CAS: 101-14-4; 4,4'-Methylene-Bis-(2-Chloroaniline)

该化合物其结构特征为有机化合物,包括由甲基环形桥连接的两个芳香环环,有两个氨基环和两个氯替代成分;该化合物主要用于生产聚氨酯弹性体,并用作环氧树脂的固化剂;众所周知,MOCA具有潜在的健康危害,包括可能的致癌性,这需要在工业应用中谨慎处理和遵守安全条例;在室温下,该化合物通常具有固体性,在水中表现出低溶性,但在有机溶剂中表现出更高的溶性;该化合物的再活性受氨基和氯组的存在影响,它有助于各种化学反应,特别是在合成其他有机化合物时;由于其毒理学特征,接触限值和保护措施在实验室或工业环境中与MOCACO合作时至关重要.

结构式图片

欧盟法规

统一分类与标签REACH注册ECHA物质食品接触材料-禁用CMR物质C&L通报欧盟授权物质清单REACH预注册RSIM_DWD_INVENTORY欧盟《致癌物和致突变物指令》废弃物危险特性清单ECHA物质工作场所安全标识要求DrinkingWaterDirective欧盟候选物质清单

上下游产品

N,N'-bis-(2-chlorophenyl)methanediamine o-chloroaniline 2-chloroaniline hydr°Chloride N-benzotriazol-1-ylmethyl-2-chloro-anilineN-benzotriazol-1-ylmethyl-2-chloro-aniline 4,4'-diamino-3,3'-dichloro-benzophenone 3,3'-dichloro-4,4'-bis(salicylideneimino)diphenylmethane

合成工艺路线路线简述

    N,N'-Bis-(2-Chlorophenyl)Methanediamine置于盐酸体系中,用 水 用作溶剂,以1289.2 G的收率获得4,4'-二氨基-3,3'-二氯二苯甲烷
    参考文献:一种连续化制备3,3'-二氯-4,4'-二氨基二苯基甲烷的方法
    标题:一种连续化制备3,3'-二氯-4,4'-二氨基二苯基甲烷的方法
    摘要:本发明涉及一种连续化制备3,3'‑二氯‑4,4'‑二氨基二苯基甲烷的方法,将盐酸溶液,邻氯苯胺和甲醛水溶液分别连续同时滴加至一级反应釜中进行成盐和缩合反应;采用双釜切换的方式进行连续化重排反应及中和反应;对产物进行连续化油水分离及连续化洗涤;所得moca产品纯度和色度稳定性均明显提高;本发明有效地解决了现有技术中普遍存在的moca和未反应的邻氯苯胺长时间热储易变色及moca产品色度不稳定和产能规模有限等问题,而且,自动化连续化控制合成过程,整体生产效率显著提高,且酸耗,碱耗及含盐废水排放量明显降低,环保效果显著增强,且操作简单,经济成本低,单条生产线产能规模大,适于推广应用.

    海关参考信息

    专利信息


    专利号:US-10364220-B2
    优先权日:2012-12-21
    标题:Synthesis of succinimides and quaternary ammonium ions for use in making molecular sieves
    发明人:SCHMITT KIRK D; ZUSHMA STEPHEN; BURTON ALLEN W
    权利人:EXXONMOBIL CHEMICAL PATENTS INC
    摘要:The present invention relates to the synthesis of succinimides, in particular to a method for the synthesis of a succinimide compound, comprising the step of reacting an alkyne, with carbon monoxide and ammonia or an amine, in the presence of an iron catalyst, wherein the reaction is carried out in an amine liquid phase and/or in the absence of an ether solvent. The succinimides may be reduced to quaternary ammonium cations which may be used as structure directing agents in the synthesis of molecular sieves.

    专利号:US-4472568-A
    优先权日:1981-11-12
    标 题:Process for the preparation of polyamines from N-monoaryl-N',N'-dialkyl urea compounds and their use for the synthesis of polyurethanes
    发明人:RASSHOFER WERNER; GROEGLER GERHARD
    权利人:BAYER AG
    摘要:This invention relates to an improved process for the preparation of aromatic polyamines containing urethane and/or biuret and/or urea and/or isocyanurate groups and preferably also ether groups by the hydrolysis of poly-N-monoaryl-N',N'-dialkyl urea compounds (1-aryl-3,3-dialkyl ureas). The ureas are obtained by the reaction of secondary aliphatic, cycloaliphatic or saturated heterocyclic amines with divalent to tetravalent isocyanate compounds containing isocyanate end groups attached to aromatic residues. The ureas correspond to the general formula: wherein R1, R2 denote alkyl or cycloalkyl groups, or together form a ring and A denotes a divalent to tetravalent residue attached to the ureas by aromatic groups. Hydrolysis is carried out in the presence of water and up to two equivalents of a base containing hydroxide ions and/or up to two equivalents of a compound containing tertiary amino groups, optionally in the presence of solvents. The use of the polyamines obtained by this process for the synthesis of polyurethanes is also described.

    专利号:US-5329022-A
    优先权日:1991-01-16
    标 题:Process for the synthesis of citraconimides
    发明人:TALMA AUKE G; HOOFT HENDRIKA P M; VAN DE BOVENKAMP-BOUWMAN ANNA
    权利人:AKZO AMERICA INC
    摘要:The present invention relates to an improved synthesis method for the making of citraconimides wherein a citraconic anhydride is reacted with 0.5 to 2.0 equivalents of at least one amine salt. This process may be carried out in a solvent and generally leads to excellent yields of the citraconimides with high selectivity and easy purification. The present inventional so relates to a process for the production of citraconic anhydride from itaconic anhydride with an amine or phosphine catalyst and in a cosolvent.

