CN109575940B - Liquid crystal composition and liquid crystal display device thereof - Google Patents
Liquid crystal composition and liquid crystal display device thereof Download PDFInfo
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- CN109575940B CN109575940B CN201710893677.6A CN201710893677A CN109575940B CN 109575940 B CN109575940 B CN 109575940B CN 201710893677 A CN201710893677 A CN 201710893677A CN 109575940 B CN109575940 B CN 109575940B
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
Abstract
The present invention provides a liquid crystal composition comprising:at least one compound of the general formula I; at least one compound of the general formulae II-1 and/or II-2; and at least one compound of the general formula III, the liquid crystal composition has higher transmittance, higher optical anisotropy, higher clearing point, proper dielectric anisotropy and relatively large elastic constant K 11 And K 33 The invention also provides a liquid crystal display device comprising the liquid crystal composition, and the liquid crystal display device comprising the liquid crystal composition has the advantages of high transmittance, high contrast and the like, so that a good display effect is achieved.
Description
Technical Field
The invention relates to the field of liquid crystal display materials, in particular to a liquid crystal composition and a liquid crystal display device thereof.
Background
In the liquid crystal display device, the operation modes based on the liquid crystal molecules are classified as follows: phase-change (PC), twisted Nematic (TN), super Twisted Nematic (STN), electrically Controlled Birefringence (ECB), optically Compensated Bend (OCB), in-plane switching (IPS), vertical Alignment (VA), fringe Field Switching (FFS), field-induced photo-reactive alignment (FPA), and the like. The classification of element-based driving methods is: passive Matrix (PM) and Active Matrix (AM). The PM is classified into a static (static), multiplex (multiplex), etc., and the AM is classified into a Thin Film Transistor (TFT), a Metal Insulator Metal (MIM), etc. TFTs are classified into amorphous silicon (amorphous silicon) and polycrystalline silicon (polysilicon). The latter is classified into a high temperature type and a low temperature type according to the manufacturing steps. The light source is classified into a reflection type using natural light, a transmission type using a backlight, and a semi-transmission type using both natural light and backlight.
The liquid crystal display element contains a liquid crystal composition having a nematic phase. The composition has suitable properties. By improving the characteristics of the composition, an AM element having good characteristics can be obtained. The correlation between the characteristics of the two is summarized in the following Table 1. The properties of the composition are further illustrated based on commercially available AM elements. The temperature range of the nematic phase is associated with the temperature range in which the element can be used. The upper limit temperature of the nematic phase is preferably about 70 ℃ or higher, and the lower limit temperature of the nematic phase is preferably about-10 ℃ or lower. The viscosity of the composition correlates to the response time of the element. In order to display a moving image by the device, it is preferable that the response time is short. Ideally shorter than 1 millisecond of response time. Therefore, it is preferable that the viscosity in the composition is small. More preferably, the viscosity at low temperature is low.
TABLE 1 Properties of the compositions and AM elements
| Numbering | Properties of the composition | Characteristics of AM element |
| 1 | Wide temperature range of nematic phase | Wide temperature range |
| 2 | Low viscosity | Short response time |
| 3 | Appropriate optical anisotropy | High contrast |
| 4 | Large positive or negative dielectric anisotropy | Low threshold voltage, low power consumption and high contrast |
| 5 | High resistivity | High voltage holding ratio and high contrast |
| 6 | UV and heat stabilization | Long service life |
| 7 | Large elastic constant | Short response time and high contrast |
The IPS mode may use a positive liquid crystal whose transmittance saturation voltage is lower and response speed is faster than that of a negative liquid crystal because the transmittance saturation voltage decreases with an increase in absolute value of Δ ∈ or a negative liquid crystal whose transmittance is better than that of the positive liquid crystal.
In the prior art, CN101270287A discloses a scheme of blending positive and negative liquid crystals, but only mentions that a positive component is added into a negative liquid crystal, and the liquid crystal is still negative as a whole. JP2002156619A also discloses a positive and negative liquid crystal blending experimental scheme. Neither of the two schemes specifically mention the effect of the positive liquid crystal doped with a small amount of negative liquid crystal monomer on the improvement of the transmittance of IPS liquid crystal display.
