P-state voltage, and the P-state voltage is maintained at 13-16V, and even if the dielectric anisotropy of DLC2 is equivalent to that of LC2, the cholesteric liquid crystal composition belonging to Example 2 of the present application still has a smaller P-state voltage.
[0287] Comparative Examples 3-4 and Examples 5-8
[0288] A cholesteric liquid crystal composition was prepared according to the components and their weight percentages listed in Table 11, and filled between two substrates of a liquid crystal display for performance testing (without a PI alignment layer).
[0289] Table 11 Formulation and performance parameter test results of cholesteric liquid crystal composition
[0290]
[0291] From the comparison between Comparative Examples 3-4 and Example 6, it can be seen that when the cholesteric liquid crystal composition of the present invention comprises at least one liquid crystal composition A, especially when the liquid crystal composition A comprises at least one compound of Formula I and / or Formula II, and at least one chiral agent is selected from the group consisting of Formula R / S-811, Formula R / S-1011, Formula R / S-2011, Formula R / S-5011 and Formula R / S-6N, the liquid crystal display device comprising the cholesteric liquid crystal composition has a higher clearing point, and when λmax is equivalent, has a smaller P-state voltage, and the P-state voltage is maintained at 14-17V, and even if the dielectric anisotropy of DLC2 is equivalent to that of LC2, the cholesteric liquid crystal composition belonging to Example 6 of the present application still has a smaller P-state voltage.
[0292] Comparative Examples 5-6 and Examples 9-12
[0293] A cholesteric liquid crystal composition was prepared according to the components and their weight percentages listed in Table 12, and filled between two substrates of a liquid crystal display for performance testing (without a PI alignment layer).
[0294] Table 12 Formulation and performance parameter test results of cholesteric liquid crystal composition
[0295]
[0296] From the comparison between Comparative Examples 5-6 and Example 10, it can be seen that when the cholesteric liquid crystal composition of the present invention comprises at least one liquid crystal composition A, especially when the liquid crystal composition A comprises at least one compound of Formula I and / or Formula II, and at least one chiral agent is selected from the group consisting of Formula R / S-811, Formula R / S-1011, Formula R / S-2011, Formula R / S-5011 and Formula R / S-6N, the liquid crystal display device comprising the cholesteric liquid crystal composition has a higher clearing point, and when λmax is equivalent, has a smaller P-state voltage, and the P-state voltage is maintained at 15-18V, and even if the dielectric anisotropy of DLC2 is equivalent to that of LC2, the cholesteric liquid crystal composition belonging to Example 10 of the present application still has a smaller P-state voltage.
[0297] Comparative Examples 7-9 and Examples 13-17
[0298] A cholesteric liquid crystal composition was prepared according to the components and their weight percentages listed in Table 13, and filled between two substrates of a liquid crystal display for performance testing (without a PI alignment layer).
[0299] Table 13 Formulation and performance parameter test results of cholesteric liquid crystal composition
[0300]
[0301] Among them, the structural formula of CB 15 is
[0302] From the comparison of Comparative Examples 7-8 and Example 14, it can be seen that when the cholesteric liquid crystal composition of the present invention contains at least one liquid crystal composition A, especially when the liquid crystal composition A contains at least one compound of Formula I and / or Formula II, and at least one chiral agent is selected from the group consisting of Formula R / S-811, Formula R / S-1011, Formula R / S-2011, Formula R / S-5011 and Formula R / S-6N, the liquid crystal display device containing the cholesteric liquid crystal composition has a higher clearing point, and when λmax is equivalent, it has a smaller P-state voltage, and the P-state voltage is maintained at 14-16V, and even if the dielectric anisotropy of DLC2 is equivalent to that of LC2, the cholesteric liquid crystal composition belonging to Example 14 of the present application still has a smaller P-state voltage.
[0303] From the comparison between Comparative Example 9 and Example 13, it can be seen that when the cholesteric liquid crystal composition of the present invention comprises at least one liquid crystal composition A, especially when the liquid crystal composition A comprises at least one compound of Formula I and / or Formula II, and at least one chiral agent is selected from the group consisting of R / S-811, R / S-1011, R / S-2011, R / S-5011 and R / S-6N, the liquid crystal display device comprising the cholesteric liquid crystal composition has a higher clearing point, and has a smaller P-state voltage when λmax is equivalent, and the P-state voltage is maintained at 14-16 V. Even if the dielectric anisotropy of the liquid crystal composition A is the same, if it is used in combination with a chiral agent not within the scope of the present application, it still cannot achieve the technical effect of a smaller P-state voltage.
[0304] In summary, the cholesteric liquid crystal composition of the present invention has a higher clearing point through the synergistic coordination of various components, and has a smaller P-state voltage when λmax is equivalent, and the P-state voltage is maintained at 13-18V.
[0305] The above implementation modes are only for illustrating the technical concept and features of the present invention, and their purpose is to enable people familiar with this technology to understand the content of the present invention and implement it, and they cannot be used to limit the protection scope of the present invention. Any equivalent changes or modifications made according to the spirit of the present invention should be included in the protection scope of the present invention.
