Disperse dye compound, preparation method and application method thereof
A technology of disperse dyes and compounds, applied in chemical instruments and methods, dyeing methods, azo dyes, etc., can solve the problems of poor application performance, easy reverse thermal migration, poor washing fastness, etc., to achieve improved dyeing performance and Effects of color fastness, improvement of dyeing performance, and improvement of affinity
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Embodiment 1
[0064] Example 1: Preparation of 1d
[0065] (1) Synthetic acid:
[0066] In a 100mL round bottom flask, add succinic anhydride (1.3g, 13.0mmol, 1.3eq), DMAP (122.2mg, 1.0mmol, 0.1eq), CH 2 Cl 2 (15 mL), triethylamine (1.27 mL, 10.0 mmol, 1.0 eq) and N-ethyl-N-hydroxyethylaniline (1.66 mL, 10.0 mmol, 1.0 eq). The reaction mixture was stirred at room temperature for 4 h, and TLC was applied to follow the reaction process. After the reaction, the reaction solution was concentrated under reduced pressure with a rotary evaporator and dried in vacuum. The residue in the bottle was directly used for the Ugi four-component reaction.
[0067] (2) Ugi four-component reaction:
[0068] In a 250mL round bottom flask, add anhydrous methanol (70mL), p-methylaniline (1.3g, 12.0mmol, 1.2eq) and benzaldehyde (1.28mL, 12.0mmol, 1.2eq) successively, and then add (1) The synthesized acid was transferred to a flask with anhydrous methanol, and finally cyclohexylacetonitrile (1.25 mL, 10 mmol,...
Embodiment 2
[0073] Embodiment 2: the synthesis of disperse dye 1da
[0074] (1) Synthesis of diazonium salt:
[0075] Add 4-nitroaniline (0.73g, 5.27mmol, 1.5eq) into a 50mL round-bottomed flask, mix 5mL of water and 5mL of concentrated hydrochloric acid (36.5%) and add dropwise to the flask, at 40-60°C It was dissolved (about 1 h). After the solution was cooled to room temperature, it was placed in an ice-water bath. Sodium nitrite (0.37g, 5.27mmol, 1.5eq) was dissolved in 5mL water in a small beaker, and placed in an ice-water bath for about 2min. The above-mentioned sodium nitrite aqueous solution was slowly added dropwise, and after the dropwise addition was completed, it was reacted in an ice-water bath for 1 h.
[0076] (2) Coupling reaction:
[0077] In a 150mL round bottom flask, 30mL of methanol and coupling component 1d (2.00g, 3.51mmol, 1.0eq) were added, heated and stirred in an oil bath at 80°C until the coupling component was completely dissolved, and then the mixture wa...
Embodiment 3
[0082] Embodiment 3: the synthesis of disperse dye 1db
[0083] (1) Diazonium salt synthesis:
[0084] 2-Chloro-4-nitroaniline (0.91g, 5.27mmol, 1.5eq) was added in a 50mL round bottom flask, and 5mL of water and 5mL of concentrated hydrochloric acid (36.5%) were mixed and added dropwise to the flask, at 40- Dissolve it at 60°C. After the solution was cooled to room temperature, it was placed in an ice-water bath. Sodium nitrite (0.37g, 5.27mmol, 1.5eq) was dissolved in 5mL water in a small beaker, and placed in an ice-water bath for about 2min. The above-mentioned sodium nitrite aqueous solution was slowly added dropwise, and after the dropwise addition was completed, it was reacted in an ice-water bath for 1 h.
[0085] (2) Coupling reaction:
[0086] In a 150mL round bottom flask, 30mL of methanol and coupling component 1d (2.00g, 3.51mmol, 1.0eq) were added, heated and stirred in an oil bath at 80°C until the coupling component was completely dissolved, and then the mi...
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