Preparation of single-handed helical carbonaceous nanotubes using 3-aminophenol-formaldehyde resin

Abstract

Single-handed helical 3-aminophenol-formaldehyde resin nanotubes were prepared using an external supramolecular templating method; the nanotubes were formed via the adsorption and polycondensation of 3-aminophenol-formaldehyde resin oligomers on the surface of organic selfassemblies. After carbonization at 1400 C, single-handed helical carbonaceous nanotubes were obtained. A Raman spectrum, X-ray diffraction pattern, and high resolution transmission electron microscopy image showed that the carbon in the nanotubes was partially crystallized. Circular dichroism (CD) spectra indicated that the carbonaceous nanotubes exhibited optical activity; it was proposed that this optical activity originated from the stacking of aromatic rings. The CD spectrum was simulated using time-dependent density functional theory. When poly(n-decyl-2-methylpropylsilane) was adsorbed on the surface of the helical carbonaceous nanotubes, it tended to stack in a one-handed fashion. 512 6588 2052; Tel: +86 512 65880047 † Electronic supplementary information (ESI) available: FESEM and TEM images and DRCD spectra of carbonaceous samples and calculated gures of TD-DFT calculations. See

Single‐Handed Helical Carbonaceous Nanotubes: Preparation, Optical Activity, and Applications

“…However, with the addition of 3-aminophenol or m-diaminobenzene, twisted nanoribbons are formed in a mixture of water and methanol. [22,23] The handedness of the nanoribbons is determined by the chirality of the amino acid residues. LL-1 (or DD-1) and 3-aminophenol can also co-assemble into twisted nanoribbons.…”

“…Therefore, 3-aminophenol or m-diaminobenzene (both of which show high reactivity with formaldehyde) have been chosen as a starting material. The procedure using 3-aminophenol-formaldehyde was shown as follows: [22] C 15 H 31 CO-L-Phg (or C 15 H 31 CO-D-Phg) and 3-aminophenol were dissolved in anhydrous methanol at 608C to form a homogeneous solution. After the addition of water, a pale blue suspension was obtained.…”

“…[2,7,22,[30][31][32] The handedness of these nanotubes is also controlled during this morphological transfer process. Some of these nanotubes have been used as starting materials for the preparation of other nanotubes.…”

“…For examples, helical LiTaO 3 and BaTiO 3 nanotubes were prepared using helical Ta 2 O 5 and TiO 2 nanotubes, respectively. [33,34] Recently, helical carbonaceous nanotubes were prepared via the carbonization of organopolymeric nanotubes, [7][8][9] organic-inorganic hybrid silica nanotubes, [21][22][23][24][25] or organic compounds within silica nanotubes. [26] The handedness of the carbonaceous nanotubes was consistent with that of their starting materials.…”

“…[15][16][17][18][19][20][21][22][23][24][25][26][27] Chiral carbon dots, [15,16] chiral single-walled carbon nanotubes (SWNTs), [17][18][19] helical carbon nanofibers, [20] and helical carbonaceous nanotubes [7][8][9][21][22][23][24][25][26] have been successfully prepared. The optical activity of chiral carbon dots is controlled by their chiral protecting groups, and they can be used as chirality inducers and sensors.…”