- Electrochemical Recognition of Aromatic Species with Ferrocenylated 1,3,5-Triazine- or 1,3,5-Triphenylbenzene-Containing Highly Organized Molecules
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Two ferrocenylated organized molecules comprising 1,3,5-triphenylbenzene (Fc-1) or 2,4,6-triphenyl-1,3,5-triazine skeletons (Fc-2) were used for the first time as receptor layers for the electrochemical recognition of polycyclic aromatic hydrocarbons. Whi
- Kasprzak, Artur,Kosińska, Aleksandra I.,Nisiewicz, Monika K.,Nowicka, Anna M.
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- Nanoscale covalent organic frameworks as smart carriers for drug delivery
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Two porous covalent organic frameworks (COFs) with good biocompatibility were employed as drug nanocarriers, where three different drugs were loaded for subsequent drug release in vitro. The present work demonstrates that COFs are applicable in drug delivery for therapeutic applications.
- Bai, Linyi,Phua, Soo Zeng Fiona,Lim, Wei Qi,Jana, Avijit,Luo, Zhong,Tham, Huijun Phoebe,Zhao, Lingzhi,Gao, Qiang,Zhao, Yanli
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- A new triazine functionalized luminescent covalent organic framework for nitroaromatic sensing and CO2 storage
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A new hexagonally ordered covalent organic framework (COF), TRIPTA has been synthesized using Schiff base condensation reaction between 1,3,5-tris-(4-aminophenyl)triazine (TAPT) and 1,3,5-triformylphloroglucinol (TFP). TRIPTA exhibits high crystallinity, a large BET surface area (609 m2 g-1) and pore volume (0.351 cm3 g-1) and possesses high nitrogen content (14.97%). TRIPTA was found to be highly luminescent when suspended in polar solvents upon irradiation of UV light and can detect various nitroaromatic compounds with good sensitivity by fluorescence quenching at concentrations as low as in the range of 10-8 M. The maximum fluorescence quenching was observed for trinitrophenol (61.7% at 5.46 × 10-7 M) with a Stern-Volmer constant of 2.7 × 106 M-1. The COF also showed excellent CO2 uptake capacity of 57.07 wt% at 273 K and 16.02 wt% at 298 K up to 5 bar pressure, with an initial heat of adsorption (Qst) value 56.77 kJ mol-1.
- Gomes, Ruth,Bhaumik, Asim
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- Post-synthetic Modification of Covalent Organic Frameworks through in situ Polymerization of Aniline for Enhanced Capacitive Energy Storage
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Covalent organic frameworks (COFs) having layered architecture with open nanochannels and high specific surface area are promising candidates for energy storage. However, the low electrical conductivity of two-dimensional COFs often limits their scope in
- Dutta, Tapas Kumar,Patra, Abhijit
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- A new triazine based π-conjugated mesoporous 2D covalent organic framework: Its: in vitro anticancer activities
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We report a new highly crystalline 2D π-conjugated hexagonal mesoporous covalent organic framework material, TrzCOF, through the solvothermal polycondensation of 1,3,5-tri(4-formylbiphenyl) benzene [Ph7(CHO)3, TFBPB] with 2,4,6-tris(
- Kanti Das, Sabuj,Mishra, Snehasis,Manna, Krishnendu,Kayal, Utpal,Mahapatra, Supratim,Das Saha, Krishna,Dalapati, Sasanka,Das,Mostafa, Amany A.,Bhaumik, Asim
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- A triazine-based covalent organic polymer for efficient CO2 adsorption
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A new triazine functionalized hexagonally ordered covalent organic polymer (TRITER-1) has been synthesized via the Schiff-base condensation reaction between a tailor made triamine 1,3,5-tris-(4-aminophenyl)triazine (TAPT) and terephthaldehyde. This ordere
- Gomes, Ruth,Bhanja, Piyali,Bhaumik, Asim
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- Amine-Linked Covalent Organic Frameworks as a Platform for Postsynthetic Structure Interconversion and Pore-Wall Modification
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Covalent organic frameworks have emerged as a powerful synthetic platform for installing and interconverting dedicated molecular functions on a crystalline polymeric backbone with atomic precision. Here, we present a novel strategy to directly access amine-linked covalent organic frameworks, which serve as a scaffold enabling pore-wall modification and linkage-interconversion by new synthetic methods based on Leuckart-Wallach reduction with formic acid and ammonium formate. Frameworks connected entirely by secondary amine linkages, mixed amine/imine bonds, and partially formylated amine linkages are obtained in a single step from imine-linked frameworks or directly from corresponding linkers in a one-pot crystallization-reduction approach. The new, 2D amine-linked covalent organic frameworks, rPI-3-COF, rTTI-COF, and rPy1P-COF, are obtained with high crystallinity and large surface areas. Secondary amines, installed as reactive sites on the pore wall, enable further postsynthetic functionalization to access tailored covalent organic frameworks, with increased hydrolytic stability, as potential heterogeneous catalysts.
