Liquid crystal compounds having perfluoroether terminal portions

• US 5,437,812 A
• Filed: 04/16/1993
• Issued: 08/01/1995
• Est. Priority Date: 04/28/1992
• Status: Expired due to Term

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Company
• Inventors: Johnson, Gilbert C., Savu, Patricia M., Spawn, Terence D., Radcliffe, Marc D., Janulis, Eugene P.
• Primary Examiner(s): Wu, Shean
• Application Number:
  US08/045,283
• Time in Patent Office: 837 Days
• Field of Search: 252/299.01, 252/299.61, 252/49.62, 252/299.64, 252/299.65, 252/299.66, 252/299.67, 544/298, 568/647, 568/649, 359/104
• US Class Current: 252/299.01
• CPC Class Codes: C07C 255/55 containing cyano groups and esterified hydroxy groups bound to the carbon skeleton
• CPC Class Codes: C07C 309/65 of a saturated carbon skeleton
• CPC Class Codes: C07C 309/73 to carbon atoms of non-condensed six-membered aromatic rings
• CPC Class Codes: C07C 43/123 both carbon chains are substituted by halogen atoms
• CPC Class Codes: C07C 43/126 having more than one ether bond
• CPC Class Codes: C07C 43/137 containing halogen
• CPC Class Codes: C07C 43/178 containing hydroxy or O-metal groups
• CPC Class Codes: C07C 43/1786 containing halogen
• CPC Class Codes: C07C 69/92 with etherified hydroxyl groups
• CPC Class Codes: C07D 213/80 in position 3
• CPC Class Codes: C07D 239/26 with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
• CPC Class Codes: C07D 239/36 as doubly bound oxygen atom or as unsubstituted hydroxy radical
• CPC Class Codes: C09K 19/04 characterised by the chemical structure of the liquid crystal components , e.g. by a specific unit
• CPC Class Codes: C09K 19/2007 the chain containing -COO- or -OCO- groups
• CPC Class Codes: C09K 19/32 containing condensed ring systems, i.e. fused, bridged or spiro ring systems
• CPC Class Codes: C09K 19/322 Compounds containing a naphthalene ring or a completely or partially hydrogenated naphthalene ring
• CPC Class Codes: C09K 19/3441 having nitrogen as hetero atom
• CPC Class Codes: C09K 19/3444 the heterocyclic ring being a six-membered aromatic ring containing one nitrogen atom, e.g. pyridine
• CPC Class Codes: C09K 19/3469 Pyrimidine with a specific end-group other than alkyl, alkoxy or -C*-
• CPC Class Codes: C09K 19/3491 having sulfur as hetero atom
• CPC Class Codes: C09K 2019/325 : containing a tetrahydronaphthalene, e.g. -2,6-diyl (tetralin)

Abstract

Fluorine-containing liquid crystal compounds are provided. The compounds comprise a fluorocarbon terminal portion having at least one catenary ether oxygen and a hydrocarbon terminal portion, the terminal portion being connected by a central core, the compounds having smectic mesophases or having latent smectic mesophases.

Claims

1. Fluorine-containing achiral liquid crystal compounds comprising a fluorocarbon terminal portion having at least one catenary ether oxygen located between two flurocarbons and a hydrocarbon terminal portion, the terminal portions being connected by a central core, the compounds having smectic mesophases or having latent smectic mesophases.

2. Compounds of claim 1 wherein said fluorocarbon terminal portion can be represented by the formula -D(C_x F_2x O)_z C_y F₂₊₁ where x is independently 1 to 10 for each C_x F_2x O group, y is 1 to 10, z is 1 to 10 and D is a covalent bond, ##STR71## where r and r'"'"' are independently 1 to 20, s is independently 1 to 10 for each (C_s H_2s O) , t is 1 to 6 and p is 0 to 4.

3. A compound according to claim 1 wherein said compound can be represented by the formula ##STR72## where d is 5 to 10, x is independently 1 to 3 for each C_x F_2x O group, y is 1 to 4 and z is 1 to 3.

4. A compound according to claim 1 wherein said compound can be represented by the formula ##STR73## where t is 6, 8 or 10.

5. A compound according to claim 1 wherein said compound can be represented by the formula ##STR74## where t is 6, 8 or 10.

6. Liquid crystal mixtures comprising at least one compound according to claim 1 and at least one chiral liquid crystal compound, said chiral liquid crystal compound being present in an amount sufficient to provide the mixture with ferroelectric properties.

7. A liquid crystal display device containing said compound of claim 1 wherein said compound has a smectic mesophase.