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Poly-oxosilane fluorescence polymer material with side chain containing pyrenes derivatives and method for producing the same

A technology of polymer materials and polyoxysilanes, applied in the direction of luminescent materials, chemical instruments and methods, etc., can solve problems such as the decrease of fluorescence intensity and the problems of thermal stability

Inactive Publication Date: 2010-02-03
LOGISTICAL ENGINEERING UNIVERSITY OF PLA
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

They synthesized a new long-chain alkyl-containing pyrene derivatives. The storage stability of pressure-sensitive coatings based on such pyrene derivatives has been improved, but there are still problems with their thermal stability. Under the condition of atmospheric pressure, its fluorescence intensity decreased by 15% (Sensors & actuators B, 2005, 104, 15-22)
The applicant also adopts a similar organic synthesis method, introduces alkyl groups of different chain lengths on the pyrene ring, and investigates the influence of the chain length of the fluorescent molecule of pyrene derivatives on the thermal stability of pressure-sensitive coatings based on such pyrene derivatives. The results show that the problem of thermal stability of pyrene derivative pressure-sensitive coatings has not been fundamentally solved (Functional Materials, 2007, 38(5), 795-797)

Method used

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  • Poly-oxosilane fluorescence polymer material with side chain containing pyrenes derivatives and method for producing the same
  • Poly-oxosilane fluorescence polymer material with side chain containing pyrenes derivatives and method for producing the same
  • Poly-oxosilane fluorescence polymer material with side chain containing pyrenes derivatives and method for producing the same

Examples

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Embodiment 1

[0026] Example 1: Synthesis of polyoxysilanes containing dedecyl pyrene butyrate in the side chain

[0027] 1.15g (0.4mmol) pyrenebutyric acid and 1.25g (0.8mmol) n-decen-1-ol were dissolved in 50ml of toluene, placed in a 250ml three-necked flask, 0.4g p-toluenesulfonic acid was added, and the device was equipped with reflux Trap. The above solution was reacted under the conditions of reflux temperature, nitrogen protection and magnetic stirring, and the reaction degree was observed by thin-layer chromatography, and the reaction time was generally 6 hours. After the reaction, the solution was cooled to room temperature, filtered and concentrated under reduced pressure. The concentrate was purified by column chromatography on silica gel. A mixture of n-hexane and ethyl acetate (2:1) was used as the eluent. After concentrating under reduced pressure and drying in vacuo, hexadecyl pyrene butyrate was obtained as a light yellow solid. Decenyl pyrenebutyrate (DCPB), yield 82%,...

Embodiment 2

[0032] Embodiment 2: (Synthesis of polyoxysilane containing 9-decenoic acid pyrene butyl ester in side chain)

[0033] 1.09g (0.4mmol) pyrene butanol and 1.20g (0.8mmol) 9-decenoic acid were dissolved in 50ml of toluene, placed in a 250ml three-neck flask, 0.4g p-toluenesulfonic acid was added, and the device was equipped with reflux water diversion device. The above solution was reacted under the conditions of reflux temperature, nitrogen protection and magnetic stirring, and the reaction degree was observed by thin-layer chromatography, and the reaction time was generally 6 hours. After the reaction, the solution was cooled to room temperature, filtered and concentrated under reduced pressure. The concentrate was purified by column chromatography on silica gel. A mixture of n-hexane and ethyl acetate (2:1) was used as the eluent. Concentration under reduced pressure and drying in vacuo gave pyrenyl-9-decenoate (PBDE) as a pale yellow solid. Perenebutyl 9-decenoate (PBDE)...

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Abstract

The invention relates to a polyoxy silane fluorescence high polymer material containing pyrene derivatives and a preparation method thereof. The pyrene derivatives with oxygen quenching characteristicis immobilized to polyoxy silane through hydrogenation silanization reaction to form an intrinsic polyoxy silane fluorescence high polymer material with the oxygen quenching characteristic. The structural general form is shown at right, wherein, Y is a bond bridge, which can be such groups as ester group, azo group, amide group, ether, etc.; n and m mean the amount of mild interval, n equals to 2to 10, and m equals to 3 and 4. Compared with the prior art, the invention radically solves the problems of the thermal stability, the storing stability and uneven distribution of the fluorescence material of the pyrene fluorescence materials as the molecular probe in the pressure sensitive paint.

Description

technical field [0001] The invention relates to a preparation method of a polyoxysilane fluorescent polymer containing pyrene derivatives in the side chain. Background technique [0002] Optical pressure sensitive paint pressure measurement technology (Pressure Sensitive Paint, referred to as PSP technology) provides a revolutionary technology for aircraft wind tunnel experiments. This technology is to use the fluorescence intensity change of the airflow pressure-sensitive paint coated on the surface of the tested aircraft model to measure the surface pressure and its distribution of the measured area by optical methods. Compared with traditional pressure measurement technology, it can obtain large-scale continuous pressure data, overcome the influence of embedded sensors on the flight surface, and save cost and time. At present, the fluorescent substances used in optical pressure-sensitive coatings mainly include metal-organic complexes of porphyrins and pyrene derivatives...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G77/42C09K11/06
Inventor 晏华朱霞王雪梅余荣升
Owner LOGISTICAL ENGINEERING UNIVERSITY OF PLA