Papers by Keyword: Adamantane

Abstract: The photoluminescence properties of pristine adamantane molecule have been calculated by time-dependent density functional theory (TD-DFT) within the hybrid functional level. This study aims to investigate the luminescence properties of the pristine adamantane molecule and its functionalized with neutral and ion of alkali metal to form C₁₀H_16-nX_n structure (where X is Li, Li⁺, Na and Na⁺ atoms, n=1). The electronic gap of the pristine adamantane (7.15 eV) is too wide, leading to an insulator property. While all the functionalized adamantanes exhibit semiconducting behavior. The absorption and emission energies of the original structure are 6.51 eV and 5.63 eV, respectively which are in good agreement with experimental results. The pure adamantane exhibits a broad photoluminescence peak in the ultraviolet region (UV). The Stokes shift of the transition between vertical and emission is 0.88 eV which agrees well with the previous work that measures the Stokes shift of 0.7 eV. The modification of adamantane indicates that the absorption and emission gaps substantially decreases. Substituting with alkali metal causes the photoluminescence onset can be shifted from the UV to the near-IR region. These results suggest that pure and the alkali metal functionalized adamantane molecules are promoting as candidate materials for the opto-electronic applications in the ultraviolet to infrared spectral regions.

Abstract: N,N-dimethyl-1-adamantane was synthesized from amantadine through Eschweiler-Clarke reaction, The optimal ratio of amantadine, formic acid and formaldehyde was 1:5:4, and the reaction time was 18 h at 98°C.The product yield was 93.4% on these conditions. N,N,N-trimethyl-1-adamantyl quaternary ammonium salt then was synthesized, the product yield was 90.5%, succeeding eco-friendly procedure technology was developed. N,N,N-trimethyl-1-adamantyl quaternary ammonium hydroxide was obtained finally, target product yield was 84.3%.The structure of compounds were characterized by ¹H NMR, ¹³C NMR, MS and GC-MS.

Abstract: A facile method for the synthesis of N-{2-[4-(2-pyrimidinyl)-1-piperazinyl]ethyl} adamantane-1-carboxamide(Adatanserin) was developed by using 2-chloropyrimidine and adamantanecarbonyl chloride as the starting material via amidation and N-alkylation, using convergent route to reduce workups and steps in a good yield. The structures of compounds were confirmed by IR spectral, 1HNMR and elemental analyses.

Abstract: A new tertiary amine derivative of adamantane —N,N,N’,N’-tetramethyl-1, 3-disaminomethyl adamantane dihydrochloride (1), which is a key intermediate for preparing Gemini surfactants and bola surfactants, has been synthesized in this paper. The target compound (1) can be synthesized in high yield by using 1-adamantanecarboxylic acid as raw material. The structure of these compounds has been identified.

Abstract: To develop the potential use of adamantane derivatives in surfactant field, the adamantyl residue was introduced into the quaternary ammonium salt. The method involved synthesizing N-(1-adamantyl)-N, N-dimethylamine from 1-adamantine and quaternizing with different alkylating agents. Eight adamantane-containing quaternary ammonium salts were prepared and their structures were identified by ¹H NMR and IR.

Abstract: 3-amino-1-adamantanemethanol was synthesized from adamantane carboxylic acid following the procedures of Ritter reaction, hydrolysis, neutralization and reduced reaction without the participation of bromine. The total yield of 3-amino-1-adamantanemethanol was 43%. The structure of the target compound was characterized by elemental analysis, IR, MS, 1HNMR,etc. In addition, the possible reaction mechanisms was proposed.