CN105295950A - Liquid crystal medium containing light absorbing agent and triphenyl series liquid crystal compounds - Google Patents

Liquid crystal medium containing light absorbing agent and triphenyl series liquid crystal compounds Download PDF

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CN105295950A
CN105295950A CN201510637995.7A CN201510637995A CN105295950A CN 105295950 A CN105295950 A CN 105295950A CN 201510637995 A CN201510637995 A CN 201510637995A CN 105295950 A CN105295950 A CN 105295950A
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ch
carbonatoms
straight
liquid crystal
cf
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CN201510637995.7A
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乔云霞
丰景义
徐凯
李锐
陈雪娇
崔青
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石家庄诚志永华显示材料有限公司
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Abstract

The invention discloses a liquid crystal medium containing light absorbing agent and triphenyl series liquid crystal compounds. The liquid crystal medium comprises a component A and a light absorbing agent component E, wherein the component A consists of one or multiple types of liquid crystal compounds shown in formula I; the light absorbing agent component E consists of one or multiple types of compounds shown in formula VII. The liquid crystal medium has the advantages that the positive dielectric anisotropy is larger, the refraction anisotropy is higher, and the light stability is better.

Description

A kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal

Technical field

The present invention relates to liquid crystal material field, especially a kind of liquid crystal media, particularly a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal.

Background technology

Liquid-crystal display develops into today, liquid-crystal display by purposes divide with TV be representative dynamic image display, take terminal as the information displaying of representative, take mobile phone as the portable display of representative, the realization of these purposes, represents the progress of liquid-crystal display the most significantly, and the requirement that simultaneously also represent technique of display effect is more and more higher, enter the technique of display constantly progress such as 21 century various wide viewing angle, high-speed response, high resolving power, this also requires the constantly progress of liquid crystal material technology.From current liquid crystal applications in the market requirement of television panels, forward is slim, low power consumption, high picture quality, this also requires that liquid crystal quality improves constantly further, high resistivity, high electric charge conservation rate, and liquid crystal panel is through to power up for a long time and certain high temperature, liquid crystal Q factor resistivity, electric charge conservation rate etc. can not deteriorations under illumination condition.

Liquid crystal display device is divided into following modes according to display mode: twisted nematic (TN) pattern, super-twist nematic (STN) pattern, plane modes (IPS), vertical orientation (VA) pattern.No matter which kind of display format all needs liquid-crystal composition to have following characteristic.

(1) chemistry, physical properties is stablized.

(2) viscosity is low.

(3) there is suitable △ ε.

(4) suitable index of refraction △ n.

(5) good with the intermiscibility of other liquid crystalline cpds

As liquid crystal material, need to have good chemistry and thermostability and the stability to electric field and electromagnetic radiation.In indicating meter making technology, liquid crystal can be made to stand the severe condition such as uv irradiating, high temperature, this can produce certain destruction to liquid crystal, in liquid crystal, produce free radical cause free chain reaction, cause liquid crystal quality variation, making to produce image retention etc. in procedure for displaying shows bad, therefore need exploitation one stay-in-grade high-quality liquid crystal under high-energy uv irradiating, thus it is bad to reduce display.

Summary of the invention

The technical issues that need to address of the present invention are to provide a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal, overcome the shortcoming of available liquid crystal medium heat poor stability, make it be applicable in liquid-crystal display.

For solving the problems of the technologies described above, the technical solution adopted in the present invention is:

Contain a liquid crystal media for optical absorbing agent and terphenyl compound liquid crystal, described liquid crystal media comprises the component A of the liquid crystalline cpd composition shown in one or more formula I, also comprises the optical absorbing agent component E of one or more compounds compositions shown in general formula VII,

Wherein,

R 1be selected from H, unbranched alkoxy that straight chained alkyl that cyclopropyl, cyclobutyl, cyclopentyl, carbonatoms are 1 ~ 10, carbonatoms are 1 ~ 10, carbonatoms be 2 ~ 10 straight-chain alkenyl or carbonatoms be any one in 3 ~ 8 straight alkenyloxies;

R 10being selected from carbonatoms is any one in the unbranched alkoxy of 1 ~ 5;

Z 1be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;

Y 1, Y 2, Y 3, Y 4, Y 5, Y 6be selected from H, F any one;

X 1be selected from F, Cl, cycloalkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 3 ~ 6, carbonatoms be 1 ~ 6 halogenated straight alkyl, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;

be selected from singly-bound, in any one;

A is wherein arbitrary numerical value of 0,1,2.