Patent CN104293357B discloses that negative liquid crystal and positive liquid crystal are mixed to achieve the technical effect of increasing transmittance, however, the technical effect achieved by the method still cannot meet the requirement of the prior art, and meanwhile, although the transmittance of the liquid crystal display device is greatly increased, the contrast ratio is relatively poor, and the requirement of good display effect cannot be met.
Therefore, there is a need for a liquid crystal composition having at least one of high clearing point, proper dielectric anisotropy, proper high optical anisotropy, low rotational viscosity, good low temperature miscibility, low threshold voltage, wide temperature range, and the like, and also having high transmittance and high contrast ratio.
Disclosure of Invention
The invention aims to provide a liquid crystal composition, which is prepared by doping one or more negative liquid crystal monomers into liquid crystal with positive dielectric anisotropy, and can ensure that the obtained liquid crystal composition maintains the fast response, low driving voltage, higher clearing point, lower rotary viscosity, proper optical anisotropy and relatively large elastic constant K of positive liquid crystal 11 And K 33 And appropriate dielectric anisotropy, and has the advantages of high transmittance and high contrast.
In order to accomplish the above object of the invention, the present invention provides a liquid crystal composition comprising:
at least one compound of the general formula I
At least one compound of the general formulae II-1 and/or II-2
At least one compound of the formula III
Wherein the content of the first and second substances,
R 1 and R 2 Each independently represents-H, -F, a linear OR branched alkyl OR alkoxy group having 1 to 15 carbon atoms, a cycloalkyl epoxyalkyl group having 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group having 2 to 15 carbon atoms, -OR 1 ’OR 2 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 1 ' represents an alkylene group having 1 to 15 carbon atoms or an alkenylene group having 2 to 15 carbon atoms, R 2 ' represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms;
R 3 and R 4 Each independently represents-H, -F, a linear OR branched alkyl OR alkoxy group having 1 to 15 carbon atoms, a cycloalkyl OR epoxyalkyl group having 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group having 2 to 15 carbon atoms, -OR 3 ’OR 4 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 3 ' represents an alkylene group having 1 to 15 carbon atoms or an alkenylene group having 2 to 15 carbon atoms, R 4 ' represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms;
Y 3 represents-H, -F, -Cl, -CN, -NCS, alkyl OR alkoxy with 1-15 carbon atoms, alkenyl OR alkenyloxy with 2-15 carbon atoms, -OR 5 ’OR 6 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 5 ' represents an alkylene group having 1 to 15 carbon atoms or an alkenylene group having 2 to 15 carbon atoms, R 6 ' represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms;
Y 31 independently represent-H, -F or-CH 3 ；
L 9 Independently represents-F, -Cl, alkyl OR alkoxy with 1-15 carbon atoms, alkenyl OR alkenyloxy with 2-15 carbon atoms, -OR 7 ’OR 8 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 7 ' represents an alkylene group having 1 to 15 carbon atoms or an alkenylene group having 2 to 15 carbon atoms, R 8 ' represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms;
R 5 and R 6 Each independently represents a linear or branched, fluorinated or non-fluorinated alkyl or alkoxy group having from 1 to 15 carbon atoms, a cycloalkyl group having from 3 to 6 carbon atoms, a fluorinated or non-fluorinated alkenyl or alkenyloxy group having from 2 to 15 carbon atoms;
Z 1 independently represents a single bond, -CH = CH-, or-COO-, -OCO-, -CH 2 O-、-OCH 2 -、-(CH 2 ) 4 -、-C 2 F 4 -、-CH 2 CF 2 -, -CF = CF-or-CH 2 CH 2 -；
Z 2 、Z 3 And Z 4 Each independently represents a single bond, -CH = CH-, or-COO-, -OCO-, -CH 2 O-、-OCH 2 -、-(CH 2 ) 4 -、-C 2 F 4 -、-CH 2 CF 2 -, -CF = CF-or-CH 2 CH 2 -；
L 1 And L 2 Each independently represents-H or-F;
L 7 、L 8 and L 10 Each independently represents-H or-F;
ring(s)
Ring(s)
And a ring
Each independently represent
Or
Wherein the content of the first and second substances,
wherein one or more-H may be-F or-CH 3 Instead, one or more-CH-may be replaced by-N-,
and
one or more-CH 2 -may be replaced by-O-or-S-;
ring (C)
And ring
Each independently selected from
And
a group of (a);
ring (C)
Ring (C)
Ring(s)
And ring
Each independently represents
a represents 0, 1 or 2;
b. c and d each independently represent 0 or 1;
f and g each independently represent 0, 1 or 2.
