CN103254910A - Large optically anisotropic liquid crystal composition - Google Patents
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Abstract
The invention discloses a large optically anisotropic liquid crystal composition. The liquid crystal composition consists of a compound with a structural formula I, a compound with a structural formula II, a compound with a structural formula III and a compound with a structural formula IV; according to the liquid crystal composition, a series of liquid crystal materials with various structures are blended, and particularly a double-alkyne compound with extremely high optical anisotropy and maximum (delta)n of greater than 0.600 is adopted for the first time, so that the liquid crystal composition has great optical anisotropy; and meanwhile, the liquid crystal composition has high clearing point, appropriate dielectric anisotropy and acceptable rotary viscosity, and is particularly suitable for a liquid crystal display element LC-Lens and favorable for producing a thinner and more practical LC-Lens product by the device factory so as to obtain better visual experience and smooth 2D/3D conversion effect.
Description
Technical field
The present invention relates to a kind of liquid-crystal composition, refer in particular to a kind of liquid-crystal composition of the large optical anisotropic for liquid crystal display device LC-Lens.
Background technology
Three-dimensional video-frequency is commonly called as the 3D video, be a kind of by binocular or used for multi-vision visual signal, make people can experience the multi-media form of strong stereoscopic vision impact effect, in fields such as space flight, military affairs, medical treatment, education, amusements huge using value is arranged.In recent years, the 3D technology is handled with a plurality of ambits such as communicate by letter in computer vision, graphics, image/video gradually becomes the research focus, simultaneously, and flourish owing to the film and television cause, the developing into for inexorable trend of 3D television industries.
Different with at present common 2D indicating meter, 3D shows that various technique means such as referring to adopt optics simulate the stereoscopic vision characteristic that realizes human eye, space object is come out with the 3D information regeneration, and present the display mode of the 3D rendering with depth feelings.When watching 3D rendering, whether need to wear the equipment of looking that helps according to the beholder, the 3D indicating meter can be divided into helping and look 3D indicating meter and the naked 3D of looking indicating meter.
Help and look the 3D indicating meter and need beholder's wearing spectacles or the helmet etc. to help the equipment of looking, therefore bring inconvenience to the beholder, and be unfavorable for that very some crowds (as child and the people who has worn myopia or spectacles for long sight) watch; Simultaneously, multiple helping looked the 3D indicating meter its inherent defect arranged, can't realize colored the demonstration as conventional color separation 3D indicating meter, the brightness of image of polarized light 3D indicating meter is low, shutter 3D indicating meter need be synchronous with indicating meter, helmet 3D indicating meter make the people be immersed in fully the virtual environment of picture with the aid of pictures gather, can't carry out Real-life Activity etc. simultaneously.Therefore, in recent years between, the naked 3D of looking technique of display has been substituted to help and has looked the 3D technique of display and become new research focus.
The naked 3D of looking indicating meter does not need any equipment of looking that help such as beholder's wearing spectacles or the helmet just can watch the 3D image, and its demonstration is by placing slit grating or column mirror grating realization before the common plane indicating meter.Therefore grating 3D indicating meter simple in structure, cheap, functional receive much attention.According to the grating difference that adopts, grating 3D indicating meter can be divided into two kinds of slit grating 3D indicating meter and post lenticulation 3D indicating meters.Post lenticulation 3D shows it is to paste a lens apparatus before display screen, utilizes the refraction action of lens, makes the light of scioptics point to specific direction.The lens that use liquid crystal material to make are called liquid crystal lens (Liquid Crystal Lens is called for short LC-Lens).Compare with slit grating 3D demonstration, there is not the serious defective of display brightness loss in post lenticulation 3D demonstration, thereby more is subjected to liking of people.
