- Preparation process of 1, 3-cyclohexanediamine
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The invention discloses a preparation process of 1, 3-cyclohexane dimethylamine, and the process comprises the following steps: 1) isomerization dehydrogenation of cyclohexene oxide: converting cyclohexene oxide into cyclohexenone under the action of an isomerization dehydrogenation catalyst; 2) addition of cyclohexenone and hydrocyanic acid: reacting cyclohexenone under the action of hydrocyanicacid and an alkaline addition catalyst to generate 1, 3-dicyano-1-cyclohexanol; 3) dehydration and hydrogenation of 1, 3-dicyano-1-cyclohexanol: carrying out dehydration and hydrogenation on the obtained 1, 3-dicyano-1-cyclohexanol in the presence of hydrogen and a hydrogenation catalyst to generate 1, 3-cyclohexanediamine. Compared with the prior art, the invention has the beneficial effects thatthe raw materials are cheap and easy to obtain; the reaction yield is high, and the total yield is greater than or equal to 90%; the reaction conditions are mild and suitable for industrialization.
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Paragraph 0061; 0064; 0075-0079; 0080-0081; 0087-0088
(2021/03/13)
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- Preparation method of 1, 3-cyclohexanebis(methylamine)
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The invention provides a preparation method of 1, 3-cyclohexanebis(methylamine), specifically comprising the following steps: 1, carrying out double Mannich reaction on cyclohexanone, formaldehyde andurea under acidic conditions to obtain an intermediate; and 2, letting the intermediate prepared in the previous step react with hydrazine hydrate under the alkaline condition, wherein on one hand, ketone carbonyl is reduced into methylene (Wolf-Kishner reduction) through hydrazine hydrate, and meanwhile, hydrazinolysis is conducted on acylamino through hydrazine hydrate, two amido groups are exposed, and finally 1, 3- cyclohexanebis(methylamine) is prepared. According to the method, under the condition that high-pressure hydrogenation is not used, cyclohexanone, formaldehyde and urea can beefficiently converted into 1, 3-cyclohexanebis(methylamine). The method is simple to operate; and the reagent is cheap and easily available, green and safe, efficient and environmentally-friendly, andsuitable for industrial production.
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Paragraph 0023
(2020/05/14)
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- Ru/g-C3N4as an efficient catalyst for selective hydrogenation of aromatic diamines to alicyclic diamines
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A series of Ru/g-C3N4materials with highly dispersed Ru were firstly prepared by an ultrasonic impregnation method using carbon nitride as a support. The catalysts were characterized by various techniques including BET and elemental analysis, ICP-AES, XPS, XRD, CO2-TPD and TEM. The results demonstrated that Ru/g-C3N4materials with a mesoporous structure and highly dispersed Ru were successfully prepared. The chemo-selective hydrogenation ofp-phenylenediamine (PPDA) to 1,4-cyclohexanediamine (CHDA) over Ru/g-C3N4as a model reaction was investigated in detail. PPDA conversion of 100% with a CHDA selectivity of more than 86% could be achieved under mild conditions. It can be inferred that the carbon nitride support possessed abundant basic sites and the Ru/g-C3N4-Tcatalysts provided suitable basicity for the aromatic ring hydrogenation. Compared to the N-free Ru/C catalyst, the involvement of nitrogen species in Ru/g-C3N4remarkably improved the catalytic performance. In addition, the recyclability of the catalyst demonstrated that the aggregation of Ru nanoparticles was responsible for the decrease of the catalytic activity. Furthermore, this strategy also could be expanded to the selective hydrogenation of other aromatic diamines to alicyclic diamines.
- Cao, Junya,Cao, Yan,Chen, Jiaqiang,Han, Fenggang,He, Peng,Huang, Xiaoyu,Li, Huiquan,Wang, Liguo,Yang, Huanhuan
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p. 16515 - 16525
(2020/05/13)
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- A continuous hydrogenation reduction aromatic amine preparation [...] device and method
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The present invention relates to the technical field of catalytic hydrogenation, in particular to a continuous hydrogenation reduction aromatic amine preparation [...] device and method. The device comprises a raw material tank (9), the cylinder (8), the micro-mixer (1), micro-packed bed (2), delay pipeline (3) and gas-liquid separation tank (4). Continuous hydrogenation reduction aromatic amine preparation [...] method of containing aromatic amine of reaction liquid and hydrogen at the same time continuous access micro-mixer (1) in the gas-liquid two phase uniformly and fully mixed, continuous contact with the catalyst after mixing to carry out gas-liquid-solid three-phase hydrogenation reduction reaction, the reaction liquid phase after the product obtained after the rectification [...] product. The present invention realizes big flow of the continuous production of the alicyclic amine compound, and has realized the micro-reaction system combined with the packed bed, and micro-reaction system [...] stock of the furnace body is small, thereby improving the controllability of the catalytic hydrogenation reaction and safety.