The compound of the general formula II-2 has a structure different from that of the compound of the general formula III.
The compound with the structure of the general formula II-2 is a dielectric positive compound.
The compound with the structure of the general formula III is a dielectric neutral compound.
When L is 8 、L 9 And L 10 When at least one is F, the ring
And ring
Is not that
Or
When L is 8 And L 10 Is a group of compounds represented by the formula (I),
is composed of
When L is 9 And R 6 Different;
when L is 8 And L 10 Is a compound of formula (I) in the formula (H),
is composed of
When L is 9 And R 5 Are not the same.
In some embodiments of the invention, preferably, R 1 And R 2 Each independently represents a linear OR branched alkyl OR alkoxy group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group having 2 to 10 carbon atoms, -OR 1 ’OR 2 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 1 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms, R 2 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
In some embodiments of the invention, preferably, R 3 And R 4 Each independently represents a linear OR branched alkyl OR alkoxy group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group having 2 to 10 carbon atoms, -OR 3 ’OR 4 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 3 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms, R 4 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
In some embodiments of the invention, preferably, Y 3 represents-H, -F, -Cl, -OCF 3 、-CF 3 、-CN、-NCS、
Alkyl OR alkoxy with 1-6 carbon atoms, alkenyl OR alkenyloxy with 2-6 carbon atoms, -OR 5 ’OR 6 ', wherein R 5 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms, R 6 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
In some embodiments of the invention, the liquid crystal composition of the invention comprises at least two liquid crystal compounds of formula I.
In some embodiments of the invention, the compound of formula I comprises at least one end group that is-OR 1 ’OR 2 ' the liquid crystal compound of.
In some embodiments of the present invention, the compound of formula I is present in an amount of 1-50% by weight, the compound of formulae II-1 and/or II-2 is present in an amount of 1-50% by weight and the compound of formula III is present in an amount of 15-85% by weight of the total liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is present in an amount of 1-40% by weight, the compound of formulae II-1 and/or II-2 is present in an amount of 5-45% by weight and the compound of formula III is present in an amount of 25-85% by weight of the total liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is 1-30% of the total weight of the liquid crystal composition, the compounds of formulae II-1 and/or II-2 are 5-40% of the total weight of the liquid crystal composition, and the compound of formula III is 35-80% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is 1-25% of the total weight of the liquid crystal composition, the compounds of formulae II-1 and/or II-2 are 10-40% of the total weight of the liquid crystal composition, and the compound of formula III is 40-80% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is present in an amount of 1-20%, the compound of formulae II-1 and/or II-2 is present in an amount of 10-35% and the compound of formula III is present in an amount of 45-80% by weight of the total liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is present in an amount of 3-20%, the compound of formulae II-1 and/or II-2 is present in an amount of 12-35% and the compound of formula III is present in an amount of 48-80% by weight of the total liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is 5-20% of the total weight of the liquid crystal composition, the compound of formula II-1 and/or II-2 is 12-30% of the total weight of the liquid crystal composition, and the compound of formula III is 50-80% of the total weight of the liquid crystal composition.
In some embodiments of the present invention, the compound of formula I is 5-18% of the total weight of the liquid crystal composition, the compound of formula II-1 and/or II-2 is 13-30% of the total weight of the liquid crystal composition, and the compound of formula III is 55-80% of the total weight of the liquid crystal composition.
