CH660362A5 - 2,5-disubstituierte pyridine, verfahren fuer ihre herstellung, fluessigkristallines material und elektrooptische vorrichtung. - Google Patents
2,5-disubstituierte pyridine, verfahren fuer ihre herstellung, fluessigkristallines material und elektrooptische vorrichtung. Download PDFInfo
- Publication number
- CH660362A5 CH660362A5 CH10384A CH10384A CH660362A5 CH 660362 A5 CH660362 A5 CH 660362A5 CH 10384 A CH10384 A CH 10384A CH 10384 A CH10384 A CH 10384A CH 660362 A5 CH660362 A5 CH 660362A5
- Authority
- CH
- Switzerland
- Prior art keywords
- liquid
- vii
- cnh2n
- pyridine
- weight
- Prior art date
Links
- 239000002178 crystalline material Substances 0.000 title claims description 42
- 239000007788 liquid Substances 0.000 title claims description 26
- -1 2,5-DISUBSTITUTED PYRIDINE Chemical class 0.000 title claims description 22
- 238000000034 method Methods 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims description 21
- 238000002844 melting Methods 0.000 claims description 17
- 230000008018 melting Effects 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 11
- 239000004973 liquid crystal related substance Substances 0.000 claims description 9
- WVIICGIFSIBFOG-UHFFFAOYSA-N pyrylium Chemical class C1=CC=[O+]C=C1 WVIICGIFSIBFOG-UHFFFAOYSA-N 0.000 claims description 5
- AUXIEQKHXAYAHG-UHFFFAOYSA-N 1-phenylcyclohexane-1-carbonitrile Chemical class C=1C=CC=CC=1C1(C#N)CCCCC1 AUXIEQKHXAYAHG-UHFFFAOYSA-N 0.000 claims description 4
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 claims description 4
- 239000005695 Ammonium acetate Substances 0.000 claims description 4
- 235000019257 ammonium acetate Nutrition 0.000 claims description 4
- 229940043376 ammonium acetate Drugs 0.000 claims description 4
- 239000004020 conductor Substances 0.000 claims description 2
- 125000002560 nitrile group Chemical group 0.000 claims 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 27
- 239000000203 mixture Substances 0.000 description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 238000005282 brightening Methods 0.000 description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000000975 dye Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- MRGGVAVONGKJHH-UHFFFAOYSA-N 4-(5-hexylpyridin-2-yl)benzonitrile Chemical compound N1=CC(CCCCCC)=CC=C1C1=CC=C(C#N)C=C1 MRGGVAVONGKJHH-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 5
- BKXSBLROUCJNHD-UHFFFAOYSA-N 4-(5-butylpyridin-2-yl)benzonitrile Chemical compound N1=CC(CCCC)=CC=C1C1=CC=C(C#N)C=C1 BKXSBLROUCJNHD-UHFFFAOYSA-N 0.000 description 4
- PANLHJSWXJODQV-UHFFFAOYSA-N 4-(5-pentylpyridin-2-yl)benzonitrile Chemical compound N1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1 PANLHJSWXJODQV-UHFFFAOYSA-N 0.000 description 4
- NPMFNFOCVGFNLD-UHFFFAOYSA-N 4-[5-(4-butylphenyl)pyridin-2-yl]benzonitrile Chemical compound C1=CC(CCCC)=CC=C1C1=CC=C(C=2C=CC(=CC=2)C#N)N=C1 NPMFNFOCVGFNLD-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 238000003384 imaging method Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- HYBZAFSPFHNSAB-UHFFFAOYSA-N 4-(5-propylpyridin-2-yl)benzonitrile Chemical compound N1=CC(CCC)=CC=C1C1=CC=C(C#N)C=C1 HYBZAFSPFHNSAB-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 238000003466 welding Methods 0.000 description 3
- YHEMLKSKGNAPSO-UHFFFAOYSA-N 2-(4-bromophenyl)-5-butylpyridine Chemical compound N1=CC(CCCC)=CC=C1C1=CC=C(Br)C=C1 YHEMLKSKGNAPSO-UHFFFAOYSA-N 0.000 description 2
- WLPATYNQCGVFFH-UHFFFAOYSA-N 2-phenylbenzonitrile Chemical group N#CC1=CC=CC=C1C1=CC=CC=C1 WLPATYNQCGVFFH-UHFFFAOYSA-N 0.000 description 2
- TUENMDWVPMFBFB-UHFFFAOYSA-N 4-(5-ethylpyridin-2-yl)benzonitrile Chemical compound N1=CC(CC)=CC=C1C1=CC=C(C#N)C=C1 TUENMDWVPMFBFB-UHFFFAOYSA-N 0.000 description 2
- LVJKWRHFLLRZEZ-UHFFFAOYSA-N 4-benzoylazete-2-carbonitrile Chemical compound C(#N)C1=CC(=N1)C(=O)C1=CC=CC=C1 LVJKWRHFLLRZEZ-UHFFFAOYSA-N 0.000 description 2