Though showing, 3D can bring the stereoscopic vision of shock to experience to the beholder, but because the film source that has does not need the 3D display effect, for example text, picture, existing common 2D film source etc., and the beholder watches the stereopsis of grating 3D can produce certain eye strain for a long time, therefore, if it is compatible to realize that post lenticulation 2D/3D shows, develop a kind of indicating meter of naked 2D/3D compatibility of looking, the beholder can arbitraryly be switched between 2D demonstration and 3D demonstration, and do not need frequently to pluck the equipment of looking that helps of wearing, will obtain to use more widely.And utilize the LC-Lens technology, it is compatible to realize that then post lenticulation 2D/3D shows.
Utilize the LC-Len technology to realize that post lenticulation 2D/3D shows that compatible method mainly contains three kinds: 1. strip electrode drives plane LC-Lens method; 2. active switching arc LC-Lens method; 3. polarization state is switched arc LC-Lens method.
Wherein, adopting the strip electrode driving that liquid crystal is formed in the method for liquid crystal lens, liquid crystal is encapsulated between two parallel glass substrates, and the ITO strip electrode is arranged on the top glass substrate at a certain distance, and the electrode on the lower glass substrate is public electrode.If adopt the positivity liquid crystal, when not applying voltage, long axis of liquid crystal molecule does not change the propagation direction perpendicular to the direction of glass substrate when incident polarized light passes liquid crystal, thereby realizes the 2D display format; When applying voltage, be better than the electric field of lens middle portion at the electric field of rims of the lens part, the uneven distribution of electric field makes the liquid crystal molecule director orientation be uneven distribution, and then the effective refractive index of layer of liquid crystal molecule is corresponding changes, at this moment, the propagation direction changed when incident polarized light passed liquid crystal, thereby realized the 3D display format.
Adopt strip electrode to drive plane LC-Lens method and realize that 2D/3D shows compatibility mode, in order to obtain better vision and 2D/3D conversion effect, the thickness of LC-Lens need be thin as far as possible, so not only can reduce thickness of detector, and can make optical lens have the time of response faster.Under the certain situation of transmittance, the thickness of LC-Lens (d) is inversely proportional to the optical anisotropy coefficient (△ n) of liquid crystal.Therefore, in order to obtain thinner LC-Lens, the liquid crystal material that is used for LC-Lens is had many requirements, its optical anisotropy reaches more than 0.300 at least, and has little rotary viscosity, wide nematic phase range.
In Chinese patent CN102352260, a kind of liquid-crystal composition and liquid crystal lens are provided, this liquid-crystal composition has lower to lising starting voltage, wideer transformation temperature scope, less viscoelastic coefficient ratio, bigger optical anisotropy and bigger characteristics such as dielectric anisotropy, can reduce liquid crystal lens thickness and improve its response speed.In this patent liquid-crystal composition, the primary structure that is mainly used in improving its optically anisotropic liquid crystal molecule is isothiocyano list alkine compounds, and the optically anisotropic scope of the disclosed liquid-crystal composition of embodiment is 0.2545～0.381.
Summary of the invention
The technical issues that need to address of the present invention provide a kind of liquid-crystal composition with big optical anisotropy, high clearing point, low rotary viscosity, wide nematic phase range that is applied among the liquid crystal display device LC-Lens.
For solving the problems of the technologies described above, the technical solution used in the present invention is:
A kind of liquid-crystal composition of large optical anisotropic comprises the compound with structural formula I,
Wherein,
R
1It is the H atom, contain the alkyl of 1～10 carbon atom or the alkyl that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkoxyl group of 1～10 carbon atom or the alkoxyl group that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkenyl of 2～10 carbon atoms or the alkenyl that contains 2～10 carbon atoms that any H atom is replaced by fluorine atom, contain the alkenyloxy of 3～8 carbon atoms or arbitrarily the alkenyloxy that contains 3～8 carbon atoms that replaced by fluorine atom of H atom wherein any one;
L
1Be any one in the group shown in following (1)～(4):
（1）-H、-Cl、-F、-CN、-OCN、-OCF
3、-CF
3、-CHF
2、-CH
2F、-OCHF
2、-SCN、-NCS、-SF
5；
(2) contain 1～15 carbon atom alkyl, contain 1～15 carbon atom alkoxyl group, contain 2～15 carbon atoms thiazolinyl, contain the alkene oxygen base of 2～15 carbon atoms;
(3) one or more-CH
2-quilt-CH=CH-,-C ≡ C-,-COO-,-OOC-,-O-or-S-substitutes and substitutes group shown in above-mentioned (2) that the Sauerstoffatom in the group of back directly do not link to each other;
(4) any H atom is by group shown in above-mentioned (2) of fluorine atom or the replacement of chlorine atom, (3);
A is any one in following 13 kinds of groups:
X
1, X
2, X
3, X
4, X
5Be respectively H atom, halogen atom or trifluoromethoxy wherein any one;
A is 1,2 or 3.
