Dual-luminescence organic fluorescent temperature sensing film and preparation method thereof

A technology for sensing film and fluorescence temperature, applied in the field of dual-luminescence organic fluorescence temperature sensing film and preparation, and the field of organic fluorescence temperature sensing film, which can solve the problems of different emission colors and the like

Active Publication Date: 2018-01-12
NANJING UNIV OF POSTS & TELECOMM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Triaryl phosphine oxides blended with large Stokes shift compounds, and the resulting organic fluorescent temperature sensing films that can be used in high-temperature regions and wide-range temperature detection have not been reported.
Moreover, in the present invention, the triaryl phosphine oxy compound and the large Stokes shift compound have significantly different luminescent colors, and a dual-luminescent organic fluorescent temperature sensing film that can detect temperature with the naked eye can be prepared. Chromaticity recognition for temperature distribution detection has not been reported

Method used

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  • Dual-luminescence organic fluorescent temperature sensing film and preparation method thereof
  • Dual-luminescence organic fluorescent temperature sensing film and preparation method thereof
  • Dual-luminescence organic fluorescent temperature sensing film and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0108] Embodiment 1: Preparation of triaryl phosphine oxide

[0109] Preparation of compound phenyl bis(1'-pyrene) phosphine oxide, the reaction scheme is as follows:

[0110]

[0111] Take a 50ml three-neck flask with a built-in magnet, and bake for 12 hours to remove water. The gas was extracted three times on the double-row pipe gas path. Under the protection of nitrogen, 1-bromopyrene (1g, 3.8mmol, 2equiv) was dissolved in dry ether, cooled in a dry ice acetone bath, and n-butyllithium was added at low temperature. (2.5ml, 3.8mmol, 2equiv), after stirring for 10-48h, remove the dry-ice acetone bath and heat up to normal temperature, then react for 0.5-3h. After the reaction, phenyl phosphorus dichloride (0.34 g, 1.9 mmol, 1 equiv) was added dropwise to the reaction system, and the reaction was continued for 0.5 to 6 h under nitrogen protection. After the reaction, extract the organic phase with dichloromethane, combine the organic phases, add anhydrous sodium sulfate,...

Embodiment 2

[0113] Embodiment 2: Preparation of large Stokes shift compound

[0114] Preparation of compound 2-(benzo[d]thiazol-2-yl)-4-bromophenol, the reaction scheme is as follows:

[0115]

[0116]A reaction device was set up with an iron stand, and 2-aminothiophenol (40mmol) and 5-aminosalicylic acid (40mmol) were added to a large amount of catalyst, and then the gas was ventilated three times. Then set the reaction temperature, turn on condensed water, heat to a high temperature in a nitrogen atmosphere, and reflux for 1 to 12 hours. After the reaction was complete, the reaction bottle was lifted, and after cooling, the mixture was dissolved in a large amount of ice-water mixture, placed in an ice-water bath, and then a prepared saturated sodium hydroxide (NaOH) aqueous solution was added thereto for neutralization. The neutralized solution was suction filtered. The solid extracted by suction filtration was extracted three times with ethyl acetate, the combined organic layers w...

Embodiment 3

[0123] Embodiment 3: prepare phenyl two (1 '-pyrene) phosphine oxide and 2-(benzo [d] thiazol-2-yl) -4- (pyrene-1-yl) phenol co-doped PMMA thermosensitive rigidity and Flexible Dual Emission Organic Fluorescent Temperature Sensing Film:

[0124] The triarylphosphoroxy blue light compound phenyl bis(1'-pyrene) phosphine oxide and the large Stokes shift yellow light compound 2-(benzo[d]thiazol-2-yl)-4-(pyrene-1-yl ) phenol was blended with dichloromethane solution at a mass ratio of 1:6, and then blended with PMMA at a mass ratio of 1 wt%, and dissolved in 30ml of dichloromethane to obtain a mixed solution. Spin-coat half of the mixed solution on a 2*2cm quartz sheet with a homogenizer to obtain a rigid double-luminescence organic fluorescent temperature sensing film, and spin-coat half of the mixed solution on a 2*2cm PET with a homogenizer to obtain a flexible dual-luminescence Organic fluorescent temperature sensing film.

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Abstract

The invention discloses a dual-luminescence organic fluorescent temperature sensing film and a preparation method thereof. The organic fluorescent temperature sensing film is prepared from an organicfluorescent compound blending material and a polymer. The organic fluorescent compound blending material is prepared by blending a triaryl phosphoric-oxygenic compound and a great Stokes shift compound. The triaryl phosphoric-oxygenic compound serves as a blue light material and has stable luminescence property at a high temperature; another fluorescent material has great Stokes shift, the luminescence peak wavelength of the fluorescent material is larger than that of the blue light material, and the absorption peak wavelength of the fluorescent material is smaller than that of the blue lightmaterial. The organic fluorescent temperature sensing film disclosed by the invention first realizes temperature distribution detection in the field of solid organic films by virtue of naked eye chromaticity recognition, can serve a solid rigidity or flexibility form, can be applied to real-time temperature detection in different environments, has extremely wide detection range and thermal distribution gradient response property and can realize temperature detection by virtue of a spectrograph or a colorimeter.

Description

technical field [0001] The invention belongs to the field of compound synthesis and the field of optics, and relates to a double-luminescent organic fluorescent temperature sensing film that can be recognized by naked eyes and a preparation method. It specifically relates to an organic fluorescent temperature sensing film prepared based on two organic fluorescent compound blend materials with different fluorescent colors, the organic fluorescent compound blend material is blended by a triaryl phosphorus oxy compound and a large Stokes shift compound get. Background technique [0002] Traditional expansion temperature sensors are basically single-point measurement, which cannot be used in complex environments, and are not suitable for large-scale and wide-area conditions; traditional infrared temperature sensors can only measure the temperature of the surface of the object, and the frequency of the object to be measured needs to be determined. to the interference of intermed...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06G01K11/20
Inventor 钱妍杨国强李赢方启运
Owner NANJING UNIV OF POSTS & TELECOMM
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