Assaf Khaleel I, Qaroush Abdussalam K, Mustafa Farah M, Alsoubani Fatima, Pehl Thomas M, Troll Carsten, Rieger Bernhard, Eftaiha Ala'a F
Department of Chemistry, Faculty of Science, Al-Balqa Applied University, PO Box 19117, Al-Salt, Jordan.
Department of Chemistry, Faculty of Science, The University of Jordan, Amman 11942, Jordan.
ACS Omega. 2019 Jul 2;4(7):11532-11539. doi: 10.1021/acsomega.9b00978. eCollection 2019 Jul 31.
A new series of 2-aminoethyl-benzene-based biomaterials, namely, dopamine (DOP), tyramine (TYR), phenylethylamine (PEA), and epinephrine (EPN), dissolved in dimethylsulfoxide (DMSO) have been investigated for CO capture upon activatiing their hydhydrochloride salts with a NaOH pellet. Spectroscopic measurements, including ex situ ATR-FTIR, 1D and 2D NMR experiments have been applied to verify the formation of the sodium carbamate adducts (RR'N-CO Na). The emergence of new peaks in the IR spectra ranging between 1702 and 1735 cm together with the chemical shift within 157-158 ppm in the C NMR, as well as with cross-peaks obtained by H-N HSQC measurements at ca. 84 and 6.6 ppm verified the formation of RR'N-CO Na products upon the chemical fixation of CO. The CO sorption capacity of the examined biomaterials was evaluated volumetrically, with a maximum value of 8.18 mmol CO·g sorbent (36.0 (w/w)%, including both chemisorption and physisorption), for 5 (w/v)% solutions measured at 5 bar CO and 25 °C, for TYR and PEA. DFT calculations indicated that the intramolecular hydrogen bonding within the structural motif of EPN-N-CO Na adduct provides an exceptional stability compared to monoethanolamine and other structurally related model compounds.
研究了一系列新的基于2-氨基乙基苯的生物材料，即多巴胺（DOP）、酪胺（TYR）、苯乙胺（PEA）和肾上腺素（EPN），它们溶解在二甲基亚砜（DMSO）中，在用氢氧化钠颗粒活化其盐酸盐后用于捕获CO。已应用包括非原位ATR-FTIR、一维和二维NMR实验在内的光谱测量来验证氨基甲酸钠加合物（RR'N-CO Na）的形成。红外光谱中1702至1735 cm之间出现的新峰，以及碳核磁共振中157 - 158 ppm的化学位移，以及通过H-N HSQC测量在约84和6.6 ppm处获得的交叉峰，验证了CO化学固定后RR'N-CO Na产物的形成。通过体积法评估了所研究生物材料的CO吸附容量，对于TYR和PEA，在5 bar CO和25 °C下测量的5（w/v）%溶液，最大值为8.18 mmol CO·g吸附剂（36.0（w/w）%，包括化学吸附和物理吸附）。密度泛函理论计算表明，与单乙醇胺和其他结构相关的模型化合物相比，EPN-N-CO Na加合物结构基序内的分子内氢键提供了非凡的稳定性。
