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Solid naphthalocyanine device with optical limiting properties

A naphthalocyanine, optical limiting technology, applied in instruments, optics, nonlinear optics, etc., can solve problems such as fragile anti-laser ability, and achieve good anti-laser ability, good transparency, and good anti-laser ability. Effect

Active Publication Date: 2010-07-28
INST OF CHEM CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The invention overcomes the defects of brittleness and poor laser resistance of the solid phthalocyanine device prepared in the prior art, adopts the combination of organosilicon modification method and doping inorganic salt, and at the same time incorporates a conjugated system with larger π electrons Naphthalocyanine, which forms a continuous random chemically bonded network system of organic and inorganic components, rather than physical mixing, not only has good anti-laser ability, but also has excellent optical limiting performance

Method used

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  • Solid naphthalocyanine device with optical limiting properties
  • Solid naphthalocyanine device with optical limiting properties
  • Solid naphthalocyanine device with optical limiting properties

Examples

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Effect test

Embodiment 1

[0026] Add 4.74g (10mmol) of 6,7-di-tert-butylphenoxy-2,3-naphthalene dinitrile, 10ml of analytically pure n-pentanol to a 50ml three-necked flask, heat the oil bath to 60°C, and add 1ml of 1 , 8-diazacyclo[5,4,0]undecene-7 (DBU) was used as a catalyst, and after heating slowly to 110°C for 2 hours, 0.45 g of anhydrous GaCl was added 3 And the temperature was raised to 140°C, heated to reflux and stirred for 36 hours, then stopped heating, and when the solution was cooled to room temperature, 50ml of a mixed solution of methanol and water with a volume ratio of 1:1 was added, filtered and washed to obtain yellow-green crude The product was passed through a silica gel column with a mixed solvent of dichloromethane and tetrahydrofuran (THF) at a volume ratio of 20:1 as a developing solvent to obtain a gallium naphthalocyanine compound with a yield of 62%. UV-Vis (THF) λmax: 799, 340nm; Mass Spectrum (MALDI-TOF): 2001.1 (M + ), 1966.2 (M + -Cl), 1817.1 (M + -Cl-OR), 1669.0 (M ...

Embodiment 2

[0028] Add 4.74g (10mmol) of 6,7-di-tert-butylphenoxy-2,3-naphthalene dinitrile and 10ml of analytically pure n-pentanol into a 50ml three-necked flask, heat the oil bath to 60°C, and then add 1ml of DBU As a catalyst, after heating slowly to 110°C for 2 hours, add 0.55 g of anhydrous InCl 3 And the temperature was raised to 140°C, heated to reflux and stirred for 36 hours, then stopped heating, and when the solution was cooled to room temperature, 50ml of a mixed solution of methanol and water with a volume ratio of 1:1 was added, filtered and washed to obtain a yellow-green compound The product was passed through a silica gel column with a mixed solvent of dichloromethane and tetrahydrofuran at a volume ratio of 20:1 as a developing solvent to obtain an indium naphthalocyanine compound with a yield of 58%. UV-Vis (THF) λmax: 802, 339nm; Mass Spectrum (MALDI-TOF): 2046.2 (M + ), 2010.6 (M + -Cl), 1861.5 (M + -Cl-OR); 1 H-NMR (DMSO-d6, 400Hz): 9.17(s, 8H), 8.41(s, 8H), 7.5...

Embodiment 3

[0030] 4.74g (10mmol) of 6,7-di-tert-butylphenoxy-2,3-naphthalene dinitrile, 0.46g of anhydrous SnCl 2 10ml of 1-chloronaphthalene was added to a 50ml three-necked flask, and the oil bath was heated to 190°C, and the reaction was stopped after 4 hours of reaction. When the solution was cooled to room temperature, 50ml of n-hexane was added, filtered and washed to obtain yellow-green The group product was obtained by using a mixed solvent of dichloromethane and tetrahydrofuran with a volume ratio of 20:1 as a developing solvent to pass through a silica gel column to obtain a tin naphthalocyanine compound with a yield of 55%. UV-Vis (THF) λmax: 821, 346nm; Mass Spectrum (MALDI-TOF): 2085.6 (M +), 2014.5 (M + -2Cl), 1485.8 (M + -4OR); 1 H-NMR (CDCl 3 , 400Hz): 9.54(s, 8H), 8.55(s, 8H), 7.50-7.55(d, 16H), 7.27-7.33(d, 16H), 1.44(s, 72H); elemental analysis (%): measured Values ​​C 73.64, H 5.75, N 5.37; found C 73.44, H 5.04, N 5.83.

[0031] 2. Fabrication of Solid Devices ...

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Abstract

The invention relates to a solid naphthalocyanine device with excellent optical limiting properties. The device is made by the following steps: adding tetraethoxysilane, diglycidyl ether propyltrimethoxy siloxane, analytically pure ethanol and acidic aqueous solution to a reactor; stirring in an enclosed reactor for 2-3h, then opening the reactor and continuing stirring for 1-2h; adding a naphthalocyanine solution and stirring to cause the mixture to become viscous; transferring the viscous mixture to a mould, and taking out after drying to obtain the novel solid naphthalocyanine device with optical limiting properties. The device is made by an organosilicon modification method combined with doped inorganic salt, and by doping naphthalocyanine with a larger pi electron conjugated system toform a continuous random network system with bonded chemical bonds of organic components and inorganic components instead of physical hybrid. The device has good laser resistance and excellent optical limiting properties.

Description

technical field [0001] The invention belongs to the technical field of preparation of solid devices by sol-gel method, and specifically relates to the combination of organosilicon modification method and doping with inorganic salts, and at the same time doping naphthalocyanine with larger π-electron conjugated system. Optical limiting performance of solid naphthalocyanine devices. technical background [0002] As an important means of modern high-tech warfare, laser technology has been widely used in the military field. Among all kinds of laser weapons, laser jamming and blinding weapons have been researched and applied all over the world in the 1980s. The targets of such weapons are human eyes and some important electronic communication equipment and devices. With the development of this kind of weapons, the research on the corresponding laser protection materials and devices has attracted people's attention. Among them, the optical limiting material is one of the import...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G02F1/361
Inventor 杨国强陈军王双青李沙瑜
Owner INST OF CHEM CHINESE ACAD OF SCI
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