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Novel peacock blue derivative, its synthesis and uses in recording medium

A derivative, phthalocyanine technology, applied in the application field of disposable recording discs, can solve the problems of high synthesis difficulty, inability to meet the urgent needs of cheap and high-quality products, and expensive raw materials

Inactive Publication Date: 2006-12-20
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 properties in high-speed programming, it is difficult to synthesize and the raw materials are expensive (especially the metal dicyclopentadiene compound (metallocence)), which cannot satisfy the increasingly saturated CD-R market. The urgent need for cheap and high-quality products

Method used

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  • Novel peacock blue derivative, its synthesis and uses in recording medium
  • Novel peacock blue derivative, its synthesis and uses in recording medium
  • Novel peacock blue derivative, its synthesis and uses in recording medium

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Weigh 10.0 g of tetra-α-(2,4-dimethyl-3-pentyloxy) copper phthalocyanine derivative (prepared according to EP 703280) into a 250 ml round bottom bottle filled with nitrogen, then add 50 ml of toluene and 5.4 grams of N-methylformamide, after they were dissolved, 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. Collect th...

Embodiment 2

[0067] Weigh 1.03 g of sodium borohydride and add it to a 250 ml round-bottomed three-necked flask filled with nitrogen, then add 40 ml of ethanol and stir to mix to dissolve most of it. 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 reducing agent In solution, the reaction solution was stirred vigorously at room temperature for 24 hours and the progress of the reaction was monitored by thin layer chromatography (TLC). 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, filter to remove hydrous magnesium sulfate, concentrate under reduced pressure to 40 ml, pour the concentrated solution into 1 liter ...

Embodiment 3

[0073] Weigh 10.0 grams of hydroxymethylated tetra-α-(2,4-dimethyl-3-pentyloxy) copper phthalocyanine derivatives (prepared in Example 2) in a 250 ml reactor, and then Add 40 ml of toluene and stir. After the solution was dissolved, the temperature of the solution was lowered to 0° C., and then 48.64 ml of 6.25% trifluoromethanesulfonic anhydride (trifluoromethanesulfonic anhydride) toluene solution was slowly added to the reaction solution, and the temperature of the reaction solution was kept below 5° C. After the addition was complete, the cooling system was removed to allow the temperature of the reaction solution to return to room temperature, and the reaction solution was stirred at room temperature for 2 hours, and the progress of the reaction was monitored by TLC. After the reaction was over, the reaction solution was poured into 80 / 240 ml of methanol / water mixture to terminate the reaction, then the mixture was stirred for 30 minutes, then the mixture was extracted wi...

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Abstract

This invention relates to a optical recording medium, comprising: a base plate, a recording layer which comprises organic dye and can record data by laser irradiation, a reflecting layer, and a protective layer. The organic dye is a phthalocyanine with a substituent group indicated as formula(I), wherein: R1,R2, R3 and R4 can represent respectively an alkyl chain with 1 to 12 carbon atoms, which can be substituted by 0-6 halogen atoms, hydroxyl groups, 1-6 carbon atoms alkoxy group, 1-6 carbon atoms alkylamino group, 1-6 carbon atoms dialkylamino group, or 1-6 carbon atoms alkylsulfur group; an alkene chain with 2-12 carbon atoms, or an alkynyl chain with 2-12 carbon atoms; M is two hydrogen atoms, a divalent metal, a trivalent metal with a single substitute, a tetravalent metal with double substitutes, or an O-metal group; S indicates a molecule group with -SO3- radicals; and n is a integer between 1 and 4.

Description

technical field [0001] The present invention relates to a novel organic optical dye derived from phthalocyanines, its preparation method and its application in optical recording media, especially the application 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", 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 categories, 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 th...

Claims

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Application Information

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IPC IPC(8): C09B47/24G03C1/705G11B7/24G11B7/248
Inventor 蔡晏晟
Owner 蔡晏晟
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