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    Process for preparing substituted 1,2-naphthoquinone-(2)-diazide-4-sulfonic acid esters and their use in a radiation-sensitive mixture
    7.
    发明授权
    Process for preparing substituted 1,2-naphthoquinone-(2)-diazide-4-sulfonic acid esters and their use in a radiation-sensitive mixture 失效
    制备取代的1,2-萘醌 - （2） - 二硫代-4-磺酸酯的方法及其在辐射敏感性混合物中的用途

    公开(公告)号：US5082932A

    公开(公告)日：1992-01-21

    申请号：US431182

    申请日：1989-11-03

    申请人： Herbert Siegel ,  Siegfried Scheler

    发明人： Herbert Siegel ,  Siegfried Scheler

    IPC分类号： C07C303/28 ,  C07C309/26 ,  C07C309/27 ,  C07C309/71 ,  G03F7/022

    CPC分类号： C07C309/26 ,  C07C309/27 ,  G03F7/022

    摘要： The invention relates to a process for preparing 1,2-naphthoquinone-(2)-diazide-4-sulfonic acid esters of the general formula I ##STR1## which are substituted in at least one of the positions 5, 6, 7 or 8 by R=halogen, alkoxy groups or alkoxycarbonyl groups and in which X denotes an aryl group. The process comprises steps in whicha) suitably substituted .beta.-naphthol is nitrosated,b) sulfonation with alkali hydrogensulfite and acid in position 4 and reduction are carried out,c) the naphthalenesulfonic acid derivative is oxidized,d) the 1,2-naphthoquinone-4-sulfonic acid formed is reacted with toluenesulfonohydrazide in an organic solvent at temperatures from 20.degree. to 100.degree. C.,e) the naphthoquinonediazide compound is converted with chlorosulfonic acid or chlorosulfonic acid/thionyl chloride into the sulfonyl chloride, and f) the sulfonyl chloride is condensed with a phenolic component, a purification of the respective intermediate product by reprecipitation or recrystallization being unnecessary.The process makes a simple technical procedure possible with good yield. The compounds prepared, in particular the 1,2-naphthoquinone-(2)-diazide-4-sulfonic acid esters substituted by 6-alkoxycarbonyl groups or by 7-alkoxy groups, are used as radiation-sensitive components in radiation-sensitive mixtures.

    摘要翻译： 本发明涉及一种制备通式I（I）的1,2-萘醌 - （2） - 二叠氮-4-磺酸酯的方法，它在至少一个位置5,6， 7或8，其中R =卤素，烷氧基或烷氧基羰基，其中X表示芳基。 该方法包括以下步骤：a）适当取代的β-萘酚被亚硝化，b）用碱性亚硫酸氢盐和酸在4位磺化并进行还原，c）萘磺酸衍生物被氧化，d）1,2-萘醌 形成的4-磺酸与甲苯磺酰肼在有机溶剂中在20〜100℃的温度下反应，e）萘醌二叠氮化合物用氯磺酸或氯磺酸/亚硫酰氯转化成磺酰氯，f） 磺酰氯与酚成分缩合，通过再沉淀或重结晶不需要纯化各中间产物。 该过程使得一个简单的技术程序可以获得良好的收益。 制备的化合物，特别是被6-烷氧基羰基或7-烷氧基取代的1,2-萘醌 - （2） - 二叠氮-4-磺酸酯被用作辐射敏感性混合物中的辐射敏感成分。