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US5082587A
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Achiral fluorine-containing liquid crystals
Assignee: 3M Innovative Properties Co
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Filing: 1988-09-23
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Granted: 1992-01-21
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Expires: 2008-09-23
Abstract
Abstract Achiral fluorine-containing liquid crystal compounds are provided. The compounds comprise a fluorocarbon terminal portion and a hydrocarbon or another fluorocarbon terminal portion, the terminal portions being connected by a central core, the compounds having smectic mesophases or having latent smectic mesophases. The compounds are useful in liquid crystal display devices both along and in mixtures with other materials. Also provided is a process for preparing these compounds.
Inventors
- 👤 Eugene P. Janulis
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 08:27
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/78; C07D213/79; C07D213/80; C07C; C07C255/00; C07C255/49; C07C255/55; C07C327/00; C07C327/02; C07C327/16; C07C327/20; C07C327/28; C07C43/00; C07C43/02; C07C43/20; C07C43/225; C07C43/23; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/70; C07C45/71; C07C47/00; C07C47/52; C07C47/575; C07C65/00; C07C65/21; C07C69/00; C07C69/017; C07C69/74; C07C69/75; C07C69/753; C07C69/76; C07C69/80; C07C69/82; C07C69/84; C07C69/92; C07D319/00; C07D319/04; C07D319/06; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/20; C09K19/2007; C09K19/30; C09K19/3001; C09K19/3066; C09K19/3068
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
75 words
A chiral fluorine-containing liquid crystal compounds comprising a fluorocarbon terminal portion represented by the formula --DC q F 2q X where X is hydrogen or fluorine, q is 1-20, and D is ##STR114## where r and r' are independently 1 to 20 and p is 0 to 4, and a hydrocarbon or another fluorocarbon terminal portion, the terminal portions being connected by a central core, the compounds having smectic mesophases or having latent smectic mesophases.
Claim 2
Dependent Claim
75 words
A chiral fluorine-containing liquid crystal compounds comprising a fluorocarbon terminal portion represented by the formula --DC q F 2q X where X is hydrogen or fluorine, q is 1-20, and D is ##STR114## where r and r' are independently 1 to 20 and p is 0 to 4, and a hydrocarbon or another fluorocarbon terminal portion, the terminal portions being connected by a central core, the compounds having smectic mesophases or having latent smectic mesophases.
Claim 3
Dependent Claim
23 words
The compounds of claim 1 wherein said central core comprises at least two aromatic, heteroaromatic, cycloaliphatic, or substituted aromatic, heteroaromatic, or cycloaliphatic rings.
Claim 4
Dependent Claim
18 words
The compounds of claim 2 wherein rings are connected one with another by --COO--, --COS--, --HC═N--, or --COSe--.
Claim 5
Dependent Claim
16 words
The compounds of claim 2 wherein heteroatoms within the heteroaromatic ring are N, O, or S.
Claim 6
Dependent Claim
169 words
The compounds of claim 1 wherein said compounds can be represented by the general formula I: ##STR115## where M, N, and P are each independently ##STR116## a, b, and c are independently zero or an integer of from 1 to 3 with the proviso that the sum of a+b+c be at least 2; each A and B are non-directionally and each independently a covalent bond, ##STR117## each X, Y, and Z are independently --H, --Cl, --F, --Br, --I, --OH, --OCH 3 , --CH 3 , --CN, or --NO 2 ; each l, m, and n are independently zero or an integer of 1 to 4, ##STR118## where r and r' are independently 1 to 20, and p is 0 to 4; r is ##STR119## where R' is ##STR120## and q and q' are independently 1 to 20, and R can be straight chain or branched, and R f is C q F 2q -X where X is H or F, and q and q' are independently 1 to 20.
Claim 7
Dependent Claim
15 words
The compounds of claim 1 wherein said compounds exhibit birefringences in the range of 0.05-0.18.
Claim 8
Dependent Claim
15 words
The compounds of claim 1 wherein said compounds having smectic mesophases have suppressed nematic mesophases.
Claim 9
Dependent Claim
38 words
The compounds according to claim 1 wherein said compounds exhibit rise and decay times of less than 1 millisecond have been observed for an 80% change in the light intensity in smectic C Freedericksz-type liquid crystal display devices.
Claim 10
Dependent Claim
20 words
Mixtures of two or more of the compounds of claim 1, at least one of said compounds having smectic mesophases.
Claim 11
Dependent Claim
20 words
Liquid crystal mixtures comprising at least one compound according to claim 1 and at least one chiral liquid crystal compound.
Claim 12
Dependent Claim
26 words
The liquid crystal mixtures of claim 10 wherein said chiral liquid crystal compound is present in an amount sufficient to provide the mixture with ferroelectric properties.
Claim 13
Dependent Claim
25 words
The liquid crystal mixtures of claim 11 wherein said chiral liquid crystal compound is present in an amount of about 1 to 25 weight percent.
Claim 14
Dependent Claim
19 words
Liquid crystal mixtures comprising at least one compound according to claim 1 and at least one non-liquid crystal compound.
Claim 15
Dependent Claim
25 words
The liquid crystal mixtures of claim 10 wherein said non-liquid crystal compound is present in an amount sufficient to provide the mixture with ferroelectric properties.
Claim 16
Dependent Claim
18 words
A liquid crystal display device containing said compound of claim 1 wherein said compound has a smectic mesophase.
Claim 17
Dependent Claim
11 words
A liquid crystal display device containing the mixture of claim 9.
Claim 18
Dependent Claim
11 words
A liquid crystal display device containing the mixture of claim 10.
Claim 19
Dependent Claim
11 words
A liquid crystal display device containing the mixture of claim 11.
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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) | 1995-01-20 | 1995-07-22 | 1996-01-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-01-20 | 1999-07-22 | 2000-01-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-01-20 | 2003-07-22 | 2004-01-21 | $7700.00 | Window Closed / Lapsed |