- Grunenberg, Lars,Savasci, G?kcen,Terban, Maxwell W.,Duppel, Viola,Moudrakovski, Igor,Etter, Martin,Dinnebier, Robert E.,Ochsenfeld, Christian,Lotsch, Bettina V.
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- Novel imine-linked covalent organic frameworks: Preparation, characterization and application
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Covalent organic frameworks (COFs) have attracted considerable interest over the past few years, but the available type of monomers is still limited. Herein, two novel imine-linked COFs (TaDAP and TaDA) were constructed by the condensation of 1,3,5-tris-(4-aminophenyl) triazine with 2,6-diformylpyridine (forming TaDAP) and 1,3-benzenedialdehyde (forming TaDA) under solvothermal conditions. The structures of the COFs were confirmed and characterized by solid state 13C NMR, FT-IR, PXRD, TGA, SEM, TEM and nitrogen sorption isotherms. They appear as regular spherical particles and possess excellent thermal stability. It was also found that their dispersions emit strong fluorescence, and display quick response to certain metal ions. In particular, TaDAP can detect Fe3+ with sensitivity and selectivity. Moreover, both the COFs present excellent catalytic activity towards the Knoevenagel reaction. Accordingly, this study not only provides a new way to enrich the family of COFs, but also develops their potential applications in metal ion detection.
- Wu, Xingchun,Wang, Bowei,Yang, Ziqi,Chen, Ligong
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- Controlling the Recognition and Reactivity of Alkyl Ammonium Guests Using an Anion Coordination-Based Tetrahedral Cage
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Caged structures have found wide application in a variety of areas, including guest encapsulation and catalysis. Although metal-based cages have dominated the field, anion-coordination-based cages are emerging as a new type of supramolecular ensemble with
- Zhang, Wenyao,Yang, Dong,Zhao, Jie,Hou, Lekai,Sessler, Jonathan L.,Yang, Xiao-Juan,Wu, Biao
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- Facile synthesis of nitrogen-doped carbon materials with hierarchical porous structures for high-performance supercapacitors in both acidic and alkaline electrolytes
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In this report, we show that a facile and highly adaptable route based on the Schiff-base formation reaction can generate crosslinked polymer precursors for the fabrication of hierarchical porous nitrogen-doped carbon materials. The optimized sample with
- Li, Yuntong,Liu, Ling,Wu, Yuzhe,Wu, Tong,Wu, Haiyang,Cai, Qipeng,Xu, Yiting,Zeng, Birong,Yuan, Conghui,Dai, Lizong
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- Uniform poly(phosphazene-triazine) porous microspheres for highly efficient iodine removal
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Rich heteroatom-doped conjugated nanoporous polymers with uniform microspherical morphology exhibit remarkably high capacity up to 450 wt% for removing iodine from the vapor phase (at 348 K and atmospheric pressure).
