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DABCO
ACS Applied Materials & Interfaces · 2019 · IF 8.456

Hydrophilic Flexible Ether Containing, Cross-Linked Anion-Exchange Membrane Quaternized with DABCO

Naeem Akhtar Qaisrani,Lingling Ma,Manzoor Hussain,Jiafei Liu,Lv Li,Ruiting Zhou,Yabin Jia,Fengxiang Zhang,Gaohong He

Anion-exchange membranes (AEM) with high ion content usually suffer from excessive water absorption and dilution effects that impair conductivity and mechanical properties. We herein report a novel ether containing a cross-linking strategy without adopting high ion-exchange capacity (IEC). The ether-containing cross-links and the quaternized structure are created simultaneously by introducing an ether-containing flexible hydrophilic spacer between two 1,4-diazabicyclo[2,2,2,2]octane or DABCO molecules; the resultant bi-DABCO structure was further employed to react with chloromethylated polysulfone. The long spacer with the ether moiety may benefit the hydroxide ion transport, and the cross-links will control the swelling and water absorption of the AEM. The two ether groups in the long spacer of the cross-links will also shield the DABCO cation from OH– attack due to an electron-donating effect. The prepared membranes exhibited an improved conductivity of 31 mS/cm (at 25 °C) at a comparatively low IEC (1.08 mmol/g) with a rational water absorption and low swelling ratio (95.0 and 27.1%, respectively); they also displayed an enhanced alkaline stability in 1 M NaOH aqueous solution at 80 °C for 150 h. The density functional theory study and physical characterization after the alkaline treatment further confirm the better chemical stability of the cross-linked membrane over its counterpart. Our work presents an effective strategy to balance AEM conductivity and robustness.

研究领域: 材料科学 · 化学工程
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SEPARATION AND PURIFICATION TECHNOLOGY · 2021 · IF 7.312

Hexyl-modified series-connected bipyridine and DABCO di-cations functionalized anion exchange membranes for electrodialysis desalination

Jiancong Pan,Biaowen Wei,Hengxin Xie,Jun Feng,Shijun Liao,Xiuhua Li,Yigang Yu

Hexyl-modified series-connected bipyridine and 1,4-diazabicyclo[2.2.2]octane (DABCO) di-cations functionalized anion exchange membranes (QPPO-DP and QPPO-DABCO respectively) for electrodialysis (ED) were prepared via reactions of brominated poly(2,6-dimethyl-1,4-phenylene oxide) (PPO) and the self-designed quaternization agents containing mono-ionic bipyridine and DABCO moieties. These agents are precursors to the combinations of different di-cations and hydrophobic side chains. QPPO-DP (thickness: 95 μm) and QPPO-DABCO (thickness: 70 μm) with similar functionalization degrees were characterized in terms of ion exchange capacity (IEC), water uptake (WU), swelling ratio (SR), thermal and mechanical stabilities, morphology, area resistance ( R m ), transport number ( t - ) and limiting current density. QPPO-DP and QPPO-DABCO give IECs of 2.27 and 2.63 mmol g −1 respectively owing to the different unit masses of the di-cations. The conjugated aromatic bicyclic structure of bipyridine di-cations offers QPPO-DP higher WU than that of QPPO-DABCO. The relatively weaker hydrophilicity of DABCO di-cations ensures QPPO-DABCO moderate WU, superior R m and t - (2.77 Ω cm 2 and 0.949). Thus, QPPO-DABCO displays more excellent ED performances than those of commercial AMX under the same ED conditions, including current efficiency of 89.58%, salt flux of 81.39 mg m −2 s −1 and reasonable energy consumption of 1.76 kWh kg −1 NaCl, revealing its potential in ED application.

