US4715984A
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Liquid-crystalline dihydroazines
Assignee: Merck Patent GmbH
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Filing: 1986-01-22
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Granted: 1987-12-29
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Expires: 2006-01-22
Abstract
Abstract Dihydroazines of the formula I R.sub.1 --A.sup.1 --Z.sub.1 --A.sub.2 --R.sup.2 I wherein R 1 , R 2 , A 1 , A 2 and Z 1 have the meanings specified herein may be used as components of liquid crystalline phases.
Inventors
- 👤 Joachim Krause
- 👤 Wachtler
- 👤 Bernhard Scheuble
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 19:35
CPC Classifications
C; C07; C07D; C07D413/00; C07D413/02; C07D413/04; C07D265/00; C07D265/04; C07D265/06; C07D265/08; C07D279/00; C07D279/04; C07D279/06; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3441; C09K19/3483; C09K19/3491; C09K19/3497
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
352 words
A liquid crystalline phase comprising at least two liquid crystalline components at least one of which is a 5,6-dihydroazine derivative of the formula R 1 --A 1 --Z 1 --A 2 --R 2 wherein each of R 1 and R 2 independently is alkyl of 1-15 C atoms, or alkyl of 1-15 C atoms in which one or two nonadjacent CH 2 groups are replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH═CH--, and one of R 1 and R 2 can also be H, F, Cl, Br, CN, or R 3 --A 3 --Z 2 , A 1 is --A--, --A 4 --A--, or --A--A 4 --, A is ##STR2## X is O or S, Y is H, C 1 -C 4 -alkyl, F, Cl, Br, or CN, each of A 2 , A 3 and A 4 independently is a 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl or a 1,3-dithiane-2,5-diyl group; is one of said three groups substituted, respectively, in the 1- or 4, 2- or 5-, or 2- or 5-position, by C 1 -C 4 -alkyl, F, Cl, Br, CF 3 , or CN; is a piperidine-1,4-diyl, 1,4-bicyclo-[2.2.2]-octylene A or 1,4-phenylene group; or is a 1,4-phenylene group substituted by one or two F, Cl, CH 3 or CN groups, or one of said phenylene groups in which one or two CH groups may also be replaced by N; each of Z 1 and Z 2 independently is --CO--O--, --O--CO--, --CH 2 CH 2 --, --CHCN--CH 2 --, --CH 2 --CHCN--, --CH═CH--, --OCH 2 --, --CH 2 O--, --CH═N--, --N═CH--, --NO═N--, --N═NO-- or a single bond and R 3 is alkyl of 1-15 C atoms, alkyl of 1-15 C atoms in which one or two nonadjacent CH 2 groups are replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH═CH--, or H, F, Cl, Br, or CN, and wherein all substituted and unsubstituted rings are selected from Cy: a 1,4-cyclohexylene group, Oaz: a 5,6-dihydro-1,3(4H)-oxazine-2,5-diyl group, Taz: a, 5,6-dihydro-1,3-(4H)-thiazine-2,5-diyl group, Dio: a 1,3-dioxane-2,5-diyl group, Dit: a 1,3-dithiane-2,5-diyl group, Bi: a bicyclo[2.2.2]octylene group, Pip: a piperidine-1,4-diyl group, Phe: a 1,4-phenylene group, Pyr: a pyrimidine-2,5-diyl group or Pyn: a pyridazine-3,6-diyl group.
