CN105199746A - Liquid crystal composition with high UV (ultraviolet) stability - Google Patents
Liquid crystal composition with high UV (ultraviolet) stability Download PDFInfo
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- CN105199746A CN105199746A CN201510638822.7A CN201510638822A CN105199746A CN 105199746 A CN105199746 A CN 105199746A CN 201510638822 A CN201510638822 A CN 201510638822A CN 105199746 A CN105199746 A CN 105199746A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 69
- 150000001875 compounds Chemical class 0.000 claims abstract description 43
- 239000000654 additive Substances 0.000 claims abstract description 10
- 230000000996 additive effect Effects 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 239000002019 doping agent Substances 0.000 claims description 2
- 230000000052 comparative effect Effects 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- 0 C=CC(CC1)CCC1C1CCC(CI=*)CC1 Chemical compound C=CC(CC1)CCC1C1CCC(CI=*)CC1 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- ZYUDFVYCFLSPEI-UHFFFAOYSA-N C=CC(CC1)CCC1C(CC1)CCC1[IH][IH]N=C Chemical compound C=CC(CC1)CCC1C(CC1)CCC1[IH][IH]N=C ZYUDFVYCFLSPEI-UHFFFAOYSA-N 0.000 description 1
- YZUHEBMERQVKLJ-UHFFFAOYSA-N COC(CC1)CCC1C(CC1)CCC1[N]#CI Chemical compound COC(CC1)CCC1C(CC1)CCC1[N]#CI YZUHEBMERQVKLJ-UHFFFAOYSA-N 0.000 description 1
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
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- Liquid Crystal Substances (AREA)
Abstract
The invention discloses a liquid crystal composition with high UV (ultraviolet) stability, comprising one or more additive components composed of compounds shown in a general formula S-1 and/or general formula S-2 as follows. The liquid crystal composition has high UV stability, VHR (voltage holding ratio) of liquid crystal remains same even after being irradiated under 10000MJ UV energy, and the liquid crystal composition has high response speed.
Description
Technical Field
The invention relates to the field of liquid crystal materials, in particular to a liquid crystal composition with high UV stability.
Background
In recent decades, with the rapid development of information technology and the continuous pursuit of information display systems, Liquid Crystal Displays (LCDs) have been developed most rapidly as important applications of liquid crystal, a special material, and liquid crystal display devices have been widely used to operate using optical anisotropy and dielectric anisotropy of liquid crystal materials themselves. The liquid crystal device can be designed into different working modes according to different liquid crystal materials and working modes.
In 1968, R.Williams, RCA corporation in America, discovered that nematic liquid crystals form fringe domains under the action of an electric field and have a light scattering phenomenon. The g.h.heilmeir was subsequently developed into a dynamic scattering display mode and made the first Liquid Crystal Display (LCD) in the world. A guest-host effect (GH) pattern was also proposed by Heilmeir et al in 1968. In 1971, T.L.Fergason et al proposed Twisted Nematic (TN) mode, in 1980, N.Clark et al proposed Ferroelectric Liquid Crystal (FLC), in 1983-1985, T.Scheffer et al proposed Super Twisted Nematic (STN) mode, and conventional TN-LCD technology has been developed into STN-LCD and TFT-LCD technology, although STN has a scanning line number of 768 or more, problems such as response speed, viewing angle and gray scale still exist when temperature rises, and thus, an active matrix display mode is mostly adopted for large-area, high-information content and color display.
Different from simple matrixes of passive TN-LCD and STN-LCD, the active matrix is provided with a Thin Film Transistor (TFT) on each pixel of the liquid crystal display screen, so that the crosstalk in non-gating can be effectively overcome, the static characteristic of the liquid crystal display screen is unrelated to the number of scanning lines, and the image quality is greatly improved.
The application of TFT-LCD starts from small consumer electronics products, and further finds its development opportunity in the PC industry, especially the popularization of notebook computers, and promotes the requirements of panels with medium and small sizes. With the maturity of thin film transistor liquid crystal display technology, large-sized liquid crystal displays have been developed rapidly in recent years.
