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Keywords = 1,3-benzimidazole unit

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16 pages, 3605 KB  
Article
Unexpected Formation of 6-(1H-Benzo[d]imidazol-2-yl)-1-phenyl-hexan-1-one and Its Structure in Solution and Solid State Analyzed in the Context of Tautomerism
by Ryszard B. Nazarski and Małgorzata Domagała
Crystals 2024, 14(8), 704; https://doi.org/10.3390/cryst14080704 - 2 Aug 2024
Viewed by 2993
Abstract
The structure of the title compound (4d), unexpectedly obtained in the reaction between o-phenylenediamine and 2-benzoylcyclohexanone instead of the target 3H-benzo[b][1,4]diazepine derivative 3d, was determined spectroscopically in solution and by a single-crystal X-ray diffraction (XRD) [...] Read more.
The structure of the title compound (4d), unexpectedly obtained in the reaction between o-phenylenediamine and 2-benzoylcyclohexanone instead of the target 3H-benzo[b][1,4]diazepine derivative 3d, was determined spectroscopically in solution and by a single-crystal X-ray diffraction (XRD) study. It involves two enantiomeric rotamers, called forms D and U, of which the structure was elucidated based on NMR spectra measured and predicted in DFT-GIAO calculations. An averaging of δCs for all tautomeric positions in the benzimidazole part of the 4d hydrate studied in wet (probably slightly acidic) CDCl3 unambiguously indicates tautomeric exchange in its imidazole unit. An XRD analysis of this material confirms the existence of only one tautomer in the solid phase. The non-covalent interactions forming between molecules of water and benzimidazole derivative are shorter than the sum of van der Waals radii and create an infinite-chain hydrogen bond motif along the b-axis. A possible mechanism for the observed cyclocondensation is also proposed. Full article
(This article belongs to the Section Crystal Engineering)
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15 pages, 4587 KB  
Article
Self-Assembled Molecular Complexes of 1,10-Phenanthroline and 2-Aminobenzimidazoles: Synthesis, Structure Investigations, and Cytotoxic Properties
by Kameliya Anichina, Nikolay Kaloyanov, Diana Zasheva, Rusi Rusew, Rositsa Nikolova, Denitsa Yancheva, Ventsislav Bakov and Nikolai Georgiev
Molecules 2024, 29(3), 583; https://doi.org/10.3390/molecules29030583 - 24 Jan 2024
Cited by 1 | Viewed by 2373
Abstract
Three new molecular complexes (phen)3(2-amino-Bz)2(H+)(BF4)·3H2O 5, (phen)3(2-amino-5(6)-methyl-Bz)2(H+)(BF4)·H2O 6, and (phen)(1-methyl-2-amino-Bz)(H+)(BF4) 7, were prepared [...] Read more.
Three new molecular complexes (phen)3(2-amino-Bz)2(H+)(BF4)·3H2O 5, (phen)3(2-amino-5(6)-methyl-Bz)2(H+)(BF4)·H2O 6, and (phen)(1-methyl-2-amino-Bz)(H+)(BF4) 7, were prepared by self-assembly of 1,10-phenanthroline (phen) and various substituted 2-aminobenzimidazoles. Confirmation of their structures was established through spectroscopic methods and elemental analysis. The X-ray diffraction analysis revealed that the crystal structure of 7 is stabilized by the formation of hydrogen bonds and short contacts. In addition, the molecular geometry and electron structure of molecules 5 and 6 were theoretically evaluated using density functional theory (DFT) methods. According to the DFT B3LYP/6-311+G* calculations, the protonated benzimidazole (Bz) units act as NH hydrogen bond donors, binding two phenanthrolines and a BF4 ion. Non-protonated Bz unit form hydrogen bonds with the N-atoms of a third molecule phen. The molecular assembly is held together by π-π stacking between benzimidazole and phenanthroline rings, allowing for N-atoms to associate with water molecules. The complexes were tested in vitro for their tumor cell growth inhibitory effects on prostate (PC3), breast (MDA-MB-231 and MCF-7), and cervical (HeLa) cancer cell lines using MTT-dye reduction assay. The in vitro cytotoxicity analysis and spectrophotometric investigation in the presence of ct-DNA, showed that self-assembled molecules 57 are promising DNA-binding anticancer agents warranting further in-depth exploration. Full article
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14 pages, 2066 KB  
Article
Synthesis and Antimicrobial Activity Evaluation of Homodrimane Sesquiterpenoids with a Benzimidazole Unit
by Lidia Lungu, Svetlana Blaja, Caleria Cucicova, Alexandru Ciocarlan, Alic Barba, Veaceslav Kulcițki, Sergiu Shova, Nicoleta Vornicu, Elisabeta-Irina Geana, Ionel I. Mangalagiu and Aculina Aricu
Molecules 2023, 28(3), 933; https://doi.org/10.3390/molecules28030933 - 17 Jan 2023
Cited by 10 | Viewed by 2079
Abstract
Herein we report a feasible study concerning the synthesis and the in vitro antimicrobial activity of some new homodrimane sesquiterpenoids with a benzimidazole unit. Based on some homodrimane carboxylic acids, on their acyl chlorides and intermediate monoamides, a series of seven N-homodrimenoyl-2-amino-1,3-benzimidazoles [...] Read more.
