Dye liquid crystal composition and application thereof

Abstract

The invention discloses a dye liquid crystal composition and application thereof, and belongs to the technical field of liquid crystal materials. The dye liquid crystal composition is composed of a liquid crystal main body, a dichroic dye and a chiral agent, and the liquid crystal main body is composed of at least one compound represented by a general formula I, at least one compound represented by a general formula II and at least one compound represented by a general formula III: I, II and III. The dye liquid crystal composition has the beneficial effects that the dye liquid crystal composition is relatively high in response speed, relatively low in driving power consumption, relatively high in contrast ratio and good in photo-thermal stability.

Description

Technical Field

[0001] This invention relates to compositions and their applications, specifically to dye liquid crystal compositions consisting of a liquid crystal substrate, a dichroic dye, and a chiral agent, and the application of the dye liquid crystal compositions in normally black display liquid crystal devices made of glass or flexible substrates, belonging to the field of liquid crystal material technology. Background Technology

[0002] In the field of liquid crystal display technology, achieving high-quality color display is one of the core research directions. Among them, dye-based liquid crystals, based on the guest-host effect, have attracted widespread attention due to their unique advantages. Dye-based liquid crystals dope dichroic dye molecules (guests) into the liquid crystal host (host). By utilizing the orientation changes of the liquid crystal molecules under an applied electric field, the dye molecules are synchronously driven to align, thereby achieving selective absorption of incident light and ultimately presenting colors of different gray levels. Devices based on this principle have significant advantages such as vivid colors and display hues unaffected by viewing angle, demonstrating good application potential.

[0003] However, existing dye liquid crystals based on the guest-host effect face many challenges in practical applications, which seriously restrict their further development and commercial application. The main problems include: (1) slow response speed; (2) high driving power consumption; (3) insufficient contrast ratio; and (4) insufficient photothermal stability.

[0004] The aforementioned problems, especially the issues of response speed and photothermal stability, are key bottlenecks hindering the practical application of high-performance dye-based liquid crystal displays. Therefore, there is an urgent need in this field to develop novel dye-based liquid crystal material systems to overcome these shortcomings. Summary of the Invention

[0005] To address the shortcomings of existing technologies, the present invention aims to provide a dye liquid crystal composition that can significantly improve response speed, driving power consumption, contrast ratio, and photothermal stability, thereby promoting the development of dye liquid crystals towards higher performance and more reliable applications.

[0006] To achieve the above objectives, the present invention adopts the following technical solution: A dye-liquid crystal composition comprising a liquid crystal matrix, a dichroic dye, and a chiral agent, wherein: The liquid crystal body is composed of at least one compound represented by general formula I, at least one compound represented by general formula II, and at least one compound represented by general formula III: I; II; III; Among them, R1, R2, R3, and R4 each independently represent a hydrogen atom, an alkyl group with 1-7 carbon atoms, an alkoxy group with 1-6 carbon atoms, or an alkenyl group with 2-6 carbon atoms; , , , , , , , , Each independent expression , , , , , , or g, k, l, m, n, o, p, q, r each independently represent 0 or 1, and o+p+q+r≥2; Z1 represents a single bond, -CH2O-, -CH2CH2-, -CF2O-, or -CH=CH-; The dichroic dye is composed of at least one compound represented by general formula D-AI, at least one compound represented by general formula D-BI, at least one compound represented by general formula D-II, and at least one compound represented by general formula D-III. D-AI; D-BI; D-II; D-III; In this context, DR1, DR2, DR3, DR4, and DR5 each independently represent halogenated or unhalogenated alkyl groups with 1-10 carbon atoms. One or more CH2 groups in the alkyl group can be independently replaced by -C≡C-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -(CO)O-, -O(CO)-, -(CO)-, -O-, or -S-, with the O and S atoms not directly connected; C1 and C2 each independently represent... , , L1 represents an amino, halogenated or unhalogenated alkyl group with 1-10 carbon atoms, wherein one or more CH2 groups in the alkyl group may be independently replaced by -C≡C-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -(CO)O-, -O(CO)-, -(CO)-, -O-, or -S-, and the O and S atoms are not directly connected; L1 represents a substituted or unsubstituted aryl group with 6-50 carbon atoms, a substituted or unsubstituted heteroaryl group with 2-50 carbon atoms, and the substituent is an alkyl group with 1-18 carbon atoms, an alkoxy group with 1-18 carbon atoms, or a halogen; L2 represents a hydrogen atom, a substituted or unsubstituted alkyl group with 1-12 carbon atoms, or a substituted or unsubstituted alkene with 2-6 carbon atoms. The substituents are alkyl, substituted or unsubstituted alkoxy groups with 1-18 carbon atoms, substituted or unsubstituted alkylamino groups with 1-18 carbon atoms, substituted or unsubstituted cycloalkoxy groups with 5-12 carbon atoms, substituted or unsubstituted olefinic groups with 2-18 carbon atoms, -C≡N, halogenated alkyl groups with 1-4 carbon atoms, sulfonyl, acyl, 2-18 carbon amide groups, 2-18 carbon acyloxy groups, substituted or unsubstituted aryl groups with 6-50 carbon atoms, substituted or unsubstituted heteroaryl groups with 2-50 carbon atoms, wherein the substituents are alkyl groups with 1-18 carbon atoms, alkoxy groups with 1-18 carbon atoms, or halogens; The chiral agent is R / S811 or R / S5011, with the following structure: R / S811; R / S5011; Among them, the compounds represented by general formula I, general formula II and general formula III account for 46-50%, 19-20% and 31-35% of the total weight of the liquid crystal matrix, respectively; the compounds represented by general formula D-AI, general formula D-BI, general formula D-II and general formula D-III account for 0.23-1.29%, 0.1-0.56%, 0.12-0.67% and 0.55-3.08% of the weight of the liquid crystal matrix, respectively; and the chiral agent is added at 0.09-1.3% of the weight of the liquid crystal matrix.

