Biomedical Engineering Reference
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h e ef ect of dif erent spacer lengths has been clearly demonstrated
(Table  9.4). Col r mesophase with a plane group pm was observed with
spacer length of C 11 , while Col ob had spacer length of C 8 . Compound 29c
with spacer length of C 6 was not LC. All these compounds exhibited glassy
transitions much below room temperature.
Similar compounds containing pyridinium 31a-e instead of imidazo-
lium end groups have also been reported by Pal et al. (Figure 9.12) [76].
Synthesis of i ve compounds has been explored by varying spacer and
peripheral chain lengths. Increasing the spacer length connecting triphe-
nylene with pyridine moiety destabilized the mesophase while increasing
the number of carbon atoms on the peripheral chains of core-stabilized
columnar phase (Table 9.5).
h e ef ect of large substituents and of substituents carrying strong
dipole moments on the mesophase behavior and structure formation was
reported by Kettner and Wendorf [77]. Out of the nine compounds pre-
pared and studied, only compound 30 was ionic; it was prepared by reac-
tion of hydroxypenta(pentyloxy)triphenylene with corresponding acid
chloride which displayed monotropic behavior with isotropic tempera-
ture of 199 C and exhibited Col h phase on cooling at 168 C, which can be
supercooled to glassy state.
Sauer et al . [78] explored mesomorphic properties of compounds
prepared by addition of guanidinium chloride to triphenylene 32a-e .
Displacement of Br in ω-bromo-substituted triphenylene by an amino
group was achieved by treatment of bromides with NaN 3 , followed by
reduction with LiAlH 4 ; and i nally guanidinium moiety was introduced by
heating amines with tetramethylchloroformadinium chloride in the pres-
ence of base. Six compounds having the same spacer length but varying
Table 9.4 Phase transition behavior of unsymmetrical imidazole substituted
ionic triphenylenes.
Compound
X
Y
n
Phase transition behavior
29a
O
Br
5
Cr 67 Col 101 I
29b
O
I
5
Cr 64 Col h 83 I
29c
COO
Br
5
Cr 71 I
29d
COO
Br
8
g -10 Col ob 82 I
29e
COO
Br
11
g -20 Col r 110 I
 
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