2,2'-(2,5-diaza-hexa-1,5-diene-1c,6c-diyl)-bis-phenol | 159600-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,2'-(2,5-diaza-hexa-1,5-diene-1c,6c-diyl)-bis-phenol
• CAS: 159600-67-6
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: VEUMANXWQDHAJV-WHYMJUELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  65.18
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2'-(2,5-diaza-hexa-1,5-diene-1c,6c-diyl)-bis-phenol 在 甲烷磺酸 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以82%的产率得到2-[(2R,3R)-3-(2-hydroxyphenyl)piperazin-2-yl]phenol
  参考文献：
  名称：

  Synthesis of Nitrogen-Containing Macrocycles with Reductive Intramolecular Coupling of Aromatic Diimines

  摘要：

  Reductive intramolecular coupling of aromatic diimines is an effective method for the synthesis of a variety of nitrogen-containing macrocycles. 1,4-Diazacrown ethers 3 were effectively synthesized by intramolecular coupling of bis(imino ethers) 9 promoted by electroreduction (method A) or chemical reduction with zinc powder (method B) in the presence of methanesulfonic acid. In spite of the formation of macrocycles, the yields of 3 were relatively high. This can be explained by the formation of proton-bridged intermediates 14, in which intramolecular hydrogen bonds are formed between hydrogen and oxygen atoms of diiminium salts. Method B was more effective in the formation of 1,4-diaza-12-crown-4 derivatives 3 (n = 1) due to the template effect of Zn2+. Optically active macrocyclic bislactones 4 were synthesized stereoselectively by reductive intramolecular coupling of bis(imino esters) 20 with zinc powder (method B). The high stereoselectivity is explained by considering proton-bridged intermediate 23. The resultant compounds 4 were transformed to optically active 1,2-diarylethylenediamines 7. Various sizes of macrocyclic bislactams 5 were synthesized by reductive intramolecular coupling of bis(imino amides) 26 with zinc powder (method B). Reduction of 5 gave the corresponding macrocyclic polyamines 6.

  DOI：

  10.1021/jo00118a013

文献信息

• Hydrocarbonaceous fuel compositions and additives therefor
  申请人：ETHYL PETROLEUM ADDITIVES LIMITED

  公开号：EP0476196A1

  公开（公告）日：1992-03-25

  Hydrocarbonaceous fuels and additive compositions therefor which comprise: a) one or more fuel-soluble manganese carbonyl compounds; b) one or more fuel-soluble alkali or alkaline earth metal-containing neutral or basic detergent salts; and c) one or more fuel-soluble ashless dispersants. These compositions preferably contain, in addition to components a), b) and c) above, one or more of the following: d) at least one fuel-soluble demulsifying agent; e) at least one aliphatic or cycloaliphatic amine; and f) at least one metal deactivator. The compositions possess improved combustion characteristics (e.g., formation of less soot, smoke, carbonaceous products and/or noxious emissions), and form on combustion carbonaceous products of reduced acidity. The deposition of sludge on critical engine or burner parts or surfaces is reduced and the fuels have improved stability and demulsibility characteristics. And the fuel compositions can result in decreased fuel consumption in diesel engines.

  烃类燃料及其添加剂组合物，其中包括： a) 一种或多种燃料溶性羰基锰化合物； b) 一种或多种燃料溶性含碱金属或碱土金属的中性或碱性洗涤盐；以及 c) 一种或多种燃料溶性无灰分散剂。除上述 a)、b) 和 c) 组分外，这些组合物最好还包含以下一种或多种成分：d) 至少一种燃料可溶性破乳剂；e) 至少一种脂肪族或环脂族胺；以及 f) 至少一种金属去活剂。这些组合物具有更好的燃烧特性（例如，形成更少的烟尘、烟雾、碳质产物和/或有害排放物），并在燃烧时形成酸度更低的碳质产物。淤泥在发动机或燃烧器关键部件或表面的沉积会减少，燃料的稳定性和破乳化特性也会提高。燃料成分可降低柴油发动机的耗油量。
• Environmentally friendly fuel compositions and additives therefor
  申请人：ETHYL PETROLEUM ADDITIVES LIMITED

  公开号：EP0482253A1

  公开（公告）日：1992-04-29

  Compositions and methods for achieving almost immediate reductions in emissions produced during the operations of engines or burners on middle distillate hydrocarbonaceous fuels. This is effected by including in the fuel a sufficiently high concentration of at least one fuel-soluble ashless dispersant. The amount used is equivalent to at least 50 ppm, preferably 75 to 1,000 ppm, and most preferably 100 to 250 ppm of ashless dispersant (active ingredient). It is preferred to include in the fuel at least one fuel-soluble hindered phenolic antioxidant, such as 2,6-di-tert-butyl-a-dimethylamino-p-cresol.

