CAS: 86-30-6; N-Nitrosodiphenylamine

该化合物是一种合成有机化合物,主要用作橡胶制造中的硫化阻燃剂,其主要优势在于能够推迟硫化的开始,从而更好地控制加工时间,提高橡胶制品的统一性.N-硝基索二苯胺(NDPA)在典型的加工条件下也具有稳定性,确保了一致性性能.此外,它作为化学合成的中间体,特别是在染料和其他特殊化学品的生产中.该化合物受控的回活性和与橡胶配方的兼容性使得它成为工业应用中一个有价值的添加物,而精确的硫化时间至关重要.

结构式图片

欧盟法规

REACH注册ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

N,N-二苯基肼 1,1-Diphenylhydrazine 530-50-7
四苯基肼 Tetraphenylhydrazine 632-52-0

合成工艺路线路线简述

    二苯胺置于亚硝酸体系中,化学反应生成 高效阻聚剂n-No
    参考文献:N-亚硝基化合物的酸催化反应中异常的限速质子转移
    标题:N-亚硝基化合物的酸催化反应中异常的限速质子转移
    摘要:对于n-甲基-N-亚硝基苯胺和n-亚硝基二苯胺,在高亲核试剂浓度下,卤离子,硫氰酸根离子和硫脲在酸性溶液中的亚硝化反应中的催化作用都消失了.这表明已更改为较早的速率限制步骤.包括速率常数随酸度的变化在内的数据在定量上与涉及亚硝胺的质子化然后亲核攻击的反应机理一致,这两个阶段均是速率限制,这取决于亲核试剂的反应性和浓度.动力学溶剂同位素效应k H2O / K D 2 O从0.43 M-硫脲的1.59降低到0.015 M-硫脲的0.71,这与从高[亲核试剂]的一般酸催化到低[亲核试剂]的特定氢离子催化的变化是一致的.在氨基氮原子上以及在苯基取代基的4位上的取代作用非常小,最大的作用是受4-No 2基团影响的速率常数降低了三倍.这些结果与亚硝胺的已知偶极性质一致.在该系统与氨基甲酸酯衍生物的酸催化裂解反应之间存在非常相似的关系.提出了类似的机制,涉及反应物的预缔合形成氢键合的中间体.
    DOI:10.1039/p29840001803

    海关参考信息

    专利信息


    专利号:US-12098124-B2
    优先权日:2019-04-16
    标 题:Acid catalyzed synthesis of methyl acrylate from acrylic acid and methanol
    发明人:CHAKRABARTI REETAM; NGO MINH N; ELDER JAMES
    权利人:ROHM & HAAS
    摘要:A method for preparing methyl acrylate comprises:a) heating in a reaction zone a mixture comprising acrylic acid, methanol, and an acid catalyst to react and form a reaction product comprising methyl acrylate which is vaporized with other light components and then fed to a distillation zone, wherein a feed stream entering the reaction zone comprises methanol to acrylic acid in a molar ratio of greater than 1 and less than 2, and a residence time in the reaction zone ranges from 0.25 to 2 hours;b) condensing and phase-separating a distillate from the distillation zone to form an organic phase comprising methyl acrylate and an aqueous phase;c) returning a portion of the organic phase to the distillation zone as organic reflux; andd) feeding the remainder of the organic phase and the aqueous phase of the distillation zone to an extraction column to form a methanol rich aqueous effluent and an organic effluent comprising methyl acrylate.

    专利号:US-12065403-B2
    优先权日:2019-04-16
    标 题 :Acid catalyzed synthesis of methyl acrylate from acrylic acid and methanol
    发明人:CHAKRABARTI REETAM; NGO MINH N; ELDER JAMES
    权利人:ROHM & HAAS
    摘要:A method for preparing methyl acrylate comprises heating in a reaction zone a mixture comprising acrylic acid, methanol, and an acid catalyst to react and form a reaction product comprising methyl acrylate which is vaporized with other light components and then fed to a distillation zone. A feed stream entering the reaction zone comprises methanol and acrylic acid in a molar ratio of greater than 1 and less than 2, and a residence time in the reaction zone ranges from 0.25 to 2 hours. A distillate from the distillation zone is condensed and phase-separated to form an organic phase comprising methyl acrylate and an aqueous phase. A portion of the organic phase is returned to the distillation zone as organic reflux. The remainder of the organic phase and the aqueous phase of the distillation zone is fed to an extraction column to form a methanol rich aqueous effluent and an organic effluent comprising methyl acrylate. The organic effluent from the extraction column is purified in a single finishing column, wherein a light ends stream is removed from the top of the finishing column, a bottoms stream is removed from the bottom of the finishing column, and methyl acrylate is removed from a side draw stream.

