CN103205265A - Liquid crystal composition and liquid crystal display device - Google Patents

Liquid crystal composition and liquid crystal display device Download PDF

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CN103205265A
CN103205265A CN201310082451XA CN201310082451A CN103205265A CN 103205265 A CN103205265 A CN 103205265A CN 201310082451X A CN201310082451X A CN 201310082451XA CN 201310082451 A CN201310082451 A CN 201310082451A CN 103205265 A CN103205265 A CN 103205265A
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crystal composition
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gross weight
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CN103205265B (en
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韩文明
严加洁
胡娟
谭玉东
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Jiangsu Hecheng Display Technology Co Ltd
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Jiangsu Hecheng Display Technology Co Ltd
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Abstract

The invention provides a positive dielectric anisotropic liquid crystal composition and applications thereof. The liquid crystal composition comprises at least one compound of the general formular (I) as a first component and at least one compound of the general formular (II) as a second component. The content of the first component is not more than 30% of the total mass of the liquid crystal composition. The liquid crystal composition has low rotary viscosity and high response speed. Besides, the invention further provides a liquid crystal display with the liquid crystal composition.

Description

Liquid-crystal composition and display device thereof
Technical field
The present invention relates to a kind of liquid-crystal composition, particularly about a kind of liquid-crystal composition and application thereof with low rotary viscosity, fast response speed.
Background technology
Liquid crystal material is at a certain temperature, has not only had the flowability of liquid but also has had the mixture of anisotropic organic bar-shaped micromolecular compound of crystal.Liquid crystal material mainly is used as the dielectric medium in the indicating meter, and its reason is that the optical property of this class material can change by the voltage that applies.Classify by the liquid-crystal display mode, liquid-crystal composition can be divided into twisted nematic (TN type), super-twist nematic (STN type), film transistor type (TFT type), guest-host type (GH type), dynamic scattering mode types such as (DS types), and wherein modal display element is based on the Schadt-Helfrich effect and has the twisted nematic type structure.In addition, also have the liquid crystal cell for the electric field operation that is parallel to substrate and liquid crystal face, for example switch in the IPS(face) liquid crystal cell.
For liquid-crystal display, possess good chemistry and thermostability, suitable optical anisotropy, liquid crystalline cpd and the liquid crystal media of response speed and good stability to electric field and electromagnetic radiation meet current needs faster.In order to enlarge the working range of liquid-crystal display, liquid crystal display material needs that also wide nematic temperature range is arranged, and all can keep the good requirement that shows to satisfy in various environment.
For satisfying the processing requirement of liquid crystal display device, need liquid crystal material to have extensive and multiple performance perameter, and the liquid crystal material of practicality all is the mixed liquid crystal material at present, but the various performance parameters optimization of mixed liquid crystal material is contradiction, mutual restriction and influence each other each other, and there is certain difficulty in it aspect processing performance requirement satisfying.In EP0667555, EP0673986, DE19528106, DE19528107, the described liquid-crystal composition of WO962851, significant disadvantage is to have the long time of response.
Therefore, need have the novel liquid crystalline compositions of improving performance, and have the liquid-crystal composition of low rotary viscosity, fast time of response, particularly important for many type useds.
Summary of the invention
The objective of the invention is to by optimum combination and optimum ratio to various liquid-crystal compositions, a kind of liquid-crystal composition with low rotary viscosity, fast response speed is provided, and described liquid-crystal composition can not show the shortcoming of prior art material or at least only show above-mentioned shortcoming in significantly littler degree.