Claim 2
Dependent Claim
352 words
A liquid crystalline phase comprising at least two liquid crystalline components at least one of which is a 5,6-dihydroazine derivative of the formula R 1 --A 1 --Z 1 --A 2 --R 2 wherein each of R 1 and R 2 independently is alkyl of 1-15 C atoms, or alkyl of 1-15 C atoms in which one or two nonadjacent CH 2 groups are replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH═CH--, and one of R 1 and R 2 can also be H, F, Cl, Br, CN, or R 3 --A 3 --Z 2 , A 1 is --A--, --A 4 --A--, or --A--A 4 --, A is ##STR2## X is O or S, Y is H, C 1 -C 4 -alkyl, F, Cl, Br, or CN, each of A 2 , A 3 and A 4 independently is a 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl or a 1,3-dithiane-2,5-diyl group; is one of said three groups substituted, respectively, in the 1- or 4, 2- or 5-, or 2- or 5-position, by C 1 -C 4 -alkyl, F, Cl, Br, CF 3 , or CN; is a piperidine-1,4-diyl, 1,4-bicyclo-[2.2.2]-octylene A or 1,4-phenylene group; or is a 1,4-phenylene group substituted by one or two F, Cl, CH 3 or CN groups, or one of said phenylene groups in which one or two CH groups may also be replaced by N; each of Z 1 and Z 2 independently is --CO--O--, --O--CO--, --CH 2 CH 2 --, --CHCN--CH 2 --, --CH 2 --CHCN--, --CH═CH--, --OCH 2 --, --CH 2 O--, --CH═N--, --N═CH--, --NO═N--, --N═NO-- or a single bond and R 3 is alkyl of 1-15 C atoms, alkyl of 1-15 C atoms in which one or two nonadjacent CH 2 groups are replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH═CH--, or H, F, Cl, Br, or CN, and wherein all substituted and unsubstituted rings are selected from Cy: a 1,4-cyclohexylene group, Oaz: a 5,6-dihydro-1,3(4H)-oxazine-2,5-diyl group, Taz: a, 5,6-dihydro-1,3-(4H)-thiazine-2,5-diyl group, Dio: a 1,3-dioxane-2,5-diyl group, Dit: a 1,3-dithiane-2,5-diyl group, Bi: a bicyclo[2.2.2]octylene group, Pip: a piperidine-1,4-diyl group, Phe: a 1,4-phenylene group, Pyr: a pyrimidine-2,5-diyl group or Pyn: a pyridazine-3,6-diyl group.
Claim 3
Dependent Claim
28 words
A phase of claim 1 wherein said derivative is of the formula R 1 --A--Z 1 --A 2 --R 2 or R 1 --A--A 2 --R 2 .
Claim 4
Dependent Claim
111 words
A phase of claim 1 wherein said derivative is R 1 --A 4 --A--Z 1 --A 2 --R 2 R 1 --A--A 4 --Z 1 --A 2 --R 2 R 1 --A--Z 1 --A 2 --Z 2 --A 3 --R 3 R 3 --A 3 --Z 2 --A--Z 1 --A 2 --R 2 R 1 --A--Z 1 --A 2 --A 3 --R 2 R 1 --A--A 2 --Z 2 --A 3 --R 3 R 3 --A 3 --Z 2 --A--A 2 --R 2 R 3 --A 3 --A--Z 1 --A 2 --R 2 R 1 --A 4 --A--A 2 --R 2 or R 1 --A--A 4 --A 2 --R 2 .
Claim 5
Dependent Claim
257 words
A phase of claim 1 wherein said derivative is R 3 --A 3 --Z 2 --A--Z 1 --A 2 --Z 2 --A 3 --R 3 R 3 --A 3 --A--Z 1 --A 2 --A 3 --R 3 R 3 --A 3 --Z 2 --A--A 2 --A 3 --R 3 R 3 --A 3 --A--A 2 --Z 2 --A 3 --R 3 R 1 --A 4 --A--Z 1 --A 2 --Z 2 --A 3 --R 3 R 3 --A 3 --Z 2 --A 4 --A--Z 1 --A 2 --R 2 R 1 --A--A 4 --Z 1 --A 2 --Z 2 --A 3 --R 3 R 3 --A 3 --Z 2 --A--A 4 --Z 1 --A 2 --R 2 R 1 --A 4 --A--A 2 --A 3 --R 3 R 1 --A--A 4 --A 2 --A 3 --R 3 R 1 --A 4 --A--A 2 --Z 2 --A 3 --R 3 R 1 --A--A 4 --A 4 --A 2 --Z 2 --A 3 --R 3 R 1 --A 4 --A--Z 1 --A 2 --A 3 --R 3 R 1 --A--A 4 --Z 1 --A 2 --A 3 --R 3 R 3 --A 3 --A 4 --A--A 2 --R 2 R 3 --A 3 --A--A 4 --A 2 --R 2 R 3 --A 3 --A 4 --A--Z 1 --A 2 --R 2 R 3 --A 3 --A--A 4 --Z 1 --A 2 --R 2 R 3 --A 3 --Z 2 --A 4 --A--A 2 --R 2 or R 3 --A 3 --Z 2 --A--A 4 --A 2 --R 2 .
Claim 6
Dependent Claim
102 words
A phase of claim 1 wherein said derivative is of the formula R 3 --A 3 --Z 2 --A 4 --A--Z 1 --A 2 --Z 2 --A 3 --R 3 R 3 --A 3 --Z 2 --A--A 4 --Z 1 --A 2 --Z 2 --A 3 --R 3 R 3 --A 3 --A 4 --A--A 2 --A 3 --R 3 R 3 --A 3 --A--A 4 --A 2 --A 3 --R 3 R 3 --A 3 --A 4 --A--Z 1 --A 2 --A 3 --R 3 or R 3 --A 3 --A--A 4 --Z 1 --A 2 --A 3 --R 3 .
