1-氨基-4-苯氨基-2-溴蒽醌 | 1564-71-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 1-氨基-4-苯氨基-2-溴蒽醌
• 中文别名: 1-氨基-2-溴-4-(苯氨基)-9,10-蒽基二酮
• 英文名称: 1-Amino-4-anilino-2-brom-anthrachinon
• 英文别名: 1-Amino-4-anilino-2-bromoanthraquinone；1-amino-4-anilino-2-bromoanthracene-9,10-dione
• CAS: 1564-71-2
• 化学式: C₂₀H₁₃BrN₂O₂
• 分子量: 393.239
• InChiKey: BMIJUARACLJZMP-UHFFFAOYSA-N

物化性质

• 熔点：
  230 °C(Solv: toluene (108-88-3))
• 沸点：
  236-238 °C
• 密度：
  1.614±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2922399090

反应信息

• 作为反应物：
  描述：

  1-氨基-4-苯氨基-2-溴蒽醌 在 sodium azide 、 亚硝酸正戊酯 作用下， 以 甲苯 为溶剂， 反应 2.5h， 生成 3-bromo-5-phenylamino-6H-anthra[1,9-cd]isoxazol-6-one
  参考文献：
  名称：

  Amination of anthra [ 1, 9-c, d ] isoxazol-6-ones

  摘要：

  DOI：

  10.1007/bf00557740
• 作为产物：
  描述：

  氨基-9,10-蒽二酮 在 溴 作用下， 生成 1-氨基-4-苯氨基-2-溴蒽醌
  参考文献：
  名称：

  Friedlaender; Schick, Chemisches Zentralblatt, 1904, vol. 75, # II, p. 339

  摘要：

  DOI：

文献信息

• Ullmann reactions of 1-amino-4-bromoanthraquinones bearing various 2-substituents furnishing novel dyes
  作者：Enas M. Malik、Mahmoud Rashed、Lukas Wingen、Younis Baqi、Christa E. Müller

  DOI：10.1016/j.dyepig.2016.03.023

  日期：2016.8

  Novel 1-amino-4-(ar)alkylaminoanthraquinone derivatives bearing different substituents (Br, CH2OH, CN, or CH3) at the 2-position of the anthraquinone scaffold were synthesized by copper-catalyzed Ullmann condensation. The 2-substituted 1-amino-4-bromoanthraquinone derivatives (bromaminic acid analogues) were reacted with a variety of alkyl-, aryl-, and aralkylamines. Different reaction conditions were

  带有不同取代基（Br，CH 2 OH，CN或CH 3的新型1-氨基-4-（芳）烷基氨基蒽醌衍生物）通过铜催化的乌尔曼缩合反应合成了蒽醌骨架的2位。使2-取代的1-氨基-4-溴蒽醌衍生物（溴酸类似物）与各种烷基胺，芳基胺和芳烷基胺反应。根据胺的物理状态和蒽醌支架2-位的取代基的性质，采用不同的反应条件。开发了一种无溶剂的合成程序，用于与液体胺反应。与固体胺的缩合需要添加溶剂，并且必须为每种蒽醌衍生物优化反应条件。我们的结果强调，铜催化的反应高度可变，取决于存在于介质中的分子和阴离子，因为应用了不同的反应机理。
• Über die Dicyanierung der 1,4-Diaminoanthrachinone und die Reaktivität der 1,4-Diamino-9,10-dihydroanthracen-2,3-dicarbonitrile gegenüber nucleophilen Reagenzien 3. Mitteilung über Arylierungen und Heterocyclisierungen von Anthrachinonsystemen
  作者：Jean-Marie Adam、Tammo Winkler

  DOI：10.1002/hlca.19830660203

  日期：1983.3.16

  The Dicyanation of 1,4-Diaminoanthraquinones and the Reactivity of 1,4-Diamino-9,10-dioxo-9,10-dihydroanthracene-2,3-dicarbonitriles towards Nucleophilic Reagents

  1,4-二氨基蒽醌的重氰基化和1,4-二氨基-9,10-二氧代-9,10-二氢蒽-2,3-二碳腈对亲核试剂的反应性
• Polyester polymers comprising copolymerised moieties derived from anthraquinone dyes
  申请人：EASTMAN KODAK COMPANY (a New Jersey corporation)

  公开号：EP0040139A2

  公开（公告）日：1981-11-18

  Disclosed are anthraquinone dyes useful for incorporation by copolymerization into polyesters which may be used, for example, to mold colored beverage bottles. The dyes are copolymerized with the polyester, are thermally stable at the temperatures used to process the polyesters, and are color-fast and nonextractable from the polyester. The dyes have the general formula: wherein either or both of rings A and B may contain in any position thereon one or two groups of the formula R and R3 each is hydrogen or lower alkyl; R', R2, R4 and R5 each represents 0-3 substituents selected from lower alkyl; lower alkyl substituted with lower alkoxy, phenyl, Cl, Br or lower alkanoylamino; lower alkoxy; lower alkoxy substituted with lower alkoxy, phenyl, Cl, Br, or lower alkanoylamino; chlorine; bromine; amino; lower alkyl amino; lower alkylamino substituted with lower alkoxy, cyclohexyl, phenyl, Cl, Br, or lower alkanoylamino; arylamino; arylthio; aroylamin; wherein each aforesaid aryl moiety is 6-10 carbons; lower alkylsulfonyl; lower alkylthio; lower alkanoylamino; and cyclohexylamino; and n and m are each 1 or 2.