The further improvement of technical solution of the present invention is: described liquid crystal media also comprises the B component of one or more liquid crystalline cpd compositions shown in general formula II,

Wherein,

R 2, R 3can be identical or different, be separately selected from H, unbranched alkoxy that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, carbonatoms be 2 ~ 6 straight-chain alkenyl or carbonatoms be the wherein a kind of of 3 ~ 6 straight alkenyloxies.

The further improvement of technical solution of the present invention is: described liquid crystal media also comprises the component C of one or more general formula III and/or general formulae IV and/or the composition of the liquid crystalline cpd shown in general formula V,

Wherein,

R 4, R 5, R 6, R 7, R 8be selected from following 1., 2. shown in any one in group,

1. H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,

2. one or more hydrogen of above-mentioned 1. middle group replaced by fluorine rear formed group;

Z 2, Z 3, Z 4be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;

Y 7, Y 8be selected from H, F any one;

X 2be selected from F, Cl, halogenated straight alkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;

be selected from singly-bound, in any one;

B, c, d, e are wherein arbitrary numerical value of 0,1,2,3.

The further improvement of technical solution of the present invention is: described liquid crystal media also comprises the component D of one or more liquid crystalline cpd compositions shown in general formula VI,

Wherein,

R 9be selected from following any one (1), (2), (3) in group,

(1) H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,

(2) one or more hydrogen of above-mentioned (1) middle group replaced by fluorine rear formed group;

(3) cyclopentyl, cyclobutyl, cyclopropyl;

Z 5be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;

Y 9, Y 10be selected from H, F any one;

X 3be selected from F, Cl, halogenated straight alkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;

be selected from singly-bound, in any one;

F, g are wherein arbitrary numerical value of 0,1,2,3, and f+g≤5.

The further improvement of technical solution of the present invention is: in described liquid-crystal composition, the weight percentage of component A is 1 ~ 50%, the weight percentage of B component is 1 ~ 65%, the weight percentage of component C is 1 ~ 80%, the weight percentage of component D is 1 ~ 80%, the weight percentage sum of described component A, B component, component C, component D is 100%, and in described liquid-crystal composition, the content of optical absorbing agent component E is 5 ~ 1000ppm.

The further improvement of technical solution of the present invention is: the liquid crystalline cpd shown in described formula I is specially the compound shown in following formula I-A ~ formula I-D,

Wherein,

R 1' be selected from H, unbranched alkoxy that straight chained alkyl that carbonatoms is 1 ~ 10, carbonatoms are 1 ~ 10, carbonatoms be 2 ~ 10 straight-chain alkenyl or carbonatoms be the wherein a kind of of 3 ~ 8 straight alkenyloxies;

Z 1be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;

be selected from singly-bound, in any one;

Y 1, Y 2, Y 3, Y 4, Y 5, Y 6be selected from H, F any one;

X 1be selected from F, Cl, cycloalkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 3 ~ 6, carbonatoms be 1 ~ 6 halogenated straight alkyl, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;

A is wherein arbitrary numerical value of 0,1,2.

The further improvement of technical solution of the present invention is: the liquid crystalline cpd shown in described formula I is specially the compound shown in following formula I-A-1 ~ formula I-D-8,

Wherein,

R 1' be selected from H, unbranched alkoxy that straight chained alkyl that carbonatoms is 1 ~ 10, carbonatoms are 1 ~ 10, carbonatoms be 2 ~ 10 straight-chain alkenyl or carbonatoms be any one in 3 ~ 8 straight alkenyloxies;

Z 1be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one.

The further improvement of technical solution of the present invention is: the liquid crystalline cpd shown in described general formula VII is specially the compound shown in following formula VII-1 ~ formula VII-4,

The further improvement of technical solution of the present invention is: the liquid crystalline cpd shown in described general formula II is specially the compound shown in following formula II-1 ~ formula II-2,

Wherein,

R 2be selected from H, unbranched alkoxy that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, carbonatoms be 2 ~ 6 straight-chain alkenyl or carbonatoms be the wherein a kind of of 3 ~ 6 straight alkenyloxies.

