US4439015A
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Disubstituted ethanes
Assignee: F Hoffmann La Roche AG
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Filing: 1982-01-22
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Granted: 1984-03-27
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Expires: 2002-01-22
Abstract
Abstract Disubstituted ethanes of the formula ##STR1## wherein R 2 is --R 3 , --OR 3 , --CO--R 3 , --CO--OR 3 or O--CO--R 3 , R 1 and R 3 each are straight-chain alkyl of 1 to 12 carbon atoms and n is 1 or 2, are described. Liquid crystalline mixtures comprising Compound I as well as their use in electro-optical devices also are disclosed.
Inventors
- 👤 Roland Rich
- 👤 Alois Villiger
- 👤 Erich Widmer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 04:48
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/30; C09K19/3001; C09K19/3028; C07; C07C; C07C13/00; C07C13/28; C07C37/00; C07C37/001; C07C37/002; C07C37/01; C07C37/055; C07C43/00; C07C43/02; C07C43/20; C07C43/21; C07C45/00; C07C45/45; C07C45/46; C07C49/00; C07C49/76; C07C49/782; C07C49/792; C07C49/84; C07C53/00; C07C53/132; C07C53/134; C07C53/38; C07C53/44; C07C2601/00; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
46 words
A compound of the formula ##STR38## wherein R 2 is --R 3 , --OR 3 , --CO--R 3 , --CO--OR 3 or --O--CO--R 3 , R 1 and R 3 each are straight-chain alkyl of 1 to 12 carbon atoms and n is 1 or 2.
Claim 2
Dependent Claim
46 words
A compound of the formula ##STR38## wherein R 2 is --R 3 , --OR 3 , --CO--R 3 , --CO--OR 3 or --O--CO--R 3 , R 1 and R 3 each are straight-chain alkyl of 1 to 12 carbon atoms and n is 1 or 2.
Claim 3
Dependent Claim
18 words
The compound of claim 1 wherein R 2 is --R 3 , --OR 3 or --CO--OR 3 .
Claim 4
Dependent Claim
15 words
The compound of claim 2 wherein R 2 is --R 3 or --OR 3 .
Claim 5
Dependent Claim
9 words
The compound of claim 1 wherein n is 1.
Claim 6
Dependent Claim
17 words
The compound of claim 1 wherein R 3 is straight-chain alkyl of 1 to 10 carbon atoms.
Claim 7
Dependent Claim
17 words
The compound of claim 5 wherein R 3 is straight-chain alkyl of 1 to 7 carbon atoms.
Claim 8
Dependent Claim
17 words
The compound of claim 1 wherein R 1 is straight-chain alkyl of 2 to 10 carbon atoms.
Claim 9
Dependent Claim
17 words
The compound of claim 7 wherein R 1 is straight-chain alkyl of 3 to 7 carbon atoms.
Claim 10
Dependent Claim
41 words
The compound of claim 1 wherein R 1 is straight-chain alkyl of 3 to 7 carbon atoms, R 2 is --R 3 or --OR 3 , R 3 is straight-chain alkyl of 1 to 7 carbon atoms and n is 1.
Claim 11
Dependent Claim
61 words
A liquid crystalline mixture comprising at least two components at least one of which is a compound of the formula ##STR39## wherein R 2 is --R 3 , --OR 3 , --CO--R 3 , --CO--OR 3 or --O--CO--R 3 , R 1 and R 3 each are straight-chain alkyl of 1 to 12 carbon atoms and n is 1 or 2.
Claim 12
Dependent Claim
61 words
A liquid crystalline mixture comprising at least two components at least one of which is a compound of the formula ##STR39## wherein R 2 is --R 3 , --OR 3 , --CO--R 3 , --CO--OR 3 or --O--CO--R 3 , R 1 and R 3 each are straight-chain alkyl of 1 to 12 carbon atoms and n is 1 or 2.