In some embodiments of the invention, the compound of formula i is selected from the group consisting of:
in some embodiments of the present invention, it is further preferred that the compound of formula I-1 is selected from the group consisting of:
wherein the content of the first and second substances,
R 11 and R 21 Each independently represents a linear or branched alkyl or alkoxy group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl or alkenyloxy group having 2 to 10 carbon atoms, wherein one or more H of the alkyl or alkoxy group and the alkenyl or alkenyloxy group may be substituted by F;
R 1 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms, R 2 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
In some embodiments of the present invention, it is further preferred that the compound of formula i-2 is selected from the group consisting of:
wherein the content of the first and second substances,
R 12 and R 22 Each independently represents a linear or branched alkyl or alkoxy group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl or alkenyloxy group having 2 to 10 carbon atoms, wherein one or more H of the alkyl or alkoxy group and the alkenyl or alkenyloxy group may be substituted by F;
R 1 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms, R 2 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
In some embodiments of the present invention, it is still further preferred that the compound of formula I-1-1 is selected from the group consisting of:
in some embodiments of the present invention, it is still further preferred that the compound of formula I-1-2 is selected from the group consisting of:
in some embodiments of the present invention, it is still further preferred that the compound of formula I-1-3 is selected from the group consisting of:
in some embodiments of the present invention, it is still further preferred that the compound of formula I-2-1 is selected from the group consisting of:
in some embodiments of the present invention, it is still further preferred that the compound of formula I-2-2 is selected from the group consisting of:
in some embodiments of the present invention, it is still further preferred that the compound of formula I-2-3 is selected from the group consisting of:
in some embodiments of the invention, R is 2 ' is preferably an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
The compound of the general formula I has larger optical anisotropy and higher clearing point, so that the liquid crystal composition containing the compound of the general formula I has higher contrast and higher clearing point.
In some embodiments of the invention, the compound of formula II-1 is selected from the group consisting of:
in some embodiments of the present invention, the compound of formula II-2 is selected from the group consisting of:
wherein, the first and the second end of the pipe are connected with each other,
R 4 represents-H, an alkyl or alkoxy group having 1 to 7 carbon atoms, a cycloalkyl or epoxyalkyl group having 3 to 6 carbon atoms, a fluoroalkyl or fluoroalkoxy group having 1 to 7 carbon atomsOr alkenyl or alkenyloxy having 2 to 7 carbon atoms.
In some embodiments of the invention, the compound of formula iii is a compound selected from the group consisting of
Wherein, the first and the second end of the pipe are connected with each other,
R 51 、R 52 、R 53 、R 61 、R 62 and R 63 Each independently represents an alkyl or alkoxy group having 1 to 12 carbon atoms, an alkenyl or alkenyloxy group having 2 to 12 carbon atoms,
Wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted by F;
Z 2 、Z 3 and Z 4 Each independently represents a single bond, -COO-, -OCO-, -CH 2 O-、-OCH 2 -or-CH 2 CH 2 -；
Ring (C)
Ring (C)
Ring (C)
And ring
Each independently represent
In some embodiments of the invention, the compound of formula III-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-3 is selected from the group consisting of:
wherein, the first and the second end of the pipe are connected with each other,
R 51 、R 52 、R 53 、R 61 、R 62 and R 63 Each independently represents an alkyl or alkoxy group having 1 to 7 carbon atoms, an alkenyl or alkenyloxy group having 2 to 7 carbon atoms.
In some embodiments of the invention, the compound of formula III-1-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-1-2 is selected from the group consisting of:
in some embodiments of the invention, the compounds of formulas III-1-3 are selected from the group consisting of:
in some embodiments of the invention, the compounds of formulas III-1-4 are selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2-3 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-2-4 is selected from the group consisting of:
in some embodiments of the invention, the compounds of formula III-2-5 are selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-3-1 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-3-2 is selected from the group consisting of:
in some embodiments of the invention, the compound of formula III-3-3 is selected from the group consisting of:
in some embodiments of the invention, the compounds of formula III-3-4 are selected from the group consisting of:
in some embodiments of the invention, the compounds of formula III-3-5 are selected from the group consisting of:
the liquid crystal composition of the present invention may further comprise at least one compound of the general formulae IV-1 to IV-16:
wherein, the first and the second end of the pipe are connected with each other,
R 7 and R 8 Each independently represents a linear OR branched alkyl OR alkoxy group having 1 to 12 carbon atoms, a cycloalkyl OR epoxyalkyl group having 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group having 2 to 12 carbon atoms, -OR 9 ’OR 10 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 9 ' represents an alkylene group having 1 to 12 carbon atoms or an alkenylene group having 2 to 12 carbon atoms, R 10 ' represents an alkyl group having 1 to 12 carbon atoms or an alkenyl group having 2 to 12 carbon atoms.
