Targeted Synthesis of Isomeric Naphthalene-Based 2D Kagome Covalent Organic Frameworks

Targeted synthesis of kagome ( kgm ) topologic 2D covalent organic frameworks remains challenging, presumably due to the severe dependence on building units and synthetic conditions. Herein, two isomeric “two-in-one” monomers with different lengths of substituted arms based on naphthalene core (p-Naph and m-Naph) are elaborately designed and utilized for the defined synthesis of isomeric kgm Naph-COFs. The two isomeric frameworks exhibit splendid crystallinity and showcase the same chemical composition and topologic structure with, however, different pore channels. Interestingly, C₆₀ is able to uniformly be encapsulated into the triangle channels of m-Naph-COF via in situ incorporation method, while not the isomeric p-Naph-COF, likely due to the different pore structures of the two isomeric COFs. The resulting stable C₆₀@m-Naph-COF composite exhibits much higher photoconductivity than the m-Naph-COF owing to charge transfer between the conjugated skeletons and C₆₀ guests.     

High-yield synthesis of a novel water-soluble macrocycle for selective recognition of naphthalene

A novel good water-soluble macrocycle containing two pyridinium moieties was synthesized in high yield.It could form 1:1 complexes with neutral guests containing naphthalene or phenyl units in water.The water-soluble macrocycle can selectively encapsulate naphthalene to form a 1:1 complex over a variety of polycyclic aromatic hydrocarbons.     

Nano structured spinel Co3O4-catalyzed four component reaction: A novel synthesis of Ugi adducts from aryl alcohols as a key reagent

A simple one pot procedure for the synthesis of α-amino acyl amide with chromone,indole,and napthalene substitution pattern is presented.This protocol involves the nano structured spinel Co_3O_4catalysed coupling of aryl alcohols,anilines,carboxylic acids and tert-butyl isocyanide.The salient features of this protocol were simple procedure,mild reaction condition and high yield.     

Rylene diimide and dithienocyanovinylene copolymers for polymer solar cells

Two polymers containing(E)-2,3-bis(thiophen-2-yl)acrylonitrile(CNTVT) as a donor unit, perylene diimide(PDI) or naphthalene diimide(NDI) as an acceptor unit, are synthesized by the Stille coupling copolymerization, and used as the electron acceptors in the solution-processed organic solar cells(OSCs). Both polymers exhibit broad absorption in the region of 300–850 nm. The LUMO energy levels of the resulted polymers are ca. –3.93 eV and the HOMO energy levels are –5.97 and –5.83 eV. In the binary blend OSCs with PTB7-Th as a donor, PDI polymer yields the power conversion efficiency(PCE) of up to 1.74%, while NDI polymer yields PCE of up to 3.80%.     

萘基相互连接的多孔碳纳米囊的制备及超电容性能

以萘为碳源, 采用MgO模板诱导耦合KOH裁剪技术制备了相互连接的多孔碳纳米囊(ICNC). 结果表明所制备的ICNC₂具有大的比表面积(1811 m²/g)、 高的压实密度(1.38 g/cm³)和微孔孔容含量(58.93%). 在对称的超级电容器(SC)中, ICNC₂电极的体积比容在不同电流密度下分别高达420.8 F/cm³(0.069 A/cm³)和315 F/cm³(27.6 A/cm³), 容量保持率为74.82%. 在38 W/L功率密度下, ICNC₂基SC的体积能量密度为14.6 W?h/L. 经过20000次循环后, 其体积比容仅衰减1.4%, 库伦效率为99.1%, 为从萘基小分子制备储能用功能碳材料提供了一种可行的方法.     

多元杂环萘二酰亚胺衍生物的合成及其场效应性能研究

杂环修饰的萘二酰亚胺(NDI)类化合物由于其独特的光电性能被研究人员广泛关注,并应用于有机场效应晶体管(OFETs)、有机太阳能电池中(OSCs)、传感器等领域。但是含有给受体单元的多元杂环萘二酰亚胺衍生物的合成并不容易,本文通过简单高效的方法设计合成了含有氮、硫原子的11个杂环类萘二酰亚胺衍生物,并通过紫外可见吸收光谱、循环伏安曲线和X射线衍射对其进行了物性研究。通过溶液旋涂法,制备了该材料的底栅底接触场效应晶体管器件,在空气中表现出p型半导体性能,当退火温度为140 ℃时性能达到最优,其空穴迁移率为0.2 cm_²?V_^-1?s_^-1。     

