- Catalytic Amidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxamide over Alkali Manganese Oxides
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2,5-Furandicarboxamide was firstly synthesized in yield of 85% via catalytic oxidative amidation of 5-hydroxymethylfurfural with aqueous NH3 over alkali manganese oxides of α-MnO2/NaxMnO2. The intermediates of 5-hydroxymethyl-furonitrile, 2,5-dicyanofuran, and 5-cyano-2-furancarboxamide were verified and their reactivities were further examined. The kinetic analysis results showed that the transformation of intermediate product of 5-cyano-2-furancarboxamide to 2,5-furan-dicarboxamide is a slower step, which is closely relative to the reaction temperature and basicity of catalyst.
- Li, Xiaofang,Jia, Xiuquan,Ma, Jiping,Xu, Yongming,Huang, Yizheng,Xu, Jie
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- Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters
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The synthesis of nitrile under mild conditions was achieved via dehydration of primary amide using lead salts as catalyst. The reaction processes were intensified by not only adding surfactant but also continuously removing the only by-product, water from the system. Both aliphatic and aromatic nitriles can be prepared in this manner with moderate to excellent yields. The reaction mechanisms were obtained with high-level quantum chemical calculations, and the crucial role the anionic ligand plays in the transformations were revealed.
- Ruan, Shixiang,Ruan, Jiancheng,Chen, Xinzhi,Zhou, Shaodong
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- Method for continuous preparation of nitriles in a pipelined reactor (by machine translation)
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The method comprises the following steps that a tin catalyst is coated on the inner wall of the pipeline reactor; and the method comprises the following steps: coating a tin catalyst on the inner wall of the pipeline reactor. The amide solution and the catalytic auxiliary agent are mixed and then sent to a pipeline reactor, and the amide is dehydrated to generate nitrile at the reaction pressure of 0.1 - 2.0 mpa and 100 - 200 °C reaction temperature. The resulting reaction product was separated to give the crude product of the nitrile to which the amide corresponded. In the pipeline reactor, the corresponding nitrile is continuously prepared under the action of the tin catalyst, a dehydrating agent is not needed, byproducts only are water, and three wastes are reduced. (by machine translation)
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Paragraph 0036-0047; 0056; 0058
(2020/12/14)
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- Method for continuous preparation of nitriles by amides (by machine translation)
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The method comprises the following steps: preparing a lead salt supported by a molecular sieve by a lead salt and a molecular sieve through an impregnation method; and filling a molecular sieve-loaded lead catalyst into a fixed bed reactor. The amide or amide solution is sent into a fixed bed reactor from the top of the fixed bed to be subjected to catalytic dehydration, and the obtained reaction product is led out from the bottom of the fixed bed. The reaction product is separated to obtain the crude product of the nitrile corresponding to the amide. A fixed bed continuous production process is adopted, the reaction process is simple, the production efficiency is high, the product post-treatment is simple, and industrial production is easy to realize. (by machine translation)
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Paragraph 0033-0054; 0061-0066
(2020/12/15)
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- Preparation method of 2, 5-dicyanofuran
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The invention discloses a preparation method of 2, 5-dicyanofuran, and the method comprises the following steps: in the presence of an oxidant, reacting a mixture containing 2, 5-diformyl furan, a nitrogen source and a catalyst to obtain the 2, 5-dicyanofuran, wherein the catalyst comprises a metal oxide modified by an organic compound. According to the method for preparing the 2, 5-dicyanofuran through efficient catalytic ammoxidation of the 2, 5-diformyl furan provided by the invention, high-quality 2, 5-dicyanofuran is prepared through high-selectivity ammoxidation of the 2, 5-diformyl furan under mild conditions. The method is high in oxidation efficiency and high in product yield; air or oxygen serves as an oxygen source, ammonium salt serves as the nitrogen source, and the nitrogen source is high in utilization rate, clean and environment-friendly; the product and the catalyst are easy to separate, the post-treatment is simple, and the application prospect is good.
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Paragraph 0049-0080
(2020/11/05)
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- Preparation method of 2,5-dihydrofuran
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The invention discloses a preparation method of 2,5-dihydrofuran. The method comprises the following steps: taking hydroxylamine or hydroxylammonium salt as a nitrogen source, taking 2,5-furandiformaldehyde as a raw material, dehydrating through 2,5-furandiformaldehyde dioxime intermediate under the catalyst effect, thereby efficiently preparing 2,5-dihydrofuran. The method realizes efficient synthesis of the active biomass-based furans dinitrile compound, thereby avoiding the polymerization side effect of the intermediate imide by taking the ammonia gas as the nitrogen source. Furthermore, the acid is used as dehydration catalyst, thereby prohibiting the condition that the nitrile is further hydrolyzed to generate the amide and like byproducts. The reaction condition is mild in conditionand simple in operation, and the manufactured 2,5-dihydrofuran product is high in purity.
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Paragraph 0017-0026
(2019/06/12)
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- Method for synthesizing 2,5-dicyanofuran under catalysis of 2,5-furanedialdehyde
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The invention discloses a method for synthesizing 2,5-dicyanofuran under the catalysis of 2,5-furanedialdehyde. The method comprises the following steps: adding 2,5-furanedialdehyde, ionic liquid hydroxylamine salt and an ionic liquid into a reactor, then, adding an organic solvent, carrying out stirring and reflux condensation, and carrying out a reaction at normal pressure and the temperature of80-120 DEG C for 0.5-2.5 h to obtain 2,5-dicyanofuran. The reaction system is simple; 2,5-dicyanofuran serving as a target product can be obtained by a reaction performed at normal pressure, and thereaction condition is mild; and the ionic liquid released after the ionic liquid hydroxylamine salt takes part in a reaction can be used as a reaction catalyst, so that equipment is not corroded, theenvironment is not polluted, and the reaction is greener.