Further improvement of the present invention is: in the described liquid-crystal composition, the weight percentage with compound of structural formula I is 1%～30%.
Further improvement of the present invention is: described liquid-crystal composition also comprises the compound with structural formula II, the compound that has the compound of structural formula III and have the structural formula IV;
Wherein,
R
2, R
3, R
4It is respectively the H atom, contain the alkyl of 1～10 carbon atom or the alkyl that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkoxyl group of 1～10 carbon atom or the alkoxyl group that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkenyl of 2～10 carbon atoms or the alkenyl that contains 2～10 carbon atoms that any H atom is replaced by fluorine atom, contain the alkenyloxy of 3～8 carbon atoms or arbitrarily the alkenyloxy that contains 3～8 carbon atoms that replaced by fluorine atom of H atom wherein any one;
L
2, L
3, L
4Be respectively any one in the group shown in following (5)～(8):
（5）-H、-Cl、-F、-CN、-OCN、-OCF
3、-CF
3、-CHF
2、-CH
2F、-OCHF
2、-SCN、-NCS、-SF
5；
(6) contain 1～15 carbon atom alkyl, contain 1～15 carbon atom alkoxyl group, contain 2～15 carbon atoms thiazolinyl, contain the alkene oxygen base of 2～15 carbon atoms;
(7) one or more-CH
2-quilt-CH=CH-,-C ≡ C-,-COO-,-OOC-,-O-or-S-substitutes and substitutes group shown in above-mentioned (6) that the Sauerstoffatom in the group of back directly do not link to each other;
(8) any H atom is by group shown in above-mentioned (6) of fluorine atom or the replacement of chlorine atom, (7);
B is any one in following four kinds of groups:
C, D, E, F are respectively any one in following 13 kinds of groups:
X
6, X
7, X
8, X
9, X
10, X
11, X
12Be respectively H atom, halogen atom or trifluoromethoxy wherein any one;
Z be singly-bound ,-CH
2-,-CH
2CH
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-,-CF
2CF
2-or-CF=CF-wherein any one;
B is 1,2 or 3;
C is 0,1,2 or 3.
Further improvement of the present invention is: in the described liquid-crystal composition, weight percentage with compound of structural formula I is 1%～30%, weight percentage with compound of structural formula II is 1%～30%, weight percentage with compound of structural formula III is 20%～80%, and the weight percentage with compound of structural formula IV is 0～20%.
Further improvement of the present invention is: the performance of described liquid-crystal composition satisfies at least one in the following condition (a)～(d),
(a) optical anisotropy △ n 〉=0.30;
(b) dielectric constant anisotropy △ ε scope is 7～12;
(c) clearing point c.p. 〉=100 ℃;
(d) rotary viscosity γ
1≤ 300mPas.
