KR20080109054A - 액정 조성물, 이로부터 유도된 중합체 네트워크, 및 그의 제조 방법 - Google Patents
액정 조성물, 이로부터 유도된 중합체 네트워크, 및 그의 제조 방법 Download PDFInfo
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- KR20080109054A KR20080109054A KR1020087026532A KR20087026532A KR20080109054A KR 20080109054 A KR20080109054 A KR 20080109054A KR 1020087026532 A KR1020087026532 A KR 1020087026532A KR 20087026532 A KR20087026532 A KR 20087026532A KR 20080109054 A KR20080109054 A KR 20080109054A
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- KR
- South Korea
- Prior art keywords
- compound
- group
- liquid crystal
- formula
- independently
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 90
- 238000000034 method Methods 0.000 title claims abstract description 85
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- 150000001875 compounds Chemical class 0.000 claims abstract description 135
- 230000008569 process Effects 0.000 claims abstract description 20
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 9
- -1 cholesteryl ester Chemical class 0.000 claims description 76
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- 238000006243 chemical reaction Methods 0.000 claims description 35
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- 239000011541 reaction mixture Substances 0.000 claims description 35
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- 239000002253 acid Substances 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 27
- 150000004820 halides Chemical class 0.000 claims description 27
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims description 22
- 230000003287 optical effect Effects 0.000 claims description 21
- 239000002585 base Substances 0.000 claims description 20
- 239000007810 chemical reaction solvent Substances 0.000 claims description 18
- 229920005862 polyol Polymers 0.000 claims description 18
- 150000003077 polyols Chemical class 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 239000003444 phase transfer catalyst Substances 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 229910000028 potassium bicarbonate Inorganic materials 0.000 claims description 9
- 235000015497 potassium bicarbonate Nutrition 0.000 claims description 9
- 239000011736 potassium bicarbonate Substances 0.000 claims description 9
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 8
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- 239000003112 inhibitor Substances 0.000 claims description 7
- 150000002009 diols Chemical class 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 239000003999 initiator Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000000049 pigment Substances 0.000 claims description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 4
- 235000011181 potassium carbonates Nutrition 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
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- 229940086066 potassium hydrogencarbonate Drugs 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 2
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 239000000010 aprotic solvent Substances 0.000 claims 1
- 239000012071 phase Substances 0.000 description 69
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 52
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 31
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 27
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- 239000000178 monomer Substances 0.000 description 21
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- 230000000052 comparative effect Effects 0.000 description 16
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- 238000000576 coating method Methods 0.000 description 15
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- 239000011248 coating agent Substances 0.000 description 14
- 239000000463 material Substances 0.000 description 14
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 238000001816 cooling Methods 0.000 description 12
- 238000010438 heat treatment Methods 0.000 description 12
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 11
- 0 COc(c(*)c1*)c(*)c(*)c1O Chemical compound COc(c(*)c1*)c(*)c(*)c1O 0.000 description 11
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- 238000010992 reflux Methods 0.000 description 11
- 238000011282 treatment Methods 0.000 description 11
