N,N'-bis-(β-nitro-isobutyl)-p-phenylenediamine | 114136-86-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-bis-(β-nitro-isobutyl)-p-phenylenediamine
• 英文别名: N,N'-Bis-(β-nitro-isobutyl)-p-phenylendiamin；N,N'-bis(2-methyl-2-nitropropyl)-1,4-diaminobenzene；N~1~,N~4~-Bis(2-methyl-2-nitropropyl)benzene-1,4-diamine；1-N,4-N-bis(2-methyl-2-nitropropyl)benzene-1,4-diamine
• CAS: 114136-86-6
• 化学式: C₁₄H₂₂N₄O₄
• 分子量: 310.353
• InChiKey: ZGPWHRJZRHQLGC-UHFFFAOYSA-N

物化性质

• 熔点：
  136 °C
• 沸点：
  514.2±45.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N'-bis-(β-nitro-isobutyl)-p-phenylenediamine 在 ammonium hydroxide 、 硫酸二甲酯 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 、 苯 为溶剂， 以80.6%的产率得到N,N'-dimethyl-N,N'-bis(2-methyl-2-nitropropyl)-1,4-diaminobenzene
  参考文献：
  名称：

  Rubber composition

  摘要：

  公开号：

  EP0253365B1
• 作为产物：
  描述：

  2-甲基-2-硝基-1-丙醇 、 对苯二胺 在 甲醇 、 氫氧化四(羥乙)銨 作用下， 生成 N,N'-bis-(β-nitro-isobutyl)-p-phenylenediamine
  参考文献：
  名称：

  The Preparation and Reduction of Nitro Amines Obtained from Aromatic Amines, Formaldehyde, and Nitroparaffins^*

  摘要：

  DOI：

  10.1021/ja01205a006

文献信息

• Method for improving rubber vibration isolator properties
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0332052A2

  公开（公告）日：1989-09-13

  A rubber vibration isolator lowered in the dynamic-to-static modulus ratio and improved in the durability is obtained by blending a natural rubber and/or a synthetic rubber with a filler and a dinitrodiamine compound represented by the formula of wherein X is a divalent aliphatic, alicyclic or aromatic group which may contain halogen or oxygen in the group, R1 is hydrogen, an aliphatic group, an alicyclic group or an aromatic group, with the proviso that two nitrogen atoms linking through X may further link through R1 when both X and R1 are the aliphatic groups, and R2 and R3 independently of one another are each hydrogen or an alkyl of 1 to 12 carbon atoms, with the proviso that R2 and R3 may conjointly form a ring.

  通过将天然橡胶和/或合成橡胶与填料和二硝基二胺化合物共混，可获得降低动静模量比和提高耐久性的橡胶隔振器，二硝基二胺化合物的化学式为 其中 X 是二价脂肪族、脂环族或芳香族基团，该基团中可含有卤素或氧；R1 是氢、脂肪族基团、脂环族基团或芳香族基团，但条件是当 X 和 R1 都是脂肪族基团时，通过 X 连接的两个氮原子可进一步通过 R1 连接；R2 和 R3 相互独立地各自是氢或 1 至 12 个碳原子的烷基，但条件是 R2 和 R3 可共同形成一个环。
• Method for improving properties of vulcanized rubber containing inorganic whity filler
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0345594A2

  公开（公告）日：1989-12-13

  Rubber filled with an inorganic whity filler such as white carbon is improved in its vulcanized rubber properties such as tensile strength, tear strength and heat build-up resistance by incorporating thereto a dinitrodiamine compound represented by the formula of wherein X is a divalent aliphatic, alicyclic or aromatic group which may contain halogen or oxygen in the group, R¹ is hydrogen, an aliphatic group, an alicyclic group or an aromatic group, with the proviso that two nitrogen atoms linking through X may further link through R¹ when both X and R¹ are the aliphatic groups, and R² and R³ independently of one another are each hydrogen or an alkyl of 1 to 12 carbon atoms, with the proviso that R² and R³ may conjointly form a ring. The dinitrodiamine compound acts as a coupling agent for the rubber and the inorganic whity filler.

  在填充了白碳等无机白质填料的橡胶中加入由以下式子表示的二硝基二胺化合物，可改善其硫化橡胶性能，如拉伸强度、撕裂强度和耐热积聚性 其中 X 是二价脂肪族、脂环族或芳香族基团，该基团中可含有卤素或氧；R¹ 是氢、脂肪族基团、脂环族基团或芳香族基团，但条件是当 X 和 R¹ 都是脂肪族基团时，通过 X 连接的两个氮原子可进一步通过 R¹ 连接；R² 和 R³ 各自独立地是氢或 1 至 12 个碳原子的烷基，但条件是 R² 和 R³ 可共同形成一个环。二硝基二胺化合物是橡胶和无机白填料的偶联剂。
• Inorganic fiber having modified surface and its use for reinforcement of resins
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0372344A2

  公开（公告）日：1990-06-13

  Inorganic fiber such as carbon fiber is modified by a surface treatment with a dinitrodiamine compound represented by the formula of wherein X is a divalent aliphatic, alicyclic or aromatic group which may contain halogen or oxygen in the group, R¹ is hydrogen, an aliphatic group, an alicyclic group or an aromatic group, with the proviso that two nitrogen atoms linking through X may further link through R¹ when both X and R¹ are the aliphatic groups, and R² and R³ independently of one another are each hydrogen or an alkyl of 1 to 12 carbon atoms, with the proviso that R² and R³ may conjointly form a ring. The inorganic fiber thus modified is useful for reinforcement of resins.

