- Novel sulfonate-containing halogen-free flame-retardants: Effect of ternary and quaternary sulfonates centered on adamantane on the properties of polycarbonate composites
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In order to find a more environmentally friendly flame retardant, we have designed a novel halogen-free flame-retardant (FR) system consisting of ternary and quaternary sulfonates centered on adamantane. They are named 1,3,5-tri(phenyl-4-sodium sulfonate)adamantane (AS3) and 1,3,5,7-tetrakis(phenyl-4-sodium sulfonate)adamantane (AS4), respectively. Both kinds of FRs were synthesized and compounded with polycarbonate (PC) to study their effects on the properties of PC composites. The results show that the new FR system can improve PC flame retardancy efficiently, and has mechanical strength advantages as well. The PC composites with only 0.1 wt% AS3 or 0.08 wt% AS4 can pass vertical burning tests (UL-94) V-0 level, with increasing the value of limiting oxygen index (LOI) to 31.2% or 32.3%. Moreover, they can maintain ideal mechanical properties compared to neat PC simultaneously. Finally, the flame retardant mechanism of this system was verified via thermal analysis, morphology and chemical structure analysis of the char residues.
- Zhu, Dong Yu,Guo, Jian Wei,Xian, Jia Xing,Fu, Shu Qin
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- Regioselective Synthesis of meta-Tetraaryl-Substituted Adamantane Derivatives and Evaluation of Their White Light Emission
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New meta-substituted tetraaryl adamantane derivatives were synthesized through one-step Friedel-Crafts adamantylation by using AlCl3 in combination with t-butyl bromide. The products exhibit improved (over tetraphenyl adamantane) highly directional white-light emission upon irradiation with a continuous wave (CW) laser diode.
- Becker, Jonathan,Bernhardt, Bastian,Gowrisankar, Saravanan,Schreiner, Peter R.
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supporting information
p. 6806 - 6810
(2021/12/31)
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- Design of solvatomorphic structures based on a polyboronated tetraphenyladamantane molecular tecton
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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
- Drapa?a, Jakub,Durka, Krzysztof,Gontarczyk, Krzysztof,Klimkowski, Piotr,Luliński, Sergiusz,Marek-Urban, Paulina H.,Urbanowicz, Karolina A.,Wo?niak, Krzysztof
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p. 8169 - 8182
(2021/12/08)
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- Chromophore Multiplication To Enable Exciton Delocalization and Triplet Diffusion Following Singlet Fission in Tetrameric Pentacene
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A tetrameric pentacene, PT, has been used to explore the effects of exciton delocalization on singlet fission (SF). For the first time, triplet decorrelation through intramolecular triplet diffusion was observed following SF. Transient absorption spectros
- Hetzer, Constantin,Basel, Bettina S.,Kopp, Sebastian M.,Hampel, Frank,White, Fraser J.,Clark, Timothy,Guldi, Dirk M.,Tykwinski, Rik R.
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supporting information
p. 15263 - 15267
(2019/10/22)
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- Azo-linked porous organic polymers: Robust and time-efficient synthesis: Via NaBH4-mediated reductive homocoupling on polynitro monomers and adsorption capacity towards aniline in water
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Time-efficient synthetic methods of porous organic polymers are searched in order to extend the applications of these materials. In this work, we show a robust and time-efficient synthetic method of azo-linked porous organic polymers named Azo-POPs based on a NaBH4-mediated reductive coupling polymerization on well-known polynitro monomers. Azo-POPs were found to have a high Brunauer-Emmett-Teller (BET) surface area and potential for aniline adsorption. Interestingly, Azo-POP-1 showed adsorption capacity towards aniline as high as 1059.68 mg g-1 at 293 K, which surpassed that of adsorbent materials reported in the literature.
- Zhou, Jin-Xiu,Luo, Xian-Sheng,Liu, Xiangxiang,Qiao, Yan,Wang, Pengfei,Mecerreyes, David,Bogliotti, Nicolas,Chen, Shi-Lu,Huang, Mu-Hua
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supporting information
p. 5608 - 5612
(2018/04/12)
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- COMPOUNDS AND METHODS FOR MODULATING RNA FUNCTION
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The present invention provides compounds, compositions thereof, and methods of using the same.
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Paragraph 0059
(2018/02/28)
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- Preparation of a hyperbranched porous polymer and its sensing performance for nitroaromatics
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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.
- Wu, Hongtao,Xu, He,Tao, Furong,Su, Xi,Yu, William W.,Li, Tianduo,Cui, Yuezhi
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p. 12802 - 12810
(2018/08/04)
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- Nanoporous amide networks based on tetraphenyladamantane for selective CO2 capture
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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.
