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Figure 6. AFM image of poly-1a(C18)50 on HOPG. Schematic representation
of the right-handed helical polymer is also shown
In conclusion, we have successfully synthesized a novel
stacked π-electron system: poly(quinolylene-2,3-methylene). The
quinoline backbones in the polymer forms a 2 -like helically
1
folding structure with π-π interactions stabilized by outer two N–
H···O═C hydrogen bond chains and the whole molecule is a
twisted tape structure. The spectroscopic data, computational
calculations, and AFM images strongly suggest the proposed
structure. The polymer is well-soluble in common organic solvents,
and the stacked structure can be made to diordered by adding a
hydrogen bond competitive reagent, DMSO. The presented novel
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polymers[
Additionally, this polymer is prepared by living polymerization of
, and further modification of the molecular design, such as the
3j,3k]
and some polydienes in the solid state.
[16]
1
monomer sequence and end-structure, is possible. Additionally,
the resulting polymer has an optically active helical structure,
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This work was supported by a grant-in-aid for JSPS KAKENHI
Grant JP19K05582, JSPS Research Fellowships for Young
Scientists, the financial support from Iketani Science and
Technology Foundation, and the Ogasawara Foundation for the
Promotion of Science & Engineering.
131, 6708-6718.
[
[
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Unfortunately the signal of terminal methyl group was not observed
1
clearly by the H NMR measurement due to overlapped with DMSO, and
n
the absolute M was not calculated from the spectrum.
Keywords: cyclocopolymerization • isocyanide • allene • π-
stacked polymer • helical polymer
When a monomer containing an alanine residue with methyl ester was
used, partial association was occured. In this experiment, a monomer
containing a leucine residue with methyl ester was used (details in SI).
Other CD spectra of poly-1a50 confirming the temperature and the
solvent influences are shown in Figure S10.
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4
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