Herein we report a feasible study concerning the synthesis and the in vitro antimicrobial activity of some new homodrimane sesquiterpenoids with a benzimidazole unit. Based on some homodrimane carboxylic acids, on their acyl chlorides and intermediate monoamides, a series of seven N-homodrimenoyl-2-amino-1,3-benzimidazoles and 2-homodrimenyl-1,3-benzimidazoles was synthesized. The syntheses involved the decarboxylative cyclization and condensation of the said acids or acyl chlorides with o-phenylendiamine and 2-aminobenzimidazole, as well as the p-TsOH-mediated cyclodehydration of the said monoacylamides. The structures of the synthesized compounds have been fully confirmed, including by the X-ray diffraction. Their biological activities were evaluated on five species of fungi (Aspergillus niger, Fusarium solani, Penicillium chrysogenum, P. frequentans, and Alternaria alternata) and two strains of bacteria (Bacillus sp. and Pseudomonas aeruginosa). Compounds 7 and 20 showed higher antifungal (MIC = 0.064 and 0.05 μg/mL) and antibacterial (MIC = 0.05 and 0.032 μg/mL) activities compared to those of the standards: caspofungin (MIC = 0.32 μg/mL) and kanamycin (MIC = 2.0 μg/mL), and compounds 4, 10, 14, and 19 had moderate activities. Full article
(This article belongs to the Special Issue Research Progress and Applications of Natural Products)
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35 pages, 9265 KB  
Article
Synthesis, Antiproliferative Evaluation and QSAR Analysis of Novel Halogen- and Amidino-Substituted Benzothiazoles and Benzimidazoles
by Valentina Rep Kaulić, Livio Racané, Marijana Leventić, Domagoj Šubarić, Vesna Rastija, Ljubica Glavaš-Obrovac and Silvana Raić-Malić
Int. J. Mol. Sci. 2022, 23(24), 15843; https://doi.org/10.3390/ijms232415843 - 13 Dec 2022
Cited by 3 | Viewed by 3287
Abstract
Syntheses of 6-halogen-substituted benzothiazoles were performed by condensation of 4-hydroxybenzaldehydes and 2-aminotiophenoles and subsequent O-alkylation with appropriate halides, whereas 6-amidino-substituted benzothiazoles were synthesized by condensation of 5-amidino-2-aminothiophenoles and corresponding benzaldehydes. While most of the compounds from non-substituted and halogen-substituted benzothiazole series showed [...] Read more.
