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TETRAHEDRON · 2017 · IF 2.651

Rose Bengal-photosensitized oxidation of tertiary amines for the synthesis of bis-1,3-dicarbonyl compounds

Ling-Ling Wu,Li Tang,Shui-Gen Zhou,Yi-Jie Peng,Xiao-Dong He,Zhi Guan,Yan-Hong He

We report an example of Rose Bengal-photosensitized oxidation of tertiary amines for the synthesis of bis-1,3-dicarbonyl compounds. This protocol employs Rose Bengal as a visible-light absorbing photocatalyst without the need of a transition metal, and air as a green oxidant . Various functional groups were well tolerated to afford products with yields of up to 80% under mild reaction conditions.

CAS / MDL: 632-69-9
研究领域: 有机化学 · 绿色化学
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Journal of Materials Chemistry A · 2015 ·Vol. 3 ·期 46 ·23149-23161 · IF 7.443

Synthesis and photovoltaic properties of two-dimensional benzodithiophene-thiophene copolymers with pendent rational naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole side chains

Xiaopeng Xu,Kui Feng,Kai Li,Qiang Peng

A series of new two-dimensional copolymers, PBDTT-TABT, PBDTT-TANT and PBDTT-TSNT, with conjugated benzodiathiazole (BT) or naphthobisthiadiazole (NT) side chains were successfully synthesized and characterized for high performance polymer solar cells (PSCs). The NT unit showed a stronger electron-withdrawing ability and a larger conjugation than the BT unit, which induced a stronger ICT process between the benzodithiophene (BDT)-thiophene (T) backbone and the conjugated side chain for NT containing copolymers. As a result, PBDTT-TANT and PBDTT-TSNT showed lower-lying bandgaps and more red-shifted absorption than PBDTT-TABT. The alkylthio modification effect of conjugated side chains was also investigated in this work. This effect showed a positive role in lowering the HOMO energy level, and a negative role in elevating carrier mobility and molecular stacking properties in our two-dimensional polymeric systems. Bulk heterojunction (BHJ) PSCs were fabricated using these copolymers as the donor materials to evaluate their photovoltaic properties. The PBDTT-TABT, PBDTT-TANT and PBDTT-TSNT devices exhibited PCEs of 4.60%, 5.65% and 4.01%, respectively. In spite of the Voc values, the highest Jsc, FF and PCE were achieved for the PBDTT-TANT device, which was attributed to its red-shifted absorption, improved carrier mobility and well-defined phase separation. It is interesting that the Jscs, FFs and PCEs of all these devices were elevated significantly when made using the solvent vapor annealing (SVA) method. The THF–SVA process would provide a driving force to facilitate the formation of a much more well-defined surface morphology, resulting in the enhanced Jsc and FF values. The PBDTT-TANT device showed the highest PCE of 8.04%, which is the top efficiency for this type of two-dimensional copolymer with donor (D)–donor (D) polymer backbones and donor (D)–acceptor (A) conjugated side chains. Our design strategy would give an instructive guide to developing high performance two-dimensional polymer donors to be used in organic photovoltaic applications.

研究领域: 材料科学 · 有机光电子学
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RUSSIAN JOURNAL OF COORDINATION CHEMISTRY · 2014 ·Vol. 40 ·期 10 ·764-767 · IF 0.629

Synthesis, crystal structure, and antitumour activities of cobalt(II) complex based on 2,6-bis(1-phenylbenzimidazol-2-yl)pyridine

Li G. B.,Wang S. X.,Su W. Y.,Pan R. K.,Liu K. D.,Liu S. G.

A new cationic complex, [Co(Bpbp) 2 ](ClO 4 ) 2 · DMF · H 2 O, was synthesized by treatment Co(ClO 4 ) 2 · 6H 2 O with 2,6- bis (1-phenylbenzimidazol-2-yl)pyridine (Bpbp) in DMF solvent at room temperature. Its structure was characterized by element analysis, IR, and X-ray single crystal structure analyses (CIF file CCDC no. 970498). For complex, crystal system, triclinic, space group, \(P\bar \imath\) , a = 11.585(13), b = 13.939(16), c = 19.236(2) \(\mathop {\AA}\limits^\prime\) , α = 97.938(2)°, β = 102.814(2)°, γ = 90.556(2)°, V = 2861.1(6) Ǻ 3 , Z = 2. The Co 2+ ion octahedral geometry is coordinated by six nitrogen atoms from two ligand (Bpbp). The antiproliferative activities of the complex were screened by MTT assay against HepG2, Huh7, Eca109 and Eca9706 cancer cell. The complex exhibits inhibition on Eca9706 and Eca109 cancer cell but no HepG2 and Huh7 cancer cell.