Claim 7
Dependent Claim
230 words
A phase of claim 1 wherein said derivative is of the formula R 1 -Oaz-COO-Phe-R 2 R 1 -Oaz-CH 2 CH 2 -Phe-R 2 R 1 -Oaz-Phe-COO-Phe-R 2 R 1 -Oaz-Phe-CH 2 CH 2 -Phe-R 2 R 1 -Oaz-Phe-CH 2 CH 2 -Cy-R 2 R 1 -Oaz-Phe-CH 2 CH 2 -Phe-Cy-R 3 R 1 -Oaz-Phe-CH 2 CH 2 -Phe-Dio-R 3 R 1 -Oaz-Phe-R 2 R 1 -Oaz-Phe-Phe-R 2 R 1 -Oaz-Phe-Phe-Cy-R 3 R 1 -Oaz-Phe-Phe-Dio-R 3 R 1 -Oaz-Cy-Phe-R 2 R 1 -Cy-Oaz-Phe-R 2 R 1 -Oaz-Cy-R 3 R 1 -Oaz-Cy-Cy-R 3 R 1 -Oaz-Pyr-R 2 R 1 -Oaz-CH 2 CH 2 -Phe-Phe-R 2 R 1 -Oaz-CH 2 CH 2 -Phe-Phe-Cy-R 3 R 1 -Oaz-CH 2 CH 2 -Phe-Cy-R 2 R 1 -Taz-COO-Phe-R 2 R 1 -Taz-CH 2 CH 2 -Phe-R 2 R 1 -Taz-Phe-COO-Phe-R 2 R 1 -Taz-Phe-CH 2 CH 2 -Phe-R 2 R 1 -Taz-Phe-CH 2 CH 2 -Cy-R 2 R 1 -Taz-Phe-CH 2 CH 2 -Phe-Cy-R 3 R 1 -Taz-CH 2 CH 2 -Phe-Dio-R 3 R 1 -Taz-Phe-R 2 R 1 -Taz-Phe-Phe-R 2 R 1 -Taz-Phe-Phe-Cy-R 3 R 1 -Taz-Phe-Phe-Dio-R 3 R 1 -Taz-Cy-Phe-R 2 R 1 -Cy-Taz-Phe-R 2 R 1 -Taz-Pyr-R 2 R 1 -Taz-CH 2 CH 2 -Phe-Phe-R 2 R 1 -Taz-CH 2 CH 2 -Phe-Phe-Cy-R 2 R 1 -Taz-CH 2 CH 2 -Phe-Cy-R 2 R 1 -Taz-Cy-R 3 or R 1 -Taz-Cy-Cy-R 3 .
Claim 8
Dependent Claim
28 words
A phase of claim 1, wherein in said derivative --A-- is 5,6-dihydro-1,3(4H)-thiazine-2,5diyl or 5,6-dihydro-1,3(4H)-oxazine-2,5-diyl, Phe is 1,4-phenylene, Cy is 1,4-cyclohexylene (Cyc), Dio is 1,3-dioxane-2,5-diyl and Pyr is pyrimidine-2,5-diyl.