  所公开的蒽醌染料可通过共聚掺入聚酯中，例如用于模塑有色饮料瓶。这些染料可与聚酯共聚，在加工聚酯的温度下具有热稳定性，并且不变色，也不能从聚酯中析出。染料的通式如下 其中环 A 和环 B 的任一环或两环可在其上的任何位置含有一个或两个式中的基团 R 和 R3 各为氢或低级烷基； R'、R2、R4 和 R5 各代表 0-3 个取代基，这些取代基选自低级烷基；被低级烷氧基、苯基、Cl、Br 或低级烷酰氨基取代的低级烷基；低级烷氧基；被低级烷氧基、苯基、Cl、Br 或低级烷酰氨基取代的低级烷氧基；氯；溴；氨基；低级烷基氨基；低级烷基氨基；被低级烷氧基、环己基、苯基、Cl、Br 或低级烷酰氨基取代的低级烷基氨基；芳基氨基；芳硫基；芳基氨基；其中每个上述芳基的碳原子数为 6-10 个；低级烷基磺酰基；低级烷硫基；低级烷酰氨基；和环己基氨基；以及 n 和 m 各为 1 或 2。
• POLYMERIZABLE COMPOSITION FOR OPTICAL MATERIAL, AND OPTICAL MATERIAL AND PLASTIC LENS OBTAINED FROM SAME
  申请人：Mitsui Chemicals, Inc.

  公开号：EP3381951A1

  公开（公告）日：2018-10-03

  A polymerizable composition for an optical material of the present invention includes a compound (A) represented by General Formula (1) including two or more allyloxycarbonyl groups; an ultraviolet absorbing agent (B) represented by General Formula (i) ; at least one kind of radical polymerization initiator (C) selected from the group consisting of a peroxyketal-based radical polymerization initiator, a peroxymonocarbonate-based radical polymerization initiator, and a peroxyester-based radical polymerization initiator; at least one kind of dye (D) selected from an anthraquinone-based dye, a perinone-based dye, a monoazo-based dye, a diazo-based dye, and a phthalocyanine-based dye.

  本发明光学材料的可聚合组合物包括通式(1)代表的化合物(A)，其中包括两个或两个以上的烯丙氧羰基；通式(i)代表的紫外线吸收剂(B)；至少一种自由基聚合引发剂 (C)，选自过氧酮基自由基聚合引发剂、过氧一碳酸酯基自由基聚合引发剂和过氧酯基自由基聚合引发剂组成的组； 至少一种染料 (D)，选自蒽醌基染料、过醌基染料、单偶氮基染料、重氮基染料和酞菁基染料。
• POLYMERIZABLE COMPOSITION FOR OPTICAL MATERIAL, AND MOLDED ARTICLE
  申请人：Mitsui Chemicals, Inc.

  公开号：EP3722840A1

  公开（公告）日：2020-10-14

  The polymerizable composition for an optical material of the present invention includes an allyl carbonate compound (A) including two or more allyloxycarbonyl groups which is represented by General Formula (1); a (meth)acrylate compound (B) including two or more (meth)acryl groups which is represented by General Formula (2); at least one kind of compound (C), selected from compounds represented by General Formulas (3) to (6) and dyes described below; and a polymerization initiator (D) including at least a radical polymerization initiator (D1) and a radical polymerization initiator (D2), in which, in 100% by weight in a total of the compound (A) and the compound (B), the compound (A) is included in an amount of more than 0% by weight and 30% by weight or less and the compound (B) is included in an amount of 70% by weight or more and less than 100% by weight, the radical polymerization initiator (D1) has a radical residual ratio after 5 hours at 50°C of 20% or more and less than 100% and a radical residual ratio after 5 hours at 70°C of 0% or more and less than 30%, and the radical polymerization initiator (D2) has a radical residual ratio after 5 hours at 70°C of 30% or more and less than 98%.

  本发明光学材料的可聚合组合物包括通式(1)表示的包括两个或两个以上烯丙氧羰基的碳酸烯丙酯化合物(A)；通式(2)表示的包括两个或两个以上(甲基)丙烯酰基的(甲基)丙烯酸酯化合物(B)；至少一种化合物(C)，选自通式(3)至(6)表示的化合物和下述染料；和聚合引发剂 (D)，至少包括自由基聚合引发剂 (D1) 和自由基聚合引发剂 (D2)，其中化合物 (A) 和化合物 (B) 的总重量为 100%，化合物 (A) 的含量大于 0%（以重量计）且小于 30%（以重量计），化合物 (B) 的含量大于 70%（以重量计）且小于 100%（以重量计）、自由基聚合引发剂（D1）在 50°C 下 5 小时后的自由基残留率为 20%或以上且小于 100%，在 70°C 下 5 小时后的自由基残留率为 0%或以上且小于 30%，自由基聚合引发剂（D2）在 70°C 下 5 小时后的自由基残留率为 30%或以上且小于 98%。