In the process of manufacturing the display, the liquid crystal is subjected to harsh conditions such as ultraviolet irradiation and high temperature, which may cause a certain damage effect on the liquid crystal, and generate free radicals in the liquid crystal to initiate a free radical chain reaction, thereby causing poor quality of the liquid crystal and generating poor display such as residual image in the display process.
Disclosure of Invention
The technical problem to be solved by the invention is to provide a liquid crystal composition with high UV stability, which can withstand higher-energy UV irradiation, and the liquid crystal Voltage Holding Ratio (VHR) is still not reduced, and has quick response performance.
In order to solve the technical problems, the technical scheme adopted by the invention is as follows:
a liquid crystal composition with high UV stability comprises one or more additive components A consisting of compounds shown in a general formula S-1 and/or a general formula S-2 and also comprises one or more components B consisting of compounds shown in a general formula IV,
wherein,
R4、R5each independently represents any one of a C1-5 linear alkyl group, a C3-5 cycloalkyl group, and a C2-5 linear alkenyl group;
R6represents any one of linear alkoxy groups having 1 to 5 carbon atoms;
R7represents any one of linear alkyl groups having 1 to 5 carbon atoms.
The technical scheme of the invention is further improved as follows: the liquid crystal composition also comprises one or more components C consisting of compounds shown in a general formula I, one or more components D consisting of compounds shown in a general formula II, one or more components E consisting of compounds shown in a general formula III,
wherein,
R1、R2each independently represents any one of a C1-5 linear alkyl group and a C3-5 cycloalkyl group;
R3represents a C1-5 linear alkyl groupAny one of a cycloalkyl group having 3 to 5 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms;
ring A, ring B, ring C, ring D and ring E each independently represent any one of a benzene ring and a trans-cyclohexyl ring;
L1、L2、L3、L4、L5、L6、L7、L8、L9、L10each independently represents any one of H, F;
X1representation F, OCF3And any one of linear alkyl groups having 1 to 5 carbon atoms;
n represents 0 or 1.
The technical scheme of the invention is further improved as follows: in the liquid crystal composition, the additive component A accounts for more than 0.001 percent of the weight of the liquid crystal composition, wherein the weight percent of the compound shown in the general formula S-1 is less than or equal to 0.3 percent, and the weight percent of the compound shown in the general formula S-2 is less than or equal to 0.3 percent.
The technical scheme of the invention is further improved as follows: in the liquid crystal composition, the weight percentage of the component B is 10-60%, the weight percentage of the component C is 1-50%, the weight percentage of the component D is 1-20%, the weight percentage of the component E is 1-50%, and the sum of the weight percentages of the component B, the component C, the component D and the component E is 100%.
The technical scheme of the invention is further improved as follows: the compound shown in the general formula IV is a compound shown in the following general formulas IV-1-IV-6,
the technical scheme of the invention is further improved as follows: the compound shown in the general formula I is a compound shown in the following general formulas I-1-I-3,
wherein,
R1represents any one of a C1-5 linear alkyl group and a C3-5 cycloalkyl group.
The technical scheme of the invention is further improved as follows: the compound shown in the general formula II is specifically a compound shown in the following general formulas II-1 to II-3,
wherein,
R2represents any one of a C1-5 linear alkyl group and a C3-5 cycloalkyl group.
The technical scheme of the invention is further improved as follows: the compound shown in the general formula III is a compound shown in the following general formulas III-1 to III-3,
wherein,
R3represents any one of a C1-5 linear alkyl group, a C3-5 cycloalkyl group, and a C2-5 linear alkenyl group;
L8、L9、L10each independently represents any one of H, F;
X1representation F, OCF3And a C1-5 linear alkyl group.
The technical scheme of the invention is further improved as follows: the liquid crystal composition also comprises a chiral dopant with left-handed or right-handed rotation.
The invention also discloses an electro-optical display of the liquid crystal composition with high UV stability.
The technical scheme of the invention is further improved as follows: the electro-optical display is IPS display, FFS display, TN display, STN display, OCB display.
Due to the adoption of the technical scheme, the invention has the technical progress that:
the liquid crystal composition with high UV stability still cannot reduce the liquid crystal Voltage Holding Ratio (VHR) after being irradiated by 10000MJ of UV energy, has the performance of quick response, and is suitable for a liquid crystal display element driven by an active matrix thin film transistor (AM-TFT) with high reliability and quick response and positive dielectric anisotropy.
