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US4876028A
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Chiral aryl-2,3-epoxyalkyl-ethers and the corresponding thio compounds thereof, and the use thereof as dopes in liquid-crystal phases
Assignee: Hoechst AG
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Filing: 1987-10-02
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Granted: 1989-10-24
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Expires: 2007-10-02
Abstract
Abstract The novel compounds are aryl-2,3-epoxyalkyl ethers or thioethers or the corresponding thiirane compounds having a mesogenic aromatic component and a chiral component having a three-membered heterocyclic ring, wherein, in the general formula (1), ##STR1## the symbols have the following meaning: R 1 =straight-chain or branched (C 1 -C 12 ) alkyl, where one or two non-neighboring CH 2 groups may be replaced by O or S atoms. A=diazine-2,5-diyl or diazine-3,6-diyl, X and Y=O and/or S, and R 2 , R 3 and R 4 , independently of one another=H, straight-chain (C 1 -C 10 ) alkyl or branched (C 3 -C 10 ) alkyl, where R 2 , R 3 and R 4 are not simultaneously H. The compounds are preferably employed in tilted smectic liquid-crystal phases which they convert into ferroelectric liquid-crystal phases; they have high values for spontaneous polarization or they induce high values for spontaneous polarization.
Inventors
- 👤 Wolfgang Hemmerling
- 👤 Hans-Rolf Dubal
- 👤 Ingrid Muller
- 👤 Dieter Ohlendorf
- 👤 Rainer Wingen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 17:56
CPC Classifications
A; A61; A61M; A61M37/00; C; C07; C07D; C07D405/00; C07D405/02; C07D405/12; C09; C09K; C09K19/00; C09K19/52; C09K19/58; C09K19/586; C09K19/588
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
91 words
A chiral compound of the formula (I) ##STR9## wherein R 1 is straight-chain or branched (C 1 -C 12 ) alkyl, where one or two non-neighboring CH 2 groups may be replaced by O and/or S atoms, A is diazine-2,5-diyl or diazine-3,6-diyl, X and Y are O and/or S, and R 2 , R 3 and R 4 , independently of one another are H, straight-chain (C 1 -C 10 )alkyl or branched (C 3 -C 10 )alkyl, where R 2 , R 3 and R 4 are not simultaneously H.
Claim 2
Dependent Claim
91 words
A chiral compound of the formula (I) ##STR9## wherein R 1 is straight-chain or branched (C 1 -C 12 ) alkyl, where one or two non-neighboring CH 2 groups may be replaced by O and/or S atoms, A is diazine-2,5-diyl or diazine-3,6-diyl, X and Y are O and/or S, and R 2 , R 3 and R 4 , independently of one another are H, straight-chain (C 1 -C 10 )alkyl or branched (C 3 -C 10 )alkyl, where R 2 , R 3 and R 4 are not simultaneously H.
Claim 3
Dependent Claim
12 words
A chiral compound as claimed in claim 1, wherein A is pyrimidine-2,5-diyl.
Claim 4
Dependent Claim
51 words
A chiral compound of the formula (II) ##STR10## wherein R 1 is straight-chain (C 5 -C 11 ) alkyl, where a CH 2 group may be replaced by an O or S atom, A is diazine-2,5-diyl or diazine-3,6-diyl, and R 4 is straight-chain or branched (C 3 -C 7 ) alkyl.
Claim 5
Dependent Claim
51 words
A chiral compound of the formula (II) ##STR10## wherein R 1 is straight-chain (C 5 -C 11 ) alkyl, where a CH 2 group may be replaced by an O or S atom, A is diazine-2,5-diyl or diazine-3,6-diyl, and R 4 is straight-chain or branched (C 3 -C 7 ) alkyl.
Claim 6
Dependent Claim
12 words
A chiral compound as claimed in claim 3, wherein A is pyrimidine-2,5-diyl.
Claim 7
Dependent Claim
29 words
A twistable liquid-crystal mixture comprising at least one chiral compound of the formula (I) as claimed in claim 1 and a compound having nematic, cholesteric or tilted smectic phases.
Claim 8
Dependent Claim
29 words
A twistable liquid-crystal mixture comprising at least one chiral compound of the formula (I) as claimed in claim 1 and a phenyl pyrimidine compound having a S c phase.
Claim 9
Dependent Claim
24 words
A liquid-crystal display element containing a twistable liquid-crystal mixture comprising at least one chiral compound of the formula (I) as claimed in claim 1.
Claim 10
Dependent Claim
29 words
A twistable liquid-crystal mixture comprising at least one chiral compound of the formula (II) as claimed in claim 3 and a compound having nematic, cholesteric or tilted smectic phases.
Claim 11
Dependent Claim
29 words
A twistable liquid-crystal mixture comprising at least one chiral compound of the formula (II) as claimed in claim 3 and a phenyl pyrimidine compound having a S c phase.
Claim 12
Dependent Claim
24 words
A liquid-crystal display element containing a twistable liquid-crystal mixture comprising at least one chiral compound of the formula (II) as claimed in claim 3.
References Cited (Backward Citations)
US4656290A
Cited
JPH01291574A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-10-23 | 1993-04-24 | 1993-10-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-10-23 | 1997-04-24 | 1997-10-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-10-23 | 2001-04-24 | 2001-10-24 | $7700.00 | Window Closed / Lapsed |