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US4600528A Expired / Lapsed US ⏱️ 0.0 years remaining

Decalin-carbonitriles

Assignee: Merck Patent GmbH
•
Filing: 1984-06-01
•
Granted: 1986-07-15
•
Expires: 2004-06-01
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Abstract

Abstract New decalin-carbonitriles of the formula I ##STR1## wherein R 1 is an alkyl group with 1-10 C atoms, it being possible for up to two CH 2 groups to be replaced by O atoms, Z is --CH 2 CH 2 --, --CO--O--, --O--CO--, --O--CH 2 --, --CH 2 O-- or a single bond, A is 1,4-phenylene, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,4-bicyclo(2,2,2)octylene, pyrimidine-2,5-diyl or a single bond, and R 2 is an alkyl group with 1 to 10 C atoms, it being possible for up to two CH 2 groups to be replaced by O atoms, or is F, Cl, Br, CN, --O--COR 3 or --COOR 3 , or, if at least one of the groups Z and A is not a single bond, can also be H and R 3 is alkyl of 1 to 6 C atoms, and the acid addition salts of basic compounds of this type, are suitable for use as components of liquid crystal dielectrics.

Inventors

  • 👤 Rudolf Eidenschink
  • 👤 Georg Weber

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 07:18
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/32; C09K19/322; C07; C07C; C07C255/00; C07C35/00; C07C35/22; C07C35/23; C07C35/36; C07C43/00; C07C43/02; C07C43/20; C07C43/23; C07C47/00; C07C47/28; C07C47/34; C07C47/347; C07C49/00; C07C49/385; C07C49/417; C07C49/423; C07C49/427; C07C49/447; C07C49/487; C07C49/507; C07C49/513; C07C49/587; C07C49/613; C07C49/617; C07C49/623; C07C49/637; C07C49/703; C07C49/747; C07C59/00; C07C59/40; C07C59/58; C07C59/62; C07C59/64; C07C61/00; C07C61/12; C07C61/125; C07C61/13; C07D; C07D295/00; C07D295/02; C07D295/027; C07D295/033; C07D295/04; C07D295/08; C07D295/096; C07D319/00; C07D319/04; C07D319/06; C09K2019/326

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 101 words
A decalin-carbonitrile of the formula ##STR5## wherein R 1 is α--C 1-10 --alkyl, and the 2--CN group is in the the β-configuration; X is a radical selected from the group consisting of alkyl, alkoxy, 4-alkylcyclohexyl, 5-alkyl-1, 3-dioxanyl, 4-alkyl-cyclohexane-carbonyloxy, 2-alkyl-pyrimidine-5-carbonyloxy, p-R 2 -phenyl carbonyloxy, p-R 2 -phenyl, and p-R 2 -phenoxymethyl; R 2 is alkyl, alkyl with one or two non-adjacent CH 2 groups replaced by O atoms, F, Cl, Br, CN, --O--COR 3 , --COOR 3 , or H and R 3 is alkyl of 1 to 6 C atoms; or an acid addition salt of said compounds which are basic.
Claim 2
Dependent Claim 101 words
A decalin-carbonitrile of the formula ##STR5## wherein R 1 is α--C 1-10 --alkyl, and the 2--CN group is in the the β-configuration; X is a radical selected from the group consisting of alkyl, alkoxy, 4-alkylcyclohexyl, 5-alkyl-1, 3-dioxanyl, 4-alkyl-cyclohexane-carbonyloxy, 2-alkyl-pyrimidine-5-carbonyloxy, p-R 2 -phenyl carbonyloxy, p-R 2 -phenyl, and p-R 2 -phenoxymethyl; R 2 is alkyl, alkyl with one or two non-adjacent CH 2 groups replaced by O atoms, F, Cl, Br, CN, --O--COR 3 , --COOR 3 , or H and R 3 is alkyl of 1 to 6 C atoms; or an acid addition salt of said compounds which are basic.
Claim 3
Dependent Claim 11 words
A compound of claim 1 wherein X is alkyl or alkoxy.
Claim 4
Dependent Claim 11 words
A compound of claim 1 wherein X is 4-alkylcyclohexyl is Cy.
Claim 5
Dependent Claim 21 words
A compound of claim 1 wherein the total number of C- and oxa-atoms in R 1 and R 2 is 2-7.
Claim 6
Dependent Claim 9 words
A compound of claim 1 wherein X is alkyl.
Claim 7
Dependent Claim 27 words
A compound of claim 1 wherein the decalin group is in the trans-configuration, the R 1 and X groups are equatorial and the CN group is axial.
Claim 8
Dependent Claim 27 words
A liquid crystal dielectric useful for electrooptical display elements comprising at least two liquid crystal components, wherein at least one component is a compound of claim 1.
Claim 9
Dependent Claim 20 words
In an electrooptical display element comprising a liquid crystalline dielectric, the improvement wherein the dielectric is that of claim 7.
Claim 10
Dependent Claim 21 words
A compound of claim 1, wherein X is alkyl, alkoxy, 4-alkylcyclohexyl, 5-alkyl-1,3-dioxanyl, 4-alkyl-cyclohexanecarboxylate, 2-alkyl-pyrimidine-5-carboxylate p-fluoro or p-cyanophenyl carboxylate; phenyl; or p-alkylphenoxymethyl.
Claim 11
Dependent Claim 12 words
A compound of claim 9, wherein the cyclohexane rings are trans configured.
Claim 12
Dependent Claim 13 words
A compound of claim 1, wherein X is trans-4-alkylcyclohexyl or 4-R 2 -phenyl.
Claim 13
Dependent Claim 28 words
A compound of claim 11, wherein R 2 is alkyl, alkyl with one or two non-adjacent CH 2 groups replaced by O atoms, F, Cl, Br or CN.

References Cited (Backward Citations)

US4386007A Cited
GB2082179A Cited
US4421670A Cited
US4438268A Cited
US4432885A Cited
US4406814A Cited
US4434073A Cited
US4510069A Cited
DD210920A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-07-14 1990-01-13 1990-07-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-07-14 1994-01-13 1994-07-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-07-14 1998-01-13 1998-07-15 $7700.00 Window Closed / Lapsed

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