US4915480A
Expired / Lapsed
US
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Liquid crystalline compounds and mixtures
Assignee: Merck Patent GmbH
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Filing: 1988-07-13
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Granted: 1990-04-10
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Expires: 2008-07-13
Abstract
Abstract This invention concerns compounds of the formula: ##STR1## wherein X is a single covalent bond, --CH 2 CH 2 --, 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of the formula: ##STR2## ring A is trans-1,4-cyclohexylene or, when X is a single covalent bond, ring A may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; and R 1 is straight-chain trans-1-alkenyl having 2 to 12 carbon atoms or straight-chain trans-3-alkenyl having 4 to 12 carbon atoms or, when X is --CH 2 CH 2 --, R 1 may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of formula IA or when ring A is a 2,5-disubstituted pyrimidine ring or a trans-2, 5-disubstituted m-dioxane ring, R 1 may also be straight-chain alkyl with 1 to 12 carbon atoms; and one of the benzene rings may have a lateral fluorine substituent; their manufacture, and liquid crystalline mixtures and electro-optical devices containing same.
Inventors
- 👤 Martin Petrzilka
- 👤 Martin Schadt
- 👤 Alois Villiger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 13:02
CPC Classifications
C; C07; C07D; C07D317/00; C07D317/08; C07D317/72; C07C; C07C331/00; C07C331/16; C07C331/28; C07C45/00; C07C45/56; C07C45/57; C07C45/59; C07D303/00; C07D303/02; C07D303/38; C07D303/46; C07D319/00; C07D319/10; C07D319/12; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/12; C09K19/30; C09K19/3001; C09K19/34; C09K19/3402; C09K19/3441; C09K19/345; C09K19/3458; C09K19/3469; C07C2601/00; C07C2601/12; C07C2601/14; C09K2019/3422
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
129 words
A compound of the formula: ##STR12## wherein X is a single covalent bond, --CH 2 CH 2 --, 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of the formula: ##STR13## ring A is trans-1,4-cyclohexylene or, when X is a single covalent bond, ring A may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; and R 1 is a straight-chain trans-1-alkenyl having 2 to 12 carbon atoms or a straight-chain trans-3-alkenyl having 4 to 12 carbon atoms or, when X is --CH 2 CH 2 --, 1,4-phenylene, or a 2,5-disubstituted pyrimidine ring or when ring A is a 2,5-disubstituted pyrimidine ring, R 1 may also be straight-chain alkyl with 1 to 12 carbon atoms; and one of the benzene rings may have a lateral fluorine substituent.
Claim 2
Dependent Claim
129 words
A compound of the formula: ##STR12## wherein X is a single covalent bond, --CH 2 CH 2 --, 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of the formula: ##STR13## ring A is trans-1,4-cyclohexylene or, when X is a single covalent bond, ring A may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; and R 1 is a straight-chain trans-1-alkenyl having 2 to 12 carbon atoms or a straight-chain trans-3-alkenyl having 4 to 12 carbon atoms or, when X is --CH 2 CH 2 --, 1,4-phenylene, or a 2,5-disubstituted pyrimidine ring or when ring A is a 2,5-disubstituted pyrimidine ring, R 1 may also be straight-chain alkyl with 1 to 12 carbon atoms; and one of the benzene rings may have a lateral fluorine substituent.
Claim 3
Dependent Claim
18 words
The compound of claim 1, wherein X is a single covalent bond, 1,4-phenylene or a 2,5-disubstituted pyrimidine ring.
Claim 4
Dependent Claim
48 words
The compound of claim 1 wherein X is a single covalent bond; ring A is a 2,5-disubstituted pyrimidine ring; and R 1 is straight-chain trans-1-alkenyl having 2 to 12 carbon atoms, straight-chain trans-3-alkenyl having 4 to 12 carbon atoms, or straight-chain alkyl having 1 to 12 carbon atoms.
Claim 5
Dependent Claim
46 words
The compound of claim 1 wherein X is --CH 2 CH 2 --; ring A is trans-1,4-cyclohexylene; and R 1 is straight-chain trans-1-alkenyl having 2 to 12 carbon atoms, straight-chain trans-3-alkenyl having 4 to 12 carbon atoms or straight-chain alkyl having 1 to 12 carbon atoms.
