Phthalocyanine compound, its producing process and hear-infrared absorption dye, and near-infrared absorption light filter using with the same dye

A compound and near-infrared technology, applied in chemical instruments and methods, organic dyes, azo dyes, etc., can solve problems such as emission of near-infrared radiation and electrical equipment failure, and achieve the effect of preventing eye fatigue

Inactive Publication Date: 2004-01-21
NIPPON SHOKUBAI CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, PDPs have a problem of emitting near-infrared radiation during plasma discharge, causing malfunctions in electrical equipment such as home televisions, room coolers, and video recorders

Method used

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  • Phthalocyanine compound, its producing process and hear-infrared absorption dye, and near-infrared absorption light filter using with the same dye

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0193] (Example 1: VOPc(PhS) 8 {2,6-(CH 3 ) 2 PhO} 4 {(C 2 h 5 ) 2 NCH 2 CH 2 NH} 4 Synthesis)

[0194] In a 100ml four-necked flask, 10g (20.7mmol) of 3-(2,6-dimethylphenoxy)-4,5-bis(phenylthio)-6-fluorophthalonitrile, 0.978 g (6.22 mmol) of vanadium trichloride, 0.81 g of octanol and 14.19 g of benzonitrile. The contents of the flask were then stirred continuously at reflux for approximately four hours. Thereafter, the mixture in the flask was cooled to 60° C. together with 30 g of benzonitrile added thereto, and the resulting mixture was cooled to 60° C. together with 14.45 g (124 mmol) of N,N-diethylethylenediamine added thereto. Stirring was continued for about six hours. The stirred mixture was cooled, and the reaction solution in the flask was filtered. The filtrate was added dropwise to a mixed solution of acetonitrile and water to precipitate crystals, which were then washed with a mixed solution of acetonitrile and water. By vacuum drying, 7.79 g of VOPc(...

Embodiment 2

[0200] (Example 2: VOPc{2-(CH 2 O)PhS} 8 {2,6-(CH 3 ) 2 PhO} 4 {(C 2 h 5 ) 2 NCH 2 CH 2 NH} 4 Synthesis)

[0201] According to the steps of Example 1, while using 11.23g (20.7mmol) of 3-(2,6-dimethylphenoxy)-4,5-bis(2-methoxyphenylsulfanyl)-6-fluoro Phthalonitrile replaced 10 g of 3-(2,6-dimethylphenoxy)-4,5-bis(phenylthio)-6-fluorophthalonitrile to give 8.06 g (yield : 59.4mol%, based on 3-(2,6-dimethylphenoxy)-4,5-bis(2-methoxyphenylthio)-6-fluorophthalonitrile) VOPc{2 -(CH 2 OPhS) 8 {2,6-(CH 3 ) 2 PhO} 4 {(C 2 h 5 ) 2 NCH 2 CH 2 NH} 4 .

[0202] Elemental analysis

[0203] Using the same method as in Example 1, the maximum absorption wavelength, visible light transmittance and solubility of the obtained phthalocyanine compound were tested. The test results are shown in Table 23 below.

Embodiment 3

[0204] (Example 3: VOPc(PhS) 8 {2,6-(CH 3 ) 2 PhO} 4 [{(CH 3 ) 2 NCH 2 CH 2 NH}] 4 Synthesis)

[0205] According to the step of Example 1, while using 17.92g (124mmol) of N,N-diisopropylethylenediamine instead of 14.45g of diethylethylenediamine, 7.98g (yield: 61.8mol%, based on 3 -(2,6-Dimethylphenoxy)-4,5-bis(phenylthio)-6-fluorophthalonitrile) VOPc(PhS) 8 {2,6-(CH 3 ) 2 PhO} 4 [{(CH 3 ) 2 CH} 2 NCH 2 CH 2 NH] 4 .

[0206] Elemental analysis

[0207] Using the same method as in Example 1, the maximum absorption wavelength, visible light transmittance and solubility of the obtained phthalocyanine compound were tested. The test results are shown in Table 23 below.

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Abstract

A phthalocyanine compound (1) of a specific structure excelling in ability to absorb near infrared, ability to effect selective absorption of near infrared radiation particularly in a wavelength range exceeding 920 nm and falling short of 1050 nm, solubility in a solvent as well, compatibility with resin, and in such characteristic properties as heat resistance, light resistance, and weatherability, and a near infrared absorbing filter characterized by using the phthalocyanine compound (1) and phthalocyanine compound (2) having a maximum absorption wavelength at least in the range of 800 - 920 nm are provided. It enjoys a long service life and permits extensive use without selecting a substrate.

Description

technical field [0001] The present invention relates to a novel phthalocyanine compound, its production method and near-infrared absorbing dye, heat ray shielding material and near-infrared absorbing material formed from the compound. Background technique [0002] In recent years, a plasma display panel (hereinafter abbreviated as "PDP") usable for a large picture plane on a thin wall has attracted attention. However, PDPs have a problem of emitting near-infrared radiation during plasma discharge, causing malfunctions in electrical equipment such as home televisions, room coolers, and video recorders. [0003] In order to solve such problems, US-B-6,323,340 discloses phthalocyanine compounds having special structures. These phthalocyanine compounds are characterized by high transmittance for visible radiation and high cutoff efficiency for near-infrared radiation, excellent selective absorption in the near-infrared region, and excellent heat resistance, light resistance and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08K5/00C09B47/22
CPCC09B47/22C08K5/0041C09B47/04C09B47/10
Inventor 增田清司北尾倍章
Owner NIPPON SHOKUBAI CO LTD
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