双乙酰乙酰对苯二胺 | 24731-73-5

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 双乙酰乙酰对苯二胺
• 中文别名: N,N-(1,4-亚苯基)双[3-氧代-丁酰胺]；双(N-乙酰乙酰基)-1,4-苯二胺
• 英文名称: N,N'-(1,4-phenylene)bis(3-oxobutanamide)
• 英文别名: 1,4-bis-(acetoacetylamino)-benzene；Butanamide, N,N'-1,4-phenylenebis[3-oxo-；3-oxo-N-[4-(3-oxobutanoylamino)phenyl]butanamide
• CAS: 24731-73-5
• 化学式: C₁₄H₁₆N₂O₄
• 分子量: 276.292
• InChiKey: OWGNKUKYZPVEFS-UHFFFAOYSA-N

物化性质

• 熔点：
  355 °C (decomp)
• 沸点：
  582.2±45.0 °C(Predicted)
• 密度：
  1.279±0.06 g/cm3(Predicted)
• LogP：
  -0.1 at 23℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  92.3
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2924299090
• 储存条件：
  室温且干燥

制备方法与用途

用途
用于制作染料及颜料中间体

用途
作为染料和颜料中间体产品

反应信息

• 作为反应物：
  描述：

  双乙酰乙酰对苯二胺 在 Selectfluor 作用下， 以 PEG-400 为溶剂， 反应 6.0h， 以81%的产率得到N,N'-(1,4-phenylene)bis(2-fluoro-3-oxobutanamide)
  参考文献：
  名称：

  Catalyst-free and highly selective electrophilic mono-fluorination of acetoacetamides: facile and efficient preparation of 2-fluoroacetoacetamides in PEG-400

  摘要：

  一系列α-单氟乙酰胺在PEG-400中使用工业化Selectfluor作为F+源，在温和条件下被合成。该方法避免了使用碱或金属催化剂，并且在大多数情况下，无论多样性取代基的电子性质如何，都能实现几乎定量的转化。

  DOI：

  10.1039/c2gc16661e
• 作为产物：
  描述：

  双乙烯酮 、 对苯二胺 在 水 作用下， 生成 双乙酰乙酰对苯二胺
  参考文献：
  名称：

  Wheel assembly

  摘要：

  公开号：

  US02152757A1

文献信息

• [EN] METHODS FOR PREPARING AQUEOUS COLORED PIGMENT DISPERSIONS, AND INKJET INK COMPOSITIONS<br/>[FR] PROCEDES DE PREPARATION DE DISPERSIONS DE PIGMENT COLORE AQUEUSES ET COMPOSITION POUR IMPRIMANTE A JET D'ENCRE
  申请人：CABOT COPRORATION

  公开号：WO2004067643A1

  公开（公告）日：2004-08-12

  The present invention describes methods for preparing aqueous colored pigment dispersions comprising the step of combining, in any order, a) a colored pigment, b) an azo coupler, c) an aromatic amine, d) a diazotizing agent, and e) an aqueous medium, wherein the aromatic amine comprises as least one ionic group, at least one ionizable group, or a mixture of at least one ionic group and at least one ionizable group. These colored pigment dispersions are particularly useful as an inkjet ink composition. Also disclosed are inkjet ink compositions comprising a) a liquid vehicle, b) a colored pigment, and c) a dispersant having the formula: D-N=N-AC, wherein AC is an azo coupling component and D is a diazo component comprising at least one ionic group, at least one ionizable group, or a mixture of at least one ionic group or ionizable group.

  本发明描述了制备水性彩色颜料分散液的方法，包括以下步骤：任意顺序地结合a) 彩色颜料，b) 偶氮偶联剂，c) 芳香胺，d) 重氮化剂和e) 水性介质，其中芳香胺包括至少一个离子基团、至少一个可离子化基团或至少一个离子基团和至少一个可离子化基团的混合物。这些彩色颜料分散液特别适用作为喷墨墨水组成。还公开了包括a) 液体载体，b) 彩色颜料和c) 具有以下结构的分散剂的喷墨墨水组成：D-N=N-AC，其中AC是偶氮偶联组分，D是包括至少一个离子基团、至少一个可离子化基团或至少一个离子基团或可离子化基团的混合物的重氮组分。
• COMPOSITIONS COMPRISING A POLYMERIC NETWORK
  申请人：UNIVERSITEIT GENT

