Department of Chemistry, Tokyo Gakugei University, Tokyo, 184-8501, Japan.
Research Center for Computational Science, Institute for Molecular Science, Okazaki, 444-8585, Japan.
Chemistry. 2023 Jun 27;29(36):e202300766. doi: 10.1002/chem.202300766. Epub 2023 May 5.
The functionalization of single-walled carbon nanotubes (SWNTs) is an effective method for controlling a local band gap, resulting in photoluminescence (PL) in the near-infrared region. Herein, SWNTs were functionalized using a series of bromoalkanes and dibromoalkanes to evaluate the effects of their length on the nanotube PL properties. When bromoalkanes (C H Br) or dibromoalkanes (C H Br ) with tether lengths of six or more were utilized for six different semiconducting SWNTs, the obtained SWNT adducts exhibited two new PL peaks, whereas dibromoalkanes with tether lengths of 3-5 (C H Br : n=3-5) produced single peaks. Combined with theoretical calculations, the results suggested that the tether length of reagents changes the formation mechanism of functionalized adducts, that is, C H Br (n=3-5) tends to result in kinetic products.
单壁碳纳米管(SWNTs)的功能化是控制局部带隙的有效方法,可导致近红外区域的光致发光(PL)。在此,使用一系列溴代烷烃和二溴代烷烃对 SWNTs 进行功能化,以评估其长度对纳米管 PL 性质的影响。当使用具有 6 个或更多键合长度的溴代烷烃(C H Br)或二溴代烷烃(C H Br )对 6 种不同的半导体 SWNTs 进行功能化时,得到的 SWNT 加合物表现出两个新的 PL 峰,而键合长度为 3-5 的二溴代烷烃(C H Br:n=3-5)仅产生单个峰。结合理论计算,结果表明试剂的键合长度改变了功能化加合物的形成机制,即 C H Br(n=3-5)倾向于生成动力学产物。