dibutyl diphenyl methane-4,4’-dicarbamate | 47636-24-8

• 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: dibutyl diphenyl methane-4,4’-dicarbamate
• 英文别名: N,N'-(4,4'-methanediyl-di-phenyl)-bis-carbamic acid dibutyl ester；N,N'-(4,4'-Methandiyl-di-phenyl)-bis-carbamidsaeure-dibutylester；Bis-(4-butoxycarbonylamino-phenyl)-methan；4,4'-bis(butyl-carbamoyl)-diphenylmethane；N,N'-(4,4'-methanediyl-diphenyl)-biscarbamic acid di(n-butyl) ester；N,N'-(4,4'-methanediyl-diphenyl)-biscarbamic acid dibutyl ester；4,4'-Methylenebis(butyl N-phenylcarbamate)；butyl N-[4-[[4-(butoxycarbonylamino)phenyl]methyl]phenyl]carbamate
• CAS: 47636-24-8
• 化学式: C₂₃H₃₀N₂O₄
• 分子量: 398.502
• InChiKey: BGUPPTZHROQIDH-UHFFFAOYSA-N

物化性质

• 熔点：
  119 °C
• 沸点：
  473.0±38.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dibutyl diphenyl methane-4,4’-dicarbamate 在 tetrabutylphosphonium bis(trifluoromethanesulfonyl)amide 作用下， 180.0~240.0 ℃ 、6.5 kPa 条件下， 反应 2.67h， 以79%的产率得到4,4'-二苯甲烷二异氰酸酯、2,4'-二苯甲烷二异氰酸酯和2,2'-二苯甲烷二异氰酸酯的混合物
  参考文献：
  名称：

  METHOD FOR PREPARING ISOCYANATES BY LIQUID-PHASE THERMAL CRACKING

  摘要：

  本发明公开了一种通过液相催化热裂解制备异氰酸酯的方法。在该方法中，在反应-精馏热裂解反应器中，使用包括超细粉末金属氧化物催化剂和离子液体的催化剂组合物，以烷基或芳基二烷基脲或多烷基脲为反应物，在反应温度为160-220°C、绝对压力为1000-8000帕的条件下，液相热裂解反应时间为0.5-3小时，以制备相应的异氰酸酯。该发明具有热裂解温度低、目标产品产率高、反应装置相对简单、对底物具有良好的普适性（HDI、MDI、TDI、HMDI、NDI和IPDI等产率均>85%）等特点。

  公开号：

  US20110021810A1
• 作为产物：
  描述：

  碳酸二正丁酯 、 4,4'-二氨基二苯甲烷 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 dibutyl diphenyl methane-4,4’-dicarbamate
  参考文献：
  名称：

  A PROCESS FOR PRODUCING ISOCYANATES

  摘要：

  公开号：

  EP2088137B1

文献信息

• Halogen-Free Synthesis of Carbamates from CO₂and Amines Using Titanium Alkoxides
  作者：Jun-Chul Choi、Hao-Yu Yuan、Norihisa Fukaya、Syun-ya Onozawa、Qiao Zhang、Seong Jib Choi、Hiroyuki Yasuda

  DOI：10.1002/asia.201700465

  日期：2017.6.19

  investigated. Aniline was reacted with titanium n‐butoxide (1) in the presence of carbon dioxide (5 MPa) to give the corresponding n‐butyl N‐phenylcarbamate (BPC) in nearly quantitative yield (99 %) within 20 min. Furthermore, 1 could be regenerated upon reaction with n‐butanol during water removal. The recovered 1 could then be reused in a subsequent reaction.

  研究了在Ti（OR）4（R = n Bu（1），Me（2），Et（3），n Pr（4））存在下从胺和二氧化碳直接合成氨基甲酸酯的方法。在二氧化碳（5 MPa）存在下，苯胺与正丁醇钛（1）反应，在20分钟内以几乎定量的产率（99％）得到相应的正丁基N-苯基氨基甲酸酯（BPC）。此外，在脱水过程中与正丁醇反应后可再生1。恢复的1 然后可以在后续反应中重复使用。
• Novel material forming supramolecular structures, process and uses
  申请人：Hayes Wayne

  公开号：US20080200718A1

  公开（公告）日：2008-08-21

  The invention relates to novel material, forming supramolecular structures below its transition temperature, which contains at least one C=O and/or C=S group and at least one N—H, O—H and/or S—H group and wherein the material has the structure A(—X—B) n (1) wherein A is a cyclic, aromatic and/or aliphatic group, n being a number of 1 to 4, —X—B is, if n is 2, the same or different, and if n is 3 or 4, the same, partly the same or different and has one of the structures (2) to (4) NH—C(Y)—Y—B   (2) —NH—C(Y)—NR—B   (3) —Y—C(Y)—NR—B   (4) with Y being an Oxygen and/or Sulfur atom, B being an organic group with at least one heteroatom, where the heteroatom is bound to at least two carbon atoms when B is linear or cyclic, and where the heteroatom is bound to at least one carbon atom when B is branched, and R being a Hydrogen atom, a cyclic, aromatic and/or aliphatic group or another B group which is the same or different. The material can be made by reacting at least one isocyanate and/or thioisocyanate with at least one amine, alcohol and/or thiol. Typically, the material is used first below its transition temperature, followed by increasing the temperature to around or above the transition temperature, carrying out a process step and subsequently decrease the temperature below the transition temperature.