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Paragraph 0083-0091
(2019/07/04)
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- A process for preparing 1, 3 - cyclohexyl dimethylamine method
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The invention relates to a process for preparing 1, 3 - cyclohexyl dimethylamine method, in the same solvent under a two-stage hydrogenation, 1st stage hydrogenation to Raney nickel as catalyst, methanol, methylamine or 1, 4 - dioxane in one or several kinds of solvent, organic amine, liquid ammonia, water or sodium hydroxide as adjuvant, the reaction temperature is 40 - 80 °C, the reaction pressure is 5 - 8 mpa lower, isophthalonitrile and hydrogen to carry out the reaction, the reaction time is 1 - 5 h, xylylene amine reaction solution obtained, 2nd section carries the ruthenium hydrogenation by load of the active carbon as catalyst, when the reaction temperature is 80 - 130 °C, reaction pressure is 5 - 8 mpa lower, a xylylene amine reaction liquid and hydrogen to continue to carry out the reaction, the reaction time is 1 - 6 h, preparation of the 1, 3 - cyclohexyl dimethylamine. The total yield of the present invention can be up to 90%. The technological process is simple, high yield, easy to rectification, can be directly in the prior MXDA production process is improved on, easy industrialization.
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Paragraph 0018-0026
(2018/07/10)
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- Method for preparing 1,3-cyclohexanedimethanamine
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The invention relates to a method for preparing 1,3-cyclohexanedimethanamine. The method comprises the following steps: two stages of hydrogenation are performed under a same solvent, wherein first-stage hydrogenation uses Raney nickel as a catalyst, one or more of the group consisting of methanol, methylamine and 1,4-dioxane is taken as a solvent, an organic amine, liquid ammonia, water or sodiumhydroxide is taken as an auxiliary agent, and under the reaction temperature of 40-80 DEG C and the reaction pressure of 5-8MPa, isophthalonitrile reacts with a hydrogen gas for 1-5h to obtain a m-xylylenediamine reaction liquid; and second-stage hydrogenation uses ruthenium supported activated carbon as a catalyst, and under the reaction temperature of 80-130 DEG C and the reaction pressure of 5-8MPa, the m-xylylenediamine reaction liquid reacts with a hydrogen gas for 1-6h to prepare the 1,3-cyclohexanedimethanamine. According to the method provided by the invention, the total yield can reach 90%; and the process has simple operation and a high yield, rectification is easy, and the process can be directly modified based on a current MXDA production process, thereby facilitating industrialization.
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Page/Page column 4; 5
(2018/04/21)
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- Effect of alkali metal nitrates on the ru/c-catalyzed ring hydrogenation of m-xylylenediamine to 1,3-cyclohexanebis(methylamine)
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Ru/C-catalyzed hydrogenation of m-xylylene diamine into 1,3-cyclohexanebis(methylamine) was greatly accelerated by the presence of LiNO3, NaNO2, or NaNO3. It was found that the effect of the nitrate salt was significantly affected by the size of cation. The promoting effect of the nitrate salt increased with the decrease of the cation size: LiNO3 ~ NaNO3 > KNO3 > CsNO3 [1-butyl-3-methylimidazolium]NO3. XRD analysis of the recovered catalysts after the hydrogenation reactions showed that LiNO3 and NaNO3 were completely transformed into LiOH and NaOH, respectively, along with the evolution of NH3, while KNO3 and CsNO3 remained unchanged.
- Kim, Young Jin,Lee, Jae Hyeok,Widyaya, Vania Tanda,Kim, Hoon Sik,Lee, Hyunjoo
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p. 1117 - 1120
(2014/05/06)
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- METHOD OF CONVEYING LIQUIDS
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The present invention relates to a method of continuously conveying a liquid which is used as starting material in a chemical reaction by means of a displacement pump having physically separate forward-transport valves and a liquid-filled bidirectional flow line between displacement pump and forward-transport valves, wherein an auxiliary liquid which is a product or a starting material of the chemical reaction and has a melting point which is below the melting point or below the saturation temperature of the liquid to be conveyed is present in the bidirectional flow line. The present invention additionally provides for the use of a product formed by hydrogenation of an aromatic compound as auxiliary liquid for conveying an aromatic compound and also the use of an alcohol or an ester derived from alcohol and carboxylic acid as auxiliary liquid for conveying carboxylic acids or carboxylic acid derivatives.
