TY - JOUR
T1 - Non-covalent functionalization of single walled carbon nanotubes with pyrene pendant polyester
T2 - A DFT supported study
AU - Omurtag Özgen, Pinar Sinem
AU - Durmaz, Hakan
AU - Parlak, Cemal
AU - Alver, Özgür
AU - Bağlayan, Özge
N1 - Publisher Copyright:
© 2020 Elsevier B.V.
PY - 2020/6/5
Y1 - 2020/6/5
N2 - Non-covalent attachment onto single-walled carbon nanotubes (SWCNTs) by protecting nanotubes’ intrinsic properties has an important role in development of hybrid composite materials. Herein, we present non-covalent functionalization of SWCNTs with pyrene-containing novel polyester. The preparation of polyester involving electron deficient internal alkyne units was achieved by an esterification reaction between acetylene dicarboxylic acid and 1,4-butandiol. Subsequently, pyren-1-ylmethyl 3-azidopropanoate was incorporated into the polyester via the 1,3-dipolar cycloaddition reaction at a moderately low temperature in 1,4-dioxane yielding pyrene-pendant polyester (PE-Py). Finally, PE-Py was physically loaded on SWCNTs under mild conditions at ambient temperature. Characterization processes were thoroughly carried out by 1H NMR, GPC, TGA, FT-IR and HR-TEM analyses for both polymer and modified-SWCNTs. In this work we report the first theoretical study of the physically adsorption of pyrene-pendant polyesters on SWCNTs using density functional theory (DFT) calculations to support experimental results. Our study is promising to combine both experimental and theoretical study on SWCNTs’ functionalization.
AB - Non-covalent attachment onto single-walled carbon nanotubes (SWCNTs) by protecting nanotubes’ intrinsic properties has an important role in development of hybrid composite materials. Herein, we present non-covalent functionalization of SWCNTs with pyrene-containing novel polyester. The preparation of polyester involving electron deficient internal alkyne units was achieved by an esterification reaction between acetylene dicarboxylic acid and 1,4-butandiol. Subsequently, pyren-1-ylmethyl 3-azidopropanoate was incorporated into the polyester via the 1,3-dipolar cycloaddition reaction at a moderately low temperature in 1,4-dioxane yielding pyrene-pendant polyester (PE-Py). Finally, PE-Py was physically loaded on SWCNTs under mild conditions at ambient temperature. Characterization processes were thoroughly carried out by 1H NMR, GPC, TGA, FT-IR and HR-TEM analyses for both polymer and modified-SWCNTs. In this work we report the first theoretical study of the physically adsorption of pyrene-pendant polyesters on SWCNTs using density functional theory (DFT) calculations to support experimental results. Our study is promising to combine both experimental and theoretical study on SWCNTs’ functionalization.
KW - DFT
KW - Non-covalent interactions
KW - Polyester
KW - Pyrene
KW - SWCNTs
UR - http://www.scopus.com/inward/record.url?scp=85080057794&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2020.127943
DO - 10.1016/j.molstruc.2020.127943
M3 - Article
AN - SCOPUS:85080057794
SN - 0022-2860
VL - 1209
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
M1 - 127943
ER -