Base mediated synthesis of α-aminated aroyl/acetylnaphthalenes through [4+2] annulations

We have developed a base promoted simple, efficient and alternative approach for the synthesis of 4-amino-3-aroyl//heteroaroyl/acetyl-2-methylsulfanyl-naphthalene-1-carbonitriles by reaction of easily accessible 3,3-bis(methylthio)-1-aryl/heteroaryl/acetylprop-2-en-1-one and 2-cyanomethyl-benzonitrile. Reaction of 1-(2-halo/methoxy-phenyl)-3,3-bis(methylthio)prop-2-en-1-one and 2-cyanomethyl-benzonitrile under basic conditions also afforded 6-(methylthio)-7-oxo-7,12-dihydrobenzo[c]acridine-5-carbonitrile along with usual product. Structure of the synthesized product has been confirmed by single X-ray crystallography.     

Solution structures of fluorescent Zn(II) complexes with bis(naphthyl amide)-EDTA

Two EDTA-based bichromophoric isomers form Zn(II) complexes that exhibit distinct fluorescent behaviors; the ligands are abbreviated as (edta1nap)H₂ and (edta2nap)H₂, each of which consists of an EDTA chain linked to two 1-naphthyl or 2-naphthyl groups. The coordination chemistry of these complexes was studied by UV-Vis, fluorescence and ¹H NMR. The formation constants and the inherent emission intensities were determined by the pH dependence of the emission spectra; the species of the most intense emission is ML(OH) for L = (edta1nap)²⁻, and ML for (edta2nap)²⁻. The ¹H NMR of Zn-(edta1nap)²⁻ exhibits two sets of signals due to a slow exchange between two equivalent coordination geometries, whereas Zn-(edta2nap)²⁻ undergoes a fast exchange to show a single set of NMR signals. The spin-lattice relaxation time T₁ determined for the isostructural Mn(II) complexes shows that the naphthyl proton closest to the metal ion is H(8) in the (edta1nap)²⁻ complex, and H(3) in the (edta2nap)²⁻ complex. The two ligands differ only in the substitution position of the naphthyl group, but this apparently small difference leads to the notable difference in structural, dynamic, and consequent emission-spectral properties of their metal complexes as a result of the steric and size effects of the aromatic rings.     

Water-based Synthesis and Properties of a Scandium 1,4-Naphthalenedicarboxylate

A new scandium naphthalenedicarboxylate with the framework composition [Sc₂(1,4-NDC)₃] (H₂-1,4-NDC = 1,4-naphthalenedicarboxylic acid) was obtained under hydrothermal synthesis conditions. A structure model could be developed by a combination of 3D electron diffraction measurements and computationally assisted structure determination, which was further validated by a good agreement with the experimental powder X-ray diffraction pattern. The structure consists of isolated ScO₆ octahedra interconnected by the carboxylate groups of linker molecules to form chains. These chains are connected by the naphthalene-moieties to form a three-dimensional framework with square-shaped pores and the organic group pointing into the pores. Although very similar synthesis conditions were chosen, [Sc₂(1,4-NDC)₃] is not isostructural to aluminum naphthalenedicarboxylate [Al(OH)(1,4-NDC)], which crystallizes in a MIL-53 type structure. This can be traced back to the different inorganic building units that are observed. The compound was thoroughly characterized by elemental analysis, IR spectroscopy, sorption measurements, thermogravimetric analysis and luminescence measurements. [Sc₂(1,4-NDC)₃] exhibits a high thermal stability and a ligand-based blue luminescence in the solid state at room temperature.     

Nonbonded P···P and P···Se Interactions in Naphthalene 1,8-Positions: Role of Lone-Pair Orbitals

The lone pair-lone pair repulsion plays an important role in the nonbonded P;;;P interaction in naphthalene 1,8-positions. The conformations around P and Se in 8-(PhSe)-1-(Ph 2 P=O)C 10 H 6 are determined by the attractive O;;;Se--C 3c-4e type interaction. The P;;;Se interaction in the 1,8-positions is also discussed.