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 239000004988 Nematic liquid crystal Substances 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 10
- 238000002844 melting Methods 0.000 description 10
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000011521 glass Substances 0.000 description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 8
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 8
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol group Chemical group [C@@H]1(CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@H](C)CCCC(C)C HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 8
- 229920006254 polymer film Polymers 0.000 description 8
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 8
- 239000008096 xylene Substances 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 7
- HBPVGJGBRWIVSX-UHFFFAOYSA-N 6-bromohexanoyl chloride Chemical compound ClC(=O)CCCCCBr HBPVGJGBRWIVSX-UHFFFAOYSA-N 0.000 description 7
- 238000005481 NMR spectroscopy Methods 0.000 description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 7
- 125000006850 spacer group Chemical group 0.000 description 7
- DPKBAXPHAYBPRL-UHFFFAOYSA-M tetrabutylazanium;iodide Chemical compound [I-].CCCC[N+](CCCC)(CCCC)CCCC DPKBAXPHAYBPRL-UHFFFAOYSA-M 0.000 description 7
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 239000002019 doping agent Substances 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 230000010512 thermal transition Effects 0.000 description 5
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
- JTGCXYYDAVPSFD-UHFFFAOYSA-N 4-(4-hydroxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(O)C=C1 JTGCXYYDAVPSFD-UHFFFAOYSA-N 0.000 description 4
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 4
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 4
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 4
- 239000002250 absorbent Substances 0.000 description 4
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- XRWSZZJLZRKHHD-WVWIJVSJSA-N asunaprevir Chemical compound O=C([C@@H]1C[C@H](CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)OC1=NC=C(C2=CC=C(Cl)C=C21)OC)N[C@]1(C(=O)NS(=O)(=O)C2CC2)C[C@H]1C=C XRWSZZJLZRKHHD-WVWIJVSJSA-N 0.000 description 4
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- KAUQJMHLAFIZDU-UHFFFAOYSA-N 6-Hydroxy-2-naphthoic acid Chemical compound C1=C(O)C=CC2=CC(C(=O)O)=CC=C21 KAUQJMHLAFIZDU-UHFFFAOYSA-N 0.000 description 3
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- NUGPIZCTELGDOS-QHCPKHFHSA-N N-[(1S)-3-[4-(3-methyl-5-propan-2-yl-1,2,4-triazol-4-yl)piperidin-1-yl]-1-pyridin-3-ylpropyl]cyclopentanecarboxamide Chemical compound C(C)(C)C1=NN=C(N1C1CCN(CC1)CC[C@@H](C=1C=NC=CC=1)NC(=O)C1CCCC1)C NUGPIZCTELGDOS-QHCPKHFHSA-N 0.000 description 3
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- 229940126639 Compound 33 Drugs 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
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- OPFJDXRVMFKJJO-ZHHKINOHSA-N N-{[3-(2-benzamido-4-methyl-1,3-thiazol-5-yl)-pyrazol-5-yl]carbonyl}-G-dR-G-dD-dD-dD-NH2 Chemical compound S1C(C=2NN=C(C=2)C(=O)NCC(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(N)=O)=C(C)N=C1NC(=O)C1=CC=CC=C1 OPFJDXRVMFKJJO-ZHHKINOHSA-N 0.000 description 2
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- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
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- C09K19/00—Liquid crystal materials
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
- C09K19/2007—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers the chain containing -COO- or -OCO- groups
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- C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
- C09K19/322—Compounds containing a naphthalene ring or a completely or partially hydrogenated naphthalene ring
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/38—Polymers
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/38—Polymers
- C09K19/3833—Polymers with mesogenic groups in the side chain
- C09K19/3842—Polyvinyl derivatives
- C09K19/3852—Poly(meth)acrylate derivatives
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/38—Polymers
- C09K19/3833—Polymers with mesogenic groups in the side chain
- C09K19/3842—Polyvinyl derivatives
- C09K19/3852—Poly(meth)acrylate derivatives