[0007] The compounds represented by general formula I are selected from: I-1 I-2; I-3; I-4; I-5; I-6; I-7; I-8; I-9; I-10; I-11; I-12; I-13; I-14; I-15; and I-16; R1 represents an alkyl group with 1-7 carbon atoms or an alkoxy group with 1-6 carbon atoms.

[0008] The compounds represented by general formula II are selected from: II-1; II-2; II-3; II-4; II-5 and II-6; R2 represents an alkyl group with 1-7 carbon atoms or an alkoxy group with 1-6 carbon atoms.

[0009] The compounds represented by general formula III are selected from: III-1; III-2; III-3; III-4; III-5; III-6; III-7; III-8; II-9; III-10; III-11; III-12; and III-13; R3 and R4 each independently represent alkyl groups with 1-7 carbon atoms or alkoxy groups with 1-6 carbon atoms.

[0010] The compounds represented by the general formula D-AI are selected from: D-AI-1; D-AI-2; D-AI-3; and D-AI-4.

[0011] The compounds represented by the general formula D-BI are selected from: D-BI-1; D-BI-2; D-BI-3; and D-BI-4.

[0012] The compounds represented by general formula D-II are selected from: D-II-1; D-II-2; D-II-3; and D-II-4.

[0013] The compounds represented by general formula D-III are selected from: D-III-1; D-III-2; D-III-3; D-III-4; and D-III-5.

[0014] The aforementioned dye liquid crystal composition is used in the preparation of normally black display liquid crystal devices made of glass substrates or flexible substrates.

[0015] The advantages of this invention are: (1) The liquid crystal body provided by the present invention has low driving power consumption, which significantly improves the problem of high driving power consumption of existing dye liquid crystals based on guest-host effect; (2) The dichroic dye provided by the present invention has high photothermal stability, which significantly improves the problem of insufficient photothermal stability of existing dye liquid crystals based on guest-host effect; (3) The dichroic dyes provided by the present invention have good solubility and fast response speed in the liquid crystal body provided by the present invention. The dye liquid crystal composition obtained by mixing significantly improves the problem of slow response speed of existing dye liquid crystals based on guest-host effect. (3) By adding chiral agent R / S811 or R / S5011, the structure of the liquid crystal molecules and dye molecules provided by the present invention is rotated, so that the dichroic dye provided by the present invention can simultaneously absorb natural light in various polarization directions in the liquid crystal body provided by the present invention, and has high absorption anisotropy. The dye liquid crystal composition obtained by mixing has good dichroism and high contrast, which significantly improves the problem of insufficient contrast in existing dye liquid crystals based on guest-host effect. Detailed Implementation

[0016] The components used in the examples, the preparation of the dye liquid crystal compositions, and the various performance parameters of the dye liquid crystal compositions were all obtained by conventional methods.

[0017] Unless otherwise specified, all percentages in the embodiments represent weight percentages.

[0018] T （N，I） (°C) indicates the clearing point.

[0019] △n represents the optical anisotropy at 20℃, 589nm.

[0020] △ε represents dielectric anisotropy at 25℃ and 1kHz.

[0021] γ1 (mPa·s) represents the rotational viscosity at 20°C.

[0022] V0 (V) represents the threshold voltage at 20℃.

[0023] I0 (μA) represents the initial power consumption current.

[0024] I 180 (μA) represents the result after 4mW / cm 2 The power consumption current after 180 seconds of UV lamp irradiation.

[0025] t on (ms) represents the open-state response time.

[0026] t off (ms) represents the off-state response time.

[0027] T on (%) represents the transmittance in the bright state.

[0028] T off (%) represents dark state transmittance.