  无机纤维（如碳纤维）是用二硝基二胺化合物进行表面处理而改性的，该化合物的化学式为 其中，X 是二价脂肪族、脂环族或芳香族基团，该基团中可含有卤素或氧；R¹ 是氢、脂肪族基团、脂环族基团或芳香族基团，但条件是当 X 和 R¹ 都是脂肪族基团时，通过 X 连接的两个氮原子可进一步通过 R¹ 连接；R² 和 R³ 各自独立地是氢或 1 至 12 个碳原子的烷基，但条件是 R² 和 R³ 可共同形成一个环。这样改性的无机纤维可用于增强树脂。
• Resin composition
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0394016A2

  公开（公告）日：1990-10-24

  1. A resin composition comprising 100 parts by weight of a composition comprising 5 to 95% by weight of a polyphenylene ether resin component (A) and 95 to 5% by weight of a polyamide component (B) and a component (D) comprising one or more compounds of formula (I) wherein X is a divalent straight or branched chain aliphatic, cycloaliphatic or aromatic group which may optionally be substituted by one or more alkyl, halogen or oxygen-containing substituents and wherein the carbon chain of the aliphatic and cycloaliphatic groups may be interrupted by one or more oxygen atoms, the groups R¹ are identical and each is hydrogen, or a straight or branched chain aliphatic, cycloaliphatic or aromatic group optionally substituted by one or more alkyl halogen or oxygen-containing substituents and wherein the carbon chain of the aliphatic and cycloaliphatic groups may be interrupted by one or more oxygen atoms, or wherein the two groups R¹ form a divalent straight or branched chain aliphatic group, in which the carbon chain may be interrupted by one or more oxygen atoms, such that the two groups R¹ together with the nitrogen atoms to which they are bonded and the group X from a ring, and the two groups Z are identical and each is a group of formula wherein R² and R³ are the the same or different and each is hydrogen or an alkyl of 1 to 12 carbon atoms, or R² and R form a divalent straight or branched chain aliphatic group such that R², R3 and the carbon atom to which they are bonded from a ring, wherein the total amount of all compounds of formula (I) is at least 0.01 parts by weight and the maximum amount of any one compound of formula (I) is 10 parts by weight.

  1.一种树脂组合物，包括 100 重量份的组合物，其中包括 5 至 95 重量份的聚苯醚树脂组分 (A) 和 95 至 5 重量份的聚酰胺组分 (B) 以及由一种或多种式 (I) 化合物组成的组分 (D) 其中 X 为二价直链或支链脂肪族、环脂族或芳香族基团，可任选被一个或多个烷基、卤素或含氧取代基取代，脂肪族和环脂族基团的碳链可被一个或多个氧原子打断、 基团 R¹ 相同且各自为氢、或被一个或多个烷基卤素或含氧取代基任选取代的直链或支链脂肪族、环脂族或芳香族基团，其中脂肪族和环脂族基团的碳链可被一个或多个氧原子打断、 或其中两个基团 R¹ 形成二价直链或支链脂肪族基团，其中碳链可被一个或多个氧原子打断，从而两个基团 R¹ 与它们所键合的氮原子和基团 X 构成一个环、 和两个基团 Z 是相同的，并且各自是式中的基团 其中 R² 和 R³ 相同或不同，且各自为氢或 1 至 12 个碳原子的烷基、 或 R² 和 R 形成二价直链或支链脂肪族基团，使 R²、R3 和它们所结合的碳原子形成环、 其中所有式(I)化合物的总用量至少为 0.01 重量份，任何一种式(I)化合物的最大用量为 10 重量份。
• Rubber composition suitable for automobile tires and its production
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0514876A1

  公开（公告）日：1992-11-25

  A styrene/butadiene copolymer rubber to be used for automobile tires is lowered in its rolling resistance by blending it with carbon black and the following components (A) and (B): (A) a dinitrodiamine compound represented by the following formula (I): wherein X is a divalent organic group such as an alkylene, R¹ is hydrogen or an organic group such as an alkyl, provided that two nitrogen atoms linking through X may further link through R¹, and R² and R³ are each hydrogen or an alkyl, provided that R² and R³ may conjointly form a ring; and (B) a sulfide compound selected from dibenzothiazyl disulfide, tetralkylthiuram disulfide, and alkyl- or hydroxy-substituted phenol sulfide resin. The dinitrodiamine compound (A) and the sulfide compound (B) are added simultaneously to the rubber together with the carbon black in a first kneading step of a high temperature. The resulting rubber composition is lowered in its loss factor (tan δ) at around 60°C as compared with the case where the dinitrodiamine compound (A) is added alone, and it contributes to decrease the rolling resistance of tires made from the rubber composition.

  将苯乙烯/丁二烯共聚物橡胶与炭黑和以下成分（A）和（B）混合，可降低汽车轮胎的滚动阻力： (A) 下式(I)代表的二硝基二胺化合物： 其中 X 为二价有机基团，如亚烷基；R¹ 为氢或有机基团，如烷基，但通过 X 连接的两个氮原子可进一步通过 R¹ 连接；R² 和 R³ 各为氢或烷基，但 R² 和 R³ 可共同形成一个环；以及 (B) 选自二苯并噻唑二硫化物、四烷基秋兰姆二硫化物和烷基或羟基取代的苯酚硫 化树脂的硫化物化合物。在高温的第一捏合步骤中，将二硝基二胺化合物（A）和硫化物化合物（B）与炭黑一起同时加入橡胶中。与单独添加二硝基二胺化合物（A）的情况相比，所得橡胶组合物在约 60°C 时的损耗因数（tan δ）降低，有助于降低用该橡胶组合物制造的轮胎的滚动阻力。