Further improvement of the present invention is: the compound shown in the described preferred following I-a of compound～I-o with structural formula I:
Further improvement of the present invention is: the compound shown in the described preferred following II-a of compound～II-l with structural formula II:
Further improvement of the present invention is: the compound shown in the described preferred following III-a of compound～III-g with structural formula III:
Further improvement of the present invention is: the compound shown in the described preferred following IV-a of compound～IV-g with structural formula IV:
Owing to adopted technique scheme, the obtained technical progress of the present invention is:
The invention provides a kind of liquid-crystal composition of large optical anisotropic, be mixed by the liquid crystal material that uses a series of various structures, especially first used and had very high optically anisotropic, Δ n maximum and can reach the two acetylene compounds more than 0.600, make the optical anisotropy of this liquid-crystal composition improve greatly, can reach 0.400.Simultaneously, this liquid-crystal composition also has high clearing point, suitable dielectric anisotropy, wideer transformation temperature scope, the acceptable rotary viscosity, be specially adapted among the liquid crystal display device LC-Lens, help the LC-Lens production is got thinner more practical, thereby obtain better visual experience and smooth 2D/3D conversion effect.
Liquid-crystal composition provided by the invention comprises the plurality of liquid crystals molecule, and wherein most of molecule contains delocalization conjugated structure, for example the cyano group of the phenyl ring of triple bond connection, terminal conjugation, isothiocyano etc.The increase of delocalization conjugated quantity has greatly increased the optical anisotropy coefficient of liquid crystal material.Simultaneously, the poorly soluble problem of bringing for fear of the big conjugated compound of this class, the present invention has introduced groups such as halogen atom or sterically hindered very little trifluoromethoxy, cyano group in the side direction of liquid crystal molecule, and then influence the coplanarity of liquid crystal molecule, the effect that play the compression smectic phase, reduces fusing point, increases solubleness.
Embodiment
Be described in further details below in conjunction with the present invention of embodiment:
Umber related among the following embodiment all is weight percentage; C.p. represent clearing point (℃); Δ n represents optical anisotropy (589nm, 20 ± 0.2 ℃); △ ε represents dielectric anisotropy (25 ± 2 ℃, 1KHz, HP4284A, the left-handed box of 7.0 μ mTN); γ 1 expression rotary viscosity (mPas, 25 ± 0.5 ℃, INSTEC ALCT-1VM).
Embodiment 1
Prepare following liquid-crystal composition in proportion and its characteristic is measured.Component and the proportioning of liquid-crystal composition see Table 1.
The component of table 1 embodiment 1 liquid-crystal composition and proportioning data sheet
Wherein,
Among formula I-a
Among formula II-a
Among formula III-b
Among formula IV-a
The group of these four positions can replace with arbitrarily: the H atom, contain the alkyl of 1～10 carbon atom or the alkyl that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkoxyl group of 1～10 carbon atom or the alkoxyl group that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkenyl of 2～10 carbon atoms or the alkenyl that contains 2～10 carbon atoms that any H atom is replaced by fluorine atom, contain the alkenyloxy of 3～8 carbon atoms or arbitrarily the alkenyloxy that contains 3～8 carbon atoms that replaced by fluorine atom of H atom wherein any one.
Among formula I-a
Among formula II-a
Among formula III-b
Among formula IV-a
The group of these four positions can replace with any one in the group shown in following (1)～(4) arbitrarily:
（1）-H、-Cl、-F、-CN、-OCN、-OCF
3、-CF
3、-CHF
2、-CH
2F、-OCHF
2、-SCN、-NCS、-SF
5；
(2) contain 1～15 carbon atom alkyl, contain 1～15 carbon atom alkoxyl group, contain 2～15 carbon atoms thiazolinyl, contain the alkene oxygen base of 2～15 carbon atoms;
(3) one or more-CH
2-quilt-CH=CH-,-C ≡ C-,-COO-,-OOC-,-O-or-S-substitutes, and substitutes group shown in above-mentioned (2) that the Sauerstoffatom in the group of back directly do not link to each other;
(4) any H atom is by group shown in above-mentioned (2) of fluorine atom or the replacement of chlorine atom, (3).
Among formula I-j, I-i, the I-l
Among II-a, II-b, II-i, the II-g
Among IV-a, the IV-b
Amount to the group of five positions, all available
Among formula III-d with
Link to each other
Number can be 1,2 or 3, link to each other with singly-bound.
