5969-70-0Relevant articles and documents
Molecular engineering of high-performance nanofiltration membranes from intrinsically microporous poly(ether-ether-ketone)
Abdulhamid, Mahmoud A.,Akhtar, Faheem Hassan,Ng, Kim Choon,Park, Sang-Hee,Schwingenschl?gl, Udo,Szekely, Gyorgy,Vovusha, Hakkim
, p. 24445 - 24454 (2020)
Poly(ether-ether-ketone) has received increased attention due to its high thermal and chemical stability, and high performance in various applications. However, it suffers from a semi-crystalline morphology, low fractional free volume, and poor processability, requiring the use of harsh acidic solvents, which leads to undesired sulfonation. In this work, three intrinsically microporous poly(ether-ether-ketones) (iPEEKs), incorporating spirobisindane, Tr?ger's base, and triptycene contorted structures, were developed for organic solvent nanofiltration. Molecular dynamics simulations have assisted the molecular engineering of the polymers and the understanding of the improved membrane performance through the binding energies between solvents and polymers. Application of the design principles of polymers of intrinsic microporosity has led to a paradigm shift with a notable enhancement in both the polymer properties and the subsequently fabricated nanofiltration membranes' performance. The iPEEKs showed excellent solution processability, a high surface area of 205-250 m2 g-1, and excellent thermal stability. Mechanically flexible nanofiltration membranes were prepared from N-methyl-2-pyrrolidone dope solution at iPEEK concentrations of 19-35 wt%. The molecular weight cutoff of the membranes was fine-tuned in the range of 450-845 g mol-1 displaying 2-6 fold higher permeance (3.57-11.09 L m-2 h-1 bar-1) than previous reports. The long-term stabilities were demonstrated by a 7 day continuous cross-flow filtration. This journal is
Synthesis and characterization of triptycene type cross-linker and its use in photoinduced curing applications
Ates, Sahin,Aydogan, Binnur,Torun, Lokman,Yagci, Yusuf
, p. 825 - 831 (2010)
A novel triptycene type diacrylate cross-linker, triptycene hydroquinone diacrylate (THDA) was synthesized from the reaction of triptycene hydroquinone with acryloyl chloride and characterized. The photocuring behaviour and the reaction kinetics of the synthesized cross-linker were investigated by means of photo-differential scanning calorimetry (photo-DSC) experiments. Formulations containing monofunctional (meth)acrylate monomers, namely glycidyl methacrylate (GMA), 2-hydroxyethyl acrylate (HEA), 2-hydroxyethyl methacrylate (HEMA), and 2-ethylhexyl methacrylate (EHMA), cross-linker, THDA and 2,2-dimethoxy-2-phenylacetophenone (DMPA) as a photoinitiator were irradiated. A?conventional cross-linker without triptycene unit such as hydroquinone diacrylate (HDA) was used under the same conditions for comparison. The effects of the structure of the monofunctional monomer and triptycene moiety on the photopolymerization kinetics were evaluated and discussed.
POLYMERS FOR USE IN ELECTRONIC DEVICES
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Page/Page column 97-98, (2020/02/14)
In Formula I: Qa is CRX, SiRx, GeRx, PRX, or N; Qb is CRy, SiRy, GeRy, PRy, or N; R1, R2, and R3 are the same or
A triptycene ionic liquid functional material, its preparation and its use (by machine translation)
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Paragraph 0064; 0067, (2019/01/21)
The invention relates to a triptycene ionic liquid functional material, its preparation and its application, which belongs to the technical field of gas chromatography. The triptycene ionic liquid functional material with triptycene parent, cationic functional unit and anion structure unit of the individual performance advantages, as the gas phase chromatography stationary relative nature similar component exhibits high selectivity, high-efficient separation of different polarity can be various component mixture, especially difficult separation of the various isomer mixture, compared with the commercial chromatographic column shows the obvious advantage of separation; and synthetic the triptycene ionic liquid functional material of low cost raw materials, the experimental device is simple and easy to obtain, the synthetic method is simple, high product yield. (by machine translation)
NOVEL COMPOUND HAVING TRIPTYCENE SKELETON AND METHOD FOR PRODUCING THE SAME
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Paragraph 0159, (2019/03/17)
PROBLEM TO BE SOLVED: To provide a novel compound that can be used as a polymerization component of resin. SOLUTION: The present invention provides a compound represented by formula (1) (R1 and R2 independently represent a substituent, R3 each independently represent a hydroxyl group, a group [-OR4] or a halogen atom; R4 is a hydrocarbon group; m1 each independently represent an integer of 0-4; m2 is an integer of 0-2; n is an integer of 1 or greater). SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
Blurring the Lines between Host and Guest: A Chimeric Receptor Derived from Cucurbituril and Triptycene
Lu, Xiaoyong,Samanta, Soumen K.,Zavalij, Peter Y.,Isaacs, Lyle
supporting information, p. 8073 - 8078 (2018/06/04)
We report the synthesis and X-ray crystal structure of a cucurbituril–triptycene chimeric receptor (1). Host 1 binds to guests typical of CB[6]–CB[8], but also binds to larger guests such as blue box (20) and the Fujita square (22). Intriguingly, the geom
Hybrid Molecular Container Based on Glycoluril and Triptycene: Synthesis, Binding Properties, and Triggered Release
Liu, Wenjin,Lu, Xiaoyong,Xue, Weijian,Samanta, Soumen K.,Zavalij, Peter Y.,Meng, Zihui,Isaacs, Lyle
supporting information, p. 14101 - 14110 (2018/09/11)
We designed and synthesized a “hybrid” molecular container 1, which is structurally related to both cucurbit[n]uril (CB[n]) and pillar[n]arene type receptors. Receptor 1 was fully characterized by 1H NMR, 13C NMR, IR, MS and X-ray single crystal diffraction. The self-association behavior, host–guest recognition properties of 1, and the [salt] dependence of Ka were investigated in detail by 1H NMR and isothermal titration calorimetry (ITC). Optical transmittance and TEM measurements provide strong evidence that receptor 1 undergoes co-assemble with amphiphilic guest C10 in water to form supramolecular bilayer vesicles (diameter 25.6±2.7 nm, wall thickness ≈3.5 nm) that can encapsulate the hydrophilic anticancer drug doxorubicin (DOX) and the hydrophobic dye Nile red (NR). The release of encapsulated DOX or NR from the vesicles can be triggered by hexamethonium (8 c) or spermine (10) which leads to the disruption of the supramolecular vesicles.