CAS / MDL: 78-67-1 128-08-5
研究领域: 材料科学 · 环境工程
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APPLIED CATALYSIS A-GENERAL · 2018 · IF 4.521

Synthesis of glycerol carbonate from glycerol and dimethyl carbonate over DABCO embedded porous organic polymer as a bifunctional and robust catalyst

Yali Wan,Yizhu Lei,Guosong Lan,Dingfu Liu,Guangxing Li,Rongxian Bai

A large surplus of glycerol from the rapidly growing biodiesel industry has led to the conversion of glycerol into higher value-added products being of great industrial importance. In this paper, a promising route for the synthesis of glycerol carbonate from glycerol and dimethyl carbonate is described using DABCO (1,4-diazabicyclo[2.2.2]octane) embedded porous organic polymer as an efficient and robust catalyst. The porous catalyst with base sites and hydrophilic units (monoquaternized DABCO) was facilely synthesized through a one-pot radical copolymerization of divinylbenzene and vinyl functionalized DABCO monomer . By simply varying the mass ratio between divinylbenzene/DABCO monomer, the surface area, pore volume and surface wettability of the catalyst can be easily adjusted. Results of activity evaluations indicated that the catalyst with high surface area and excellent amphiphilicity exhibits much higher activity than other samples due to the enhanced accessibility of catalytic sites and mass transfer efficiency. Under the optimum reaction conditions, a 0.75 mol% catalyst loading is sufficient for excellent yield of glycerol carbonate in 60 min. Moreover, the optimized catalyst also shows excellent reusability and could be reused up to 13 consecutive recycles without obvious deactivation in activity.

CAS / MDL: 78-67-1
研究领域: 化学工程 · 催化材料 · 绿色化学
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Journal of Materials Chemistry C · 2025 · IF 5.1

Enhanced X-ray Detection of One-Dimensional DABCO-NH4I3 Perovskites via Anisotropic Carrier Transmission Study

Long Zhou,Meng Xu,Jiahao Geng,Yiran Shi,Zhaolin Song,Yuxuan Liu,Hui Yu,Menghua Zhu

Metal-free perovskites exhibit significant potential for wearable X-ray detectors due to the non-toxic nature, degradability, aqueous solution processability and superior optoelectronic properties. DABCO-NH4I3 (DABCO denoted as N-N’-diazabicyclo[2.2.2]octonium), is a promising metal-free perovskite for the advantages of reduced exciton binding energy, enhanced mobility-lifetime product and superior absorption coefficients. However, the undesirable X-ray detecting performance of the device restricts its application. Reducing the dimensions of perovskite materials and adjusting crystal orientation are effective methods for improving optoelectronic properties and enhancing detection performance. Herein, high quality one-dimensional DABCO-NH4I3 single crystal is synthesized and in contrast to the conventional X-ray photoconductivity fitting approach, the time-of-flight (TOF) method using alpha particle-induced pulses is first employed to study the differences in single carrier transport performance between the [001] and [010] directions. The fitting results show that the hole mobility-lifetime product (μτ) for the [001] and [010] directions are 1.1×10-3 cm2 V-1 and 2.9×10-4 cm2 V-1, hole mobilities (μ) of 55.53 cm2 V-1s-1 and 4.63 cm2 V-1s-1, respectively. Furthermore, X-ray response results demonstrate a higher sensitivity of 62.1 μC Gy-1 cm-2 with a lower detection limit of 0.16 μGy s-1 for the [001] direction at 70V (sensitivity of 9.2 μC Gy-1 cm-2 with a detection limit of 0.16 μGy s-1 is for [010] direction). Hence, enhanced performances are successfully obtained by investigating the transport anisotropy of DABCO-NH4I3 perovskite which also provides a feasible route to improve the detecting performance of metal-free perovskites and promote its application.

研究领域: 材料科学 · 应用物理 · 光电子学 · 辐射探测
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SEPARATION AND PURIFICATION TECHNOLOGY · 2023 · IF 8.6

High-pressure separation performance of Ni(TMBDC)(DABCO)0.5 featured low-polarity channel for CH4/N2 mixture