In order to finish the foregoing invention purpose, the invention provides a kind of positive dielectric anisotropy liquid crystal composition, comprising:
Compound as at least a general formula (I) of first component
Figure BDA00002919890000021
And
Compound as at least a general formula (II) of second component
Figure BDA00002919890000022
Wherein:
First components contents is no more than 30% of described liquid-crystal composition gross weight;
R 1, R 2Can be identical or different, be independently from each other by C 1～C 7Alkyl, C 1～C 7Alkoxyl group and C 2～C 7The group formed of thiazolinyl, wherein, described C 1～C 7Alkyl in one or more CH 2Can be independently of one another by O, S ,-CH=CH-,-C ≡ C-or-COO-replaces, and per two O or S are not connected with each other; As described R 2Be selected from described C 2～C 7Thiazolinyl the time, described C 2～C 7Thiazolinyl in one or more H can be replaced by F independently of one another;
Z be selected from by singly-bound ,-CH=CH-,-C ≡ C-,-O-,-COO-,-OCO-,-OCH 2-,-C 2H 4-,-CH 2O-,-OCF 2-and-CF 2The group that O-forms;
X is selected from by halogen, CN, C 1～C 7Alkyl and C 1～C 7The group formed of alkoxyl group, wherein, described C 1～C 7Alkyl and C 1～C 7Alkoxyl group in one or more H can be replaced by F independently of one another;
L 1, L 2Can be identical or different, be H or F independently of one another, wherein, described L 1, L 2In have one at least for F;
Figure BDA00002919890000023
Can be identical or different, be independently from each other by With
Figure BDA00002919890000025
The group of forming,
Figure BDA00002919890000026
Be selected from by The group of forming, wherein, described
Figure BDA00002919890000028
In one or more CH 2Can be replaced by O or S independently of one another, described
Figure BDA00002919890000029
In one or more H can be replaced by F independently of one another;
A, b can be identical or different, are 0 or 1 independently of one another.
In embodiments of the invention, preferably, the compound of described general formula (I) accounts for the 5%-25% of described liquid-crystal composition gross weight.
Described R 1, R 2Can be identical or different, be independently from each other by C 1～C 5Alkyl, C 1～C 5Alkoxyl group and C 2～C 5The group formed of thiazolinyl, wherein, described C 1～C 5Alkyl in one or more CH 2Can be independently of one another replaced by O or S, and per two O or S are not connected with each other; As described R 2Be selected from described C 2～C 5Thiazolinyl the time, described C 2～C 5Thiazolinyl in one or more H can be replaced by F independently of one another;
Described Z be selected from by singly-bound ,-COO-,-OCF 2-and-CF 2The group that O-forms;
Described X is selected from by F, CN, C 1～C 5Fluoro-alkyl and C 1～C 5The group formed of fluoroalkyl;
Described
Figure BDA000029198900000210
Can be identical or different, be independently from each other by
Figure BDA000029198900000211
Figure BDA00002919890000031
The group of forming, wherein, except above-mentioned definition, described
Figure BDA00002919890000032
Can also be
In embodiments of the invention, more preferably, the compound of described general formula (I) is selected from one or more the compound in the group that following compound forms;
Figure BDA00002919890000035
The compound of described general formula (II) is selected from the group of being made up of following compound one or more compound:
Figure BDA00002919890000036
Figure BDA00002919890000041
Figure BDA00002919890000051
Liquid-crystal composition provided by the invention can also comprise one or more compounds in the chemical combination that is selected from general molecular formula (III):
Figure BDA00002919890000052
Wherein:
R 3, R 4Can be identical or different, be independently from each other by C 1～C 7Alkyl, C 1～C 7Alkoxyl group and C 2～C 7The group formed of thiazolinyl, wherein, described C 1～C 7Alkyl in one or more CH 2Can be independently of one another by O, S or-OCF 2-replace, and per two O or S are not connected with each other; Wherein, except above-mentioned definition, described R 4Also can be and be-OCF 3
Figure BDA00002919890000053
Be independently from each other by The group of forming, wherein,
Figure BDA00002919890000055
In one or more CH 2Can be replaced by O or S independently of one another; When described For
Figure BDA00002919890000057
The time, described
Figure BDA00002919890000058
In one or more H can be replaced by F independently of one another;
C is 0 or 1.
In embodiments of the invention, preferably, described R 3, R 4Can be identical or different, be independently from each other by C 1～C 5Alkyl, C 1～C 5Alkoxyl group and C 2～C 5The group formed of thiazolinyl; Wherein, except above-mentioned definition, described R 4Also-OCF 3
In embodiments of the invention, more preferably, the compound of described general formula (III) is selected from one or more the compound in the group that following compound forms:
Figure BDA00002919890000061
Another aspect of the present invention provides the application of liquid-crystal composition of the present invention in making the electrooptics device.
Another aspect of the present invention provides the electrooptics liquid-crystal display that comprises liquid-crystal composition of the present invention.
