US4419262A
Expired / Lapsed
US
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Pyridazines
Assignee: F Hoffmann La Roche AG
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Filing: 1982-07-12
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Granted: 1983-12-06
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Expires: 2002-07-12
Abstract
Abstract Compounds of the formula ##STR1## wherein R 1 is straight-chain alkyl of 1 to 12 carbon atoms, R 2 is 1-alkynyl and the 1-alkynyl group in R 2 is a straight-chain group of 1 to 10 carbon atoms, their manufacture, liquid crystalline mixtures containing said compounds as well as their use for electro-optical purposes are described. The novel compounds are valuable components for liquid crystalline mixtures and have a negative dielectric anisotropy.
Inventors
- 👤 Martin Petrzilka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 09:38
CPC Classifications
C; C07; C07C; C07C255/00; C07C45/00; C07C45/61; C07C45/65; C07C45/67; C07C45/68; C07C45/72; C07C45/73; C07C49/00; C07C49/29; C07C49/303; C07C59/00; C07C59/185; C07C59/205; C07D; C07D237/00; C07D237/02; C07D237/06; C07D237/08; C07D237/10; C07D237/12; C07D237/14; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/081; C07F7/0812; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3441; C09K19/345; C09K19/3455
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
39 words
A compound of the formula ##STR25## wherein R 1 is straight-chain alkyl of 1 to 12 carbon atoms, R 2 is 1-alkynyl and said 1-alkynyl group in R 2 is a straight-chain group of 2 to 10 carbon atoms.
Claim 2
Dependent Claim
39 words
A compound of the formula ##STR25## wherein R 1 is straight-chain alkyl of 1 to 12 carbon atoms, R 2 is 1-alkynyl and said 1-alkynyl group in R 2 is a straight-chain group of 2 to 10 carbon atoms.
Claim 3
Dependent Claim
22 words
The compound of claim 1 wherein the 1-alkynyl group in R 2 is a straight-chain group of 2 to 7 carbon atoms.
Claim 4
Dependent Claim
17 words
The compound of claim 1 wherein R 1 is straight-chain alkyl of 3 to 9 carbon atoms.
Claim 5
Dependent Claim
17 words
The compound of claim 3 wherein R 1 is straight-chain alkyl of 3 to 7 carbon atoms.
Claim 6
Dependent Claim
29 words
The compound of claim 1 wherein R 1 is straight-chain alkyl of 3 to 7 carbon atoms and R 2 is straight-chain 1-alkynyl of 2 to 7 carbon atoms.
Claim 7
Dependent Claim
6 words
The compound of claim 1, 3-ethynyl-6-(trans-4-pentylcyclohexyl)pyridazine.
Claim 8
Dependent Claim
6 words
The compound of claim 1, 3-(1-propynyl)-6-(trans-4-pentylcyclohexyl)pyridazine.
Claim 9
Dependent Claim
6 words
The compound of claim 1, 3-(1-pentynyl)-6-(trans-4-pentylcyclohexyl)pyridazine.
Claim 10
Dependent Claim
67 words
An electro-optical cell having two plate means at least one plate means being transparent; means for controlling the optical activity of the cell; and liquid crystal means including a compound of the formula ##STR26## wherein R 1 is straight-chain alkyl of 1 to 12 carbon atoms, R 2 is 1-alkynyl and said 1-alkynyl group in R 2 is a straight-chain group of 2 to 10 carbon atoms.
Claim 11
Dependent Claim
67 words
An electro-optical cell having two plate means at least one plate means being transparent; means for controlling the optical activity of the cell; and liquid crystal means including a compound of the formula ##STR26## wherein R 1 is straight-chain alkyl of 1 to 12 carbon atoms, R 2 is 1-alkynyl and said 1-alkynyl group in R 2 is a straight-chain group of 2 to 10 carbon atoms.
Claim 12
Dependent Claim
44 words
A liquid crystal mixture comprising a compound of the formula ##STR27## wherein R 1 is straight-chain alkyl of 1 to 12 carbon atoms, R 2 is 1-alkynyl and said 1-alkynyl group in R 2 is a straight-chain group of 2 to 10 carbon atoms.
Claim 13
Dependent Claim
44 words
A liquid crystal mixture comprising a compound of the formula ##STR27## wherein R 1 is straight-chain alkyl of 1 to 12 carbon atoms, R 2 is 1-alkynyl and said 1-alkynyl group in R 2 is a straight-chain group of 2 to 10 carbon atoms.
Claim 14
Dependent Claim
17 words
The liquid crystal mixture of claim 10 wherein the dielectric anisotropy of the total mixture is negative.
Claim 15
Dependent Claim
64 words
The liquid crystal mixture of claim 10 comprising (a) a compound of the formula ##STR28## wherein R 1 is straight-chain alkyl of 1 to 12 carbon atoms, R 2 is 1-alkynyl and said 1-alkynyl group in R 2 is a straight-chain group of 2 to 10 carbon atoms; and (b) a nematic compound or mixture having a dielectric anisotropy of at most about +1.
Claim 16
Dependent Claim
102 words
The liquid crystal mixture of claim 12 comprising (a) a compound of the formula ##STR29## wherein R 1 is straight-chain alkyl of 1 to 12 carbon atoms, R 2 is 1-alkynyl and said 1-alkynyl group in R 2 is a straight-chain group of 2 to 10 carbon atoms; (b) a nematic compound or mixture having a dielectric anisotropy of about -3 to +1; and (c) a compound or mixture having a cross-over frequency of about 100 Hz to about 20 kHz and having a positive dielectric anisotropy of more than about 10 at frequencies below the cross-over frequency of the total mixture.
Claim 17
Dependent Claim
141 words
The liquid crystal mixture of claim 12 wherein said nematic compound or mixture having a dielectric anisotropy of at most about +1 is one or more compounds selected from the group consisting of ##STR30## wherein, in each of formulas XXV through XXX, R 7 and R 8 each are straight-chain alkyl of 1 to 8 carbon atoms ##STR31## wherein R 10 is --R 11 or --OR 11 and R 9 and R 11 each are straight-chain alkyl of 1 to 12 carbon atoms ##STR32## wherein R 12 is straight-chain alkyl of 1 to 8 carbon atoms or straight-chain alkanoyloxy of 2 to 9 carbon atoms and R 7 is straight-chain alkyl of 1 to 8 carbon atoms ##STR33## wherein, in each of formulas XXXIII through XXXV, R 7 and R 8 each are straight-chain alkyl of 1 to 8 carbon atoms.
Claim 18
Dependent Claim
82 words
The liquid crystal mixture of claim 13 wherein said compound or mixture having a cross-over frequency of about 100 Hz to about 20 kHz and a dielectric anisotropy of more than about 10 is: a compound of the formula ##STR34## wherein A represents a group of the formula ##STR35## wherein R 5 alone is straight-chain alkyl of 1 to 12 carbom atoms and R 6 is fluorine, chlorine, bromine or cyano and R 5 --E is p-alkylphenyl, trans-4-alkylcyclohexyl, 4'-alkyl-4-biphenylyl, p-(trans-4-alkylcyclohexyl)phenyl or p-(5-alkyl-2-pyrimidinyl)phenyl.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-12-05 | 1987-06-06 | 1987-12-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-12-05 | 1991-06-06 | 1991-12-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-12-05 | 1995-06-06 | 1995-12-06 | $7700.00 | Window Closed / Lapsed |