Syntheses of 6-halogen-substituted benzothiazoles were performed by condensation of 4-hydroxybenzaldehydes and 2-aminotiophenoles and subsequent O-alkylation with appropriate halides, whereas 6-amidino-substituted benzothiazoles were synthesized by condensation of 5-amidino-2-aminothiophenoles and corresponding benzaldehydes. While most of the compounds from non-substituted and halogen-substituted benzothiazole series showed marginal antiproliferative activity on tested tumor cell lines, amidino benzazoles exhibited stronger inhibitory activity. Generally, imidazolyl benzothiazoles showed pronounced and nonselective activity, with the exception of 36c which had a strong inhibitory effect on HuT78 cells (IC50 = 1.6 µM) without adverse cytotoxicity on normal BJ cells (IC50 >100 µM). Compared to benzothiazoles, benzimidazole structural analogs 45a45c and 46c containing the 1,2,3-triazole ring exhibited pronounced and selective antiproliferative activity against HuT78 cells with IC50 < 10 µM. Moreover, compounds 45c and 46c containing the methoxy group at the phenoxy unit were not toxic to normal BJ cells. Of all the tested compounds, benzimidazole 45a with the unsubstituted phenoxy central core showed the most pronounced cell growth inhibition on THP1 cells in the nanomolar range (IC50 = 0.8 µM; SI = 70). QSAR models of antiproliferative activity for benzazoles on T-cell lymphoma (HuT78) and non-tumor MDCK-1 cells elucidated the effects of the substituents at position 6 of benzazoles, demonstrating their dependence on the topological and spatial distribution of atomic mass, polarizability, and van der Waals volumes. A notable cell cycle perturbation with higher accumulation of cells in the G2/M phase, and a significant cell increase in subG0/G1 phase were found in HuT78 cells treated with 36c, 42c, 45a45c and 46c. Apoptotic morphological changes, an externalization of phosphatidylserine, and changes in the mitochondrial membrane potential of treated cells were observed as well. Full article
(This article belongs to the Collection Feature Papers in Molecular Pharmacology)
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13 pages, 3969 KB  
Article
Immobilization of Ionic Liquid on a Covalent Organic Framework for Effectively Catalyzing Cycloaddition of CO2 to Epoxides
by Qianqian Yan, Hao Liang, Shenglin Wang, Hui Hu, Xiaofang Su, Songtao Xiao, Huanjun Xu, Xuechao Jing, Fei Lu and Yanan Gao
Molecules 2022, 27(19), 6204; https://doi.org/10.3390/molecules27196204 - 21 Sep 2022
Cited by 17 | Viewed by 3759
Abstract
Transforming CO2 into value-added chemicals has been an important subject in recent years. The development of a novel heterogeneous catalyst for highly effective CO2 conversion still remains a great challenge. As an emerging class of porous organic polymers, covalent organic frameworks [...] Read more.
Transforming CO2 into value-added chemicals has been an important subject in recent years. The development of a novel heterogeneous catalyst for highly effective CO2 conversion still remains a great challenge. As an emerging class of porous organic polymers, covalent organic frameworks (COFs) have exhibited superior potential as catalysts for various chemical reactions, due to their unique structure and properties. In this study, a layered two-dimensional (2D) COF, IM4F-Py-COF, was prepared through a three-component condensation reaction. Benzimidazole moiety, as an ionic liquid precursor, was integrated onto the skeleton of the COF using a benzimidazole-containing building unit. Ionization of the benzimidazole framework was then achieved through quaternization with 1-bromobutane to produce an ionic liquid-immobilized COF, i.e., BMIM4F-Py-COF. The resulting ionic COF shows excellent catalytic activity in promoting the chemical fixation of CO2 via reaction with epoxides under solvent-free and co-catalyst-free conditions. High porosity, the one-dimensional (1D) open-channel structure of the COF and the high catalytic activity of ionic liquid may contribute to the excellent catalytic performance. Moreover, the COF catalyst could be reused at least five times without significant loss of its catalytic activity. Full article
(This article belongs to the Special Issue Porous Organic Materials: Design and Applications)
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14 pages, 5445 KB  
Article
A Novel Method for Carbendazim High-Sensitivity Detection Based on the Combination of Metamaterial Sensor and Machine Learning
by Ruizhao Yang, Yun Li, Jincun Zheng, Jie Qiu, Jinwen Song, Fengxia Xu and Binyi Qin
Materials 2022, 15(17), 6093; https://doi.org/10.3390/ma15176093 - 2 Sep 2022
Cited by 9 | Viewed by 2393
Abstract
Benzimidazole fungicide residue in food products poses a risk to consumer health. Due to its localized electric-field enhancement and high-quality factor value, the metamaterial sensor is appropriate for applications regarding food safety detection. However, the previous detection method based on the metamaterial sensor [...] Read more.