[0029] CR represents contrast ratio, CR=T on / T off .

[0030] I. Composition of the dye liquid crystal composition The dye liquid crystal composition provided by the present invention consists of a liquid crystal substrate, a dichroic dye, and a chiral agent. 1. LCD body

[0031] The liquid crystal body is composed of at least one compound represented by general formula I, at least one compound represented by general formula II, and at least one compound represented by general formula III.

[0032] I; II; III; R1, R2, R3, and R4 each independently represent a hydrogen atom, an alkyl group with 1-7 carbon atoms, an alkoxy group with 1-6 carbon atoms, or an alkenyl group with 2-6 carbon atoms.

[0033] , , , , , , , , Each independent expression , , , , , , or .

[0034] g, k, l, m, n, o, p, q, r each independently represent 0 or 1, and o+p+q+r≥2.

[0035] Z1 represents a single bond, -CH2O-, -CH2CH2-, -CF2O-, or -CH=CH-.

[0036] The compounds represented by general formula I are selected from: I-1; I-2; I-3; I-4; I-5; I-6; I-7; I-8; I-9; I-10; I-11; I-12; I-13; I-14; I-15; and I-16; R1 represents an alkyl group with 1-7 carbon atoms or an alkoxy group with 1-6 carbon atoms.

[0037] The compounds represented by general formula II are selected from: II-1; II-2; II-3; II-4; II-5; and II-6; R2 represents an alkyl group with 1-7 carbon atoms or an alkoxy group with 1-6 carbon atoms.

[0038] The compounds represented by general formula III are selected from: III-1; III-2; III-3; III-4; III-5; III-6; III-7; III-8; II-9; III-10; III-11; III-12; and III-13; R3 and R4 each independently represent alkyl groups with 1-7 carbon atoms or alkoxy groups with 1-6 carbon atoms.

[0039] In this liquid crystal substrate, the compound represented by general formula I accounts for 46-50% of the total weight of the liquid crystal substrate, the compound represented by general formula II accounts for 19-20% of the total weight of the liquid crystal substrate, and the compound represented by general formula III accounts for 31-35% of the total weight of the liquid crystal substrate. The liquid crystal substrate with this ratio has a high clearing point, a low phase transition temperature, and a low driving power consumption, and as the host in the guest-host effect, it has good solubility for the following dichroic dyes.

[0040] 2. Dichroic dyes Dichroic dyes are composed of at least one compound represented by general formula D-AI, at least one compound represented by general formula D-BI, at least one compound represented by general formula D-II, and at least one compound represented by general formula D-III, and are black in color.

[0041] D-AI; D-BI; D-II; D-III; DR1, DR2, DR3, DR4, and DR5 each independently represent alkyl groups with 1-10 carbon atoms that are halogenated or unhalogenated. One or more CH2 groups in the alkyl group can be independently replaced by -C≡C-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -(CO)O-, -O(CO)-, -(CO)-, -O-, or -S-. The O and S atoms are not directly connected.

[0042] C1 and C2 are represented independently. , , An amino, halogenated or unhalogenated alkyl group with 1-10 carbon atoms, wherein one or more CH2 groups in the alkyl group may be independently replaced by -C≡C-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -(CO)O-, -O(CO)-, -(CO)-, -O- or -S-, and the O and S atoms are not directly connected.

[0043] L1 represents a substituted or unsubstituted arylene group with 6-50 carbon atoms, a substituted or unsubstituted heteroarylene group with 2-50 carbon atoms, and a substituent of 1-18 carbon atoms alkyl, 1-18 carbon atoms alkoxy, or halogen; L2 represents a hydrogen atom, a substituted or unsubstituted alkyl group with 1-12 carbon atoms, a substituted or unsubstituted alkyl group with 2-6 carbon atoms, a substituted or unsubstituted alkoxy group with 1-18 carbon atoms, a substituted or unsubstituted alkylamino group with 1-18 carbon atoms, or a substituted group with 1-18 carbon atoms alkylamine. The substituents are 5-12 carbon atom cycloalkoxy groups, substituted or unsubstituted 2-18 carbon atom olefinic groups, -C≡N, halogenated 1-4 carbon atom alkyl groups, sulfonyl groups, acyl groups, 2-18 carbon atom amide groups, 2-18 carbon atom acyloxy groups, substituted or unsubstituted 6-50 carbon atom aryl groups, substituted or unsubstituted 2-50 carbon atom heteroaryl groups, wherein the substituents are 1-18 carbon atom alkyl groups, 1-18 carbon atom alkoxy groups, or halogens.

[0044] The compounds represented by the general formula D-AI are selected from: D-AI-1; D-AI-2; D-AI-3; and D-AI-4.

[0045] The compounds represented by the general formula D-BI are selected from: D-BI-1; D-BI-2; D-BI-3; and D-BI-4.