Preparation and gas transport properties of triptycene-containing polybenzoxazole (PBO)-based polymers derived from thermal rearrangement (TR) and thermal cyclodehydration (TC) processes
Luo, Shuangjiang,Liu, Junyi,Lin, Haiqing,Kazanowska, Barbara A.,Hunckler, Michael D.,Roeder, Ryan K.,Guo, Ruilan
, p. 17050 - 17062 (2016/11/11)
Polybenzoxazoles (PBOs), such as thermally rearranged (TR) polymers, have been shown to have excellent gas separation performance. Herein we report the preparation and transport properties of two new series of PBO-based polymers that were thermally derived from triptycene-containing o-hydroxy polyimide and polyamide precursors via a thermal rearrangement (TR) process and a thermal cyclodehydration (TC) process, respectively. Incorporation of triptycene units into poly(hydroxyimide) precursor structures led to a significant increase of fractional free volume and created ultrafine microporosity in the converted PBO-based TR polymers, which enabled both high gas permeabilities and high selectivities. Although the TC process of the poly(hydroxyamide) precursor led to moderate improvement in the separation performance of the resulting triptycene-containing PBO polymers as compared to the TR process, the PBO films converted via the TC process exhibited excellent mechanical properties superior to many other TR polymers previously reported in the literature as well as the triptycene-containing TR polymers in this study. In particular, the PBO film thermally rearranged at 450 °C showed a H2 pure gas permeability of 810 barrer, a CO2 permeability of 270 barrer, and CO2/CH4 and H2/CH4 selectivities of 67 and 200, respectively, at 35 °C and 11 atm, which are far beyond the upper bound limits.
Triptycene-Based Chiral and meso-N-Heterocyclic Carbene Ligands and Metal Complexes
Savka, Roman,Bergmann, Marvin,Kanai, Yuki,Foro, Sabine,Plenio, Herbert
, p. 9667 - 9675 (2016/07/14)
Based on 1-amino-4-hydroxy-triptycene, new saturated and unsaturated triptycene-NHC (N-heterocyclic carbene) ligands were synthesized from glyoxal-derived diimines. The respective carbenes were converted into metal complexes [(NHC)MX] (M=Cu, Ag, Au; X=Cl, Br) and [(NHC)MCl(cod)] (M=Rh, Ir; cod=1,5-cyclooctadiene) in good yields. The new azolium salts and metal complexes suffer from limited solubility in common organic solvents. Consequently, the introduction of solubilizing groups (such as 2-ethylhexyl or 1-hexyl by O-alkylation) is essential to render the complexes soluble. The triptycene unit infers special steric properties onto the metal complexes that enable the steric shielding of selected areas close to the metal center. Next, chiral and meso-triptycene based N-heterocyclic carbene ligands were prepared. The key step in the synthesis of the chiral ligand is the Buchwald–Hartwig amination of 1-bromo-4-butoxy-triptycene with (1S,2S)-1,2-diphenyl-1,2-diaminoethane, followed by cyclization to the azolinium salt with HC(OEt)3. The analogous reaction with meso-1,2-diphenyl-1,2-diaminoethane provides the respective meso-azolinium salt. Both the chiral and meso-azolinium salts were converted into metal complexes including [(NHC)AuCl], [(NHC)RhCl(cod)], [(NHC)IrCl(cod)], and [(NHC)PdCl(allyl)]. An in situ prepared chiral copper complex was tested in the enantioselective borylation of α,β-unsaturated esters and found to give an excellent enantiomeric ratio (er close to 90:10).
Finely Tuning the Free Volume Architecture in Iptycene-Containing Polyimides for Highly Selective and Fast Hydrogen Transport
Luo, Shuangjiang,Wiegand, Jennifer R.,Kazanowska, Barbara,Doherty, Cara M.,Konstas, Kristina,Hill, Anita J.,Guo, Ruilan
, p. 3395 - 3405 (2016/06/01)
Iptycene-based polyimides have attracted extensive attention recently in the membrane gas separation field due to their unique structural hierarchy and chemical characteristics that enable construction of well-defined yet tailorable free volume architecture for fast and selective molecular transport. We report here a new series of iptycene-based polyimides that are exquisitely tuned in the monomer structure to afford preferred microcavity architecture for hydrogen transport. In particular, a triptycene-containing dianhydride (TPDAn) was prepared to react with two iptycene-containing diamines (i.e., TPDAm and PPDAm) or 2,2′-bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP) to produce entirely or partially iptycene-based polyimides. The incorporation of iptycene units effectively disrupted chain packing, which resulted in ultrafine microporosity in the membranes with a desired bimodal size distribution with maxima at ～3 and ～7 ?, respectively. Depending on the combination of diamine and dianhydride, the microporosity was feasibly tuned and optimized to meet the needs of challenging H2 separations, especially for H2/N2 and H2/CH4 gas pairs. Particularly, a H2 permeability of 27 barrers and H2/N2 and H2/CH4 selectivities of 142 and 300, respectively, were obtained for TPDAn-6FAP.
