A liquid crystal composition having a large birefringence and high reliability
By replacing compounds containing alkynes and cyano groups, liquid crystal compositions with high birefringence and high reliability were prepared, solving the problem of poor reliability of liquid crystal materials under high temperature and ultraviolet conditions, achieving higher UV resistance and high temperature resistance, and broadening the application prospects of liquid crystal materials.
Patent Information
- Application Number
- CN202310139847.7
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2023-02-20
- Publication Date
- 2026-01-02
- Estimated Expiration
- 2043-02-20
AI Technical Summary
Existing high birefringence liquid crystal materials have poor reliability due to the presence of alkyne and cyano compounds, and their performance is unstable, especially under high temperature and ultraviolet conditions.
By using compounds that do not contain acetylene or cyano groups, and by replacing compounds containing acetylene or cyano groups with other compounds through composition, the use of polar groups is reduced, and liquid crystal compositions with high birefringence and high reliability are prepared.
While maintaining a high birefringence, the UV resistance and high temperature resistance of liquid crystal materials have been improved, thereby increasing the service life and display effect of liquid crystal devices.
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Abstract
Description
TECHNICAL FIELD
[0001] The application belongs to the technical field of liquid crystal material preparation, and particularly relates to a liquid crystal composition with large birefringence and high reliability. BACKGROUND
[0002] In recent years, liquid crystal materials have developed rapidly, and liquid crystal has entered people's daily life and is widely used. It is constantly changing people's daily life. Many electrical appliances in daily life are equipped with liquid crystal devices, such as air conditioners, refrigerators, microwave ovens, etc. Liquid crystal watches, liquid crystal displays, and liquid crystal sensors are also common in daily life. As can be seen, the development of liquid crystal materials in display devices, electro-optical devices, sensors and other industries has been relatively mature. Liquid crystal materials have been applied in other aspects, such as the preparation of spacecraft shells, as lubricants, in artificial intelligence, shape memory and other emerging aspects.
[0003] Most of the large birefringence liquid crystal materials used at present are added with compounds containing alkynyl and cyano groups, which can increase the birefringence of the liquid crystal material. However, due to the introduction of polar groups, ions are easily adsorbed, and bonds are easily broken to form other substances under high temperature and ultraviolet conditions, resulting in poor reliability of the liquid crystal material.
[0004] For example, documents CN102994101A and CN104178180A, etc. These documents all add compounds with alkynyl and cyano groups to improve the birefringence of the system. In the liquid crystal material industry, if a large number of compounds with alkynyl and cyano groups are added to the liquid crystal material system, the UV resistance and high temperature resistance of the compounds are poor. SUMMARY
[0005] Most of the large birefringence mixed liquid crystal materials at present are added with liquid crystal monomers containing alkynyl and cyano groups, and the reliability is poor. The application provides a liquid crystal composition with large birefringence and high reliability. Other compounds are used to replace the compounds containing alkynyl and cyano groups, and the use of polar groups is reduced. Under the premise of ensuring large birefringence, the problem of poor reliability of the liquid crystal material is further improved, thereby improving the service life and display effect of the terminal device.
[0006] To solve the problems in the prior art, the technical scheme adopted by the application is as follows:
[0007] A liquid crystal composition having a large birefringence and high reliability, comprising at least one compound represented by general formula I, at least one compound represented by general formula II, at least one compound represented by general formula III, at least one compound represented by general formula IV, at least one compound represented by general formula V, and at least one compound represented by general formula VI, wherein the content of the at least one compound represented by general formula I is 1 to 20% by mass, the content of the at least one compound represented by general formula II is 0 to 30% by mass, the content of the at least one compound represented by general formula III is 1 to 45% by mass, the content of the at least one compound represented by general formula IV is 5 to 60% by mass, the content of the at least one compound represented by general formula V is 1 to 30% by mass, and the content of the at least one compound represented by general formula VI is 0 to 15% by mass.
[0008] wherein general formula I is represented by the following formula:
[0009] wherein R1 represents a linear alkyl group having 1 to 5 carbon atoms.
[0010] General formula II is represented by the following formula:
[0011] wherein R2 independently represents a linear alkyl group having 1 to 3 carbon atoms, and n1 represents 0 or 1.