Among formula I I-a
The position can replace with arbitrarily
Or
Wherein any one.
Among formula II-k-the COO-position can replace with arbitrarily singly-bound ,-CH
2-,-CH
2CH
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-,-CF
2CF
2-or-CF=CF-wherein any one.
F atom site in above-mentioned all liquid crystal structure formulas all can replace with arbitrarily H atom, halogen atom or trifluoromethoxy wherein any one.
Embodiment 2
Prepare following liquid-crystal composition in proportion and its characteristic is measured.Component and the proportioning of liquid-crystal composition see Table 2.
The component of table 2 embodiment 2 liquid-crystal compositions and proportioning data sheet
Embodiment 3
Prepare following liquid-crystal composition in proportion and its characteristic is measured.Component and the proportioning of liquid-crystal composition see Table 3.
The component of table 3 embodiment 3 liquid-crystal compositions and proportioning data sheet
Embodiment 4
Prepare following liquid-crystal composition in proportion and its characteristic is measured.Component and the proportioning of liquid-crystal composition see Table 4.
The component of table 4 embodiment 4 liquid-crystal compositions and proportioning data sheet
Embodiment 5
Prepare following liquid-crystal composition in proportion and its characteristic is measured.Component and the proportioning of liquid-crystal composition see Table 5.
The component of table 5 embodiment 5 liquid-crystal compositions and proportioning data sheet
Embodiment 6
Prepare following liquid-crystal composition in proportion and its characteristic is measured.Component and the proportioning of liquid-crystal composition see Table 6.
The component of table 6 embodiment 6 liquid-crystal compositions and proportioning data sheet
Embodiment 7
Prepare following liquid-crystal composition in proportion and its characteristic is measured.Component and the proportioning of liquid-crystal composition see Table 7.
The component of table 7 embodiment 7 liquid-crystal compositions and proportioning data sheet
Get embodiment 1～embodiment 7 prepared liquid crystal compounds and carry out Performance Detection, the result is as shown in table 8 for its performance parameter test.
Table 8 embodiment 1～embodiment 7 liquid-crystal composition performance parameter test results
| Performance perameter | △n | △ε | c.p.（℃） | γ 1（mPa·s） |
| Embodiment 1 | 0.392 | 9.5 | 109 | 209 |
| Embodiment 2 | 0.335 | 8.3 | 102 | 172 |
| Embodiment 3 | 0.313 | 7.1 | 100 | 185 |
| Embodiment 4 | 0.385 | 11.7 | 118 | 226 |
| Embodiment 5 | 0.305 | 7.9 | 106 | 150 |
| Embodiment 6 | 0.400 | 9.0 | 120 | 232 |
| Embodiment 7 | 0.350 | 7.5 | 111 | 193 |
By the performance perameter detected result of above-mentioned 7 embodiment as can be seen, the liquid-crystal composition of a kind of large optical anisotropic provided by the invention, has bigger optical anisotropy, high clearing point, suitable dielectric anisotropy, with the acceptable rotary viscosity, its optical anisotropy Δ n 〉=0.30, dielectric constant anisotropy △ ε=7～12, clearing point temperature c.p. 〉=100 ℃, rotary viscosity γ 1≤300mPas, it is the very excellent LC-Lens material of a kind of performance, and can dwindle the thickness of LC-Lens greatly, accelerate the time of response, thereby obtain better visual experience and smooth 2D/3D conversion effect, in LC-Lens uses, have bright prospects and using value.
Though the present invention has only enumerated particular compound and the proportioning quality percentage composition of above-mentioned 7 embodiment, and carried out performance test, but liquid-crystal composition of the present invention can be on the basis of above-described embodiment, the preferred compound that utilizes the compound with structural formula I, II, III, IV involved in the present invention and have structural formula I, II, III, an IV is further expanded and is revised, and all can reach purpose of the present invention.
