US4820839A
Expired / Lapsed
US
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Nitrogen-containing heterocyclic esters
Assignee: Hoechst AG
•
Filing: 1986-05-16
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Granted: 1989-04-11
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Expires: 2006-05-16
Abstract
Abstract Nitrogen-containing heterocyclic esters of the formula I, R.sup.1 -A.sup.1 -Z.sup.1 -A.sup.2 -[Z.sup.2 -A.sup.3 ].sub.m -R.sup.2 I in which R 1 , R 2 , A 1 , A 2 , A 3 , Z 1 , Z 2 and m have the meaning specified in patent claim 1, are suitable as components of smectic liquid-crystalline phases.
Inventors
- 👤 Joachim Krause
- 👤 Andreas Wachtler
- 👤 Volker Reiffenrath
- 👤 Bernhard Scheuble
- 👤 Reinhard Hittich
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 10:10
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C07D239/28; C07D239/32; C07D239/34; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3441; C09K19/345; C09K19/3458
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
157 words
A nitrogen-containing heterocyclic ester of the formula R.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 wherein R 1 and R 2 are each independently alkyl of 1 to 12 C-atoms, in which one or two non-adjacent CH 2 groups may be replaced by --O--, --CO--, --O--CO--, O--COO-- and/or --CO--O--, and/or which may be monosubstituted by fluorine, chlorine or cyano, A 1 is --Pyr--Phe-- or --Phe--Pyr-- wherein --Phe-- is 1,4-phenylene optionally substituted by one or two F atoms and --Pyr-- is pyrimidine-2,5- or -5,2-diyl, A 2 and A 3 are each independently trans-1,4-cyclohexylene, or 1,4-phenylene which is unsubstituted or substituted by one or two of F, Cl, Br or CN, Z 1 is --CO--O-- or --O--CO--, with the provisos that (1) said ester contains at least one laterally substituted 1,4-phenylene group and (2) when ##STR18## is 1,4-phenylene which is laterally substituted by fluorine or is 1,4-phenylene which is substituted in the position ortho to R 2 by Cl, Br or CN.
Claim 2
Dependent Claim
157 words
A nitrogen-containing heterocyclic ester of the formula R.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 wherein R 1 and R 2 are each independently alkyl of 1 to 12 C-atoms, in which one or two non-adjacent CH 2 groups may be replaced by --O--, --CO--, --O--CO--, O--COO-- and/or --CO--O--, and/or which may be monosubstituted by fluorine, chlorine or cyano, A 1 is --Pyr--Phe-- or --Phe--Pyr-- wherein --Phe-- is 1,4-phenylene optionally substituted by one or two F atoms and --Pyr-- is pyrimidine-2,5- or -5,2-diyl, A 2 and A 3 are each independently trans-1,4-cyclohexylene, or 1,4-phenylene which is unsubstituted or substituted by one or two of F, Cl, Br or CN, Z 1 is --CO--O-- or --O--CO--, with the provisos that (1) said ester contains at least one laterally substituted 1,4-phenylene group and (2) when ##STR18## is 1,4-phenylene which is laterally substituted by fluorine or is 1,4-phenylene which is substituted in the position ortho to R 2 by Cl, Br or CN.
Claim 3
Dependent Claim
23 words
An ester of claim 1, wherein one of the radicals R 1 and R 2 is alkyl, --O-alkyl, oxaalkyl, --COO-alkyl, --OCO-alkyl or --CO-alkyl.
Claim 4
Dependent Claim
27 words
An ester of claim 1 wherein each of the groups R 1 and R 2 have 5, 6, 7, 8, 9, 10, 11 or 12 C atoms.
Claim 5
Dependent Claim
19 words
An ester of claim 3, wherein the alkyl radicals in the groups R 1 and R 2 are straight-chained.
Claim 6
Dependent Claim
93 words
An ester of claim 4, wherein at least one of the groups R 1 and R 2 is pentoxy, hexoxy, heptoxy, octoxy, nonoxy, decoxy, undecoxy, dodecoxy, 2-, 3- or 4-oxapentyl, 2-, 3-, 4- or 5-oxahexyl, 2-, 3-, 4-, 5- or 6-oxaheptyl, 2-, 3-, 4-, 5-, 6- or 7-oxaoctyl, 2-, 3-, 4-, 5-, 6-, 7- or 8-oxanonyl, 2-, 3-, 4-, 5-, 6-, 7-, 8- or 9-oxadecyl, 1,3-dioxabutyl (=methoxymethoxy), 1,3-, 1,4- or 2,4-dioxapentyl, 1,3-, 1,4-, 1,5-, 2,4-, 2,5- or 3,5-dioxahexyl, 1,3-, 1,4-, 1,5-, 1,6-, 2,4-, 2,5-, 2,6-, 3,5-, 3,6- or 4,6-dioxaheptyl, 1,4-dioxaoctyl, 1,4-dioxanonyl or 1,4-dioxadecyl.
Claim 7
Dependent Claim
83 words
An optionally active ester of claim 1, wherein one of the groups R 1 and R 2 has the formula ##STR19## in which X is --CO--O, O--CO--, --O--CO--O--, --CO--, --O-- or a single bond, Q is alkylene of 1 to 5 C-atoms or a single bond, Y is CN, halogen, or methyl, and R is alkyl of 1 to 18 C atoms, which is different from Y and in which one CH 2 group may be replaced by --O--, --CO--, --O--CO-- or --O--CO--.
Claim 8
Dependent Claim
12 words
An ester of claim 6, wherein X is --O--, --CO--O-- or O--CO--.
Claim 9
Dependent Claim
20 words
An ester of claim 6, wherein Q is --CH 2 --CH 2 --, --CH 2 -- or a single bond.
Claim 10
Dependent Claim
13 words
An ester of claim 6, wherein Y is CN, CH 3 or Cl.
Claim 11
Dependent Claim
39 words
An ester of claim 6, wherein R is straight-chain alkyl of 1 to 7 C atoms, in which the CH 2 group which is linked to the asymmetrical C atom may optionally be replaced by --O--, --O--CO-- or --CO--O.
Claim 12
Dependent Claim
13 words
An ester of claim 6, wherein R 2 is the optically active radical.
Claim 13
Dependent Claim
67 words
An ester of claim 6, wherein R 2 is of the formula ##STR20## in which X is --O--, --CO--O-- or --O--CO--, Q is --CH 2 -- or a single bond, Y is CH 3 , and R is straight-chain alkyl of 1 to 7 C atoms in which the CH 2 group which is linked to the asymmetrical C atom is replaced by --O--, --CO--O-- or --O--CO--.
Claim 14
Dependent Claim
23 words
An ester of claim 1, wherein R 1 and R 2 are each independently alkyl or alkoxy of 3 to 10 C atoms.
Claim 15
Dependent Claim
10 words
An ester of claim 1, wherein Z 1 is --O--CO--.
Claim 16
Dependent Claim
20 words
An ester of claim 1, wherein the laterally substituted phenylene group is a 1,4-phenylene group which is substituted by F.
Claim 17
Dependent Claim
14 words
An ester of claim 1, wherein --A 1 -- is of the formula ##STR21##
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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) | 1992-04-10 | 1992-10-10 | 1993-04-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-04-10 | 1996-10-10 | 1997-04-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-04-10 | 2000-10-10 | 2001-04-11 | $7700.00 | Window Closed / Lapsed |