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605-71-0Relevant articles and documents
Highly selective catalytic nitration of 1-nitronaphthalene with NO2 to 1,5-dinitronaphthalene over solid superacid SO42?/ZrO2 promoted by molecular oxygen and acetic anhydride under mild conditions
Yan, Jiaqi,Ni, Wenjin,You, Kuiyi,Duan, Ting,Deng, Renjie,Chen, Yi,Zhao, Fangfang,Liu, Pingle,Luo, He’an
, p. 3569 - 3582 (2021/06/14)
A simple and efficient method for liquid-phase catalytic nitration of 1-nitronaphthalene with NO2 to 1,5-dinitronaphthalene under mild conditions has been developed. The results indicated that the sulfated zirconia (SO42?/ZrO2) as solid superacid catalyst exhibits superior catalytic performance with dioxygen and acetic anhydride. 93.8% conversion of 1-nitronaphthalene and 52.8% 1,5-dinitronaphthalene selectivity were achieved. Furthermore, the physicochemical properties of SO42?/ZrO2 were determined by XRD, Py-FT-IR, BET, FT-IR, Raman spectroscopy and ICP-OES technologies. The possible nitration reaction mechanism over SO42?/ZrO2 catalyst was proposed. The present work provides an easy-to-implement, mild and eco-friendly approach for the efficient preparation of valuable 1,5-dinitronaphthalene, which has extensive industrial application prospects.
Synthesis method of aromatic nitro-compound
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Paragraph 0059; 0063, (2019/10/29)
The invention discloses a synthesis method of an aromatic nitro-compound. The synthesis method is characterized in that the aromatic nitro-compound is obtained by taking an aromatic amino-compound asa raw material and performing an oxidation reaction on the aromatic amino-compound and peroxytrifluoroacetic acid. The target aromatic nitro-compound is obtained by taking the aromatic amino-compoundas the raw material and performing the oxidation reaction on the aromatic amino-compound and peroxytrifluoroacetic acid; the synthesis method is high in yield, wide in application range, simple in operation and little in environmental pollution, therefore, the synthesis method is a good and ideal method for preparing the aromatic nitro-compound.
Method for preparing nitro compound by using graphene to catalyze nitric oxide
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Paragraph 0041; 0042, (2018/06/16)
The invention discloses a method for preparing a nitro compound by using graphene to catalyze nitric oxide. A graphene oxide carbon material is used for catalysis of a reaction of nitric oxide and a nitrification substrate such as an aromatic compound to prepare the nitro compound. The method is used for replacing a traditional nitric acid/sulfur acid method to prepare the nitro compound, so thatthe atom utilization rate of the reaction is increased, the energy is saved, and the emission is reduced; and the method has the characteristic of atom economy during industrial preparation of the nitro compound.
Method for preparing diaminonaphthalene
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Paragraph 0039-0041, (2017/08/29)
The invention provides a method for preparing diaminonaphthalene. The method comprises the following steps: carrying out a nitration reaction by adopting sulfuric acid, fuming nitric acid and naphthalene so as to obtain mixed dinitronaphthalene; adding a second organic solvent, the mixed dinitronaphthalene, a catalyst and activated carbon into a reaction kettle, raising the temperature to 60-65 DEG C, adding hydrazine hydrate, and reacting and separating so as to obtain second filtrate and second filter cake; separating and purifying the second filtrate so as to obtain a solid, namely 1,8-diaminonaphthalene; and separating and purifying the second filter cake so as to obtain 1,5-diaminonaphthalene. According to the preparation of the mixed dinitronaphthalene, the nitratlon reaction is carried out by adopting an organic solvent free method, the waste acid can be recycled, and the yield and treatment cost of the three wastes can be reduced. The mixed dinitronaphthalene is directly reduced, the separation cost is reduced, and the market competitiveness is improved for industrial production. By utilizing different physical properties of the mixed dinitronaphthalene in different organic solvents, 1,8-diaminonaphthalene and 1,5-diaminonaphthalene with high purity are separated.
A microchannel reaction synthesis of 1,5-dinitronaphthalene and 1,8-dinitronaphthalene method of
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Paragraph 0052-0055, (2017/04/03)
The invention relates to a method for synthesizing 1, 5-dinitronaphthalene and 1, 8-dinitronaphthalene by virtue of micro-channel reaction, belonging to the technical field of organic synthetic application. The method is a novel process of synthesizing 1, 5-dinitronaphthalene and 1, 8-dinitronaphthalene through nitration reaction in a transient reaction time from decades of seconds to several minutes in a Corning micro-channel reactor by taking naphthalene and nitric acid as raw materials. Materials are introduced to the Corning micro-channel reactor by virtue of a metering pump and are preheated, mixed, subjected to nitration reaction and post-treated to obtain 1, 5-dinitronaphthalene and 1, 8-dinitronaphthalene products. The method is simple, convenient and safe to operate and can be used for continuously producing dinitronaphthalene products with high yield. In addition, the environmental pollution of the process is greatly reduced.