  公开号：US20170327625A1

  公开（公告）日：2017-11-16

  The present invention relates to a composition comprising a polymeric network having at least one unit of formula (I), (II), and/or (III); (I) (II) (III) wherein said composition is obtained by contacting at least one compound A comprising at least two functions selected from the group of function of formula X—C(═O)—CHR 1 —C(═O)—R 2 , —C(═O)—C—R 2 ; or —C(═O)—CR 1 ═CR 2 —NR 4 R 5 ; wherein at least 25% by weight of compounds A have a functionality ≦5, with % by weight relative to the total weight of compounds A; with at least one compound B comprising at least one NH 2 , or NH 3 + groups; wherein X, R 1 , R 2 , R 3 , R 4 , R 5 , L 1 and L 2 have the same meaning as that defined in the claims. The present invention also relates to a compound comprising at least two units and at most 5 units of formula (I), (II), and/or (III); wherein R 1 , R 2 , R 3 , X, L 1 and L 2 have the same meaning as that defined in the claims. The present invention also relates to processes for preparing said composition and said compounds, to material, articles, and polymers comprising or using said compositions and compounds, and the use thereof.

  本发明涉及一种组合物，其包括至少一种具有式(I)、(II)和/或(III)的聚合网络单元；其中所述组合物是通过接触至少一种化合物A而获得的，所述化合物A包括至少两种选自以下功能组的功能：X—C(═O)—CHR1—C(═O)—R2，—C(═O)—C—R2；或—C(═O)—CR1═CR2—NR4R5；其中化合物A的至少25%的重量具有功能性≦5，以重量百分比相对于化合物A的总重量计算；以及至少一种包括至少一个NH2或NH3+基团的化合物B；其中X、R1、R2、R3、R4、R5、L1和L2的含义与权利要求书中定义的含义相同。本发明还涉及一种化合物，其包括至少两个单元和最多5个式(I)、(II)和/或(III)的单元；其中R1、R2、R3、X、L1和L2的含义与权利要求书中定义的含义相同。本发明还涉及制备所述组合物和所述化合物的方法，以及包括或使用所述组合物和化合物的材料、物品和聚合物，以及其用途。
• Azo dyestuff intermediate nitro- or aminobenzenes ring-substituted by a
  申请人：Sterling Drug Inc.

  公开号：US04146558A1

  公开（公告）日：1979-03-27

  Water-soluble cationic dyestuffs of the formulae ##STR1## WHEREIN R.sup.0 is hydrogen, lower-alkyl or hydroxy-lower-alkyl; R.sup.1 is lower-alkyl, lower-alkenyl or hydroxy-lower-alkyl; R.sup.2 is lower-alkyl, lower-alkenyl, hydroxy-lower-alkyl or -(lower-alkylene)-NR.sup.0 Y or R.sup.1 and R.sup.2 together with the nitrogen atom, are pyrrolidino, piperidino or 4-lower-alkanoyl piperazino; Y is hydrogen or ##STR2## wherein R is hydrogen, lower-alkyl, lower-alkenyl, phenyl or phenyl-lower-alkyl; A is a member selected from the group consisting of an aromatic azo dyestuff residue attached to the quaternary ammonium nitrogen atom through a lower-alkylene bridge. K is a small integer whose value is dependent on the nature of A such that it has a range from one to two; R.sup.8 is lower-alkyl, lower-alkenyl or hydroxy-lower-alkyl; R.sup.9 is lower-alkyl, hydroxy-lower-alkyl or NH.sub.2 ; R.sup.10 is lower-alkyl or lower-alkenyl; A.sup.1 is an aromatic azo dyestuff residue attached to the quaternary ammonium nitrogen atom through a lower-alkylene bridge; G is a small integer whose value is dependent on the nature of A.sup.1 such that it has a range from one to two; R.sup.8 ' is lower-alkyl; R.sup.9 ' is lower-alkyl, lower-alkenyl or hydroxy-lower-alkyl; R.sup.10 ' is lower-alkyl, lower-alkenyl or hydroxy-lower-alkyl or R.sup.9 ' and R.sup.10 ' together with the nitrogen atom are morpholino; A.sup.2 is an aromatic azo dyestuff residue attached to the quaternary ammonium nitrogen atom through a lower-alkylene bridge; h is a small integer whose value is dependent on the nature of A.sup.2 such that it has a range from one to two; and An is an anion are particularly useful for coloring natural fibers, synthetic fiber-forming materials and cellulosic materials. These dyes dye cotton and paper various shades of stable yellows, reds and oranges. The dyeing from these dyes on paper are less prone to bleed and have a high degree of color discharge when bleached with hypochlorite or chlorine bleaches.

