CN107286956A - A kind of liquid-crystal composition and its application - Google Patents

A kind of liquid-crystal composition and its application Download PDF

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Publication number
CN107286956A
CN107286956A CN201610204621.0A CN201610204621A CN107286956A CN 107286956 A CN107286956 A CN 107286956A CN 201610204621 A CN201610204621 A CN 201610204621A CN 107286956 A CN107286956 A CN 107286956A
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formula
compound representated
compound
representated
liquid crystal
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陈卯先
王杰
储士红
未欣
陈海光
姜天孟
郭云鹏
袁瑾
伍嘉琦
田会强
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Beijing Bayi Space LCD Technology Co Ltd
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Beijing Bayi Space LCD Technology Co Ltd
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    • C09K19/3001—Cyclohexane rings
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    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
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    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
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    • C09K19/3001—Cyclohexane rings
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    • C09K19/3001—Cyclohexane rings
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    • G02F1/13712—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering the liquid crystal having negative dielectric anisotropy

Abstract

The present invention relates to a kind of liquid-crystal composition and its application, the liquid-crystal composition includes the one or more in the polymerizable compound representated by formula I, and Nematic phase liquid crystal material, the Nematic phase liquid crystal material includes at least one of compound representated by formula II, at least one of compound representated by general formula III；

Description

A kind of liquid-crystal composition and its application
Technical field
The invention belongs to liquid crystal material technical field, and in particular to a kind of liquid-crystal composition and its application.
Background technology
Current liquid crystal is widely used in display field, and display is that electric signal (data message) is changed into visually The process of light (visual information), the equipment for completing display is man-machine interface (Man-Machine Interface, MMI).Liquid crystal Show and experienced very long road for development with the discovery of liquid crystal.Austria botanist Friedrich Reinitzer in 1888 It is found that the first liquid crystal material benzoic acid cholesterol (cholesteryl benzoate).Manguin is invented within 1917 Rubbing, to make single domain liquid crystal and research optical anisotropy.E.Bose in 1909 establishes moving (Swarm) Say, and obtain L.S.Ormstein and F.Zernike et al. experiment and support (1918), system is discussed as by De Gennes Meter property rises and falls.G.W.Oseen and H.Zocher founded continuum theory in 1933, and obtained F.C.Frank perfect (1958 Year).M.Born (1916) and K.Lichtennecker (nineteen twenty-six) has found and have studied the dielectric anisotropy of liquid crystal. 1932, nematic phase was divided into the positive and negative major class of property two by W.Kast accordingly.Nineteen twenty-seven, V.Freedericksz and V.Zolinao hairs Existing nematic liquid crystal deforms upon under electric field or magnetic fields and there is voltage threshold (Freederichsz transformations).This The making for being found to be liquid crystal display provides foundation.
Nineteen sixty-eight RCA Corp. of U.S. R.Williams has found that nematic liquid crystal forms striped farmland under electric field action, and has Light scattering phenomenon.With dynamic scattering display pattern is developed into and first liquid crystal in the world is made in G.H.Heilmeir Display (LCD).Early seventies, Helfrich and Schadt have invented TN principles, and people utilize TN photoelectric effect and integrated Circuit is combined, and is made display device (TN-LCD), is that wide prospect has been opened up in the application of liquid crystal.The seventies with Come, due to the development of large scale integrated circuit and liquid crystal material, application of the liquid crystal in terms of display achieves breakthrough development, 1983~1985 years T.Scheffer et al. propose super-twist nematic (Super Twisred Nematic：STN) pattern.
With the continuous improvement that people are required display quality, the contrast problem that TN and STN displays are present is gradually convex Aobvious, then VA (vertical orientation) display arises at the historic moment, and VA display patterns have very excellent contrast performance, but exist Obvious viewing angle problem and response time problem, in order to solve viewing angle problem, the Display Technique such as MVA, PVA, CPA is proposed, these The essence of technology is to solve viewing angle problem using multidomain, and achieves good effect.But it is due to increased in technique Difficulty and response time problem, which are appointed, so annoyings display industry, until PSVA (polymer stabilizing vertical orientation) technology is proposed, The technology realizes multidomain and pre-tilt angle control using polymer to realize the liquid crystal display of fast-response and wide viewing angle.With people To the response time requirement more and more higher of liquid crystal display, realize that fast-response can not be met by change pattern merely and want Ask, then how to reduce the response time of liquid crystal becomes the difficult point that PSVA is shown, specifically, during the response of liquid crystal display Between depend on liquid-crystal composition rotary viscosity and elastic constant.Rotary viscosity is lower, and the response time is faster, and elastic constant is got over Greatly, the response time is faster.For liquid crystal material, reduction rotary viscosity is most effective way.
Existing PSVA liquid crystal is primarily present that the response time is slow, itself main reason is that the rotary viscosity of negative liquid crystal is big, Liquid-crystal composition proposed by the invention aims to solve the problem that the rotary viscosity of negative liquid crystal, accelerates the response time of liquid crystal display.
Background technology
The present invention is intended to provide a kind of liquid-crystal composition with the fast corresponding time.
To achieve the above object, one of technical scheme is：A kind of liquid-crystal composition, including representated by formula I Polymerizable compound in one or more, and Nematic phase liquid crystal material：
Wherein, A1、A21,4- cyclohexylidenes, 1,4- phenylenes, 1-4 hydrogen atom is represented independently of one another to be optionally substituted by halogen 1,4- phenylenes；N represents 0,1 or 2；SP1、SP2Polymerizable groups are represented independently of one another.
" polymerizable groups " are the functional group containing unsaturated bond, are preferably the official containing double bond and/or alkene ester bond It can roll into a ball, for example, the polymerizable groups may be selected from ethyleneoxy, acrylate-based, fluoro acrylic ester base, chloropropene acid esters Base, methacrylic acid ester group, butenoic acid ester group, C2~C8Straight-chain alkenyl etc..