The further improvement of technical solution of the present invention is: the liquid crystalline cpd shown in described general formula III is specially the compound shown in following formula III-1 ~ formula III-6,

Liquid crystalline cpd shown in described general formulae IV is specially the compound shown in following formula IV-1 ~ formula IV-5,

Liquid crystalline cpd shown in described general formula V is specially the compound shown in following formula V-1 ~ formula V-9,

Wherein,

R 4, R 5, R 6, R 7, R 8be selected from following 1., 2. shown in any one in group,

1. H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,

2. one or more hydrogen of above-mentioned 1. middle group replaced by fluorine rear formed group.

The further improvement of technical solution of the present invention is: the liquid crystalline cpd shown in described general formula VI is specially the compound shown in following formula VI-1 ~ formula VI-15,

Wherein,

R 9' be selected from following any one (1), (2) in group,

(1) H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,

(2) one or more hydrogen of above-mentioned (1) middle group replaced by fluorine rear formed group;

Z 5be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one.

The invention also discloses above-mentioned a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal, the application in liquid crystal display device and liquid-crystal display.

The invention also discloses a kind of electrooptics liquid-crystal display, in indicating meter, comprise above-mentioned a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal.

The present invention relates to above-mentioned liquid crystal media and comprise the liquid-crystal display of these liquid crystal medias, particularly by the indicating meter of active array addressing, and TN pattern under this type of drive and IPS pattern.Also relate to the indicating meter driven by other known way simultaneously.

Owing to have employed technique scheme, the technical progress that the present invention obtains is:

The object of this invention is to provide a kind of liquid crystal media and the application of liquid crystal media in liquid-crystal display that contain light absorber.This liquid crystal media has larger positive dielectric anisotropic, there is high refractive anisotrop, there is more excellent light stability, liquid crystal media excellent performance provided by the invention, there is high refractive anisotrop, very high electric charge conservation rate, can maintain high electric charge conservation rate, reduce power consumption etc., have response speed quickly.

Liquid crystal molecule is organic compound, liquid crystal molecule is made up of main body framework, link group, end group, side-chain radical, containing phenyl ring, hexamethylene ring, thiazolinyl, ester group, alkynyl etc. in this group, compound is present low energy steady state usually, but the ultraviolet of nearly all wavelength and visible ray (700nm ~ 200nm) can excite organic compound to form excited state, free radical, benzene, thiazolinyl, alkynyl, ether are photoactive substance, in photochemical reaction, under the exciting of light, generate the free radical that energy is different, and then become key to form different products.In order to avoid producing this type of photochemical reaction, the invention provides a kind of hindered phenolic antioxidants, the free radical formed for stoping this type of photochemical reaction.

The Nematic phase liquid crystal composition excellent performance obtained by above technical scheme, and liquid crystal compound still can show high electric charge conservation rate after illumination.

Liquid-crystal composition of the present invention; may be used for Active Matrix Display; preferably by the matrix addressing of thin film transistor (TFT); be specially adapted to the active matrix TN-TFT manufacturing response fast; IPS-TFT liquid crystal display device and liquid-crystal display, also belong to protection scope of the present invention.

Embodiment

The invention discloses a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal, liquid crystal media comprises the component A of the liquid crystalline cpd composition shown in one or more formula I, also comprise the optical absorbing agent component E of one or more compound compositions shown in general formula VII

Wherein,

R 1be selected from H, unbranched alkoxy that straight chained alkyl that cyclopropyl, cyclobutyl, cyclopentyl, carbonatoms are 1 ~ 10, carbonatoms are 1 ~ 10, carbonatoms be 2 ~ 10 straight-chain alkenyl or carbonatoms be any one in 3 ~ 8 straight alkenyloxies;

R 10being selected from carbonatoms is any one in the unbranched alkoxy of 1 ~ 5;

Z 1be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;

Y 1, Y 2, Y 3, Y 4, Y 5, Y 6be selected from H, F any one;

X 1be selected from F, Cl, cycloalkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 3 ~ 6, carbonatoms be 1 ~ 6 halogenated straight alkyl, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;

be selected from singly-bound, in any one;

A is wherein arbitrary numerical value of 0,1,2.