Claim 9
Dependent Claim
86 words
A phase of claim 7 wherein said derivative is of the formula Alkyl-A-Phe-CN Alkyl-A-Phe-Methyl Alkyl-A-Phe-Ethyl Alkyl-A-Phe-Propyl Alkyl-A-Phe-Butyl Alkyl-A-Phe-Pentyl Alkyl-A-Phe-Hexyl Alkyl-A-Phe-Heptyl Alkyl-A-Phe-Octyl Alkyl-A-Phe-Nonyl Alkyl-A-Phe-Decyl Alkyl-A-Phe-Methoxy Alkyl-A-Phe-Ethoxy Alkyl-A-Phe-Propoxy Alkyl-A-Phe-Butoxy Alkyl-A-Phe-Pentoxy Alkyl-A-Phe-Hexoxy Alkyl-A-Phe-Heptoxy Alkyl-A-Phe-Octoxy Alkyl-A-Phe-Nonoxy Alkyl-A-Phe-Decoxy Alkyl-A-(3-F-Phe)-CN Alkyl-A-Cyc-CN Alkyl-A-Cyc-Methyl Alkyl-A-Cyc-Ethyl Alkyl-A-Cyc-Propyl Alkyl-A-Cyc-Butyl Alkyl-A-Cyc-Pentyl Alkyl-A-Cyc-Hexyl Alkyl-A-Cyc-Heptyl Alkyl-A-Cyc-Octyl Alkyl-A-Cyc-Nonyl Alkyl-A-Cyc-Decyl Alkyl-A-Cyc-Methoxy Alkyl-A-Cyc-Ethoxy Alkyl-A-Cyc-Propoxy Alkyl-A-Cyc-Butoxy Alkyl-A-Cyc-Pentoxy Alkyl-A-Cyc-Hexoxy Alkyl-A-Cyc-Heptoxy Alkyl-A-Cyc-Octoxy Alkyl-A-Cyc-Nonoxy Alkyl-A-Cyc-Decoxy Alkyl-A-Cyc-Methoxycarbonyl Alkyl-A-Cyc-Ethoxycarbonyl Alkyl-A-Cyc-Propoxycarbonyl Alkyl-A-Cyc-Butoxycarbonyl Alkyl-A-Cyc-Pentoxycarbonyl Alkyl-A-Cyc-Hexoxycarbonyl Alkyl-A-Cyc-Heptoxycarbonyl Alkyl-A-Cyc-Octoxycarbonyl Alkyl-A-Cyc-Nonoxycarbonyl Alkyl-A-Cyc-Decoxycarbonyl Alkyl-A-Cyc-Methylcarbonyloxy Alkyl-A-Cyc-Ethylcarbonyloxy Alkyl-A-Cyc-Propylcarbonyloxy Alkyl-A-Cyc-Butylcarbonyloxy Alkyl-A-Cyc-Pentylcarbonyloxy Alkyl-A-Cyc-Hexylcarbonyloxy Alkyl-A-Cyc-Heptylcarbonyloxy Alkyl-A-Cyc-Octylcarbonyloxy Alkyl-A-Cyc-Nonylcarbonyloxy Alkyl-A-Cyc-Decyclcarbonyloxy Methyl-A-Cyc-Oxaalkyl Ethyl-A-Cyc-Oxaalkyl Propyl-A-Cyc-Oxaalkyl Butyl-A-Cyc-Oxaalkyl Pentyl-A-Cyc-Oxaalkyl Hexyl-A-Cyc-Oxaalkyl Heptyl-A-Cyc-Oxaalkyl Octyl-A-Cyc-Oxaalkyl Nonyl-A-Cyc-Oxaalkyl or Decyl-A-Cyc-Oxaalkyl.
Claim 10
Dependent Claim
101 words
A phase of claim 7 wherein said derivative is of the formula Alkyl-A-Phe-Phe-CN Alkyl-A-Phe-Phe-Methyl Alkyl-A-Phe-Phe-Ethyl Alkyl-A-Phe-Phe-Propyl Alkyl-A-Phe-Phe-Butyl Alkyl-A-Phe-Phe-Pentyl Alkyl-A-Phe-Phe-Hexyl Alkyl-A-Phe-Phe-Heptyl Alkyl-A-Phe-Phe-Octyl Alkyl-A-Phe-Phe-Nonyl Alkyl-A-Phe-Phe-Decyl Alkyl-A-Phe-(3-F-Phe)-CN Alkyl-A-Phe-Phe-Methoxy