CN104371746B - 液晶组合物及液晶显示器件 - Google Patents
液晶组合物及液晶显示器件 Download PDFInfo
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- CN104371746B CN104371746B CN201310358438.2A CN201310358438A CN104371746B CN 104371746 B CN104371746 B CN 104371746B CN 201310358438 A CN201310358438 A CN 201310358438A CN 104371746 B CN104371746 B CN 104371746B
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 210
- 239000000203 mixture Substances 0.000 title claims abstract description 188
- 150000001875 compounds Chemical class 0.000 claims abstract description 234
- 239000011159 matrix material Substances 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 125000004991 fluoroalkenyl group Chemical group 0.000 claims description 4
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims description 4
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 4
- 101001053401 Arabidopsis thaliana Acid beta-fructofuranosidase 3, vacuolar Proteins 0.000 claims description 2
- 101001053395 Arabidopsis thaliana Acid beta-fructofuranosidase 4, vacuolar Proteins 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 230000003287 optical effect Effects 0.000 abstract description 11
- 230000004044 response Effects 0.000 abstract description 7
- 238000012360 testing method Methods 0.000 description 26
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 238000005160 1H NMR spectroscopy Methods 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000000758 substrate Substances 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 238000004440 column chromatography Methods 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229940126062 Compound A Drugs 0.000 description 4
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 0 *C1COC(c(cc(c(C(Oc(cc2F)cc(F)c2F)(F)F)c2F)F)c2F)OC1 Chemical compound *C1COC(c(cc(c(C(Oc(cc2F)cc(F)c2F)(F)F)c2F)F)c2F)OC1 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- ZRTWIJKGTUGZJY-UHFFFAOYSA-N 3,4,5-trifluorophenol Chemical compound OC1=CC(F)=C(F)C(F)=C1 ZRTWIJKGTUGZJY-UHFFFAOYSA-N 0.000 description 2
- ANUZKYYBDVLEEI-UHFFFAOYSA-N butane;hexane;lithium Chemical compound [Li]CCCC.CCCCCC ANUZKYYBDVLEEI-UHFFFAOYSA-N 0.000 description 2
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 2
- FVIZARNDLVOMSU-UHFFFAOYSA-N ginsenoside K Natural products C1CC(C2(CCC3C(C)(C)C(O)CCC3(C)C2CC2O)C)(C)C2C1C(C)(CCC=C(C)C)OC1OC(CO)C(O)C(O)C1O FVIZARNDLVOMSU-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- QOIWHSKYUNIFCV-UHFFFAOYSA-N (2-fluoro-4-propylphenyl)boronic acid Chemical compound CCCC1=CC=C(B(O)O)C(F)=C1 QOIWHSKYUNIFCV-UHFFFAOYSA-N 0.000 description 1
- WLCGYIWOKVWFLB-UHFFFAOYSA-N (4-propylphenyl)boronic acid Chemical compound CCCC1=CC=C(B(O)O)C=C1 WLCGYIWOKVWFLB-UHFFFAOYSA-N 0.000 description 1
- XSMLLZPSNLQCQU-UHFFFAOYSA-N 1-bromo-2,3,5-trifluorobenzene Chemical compound FC1=CC(F)=C(F)C(Br)=C1 XSMLLZPSNLQCQU-UHFFFAOYSA-N 0.000 description 1
- UCCUXODGPMAHRL-UHFFFAOYSA-N 1-bromo-4-iodobenzene Chemical compound BrC1=CC=C(I)C=C1 UCCUXODGPMAHRL-UHFFFAOYSA-N 0.000 description 1
- HWQNWWGSYSISNO-UHFFFAOYSA-N 4-bromo-2,3,5-trifluorobenzoic acid Chemical compound OC(=O)C1=CC(F)=C(Br)C(F)=C1F HWQNWWGSYSISNO-UHFFFAOYSA-N 0.000 description 1
- SFHYNDMGZXWXBU-LIMNOBDPSA-N 6-amino-2-[[(e)-(3-formylphenyl)methylideneamino]carbamoylamino]-1,3-dioxobenzo[de]isoquinoline-5,8-disulfonic acid Chemical compound O=C1C(C2=3)=CC(S(O)(=O)=O)=CC=3C(N)=C(S(O)(=O)=O)C=C2C(=O)N1NC(=O)N\N=C\C1=CC=CC(C=O)=C1 SFHYNDMGZXWXBU-LIMNOBDPSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- PGXNQWRWIFMVDP-UHFFFAOYSA-N CC(CC1)CCC1C(CC1)CCC1c(cc1F)ccc1F Chemical compound CC(CC1)CCC1C(CC1)CCC1c(cc1F)ccc1F PGXNQWRWIFMVDP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- AZSZCFSOHXEJQE-UHFFFAOYSA-N dibromodifluoromethane Chemical compound FC(F)(Br)Br AZSZCFSOHXEJQE-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 230000005670 electromagnetic radiation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- -1 hydrogen trifluoride Chemical class 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- ZJLMKPKYJBQJNH-UHFFFAOYSA-N propane-1,3-dithiol Chemical compound SCCCS ZJLMKPKYJBQJNH-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- LHJSLDBKUGXPMI-UHFFFAOYSA-N tris(2-methylpropyl) borate Chemical compound CC(C)COB(OCC(C)C)OCC(C)C LHJSLDBKUGXPMI-UHFFFAOYSA-N 0.000 description 1
