引用本文:
杨秉勤, 郭媛, 王云侠. 2,2'-二磺酸基联苯胺的合成[J]. 应用化学,
2002, 19(11): 1118-1119.
Citation: YANG Bing-Qin, GUO Yuan, WANG Yun-Xia. Synthesis of (4,4'-Diaminobiphenylene-2,2') disulfonic Acid[J]. Chinese Journal of Applied Chemistry, 2002, 19(11): 1118-1119.
Citation: YANG Bing-Qin, GUO Yuan, WANG Yun-Xia. Synthesis of (4,4'-Diaminobiphenylene-2,2') disulfonic Acid[J]. Chinese Journal of Applied Chemistry, 2002, 19(11): 1118-1119.
2,2'-二磺酸基联苯胺的合成
摘要:
2,2'-二磺酸基联苯胺是合成有机颜料,直接染料的重要中间体[1,2]。目前合成2,2'-二磺酸基联苯胺的各种方法均以间硝基苯磺酸钠为原料,经碱性还原先制得3,3'-二磺酸基氢化偶氮苯,或经3,3'-二磺酸基氧化偶氮苯再转化为3,3'-二磺酸基氢化偶氮苯,之后在酸性介质中发生联苯胺重排最终制得标题化合物[3,4]。由于酸性重排方法简便,收率较高,因此用间硝基苯磺酸经碱性还原制备3,3'-二磺酸基氢化偶氮苯中间体便成为提高总收率,降低生产成本的关键。间硝基苯磺酸还原制3,3'-二磺酸基氢化偶氮苯有化学还原,催化氢化及电解还原等方法,其中化学还原常用的还原剂有锌粉,甲醛,水合肼等。锌粉还原需消耗大量锌粉及有机溶剂,成本较高;水合肼的毒性太大,且需使用高活性的过渡元素催化剂。
English
Synthesis of (4,4'-Diaminobiphenylene-2,2') disulfonic Acid
Abstract:
Sodium m-nitrobenzene sulfonate was reduced by formal solution to give disulfo azoxybenzene. The latter was reduced by an alkali solution of glucose at 94~96℃ for 5 hours to give hydrazobenzene disulfonic sodium (2). The title compound was obtained by rearrangement of (2) by hydrochloric acid in yield of 81.5%. The method has the advantages of cheapness and high yield.
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Key words:
- nitrobenzenesulfonate
- / diaminobiphenylene disulfonic acid
- / glucose
- / formaldehyde
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