Alkyl-A-Phe-Phe-Ethoxy Alkyl-A-Phe-Phe-Propoxy Alkyl-A-Phe-Phe-Butoxy Alkyl-A-Phe-Phe-Pentoxy Alkyl-A-Phe-Phe-Hexoxy Alkyl-A-Phe-Phe-Heptoxy Alkyl-A-Phe-Phe-Octoxy Alkyl-A-Phe-Phe-Nonoxy Alkyl-A-Phe-Phe-Decoxy Alkyl-A-Cyc-Phe-CN Alkyl-A-Cyc-Phe-Methyl Alkyl-A-Cyc-Phe-Ethyl Alkyl-A-Cyc-Phe-Propyl Alkyl-A-Cyc-Phe-Butyl Alkyl-A-Cyc-Phe-Pentyl Alkyl-A-Cyc-Phe-Hexyl Alkyl-A-Cyc-Phe-Heptyl Alkyl-A-Cyc-Phe-Octyl Alkyl-A-Cyc-Phe-Nonyl Alkyl-A-Cyc-Phe-Decyl Alkyl-A-Cyc-(3-F-Phe)-CN Alkyl-A-Cyc-Phe-Methoxy Alkyl-A-Cyc-Phe-Ethoxy Alkyl-A-Cyc-Phe-Propoxy Alkyl-A-Cyc-Phe-Butoxy Alkyl-A-Cyc-Phe-Pentoxy Alkyl-A-Cyc-Phe-Hexoxy Alkyl-A-Cyc-Phe-Heptoxy Alkyl-A-Cyc-Phe-Octoxy Alkyl-A-Cyc-Phe-Nonoxy Alkyl-A-Cyc-Phe-Decoxy Alkyl-A-Cyc-Cyc-CN Alkyl-A-Cyc-Cyc-Methyl Alkyl-A-Cyc-Cyc-Ethyl Alkyl-A-Cyc-Cyc-Propyl Alkyl-A-Cyc-Cyc-Butyl Alkyl-A-Cyc-Cyc-Pentyl Alkyl-A-Cyc-Cyc-Hexyl Alkyl-A-Cyc-Cyc-Heptyl Alkyl-A-Cyc-Cyc-Octyl Alkyl-A-Cyc-Cyc-Nonyl Alkyl-A-Cyc-Cyc-Decyl Alkyl-Cyc-A-Phe-CN Alkyl-Cyc-A-Phe-Methyl Alkyl-Cyc-A-Phe-Ethyl Alkyl-Cyc-A-Phe-Propyl Alkyl-Cyc-A-Phe-Butyl Alkyl-Cyc-A-Phe-Pentyl Alkyl-Cyc-A-Phe-Hexyl Alkyl-Cyc-A-Phe-Heptyl Alkyl-Cyc-A-Phe-Octyl Alkyl-Cyc-A-Phe-Nonyl Alkyl-Cyc-A-Phe-Decyl Alkyl-Cyc-A-(3-F-Phe)-CN Alkyl-Cyc-A-Phe-Methoxy Alkyl-Cyc-A-Phe-Ethoxy Alkyl-Cyc-A-Phe-Propoxy Alkyl-Cyc-A-Phe-Butoxy Alkyl-Cyc-A-Phe-Pentoxy Alkyl-Cyc-A-Phe-Hexoxy Alkyl-Cyc-A-Phe-Heptoxy Alkyl-Cyc-A-Phe-Oxtoxy Alkyl-Cyc-A-Phe-Nonoxy Alkyl-Cyc-A-Phe-Decoxy Cyan-Cyc-Phe-Phe-A-Alkyl Methyl-Cyc-Phe-Phe-A-Alkyl Ethyl-Cyc-Phe-Phe-A-Alkyl Propyl-Cyc-Phe-Phe-A-Alkyl Butyl-Cyc-Phe-Phe-A-Alkyl Pentyl-Cyc-Phe-Phe-A-Alkyl Hexyl-Cyc-Phe-Phe-A-Alkyl Heptyl-Cyc-Phe-Phe-A-Alkyl Octyl-Cyc-Phe-Phe-A-Alkyl Nonyl-Cyc-Phe-Phe-A-Alkyl or Decyl-Cyc-Phe-Phe-A-Alkyl.
Claim 11
Dependent Claim
25 words
A phase according to claim 7 wherein said derivative is of the formula Alkyl-A-Pyr-Methyl Alkyl-A-Pyr-Ethyl Alkyl-A-Pyr-Propyl Alkyl-A-Pyr-Butyl Alkyl-A-Pyr-Pentyl Alkyl-A-Pyr-Hexyl Alkyl-A-Pyr-Heptyl Alkyl-A-Pyr-Octyl Alkyl-A-Pyr-Nonyl Alkyl-A-Pyr-Decyl or Alkyl-A-Pyr-Phe-CN.
