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1.
A series of monoazo disperse dyestuffs derived from naphthalimide were prepared. 4‐Amino‐N‐methyl (alternatively N‐ethyl, N‐propyl, N‐butyl) derivatives of naphthalimide were utilised as the diazo components and β‐naphthol, N,N‐diethyl‐m‐toluidine, and p‐aminoacetophenone constituted the coupling components. To this end, acenaphthene was nitrated and then various unit processes such as oxidation, amination, reduction, diazotization, and coupling were carried out. The synthesized monoazo disperse dyestuffs were applied to a locally manufactured polyester fabric and their optical properties were investigated. Characterisation of the various intermediates as well as the dyestuffs were carried out by DSC, FTIR, H‐NMR and UV‐vis analytical techniques.  相似文献   

2.
A group of novel monoazo disperse dyes containing carboxylic acid‐1,8‐naphthalimide group has been synthesized. All intermediates and dyes were purified by recrystalization and the column chromatography method. The purified products were characterized by 1H NMR, 13C NMR, FTIR, DSC, UV‐VIS and Elemental Analysis. Spectrophotometric investigations of the synthesized dyes in different solvents were carried out in order to obtain their absorption maxima, molar extinction coefficients and solvatochromic effects. The absorption maxima of the synthesized dyes in acetone varied (513‐549 nm) and the molar extinction coefficient was (17405‐38939 l/mol cm). By changing the media from chloroform to DMF, the solvatochromism effect for all dyes increased. Dispersion of the synthesized dyes was prepared in water containing dispersing agent and applied to polyester fabrics. The dyed fabrics showed that all of the synthesized dyes were suitable for coloring polyester fibers, producing deep red to bluish red with very good fastness properties.  相似文献   

3.
Hui Xu  Xiwen Zeng  Huiling Dai 《中国化学》2011,29(10):2165-2168
A new fluorescent chemosensor based upon 1,8‐naphthalimide and 8‐hydroxyquinoline was synthesized, and its fluorescent properties in the presence of different metal cations (Hg2+, Ag+, Zn2+, Fe2+, Cd2+, Pb2+, Ca2+, Cu2+, Mg2+, and Ba2+) were investigated. It displayed fluorescence quenching with some heavy and transition metal (HTM) ions, and the quenching strongly depended on the nature of HTM ions.  相似文献   

4.
A series of naphthalimide‐based alkali‐clearable azo disperse dyes containing a fluorosulfonyl group was synthesized. 4‐Fluorosulfonylaniline, 4‐fluorosulfonyl‐2‐nitroaniline and 6‐chloro‐4‐fluorosulfonyl‐2‐nitroaniline as the diazo components were prepared from N‐acetylsulfanilyl chloride and were subsequently coupled with 4‐hydroxy‐N‐3‐methoxypropyl‐1, 8‐naphthalimide. The synthesized dyes and their intermediates were characterized by the use of DSC, FTIR, 1H NMR, 13C NMR, Mass spectroscopy and UV‐visible spectroscopic techniques. Spectrophotometric investigations of prepared dyes in different solvents were carried out in order to obtain their absorption maxima, molar extinction coefficients and solvatochromic effects. The obtained dyes were applied to polyester fabric by the HT method and exhibited good leveling, wash and sublimation fastnesses and moderate light fastness. The synthesized dyes showed that incorporated fluorosulfonyl group to these dyes can be converted to the dyes containing a water soluble sulfonate group in the relatively mild alkaline conditions.  相似文献   

5.
李林波  纪顺俊  刘宇 《中国化学》2008,26(4):595-598
通过Suzuki偶联反应合成了一系列含三苯胺的1,8-萘酰亚胺衍生物,并进行了表征及光谱和电化学性能研究。研究表明该类化合物的荧光波长在584~610nm,位于橙色区。三苯胺的引入降低了化合物的HOMO值,有利于空穴的注入。  相似文献   

