Compound forming heterocyclic azo dye and method for making dye
A technology of azo dyes and compounds, applied in the field of silver halide photosensitive materials, can solve the problem that the coupling agent has not been practically used
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Synthetic example
[0060] The specific synthesis example of the compound represented by formula (I) is as follows:
[0061] Synthesis Example 1: Synthesis of compound (1)
[0062] Compound (1) can be synthesized by the following route:
[0063]
[0064] Compound (A) (0.35 g) and compound (B) (0.9 g) were dissolved in N,N-dimethylacetamide (DMAc) (5 ml). Dicyclohexylformamide (DCC) (0.56 g) was added dropwise to the resulting solution at room temperature. After the reaction occurs, the precipitated dicyclohexylurea is filtered out from the reaction solution. Ethyl acetate (20 ml) was added to the resulting filtrate, and the resulting solution was washed with water. The organic phase was dried with magnesium sulfate and the ethyl acetate was removed, and the residue was purified by column chromatography to obtain compound (C) (0.33 g).
[0065] The compound (C) (0.5 g) was dissolved in tetrahydrofuran (5 ml), and the compound (D) (0.71 g) was added to the resulting solution. These compounds were all...
Embodiment 1—4
[0152] 1. Preparation of dyes (D-1) to (D-4)
[0153] The following azomethine dyes D-1 (made with coupling agent (1)), D-2 (made with coupling agent (2)), D-3 (made with coupling agent (37)) and D-4 (Made with coupling agent (38)) was synthesized by the same method as Comparative Example 1, except that the coupling agents (1), (2), (37) and (38) of the Examples were used instead of Comparative Example 1 "1". .Comparative coupling agent (C-1) in "Preparation of contrast dye (CD-1)".
[0154]
[0155]
[0156] 2. Coupling agent (1), (2), (37) and (38) emulsion preparation
[0157] The emulsion of each coupling agent can be prepared in the same way as in Comparative Example 1, except that the coupling agents (1), (2), (37) and (38) of the Examples of the present invention are used instead of Comparative Example 1 "2. Comparative Coupling" The comparative coupling agent (C-1) in "Preparation of Mixture (C-1) Emulsion".
[0158] 3. Preparation of the photosensitive material of the...
Embodiment 5—8
[0221] Samples 302 to 305 were prepared in the same way as in Comparative Example 2, except that the coupling agent (2), (9), (31) or (37) was used instead of the comparative coupling agent (C-1) in the coupling agent emulsion.
[0222] The color image light resistance evaluation test was performed as follows. Each photosensitive material is exposed to white light in a wedge shape, and then the following processing steps are performed.
[0223] step temperature Processing time
[0224] Color development 38.5℃ 45 seconds
[0225] Bleaching—fixing 30—36°C for 45 seconds
[0226] Stabilization process (1) 30—37℃ for 20 seconds
[0227] Stabilization process (2) 30—37°C for 20 seconds
[0228] Stabilization process (3) 30—37°C for 20 seconds
[0229] Drying 70-85℃ 60 seconds
[0230] In each step of color development, bleaching and / or fixing, stabilization process (1), stabilization process (2) and stabilization process (3), all photosensitive materials are immersed in the corre...
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