In some embodiments of the invention, R 7 And R 8 Each independently represents a linear OR branched alkyl OR alkoxy group having 1 to 6 carbon atoms, a cycloalkyl OR epoxyalkyl group having 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group having 2 to 6 carbon atoms, -OR 9 ’OR 10 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 9 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms, R 10 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
In some embodiments of the invention, the compound of formula IV comprises at least one end group that is-OR 9 ’OR 10 ' the liquid crystal compound of.
In some embodiments of the invention, R is 9 ' is preferably an alkyl group having 2 to 10 carbon atoms or an alkenyl group having 2 to 6 carbon atoms, and particularly preferably an alkyl group having 2 to 10 carbon atoms.
In some embodiments of the present invention, R in the compounds of formulae IV-1, IV-2, IV-3, IV-4, IV-5, IV-6, IV-7, IV-8, IV-9, IV-10, IV-11, IV-12, IV-13, IV-14, IV-15, and IV-16 7 Each independently of the others is preferably the following group:
In some embodiments of the present invention, the R in the compounds of IV-1, IV-2, IV-3, IV-4, IV-5, IV-6, IV-7, IV-8, IV-9, IV-10, IV-11, IV-12, IV-13, IV-14, IV-15 and IV-16 is the same as the R in the compounds of the formula I 8 Each independently of the others is preferably the following group:
In some embodiments of the present invention, R in the compounds of IV-1, IV-2, IV-3, IV-4, IV-5, IV-6, IV-7, IV-8, IV-9, IV-10, IV-11, IV-12, IV-13, IV-14, IV-15 and IV-16 is R 7 And R 8 Each independently of the others, is preferably a linear or branched alkyl or alkoxy group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an alkenyloxy group.
In some embodiments of the invention, the compound of formula I is preferably selected from the group consisting of: i-1-1-2, I-1-2-10, I-2-2-6, I-2-1-2, I-2-2-10, I-1-1-4 and I-1-2-6.
In some embodiments of the present invention, the compound of formula II-1 is preferably selected from the group consisting of: II-1-16, II-1-7 and II-1-12; the compound of formula II-2 is preferably selected from the group consisting of: II-2-10, II-2-12, II-2-8, II-2-2 and II-2-4.
In some embodiments of the invention, the compound of formula III is preferably selected from the group consisting of: III-1-3-4, III-1-1-15, III-1-1-19, III-3-4-5, III-3-4-2, III-2-1-6, III-2-2-5 and III-2-1-4.
In another aspect, the present invention provides a liquid crystal composition further comprising one or more additives known to those skilled in the art and described in the literature. For example, pleochroic dyes and/or chiral dopants may be added in an amount of 0-15% by weight based on the total weight of the liquid crystal composition.
The following shows possible dopants which are preferably added to the composition according to the invention.
In some embodiments of the present invention, preferably, the dopant comprises 0 to 5% by weight of the total liquid crystal composition; more preferably, the dopant is present in an amount of 0 to 1% by weight based on the total weight of the liquid crystal composition.
The stabilizers which may be added to the compositions according to the invention are mentioned below, for example.
Preferably, the stabilizer is selected from the group consisting of the stabilizers shown below.
Wherein n is a positive integer of 1-20.
In some embodiments of the present invention, preferably, the stabilizer comprises 0 to 5% by weight of the total weight of the liquid crystal composition; more preferably, the stabilizer is 0 to 1% by weight of the total liquid crystal composition; as a particularly preferred embodiment, the stabilizer is 0 to 0.1% by weight of the total weight of the liquid crystal composition.
In another aspect, the present invention also provides a liquid crystal display device comprising the above liquid crystal composition.
When the liquid crystal composition contains one or more than one liquid crystal compounds shown in the general formula I, the terphenyl negative liquid crystal compound shown in the general formula I is combined with the liquid crystal compounds shown in the general formulas II-1 and/or II-2 for use, so that the liquid crystal composition has good transmittance and higher contrast.