Claim 12
Dependent Claim
129 words
A phase of claim 7 wherein said derivative is of the formula Alkyl-A-COO-Phe-CN Alkyl-A-COO-Phe-Methyl Alkyl-A-COO-Phe-Ethyl Alkyl-A-COO-Phe-Propyl Alkyl-A-COO-Phe-Butyl Alkyl-A-COO-Phe-Pentyl Alkyl-A-COO-Phe-Hexyl Alkyl-A-COO-Phe-Heptyl Alkyl-A-COO-Phe-Octyl Alkyl-A-COO-Phe-Nonyl Alkyl-A-COO-Phe-Decyl Alkyl-A-COO-Phe-Methoxy Alkyl-A-COO-Phe-Ethoxy Alkyl-A-COO-Phe-Propoxy Alkyl-A-COO-Phe-Butoxy Alkyl-A-COO-Phe-Pentoxy Alkyl-A-COO-Phe-Hexoxy Alkyl-A-COO-Phe-Heptoxy Alkyl-A-COO-Phe-Octoxy Alkyl-A-COO-Phe-Nonoxy Alkyl-A-COO-Phe-Decoxy Alkyl-A-COO-Cyc-CN Alkyl-A-COO-Cyc-Methyl Alkyl-A-COO-Cyc-Ethyl Alkyl-A-COO-Cyc-Propyl Alkyl-A-COO-Cyc-Butyl Alkyl-A-COO-Cyc-Pentyl Alkyl-A-COO-Cyc-Hexyl Alkyl-A-COO-Cyc-Heptyl Alkyl-A-COO-Cyc-Octyl Alkyl-A-COO-Cyc-Nonyl Alkyl-A-COO-Cyc-Decyl Alkyl-A-COO-Phe-Phe-CN Alkyl-A-COO-Phe-Phe-Methyl Alkyl-A-COO-Phe-Phe-Ethyl Alkyl-A-COO-Phe-Phe-Propyl Alkyl-A-COO-Phe-Phe-Butyl Alkyl-A-COO-Phe-Phe-Pentyl Alkyl-A-COO-Phe-Phe-Hexyl Alkyl-A-COO-Phe-Phe-Heptyl Alkyl-A-COO-Phe-Phe-Octyl Alkyl-A-COO-Phe-Phe-Nonyl Alkyl-A-COO-Phe-Phe-Decyl Alkyl-A-Phe-COO-Cyc-CN Alkyl-A-Phe-COO-Cyc-Methyl Alkyl-A-Phe-COO-Cyc-Ethyl Alkyl-A-Phe-COO-Cyc-Propyl Alkyl-A-Phe-COO-Cyc-Butyl Alkyl-A-Phe-COO-Cyc-Pentyl Alkyl-A-Phe-COO-Cyc-Hexyl Alkyl-A-Phe-COO-Cyc-Heptyl Alkyl-A-Phe-COO-Cyc-Octyl Alkyl-A-Phe-COO-Cyc-Nonyl Alkyl-A-Phe-COO-Cyc-Decyl Alkyl-A-Phe-COO-Phe-CN Alkyl-A-Phe-COO-Phe-Methyl Alkyl-A-Phe-COO-Phe-Ethyl Alkyl-A-Phe-COO-Phe-Propyl Alkyl-A-Phe-COO-Phe-Butyl Alkyl-A-Phe-COO-Phe-Pentyl Alkyl-A-Phe-COO-Phe-Hexyl Alkyl-A-Phe-COO-Phe-Heptyl Alkyl-A-Phe-COO-Phe-Octyl Alkyl-A-Phe-COO-Phe-Nonyl Alkyl-A-Phe-COO-Phe-Decyl Alkyl-A-Phe-COO-Phe-Methoxy Alkyl-A-Phe-COO-Phe-Ethoxy Alkyl-A-Phe-COO-Phe-Propoxy Alkyl-A-Phe-COO-Phe-Butoxy Alkyl-A-Phe-COO-Phe-Pentoxy Alkyl-A-Phe-COO-Phe-Hexoxy Alkyl-A-Phe-COO-Phe-Heptoxy Alkyl-A-Phe-COO-Phe-Octoxy Alkyl-A-Phe-COO-Phe-Nonoxy Alkyl-A-Phe-COO-Phe-Decoxy Alkyl-A-Phe-COO-(3-F-Phe)-CN Alkyl-A-Phe-CH 2 CH 2 -(3-F-Phe)-CN Alkyl-A-Phe-CH 2 O-(3-F-Phe)-CN Alkyl-A-Cyc-COO-Cyc-CN Alkyl-A-Cyc-COO-Cyc-Methyl Alkyl-A-Cyc-COO-Cyc-Ethyl Alkyl-A-Cyc-COO-Cyc-Propyl Alkyl-A-Cyc-COO-Cyc-Butyl Alkyl-A-Cyc-COO-Cyc-Pentyl Alkyl-A-Cyc-COO-Cyc-Hexyl Alkyl-A-Cyc-COO-Cyc-Heptyl Alkyl-A-Cyc-COO-Cyc-Octyl Alkyl-A-Cyc-COO-Cyc-Nonyl Alkyl-A-Cyc-COO-Cyc-Decyl Alkyl-A-Cyc-COO-Phe-CN Alkyl-A-Cyc-COO-Phe-Methyl Alkyl-A-Cyc-COO-Phe-Ethyl Alkyl-A-Cyc-COO-Phe-Propyl Alkyl-A-Cyc-COO-Phe-Butyl Alkyl-A-Cyc-COO-Phe-Pentyl Alkyl-A-Cyc-COO-Phe-Hexyl Alkyl-A-Cyc-COO-Phe-Heptyl Alkyl-A-Cyc-COO-Phe-Octyl Alkyl-A-Cyc-COO-Phe-Nonyl Alkyl-A-Cyc-COO-Phe-Decyl Alkyl-A-Cyc-COO-Phe-Methoxy Alkyl-A-Cyc-C00-Phe-Ethoxy Alkyl-A-Cyc-COO-Phe-Propoxy Alkyl-A-Cyc-COO-Phe-Butoxy Alkyl-A-Cyc-COO-Phe-Pentoxy Alkyl-A-Cyc-COO-Phe-Hexoxy Alkyl-A-Cyc-COO-Phe-Heptoxy Alkyl-A-Cyc-COO-Phe-Octoxy Alkyl-A-Cyc-COO-Phe-Nonoxy or Alkyl-A-Cyc-COO-Phe-Decoxy.