- Xiong, Shaohui,Tao, Jian,Wang, Yuanyuan,Tang, Juntao,Liu, Cheng,Liu, Qingquan,Wang, Yan,Yu, Guipeng,Pan, Chunyue
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- Three-Dimensional Covalent Organic Framework with ceq Topology
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Three-dimensional covalent organic frameworks (3D-COFs) are emerging as designable porous materials because of their unique structural characteristics and porous features. However, because of the lack of 3D organic building units and the less reversible c
- Li, Zonglong,Sheng, Li,Wang, Hangchao,Wang, Xiaolin,Li, Mingyang,Xu, Yulong,Cui, Hao,Zhang, Haitian,Liang, Hongmei,Xu, Hong,He, Xiangming
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- Synthesis of Microporous Nitrogen-Rich Covalent-Organic Framework and Its Application in CO2 Capture
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An imine-based nitrogen-rich covalent-organic framework (COF) was successfully synthesized using two triangular building units under solvothermal reaction condition. The gas adsorption properties of the obtained microporous nitrogen-rich COF were investigated. The results indicated that the activated COF material presented good up take capabilities of CO2 and CH4 at 61.2 and 43.4 cm3·g-1 at 1 atm and 273 K, respectively, showing its application potential in selective gas capture and separation.
- Gao, Qiang,Bai, Linyi,Zhang, Xiaojing,Wang, Peng,Li, Peizhou,Zeng, Yongfei,Zou, Ruqiang,Zhao, Yanli
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- A New Triazine-Based Covalent Organic Framework for High-Performance Capacitive Energy Storage
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The new covalent organic framework material TDFP-1 was prepared through a solvothermal Schiff base condensation reaction of the monomers 1,3,5-tris-(4-aminophenyl)triazine and 2,6-diformyl-4-methylphenol. Owing to its high specific surface area of 651 m2 g?1, extended π conjugation, and inherent microporosity, TDFP-1 exhibited an excellent energy-storage capacity with a maximum specific capacitance of 354 F g?1 at a scan rate of 2 mV s?1 and good cyclic stability with 95 % retention of its initial specific capacitance after 1000 cycles at 10 A g?1. The π-conjugated polymeric framework as well as ionic conductivity owing to the possibility of ion conduction inside the micropores of approximately 1.5 nm make polymeric TDFP-1 a favorable candidate as a supercapacitor electrode material. The electrochemical properties of this electrode material were measured through cyclic voltammetry, galvanic charge–discharge, and electrochemical impedance spectroscopy, and the results indicate its potential for application in energy-storage devices.
- Bhanja, Piyali,Bhunia, Kousik,Das, Sabuj K.,Pradhan, Debabrata,Kimura, Ryuto,Hijikata, Yuh,Irle, Stephan,Bhaumik, Asim
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- Interlayer Shifting in Two-Dimensional Covalent Organic Frameworks
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Layer-stacking structures are very common in two-dimensional covalent organic frameworks (2D COFs). While their structures are normally determined under solvent-free conditions, the structures of solvated 2D COFs are largely unexplored. We report herein t
- Kang, Chengjun,Zhang, Zhaoqiang,Wee, Vanessa,Usadi, Adam K.,Calabro, David C.,Baugh, Lisa Saunders,Wang, Shun,Wang, Yuxiang,Zhao, Dan
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- Engineering structural defects into a covalent organic framework for enhanced photocatalytic activity
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Defect engineering is a promising methodology for modulating the electronic and band structure of semiconductive materials. A series of covalent organic frameworks, designated TAPT-COF-X (X = mole equivalents of modulator 3,5-dimethylbenzaldehyde relative
- Li, Hai-Yan,Li, Hong-Xi,Tian, Xin-Xin,Wang, Jixian,Wang, Wen-Bao,Young, David J.,Yu, Lei
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supporting information
p. 25474 - 25479
(2021/12/07)
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- PdO nanoparticles supported on triazole functionalized porous triazine polymer as an efficient heterogeneous catalyst for carbonylation of aryl halides
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A well-defined triazole functionalized porous triazine based polymers act as solid heterogeneous catalyst after incorporating palladium oxide nanoparticles (PdO@TTAS) have been synthesized and thoroughly characterized by various techniques such as, FT-IR, UV-DRS, solid state 13C CP-MAS, XPS, powder X-ray diffraction, TGA, SEM and TEM analysis has been detailed illustrated. It is important to note that synthesized catalytic performance for carbonylation of aryl halides (X?=?I, Br) with EDC.HCl (N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride), and formic acid was found to be an effective CO source in the presence of triethylamine as a base and DMF as a solvent medium at 80?°C for about 3?hr. The PdO@TTAS catalyst exhibits superior catalytic performance and along with good yield (up to 90%). Moreover, studying the heterogeneity and reusability of the environmentally friendly solid catalyst can be easily separated by simple filtration and then recycled for several times. In this reaction method, we avoided ligand, additive, promoters and CO gas, due to additional problem arise by using gaseous CO, highly toxic greenhouse gases and high pressurized reaction setup.