Xun Wang,Zewei Liu,Jian Yan,Daofei Lv,Xin Chen,Feng Xu,Xin Zhou,Zhong Li

Developing adsorbents with exceptional CH 4 /N 2 selectivity under high pressure is a crucial commercial requirement and a significant technical challenge for the industrial high-pressure swing adsorption (HPSA) in CH 4 /N 2 separation. Only a few adsorbents were reported to address this issue. In this work, we aimed to explore two microporous MOFs with low-polarity channels for high-pressure CH 4 /N 2 separation. The Ni(BDC)(DABCO) 0.5 and its isostructural analog Ni(TMBDC)(DABCO) 0.5 were synthesized, characterized, and examined for high-pressure CH 4 /N 2 adsorption property. Due to the lower polarity channel originating from tetramethyl groups, Ni(TMBDC)(DABCO) 0.5 exhibited an exceptional methane capacity of 4.23 mmol/g and an IAST selectivity of 5.1 for the CH 4 /N 2 binary mixture at a pressure of 10 bar, surpassing the majority of previously reported materials. The GCMC simulation revealed that the low-polarity pore surfaces in both materials exhibited a higher affinity for CH 4 molecules compared to N 2 molecules, under both ambient and high pressures. The breakthrough experiments showed that Ni(TMBDC)(DABCO) 0.5 exhibited excellent dynamic separation towards CH 4 /N 2 under both 1 bar and 5 bar, indicating great potential as an emerging candidate for the recovery of CH 4 from coal-mine methane in industrial PSA processes.

研究领域: 材料科学 · 化学工程 · 吸附技术
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JOURNAL OF MEMBRANE SCIENCE · 2024 · IF 8.4

Tetramethyl poly(aryl ether ketone) modified by DABCO cationic polymer for high temperature proton exchange membrane fuel cells

Jinsheng Li,Zhao Jin,Fengxiang Liu,Xue Wang,Wenjing Li,Meiling Xiao,Changpeng Liu,Wei Xing,Jianbing Zhu

Rationally constructing proton transport channel within high temperature proton exchange membranes (HT-PEMs) plays a critical role in lowering the mass transfer resistance and thus improving the performance of HT-PEM fuel cells (HT-PEMFCs). We herein designed a microphase-separated structure to promote proton transmitting by incorporating 1,4-Diazabicyclo[2.2.2]octane (DABCO) cationic polymer into tetramethyl poly(aryl ether ketone) (TMPAEK). The flexible and cationic segments afforded a polarity difference from TMPAEK, resulting in easier phosphoric acid adsorption. High proton conductivity of 135 mS cm −1 was obtained under anhydrous conditions at 150 °C. Besides, the hydrophilic domains that containing N-heterocycle could stabilize phosphoric acid through hydrogen bonding interactions, resulting in high phosphoric acid retention of ∼80 % after 288 h test. A Peak power density of 496 mW cm −2 was achieved in non-humidified H 2 /O 2 without back pressure at 140 °C, which was higher than that of m -PBI under the same conditions. This work not only paved a way to tailor the ion conductivity of membrane, but also provided a highly competitive membrane for HT-PEMFCs.

研究领域: 材料科学 · 化学工程 · 能源技术
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JOURNAL OF ORGANIC CHEMISTRY · 2020 · IF 4.335

DABCO-Catalyzed Michael/Alkylation Cascade Reactions Involving α-Substituted Ammonium Ylides for the Construction of Spirocyclopropyl Oxindoles: Access to the Powerful Chemical Leads against HIV-1

Lin Chen,Jin He

A novel Michael/alkylation cascade reaction of N-unprotected 3-bromooxindoles with α,β-unsaturated acyl phosphonates using DABCO as a robust catalyst followed by the derivatization of the acyl phosphonate intermediates in situ has been developed. This scenario enables rapid access to a diverse set of highly functionalized spirocyclopropyl oxindoles in moderate yields with good to excellent diastereoselectivities, which are analogues of a high active non-nucleoside reverse transcriptase inhibitor against HIV-1. The synthetic potential of this tactic has been highlighted by a gram-scale reaction and Suzuki cross-coupling reactions of the product. Moreover, the reaction mechanism has been tentatively elucidated by control experiments and dynamic high-resolution mass spectrometry studies, which indicates that the Michael/alkylation cascade reaction involves DABCO-derived α-substituted ammonium ylides.