Detailed Description
The invention discloses a liquid crystal composition with high UV stability, which comprises an additive component A consisting of one or more compounds shown as a general formula S-1 and/or a general formula S-2, a component B consisting of one or more compounds shown as a general formula IV, a component C consisting of one or more compounds shown as a general formula I, a component D consisting of one or more compounds shown as a general formula II, and a component E consisting of one or more compounds shown as a general formula III,
wherein,
R1、R2each independently represents any one of a C1-5 linear alkyl group and a C3-5 cycloalkyl group;
R3、R4、R5each independently represents any one of a C1-5 linear alkyl group, a C3-5 cycloalkyl group, and a C2-5 linear alkenyl group;
R6represents any one of linear alkoxy groups having 1 to 5 carbon atoms;
R7represents any one of linear alkyl groups having 1 to 5 carbon atoms;
ring A, ring B, ring C, ring D and ring E each independently represent any one of a benzene ring and a trans-cyclohexyl ring;
L1、L2、L3、L4、L5、L6、L7、L8、L9、L10each independently represents any one of H, F;
X1representation F, OCF3And any one of linear alkyl groups having 1 to 5 carbon atoms;
n represents 0 or 1.
In the liquid crystal composition disclosed by the invention, the additive component A accounts for more than 0.001% of the weight of the liquid crystal composition, wherein the weight percentage of the compound shown in the general formula S-1 is less than or equal to 0.3%, and the weight percentage of the compound shown in the general formula S-2 is less than or equal to 0.3%.
More preferably, the additive component A accounts for more than 0.005 percent of the weight of the liquid crystal composition, wherein the weight percent of the compound shown in the general formula V is less than or equal to 0.3 percent, and the weight percent of the compound shown in the general formula VI is less than or equal to 0.1 percent.
The liquid crystal composition disclosed by the invention comprises 10-60 wt% of a component B, 1-50 wt% of a component C, 1-20 wt% of a component D, 1-50 wt% of a component E, and the sum of the components B, C, D and E is 100%.
Further preferably, the weight percentage of the component B is 15-50%, the weight percentage of the component C is 15-40%, the weight percentage of the component D is 4-20%, the weight percentage of the component E is 30-50%, and the sum of the weight percentages of the component B, the component C, the component D and the component E is 100%.
All of the compounds of the present invention can be prepared by methods known per se, and the liquid crystal composition can be prepared by conventional methods. The ingredients are typically mixed and heated to dissolve each other until the dissolution process is observed to be complete. Alternatively, all ingredients may be dissolved in a suitable organic solvent and after thorough mixing the solvent removed to finally obtain a homogeneous liquid crystal composition.
The liquid-crystalline medium of the invention may also further comprise additives known to the person skilled in the art and described in the literature, making it possible to use it for any of the liquid-crystal display types disclosed hitherto.
The specific meanings of the symbols in the examples and the test conditions were as follows:
VHR: voltage holding ratio (%) under the test conditions of 20 + -2 deg.C and 60 + -2 deg.C, voltage of + -5V, pulse width of 10ms, and voltage holding time of 16.7 ms. The test equipment is a TOYOModel6254 liquid crystal performance comprehensive tester. When the liquid crystal is polluted to a higher degree, ions contained in the liquid crystal are more, so that the liquid crystal is more conductive, and the VHR is lower, so that the pollution degree of the liquid crystal is represented by using the voltage holding ratio. The damage condition of the liquid crystal under ultraviolet is characterized by comparing the initial VHR of the liquid crystal with the VHR of the liquid crystal after 10000MJ of UV energy. The lower the VHR after UV indicates the more severe the liquid crystal is destroyed by UV.
The present invention will be further illustrated with reference to the following specific examples, but the present invention is not limited to the following examples. The method is a conventional method unless otherwise specified. The starting materials are commercially available from the public unless otherwise specified, and the cyclohexyl groups in the following structural formulae of the monomeric compounds are all in the trans configuration.