[0046] The compounds represented by general formula D-II are selected from: D-II-1; D-II-2; D-II-3; and D-II-4.

[0047] The compounds represented by general formula D-III are selected from: D-III-1; D-III-2; D-III-3; D-III-4; and D-III-5.

[0048] In this dichroic dye, the amount of compound represented by general formula D-AI is 0.23-1.29% of the weight of the liquid crystal host, the amount of compound represented by general formula D-BI is 0.1-0.56% of the weight of the liquid crystal host, the amount of compound represented by general formula D-II is 0.12-0.67% of the weight of the liquid crystal host, and the amount of compound represented by general formula D-III is 0.55-3.08% of the weight of the liquid crystal host. The dichroic dye at this ratio exhibits good photothermal stability and, as the guest in the guest-host effect, demonstrates good solubility and a fast response speed in the aforementioned liquid crystal host. 3. Chiral agents

[0049] The chiral agent is R / S811 or R / S5011, with the following structure: R / S811; R / S5011.

[0050] In the dye liquid crystal composition, the amount of chiral agent added is 0.09-1.3% of the weight of the liquid crystal bulk.

[0051] The present invention adds chiral agents R / S811 or R / S5011 to rotate the structure of the liquid crystal molecules and dye molecules provided by the present invention, thereby enabling the dichroic dye provided by the present invention to simultaneously absorb natural light in various polarization directions in the liquid crystal body provided by the present invention, exhibiting high absorption anisotropy. The resulting dye liquid crystal composition has good dichroism and high contrast.

[0052] II. Properties of Dye Liquid Crystal Compositions For ease of representation, the structures of dye molecules and liquid crystal molecules are represented by code combinations. The codes for ring structures are shown in Table 1, the codes for linking groups are shown in Table 2, and the codes for terminal groups are shown in Table 3.

[0053] Table 1 Code for Ring Structures

[0054] Table 2 Codes of Linking Groups

[0055] Table 3 Codes of terminal groups

[0056] Code combination rules: The code for the intermediate ring structure and connecting group from left to right is the code for the left terminal group and the code for the right terminal group.

[0057] Example: Molecular structure: Code combination: PUQU-1V2-F.

[0058] Molecular structure: Code combination: CCG-2-F.

[0059] Molecular structure: Code combination: CU-3-F.

[0060] Molecular structure: Code combination: CCP-V-1.

[0061] Comparative Example 1 The composition of the liquid crystal composition CH, by weight percentage, is as follows: PZP-5-O1 12%, PZP-1-5 12%, PZP-3-5 15%, PZP-2-N 4%, CZP-3-O1 10%, CPZP-3-O1 12%, CPZP-5-O1 5%, CZPC-3-3 10%, CP-3-N 10%, CP-5-N 10%.

[0062] The performance parameters of the liquid crystal composition CH were tested as follows: T （N，I） =75℃, △n=0.130, △ε=5.1, γ1=39mPa·s, V0=2.05V, I0=0.08μA, I 180 =0.13μA.

[0063] The liquid crystal monomers used in the liquid crystal composition CH are all conventional liquid crystal monomers used in positive display modes. These conventional liquid crystal monomers have the characteristics of simple preparation, readily available materials, and low cost, and are therefore widely used in positive liquid crystal display modes. It is a relatively common liquid crystal composition in the industry.

[0064] Comparative Example 2 The dye liquid crystal composition A consists of liquid crystal composition CH, dichroic dye, and chiral agent.

[0065] The composition of liquid crystal composition A, by weight percentage, is as follows: The liquid crystal composition consists of CH 100%, formula D-AI-2 0.23%, formula D-BI-4 0.10%, formula D-II-3 0.12%, formula D-III-2 0.25%, formula D-III-3 0.30%, and chiral agent S811 1.10%.

[0066] The performance parameters of liquid crystal composition A were tested as follows: I0 = 0.26 μA, I 180 =0.57μA, t on =46.7ms, t off =60.2ms, T on =76.8%, T off =42.3%, CR=1.8.

[0067] The dye-based liquid crystal composition A is predominantly black, with absorption wavelengths uniformly covering the visible and ultraviolet regions. It exhibits a slightly slow response time, poor contrast, high power consumption, and poor photothermal stability. The dichroic dyes show poor solubility in the liquid crystal composition CH.

[0068] Example 1 The composition of the liquid crystal body LC1, by weight percentage, is as follows: General formula I: CCQU-3-F 10%, PUQU-2-F 10%, PGUQU-4-F 5%, GPQU-3-F 5%, CU-3-F 6%, PGU-5-F 5%, APUQU-3-F 5%; General formula II: CG-5-F 3%, CG-7-F 3%, CCG-2-F 4%, CCG-3-F 4%, CPG-2-F 5%; General Formula III: CP-3-O2 4%, CP-5-O2 4%, CC-3-5 6%, CPP-3-2 5%, CPP-5-2 5%, CPPC-3-5 6%, CPPC-5-5 5%.