The present invention is by carrying out combination experiment to above-claimed cpd, by with the comparison of reference examples, determined to comprise the liquid crystal media of above-mentioned liquid-crystal composition to have low rotary viscosity and short time of response.
In the present invention if no special instructions, described ratio is weight ratio, and all temperature are degree celsius temperature, and the box that the test of described response time data is selected for use is thick to be 7 μ m.
Embodiment
Below with reference to specific embodiments the present invention is described.Need to prove that the following examples are example of the present invention, only be used for illustrating the present invention, and be not used for limiting the present invention.Under the situation that does not depart from purport of the present invention or scope, can carry out the present invention and conceive interior other combination and various improvement.
Below the liquid-crystal display that adopts of each embodiment be the TN-TFT liquid crystal display, the thick d=7 μ of box m partly is made of polarizer (polaroid), electrode base board etc.This display equipment is normal white mode, and when namely not having voltage difference to put between the row and column electrode, the viewer observes the pixel color of white.Polarizer axes up and down on the substrate is 90 degrees to each other the angle.Space between two substrates is full of optical liquid crystal material.
For ease of expressing, below among each embodiment, the unit structure of liquid crystalline cpd is with the listed coded representation of table 1:
The unit structure code of table 1 liquid crystalline cpd
Figure BDA00002919890000081
Be example with following structure:
Figure BDA00002919890000082
This structure is with the coded representation in the table 1: then can be expressed as 3PTGQP3, and for example:
Figure BDA00002919890000083
Then can be expressed as nCPTPm, the n in the code represents the C atomicity of left end alkyl, and for example n is " 3 ", represents that namely this alkyl is-C 3H 7C in the code represents cyclohexyl; P in the code represents phenylene; T in the code represents alkynyl; M in the code represents the C atomicity of right-hand member alkyl, and for example m is " 1 ", represents that namely the alkyl of right-hand member is-CH 3
The code name of writing a Chinese character in simplified form of each test event is expressed as respectively among the embodiment:
Figure BDA00002919890000084
Each composition that in following embodiment, adopts, synthesize according to known method by the present inventor, as be described in the document (for example in classic, such as Houben-Weyl, Methoden der organischen Chemie (organic chemistry method), Georg-Thieme press, Stuttgart).These synthetic technologys are conventional, and resultant each liquid crystalline cpd meets electrical type compound standard after tested.About in starting raw material, introducing the method for target end group, ring structure and conjugated group, be documented in organic synthesis (Organic Syntheses, John Wiley﹠amp; Sons, Inc), organic reaction (Organic Reactions, John Wiley﹠amp; Sons, Inc), in the comprehensive organic synthesis (Comprehensive Organic Synthesis, Pergamon Press), new experimental chemistry lecture publications such as (ball are kind).Wherein, the preparation method of used indenes lopps compound is open in CN102477305A among the embodiment.The compound that relates among the embodiment is the known compound that routinizes, and its preparation method is well known to those skilled in the art.
According to the proportioning of each liquid-crystal composition of following examples regulations, preparation liquid-crystal composition.The preparation of described liquid-crystal composition is to carry out according to the ordinary method of this area, as take modes such as heating, ultrasonic wave, suspension according to the rules mixed make.
The liquid-crystal composition that provides in preparation and research the following example.The composition and its performance parameter test result that have shown each liquid-crystal composition below.
Reference examples 1
Be mixed with the reference examples liquid-crystal composition by each listed in the table 2 compound and weight percentage, it is filled in and carries out performance test between the liquid-crystal display two substrates, and test data is as shown in the table:
Table 2 liquid-crystal composition prescription and test performance thereof
Figure BDA00002919890000091
Embodiment 1
Be mixed with liquid-crystal composition of the present invention by each listed in the table 3 compound and weight percentage, it is filled in and carries out performance test between the liquid-crystal display two substrates, and test data is as shown in the table:
Table 3 liquid-crystal composition prescription and test performance thereof
Embodiment 2
Be mixed with liquid-crystal composition of the present invention by each listed in the table 4 compound and weight percentage, it is filled in and carries out performance test between the liquid-crystal display two substrates, and test data is as shown in the table:
Table 4 liquid-crystal composition prescription and test performance thereof
Figure BDA00002919890000111
Embodiment 1 compares with reference examples with 2 liquid-crystal composition, has suitable specific refractory power anisotropy and dielectric anisotropy, low rotary viscosity, and its advantage is response speed faster, good display effect is applicable in the display device.