- Sadhasivam, Velu,Balasaravanan, Rajendran,Siva, Ayyanar
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- Benzothiadiazole functionalized D-A type covalent organic frameworks for effective photocatalytic reduction of aqueous chromium(vi)
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Covalent organic frameworks (COFs) have received increasing research interest as an emerging class of crystalline and porous polymers. Herein, we prepared two new benzothiadiazole (BT) functionalized COFs (i.e. TPB-BT-COF and TAPT-BT-COF), which exhibit g
- Chen, Weiben,Yang, Zongfan,Xie, Zhen,Li, Yusen,Yu, Xiang,Lu, Fanli,Chen, Long
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supporting information
p. 998 - 1004
(2019/01/24)
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- Imide iron complex with helical structure
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The invention discloses an imide iron complex with a helical structure. The chemical formula of the imide iron complex is shown in the description. The invention relates to the imide iron complex withthe helical structure and a preparation method thereof.
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Paragraph 0013; 0014; 0015
(2019/01/07)
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- Covalent organic framework based microspheres as an anode material for rechargeable sodium batteries
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Covalent organic frameworks (COFs) promise several benefits as materials in terms of gas adsorption, for use in optoelectronic devices, etc. However, the energy storage ability of COFs has not been well studied, especially in sodium batteries. In this rep
- Patra, Bidhan Chandra,Das, Sabuj Kanti,Ghosh, Arnab,Raj, Anish K.,Moitra, Parikshit,Addicoat, Matthew,Mitra, Sagar,Bhaumik, Asim,Bhattacharya, Santanu,Pradhan, Anirban
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supporting information
p. 16655 - 16663
(2018/09/10)
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- Covalent Organic Frameworks with Chirality Enriched by Biomolecules for Efficient Chiral Separation
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The separation of racemic compounds is important in many fields, such as pharmacology and biology. Taking advantage of the intrinsically strong chiral environment and specific interactions featured by biomolecules, here we contribute a general strategy is developed to enrich chirality into covalent organic frameworks (COFs) by covalently immobilizing a series of biomolecules (amino acids, peptides, enzymes) into achiral COFs. Inheriting the strong chirality and specific interactions from the immobilized biomolecules, the afforded biomolecules?COFs serve as versatile and highly efficient chiral stationary phases towards various racemates in both normal and reverse phase of high-performance liquid chromatography (HPLC). The different interactions between enzyme secondary structure and racemates were revealed by surface-enhanced Raman scattering studies, accounting for the observed chiral separation capacity of enzymes?COFs.