Claims
1. A cholesteric liquid crystal composition, characterized in that: The cholesteric liquid crystal composition comprises a liquid crystal composition A and a chiral agent, wherein the liquid crystal composition A comprises at least one compound of general formula I and / or general formula II: The chiral agent comprises at least one compound selected from the group consisting of formula R / S-811, formula R / S-1011, formula R / S-2011, formula R / S-5011 and formula R / S-6N: as well as in, R E1 and R F1 Each independently represents -H, a straight-chain alkyl group containing 1 to 12 carbon atoms, a branched-chain alkyl group containing 3 to 12 carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -F or -Cl; ring express in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently substituted by -F, -Cl, or a halogenated or unhalogenated alkyl or alkoxy group containing 1 to 3 carbon atoms, and -CH= in one or more rings may be replaced by -N=; ring express in One or at most two single bonds in the rings may be replaced by double bonds; L E1 and L F1 each independently represents a halogen; L E2 and L E3 Each independently represents -H, halogen, a haloalkyl group or a haloalkoxy group containing 1 to 3 carbon atoms; L E4 and L F4 Each independently represents -H, an alkyl group or an alkoxy group containing 1 to 3 carbon atoms; n E1 Represents 0, 1, or 2. When n E1 =2, ring Can be the same or different, Z E1 Can be the same or different; Z E1 represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; * indicates a chiral site; and The dielectric anisotropy of the liquid crystal composition A is greater than 40.
2. The cholesteric liquid crystal composition according to claim 1, characterized in that: The liquid crystal composition A further comprises at least one compound of the general formula III: in, R T1 and R T2 Each independently represents -H, a straight-chain alkyl group containing 1 to 12 carbon atoms, a branched-chain alkyl group containing 3 to 12 carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1 to 12 carbon atoms or the branched-chain alkyl group containing 3 to 12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently substituted by -F, -Cl, or a halogenated or unhalogenated alkyl or alkoxy group containing 1 to 3 carbon atoms, and -CH= in one or more rings may be replaced by -N=; Z T1 represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; L T1 and L T2 Each independently represents -H, halogen, a haloalkyl group or a haloalkoxy group containing 1 to 3 carbon atoms; L T3 represents -H, an alkyl group or an alkoxy group containing 1 to 3 carbon atoms; and n T1 Represents 0, 1, or 2. When n T1 =2, ring Can be the same or different, Z T1 Can be the same or different.
3. The cholesteric liquid crystal composition according to claim 1, characterized in that: The compound of formula I is selected from the group consisting of the following compounds: as well as The compound of formula II is selected from the group consisting of the following compounds: as well as The compound of formula III is selected from the group consisting of the following compounds: as well as in, Z E1 ' and Z T1 'Each independently represents -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, or -(CH2)4-; L T1 and L T2 Each independently represents -H, -F, -Cl, -CF3, or -OCF3; and L T3 It represents -H, -CH3, -OCH3, -CH2CH3, or -OCH2CH3.
4. The cholesteric liquid crystal composition according to claim 3, characterized in that: The compound of formula I is selected from the group consisting of the following compounds: as well as The compound of formula III is selected from the group consisting of the following compounds: as well as in, R E1 ' represents -H, or a straight-chain alkyl group containing 1 to 5 carbon atoms; R E1 ” represents a straight chain alkyl group containing 1 to 5 carbon atoms; X1 represents -O- or -CH2-; L T1 ' and L T2 'Each independently represents -F, -Cl, -CF3, or -OCF3; and L T4 ', L T5 ' and L T6 'Each independently represents -F, -Cl, -CH3, or -OCH3.
5. The cholesteric liquid crystal composition according to claim 2, characterized in that: The weight percentage of the at least one compound of general formula I and / or general formula II in the liquid crystal composition A is 0.1%-50%, the weight percentage of the compound of general formula III in the liquid crystal composition A is 0.1%-80%, and the weight percentage of the chiral agent in the liquid crystal composition A is 0.1%-50%.
6. The cholesteric liquid crystal composition according to claim 1, characterized in that: The liquid crystal composition A further comprises at least one compound of the general formula IV: in, R G1 represents a straight-chain alkyl group containing 1 to 12 carbon atoms, a branched-chain alkyl group containing 3 to 12 carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms may be independently replaced by -F or -Cl; ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently substituted by -F, -Cl, or a halogenated or unhalogenated alkyl or alkoxy group containing 1 to 3 carbon atoms, and -CH= in one or more rings may be replaced by -N=; L G4 represents -H, halogen, haloalkyl or haloalkoxy containing 1 to 3 carbon atoms; L G3 represents -H, an alkyl group or an alkoxy group containing 1 to 3 carbon atoms; Z G1 and Z G2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; and n G1 Represents 0, 1, or 2. When n G1 =2, ring Can be the same or different, Z G1 Can be the same or different.
7. The cholesteric liquid crystal composition according to claim 6, characterized in that: The liquid crystal composition A further comprises at least one compound of the general formula M: in, R M1 and R M2 Each independently represents a straight-chain alkyl group containing 1 to 12 carbon atoms, a branched-chain alkyl group containing 3 to 12 carbon atoms, One or more non-adjacent -CH2- in the straight-chain alkyl group containing 1 to 12 carbon atoms or the branched-chain alkyl group containing 3 to 12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; ring ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, At most one -H in may be replaced by halogen; Z M1 and Z M2 each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -CH2CH2- or -(CH2)4-; and n M represents 0, 1, or 2, where n M =2, ring Can be the same or different, Z M2 Can be the same or different.
8. The cholesteric liquid crystal composition according to claim 7, characterized in that: The compound of formula IV is selected from the group consisting of the following compounds: as well as The compound of formula M is selected from the group consisting of the following compounds: as well as in, L G1 and L G2 Each independently represents -H, -F, -Cl, a haloalkyl group or an alkoxy group containing 1 to 3 carbon atoms; express and The R M1 and R M2 Each independently represents a straight-chain alkyl group containing 1-12 carbon atoms or a branched-chain alkyl group containing 3-12 carbon atoms, and one or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms or the branched-chain alkyl group containing 3-12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-.
9. A liquid crystal display device comprising the cholesteric liquid crystal composition according to any one of claims 1 to 8.
10. Use of the cholesteric liquid crystal composition according to any one of claims 1 to 8 in a high-resolution display panel.