Spectrophotometric determination of aromatic amines by the diazotization-coupling technique with 8-amino-1-hydroxynaphthalene-3,6-disulfonic acid and N-(1-naphthyl)ethylenediamine as the coupling agents
Spectrophotometric determination of aromatic amines by the diazotization-coupling technique with 8-amino-1-hydroxynaphthalene-3,6-disulfonic acid and N-(1-naphthyl)ethylenediamine as the coupling agents
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以8-氨基-1-羟基萘-3,6-二磺酸和N-(1-萘基)乙二胺为偶联剂重氮化偶联法测定芳香胺
DOI：
10.1021/ac00241a049
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发表时间：
1982
影响因子：
7.4
通讯作者：
P. Keliher
中科院分区：
文献类型：
--
作者：
G. Norwitz;P. Keliher
以H-acld(8-氨基-1-羟基萘-3,6-dl磺酸)和AZ-(1-萘基)乙二胺(又称/V-(l-萘基)-1,2-乙烷胺或N-na)为分析物,应用重氮化-耦合分光光度法测定多种芳香胺。偶联剂。该方法已成功地对卤代苯胺、2, 4-二氯苯胺、硝基苯胺、甲基苯胺、氨基苯甲酸、氨基苯磺酸、磺胺和某些其他取代苯胺进行了测试。该方法不推荐用于亚苯基胺和氨酚，因为它们产生很少的颜色或不产生颜色。含有负基团的芳香胺比不含有负基团的芳香胺更容易偶联并产生颜色。对于含有负基团的芳香胺，全显色所需的试剂量和时间较少，特别是对于N-na方法。两种方法的准确度大致相同，但 N-na 方法平均比 H-acld 方法灵敏约 1.6 倍。最近，作者描述了通过重氮化-偶联技术分光光度测定苯胺的方法，使用 H-酸（8-氨基-1-羟基-萘-3, 6-二磺酸）(1) 和 AT-(1-萘基) 乙二胺（也称为A7-(1-环烷基)-1,2-乙二胺或N-na)(2)作为偶联剂。本工作的目的是报告该方法在测定各种芳香胺，特别是取代苯胺中的应用。此前尚未对H-酸和N-na方法在各种芳香胺中的应用进行过系统研究。其中许多芳香胺在工业、毒理学和制药方面具有相当重要的意义 (3)。实验部分设备和试剂。使用 ABausch and Lomb 70 型分光光度计（1 cm 比色皿）和 Hewlett-Packard 8450A 型记录分光光度计（1 cm 比色皿）。除芳香胺和 H-酸外，所用化学品均为 ACS 试剂级。芳香胺是 Eastman Kodak 试剂化学品。 H-酸（仅提供工业级）如前所述进行纯化 (1)。
A comprehensive study Is made of the application of the di-azotizatlon-coupllng spectrophotometric technique to the de-termination of diverse aromatic amines, using H-acld (8-amlno-1-hydroxynaphthalene-3, 6-dlsulfonic acid) and AZ-(1-naphthyl) ethylenediamine (also called/V-(l-naphthalenyl)-1, 2-ethanedlamlne or N-na) as the coupling agents. The methods were tested successfully on halogenated anilines, 2, 4-dlchloroanlllne, nltroanllines, methylanlllnes, amlnobenzolc acids, amlnobenzenesuHonic acids, sulfanilamide, and certain other substituted anilines. The methods are not recommended for phenylenedlamlnes and amlnophenols, which produce little or no color. The aromatic amines containing negative groups tend to couple and produce colors more readily than aromatic amines not containing such groups. The amount of reagent and time required for full color development is less for aro-matic amines containing negative groups, specially for the N-na method. Both methods are about equal In accuracy but the N-na method Is on the average about 1.6 times more sensitive than the H-acld method.Recently, the authors described methods for the spectro-photometric determination of aniline by the diazotization-coupling technique, using H-acid (8-amino-l-hydroxy-naphthalene-3, 6-disulfonic acid)(1) and AT-(1-naphthyl) ethylenediamine (also calledA7-(l-naphthenyl)-l, 2-ethanediamine or N-na)(2) as the coupling agents. It is the purpose of the present work to report on the application of the methods to the determination of diverse aromatic amines, particularly substituted anilines. No systematic study has previously been made of the application of H-acid and N-na methods to various aromatic amines. A great many of these aromatic amines are of considerable importance in industrial, toxicological, and pharmaceutical aspects (3). EXPERIMENTAL SECTION Apparatus and Reagents. ABausch and Lomb Model 70 spectrophotometer (1-cm cell) and Hewlett-Packard Model 8450A recording spectrophotometer (1-cm cell) were used. The chemicals used were ACS reagent grade except the aro-matic amines and H-acid. The aromatic amines were Eastman Kodak reagentchemicals. The H-acid (available onlyin the technical grade) was purified as described previously (1).