CA1268032A - Materiau photomodulateur a dispersion de cristal liquide dans une matrice plastique - Google Patents

Materiau photomodulateur a dispersion de cristal liquide dans une matrice plastique

Info

Publication number: CA1268032A
Authority: CA; Canada
Prior art keywords: liquid crystal; matrix; light; droplets; index
Prior art date: 1985-09-17
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 - Lifetime

Application number

CA000518402A

Other languages

English (en)

Inventor

Joseph W. Doane

Giuseppe Chidichimo

Nuno A.P. Vaz

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.)

Kent State University

Original Assignee

Kent State University

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.)

1985-09-17

Filing date

1986-09-17

Publication date

1990-04-24

1985-09-17 Priority claimed from US06/776,831 external-priority patent/US4688900A/en

1986-09-17 Application filed by Kent State University filed Critical Kent State University

1990-04-24 Application granted granted Critical

1990-04-24 Publication of CA1268032A publication Critical patent/CA1268032A/fr

2007-04-24 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 212
239000000463 material Substances 0.000 title claims abstract description 156
239000011159 matrix material Substances 0.000 title claims abstract description 72
239000006185 dispersion Substances 0.000 title claims abstract description 6
229920003023 plastic Polymers 0.000 title abstract description 9
239000004033 plastic Substances 0.000 title abstract description 9
229920005989 resin Polymers 0.000 claims abstract description 84
239000011347 resin Substances 0.000 claims abstract description 84
230000003287 optical effect Effects 0.000 claims abstract description 57
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230000005540 biological transmission Effects 0.000 claims abstract 2
239000000203 mixture Substances 0.000 claims description 62
238000000034 method Methods 0.000 claims description 24
239000004988 Nematic liquid crystal Substances 0.000 claims description 22
239000007788 liquid Substances 0.000 claims description 22
229920000647 polyepoxide Polymers 0.000 claims description 19
239000003822 epoxy resin Substances 0.000 claims description 18
WLPATYNQCGVFFH-UHFFFAOYSA-N 2-phenylbenzonitrile Chemical group N#CC1=CC=CC=C1C1=CC=CC=C1 WLPATYNQCGVFFH-UHFFFAOYSA-N 0.000 claims description 17
239000007787 solid Substances 0.000 claims description 13
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238000000149 argon plasma sintering Methods 0.000 claims description 8
239000003795 chemical substances by application Substances 0.000 claims description 6
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239000004814 polyurethane Substances 0.000 claims description 4
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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 3
CSQPODPWWMOTIY-UHFFFAOYSA-N 4-(4-octylphenyl)benzonitrile Chemical group C1=CC(CCCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 CSQPODPWWMOTIY-UHFFFAOYSA-N 0.000 description 3
239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 3
239000004990 Smectic liquid crystal Substances 0.000 description 3
210000002421 cell wall Anatomy 0.000 description 3
230000005292 diamagnetic effect Effects 0.000 description 3
239000012769 display material Substances 0.000 description 3
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239000000382 optic material Substances 0.000 description 3
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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 2
AMRDCKRNXLLBCG-UHFFFAOYSA-N 4-(4-pentyl-2-phenylphenyl)benzonitrile Chemical group C=1C=CC=CC=1C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1 AMRDCKRNXLLBCG-UHFFFAOYSA-N 0.000 description 2
YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 2
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
229920005372 Plexiglas® Polymers 0.000 description 2
239000004721 Polyphenylene oxide Substances 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
230000008033 biological extinction Effects 0.000 description 2
238000010276 construction Methods 0.000 description 2
230000003247 decreasing effect Effects 0.000 description 2
230000001419 dependent effect Effects 0.000 description 2
238000001514 detection method Methods 0.000 description 2
229910052805 deuterium Inorganic materials 0.000 description 2
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
230000005672 electromagnetic field Effects 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
239000002245 particle Substances 0.000 description 2
229920000570 polyether Polymers 0.000 description 2
229920005862 polyol Polymers 0.000 description 2
