144970-30-9Relevant academic research and scientific papers
High CO2-capture ability of a porous organic polymer bifunctionalized with carboxy and triazole groups
Xie, Lin-Hua,Suh, Myunghyun Paik
, p. 11590 - 11597 (2013)
A new porous organic polymer, SNU-C1, incorporating two different CO 2-attracting groups, namely, carboxy and triazole groups, has been synthesized. By activating SNU-C1 with two different methods, vacuum drying and supercritical-CO2 treatment, the guest-free phases, SNU-C1-va and SNU-C1-sca, respectively, were obtained. Brunauer-Emmett-Teller (BET) surface areas of SNU-C1-va and SNU-C1-sca are 595 and 830 m2g-1, respectively, as estimated by the N2-adsorption isotherms at 77 K. At 298 K and 1 atm, SNU-C1-va and SNU-C1-sca show high CO2 uptakes, 2.31 mmol g-1 and 3.14 mmol g-1, respectively, the high level being due to the presence of abundant polar groups (carboxy and triazole) exposed on the pore surfaces. Five separation parameters for flue gas and landfill gas in vacuum-swing adsorption were calculated from single-component gas-sorption isotherms by using the ideal adsorbed solution theory (IAST). The data reveal excellent CO2-separation abilities of SNU-C1-va and SNU-C1-sca, namely high CO2-uptake capacity, high selectivity, and high regenerability. The gas-cycling experiments for the materials and the water-treated samples, experiments that involved treating the samples with a CO2-N2 gas mixture (15:85, v/v) followed by a pure N 2 purge, further verified the high regenerability and water stability. The results suggest that these materials have great potential applications in CO2 separation. Porous organic polymer: The guest-free phases, SNU-C1-va and SNU-C1-sca, of a porous organic polymer containing moderately CO2-attracting carboxy and triazole groups (SNU-C1; see picture), obtained by vacuum drying and supercritical-CO 2 activation, respectively, show high CO2 uptakes (2.31 and 3.14 mmol g-1, respectively) at 298 K and 1 atm, high selectivity, a high ability to regenerate, and good water stability. Copyright
Crystals and aggregates of a molecular tetrarotor with multiple trityl embraces derived from tetraphenyladamantane
Stopin, Antoine,Garcia-Garibay, Miguel A.
, p. 3792 - 3798 (2012)
Samples of tetrakis-1,3,5,7-(4′-(3″,3″,3″- triphenylpropynyl)-phenylene)adamantane and its trityl-deuterated isotopologue were synthesized and their crystallization and packing properties were analyzed within the context of formation of 4- or 6-fold phenyl embraces. The tetrahedral shape of these molecules with four propeller-like triphenylmethyl moieties generates several edge-to-face intermolecular interactions in the solid state that result in the formation of infinite chains of molecules that are tightly interlocked. The formation of analogous edge-to-face intermolecular interactions leading to aggregation in solution was also suggested by NMR experiments carried out in different solvents as a function of concentration. The formation of interdigitated chains was also manifested in fibrils and thin needles, which were documented by scanning electron microscopy (SEM). Single crystal X-ray diffraction studies revealed the presence of multiple 4-fold phenyl embraces and edge-to-face interactions as the leading motifs behind the formation of tightly interlocked molecular chains.
Preparation of a hyperbranched porous polymer and its sensing performance for nitroaromatics
Wu, Hongtao,Xu, He,Tao, Furong,Su, Xi,Yu, William W.,Li, Tianduo,Cui, Yuezhi
, p. 12802 - 12810 (2018)
A hyperbranched porous polymer P based on adamantane and pyrene was synthesized through the Sonogashira coupling reaction. The three-dimensional rigid molecular skeleton of adamantane makes polymer P porous. Compound M, which acts as the block moiety between two adamantane groups in polymer P, was also synthesized for the control experiment. Compared with M, the characteristics of P changed remarkably with it exhibiting different emission behaviors and performances for the detection of DNT. In saturated DNT vapor, the quenching efficiency (ηEP) of film P (82%) was remarkably superior compared with that of film M (22%). In addition, a series of films with different thicknesses and different amounts of polymer P were prepared. Results showed that the quenching efficiencies did not change with an increase in the film thickness.
Synthesis of rigid oligofluorene stars
Jeeva, Shezhad,Moratti, Stephen C.
, p. 3323 - 3328 (2007)
In this paper we present the synthesis of a tetrahedral oligofluorene-functionalized adamantane, via an iterative synthetic approach, using Suzuki coupling methodology. Tetraphenyladamantane with two fluorene units on each arm were successfully synthesized. These tetrahedral oligofluorene adamantane cores exhibited good optical and thermal properties. One problem in this synthesis of these materials was that the homocoupling of the core became more prevalent as the molecular size increased. This is possibly a common defect in many controlled synthesis of large polyarenes. Georg Thieme Verlag Stuttgart.
Preparation of a microporous organic polymer by the thiol-yne addition reaction and formation of Au nanoparticles inside the polymer
Lee, Hyunpyo,Kim, Hyungwoo,Choi, Tae Jin,Park, Hyun Woo,Chang, Ji Young
, p. 9805 - 9808 (2015)
A microporous polymer with sulfide and thiol groups was synthesized using the thiol-yne reaction. Au nanoparticles were prepared by in situ reduction reaction inside the polymer and were found to be well dispersed. The Au-containing polymer showed catalytic activity in the reduction of 4-nitrophenol.