- BALGERHMIXFENA-UHFFFAOYSA-N 4-butylcyclohexane-1-carboxylic acid Chemical compound CCCCC1CCC(C(O)=O)CC1 BALGERHMIXFENA-UHFFFAOYSA-N 0.000 description 2
- POEBGIQSFIJHAX-UHFFFAOYSA-N 4-hexylcyclohexane-1-carboxylic acid Chemical compound CCCCCCC1CCC(C(O)=O)CC1 POEBGIQSFIJHAX-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- XTEGARKTQYYJKE-UHFFFAOYSA-N chloric acid Chemical compound OCl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-N 0.000 description 2
- 229940005991 chloric acid Drugs 0.000 description 2
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 210000003608 fece Anatomy 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- ROVMLIKBAVUPPB-UHFFFAOYSA-N 2-(4-butylphenyl)acetic acid Chemical compound CCCCC1=CC=C(CC(O)=O)C=C1 ROVMLIKBAVUPPB-UHFFFAOYSA-N 0.000 description 1
- HKTGFQYUVIWWMT-UHFFFAOYSA-N 2-chloro-4-(4-heptylbenzoyl)oxybenzoic acid Chemical compound C1=CC(CCCCCCC)=CC=C1C(=O)OC1=CC=C(C(O)=O)C(Cl)=C1 HKTGFQYUVIWWMT-UHFFFAOYSA-N 0.000 description 1
- ZGOWXOZNUNZPAV-UHFFFAOYSA-N 4-(4-heptylphenyl)benzonitrile Chemical group C1=CC(CCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 ZGOWXOZNUNZPAV-UHFFFAOYSA-N 0.000 description 1
- GPGGNNIMKOVSAG-UHFFFAOYSA-N 4-(4-octoxyphenyl)benzonitrile Chemical group C1=CC(OCCCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 GPGGNNIMKOVSAG-UHFFFAOYSA-N 0.000 description 1
- FURZYCFZFBYJBT-UHFFFAOYSA-N 4-(4-pentylcyclohexyl)benzonitrile Chemical compound C1CC(CCCCC)CCC1C1=CC=C(C#N)C=C1 FURZYCFZFBYJBT-UHFFFAOYSA-N 0.000 description 1
- PBMCTXQDYLSLTP-UHFFFAOYSA-N 4-(4-pentylphenyl)-3-phenylbenzonitrile Chemical group C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1C1=CC=CC=C1 PBMCTXQDYLSLTP-UHFFFAOYSA-N 0.000 description 1
- UIGMGAUXSRBGFP-UHFFFAOYSA-N 4-(5-heptylpyridin-2-yl)benzonitrile Chemical compound N1=CC(CCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 UIGMGAUXSRBGFP-UHFFFAOYSA-N 0.000 description 1
- JSDWOOVIJJDUTI-UHFFFAOYSA-N 4-(5-methylpyridin-2-yl)benzonitrile Chemical compound N1=CC(C)=CC=C1C1=CC=C(C#N)C=C1 JSDWOOVIJJDUTI-UHFFFAOYSA-N 0.000 description 1
- JGXCAINREKTOBJ-UHFFFAOYSA-N 4-(5-nonylpyridin-2-yl)benzonitrile Chemical compound N1=CC(CCCCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 JGXCAINREKTOBJ-UHFFFAOYSA-N 0.000 description 1
- JDJVRDCRWTWAQO-UHFFFAOYSA-N 4-(5-octylpyridin-2-yl)benzonitrile Chemical compound N1=CC(CCCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 JDJVRDCRWTWAQO-UHFFFAOYSA-N 0.000 description 1
- AQVUBVQSEJHSDV-UHFFFAOYSA-N 4-[5-(4-heptylphenyl)pyridin-2-yl]benzonitrile Chemical compound C1=CC(CCCCCCC)=CC=C1C1=CC=C(C=2C=CC(=CC=2)C#N)N=C1 AQVUBVQSEJHSDV-UHFFFAOYSA-N 0.000 description 1
- DRZOJVUGHWZTMN-UHFFFAOYSA-N 4-[5-(4-octylphenyl)pyridin-2-yl]benzonitrile Chemical compound C1=CC(CCCCCCCC)=CC=C1C1=CC=C(C=2C=CC(=CC=2)C#N)N=C1 DRZOJVUGHWZTMN-UHFFFAOYSA-N 0.000 description 1
- AOJIOUFMDYKZAS-UHFFFAOYSA-N 4-[5-(4-pentylphenyl)pyridin-2-yl]benzonitrile Chemical compound C1=CC(CCCCC)=CC=C1C1=CC=C(C=2C=CC(=CC=2)C#N)N=C1 AOJIOUFMDYKZAS-UHFFFAOYSA-N 0.000 description 1
- JFKUBRAOUZEZSL-UHFFFAOYSA-N 4-butylbenzoic acid Chemical compound CCCCC1=CC=C(C(O)=O)C=C1 JFKUBRAOUZEZSL-UHFFFAOYSA-N 0.000 description 1
- HHPCNRKYVYWYAU-UHFFFAOYSA-N 4-cyano-4'-pentylbiphenyl Chemical group C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1 HHPCNRKYVYWYAU-UHFFFAOYSA-N 0.000 description 1
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 description 1
- VSUKEWPHURLYTK-UHFFFAOYSA-N 4-heptylbenzoic acid Chemical compound CCCCCCCC1=CC=C(C(O)=O)C=C1 VSUKEWPHURLYTK-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- GGBJHURWWWLEQH-UHFFFAOYSA-N Butyl-cyclohexane Natural products CCCCC1CCCCC1 GGBJHURWWWLEQH-UHFFFAOYSA-N 0.000 description 1