[0069] The performance parameter test results of the LCD body LC1 are as follows: T （N，I） =90℃, △n=0.130, △ε=4.2, γ1=35mPa·s, V0=2.51V, I0=0.07μA, I 180 =0.11μA.

[0070] Example 2 The composition of the liquid crystal body LC2, by weight percentage, is as follows: General formula I: PUQU-1V2-F 2%, PGUQU-1V2-F 2%, CCQU-3-F 5%, CCQU-1-F 5%, PUQU-3-F5%, PGUQU-3-F 3%, CCU-3-F 5%, CCU-2-F 5%, CCPU-2-F 7%, CCPU-4-F 5%, CCGU-3-F 6%; General Formula II: CCG-VF 7%, CCG-V2-F 12%; General formula III: CCP-V-1 8%, CCP-V2-1 7%, CC-3-V 7%, CC-5-V 7%, CGPC-5-3 2%.

[0071] The performance parameters of the LC2 liquid crystal body are tested as follows: T （N，I） =124℃, △n=0.108, △ε=8.1, γ1=22mPa·s, V0=2.20V, I0=0.06μA, I 180 =0.09μA. Example 3

[0072] The composition of the liquid crystal body LC3, by weight percentage, is as follows: General formula I: PUQU-1V2-F 5%, PGUQU-1V2-F 5%, CCQU-3-F 7%, PUQU-3-F 5%, PGUQU-3-F2%, CCU-3-F 6%, CCPU-3-F 6%, CCPU-5-F 5%, CCGU-3-F 6%; General Formula II: CCG-VF 8%, CCG-V2-F 12%; General formula III: CCP-V-1 5%, CCP-V2-1 7%, CC-3-V 10%, CC-3-V1 9%, CGPC-3-3 2%.

[0073] The performance parameters of the LC3 LCD body are tested as follows: T （N，I） =118℃, △n=0.110, △ε=7.6, γ1=19mPa·s, V0=2.33V, I0=0.03μA, I 180 =0.05μA.

[0074] Example 4 The composition of the liquid crystal body LC4, by weight percentage, is as follows: General formula I: PUQU-1V2-F 5%, PGUQU-1V2-F 5%, CCQU-3-F 10%, PUQU-3-F 5%, PGUQU-3-F3%, CCU-3-F 5%, CCPU-3-F 5%, CCPU-5-F 5%, CCGU-3-F 6%; Formula II: CCG-VF 8%, CCG-V2-F 12%; General formula III: CCP-V-1 5%, CCP-V2-1 7%, CC-3-V 9%, CC-3-V1 9%, CGPC-3-3 1%.

[0075] The performance parameters of the LC4 LCD body are tested as follows: T （N，I） =115℃, △n=0.110, △ε=8.5, γ1=18mPa·s, V0=2.08V, I0=0.05μA, I 180 =0.08μA.

[0076] As can be seen from Comparative Example 1 and Examples 1 to 4, the liquid crystal body provided by the present invention (Examples 1 to 4) has low driving power consumption.

[0077] Example 5 The dye liquid crystal composition B1 consists of a liquid crystal host LC1, a dichroic dye, and a chiral agent.

[0078] The composition of the dye liquid crystal composition B1, by weight percentage, is as follows: Liquid crystal substrate LC1 100%, formula D-AI-2 0.23%, formula D-BI-4 0.10%, formula D-II-3 0.12%, formula D-III-2 0.25%, formula D-III-3 0.30%, chiral agent S811 1.30%.

[0079] The performance parameters of the dye liquid crystal composition B1 were tested as follows: I0 = 0.11 μA, I 180 =0.23μA, t on =16.7ms, t off =20.2ms, T on =76.9%, T off =35.8%, CR=2.1.

[0080] The dye-based liquid crystal composition B1 is entirely black, with absorption wavelengths uniformly covering the visible and ultraviolet regions. Compared to the dye-based liquid crystal composition A in Comparative Example 2, the driving power consumption and photothermal stability of dye-based liquid crystal composition B1 are significantly improved, the response speed is significantly enhanced, and the contrast ratio is improved while maintaining a basically unchanged bright-state transmittance. The dichroic dye in this formulation has better solubility in the liquid crystal bulk LC1 (compared to that in the liquid crystal composition CH), with a solubility of over 10% at room temperature, providing good dark-state masking properties. Example 6

[0081] The dye liquid crystal composition B2 consists of a liquid crystal host LC1, a dichroic dye, and a chiral agent.

[0082] The composition of the dye liquid crystal composition B2, by weight percentage, is as follows: Liquid crystal substrate LC1 100%, formula D-AI-2 0.46%, formula D-BI-4 0.20%, formula D-II-3 0.25%, formula D-III-2 0.50%, formula D-III-3 0.60%, chiral agent S5011 1.30%.

