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Phthalocyanine compounds

A compound, phthalocyanine technology, applied in other chemical processes, chemical instruments and methods, organic dyes, etc., can solve problems such as cost increase and large area difficulty

Active Publication Date: 2013-12-04
LINTEC CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, when producing a photoelectric conversion layer or the like by forming a film of a phthalocyanine compound, there are problems of increased cost and difficulty in increasing the area.

Method used

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Embodiment 1

[0078] Such as Figure 4 Synthesis of 1,4-bis(2,2,2-trifluoroethoxy)phthalonitrile (compound 12) from dicyanohydroquinone (manufactured by Tokyo Chemical Industry Co., Ltd.) . That is, a solution of 2.3 g of sodium metal dissolved in 80 ml of methanol (solvent) was added to 8.0 g of dicyanohydroquinone at room temperature under a nitrogen atmosphere, stirred at room temperature for 30 minutes, and unreacted methanol was removed under reduced pressure. 40.0 g of 2,2,2-trifluoroethyl tosylate and N,N-dimethylformyl (DMF) as a solvent were added thereto, and the mixture was heated to 120° C. and stirred for 48 hours. After cooling the reaction mixture to room temperature, ice water was added, and the resulting solid was collected by filtration and washed with methanol. The solid thus obtained was recrystallized from ethanol / hexane (mixed liquid), and dried under reduced pressure at 50°C for 6 hours. Thus, 11.7 g of 1,4-bis(2,2,2-trifluoroethoxy)phthalonitrile (compound 12) was...

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Abstract

Disclosed are phthalocyanine compounds, which are to be subjected to film formation and then heating. When the temperature of the heating is raised from 60°C to 80°C, 150°C or 200°C, the light absorption bands of the phthalocyanine compounds are shifted to the near-infrared region. Therefore, the phthalocyanine compounds are suitable for use in fields wherein an absorption band in the near-infrared region is necessitated. Further, the phthalocyanine compounds exhibit excellent solubility in organic solvents and thus can be easily formed into films by spin coating or other simple methods.

Description

technical field [0001] The present invention relates to a phthalocyanine compound useful as a material for a photoelectric conversion element, an optical recording medium, and a filter lens. Background technique [0002] Phthalocyanine compounds are organic semiconductors that are chemically stable and have a narrow band gap. Thin films of phthalocyanine compounds having such characteristics are known to be used as organic photovoltaic devices or near-infrared absorbing materials (for example, Patent Document 1 and Patent Document 2). [0003] Since phthalocyanine compounds are generally insoluble in solvents, they are generally thinned by vacuum deposition or the like, but Patent Document 2 discloses that phthalocyanine compounds having specific substituents exhibit solubility in solvents. [0004] Patent Document 1: Japanese Patent Application Laid-Open No. 5-152594 [0005] Patent Document 2: Japanese Patent Laid-Open No. 2000-63693 Contents of the invention [0006]...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B47/18C09K3/00G02B5/22
CPCC09B47/0675
Inventor 武藤豪志
Owner LINTEC CORP