6.
A new series of pyrazolone based azo acid dyes (3a–g) has been synthesized starting from 1‐(p‐sul‐phophenyl)‐3‐methyl‐5‐pyrazolone (1). The synthetic methodology included the nitrosation of p‐sulphophenyl methyl pyrazolone followed by reduction, diazotization and coupling with Naphthol AS derivatives (2a–f), in alkaline medium to yield different acid dyes. Multichromic metal complexes of these dyes (5a–f, 6a–f and 7a–f) with 3d transition metals Chromium, Iron and Copper were also synthesized. The structures of all of newly synthesized compounds were confirmed by analytical data and spectroscopic techniques. The synthesized dyes were applied on leather to assess their light fastness, wash fastness and rubbing fastness and were shown to exhibit high values of 4–5 for majority of dyes.  相似文献   

7.
A series of novel azo coumarin dyes were synthesized by the diazotization of 7‐amino coumarins in the presence of catalytic amounts of tungstate sulfuric acid (TSA) followed by coupling with phenol derivatives. Tungstate sulfuric acid catalyzes this reaction at room temperature and short reaction time with high yields.  相似文献   

8.
Huiling Dai  Hui Xu 《中国化学》2012,30(2):267-272
A series of new fluorescent chemosensors 5a – 5e , composed of two aminonaphthalimide fluorophores and 2,6‐bis((N‐aminoalkyl)aminocarboxy)pyridines, were prepared, characterized, and their fluorescent properties towards heavy and transition metal (HTM) ions were investigated. Chemosensors 5c – 5e exhibited high selectivity and sensitivity for Cu2+ ion over other HTM ions with fluorescent quenching (green to colourless). It clearly demonstrated that the length of the linkers (diamines) between the aminonaphthalimides and 2,6‐dicarboxypyridine of 5a – 5e was very important for their sensitivity and selectivity for Cu2+ ion over other HTM ions.  相似文献   

9.
The synthesis and basic photophysical characteristics of a novel green fluorescent polyvinylcarbazole polymer containing 4‐N,N‐dimethylaminoethyleneamino‐1,8‐naphthalimide side chains has been described. The ability to sense metal cations has been monitored by fluorescence emission spectroscopy. It is shown that the fluorescent intensity is very sensitive to the Fe2+ cations and the copolymer can be used as an homogeneous and heterogeneous fluorescent sensor for Fe2+ cations. Copyright © 2004 John Wiley & Sons, Ltd.  相似文献   

10.
Reaction of group 12 metal dihalides in ethanolic media with 2‐acetylpyridine 4N‐phenylthiosemicarbazone ( H4PL ) and 2‐acetylpyridine‐N‐oxide 4N‐phenylthiosemicarbazone ( H4PLO ) afforded the compounds [M(H4PL)X2] (X = Cl, Br, M = Zn, Cd, Hg; X = I, M = Zn, Cd) ( 1–8 ), [Hg(4PL)I]2 ( 9 ) and [M(H4PLO)X2] (X = Cl, Br, I, M = Zn, Cd, Hg) ( 10–18 ). H4PL , H4PLO and their complexes were characterized by elemental analysis and by IR and 1H and 13C NMR spectroscopy (and the cadmium complexes by 113Cd NMR spectroscopy), and H4PL , H4PLO , ( 5 · DMSO) and ( 9 ) were additionally studied by X‐ray diffraction. H4PL is N,N,S‐tridentate in all its complexes, including 9 , in which it is deprotonated, and H4PLO is in all cases O,N,S‐tridentate. In all the complexes, the metal atoms are pentacoordinate and the coordination polyhedra are redistorted tetragonal pyramids. In assays of antifungal activity against Aspergillus niger and Paecilomyces variotii, the only compound to show any activity was [Hg(H4PLO)I2] ( 18 ).  相似文献   

