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Indole compound, optical filter and optical recording material

A technology of indole compound and optical filter, which is applied in the direction of record carrier material, optical record carrier, recording/reproducing by optical method, etc., and can solve the problem that the absorption wavelength characteristics may not meet the requirements, etc.

Inactive Publication Date: 2008-08-06
ADEKA CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when the ultraviolet absorber used in the color filter for an organic EL display element is used as an ultraviolet absorber for an optical filter, its absorption wavelength characteristics may not be satisfactory.

Method used

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  • Indole compound, optical filter and optical recording material
  • Indole compound, optical filter and optical recording material
  • Indole compound, optical filter and optical recording material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0078] [Example 1] Synthesis of Compound No.1

[0079] 10 ml of dimethylformamide (DMF) and 80 ml of chloroform were placed in the reaction flask replaced with nitrogen, and 6.91 g (45.1 mmol) of phosphorus oxychloride was added dropwise under ice cooling, followed by stirring for 1 hour under ice cooling. A solution obtained by dissolving 3.94 g (30.0 mmol) of 1-methylindole in 40 ml of chloroform was added dropwise under ice-cooling, followed by heating under reflux for 3 hours. After cooling to room temperature, the reaction solution was slowly added dropwise to 23.1 g (126 mmol) of potassium hexafluorophosphate in 400 ml of an aqueous solution, and stirred at room temperature for 2 hours. The precipitate was filtered off, and washed with 200 ml of methanol while stirring at room temperature for 30 minutes. After filtering and drying, 9.32 g of pink solids were obtained (yield 93.4%). Confirmation: the obtained pink solid is the target substance, compound No.1. The analy...

Embodiment 2

[0088] [Example 2] Synthesis of Compound No.2

[0089] 10 ml of DMF and 80 ml of chloroform were placed in the reaction flask replaced with nitrogen, and 6.90 g (45.0 mmol) of phosphorus oxychloride was added dropwise under ice cooling, followed by stirring for 1 hour under ice cooling. A solution of 6.22 g (30.0 mmol) of 1-methyl-2-phenylindole dissolved in 40 ml of chloroform was added dropwise under ice-cooling, followed by heating under reflux for 3 hours. After cooling to room temperature, the reaction solution was slowly added dropwise to 400 ml of an aqueous solution of 20.0 g (109 mmol) of potassium hexafluorophosphate, and stirred at room temperature for 30 minutes. The water layer was removed, 400 ml of water was added, and the mixture was stirred at room temperature for 30 minutes. Then, the precipitate was filtered off, and washed with 150 ml of methanol while stirring at room temperature for 30 minutes. After filtering and drying, an off-white solid was obtained....

Embodiment 3

[0098] [Example 3] Synthesis of Compound No.3

[0099] 15 g (95.4 mmol) of N,N-di-n-butylformamide and 5.21 g (34.0 mmol) of phosphorus oxychloride were placed in the reaction flask after nitrogen substitution under ice cooling, and stirred for 1 hour under ice cooling. 2.62 g (20.0 mmol) of 1-methylindole was added under ice-cooling, and the mixture was stirred at 100° C. for 3 hours. After cooling to room temperature and distilling off N,N-di-n-butylformamide, 15.3 g (95.4 mmol) of potassium hexafluorophosphate was added and mixed uniformly. After adding 150 ml of water and stirring at room temperature for 30 minutes, the precipitate was filtered off, stirred with 100 ml of methanol at room temperature for 30 minutes, further added with 50 ml of water, and stirred at room temperature for 30 minutes to wash. After filtering and drying, a khaki solid was obtained. Recrystallized from acetonitrile / methanol mixed solvent, filtered and dried to obtain 2.90 g of light pink solid...

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Abstract

The present invention relates to indole compounds represented by the following general formula (I). In the formula, R1 and R2 independently represent a hydrogen atom, a hydrocarbon group with 1 to 30 carbon atoms or a substituent represented by the following general formula (II), and R3 and R4 independently represent a hydrocarbon group with 1 to 10 carbon atoms. An alkyl group, an alkoxy group with 1 to 10 carbon atoms or an aryl group with 6 to 30 carbon atoms, R5, R6, R7 and R8 independently represent a hydrogen atom, a hydrocarbon group with 1 to 30 carbon atoms, Halogen atom, hydroxyl group, nitro group, cyano group, NHR or NR'R", R, R' and R" independently represent an alkyl group with 1 to 10 carbon atoms, and R' and R" can be connected to each other to form a ring , R5 and R6, R6 and R7, R7 and R8 can also be connected to each other to form a ring. Anq- represents the anion of q valence, q represents 1 or 2, and p represents the coefficient to keep the charge neutral.

Description

technical field [0001] The present invention relates to novel indole compounds, optical filters and optical recording materials. This indole compound is useful as an optical element and the like. The indole compound is useful especially as an ultraviolet absorber contained in an optical filter for an image display device, and can also be used for high Density of optical recording materials used in optical recording and reproduction of optical recording media. Background technique [0002] Optical recording media generally have advantages such as large recording capacity and non-contact recording and reproduction, and thus are widely used. For recordable optical discs such as WORM, CD-R, and DVD-R, the laser is focused on a small area of ​​the optical recording layer, and the properties of the optical recording layer are changed to record, and the amount of reflected light between the recorded part and the unrecorded part is used. Regenerate differently. [0003] At prese...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/14B41M5/26C07F17/02G02B5/22G11B7/244C07F15/06G11B7/24035G11B7/2467G11B7/2472G11B7/2478G11B7/2495G11B7/2595
CPCC07D209/14C07D401/04G02B5/22G11B7/245G11B7/246G11B7/2467G11B7/2472G11B7/2478G11B7/248G11B7/2495G11B7/256G11B7/2595
Inventor 柳泽智史
Owner ADEKA CORP
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