" halo " refers to fluoro, bromo, chloro, and the present invention is preferably fluoro.
Preferably, A1、A21,4- cyclohexylidenes, 1,4- phenylenes, 1-4 hydrogen atom times halogen is represented independently of one another to take - 1,4- the phenylenes in generation；N represents 1 or 2；SP1、SP2Acrylate-based, methacrylic acid ester group, butylene are represented independently of one another Perester radical or C2~C8Straight-chain alkenyl.
Compound representated by formula I provided by the present invention is polymerizable compound, specifically, provided by the present invention One or more of the compounds of formula I in Formulas I A~Formulas I F：
Wherein, SP1、SP2Acrylate-based, methacrylic acid ester group, butenoic acid ester group or C are represented independently of one another2~C8 Straight-chain alkenyl.
Preferably, the one kind or many of formula I provided by the present invention polymerizable compound in Formulas I A1~Formulas I F3 Kind：
It is highly preferred that the one kind or many of polymerizable compound provided by the present invention in Formulas I B2, IC2, ID2, IF2 Kind.
Nematic phase liquid crystal material of the present invention includes at least one of compound, general formula III representated by formula II At least one of representative compound：
In formula II, R1、R2C is represented independently of one another1~C12Straight chained alkyl, unbranched alkoxy；M, x are independently of one another Represent 0 or 1；A3Represent：
In one kind.
In general formula III, R3Represent C1~C12Straight chained alkyl, R4Represent C2~C12Straight-chain alkenyl.
Compound representated by formula II provided by the present invention is 2, the 3- difluorobenzene class chemical combination containing cyclohexene Thing, the class formation has negative dielectric anisotropy.
Specifically, one kind in Formula II A~Formula II D of the compound representated by formula II provided by the present invention or It is a variety of：
Wherein, R1、R2C is represented independently of one another1~C12Straight chained alkyl, unbranched alkoxy；Preferably, R1Represent C1~C7 Straight chained alkyl, R2Represent C1~C7Straight chained alkyl or unbranched alkoxy；It is further preferred that R1Represent C2~C5Straight chain alkane Base, R2Represent C1~C2Straight chained alkyl or C1~C4Unbranched alkoxy.
Preferably, one or more of the compound representated by formula II in Formula II A-1~Formula II E-24：
It is further preferred that the compound representated by formula II is selected from IIA-14, IIA-16, IIA-22, IIB-1, IIB- 2nd, one kind in IIB-9~IIB-18, IIC-1, IIC-2, IIC-9~IIC-18, IID-9~IID-18, IIE-9~IIE-18 Or it is a variety of.
By weight percentage, in Nematic phase liquid crystal material, the consumption of compound representated by formula II is 10-90%, or 49-85%, or 15-60%, or 20-60%, or 59-81%, or 20-81%, or 20-70%, preferably 20-81%.
Compound representated by general formula III provided by the present invention is dicyclohexyl vinyl compound, and the class formation has Low-down rotary viscosity and excellent intersolubility.
Specifically, one or more of the compounds of formula III provided by the present invention in IIIA~IIID：
Wherein, R3Represent C1~C12Straight chained alkyl, it is preferable that R3Represent C1~C7Straight chained alkyl, further preferably Ground, R3Represent C2~C5Straight chained alkyl.
Preferably, one or more of the compound representated by general formula III in formula III A-1~formula III D-5：
It is highly preferred that the compound representated by general formula III is selected from one or both of IIIA-2 or IIIB-2.
By weight percentage, in Nematic phase liquid crystal material, the consumption of compound representated by general formula III is 5-60%, or 8-40%, or 8-33%, or 8-50%, or 20-60%, or, 5-30%, or 21-55%, or 19-37%, or 40-50%, it is excellent Elect 8-50% as.
Preferably, Nematic phase liquid crystal material provided by the present invention also include compound representated by formula IV in one kind or It is a variety of：
Wherein, R5、R6C is represented independently of one another1~C12Straight chained alkyl, unbranched alkoxy or C2~C12Straight-chain alkenyl； A4、A5Anti-form-1,4- cyclohexyl or Isosorbide-5-Nitrae-phenylene are represented independently of one another；Work as A4、A5It is anti-form-1, during 4- cyclohexyl, R5、 R6It is not alkenyl.
Specifically, one or more of the compounds of formula IV provided by the present invention in formula IV A~formula IV C：
Wherein, in formula IV A and IVB, R5Represent C1~C7Straight chained alkyl, R6Represent C1~C7Straight chained alkyl or alcoxyl Base；In formula IV C, R5Represent C1~C7Straight chained alkyl, R6Represent C1~C7Straight chained alkyl or C2~C7Straight-chain alkenyl.
Preferably, one or more of the compound representated by formula IV in formula IV A-1~formula IV C-24：
It is highly preferred that compound preferred formula IVA-3, IVA-8, IVA-9, IVA-16, IVA-20 representated by formula IV, One or more in IVB-6, IVB-12, IVB-14, IVB-18, IVC-2, IVC-4, IVC-15, IVC-16.
By weight percentage, in Nematic phase liquid crystal material, the compound representated by formula IV is can addO-on therapy, its use Measure as 0-41%, or 0-50%, or 0-35%, or 0-28%, or 0-21%, or 0-16%, when adding in Nematic phase liquid crystal material Plus during the component, its consumption is 5-45%, or 7-41%, or 7-28%, or 20-40%.
Preferably, Nematic phase liquid crystal material provided by the present invention also include compound representated by formula V in one kind or It is a variety of：
Wherein, R7, R8F, C are represented independently of one another1~C12Straight chained alkyl；L1、L2、L3H or F is represented independently of one another.
Specifically, one or more of the compound representated by formula V provided by the present invention in Formula V A~Formula V C：
Wherein, R7, R8F, C are represented independently of one another1~C12Straight chained alkyl, it is preferable that R7, R8C is represented independently of one another1 ~C7Straight chained alkyl；It is further preferred that R7, R8C is represented independently of one another1~C5Straight chained alkyl.