11.
Debromination of N‐benzyl 4‐ or 5‐substituted α‐bromo‐α‐p‐toluenesulfonylglutarimides is achieved with 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) to give the N‐benzyl 4‐ or 5‐substituted α‐p‐toluenesulfonylglutarimides. The DBU/THF system is applied to a new methodology for the synthesis of bicyclic glutarimide skeleton in moderate yields.  相似文献   

12.
A new and efficient two‐step solid‐state synthesis method is described for 2‐thioxo‐4‐imidazolidinone from aryl isothiocyanate and free amino acid. This method requires only simple equipment and is easy to perform. The products reported were characterized on the basis of IR, MS, 1H NMR, 13C NMR and elemental analysis.  相似文献   

13.
A new blue emitting 2‐allyl‐6‐(2‐dimethylaminoethyloxy)‐benzo[de]isoquinoline‐1,3‐dione, bearing an allylic group has been designed and synthesized. Bulk radical copolymerization has been carried out in order to prepare a fluorescent copolymer, based on styrene. The main photophysical characteristics of the monomeric and polymeric fluorophores have been investigated both in the absence and presence of metal cations and protons. It has been found that the monomeric naphthalimide can be used as a sensor for protons and Zn2+, Ni2+, Ce3+, Cu2+, Co2+, Ag+ cations. The polymeric fluorophore has been shown to be a selective chemosensor for Cu2+ cations. Copyright © 2006 John Wiley & Sons, Ltd.  相似文献   

14.
A new high‐sensitive photo‐radical initiator, N‐[2‐(2‐acryloyloxyethoxy)ethyl]‐1,8‐naphthalimide (NI6), with good thermal stability based on naphthylimide derivative was developed. NI6 was prepared by the condensation of N‐[2‐(2‐hydroxyethoxy)ethyl]‐1,8‐naphthalimide and acryloyl chloride in the presence of 4‐dimethylaminopyridine. The film consisting of NI6 and pentaerythritol triacrylate (PETA) showed higher photosensitivity than those containing conventional photo‐radical initiators such as acrylic acid 2‐(2‐{2‐[2‐(4‐benzoyl‐phenoxy)‐ethoxy]‐ethoxy}‐ethoxy)‐ethyl ester, cyclohexylmaleimide, and the resulting film exhibited very high transmittance over 400 nm. The thermal stability of NI6 was very high and no decomposed residues were observed from the film consisting of NI 6 after heating at 250 °C for 1 h. © 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 43: 5571–5580, 2005  相似文献   

15.
通过在4位引入不同芳香基团,采用Suzuki和Stille偶联反应,设计与合成了一系列新型1,8-萘酰亚胺类荧光染料,并研究了它们的紫外-可见吸收、荧光发射和电化学行为等光物理性质。这些化合物在甲苯中均发射蓝色荧光,最大吸收和荧光发射峰分别在357~378和423~451nm之间,且随着芳香基团供电性增强,吸收和荧光发射波长发生红移。芳香基团的结构对化合物的发光效率影响很大,其中,取代基为甲氧基苯的化合物具有最高的荧光量子效率,可达0.98,而取代基为噻吩的化合物荧光量子效率最低,只有0.17。电化学循环伏安研究表明该类化合物具有较高的电子亲合力,不同芳香基团的引入只影响化合物的被占分子轨道(HOMO)能级,而对化合物的最低空分子轨道(LUMO)能级没有影响,即LUMO能级由1,8-萘酰亚胺单元决定。  相似文献   

16.
Summary: A series of novel, thermo‐sensitive copolymers with different molar ratios of N‐isopropylacrylamide (NIPAM) and hydrophobic cis‐dibenzo‐18‐crown‐6‐diacrylamide (cis‐DBCAm) were prepared via free‐radical copolymerization. cis‐DBCAm with polymerizable end groups was successfully synthesized by reacting the corresponding amino crown ether with acryloyl chloride. The copolymers were characterized by FT‐IR and elemental analysis, and the thermo‐sensitivities of the copolymers were evaluated by measuring their lower critical solution temperatures (LCSTs) in the absence or presence of various metal ions. The results indicated that incorporation of cis‐DBCAm lowered LCSTs, and that the LCSTs of the copolymers decreased with the increase in cis‐DBCAm content in the copolymers. When the cavities of the crown ether units captured either K+ or Cs+ ions, the LCST of the respective copolymer–metal ion complex was further decreased, whereas the capture of Na+ or Li+ ions did not have a significant influence on the LCSTs of the copolymers.