Liquid crystal media disclosed by the invention also comprises the B component of one or more liquid crystalline cpd compositions shown in general formula II,

Wherein,

R 2, R 3can be identical or different, be separately selected from H, unbranched alkoxy that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, carbonatoms be 2 ~ 6 straight-chain alkenyl or carbonatoms be the wherein a kind of of 3 ~ 6 straight alkenyloxies.

Liquid crystal media disclosed by the invention also comprises the component C of one or more general formula III and/or general formulae IV and/or the composition of the liquid crystalline cpd shown in general formula V,

Wherein,

R 4, R 5, R 6, R 7, R 8be selected from following 1., 2. shown in any one in group,

1. H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,

2. one or more hydrogen of above-mentioned 1. middle group replaced by fluorine rear formed group;

Z 2, Z 3, Z 4be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;

Y 7, Y 8be selected from H, F any one;

X 2be selected from F, Cl, halogenated straight alkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;

be selected from singly-bound, in any one;

B, c, d, e are wherein arbitrary numerical value of 0,1,2,3.

Liquid crystal media disclosed by the invention also comprises the component D of one or more liquid crystalline cpd compositions shown in general formula VI,

Wherein,

R 9be selected from following any one (1), (2), (3) in group,

(1) H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,

(2) one or more hydrogen of above-mentioned (1) middle group replaced by fluorine rear formed group;

(3) cyclopentyl, cyclobutyl, cyclopropyl;

Z 5be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;

Y 9, Y 10be selected from H, F any one;

X 3be selected from F, Cl, halogenated straight alkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;

be selected from singly-bound, in any one;

F, g are wherein arbitrary numerical value of 0,1,2,3, and f+g≤5.

In liquid-crystal composition disclosed by the invention, the weight percentage of component A is 1 ~ 50%, the weight percentage of B component is 1 ~ 65%, the weight percentage of component C is 1 ~ 80%, the weight percentage of component D is 1 ~ 80%, and the weight percentage sum of described component A, B component, component C, component D is 100%.

Preferably, the weight percentage of component A is 1 ~ 50%, the weight percentage of B component be 10 ~ 65%, component C weight percentage be 5 ~ 60%, component D weight percentage be 5 ~ 60%.

More preferably, the weight percentage of component A is 5 ~ 35%, the weight percentage of B component be 5 ~ 50%, component C weight percentage be 5 ~ 55%, component D weight percentage be 5 ~ 55%.

In liquid-crystal composition disclosed by the invention, the content of component E is 5 ~ 1000ppm.

Preferably, the content of component E is 10 ~ 500ppm.More preferably, the content of component E is 50 ~ 200ppm.

Liquid-crystal composition of the present invention can adopt ordinary method the mixing of two or more liquid crystalline cpds to be produced, as at high temperature mixed different components and method soluble in one another preparation, wherein, liquid-crystal composition to be dissolved in the solvent for this compound and to mix, then under reduced pressure distilling out this solvent; Or liquid-crystal composition of the present invention can preparation method conveniently be prepared.

Below in conjunction with specific embodiment, the present invention is further elaborated, but the following examples are example of the present invention, and the present invention is not limited to following examples.When not departing from purport of the present invention or scope, by can also by adjustment to each component concentration in liquid-crystal composition of the present invention, revise or improve out and there is different threshold value, clearing point, the liquid crystal compound of birefringent characteristic, this it will be apparent to those skilled in the art that.Described method is ordinary method if no special instructions.Described material all can obtain from open commercial sources if no special instructions.

Each composition adopted below in an example, all can be synthesized by known method, or be obtained by commercial sources.These synthetic technologys are conventional, and each liquid crystalline cpd obtained meets electrical type compound standard after tested.

According to the proportioning of each liquid-crystal composition of following examples regulation, prepare liquid-crystal composition.The preparation of described liquid-crystal composition carries out according to the ordinary method of this area, and as taked heating, ultrasonic wave, ratio mixing is obtained according to the rules for the modes such as suspension.

