2-羟基-N-(4-甲氧基-2-甲基苯基)-11H-苯并[A]咔唑-3-羧酰胺 | 5840-22-2

• 物质功能分类: 染料及颜料 - 染料 - 冰染染料(显色染料)
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-羟基-N-(4-甲氧基-2-甲基苯基)-11H-苯并[A]咔唑-3-羧酰胺
• 中文别名: 2-羟基-N-(4-甲氧基-2-甲基苯基)-11H-苯并[a]咔唑-3-甲酰胺；色酚AS-SR；冰染偶合组分25
• 英文名称: N-(2-methyl-4-methoxyphenyl)-2-hydroxy-11H-benzo[a]carbazole-3-carboxamide
• 英文别名: N-(2-methyl-4-methoxyphenyl)-2-hydroxy-11H-benzo[a]carbazole-3-carboamide；2-hydroxy-11H-benzo[a]carbazole-3-carboxylic acid-(4-methoxy-2-methyl-anilide)；2-Hydroxy-11H-benzo[a]carbazol-3-carbonsaeure-(4-methoxy-2-methyl-anilid)；2-hydroxy-4'-methoxy-2'-methyl-11H-benzo[a]carbazole-3-carboxanilide；2-hydroxy-N-(4-methoxy-2-methylphenyl)-11H-benzo[a]carbazole-3-carboxamide；11H-Benzo[a]carbazole-3-carboxamide, 2-hydroxy-N-(4-methoxy-2-methylphenyl)-
• CAS: 5840-22-2
• 化学式: C₂₅H₂₀N₂O₃
• 分子量: 396.445
• InChiKey: GMGDWNYWMLZUEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  74.4
• 氢给体数：
  3
• 氢受体数：
  3

制备方法与用途

化学性质
浅橄榄色粉末状物质。熔点为306-308℃。该物质不溶于水，能溶解在硝基苯和吡啶中，并微溶于丁醇。在硫酸和氢氧化钠溶液中呈黄光棕色溶液，在碳酸钠溶液中则不会溶解。

用途
色酚AS-SR 主要用于染黑色和紫色的打底剂，可与大红色基GGS、RC等偶合形成紫色。它广泛应用于棉、维纶、黏胶纤维的染色，但在棉布印花上的应用较少。本品对棉有较高的亲和力，还可用于制备中性素。其性能与色酚AS-SG相近，因此两者可以相互混用。

用途
主要用于制造有机颜料。

生产方法
以2,3-二羟基苯（2,3-酸）、苯肼和2-甲基-4-甲氧基苯胺为原料，首先将2,3-酸用发烟硫酸磺化后进行碱熔，再与苯肼缩合并闭环。接着与碳酸钠成盐，并与2-甲基-4-甲氧基苯胺缩合得到产物。通过蒸馏回收氯苯后过滤、干燥、粉碎即可获得成品。

反应信息

• 作为反应物：
  描述：

  、 2-羟基-N-(4-甲氧基-2-甲基苯基)-11H-苯并[A]咔唑-3-羧酰胺 在 盐酸 、 sodium nitrite 、 sodium acetate 、 sodium hydroxide 作用下， 以 N,N-二甲基乙酰胺 、 水 、 甲醇 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  BLACK AZO PIGMENT AND COLORANT

  摘要：

  提供了一种近红外非吸收黑色偶氮颜料，具有足够的黑度，具有优异的耐溶剂性能，并具有新颖的骨架；以及使用该黑色偶氮颜料的着色剂，适用于形成黑色基板或遮光膜。该黑色偶氮颜料由以下式（1）表示，其中R1代表可选具有取代基的芳基。此外，该着色剂含有黑色偶氮颜料，并适用于用作颜色滤光片的黑色基板或形成遮光膜的材料等。

  公开号：

  US20190048195A1

文献信息

• PIGMENT DISPERSING AGENT, PIGMENT COMPOSITION, AND PIGMENT COLORING AGENT
  申请人：DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.

  公开号：US20200377480A1

  公开（公告）日：2020-12-03

  The present invention provides a pigment dispersant: that is capable of remarkably ameliorating fluidity of a liquid product, such as an ink or a paint, which contains particles of a pigment, such as a black azo pigment, in a dispersed state; that can suppress aggregation of piment particles; that prevents occurrence of foreign substances; and that is capable of producing a colored article excellent in optical density. Provided is a pigment dispersant being a compound represented by the following formula (1). wherein R 1 and R 2 each independently represent a group obtained by eliminating one hydrogen atom from an amino group of an amine compound containing a basic nitrogen atom, and R 3 and R 4 each independently represent a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, or a hydroxy group.

  本发明提供了一种颜料分散剂：能够显著改善液体产品（如墨水或油漆）的流动性，其中液体产品中包含颜料颗粒（如黑色偶氮颜料）处于分散状态；能够抑制颜料颗粒的聚集；防止异物的发生；并能够生产具有优异光密度的彩色制品。提供的颜料分散剂是由以下化学式（1）表示的化合物，其中R1和R2分别独立表示通过从含有碱性氮原子的胺化合物的氨基中消除一个氢原子而获得的基团，而R3和R4分别独立表示氢原子、卤素原子、烷基、烷氧基或羟基。
• BLACK PIGMENT, METHOD FOR PRODUCING SAME, PIGMENT DISPERSION LIQUID, PHOTOSENSITIVE COMPOSITION AND CURED PRODUCT OF SAID PHOTOSENSITIVE COMPOSITION
  申请人：TORAY INDUSTRIES, INC.