Compared with the prior art, the liquid crystal composition provided by the invention has higher transmittance, higher optical anisotropy, higher clearing point, proper dielectric anisotropy and relatively large elastic constant K 11 And K 33 The liquid crystal display device containing the liquid crystal composition has the advantages of high transmittance, high contrast and the like, so that the liquid crystal display device has a good display effect.
Detailed Description
The invention will be illustrated below with reference to specific embodiments. It should be noted that the following examples are illustrative of the present invention, and are not intended to limit the present invention. Other combinations and various modifications within the spirit or scope of the present invention may be made without departing from the spirit or scope of the present invention.
For convenience of expression, in the following examples, the group structure of the liquid crystal composition is represented by the code listed in Table 2:
table 2 radical structure code of liquid crystal compound
Take the example of a compound of the formula:
the structural formula is represented by the code listed in Table 1, and can be expressed as: nCCGF, wherein n in the code represents the number of C atoms of the left alkyl group, for example, n is "3", i.e., -C 3 H 7 (ii) a C in the code represents cyclohexane, G represents 2-fluoro-1, 4-phenylene and F represents fluorine.
The abbreviated codes of the test items in the following examples are as follows:
Δ n optical anisotropy (589nm, 25 ℃ C.)
Cp clearing Point (nematic-isotropic phase transition temperature,. Degree.C.)
Dielectric constant of [ epsilon ]. Perpendicular to the molecular axis direction (1KHz, 25 ℃ C.)
Delta epsilon dielectric anisotropy (1KHz, 25 ℃ C.)
K 11 Elasticity constant of splay
K 33 Flexural elastic constant
Wherein, the first and the second end of the pipe are connected with each other,
the optical anisotropy is obtained by testing an Abbe refractometer under a sodium lamp (589 nm) light source at 25 ℃;
Δε＝ε ‖ -ε ⊥ wherein epsilon ‖ Is a dielectric constant parallel to the molecular axis,. Epsilon ⊥ For the dielectric constant perpendicular to the molecular axis, test conditions: the test box is TN90 type at 25 ℃ and 1KHz, and the thickness of the box is 7 mu m.
K 11 、K 33 The liquid crystal display device is obtained by using an LCR instrument and an antiparallel friction box to test a C-V curve of liquid crystal and calculating the following test conditions: 7 μm antiparallel rub box, V =0.1 to 20V.
The components used in the following examples can be synthesized by a known method or obtained commercially. These synthesis techniques are conventional, and the resulting liquid crystal compounds were tested to meet the standards for electronic compounds.
Liquid crystal compositions were prepared according to the compounding ratios of the liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared according to the conventional method in the field, such as heating, ultrasonic wave, suspension and the like, and is mixed according to the specified proportion.
Liquid crystal compositions given in the following examples were prepared and studied. The composition of each liquid crystal composition and the results of the performance parameter test thereof are shown below.
Comparative example 1
The liquid crystal composition of comparative example 1, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared with each compound and weight percentage as listed in table 3, and the test data are shown in the following table:
TABLE 3 liquid crystal composition formula and its test performance
Example 1
The liquid crystal composition of example 1 was prepared according to the compounds and weight percentages listed in table 4, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 4 liquid crystal composition formula and its test performance
Example 2
The liquid crystal composition of example 2 was prepared according to the compounds and weight percentages listed in table 5, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 5 liquid Crystal composition formulations and their test Performance
Example 3
The liquid crystal composition of example 3 was prepared according to the compounds and weight percentages listed in table 6, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 6 liquid crystal composition formulations and their test performance
Example 4
The liquid crystal composition of example 4 was prepared according to the compounds and weight percentages listed in table 7, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 7 liquid crystal composition formulations and their test properties
Example 5
The liquid crystal composition of example 5 was prepared according to the compounds and weight percentages listed in table 8, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 8 liquid crystal composition formulations and their test properties
Example 6
The liquid crystal composition of example 6 was prepared according to the compounds and weight percentages listed in table 9, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 9 liquid crystal composition formulations and their test Performance
As can be seen from comparative example 1 and examples 1 to 6, the liquid crystal composition of the present invention has suitable optical anisotropy, high clearing point, suitable dielectric anisotropy, and relatively large elastic constant K 11 And K 33 Therefore, the liquid crystal display device containing the liquid crystal composition has the advantages of fast response, high contrast, wide temperature and wide range and the like, thereby having good display effect and wide application range.