研究领域: 有机化学 · 药物化学 · 抗病毒研究
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SEPARATION AND PURIFICATION TECHNOLOGY · 2023 · IF 8.6

Study on extraction of Rh(III) by DABCO-based ionic liquid from hydrochloric acid medium

Jianwei Zhang,Ronghao Liu,Xiaoxia Liu,Jun Li,Ruihui Wu,Yanzhao Yang

Rhodium, as a rare precious metal, has always been a challenge for the chemical industry to efficiently recover rhodium by extraction due to the complex existing situation in hydrochloric acid medium. Herein, a strongly hydrophobic DABCO-based ionic liquid (IL) [C 8 DABCO][NTf 2 ] was designed and synthesized to construct a solvent-free extraction system of Rh(III) from high-concentration hydrochloric acid medium. At first, the effects of some important parameters on Rh(III) extraction were studied, such as equilibrium time, IL dosage, hydrochloric acid concentration, and initial Rh(III) concentration, the results showed that 81.54% Rh(III) can be extracted under the optimum extraction conditions. Based on the experimental run results, a quadratic model equation was established by using the response surface method (RSM), which can be used to calculate the amount that [C 8 DABCO][NTf 2 ] will be offered at various HCl concentrations during the actual extraction of Rh(III). Then, using Job's method, the Ultraviolet visible spectroscopy (UV–vis), Fourier transform infrared spectroscopy (FT-IR), Energy-dispersive X-ray spectroscopy (EDS), and Electrostatic potential (ESP) prove that the extraction mechanism is an anion exchange mechanism. Finally, in the mixed solution of multi-metals, the extraction efficiency of [C 8 DABCO][NTf 2 ] for Rh(III) is not disturbed, and the extraction efficiency for other metals is less than 1%. And the single-stage stripping efficiency of Rh(III) was up to 88% through HCl stripping, which solved the problem of difficult stripping of Rh(III) solution and realized the recycling of IL. The study provides a reliable and efficient way for recovering Rh(III) from high-concentrations HCl solutions.

研究领域: 化学工程 · 材料科学
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Journal of Coatings Technology and Research · 2013 ·Vol. 10 ·期 6 ·859-864 · IF 1.094

Diamine-catalyzed urethane reaction of 1,3-propanediol with phenyl isocyanate

Wang Jiancheng,Ding Yunqiao,Wang Shijie,Yang Pengfei

The urethane reaction of 1,3-propanediol with phenyl isocyanate is monitored by means of in situ FTIR. 1,4-Diazabicyclo[2.2.2]octane (DABCO) and N , N , N ′, N ′-tetramethylethane-1,2-diamine (TMEDA) are used as catalysts. Reaction rates are calculated, and reaction kinetics are studied. Furthermore, Gaussian programs are used to calculate steric configuration and electronegativity of those two diamines. The electronegativity of TMEDA is greater than that of DABCO, but the steric hindrance of DABCO in nitrogen atom is smaller. Steric hindrance plays a more important part in reaction kinetics, which makes the reaction to be catalyzed by DABCO at a faster rate. Finally, activation energy, activation enthalpy, and activation entropy for the reaction are calculated, followed by the discussion of reaction mechanism.

CAS / MDL: 110-18-9 280-57-9
研究领域: 有机化学 · 物理化学
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JOURNAL OF MOLECULAR STRUCTURE · 2026 · IF 4.9

A coordinated acetonitrile causing significant difference between two luminescent cuprous iodide hybrid materials based on dicationic DABCO ligands

Vendish Kweku Ennin,Abraham Mensah,Hao-Yu Zhu,Chun Guan,Karima El Mir,Emmanuel G Fredericks,Bryan Nii Kpakpo Brown,Fang-Ming Wang,Chen Zhang