    专利号:US-10808079-B2
    优先权日:2015-03-27
    标 题:Synthesis of copolyimides containing fluorine and silicon surface modifying agents
    发明人:CONNELL JOHN W; WOHL JR CHRISTOPHER J; DOSS JEREME R; CROW ALLISON M; KIM WILLIAM T; LIN YI
    权利人:NASA
    摘要:Various embodiments provide random copolyimides that may possess the mechanical, thermal, chemical and optical properties associated with polyimides yet achieve a low energy surface. In various embodiments, the copolyimides may be prepared using a minor amounts of a diamino terminated fluorinated alkyl ether oligomer and a diamino terminated siloxane oligomer. The various embodiments include processes for making the copolyimides containing fluorine and silicon surface modifying agents and anisotropic coatings and articles of manufacture from them. Thus the coatings and articles of manufacture made with the copolyimides of the various embodiments may be characterized as having an anisotropic fluorine and silicon composition and low surface energy.

    专利号:US-8729283-B2
    优先权日:2009-01-29
    标 题 :Chain-selective synthesis of fuel components and chemical feedstocks
    发明人:OLSON EDWIN S
    权利人:ENERGY & ENVIRON RES CT FOUND
    摘要:A method comprising providing a starting composition comprising a polyunsaturated fatty acid, a polyunsaturated fatty ester, a carboxylate salt of a polyunsaturated fatty acid, a polyunsaturated triglyceride, or a mixture thereof; self-metathesizing the starting composition or cross-metathesizing the starting composition with at least one short-chain olefin in the presence of a metathesis catalyst to form self-/cross-metathesis products comprising: cyclohexadiene; at least one olefin; and one or more acid-, ester-, or salt-functionalized alkene; and reacting cyclohexadiene to produce at least one cycloalkane or cycloalkane derivatives. A method for producing cycloalkanes for jet fuel by providing a starting composition comprising at least one selected from the group consisting of algal and polyunsaturated vegetable oils, subjecting the starting composition to metathesis to produce metathesis product comprising at least one olefin, cyclohexadiene, and at least one acid-, ester-, or salt-functionalized alkene, and reacting the at least one olefin and cyclohexadiene to form cycloalkane(s).

    专利号:WO-8503665-A1
    优先权日:1984-02-15
    标题:Synthesis of polyurethane products
    发明人:HOSTETTLER FRITZ
    权利人:PIRRI JAQUELYN P; HOSTETTLER FRITZ
    摘要:Wide range of polyurethane products, e.g., cellular, dense elastomer, and integral skin microcellular products, obtained by the reaction of (a) a polyisocyanate compound, (b) a polyol, (c) optionally a chain extender and/or blowing agent with/without other known additives, (d) in the presence of a nonhydroxyl flow modifier characterized by carbon and hydrogen atoms, at least one and, generally, a plurality of oxyalkylene groups, and at least one urethane, $(1,5)omicronp. Several of the polyurethane products exhibit unique properties, e.g., foamed articles with capability to conduct static electricity, soft elastomers characterized by improved coefficient of friction, etc. Several classes of the flow modifiers are novel per se. The polyurethane products can be synthesized via the one shot or prepolymer process. Multipackage systems, in particular, two and three component systems are useful in molding operations, e.g., manufacture of shoe soles.
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    主要参考文献


    1: Takeuchi A, Namera A, Sakui N, Yamamuro K, Kawai T, Sumino K. A method for routine analysis of urinary 4,4'-methylenebis (2-chloroaniline) by gas chromatography-electron capture detection. J Occup Health. 2014;56(5):347-50. Epub 2014 Jul 25. doi: 10.1016/j.chemosphere.2013.07.090. Epub 2013 Sep 5. doi: 10.1002/anie.201300614. Epub 2013 May 27.
    4: Lin IS, Fan PL, Chen HI, Loh CH, Shih TS, Liou SH. Rapid and intermediate N-acetylators are less susceptible to oxidative damage among 4,4'-methylenebis(2-chloroaniline) (MBOCA)-exposed workers. Int J Hyg Environ Health. 2013 Jul;216(4):515-20. doi: 10.1016/j.ijheh.2013.02.001. Epub 2013 Mar 13. doi: 10.1186/1476-069X-11-S1-S11. Review.
    6: Buszewski B, Olszowy P, Szultka M, Jeżewska A. New approaches to extraction techniques in determination of 4,4'-methylenebis(2-chloroaniline) in air and water solutions. Talanta. 2012 May 15;93:117-21. doi: 10.1016/j.talanta.2012.01.057. Epub 2012 Feb 2. doi: 10.1016/j.toxlet.2011.04.003. Epub 2011 Apr 8. doi: 10.3109/15376516.2011.571726. Epub 2011 Apr 8. doi: 10.1093/occmed/kqp093. Epub 2009 Jun 29. doi: 10.1093/annhyg/mep026. Epub 2009 May 15. Epub 2007 Feb 23. Epub 2006 Jul 7. Epub 2006 May 11.

    合成参考文献


    摘要:Documentation of the Threshold Limit Values and Biological Exposure Indices, 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986, 6(988), 1991
    摘要:Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V4 1076
    摘要:American Conference of Governmental Industrial Hygienists. Documentation of Threshold Limit Values for Chemical Substances and Physical Agents and Biological Exposure Indices for 2001. Cincinnati, OH. 2001., p. 1
    摘要:USEPA/Office of Water; Federal-State Toxicology and Risk Analysis Committee (FSTRAC). Summary of State and Federal Drinking Water Standards and Guidelines (11/93) To Present
    摘要:Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2004., p. 2432
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