研究领域: 无机化学 · 药物化学 · 肿瘤学
✓ 已验证 DOI 高影响因子
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JOURNAL OF STRUCTURAL CHEMISTRY · 2015 ·Vol. 56 ·期 3 ·458-462 · IF 0.508

Crystal structure and antitumor activities of the dichloride 2,6-bis(1-phenylbenzimidazol-2-yl)pyridine copper(II) complex

Huang Q. -W.,Liu S. -G.,Li G. -B.,Wang S. -X.,Su W. -Y.,Liang D. -M.,Mao S. -Q.

A new complex Cu(bpbp)Cl 2 ·DMF·H 2 O is synthesized by treatment of CuCl 2 with 2,6-bis(1-phenylbenzimidazol-2-yl)pyidine in DMF. Its structure is characterized by elemental, IR, UV, and single crystal X-ray structure analyses. For the complex: crystal system, triclinic, space group \(P\bar 1\) , a = 1.0537(1) nm, b = 1.1735(1) nm, c = 1.3749(2) nm, α = 112.275(2)°, β = 91.531(2)°, γ = 97.700(2)°, V = 1.553(4) nm 3 , Z = 2. In a distorted trigonal bipyramidal geometry the Cu(II) ion is coordinated by three nitrogen atoms from 2,6-bis(1-phenylbenzimidazol-2-yl)pyridine and two chloride ions. The antiproliferative activities of the complex are screened by MTT assay against HepG2, Huh7, Eca109, and Eca9706 cancer cells. The complex exhibits specific inhibition on Eca9706 cancer cells with the IC 50 value of 28 μM after 48 h treatment. CCDC: 968927.

研究领域: 无机化学 · 药理学 · 肿瘤学
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JOURNAL OF HETEROCYCLIC CHEMISTRY · 2011 ·Vol. 48 ·期 6 ·1434-1439 · IF 0.962

Synthesis of new 3,3′-(1,4-phenylene)bis(1,5-diones) derivatives

Qiang Shao,Hui Liu,Ting-Ting Wang,He-Ping Zeng

Several 3,3′-(1,4-phenylene)bis(1,5-diones) and their chalcone precursors have been prepared in good to excellent yield via aldol addition and Michael addition starting from 3-acetyl-2,5-dimethylfuran or 3-acetyl-2,5-dimethyl-thiophene with terephthalaldehyde in the presence of appropriate base NaOH or lithium diisopropylamide. The kind and amount of alkali played a critical role in improving the reaction rates and yields of the products. J. Heterocyclic Chem., (2011).

CAS / MDL: 623-27-8 7646-69-7
研究领域: 有机化学 · 合成化学
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JOURNAL OF MOLECULAR STRUCTURE · 2015 · IF 1.602

Detection of double analytes by employing new luminescent lanthanide probe

Qianmin Ma,Qianming Wang

The synthesis and spectroscopic features of 1,4-bis([1,10] phenanthroline-[5,6-d] imidazol-2-yl) benzene (BPIB) with its europium (III) complex have been described. Characteristic red emissions can be achieved upon the excitation at 369 nm. This compound exhibited ultraviolet absorption shifts as well as fluorescence emission quenching upon exposure to Cu 2+ ions. Hence, it can be utilized as a responsive copper sensor in terms of double routes including naked-eye observation and fluorescent probing. In the case of anions, this sensor could be used for direct determination of F − in DMSO through fluorescence signal changes with satisfied results.

研究领域: 分析化学 · 材料科学
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JOURNAL OF MOLECULAR STRUCTURE · 2012 · IF 1.634

Synthesis, experimental and theoretical investigation of molecular structure, IR, Raman spectra and 1H NMR analyses of 4,4′-dihydroxydiphenyl ether and 4,4′-oxybis(1-methoxybenzene)

Fu Liu,Zhongbo Wei,Liansheng Wang,Zunyao Wang

4,4′-Dihydroxydiphenyl ether and 4,4′-oxybis(1-methoxybenzene) are synthesized. Experimental and theoretical studies on molecular structure, infrared spectra (IR), Raman spectra and nuclear magnetic resonance ( 1 H NMR) chemical shifts of the two synthesized compounds have been worked out. All the theoretical results, which are obtained with B3LYP/6-311G(d,p) method by using the Gaussian 09 program, have been applied to simulate molecular structure, infrared, Raman and NMR spectra of the compounds. The compared results reveal that the calculated geometric parameters match well with experimental values; the scaled theoretical vibrational frequencies are in good accordance with observed spectra; and computational chemical shifts are consistent with the experimental values in most part, except for some minor deviations. These great coincidences prove that the computational method B3LYP/6-311G(d,p) can be used to predict the properties of other similar materials where it is difficult to arrive at experimental results.