Reference examples 2
Be mixed with reference examples 2 liquid-crystal compositions by each listed in the table 5 compound and weight percentage, it is filled in and carries out performance test between the liquid-crystal display two substrates, and test data is as shown in the table:
Table 5 liquid-crystal composition prescription and test performance thereof
Figure BDA00002919890000112
Embodiment 3
Be mixed with liquid-crystal composition of the present invention by each listed in the table 6 compound and weight percentage, it is filled in and carries out performance test between the liquid-crystal display two substrates, and test data is as shown in the table:
Table 6 liquid-crystal composition prescription and test performance thereof
Embodiment 4
Be mixed with liquid-crystal composition of the present invention by each listed in the table 7 compound and weight percentage, it is filled in and carries out performance test between the liquid-crystal display two substrates, and test data is as shown in the table:
Table 7 liquid-crystal composition prescription and test performance thereof
Figure BDA00002919890000131
Embodiment 3 and 4 liquid-crystal composition and reference examples 2(PLSCONFM are confirmed) compare, have suitable specific refractory power anisotropy and dielectric anisotropy, low rotary viscosity, its advantage is response speed faster, and good display effect is applicable in the display device.

Claims (10)

1. positive dielectric anisotropy liquid crystal composition comprises:
Compound as at least a general formula (I) of first component
Figure FDA00002919889900011
And
Compound as at least a general formula (II) of second component
Figure FDA00002919889900012
Wherein:
First components contents is no more than 30% of described liquid-crystal composition gross weight;
R 1, R 2Can be identical or different, be independently from each other by C 1～C 7Alkyl, C 1～C 7Alkoxyl group and C 2～C 7The group formed of thiazolinyl, wherein, described C 1～C 7Alkyl in one or more CH 2Can be independently of one another by O, S ,-CH=CH-,-C ≡ C-or-COO-replaces, and per two O or S are not connected with each other; As described R 2Be selected from described C 2～C 7Thiazolinyl the time, described C 2～C 7Thiazolinyl in one or more H can be replaced by F independently of one another;
Z be selected from by singly-bound ,-CH=CH-,-C ≡ C-,-O-,-COO-,-OCO-,-OCH 2-,-C 2H 4-,-CH 2O-,-OCF 2-and-CF 2The group that O-forms;
X is selected from by halogen, CN, C 1～C 7Alkyl and C 1～C 7The group formed of alkoxyl group, wherein, described C 1～C 7Alkyl and C 1～C 7Alkoxyl group in one or more H can be replaced by F independently of one another;
L 1, L 2Can be identical or different, be H or F independently of one another, wherein, described L 1, L 2In have one at least for F;
Figure FDA00002919889900013
Can be identical or different, be independently from each other by
Figure FDA00002919889900014
The group of forming,
Figure FDA00002919889900016
Be selected from by
Figure FDA00002919889900017
The group of forming, wherein,
Figure FDA00002919889900018
In one or more CH 2Can be replaced by O or S independently of one another,
Figure FDA00002919889900019
In one or more H can be replaced by F independently of one another;
A, b can be identical or different, are 0 or 1 independently of one another.
2. liquid-crystal composition according to claim 1 is characterized in that, the compound of described general formula (I) accounts for the 5%-25% of described liquid-crystal composition gross weight.
