Silole derivative, preparation method and application thereof and photoluminescence lubricating grease
A technology of derivatives and grease, applied in the field of silole derivatives with luminous properties
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Embodiment 1
[0053] Add 1mmol 1-alkynyl-1,2,3,4,5-pentaphenylsilole, 1.2mmol 7-bromo-N-phenyl-α-naphthylamine, 0.1mmol cuprous iodide to a 100mL Schlenk reaction flask, 0.1mmol 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 75%. The product mass spectrometry result is: MS (MALDI-TOF): m / z calcd: 703.3 [M] + , found: 703.3.
[0054] The reaction formula of embodiment 1 is as follows:
[0055]
Embodiment 2
[0057] In a 100 mL Schlenk reaction flask, add 1 mmol 1-methyl-1-ynyl-2,3,4,5-tetraphenylsilole, 1.2 mmol 7-bromo-N-phenyl-α-naphthylamine, 0.1 mmol iodine Cuprous chloride, 0.1 mmol triphenylphosphine, 0.02 mmol tetrakistriphenylphosphine palladium, 30 mL tetrahydrofuran / triethylamine (2 / 1, v / v) were added under nitrogen protection, and the reaction was carried out 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 79%. The mass spectrometry result of the product is: MS (MALDI-TOF): m / zcalcd: 641.2[M] + , found: 641.2.
[0058] The reaction formula of embodiment 2 is as follows:
[0059]
Embodiment 3
[0061] 300 grams of PAO 10 base oil and 39.21 grams of 12-hydroxystearic acid were mixed and heated to 85°C in a reactor, and 2.5 grams of 1-(N-phenyl-α-naphthylamine) prepared in Example 1 -1,2,3,4,5-Pentaphenylsilole was dissolved in 25 grams of toluene and added to the reaction kettle, 6.06 grams of lithium hydroxide monohydrate and 40 grams of distilled water were mixed and heated to 95 ° C, and the lithium hydroxide Add it to the reaction kettle after it is completely dissolved, heat it to remove water, then continue to heat up to 210°C, then add 160 grams of PAO 10 base oil, cool it and grind it into fat.
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