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Synthesis of A 1,1′-Binaphthyl Based Main Chain Chiral Conjugated Polymer

Published online by Cambridge University Press:  10 February 2011

Qiao-Sheng Hu
Affiliation:
Department of Chemistry, North Dakota State University, Fargo, ND 58105
Dilrukshi Vitharana
Affiliation:
Department of Chemistry, North Dakota State University, Fargo, ND 58105
Lin Pu
Affiliation:
Department of Chemistry, North Dakota State University, Fargo, ND 58105
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Abstract

The synthesis and characterization of a 1,1′-binaphthyl based main chain chiral conjugated polymer, R-9, is described. The polymer is prepared from the palladium-catalyzed Suzuki coupling of an optically active binaphthyl molecule, (R)-2,2′-dihexyloxy-1,1′-binaphthyl-6,6′- diboronic acid, R-4 with 1,4-bis(p-bromostyryl)benzene (E:Z = 1:1.2), 8. The Suzuki coupling of 8 with 6-neopentyloxynaphthyl-2-boronic acid, 1 1, leads to the formation of a conjugated molecule 10. The structure of this molecule represents the repeat unit of R-9. The electronic absorption spectrum of 10 demonstrates that the degree of conjugation in the chiral conjugated polymer is almost the same as that of its repeat unit.

Type
Research Article
Copyright
Copyright © Materials Research Society 1996

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References

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