  在使用中间馏分碳氢化合物燃料的发动机或燃烧器运行过程中，几乎可立即减少排放物的组合物和方法。具体做法是在燃料中加入足够高浓度的至少一种燃料可溶性无灰分散剂。使用量相当于至少 50 ppm，最好是 75 至 1,000 ppm，最理想是 100 至 250 ppm 的无灰分散剂（活性成分）。最好在燃料中加入至少一种可溶于燃料的受阻酚类抗氧化剂，如 2,6-二叔丁基-a-二甲氨基对甲酚。
• Organic phosphates and their preparation
  申请人：ETHYL PETROLEUM ADDITIVES, INC.

  公开号：EP0521628A2

  公开（公告）日：1993-01-07

  Compositions comprising a combination of (i) at least one hydrocarbon-soluble aryl phosphate of the formula wherein each R is, independently, phenyl or an alkyl-substituted phenyl group; and (ii) at least one hydrocarbon-soluble aryl polyphosphate of the formula wherein each R is, independently, phenyl or an alkyl-substituted phenyl group, Ar is m-phenylene or an alkyl-substituted m-phenylene group, and n is from 1 to 4, and a process for the preparation of such compositions. The combination contains from 2 to 30% by weight of component (i).

  由以下物质组合而成的组合物：(i) 至少一种烃溶性芳基磷酸酯，其式为 其中每个 R 独立地为苯基或烷基取代的苯基；和 (ii) 至少一种烃溶性芳基多磷酸酯，其式为 其中每个 R 独立地是苯基或烷基取代的苯基，Ar 是间苯基或烷基取代的间苯基，n 是 1 至 4，以及制备这种组合物的工艺。按重量计，该组合物含有 2%至 30%的组分(i)。
• Evaporative burner fuels and additives therefor
  申请人：ETHYL PETROLEUM ADDITIVES LIMITED

  公开号：EP0662507A2

  公开（公告）日：1995-07-12

  Hydrocarbonaceous distillate fuel compositions and additive concentrates are described that provide improved performance in evaporative burners. The additive components comprise a mixture formed from at least (a) a cyclopentadienyl manganese tricarbonyl compound; (b) a succinic derivative ashless dispersant; (c) an aliphatic dicarboxylic acid having at least 24 carbon atoms in the molecule, the two carboxyl groups being separated from each other by at least 6 carbon atoms; and (d) a metal deactivator of the chelation type. Preferably, the compositions also contain (e) alkoxylated alkylphenol; (f) a demulsifying agent; (g) a tertiary monoamine in which each substituent on the nitrogen atom is a hydrocarbyl group; and (h) liquid inert solvent having a final boiling point no higher than approximately 300°C. The compositions are devoid of any metal-containing additive component other than the cyclopentadienyl manganese tricarbonyl compound.

  描述了可改善蒸发式燃烧器性能的烃基馏分燃料组合物和添加剂浓缩物。添加剂成分至少包括：(a) 环戊二烯基三羰基锰化合物；(b) 丁二酸衍生物无灰分散剂；(c) 分子中至少有 24 个碳原子的脂肪族二羧酸，两个羧基之间至少相隔 6 个碳原子；(d) 螯合型金属失活剂。最好，组合物中还含有 (e) 烷氧基化烷基酚；(f) 破乳化剂；(g) 氮原子上的每个取代基都是烃基的叔一胺；以及 (h) 终沸点不高于约 300°C 的液态惰性溶剂。除环戊二烯基三羰基锰化合物外，组合物中不含任何含金属的添加剂成分。
• Compatible fuel additive concentrates
  申请人：ETHYL PETROLEUM ADDITIVES LIMITED

  公开号：EP0681023A1

  公开（公告）日：1995-11-08

  Effective foam control and enhanced additive compatibility is achieved in additive concentrates and liquid fuels containing overbased alkaline earth metal detergents. This is accomplished by utilizing as the antifoam agent a water-soluble polyether-polysiloxane copolymer having a siloxane backbone with organic polyalkylene oxide pendant groups attached to the siloxane backbone via direct silicon-to-carbon bonds. A number of other types of foam inhibitors have been found incapable of achieving these results.

  在含有过基碱土金属洗涤剂的添加剂浓缩物和液体燃料中，可有效控制泡沫并提高添加剂的兼容性。这是通过使用一种水溶性聚醚-聚硅氧烷共聚物作为消泡剂实现的，该共聚物具有硅氧烷骨架，硅氧烷骨架上通过硅碳键直接连接有有机聚环氧烷悬垂基团。许多其他类型的泡沫抑制剂都无法达到上述效果。