- Zhang, Sainan,Zheng, Yunlong,An, Hongde,Aguila, Briana,Yang, Cheng-Xiong,Dong, Yueyue,Xie, Wei,Cheng, Peng,Zhang, Zhenjie,Chen, Yao,Ma, Shengqian
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supporting information
p. 16754 - 16759
(2018/11/27)
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- Covalent organic frameworks: Efficient, metal-free, heterogeneous organocatalysts for chemical fixation of CO2 under mild conditions
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The cycloaddition of CO2 to epoxides to form cyclic carbonates is very promising and does not generate any side products. Metal-free, heterogeneous organocatalysts offer an environmentally friendly alternative to traditional metal-based catalysts. Herein two triazine-based covalent organic frameworks (COF-JLU6 and COF-JLU7) were successfully synthesized under solvothermal conditions. The structural and chemical properties of COFs were fully characterized by using powder X-ray diffraction analysis, structural simulation, Fourier transform infrared spectroscopy, 13C solid-state NMR spectroscopy, electron microscopy, thermogravimetric analysis and nitrogen adsorption. The two COF materials combine mesopores, high crystallinity and good stability, as well as a large number of hydroxy groups in the pore walls. They possess a high Brunauer-Emmett-Teller (BET) specific surface area up to 1390 m2 g-1 and a large pore volume of 1.78 cm3 g-1. The COF-JLU7 displays a high CO2 uptake of 151 mg g-1 at 273 K and 1 bar. Importantly, COF-JLU7 was found to be a highly effective catalyst to convert CO2 into cyclic carbonate through the cycloaddition reaction with epoxides under mild conditions. The effect of reaction parameters, such as reaction temperature, reaction time and CO2 pressure, on the catalytic performance was also investigated in detail. Moreover, the new framework-based catalyst can be recovered and reused five times without a significant loss of catalytic efficiency.
- Zhi, Yongfeng,Shao, Pengpeng,Feng, Xiao,Xia, Hong,Zhang, Yumin,Shi, Zhan,Mu, Ying,Liu, Xiaoming
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supporting information
p. 374 - 382
(2018/01/12)
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- Supramolecular Hydrogel Derived from a C3-Symmetric Boronic Acid Derivative for Stimuli-Responsive Release of Insulin and Doxorubicin
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A C3-symmetric triazine based triboronic acid (HG1) was designed and synthesized. HG1 was found to give hydrogel in DMSO-water (1:9). The hydrogel was rheo-reversible and thermoreversible over a few cycles. Single-crystal X-ray diffraction (SXR
- Sarkar, Koushik,Dastidar, Parthasarathi
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p. 685 - 692
(2018/01/26)
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- Strategic design of triphenylamine- and triphenyltriazine-based two-dimensional covalent organic frameworks for CO2 uptake and energy storage
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Hexagonally ordered covalent organic frameworks (COFs) are interesting new crystalline porous materials that have massive potential for application in gas storage. Herein, we report the synthesis of two series of two-dimensional hexagonally ordered COFs - TPA-COFs and TPT-COFs - through one-pot polycondensations of tris(4-aminophenyl)amine (TPA-3NH2) and 2,4,6-tris(4-aminophenyl)triazine (TPT-3NH2), respectively, with triarylaldehydes featuring different degrees of planarity, symmetry, and nitrogen content. All the synthesized COFs exhibited high crystallinity, large BET surface areas (up to 1747 m2 g-1), excellent thermal stability, and pore size distributions from 1.80 to 2.55 nm. The symmetry and planarity of the monomers strongly affected the degrees of crystallinity and the BET surface areas of the resultant COFs. In addition, these COFs displayed excellent CO2 uptake efficiencies of up to 65.65 and 92.38 mg g-1 at 298 and 273 K, respectively. The incorporation of the more planar and higher-nitrogen-content triaryltriazine unit into the backbones of the TPA-COFs and TPT-COFs enhanced the interactions with CO2, leading to higher CO2 uptakes. Moreover, the synthesized COFs exhibited electrochemical properties because of their conjugated structures containing redox-active triphenylamine groups. This study exposes the importance of considering the symmetry and planarity of the monomers when designing highly crystalline COFs; indeed, the structures of COFs can be tailored to vary their functionalities for specific applications.
