Sm. Kelly et al., ALPHA-FLUORO ESTERS INCORPORATING A CYCLOHEXANE RING - SOME NEW CHIRAL DOPANTS FOR FERROELECTRIC MIXTURES, Journal of materials chemistry, 4(11), 1994, pp. 1689-1697
Several new homologous series of optically active alpha-fluoro esters
incorporating a cyclohexane ring and a number of different cores have
been synthesized. Several of these chiral dopants possess an enantiotr
opic chiral smectic C (S(c)) phase at elevated temperatures. They are
characterised by a relatively high spontaneous polarisation, long pit
ch and low rotational viscosity. In addition they exhibit exceptional
chemical, thermal and photo- and electro-chemical stability. It is sho
wn that an ester group in a terminal position of the molecular core of
these new chiral dopants leads to an increase in the spontaneous pola
risation (compared with the values for the analogous ethers) with only
a small increase in the rotational viscosity, as determined in a stan
dard S(c) base mixture. An ester group in a central position of the mo
lecular core has the opposite effect on these parameters. It is shown
that at least two aromatic rings are normally necessary for S(c) forma
tion. An optically active alpha-chloro ester incorporating a cyclohexa
ne ring was also prepared and compared with the analogous alpha-fluoro
ester. A higher spontaneous viscosity were determined for the alpha-f
luoro ester. These new alpha-fluoro esters are excellent chiral dopant
s for chiral smectic C mixtures for use in the surface-stabilised ferr
oelectric liquid-crystal display.