Liquid crystal compounds having a fluoroether terminal portion
AssigneeMinnesota Mining and Manufacturing Company
InventorsEugene P. Janulis, Gilbert C. Johnson, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
Life of this patent
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Abstract
Fluorine-containing, chiral and achiral liquid crystal compounds comprise (a) an aliphatic fluorocarbon terminal portion comprising a perfluorinated or partially-fluorinated alkylene group and a terminal hydrocarbon alkyl group, the groups optionally containing at least one catenary ether oxygen atom; (b) an aliphatic hydrocarbon terminal portion; and (c) a central core connecting the terminal portions. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.
Claims24
Fluorine-containing, chiral and achiral liquid crystal compounds having smectic mesophases or latent smectic mesophases, the compounds comprising (a) an aliphatic fluorocarbon terminal portion comprising a perfluorinated alkylene group and a terminal hydrocarbon alkyl group, said groups optionally containing at least one catenary ether oxygen atom;
- (b) an aliphatic hydrocarbon terminal portion;
- and (c) a central core connecting said terminal portions.
The compounds represented by the formula ##STR67## where d is an integer of about 4 to about 10, x is an integer of 1 to about 10, and y is an integer of 1 to about 12.
The compounds represented by the formula ##STR68## where d is an integer of about 4 to about 10, x is an integer of 1 to about 10, and y is an integer of 1 to about 12.
The compounds represented by the formula ##STR69## where d is an integer of about 4 to about 10, x is an integer of 1 to about 10, and y is an integer of 1 to about 12.
The compounds represented by the formula ##STR70## where d is an integer of about 4 to about 10, x is an integer of 1 to about 10, and y is an integer of 1 to about 12.
The compounds represented by the formula ##STR71## where d is an integer of about 4 to about 10, x is an integer of 1 to about 10, and y is an integer of 1 to about 12.
The compounds represented by the formula ##STR72## where d is an integer of about 4 to about 10, x is an integer of 1 to about 10, and y is an integer of 1 to about 12.
The compounds represented by the formula ##STR73## where d is an integer of about 4 to about 10, x is an integer of 1 to about 10, and y is an integer of 1 to about 12.
The compounds represented by the formula ##STR74## where d is an integer of about 4 to about 10, x is an integer of 1 to about 10, and y is an integer of 1 to about 12.
The compounds represented by the formula ##STR75## where x is an integer of 1 to about 10;
- y is an integer of 1 to about 12;
- j is an integer of 0 or 1;
- said q is an integer of 2 to about 10;
- said R' is selected from the group consisting of hydrogen, fluorine, chlorine, and perfluoromethyl;
- and said C.sub.q H.sub.2q is linear or branched.
The compounds represented by the formula ##STR76## where x is an integer of 1 to about 10;
- y is an integer of 1 to about 12;
- j is an integer of 0 or 1;
- said q is an integer of 2 to about 10;
- said R' is selected from the group consisting of hydrogen, fluorine, chlorine, and perfluoromethyl;
- and said C.sub.q H.sub.2q is linear or branched.
The compounds represented by the formula ##STR77## where x is an integer of 1 to about 10;
- y is an integer of 1 to about 12;
- j is an integer of 0 or 1;
- said q is an integer of 2 to about 10;
- said R' is selected from the group consisting of hydrogen, fluorine, chlorine, and perfluoromethyl;
- and said C.sub.q H.sub.2q is linear or branched.
The compounds represented by the formula ##STR78## where x is an integer of 1 to about 10;
- y is an integer of 1 to about 12;
- j is an integer of 0 or 1;
- said q is an integer of 2 to about 10;
- said R' is selected from the group consisting of hydrogen, fluorine, chlorine, and perfluoromethyl;
- and said C.sub.q H.sub.2q is linear or branched.
The compounds represented by the formula ##STR79## where x is an integer of 1 to about 10;
- y is an integer of 1 to about 12;
- j is an integer of 0 or 1;
- said q is an integer of 2 to about 10;
- said R' is selected from the group consisting of hydrogen, fluorine, chlorine, and perfluoromethyl;
- and said C.sub.q H.sub.2q is linear or branched.
The compounds represented by the formula ##STR80## where x is an integer of 1 to about 10;
- y is an integer of 1 to about 12;
- j is an integer of 0 or 1;
- said q is an integer of 2 to about 10;
- said R' is selected from the group consisting of hydrogen, fluorine, chlorine, and perfluoromethyl;
- and said C.sub.q H.sub.2q is linear or branched.
Fluorine-containing intermediate compounds represented by the general formula ##STR81## where N and P are each independently selected from the group consisting of ##STR82## b and c are each independently zero or an integer of from 1 to 3;
- B is non-directionally selected from the group consisting of a covalent bond, ##STR83## --(CH.sub.2 CH.sub.2).sub.k ' where k is 1 to 4, --CH.dbd.CH--, --C.tbd.C--, --CH.dbd.N--, --CH.sub.2 --O--, ##STR84## and --O--;
- A" is selected from the group consisting of --OH, --COOH, --CH (CH.sub.2 OH).sub.2, --SH, --SeH, --the, --NH.sub.2, --COCl, --CHO, --OSO.sub.2 R.sub.f ', and --CH.sub.2 COOH, where R.sub.f ' is a perfluoroalkyl group having from 1 to about 10 carbon atoms;
- Y and Z are independently selected from the group consisting of --H, --Cl, --F, --Br, --I, --OH, --OCH.sub.3 , --CH.sub.3, --CF.sub.3, --OCF.sub.3, --CN, and --NO.sub.2 ;
- m and n are independently zero or an integer of 1 to 4;
- D is selected from the group consisting of a covalent bond, ##STR85## and combinations thereof, where r and r' are independently integers of 1 to about 20, s is independently an integer of 1 to about 10 for each (C.sub.s H.sub.2s O), t is an integer of 1 to about 6, and p is an integer of 0 to about 4;
- R.sub.f is a linear or branched, perfluorinated or partially-fluorinated alkylene group having from 1 to about 10 carbon atoms and optionally containing one or more catenary ether oxygen atoms;
- and R.sub.h is a linear or branched alkyl group having from 1 to about 14 carbon atoms and optionally containing one or more catenary ether oxygen atoms.
Dependencies are inferred from the claim text.