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US4551264A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyhalogenoaromatic compounds for liquid crystal compositions

Assignee: Merck Patent GmbH
•
Filing: 1983-03-14
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Granted: 1985-11-05
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Expires: 2003-03-14
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Abstract

Abstract New polyhalogenoaromatic compounds of Formula I ##STR1## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR 1 , --O--CO--R 1 , CN, NO 2 , NH 2 or OH; Q is one or two identical or different radicals selected from Ph, Cy, 1,4-bicyclo[2,2,2]octylene or 1,3-dioxane-2,5-diyl; X 1 to X 4 are each independently H, F, Cl or Br; R 1 is alkyl of 1 to 4 C atoms, Ph--R 2 or Cy--R 2 ; R 2 is alkyl or alkoxy each of 1-12 C atoms or CN; Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene, can be used as components of liquid-crystal dielectrics.

Inventors

  • 👤 Rudolf Eidenschink
  • 👤 Michael Romer
  • 👤 Georg Weber

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 05:27
CPC Classifications
C; C07; C07C; C07C205/00; C07C205/07; C07C205/11; C07C205/12; C07C17/00; C07C17/35; C07C25/00; C07C25/18; C07C255/00; C07C43/00; C07C43/02; C07C43/20; C07C43/225; C07C45/00; C07C45/004; C07D; C07D319/00; C07D319/04; C07D319/06; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/12; C09K19/30; C09K19/3001; C09K19/3003; C09K19/32; C09K19/321; C09K19/34; C09K19/3402; C09K2019/3422

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 147 words
A liquid-crystal dielectric useful in electrooptical display elements comprising at least two liquid-crystalline components, wherein at least one component is a polyhalogenoaromatic compound of the formula ##STR4## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR 1 , --O--CO--R 1 , CN, or NO 2 ; Q is one or two identical or different groups selected from Ph, Cy, or 1,4-bicyclo-[2,2,2]octylene; X 1 to X 4 are each independently H, F, Cl or Br; R 1 is alkyl of 1 to 4 C atoms, Ph--R 2 or Cy--R 2 ; R 2 is alkyl or alkoxy each of 1-12 C atoms, or CN; Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene; with the proviso that not more than one of X 1 and X 2 and not more than one of X 3 and X 4 is hydrogen.
Claim 2
Dependent Claim 147 words
A liquid-crystal dielectric useful in electrooptical display elements comprising at least two liquid-crystalline components, wherein at least one component is a polyhalogenoaromatic compound of the formula ##STR4## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR 1 , --O--CO--R 1 , CN, or NO 2 ; Q is one or two identical or different groups selected from Ph, Cy, or 1,4-bicyclo-[2,2,2]octylene; X 1 to X 4 are each independently H, F, Cl or Br; R 1 is alkyl of 1 to 4 C atoms, Ph--R 2 or Cy--R 2 ; R 2 is alkyl or alkoxy each of 1-12 C atoms, or CN; Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene; with the proviso that not more than one of X 1 and X 2 and not more than one of X 3 and X 4 is hydrogen.
Claim 3
Dependent Claim 30 words
A liquid crystal dielectric of claim 1, wherein said at least one component is of the formula Y--Cy--W--Z wherein W is 2-X 2 -3-X 1 -5-X 4 -6-X 3 -1,4-phenylene.
Claim 4
Dependent Claim 38 words
A liquid crystal dielectric of claim 1, wherein said at least one component is of the formula Y--Ph--W--Z Y--Bi--W--Z Y--Ph--Ph--W--Z Y--Ph--Cy--W--Z Y--Cy--Ph--W--Z Y--Cy--Cy--W--Z wherein W is 2-X 2 -3-X 1 -5-X 4 -6-X 3 -1,4-phenylene, Bi is 1,4-bicyclo[2,2,2]octylene.
Claim 5
Dependent Claim 39 words
A liquid crystal dielectric of claim 1, wherein said at least one component is of the formula Y--Cy--W--Z Y--Ph--Bi--W--Z Y--Cy--Bi--W--Z Y--Bi--Ph--W--Z Y--Bi--Cy--W--Z Y--Bi--Bi--W--Z wherein W is 2-X 2 -3-X 1 -5-X 4 -6-X 3 -1,4-phenylene, and Bi is 1,4-bicyclo[2,2,2]octylene.
Claim 6
Dependent Claim 23 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, the alkyl portion of all groups is straight chained.
Claim 7
Dependent Claim 26 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, the substituents on all cyclohexylene groups are trans relative to each other.
Claim 8
Dependent Claim 25 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, the alkyl portion of all groups is of 1-6 C atoms.
Claim 9
Dependent Claim 25 words
A liquid crystalline dielectric of claim 1, wherein said at least one component contains only one branched alkyl portion which contains only one chain branching.
Claim 10
Dependent Claim 17 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, Y is alkyl.
Claim 11
Dependent Claim 21 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, Z is CN or NO 2 .
Claim 12
Dependent Claim 24 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, the X 1 -X 4 -substituted benzene ring is 2,6-dihalogeno-1,4-phenylene.
Claim 13
Dependent Claim 24 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, at least one of X 1 -X 4 is F.
Claim 14
Dependent Claim 27 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component the X 1 -X 4 -substituted benzene ring is 2,6-difluoro-1,4-phenylene, 2-chloro-6-fluoro-1,4-phenylene or 2,6-chloro-1,4-phenylene.
Claim 15
Dependent Claim 28 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, R 1 is linear alkyl of 1-4 C-atoms, Ph--R 2 or Cy--R 2 .
Claim 16
Dependent Claim 18 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, R 2 is alkyl.
Claim 17
Dependent Claim 10 words
A dielectric of claim 1 comprising 2-15 liquid crystalline components.
Claim 18
Dependent Claim 16 words
A dielectric of claim 1 wherein the amount of said polyhalogenoaromatic compound is 0.1-30 wt. %.
Claim 19
Dependent Claim 23 words
In an electrooptical display element comprising a liquid-crystal cell having a liquid-crystal dielectric, the improvement wherein the dielectric is that of claim 1.
Claim 20
Dependent Claim 24 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, at least one of X 1 -X 4 is Cl.
Claim 21
Dependent Claim 24 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, at least one of X 1 -X 4 is Br.
Claim 22
Dependent Claim 24 words
A liquid crystalline dielectric of claim 1, wherein in said at least one component, at least one of X 1 -X 4 is H.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-11-04 1989-05-06 1989-11-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-11-04 1993-05-06 1993-11-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-11-04 1997-05-06 1997-11-05 $7700.00 Window Closed / Lapsed

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