Regioselective nitration of naphthalene over HZSM-5-supported phosphotungstic acid
Liu, Pingle,Xiong, Wei,Wang, Xiaofei,Huang, Kun,Hao, Fang,Wang, Liangjie,Luo, He'An
, p. 4533 - 4543 (2015/06/30)
HZSM-5-supported phosphotungstic acid (PW) has been prepared and characterized. The results indicate that 5 wt% PW/HZSM-5 calcined at 773 K has the largest surface area and high dispersion of PW. It was confirmed that Keggin units are present inside the catalyst and that the proton of PW and the silanol of HZSM-5 interact via bridging structure. The catalytic properties of PW/HZSM-5 in the regioselective nitration of naphthalene to dinitronaphthalene were investigated. The best results, i.e. 48.5 % yield of 1,5-dinitronaphthalene, 49.2 % yield of 1,8-dinitronaphthalene, and the highest ratio of 1,5-dinitronaphthalene to 1,8-dinitronaphthalene, were obtained by use of 5 wt% PW/HZSM-5.
A simple approach for preparation of dinitronaphthalene compounds from the nitration reaction of 1-nitronaphthalene with NO2 as nitration reagent
You, Kuiyi,Zhou, Zhongcang,Jian, Jian,Deng, Renjie,Liu, Pingle,Ai, Qiuhong,Luo, He'An
, p. 8307 - 8315 (2015/03/05)
A simple method for the preparation of dinitronaphthalene from the nitration reaction of 1-nitronaphthalene with NO2 as nitration reagent under the mild conditions has been successfully developed in this work. The results indicated that Ni(CH3COO)2·4H2O catalyst shows better catalytic performances, and the conversion of 1-nitronaphthalene is 33.10 % with 34.10, 23.56, 19.30, and 3.56 % of the selectivity to 1,5-DNN, 1,3-DNN, 1,4-DNN, and 1,8-DNN, respectively, under the optimal reaction conditions. This is a mild, environmentally benign, and economical method for the preparation of dinitronaphthalene.
Zeolite-assisted regioselective synthesis of dinitronaphthalene
Wang, Haocai,Peng, Xinhua,Shi, Chunjie,Dong, Xiongzi,Tai, Yanfang,Liu, Hongtao
, p. 1495 - 1500 (2014/05/06)
The nitration selectivity of naphthalene was studied in different organic solvents with 95 % fuming nitric acid as nitration reagent. The yield of dinitronaphthalene can achieve 78 % in hexane. With nitrogen dioxide as nitration reagent in oxygen, the selectivity of dinitronaphthalene in different types of molecular sieve catalyst was studied. When HBEA zeolite catalyst was used, the yield of dinitronaphthalene was up to 61 %. This method is easy to carry out, environmentally benign, and economical.
Zeolite-assisted regioselective synthesis of dinitronaphthalene
Shi, Wenwen,Peng, Xinhua,Dong, Xiongzi,Wang, Haocai,Shi, Chunjie
experimental part, p. 4975 - 4978 (2012/10/08)
Efficient methods of nitration of naphthalene or 1-nitronaphthalane with fuming nitric acid (wt. 95 %) in organic solvent over zeolite were investigated, where the regioselection of nitration can be improved and in certain cases the isomer ratio of nitration products can be reversed. The recovered zeolite was reused three times without appreciable loss of catalytic activity.
Photochemical and photosensitised reactions involving 1-nitronaphthalene and nitrite in aqueous solution
Reddy Maddigapu, Pratap,Minero, Claudio,Maurino, Valter,Vione, Davide,Brigante, Marcello,Charbouillot, Tiffany,Sarakha, Mohamed,Mailhot, Gilles
experimental part, p. 601 - 609 (2012/03/13)
The excited triplet state of 1-nitronaphthalene, 1NN, (31NN) is able to oxidise nitrite to NO2, with a second-order rate constant that varies from (3.56 ± 0.11) × 108 M-1 s-1 (μ ± σ) at pH 2.0 to (3.36 ± 0.28) × 109 M-1 s-1 at pH 6.5. The polychromatic quantum yield of NO2 photogeneration by 1NN in neutral solution is ΦNO21NN ≥ (5.7 ± 1.5) × 107 × [NO2-]/{(3.4 ± 0.3) × 109 × [NO2-] + 6.0 × 105} in the wavelength interval of 300-440 nm. Irradiated 1NN is also able to produce OH, with a polychromatic quantum yield ΦOH1NN = (3.42 ± 0.42) × 10-4. In the presence of 1NN and NO 2-/HNO2 under irradiation, excited 1NN (probably its triplet state) would react with NO2 to yield two dinitronaphthalene isomers, 15DNN and 18DNN. The photonitration of 1NN is maximum around pH 3.5. At higher pH the formation rate of NO2 by photolysis of NO2-/HNO2 would be lower, because the photolysis of nitrite is less efficient than that of HNO2. At lower pH, the reaction between 31NN and NO2 is probably replaced by other processes (involving e.g.31NN-H+) that do not yield the dinitronaphthalenes. The Royal Society of Chemistry and Owner Societies 2011.