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Page/Page column 8
(2012/05/20)
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- PROCESS FOR THE REDUCTIVE AMINATION OF ALDEHYDES AND KETONES
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Aldehyde or ketone compounds having more than one carbonyl group are reductively aminated to form a product amine compound having more than one primary amino group. The aldehyde or ketone compound is reacted with the product amine compound in the presence of an alcohol solvent, to form a reaction mixture that contains one or more intermediates. The intermediate is then reductively aminated to form the desired product. This process may produce the desired product in very high yields with low levels of secondary amine impurities.
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Page/Page column 18-19
(2008/12/06)
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- PROCESS FOR THE REDUCTIVE AMINATION OF ALDEHYDES AND KETONES VIA THE FORMATION OF MACROCYCLIC POLYIMINE INTERMEDIATES
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Aldehyde or ketone compounds having more than one carbonyl group are reductively aminated to form a product amine compound having more than one primary amino group. The aldehyde or ketone compound is reacted with the product amine compound, to form a reaction mixture that contains one or more intermediates. The intermediate is then reductively aminated to form the desired product. This process produces the desired product in very high yields with low levels of secondary amine impurities.
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Page/Page column 18-19
(2008/06/13)
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- PURIFICATION OF 1,3-BIS(AMINOMETHYL)CYCLOHEXANE BY DISTILLATION
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A crude liquid containing 1,3-bis(aminomethyl)cyclohexane and a high-boiling component having a boiling point higher than that of 1,3-bis(aminomethyl)cyclohexane is distilled. By controlling the distillation conditions, the high-boiling component is prevented from entering into a distilled 1,3-bis(aminomethyl)cyclohexane and the content of a low-boiling component in the distilled 1,3-bis(aminomethyl)cyclohexane is minimized.
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Page/Page column 4-5
(2008/06/13)
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- Noble metal Raney catalysts and preparation of hydrogenated compounds therewith
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Noble metal, particularly ruthenium, Raney catalysts having the property of catalyzing the hydrogenation of (1) aromaticity-exhibiting ring portions of organic compounds, (2) carboxylic acids and their ester portions (carbonyl ester groups), (3) ring portions and carboxylic acid or their ester groups in compounds having such ring portions and carboxylic acid or their ester portions, and (4) ring portions and nitrile groups of aromatic nitrile compounds and methods for the preparation of corresponding hydrogenated compounds. The methods allow preparation of hydrogenated compounds having hydrogenated aromatic ring portions, hydrogenated carbonyl ester groups, hydrogenated aromatic ring and carbonyl ester groups, or hydrogenated aromatic rings and nitrile groups under milder hydrogen pressure and temperature conditions than the conventional catalysts.
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- Process for producing bis (aminomethyl) cyclohexane
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Disclosed is a process for producing bis(aminomethyl)cyclohexane, which comprises hydrogenating a xylylenediamine in the presence of a catalyst and at least one solvent selected from the group consisting alkylamines and alkylenediamines.
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- Reactions of polyhomofunctional organic compounds: 2-Kinetics of hydrolysis of four azomethine sites in a trinuclear cobalt(II) complex
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Kinetic studies on the hydrolysis of a novel trinuclear cobalt(II) complex, (CoBAMC-Sal)2 Co(DMF)2+2 (2) in buffered 90 : 10 aqueous /DMF (v/v) mixtures are reported. Repetitive spectral scans of the reaction mixture exhibit isosbestic points at all pH's. The hydrolysis follows pseudo - first order kinetics with respect to the complex. The rate constants are compared to those reported earlier for the ligand, BAMC - Sal (1) under similar conditions. The difference between the rates of hydrolysis of complex and those of the pure ligand is found to be due to steric factors and stability of the complex. The studies indicate different modes of cleavage of the trinuclear complex at different pH's before the ligand moieties undergo hydrolysis at their azomethine sites. Activation energy, Ea, and thermodynamic parameters such as ΔH≠, ΔG≠ and ΔS≠ are evaluated by Arrhenius and Eyring methods.
- Suryanarayana Raju,Ramachandraiah
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p. 482 - 488
(2007/10/03)
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- Poly-bis-triazinylimides, their preparation
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Poly-bis-triazinylimides of the formula STR1 are prepared from bis-(2,4-dichloro-1,3,5-triazin-6-yl)imides and polyalkylpiperidylamines. They are used as light stabilizers for polymers.
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