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Hydrazide chelate complex compound, and optical recording medium using the compound, and its recording method

An optical recording medium, a technology of coordination compounds, applied in the directions of optical recording carriers, chemical instruments and methods, temperature recording methods, etc.

Inactive Publication Date: 2009-01-28
MITSUBISHI CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the currently developed recording method using blue semiconductor laser, such as HD (High Definition, High Definition) DVD-R or BD (Blu-ray Disc, blu-ray Disc)-R, has the problem that it is difficult to practically adopt High to Low recording.

Method used

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  • Hydrazide chelate complex compound, and optical recording medium using the compound, and its recording method
  • Hydrazide chelate complex compound, and optical recording medium using the compound, and its recording method
  • Hydrazide chelate complex compound, and optical recording medium using the compound, and its recording method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0285]

[0286]

[0287] 2-(1,3,3-Trimethylindolin-2-ylidene)acetaldehyde (1.0 g) and benzohydrazide (0.70 g) were heated and stirred in ethanol (20 ml) for 1 hour. The reaction mixture was cooled to room temperature, water (20ml) was added and the resulting solid was filtered. Wash with water (10 ml) and ethyl acetate (10 ml), and dry to obtain the light yellow target compound (L-1) (1.3 g, yield 82%).

[0288] pass 1 The obtained compound was identified by H NMR.

[0289] NMR (CDCl 3 )δ: 8.57(d, J=10.0Hz, 1H), 7.85(d, J=8.0Hz, 2H), 7.5-7.4(m, 3H), 7.25-7.1(m, 2H), 6.90(t, J =8.0Hz, 1H), 6.68(d, J=8.0Hz, 1H), 5.60(d, J=10.0Hz, 1H), 3.22(s, 3H), 1.57(s, 6H)

[0290]

[0291] Compound (L-1) (0.50 g) was dissolved in hot methanol (20 ml). Triethylamine (0.16 g) and cobalt acetate tetrahydrate (0.20 g) were successively added to this solution, followed by stirring at 50° C. for 1 hour. The reaction mixture was filtered, the filtrate was added dropwis...

Embodiment 2

[0299]

[0300] Compound (L-1) (0.25 g) was dissolved in hot methanol (20 ml). Triethylamine (90 mg) and copper acetate tetrahydrate (0.10 g) were successively added to this solution, followed by stirring at 50° C. for 1 hour. Water (20ml) was added to the reaction mixture, the resulting solid was filtered, washed with water (10ml) and methanol (10ml) to obtain the yellow solid (0.20g, yield 82%) of the following target compound (A-2) .

[0301] λmax (CH 3 CN): 415nm

[0302] OD of λmax: 135

[0303]

[0304] The obtained compound (A-2) was tested for its solubility in a coating solvent by the method shown in Example 1. As a result, it was found that the compound (A-2) was completely dissolved at a concentration of 0.7% by weight. insoluble components.

Embodiment 3

[0306]

[0307]

[0308] In methanol ( 30ml) was heated and stirred for 1 hour. The solvent was distilled off from the reaction mixture under reduced pressure. After extraction with ethyl acetate and washing with brine, the organic layer was dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. This was recrystallized from chloroform and hexane to obtain a light yellow target compound (L-2) (0.62 g, yield 38%).

[0309] The obtained compounds were identified by DEI-MS.

[0310] DEI-MS (measured value): 329 (M + ), calculated value: 329

[0311]

[0312] Compound (L-2) (0.25 g) was dissolved in hot methanol (20 ml). Triethylamine (0.30 g) and cobalt acetate tetrahydrate (0.37 g) were successively added to this solution, followed by stirring at a temperature of 50° C. for 1 hour. The reaction mixture was filtered, the filtrate was added dropwise in water (20ml), the solid generated by filtration was washed with water...

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Abstract

Disclosed is a novel hydrazide chelate complex compound excellent in both solubility in a coating solvent and light resistance, which is applicable to a blue laser recording and useful as a dye for forming a recording layer of an optical recording medium. The hydrazide chelate complex compound is represented by the general formula (1) below. Also disclosed is a dye for forming a recording layer of an optical recording medium, which contains this compound. (1) In the formula, ring A represents an aromatic ring; R<1> and R<6> respectively represent an aromatic ring group or a monovalent non-aromatic ring substituent having 20 or less carbon atoms; R<2>-R<5> respectively represent a hydrogen atom, an aromatic ring group or a monovalent non-aromatic ring substituent having 20 or less carbon atoms; n represent 0 or 1; a represents a number of 1-3; M represents a transition metal atom; and X represents a group 14-16 element atom of the periodic table.

Description

technical field [0001] The present invention relates to a novel hydrazide chelate complex compound useful as a dye for forming a recording layer of an optical recording medium, and a dye for forming a recording layer for an optical recording medium containing the compound. In particular, the present invention relates to a novel hydrazide chelate complex compound useful as a dye for forming a recording layer of an optical recording medium corresponding to blue laser light, and a dye for forming a recording layer of an optical recording medium containing the compound. [0002] The present invention also relates to an optical recording medium having a recording layer using such a pigment and a recording method for the optical recording medium. Background technique [0003] In recent years, along with the realization of high-density information recording / reproduction, the development of optical recording media using laser light, especially optical discs, has progressed. Among t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B57/10C09B26/02B41M5/26G11B7/244
Inventor 中村健史佐藤济藤田理惠子内田直幸
Owner MITSUBISHI CHEM CORP
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