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Silole derivative, preparation method and application thereof and photoluminescence lubricating grease

A technology of derivatives and lubricating grease, applied in the field of silole derivatives with luminescent properties

Active Publication Date: 2021-03-26
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are few reports about luminescent grease

Method used

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  • Silole derivative, preparation method and application thereof and photoluminescence lubricating grease
  • Silole derivative, preparation method and application thereof and photoluminescence lubricating grease
  • Silole derivative, preparation method and application thereof and photoluminescence lubricating grease

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] In a 100mL Schlenk reaction flask, add 1mmol 1-alkynyl-1,2,3,4,5-pentaphenylsilole, 1.2mmol 1-bromononylphenoxyacetic acid, 0.1mmol cuprous iodide, 0.1mmol triphenyl Phosphine, under the protection of nitrogen, add 0.02mmol tetrakistriphenylphosphine palladium, 30mL tetrahydrofuran / triethylamine (2 / 1, v / v), and react at room temperature for 48 hours. After the reaction, filter and spin the filtrate to dryness, use dichloromethane / petroleum ether (1 / 2, v / v) mixed solvent as eluent to separate and purify the product by column chromatography to obtain a yellow solid product, product The rate is 70%. The mass spectrometry result of the product is: MS (MALDI-TOF): m / z calcd: 762.4[M] + , found: 762.4.

[0059] The reaction formula of embodiment 1 is as follows:

[0060]

Embodiment 2

[0062] In a 100mL Schlenk reaction flask, add 1mmol 1-methyl-1-ynyl-2,3,4,5-tetraphenylsilole, 1.2mmol 1-bromononylphenoxyacetic acid, 0.1mmol cuprous iodide, 0.1 mmol triphenylphosphine, under the protection of nitrogen, add 0.02mmol tetrakistriphenylphosphine palladium, 30mL tetrahydrofuran / triethylamine (2 / 1, v / v), react at room temperature for 48 hours. After the reaction, filter and spin the filtrate to dryness, use dichloromethane / petroleum ether (1 / 2, v / v) mixed solvent as eluent to separate and purify the product by column chromatography to obtain a yellow solid product, product The rate is 74%. The mass spectrometry result of the product is: MS (MALDI-TOF): m / zcalcd: 700.3[M] + , found: 700.3.

[0063] The reaction formula of embodiment 2 is as follows:

[0064]

Embodiment 3

[0066] 145 grams of PAO 10 base oil and 44.39 grams of octadecylamine were mixed and heated to 60°C in a reactor, and 0.5 grams of 1-(nonylphenoxyacetic acid)-1,2,3, Dissolve 4,5-pentaphenylsilole in 5 grams of toluene and add it to the reactor, mix 145 grams of PAO 10 base oil and 20.61 grams of MDI and heat it to 60°C, add it to the reactor after the MDI is completely dissolved, and raise the temperature React at 80°C for 30 minutes, continue to heat up to 210°C, then add 145 grams of PAO 10 base oil, cool to about 100°C, grind to fat.

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Abstract

The invention provides a silole derivative, a preparation method and application thereof, and photoluminescence lubricating grease containing the silole derivative. The silole derivative disclosed bythe invention has a structure shown as a formula (I) in the description, wherein the definition of each group is shown in the description. The silole derivative disclosed by the invention has excellent photoluminescence property and corrosion and rust resistance, can emit yellow-green fluorescence under ultraviolet irradiation, and can be applied to light-emitting parts and devices, fluorescent probes, biological imaging, lubricating oil and lubricating grease. The lubricating grease disclosed by the invention has excellent photoluminescence property and corrosion and rust resistance, and canbe applied to related mechanical equipment in the electrical appliance industry, the metallurgical industry, the food industry, the papermaking industry, the automobile industry and the airplane industry.

Description

technical field [0001] The present invention relates to a silole derivative, in particular to a silole derivative with light-emitting properties. Background technique [0002] Traditional organic chromophores usually have strong luminescence at low concentrations, but weak or even no luminescence at high concentrations or in the solid state, showing an aggregation fluorescence quenching effect. This is due to the fact that in the aggregated state, the strong interaction between molecules leads to an enhanced non-radiative decay process of the excited state, and a significant decrease in the fluorescence quantum yield. In the actual application process, the aggregation fluorescence quenching effect largely limits the practical application of organic light-emitting materials. Studies in recent years have found that some compounds show opposite properties to traditional organic light-emitting compounds, not only have no aggregation fluorescence quenching effect, but show aggre...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/08C10M169/04C09K11/06C10N30/12
CPCC07F7/0816C10M169/04C09K11/06C10M2215/14C10M2215/04C10M2205/0225C09K2211/1059C09K2211/1096C09K2211/1007
Inventor 刘欣阳刘伟陈靖郑会李朝宇刘中其姜靓庄敏阳孙洪伟
Owner CHINA PETROLEUM & CHEM CORP
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