150000003077 polyols Chemical class 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
230000005855 radiation Effects 0.000 description 2
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
NGZXDRGWBULKFA-NSOVKSMOSA-N (+)-Bebeerine Chemical compound C([C@@H]1N(C)CCC=2C=C(C(=C(OC3=CC=C(C=C3)C[C@H]3C=4C=C(C(=CC=4CCN3C)OC)O3)C=21)O)OC)C1=CC=C(O)C3=C1 NGZXDRGWBULKFA-NSOVKSMOSA-N 0.000 description 1
RYSIQVHNOVJIFG-UHFFFAOYSA-N 1-heptyl-4-phenylcyclohexa-2,4-diene-1-carbonitrile Chemical group C1=CC(CCCCCCC)(C#N)CC=C1C1=CC=CC=C1 RYSIQVHNOVJIFG-UHFFFAOYSA-N 0.000 description 1
WCJUJMPIFZMWOZ-UHFFFAOYSA-N 1-pentyl-4-phenylcyclohexa-2,4-diene-1-carbonitrile Chemical group C1=CC(CCCCC)(C#N)CC=C1C1=CC=CC=C1 WCJUJMPIFZMWOZ-UHFFFAOYSA-N 0.000 description 1
RINYLKSNGRLNCU-UHFFFAOYSA-N 4-(4-methoxyphenyl)benzonitrile Chemical group C1=CC(OC)=CC=C1C1=CC=C(C#N)C=C1 RINYLKSNGRLNCU-UHFFFAOYSA-N 0.000 description 1
RDISTOCQRJJICR-UHFFFAOYSA-N 4-(4-pentoxyphenyl)benzonitrile Chemical group C1=CC(OCCCCC)=CC=C1C1=CC=C(C#N)C=C1 RDISTOCQRJJICR-UHFFFAOYSA-N 0.000 description 1
RZCQJZFWJZHMPK-UHFFFAOYSA-N 4-(4-propoxyphenyl)benzonitrile Chemical group C1=CC(OCCC)=CC=C1C1=CC=C(C#N)C=C1 RZCQJZFWJZHMPK-UHFFFAOYSA-N 0.000 description 1
206010006187 Breast cancer Diseases 0.000 description 1
208000026310 Breast neoplasm Diseases 0.000 description 1
241000887125 Chaptalia nutans Species 0.000 description 1
FVIGODVHAVLZOO-UHFFFAOYSA-N Dixanthogen Chemical compound CCOC(=S)SSC(=S)OCC FVIGODVHAVLZOO-UHFFFAOYSA-N 0.000 description 1
238000005481 NMR spectroscopy Methods 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
241001274197 Scatophagus argus Species 0.000 description 1
239000004809 Teflon Substances 0.000 description 1
229920006362 Teflon® Polymers 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
235000021270 cold food Nutrition 0.000 description 1
238000007906 compression Methods 0.000 description 1
230000006835 compression Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
230000008021 deposition Effects 0.000 description 1
KPHWPUGNDIVLNH-UHFFFAOYSA-M diclofenac sodium Chemical compound [Na+].[O-]C(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl KPHWPUGNDIVLNH-UHFFFAOYSA-M 0.000 description 1
238000009826 distribution Methods 0.000 description 1
238000004945 emulsification Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
238000005538 encapsulation Methods 0.000 description 1
238000011049 filling Methods 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
230000006872 improvement Effects 0.000 description 1
229910003437 indium oxide Inorganic materials 0.000 description 1
PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 1
230000031700 light absorption Effects 0.000 description 1
239000011344 liquid material Substances 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
238000004806 packaging method and process Methods 0.000 description 1
238000010422 painting Methods 0.000 description 1
210000002826 placenta Anatomy 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920006264 polyurethane film Polymers 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
239000011253 protective coating Substances 0.000 description 1
QHGVXILFMXYDRS-UHFFFAOYSA-N pyraclofos Chemical compound C1=C(OP(=O)(OCC)SCCC)C=NN1C1=CC=C(Cl)C=C1 QHGVXILFMXYDRS-UHFFFAOYSA-N 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
238000005057 refrigeration Methods 0.000 description 1
238000007789 sealing Methods 0.000 description 1
239000007790 solid phase Substances 0.000 description 1
230000003595 spectral effect Effects 0.000 description 1
230000007480 spreading Effects 0.000 description 1
238000003892 spreading Methods 0.000 description 1
230000003068 static effect Effects 0.000 description 1
238000001757 thermogravimetry curve Methods 0.000 description 1
238000001429 visible spectrum Methods 0.000 description 1
238000010792 warming Methods 0.000 description 1

Landscapes

Liquid Crystal (AREA)
Liquid Crystal Substances (AREA)
Compositions Of Macromolecular Compounds (AREA)

CA000518402A 1985-09-17 1986-09-17 Materiau photomodulateur a dispersion de cristal liquide dans une matrice plastique Expired - Lifetime CA1268032A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US776,831		1985-09-17
US06/776,831 US4688900A (en)	1984-03-19	1985-09-17	Light modulating material comprising a liquid crystal dispersion in a plastic matrix

Publications (1)

Publication Number	Publication Date
CA1268032A true CA1268032A (fr)	1990-04-24

Family

ID=25108499

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000518402A Expired - Lifetime CA1268032A (fr)	1985-09-17	1986-09-17	Materiau photomodulateur a dispersion de cristal liquide dans une matrice plastique