Nanoporous amide networks based on tetraphenyladamantane for selective CO2 capture
Zulfiqar, Sonia,Mantione, Daniele,El Tall, Omar,Sarwar, Muhammad Ilyas,Ruipérez, Fernando,Rothenberger, Alexander,Mecerreyes, David
, p. 8190 - 8197 (2016)
Reduction of anthropogenic CO2 emissions and CO2 separation from post-combustion flue gases are among the imperative issues in the spotlight at present. Hence, it is highly desirable to develop efficient adsorbents for mitigating climate change with possible energy savings. Here, we report the design of a facile one pot catalyst-free synthetic protocol for the generation of three different nitrogen rich nanoporous amide networks (NANs) based on tetraphenyladamantane. Besides the porous architecture, CO2 capturing potential and high thermal stability, these NANs possess notable CO2/N2 selectivity with reasonable retention while increasing the temperature from 273 K to 298 K. The quantum chemical calculations also suggest that CO2 interacts mainly in the region of polar amide groups (-CONH-) present in NANs and this interaction is much stronger than that with N2 thus leading to better selectivity and affirming them as promising contenders for efficient gas separation.
Design of solvatomorphic structures based on a polyboronated tetraphenyladamantane molecular tecton
Drapa?a, Jakub,Durka, Krzysztof,Gontarczyk, Krzysztof,Klimkowski, Piotr,Luliński, Sergiusz,Marek-Urban, Paulina H.,Urbanowicz, Karolina A.,Wo?niak, Krzysztof
, p. 8169 - 8182 (2021/12/08)
A series of solvatomorphic structures of tetrakis(4-dihydroxyborylphenyl)adamantane, 1, have been prepared and analyzed by single crystal X-ray diffraction methods. Tetraboronated adamantane represents a valuable scaffold for the formation of various supramolecular structures in the solid state. Through three-component crystallizations of 1 in methanol in the presence of a secondary ingredient (acetone, DMSO, DMF, 1,4-dioxane, urea), seven crystal structures were obtained. In turn, crystallization from a methanol-acetonitrile mixture produced large transparent needles, but the material proved amorphous and solely composed of 1 underlying the pivotal role of solvent molecules in the stabilization of the crystal structure. Six out of the seven obtained structures crystallize in tetragonal space groups of symmetry in accordance with the general molecular symmetry of 1. The most common crystal motif constitutes H-bonded tetramers, where interactions between boronic groups are mediated by solvent molecules. Alternatively, linear discrete H-bonded motifs composed of four molecules of 1 and four molecules of DMF were also observed. According to expectation, the inclusion of 1,4-dioxane favors the formation of 1D linear chains, although the overall H-bonding pattern is quite complex due to the presence of water molecules. Surprisingly, the crystallization of 1 in wet methanol solution resulted in the formation of hemi-ester species containing four B(OMe)(OH) groups and incorporating a water molecule. The same process was observed when crystallization was performed in a methanol-urea mixture. The role of the solvent molecules is additionally discussed in the context of performed DFT calculations. The thermogravimetric analysis shows that solvent evaporation is accompanied by the dehydration of boronic groups presumably leading to the formation of a covalently bonded polymeric material, whose stability is predefined by the initial structure of 1. This journal is
Synthesis of Rigid Rod, Trigonal, and Tetrahedral Nucleobase-Terminated Molecules
Cheng, Liang,Jin, Xiao-Yang,Liu, An-Di,Liu, Li,Wu, Chuan-Shuo
, (2022/01/12)
An efficient fragment splicing method for the construction of multiple nucleobase-terminated monomers has been developed. Conformationally fixed rod, trigonal planar and tetrahedral thymine and adenine structures were generated in moderate to good yields,
Design and synthesis of chiral hyperbranched polymers containing cinchona squaramide moieties and their catalytic activity in the asymmetric Michael addition reaction
Chhanda, Sadia Afrin,Itsuno, Shinichi
, p. 543 - 549 (2019/08/26)
Chiral hyperbranched polymers (HBP) containing cinchona alkaloids were synthesized using a Mizoroki–Heck (MH) coupling polymerization reaction between a cinchona squaramide dimer and tri- or tetra-substituted aromatic iodides. This is a new type of polyme
Tetrahedral rigid core antenna chromophores bearing bay-substituted perylenediimides
Myahkostupov, Mykhaylo,Castellano, Felix N.
, p. 9519 - 9527 (2015/12/01)
Two new representative methane- and adamantane-centered 'antenna' tetramers bearing bay-substituted π-conjugated phenylethynyl-perylenediimides (PDICCPh) as chromophoric subunits, tetrakis-[1-(4-ethynylphenyl)-N,N′-bis(1-hexylheptyl)-perylene-3,4:9,10-tetracarboxylic diimide]-methane (1) and tetrakis-1,3,5,7-[1-(4-ethynylphenyl)-N,N′-bis(1-hexylheptyl)-perylene-3,4:9,10-tetracarboxylic diimide]-adamantane (2), have been synthesized and their structural aspects have been thoroughly investigated by NMR spectroscopy. These PDI tetramers (1 and 2) represent the first successful example of incorporating the bay-substituted phenylethynyl-perylenediimides into the large rigid core tetrahedral frameworks. In these PDI tetramers, dynamic NMR experiments revealed the existence of perylene-centered conformational dynamic equilibrium (ΔG≠=15-17 kcal/mol), the primary cause of the observed spectral broadening in conventional 1H NMR spectra (295 K). In addition, PDI tetramers 1 and 2 were found to possess exceptional (photo)chemical stability, and their corresponding photophysical properties (εmax～180,000; τFL=6.9 ns; ΦFL～60%) make them viable candidates for various photonic applications and are in good agreement with other related multichromophoric PDI-based systems.