Claim 13
Dependent Claim
54 words
A phase according to claim 7 wherein said derivative is of the formula Alkyl-A-OCO-Cyc-Methyl Alkyl-A-OCO-Cyc-Ethyl Alkyl-A-OCO-Cyc-Propyl Alkyl-A-OCO-Cyc-Butyl Alkyl-A-OCO-Cyc-Pentyl Alkyl-A-OCO-Cyc-Hexyl Alkyl-A-OCO-Cyc-Heptyl Alkyl-A-OCO-Cyc-Octyl Alkyl-A-OCO-Cyc-Nonyl Alkyl-A-OCO-Cyc-Decyl Alkyl-A-OCO-Phe-Methyl Alkyl-A-OCO-Phe-Ethyl Alkyl-A-OCO-Phe-Propyl Alkyl-A-OCO-Phe-Butyl Alkyl-A-OCO-Phe-Pentyl Alkyl-A-OCO-Phe-Hexyl Alkyl-A-OCO-Phe-Heptyl Alkyl-A-OCO-Phe-Octyl Alkyl-A-OCO-Phe-Nonyl Alkyl-A-OCO-Phe-Decyl Alkyl-A-OCO-Phe-Methoxy Alkyl-A-OCO-Phe-Ethoxy Alkyl-A-OCO-Phe-Propoxy Alkyl-A-OCO-Phe-Butoxy Alkyl-A-OCO-Phe-Pentoxy Alkyl-A-OCO-Phe-Hexoxy Alkyl-A-OCO-Phe-Heptoxy Alkyl-A-OCO-Phe-Octoxy Alkyl-A-OCO-Phe-Nonoxy Alkyl-A-OCO-Phe-Decoxy Alkyl-A-OCO-Dio-Methyl Alkyl-A-OCO-Dio-Ethyl Alkyl-A-OCO-Dio-Propyl Alkyl-A-OCO-Dio-Butyl Alkyl-A-OCO-Dio-Pentyl Alkyl-A-OCO-Dio-Hexyl Alkyl-A-OCO-Dio-Heptyl Alkyl-A-OCO-Dio-Octyl Alkyl-A-OCO-Dio-Nonyl or Alkyl-A-OCO-Dio-Decyl.
