Citation: Yi-xiang Cheng, Ling-wu Chen, Xiao-wei Zou, Jin-feng Song. SYNTHESIS OF CHIRAL CONJUGATED POLYBINAPHTHYLS BY SONOGASHIRA REACTION[J]. Chinese Journal of Polymer Science, ;2006, 24(3): 273-279. shu

SYNTHESIS OF CHIRAL CONJUGATED POLYBINAPHTHYLS BY SONOGASHIRA REACTION

Received Date: 22 June 2005
Revised Date: 8 August 2005

Chiral polymers P-1 and P-2 were synthesized by the polymerization of (R)-3,3-diiodo-2,2-bisbutoxy-1,1-binaphthyl (M-1) with 2,5-di(4-ethynylphenyl)-1,3,4-oxadiazole (M-3) and (R)-3,3-diethylnyl-2,2-bisbutoxy-1,1-binaph- thyl (M-2) with 1,2-di(4-bromophenyl)acetylene (M-4) under Sonogashira reaction, respectively. Both monomers and polymers were analyzed by NMR, MS, FT-IR, UV-Vis spectroscopy, DSC-TGA, fluorescence spectroscopy, GPC and CD spectroscopy. CD spectra of P-1 and P-2 are similar due to the same chiral center units and main chain structure. The long wavelengths CD effect of P-1 and P-2 can be regarded as the more extended conjugated structure and a highly rigid backbone in the polymer chain. Polymers have strong blue fluorescence due to the efficient energy migration from the extended π-electronic structure of the polymers to the chiral binaphthyl core and are expected to provide understanding of the relationship between molecular structure and fluorescent property of the chiral polymers.
1. [1]
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6. [6]
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7. [7]
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8. [8]
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9. [9]
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11. [11]
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12. [12]
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19. [19]
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