期刊
DYES AND PIGMENTS
卷 179, 期 -, 页码 -出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2020.108376
关键词
Intramolecular; Mannich type reaction; Decoloration; Ortho-amino aromatic azo dye; Detection; Formaldehyde
资金
- National Natural Science Foundation of China [51673176, 21808210]
- Zhejiang Provincial Natural Science Foundation of China [LY16B060006]
- Public Welfare Technology Research Project of Zhejiang Province [LGG18B060003]
- Key project of nanhu college of jiaxing university [N41472001-42]
A series of aromatic primary amine dyes were designed and applied for the modification of silk fibmin with Mannich-type reaction in the previous studies. Most aromatic primary amine dyes achieved the expected results with the participation of formaldehyde. However, those azo dyes with ortho-amino aromatic structure lost their colour and did not have any modification on silk fibmin under the same conditions of treatment. Therefore, the decolorization phenomenon of ortho-aniline aromatic azo dyes was analyzed using FT-IR, ESI-MS, NMR and Gaussian computation and the results indicated that an intramolecular Mannich reaction occurred between ortho-amino aromatic azo dyes and formaldehyde. In addition, a secondary effect of reduction of dyes by formaldehyde took place, in which the conjugated chromogenic system of the dye molecules was destroyed, producing benzimidazole, o-phenylenediamine and nitrogen-containing heterocyclic substances with polymethyl substitution. This decolorization of dye was studied as a detection or monitoring method for formaldehyde, and it showed advantages of sensitive response, clear visual indication, and no volatilization of organic solvent.
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