US5002694A
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Nitrogen-containing heterocyclic compounds
Assignee: Hoechst AG
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Filing: 1986-09-15
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Granted: 1991-03-26
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Expires: 2006-09-15
Abstract
Abstract Nitrogen-containing heterocyclic compounds of the formula II ##STR1## wherein R 1 and R 2 in each case denote an alkyl group having 1 to 15 C atoms, wherein one or more CH 2 groups may also be replaced by a grouping selected from the group comprising --O--, --S--, --CO--, --O--CO--, --O--COO--, --CO--O--, --CH═CH--, --CH--halogen and --CHCN--, or else by a combination of two suitable groupings, two heteroatoms not being directly linked to each other, m denotes 0 or 1, Ar denotes 1,4-phenylene, 4,4'-biphenylyl or 2,6-naphthylene, wherein one or more CH groups are in each case replaced by N, Z denotes --C--O--, --O--CO--, --CH 2 O--, --OCH 2 --, --CH 2 CH 2 --, --CH 2 CHCN--, --CHCNCH 2 --, --CH═CH or a single bond, and A denotes unsubstituted 1,4-cyclonexylene or 11,4-cyclohexylene substituted in position 1 or position 4 by CN, with the proviso that if A=unsubstituted 1,4-cyclonexylene, Z denotes --CHCNCH 2 -- or --CH 2 CHCN-- and/or at least one CH 2 group is replaced by --CHCN-- in at least one of the radicals R 1 and R 2 , are suitable for use as components of smectic liquid-crystalline phases.
Inventors
- 👤 Andreas Wachtler
- 👤 Rudolf Eidenschink
- 👤 Joachim Krause
- 👤 Bernhard Scheuble
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 20:00
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3441; C09K19/08; C09K19/30; C09K19/3001; C09K19/3066; C09K19/3068; C09K19/32; C09K19/322; C09K19/3444; C09K19/345; C09K19/3452; C09K19/3455; C09K19/3458; C09K19/42; C09K2019/325; C09K2019/326
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
231 words
A nitrogen-containing heterocyclic compound of the formula ##STR14## wherein R 1 and R 2 in each case denote a straight-chain alkyl group having 1 to 15 C atoms, wherein one or more CH 2 groups can be replaced by a grouping selected from the group comprising --O--, --S--, --CO--, --O--CO--, --O--COO--, --Co--O--, --CH═CH--, or a combination of two of said groupings with the proviso that two heteroatoms are not directly linked to each other, or one of R 1 and R 2 denotes an optically active organic radical of the formula ##STR15## wherein X denotes --CO--O, --O--CO--, --O--CO--O--, --CO--, --O--, --S--, --CH═CH--, --CH═CH--COO--or a single bond, Q denotes alkylene containing 1 to 5 C atoms, wherein a CH 2 group not linked to X may also be replaced by --O--, --CO--, --O--CO--, --CO--O--, or --CH═CH--, or a single bond, Y denotes CN, halogen, methyl or methoxy, and R denotes an alkyl group differing from Y and containing 1 to 18 C atoms; m denotes 0 or 1; Ar denotes one of the following formulae ##STR16## or the mirror image thereof, and if m ═1, Ar can also denote 1,4-phenylene, wherein one or more CH groups are replaced by N; denotes --CO--O--, --O--CO--, --CH 2 O--, --OCH 2 --, --CH 2 CH 2 --, --CH═CH--or a single bond; and A denotes a group of the formula ##STR17## or the mirror image thereof.
Claim 2
Dependent Claim
231 words
A nitrogen-containing heterocyclic compound of the formula ##STR14## wherein R 1 and R 2 in each case denote a straight-chain alkyl group having 1 to 15 C atoms, wherein one or more CH 2 groups can be replaced by a grouping selected from the group comprising --O--, --S--, --CO--, --O--CO--, --O--COO--, --Co--O--, --CH═CH--, or a combination of two of said groupings with the proviso that two heteroatoms are not directly linked to each other, or one of R 1 and R 2 denotes an optically active organic radical of the formula ##STR15## wherein X denotes --CO--O, --O--CO--, --O--CO--O--, --CO--, --O--, --S--, --CH═CH--, --CH═CH--COO--or a single bond, Q denotes alkylene containing 1 to 5 C atoms, wherein a CH 2 group not linked to X may also be replaced by --O--, --CO--, --O--CO--, --CO--O--, or --CH═CH--, or a single bond, Y denotes CN, halogen, methyl or methoxy, and R denotes an alkyl group differing from Y and containing 1 to 18 C atoms; m denotes 0 or 1; Ar denotes one of the following formulae ##STR16## or the mirror image thereof, and if m ═1, Ar can also denote 1,4-phenylene, wherein one or more CH groups are replaced by N; denotes --CO--O--, --O--CO--, --CH 2 O--, --OCH 2 --, --CH 2 CH 2 --, --CH═CH--or a single bond; and A denotes a group of the formula ##STR17## or the mirror image thereof.
Claim 3
Dependent Claim
30 words
A nitrogen-containing heterocyclic compound according to claim 1, wherein R 1 and R 2 are straight-chain alkyl, alkoxy, alkanoyloxy, alkoxycarbonyl, oxaalkyl or alkoxycarbonyloxy each having 1 to 15 C atoms.
Claim 4
Dependent Claim
26 words
A nitrgoen-containing heterocyclic compound according to claim 1, wherein R 1 and R 2 are straight-chain alkyl or alkoxy each having 5 to 12 C atoms.
Claim 5
Dependent Claim
10 words
A nitrogen-containing heterocyclic compound according to claim 1, wherein m=0.
Claim 6
Dependent Claim
26 words
A nitrogen-containing herterocyclic compound according to claim 1, wherein one of R 1 and R 2 is an optically active organic radical of the formula ##STR18##
Claim 7
Dependent Claim
17 words
A nitrogen-containing heterocyclic compound according to claim 1, wherein Ar denotes ##STR19## or the mirror image thereof.
Claim 8
Dependent Claim
13 words
A nitrogen-containing heterocyclic compound according to claim 1, wherein Z denotes --CO--O--or --O--CO--.
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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) | 1994-03-25 | 1994-09-24 | 1995-03-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-03-25 | 1998-09-24 | 1999-03-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-03-25 | 2002-09-24 | 2003-03-26 | $7700.00 | Window Closed / Lapsed |