Me. Neubert et al., SYNTHESIS AND CHARACTERIZATION OF SOME AZO-ANIL DYES, Molecular crystals and liquid crystals science and technology. Section A, Molecular crystals and liquid crystals, 260, 1995, pp. 287-300
A number of azo-anil dyes of the type [GRAPHICS] with Y=CN or NO2 and
R,R'=Me, Me; Me,C6H13; Et,Pr and C6H13,C-6,H-13 were synthesized by re
actions of the aminosubstituted nitrosoamine with phenylene diamine fo
llowed by condensation of the resulting aniline with the appropriate 4
-substituted benzaldehyde. Mesomorphic properties were determined both
by hot-stage polarizing microscopy and DSC. A nematic phase was obser
ved only when R=R'=CH3 while smectic A phases occurred in the other ho
mologs. Melting temperatures were greater than 130 degrees. All had co
lors ranging from red to orange with UV lambda(max) ranging from 448-4
59 nm and epsilon 2.20-3.67 E+4. The Delta H melting values ranged fro
m 16.8 to 30.7 KJ/mole and solubilities in a BDH-E7 liquid crystal mix
ture were low.