Claim 14
Dependent Claim
258 words
A phase of claim 7 wherein said derivative is of the formula Alkyl-A-CH 2 CH 2 -Phe-Phe-CN Alkyl-A-CH 2 CH 2 -Phe-Phe-Methyl Alkyl-A-CH 2 CH 2 -Phe-Phe-Ethyl Alkyl-A-CH 2 CH 2 -Phe-Phe-Propyl Alkyl-A-CH 2 CH 2 -Phe-Phe-Butyl Alkyl-A-CH 2 CH 2 -Phe-Phe-Pentyl Alkyl-A-CH 2 CH 2 -Phe-Phe-Hexyl Alkyl-A-CH 2 CH 2 -Phe-Phe-Heptyl Alkyl-A-CH 2 CH 2 -Phe-Phe-Octyl Alkyl-A-CH 2 CH 2 -Phe-Phe-Nonyl Alkyl-A-CH 2 CH 2 -Phe-Phe-Decyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-CN Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Methyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Ethyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Propyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Butyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Pentyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Hexyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Heptyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Octyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Nonyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Decyl Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Methoxy Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Ethoxy Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Propoxy Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Butoxy Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Pentoxy Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Hexoxy Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Heptoxy Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Octoxy Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Nonoxy Alkyl-A-CH 2 CH 2 -Phe-(2-F-Phe)-Decoxy Alkyl-A-CH 2 O-Phe-Pyr-Methyl Alkyl-A-CH 2 O-Phe-Pyr-Ethyl Alkyl-A-CH 2 O-Phe-Pyr-Propyl Alkyl-A-CH 2 O-Phe-Pyr-Butyl Alkyl-A-CH 2 O-Phe-Pyr-Pentyl Alkyl-A-CH 2 O-Phe-Pyr-Hexyl Alkyl-A-CH 2 O-Phe-Pyr-Heptyl Alkyl-A-CH 2 O-Phe-Pyr-Octyl Alkyl-A-CH 2 O-Phe-Pyr-Nonyl Alkyl-A-CH 2 O-Phe-Pyr-Decyl Alkyl-A-CH 2 CH 2 -Cyc-CN Alkyl-A-CH 2 CH 2 -Cyc-Methyl Alkyl-A-CH 2 CH 2 -Cyc-Ethyl Alkyl-A-CH 2 CH 2 -Cyc-Propyl Alkyl-A-CH 2 CH 2 -Cyc-Butyl Alkyl-A-CH 2 CH 2 -Cyc-Pentyl Alkyl-A-CH 2 CH 2 -Cyc-Hexyl Alkyl-A-CH 2 CH 2 -Cyc-Heptyl Alkyl-A-CH 2 CH 2 -Cyc-Octyl Alkyl-A-CH 2 CH 2 -Cyc-Nonyl or Alkyl-A-CH 2 CH 2 -Cyc-Decyl.
Claim 15
Dependent Claim
19 words
In a liquid-crystal display element comprising a liquid-crystalline phase, the improvement wherein the phase is one of claim 1.
Claim 16
Dependent Claim
20 words
In an electrooptical display element comprising a liquid-crystalline dielectric, the improvement wherein the dielectric is a phase of claim 1.
Claim 17
Dependent Claim
217 words
A phase of claim 1 wherein said derivative is of the formula R 1 --A 1 --Z 1 --A 2 --R 2 wherein each of R 1 and R 2 independently is alkyl of 1-15 C atoms, or alkyl of 1-15 C atoms in which one or two nonadjacent CH 2 groups are replaced by --O--, --O--CO--, or --CO--O-- and one of R 1 and R 2 can also be H, F, Cl, Br, CN, or R 3 --A 3 --Z 2 , A 1 is --A--, --A 4 --A--, or --A--A 4 --, A is ##STR3## X is O or S, each of A 2 , A 3 and A 4 independently is a 1.4-cyclohexylene, 1,3-dioxane-2,5-diyl or a 1,3-dithiane-2,5-diyl group; is a piperidine-1,4-diyl, 1,4-bicyclo-[2.2.2]-octylene, A or 1,4-phenylene group; or is a 1,4-phenylene group in which one or two CH groups may also be replaced by N; each of Z 1 and Z 2 independently is --CO--O--, --O--CO--, --CH 2 CH 2 --, --CHCN--CH 2 --, --CH 2 --CHCN--, --OCH 2 --, --CH 2 O--, or a single bond and R 3 is alkyl of 1-15 C atoms, alkyl of 1-15 C atoms in which one or two nonadjacent CH 2 groups are replaced by --O--, --CO--, --O--CO--, or --CO--O-- or H, F, Cl, Br, or CN.
Claim 18
Dependent Claim
86 words
A phase of claim 1 wherein said derivative is of the formula R 1 --A--A 2 A 3 --R 3 wherein R 1 is alkyl of 1-15 C atoms, A is ##STR4## X is O or S, A 2 is CY or Phe, A 3 is missing or is Cy or Phe and R 3 is alkyl of 1-15 C atoms, or alkyl of 1-15 C atoms in which one or two nonadjacent CH 2 groups are replaced by --O--, or F, CL, Br, or CN.
Claim 19
Dependent Claim
68 words
A phase of claim 1 wherein said derivative is of the formula R 1 --A--A 2 --A 3 --R 3 wherein R 1 is alkyl of 1-15 C atoms, A is ##STR5## X is O or S, A 2 is Cy or Phe, A 3 is missing or is Cy or Phe and R 3 is alkyl or alkoxy of 1-15 C atoms, F, CL, Br, or CN.
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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) | 1990-12-28 | 1991-06-29 | 1991-12-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-12-28 | 1995-06-29 | 1995-12-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-12-28 | 1999-06-29 | 1999-12-29 | $7700.00 | Window Closed / Lapsed |