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Trimethine dimer compound and optical recording medium using same

A technology of methyl dimer and compound, applied in the direction of optical record carrier, temperature recording method, record carrier material, etc., can solve the problems of no record of high-speed recording characteristics, no record of high-speed recording, restrictions on substituents, etc.

Inactive Publication Date: 2008-05-07
MITSUI CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no description about the sensitivity during high-speed recording and the deterioration of jumps caused by thermal noise
[0009] JP-A-2003-231359, JP-A-2005-54150, and JP-A-2005-53875 disclose trimethyl compounds in which a benzyl group is introduced at a specific position, pointing out that the introduction of a benzyl group lowers the decomposition temperature and is suitable for High-speed recording, but there is no description of high-speed recording characteristics for recording at 12x or higher, so there is still room for improvement
[0010] On the other hand, Patent No. 3627892 has descriptions about anthocyanin dimers, but the substituents are limited, and there is no description about high-speed recording.

Method used

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  • Trimethine dimer compound and optical recording medium using same
  • Trimethine dimer compound and optical recording medium using same
  • Trimethine dimer compound and optical recording medium using same

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0391] [Synthesis example 1] Synthesis of indolene compound (A)

[0392] Indoles (A)

[0393] In a nitrogen atmosphere, 115.1 g of the compound represented by the following structural formula ① and 69.1 g of α,α'-dibromo-p-xylene were added to 500 mL of toluene, and the mixture was stirred under reflux for 19 hours. After cooling, the precipitate was collected by filtration, and after washing with toluene, the filtered substance was dissolved in 500 mL of methanol, and the insoluble matter was filtered off. 23.1 g of sodium hydroxide was added to the methanol filtrate, and after stirring for 30 minutes at room temperature, the precipitate was collected by filtration. The filtered material was washed with water and toluene, and dried in vacuum to obtain 113.3 g of white powder of the indolenine compound (A) decomposed at 236°C.

[0394]

[0395] The element analysis value and mass spectrum analysis value of this compound are shown below.

[0396] Elemental analysis value (C 38 ...

Synthetic example 2

[0401] [Synthesis example 2] Synthesis of indolene compound (B)

[0402] Indoles (B)

[0403] In a nitrogen atmosphere, 115.1 g of the compound represented by the following structural formula ① and 82.2 g of 1,5-bis-bromomethylnaphthalene were added to 500 mL of toluene, and the mixture was stirred for 19 hours under reflux. After cooling, the precipitate was collected by filtration, and after washing with toluene, the filtered substance was dissolved in 500 mL of methanol, and the insoluble matter was filtered off. 33 g of sodium hydroxide was added to the methanol filtrate, and after stirring at room temperature for 30 minutes, the precipitate was collected by filtration. The filtrate was washed with water and toluene, and then dried in vacuum to obtain 93 g of a white powdery indole compound (B) with a melting point of 117 to 120° C. (yield 65%).

[0404]

[0405] The element analysis value and mass spectrum analysis value of this compound are shown below.

[0406] Elementa...

Embodiment 1

[0411] [Example 1] Preparation of a tertiary methyl dimer compound (specific example compound (A-11) in Table 1)

[0412] Specific example compound (A-11)

[0413] In a nitrogen atmosphere, 5.2 g of the indolenine compound (A) synthesized in Synthesis Example 1 and 7.3 g of the compound represented by the following structural formula ② were added to 50 mL of acetic anhydride, and after stirring at room temperature for 10 minutes, 2 g of methanesulfonic acid was added. Stir at 83~86°C for 2.0 hours. Cool, add 100 mL methanol dropwise, and stir under reflux for 1 hour. After cooling, methanol was concentrated under reduced pressure, 150 mL of methanol was added to the residue, 3.16 g of 70% perchloric acid aqueous solution was added dropwise, and the mixture was stirred at room temperature for 1 hour. The precipitate was collected by filtration, washed with methanol, and dried to obtain 13.5 g (yield: 95.3%) of the specific example compound (A-11) of Table 1 as red-purple crystals...

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Abstract

Disclosed is a trimethine dimer compound represented by the general formula (I) below. Also disclosed is an optical recording medium containing such a compound in a recording layer. (I) (In the formula, symbols are as defined in the description. When both Xa2 and Xb2 are imino groups, one of Xa1, Xb1, Xa3 and Xb3 is necessarily an optionally substituted 1-alkyl-1-benzylmethylene group, an optionally substituted 1,1-dibenzylmethylene group, or an optionally substituted cycloalkane-1,1-diyl group having 3-6 carbon atoms.

Description

Technical field [0001] The present invention relates to an optical recording medium using a tertiary methyl dimer compound and capable of recording and reproducing at a higher density than the prior art. Background technique [0002] It is well known that as a medium capable of recording and reproducing data such as images, video, and audio, there is a CD-R that uses organic dyes as a recording material. At present, as the amount of data processing increases, it is expected to popularize recordable and reproducible optical recording media with a larger capacity than CD-R. Among them, as the next-generation media, the same organic pigment as CD-R has been developed for recording. The DVD-R material has been commercialized. [0003] The general structure of DVD-R is shown in Figure 1. On a transparent resin substrate 1 with lands and grooves, a recording layer 2, a reflective layer 3, and a protective layer (or adhesive layer) 4 are formed.上install the substrate 5. [0004] For hig...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B23/00B41M5/26G11B7/244
CPCG11B7/246G11B7/247C09B23/06C09B23/10
Inventor 西本泰三高桥英一村山俊介麻生善昭小木曾章高坂明宏吉田高史佐佐木浩之加藤健一寺尾博熊谷洋二郎
Owner MITSUI CHEM INC
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