Patent US4686289A successfully refreshed from Google Patents.
US4686289A
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Anisotropic compounds and liquid crystal mixtures
Assignee: Merck Patent GmbH
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Filing: 1986-02-25
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Granted: 1987-08-11
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Expires: 2006-02-25
Abstract
Abstract New anisotropic compounds with a cross-polarizing substituent have the formula (1) ##STR1## The increase in ε⊥ is achieved by the polarizing group X, preferably the cyano group or a halogen atom, which is not laterally on the ring, as with the known compounds, but is on the bridge, that is to say is part of the main bridge bonding rings A and B to one another. Ring A has the formula (1a) or (1b) given herein and is always cycloaliphatic, while ring B can be identical to ring A or is an aromatic ring of the formula (1c) or (1d) herein. R 1 and R 2 are identical or different end groups of the formula (1e) herein. The radical X on the bridge causes less widening of the molecule than a radical X on a ring, which provides comparatively higher clear points and moreover enables aromatic rings to be omitted from the anisotropic compounds.
Inventors
- 👤 Tuong Huynh-Ba
- 👤 Maged A. Osman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 16:16
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/30; C07; C07C; C07C255/00; C07C22/00; C07C43/00; C07C43/02; C07C43/20; C07C43/225; C07D; C07D237/00; C07D237/02; C07D237/06; C07D237/08; C07D237/10; C07D237/14; C09K19/3001; C09K19/3028; C09K19/32; C09K19/321; C09K19/34; C09K19/3441; C09K19/345; C09K19/3455
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
231 words
A compound of the formula ##STR20## wherein x is cyano or halo, A is a cycloaliphatic radical of the formula (1a) or (1b) ##STR21## B is a cycloaliphatic radical of the formula (1a) or (1b) or an aromatic radical of the formula (1c) or (1d) ##STR22## R 1 and R 2 are identical or different and each is a radical of the formula (1e) ##STR23## C has one of the meanings given for ring B, R 3 is hydrogen, alkyl, alkoxy, alkoxy-carbonyl or alkylcarbonyloxy wherein the alkyl portion of each contains 1-12 C atoms, or such a C 1-12 -group which carries one or more substituents which are halo or cyano, at most one of these substituents being attached to each atom of the carbon chain, Z is a covalent bond or a bridge group of the formula --CH 2 O--, --OCH 2 --, --C(X 1 )(H)--CH 2 --, --CH 2 --C(X 1 )(H)--, --OOC-- or --COO--, X 1 is hydrogen or has one of the meanings given for X, and m is 0 or 1, with the provisos that (a) groups of the formula --CH 2 O-- or --C(X)(H)-- are not bonded directly via their C atoms to any aromatic radical of the formula (1c) or (1d) present in the molecule, except when X=F, and (b) R 3 is not hydrogen if m is 0 or if C is cycloaliphatic.
Claim 2
Dependent Claim
231 words
A compound of the formula ##STR20## wherein x is cyano or halo, A is a cycloaliphatic radical of the formula (1a) or (1b) ##STR21## B is a cycloaliphatic radical of the formula (1a) or (1b) or an aromatic radical of the formula (1c) or (1d) ##STR22## R 1 and R 2 are identical or different and each is a radical of the formula (1e) ##STR23## C has one of the meanings given for ring B, R 3 is hydrogen, alkyl, alkoxy, alkoxy-carbonyl or alkylcarbonyloxy wherein the alkyl portion of each contains 1-12 C atoms, or such a C 1-12 -group which carries one or more substituents which are halo or cyano, at most one of these substituents being attached to each atom of the carbon chain, Z is a covalent bond or a bridge group of the formula --CH 2 O--, --OCH 2 --, --C(X 1 )(H)--CH 2 --, --CH 2 --C(X 1 )(H)--, --OOC-- or --COO--, X 1 is hydrogen or has one of the meanings given for X, and m is 0 or 1, with the provisos that (a) groups of the formula --CH 2 O-- or --C(X)(H)-- are not bonded directly via their C atoms to any aromatic radical of the formula (1c) or (1d) present in the molecule, except when X=F, and (b) R 3 is not hydrogen if m is 0 or if C is cycloaliphatic.
Claim 3
Dependent Claim
12 words
A compound of claim 1, wherein in formula (1), X is cyano.
Claim 4
Dependent Claim
22 words
A compound of claim 1, wherein formula (1) contains a total of two, three or four cycloaliphatic radicals of the formula (1a).
Claim 5
Dependent Claim
16 words
A compound of claim 1, wherein the alkyl portion of R 3 contains 3-9 C atoms.
Claim 6
Dependent Claim
46 words
A compound of claim 1 having formula (2) ##STR24## wherein X, A and B are as defined in claim 1 and R 4 and R 5 are identical or different and have one of the meanings given for R 3 , with the exception of hydrogen.
Claim 7
Dependent Claim
38 words
A compound of claim 1, having the formula (3) ##STR25## wherein X, A, B, C, Z and R 3 are as defined in claim 1 and R 4 has one of the meanings given for R 3 .
Claim 8
Dependent Claim
38 words
A compound of claim 1, having the formula (4) ##STR26## wherein X, A, B, C, Z and R 3 are as defined in claim 1 and R 4 has one of the meanings given for R 3 .
Claim 9
Dependent Claim
9 words
A compound of claim 5, wherein X is cyano.
Claim 10
Dependent Claim
9 words
A compound of claim 6, wherein X is cyano.
Claim 11
Dependent Claim
9 words
A compound of claim 7, wherein X is cyano.
Claim 12
Dependent Claim
39 words
A compound of claim 1, having the formula (5) ##STR27## wherein R 4 has one of the meanings given for R 3 in claim 1, and R 3 and R 4 are identical or different but are not hydrogen.
Claim 13
Dependent Claim
20 words
A compound of claim 11, wherein R 3 and R 4 are each a C 1 -C 12 -alkyl radical.
Claim 14
Dependent Claim
17 words
A compound of claim 12, wherein at least one of R 3 and R 4 is n-pentyl.
Claim 15
Dependent Claim
12 words
A compound of claim 1, wherein the alkyl portions are straight chained.
Claim 16
Dependent Claim
22 words
A compound of claim 1, having the formula (6) ##STR28## wherein R 1 and R 2 are as defined in claim 1.
Claim 17
Dependent Claim
23 words
A compound of claim 15, wherein R 1 is a C 1- C 12 --alkyl radical and R 2 is R 3 ##STR29##
Claim 18
Dependent Claim
28 words
A compound of claim 1, having the formula (7) ##STR30## wherein R 1 and R 3 are as defined in claim 1 and n is 0 or 1.
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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) | 1990-08-10 | 1991-02-09 | 1991-08-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-08-10 | 1995-02-09 | 1995-08-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-08-10 | 1999-02-09 | 1999-08-11 | $7700.00 | Window Closed / Lapsed |