[0012] General formula III is represented by the following formula:
[0013] wherein R3 independently represents a linear alkyl group having 1 to 3 carbon atoms, R4 independently represents a linear alkyl group having 1 to 4 carbon atoms, OC2H5 or OC4H9, n2 represents 0 or 1, n3 represents 0 or 1, and A1 independently represents A2 independently represents:
[0014] General formula IV is represented by the following formula:
[0015] wherein R5 independently represents a linear alkyl group having 1 to 3 carbon atoms, R6 independently represents a linear alkyl group having 1 to 5 carbon atoms, or F.
[0016] General formula V is represented by the following formula:
[0017] wherein R7 represents a linear alkyl group having 1 to 3 carbon atoms, and R8 represents or OCH3, n4 represents 0 or 1, R4 is OCH3 when n4 represents 1, and A3 independently represents A4 independently represents
[0018] General Formula VI is shown below:
[0019] wherein R9 represents a straight-chain alkyl group having 1 to 5 carbon atoms; n5 represents 0 or 1, and each A5 independently represents each A6 independently represents
[0020] as an improvement, at least one compound having General Formula I 1 to 18%, at least one compound having General Formula II 0 to 28%, at least one compound having General Formula III 1 to 42%, at least one compound having General Formula IV 5 to 56%, at least one compound having General Formula V 1 to 28%, at least one compound having General Formula VI 0 to 13% by mass.
[0021] as an improvement, at least one compound having General Formula I 2 to 17%, at least one compound having General Formula II 0 to 27%, at least one compound having General Formula III 1 to 40%, at least one compound having General Formula IV 5 to 50%, at least one compound having General Formula V 1 to 26%, at least one compound having General Formula VI 0 to 10% by mass.
[0022] as an improvement, at least one compound having General Formula I 2 to 16%, at least one compound having General Formula II 0 to 25%, at least one compound having General Formula III 1 to 35%, at least one compound having General Formula IV 5 to 43%, at least one compound having General Formula V 1 to 24%, at least one compound having General Formula VI 0 to 6% by mass.
[0023] as an improvement, at least one compound having General Formula I 2 to 16%, at least one compound having General Formula II 0 to 25%, at least one compound having General Formula III 1 to 35%, at least one compound having General Formula IV 5 to 43%, at least one compound having General Formula V 1 to 24%, at least one compound having General Formula VI 0 to 6% by mass.
[0024]
[0025]
[0026] one or more of the mixtures
[0027] Preferably, one or more of the mixtures selected from compounds having General Formula I I-2, I-3, I-4, I-5
[0028] Further preferably, one or more of the mixtures selected from compounds having General Formula I I-3, I-4, I-5.
[0029] Preferably, the mass fraction of at least one compound having the general formula I is 2% to 10%; more preferably, the mass fraction is 3% to 8%, or 2% to 7%.
[0030] Preferably, the mass fraction of at least one compound having the general formula II is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0031]
[0032] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0033] Preferably, the mass fraction of at least one compound having the general formula II is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0034]
[0035] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0036] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0037] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0038] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0039] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0040]
[0041] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0042] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0043]
[0044]
[0045] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0046] Preferably, the mass fraction of at least one compound having the general formula III is 0% to 20%, 0% to 18%, or 0% to 16%; further preferably, the mass fraction is 0% to 10%.
[0047] Further preferred is one or more compounds selected from the group consisting of compounds IIIA-3, IIIB-6, IIIB-7, IIIC-3, IIID-3, IIID-6 having the general formula III.
[0048] As an improvement, the mass fraction of at least one compound having the general formula III is 2% to 16% or 1% to 10%; preferably the mass fraction is 3% to 10%, 2% to 15%, 1% to 6%, 3% to 14%, or 3% to 15%.
[0049] As an improvement, the mass fraction of at least one compound having the general formula III is 2% to 16% or 1% to 10%; preferably the mass fraction is 3% to 10%, 2% to 15%, 1% to 6%, 3% to 14%, or 3% to 15%.
[0050]
[0051]
[0052] one or more compounds selected from the group consisting of compounds IV-8, IV-9, IV-10, IV-12, IV-14, IV-17, IV-18 having the general formula IV.