Preferably, the one kind or many of the compound representated by formula V provided by the present invention in Formula V A-1~VC-4 Kind：
It is further preferred that the compound representated by formula V is selected from VA-2, VA-6, VA-7, VB-2, VB-3, VB-4, VC- One or more in 2.
By weight percentage, in Nematic phase liquid crystal material, formula V for can addO-on therapy, its consumption is 0-16%, or 0- 20%, or 0-8%, when adding the component, its addition is 1-20%, preferably 8-16%.
Preferably, Nematic phase liquid crystal material provided by the present invention also include compound representated by formula VI in one kind or It is a variety of:
Wherein, R9Represent C1~C12Straight chained alkyl or C2~C12Straight-chain alkenyl；R10Represent C1~C12Straight chained alkyl, A6Represent trans Isosorbide-5-Nitrae-cyclohexyl or Isosorbide-5-Nitrae-phenylene.
Specifically, the one kind or many of the compound representated by formula V provided by the present invention in Formula IV A~Formula IV B Kind：
Wherein, R9Represent C1~C12Straight chained alkyl or C2~C12Straight-chain alkenyl；R10Represent C1~C12Straight chained alkyl； Preferably, R9Represent C1~C7Straight chained alkyl or C2~C7Straight-chain alkenyl；R10Represent C1~C7Straight chained alkyl；It is further excellent Selection of land, R9Represent C2~C5Straight chained alkyl or C2~C4Straight-chain alkenyl；R10Represent C1~C4Straight chained alkyl.
Preferably, one or more of the compound representated by formula VI in Formula IV A-1~Formula IV B-16：
It is further preferred that compound representated by formula VI be selected from VIA-2, VIA-6, VIA-10, VIA-17, VIB-2, One or more in VIB-6, VIB-19.
By weight percentage, in Nematic phase liquid crystal material, the compound representated by formula VI is can addO-on therapy, its use Measure as 0-15%, or 0-20%, or 0-5%, when adding the component, its addition is 1-20%, preferably 4-15%.
Compound representated by formula II provided by the present invention is 2,3- difluoro benzene-like compounds, with larger negative Jie Electrical anisotropy, low threshold voltage is produced according to liquid-crystal composition provided by the present invention；
Compound representated by general formula III provided by the present invention is dicyclohexyl vinyl monomer, and such compound has Low-down rotary viscosity, it is highly effective for the rotary viscosity of reduction liquid-crystal composition, it is that fast-response formula is essential One of component；
Compound representated by formula IV provided by the present invention is two ring structure compounds, and such compound has low rotation Turn viscosity and excellent intersolubility, can effectively reduce the rotary viscosity of liquid-crystal composition, lift the response time.
Compound representated by formula V provided by the present invention is Terphenyls compound, and such compound has big Optical anisotropy, can effectively lift the optical anisotropy of liquid-crystal composition；
Compound representated by formula VI provided by the present invention is three ring neutral compounds, and such compound has big Elastic constant and high clearing point.
In order that liquid-crystal composition meets different demands, Nematic phase liquid crystal material provided by the present invention includes following heavy Measure the component of percentage：
One or more in compound representated by 10%~90% formula II；Representated by 5%~60% general formula III One or more in compound；One or more in compound representated by 0%~50% formula IV；0%~25% One or more in compound representated by formula V；One or more in compound representated by 0%~25% formula VI；
Preferably, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：49%~ One or more in compound representated by 85% formula II；One kind in compound representated by 5%~40% general formula III Or it is a variety of；One or more in compound representated by 0%~35% formula IV；Chemical combination representated by 0%~20% formula V One or more in thing；One or more in compound representated by 0%~10% formula VI；
It is highly preferred that Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：49%~ One or more in compound representated by 81% formula II；One kind in compound representated by 8%~33% general formula III Or it is a variety of；One or more in compound representated by 0%~28% formula IV；Chemical combination representated by 0%~14% formula V One or more in thing；Compound representated by 0%~6% formula VI；
Or, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：15%~60% Formula II representated by one or more in compound；One kind or many in compound representated by 5%~55% general formula III Kind；One or more in compound representated by 0%~50% formula IV；In compound representated by 1%~20% formula V One or more；One or more in compound representated by 0%~20% formula VI；
Or, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：20%~60% Formula II representated by one or more in compound；One kind or many in compound representated by 8%~50% general formula III Kind；One or more in compound representated by 0%~41% formula IV；In compound representated by 5%~16% formula V One or more；One or more in compound representated by 0%~15% formula VI；
Or, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：25%~85% Formula II representated by one or more in compound；One kind or many in compound representated by 5%~30% general formula III Kind；One or more in compound representated by 0%~45% formula IV；In compound representated by 0%~20% formula V One or more；One or more in compound representated by 0%~20% formula VI；
Preferably, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：30%~ One or more in compound representated by 81% formula II；One kind in compound representated by 8%~30% general formula III Or it is a variety of；One or more in compound representated by 0%~41% formula IV；Chemical combination representated by 0%~16% formula V One or more in thing；One or more in compound representated by 0%~15% formula VI；
Or, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：15%~75% Formula II representated by one or more in compound；One kind in compound representated by 21%~55% general formula III or It is a variety of；One or more in compound representated by 0%~25% formula IV；Compound representated by 0%~20% formula V In one or more；One or more in compound representated by 0%~20% formula VI
Or, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：20%~70% Formula II representated by one or more in compound；One kind in compound representated by 21%~50% general formula III or It is a variety of；One or more in compound representated by 0%~21% formula IV；Compound representated by 0%~16% formula V In one or more；One or more in compound representated by 0%~15% formula VI
Or, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：45%~85% Formula II representated by one or more in compound；One kind in compound representated by 15%~40% general formula III or It is a variety of；One or more in compound representated by 0%~16% formula V；
Preferably, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：49%~ One or more in compound representated by 81% formula II；One in compound representated by 19%~37% general formula III Plant or a variety of；One or more in compound representated by 0%~14% formula V；
Or, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：15%~70% Formula II representated by one or more in compound；One kind or many in compound representated by 5%~55% general formula III Kind；One or more in compound representated by 5%~45% formula IV；In compound representated by 1%~20% formula V One or more；One or more in compound representated by 0%~20% formula VI
Preferably, Nematic phase liquid crystal material provided by the present invention includes following components in percentage by weight：20%~ One or more in compound representated by 63% formula II；One kind in compound representated by 8%~50% general formula III Or it is a variety of；One or more in compound representated by 7%~41% formula IV；Chemical combination representated by 5%~16% formula V One or more in thing；One or more in compound representated by 0%~15% formula VI；
Or, the Nematic phase liquid crystal material that the present invention is included includes following components in percentage by weight：15%~65% Formula II representated by one or more in compound；One kind or many in compound representated by 5%~55% general formula III Kind；One or more in compound representated by 0%~45% formula IV；In compound representated by 1%~20% formula V One or more；One or more in compound representated by 0%~20% formula VI；
Preferably, the Nematic phase liquid crystal material that the present invention is included includes following components in percentage by weight：20%~ One or more in compound representated by 63% formula II；One kind in compound representated by 8%~50% general formula III Or it is a variety of；One or more in compound representated by 0%~41% formula IV；Chemical combination representated by 5%~16% formula V One or more in thing；One or more in compound representated by 0%~15% formula VI.
