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US4713197A Expired / Lapsed US ⏱️ 0.0 years remaining

Nitrogen-containing heterocyclic compounds

Assignee: Merck Patent GmbH
•
Filing: 1985-01-17
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Granted: 1987-12-15
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Expires: 2005-01-17
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Abstract

Abstract Nitrogen-containing heterocyclic compounds of the formula I R.sup.I --(A--Z).sub.n --A--R.sup.2 I wherein R 1 and R 2 in each case independently of one another are alkyl group with 1-15 C atoms, wherein one or two non-adjacent CH 2 groups can also be replaced by 0 atoms and/or --CO-- group and/or --O--CO-- groups and/or --CO--O-- groups, and one of the radicals R 1 and R 2 can also be H, CN, F, Cl or Br, the groups A in each case independently of one another are a 1,4-phenylene group, wherein one or two CH groups can also be replaced by N atoms, a 1,4-cyclohexylene group, wherein one or two CH 2 groups which are not adjacent can be replaced by 0 atoms, a 1,3-dithiane-2,5-diyl group, a 1,4-bicyclo(2,2,2)-octylene group, a decahydronapthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, the group Z in each case independently of one another are --CO--O--, --O--CO--, --CH 2 CH 2 --, --OCH 2 --, --CH 2 O-- or a single bond and n is 3 or 4, with the proviso that (a) at least one of the groups A is a "1,4" phenylene group, wherein two CH groups are replaced by N atoms, and (b) at least one of the other groups A contains a cycloaliphatic radical and/or at least one group Z is not a single bond, can be used as components of liquid crystal phases.

Inventors

  • 👤 Rudolf Eidenschink
  • 👤 Joachim Krause
  • 👤 Reinhard Hittich
  • 👤 Eike Poetsch
  • 👤 Bernhard Scheuble
  • 👤 Georg Weber
  • 👤 Ludwig Pohl