Benzimidazole fungicide residue in food products poses a risk to consumer health. Due to its localized electric-field enhancement and high-quality factor value, the metamaterial sensor is appropriate for applications regarding food safety detection. However, the previous detection method based on the metamaterial sensor only considered the resonance dip shift. It neglected other information contained in the spectrum. In this study, we proposed a method for highly sensitive detection of benzimidazole fungicide using a combination of a metamaterial sensor and mean shift machine learning method. The unit cell of the metamaterial sensor contained a cut wire and two split-ring resonances. Mean shift, an unsupervised machine learning method, was employed to analyze the THz spectrum. The experiment results show that our proposed method could detect carbendazim concentrations as low as 0.5 mg/L. The detection sensitivity was enhanced 200 times compared to that achieved using the metamaterial sensor only. Our present work demonstrates a potential application of combining a metamaterial sensor and mean shift in benzimidazole fungicide residue detection. Full article
(This article belongs to the Special Issue Design and Applications of Terahertz Metamaterials)
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5 pages, 894 KB  
Proceeding Paper
Anion Colorimetric Chemosensor Based on a Benzimidazole-Functionalized BODIPY Derivative
by Raquel C. R. Gonçalves, Sónia C. S. Pinto, Susana P. G. Costa and Maria Manuela M. Raposo
Chem. Proc. 2022, 8(1), 90; https://doi.org/10.3390/ecsoc-25-11754 - 18 Jul 2022
Cited by 3 | Viewed by 1785
Abstract
A BODIPY derivative bearing a benzimidazole unit at position 2 and an electron donor group (anthracene) at the meso position was synthetized and characterized by the usual spectroscopic techniques. The evaluation of the compound as a colorimetric chemosensor was performed in solutions of [...] Read more.
A BODIPY derivative bearing a benzimidazole unit at position 2 and an electron donor group (anthracene) at the meso position was synthetized and characterized by the usual spectroscopic techniques. The evaluation of the compound as a colorimetric chemosensor was performed in solutions of acetonitrile/water (75:25) in the presence of several anions (HSO4, NO3, H2PO4, CN, BzO, ClO4, Br, F, I and CH3CO2) with biomedical and environmental relevance. The investigated BODIPY derivative demonstrated a selective color change from pink to yellow upon interaction with a hydrogen sulfate anion (HSO4). Full article
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16 pages, 2895 KB  
Article
Noble Metal Complexes of a Bis-Caffeine Containing NHC Ligand
by Oliver Bysewski, Andreas Winter, Phil Liebing and Ulrich S. Schubert
Molecules 2022, 27(13), 4316; https://doi.org/10.3390/molecules27134316 - 5 Jul 2022
Cited by 4 | Viewed by 3413
Abstract
N-Heterocyclic carbenes (NHCs) have seen more and more use over the years. The go-to systems that are usually considered are derivatives of benzimidazole or imidazole. Caffeine possesses an imidazole unit and was already utilized as a carbene-type ligand; however, its use within [...] Read more.
N-Heterocyclic carbenes (NHCs) have seen more and more use over the years. The go-to systems that are usually considered are derivatives of benzimidazole or imidazole. Caffeine possesses an imidazole unit and was already utilized as a carbene-type ligand; however, its use within a tridentate bis-NHC system has—to the best of our knowledge—not been reported so far. The synthesis of the ligand is straightforward and metal complexes are readily available via silver-salt metathesis. A platinum(II) and a palladium(II) complex were isolated and a crystal structure of the former was examined. For the Pt(II) complex, luminescence is observed in solid state as well as in solution. Full article
(This article belongs to the Special Issue Photochemistry and Photophysics of Metal Complexes)
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22 pages, 17237 KB  
Article
Acid Dissociation Constants of the Benzimidazole Unit in the Polybenzimidazole Chain: Configuration Effects
by Liudmil Antonov, Susumu Kawauchi and Kei Shirata
Molecules 2022, 27(3), 1064; https://doi.org/10.3390/molecules27031064 - 4 Feb 2022
Cited by 5 | Viewed by 3854
Abstract
The acid dissociation constant of three benzimidazoles, namely 2,2′-bibenzo[d]imidazole, 2,5′-bibenzo[d]imidazole, and 5,5′-bibenzo[d]imidazole, have been investigated by means of density functional theory calculations in gas phase and in aqueous solution. The theoretical approach was validated by the comparing of predicted and experimentally determined p [...] Read more.
The acid dissociation constant of three benzimidazoles, namely 2,2′-bibenzo[d]imidazole, 2,5′-bibenzo[d]imidazole, and 5,5′-bibenzo[d]imidazole, have been investigated by means of density functional theory calculations in gas phase and in aqueous solution. The theoretical approach was validated by the comparing of predicted and experimentally determined pKa values in imidazole, benzimidazole, and 2-phenylbenzimidazole. From the studied compounds, 2,2′-bibenzo[d]imidazole was found to be the most acidic, which made it a valuable candidate as a material for polymer electrolyte membrane fuel cells. Full article
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22 pages, 5528 KB  
Article
The Tyranny of Arm-Wrestling Methyls on Iron(II) Spin State in Pseudo-Octahedral [Fe(didentate)3] Complexes
by Neel Deorukhkar, Timothée Lathion, Laure Guénée, Céline Besnard and Claude Piguet
Chemistry 2020, 2(2), 231-252; https://doi.org/10.3390/chemistry2020015 - 2 Apr 2020
Cited by 4 | Viewed by 5312
Abstract
The connection of a sterically constrained 3-methyl-pyrazine ring to a N-methyl-benzimidazole unit to give the unsymmetrical α,α’-diimine ligand L5 has been programmed for the design of pseudo-octahedral spin-crossover [Fe(L5)3]2+ units, the transition temperature (T1/2) [...] Read more.
