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Cationic pyridine and pyridazine dyes

A cationic dye technology, applied in the field of cationic pyridine and pyridazine dyes, can solve the problem of reducing the aesthetic value of clothes

Inactive Publication Date: 2013-04-24
UNILEVER NV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Many garments yellow over multiple wash wear cycles, reducing the garment's aesthetic value

Method used

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  • Cationic pyridine and pyridazine dyes
  • Cationic pyridine and pyridazine dyes
  • Cationic pyridine and pyridazine dyes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0086] Synthesis of 1,5-dimethyl-2-[(4-dimethylamino)-phenylazo]-pyridine iodide

[0087] (i) Preparation of disperse dye, 5-methyl-2-[(4-dimethylamino)-phenylazo]-pyridine

[0088] 2-Amino-5-picoline (2.16 g) and sodium amide (50 w / w% suspension in toluene, 1.56 g) were added to toluene (60 ml), and the mixture was heated under reflux for 30 minutes. 4-Nitroso-N,N-dimethylaniline (3 g, 0.02 mol) was added in small portions (exothermic reaction) and heating was continued at reflux under argon for 3 hours. After cooling the mixture was evaporated to dryness under reduced pressure to leave a tarry residue which was extracted with hot acetic acid (2 x 100ml). A yield of 2.3 g of reddish-brown insoluble material remained. The acetic acid extract was neutralized by careful addition of sodium hydroxide liquid (40%) to pH 7: this resulted in a color change from purple to brown and the precipitated tarry solid was collected. It was washed several times with water by decantatio...

Embodiment 2

[0093] Synthesis of 1-methyl-2-[(4-dimethylamino)-phenylazo]-quinoline iodide

[0094] (i) Preparation of disperse dye 2-[(4-dimethylamino)-phenylazo]-quinoline

[0095] The scale (0.02 mol) and the method used were similar to those used for the preparation of 5-methyl-2-[(4-dimethylamino)-phenylazo]-pyridine, but with 2-aminoquinoline (2.88 g, 0.02 mol ) instead of 2-aminopyridine. Additionally, a toluene suspension of 2-aminoquinoline and sodium amide was allowed to cool before adding 4-nitroso-N,N-dimethylaniline (3 g, 0.02 mol). After removing the toluene, the residual tar was stirred with dichloromethane and passed through silica gel. The eluate was collected, the solvent was removed and the residue was treated with isopropanol to obtain a brown solid, mp 149-151°C.

[0096] (ii) Preparation of 1-methyl-2-[(4-dimethylamino)-phenylazo]-quinoline iodide

[0097] 2-[(4-Dimethylamino)-phenylazo]-quinoline (1.1 g, 0.004 mol) and iodomethane (11.4 g, 0.08 mol) in ...

Embodiment 3

[0100] UV-Vis spectra were recorded in water buffered to Ph=7 with the dye. Spectra were recorded with an optical density of 1 in a 1 cm cell.

[0101]

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Abstract

The present invention provides a laundry detergent comprising a cationic pyridine / pyridazine dye. The present invention also provides a method of treating a textile.

Description

technical field [0001] This invention relates to the delivery of dyestuffs to fabrics. Background technique [0002] Many garments yellow over multiple wash wear cycles, reducing the garment's aesthetic value. To maintain the white appearance, shading dyes can be used. For primary wash applications, violet dyes are preferred. Typically, direct violet dyes, such as direct violet 9 or 99, have been used and these dyes are described in WO2005014769 and WO2005003274. Direct dyes build up over multiple washes, which can cause intense blue or purple stains on clothing. In order for overshading to be acceptable, lesser amounts of dye must be used, which reduces the benefit. [0003] WO 2007 / 084729 to Proctor and Gamble discloses the use of thiazoles in laundry formulations The dye acts as a shading agent that won't build up over multiple washes. [0004] WO 2007 / 087252 to Milliken discloses the use of thiazoles in laundry formulations The dye acts as a shading agent that w...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C11D3/40C11D3/42
CPCC11D3/40C11D3/42
Inventor S·N·巴彻洛尔J·M·伯德S·B·乔伊斯
Owner UNILEVER NV