Synthesis and Properties of Amide Derivatives of 4‐N, N‐Dialkylaminoazobenzenes

Abstract

Several disperse dyes, derivatives of 4‐N, N‐dialkylaminoazobenzene having acetylamino, carbamyl, phthalimide or naphthalimide substituents have been prepared. Their spectral properties and reaction to heat were determined, and their usefulness was evaluated in terms of the sublimation fastness. It was found that the dyes containing a benzamide system with an unsubstituted NH group, similar to that in phthalimide and naphthalimide derivatives, show a high sublimation fastness due to their ability to associate.

Synthesis and Characterization of Novel Monoazo N‐Ester‐1,8‐Naphthalimide Disperse Dyestuffs

“…The general method of diazotisation of 4-amino-1,8naphthalimide derivatives uses nitrosyl sulphuric acid. 10,11 Thus 4-amino-N-alkylglycinate-1,8-naphthalimide was reacted with nitrosyl sulfuric acid. This reaction was completed in 3 hours.…”

Dyeing and fastness properties of polyamide fabrics using some acid‐based monoazo disperse dyes

“…The bathochromic shift can be obtained by enhancing electron donning properties of the couplers. 8,9 In Dye 3 the presence of ethoxyamino group in benzene ring caused hypsochromic shift compared to Dyes 1, 2, and 4. In general, all used dyes on polyamide fibers in comparison to polyester showed greater bathochromic shift.…”

“…Monoazo disperse dyes containing naphthalimide residue have been found to have acceptable dyeing and fastness properties. [5][6][7][8] They displayed excellent thermal stabilities and good dyeing fastness properties. 9,10 A group of disperse dyes based on N-alkyl, N-alkylglycinates, and N-butyric acid-1,8-naphthalimide were synthesized and their dyeing and fastness properties on polyester fibers were investigated.…”

Acetamidoarenediazonium Salts: Opportunities for Multiple Arene Functionali­zation

“…( E )‐ N ‐(3‐{[4‐(Dimethylamino)phenyl]diazenyl}phenyl)acetamide ( m ‐13aa): 86 Compounds m ‐ 2a (249 mg, 1.00 mmol) and 12a (145 mg, 1.20 mmol) were converted into m ‐ 13aa (230 mg, 0.82 mmol, 82 %) by the General Procedure: red solid, m.p. 189 °C.…”