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US5013477A Expired / Lapsed US ⏱️ 0.0 years remaining

Alkenylbicyclohexane liquid crystals

Assignee: F Hoffmann La Roche AG
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Filing: 1988-10-26
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Granted: 1991-05-07
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Expires: 2008-10-26
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Abstract

Abstract Compounds of the formula ##STR1## wherein Z represents a single covalent bond or --CH 2 CH 2 --, R 1 denotes 1E-alkenyl with 2-10 carbon atoms or 3E-alkenyl with 4-10 carbon atoms and R 2 is alkyl with 1-10 carbon atoms, 2E-alkenyl with 3-10 carbon atoms or 3-alkenyl with 4-10 carbon atoms, as well as their use in liquid crystalline mixtures and for electro-optical purposes.

Inventors

  • 👤 Richard Buchecker
  • 👤 Martin Schadt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 16:24
CPC Classifications
C; C07; C07C; C07C61/00; C07C61/08; C07C43/00; C07C43/02; C07C43/18; C07C43/188; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/30; C09K19/3001; C09K19/3003; C09K19/3028; C09K19/42

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 53 words
A compound of the formula ##STR6## wherein Z is a single covalent bond or --CH 2 CH 2 --, R 1 is 1E-alkenyl with 2-10 carbon atoms or 3E-alkenyl with 4-10 carbon atoms and R 2 is alkyl with 1-10 carbon atoms, 2E-alkenyl with 3-10 carbon atoms or 3-alkenyl with 4-10 carbon atoms.
Claim 2
Dependent Claim 53 words
A compound of the formula ##STR6## wherein Z is a single covalent bond or --CH 2 CH 2 --, R 1 is 1E-alkenyl with 2-10 carbon atoms or 3E-alkenyl with 4-10 carbon atoms and R 2 is alkyl with 1-10 carbon atoms, 2E-alkenyl with 3-10 carbon atoms or 3-alkenyl with 4-10 carbon atoms.
Claim 3
Dependent Claim 20 words
The compound of claim 1, wherein R 1 is 1E-alkenyl with 2-7 carbon atoms or 3E-alkenyl with 4-7 carbon atoms.
Claim 4
Dependent Claim 25 words
The compound of claim 1, wherein R 2 is alkyl with 1-6 carbon atoms, 2E-alkenyl with 3-6 carbon atoms or 3-alkenyl with 4-6 carbon atoms.
Claim 5
Dependent Claim 20 words
The compound of claim 1, wherein R 1 and R 2 each are straight-chain residues as defined in claim 1.
Claim 6
Dependent Claim 69 words
A liquid crystalline mixture with at least 2 components, wherein at least one of such components is a compound of formula ##STR7## wherein Z is a single covalent bond or --CH 2 CH 2 --, R 1 is 1E-alkenyl with 2-10 carbon atoms or 3E-alkenyl with 4-10 carbon atoms and R 2 is alkyl with 1-10 carbon atoms, 2E-alkenyl with 3-10 carbon atoms or 3-alkenyl with 4-10 carbon atoms.
Claim 7
Dependent Claim 69 words
A liquid crystalline mixture with at least 2 components, wherein at least one of such components is a compound of formula ##STR7## wherein Z is a single covalent bond or --CH 2 CH 2 --, R 1 is 1E-alkenyl with 2-10 carbon atoms or 3E-alkenyl with 4-10 carbon atoms and R 2 is alkyl with 1-10 carbon atoms, 2E-alkenyl with 3-10 carbon atoms or 3-alkenyl with 4-10 carbon atoms.
Claim 8
Dependent Claim 25 words
The liquid crystalline mixture of claim 5, which contains at least one compound of formula I and one or more compounds having positive dielectric anisotropy.
Claim 9
Dependent Claim 259 words