3. liquid-crystal composition according to claim 1 is characterized in that, described R 1, R 2Can be identical or different, be independently from each other by C 1～C 5Alkyl and C 2～C 5The group formed of thiazolinyl, wherein, described C 1～C 5Alkyl in one or more CH 2Can be independently of one another replaced by O or S, and per two O or S are not connected with each other; As described R 2Be selected from described C 2～C 5Thiazolinyl the time, described C 2～C 5Thiazolinyl in one or more H can be replaced by F independently of one another;
Described Z be selected from by singly-bound ,-COO-,-OCF 2-and-CF 2The group that O-forms;
Described X is selected from by F, CN, C 1～C 5Fluoro-alkyl and C 1～C 5The group formed of fluoroalkyl;
Described
Figure FDA00002919889900021
Can be identical or different, be independently from each other by
Figure FDA00002919889900022
Figure FDA00002919889900023
The group of forming; Wherein, except above-mentioned definition, described
Figure FDA00002919889900024
Can also be
Figure FDA00002919889900026
4. liquid-crystal composition according to claim 3 is characterized in that, the compound of described general formula (I) is selected from one or more the compound in the group that following compound forms;
The compound of described general formula (II) is selected from the group of being made up of following compound one or more compound:
Figure FDA00002919889900031
5. liquid-crystal composition according to claim 1 is characterized in that, described liquid-crystal composition can also comprise one or more compounds in the compound that is selected from general molecular formula (III):
Figure FDA00002919889900042
Wherein:
R 3, R 4Can be identical or different, be independently from each other by C 1～C 7Alkyl, C 1～C 7Alkoxyl group and C 2～C 7The group formed of thiazolinyl, wherein, described C 1～C 7Alkyl in one or more CH 2Can be independently of one another replaced by O or S, and per two O or S are not connected with each other; Wherein, except above-mentioned definition, described R 4Can also be-OCF 3
Figure FDA00002919889900043
Be independently from each other by
Figure FDA00002919889900044
The group of forming; Wherein,
Figure FDA00002919889900045
In one or more CH 2Can be replaced by O or S independently of one another; When described
Figure FDA00002919889900046
For The time, described
Figure FDA00002919889900048
In one or more H can be replaced by F independently of one another;
C is 0 or 1.
6. liquid-crystal composition according to claim 5 is characterized in that, described R 3, R 4Can be identical or different, be independently from each other by C 1～C 5Alkyl, C 1～C 5Alkoxyl group and C 2～C 5The group formed of thiazolinyl; Wherein, except above-mentioned definition, described R 4Can also be-OCF 3
7. liquid-crystal composition according to claim 6 is characterized in that, the compound of described general formula (III) is selected from one or more the compound in the group that following compound forms;
8. according to each the described liquid-crystal composition in the claim 4 to 7, it is characterized in that described liquid-crystal composition comprises:
Account for the compound III-6 of described liquid-crystal composition gross weight 10%;
Account for the chemical compounds I-1 of described liquid-crystal composition gross weight 6%;
Account for the chemical compounds I-3 of described liquid-crystal composition gross weight 6%;
Account for the compound III-12 of described liquid-crystal composition gross weight 38%;
Account for the compound III-13 of described liquid-crystal composition gross weight 4%;
Account for the compound I I-3 of described liquid-crystal composition gross weight 4%;
Account for the compound III-14 of described liquid-crystal composition gross weight 7%;
Account for the compound III-17 of described liquid-crystal composition gross weight 7%;
Account for the compound III-9 of described liquid-crystal composition gross weight 5%;
Account for the compound I I-18 of described liquid-crystal composition gross weight 5%;
Account for the compound I I-20 of described liquid-crystal composition gross weight 4%; And
Account for the compound I I-21 of described liquid-crystal composition gross weight 4%,
Perhaps, described liquid-crystal composition comprises:
Account for the compound III-6 of described liquid-crystal composition gross weight 10%;
Account for the chemical compounds I-1 of described liquid-crystal composition gross weight 6%;
Account for the chemical compounds I-9 of described liquid-crystal composition gross weight 6%;
Account for the compound III-12 of described liquid-crystal composition gross weight 38%;
Account for the compound III-13 of described liquid-crystal composition gross weight 4%;
Account for the compound I I-3 of described liquid-crystal composition gross weight 4%;
Account for the compound III-14 of described liquid-crystal composition gross weight 7%;
Account for the compound III-17 of described liquid-crystal composition gross weight 7%;