Claim 13
Dependent Claim
466 words
The liquid crystalline mixture of claim 10 wherein the other component comprises one or more compounds selected from the group consisting of: a compound of the formula ##STR40## wherein ring C is saturated; ring B is saturated or aromatic; R 13 is straight-chain alkyl or alkoxy of 1 to 11 carbon atoms; R 14 is cyano, straight-chain alkyl of 1 to 11 carbon atoms or an ester of the formula ##STR41## wherein ring A is either aromatic and X is oxygen or sulphur and R 15 is cyano or straight-chain alkyl or alkoxy of 1 to 10 carbon atoms, or ring A is trans-1,4-disubstituted cyclohexane and X is oxygen and R 15 is cyano or a straight-chain alkyl group of 1 to 10 carbon atoms; with the proviso that when ring B is saturated, it is trans-linked with ring C; with the additional proviso that when ring B is saturated, R 14 may also be straight-chain alkoxy of 1 to 11 carbon atoms; and with the further proviso that the total number of carbon atoms in the alkyl and alkoxy groups within Compound XXI is at most 12; a compound of the formula ##STR42## wherein R 16 is straight-chain alkyl of 1 to 11 carbon atoms; R 17 is cyano, straight-chain alkyl of 1 to 11 carbon atoms or ester XXII hereinbefore in which X, A and R 15 are as above; with the proviso that the total number of carbon atoms in the alkyl and alkoxy groups within Compound XXIII is at most 12; a compound of the formula ##STR43## wherein Y is nitrogen and Z is ═CH--, or Z is nitrogen and Y is ═CH--; R 18 is alkyl and R 19 is cyano, alkyl, p-alkylphenyl or trans-4-alkylcyclohexyl; where each alkyl denotes either a straight-chain alkyl group of 1 to 12 carbon atoms or a branched-chain alkyl group of the formula C 2 H 5 --CH(CH 3 )--(CH 2 )-- m , m is 1, 2 or 3; with the proviso that the compound contains at most only one of said branched-chain alkyl group and with the further proviso that the sum of the carbon atoms in all of the alkyl groups within Compound XXIV is at most 14; and a compound of the formula ##STR44## wherein ring A is aromatic or a trans-1,4-disubstituted cyclohexane ring; R 24 is methyl, --CH 2 R', --OR', --CO--R', --CN, --COOH, --CO--OR', --CO--SR' or --O--CO--R'; R 23 is hydrogen, methyl, --CH 2 R, --OR or --CH 2 OR, or when R 24 is methyl, --CH 2 R', --OR' or --CO--R', R 23 also can be --CN, --COOH, --CO--OR, --CO--SR or --O--CO--R; R and R' each are alkyl; and R 23 and R 24 each have up to 12 carbon atoms and together have at most 14 carbon atoms.
Claim 14
Dependent Claim
153 words
The liquid crystalline mixture of claim 10 wherein the other component comprises one or more compounds selected from the group consisting of: a compound of the formula ##STR45## wherein R 29 is straight-chain alkyl or alkoxy of 2 to 7 carbon atoms; a compound of the formula ##STR46## wherein R 30 is straight-chain alkyl of 3 to 7 carbon atoms; a compound of the formula ##STR47## wherein R 30 is as above, a compound of the formula ##STR48## wherein R 30 is as above; a compound of the formula ##STR49## wherein R 31 is straight-chain alkyl of 2 to 7 carbon atoms; a compound of the formula ##STR50## wherein R 30 is as above and R 32 is cyano or straight-chain alkoxy of 1 to 3 carbon atoms; a compound of the formula ##STR51## wherein R 31 is as above; and a compound of the formula ##STR52## wherein R 30 is as above.
Claim 15
Dependent Claim
6 words
In accordance with claim 9, 2-(trans-4-pentylcyclohexyl)-1-(p-ethoxyphenyl)ethane.
Claim 16
Dependent Claim
6 words
In accordance with claim 9, 2-(trans-4-propylcyclohexyl)-1-(p-ethoxyphenyl)ethane.
Claim 17
Dependent Claim
6 words
In accordance with claim 9, 2-(trans-4-propylcyclohexyl)-1-(p-butyloxyphenyl)ethane.
Claim 18
Dependent Claim
6 words
In accordance with claim 9, 2-(trans-4-pentylcyclohexyl)-1-(p-butyloxyphenyl)ethane.
Claim 19
Dependent Claim
6 words
In accordance with claim 9, 2-(trans-4-butylcyclohexyl)-1-(p-ethoxyphenyl)ethane.
Claim 20
Dependent Claim
6 words
In accordance with claim 9, 2-(trans-4-pentylcyclohexyl)-1-(p-propylphenyl)ethane.
Claim 21
Dependent Claim
6 words
In accordance with claim 9, 2-(trans-4-heptylcyclohexyl)-1-(p-butylphenyl)ethane.
Claim 22
Dependent Claim
78 words
An electro-optical cell comprising (a) two plate means; (b) liquid crystal means disposed between the two plate means and including a compound of the formula: ##STR53## wherein R 2 is --R 3 , --OR 3 , --CO--R 3 , --CO--OR 3 or --O--CO--R 3 , R 1 and R 3 each are straight-chain alkyl of 1 to 12 carbon atoms and n is 1 or 2; and (c) means for applying an electric potential to said plate means.
Claim 23
Dependent Claim
78 words
An electro-optical cell comprising (a) two plate means; (b) liquid crystal means disposed between the two plate means and including a compound of the formula: ##STR53## wherein R 2 is --R 3 , --OR 3 , --CO--R 3 , --CO--OR 3 or --O--CO--R 3 , R 1 and R 3 each are straight-chain alkyl of 1 to 12 carbon atoms and n is 1 or 2; and (c) means for applying an electric potential to said plate means.
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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) | 1987-03-27 | 1987-09-26 | 1988-03-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-03-27 | 1991-09-26 | 1992-03-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-03-27 | 1995-09-26 | 1996-03-27 | $7700.00 | Window Closed / Lapsed |