CA1110352A - Cristal liquide d'azine pour utilisation dans des dispositifs de controle de lumiere - Google Patents

Cristal liquide d'azine pour utilisation dans des dispositifs de controle de lumiere

Info

Publication number: CA1110352A
Authority: CA; Canada
Prior art keywords: liquid crystal; crystal material; light; cyano; group
Prior art date: 1977-12-19
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.): Expired

Application number

CA314,105A

Other languages

English (en)

Inventor

Stanley Laskos, Jr.

Hugh Mailer

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

General Electric Co

Original Assignee

General Electric Co

Priority date (The priority date 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 date listed.)

1977-12-19

Filing date

1978-10-24

Publication date

1981-10-06

1978-10-24 Application filed by General Electric Co filed Critical General Electric Co

1981-10-06 Application granted granted Critical

1981-10-06 Publication of CA1110352A publication Critical patent/CA1110352A/fr

Status Expired legal-status Critical Current

Links

239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 45
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 title claims description 23
150000001875 compounds Chemical class 0.000 title claims description 23
239000000463 material Substances 0.000 claims abstract description 28
-1 azine compound Chemical class 0.000 claims abstract description 10
125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 10
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 4
125000000217 alkyl group Chemical group 0.000 claims abstract description 4
229910052736 halogen Inorganic materials 0.000 claims abstract description 4
150000002367 halogens Chemical class 0.000 claims abstract description 4
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
239000001257 hydrogen Substances 0.000 claims abstract description 4
230000007704 transition Effects 0.000 claims description 11
238000002844 melting Methods 0.000 claims description 7
230000008018 melting Effects 0.000 claims description 7
239000012071 phase Substances 0.000 claims description 6
150000001916 cyano esters Chemical class 0.000 claims description 5
239000007791 liquid phase Substances 0.000 claims description 2
WLWXMVXKKLVTSN-UHFFFAOYSA-N (5-cyano-5-phenylpentyl) benzoate Chemical group C=1C=CC=CC=1C(=O)OCCCCC(C#N)C1=CC=CC=C1 WLWXMVXKKLVTSN-UHFFFAOYSA-N 0.000 claims 2
239000000203 mixture Substances 0.000 description 21
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
239000007788 liquid Substances 0.000 description 9
OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical compound [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 description 7
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 7
239000000126 substance Substances 0.000 description 5
XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical compound [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 description 3
239000004990 Smectic liquid crystal Substances 0.000 description 3
235000010290 biphenyl Nutrition 0.000 description 3
239000004305 biphenyl Substances 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000013078 crystal Substances 0.000 description 3
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
101100274575 Caenorhabditis elegans clh-3 gene Proteins 0.000 description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
239000002262 Schiff base Substances 0.000 description 2
150000004753 Schiff bases Chemical class 0.000 description 2
239000011248 coating agent Substances 0.000 description 2
238000000576 coating method Methods 0.000 description 2
239000010408 film Substances 0.000 description 2
230000003287 optical effect Effects 0.000 description 2
230000000007 visual effect Effects 0.000 description 2
AXTGDCSMTYGJND-UHFFFAOYSA-N 1-dodecylazepan-2-one Chemical compound CCCCCCCCCCCCN1CCCCCC1=O AXTGDCSMTYGJND-UHFFFAOYSA-N 0.000 description 1
RMVUDQNAQPBNNC-UHFFFAOYSA-N 2-pentylbenzaldehyde Chemical compound CCCCCC1=CC=CC=C1C=O RMVUDQNAQPBNNC-UHFFFAOYSA-N 0.000 description 1
MWZLEHUCHYHXOV-UHFFFAOYSA-N 2-propylbenzaldehyde Chemical compound CCCC1=CC=CC=C1C=O MWZLEHUCHYHXOV-UHFFFAOYSA-N 0.000 description 1
241001243942 Isotropis Species 0.000 description 1
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
239000002585 base Substances 0.000 description 1
230000005540 biological transmission Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
125000003636 chemical group Chemical group 0.000 description 1
238000010276 construction Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
230000000994 depressogenic effect Effects 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
150000007857 hydrazones Chemical class 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
QLNWXBAGRTUKKI-UHFFFAOYSA-N metacetamol Chemical compound CC(=O)NC1=CC=CC(O)=C1 QLNWXBAGRTUKKI-UHFFFAOYSA-N 0.000 description 1
238000000034 method Methods 0.000 description 1
125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000010409 thin film Substances 0.000 description 1
XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
229910001887 tin oxide Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
- C07C251/88—Hydrazones having also the other nitrogen atom doubly-bound to a carbon atom, e.g. azines
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid 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
- C09K19/08—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
- C09K19/24—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing nitrogen-to-nitrogen bonds

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Crystallography & Structural Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Liquid Crystal Substances (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA314,105A 1977-12-19 1978-10-24 Cristal liquide d'azine pour utilisation dans des dispositifs de controle de lumiere Expired CA1110352A (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date
US86195477A	1977-12-19	1977-12-19
US861,954		1977-12-19
US93750778A	1978-08-28	1978-08-28
US937,507		1978-08-28

Publications (1)

Publication Number	Publication Date
CA1110352A true CA1110352A (fr)	1981-10-06

Family

ID=27127655

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA314,105A Expired CA1110352A (fr)	1977-12-19	1978-10-24	Cristal liquide d'azine pour utilisation dans des dispositifs de controle de lumiere