[0053] one or more compounds selected from the group consisting of compounds IV-8, IV-9, IV-10, IV-12, IV-14, IV-17, IV-18 having the general formula IV.
[0054] Further preferred is one or more compounds selected from the group consisting of compounds IV-8, IV-10, IV-14, IV-17, IV-18 having the general formula IV.
[0055] As an improvement, the mass fraction of at least one compound having the general formula IV is 6% to 18%, 5% to 15%, or 7% to 20%; further preferred the mass fraction is 5% to 11% or 5% to 10%.
[0056] As an improvement, the mass fraction of at least one compound having the general formula III is 2% to 16% or 1% to 10%; preferably the mass fraction is 3% to 10%, 2% to 15%, 1% to 6%, 3% to 14%, or 3% to 15%.
[0057]
[0058] one or more compounds selected from the group consisting of compounds V-8, V-9, V-10, V-12, V-14, V-17, V-18 having the general formula V.
[0059] As an improvement, the mass fraction of at least one compound having the general formula III is 2% to 16% or 1% to 10%; preferably the mass fraction is 3% to 10%, 2% to 15%, 1% to 6%, 3% to 14%, or 3% to 15%.
[0060]
[0061]
[0062]
[0063] wherein,
[0064] Preferably, one or more of the compounds VA-3, VB-4, VC-5 having the general formula V.
[0065] Preferably, the mass fraction of at least one compound having the general formula V is 5% to 25%, 6% to 18%, 6% to 32%, 6% to 20%, 5% to 18%, or 5% to 15%; preferably the mass fraction is 7% to 20% or 5% to 10%.
[0066] Preferably, the mass fraction of at least one compound having the general formula VI is 0% to 12%, or 0% to 10% of the structural formula; preferably the mass fraction is 0% to 6%.
[0067]
[0068] Preferably, one or more of the compounds VIA-3, VIB-3, VIC-3, VIC-3, VIC-4, VIC-5, VID-3, VID-5 having the general formula VI.
[0069] Preferably, the mass fraction of at least one compound having the general formula VI is 0% to 12%, or 0% to 10% of the structural formula; preferably the mass fraction is 0% to 6%.
[0070]
[0071]
[0072]
[0073] Preferably, one or more of the compounds VIA-3, VIB-3, VIC-3, VIC-3, VIC-4, VIC-5, VID-3, VID-5 having the general formula VI.
[0074] Preferably, one or more of the compounds VIA-3, VIB-3, VIC-3, VIC-3, VIC-4, VIC-5, VID-3, VID-5 having the general formula VI.
[0075] Preferably, the mass fraction of at least one compound having the general formula VI is 0% to 12%, or 0% to 10% of the structural formula; preferably the mass fraction is 0% to 6%.
[0076] Preferably, the mass fraction of at least one compound having the general formula VI is 0% to 12%, or 0% to 10% of the structural formula; preferably the mass fraction is 0% to 6%.
[0077] Advantages:
[0078] Compared with the prior art, the liquid crystal composition with large birefringence and high reliability of the application does not use monomers with acetylenic groups and cyano groups, can improve the UV resistance and high temperature resistance of the system, has large birefringence, high clearing point and high reliability. More importantly, under the premise of ensuring large birefringence, the high clearing point of the liquid crystal composition of the application further widens the working temperature of the liquid crystal material and widens the application prospect. It is especially suitable for devices such as filters, diffusion sheets and LCoS. DETAILED DESCRIPTION
[0079] The abbreviations of test items in the following examples are as follows:
[0080] Tni: clearing point
[0081] no: refractive index of ordinary light (589 nm, 25 DEG C)
[0082] ne: refractive index of extraordinary light (589 nm, 25 DEG C)
[0083] Delta n: refractive index anisotropy (589 nm, 25 DEG C)
[0084] T: represents the response time measured at 25 DEG C
[0085] Delta epsilon: dielectric anisotropy (1 KHz, 25 DEG C)
[0086] Wherein, Delta epsilon = epsilon / / -e ⊥ , epsilon / / is the dielectric constant parallel to the molecular axis, epsilon ⊥ is the dielectric constant perpendicular to the molecular axis, and the test conditions are 25 DEG C and 1 KHz.