Prepare and study the liquid-crystal composition provided in the following example.Show composition and its performance parameter test result of each liquid-crystal composition below.

The concrete meaning of the symbol in embodiment and test condition as follows:

△ n is optical anisotropy, and no is the specific refractory power of ordinary light, and ne is the specific refractory power of extraordinary ray, and test condition is, 589nm wavelength, 25 DEG C

VHR: voltage retention (%), test condition is 20 ± 2 DEG C, voltage is ± 5V, pulse width is 10ms, voltage hold-time 16.7ms.Testing apparatus is TOYOModel6254 liquid crystal property comprehensive tester.When the contaminated degree of liquid crystal is higher, the ion wherein contained is more, and make liquid crystal more easy conductive, VHR is lower, therefore uses voltage retention to characterize liquid crystal pollution degree.By the initial VHR of comparative liquid crystal and after UV energy 10000MJ liquid crystal VHR characterize liquid crystal by the destruction situation of ultraviolet.After UV, VHR is lower, illustrates that liquid crystal destroys more serious by ultraviolet.

Embodiment 1

Embodiment 2

Embodiment 3

Embodiment 4

Embodiment 5

Comparative example 1 (D1)

Be mixed with liquid crystal media of the present invention according to above-mentioned listed each compound monomer structural formula and weight percentage, it is filled between liquid-crystal display two substrates and carries out performance test, and test data is as shown in the table:

The performance test data table of liquid crystal media in embodiment 1 ~ 5 and comparative example 1

Above five embodiments, all have the dielectric anisotropy that absolute value is wider, wider clearing point, good low-temperature stability, are applicable to the active matrix driving of wider voltage driven and the display format of passive drive.

Although, above with a general description of the specific embodiments to invention has been detailed description, but they are typical examples of the present invention, on basis of the present invention, can make some amendments to it and improve, this will be apparent to those skilled in the art.Therefore, the present invention has above-mentioned explanation and limits, these modifications or improvements without departing from theon the basis of the spirit of the present invention, all belongs to the scope of protection of present invention.

Claims (12)

