Synthesis of reactive dyes based on the bis‐(N‐carboxymethylamino)monoquaternary‐triazine‐bis‐ethylsulphone reactive group. Part 1: Application to cotton cellulose

Abstract

Reactive dyes containing the bis‐(N‐carboxymethylamino)monoquaternary‐triazine‐bis‐ethylsulphone [bis‐(N‐CMA)‐MQT‐bis‐ES] group and related derivatives have been synthesised. When boiled under mildly acidic conditions, such dyes are able to form two small vinylsulphone dye molecules through a process of 1,2‐trans elimination. The bis‐(N‐CMA)‐MQT‐bis‐ES dye was applied using different dyeing procedures (novel dyeing methods 1 and 2). The dyeing and soaping‐off results of bis‐(N‐CMA)‐MQT‐bis‐ES dye were compared with a model sulphatoethylsulphone dye applied using the conventional alkaline fixation method used for applying this type of reactive dye to cotton. The bis‐(N‐CMA)‐MQT‐bis‐ES dye showed higher exhaustion and fixation values applied using novel dyeing method 2 compared with the sulphatoethylsulphone dye applied using the alkaline fixation method. The soaping‐off efficiency for the large bis‐(N‐CMA)‐MQT‐bis‐ES dye applied using novel dyeing method 2 was the same as that obtained for the sulphatoethylsulphone dye applied using the alkaline fixation method.

Synthesis and application of KM‐type reactive dyes containing 2‐ethoxy‐4‐chloro‐s‐triazine

“…Reactive dyes are well known for their ability to establish covalent bonds with cellulosic fibres . Due to the covalent bonding, these dyes show high wash and rub fastness on the fibres . Also, reactive dyes have the advantages of bright colour, a variety of hues and a convenient production process, which makes them the main class of dyes for cotton dyeing.…”

“…1,2 Due to the covalent bonding, these dyes show high wash and rub fastness on the fibres. [3][4][5][6] Also, reactive dyes have the advantages of bright colour, a variety of hues and a convenient production process, 7,8 which makes them the main class of dyes for cotton dyeing. The nature and number of reactive groups affects the exhaustion and fixation of the dyes.…”

Trends in the synthesis and application of some reactive dyes: A review

“…Reactive dyes containing the bis-(N-carboxymethylamino) monoquaternary-triazine-bis-ethylsulphone [bis-(N-CMA)-MQT-bis-ES] and connected derivatives have been prepared by Lewis et al(2006). The dyes were created by combining the vinyl sulphone dye with glycine, then condensing it with cyanuric chloride to create bis-NCMA-MCT-bis-ES dye, which was then further reacted with more nicotinic acid to create bis-N-CMA-MQT-bis-ES dyes.…”

“…Structure 4. Reactive dyes synthesized by Lewis et al (2006). Patel et al (2009) have been prepared by coupling tetrazotized 4,4ʹ-methylene bis-2,5-dimethoxy aniline with different cyanurated coupling components such as H-acid, J-acid, N-methyal J-acid and Gamma acid.…”

A new way to improve the light-fastness of azo reactive dyes through the introduction of benzene sulfonamide derivatives into the triazine ring

“…To date, no studies have been reported on the introduction of a sulfonamide group directly into the s-triazine ring in the dye industry to improve the light-fastness of azo dyes. Moreover, signicant attention has been focused on the incorporation of b-sulfatoethylsulfonyl aniline into dyes to improve the affinity and xation of dyes; 26,27 in previous studies, the sulfonamide group has also been introduced into dyes as a linkage group to replace benzidine since benzidine is highly carcinogenic and mutagenic. [28][29][30][31][32] Due to their simplest structure containing a sulfonamide group, herein, benzene sulfonamide and its derivatives were directly incorporated into the s-triazine ring with the aim to obtain a new kind of reactive dyes with high light-fastness.…”