- IPGCWJZKTTZTSB-UHFFFAOYSA-K trisodium;trifluoride Chemical compound [F-].[F-].[F-].[Na+].[Na+].[Na+] IPGCWJZKTTZTSB-UHFFFAOYSA-K 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Liquid Crystal Substances (AREA)
Abstract
Description
化合物 | DSC | Δε | Δn |
A | C45.3I | 15 | 0.081 |
C | C55.7I | 15.7 | 0.082 |
D | C76.4N106.7I | 16.7 | 0.179 |
E | C73.6N94.3I | 19.9 | 0.169 |
K | C41.1I | 0.077 | 20 |
化合物 | DSC | Δε | Δn |
B | C111.7I | 18 | 0.181 |
F | C148.6I | 20.2 | 0.17 |
G | C81.8N118.1I | 19.7 | 0.126 |
H | C81.7N87.9I | 20 | 0.127 |
I | C99N113.4I | 22 | 0.18 |
J | C109.3N144.1I | 17.8 | 0.225 |
L | C93.7N120.3I | 0.133 | 2718 --> |
M | C91.7N112.5I | 0.127 | 25.1 |
N | C67.6S98.1N119.3I | 0.132 | 23.8 |
组分代码 | 结构代码 | 重量百分数 | 性能参数 | 测试结果 |
3CGPC3 | Ⅴ-4 | 3 | Δn | 0.0943 |
3CPGF | Ⅵ-1-3 | 2 | γ1 | 72.1 |
3CPUF | Ⅵ-2-3 | 7 | Cp | 104 |
3CCUF | Ⅵ-4-3 | 6 | Δε | 5 |
3CCP3 | Ⅲ-1-10 | 5 | LTS | >500h |
3PGP2V(2F) | Ⅲ-3-4 | 2 | ||
3CCQUF | Ⅳ-1-3 | 5 | ||
3CC1OC5 | Ⅳ-2-4 | 5 | ||
VCCP1 | Ⅲ-1-6 | 12 | ||
3CCV | Ⅱ-2 | 28 | ||
V2CCP1 | Ⅲ-1-7 | 9 | ||
3DU(F)QUF | Ⅰ-1-3 | 6 | ||
3DPU(F)QUF | Ⅰ-2-3 | 4 | ||
4DPU(F)QUF | Ⅰ-2-4 | 3 | ||
5DPU(F)QUF | Ⅰ-2-5 | 3 | ||
合计 | 100 |
Claims (12)
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CN104371746A CN104371746A (zh) | 2015-02-25 |
CN104371746B true CN104371746B (zh) | 2016-05-25 |
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Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
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CN107955631B (zh) * | 2017-11-22 | 2019-11-29 | 烟台显华化工科技有限公司 | 一种液晶组合物及其应用 |
CN108300489B (zh) * | 2018-02-09 | 2019-11-29 | 烟台显华化工科技有限公司 | 一种液晶组合物及其应用 |
CN108659851A (zh) * | 2018-06-22 | 2018-10-16 | 烟台显华化工科技有限公司 | 一种含有二氟甲氧基桥键的液晶化合物及其制备方法和应用 |
CN108690639A (zh) * | 2018-06-22 | 2018-10-23 | 烟台显华化工科技有限公司 | 一种液晶组合物及其应用 |
CN109652094B (zh) * | 2018-12-24 | 2020-07-14 | 西安彩晶光电科技股份有限公司 | 一种二氟甲醚桥键液晶单体的制备方法 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0602596A1 (de) * | 1992-12-17 | 1994-06-22 | Hoechst Aktiengesellschaft | Trifluorphenylen-Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung in flüssigkristallinen Mischungen |
CN103205265A (zh) * | 2013-03-14 | 2013-07-17 | 江苏和成显示科技股份有限公司 | 液晶组合物及其显示器件 |
CN103205264A (zh) * | 2013-03-13 | 2013-07-17 | 江苏和成显示科技股份有限公司 | 液晶组合物以及显示器件 |
CN103242860A (zh) * | 2013-05-15 | 2013-08-14 | 江苏和成显示科技股份有限公司 | 液晶组合物及液晶显示器件 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4957247B2 (ja) * | 2004-10-04 | 2012-06-20 | Jnc石油化学株式会社 | 液晶組成物および液晶表示素子 |
JP5359478B2 (ja) * | 2008-04-11 | 2013-12-04 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
-
2013
- 2013-08-16 CN CN201310358438.2A patent/CN104371746B/zh active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0602596A1 (de) * | 1992-12-17 | 1994-06-22 | Hoechst Aktiengesellschaft | Trifluorphenylen-Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung in flüssigkristallinen Mischungen |
CN103205264A (zh) * | 2013-03-13 | 2013-07-17 | 江苏和成显示科技股份有限公司 | 液晶组合物以及显示器件 |
CN103205265A (zh) * | 2013-03-14 | 2013-07-17 | 江苏和成显示科技股份有限公司 | 液晶组合物及其显示器件 |
CN103242860A (zh) * | 2013-05-15 | 2013-08-14 | 江苏和成显示科技股份有限公司 | 液晶组合物及液晶显示器件 |
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Address after: 2/F, Sino Japan Cooperation Innovation Park, No. 16 Zidan Road, Qinhuai District, Nanjing, Jiangsu Province, 210014 Patentee after: JIANGSU HECHENG DISPLAY TECHNOLOGY Co.,Ltd. Address before: 212212 East Side of Yangzhong Yangtze River Bridge, Zhenjiang City, Jiangsu Province Patentee before: JIANGSU HECHENG DISPLAY TECHNOLOGY Co.,Ltd. |
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