Country Status (3)

Country	Link
JP (1)	JP2614854B2 (fr)
CA (1)	CA1268032A (fr)
ES (2)	ES8802407A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US7923078B2 (en)	2005-09-28	2011-04-12	Adeka Corporation	Light-modulating liquid-crystal element

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
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
JP2724596B2 (ja) *	1987-10-20	1998-03-09	大日本インキ化学工業株式会社	液晶デバイス及びその製造方法
JP2569734B2 (ja) *	1988-06-21	1997-01-08	旭硝子株式会社	液晶光学素子及びその製造方法並びにそれを用いた液晶表示装置
JP2581171B2 (ja) *	1988-06-21	1997-02-12	旭硝子株式会社	液晶表示装置、その製造方法、及び投射表示装置
JP2712327B2 (ja) *	1988-07-14	1998-02-10	旭硝子株式会社	補強液晶光学素子、その製造方法、及び調光装置
JP2775769B2 (ja) *	1988-10-04	1998-07-16	旭硝子株式会社	投射型アクティブマトリクス液晶表示装置及びその製造方法
US6122021A (en) *	1988-10-04	2000-09-19	Asahi Glass Company, Ltd.	Liquid crystal display element and a projection type liquid crystal display apparatus
JPH0253002U (fr) *	1988-10-06	1990-04-17
JP2574027B2 (ja) *	1989-01-25	1997-01-22	帝人株式会社	液晶調光材料の製造方法
JP2629448B2 (ja) *	1990-11-20	1997-07-09	松下電器産業株式会社	液晶パネルの製造方法
JPH0517776A (ja) *	1991-06-18	1993-01-26	Mitsubishi Kasei Corp	調光材料およびそれを含む調光素子
JPH0517625U (ja) *	1991-08-20	1993-03-05	カシオ計算機株式会社	液晶表示装置
JPH0580302A (ja) *	1991-09-21	1993-04-02	Semiconductor Energy Lab Co Ltd	液晶電気光学装置
DE69229003T2 (de) *	1992-05-18	1999-10-21	Kent State University, Kent	Flüssigkristalline, lichtmodulierende vorrichtung und material
JP2991577B2 (ja) *	1992-11-13	1999-12-20	日本放送協会	液晶素子の駆動方法、液晶装置および照明装置
US5548420A (en) *	1993-03-16	1996-08-20	Fuji Xerox Co., Ltd.	Liquid-crystal display device and method for both displaying fast moving images and holding static images
US5742709A (en) *	1993-05-14	1998-04-21	Fuji Xerox Co., Ltd.	Display panel for use with an image reading device
JP2924623B2 (ja) *	1994-01-04	1999-07-26	富士ゼロックス株式会社	光書き込み型液晶表示記録装置
US5645758A (en) *	1994-04-14	1997-07-08	Kabushiki Kaisha Toyota Chuo Kenkyusho	Liquid crystal composition, liquid crystal device using the same, light controlling element, recording medium, and light shutter
US6175399B1 (en)	1997-02-10	2001-01-16	Sharp Kabushiki Kaisha	Reflective type liquid crystal display device having a diffusion layer of phase separated liquid crystal and polymer
US8427605B2 (en) *	2008-09-23	2013-04-23	Koninklijke Philips Electronics N.V.	Illumination device with electrical variable scattering element
JP6066057B2 (ja) *	2011-12-27	2017-01-25	国立研究開発法人産業技術総合研究所	液晶と高分子の配向相分離構造とその製造方法
DE112021002330T5 (de)	2020-06-25	2023-02-23	Nippon Kayaku Kabushiki Kaisha	Anthrachinonverbindung, flüssigkristallzusammensetzung zum dimmen, die diese verbindung beinhaltet, und dimmelement
US12139656B2 (en)	2020-12-25	2024-11-12	Nippon Kayaku Kabushiki Kaisha	Anthraquinone compound-containing liquid crystal composition for controlling light, photocured product thereof, and light-controlling element
WO2022138433A1 (fr)	2020-12-25	2022-06-30	日本化薬株式会社	Composition de cristaux liquides contenant un composé anthraquinone servant à réguler la lumière, produit photodurci associé, et élément de régulation de lumière
JP7787149B2 (ja)	2021-03-11	2025-12-16	日本化薬株式会社	アントラキノン化合物、該化合物を含有する液晶組成物、及び調光素子
JP7723078B2 (ja)	2021-04-14	2025-08-13	日本化薬株式会社	アントラキノン化合物、該化合物を含む液晶組成物及び調光素子
US12312294B2 (en)	2021-10-14	2025-05-27	Nippon Kayaku Kabushiki Kaisha	Anthraquinone compound, liquid crystal composition containing said compound, and dimming element
TW202330882A (zh)	2021-11-04	2023-08-01	日商日本化藥股份有限公司	蒽醌化合物、含該化合物的液晶組成物及調光元件
WO2023100848A1 (fr)	2021-12-01	2023-06-08	日本化薬株式会社	Composé d'anthraquinone, composition de cristaux liquides contenant ledit composé et élément de gradation