[0083] The performance parameters of the dye liquid crystal composition B2 were tested as follows: I0 = 0.13 μA, I 180 =0.29μA, t on =13.3ms, t off =18.2ms, T off =21.8%, CR=3.0.

[0084] The dye-based liquid crystal composition B2 exhibits an overall black color, with absorption wavelengths uniformly covering the visible and ultraviolet regions. Compared to the dye-based liquid crystal composition A in Comparative Example 2, the driving power consumption and photothermal stability of dye-based liquid crystal composition B2 are significantly improved, while contrast and response speed are significantly enhanced. The dichroic dye in this formulation exhibits better solubility in the liquid crystal substrate LC1 (compared to its solubility in liquid crystal composition CH), with a solubility exceeding 10% at room temperature, providing good dark-state masking properties. Example 7

[0085] The dye liquid crystal composition B3 consists of a liquid crystal host LC2, a dichroic dye, and a chiral agent.

[0086] The composition of the dye liquid crystal composition B3, by weight percentage, is as follows: Liquid crystal substrate LC2 100%, formula D-AI-2 0.78%, formula D-BI-4 0.34%, formula D-II-3 0.41%, formula D-III-2 0.85%, formula D-III-3 1.02%, chiral agent S5011 0.09%.

[0087] The performance parameters of the dye liquid crystal composition B3 were tested as follows: I0 = 0.08 μA, I 180 =0.11μA, t on =12.7ms, t off =17.3ms, T on =56.9%, T off =14.1%, CR=4.0.

[0088] The dye-based liquid crystal composition B3 exhibits an overall black color, with absorption wavelengths uniformly covering the visible and ultraviolet regions. Compared to the dye-based liquid crystal composition A in Comparative Example 2, the driving power consumption and photothermal stability of dye-based liquid crystal composition B3 are significantly improved, while the response speed and contrast are significantly enhanced. The dichroic dye in this formulation exhibits excellent solubility in the liquid crystal substrate LC2 (compared to that in the liquid crystal substrate LC1), providing excellent dark-state masking properties.

[0089] Example 8 The dye liquid crystal composition B4 consists of a liquid crystal host LC2, a dichroic dye, and a chiral agent.

[0090] The composition of the dye liquid crystal composition B4, by weight percentage, is as follows: Liquid crystal substrate LC2 100%, formula D-AI-2 1.29%, formula D-BI-4 0.56%, formula D-II-3 0.67%, formula D-III-2 1.40%, formula D-III-3 1.68%, chiral agent S5011 0.09%.

[0091] The performance parameters of the dye liquid crystal composition B4 were tested as follows: I0 = 0.11 μA, I 180 =0.26μA, t on =13.8ms, t off =22.7ms, T on =38.8%, T off =5.1%, CR=7.6.

[0092] The dye-based liquid crystal composition B4 exhibits an overall black color, with absorption wavelengths uniformly covering the visible and ultraviolet regions. Compared to the dye-based liquid crystal composition A in Comparative Example 2, the driving power consumption and photothermal stability of dye-based liquid crystal composition B4 are significantly improved, while the response speed and contrast are significantly enhanced. The dichroic dye in this formulation exhibits excellent solubility in the liquid crystal substrate LC2 (compared to that in the liquid crystal substrate LC1), providing excellent dark-state masking properties. Example 9

[0093] The dye liquid crystal composition B5 consists of a liquid crystal host LC3, a dichroic dye, and a chiral agent.

[0094] The composition of the dye liquid crystal composition B5, by weight percentage, is as follows: Liquid crystal substrate LC3 100%, formula D-AI-2 0.78%, formula D-BI-4 0.34%, formula D-II-3 0.41%, formula D-III-2 0.85%, formula D-III-3 1.02%, chiral agent S811 1.10%.

[0095] The performance parameters of the dye liquid crystal composition B5 were tested as follows: I0 = 0.03 μA, I 180 =0.06μA, t on =18.8ms, t off =25.3ms, T on =59.2%, T off =14.3%, CR=4.1.

[0096] The dye-based liquid crystal composition B5 exhibits an overall black color, with absorption wavelengths uniformly covering the visible and ultraviolet regions. Compared to the dye-based liquid crystal composition A in Comparative Example 2, the driving power consumption and photothermal stability of dye-based liquid crystal composition B5 are significantly improved, while the response speed and contrast are significantly enhanced. The dichroic dye in this formulation exhibits better solubility in the liquid crystal substrate LC3 (compared to that in the liquid crystal substrate LC2), providing better dark-state masking properties. Example 10

[0097] The dye liquid crystal composition B6 consists of a liquid crystal host LC3, a dichroic dye, and a chiral agent.