The liquid crystalline mixture of claim 5, which contains at least one compound of formula I and at least one compound selected from the group of compounds of the formulas ##STR8## wherein R 3 is alkyl, 3E-alkenyl or 4-alkenyl; R 4 is cyano or fluoro; R 5 and R 6 each independently are alkyl or alkoxy; R 7 and R 13 each independently are alkyl, 1E-alkenyl, 3E-alkenyl or 4-alkenyl; ,R 8 is cyano, alkyl, 1E-alkenyl, 3E-alkenyl, 4-alkenyl, alkoxy, 2E-alkenyloxy or 3-alkenyloxy; R 9 is alkoxy, 2E-alkenyloxy or 3-alkenyloxy; n is for the integer 0 or 1; Z is a single covalent bond or --CH 2 CH 2 --; R 10 is cyano, alkyl, 1E-alkenyl, 3E-alkenyl or 4-alkenyl; R 11 is alkyl or 4-alkenyl; R 12 is alkoxy, 2E-alkenyloxy or 3-alkenyloxy; X 1 is fluorine or chlorine and X 2 is hydrogen, fluorine or chlorine; R 14 is alkyl, 3E-alkenyl, 4-alkenyl, alkoxy, 2E-alkenyloxy or 3-alkenyloxy; one of the groups Y 1 and Y 2 is a single covalent bond, --COO--, --OOC--, --CH 2 CH 2 , --CH 2 O-- or --OCH 2 -- and the other of the groups Y 1 and Y 2 is a single covalent bond; and each of rings A 1 and A 2 individually is an unsubstituted or substituted substituent of trans-1,4-cyclohexylene, trans-1,4-cyclohexylene in which 2 non-adjacent CH 2 groups are replaced by oxygen, 1,4-phenylene, or 1,4-phenylene in which 1 CH group or 2 CH groups are replaced by nitrogen, the substituted substituent being substituted with at least one of cyano, lower alkyl or halo.
Claim 10
Dependent Claim 26 words
The liquid crystalline mixture of claims 5, wherein the amount of compound I in the total mixture amounts to about 1 to about 70 wt. %.
Claim 11
Dependent Claim 26 words
The liquid crystalline mixture of claims 8, wherein the amount of compound I in the total mixture amounts to about 3 to about 40 wt. %.
Claim 12
Dependent Claim 85 words
An electro-optical cell comprising: (a) two plate means; (b) liquid crystal means disposed between the two plate means and including a compound of the formula: ##STR9## wherein Z is a single covalent bond or --CH 2 CH 2 --, R 1 is 1E-alkenyl with 2-10 carbon atoms or 3E-alkenyl with 4-10 carbon atoms and R 2 is alkyl with 1-10 carbon atoms, 2E-alkenyl with 3-10 carbon atoms or 3-alkenyl with 4-10 carbon atoms; and (c) means for applying an electrical potential to said plate means.
Claim 13
Dependent Claim 85 words
An electro-optical cell comprising: (a) two plate means; (b) liquid crystal means disposed between the two plate means and including a compound of the formula: ##STR9## wherein Z is a single covalent bond or --CH 2 CH 2 --, R 1 is 1E-alkenyl with 2-10 carbon atoms or 3E-alkenyl with 4-10 carbon atoms and R 2 is alkyl with 1-10 carbon atoms, 2E-alkenyl with 3-10 carbon atoms or 3-alkenyl with 4-10 carbon atoms; and (c) means for applying an electrical potential to said plate means.
Claim 14
Dependent Claim 6 words
The compound of claim 1, trans-4-(3-butenyl)-1-(trans-4-methoxycyclohexyl)cyclohexane.
Claim 15
Dependent Claim 6 words
The compound of claim 1, trans-4-(3-butenyl)-1-(trans-4-ethoxycyclohexyl)cyclohexane.
Claim 16
Dependent Claim 6 words
The compound of claim 1, trans-4-(3E-pentenyl)-1-(trans-4-methoxycyclohexyl)cyclohexane.
Claim 17
Dependent Claim 6 words
The compound of claim 1, trans-4-(3E-pentenyl)-1-(trans-4-ethoxycyclohexyl)cyclohexane.
Claim 18
Dependent Claim 6 words
The compound of claim 1, trans-4-(1E-propenyl)-1-(trans-4-methoxycyclohexyl)cyclohexane.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-05-06 1994-11-05 1995-05-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-05-06 1998-11-05 1999-05-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-05-06 2002-11-05 2003-05-07 $7700.00 Window Closed / Lapsed

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