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-...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 ＇-binaphthyl （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 n-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.展开更多
The 1,2'-binaphthol based oligomers 3 and 7 with 3,3'-acetylene-phenylene-acetylene spacer were prepared from BINOL 1. The high optical rotation value and CD spectra demonstrated the main chain chirality of th...The 1,2'-binaphthol based oligomers 3 and 7 with 3,3'-acetylene-phenylene-acetylene spacer were prepared from BINOL 1. The high optical rotation value and CD spectra demonstrated the main chain chirality of the oligomer molecule. The UV-VIS and fluorescent spectra evidence the characteristics of conjugated structure. In comparison with oligomer 2 bearing 3,3'-acetylene spacer, the oligomers 3 and 7 have longer efficient conjugation segment, and their fluorescent quantum yields (phi) increased (0.60-0.65 versus 0.14). Extending the effective conjugation segment would improve the photophysical properties of chiral conjugated polymers.展开更多
A new type of chiral conjugated polymers 6a-d has been synthesized by the reaction of (R)-2,2'-dihydroxy-1,1'-binaphthyl-6,6'-dicarbaldehyde 5 with corresponding diamine in the presence of acetic acid.
Polymer and polymer were obtained by the polymerization of (R)-6,6'-dibromo-2,2'-binaphtho-20-crown-6 (M-1) and (R)-6,6'-dibromo-2,2'-di(methoxyethoxymethyloxy)-1,1'-binaphthyl (M-2) with p-divinyl...Polymer and polymer were obtained by the polymerization of (R)-6,6'-dibromo-2,2'-binaphtho-20-crown-6 (M-1) and (R)-6,6'-dibromo-2,2'-di(methoxyethoxymethyloxy)-1,1'-binaphthyl (M-2) with p-divinylbenzene under Pd- catalyzed Heck reaction. The UV, fluorescence and CD spectra of polymer are similar due to the same linkers present in their polymer chain. Polymers can emit strong blue fluorescence and are expected to have potential applications in polarized blue-light emitting sensors. The chiral conjugated polymers exhibit a strong Cotton effect in their circular dichroism (CD) spectra, indicating a high rigidity of polymer backbone.展开更多
The present paper deals with the polymerization of ( R ) 3,3′ diiodo 2,2′ binaphtho 20 crown 6 with \{ p divinylbenzene\} under Heck coupling reaction condition. Both the monomers and the polymer were analyzed by NM...The present paper deals with the polymerization of ( R ) 3,3′ diiodo 2,2′ binaphtho 20 crown 6 with \{ p divinylbenzene\} under Heck coupling reaction condition. Both the monomers and the polymer were analyzed by NMR, FTIR, UV, CD, fluorescent spectroscopy, polarimetry, GPC and elemental analysis. The polymer can emit a strong blue fluorescence and is expected to have the potential application in the polarized blue light emitting sensors. The chiral conjugated polymer exhibits a strong Cotton effect in its Circular Dichroism(CD ) spectrum, indicating the high rigidity of the polymer backbone.展开更多
基金This work was supported by the National Natural Science Foundation of China (No. 20474028)Jiangsu Provincial Natural Science Foundation (No. BK2004086)
文摘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 ＇-binaphthyl （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 n-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.
基金This work was supported support by National Natural Science Foundation of China, Tulane University and the Center for Photoinduced Processes funded by the NSF of USA.
文摘The 1,2'-binaphthol based oligomers 3 and 7 with 3,3'-acetylene-phenylene-acetylene spacer were prepared from BINOL 1. The high optical rotation value and CD spectra demonstrated the main chain chirality of the oligomer molecule. The UV-VIS and fluorescent spectra evidence the characteristics of conjugated structure. In comparison with oligomer 2 bearing 3,3'-acetylene spacer, the oligomers 3 and 7 have longer efficient conjugation segment, and their fluorescent quantum yields (phi) increased (0.60-0.65 versus 0.14). Extending the effective conjugation segment would improve the photophysical properties of chiral conjugated polymers.
文摘A new type of chiral conjugated polymers 6a-d has been synthesized by the reaction of (R)-2,2'-dihydroxy-1,1'-binaphthyl-6,6'-dicarbaldehyde 5 with corresponding diamine in the presence of acetic acid.
文摘Polymer and polymer were obtained by the polymerization of (R)-6,6'-dibromo-2,2'-binaphtho-20-crown-6 (M-1) and (R)-6,6'-dibromo-2,2'-di(methoxyethoxymethyloxy)-1,1'-binaphthyl (M-2) with p-divinylbenzene under Pd- catalyzed Heck reaction. The UV, fluorescence and CD spectra of polymer are similar due to the same linkers present in their polymer chain. Polymers can emit strong blue fluorescence and are expected to have potential applications in polarized blue-light emitting sensors. The chiral conjugated polymers exhibit a strong Cotton effect in their circular dichroism (CD) spectra, indicating a high rigidity of polymer backbone.
文摘The present paper deals with the polymerization of ( R ) 3,3′ diiodo 2,2′ binaphtho 20 crown 6 with \{ p divinylbenzene\} under Heck coupling reaction condition. Both the monomers and the polymer were analyzed by NMR, FTIR, UV, CD, fluorescent spectroscopy, polarimetry, GPC and elemental analysis. The polymer can emit a strong blue fluorescence and is expected to have the potential application in the polarized blue light emitting sensors. The chiral conjugated polymer exhibits a strong Cotton effect in its Circular Dichroism(CD ) spectrum, indicating the high rigidity of the polymer backbone.
