Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Pyridinone based azo dyes and their metal complex salts

A compound and metal atom technology, applied in the field of azo, can solve problems such as hindering dyes

Inactive Publication Date: 2010-03-24
CLARIANT FIANCE (BVI) LTD
View PDF1 Cites 15 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] Unfortunately, the dye compounds described so far still exhibit disadvantages that prevent their satisfactory use as dyes for optical data storage

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Pyridinone based azo dyes and their metal complex salts
  • Pyridinone based azo dyes and their metal complex salts
  • Pyridinone based azo dyes and their metal complex salts

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0414]

[0415] 34.65 g of ethyl cyanoacetate was added dropwise to 17.48 g of allylamine. The resulting mixture was refluxed for 1 hour. The temperature was cooled to 70°C and 43.38 g ethyl acetoacetate was added dropwise followed by 48 g piperidine and 166 ml toluene respectively. The resulting mixture was refluxed overnight. Toluene was distilled off, 160 ml of water were added and the mixture was allowed to cool to room temperature.

[0416] The resulting slurry was transferred dropwise into 150 ml of cold methanol (ice bath). During the transfer, the pH was maintained at pH 1 by addition of concentrated aqueous HCl. The resulting slightly yellowish precipitate was filtered, washed 5 times with 200 ml each of water, and dried under vacuum at 60° C. for 24 hours. 37.7 g of the compound of formula (c1) are obtained as a white solid.

Embodiment 2

[0418]

[0419] 50 g of propargylamine were added to 51.36 g of ethyl cyanoacetate at room temperature under nitrogen over 20 minutes. The resulting mixture was stirred at room temperature under nitrogen for 12 hours. The precipitate was filtered, washed with toluene (75ml), and dried under vacuum at 80°C to give 48.57g of 2-cyano-N-prop-2-ynyl-acetamide.

[0420]51.79 g of ethyl acetoacetate were dissolved in ethanol (160 ml) at room temperature under nitrogen. The solution was cooled to 0°C and 27.08 g of sodium ethoxide was added. The resulting mixture was stirred for 10 min and 48.57 g of 2-cyano-N-prop-2-ynyl-acetamide were added portionwise. The suspension was refluxed for 15 hours while exchanging ethanol three times to remove water formed during the reaction. After cooling to room temperature, the mixture was diluted with ethanol, the solid was filtered and dried under vacuum at 80 °C to give the compound of formula (c2).

Embodiment 3

[0422]

[0423] The preparation according to Example 1 was carried out using cyanoacetate and acetoacetate in a stoichiometric ratio relative to the respective amine compound to obtain the compound of formula (c3).

[0424] Combinations and details are given in Table (A1).

[0425]

[0426] Table A2 shows the physico-chemical properties of the compounds of formulas (c1) to (c3).

[0427]

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Diameteraaaaaaaaaa
Login to View More

Abstract

The present invention relates to pyridinone based azo dyes and / or of anionic azo metal complex dye salts made thereof with cationic basic yellow dyes, which are characterized by an unsaturated bond inbeta-position to the endocyclic N atom of the pyridinone, and to their use in optical layers for optical data recording, preferably for optical data recording using a laser with a wavelength up to 450 nm. The invention further relates to a write once read many (WORM) type optical data recording medium capable of recording and reproducing information with radiation of blue laser, which employs pyridinone based azo dyes and / or anionic azo metal complex dye salts made thereof with cationic basic yellow dyes, which are characterized by an unsaturated bond in beta-position to the endocyclic N atomof the pyridinone, in the optical layer.

Description

technical field [0001] The present invention relates to azo dyes based on pyridone and / or anionic azo metal complex dye salts made with cationic basic yellow dyes, characterized in that the N atom of the inner ring of pyridone is connected to the β-position Unsaturated bonds and their use in optical layers for optical data recording, preferably for optical data recording using lasers with a wavelength of up to 450 nm. [0002] The present invention further relates to a write-once-read-many (WORM) type optical data recording medium capable of recording and reproducing information using blue laser radiation, the medium employing pyridone-based azo dyes and / or It is an anionic azo metal complex dye salt prepared with cationic basic yellow dye, which is characterized by an unsaturated bond connected to the inner ring N atom of pyridone at the β-position. Background technique [0003] Recently, organic dyes have attracted considerable attention in the field of diode-laser optica...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C09B29/00C09B29/36C09B69/02C09B69/04G11B7/246C07D213/85G11B7/2467G11B7/2495G11B7/254G11B7/2542G11B7/257G11B7/2575
CPCC09B69/02G11B2007/25706G11B7/246G11B7/2575G11B7/2542C09B45/20C09B45/025G11B7/2467G11B2007/25713G11B2007/25715C09B69/045C07D209/14C09B29/363G11B7/2495C09B67/0051C07D213/85C09B29/00C09B29/36
Inventor L·鲁克C·克莱因J-C·格拉齐M·A·文特
Owner CLARIANT FIANCE (BVI) LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com