The oxidative coupling of primary aromatic amines was investigated. Ce(SO4)2 can mediate the oxidative coupling of primary aromatic amines in water to dimers, trimers and/or tetramers, which depended on the substitu...The oxidative coupling of primary aromatic amines was investigated. Ce(SO4)2 can mediate the oxidative coupling of primary aromatic amines in water to dimers, trimers and/or tetramers, which depended on the substituents of primary aromatic amines. When 2,6-dimethylaniline or 2,6-diethylaniline was used as substrate, dimer, and tetramer were formed as major products. When 2,6-diisopropylaniline or 2,6-dihaloanilines was used as substrate, dimer, and trimer were formed. The mechanistic aspect was also investigated.展开更多
Under the guidance of the finding that the tyrosine residues in proteins could undergo three-component Mannich-type reactions with formaldehyde and electron-rich aniline-containing compounds,which forms covalent bondi...Under the guidance of the finding that the tyrosine residues in proteins could undergo three-component Mannich-type reactions with formaldehyde and electron-rich aniline-containing compounds,which forms covalent bonding connections between the protein of interest and the aniline with high levels of selectivity under relatively mild conditions,an orange aromatic primary amine-containing acid dye AMODB was designed and readily synthesized.The molecular structure was characterized by FTIR,^1H NMR,mass spectrometry and elemental analysis.The synthesized dye and a similar control dye(C.I.Acid Yellow 11) without primary amine groups were applied to dye silk fabric by three dyeing processes:Mannich-type dyeing(with and without the addition of formaldehyde) and acidic dyeing.Their washing and rubbing fastness properties with different dyeing methods were examined and compared.It was found that the dyed silk fabric with AMODB by the Mannich-type dyeing showed higher color depth,better anti-stripping ability to DMF and better washing fastness than those of the dyed silk fabric with C.I.Acid Yellow 11 by acidic dyeing due to the covalent bond formation between the dye chromophore of AMODB and silk fiber.In addition,mild Mannich dyeing conditions suitable for silk(AMODB at 3%owf,75:1 liquor-to-goods ratio,dyebath pH 5.5,30℃,10 h) were provided.展开更多
基金Supported by the National Natural Science Foundation of China(No.20572058)
文摘The oxidative coupling of primary aromatic amines was investigated. Ce(SO4)2 can mediate the oxidative coupling of primary aromatic amines in water to dimers, trimers and/or tetramers, which depended on the substituents of primary aromatic amines. When 2,6-dimethylaniline or 2,6-diethylaniline was used as substrate, dimer, and tetramer were formed as major products. When 2,6-diisopropylaniline or 2,6-dihaloanilines was used as substrate, dimer, and trimer were formed. The mechanistic aspect was also investigated.
基金supported by the National Natural Science Foundation of China(Nos.21106135 and 51173168)Zhejiang Provincial Key Innovation Team(No.2010R50038)+1 种基金Zhejiang Provincial Top Key Academic Discipline of Chemical Engineering and Technology"521" Talent Project of Zhejiang Sci-Tech University
文摘Under the guidance of the finding that the tyrosine residues in proteins could undergo three-component Mannich-type reactions with formaldehyde and electron-rich aniline-containing compounds,which forms covalent bonding connections between the protein of interest and the aniline with high levels of selectivity under relatively mild conditions,an orange aromatic primary amine-containing acid dye AMODB was designed and readily synthesized.The molecular structure was characterized by FTIR,^1H NMR,mass spectrometry and elemental analysis.The synthesized dye and a similar control dye(C.I.Acid Yellow 11) without primary amine groups were applied to dye silk fabric by three dyeing processes:Mannich-type dyeing(with and without the addition of formaldehyde) and acidic dyeing.Their washing and rubbing fastness properties with different dyeing methods were examined and compared.It was found that the dyed silk fabric with AMODB by the Mannich-type dyeing showed higher color depth,better anti-stripping ability to DMF and better washing fastness than those of the dyed silk fabric with C.I.Acid Yellow 11 by acidic dyeing due to the covalent bond formation between the dye chromophore of AMODB and silk fiber.In addition,mild Mannich dyeing conditions suitable for silk(AMODB at 3%owf,75:1 liquor-to-goods ratio,dyebath pH 5.5,30℃,10 h) were provided.