9
Organic Imaterials Composed of alternating aryl/Perfluoroaryl Units
18.9984
F
Mark D. Watson, Dept of Chemistry, university of Kentucky, USA, 40503-0055
1s22s22p5
Fluorinated Polycyclic Aromatics: Synthetic methods are being developed to rapidly and efficiently synthesize materials with several rings fused together. control self-assembly and (opto)electronic properties.
These “flat” molecules bear fluorine atoms to
TMS F F
S
F
S F
TMS
F
F TMS
(0.5 eq) F
TMS
F
F
F
S Li
TMS F
F
F
F F
S
S
F F
F
S
F
F
TMS F
(1 eq)
S
F
F F
Li
S F
0 .7
F
TMS
TMS
3 .0
0 .6
2 .5
0 .5 2 .0
Face-to-Face π-stacking
“Unusual” optical properties
0 .4 1 .5 0 .3 1 .0
0 .2
0 .5
0 .1 0 .0
0 .0
300
400 λ
500 (n m )
600
Alternating Donor-Acceptor conjugated polymers can be engineered to give a broad range of
(opto)electronic properties by synthetic design. We have prepared a series of poly(phenylene ethynylene)s, together with small-molecule model compounds to study these effects. R R O N O O N O R1 R2 R1 R2 [Pd] + Br Br n 3 4 3 4 R R R R O N O O N O R R
R1
–
R4
= H, alkyl, alkoxy, amino
PMDI copolymer with metallic luster