  公开号：US20190218396A1

  公开（公告）日：2019-07-18

  Provided is a black pigment that enables pattern formation of pixel division layer while suppressing generation of development residue. The black pigment comprises (a) a core containing at least one organic black pigment selected from the group consisting of benzodifuranone-based black pigments, perylene-based black pigments, azo-based black pigments, and isomers thereof and (b) a coating layer containing silica and/or a metal oxide and/or a metal hydroxide.

  提供的是一种黑色颜料，可以在抑制开发残留物生成的同时，实现像素分割层的图案形成。该黑色颜料包括(a)至少含有一种有机黑色颜料的核心，所述有机黑色颜料选自苯并二呋喃酮类黑色颜料、苝类黑色颜料、偶氮类黑色颜料及其异构体等组中的一种；以及(b)包含二氧化硅和/或金属氧化物和/或金属羟化物的涂层层。
• Near-infrared reflecting composite pigments
  申请人：DAINICHISEIKA COLOR & CHEMICALS MFG. CO. LTD.

  公开号：EP1217044A2

  公开（公告）日：2002-06-26

  A near-infrared reflecting composite pigment comprises a near-infrared non-absorbing colorant and a white pigment coated with the near-infrared non-absorbing pigment. The near-infrared reflecting composite pigment can be produced by mixing a colorant dispersion, in which the near-infrared non-absorbing colorant is dispersed in a liquid medium, with the white pigment in a form selected from powder or a dispersion and then drying the resultant mixture. A near-infrared reflecting coating agent comprises as a coloring agent the near-infrared reflecting composite pigment. A near-infrared reflecting material comprises a base material coated on a surface thereof with the near-infrared reflecting coating agent.

  近红外反射复合颜料由近红外非吸收着色剂和涂有近红外非吸收颜料的白色颜料组成。近红外反射复合颜料可以通过将着色剂分散体（其中近红外非吸收着色剂分散在液体介质中）与白色颜料（其形式可以选择粉末或分散体）混合，然后干燥所得混合物而制成。近红外反射涂层剂包括作为着色剂的近红外反射复合颜料。近红外反射材料包括表面涂有近红外反射涂层剂的基底材料。
• NEAR INFRARED-REFLECTING/TRANSMITTING AZO PIGMENT, METHOD FOR MANUFACTURING NEAR INFRARED-REFLECTING/TRANSMITTING AZO PIGMENT, COLORANT COMPOSITION USING SAID AZO PIGMENTS, ITEM-COLORING METHOD AND COLORED ITEM
  申请人：Dainichiseika Color & Chemicals Mfg. Co., Ltd.

  公开号：EP3109283A1

  公开（公告）日：2016-12-28

  An azo pigment is provided which can be used as a coloring agent, etc. for use in paints, plastics, synthetic fibers, printing inks, and writing materials or for image recording or image displaying and which has performance of exhibiting high near infrared reflection/transparency, particularly when used as a heat-shielding paint, even in the case where the pigment has a dark color, and as a result, colored articles having the above-described properties are provided, and furthermore an article that is also useful as a printing ink in the security field is provided particularly when the pigment has a dark or black color. Specifically, an azo pigment is provided which is obtained through coupling reaction between a particular azo component and a particular coupling component, which has a plurality of chromophores of an azomethine group and of an azo group within a molecule, and in which the diazo component is a diazotized product of 3-(4-aminophenylimino)-1-oxo-4,5,6,7-tetrachroloisoindoline.

  本发明提供了一种偶氮颜料，可用作着色剂等，用于涂料、塑料、合成纤维、印刷油墨和书写材料或图像记录或图像显示。本发明提供了一种偶氮颜料，它可用作着色剂等，用于涂料、塑料、合成纤维、印刷油墨和书写材料，或用于图像记录或图像显示，具有高近红外反射/透明度的性能，尤其是在用作隔热涂料时，即使颜料的颜色较深也是如此，因此本发明提供了具有上述特性的有色物品，此外，本发明还提供了一种在防伪领域也可用作印刷油墨的物品，尤其是当颜料的颜色较深或呈黑色时。具体地说，本发明提供了一种偶氮颜料，它是通过特定偶氮组分和特定偶联组分之间的偶联反应获得的，在一个分子内具有偶氮基和偶氮基的多个发色团，其中重氮组分是 3-(4-氨基苯基亚氨基)-1-氧代-4,5,6,7-四氢异吲哚啉的重氮化产物。
• Black azo pigment and colorant
  申请人：DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.

  公开号：US10344166B2

  公开（公告）日：2019-07-09

  There are provided: a near-infrared non-absorbing black azo pigment having a sufficient blackness, having an excellent durability such as solvent resistance, and having a novel skeleton; and a colorant that uses the black azo pigment and is useful for forming a black matrix or a light-shielding film. The black azo pigment is represented by the following formula (1), wherein R1 represents an aryl group optionally having a substituent. In addition, the colorant contains the black azo pigment and is suitable as a material or the like for forming a black matrix for a color filter or for forming a light-shielding film.

  本文提供了：一种近红外无吸收黑色偶氮颜料，具有足够的黑度、优异的耐久性（如耐溶剂性）和新颖的骨架；以及一种着色剂，该着色剂使用该黑色偶氮颜料，可用于形成黑色基体或遮光膜。黑色偶氮颜料由下式（1）表示，其中 R1 代表芳基，可选具有一个取代基。此外，着色剂含有黑色偶氮颜料，适合作为材料或类似材料，用于形成滤色片的黑色基体或形成遮光膜。