Claim 6
Dependent Claim
37 words
The compound of claim 1 wherein X is a single covalent bond; ring A is trans-1,4-cyclohexylene; and R 1 is straight-chain trans-1-alkenyl having 2 to 12 carbon atoms or straight-chain trans-3-alkenyl having 4 to 12 carbon atoms.
Claim 7
Dependent Claim
26 words
The compound of claim 1 wherein R 1 is straight-chain trans-1-alkenyl having 2 to 7 carbon atoms or straight-chain trans-3-alkenyl having 4 to 7 carbon atoms.
Claim 8
Dependent Claim
17 words
The compound of claim 1 wherein R 1 is straight-chain alkyl having 1 to 7 carbon atoms.
Claim 9
Dependent Claim
144 words
A liquid crystalline mixture having at least 2 components, wherein at least one component is a compound of the formula: ##STR14## wherein X is a single covalent bond, --CH 2 CH 2 --, 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of the formula: ##STR15## ring A is trans-1,4-cyclohexylene or, when X is a single covalent bond, ring A may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; and R 1 is a straight-chain trans-1-alkenyl having 2 to 12 carbon atoms or a straight-chain trans-3-alkenyl having 4 to 12 carbon atoms or, when X is --CH 2 CH 2 --, 1,4-phenylene, or a 2,5-disubstituted pyrimidine ring or when ring A is a 2,5-disubstituted pyrimidine ring, R 1 may also be straight-chain alkyl with 1 to 12 carbon atoms; and one of the benzene rings may have a lateral fluorine substituent.
Claim 10
Dependent Claim
144 words
A liquid crystalline mixture having at least 2 components, wherein at least one component is a compound of the formula: ##STR14## wherein X is a single covalent bond, --CH 2 CH 2 --, 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of the formula: ##STR15## ring A is trans-1,4-cyclohexylene or, when X is a single covalent bond, ring A may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; and R 1 is a straight-chain trans-1-alkenyl having 2 to 12 carbon atoms or a straight-chain trans-3-alkenyl having 4 to 12 carbon atoms or, when X is --CH 2 CH 2 --, 1,4-phenylene, or a 2,5-disubstituted pyrimidine ring or when ring A is a 2,5-disubstituted pyrimidine ring, R 1 may also be straight-chain alkyl with 1 to 12 carbon atoms; and one of the benzene rings may have a lateral fluorine substituent.
Claim 11
Dependent Claim
161 words
An electro-optical cell comprising (a) two plate means (b) a liquid crystal means disposed between two plate means and including a compound of the formula: ##STR16## wherein X is a single covalent bond, --CH 2 CH 2 --, 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of the formula: ##STR17## ring A is trans-1,4-cyclohexylene or, when X is a single covalent bond, ring A may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; and R 1 is a straight-chain trans-1-alkenyl having 2 to 12 carbon atoms or a straight-chain trans-3-alkenyl having 4 to 12 carbon atoms or, when X is --CH 2 CH 2 --, 1,4-phenylene, or a 2,5-disubstituted pyrimidine ring or when ring A is a 2,5-disubstituted pyrimidine ring, R 1 may also be straight-chain alkyl with 1 to 12 carbon atoms; and one of the benzene rings may have a lateral fluorine substituent, and (c) means for applying an electrical potential to said plate means.
Claim 12
Dependent Claim
161 words
An electro-optical cell comprising (a) two plate means (b) a liquid crystal means disposed between two plate means and including a compound of the formula: ##STR16## wherein X is a single covalent bond, --CH 2 CH 2 --, 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of the formula: ##STR17## ring A is trans-1,4-cyclohexylene or, when X is a single covalent bond, ring A may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; and R 1 is a straight-chain trans-1-alkenyl having 2 to 12 carbon atoms or a straight-chain trans-3-alkenyl having 4 to 12 carbon atoms or, when X is --CH 2 CH 2 --, 1,4-phenylene, or a 2,5-disubstituted pyrimidine ring or when ring A is a 2,5-disubstituted pyrimidine ring, R 1 may also be straight-chain alkyl with 1 to 12 carbon atoms; and one of the benzene rings may have a lateral fluorine substituent, and (c) means for applying an electrical potential to said plate means.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-04-09 | 1993-10-09 | 1994-04-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-04-09 | 1997-10-09 | 1998-04-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-04-09 | 2001-10-09 | 2002-04-10 | $7700.00 | Window Closed / Lapsed |