Or, the Nematic phase liquid crystal material that the present invention is included includes following components in percentage by weight：20%~81% Formula II representated by one or more in compound；One kind or many in compound representated by 8%~50% general formula III Kind；One or more in compound representated by 0%~41% formula IV；In compound representated by 0%~16% formula V One or more；One or more in compound representated by 0%~15% formula VI；
Preferably, the Nematic phase liquid crystal material that the present invention is included includes following components in percentage by weight：20%~ One or more in compound representated by 81% formula II；One kind in compound representated by 8%~50% general formula III Or it is a variety of；One or more in compound representated by 7%~41% formula IV；Chemical combination representated by 8%~16% formula V One or more in thing；One or more in compound representated by 4%~15% formula VI.
Preferably, the percentage by weight of any one above-mentioned Nematic phase liquid crystal material is 100%.
The preparation method of Nematic phase liquid crystal material of the present invention can use conventional method by two kinds or many without specifically limited The mixing of kind of compound is produced, such as by mixing different component at high temperature and method preparation soluble in one another, wherein, by liquid Crystal composite is dissolved in the solvent for the compound and mixed, and the solvent is then distilled out under reduced pressure；Or the present invention The liquid-crystal composition can be prepared conventionally, such as be dissolved in the wherein less component of content at a higher temperature In the larger key component of content, or each affiliated component dissolved in organic solvent, such as acetone, chloroform or methanol, then Solution is mixed and obtained after removing solvent.
The liquid-crystal composition that the present invention is provided also includes initiator, for triggering polymerizable compound in liquid-crystal composition to exist Occurs polymerisation under UV light irradiations, it is adaptable to which the initiator and polymerizing condition of polymerisation are understood and retouched by this industry personnel It is set forth in document.Suitable for Raolical polymerizable, for example, commercially available light trigger Irgacure 651, Irgacurel 184 Or Darocure 1173.
The consumption of compound (polymerizable compound) representated by formula I for the liquid-crystal composition gross weight 0.1~ 5%, preferably 0.1-0.5%, more preferably 0.49%；The consumption of initiator accounts for the 1-3% of polymerizable compound weight.
The preparation method of liquid-crystal composition provided by the present invention is that 0.1~5% is added in Nematic phase liquid crystal material The mixture of polymerizable compound and light trigger, is then polymerize by UV light irradiations, and is continuously applied in irradiation process electricity Pressure.Polymerizable compound in liquid-crystal composition polymerize under initiator and UV light irradiations, produce network-like structure, its with Nematic phase liquid crystal material acts synergistically, with the fast response time.
Liquid-crystal composition provided by the present invention has extraordinary stability, and can provide steady in VA liquid crystal displays Fixed setting pre-tilt angle, compared with the VA displays of prior art during the obvious shortening response time, especially gray scale response Between.
The preparation method of liquid-crystal composition provided by the present invention is that 0.1~5% is added in Nematic phase liquid crystal material The composition of polymerizable compound and light trigger, is then polymerize by UV light irradiations, and is continuously applied voltage over the display.
The two of technical scheme are：Any one above-mentioned liquid-crystal composition answering in PSVA mode displays With.
Liquid-crystal composition of the present invention has low rotary viscosity, can substantially change in the use in PSVA mode displays Kind liquid crystal display display effect.
The present invention relates to compound be known compound, it is commercially available obtain, or by Bayi Space liquid crystal science and technology Joint-stock company provides.
On the basis of common sense in the field is met, above-mentioned each optimum condition can be mutually combined, and produce the present invention each preferably Embodiment.
Embodiment
Following examples are used to illustrate the present invention, but are not limited to the scope of the present invention.
Unless otherwise indicated, percentage is weight percentage in the present invention；Temperature unit for degree Celsius；△ n represent optics Anisotropy (25 DEG C)；△ ε represent dielectric anisotropy (25 DEG C, 1000Hz)；γ 1 represents rotary viscosity (mPa.s, 25 DEG C)； Cp represents the clearing point (DEG C) of liquid-crystal composition；K11, K22, K33 represent splay, distortion and bend elastic constant (pN, 25 respectively DEG C), V10 represents the threshold voltage (V, 25 DEG C, 64Hz) of liquid crystal display, and T represents the response time (ms, 25 DEG C).
In following embodiment, unit structure is represented with code shown in table 1 in liquid-crystal compounds.
