SYNTHESIS OF CHIRAL CONJUGATED POLYBINAPHTHYLS BY SONOGASHIRA REACTION

Yi-xiang Cheng; Ling-wu Chen; Xiao-wei Zou and Jin-feng Song College of Chemistry and Chemical Engineering; Nanjing University; Nanjing 210093; China

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SYNTHESIS OF CHIRAL CONJUGATED POLYBINAPHTHYLS BY SONOGASHIRA REACTION

Updated：2021-06-21

- SYNTHESIS OF CHIRAL CONJUGATED POLYBINAPHTHYLS BY SONOGASHIRA REACTION
- Issue 3, Pages: 273-279(2006)
- Affiliations：
- Author bio：
- Funds：
  
  This work was supported by the National Natural Science Foundation of China （No. 20474028）Jiangsu Provincial Natural Science Foundation （No. BK2004086）()
- DOI：
  CLC： O631.5
- Published：2006
- Accepted：
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[1].SYNTHESIS OF CHIRAL CONJUGATED POLYBINAPHTHYLS BY SONOGASHIRA REACTION[J].Chinese Journal of Polymer Science,2006(03):273-279.

Yi-xiang Cheng, Ling-wu Chen, Xiao-wei Zou and Jin-feng Song College of Chemistry and Chemical Engineering, et al. SYNTHESIS OF CHIRAL CONJUGATED POLYBINAPHTHYLS BY SONOGASHIRA REACTION[J]. 2006, (3): 273-279.
[1].SYNTHESIS OF CHIRAL CONJUGATED POLYBINAPHTHYLS BY SONOGASHIRA REACTION[J].Chinese Journal of Polymer Science,2006(03):273-279. DOI：

Yi-xiang Cheng, Ling-wu Chen, Xiao-wei Zou and Jin-feng Song College of Chemistry and Chemical Engineering, et al. SYNTHESIS OF CHIRAL CONJUGATED POLYBINAPHTHYLS BY SONOGASHIRA REACTION[J]. 2006, (3): 273-279. DOI：

摘要

<正>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

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

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 extendedπ-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.

Abstract

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

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

FT-IR

UV-Vis spectroscopy

DSC-TGA

fluorescence spectroscopy

GPC and CD spectroscopy

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