  该发明涉及一种新型材料，在其转变温度以下形成超分子结构，其含有至少一个C=O和/或C=S基团，以及至少一个N—H、O—H和/或S—H基团，并且该材料具有结构A(—X—B)n(1)，其中A是一个环状、芳香性和/或脂肪族基团，n为1至4的数字，—X—B是，如果n为2，则相同或不同，如果n为3或4，则相同、部分相同或不同，并且具有结构(2)到(4)之一NH—C(Y)—Y—B、—NH—C(Y)—NR—B、—Y—C(Y)—NR—B，其中Y是氧和/或硫原子，B是具有至少一个杂原子的有机基团，当B为线性或环状时，杂原子与至少两个碳原子结合，当B为支链时，杂原子与至少一个碳原子结合，R是氢原子、环状、芳香性和/或脂肪族基团，或另一个相同或不同的B基团。该材料可通过至少一种异氰酸酯和/或硫代异氰酸酯与至少一种胺、醇和/或硫醇反应制备。通常，该材料首先在其转变温度以下使用，随后升高温度至转变温度左右或以上，进行一个工艺步骤，然后降低温度至转变温度以下。
• Method for synthesis of aliphatic isocyanates from aromatic isocyanates
  申请人：DEGUSSA AG

  公开号：US20040097752A1

  公开（公告）日：2004-05-20

  The invention relates to a method for synthesis of aliphatic isocyanates from aromatic isocyanates in substantially 3 stages. In particular, the invention relates to a method for synthesis of bis{4-isocyanatocyclohexyl}methane (H 12 MDI) from bis{4-isocyanatophenyl}methane (MDI). More especially, the invention relates to a method for synthesis of H 12 MDI with a trans-trans isomer content of <30%, preferably of <20%, particularly preferably of 5 to 15%.

  本发明涉及一种从芳香族异氰酸酯合成脂肪族异氰酸酯的方法，大致分为三个阶段。具体而言，本发明涉及一种从双(4-异氰酸苯基)甲烷(MDI)合成双(4-异氰酸环己基)甲烷(H12MDI)的方法。尤其是，本发明涉及一种合成H12MDI的方法，其反式-反式异构体含量小于30％，优选小于20％，特别优选为5至15％。
• METHOD FOR TREATMENT OF ISOCYANATE RESIDUE, AND METHOD FOR TREATMENT OF CARBONATE
  申请人：Shimokawatoko Yoshiki

  公开号：US20120271067A1

  公开（公告）日：2012-10-25

  A method for treating an isocyanate residue, which comprises carrying out a thermal decomposition reaction of a carbamate that is produced by the reaction among an amine, urea and/or an N-unsubstituted carbamic acid ester and an alcohol to produce a decomposition solution, separating an isocyanate and the alcohol from the decomposition solution to produce the isocyanate residue, and bringing the isocyanate residue into contact with high-pressure/high-temperature water to decompose the isocyanate residue into an amine; and a method for treating a carbonate, which comprises bringing the carbonate into contact with high-pressure/high-temperature water to decompose the carbonate into an alcohol.

  一种处理异氰酸酯残留物的方法，包括进行热分解反应，将胺、尿素和/或一种未取代的N-氨基甲酸酯和醇反应生成的氨基甲酸酯分解为分解液，从分解液中分离出异氰酸酯和醇，产生异氰酸酯残留物，并将异氰酸酯残留物与高压/高温水接触以将异氰酸酯残留物分解为胺；以及一种处理碳酸盐的方法，包括将碳酸盐与高压/高温水接触以将碳酸盐分解为醇。
• PROCESS FOR PRODUCING ISOCYANATES
  申请人：Shinohata Masaaki

  公开号：US20100029981A1

  公开（公告）日：2010-02-04

  An object of the present invention is to provide a process that enables isocyanates to be stably produced over a long period of time at high yield without encountering various problems as found in the prior art when producing isocyanates without using phosgene. The present invention discloses a process for producing an isocyanate, comprising the steps of: reacting a carbamic acid ester and an aromatic hydroxy compound to obtain an aryl carbamate having a group derived from the aromatic hydroxy compound; and subjecting the aryl carbamate to a decomposition reaction, wherein the aromatic hydroxy compound is an aromatic hydroxy compound which is represented by the following formula (1) and which has a substituent R 1 at least one ortho position of a hydroxyl group: (wherein ring A represents an aromatic hydrocarbon ring in a form of a single or multiple rings which may have a substitute and which have 6 to 20 carbon atoms; R 1 represents a group other than a hydrogen atom in a form of an aliphatic alkyl group having 1 to 20 carbon atoms, an aliphatic alkoxy group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms or an aralkyloxy group having 7 to 20 carbon atoms, the group containing an atom selected from a carbon atom, an oxygen atom and a nitrogen atom; and R 1 may bond with A to form a ring structure).

  本发明的目的是提供一种过程，使得在不使用光气的情况下，能够稳定地高产长时间生产异氰酸酯，而不会遇到生产异氰酸酯时在先前技术中发现的各种问题。本发明公开了一种生产异氰酸酯的方法，包括以下步骤：反应一个氨基甲酸酯和一个芳香羟基化合物以获得含有源自芳香羟基化合物的基团的芳基氨基甲酸酯；并将芳基氨基甲酸酯进行分解反应，其中芳香羟基化合物是由以下式（1）表示并且在羟基位置的至少一个邻位上具有取代基R1的芳香羟基化合物：（其中，环A表示一个具有单个或多个环，并且可能具有取代基的芳香烃环，其具有6至20个碳原子；R1表示除氢原子外的基团，以具有1至20个碳原子的脂肪基烷基团，具有1至20个碳原子的脂肪基烷氧基团，具有6至20个碳原子的芳基团，具有6至20个碳原子的芳氧基团，具有7至20个碳原子的芳基烷基团或具有7至20个碳原子的芳基烷氧基团，该基团含有从碳原子、氧原子和氮原子中选择的原子；并且R1可以与A结合形成一个环状结构）。