Optical dye of phthalocyanine derivative, and application in recording medium

A technology of optical recording and derivatives, applied in optical, electrical recording, azo dyes, etc., can solve the problems of etch pit offset, inability to take into account low speed, inaccurate control of signal etch pit length, etc.

Inactive Publication Date: 2006-12-06
蔡晏晟
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this dye has good characteristics in high-speed programming, it cannot take into account low-speed performance, especially in one-speed (1X) programming, it is easy to cause inaccurate signal pit length control and pitting Disadvantages of poor offset

Method used

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  • Optical dye of phthalocyanine derivative, and application in recording medium
  • Optical dye of phthalocyanine derivative, and application in recording medium
  • Optical dye of phthalocyanine derivative, and application in recording medium

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Weigh 10.0 grams of four-alpha (2,4-dimethyl-3-pentyloxy) copper phthalocyanine derivatives (prepared according to EP 703280) and add to a 250 ml round-bottom bottle filled with nitrogen, then add 50 ml of After dissolving toluene and 5.4 grams of N-methylformamide, the temperature of the solution was lowered to 0°C, and then 5.6 grams of phosphorus oxychloride (POCl 3 ) was slowly added to the reaction solution, and the rate of addition was controlled to maintain the temperature of the reaction solution not exceeding 5°C. After the addition was complete, the cooling system was removed and the temperature of the reaction solution was raised to 50°C. The reaction solution was stirred at 50°C for 24 hours and the progress of the reaction was monitored by TLC. After the reaction, the reaction solution was poured into 200 ml of sodium acetate (41.5 g) ice-water mixture, the mixture was stirred for 30 minutes, and then the mixture was extracted with 100 ml×3 toluene. Collec...

Embodiment 2

[0052] Weigh 1.03 g of sodium borohydride (sodium borohydride) and add it to a 250 ml round-bottomed three-neck flask filled with nitrogen, then add 40 ml of ethanol and stir to mix it to make most of it dissolve. 10.0 grams of formylated tetra-α-(2,4-dimethyl-3-pentyloxy) copper phthalocyanine derivatives (prepared in Example 1) were dissolved in 40 milliliters of THF solution, and then added to the above reduction Among the reagents, the reaction solution was stirred vigorously at room temperature for 24 hours and the progress of the reaction was monitored by thin layer chromatography. After the reaction, the reaction mixture was filtered to remove insoluble matter, and poured into 200 ml of 20% saline to terminate the reaction, and then the mixture was extracted with 40 ml×3 toluene. Collect the organic layer uniformly, add 20 grams of anhydrous magnesium sulfate to dry it, filter to remove hydrous magnesium sulfate, concentrate under reduced pressure to 40 ml, pour the con...

Embodiment 3

[0057] Into a 500 ml reaction flask filled with nitrogen, 4.18 g of ferrocenecarboxylic acid and 20 ml of dichloromethane were added. At a low temperature of 0-5°C, 2.43 g of oxalyl chloride was slowly added thereto. After 1 hour, excess (or unreacted) oxalyl chloride was stripped off under reduced pressure. After that, 25 mL of pyridine was added slowly and the reaction temperature was controlled below 15 °C. Separately, 10 g of the compound of Example 2 was dissolved in 22.5 ml of dichloromethane, and this solution was added to the previous 500 ml reaction bottle and allowed to react for 3 hours. Finally, the reactants were poured into methanol / water (75 / 25) mixed solution to terminate the reaction. The formed green powder was filtered, and the product was dried under vacuum at 70° C. for two days to obtain 9.7 g (78% of theory) of a green powder product.

[0058] UV-VIS (DBE): λmax = 712 nm.

[0059] IR (KBr): 1715, 1743, 1770cm -1 .

[0060] TGA: Major decomposition ...

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Abstract

This invention discloses a photo-recordable medium, which comprises a substrate, a recording layer, a reflecting layer and a protecting layer. The recording layer comprises an organic dye, and can record data by laser irradiation. The organic dye is substituted phthalocyanine, and bonded with substituted or unsubstituted ferrocene group through anhydride groups and a bridging unit G. The bridging unit G is -O-, -S-, -S-(CH2)1-6-, -(NH)-, -N(alkyl)-, -(CH2)-, -CH(alkyl)-, -C(alkyl)2-, -(CH2-O)-, -C(=O)-, -C-O-C(=O)-, -O-C(=O)-OR -C(=O)-O-.

Description

technical field [0001] The present invention relates to a novel organic optical dye derived from phthalocyanines, its preparation method and its use in optical recording media, especially in CD-R. Background technique [0002] Organic dyes have been widely used in the field of optical recording. Although these recording media can only be recorded once, they can be read and played repeatedly, so they are called "write-once-read-many" ( w rite o nce r ead m any), abbreviated as "WORM". Recordable Compact Discs, or the so-called CD-R, is a disc format utilizing this technology, and was first published in "Optical Data Storage 1989," Technical Digest Series, vol.1, 45 (1989) . [0003] Among all organic dyes used in optical recording media, phthalocyanine and its derivatives are one of the most important types, mostly because of their high absorption in the near-infrared range (700-900 nanometers). Compared with other organic dyes such as cyanines, phthalocyanine dyes and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/22C09B47/18G03G5/00
Inventor 蔡晏晟
Owner 蔡晏晟
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