6925-69-5Relevant academic research and scientific papers
Green method for preparing solvent orange 60 with low pollution
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Paragraph 0021; 0023-0039, (2021/04/03)
The invention provides a green method for preparing solvent orange 60 with low pollution. The preparation method comprises the following steps: heating to 40-60 DEG C, sequentially adding 1, 8-diaminonaphthalene, phthalic anhydride and SA cat into NMP, uniformly stirring, heating to 110-125 DEG C, and reacting for 9-11 hours; cooling to 20-35 DEG C, stirring for 1.5-2.5 hours, and carrying out suction filtration to obtain a filter cake and filtrate; washing and soaking the filter cake with hot water, collecting washing and soaking liquid and filtrate, and distilling and recycling; and washingthe filter cake with hot water until the filter cake is neutral, and drying to obtain the solvent orange 60 dye. According to the solvent orange 60 dye prepared by the preparation method, the deltaE is less than 1.0, the deltaC is greater than 0.5, the pressure value is less than 0.3, and the product quality can meet the application requirements of high-end customers.
Understanding the influence of geometric and electronic structure on the excited state dynamical and photoredox properties of perinone chromophores
Castellano, Felix N.,Chakraborty, Arnab,Favale, Joseph M.,Garakyaraghi, Sofia,Palmer, Jonathan R.,Pemberton, Barry C.,Valchar, Mary Katharine,Wells, Kaylee A.,Yarnell, James E.
, p. 24200 - 24210 (2021/11/16)
In this work, a series of eight similarly structured perinone chromophores were synthesized and photophysically characterized to elucidate the electronic and structural tunability of their excited state properties, including excited state redox potentials and fluorescence lifetimes/quantum yields. Despite their similar structure, these chromophores exhibited a broad range of visible absorption properties, quantum yields, and excited state lifetimes. In conjunction with static and time-resolved spectroscopies from the ultrafast to nanosecond time regimes, time-dependent computational modeling was used to correlate this behavior to the relationship between non-radiative decay and the energy-gap law. Additionally, the ground and excited state redox potentials were calculated and found to be tunable over a range of 1 V depending on the diamine or anhydride used in their synthesis (Ered* = 0.45-1.55 V;Eox* = ?0.88 to ?1.67 V), which is difficult to achieve with typical photoredox-active transition metal complexes. These diverse chromophores can be easily prepared, and with their range of photophysical tunability, will be valuable for future use in photofunctional applications.
Green synthesis of polycyclic benzimidazole derivatives and organic semiconductors
Mamada, Masashi,Perez-Bolivar, Cesar,Anzenbacher, Pavel
supporting information; experimental part, p. 4882 - 4885 (2011/12/05)
Polycyclic benzimidazole derivatives, an important class of compounds in organic electronics and photovoltaics, were prepared using a solvent-free "green" process based on heating carboxylic acid anhydrides and arylene diamines in the presence of zinc acetate in the solid state. Products were isolated and purified directly by train sublimation of the crude reaction mixtures. The reaction conditions were optimized using various carboxylic acid anhydrides. Optical and electrochemical properties of these materials are also described.
Highly selective colorimetric fluorescence sensor for Cu2+: Cation-induced 'switching on' of fluorescence due to excited state internal charge transfer in the red/near-infrared region of emission spectra
Goswami, Shyamaprosad,Sen, Debabrata,Das, Nirmal Kumar,Hazra, Giridhari
scheme or table, p. 5563 - 5566 (2010/10/19)
A 1,8-naphthalimide-based colorimetric fluorescence perinone dye, receptor 1 is reported herein for the selective detection of Cu2+ over the other heavy and transition metal ions. Receptor 1 shows a strong colorimetric change from orange to purple and a dramatic enhancement of fluorescence intensity due to cation-induced excited state internal charge transfer during the sensing event, that is, a dual optical response that would facilitate naked-eye detection of Cu2+.
The reaction of phthalidylidene dichloride with primary amines. Synthesis and X-ray molecular structure of N-substituted phthalisoimides
Guirado, Antonio,Zapata, Andres,Ramirez De Arellano, M. Carmen
, p. 5305 - 5324 (2007/10/03)
An efficient method for the synthesis of N-substituted phthalisoimides, by reaction of phthalidylidene dichloride with primary amines, is described. The reactions with arylamines, arylenediamincs and alkylenediamines lead to the corresponding phthalisoimides or bisphthalisoimides in nearly quantitative yields. However, the reactions with alkylamines are not useful because of the relatively high nucleophilicity of alkylamines. Certain particular behaviours of arylamines, associated with the presence of specific ortho-substituents have been found. The reactions of arylamines bearing an o-hydroxymethyl group provide a convenient method for preparing 2-benzoxazinylbenzoic acids. The X-ray crystallographic structures of N-(2-methoxyphenyl)phthalisoimide 3a and 2-(4H-3.1-benzoxazin-2-yl)benzoic acid 15a have been determined.
A NEW METHOD FOR THE SYNTHESIS OF N-ARYLPHTHALISOIMIDES
Guirado, Antonio,Zapata, Andres,Fenor, Manuel
, p. 2633 - 2636 (2007/10/02)
N-arylphthalisoimides have been synthesized in almost quantitative yields by the reaction, under very mild conditions, of 3,3-dichlorphthalide with aromatic amines.
FORMATION OF PERI-FUSED HETEROCYCLES BY INTRAMOLECULAR DISPLACEMENT OF HALIDE
Herbert, John M.,Woodgate, Paul D.,Denny, William A.
, p. 1037 - 1041 (2007/10/02)
The preparation of phthaloperin-12-one and naphtho-1,3-thiazine using copper-assisted displacement of aryl halogen is described.