Table 1：The group structure code of liquid-crystal compounds
By taking following compound structure as an example：
It is expressed as：3SCWO2
It is expressed as：2PWP3
In following embodiment, the preparation of liquid-crystal composition uses heat of solution method, comprises the following steps：Pressed with balance Percentage by weight weighs liquid-crystal compounds, wherein addition sequence is weighed without particular requirement, generally with liquid-crystal compounds fusing point by height Mixing is weighed successively to low order, and heating stirring causes each component to melt uniformly at 60~100 DEG C, then through filtering, revolving, Finally encapsulation produces target sample.
In following embodiment, the performance parameter of the weight percent of each component when liquid-crystal composition is shown in liquid-crystal composition Form.Each compound being related to is known compound, commercially available acquisition or public by the scientific and technological share of Bayi Space liquid crystal Department provides.
Embodiment 1
A kind of liquid-crystal composition (PB1), including the change representated by 99.5% Nematic phase liquid crystal material N1,0.49%IB2 Compound, the light triggers of 0.01%Irgacure 651.
Wherein, Nematic phase liquid crystal material N1 preparation is as shown in table 2.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 2
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 3SWO2 16 Cp 80
II 5SWO2 14 △n 0.082
II 3SCWO2 12 △ε -4.2
II 5SCWO2 11 K11 13.4
II 2SCW1 9 K33 15.2
II 3SCW1 8 γ1 85
III 3CCV 30
Embodiment 2
A kind of liquid-crystal composition (PC1), the embodiment be the same as Example 1 is differed only in：Polymerizable compound (formula Iization Compound) using the compound of IC2 representatives.
Embodiment 3
A kind of liquid-crystal composition (PD1), the embodiment be the same as Example 1 is differed only in：Polymerizable compound (formula Iization Compound) using the compound of ID2 representatives.
Embodiment 4
A kind of liquid-crystal composition (PF1) embodiment be the same as Example 1, is differed only in：Polymerizable compound (formula Iization Compound) using the compound of IF2 representatives.
Embodiment 1-4 component is as shown in table 3：
The embodiment 1-4 liquid-crystal compositions of table 3
The effect experiment of embodiment 1-4 liquid-crystal compositions：
N1, PB1, PC1, PD1, PF1 are packed into the VA testing cassetes of standard respectively, UV (100mw/cm2) irradiations are determined Front and rear pre-tilt angle.Test result such as table 4 below：
Table 4：The pre-tilt angle of N1, PB1, PC1, PD1, PF1 after UV pre-irradiations
After polymerization, the pre-tilt angle of liquid crystal is significantly changed, and pre-tilt angle is significantly increased.
The liquid-crystal composition (numbering PB2-PB19) that example 5 below -19 is related to, by 99.5% nematic liquid crystal material Material, 0.49% polymerizable compound IB2, the light trigger Irgacure 651 of 0.01% (account for IB2 weight 2.1%) is constituted, The composition that it differs only in Nematic phase liquid crystal material is different, is listed in table 5-22.
Embodiment 5
Nematic phase liquid crystal material N2 is formulated as follows shown in table 5.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 5
Embodiment 6
Nematic phase liquid crystal material N3 is formulated as follows shown in table 6.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 6
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 3SWO2 15 Cp 85
II 5SWO2 6 △n 0.115
II 2SCWO2 10 △ε -3.8
II 3SCWO2 8 K11 14.5
II 4SCWO2 6 K33 15.7
II 5SCWO2 4 γ1 80
II 3SCWO1 10
III 3CCV 22
IV 1V2PP1 7
V 2PWP3 8
VI 3CPP2 4
Embodiment 7
Nematic phase liquid crystal material N4 is formulated as follows shown in table 7.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 7
Embodiment 8
Nematic phase liquid crystal material N5 is formulated as follows shown in table 8.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 8
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 2SPWO2 12 Cp 87
II 3SPWO2 12 △n 0.112
II 3SWO2 15 △ε -5.8
II 5SWO2 6 K11 14.6
II 2SCWO2 8 K33 16.5
II 3SCWO2 6 γ1 112
II 4SCWO2 3
II 5SCWO2 3
II 3SWO4 8
II 3SCWO1 8
III 3CCV 19
Embodiment 9
Nematic phase liquid crystal material N6 is formulated as follows shown in table 9.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 9
Embodiment 10
Nematic phase liquid crystal material N7 is formulated as follows shown in table 10.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 10
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 3SWO2 15 Cp 85
II 5SWO2 6 △n 0.100
II 2SCWO2 10 △ε -3.8
II 3SCWO2 8 K11 13.6
II 4SCWO2 6 K33 15.8
II 3CSWO2 4 γ1 74
II 3SCWO1 10
III 3CCV 33
V 2PWP3 8
Embodiment 11
Nematic phase liquid crystal material N8 is formulated as follows shown in table 11.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 11
Embodiment 12
Nematic phase liquid crystal material N9 is formulated as follows shown in table 12.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 12
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 3SWO2 13 Cp 76
II 2SPWO2 10 △n 0.112
II 3SPWO2 10 △ε -3.3
II 4SCWO2 10 K11 13.6
II 5SCWO2 5 K33 15.1
III 3CCV 21 γ1 75
IV 3CPO1 6
IV 3CC2 9
V 2PWP3 8
V 2PWP4 8
Embodiment 13
Nematic phase liquid crystal material N10 is formulated as follows shown in table 13.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 13
Embodiment 14
Nematic phase liquid crystal material N11 is formulated as follows shown in table 14.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 14
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 3SWO2 13 Cp 75