- Zulfiqar, Sonia,Mantione, Daniele,El Tall, Omar,Sarwar, Muhammad Ilyas,Ruipérez, Fernando,Rothenberger, Alexander,Mecerreyes, David
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supporting information
p. 8190 - 8197
(2016/06/13)
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- Tetrahedral rigid core antenna chromophores bearing bay-substituted perylenediimides
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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.
- Myahkostupov, Mykhaylo,Castellano, Felix N.
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p. 9519 - 9527
(2015/12/01)
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- Org. compd.
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PROBLEM TO BE SOLVED: To provide an organic compound exhibiting emission of blue light with high color purity in a solid state. SOLUTION: The compound is expressed by general formula (1). In the formula, RBrepresents a bridged cy
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Paragraph 0123; 0124
(2016/12/16)
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- Preparation of a microporous organic polymer by the thiol-yne addition reaction and formation of Au nanoparticles inside the polymer
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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.
- Lee, Hyunpyo,Kim, Hyungwoo,Choi, Tae Jin,Park, Hyun Woo,Chang, Ji Young
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supporting information
p. 9805 - 9808
(2015/06/16)
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- A modular approach for the synthesis of nanometer-sized polynitroxide multi-spin systems
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The synthesis of rigid symmetric polyradical model systems with inter-spin distances between 1.4 and 4 nm and their room temperature continuous wave (CW) EPR spectra are reported. Conditions for attachment of the spin-label via esterification have been op
- Valera, Silvia,Taylor, James E.,Daniels, David S. B.,Dawson, Daniel M.,Athukorala Arachchige, Kasun S.,Ashbrook, Sharon E.,Slawin, Alexandra M. Z.,Bode, Bela E.
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p. 8313 - 8323
(2015/03/18)
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- Chiral porous organic frameworks for asymmetric heterogeneous catalysis and gas chromatographic separation
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Three chiral robust diene-based porous organic frameworks (POFs) are prepared. POF-1 is shown to be an efficient heterogeneous catalyst after metallation for asymmetric conjugation addition with up to 93% ee, and it can also function as a new chiral stationary phase for gas chromatographic separation of racemates. This journal is
- Dong, Jinqiao,Liu, Yan,Cui, Yong
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p. 14949 - 14952
(2015/01/08)
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- High CO2-capture ability of a porous organic polymer bifunctionalized with carboxy and triazole groups
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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
- Xie, Lin-Hua,Suh, Myunghyun Paik
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supporting information
p. 11590 - 11597
(2013/09/12)
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- Four-fold click reactions: Generation of tetrahedral methane- and adamantane-based building blocks for higher-order molecular assemblies
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A modular concept for the generation of achiral and chiral non-racemic tetrahedral tectons from common precursors was developed. The tectons presented here are based on tetraphenylmethane or 1,3,5,7-tetraphenyladamantane core structures. They are obtained through high-yielding four-fold click reactions, using either the tetraazido or the tetraalkyne precursors. In most cases, the tetratriazoles are obtained as pure products after simple washing with water and methanol. The side chains of the tectons prepared include a self-complementary DNA dimer, obtained from a 3′-azidonucleoside and a phosphoramidite. The concept allows for a variation of the "sticky ends", leading to tecton or ligand libraries.
- Plietzsch, Oliver,Schilling, Christine Inge,Tolev, Mariyan,Nieger, Martin,Richert, Clemens,Muller, Thierry,Braese, Stefan
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supporting information; experimental part
p. 4734 - 4743
(2009/12/08)
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- Synthesis of rigid oligofluorene stars
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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.
- Jeeva, Shezhad,Moratti, Stephen C.
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p. 3323 - 3328
(2008/09/21)
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- Polymer compound, precursor for the same and thin film-forming method using the same polymer precursor
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Provided are polyimide and a thin film thereof which have a three-dimensional structure and therefore are excellent in a mechanical strength and a heat resistance as compared with those of conventional linear polyimide. The polyimide is obtained from a salt of multifunctional amine represented by Formula (1): (wherein A represents a tetravalent organic group, and n represents an integer of 0 to 3) and tetracarboxylic diester represented by Formula (2): (wherein B represents a tetravalent organic group having 1 to 20 carbon atoms, and R1 and R2 each represent independently an alkyl group having 1 to 5 carbon atoms).
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- Nanoscale 1,3,5,7-tetrasubstituted adamantanes and p-substituted tetraphenyl-methanes for AFM applications.
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[structure: see text] Tetrahedrally shaped nanoscale molecules 18-20 were synthesized from the corresponding tetraiodide by a series of Sonogashira coupling reactions. Three of the sulfur-containing termini are intended for eventual binding to a gold-coat
- Li, Quan,Rukavishnikov, Aleksey V,Petukhov, Pavel A,Zaikova, Tatiana O,Keana, John F W
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p. 3631 - 3634
(2007/10/03)
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