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Optical oxygen sensing composite material without heavy metal element and preparation method thereof

A composite material and oxygen sensing technology, which is applied in the field of optical oxygen sensing composite materials without heavy metal elements and its preparation, can solve the problems of heavy metal element environmental pollution, expensive transition metal phosphorescent complexes, etc., and achieve simple preparation methods Effect

Inactive Publication Date: 2015-12-23
CHANGCHUN UNIV OF SCI & TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] In view of this, the present invention aims at the problems that transition metal phosphorescent complexes are expensive and heavy metal elements are likely to cause environmental pollution, and provides an optical oxygen sensing composite material composed of organosilicon compound and MCM-41 molecular sieve and its preparation method, wherein organic The molecular structure of silicon compound is as shown in formula (I)

Method used

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  • Optical oxygen sensing composite material without heavy metal element and preparation method thereof
  • Optical oxygen sensing composite material without heavy metal element and preparation method thereof
  • Optical oxygen sensing composite material without heavy metal element and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025]Example 1: Synthesis of organosilicon compound Si-1 in structural formula (I)

[0026]

[0027] (1) At 25°C, under nitrogen protection, add 1,4-dibromobenzene (1.18g, 5.0mmol) and 20mL THF solution into a 100mL round-bottomed flask, and cool the system to -120~10°C, preferably -78°C , 2.50 mL of n-butyllithium / n-hexane solution (2.2 M, 5.5 mmol) was slowly added dropwise to the flask, and the dropwise addition time was 0.5 to 2.0 hours, preferably 1.0 hour. Trimethylchlorosilane (0.63 mL, 5.0 mmol) was added to the flask, and the stirring was continued at 70°C for 10-36 hours, preferably 24 hours. The reaction was quenched with deionized water, extracted with dichloromethane, the organic phase was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain trimethyl(4-bromophenyl)silane as a pale yellow liquid. Yield: 60.0%.

[0028] (2) Weigh trimethyl(4-bromophenyl)silane (0.50 g, 2.2 mmol) prepared in step (1) and 20 mL of...

Embodiment 2

[0029] Example 2: Synthesis of organosilicon compound Si-2 in structural formula (I)

[0030]

[0031] (1) 1,4-dibromobenzene (1.18 g, 5.0 mmol) and 20 mL of THF solution were added to a 100 mL round bottom flask at 25°C under nitrogen protection. Cool the system to -120~10℃, preferably -78℃, slowly add 2.50mL n-butyllithium / n-hexane solution (2.2M, 5.5mmol) dropwise to the flask for 0.5~2.0 hours, preferably 1.0 Hour. After adding dimethylphenylchlorosilane (0.84 mL, 5.0 mmol) to the flask, stirring was continued at 70°C for 16-32 hours, preferably 24 hours. The reaction was quenched with deionized water, extracted with dichloromethane, the organic phase was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain dimethylphenyl(4-bromophenyl)silane as a pale yellow liquid. Yield: 54.2%.

[0032] (2) Weigh dimethylphenyl (4-bromophenyl) silane (0.64 g, 2.2 mmol) prepared in step (1) and 20 mL of THF into a 100 mL round-bottome...

Embodiment 3

[0033] Embodiment 3: Synthesis of organosilicon compound Si-3 in structural formula (I)

[0034]

[0035] (1) 1,4-dibromobenzene (1.18 g, 5.0 mmol) and 20 mL of THF solution were added to a 100 mL round bottom flask at 25°C under nitrogen protection. Cool the system to -120~10℃, preferably -78℃, slowly add 2.50mL n-butyllithium / n-hexane solution (2.2M, 5.5mmol) dropwise to the flask for 0.5~2.0 hours, preferably 1.0 Hour. Methyldiphenylchlorosilane (1.05 mL, 5.0 mmol) was added to the flask, and the stirring was continued at 70°C for 10-36 hours, preferably 24 hours. The reaction was quenched with deionized water, extracted with dichloromethane, the organic phase was dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and the obtained solid was recrystallized with absolute ethanol to obtain methyldiphenyl(4-bromophenyl)silane White solid powder. Yield: 65.0%.

[0036] (2) Weigh methyldiphenyl (4-bromophenyl) silane (0.78 g, 2.2 mmol) ...

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Abstract

The invention provides an optical oxygen sensing composite material composed of an organosilicon compound shown as formula (I) and an MCM-41 molecular sieve and a preparation method thereof. The composite material composed of the organosilicon compound and the MCM-41 molecular sieve (10mg / g) does not contain heavy metal element, and the luminous intensity ratio I(N2) / I(O2)=6.3] of the composite material in pure nitrogen and pure oxygen already is close to the level [I(N2) / I(O2) is approximately equal to 7.0] of PtTPyP / MCM-41 (40mg / g) composite material containing heavy metal elements in the prior art.

Description

technical field [0001] The invention belongs to the field of optical oxygen sensing materials, in particular to an optical oxygen sensing composite material without heavy metal elements and a preparation method thereof. Background technique [0002] With the rapid development of urbanization and industrialization, especially in order to meet the urgent needs of special places and environmental detection, methods such as Winkler method, Clark dissolved oxygen electrode method and optical oxygen sensing method have been used to detect oxygen concentration. [0003] Among them, the optical oxygen sensing method based on the quenching principle of luminescent dyes by oxygen has many irreplaceable advantages: first, fast response; second, high sensitivity; third, easy operation. Therefore, it has a wide range of development prospects in the fields of biology, chemical industry, aviation, military and so on. [0004] After a search of the prior art, it was found in Journal of Mat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06G01N21/64
Inventor 司振君陈聪高波万玉春董梁徐亚州
Owner CHANGCHUN UNIV OF SCI & TECH
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