II 2SGIWO2 10 △n 0.095
II 3SGIWO2 10 △ε -3.4
II 4SCWO2 10 K11 13.6
III 3CCV1 10 K33 14.6
IV 3CC2 11 γ1 83
IV 3CPO1 6
IV 3CC4 9
IV 3CC5 6
V 2PWP3 10
VI 3CCP1 5
Embodiment 15
Nematic phase liquid crystal material N12 is formulated as follows shown in table 15.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 15
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 3SWO2 13 Cp 75
II 2SGIWO2 10 △n 0.096
II 3SGIWO2 10 △ε -2.7
III 3CCV 21 K11 13.0
IV 3CPO1 6 K33 14.8
IV 3CC2 9 γ1 65
IV 3CC4 6
V 2PWP3 10
VI 3CCP1 5
VI 3CCP3 5
VI 3CPP2 5
Embodiment 16
Nematic phase liquid crystal material N13 is formulated as follows shown in table 16.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 16
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 2SPWO2 12 Cp 70
II 3SPWO2 12 △n 0.106
II 3SWO2 16 △ε -5.8
II 5SWO2 14 K11 13.2
II 2SCWO2 6 K33 14.4
II 3SCWO2 6 γ1 86
II 3SCWO1 6
II 3SWO4 9
III 3CCV 19
Embodiment 17
Nematic phase liquid crystal material N14 is formulated as follows shown in table 17.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 17
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 2SPWO2 4 Cp 70
II 3SWO2 16 △n 0.096
II 5SWO2 14 △ε -5.6
II 3SWO4 9 K11 13.4
II 2SCWO2 10 K33 14.8
II 2CSWO2 10 γ1 91
II 3SCWO1 10
II 4SPWO2 8
III 3CCV 19
Embodiment 18
Nematic phase liquid crystal material N15 is formulated as follows shown in table 18.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 18
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 3SCWO1 6 Cp 75
II 3SWO2 4 △n 0.097
II 3SGIWO1 6 △ε -2.2
II 3SGIWO2 6 K11 13.6
II 2SPWO2 8 K33 14.2
III 3CCV 20 γ1 55
III 3CCV1 10
III 2CCV1 10
IV 3CC2 6
IV 1V2PP1 4
IV V2PP1 5
V 2PWP3 10
V 2PWP4 5
Embodiment 19
Nematic phase liquid crystal material N16 is formulated as follows shown in table 19.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 19
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 3SCWO1 6 Cp 91
II 3SCWO2 4 △n 0.101
II 3SGIWO1 6 △ε -2.2
II 3SGIWO2 6 K11 13.5
II 2SPWO2 8 K33 14.7
III 3CCV1 10 γ1 75
IV 3CC2 10
IV 3CC4 10
IV 3CC5 10
IV 3CPO1 6
IV 5PP1 5
V 2PWP3 10
V 2PWP4 5
VI 3CCP1 4
Embodiment 20
Nematic phase liquid crystal material N17 is formulated as follows shown in table 20.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 20
Embodiment 21
Nematic phase liquid crystal material N18 is formulated as follows shown in table 21.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 21
Classification Compound code Percentage by weight (%) Performance parameter Parameter value
II 3SWO2 13 Cp 83
II 5SWO2 6 Δn 0.102
II 2SPWO2 6 Δε -2.9
II 3SPWO2 12 K11 13.4
II 3SCWO2 12 K33 14.9
III 3CCV 27 γ1 68
III 3CCV1 10
V 2PWP3 14
Embodiment 22
Nematic phase liquid crystal material N19 is formulated as follows shown in table 22.
The weight percent of each component when performance parameter in the Nematic phase liquid crystal material of table 22
Nematic phase liquid crystal material N2~N19 and liquid-crystal composition PB2~PB19 effect that embodiment 4-22 is related to Experiment
Polymerizable compound IB2 dissolves together with 2.1% light trigger Irgacure 651, then again by 0.5% Ratio is with nematic liquid crystal, being configured to PB2~PB19 PSVA mixtures.
Nematic phase liquid crystal material N2~N19 and PSVA mixtures PB2~PB19 is filled with standard VA testing cassetes, UV is used (100mw/cm2) is irradiated two minutes in the case where applying 10V voltage, and pre-tilt angle, threshold voltage and response time are tested respectively.Test As a result it see the table below shown in 23.
Table 23：Nematic phase liquid crystal material N2~N15 and PSVA mixtures PB2~PB15 test result
Compared with corresponding Nematic phase liquid crystal material, threshold value is electric after polymerisation for the liquid-crystal composition with polymerizable compound Pressure drop is low, and the response time accelerates, it will be apparent that the response time of lifting liquid crystal display.
As seen from the above embodiment, the liquid-crystal composition provided by the present invention comprising polymerizable compound polymerize in UV Afterwards, with a larger pre-tilt angle, the threshold voltage of liquid crystal display is reduced with this, the sound of liquid crystal display is substantially improved Between seasonable.
Although above the present invention is described in detail with a general description of the specific embodiments, On the basis of the present invention, it can be made some modifications or improvements, this will be apparent to those skilled in the art.Cause This, these modifications or improvements, belong to the scope of protection of present invention without departing from theon the basis of the spirit of the present invention.

Claims (10)

1. a kind of liquid-crystal composition, including the one or more in polymerizable compound representated by formula I, and nematic liquid crystal Material：
Wherein, A1、A21,4- cyclohexylidenes, 1,4- phenylenes, 1-4 hydrogen atom are optionally substituted by halogen 1 is represented independently of one another, 4- phenylenes；N represents 0,1 or 2；SP1、SP2Polymerizable groups are represented independently of one another；
The Nematic phase liquid crystal material includes at least one of compound representated by formula II, compound representated by general formula III At least one of：
In formula II, R1、R2C is represented independently of one another1~C12Straight chained alkyl, unbranched alkoxy；M, x represent 0 independently of one another Or 1；A3Represent：
In one kind；
In general formula III, R3Represent C1~C12Straight chained alkyl, R4Represent C2~C12Straight-chain alkenyl.