Example 1
Example 2
Example 3
Example 4
Example 5
COMPARATIVE EXAMPLE 1(D1)
VHR data comparison tables for examples 1-5 and comparative example 1
The difference between examples 1 to 5 and comparative example 1 is only that the compound of additive component E is added in example 1, and it can be seen from the comparison between examples 1 to 5 and comparative example 1 that VHR of the liquid crystal composition of comparative example 1 is significantly reduced after UV10000mj, while VHR of examples 1 to 5 is only slightly reduced after UV10000mj, indicating that the UV stability of examples 1 to 5 is significantly improved compared with that of comparative example 1.
Claims (11)
1. A liquid crystal composition having high UV stability characterized by: the liquid crystal composition comprises an additive component A consisting of one or more compounds shown in a general formula S-1 and/or a general formula S-2, and also comprises a component B consisting of one or more compounds shown in a general formula IV,
wherein,
R4、R5each of which isIndependently represents any one of a C1-5 linear alkyl group, a C3-5 cycloalkyl group and a C2-5 linear alkenyl group;
R6represents any one of linear alkoxy groups having 1 to 5 carbon atoms;
R7represents any one of linear alkyl groups having 1 to 5 carbon atoms.
2. A liquid crystal composition with high UV stability according to claim 1, characterized in that: the liquid crystal composition also comprises one or more components C consisting of compounds shown in a general formula I, one or more components D consisting of compounds shown in a general formula II, one or more components E consisting of compounds shown in a general formula III,
wherein,
R1、R2each independently represents any one of a C1-5 linear alkyl group and a C3-5 cycloalkyl group;
R3represents any one of a C1-5 linear alkyl group, a C3-5 cycloalkyl group, and a C2-5 linear alkenyl group;
ring A, ring B, ring C, ring D and ring E each independently represent any one of a benzene ring and a trans-cyclohexyl ring;
L1、L2、L3、L4、L5、L6、L7、L8、L9、L10each independently represents any one of H, F;
X1representation F, OCF3And any one of linear alkyl groups having 1 to 5 carbon atoms;
n represents 0 or 1.
3. A liquid crystal composition with high UV stability according to claim 1, characterized in that: in the liquid crystal composition, the additive component A accounts for more than 0.001 percent of the weight of the liquid crystal composition, wherein the weight percent of the compound shown in the general formula S-1 is less than or equal to 0.3 percent, and the weight percent of the compound shown in the general formula S-2 is less than or equal to 0.3 percent.
4. A liquid crystal composition with high UV stability according to claim 3, characterized in that: in the liquid crystal composition, the weight percentage of the component B is 10-60%, the weight percentage of the component C is 1-50%, the weight percentage of the component D is 1-20%, the weight percentage of the component E is 1-50%, and the sum of the weight percentages of the component B, the component C, the component D and the component E is 100%.
5. A liquid crystal composition with high UV stability according to any one of claims 1 to 4, wherein: the compound shown in the general formula IV is a compound shown in the following general formulas IV-1-IV-6,
6. a liquid crystal composition with high UV stability according to any one of claims 1 to 4, wherein: the compound shown in the general formula I is a compound shown in the following general formulas I-1-I-3,
wherein,
R1represents any one of a C1-5 linear alkyl group and a C3-5 cycloalkyl group.
7. A liquid crystal composition with high UV stability according to any one of claims 1 to 4, wherein: the compound shown in the general formula II is specifically a compound shown in the following general formulas II-1 to II-3,
wherein,
R2represents any one of a C1-5 linear alkyl group and a C3-5 cycloalkyl group.
8. A liquid crystal composition with high UV stability according to any one of claims 1 to 4, wherein: the compound shown in the general formula III is a compound shown in the following general formulas III-1 to III-3,
wherein,
R3represents any one of a C1-5 linear alkyl group, a C3-5 cycloalkyl group, and a C2-5 linear alkenyl group;
L8、L9、L10each independently represents any one of H, F;
X1representation F, OCF3And a C1-5 linear alkyl group.
9. A liquid crystal composition with high UV stability according to any one of claims 1 to 4, wherein: the liquid crystal composition also comprises a chiral dopant with left-handed or right-handed rotation.
10. An electro-optical display comprising a liquid crystal composition having high UV stability according to any one of claims 1 to 4.
11. An electro-optic display as claimed in claim 10, wherein: the electro-optical display is IPS display, FFS display, TN display, STN display, OCB display.
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