Two new cuprous iodide hybrid materials, 1 and 2 , were synthesized at room temperature by the solvent evaporation method using two dicationic DABCO ligands, L 1 and L 2 . • Complex 1 exhibited severely quenched luminescence (Φ PL < 0.5%) attributed to nonradiative relaxation facilitated by coordinated acetonitrile. • Complex 2 displayed intense red luminescence with a high quantum yield of 70.50%. • The contrasting luminescence behavior provides a rational structure-property framework for understanding solvent-coordination-induced quenching in Cu(I)-iodide hybrid materials. Herein, two new cuprous iodide hybrid materials, (C₂₀H₂₆N₂)[CuI₃(CH₃CN)] ( 1 ) and (C₂₀H₂₄Cl₂N₂)[Cu₂I₄] ( 2 ), were synthesized using two dicationic DABCO-derived ligands L₁ and L₂ via a solvent evaporation method at room temperature. Both complexes exhibited broad phosphorescence bands, with emission maxima at 546 nm and 608 nm and lifetimes of 16.74 µs and 5.90 µs, respectively. Notably, complex 1 displayed severely quenched luminescence (Φ PL < 0.5%) attributed to nonradiative relaxation facilitated by the coordinated acetonitrile molecule. In contrast, complex 2 exhibited intense red emission with a high internal quantum yield (IQY) of 70.50%, enabled by the formation of a tetranuclear [Cu₄I₈]⁴⁻ chromophore and the introduction of a chlorine substituent on the benzyl ring of the ligand. Density functional theory (DFT) calculations revealed that halide-to-ligand charge transfer (XLCT) is the dominant emission mechanism in 2 . This study provides a rational structure-property framework for understanding solvent-coordination-induced luminescence quenching in cuprous iodide cluster materials.

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ACS Applied Materials & Interfaces · 2022 · IF 10.383

Tuning the Pore Environment of MOFs toward Efficient CH4/N2 Separation under Humid Conditions

Tong Li,Xiaoxia Jia,Hui Chen,Zeyu Chang,Libo Li,Yong Wang,Jinping Li

Adsorption separation technology using adsorbents is promising as an alternative to the energy-demanding cryogenic distillation of natural gas (CH4/N2) separation. Although a few adsorbents, such as metal–organic frameworks (MOFs), with high performance for CH4/N2 separation, have been reported, it is still challenging to target the desired adsorbents for the actual CH4/N2 separation under humid conditions because the adsorption capacity and selectivity of the adsorbents might be mainly dampened by water vapor. Except for the high CH4 uptake and CH4/N2 selectivity, the adsorption material should simultaneously have excellent stability against moisture and relatively low-water absorption affinity. Here, we tuned the ligands and metal sites of reticular MOFs, Zn-benzene-1,4-dicarboxylic acid–1,4-diazabicyclo[2.2.2]octane (Zn-BDC–DABCO) (DMOF), affording a series of isostructural MOFs (DMOF-N, DMOF-A1, DMOF-A2, and DMOF-A3). Because of the finely engineered pore size and introduced aromatic rings in the functional DMOF, gas sorption results reveal that the materials show improved performance with a benchmark CH4 uptake of 37 cm3/g and a high CH4/N2 adsorption selectivity of 7.2 for DMOF-A2 at 298 K and 1.0 bar. Moisture stability experiments show that DMOF-A2 is a robust MOF with low water vapor capacity even at ∼40% relative humidity (RH) because of the presence of more hydrophobic aromatic rings. Breakthrough experiments verify the excellent CH4/N2 separation performances of DMOF-A2 under high humidity.

研究领域: 材料科学 · 化学工程 · 环境科学
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EUROPEAN POLYMER JOURNAL · 2020 · IF 3.862

Solvent-free synthesis of cyclic polycaprolactone catalysed by MOF-derived ZnO/NCs catalysts

Farah Naz,Matteo Ciprian,Bibimaryam Mousavi,Somboon Chaemchuen,Meifang Zhu,Shilin Yan,Francis Verpoort

For the first time, ZnO dispersed in an N-doped carbon matrix (ZnO/NCs) was derived from the controlled thermal treatment of Zn-DABCO and utilized as a robust heterogeneous catalyst for the polymerization of ε-caprolactone. The as-prepared ZnO/NCs catalysts were characterized using TEM, SEM, Raman spectroscopy, XPS, XRD, TPD and N 2 adsorption. The catalyst displayed excellent activity towards the ε-caprolactone polymerization reaction, following the trend, Zn/NC-1000 < Zn/NC-800 < Zn/NC-600. The polymerization was catalyzed co-operatively by both acid and basic sites present in the ZnO/NCs, leading to high molecular weight cyclic polycaprolactone (c-PCL). Furthermore, the catalyst retained its stability and activity after being used for seven cycles without showing any significant loss in performance.

CAS / MDL: 502-44-3 75-09-2 67-56-1
研究领域: 材料科学 · 催化 · 聚合物化学
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