Aniline;nitrobenzene | 91696-33-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Aniline;nitrobenzene
• CAS: 91696-33-2
• 化学式: C12H12N2O2
• 分子量: 216.24
• InChiKey: PDLRAWUYNOBPIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• Process for preparing 4-aminodiphenylamine
  申请人：Wang Nongyue

  公开号：US20050065376A1

  公开（公告）日：2005-03-24

  The present invention discloses a process for preparing 4-aminodiphenylamine, which process uses nitrobenzene and aniline as raw materials, a complex base catalyst as condensation catalyst and a powdery composite catalyst as hydrogenation catalyst, and comprises five process stages: condensation; separation I; hydrogenation; separation II; and refining. The process can be continuously carried out. By selecting a complex base catalyst to catalyze the condensation reaction and separating it prior to the hydrogenation, the problem that the complex base catalysts thermally decompose in the hydrogenation reaction is avoided, the selectable range of hydrogenation catalysts is largely enlarged so that it is possible to select cheaper hydrogenation catalyst, and the selection of production process and equipment is easier and further industrialization is easier. The complex base catalysts used in the present invention are inexpensive and have higher catalytic activity. The process can be carried out at mild conditions and can adapt to broad range of water content, by-product is less and conversion and selectivity are higher. The operational strength is low, no corrosive liquid is produced, and environment pollution is reduced. The purity of 4-aminodiphenylamine prepared can exceed 99 wt.-%, and the yield in the industrial production process can be over 95%.

  本发明公开了一种制备4-氨基二苯胺的方法，该方法使用硝基苯和苯胺作为原料，复合碱基催化剂作为缩合催化剂，粉状复合催化剂作为加氢催化剂，并包括五个工艺阶段：缩合；分离I；加氢；分离II；和精制。该方法可以连续进行。通过选择复合碱基催化剂催化缩合反应并在加氢之前分离它，避免了复合碱基催化剂在加氢反应中热分解的问题，大大扩大了可选择的加氢催化剂范围，从而可以选择更便宜的加氢催化剂，并且生产工艺和设备的选择更容易，进一步工业化更容易。本发明中使用的复合碱基催化剂价格低廉且具有较高的催化活性。该方法可以在温和条件下进行，并且可以适应广泛的含水量范围，副产物较少，转化率和选择性较高。操作强度低，不产生腐蚀性液体，减少了环境污染。制备的4-氨基二苯胺的纯度可以超过99重量％，工业生产过程中的产率可以超过95％。
• [EN] AN EFFICIENT CONTINUOUS PROCESS FOR MANUFACTURING OF 4-AMINODIPHENYLAMINE FROM ANILINE AND NITROBENZENE<br/>[FR] PROCÉDÉ CONTINU EFFICACE POUR LA FABRICATION DE 4-AMINODIPHÉNYLAMINE À PARTIR D'ANILINE ET DE NITROBENZÈNE
  申请人：NOCIL LTD

  公开号：WO2013153419A1

  公开（公告）日：2013-10-17

  An efficient continuous manufacturing process for 4-aminodiphenylamine by coupling aniline with nitrobenzene in the presence of tetramethylammonium hydroxide (TMAH) as a base, using flow reactors wherein base decomposition is considerably reduced by optimizing base quantity, process conditions and process equipment. Accordingly, in brief summary, one embodiment of the present invention is a process which comprises one or more of the steps of reacting aniline and nitrobenzene in the presence of water and TMAH as a base, in a continuous manner by feeding the reactants to a series of continuous flow reactors, while continuously distilling off an aniline-water mixture under, reduced pressure such that the water to total base molar ratio is less than 0.6:1 at the flow reactors outlet, and the water to unbound TMAH molar ratio is about 4: 1 in the reaction product.

  一种高效的连续制造4-氨基二苯胺的工艺，通过在四甲基氢氧化铵（TMAH）存在的情况下，将苯胺与硝基苯耦合反应，使用流动反应器，通过优化碱量、工艺条件和工艺设备，显著减少碱分解。因此，简要概述，本发明的一个实施例是一种工艺，其包括以下步骤之一或多个：在连续流动反应器系列中，通过将反应物连续进料，以水和TMAH作为碱，使苯胺和硝基苯反应，并同时在减压下连续蒸馏出苯胺-水混合物，使流动反应器出口处的水/总碱摩尔比小于0.6:1，反应产物中水/游离TMAH摩尔比约为4:1。
• PROCESS FOR PREPARING 4-AMINODIPHENYLAMINE
  申请人：Feng Xiaogen

  公开号：US20080039657A1

  公开（公告）日：2008-02-14

  A process for preparing 4-aminodiphenylamine having the steps of reacting nitrobenzene and aniline in the presence of a complex base catalyst, hydrogenating the reaction mixture with hydrogen, a powdery composite catalyst, and a hydrogenation solvent; separating, recovering, and reusing the complex base catalyst and the powdery composite catalyst from the reaction mixture; separating, recovering, and reusing aniline, and optionally water, from the reaction mixture; refining the reaction mixture to obtain 4-aminodiphenylamine. The complex base catalyst comprises tetraalkyl ammonium hydroxide, and tetraalkyl ammonium salt.

  一种制备4-氨基二苯胺的方法，包括以下步骤：在复合碱催化剂存在下，使硝基苯和苯胺反应；用氢气、粉状复合催化剂和氢化溶剂对反应混合物进行氢化；从反应混合物中分离、回收并重复使用复合碱催化剂和粉状复合催化剂；从反应混合物中分离、回收并重复使用苯胺和可选的水；对反应混合物进行精制以获得4-氨基二苯胺。复合碱催化剂包括四烷基铵氢氧化物和四烷基铵盐。
• PROCESS FOR PREPARING ALKYLATED P-PHENYLENEDIAMINES
  申请人：FENG Xiaogen

  公开号：US20130066113A1

  公开（公告）日：2013-03-14

  A process for preparing alkylated p-phenylenediamine having the steps of reacting aniline and nitrobenzene in presence of a complex base catalyst to obtain 4-aminodiphenylamine intermediates, hydrogenating the 4-aminodiphenylamine intermediates to 4-aminodiphenylamine in presence of a hydrogenation catalyst, and reductively alkylating the 4-aminodiphenylamine to alkylated p-phenylenediamine.

  一种制备烷基化对苯二胺的方法，包括以下步骤：在复合碱催化剂的存在下，使苯胺和硝基苯反应，得到4-氨基二苯胺中间体；在加氢催化剂的存在下，将4-氨基二苯胺中间体加氢得到4-氨基二苯胺；然后在还原剂的存在下，对4-氨基二苯胺进行烷基化反应，得到烷基化对苯二胺。
• Efficient Continuous Process for Manufacturing of 4-Aminodiphenylamine From Aniline and Nitrobenzene
  申请人：Nandi Chinmoy

  公开号：US20150038743A1

  公开（公告）日：2015-02-05

  An efficient continuous manufacturing process for 4-aminodiphenylamine by coupling aniline with nitrobenzene in the presence of tetramethylammonium hydroxide (TMAH) as a base, using flow reactors wherein base decomposition is considerably reduced by optimizing base quantity, process conditions and process equipment.

  一种高效的连续制备4-氨基二苯胺的工艺，通过在四甲基氢氧化铵（TMAH）存在下，利用流动反应器中的苯胺与硝基苯偶联反应，并通过优化碱的用量、工艺条件和工艺设备来显著减少碱的分解。