The connection of a sterically constrained 3-methyl-pyrazine ring to a N-methyl-benzimidazole unit to give the unsymmetrical α,α’-diimine ligand L5 has been programmed for the design of pseudo-octahedral spin-crossover [Fe(L5)3]2+ units, the transition temperature (T1/2) of which occurs in between those reported for related facial tris-didentate iron chromophores fitted with 3-methyl-pyridine-benzimidazole in a LaFe helicate (T1/2 ~ 50 K) and with 5-methyl-pyrazine-benzimidazole L2 ligands (T1/2 ~350 K). A thorough crystallographic analysis of [Fe(L5)3](ClO4)2 (I), [Ni(L5)3](ClO4)2 (II), [Ni(L5)3](BF4)2∙H2O (III), [Zn(L5)3](ClO4)2 (IV), [Ni(L5)3](BF4)2∙1.75CH3CN (V), and [Zn(L5)3](BF4)2∙1.5CH3CN (VI) shows the selective formation of pure facial [M(L5)3]2+ cations in the solvated crystals of the tetrafluoroborate salts and alternative meridional isomers in the perchlorate salts. Except for a slightly larger intra-strand interannular twist between the aromatic heterocycles in L5, the metric parameters measured in [Zn(L5)3]2+ are comparable to those reported for [Zn(L2)3]2+, where L2 is the related unconstrained ligand. This similitude is reinforced by comparable ligand-field strengths (∆oct) and nephelauxetic effects (as measured by the Racah parameters B and C) extracted from the electronic absorption spectra recorded for [Ni(L5)3]2+ and [Ni(L2)3]2+. In this context, the strictly high-spin behavior observed for [Fe(L5)3]2+ within the 5–300 K range contrasts with the close to room-temperature spin-crossover behavior of [Fe(L2)3]2+ (T1/2 = 349(5) K in acetonitrile). This can be unambiguously assigned to an intraligand arm wrestling match operating in bound L5, which prevents the contraction of the coordination sphere required for accommodating low-spin FeII. Since the analogous 3-methyl-pyridine ring in [Fe(L3)3]2+ derivatives are sometimes compatible with spin-crossover properties, the consequences of repulsive intra-strand methyl–methyl interactions are found to be amplified in [Fe(L5)3]2+ because of the much lower basicity of the 3-methyl-pyrazine ring and the resulting weaker thermodynamic compensation. The decrease of the stability constants by five orders of magnitude observed in going from [M(L2)3]2+ to [M(L5)3]2+ (M = NiII and ZnII) is diagnostic for the operation of this effect, which had been not foreseen by the authors. Full article
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12 pages, 4258 KB  
Article
Preparation and Properties of Inherently Black Polyimide Films with Extremely Low Coefficients of Thermal Expansion and Potential Applications for Black Flexible Copper Clad Laminates
by Yao-yao Tan, Yan Zhang, Gang-lan Jiang, Xin-xin Zhi, Xiao Xiao, Lin Wu, Yan-Jiang Jia, Jin-gang Liu and Xiu-min Zhang
Polymers 2020, 12(3), 576; https://doi.org/10.3390/polym12030576 - 5 Mar 2020
Cited by 37 | Viewed by 5830
Abstract
In the current work, a series of black polyimide (PI) films with excellent thermal and dimensional stability at elevated temperatures were successfully developed. For this purpose, two aromatic diamines including 4,4′-iminodianline (NDA) and 2-(4-aminophenyl)-5- aminobenzimidazole (APBI) were copolymerized with pyromellitic dianhydride (PMDA) to [...] Read more.