[0098] The composition of the dye liquid crystal composition B6, by weight percentage, is as follows: Liquid crystal substrate LC3 100%, formula D-AI-2 1.28%, formula D-BI-4 0.56%, formula D-II-3 0.67%, formula D-III-2 1.40%, formula D-III-3 1.68%, chiral agent S5011 0.10%.

[0099] The performance parameters of the dye liquid crystal composition B6 were tested as follows: I0 = 0.04 μA, I 180 =0.07μA, t on =17.7ms, t off =21.0ms, T on =37.9%, T off =5.8%, CR=6.5.

[0100] The dye-based liquid crystal composition B6 exhibits an overall black color, with absorption wavelengths uniformly covering the visible and ultraviolet regions. Compared to the dye-based liquid crystal composition A in Comparative Example 2, the driving power consumption and photothermal stability of dye-based liquid crystal composition B6 are significantly improved, while the response speed and contrast are significantly enhanced. The dichroic dye in this formulation exhibits better solubility in the liquid crystal substrate LC3 (compared to that in the liquid crystal substrate LC2), providing better dark-state masking properties.

[0101] Example 11 The dye liquid crystal composition B7 consists of a liquid crystal host LC4, a dichroic dye, and a chiral agent.

[0102] The composition of the dye liquid crystal composition B7, by weight percentage, is as follows: The liquid crystal body is LC4 100%, formula D-AI-2 0.23%, formula D-BI-4 0.10%, formula D-II-3 0.12%, formula D-III-2 0.25%, formula D-III-3 0.30%, and chiral agent S5011 0.11%.

[0103] The performance parameters of the dye liquid crystal composition B7 were tested as follows: I0 = 0.11 μA, I 180 =0.23μA, t on =10.8ms, t off =20.2ms, T on =76.4%, T off =34.9%, CR=2.2.

[0104] The dye-based liquid crystal composition B7 exhibits an overall black color, with absorption wavelengths uniformly covering the visible and ultraviolet regions. Compared to the dye-based liquid crystal composition A in Comparative Example 2, the driving power consumption and photothermal stability of the dye-based liquid crystal composition B6 are significantly improved, while the response speed and contrast are significantly enhanced. The dichroic dye in this formulation exhibits excellent solubility in liquid crystal substrate LC4 (compared to LC1), and under the same addition amount, it shows a faster response speed in liquid crystal substrate LC4 than in liquid crystal substrate LC1.

[0105] Example 12 The dye liquid crystal composition B8 consists of a liquid crystal host LC4, a dichroic dye, and a chiral agent.

[0106] The composition of the dye liquid crystal composition B8, by weight percentage, is as follows: The liquid crystal substrate is LC4 100%, formula D-AI-2 0.46%, formula D-BI-4 0.20%, formula D-II-3 0.25%, formula D-III-2 0.50%, formula D-III-3 0.60%, and chiral agent S5011 0.11%.

[0107] The performance parameters of the dye liquid crystal composition B8 were tested as follows: I0 = 0.08 μA, I 180 =0.12μA, t on =10.3ms, t off =12.2ms, T on =67.2%, T off =20.9%, CR=3.2.

[0108] The dye-based liquid crystal composition B8 exhibits an overall black color, with absorption wavelengths uniformly covering the visible and ultraviolet regions. Compared to the dye-based liquid crystal composition A in Comparative Example 2, the driving power consumption and photothermal stability of the dye-based liquid crystal composition B6 are significantly improved, while the response speed and contrast are significantly enhanced. The dichroic dye in this formulation exhibits excellent solubility in liquid crystal substrate LC4 (compared to LC1), and under the same addition amount, it shows a faster response speed in liquid crystal substrate LC4 than in liquid crystal substrate LC1.

[0109] In summary, the dye liquid crystal composition provided by the present invention has a fast response speed, low driving power consumption, excellent photothermal stability and high contrast, and can be applied in normally black display liquid crystal devices made of glass substrates or flexible substrates.

[0110] It should be noted that the above embodiments do not limit the present invention in any way, and all technical solutions obtained by equivalent substitution or equivalent transformation fall within the protection scope of the present invention.