1. one kind contains the liquid crystal media of optical absorbing agent and terphenyl compound liquid crystal, it is characterized in that: described liquid crystal media comprises the component A of the liquid crystalline cpd composition shown in one or more formula I, also comprise the optical absorbing agent component E of one or more compound compositions shown in general formula VII
Wherein,
R 1be selected from H, unbranched alkoxy that straight chained alkyl that cyclopropyl, cyclobutyl, cyclopentyl, carbonatoms are 1 ~ 10, carbonatoms are 1 ~ 10, carbonatoms be 2 ~ 10 straight-chain alkenyl or carbonatoms be any one in 3 ~ 8 straight alkenyloxies;
R 10being selected from carbonatoms is any one in the unbranched alkoxy of 1 ~ 5;
Z 1be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;
Y 1, Y 2, Y 3, Y 4, Y 5, Y 6be selected from H, F any one;
X 1be selected from F, Cl, cycloalkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 3 ~ 6, carbonatoms be 1 ~ 6 halogenated straight alkyl, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;
be selected from singly-bound, in any one;
A is wherein arbitrary numerical value of 0,1,2.
2. a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal according to claim 1, is characterized in that: described liquid crystal media also comprises the B component of one or more liquid crystalline cpds compositions shown in general formula II,
Wherein,
R 2, R 3can be identical or different, be separately selected from H, unbranched alkoxy that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, carbonatoms be 2 ~ 6 straight-chain alkenyl or carbonatoms be the wherein a kind of of 3 ~ 6 straight alkenyloxies.
3. a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal according to claim 2, it is characterized in that: described liquid crystal media also comprises the component C of one or more general formula III and/or general formulae IV and/or the composition of the liquid crystalline cpd shown in general formula V
Wherein,
R 4, R 5, R 6, R 7, R 8be selected from following 1., 2. shown in any one in group,
1. H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,
2. one or more hydrogen of above-mentioned 1. middle group replaced by fluorine rear formed group;
Z 2, Z 3, Z 4be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;
Y 7, Y 8be selected from H, F any one;
X 2be selected from F, Cl, halogenated straight alkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;
be selected from singly-bound, in any one;
B, c, d, e are wherein arbitrary numerical value of 0,1,2,3.
4. a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal according to claim 3, is characterized in that: described liquid crystal media also comprises the component D of one or more liquid crystalline cpds compositions shown in general formula VI,
Wherein,
R 9be selected from following any one (1), (2), (3) in group,
(1) H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,
(2) one or more hydrogen of above-mentioned (1) middle group replaced by fluorine rear formed group;
(3) cyclopentyl, cyclobutyl, cyclopropyl;
Z 5be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;
Y 9, Y 10be selected from H, F any one;
X 3be selected from F, Cl, halogenated straight alkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;
be selected from singly-bound, in any one;
F, g are wherein arbitrary numerical value of 0,1,2,3, and f+g≤5.
5. a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal according to claim 4, it is characterized in that: in described liquid-crystal composition, the weight percentage of component A is 1 ~ 50%, the weight percentage of B component is 1 ~ 65%, the weight percentage of component C is 1 ~ 80%, the weight percentage of component D is 1 ~ 80%, the weight percentage sum of described component A, B component, component C, component D is 100%, and in described liquid-crystal composition, the content of optical absorbing agent component E is 5 ~ 1000ppm.
6. a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal according to claim 1, is characterized in that: the liquid crystalline cpd shown in described formula I is specially the compound shown in following formula I-A ~ formula I-D,
Wherein,
R 1' be selected from H, unbranched alkoxy that straight chained alkyl that carbonatoms is 1 ~ 10, carbonatoms are 1 ~ 10, carbonatoms be 2 ~ 10 straight-chain alkenyl or carbonatoms be the wherein a kind of of 3 ~ 8 straight alkenyloxies;
Z 1be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one;
be selected from singly-bound, in any one;
Y 1, Y 2, Y 3, Y 4, Y 5, Y 6be selected from H, F any one;
X 1be selected from F, Cl, cycloalkyl that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 3 ~ 6, carbonatoms be 1 ~ 6 halogenated straight alkyl, any one in the halogenated straight alkene oxygen base of the halogenated straight alkylene of carbonatoms 2 ~ 6, the halogenated straight alkoxyl group of carbonatoms 1 ~ 6 or carbonatoms 2 ~ 6;
A is wherein arbitrary numerical value of 0,1,2.
7. a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal according to claim 6, is characterized in that: the liquid crystalline cpd shown in described formula I is specially the compound shown in following formula I-A-1 ~ formula I-D-8,
Wherein,
R 1' be selected from H, unbranched alkoxy that straight chained alkyl that carbonatoms is 1 ~ 10, carbonatoms are 1 ~ 10, carbonatoms be 2 ~ 10 straight-chain alkenyl or carbonatoms be any one in 3 ~ 8 straight alkenyloxies;
Z 1be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one.
8. a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal according to claim 1, is characterized in that: the liquid crystalline cpd shown in described general formula VII is specially the compound shown in following formula VII-1 ~ formula VII-4,
9. a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal according to claim 2, is characterized in that: the liquid crystalline cpd shown in described general formula II is specially the compound shown in following formula II-1 ~ formula II-2,
Wherein,
R 2be selected from H, unbranched alkoxy that straight chained alkyl that carbonatoms is 1 ~ 6, carbonatoms are 1 ~ 6, carbonatoms be 2 ~ 6 straight-chain alkenyl or carbonatoms be the wherein a kind of of 3 ~ 6 straight alkenyloxies.
10. a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal according to claim 3, is characterized in that: the liquid crystalline cpd shown in described general formula III is specially the compound shown in following formula III-1 ~ formula III-6,
Liquid crystalline cpd shown in described general formulae IV is specially the compound shown in following formula IV-1 ~ formula IV-5,
Liquid crystalline cpd shown in described general formula V is specially the compound shown in following formula V-1 ~ formula V-9,
Wherein,
R 4, R 5, R 6, R 7, R 8be selected from following 1., 2. shown in any one in group,
1. H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,
2. one or more hydrogen of above-mentioned 1. middle group replaced by fluorine rear formed group.
11. a kind of liquid crystal medias containing optical absorbing agent and terphenyl compound liquid crystal according to claim 4, is characterized in that: the liquid crystalline cpd shown in described general formula VI is specially the compound shown in following formula VI-1 ~ formula VI-15,
Wherein,
R 9' be selected from following any one (1), (2) in group,
(1) H, the carbonatoms straight chained alkyl that is 1 ~ 6, the carbonatoms unbranched alkoxy that is 1 ~ 6, the carbonatoms straight-chain alkenyl that is 2 ~ 6, the carbonatoms straight alkenyloxy that is 3 ~ 6,
(2) one or more hydrogen of above-mentioned (1) middle group replaced by fluorine rear formed group;
Z 5be selected from singly-bound ,-CH 2-,-CH 2-CH 2-,-(CH 2) 3-,-(CH 2) 4-,-CH=CH-,-C ≡ C-,-COO-,-OOC-,-CF 2o-,-OCH 2-,-CH 2o-,-OCF 2-,-CF 2cH 2-,-CH 2cF 2-,-C 2f 4-or-CF=CF-in any one.
12. according to the arbitrary described a kind of liquid crystal media containing optical absorbing agent and terphenyl compound liquid crystal of claim 1 ~ 11, the application in liquid crystal display device and liquid-crystal display.
CN201510637995.7A 2015-09-30 2015-09-30 Liquid crystal medium containing light absorbing agent and triphenyl series liquid crystal compounds CN105295950A (en)