- FURZYCFZFBYJBT-JCNLHEQBSA-N C1C[C@@H](CCCCC)CC[C@@H]1C1=CC=C(C#N)C=C1 Chemical compound C1C[C@@H](CCCCC)CC[C@@H]1C1=CC=C(C#N)C=C1 FURZYCFZFBYJBT-JCNLHEQBSA-N 0.000 description 1
- MPCRDALPQLDDFX-UHFFFAOYSA-L Magnesium perchlorate Chemical compound [Mg+2].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O MPCRDALPQLDDFX-UHFFFAOYSA-L 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 241000283984 Rodentia Species 0.000 description 1
- BQRAAEWJXGXLIW-UHFFFAOYSA-N [P].Cl=O Chemical compound [P].Cl=O BQRAAEWJXGXLIW-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- IPGMIYAOWRJGBE-UHFFFAOYSA-N butyl cyclohexanecarboxylate Chemical compound CCCCOC(=O)C1CCCCC1 IPGMIYAOWRJGBE-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 230000010365 information processing Effects 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229960003424 phenylacetic acid Drugs 0.000 description 1
- 239000003279 phenylacetic acid Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/26—Radicals substituted by halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/57—Nitriles
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
- C09K19/3444—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a six-membered aromatic ring containing one nitrogen atom, e.g. pyridine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Pyridine Compounds (AREA)
- Liquid Crystal Substances (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8401698A GB2153345B (en) | 1984-01-23 | 1984-01-23 | Liquid crystal cyanophenyl-pyridines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH660362A5 true CH660362A5 (de) | 1987-04-15 |
Family
ID=10555382
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH10384A CH660362A5 (de) | 1984-01-23 | 1984-01-10 | 2,5-disubstituierte pyridine, verfahren fuer ihre herstellung, fluessigkristallines material und elektrooptische vorrichtung. |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH660362A5 (enrdf_load_stackoverflow) |
| DE (1) | DE3404055A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2558831B1 (enrdf_load_stackoverflow) |
| GB (1) | GB2153345B (enrdf_load_stackoverflow) |
| NL (1) | NL8400195A (enrdf_load_stackoverflow) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3524489A1 (de) * | 1984-07-12 | 1986-01-23 | Kabushiki Kaisha Suwa Seikosha, Tokio/Tokyo | 2-phenylpyridinderivate und verfahren zu ihrer herstellung |
| DE3600052A1 (de) * | 1986-01-03 | 1987-07-09 | Merck Patent Gmbh | Heterocyclische verbindungen |
| JPS62234066A (ja) * | 1986-04-01 | 1987-10-14 | Chisso Corp | フエニルピリジン誘導体 |
| DE3768691D1 (de) * | 1986-04-22 | 1991-04-25 | Hoffmann La Roche | Fluessigkristalline pyridinderivate. |
| US4880936A (en) * | 1987-03-26 | 1989-11-14 | Dainippon Ink And Chemicals, Inc. | Optically active pyridines useful in liquid crystal form for electrical display devices |
| JP2532886B2 (ja) * | 1987-09-08 | 1996-09-11 | チッソ株式会社 | ネマチツク液晶組成物 |
| JP2711546B2 (ja) * | 1988-04-01 | 1998-02-10 | 大日本インキ化学工業株式会社 | 液晶デバイス |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1452826A (en) * | 1973-10-17 | 1976-10-20 | Secr Defence | Liquid crystal compositions |
-
1984
- 1984-01-10 CH CH10384A patent/CH660362A5/de not_active IP Right Cessation
- 1984-01-20 NL NL8400195A patent/NL8400195A/nl not_active Application Discontinuation
- 1984-01-23 GB GB8401698A patent/GB2153345B/en not_active Expired
- 1984-01-31 FR FR8401497A patent/FR2558831B1/fr not_active Expired
- 1984-02-06 DE DE19843404055 patent/DE3404055A1/de active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| GB8401698D0 (en) | 1984-02-22 |
| NL8400195A (nl) | 1985-08-16 |
| FR2558831B1 (fr) | 1986-07-11 |
| DE3404055C2 (enrdf_load_stackoverflow) | 1989-03-02 |
| GB2153345B (en) | 1987-11-25 |
| DE3404055A1 (de) | 1985-10-10 |
| FR2558831A1 (fr) | 1985-08-02 |
| GB2153345A (en) | 1985-08-21 |
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