Incorporation of cis‐DBCAm into PNIPAM resulted in a lower LCST. The LCST was decreased more when the cavities of the crown ether units captured K+ ions.  相似文献   


17.
《中国化学会会志》2017,64(9):1088-1095
In this work, poly(N,N ′‐dibromo‐N ‐ethylnaphtyl‐2,7‐sulfonamide) (PDNES ) as a highly efficient catalyst was applied for the synthesis of 1,8‐dioxo‐octahydroxanthenes and tetra‐hydrobenzo[a]xanthene‐11‐ones under neutral and solvent‐free conditions.  相似文献   

18.
Four 1,8‐naphthalimide hydrazone molecules with different electron‐donating groups have been applied in the study of linear and nonlinear optical (NLO) properties. These compounds showed strong green emission in solution. Their NLO properties such as two‐photon absorption (TPA) behavior with femtosecond laser pulses ca. 800 nm and excited‐state absorption (ESA) behavior with nanosecond laser pulses at 532 nm were investigated. Compound 4 presented the largest two‐photon cross section (550 GM) among them due to two factors: the conjugated length of compound 4 is the longest and the electron‐donating ability of compound 4 is the strongest. Different from TPA behavior, compound 2 showed the best nonlinear absorption properties at 532 nm and its nonlinear absorption coefficient and third‐order nonlinear optical susceptibilities χ (3) were up to 1.41×10?10 MKS and 4.65×10?12 esu, respectively. Through the modification of the structure, the nonlinear optical properties of these compounds at different wavelengths (532 and 800 nm) were well tuned. The great broad‐band nonlinear optical properties indicate hydrazones are good candidates for organic nonlinear optical absorption materials.  相似文献   

19.
以4个杂环芳香胺为重氮组分, 3个N,N-二氰乙基芳香胺为偶合组分, 经重氮化、 偶合反应合成了12个杂环-双氰乙基系列偶氮物; 采用紫外-可见吸收光谱、 红外光谱及核磁共振氢谱等对其结构进行了表征; 还考察了它们在涤纶织物、 乙酰化杉改性木粉和氰乙基化改性木粉上的染色性能. 结果表明, 12个偶氮物为目标产物, 在N,N-二甲基甲酰胺(DMF)中的最大可见吸收波长为417~621 nm, 摩尔吸光系数均大于104. 这些化合物染色涤纶织物的色光分属黄色、 红色、 紫红色和蓝色系列, 并具有高水洗牢度和高日晒牢度; 染色乙酰化木粉和氰乙基木粉的色光和水洗牢度与染色涤纶织物相近. 这12个分散染料具有色谱范围广、 色泽鲜艳、 高发色强度和高牢度等特点, 可用于多种纤维的染色.  相似文献   

20.
A new and convenient method for the preparation of 2‐aryl‐2,3‐dihydro‐1,8‐naphthyridin‐4(1H)‐ones 4 has been developed. Thus, N‐{3‐[(2E)‐3‐arylprop‐2‐enoyl]pyridin‐2‐yl}‐2,2‐dimethylpropanamides 3 are synthesized from commercially available pyridin‐2‐amine using an easily performed three‐step sequence and are subjected to cyclization with deprotection under acidic conditions in H2O to give the desired products. Similarly, 2‐aryl‐2,3‐dihydro‐1,7‐naphthyridin‐4(1H)‐ones 8 and 2‐aryl‐2,3‐dihydro‐1,6‐naphthyridin‐4(1H)‐ones 12 can be prepared from pyridin‐3‐amine and pyridin‐4‐amine, respectively.  相似文献   

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