  水溶性阳离子染料的化学式为##STR1## 其中R.sup.0为氢、较低烷基或羟基较低烷基；R.sup.1为较低烷基、较低烯烃基或羟基较低烷基；R.sup.2为较低烷基、较低烯烃基、羟基较低烷基或-(较低烷基)-NR.sup.0 Y或R.sup.1和R.sup.2与氮原子一起，为吡咯烷基、哌啶基或4-较低酰基哌嗪基；Y为氢或##STR2## 其中R为氢、较低烷基、较低烯烃基、苯基或苯基较低烷基；A为从芳香偶氮染料残基中选择的一种，通过较低烷基桥连接到季铵氮原子。K是一个小整数，其值取决于A的性质，范围为一到二；R.sup.8为较低烷基、较低烯烃基或羟基较低烷基；R.sup.9为较低烷基、羟基较低烷基或NH.sub.2；R.sup.10为较低烷基或较低烯烃基；A.sup.1为从芳香偶氮染料残基中选择的一种，通过较低烷基桥连接到季铵氮原子；G是一个小整数，其值取决于A.sup.1的性质，范围为一到二；R.sup.8 '为较低烷基；R.sup.9 '为较低烷基、较低烯烃基或羟基较低烷基；R.sup.10 '为较低烷基、较低烯烃基或羟基较低烷基或R.sup.9 '和R.sup.10 '与氮原子一起为吗啉基；A.sup.2为从芳香偶氮染料残基中选择的一种，通过较低烷基桥连接到季铵氮原子；h是一个小整数，其值取决于A.sup.2的性质，范围为一到二；An为阴离子，特别适用于染色天然纤维、合成纤维形成材料和纤维素材料。这些染料可使棉花和纸张呈现各种稳定的黄色、红色和橙色。这些染料在纸张上的染色不易渗出，漂白时与次氯酸盐或氯漂白剂一起具有高度的色彩释放度。
• The influence of fluorination on the structure and properties of azo pigments
  作者：Zheng Li、Dongjun Lv、Xianggao Li、Shirong Wang

  DOI：10.1016/j.dyepig.2016.01.027

  日期：2016.5

  crystal X-ray structures of two fluorinated azo pigments and their nonfluorinated analogues derived from N-acetoacetanilide and N,N′-(1,4-phenylene) bis-(acetoacetamide) as coupling components were described. These two kinds of pigments existed in the ketohydrazone and bisketohydrazone tautomeric form with intramolecular hydrogen bondings respectively. Fluorination had a profound influence on the structure

  描述了两种氟化偶氮颜料及其非氟化类似物的合成和单晶X射线结构，它们衍生自N-乙酰乙酰苯胺和N，N'-（1,4-亚苯基）双-（乙酰乙酰胺）作为偶联组分。这两种颜料分别以酮hydr和双酮hydr互变异构形式存在，并具有分子内氢键。氟化对分子和晶体的结构有深远的影响，因此改变了形态和颜料性能。结果表明，由于增强的分子间相互作用和分子的有效π堆积，氟化后提高了耐溶剂性。但是，在两种情况下，氟化都会产生对热和光的稳定性较差的颜料。
• [EN] BISAZOQUINOLONE PIGMENTS, PROCESSES FOR THEIR PREPARATION AND THEIR USE<br/>[FR] PIGMENTS DE BISAZOQUINOLONE, PREPARATION ET UTILISATION
  申请人：CIBA SC HOLDING AG