研究领域: 化学 · 理论计算化学 · 光谱学
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PHYSICAL CHEMISTRY CHEMICAL PHYSICS · 2014 ·Vol. 16 ·期 48 ·26917-26928 · IF 4.198

Achieving balanced intermixed and pure crystalline phases in PDI-based non-fullerene organic solar cells via selective solvent additives

Mingguang Li,Jiangang Liu,Xinxiu Cao,Ke Zhou,Qiaoqiao Zhao,Xinhong Yu,Rubo Xing,Yanchun Han

Herein, balanced intermixed and pure crystalline phases in N,N′-bis(1-ethylpropyl)-perylene-3,4,9,10-tetracarboxylic diimide (EP-PDI)-based non-fullerene organic solar cells (OSCs) were achieved via selective solvent additives (SAs). Poly[[4,8-bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl][3-fluoro-2-[(2-ethylhexyl)carbonyl]thieno[3,4-b]thiophenediyl]] (PTB7) and 7,7′-(4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b′]dithiophene-2,6-diyl)bis(6-fluoro-4-(5′-hexyl-[2,2′-bithiophen]-5-yl)benzo[c][1,2,5]thiadiazole) (F-DTS) possessing different compatibilities with EP-PDI were selected as model systems to investigate the guideline of SAs selection for different non-fullerene-based systems. According to the solubility parameter difference (Δδ) between EP-PDI and SAs, five different SAs were divided into two types: (I) strong intermolecular interactions with EP-PDI molecules (with Δδ values less than 5 MPa1/2), (II) weak intermolecular interactions with EP-PDI molecules (with large Δδ values). For PTB7:EP-PDI system with large and obvious phase separation, the introduction of type (II) SAs provided extra interactions with EP-PDI molecules, thus effectively reducing EP-PDI aggregate domains and increasing intermixed fractions. The incorporation of type (II) SAs resulted in a greater yield of dissociated polarons, and the final device efficiency increased from 0.02% to 1.65%. On the contrary, for finely mixed F-DTS:EP-PDI systems, type (I) SAs were considerably more effective because of the fact that the required pure crystalline phases were readily induced by the unfavorable interactions. The charge transport pathways optimized by type (I) SAs improved device efficiency from 0.18% to 2.82%. Hence, by processing selective SAs, the fraction of intermixed and pure crystalline phases for PDI-based non-fullerene OSCs can be well regulated; therefore, the final performance for both systems can be significantly improved.

CAS / MDL: 271-89-6
研究领域: 材料科学 · 有机电子学 · 太阳能
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HIGH PERFORMANCE POLYMERS · 2023 · IF 2.1

Structure and properties of thermoplastic polyimide based on 4′,4′—(oxybis (methylene)) bis ([1.1′- bipheny]3-amine) diamine

Jinshui Lu,Jinyuan Zhang,Heng Liu,Weipeng Chen,Jiangrong Luo,Ziqing Wang,Tingting Cui,Yonggang Min,Yidong Liu

In this work, a new diamine was designed by connecting flexible structures such as ether bond and aliphatic carbon chain between benzene rings, and was synthesized and purified through simple reactions such as Suzuki reaction. Finally, a series of polyimide (PI) films were synthesized by copolymerization with 4.4`-diaminodiphenyl ether (ODA)\pyromellitic dianhydride (PMDA) in different proportions. We prepared polyimide films with new monomer copolymerization ratios of 1% (PI-1), 5% (PI-2), 10% (PI-3), and 20% (PI-4). The polyimide films showed excellent glass transition temperatures, which were attributed to their unique bent architectures. The mechanical and thermal properties of the thermosets were studied using tensile testing, static thermomechanical analysis (TMA), and thermogravimetric analysis (TGA). As the results, the films exhibited the optimal glass transition temperatures (317.56°C–381.91°C), and the component with the highest copolymerization ratio has a 15% decrease in glass transition temperature compared to the component without copolymerization. Moreover, PI-1-PI-4 showed good heat resistance in the N2 atmosphere. The temperatures corresponding to a 5% heat loss in the films (T5%) were 458.12 °C–548.75°C, respectively.

研究领域: 材料科学 · 高分子化学 · 热分析
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EUROPEAN POLYMER JOURNAL · 2013 · IF 2.562

Multiresponsive supramolecular gels constructed by orthogonal metal–ligand coordination and hydrogen bonding

Wengui Weng,Xiuli Fang,Huan Zhang,Huiying Peng,Yangju Lin,Yinjun Chen

Macromonomers bearing tridentate 2,6-bis(1,2,3-trizol-4-yl)pyridine (BTP) ligand unit synthesized via CuAAC “click” chemistry in the middle of the chain and two ureidopyrimidinone (UPy) motifs on the ends linked to the central BTP unit via PEGs of various lengths were synthesized and used for the study of gelation both with and without the presence of Eu(III) ions. Various interesting gelation behaviors were found. Gels exhibited various multi-responsive properties, including photoluminescence, mechanoresponsive properties, self-healing abilities, thermorepsonsive properties and chemoresponsive properties. The different gelation abilities and multi-responsive properties for different systems were shown to be resulted from difference in PEG linker lengths and the introduction of orthogonal metal–ligand coordination and hydrogen bonding interactions. The selective responsiveness to different chemicals would allow the development of modular sensory systems that utilize a combination of orthogonal supramolecular interactions.

研究领域: 超分子化学 · 材料科学 · 高分子化学
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