2. liquid-crystal composition according to claim 1, it is characterised in that：Compound representated by formula I be selected from Formulas I A~ One or more in Formulas I F：
Wherein, SP1、SP2Acrylate-based, methacrylic acid ester group, butenoic acid ester group or C are represented independently of one another2~C8It is straight Alkenyl；
Preferably, one or more of the compound representated by formula I in Formulas I A1~Formulas I F3：
It is highly preferred that one or more of the compound in Formulas I B2, IC2, ID2, IF2 representated by formula I.
3. liquid-crystal composition according to claim 1 or 2, it is characterised in that：Compound representated by formula II is selected from formula One or more in IIA~Formula II D：
Wherein, R1、R2C is represented independently of one another1~C12Straight chained alkyl, unbranched alkoxy；Preferably, R1Represent C1~C7It is straight Alkyl group, R2Represent C1~C7Straight chained alkyl or unbranched alkoxy；It is further preferred that R1Represent C2~C5Straight chained alkyl, R2Represent C1~C2Straight chained alkyl or C1~C4Unbranched alkoxy；
Preferably, one or more of the compound representated by formula II in Formula II A-1~Formula II E-24：
It is further preferred that compound representated by formula II be selected from IIA-14, IIA-16, IIA-22, IIB-1, IIB-2, IIB-9~IIB-18, one kind in IIC-1, IIC-2, IIC-9~IIC-18, IID-9~IID-18, IIE-9~IIE-18 or It is a variety of.
4. the liquid-crystal composition according to claim any one of 1-3, it is characterised in that：Compounds of formula III is selected from One or more in IIIA~IIID：
Wherein, R3Represent C1~C12Straight chained alkyl, it is preferable that R3Represent C1~C7Straight chained alkyl, it is further preferred that R3Generation Table C2~C5Straight chained alkyl；
Preferably, one or more of the compound representated by general formula III in formula III A-1~formula III D-5：
It is highly preferred that the compound representated by general formula III is selected from one or both of IIIA-2 or IIIB-2.
5. the liquid-crystal composition according to claim any one of 1-4, it is characterised in that：The Nematic phase liquid crystal material is also wrapped Include the one or more in compound representated by formula IV：
Wherein, R5、R6C is represented independently of one another1~C12Straight chained alkyl, unbranched alkoxy or C2~C12Straight-chain alkenyl；A4、A5 Anti-form-1,4- cyclohexyl or Isosorbide-5-Nitrae-phenylene are represented independently of one another；Work as A4、A5It is anti-form-1, during 4- cyclohexyl, R5、R6 It is not alkenyl；
Preferably, one or more of the compounds of formula IV in formula IV A~formula IV C：
Wherein, in formula IV A and IVB, R5Represent C1~C7Straight chained alkyl, R6Represent C1~C7Straight chained alkyl or alkoxy；Formula In IVC, R5Represent C1~C7Straight chained alkyl, R6Represent C1~C7Straight chained alkyl or C2~C7Straight-chain alkenyl；
It is further preferred that one or more of the compound in formula IV A-1~formula IV C-24 representated by formula IV：
It is highly preferred that compound preferred formula IVA-3, IVA-8, IVA-9, IVA-16, IVA-20, IVB-6 representated by formula IV, One or more in IVB-12, IVB-14, IVB-18, IVC-2, IVC-4, IVC-15, IVC-16.
6. the liquid-crystal composition according to claim any one of 1-5, it is characterised in that：The Nematic phase liquid crystal material is also wrapped One or more in compound representated by V containing formula：
Wherein, R7, R8F, C are represented independently of one another1~C12Straight chained alkyl；L1、L2、L3H or F is represented independently of one another；
Preferably, one or more of the compound representated by formula V in Formula V A~Formula V C：
Wherein, R7, R8F, C are represented independently of one another1~C12Straight chained alkyl, it is preferable that R7, R8C is represented independently of one another1~C7 Straight chained alkyl；It is further preferred that R7, R8C is represented independently of one another1~C5Straight chained alkyl；
Preferably, one or more of the compound representated by formula V in Formula V A-1~VC-4：
It is further preferred that the compound representated by formula V is in VA-2, VA-6, VA-7, VB-2, VB-3, VB-4, VC-2 One or more.
7. the liquid-crystal composition according to claim any one of 1-6, it is characterised in that：The Nematic phase liquid crystal material is also wrapped One or more in compound representated by VI containing formula:
Wherein, R9Represent C1~C12Straight chained alkyl or C2~C12Straight-chain alkenyl；R10Represent C1~C12Straight chained alkyl, A6Generation Trans Isosorbide-5-Nitrae-the cyclohexyl of table or Isosorbide-5-Nitrae-phenylene；
Preferably, one or more of the compound representated by formula V in Formula IV A~Formula IV B：
Wherein, R9Represent C1~C12Straight chained alkyl or C2~C12Straight-chain alkenyl；R10Represent C1~C12Straight chained alkyl；It is preferred that Ground, R9Represent C1~C7Straight chained alkyl or C2~C7Straight-chain alkenyl；R10Represent C1~C7Straight chained alkyl；Further preferably Ground, R9Represent C2~C5Straight chained alkyl or C2~C4Straight-chain alkenyl；R10Represent C1~C4Straight chained alkyl；
It is further preferred that one or more of the compound in Formula IV A-1~Formula IV B-16 representated by formula VI：
Most preferably, the compound representated by formula VI be selected from VIA-2, VIA-6, VIA-10, VIA-17, VIB-2, VIB-6, One or more in VIB-19.