Claims (11)
1. A liquid crystal composition, comprising:
at least two compounds of the general formula I
At least one compound of the general formulae II-1 and/or II-2
at least one compound of the formula III
Wherein the content of the first and second substances,
R 1 and R 2 Each independently represents-H, -F, a linear OR branched alkyl OR alkoxy group having 1 to 15 carbon atoms, a cycloalkyl epoxyalkyl group having 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group having 2 to 15 carbon atoms, -OR 1 ’OR 2 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 1 ' represents an alkylene group having 1 to 15 carbon atoms or an alkenylene group having 2 to 15 carbon atoms, R 2 ' represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms;
R 3 and R 4 Each independently represents-H, -F, a linear OR branched alkyl OR alkoxy group having 1 to 15 carbon atoms, a cycloalkyl OR epoxyalkyl group having 3 to 6 carbon atoms, an alkenyl OR alkenyloxy group having 2 to 15 carbon atoms, -OR 3 ’OR 4 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 3 ' represents an alkylene group having 1 to 15 carbon atoms or an alkenylene group having 2 to 15 carbon atoms, R 4 ' represents an alkyl group having 1 to 15 carbon atoms or an alkyl group having 2 to 15 carbon atomsAlkenyl of carbon atom;
Y 3 represents-H, -F, -Cl, -CN, -NCS, alkyl OR alkoxy with 1-15 carbon atoms, alkenyl OR alkenyloxy with 2-15 carbon atoms, -OR 5 ’OR 6 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 5 ' represents an alkylene group having 1 to 15 carbon atoms or an alkenylene group having 2 to 15 carbon atoms, R 6 ' represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms;
Y 31 independently represents-H, -F or-CH 3 ；
L 9 Independently represents-F, -Cl, alkyl OR alkoxy with 1-15 carbon atoms, alkenyl OR alkenyloxy with 2-15 carbon atoms, -OR 7 ’OR 8 ', wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted with F, wherein R 7 ' represents an alkylene group having 1 to 15 carbon atoms or an alkenylene group having 2 to 15 carbon atoms, R 8 ' represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms;
R 5 and R 6 Each independently represents a linear or branched, fluorinated or non-fluorinated alkyl or alkoxy group having from 1 to 15 carbon atoms, a cycloalkyl group having from 3 to 6 carbon atoms, a fluorinated or non-fluorinated alkenyl or alkenyloxy group having from 2 to 15 carbon atoms;
Z 1 independently represents a single bond, -CH = CH-, or-COO-, -OCO-, -CH 2 O-、-OCH 2 -、-(CH 2 ) 4 -、-C 2 F 4 -、-CH 2 CF 2 -, -CF = CF-or-CH 2 CH 2 -；
Z 2 、Z 3 And Z 4 Each independently represents a single bond, -CH = CH-, or-COO-, -OCO-, -CH 2 O-、-OCH 2 -、-(CH 2 ) 4 -、-C 2 F 4 -、-CH 2 CF 2 -, -CF = CF-or-CH 2 CH 2 -；
L 1 And L 2 Each is independent of othersAnd represents-H or-F;
L 7 、L 8 and L 10 Each independently represents-H or-F;
ring (C)
Ring(s)
And a ring
Each independently represent
Wherein, the first and the second end of the pipe are connected with each other,
wherein one or more-H may be-F or-CH 3 Instead, one or more-CH-may be replaced by-N-,
in one or more-CH 2 -may be replaced by-O-or-S-;
ring(s)
And a ring
Each independently selected from
Group (i) of (ii);
ring (C)
Ring (C)
Ring (C)
And ring
Each independently represent
a represents 0, 1 or 2;
b. c and d each independently represent 0 or 1;
f and g each independently represent 0, 1 or 2,
the compounds of the general formula I comprise at least one terminal group which is-OR 1 ’OR 2 ' the liquid crystal compound of;
the compound of the general formula I accounts for 1-20% of the total weight of the liquid crystal composition, the compounds of the general formulae II-1 and/or II-2 account for 10-35% of the total weight of the liquid crystal composition, and the compound of the general formula III accounts for 48-80% of the total weight of the liquid crystal composition.
