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Achiral fluorine-containing liquid crystals

Assignee: 3M Innovative Properties Co
•
Filing: 1988-09-23
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Granted: 1992-01-21
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Expires: 2008-09-23
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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.

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

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