Claims (9)
1. the liquid-crystal composition of a large optical anisotropic, it is characterized in that: described liquid-crystal composition comprises the compound with structural formula I,
Wherein,
R
1It is the H atom, contain the alkyl of 1～10 carbon atom or the alkyl that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkoxyl group of 1～10 carbon atom or the alkoxyl group that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkenyl of 2～10 carbon atoms or the alkenyl that contains 2～10 carbon atoms that any H atom is replaced by fluorine atom, contain the alkenyloxy of 3～8 carbon atoms or arbitrarily the alkenyloxy that contains 3～8 carbon atoms that replaced by fluorine atom of H atom wherein any one;
L
1Be any one in the group shown in following (1)～(4):
（1）-H、-Cl、-F、-CN、-OCN、-OCF
3、-CF
3、-CHF
2、-CH
2F、-OCHF
2、-SCN、-NCS、-SF
5；
(2) contain 1～15 carbon atom alkyl, contain 1～15 carbon atom alkoxyl group, contain 2～15 carbon atoms thiazolinyl, contain the alkene oxygen base of 2～15 carbon atoms;
(3) one or more-CH
2-quilt-CH=CH-,-C ≡ C-,-COO-,-OOC-,-O-or-S-substitutes and substitutes group shown in above-mentioned (2) that the Sauerstoffatom in the group of back directly do not link to each other;
(4) any H atom is by group shown in above-mentioned (2) of fluorine atom or the replacement of chlorine atom, (3);
A is any one in following 13 kinds of groups:
X
1, X
2, X
3, X
4, X
5Be respectively H atom, halogen atom or trifluoromethoxy wherein any one;
A is 1,2 or 3.
2. the liquid-crystal composition of a kind of large optical anisotropic according to claim 1, it is characterized in that: in the described liquid-crystal composition, the weight percentage with compound of structural formula I is 1%～30%.
3. according to the liquid-crystal composition of claim 1 or 2 each described a kind of large optical anisotropics, it is characterized in that: described liquid-crystal composition also comprises the compound with structural formula II, the compound that has the compound of structural formula III and have the structural formula IV;
Wherein,
R
2, R
3, R
4It is respectively the H atom, contain the alkyl of 1～10 carbon atom or the alkyl that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkoxyl group of 1～10 carbon atom or the alkoxyl group that contains 1～10 carbon atom that any H atom is replaced by fluorine atom, contain the alkenyl of 2～10 carbon atoms or the alkenyl that contains 2～10 carbon atoms that any H atom is replaced by fluorine atom, contain the alkenyloxy of 3～8 carbon atoms or arbitrarily the alkenyloxy that contains 3～8 carbon atoms that replaced by fluorine atom of H atom wherein any one;
L
2, L
3, L
4Be respectively any one in the group shown in following (5)～(8):
（5）-H、-Cl、-F、-CN、-OCN、-OCF
3、-CF
3、-CHF
2、-CH
2F、-OCHF
2、-SCN、-NCS、-SF
5；
(6) contain 1～15 carbon atom alkyl, contain 1～15 carbon atom alkoxyl group, contain 2～15 carbon atoms thiazolinyl, contain the alkene oxygen base of 2～15 carbon atoms;
(7) one or more-CH
2-quilt-CH=CH-,-C ≡ C-,-COO-,-OOC-,-O-or-S-substitutes and substitutes group shown in above-mentioned (6) that the Sauerstoffatom in the group of back directly do not link to each other;
(8) any H atom is by group shown in above-mentioned (6) of fluorine atom or the replacement of chlorine atom, (7);
B is any one in following four kinds of groups:
C, D, E, F are respectively any one in following 13 kinds of groups:
X
6, X
7, X
8, X
9, X
10, X
11, X
12Be respectively H atom, halogen atom or trifluoromethoxy wherein any one;
Z be singly-bound ,-CH
2-,-CH
2CH
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-,-CF
2CF
2-or-CF=CF-wherein any one;
B is 1,2 or 3;
C is 0,1,2 or 3.