8. the liquid-crystal composition according to claim any one of 1-7, it is characterised in that：The Nematic phase liquid crystal material includes Following components in percentage by weight：
One or more in compound representated by 10%~90% formula II；Chemical combination representated by 5%~60% general formula III One or more in thing；One or more in compound representated by 0%~50% formula IV；0%~25% formula V One or more in representative compound；One or more in compound representated by 0%~25% formula VI；
Preferably, Nematic phase liquid crystal material includes following components in percentage by weight：49%~85% formula II representativeization One or more in compound；One or more in compound representated by 5%~40% general formula III；0%~35% it is logical One or more in compound representated by formula IV；One or more in compound representated by 0%~20% formula V；0% One or more in compound representated by~10% formula VI；
It is highly preferred that Nematic phase liquid crystal material includes following components in percentage by weight：Representated by 49%~81% formula II One or more in compound；One or more in compound representated by 8%~33% general formula III；0%~28% One or more in compound representated by formula IV；One or more in compound representated by 0%~14% formula V； Compound representated by 0%~6% formula VI；
Or, Nematic phase liquid crystal material includes following components in percentage by weight：Chemical combination representated by 15%~60% formula II One or more in thing；One or more in compound representated by 5%~55% general formula III；0%~50% formula One or more in compound representated by IV；One or more in compound representated by 1%~20% formula V；0%~ One or more in compound representated by 20% formula VI；
Or, Nematic phase liquid crystal material includes following components in percentage by weight：Chemical combination representated by 20%~60% formula II One or more in thing；One or more in compound representated by 8%~50% general formula III；0%~41% formula One or more in compound representated by IV；One or more in compound representated by 5%~16% formula V；0%~ One or more in compound representated by 15% formula VI；
Or, Nematic phase liquid crystal material includes following components in percentage by weight：Chemical combination representated by 25%~85% formula II One or more in thing；One or more in compound representated by 5%~30% general formula III；0%~45% formula One or more in compound representated by IV；One or more in compound representated by 0%~20% formula V；0%~ One or more in compound representated by 20% formula VI；
Preferably, Nematic phase liquid crystal material includes following components in percentage by weight：30%~81% formula II representativeization One or more in compound；One or more in compound representated by 8%~30% general formula III；0%~41% it is logical One or more in compound representated by formula IV；One or more in compound representated by 0%~16% formula V；0% One or more in compound representated by~15% formula VI；
Or, Nematic phase liquid crystal material includes following components in percentage by weight：Chemical combination representated by 15%~75% formula II One or more in thing；One or more in compound representated by 21%~55% general formula III；0%~25% it is logical One or more in compound representated by formula IV；One or more in compound representated by 0%~20% formula V；0% One or more in compound representated by~20% formula VI；
Or, Nematic phase liquid crystal material includes following components in percentage by weight：Chemical combination representated by 20%~70% formula II One or more in thing；One or more in compound representated by 21%~50% general formula III；0%~21% it is logical One or more in compound representated by formula IV；One or more in compound representated by 0%~16% formula V；0% One or more in compound representated by~15% formula VI；
Or, Nematic phase liquid crystal material includes following components in percentage by weight：Chemical combination representated by 45%~85% formula II One or more in thing；One or more in compound representated by 15%~40% general formula III；0%~16% it is logical One or more in compound representated by Formula V；
Preferably, Nematic phase liquid crystal material includes following components in percentage by weight：49%~81% formula II representativeization One or more in compound；One or more in compound representated by 19%~37% general formula III；0%~14% One or more in compound representated by formula V；
Or, Nematic phase liquid crystal material includes following components in percentage by weight：Chemical combination representated by 15%~70% formula II One or more in thing；One or more in compound representated by 5%~55% general formula III；5%~45% formula One or more in compound representated by IV；One or more in compound representated by 1%~20% formula V；0%~ One or more in compound representated by 20% formula VI；
Preferably, Nematic phase liquid crystal material includes following components in percentage by weight：20%~63% formula II representativeization One or more in compound；One or more in compound representated by 8%~50% general formula III；7%~41% it is logical One or more in compound representated by formula IV；One or more in compound representated by 5%~16% formula V；0% One or more in compound representated by~15% formula VI；
Or, Nematic phase liquid crystal material includes following components in percentage by weight：Chemical combination representated by 15%~65% formula II One or more in thing；One or more in compound representated by 5%~55% general formula III；0%~45% formula One or more in compound representated by IV；One or more in compound representated by 1%~20% formula V；0%~ One or more in compound representated by 20% formula VI；
Preferably, Nematic phase liquid crystal material includes following components in percentage by weight：20%~63% formula II representativeization One or more in compound；One or more in compound representated by 8%~50% general formula III；0%~41% it is logical One or more in compound representated by formula IV；One or more in compound representated by 5%~16% formula V；0% One or more in compound representated by~15% formula VI；
Or, Nematic phase liquid crystal material includes following components in percentage by weight：Chemical combination representated by 20%~81% formula II One or more in thing；One or more in compound representated by 8%~50% general formula III；0%~41% formula One or more in compound representated by IV；One or more in compound representated by 0%~16% formula V；0%~ One or more in compound representated by 15% formula VI；
Preferably, Nematic phase liquid crystal material includes following components in percentage by weight：20%~81% formula II representativeization One or more in compound；One or more in compound representated by 8%~50% general formula III；7%~41% it is logical One or more in compound representated by formula IV；One or more in compound representated by 8%~16% formula V；4% One or more in compound representated by~15% formula VI；
Preferably, the percentage by weight of the Nematic phase liquid crystal material is 100%；
And/or, the consumption of compound representated by formula I is the 0.1~5% of the liquid-crystal composition weight.
9. the liquid-crystal composition according to claim any one of 1-8, it is characterised in that：The liquid-crystal composition also includes drawing Send out agent, it is preferable that the initiator is Irgacure 651, Irgacurel 184 or Darocure 1173；Further preferably Ground, the consumption of initiator is the 1-3% of compound by weight representated by formula I.
10. application of the liquid-crystal composition described in claim any one of 1-9 in PSVA mode displays.
CN201610204621.0A 2016-04-01 2016-04-01 A kind of liquid-crystal composition and its application Pending CN107286956A (en)

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CN109988582A (en) * 2017-12-29 2019-07-09 北京八亿时空液晶科技股份有限公司 A kind of liquid-crystal composition and liquid crystal display device with fast-response time
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Application publication date: 20171024