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US4181625A Expired / Lapsed US ⏱️ 0.0 years remaining

Liquid crystalline cyclohexylcyclohexanes

Assignee: Merck Patent GmbH
•
Filing: 1978-01-11
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Granted: 1980-01-01
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Expires: 1998-01-11
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Abstract

Abstract Compounds of the formula (I) ##STR1## wherein X is --R, --OR or --O--CO--R and R is alkyl of 1-12 C-atoms, are useful as liquid crystals or as solvents for measuring n.m.r., u.v. or visible spectra in anisotropic media.

Inventors

  • 👤 Rudolf Eidenschink
  • 👤 Joachim Krause
  • 👤 Ludwig Pohl

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 06:53
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/30; C09K19/3001; C09K19/3003

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 48 words
A trans-trans-cyclohexylcyclohexane of the formula ##STR16## wherein X is --R, --OR or --O--CO--R and R is straight-chain alkyl of 1-12 C-atoms or alkyl of 1-12 carbon atoms containing only one chain branch, that branching being on the connecting carbon atom or one of the next two carbon atoms.
Claim 2
Dependent Claim 48 words
A trans-trans-cyclohexylcyclohexane of the formula ##STR16## wherein X is --R, --OR or --O--CO--R and R is straight-chain alkyl of 1-12 C-atoms or alkyl of 1-12 carbon atoms containing only one chain branch, that branching being on the connecting carbon atom or one of the next two carbon atoms.
Claim 3
Dependent Claim 11 words
The cyclohexylcyclohexane of claim 1, wherein R is a straight-chain alkyl.
Claim 4
Dependent Claim 12 words
The cyclohexylcyclohexane of claim 1, wherein R is alkyl of 1-10 C-atoms.
Claim 5
Dependent Claim 12 words
The cyclohexylcyclohexane of claim 1, wherein R is alkyl with 1-8 C-atoms.
Claim 6
Dependent Claim 9 words
The cyclohexylcyclohexane of claim 1, wherein X is R.
Claim 7
Dependent Claim 15 words
Trans-trans-4-methylcyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-ethylcyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-propylcyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-butylcyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-pentylcyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-hexylcyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-heptylcyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-octylcyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-nonylcyclohexyl-cyclohexane-4'-carbonitrile, and trans-trans-4-n-decylyclohexyl-cyclohexane-4'-carbonitrile, compounds of claim 5.
Claim 8
Dependent Claim 17 words
Trans-trans-4-isopropylcyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(1-methylpropyl)-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(2-methylpropyl)-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(1-methylbutyl)-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(2-methylbutyl)-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(3-methylbutyl)-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(1-methylpentyl)-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(2-methylpentyl)-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(1-methylhexyl)-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(2-ethylpentyl)-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(1-methylheptyl)-cyclohexyl-cyclohexane-4'-carbonitrile, and trans-trans-4-(2-ethylhexyl)-cyclohexyl-cyclohexane-4'-carbonitrile, compounds of claim 5.
Claim 9
Dependent Claim 9 words
The cyclohexylcyclohexane of claim 1 wherein X is --OR.
Claim 10
Dependent Claim 17 words
Trans-trans-4-methoxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-ethoxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-propyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-butyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-pentyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-hexyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-heptyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-octyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-nonyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-decyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-undecyloxycyclohexyl-cyclohexane-4'-carbonitrile, and trans-trans-4-n-dodecyloxycyclohexyl-cyclohexane-4'-carbonitrile, compounds of claim 8.
Claim 11
Dependent Claim 16 words
Trans-trans-4-isopropyloxy-cyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-(1-methylpropyloxy)-cyclohexylcyclohexane-4'-carbonitrile, trans-trans-4-(1-methylbutyloxy)-cyclohexylcyclohexane-4'-carbonitrile, trans-trans-4-(2-methylbutyloxy)-cyclohexylcyclohexane-4'-carbonitrile, trans-trans-4-(1-methylpentyloxy)-cyclohexylcyclohexane-4'-carbonitrile, trans-trans-4-(2-methylpentyloxy)-cyclohexylcyclohexane-4'-carbonitrile, trans-trans-4-(3-methylpentyloxy)-cyclohexylcyclohexane-4'-carbonitrile, trans-trans-4-(1-methylhexyloxy)-cyclohexylcyclohexane-4'-carbonitrile, trans-trans-4-(2-ethylpentyloxy)-cyclohexylcyclohexane-4'-carbonitrile, trans-trans-4-(1-methylheptyloxy)-cyclohexylcyclohexane-4'-carbonitrile, and trans-trans-4-(2-ethylhexyloxy)-cyclohexylcyclohexane-4'-carbonitrile, compounds of claim 8.
Claim 12
Dependent Claim 9 words
The cyclohexylcyclohexane of claim 1 wherein X is --O--CO--R.
Claim 13
Dependent Claim 17 words
Trans-trans-4-acetoxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-propionyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-isobutyryloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-butyryloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-pentanoyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-α-methylpropionyloxycyclohexylcyclohexane-4'-carbonitrile, trans-trans-4-n -hexanoyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-heptanoyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-octanoyloxycyclohexyl-cyclohexane-4'-carbonitrile, trans-trans-4-n-nonanoyloxycyclohexyl-cyclohexane-4'-carbonitrile, and trans-trans-4-n-decanoyloxycyclohexyl-cyclohexane-4'-carbonitrile, compounds of claim 11.
Claim 14
Dependent Claim 23 words
A liquid crystalline dielectric composition comprising at least 2 liquid crystalline components, wherein at least one component is a compound of claim 1.
Claim 15
Dependent Claim 26 words
In a liquid crystal display element comprising a liquid crystalline dielectric composition, the improvement wherein the liquid crystalline dielectric composition comprises a compound of claim 1.

References Cited (Backward Citations)

US3947375A Cited
US3952046A Cited
US4013582A Cited
US4029594A Cited
US4029595A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-12-31 1983-07-02 1984-01-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-12-31 1987-07-02 1988-01-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-12-31 1991-07-02 1992-01-01 $7700.00 Window Closed / Lapsed

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