Country Status (7)

Country	Link
JP (1)	JPS5487688A (fr)
CA (1)	CA1110352A (fr)
CH (1)	CH642103A5 (fr)
DE (1)	DE2852851A1 (fr)
FR (1)	FR2411873A1 (fr)
GB (1)	GB2010274B (fr)
PH (1)	PH14293A (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0825176B1 (fr) *	1996-08-22	2001-11-14	Dainippon Ink And Chemicals, Inc.	Dérivés d'azine, procédé pour leur préparation, composition de cristaux liquides nématiques et dispositif d'affichage à cristaux liquides les comprenant
JP4918734B2 (ja) *	2001-02-27	2012-04-18	Ｄｉｃ株式会社	液晶組成物及び液晶表示素子
JP4934899B2 (ja) *	2001-03-30	2012-05-23	Ｄｉｃ株式会社	液晶組成物及び液晶表示素子
EP2305638B1 (fr)	2008-06-30	2014-11-12	Zeon Corporation	Composé d azine asymétrique et son procédé de fabrication
JP5845655B2 (ja) *	2011-06-24	2016-01-20	Dic株式会社	誘電率異方性が負である液晶組成物、及び該液晶組成物を用いた液晶表示素子

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2418703C3 (de) *	1973-04-24	1978-06-29	Dai Nippon Toryo K.K., Osaka (Japan)	Nematische Flüssigkeitskristallmasse und deren Verwendung in elektrooptischen Elementen

1978
- 1978-10-24 CA CA314,105A patent/CA1110352A/fr not_active Expired
- 1978-10-26 GB GB7842082A patent/GB2010274B/en not_active Expired
- 1978-11-14 FR FR7832077A patent/FR2411873A1/fr active Granted
- 1978-11-15 CH CH1175478A patent/CH642103A5/fr not_active IP Right Cessation
- 1978-11-17 PH PH21821A patent/PH14293A/en unknown
- 1978-11-24 JP JP14595678A patent/JPS5487688A/ja active Pending
- 1978-12-07 DE DE19782852851 patent/DE2852851A1/de not_active Withdrawn

Also Published As

Publication number	Publication date
PH14293A (en)	1981-05-04
JPS5487688A (en)	1979-07-12
DE2852851A1 (de)	1979-06-21
FR2411873A1 (fr)	1979-07-13
CH642103A5 (fr)	1984-03-30
GB2010274B (en)	1982-05-06
GB2010274A (en)	1979-06-27
FR2411873B1 (fr)	1984-12-28

Legal Events

Date	Code	Title	Description
1998-10-06	MKEX	Expiry

Publication	Publication Date	Title
JPS6160113B2 (fr)	1986-12-19
US3767289A (en)	1973-10-23	Class of stable trans-stilbene compounds, some displaying nematic mesophases at or near room temperature and others in a range up to 100{20 {11 c
US4228029A (en)	1980-10-14	Liquid crystalline compositions
KR100249071B1 (ko)	2000-04-01	이방성 유기 화합물 이를 포함하는 액정물질 및 액정물질을 사용하여 제조한 액정 소자
JPH0781141B2 (ja)	1995-08-30	ネマチツク液晶組成物
CA1110352A (fr)	1981-10-06	Cristal liquide d'azine pour utilisation dans des dispositifs de controle de lumiere
US3925237A (en)	1975-12-09	Novel liquid crystal electro-optic devices
EP0050023B1 (fr)	1984-07-11	Dispositifs à base de cristaux liquides
US4265784A (en)	1981-05-05	Azine liquid crystal compounds for use in light-control devices
CA1040653A (fr)	1978-10-17	Dispositif d'affichage a cristal liquide
US4323471A (en)	1982-04-06	Liquid crystal composition
CA2216656A1 (fr)	1996-10-03	Compose polycyclique, materiau a cristaux liquides constitue de ce compose polycyclique, composition de cristaux liquides renfermant ce materiau a cristaux liquides et element a cristaux liquides
US4196975A (en)	1980-04-08	Azine liquid crystal compounds for use in light-control devices
US4866199A (en)	1989-09-12	Optically active ester compound
US4358589A (en)	1982-11-09	Nematic liquid crystal compounds
JP2023508305A (ja)	2023-03-02	低粘度で応答の速い液晶組成物及び液晶ディスプレイにおける応用
JP2002226412A (ja)	2002-08-14	トラン化合物およびそれを含有する液晶組成物並びに液晶表示装置
US3816336A (en)	1974-06-11	Novel electro-optic devices
US3923685A (en)	1975-12-02	Liquid crystal compositions
US3996260A (en)	1976-12-07	Alkoxybenzylidene-aminobenzonitriles
KR820000029B1 (ko)	1982-02-05	아진액정 화합물의 제조방법
JPS59141540A (ja)	1984-08-14	三環カルボン酸エステル誘導体
JP3065094B2 (ja)	2000-07-12	エーテル結合を有するハロゲン化フェニルシクロヘキシルジオキサン
JP2858340B2 (ja)	1999-02-17	液晶組成物
JP3958843B2 (ja)	2007-08-15	トラン化合物およびそれを含有する液晶組成物