2. The liquid crystal composition of claim 1, wherein the compound of formula i is selected from the group consisting of:
3. the liquid crystal composition of claim 2, wherein the compound of formula i-1 is selected from the group consisting of:
wherein the content of the first and second substances,
R 11 and R 21 Each independently represents a linear or branched alkyl or alkoxy group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl or alkenyloxy group having 2 to 10 carbon atoms, wherein one or more H of the alkyl or alkoxy group and the alkenyl or alkenyloxy group may be substituted by F;
R 1 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms, R 2 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
4. The liquid crystal composition of claim 2, wherein the compound of formula i-2 is selected from the group consisting of:
wherein the content of the first and second substances,
R 12 and R 22 Each independently represents a straight or branched chain alkyl or alkoxy group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, an alkenyl or alkenyloxy group having 2 to 10 carbon atoms, wherein one or more H of the alkyl or alkoxy group and the alkenyl or alkenyloxy group may be substituted by F;
R 1 ' represents an alkylene group having 1 to 10 carbon atoms or an alkenylene group having 2 to 10 carbon atoms, R 2 ' represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
5. The liquid crystal composition of claim 1, wherein the compound of formula ii-1 is selected from the group consisting of:
6. the liquid crystal composition of claim 1, wherein the compound of formula ii-2 is selected from the group consisting of:
wherein, the first and the second end of the pipe are connected with each other,
R 4 represents-H, an alkyl or alkoxy group having 1 to 7 carbon atoms, a cycloalkyl or epoxyalkyl group having 3 to 6 carbon atoms, a fluoroalkyl or fluoroalkoxy group having 1 to 7 carbon atoms or an alkenyl or alkenyloxy group having 2 to 7 carbon atoms.
7. The liquid crystal composition of claim 1, wherein the compound of formula iii is selected from the group consisting of:
wherein the content of the first and second substances,
R 51 、R 52 、R 53 、R 61 、R 62 and R 63 Each independently represents an alkyl or alkoxy group having 1 to 12 carbon atoms, an alkenyl or alkenyloxy group having 2 to 12 carbon atoms,
Wherein one or more H of said alkyl or alkoxy and said alkenyl or alkenyloxy may be substituted by F;
Z 2 、Z 3 and Z 4 Each independently represents a single bond, -COO-, -OCO-, -CH 2 O-、-OCH 2 -or-CH 2 CH 2 -；
Ring (C)
Ring (C)
Ring (C)
And ring
Each independently represent
8. The liquid crystal composition of claim 7, wherein the compound of formula iii-1 is selected from the group consisting of:
wherein the content of the first and second substances,
R 51 and R 61 Each independently represents an alkyl or alkoxy group having 1 to 7 carbon atoms, an alkenyl or alkenyloxy group having 2 to 7 carbon atoms.
9. The liquid crystal composition of claim 7, wherein the compound of formula iii-2 is selected from the group consisting of:
wherein the content of the first and second substances,
R 52 and R 62 Each independently represents an alkyl or alkoxy group having 1 to 7 carbon atoms, an alkenyl or alkenyloxy group having 2 to 7 carbon atoms.
10. The liquid crystal composition according to claim 7, wherein the compound of formula III-3 is selected from the group consisting of:
wherein, the first and the second end of the pipe are connected with each other,
R 53 and R 63 Each independently represents an alkyl or alkoxy group having 1 to 7 carbon atoms, an alkenyl or alkenyloxy group having 2 to 7 carbon atoms.
11. A liquid crystal display device comprising the liquid crystal composition of any one of claims 1 to 10.
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Address after: 2/F, Sino Japan Cooperation Innovation Park, No. 16 Zidan Road, Qinhuai District, Nanjing, Jiangsu Province, 210014 Patentee after: JIANGSU HECHENG DISPLAY TECHNOLOGY Co.,Ltd. Address before: 212212 East Side of Yangzhong Yangtze River Bridge, Zhenjiang City, Jiangsu Province Patentee before: JIANGSU HECHENG DISPLAY TECHNOLOGY Co.,Ltd. |