Magenta toner
A technology of toner and magenta, which is applied in the directions of developer, electrography, optics, etc., and can solve problems such as reduction of tinting strength and transparency
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[0176] Although aspects of the present invention are described in further detail below by way of examples and comparative examples, the present invention is not limited to these examples. In the following description, "part" and "%" are based on mass unless otherwise specified. The resulting reaction products were identified by various assays using the equipment described below. That is, the analytical equipment used was 1 H-NMR spectrometer (ECA-400, manufactured by JEOL Ltd.), LC / TOF mass spectrometer (LC / MSD TOF, manufactured by Agilent Technologies) and UV / Vis spectrophotometer (UV-3600 spectrophotometer, manufactured by manufactured by Shimadzu Corporation). As the ionization method in LC / TOF MS, an electrospray ionization (ESI) method was used.
[0177] The water-insoluble dye compound represented by formula (1) is produced by the following method.
Synthetic example 1
[0179] Production of water-insoluble dye compound (5)
[0180] First, 3-acetamido-2,4,6-trimethylaniline (7.3 g) and compound A (7.4 g) shown in the above synthesis scheme were heated at 150°C in the presence of zinc chloride (4.1 g) The reaction was carried out in sulfolane (20 mL) for 3 hours. The resulting solution was cooled, then poured into 2N hydrochloric acid (50 mL). Precipitated crystals were filtered, washed with water, and crystallized from acetone to give water-insoluble dye compound (5).
[0181] The obtained compounds were obtained by using the above analysis equipment 1 H-NMR spectroscopy, LC / TOF MS and UV / Vis spectrophotometry to identify. The analysis results are described below.
[0182] Analytical results of water-insoluble dye compound (5)
[0183] [1] 1 H-NMR (400MHz, DMSO-d 6 ,80℃) (see figure 1 ):
[0184] δ[ppm]=9.72(s,2H),9.10(s,2H),8.01(d,1H,J=7.63Hz),7.60(t,1H,J=7.25Hz),7.51(t,1H,J =7.63Hz),7.18-7.08(m,7H),5.92(br,1H),2.16-1.98(m,24H)
...
Synthetic example 2
[0189] Production of water-insoluble dye compound (6)
[0190] Except that 3-propionylamino-2,4,6-trimethylaniline is used instead of 3-acetylamino-2,4,6-trimethylaniline and the amount of 3-acetamido-2,4,6-trimethylaniline The water-insoluble dye compound (6) was prepared as in Synthesis Example 1 except that the molar amount of methylaniline was 1.3 times.
[0191] Analytical results of water-insoluble dye compound (6)
[0192] [1] 1 H-NMR (400MHz, DMSO-d 6 , 80℃) (see figure 2 ):
[0193] δ[ppm]=9.73(s,2H),9.02(s,2H),8.02(d,1H,J=7.63Hz),7.60(t,1H,J=7.63Hz),7.53(t,1H,J =8.39Hz),7.19-7.09(m,7H),5.92(br,1H),2.32(t,4H,J=7.63Hz),2.16-1.97(m,16H),1.14(t,6H,J= 7.63Hz)
[0194] [2] Mass spectrometry (ESI-TOF): m / z=743.2976 (M-H) -
[0195] [3] UV / Vis spectrophotometry (λmax=530nm (CH 3 OH: 2.5×10 -5 mol / L)
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