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 02:53
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: 16
Claim 1
Independent Claim 145 words
In a liquid crystal phase comprising at least two liquid crystalline components, the improvement wherein at least one component is a compound of the formula R.sup.1 --(A--Z).sub.n --A.sup.1 --R.sup.2 wherein each of R 1 and R 2 independently is alkyl of 1-15 C atoms; alkyl of 1-15 C atoms wherein one or two non-adjacent CH 2 groups are replaced by O atoms, --O--CO--, --CO--O; and one of R 1 and R 2 can also be H, CN, F, Cl or Br, each A independently is 1,4-phenylene (Phe) or 1,4-cyclohexylene (Cy), each Z independently is --CO--O, --O--CO--, --CH 2 CH 2 --, or a single bond, at most two Z's not being a single bond, A 1 is pyrimidine-2,5-diyl, n is 3 with the proviso that at least one of the groups A is Cy or at least one group Z is not a single bond.
Claim 2
Dependent Claim 145 words
In a liquid crystal phase comprising at least two liquid crystalline components, the improvement wherein at least one component is a compound of the formula R.sup.1 --(A--Z).sub.n --A.sup.1 --R.sup.2 wherein each of R 1 and R 2 independently is alkyl of 1-15 C atoms; alkyl of 1-15 C atoms wherein one or two non-adjacent CH 2 groups are replaced by O atoms, --O--CO--, --CO--O; and one of R 1 and R 2 can also be H, CN, F, Cl or Br, each A independently is 1,4-phenylene (Phe) or 1,4-cyclohexylene (Cy), each Z independently is --CO--O, --O--CO--, --CH 2 CH 2 --, or a single bond, at most two Z's not being a single bond, A 1 is pyrimidine-2,5-diyl, n is 3 with the proviso that at least one of the groups A is Cy or at least one group Z is not a single bond.
Claim 3
Dependent Claim 55 words
A phase of claim 1 wherein said compound is of the formula R.sup.1 --A.sup.1 --(A).sub.p --A.sup.2 --R.sup.2 R.sup.1 --A.sup.1 --(A).sub.p-1 --A.sup.2 --A--R.sup.2 R.sup.1 --A.sup.1 --(A).sub.p-2 --A.sup.2 --A--A--R.sup.2 R.sup.1 --A.sup.1 --A.sup.2 --A--A--R.sup.2 R.sup.1 --A--A.sup.1 --(A).sub.p-1 --A.sup.2 --R.sup.2 R.sup.1 --A.sup.2 --A.sup.1 --(A).sub.p --R.sup.2 R.sup.1 --A--A.sup.1 --(A).sub.p-2 --A.sup.2 --A--R.sup.2 wherein A 2 is Cy and p is 2.
Claim 4
Dependent Claim 46 words
A phase of claim 1 wherein said compound is of the formula R.sup.1 --A--A.sup.1 --A.sup.2 --(A).sub.p-1 --R.sup.2 R.sup.1 --A--A--A.sup.1 --(A).sub.p-2 --A.sup.2 --R.sup.2 R.sup.1 --A--A--A.sup.1 --A.sup.2 --R.sup.2 R.sup.1 --A.sup.2 --A--A.sup.1 --(A).sub.p-1 --R.sup.2 R.sup.1 --A--A.sup.2 --A.sup.1 --(A).sub.p-1 --R.sup.2 wherein and A 2 is Cy and p is 2.
Claim 5
Dependent Claim 44 words
A phase of claim 1 wherein said compound is of the formula R.sup.1 --A.sup.1 --Z--(A).sub.p+1 --R.sup.2 R.sup.1 --A.sup.1 --A--Z--(A).sub.p --R.sup.2 R.sup.1 --A.sup.1 --A--A--Z--(A).sub.p-1 --R.sup.2 R.sup.1 --A.sup.1 --A--A--A--Z--(A).sub.p-2 --R.sup.2 R.sup.1 --A--Z--A.sup.1 --(A).sub.p --R.sup.2 R.sup.1 --A--A.sup.1 --Z--(A).sub.p --R.sup.2 R.sup.1 --A--A.sup.1 --A--Z--(A).sub.p-1 --R.sup.2 wherein p is 2.
Claim 6
Dependent Claim 36 words
A phase of claim 1 wherein said compound is of the formula R.sup.1 --A--A.sup.1 --A--A--Z--(A).sub.p-2 --R.sup.2 R.sup.1 --A--Z--A--A.sup.1 --(A).sub.p-1 --R.sup.2 R.sup.1 --A--A--Z--A.sup.1 --(A).sub.p-1 --R.sup.2 R.sup.1 --A--A--A.sup.1 --Z--(A).sub.p-1 --R.sup.2 R.sup.1 --A--A--A.sup.1 --A--Z--(A).sub.p-2 --R.sup.2 wherein p is 2.
Claim 7
Dependent Claim 18 words
A phase of claim 1 wherein said compound is of the formula R.sup.1 --A--Z--A--Z--(A).sub.n-1 --R.sup.2 R.sup.1 --A--Z--A--A--Z--(A).sub.n-2 --R.sup.2.
Claim 8
Dependent Claim 28 words
A phase of claim 1 wherein said compound is of the formula R.sup.1 --A--Z--A--A--A--Z--(A).sub.n-3 --R.sup.2 R.sup.1 --A--A--Z--A--Z--(A).sub.n-2 --R.sup.2 R.sup.1 --A--A--Z--A--A--Z--(A).sub.n-3 --R.sup.2 R.sup.1 --A--Z--A--Z--A--Z--(A).sub.n-2 --R.sup.2 R.sup.1 --A--Z--A--Z--A--A--Z--A--R.sup.2 R.sup.1 --A--Z--A--Z--A--Z--A--Z--A--R.sup.2.
Claim 9
Dependent Claim 11 words
A phase of claim 1 wherein Z is a single bond.
Claim 10
Dependent Claim 52 words
A phase of claim 1 wherein said compound is of the formula R.sup.1 --A.sup.1 --A--A.sup.2 --A.sup.2 --R.sup.2 R.sup.1 --A.sup.2 --A.sup.1 --A--A.sup.2 --R.sup.2 R.sup.1 --A.sup.2 --A.sup.1 --A.sup.2 --A.sup.2 --R.sup.2 R.sup.1 --A.sup.1 --A--Z--A--A.sup.2 --R.sup.2 -- R.sup.1 --A.sup.1 --A--Z--A.sup.2 --A.sup.2 --R.sup.2 R.sup.1 --A.sup.2 --Z--A.sup.1 --A--Z--A--R.sup.2 R.sup.1 --A.sup.2 --Z--A.sup.1 --A--Z--A.sup.2 --R.sup.2 wherein A 2 is Cy.
Claim 11
Dependent Claim 21 words
In a liquid crystalline display element comprising a liquid crystalline phase, the improvement wherein the phase is one of claim 1.
Claim 12
Dependent Claim 21 words
In an electrooptical display element comprising a liquid crystalline dielectric, the improvement wherein the dielectric is a phase of claim 1.
Claim 13
Dependent Claim 16 words
A phase of claim 1 wherein A 1 is attached to R 2 in its 5-position.
Claim 14
Dependent Claim 27 words
A phase of claim 1 wherein said compound is of the formula ##STR2## wherein R and R' are each independently alkyl and A is Cy or Phe.
Claim 15
Dependent Claim 28 words
A phase of claim 1 wherein in said compound all A's are Cy or Phe and all Z's are a single bond or --CH 2 CH 2 --.
Claim 16
Dependent Claim 22 words
A phase of claim 14 wherein said compound is of the formula R--A--A--Z--A--Z--A.sup.1 --R'-- wherein R and R' are each independently alkyl.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-12-14 1991-06-15 1991-12-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-12-14 1995-06-15 1995-12-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-12-14 1999-06-15 1999-12-15 $7700.00 Window Closed / Lapsed

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