Account for the compound III-9 of described liquid-crystal composition gross weight 5%;
Account for the compound I I-18 of described liquid-crystal composition gross weight 5%;
Account for the compound I I-20 of described liquid-crystal composition gross weight 4%; And
Account for the compound I I-21 of described liquid-crystal composition gross weight 4%,
Perhaps, described liquid-crystal composition comprises:
Account for the compound III-1 of described liquid-crystal composition gross weight 8%;
Account for the chemical compounds I-1 of described liquid-crystal composition gross weight 5%;
Account for the chemical compounds I-3 of described liquid-crystal composition gross weight 5%;
Account for the compound III-12 of described liquid-crystal composition gross weight 37%;
Account for the compound III-13 of described liquid-crystal composition gross weight 6%;
Account for the compound I I-12 of described liquid-crystal composition gross weight 3%;
Account for the compound III-14 of described liquid-crystal composition gross weight 7%;
Account for the compound III-17 of described liquid-crystal composition gross weight 7%;
Account for the compound I I-6 of described liquid-crystal composition gross weight 6%;
Account for the compound I I-9 of described liquid-crystal composition gross weight 8%;
Account for the compound I I-14 of described liquid-crystal composition gross weight 4%; And
Account for the compound I I-15 of described liquid-crystal composition gross weight 4%,
Perhaps, described liquid-crystal composition comprises:
Account for the compound III-1 of described liquid-crystal composition gross weight 8%;
Account for the chemical compounds I-1 of described liquid-crystal composition gross weight 5%;
Account for the chemical compounds I-9 of described liquid-crystal composition gross weight 5%;
Account for the compound III-12 of described liquid-crystal composition gross weight 37%;
Account for the compound III-13 of described liquid-crystal composition gross weight 6%;
Account for the compound I I-12 of described liquid-crystal composition gross weight 3%;
Account for the compound III-14 of described liquid-crystal composition gross weight 7%;
Account for the compound III-17 of described liquid-crystal composition gross weight 7%;
Account for the compound I I-6 of described liquid-crystal composition gross weight 6%;
Account for the compound I I-9 of described liquid-crystal composition gross weight 8%;
Account for the compound I I-14 of described liquid-crystal composition gross weight 4%; And
Account for the compound I I-15 of described liquid-crystal composition gross weight 4%.
9. according to the application of each the described liquid-crystal composition in the claim 1～8 in making the electrooptics device.
10. electrooptics liquid-crystal display, described liquid-crystal display comprises each the described liquid-crystal composition in the claim 1～8.
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CN103409146A (en) * 2013-04-01 2013-11-27 石家庄诚志永华显示材料有限公司 Liquid crystal composition for active matrix driven liquid crystal display
CN104371746A (en) * 2013-08-16 2015-02-25 江苏和成显示科技股份有限公司 Liquid crystal composition and liquid crystal display device
CN104513140A (en) * 2013-09-30 2015-04-15 江苏和成新材料有限公司 Liquid crystal compound containing terminal difluoroethylene group, preparation method and application thereof
CN104513129A (en) * 2013-09-30 2015-04-15 江苏和成新材料有限公司 Intermediate for preparing liquid crystal compound containing terminal difluoroethylene group and preparation method of the intermediate
CN104662125A (en) * 2015-01-23 2015-05-27 北京欣奕华科技有限公司 Liquid crystal compound, preparing method thereof, liquid crystal composition and liquid crystal panel

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CN103409146A (en) * 2013-04-01 2013-11-27 石家庄诚志永华显示材料有限公司 Liquid crystal composition for active matrix driven liquid crystal display
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CN104371746B (en) * 2013-08-16 2016-05-25 江苏和成显示科技股份有限公司 Liquid-crystal composition and liquid crystal display device
CN104513140A (en) * 2013-09-30 2015-04-15 江苏和成新材料有限公司 Liquid crystal compound containing terminal difluoroethylene group, preparation method and application thereof
CN104513129A (en) * 2013-09-30 2015-04-15 江苏和成新材料有限公司 Intermediate for preparing liquid crystal compound containing terminal difluoroethylene group and preparation method of the intermediate
CN104513140B (en) * 2013-09-30 2016-04-13 江苏和成新材料有限公司 Contain the liquid crystalline cpd and preparation method and application of holding position difluoroethylene group
CN104513129B (en) * 2013-09-30 2016-06-08 江苏和成新材料有限公司 Preparation is containing the intermediate and the preparation method that hold position two vinyl fluoride group liquid crystalline cpd
CN104662125A (en) * 2015-01-23 2015-05-27 北京欣奕华科技有限公司 Liquid crystal compound, preparing method thereof, liquid crystal composition and liquid crystal panel

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