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Publication number	Priority date	Publication date	Assignee	Title
US3620889A (en)	1968-06-11	1971-11-16	Vari Light Corp	Liquid crystal systems
US4435047A (en) *	1981-09-16	1984-03-06	Manchester R & D Partnership	Encapsulated liquid crystal and method

1985
- 1985-09-25 ES ES547297A patent/ES8802407A1/es not_active Expired
1986
- 1986-09-16 JP JP61505327A patent/JP2614854B2/ja not_active Expired - Lifetime
- 1986-09-17 CA CA000518402A patent/CA1268032A/fr not_active Expired - Lifetime
1987
- 1987-01-15 ES ES557321A patent/ES8801044A1/es not_active Expired

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US7923078B2 (en)	2005-09-28	2011-04-12	Adeka Corporation	Light-modulating liquid-crystal element

Also Published As

Publication number	Publication date
JPS63501512A (ja)	1988-06-09
ES8802407A1 (es)	1988-05-16
ES8801044A1 (es)	1987-12-01
ES547297A0 (es)	1988-05-16
ES557321A0 (es)	1987-12-01
JP2614854B2 (ja)	1997-05-28

Legal Events

Date	Code	Title	Description
1995-10-24	MKLA	Lapsed

Publication	Publication Date	Title
CA1268032A (fr)	1990-04-24	Materiau photomodulateur a dispersion de cristal liquide dans une matrice plastique
US4688900A (en)	1987-08-25	Light modulating material comprising a liquid crystal dispersion in a plastic matrix
Doane	1990	Polymer dispersed liquid crystal displays
AU599927B2 (en)	1990-08-02	Liquid crystal light-modulating materials
US5240636A (en)	1993-08-31	Light modulating materials comprising a liquid crystal microdroplets dispersed in a birefringent polymeric matri method of making light modulating materials
US4994204A (en)	1991-02-19	Light modulating materials comprising a liquid crystal phase dispersed in a birefringent polymeric phase
EP3617786B1 (fr)	2022-12-28	Dispositif de modulation optique
KR101476899B1 (ko)	2014-12-26	폴리머-안정화 열방성 액정 장치
US4728547A (en)	1988-03-01	Liquid crystal droplets dispersed in thin films of UV-curable polymers
EP0506176B1 (fr)	1996-02-07	Elément de dispersion de lumière
EP0641372B1 (fr)	1999-04-21	Materiau et dispositif modulateur de lumiere a cristaux liquides
US4032218A (en)	1977-06-28	Device for the production and modulation of monochromatic light
EP0400098B1 (fr)	1994-08-31	Materiaux modulant la lumiere comprenant des micro-gouttelettes de cristaux liquides dispersees dans une matrice polymere birefringente
West et al.	1991	Characterization of polymer dispersed liquid‐crystal shutters by ultraviolet/visible and infrared absorption spectroscopy
KR0135620B1 (ko)	1998-04-22	액정 광변조 재료, 액정 광변조 장치 및 액정 광변조 재료의 제조방법
Jain et al.	1990	Electro-optic studies on polymer dispersed liquid crystal films prepared by solvent-induced phase separation technique
Jain et al.	1993	Switching response of a polymer dispersed liquid‐crystal composite
KR20020093795A (ko)	2002-12-16	액정광셔터
WO1994022043A1 (fr)	1994-09-29	Dispositif d'affichage comportant une matrice polymere a variation de couleurs
CN117148640B (zh)	2026-03-03	一种基于液晶物理凝胶的反式液晶调光玻璃的制备方法
Klosowicz et al.	1995	Reverse-mode PDLC layers
Klosowicz	1995	Optimization of nematic LC mixtures for PDLC devices
Crooker et al.	1994	Polymer-dispersed cholesteric liquid crystals
Zhou et al.	2002	Electric-field sensor prepared using nematic liquid-crystal droplet materials and optical fiber systems
HK1014022B (en)	2000-04-20	Liquid crystalline light modulating device & material

CA1268032A - Materiau photomodulateur a dispersion de cristal liquide dans une matrice plastique - Google Patents

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Links

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Applications Claiming Priority (2)

Publications (1)

Family

ID=25108499

Family Applications (1)

Country Status (3)

Cited By (1)

Families Citing this family (30)

Family Cites Families (2)

Cited By (1)

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