  公开号：WO2004111134A1

  公开（公告）日：2004-12-23

  Bisazoquinolone pigments which, in one of the tautomeric forms thereof, correspond to formula (1) wherein W is the radical of an unsubstituted or substituted C6-C24aryl or the radical of an unsubstituted or substituted heteroaryl, Ar1 is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl, Ar11 is unsubstituted or substituted C6-C24aryl or unsubstituted or substituted heteroaryl, R1 R 1, R2, R10, R11 and R12 are each independently of the others hydrogen, C1-C6alkyl, halogen, cyano, CF3, nitro, NR3R4, COOR4, NR4COR3, COOX+, COR4, OR4, SR3, S02R3, S02NR3R4, S03-X+, or C6-C24aryl unsubstituted or mono- or poly-substituted by R5, R3 is C1-C6alkyl, or C6-Cl2aryl unsubstituted or mono- or polysubstituted by halogen, hydroxy, OR7, cyano, nitro, SR7, NR6R7, COOR7, CONR6R7, NR6COR7, NR6COOR7, COO-X+, COR4, OR4, S02R7, S02NR6R7, S03-X+ or by S03R7, R4 is hydrogen or has the same meanings as R3, R5 is hydrogen, C1-C4alkyl, halogen, nitro, NR7R8 or OR7, R6 is hydrogen or C1-C3alkyl, R7 and R8 are each independently of the other hydrogen, C1-C3alkyl, phenyl unsubstituted or mono- or poly-substituted by halogen, nitro, OR5 or by NR16R17, or benzyl unsubstituted or mono- or poly-substituted by halogen, nitro, OR5 or by NR16R17, and X+ is a cation H+, Li+, Na+, K+, Mg++1/2, Ca++1/2, Sr++1/2, Ba++1/2, Cu+, Cu++1/2, Zn++1/2, Mn++1/2, Al+++1/3 or [NR19R20R21R22]+ wherein R19, R20, R21 and R22 are each independently of the others hydrogen, C1-C6alkyl, phenyl unsubstituted or mono- or polysubstituted by C1-C6alkyl, halogen, nitro, OR5 or by NR16R17, or benzyl unsubstituted or mono- or poly-substituted by C1-C6alkyl, halogen, nitro, OR5 or by NR16R17, R16 and R17 are each independently of the other hydrogen or C1-C6alkyl, Z1 is -NH- or -0-, and Z2 is -NH or -0-, are suitable for colouring high molecular weight material and are distinguished by the resulting colorations having good fastness properties.

  Bisazoquinolone颜料，其中在其互变异构形式之一中，对应于式（1），其中W是未取代或取代的C6-C24芳基的基团或未取代或取代的杂芳基的基团，Ar1是未取代或取代的C6-C24芳基或未取代或取代的杂芳基，Ar11是未取代或取代的C6-C24芳基或未取代或取代的杂芳基，R1、R2、R10、R11和R12各自独立地是氢、C1-C6烷基、卤素、氰基、CF3、硝基、NR3R4、COOR4、NR4COR3、COOX+、COR4、OR4、SR3、SO2R3、SO2NR3R4、SO3-X+，或未取代或由R5单独或多取代的C6-C24芳基，R3是C1-C6烷基，或未取代或由卤素、羟基、OR7、氰基、硝基、SR7、NR6R7、COOR7、CONR6R7、NR6COR7、NR6COOR7、COO-X+、COR4、OR4、SO2R7、SO2NR6R7、SO3-X+或由SO3R7单独或多取代的C6-Cl2芳基，R4是氢或具有与R3相同的含义，R5是氢、C1-C4烷基、卤素、硝基、NR7R8或OR7，R6是氢或C1-C3烷基，R7和R8各自独立地是氢、C1-C3烷基、未取代或由卤素、硝基、OR5或由NR16R17取代的苯基，或未取代或由卤素、硝基、OR5或由NR16R17取代的苄基，X+是H+、Li+、Na+、K+、Mg++1/2、Ca++1/2、Sr++1/2、Ba++1/2、Cu+、Cu++1/2、Zn++1/2、Mn++1/2、Al+++1/3或[NR19R20R21R22]+其中R19、R20、R21和R22各自独立地是氢、C1-C6烷基、未取代或由C1-C6烷基、卤素、硝基、OR5或由NR16R17取代的苯基，或未取代或由C1-C6烷基、卤素、硝基、OR5或由NR16R17取代的苄基，R16和R17各自独立地是氢或C1-C6烷基，Z1是-NH-或-0-，Z2是-NH或-0-，适用于着色高分子量材料，并以所得的色彩具有良好的耐久性特性而著称。