4. the liquid-crystal composition of a kind of large optical anisotropic according to claim 3, it is characterized in that: in the described liquid-crystal composition, weight percentage with compound of structural formula I is 1%～30%, weight percentage with compound of structural formula II is 1%～30%, weight percentage with compound of structural formula III is 20%～80%, and the weight percentage with compound of structural formula IV is 0～20%.
5. the liquid-crystal composition of a kind of large optical anisotropic according to claim 3 is characterized in that: the performance of described liquid-crystal composition satisfies at least one in the following condition (a)～(d),
(a) optical anisotropy △ n 〉=0.30;
(b) dielectric constant anisotropy △ ε scope is 7～12;
(c) clearing point c.p. 〉=100 ℃;
(d) rotary viscosity γ
1≤ 300mPas.
6. according to the liquid-crystal composition of claim 4 or 5 each described a kind of large optical anisotropics, it is characterized in that: the compound shown in the described preferred following I-a of compound～I-o with structural formula I:
7. according to the liquid-crystal composition of claim 4 or 5 each described a kind of large optical anisotropics, it is characterized in that: the compound shown in the described preferred following II-a of compound～II-l with structural formula II:
8. according to the liquid-crystal composition of claim 4 or 5 each described a kind of large optical anisotropics, it is characterized in that: the compound shown in the described preferred following III-a of compound～III-g with structural formula III:
9. according to the liquid-crystal composition of claim 4 or 5 each described a kind of large optical anisotropics, it is characterized in that: the compound shown in the described preferred following IV-a of compound～IV-g with structural formula IV:
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0581272A1 (en) * | 1992-07-28 | 1994-02-02 | Seiko Epson Corporation | Tolane derivatives, liquid crystal compositions containing the derivatives and liquid crystal display device using the compositions |
| US6149837A (en) * | 1998-02-25 | 2000-11-21 | Sumitomo Chemical Company, Limited | Phenylacetylene compound and liquid crystal composition comprising the same |
| EP1054001A1 (en) * | 1999-05-19 | 2000-11-22 | MERCK PATENT GmbH | Isothiocyanate tolanes and liquid crystal mixtures containing them |
| JP2001302579A (en) * | 2000-04-25 | 2001-10-31 | Agency Of Ind Science & Technol | Phenylacetylene compound having cyclopropane ring or alkenyl group at molecular end, liquid crystal composition and liquid crystal device |
| JP2010083938A (en) * | 2008-09-30 | 2010-04-15 | Fujifilm Corp | Liquid crystal composition and liquid crystal display element |
| CN102816572A (en) * | 2012-08-28 | 2012-12-12 | 石家庄诚志永华显示材料有限公司 | Large-dielectric-anisotropy high-optical-anisotropy liquid crystal composition and preparation method and application thereof |
-
2013
- 2013-05-10 CN CN201310169744.1A patent/CN103254910B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0581272A1 (en) * | 1992-07-28 | 1994-02-02 | Seiko Epson Corporation | Tolane derivatives, liquid crystal compositions containing the derivatives and liquid crystal display device using the compositions |
| US6149837A (en) * | 1998-02-25 | 2000-11-21 | Sumitomo Chemical Company, Limited | Phenylacetylene compound and liquid crystal composition comprising the same |
| EP1054001A1 (en) * | 1999-05-19 | 2000-11-22 | MERCK PATENT GmbH | Isothiocyanate tolanes and liquid crystal mixtures containing them |
| JP2001302579A (en) * | 2000-04-25 | 2001-10-31 | Agency Of Ind Science & Technol | Phenylacetylene compound having cyclopropane ring or alkenyl group at molecular end, liquid crystal composition and liquid crystal device |
| JP2010083938A (en) * | 2008-09-30 | 2010-04-15 | Fujifilm Corp | Liquid crystal composition and liquid crystal display element |
| CN102816572A (en) * | 2012-08-28 | 2012-12-12 | 石家庄诚志永华显示材料有限公司 | Large-dielectric-anisotropy high-optical-anisotropy liquid crystal composition and preparation method and application thereof |
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