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Paragraph 0025-0048
(2019/04/27)
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- Green synthesis of benzonitrile using ionic liquid with multiple roles as the recycling agent
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Preparation of benzonitrile from benzaldehyde and hydroxylamine hydrochloride is one of the most advantageous approaches. Nevertheless, it suffers from various constraints such as longer reaction time, corrosion and recovery of hydrochloric acid, the use of metal salt catalysts and their separation. For these reasons, a novel green benzonitrile synthetic route was proposed with ionic liquid as the recycling agent in this study. The results indicated that hydroxylamine 1-sulfobutyl pyridine hydrosulfate salt ((NH2OH)2·[HSO3-b-Py]·HSO4) was an expert alternative to hydroxylamine hydrochloride. Meanwhile, the ionic liquid [HSO3-b-Py]·HSO4 exhibited the multiple roles of co-solvent, catalysis and phase separation, thus the use of metal salt catalyst was eliminated, and no additional catalyst was needed. Hence, the separation process was greatly simplified. When the molar ratio of benzaldehyde to (NH2OH)2·[HSO3-b-Py]·HSO4 was 1:1.5, the volume ratio of paraxylene to [HSO3-b-Py]·HSO4 was 2:1, the benzaldehyde conversion and benzonitrile yield were both 100% at 120 °C in 2 h. Even better, the ionic liquid could be recovered easily by phase separation, and recycled directly after reaction. Additionally, this novel route is applicable to the green synthesis of a variety of aromatic, heteroaromatic and aliphatic nitriles with excellent yields.
- Li, Zhihui,Wang, Tingting,Qi, Xudong,Yang, Qiusheng,Gao, Liya,Zhang, Dongsheng,Zhao, Xinqiang,Wang, Yanji
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p. 17631 - 17638
(2019/06/24)
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- Selective synthesis of 2,5-bis(aminomethyl)furan: Via enhancing the catalytic dehydration-hydrogenation of 2,5-diformylfuran dioxime
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2,5-Bis(aminomethyl)furan as a promising monomer was efficiently synthesized in 94.1% yield from biomass-derived 2,5-diformylfuran dioxime. The high selectivity is likely to be a result of the controlled reaction pathway over Rh/HZSM-5, which enhanced the sequence of the dehydration-hydrogenation of 2,5-diformylfuran dioxime owing to the surface acidity on the HZSM-5 support.
- Xu, Yongming,Jia, Xiuquan,Ma, Jiping,Gao, Jin,Xia, Fei,Li, Xiaofang,Xu, Jie
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p. 2697 - 2701
(2018/06/27)
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- Method for preparing 2,5-furan dinitrile from 2,5-diformyl furan through catalytic ammoxidation
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The invention belongs to the organic synthesis field and particularly relates to a method for preparing 2,5-furan dinitrile from 2,5-diformyl furan through catalytic ammoxidation. The method comprisesthe steps of carrying out ammoxidation reaction under the effect of a catalyst by taking 2,5-diformyl furan as the raw material, one or two of oxygen or air as an oxidant and one or at least two of liquid ammonia, ammonia water or ammonia salt as a nitrogen source, carrying out centrifugation so as to remove the catalyst, carrying out rotary evaporation so as to remove a solvent, and carrying outpurification by virtue of a column chromatography, so as to obtain 2,5-furan dinitrile. The product of the method is high in yield and easy to separate and has very good application prospects.
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Paragraph 0026-0044
(2018/05/16)
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- NOVEL MONOMERS FROM BIOMASS
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Compounds derived from biomass, e.g., cellulose and lignins, methods of forming such compounds and polymers and products formed using such compounds.
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Paragraph 0139; 0144
(2017/09/02)
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- Method for catalytic conversion of 5-hydroxymethylfurfural into 2, 5-dihydrofuran
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The invention discloses a method for catalytic conversion of 5-hydroxymethylfurfural into 2, 5-dihydrofuran. The method comprises that oxygen or air as an oxygen source, ammonium hydroxide, ammonia gas, urea or an ammonium salt as a nitrogen source, low boiling point alcohol, ether, nitrile or hydrocarbon as a solvent and 5-hydroxymethylfurfural undergo an ammoxidation reaction in the presence of a catalyst, and the product is separated and purified to form 2, 5-dihydrofuran. The catalyst comprises one or more of NiO, Co3O4, CuO, Cu2O, Fe2O3, Fe3O4, MnO2, Mn3O4, VO2, V2O5, MoO3 and CeO2. The invention provides the method for preparing a chemical from a biomass resource. The method effectively relieves, replaces and supplies a fossil resource such as petroleum. The invention provides the catalyst with a high efficiency catalytic oxidation active site and an acid-base catalysis active site. The ammoxidation reaction system realizes high selectivity and high conversion rate preparation of high quality 2, 5-dihydrofuran easily separated and purified, has a high yield and uses the easily recovered and recycled catalyst.
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Paragraph 0024
(2016/12/26)
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- PROCESS FOR PRODUCING COMPOUNDS COMPRISING NITRILE FUNCTIONS
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The present invention relates to the production of compounds comprising nitrile functions and of cyclic imide compounds. It relates more particularly to the production of compounds comprising nitrile functions from compounds comprising carboxylic functions, advantageously of natural and renewable origin, and from 2-methylglutaronitrile (MGN) or a mixture N of dinitriles comprising 2-methylglutaronitrile (MGN), 2-ethylsuccinonitrile (ESN) and adiponitrile (AdN).
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Paragraph 0050
(2014/06/25)
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