- C09K19/3861—Poly(meth)acrylate derivatives containing condensed ring systems
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
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- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/54—Additives having no specific mesophase characterised by their chemical composition
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- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/58—Dopants or charge transfer agents
- C09K19/586—Optically active dopants; chiral dopants
- C09K19/588—Heterocyclic compounds
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
- C09K2019/0448—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
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- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Liquid Crystal Substances (AREA)
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Applications Claiming Priority (2)
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|---|---|---|---|
| US78852506P | 2006-03-31 | 2006-03-31 | |
| US60/788,525 | 2006-03-31 |
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| KR20080109054A true KR20080109054A (ko) | 2008-12-16 |
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| EP (1) | EP2001974B1 (enExample) |
| JP (1) | JP2009532362A (enExample) |
| KR (1) | KR20080109054A (enExample) |
| CN (1) | CN101415797A (enExample) |
| DE (1) | DE602007013541D1 (enExample) |
| WO (1) | WO2007120458A1 (enExample) |
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| AU2006249383A1 (en) * | 2005-05-26 | 2006-11-30 | Performance Materials Na, Inc. | Multilayer laminates comprising twisted nematic liquid crystals |
| EP1904301A2 (en) * | 2005-05-26 | 2008-04-02 | E.I. Dupont De Nemours And Company | High strength multilayer laminates comprising twisted nematic liquid crystals |
| EP1973987A1 (en) | 2005-12-29 | 2008-10-01 | E.I. Du Pont De Nemours And Company | Composition for reducing the transmission of infrared radiation |
| US7914700B2 (en) * | 2006-03-31 | 2011-03-29 | E. I. Du Pont De Nemours And Company | Liquid crystal compositions and polymer networks derived therefrom |
| US7879256B2 (en) * | 2006-03-31 | 2011-02-01 | E. I. Du Pont De Nemours And Company | Liquid crystal compositions, polymer networks derived therefrom and process for making the same |
| JP5408841B2 (ja) | 2006-12-29 | 2014-02-05 | 株式会社Adeka | 重合性化合物及び重合性組成物 |
| KR20100066510A (ko) * | 2007-08-15 | 2010-06-17 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 알칼로이드 단량체, 액정 조성물 및 이로부터 유도된 중합체 네트워크 |
| KR20100057034A (ko) * | 2007-08-15 | 2010-05-28 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 키랄 화합물, 액정 조성물 및 이로부터 유도된 중합체 네트워크 |
| WO2009122868A1 (ja) * | 2008-04-01 | 2009-10-08 | 株式会社Adeka | 三官能(メタ)アクリレート化合物及び該化合物を含有する重合性組成物 |
| US9201010B2 (en) * | 2008-05-01 | 2015-12-01 | The United States Of America, As Represented By The Secretary Of The Navy | Fluorescent organic nanoparticles |
| ATE528376T1 (de) | 2008-05-02 | 2011-10-15 | Sony Corp | Zusammensetzung mit mindestens einer art von flüssigkristall |
| US20090324799A1 (en) * | 2008-05-15 | 2009-12-31 | Robert Michael Hartman | Maximizing utilization of municipal sewage treatment effluents to produce a biofuel, fertilizer and/or animal feed for environmentally sustainable minded communities |
| WO2010022891A1 (en) * | 2008-08-29 | 2010-03-04 | Merck Patent Gmbh | Liquid crystalline medium and liquid crystal display |
| US7988881B2 (en) * | 2008-09-30 | 2011-08-02 | E. I. Du Pont De Nemours And Company | Multilayer laminates comprising chiral nematic liquid crystals |
| US8044228B2 (en) | 2009-06-08 | 2011-10-25 | E.I. Du Pont De Nemours And Company | Liquid crystal compositions |
| US8067068B2 (en) * | 2009-06-08 | 2011-11-29 | E.I. Du Pont De Nemours And Company | Liquid crystal compositions |
| US8034255B2 (en) * | 2009-06-08 | 2011-10-11 | E. I. Du Pont De Nemours And Company | Liquid crystal compositions |
| US20100308268A1 (en) * | 2009-06-08 | 2010-12-09 | E. I. Du Pont De Nemours And Company | Liquid crystal compositions |
| US20120071618A1 (en) * | 2009-06-08 | 2012-03-22 | E.I. Du Pont De Nemours And Company | Liquid crystal compositions |
| EP2513249B1 (de) * | 2009-12-17 | 2013-10-02 | Basf Se | Flüssigkristalline mischungen |
