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US4776973A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyrimidine derivatives

Assignee: Merck Patent GmbH
•
Filing: 1986-02-24
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Granted: 1988-10-11
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Expires: 2006-02-24
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Abstract

Abstract Pyrimidine derivatives of the formula I R.sup.1 --Pry--A.sup.1 --Z.sup.1 --A.sup.2 -[Z.sup.2 --A.sup.3 ].sub.m --R 2 I in which R 1 and R 2 each are an alkyl group having 1 to 12 C atoms, in which one or two non-adjacent CH 2 groups can also be replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH═CH--, and one of the radicals R 1 and R 2 are H, F, Cl, Br or CN, Pyr is pyrimidine-2,5-diyl, A 1 and A 3 each are 1,4-cyclohexylene, unsubstituted 1,4-phenylene or 1,4-phenylene which is substituted by one or two F and/or Cl atoms and/or CH 3 and /or CN groups, A 2 is 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH 3 and/or CN groups, Z 1 is --CH 2 CH 2 --, --CH 2 O--, or --OCH 2 -- Z 2 is --CO--O--, --O--CO--, --CH 2 CH 2 --, --CH 2 O--, --O--CH 2 -- or a single bond, and m is 0 or 1, are suitable for preparing liquid crystal phases having steep electro-optical characteristic curves.

Inventors

  • 👤 Klaus Bofinger
  • 👤 Michael Romer
  • 👤 Bernhard Scheuble
  • 👤 Georg Weber

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; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3441; C09K19/345; C09K19/3458

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 96 words
A pyrimidine compound of the formula R.sup.1 --Pyr--A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 wherein each of R 1 and R 2 independently is alkyl of 1 to 12C atoms, or alkyl of 1-12C atoms in which one or two non-adjacent CH 2 groups are replaced by --O--, --CO--, --O--CO-- or --CO--O-- and one of R 1 and R 2 can also be H, F, Cl or Br, Pyr is pyrimidine-2,5-diyl, A 1 is 1,4-cyclohexylene (Cy) or 1,4-phenylene (Phe), A 2 is 1,4-phenylene, and Z 1 is --CH 2 CH 2 --, --CH 2 O-- or --OCH 2 --.
Claim 2
Dependent Claim 96 words
A pyrimidine compound of the formula R.sup.1 --Pyr--A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 wherein each of R 1 and R 2 independently is alkyl of 1 to 12C atoms, or alkyl of 1-12C atoms in which one or two non-adjacent CH 2 groups are replaced by --O--, --CO--, --O--CO-- or --CO--O-- and one of R 1 and R 2 can also be H, F, Cl or Br, Pyr is pyrimidine-2,5-diyl, A 1 is 1,4-cyclohexylene (Cy) or 1,4-phenylene (Phe), A 2 is 1,4-phenylene, and Z 1 is --CH 2 CH 2 --, --CH 2 O-- or --OCH 2 --.
Claim 3
Dependent Claim 32 words
A compound of claim 1 of the formula R 1 --Pyr--Phe--OCH 2 --Phe--R 2 , R 1 --Pyr--Phe--CH 2 CH 2 --Phe--R 2 , or R 1 --Pyr--Phe--CH 2 O--Phe--R 2 .
Claim 4
Dependent Claim 32 words
A compound of claim 1 of the formula R 1 --Pyr--Cy--OCH 2 --Phe--R 2 , R 1 --Pyr--Cy--CH 2 CH 2 --Phe--R 2 , or R 1 --Pyr--Cy--CH 2 O--Phe--R 2 .
Claim 5
Dependent Claim 16 words
A compound of claim 1 wherein R 1 and R 2 are alkyl, alkoxy or oxaalkyl.
Claim 6
Dependent Claim 14 words
A compound of claim 1 wherein Z 1 is --CH 2 --CH 2 --.
Claim 7
Dependent Claim 16 words
A compound of claim 4 wherein Z 1 is --CH 2 --O-- or --O--CH 2 --.
Claim 8
Dependent Claim 12 words
A compound of claim 1 wherein Z 1 is --OCH 2 --.
Claim 9
Dependent Claim 15 words
A compound of claim 1 of the formula Alkyl--Pyr--Phe--OCH 2 --Phe--alkyl or Alkyl--Pyr--Phe--OCH 2 --Phe--alkoxy.
Claim 10
Dependent Claim 16 words
A compound of claim 4 wherein R 1 or R 2 has an optically active C-atom.
Claim 11
Dependent Claim 25 words
In a liquid crystal phase comprising at least two liquid crystal components, the improvement wherein at least one component is a compound of claim 1.
Claim 12
Dependent Claim 20 words
In a liquid crystal display element, comprising a liquid crystal phase, the improvement wherein the phase is of claim 10.
Claim 13
Dependent Claim 21 words
In an electro-optical display element comprising a liquid crystalline dielectric, the improvement wherein the dielectric is a phase of claim 10.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-10-11 1992-04-11 1992-10-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-10-11 1996-04-11 1996-10-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-10-11 2000-04-11 2000-10-11 $7700.00 Window Closed / Lapsed

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