Nitrile oxide compounds are extremely reactive toward multiple bonds in organic compounds and polymers. This high level of reactivity allows for dinitrile oxides to cure (crosslink) olefin-containing polymers under very mild conditions. This invention discloses a process for the synthesis of stable aryl nitrile oxides which comprises the sequential steps of (1) halomethylating a halomethyl group onto a substituted aromatic compound having at least one substituent group selected from the group consisting of alkyl groups, aryl groups, fused aryl groups, alkaryl groups, halogen atoms, alkoxy groups and nitro groups, wherein said halomethyl group is halomethylated onto a position that is ortho to at least one of the substituent groups on the substituted aromatic compound; (2) converting the ortho halomethylated-substituted aromatic compound into an ortho-substituted aromatic aldehyde by reacting the ortho halomethylated-substituted aromatic compound with a salt selected from the group consisting of sodium 2-nitropropane and potassium 2-nitropropane in a lower alcohol solvent; (3) converting the ortho-substituted aromatic aldehyde into an ortho-substituted aromatic oxime by reacting the ortho-substituted aromatic aldehyde with hydroxylamine; and (4) converting the ortho-substituted aromatic oxime into the ortho-substituted aryl nitrile oxide by reacting the ortho-substituted aromatic oxime with an aqueous sodium hypochlorite solution at a temperature which is within the range of about -5°C to about 20°C.
氧化腈化合物对有机化合物和聚合物中的多个键具有极高的反应活性。这种高反应性使得二腈氧化物可以在非常温和的条件下固化(交联)含烯烃聚合物。本发明公开了一种用于合成稳定芳基腈氧化物的工艺,该工艺包括以下连续步骤:(1) 将一个卤甲基基团卤化到具有至少一个取代基的取代芳香族化合物上,该取代基选自由烷基、芳基、融合芳基、烷芳基、卤素原子、烷氧基和硝基组成的组,其中所述卤甲基基团卤化到取代芳香族化合物上至少一个取代基的正交位置;(2) 通过在低级醇溶剂中使正代卤代甲基化取代芳香族化合物与选自
2-硝基丙烷钠和
2-硝基丙烷钾的盐反应,将正代卤代甲基化取代芳香族化合物转化为正代取代
芳香族醛;(4) 在约-5℃至约 20℃的温度范围内,通过使邻位取代的芳香族
肟与
次氯酸钠水溶液反应,将邻位取代的芳香族
肟转化为邻位取代的芳基腈氧化物。