In the current work, a series of black polyimide (PI) films with excellent thermal and dimensional stability at elevated temperatures were successfully developed. For this purpose, two aromatic diamines including 4,4′-iminodianline (NDA) and 2-(4-aminophenyl)-5- aminobenzimidazole (APBI) were copolymerized with pyromellitic dianhydride (PMDA) to afford PIs containing imino groups (–NH–) in the molecular structures. The referenced PI film, PI-ref, was simultaneously prepared from PMDA and 4,4′-oxydianiline (ODA). The introduction of imino groups endowed the PI films with excellent blackness and opaqueness with the optical transmittance lower than 2% at the wavelength of 600 nm at a thickness of 25 μm and lightness (L*) below 10 for the CIE (Commission International Eclairage) Lab optical parameters. Meanwhile, the introduction of rigid benzimidazole units apparently improved the thermal and dimensional stability of the PI films. The PI-d film based on PMDA and mixed diamines (NDA:APBI = 70:30, molar ratio) showed a glass transition temperature (Tg) of 445.5 °C and a coefficient of thermal expansion (CTE) of 8.9 × 10−6/K in the temperature range of 50 to 250 °C, respectively. It is obviously superior to those of the PI-a (PMDA-NDA, Tg = 431.6 °C; CTE = 18.8 × 10−6/K) and PI-ref (PMDA-ODA, Tg = 418.8 °C; CTE: 29.5 × 10−6/K) films. Full article
(This article belongs to the Special Issue Polymers for Electronic Applications)
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20 pages, 60603 KB  
Article
Synthesis and Properties of Poly(imides) and Poly(imides)/Ionic Liquid Composites Bearing a Benzimidazole Moiety
by Claudio A. Terraza, Pablo Ortiz, Luis H. Tagle, Germán Pérez, César Saldias, Fidel E. Rodríguez-González, Gustavo Cabrera-Barjas, Henry Catalán, Alain Tundidor-Camba and Deysma Coll
Polymers 2019, 11(5), 759; https://doi.org/10.3390/polym11050759 - 30 Apr 2019
Cited by 7 | Viewed by 4145
Abstract
Three new aromatic poly(imides) containing benzimidazole units in the backbone were synthesized and characterized by several spectroscopic techniques. Flexible spacer groups were incorporated into the poly(imides) structure to improve their solubility in organic solvents and their oxidative stabilization. All poly(imides) were thermally stable [...] Read more.
Three new aromatic poly(imides) containing benzimidazole units in the backbone were synthesized and characterized by several spectroscopic techniques. Flexible spacer groups were incorporated into the poly(imides) structure to improve their solubility in organic solvents and their oxidative stabilization. All poly(imides) were thermally stable (Td5% > 512 °C) and had the ability to form dense flexible films. Novel composite films were successfully prepared by loading poly(imide) with ionic liquid ([Bmim]Br) at different concentrations up to 25 wt.%. The resulting materials were characterized according to their morphology and elemental composition (SEM-EDX), water uptake capability, contact angle, and oxidative degradation resistance. Results suggested that poly(imide)/ionic liquid composites would be excellent candidates for future proton conductivity measurements. Full article
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7 pages, 299 KB  
Article
Synthesis of a Dehydroabietyl Derivative Bearing a 2-(2′-Hydroxyphenyl) Benzimidazole Unit and Its Selective Cu2+ Chemosensing
by Ying-Chun Wang, Lu-Zhi Liu, Ying-Ming Pan and Heng-Shan Wang
Molecules 2011, 16(1), 100-106; https://doi.org/10.3390/molecules16010100 - 28 Dec 2010
Cited by 16 | Viewed by 8853
Abstract
A dehydroabietyl derivative 2 bearing a 2-(2′-hydroxyphenyl)benzimidazole unit was synthesized and its sensing behaviors toward metal ions were investigated by UV-Vis and fluorescence spectroscopy methods. In THF solution, compound 2 exhibited excellent selectivity for Cu(II) over miscellaneous other metal ions including Cr(II), Mn(II), [...] Read more.
A dehydroabietyl derivative 2 bearing a 2-(2′-hydroxyphenyl)benzimidazole unit was synthesized and its sensing behaviors toward metal ions were investigated by UV-Vis and fluorescence spectroscopy methods. In THF solution, compound 2 exhibited excellent selectivity for Cu(II) over miscellaneous other metal ions including Cr(II), Mn(II), Co(II), Ni(II), Zn(II), Cd(II), Al(III), Mg(II), Pb(II), Hg(II), Na(I), Li(I) and K(I) evidenced through the quenching of the fluorescence of the benzimidazole fragment. The reaction between 2 and Cu2+ was found to be stoichiometric with the formation of a 1:1 complex. Full article
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