Claims

1. A dye-based liquid crystal composition, characterized in that, The dye-liquid crystal composition comprises a liquid crystal matrix, a dichroic dye, and a chiral agent, wherein: The liquid crystal body is composed of at least one compound represented by general formula I, at least one compound represented by general formula II, and at least one compound represented by general formula III: I; II; III; Among them, R1, R2, R3, and R4 each independently represent a hydrogen atom, an alkyl group with 1-7 carbon atoms, an alkoxy group with 1-6 carbon atoms, or an alkenyl group with 2-6 carbon atoms; , , , , , , , , Each independent expression , , , , , , or g, k, l, m, n, o, p, q, r each independently represent 0 or 1, and o+p+q+r≥2; Z1 represents a single bond, -CH2O-, -CH2CH2-, -CF2O-, or -CH=CH-; The dichroic dye is composed of at least one compound represented by general formula D-AI, at least one compound represented by general formula D-BI, at least one compound represented by general formula D-II, and at least one compound represented by general formula D-III. TOUGH; D-BI; D-II: D-III: In this context, DR1, DR2, DR3, DR4, and DR5 each independently represent halogenated or unhalogenated alkyl groups with 1-10 carbon atoms. One or more CH2 groups in the alkyl group can be independently replaced by -C≡C-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -(CO)O-, -O(CO)-, -(CO)-, -O-, or -S-, with the O and S atoms not directly connected; C1 and C2 each independently represent... , , L1 represents an amino, halogenated or unhalogenated alkyl group with 1-10 carbon atoms, wherein one or more CH2 groups in the alkyl group may be independently replaced by -C≡C-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -(CO)O-, -O(CO)-, -(CO)-, -O-, or -S-, and the O and S atoms are not directly connected; L1 represents a substituted or unsubstituted aryl group with 6-50 carbon atoms, a substituted or unsubstituted heteroaryl group with 2-50 carbon atoms, and the substituent is an alkyl group with 1-18 carbon atoms, an alkoxy group with 1-18 carbon atoms, or a halogen; L2 represents a hydrogen atom, a substituted or unsubstituted alkyl group with 1-12 carbon atoms, or a substituted or unsubstituted alkene with 2-6 carbon atoms. The substituents are alkyl, substituted or unsubstituted alkoxy groups with 1-18 carbon atoms, substituted or unsubstituted alkylamino groups with 1-18 carbon atoms, substituted or unsubstituted cycloalkoxy groups with 5-12 carbon atoms, substituted or unsubstituted olefinic groups with 2-18 carbon atoms, -C≡N, halogenated alkyl groups with 1-4 carbon atoms, sulfonyl, acyl, 2-18 carbon amide groups, 2-18 carbon acyloxy groups, substituted or unsubstituted aryl groups with 6-50 carbon atoms, substituted or unsubstituted heteroaryl groups with 2-50 carbon atoms, wherein the substituents are alkyl groups with 1-18 carbon atoms, alkoxy groups with 1-18 carbon atoms, or halogens; The chiral agent is R / S811 or R / S5011, with the following structure: R / S811; R / S5011; Among them, the compounds represented by general formula I, general formula II and general formula III account for 46-50%, 19-20% and 31-35% of the total weight of the liquid crystal matrix, respectively; the compounds represented by general formula D-AI, general formula D-BI, general formula D-II and general formula D-III account for 0.23-1.29%, 0.1-0.56%, 0.12-0.67% and 0.55-3.08% of the weight of the liquid crystal matrix, respectively; and the chiral agent is added at 0.09-1.3% of the weight of the liquid crystal matrix.

2. The dye-liquid crystal composition according to claim 1, characterized in that, The compounds represented by general formula I are selected from: ;I-1 I-2; I-3; I-4; I-5; I-6; I-7; I-8; I-9; I-10; I-11; I-12; I-13; I-14; I-15; Japanese I-16; R1 represents an alkyl group with 1-7 carbon atoms or an alkoxy group with 1-6 carbon atoms.

3. The dye-liquid crystal composition according to claim 1, characterized in that, The compounds represented by general formula II are selected from: II-1; II-2; II-3; II-4; II-5 sum II-6; R2 represents an alkyl group with 1-7 carbon atoms or an alkoxy group with 1-6 carbon atoms.

4. The dye-liquid crystal composition according to claim 1, characterized in that, The compounds represented by general formula III are selected from: III-1; III-2; III-3; III-4; III-5; III-6; III-7; III-8; II-9: III-10; III-11; III-12; and III-13; R3 and R4 each independently represent alkyl groups with 1-7 carbon atoms or alkoxy groups with 1-6 carbon atoms.

5. The dye-liquid crystal composition according to claim 1, characterized in that, The compounds represented by the general formula D-AI are selected from: D-AI-1; D-AI-2; D-AI-3; and D-AI-4。 6. The dye-liquid crystal composition according to claim 1, characterized in that, The compounds represented by the general formula D-BI are selected from: D-BI-1; D-BI-2; D-BI-3; and D-BI-4.

7. The dye-liquid crystal composition according to claim 1, characterized in that, The compounds represented by general formula D-II are selected from: D-II-1: D-II-2; D-II-3; and D-II-4.

8. The dye-liquid crystal composition according to claim 1, characterized in that, The compounds represented by general formula D-III are selected from: D-III-1; D-III-2; D-III-3; D-III-4; and D-III-5.

9. The use of the dye liquid crystal composition of claim 1 in the preparation of a normally black display liquid crystal device made of a glass substrate or a flexible substrate.

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