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Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110309300A1 (en) * 2010-06-18 2011-12-22 Chisso Petrochemical Corporation Compound having a five-membered ring, the liquid crystal composition and the liquid crystal display device
CN103180409A (en) * 2010-10-20 2013-06-26 默克专利股份有限公司 Switch element comprising liquid-crystalline medium
CN104513665A (en) * 2014-12-31 2015-04-15 石家庄诚志永华显示材料有限公司 Liquid crystal medium containing triphenyl series compounds and application thereof
CN104593010A (en) * 2015-02-15 2015-05-06 石家庄诚志永华显示材料有限公司 Liquid crystal composition and application thereof
CN104593000A (en) * 2014-12-31 2015-05-06 石家庄诚志永华显示材料有限公司 Liquid crystal compound and liquid crystal display element comprising compound
CN104610984A (en) * 2014-12-31 2015-05-13 石家庄诚志永华显示材料有限公司 Liquid crystal composition
CN104650923A (en) * 2015-02-15 2015-05-27 石家庄诚志永华显示材料有限公司 Liquid crystal composition and application thereof
CN104650928A (en) * 2015-02-15 2015-05-27 石家庄诚志永华显示材料有限公司 Liquid crystal composition containing cyclopropyl compound
CN104927877A (en) * 2015-07-13 2015-09-23 石家庄诚志永华显示材料有限公司 Liquid crystal combination

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110309300A1 (en) * 2010-06-18 2011-12-22 Chisso Petrochemical Corporation Compound having a five-membered ring, the liquid crystal composition and the liquid crystal display device
CN103180409A (en) * 2010-10-20 2013-06-26 默克专利股份有限公司 Switch element comprising liquid-crystalline medium
CN104513665A (en) * 2014-12-31 2015-04-15 石家庄诚志永华显示材料有限公司 Liquid crystal medium containing triphenyl series compounds and application thereof
CN104593000A (en) * 2014-12-31 2015-05-06 石家庄诚志永华显示材料有限公司 Liquid crystal compound and liquid crystal display element comprising compound
CN104610984A (en) * 2014-12-31 2015-05-13 石家庄诚志永华显示材料有限公司 Liquid crystal composition
CN104593010A (en) * 2015-02-15 2015-05-06 石家庄诚志永华显示材料有限公司 Liquid crystal composition and application thereof
CN104650923A (en) * 2015-02-15 2015-05-27 石家庄诚志永华显示材料有限公司 Liquid crystal composition and application thereof
CN104650928A (en) * 2015-02-15 2015-05-27 石家庄诚志永华显示材料有限公司 Liquid crystal composition containing cyclopropyl compound
CN104927877A (en) * 2015-07-13 2015-09-23 石家庄诚志永华显示材料有限公司 Liquid crystal combination

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