    专利号:US-4102926-A
    优先权日:1977-01-06
    标题:Method for producing 4-nitrosodiphenylamine
    发明人:USVYATSOV ALDAN ALEXANDROVICH; POPOV DMITRY MIKHAILOVICH; SLAVNOVA ALEVTINA SEMENOVNA; GENKINA ELENA VLADIMIROVNA; VDOVIN NIKOLAI MIKHAILOVICH; PLESHKOV MIKHAIL GRIGORIEVICH; SAFIN RAVIL SAFINOVICH; NAUMOV SERGEI NIKOLAEVICH; KOKOULIN FELIX GEORGIEVICH; MANELIS GEORGY BORISOVICH; TROFILKINA VALENTINA PETROVNA; TE LJUDMILA ILINICHNA; VORONKOVA OLGA NIKOLAEVNA; FORMENOVA GALINA ALEXANDROVNA
    权利人:USVYATSOV ALDAN ALEXANDROVICH; POPOV DMITRY MIKHAILOVICH; SLAVNOVA ALEVTINA SEMENOVNA; GENKINA ELENA VLADIMIROVNA; VDOVIN NIKOLAI MIKHAILOVICH; PLESHKOV MIKHAIL GRIGORIEVICH; SAFIN RAVIL SAFINOVICH; NAUMOV SERGEI NIKOLAEVICH; KOKOULIN FELIX GEORGIEVICH; MANELIS GEORGY BORISOVICH; TROFILKINA VALENTINA PETROVNA; TE LJUDMILA ILINICHNA; VORONKOVA OLGA NIKOLAEVNA; FORMENOVA GALINA ALEXANDROVNA
    摘要:A method for producing 4-nitrosodiphenylamine, consisting in diphenylamine nitrozation with nitrites of alkali metals or ammonium nitrite in the presence of an acid and an organic solvent nonmiscible with water; said nitrozation being carried out under stirring with a speed determined by Reynolds number not below, 8-10×10 3 or in the presence of polymers of methacrylic acid esters in an amount of 0.01-0.02% of the reaction mixture weight under stirring with a speed determined by Reynolds number equal to 4-5×10 3 ; this is followed by rearrangement of the resultant N-nitrosodiphenylamine with anhydrous hydrogen chloride in an inert gas atmosphere in the presence of an alkyl 4-aminodiphenylamine in an amount of 0.5-1% of the N-nitrosodiphenylamine weight, with subsequent neutralization of the formed 4-nitrosodiphenylamine hydrochloride and isolation of the desired product. The method described above makes it possible to increase the product yield at the nitrozation stage by a factor of 5-6 and to raise the yield of the desired product up to 99% in terms of the converted N-nitrosodiphenylamine. 4-Nitrosodiphenylamine produced serves as an intermediate in the synthesis of antioxidants for rubbers and plastics, in the synthesis of dyestuffs, and is also used as a component in a number of antioxidant compositions.

    专利号:US-2024174785-A1
    优先权日:2021-03-10
    标题 :Method for producing polymer, composition for radical polymerization, and radical polymerization inhibitor
    发明人:TAKAYAMA TAKUMI; TSUCHIYA HINAKO; MAEKAWA KAZUHIKO
    权利人:KURARAY CO
    摘要:A method of producing a polymer including a polymerization step of obtaining a polymer by controlled radical polymerization of a monomer (Y) in the presence of an organic compound (A) represented by formula (I) and its constituents and a radical generator (B), where a molar ratio (B/A) of (B) to (A) is from 0.5 to 20. The production method allows synthesis of a highly safe polymer with a high molecular weight while precisely controlling the molecular sequence and the end structure. In addition, the production method is low in toxicity, environmentally friendly, and operated at low costs.

    专利号:WO-2006097348-A1
    优先权日:2005-03-15
    标 题:Use of agents such as nonpolymeric nitric oxide donors for making the lips full again and/or colouring the lips
    发明人:CALS-GRIERSON MARIE-MADELEINE
    权利人:OREAL; CALS-GRIERSON MARIE-MADELEINE
    摘要:The invention relates in particular to the cosmetic use (i) of at least one agent for promoting the production of NO in and/or on the lips, chosen from nitric oxide NO donors or precursors; nonpolymeric NO releasers; and NO synthase synthesis and/or activity stimulators; or (ii) of other agents for promoting microcirculation in the skin, chosen from potassium channel openers; calcium channel blockers; phosphodiesterase inhibitors; flavonoids; vasodilator peptides that are not NO donors; temperature modulators; agents for promoting the stimulation and/or maintenance of angiogenesis; agents for promoting the stimulation of endothelial cell proliferation; agents for promoting endothelial cell migration; and mixtures thereof, in a makeup and/or care composition for the lips, as an agent for naturally making the lips full again and/or naturally coloring the lips. It also relates to specific care and/or makeup compositions for the lips containing said agent, and also to a cosmetic process aimed at making the lips naturally full and/or colored, using said compositions .

    专利号:EP-3956285-B1
    优先权日:2019-04-16
    标题:Acid catalyzed synthesis of methyl acrylate from acrylic acid and methanol
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    合成参考文献


    摘要:Gigiena i Sanitariya. For English translation, see HYSAAV., 45(1)(18), 1980
    摘要:HHS/ATSDR; Toxicological Profile for N-Nitrosodiphenylamine, p.14 (November 2017). Available from, as of January 8, 2019:
    摘要:
    摘要:Neuhauser EF et al; ASTM Spec Tech Pub 886: 192-203 (1986) as cited in the ECOTOX database. Available from, as of December 4, 2018:
    摘要:USEPA; 2016 Chemical Data Reporting Database. Benzenamine, N-nitroso-N-phenyl- (86-30-6). Available from, as of November 19, 2018: https://www.epa.gov/chemical-data-reporting
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