New Dyes and Intermediates for Synthetic‐polymer Fibres. 7,7‐Dioxo‐Benzo(K, /)thioxan‐thene‐3,4‐dicarboxylic Acid Imides

Abstract

The synthesis of benzo[k, I] thioxanthene-3,4-dicarboxylic acid-7,7-dioxide is described. Condensation of this heterocycle with amines, or oxidation of the corresponding imides of benzork, I] thioxanthene-3,4-dicarboxy/ic acid, affords a new range of dyes which colour syntheticpolymer fibres, esptxially polyester, in yellow shades of excellent fastness to light and sublimation.

Theoretical and experimental investigation on the intersystem crossing kinetics in benzothioxanthene imide luminophores, and their dependence on substituent effects

“…24,28,33 Sulfone derivatives (BTXI-SO2, BTXI-SO2-NO2, BTXI-SO2-Br, BTXI-SO2-BrBr and BTXI-SO2-I) were simply afforded by reacting the corresponding functionalized BTXI with m-Chloroperbenzoic acid (mCPBA) in dichloromethane, overnight and at room temperature. 20…”

“…[11][12][13] Their success mostly results from the interplay of outstanding spectroscopic properties such as high luminescence quantum yields, 14 a large range of structure dependent accessible emission wavelengths, 15 high thermal and photostability 16 and associated to a moderate synthetic cost compatible with large scale syntheses. 17,18 Within this rylene family, the benzothioxanthene imide derivatives (BTXI) constitute a largely overlooked class of chromophore, [19][20][21][22][23] especially when compared to perylene bisimide. Recently, we have demonstrated that because of their relative synthetic ease, and the possibility to introduce a variety of functional groups on the -position of the naphthyl unit with regards to the sulphur atom (position 5 in Figure 1)position of the naphthalimide moieties, BTXI derivatives could be used as relevant building blocks to prepare extended p-functional molecular systems.…”

Synthesis and Characterization of Novel Monoazo Naphthalimide Disperse Dyes Containing Carboxylic Acid Group with High Heat Fastness Properties

“…Several simple monoazo disperse dyes containing acetylamino, carbamyl, phthalimide and naphthalimide were synthesized and their dyeing properties on polyester fibers were investigated. [10][11][12] The results showed that naphthalimide derivatives tended to undergo association in the crystalline state, so they had good thermal stability. 10 In our previous work, the synthesis of novel monoazo N-ester-1,8-naphthalimide disperse dyes was reported.…”