- El-Mahdy, Ahmed F. M.,Kuo, Cheng-Han,Alshehri, Abdulmohsen,Young, Christine,Yamauchi, Yusuke,Kim, Jeonghun,Kuo, Shiao-Wei
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supporting information
p. 19532 - 19541
(2018/10/24)
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- Covalent organic frameworks as metal-free heterogeneous photocatalysts for organic transformations
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Two-dimensional covalent organic frameworks (2D-COFs) are excellent candidates for photocatalytic organic transformations due to their periodic columnar π-arrays and ordered nanochannels. Here, we present a novel 2D-COF that features permanent porosity wi
- Zhi, Yongfeng,Li, Ziping,Feng, Xiao,Xia, Hong,Zhang, Yumin,Shi, Zhan,Mu, Ying,Liu, Xiaoming
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supporting information
p. 22933 - 22938
(2017/11/22)
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- Decoding the Morphological Diversity in Two Dimensional Crystalline Porous Polymers by Core Planarity Modulation
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Two new chemically stable triazine- and phenyl-core-based crystalline porous polymers (CPPs) have been synthesized using a single-step template-free solvothermal route. Unique morphological diversities were observed for these CPPs [2,3-DhaTta (ribbon) and
- Halder, Arjun,Kandambeth, Sharath,Biswal, Bishnu P.,Kaur, Gagandeep,Roy, Neha Chaki,Addicoat, Matthew,Salunke, Jagadish K.,Banerjee, Subhrashis,Vanka, Kumar,Heine, Thomas,Verma, Sandeep,Banerjee, Rahul
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supporting information
p. 7806 - 7810
(2016/07/07)
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- A rational construction of microporous imide-bridged covalent-organic polytriazines for high-enthalpy small gas absorption
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A series of microporous imide functionalized 1,3,5-triazine frameworks (named TPIs@IC) were designed by an easy-construction technology other than the known imidization method for the construction of porous triazine-based polyimide networks (TPIs) with th
- Wu, Shaofei,Gu, Shuai,Zhang, Aiqing,Yu, Guipeng,Wang, Zhonggang,Jian, Jigao,Pan, Chunyue
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p. 878 - 885
(2015/02/02)
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- Amino surface-functionalized tris(calix[4]arene) dendrons with rigid C 3-symmetric propeller cores
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Dendrons composed of three functionalized cone calix[4]arene substructures covalently bound to rigid C3-symmetric tris-anilino cores through amide linkages have been obtained by a divergent synthetic protocol involving the coupling of p-nitrocalix[4]arene butanoic acid 9 with tris(4-aminophenyl) amine (TAPA), 1,3,5-tris(4-aminophenyl)benzene (TAPB), and 2,4,6-tris(4- aminophenyl)-s-triazine (TAPT). Two different amidation procedures were used to generate the dodecanitro intermediates (through activation of acid 9 with PyBOP catalyst or transformation into its acid chloride). The final reduction to the title dodecaamino dendrons was smoothly carried out with H2 and Raney-Ni catalyst.
- Gattuso, Giuseppe,Grasso, Giulia,Marino, Nino,Notti, Anna,Pappalardo, Andrea,Pappalardo, Sebastiano,Parisi, Melchiorre F.
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experimental part
p. 5696 - 5703
(2011/11/29)
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- An enantiomeric nanoscale architecture obtained from a pseudoenantiomeric aggregate: Covalent fixation of helical chirality formed in self-assembled discotic triazine triamides by chiral amplification
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Covalent fixation of a chiral helical structure which is created in a self-assembling system by a chiral-amplification method based on the sergeants/soldiers principle is reported. Disk-shaped triazine triamides self-assembled to form columnar-type helica
- Ishi-I, Tsutomu,Kuwahara, Rempei,Takata, Akihiko,Jeong, Yeonhwan,Sakurai, Kazuo,Mataka, Shuntaro
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p. 763 - 776
(2007/10/03)
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- Synthesis and electrochemical characterization of donor-acceptor phenylazomethine dendrimers
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The synthesis of the first donor-acceptor phenylazomethine dendrimers (4 and 5) is described. A convergent method is used via the condensation of aromatic ketones with an appropriately functionalized tri(aminophenyl)-s- triazine promoted by titanium (IV)
- Juárez, Rafael,Gómez, Rafael,Segura, José L.,Seoane, Carlos
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p. 8861 - 8864
(2007/10/03)
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- AMINOARYL TRIAZINES
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A novel process for preparing a aminophenyltriazines of the formula (I’), comprises reacting a corresponding halogenophenyltriazine of the formula (I’’), with an amine of the formula (IX), H-NR'2R'3, wherein X is chloro or preferably
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