含羧基和酚羟基螺噁嗪的合成

光致变色高分子材料近年来得到了研究者的高度关注,一般以接枝、共聚和共混为主要研究对象。文章用对氨基苯甲酸经过重氮化、还原、中和,合成了对羧基苯肼,并进一步合成了N-甲基-5-羧基-9’-羟基螺噁嗪,即SO-1;以及用丙烯酸和氢溴酸合成了3-溴丙酸,代替了传统的3-碘丙酸合成N-羧乙基-9’-羟基螺噁嗪,即SO-2。通过熔点测试和核磁确定了其结构。两种未见文献报道的化合物均含两种官能团,可以进行自身的缩合,也可以接枝上不同的聚合物以获得更优良的光致变色性能。

Synthesis of spirooxazines containing carboxyl and phenolic hydroxyl groups

Researchers have paid high attention to photochromic polymer materials in recent years,and research objects are mainly graft polymer,copolymerization and polymer blend.In this article 4-hydrazinobenzoic acid was synthesized from p-aminobenzoic acid by diazotization,restoration and neutralization.And then N-methyl-5-carboxyl-9-hydroxyl spirooxazine,namely SO-1,were also synthesized.Furthermore,3-bromopropionic acid was synthesized from acrylic acid and hydrobromic acid.N-Carboxy ethyl-9’-hydroxy spirooxazine,namely SO-2,were synthesized from 3-bromopropionic acid that was in place of the traditional 3-iodopropionic acid.The structure of SO-2 was proved with melting point test and nuclear magnetism.Two compounds,SO-1 and SO-2,which had not been reported in literature,both contain two kinds of functional groups,can self-condense or graft different polymers to obtain better photochromic properties.