| WO2011078099A1 (ja) * | 2009-12-25 | 2011-06-30 | 住友化学株式会社 | ジエポキシ化合物、その製造方法および該ジエポキシ化合物を含む組成物 |
| TWI482839B (zh) * | 2010-01-26 | 2015-05-01 | Jnc Corp | 液晶組成物及液晶顯示元件 |
| WO2012074081A1 (en) * | 2010-11-30 | 2012-06-07 | Semiconductor Energy Laboratory Co., Ltd. | Liquid crystal composition, polymer/liquid crystal composite, liquid crystal element, and liquid crystal display device |
| UY33771A (es) * | 2010-12-07 | 2012-06-29 | Sicpa Holding Sa | Marcado compuesto a base de precursores de cristales líquidos quirales |
| PH12013501133A1 (en) | 2010-12-07 | 2019-09-02 | Sicpa Holding Sa | Simplified control of color shifting properties of a chiral liquid crystal polymer |
| WO2012098237A1 (en) * | 2011-01-21 | 2012-07-26 | The Provost, Fellows And Scholars Of The College Of The Holy And Undivided Trinity Of Queen Elizabeth, Near Dublin | Compounds with super-aspirin effects |
| KR20130047588A (ko) * | 2011-10-31 | 2013-05-08 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 액정 조성물, 고분자/액정 복합체, 액정 소자, 및 액정 표시 장치 |
| CN103013534B (zh) * | 2012-11-30 | 2014-09-24 | 京东方科技集团股份有限公司 | 聚合物分散液晶及其制备方法和应用 |
| KR101640990B1 (ko) * | 2013-10-01 | 2016-07-19 | 주식회사 엘지화학 | 액정 조성물 |
| CN104570463B (zh) * | 2015-01-22 | 2017-12-08 | 京东方科技集团股份有限公司 | 带镜子功能的显示装置及其制造方法 |
| JP2018070546A (ja) * | 2016-11-02 | 2018-05-10 | Dic株式会社 | エステル結合を有するビスフェノール誘導体 |
| CN107083242A (zh) * | 2017-04-21 | 2017-08-22 | 深圳市屏柔科技有限公司 | 一种液晶浆料及其配制方法 |
| JP7613950B2 (ja) * | 2020-03-23 | 2025-01-15 | 住友化学株式会社 | 重合性液晶化合物、重合性液晶組成物、位相差フィルム、楕円偏光板および有機el表示装置 |
| CN113620805B (zh) * | 2021-07-23 | 2024-05-24 | 江苏创拓新材料有限公司 | 可聚合化合物、组合物及光学各向异性体 |
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| AU2006249383A1 (en) * | 2005-05-26 | 2006-11-30 | Performance Materials Na, Inc. | Multilayer laminates comprising twisted nematic liquid crystals |
| EP1973987A1 (en) * | 2005-12-29 | 2008-10-01 | E.I. Du Pont De Nemours And Company | Composition for reducing the transmission of infrared radiation |
| US7879256B2 (en) | 2006-03-31 | 2011-02-01 | E. I. Du Pont De Nemours And Company | Liquid crystal compositions, polymer networks derived therefrom and process for making the same |
| US7914700B2 (en) * | 2006-03-31 | 2011-03-29 | E. I. Du Pont De Nemours And Company | Liquid crystal compositions and polymer networks derived therefrom |
| KR20100066510A (ko) | 2007-08-15 | 2010-06-17 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 알칼로이드 단량체, 액정 조성물 및 이로부터 유도된 중합체 네트워크 |
| KR20100057034A (ko) | 2007-08-15 | 2010-05-28 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 키랄 화합물, 액정 조성물 및 이로부터 유도된 중합체 네트워크 |
| US20090161061A1 (en) * | 2007-12-21 | 2009-06-25 | Kai Qi | Multilayer laminates comprising chiral nematic liquid crystals |
| US7988881B2 (en) * | 2008-09-30 | 2011-08-02 | E. I. Du Pont De Nemours And Company | Multilayer laminates comprising chiral nematic liquid crystals |
| US8067068B2 (en) * | 2009-06-08 | 2011-11-29 | E.I. Du Pont De Nemours And Company | Liquid crystal compositions |
| US8034255B2 (en) * | 2009-06-08 | 2011-10-11 | E. I. Du Pont De Nemours And Company | Liquid crystal compositions |
| US8044228B2 (en) * | 2009-06-08 | 2011-10-25 | E.I. Du Pont De Nemours And Company | Liquid crystal compositions |
-
2007
- 2007-03-30 US US11/731,289 patent/US7879256B2/en not_active Expired - Fee Related
- 2007-04-02 EP EP07754581A patent/EP2001974B1/en not_active Not-in-force
- 2007-04-02 KR KR1020087026532A patent/KR20080109054A/ko not_active Abandoned
- 2007-04-02 JP JP2009503059A patent/JP2009532362A/ja not_active Ceased
- 2007-04-02 DE DE602007013541T patent/DE602007013541D1/de active Active
- 2007-04-02 WO PCT/US2007/008079 patent/WO2007120458A1/en not_active Ceased
- 2007-04-02 CN CNA2007800120995A patent/CN101415797A/zh active Pending
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2011
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|---|---|
| US20110114885A1 (en) | 2011-05-19 |
| US8344175B2 (en) | 2013-01-01 |
| EP2001974B1 (en) | 2011-03-30 |
| JP2009532362A (ja) | 2009-09-10 |
| US20070228326A1 (en) | 2007-10-04 |
| EP2001974A1 (en) | 2008-12-17 |
| CN101415797A (zh) | 2009-04-22 |
| WO2007120458A1 (en) | 2007-10-25 |
| US7879256B2 (en) | 2011-02-01 |
| DE602007013541D1 (de) | 2011-05-12 |
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