[0087] In the following examples, the group structure in the liquid crystal compound is represented by the code shown in Table 1:
[0088] Table 1: Liquid crystal compound group code
[0089]
[0090] Take the following compound structure as an example:
[0091]
[0092] The functional group code represents: 3PGUQUF
[0093]
[0094] The functional group code represents: 3CC10W02
[0095] The preparation method of the above composition is as follows:
[0096] According to the mass percentage in the examples, the corresponding compound of general structure is weighed, and the weighed monomer is placed in a hard borosilicate glass bottle. Under the protection of nitrogen, the temperature is raised, and electromagnetic stirring or mechanical stirring is performed until a clear and transparent solution is obtained. Then, the stirring is continued for 30 minutes, and the heating is stopped after the material is thoroughly and uniformly mixed. Under stirring, the degassing is performed under reduced pressure. As the temperature decreases, the vacuum degree is increased until the temperature cools to room temperature, the stirring is stopped, and the vacuum is continued until no bubbles are observed. Then, the test box can be filled and tested.
[0097] Example 1
[0098] According to the mass percentage in Table 2, 5% of the compound of general structure I-3, 4.5% of the compound of general structure I-4, 5% of the compound of general structure I-5, 7% of the compound of general structure III-3, 7% of the compound of general structure III-6, 7% of the compound of general structure III-7, 3% of the compound of general structure III-3, 7% of the compound of general structure III-6, 11% of the compound of general structure IV-8, 10% of the compound of general structure IV-10, 10.5% of the compound of general structure IV-14, 7% of the compound of general structure IV-18, 7% of the compound of general structure V-2, 6% of the compound of general structure V-4, and 3% of the compound of general structure V-3 are weighed.
[0099] The weighed monomer is placed in a hard borosilicate glass bottle. Under the protection of nitrogen, the temperature is raised, and electromagnetic stirring or mechanical stirring is performed until a clear and transparent solution is obtained. Then, the stirring is continued for 30 minutes, and the heating is stopped after the material is thoroughly and uniformly mixed. Under stirring, the degassing is performed under reduced pressure. As the temperature decreases, the vacuum degree is increased until the temperature cools to room temperature, the stirring is stopped, and the vacuum is continued until no bubbles are observed. Then, the test box can be filled and tested. The test results are shown in Table 2 below.
[0100] Table 2 Liquid crystal composition of Example 1 and its performance data
[0101]
[0102]
[0103] From the test results in Table 2 of Example 1, it can be found that the composition has a large birefringence, a high clearing point, a high reliability, excellent quality parameters, and greatly improves the quality of the liquid crystal device.
[0104] Example 2
[0105] The liquid crystal composition is prepared according to the weighing and preparation method of Example 1, and the test results are shown in Table 3.
[0106] Table 3 Liquid crystal composition of Example 2 and its performance data
[0107]
[0108]
[0109] From the test results in Table 3 of Example 2, it can be found that the composition has large birefringence, high reliability, high clear point, excellent quality parameters, and greatly improves the quality of liquid crystal devices.
[0110] Example 3
[0111] The liquid crystal composition was prepared according to the weighing and preparation method of Example 1, and the test results are shown in Table 4.
[0112] Table 4 Liquid crystal composition of Example 3 and its performance data
[0113]
[0114] Example 4
[0115] The liquid crystal composition was prepared according to the weighing and preparation method of Example 1, and the test results are shown in Table 5.
[0116] Table 5 Liquid crystal composition of Example 4 and its performance data
[0117]
[0118]
[0119] Example 5
[0120] The liquid crystal composition was prepared according to the weighing and preparation method of Example 1, and the test results are shown in Table 6.
[0121] Table 6 Liquid crystal composition of Example 5 and its performance data
[0122]
[0123]
[0124] Example 6
[0125] The liquid crystal composition was prepared according to the weighing and preparation method of Example 1, and the test results are shown in Table 7.
[0126] Table 7 Liquid crystal composition of Example 6 and its performance data
[0127]
[0128] Example 7
[0129] MT-3 liquid crystal composition was prepared first, and then 63% of MT-3 by mass was added to other liquid crystal compounds, and the preparation of the liquid crystal composition was carried out according to the preparation method of Example 1. The test results are shown in Table 8.
[0130] Table 8 Liquid crystal composition of Example 7 and its performance data
[0131]
[0132] From the test results of the above examples, it can be seen that the liquid crystal composition provided by the present application has large birefringence, high reliability, high clearing point, and particularly, in the liquid crystal material, without using compounds with alkyne and cyano groups, the UV resistance and high temperature resistance of the liquid crystal material can be improved. At the same time, the liquid crystal material also has a high clearing point, which widens the working temperature range of the liquid crystal device.
Claims
1. A liquid crystal composition having a large birefringence and high reliability, characterized by comprising: consists of I-3, 5% by mass, I-4, 4.5% by mass, I-5, 5% by mass, III A-3, mass fraction 7%, III B-6, mass fraction 7%, III B-7, 7% by mass, III C-3, mass fraction 3%, III D-6, mass fraction 7%, IV-8, mass fraction 11%, IV-10, mass fraction 10%, IV-14, mass fraction 10.5%, IV-18, mass fraction 7%, VA-2, mass fraction 7%, VB-4, mass fraction 6%, V C-3, 3% mass fraction; or I-3, 5% by mass, I-4, 5% by mass, I-5, 5% by mass, III A-3, mass fraction 7%, III B-6, mass fraction 7%, III B-7, 7% by mass, III C-3, mass fraction 3%, III D-6, mass fraction 7%, IV-8, mass fraction 11%, IV-10, mass fraction 10%, IV-14, mass fraction 11%, IV-18, mass fraction 7%, VA-2, mass fraction 6%, VB-4, mass fraction 6%, V C-3, 3% by mass; or I-3, 5% by mass, I-4, 5% by mass, I-5, 5% by mass, III B-6, mass fraction 11%, III B-7, 10% by mass, III C-3, mass fraction 3%, IV-8, mass fraction 11%, IV-10, mass fraction 10%, IV-14, mass fraction 11%, IV-18, mass fraction 7%, VA-2, mass fraction 11%, VB-4, mass fraction 8%, V C-3, 3% by mass; or I-3, 6% by mass, I-4, 4% by mass, I-5, 4% by mass, III A-3, mass fraction 7%, III B-6, mass fraction 9.5%, III B-7, 9% by mass, III D-6, 5.5% by mass, IV-8, mass fraction 12%, IV-10, mass fraction 10%, IV-14, mass fraction 11%, IV-18, mass fraction 7%, VA-2, mass fraction 7%, VB-4, mass fraction 5%, VI D-3, mass fraction 3%; or I-3, 5% by mass, I-4, 5% by mass, I-5, 5% by mass, IV-14, 15% by mass, IV-17, 7% by mass, MT-1 has a mass fraction of 63%, wherein MT-1 consists of IIA-3, 6% by mass, II B-2, mass fraction 2%, II B-3, 6% by mass, III B-6, 10% by mass, III B-7, 10% by mass, III D-3, mass fraction 11%, III D-6, 11% by mass, IV-8, mass fraction 14%, IV-10, 15% by mass, VA-3, 5% by mass, VB-4, 10% mass fraction; or I-3, 5% by mass, I-4, 5% by mass, I-5, 5% by mass, IV-14, 15% by mass, IV-17, 7% by mass, MT-2 has a mass fraction of 63%, wherein MT-2 consists of IIA-3, 6% by mass, II B-2, mass fraction 4%, II B-3, 8% by mass, III B-6, 10% by mass, III B-7, 9% by mass, III D-3, 10% by mass, III D-6, 10% by mass, IV-8, mass fraction 14%, IV-10, mass fraction 14.5%, VA-3, 5% by mass, VB-4, 9.5% by mass; or I-3, 5% by mass, I-4, 5% by mass, I-5, 5% by mass, IV-14, 15% by mass, IV-17, 7% by mass, MT-3 has a mass fraction of 63%, wherein MT-3 consists of IIA-3, 7.5% by mass, II B-2, 5% by mass, II B-3, 11% by mass, III B-6, mass fraction 9%, III B-7, 6% by mass, III D-3, 9% by mass, III D-6, 9% by mass, IV-8, mass fraction 14%, IV-10, mass fraction 14.5%, VA-3, 5% by mass, VB-4, 10% mass fraction.
Citation Information
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