Background and overview[1]
Pentaerythritol polyester is an important plasticizer, lubricant and surfactant. It has the characteristics of high reactivity, high cross-linking density, good hardness and high gloss. It is often used in coatings, inks and adhesives. , polymers and other fields. In the field of UV curing, pentaerythritol ester multifunctional monomers are often used as diluents and cross-linking agents. They can be used to adjust the viscosity of the coating system and improve construction performance. They can also participate in the curing reaction to increase the cross-linking density of the coating system, thus Improve the mechanical properties and chemical resistance of materials.
Tetraphenyl pentaerythritol can be used as a pharmaceutical synthesis intermediate. If pentaerythritol tetraphenyl is inhaled, please move the patient to fresh air; if skin contact occurs, take off contaminated clothing, rinse the skin thoroughly with soap and water, and seek medical attention if you feel uncomfortable; if contact with eyes, separate Rinse the eyelids with running water or saline and seek medical attention immediately. If ingested, rinse mouth immediately. Do not induce vomiting and seek medical attention immediately.
Structure
Preparation[1]
The preparation of tetraphenyl pentaerythritol is as follows: add 5.0 mL of sulfoxide dichloride (45 μmol) and 4 g (26 μmol) of benzoylformic acid into a dry three-necked flask, then add 30 mL of toluene as the solvent, and add 2 drops of N , N-dimethylformamide, under the protection of N2 gas, stir and heat to reflux at a constant temperature in a water bath at 40°C for 4 hours until no gas is released from the air conduit of the drying tube above the condenser tube. The reaction is completed. Rotate evaporate at 70°C. A crude product was obtained. The crude product was recrystallized from dichloromethane to obtain 2.4 g of benzoylformyl chloride as a yellow powdery solid.
Weigh 0.136g (0.8μmol) pentaerythritol and dissolve it in 30mL dichloromethane, then add it to a dry three-necked flask, add 0.158g (1.6μmol) triethylamine, and add 0.708g (4μmol) benzoyl methyl A mixed solution of acid chloride dissolved in 30 mL of methylene chloride was added dropwise to the above reaction system, stirred at 40°C under N2 gas protection, and heated to reflux for 5 hours. After the reaction, it was filtered, and the filtrate was washed three times with saturated sodium bicarbonate solution and deionized water each, dried with anhydrous magnesium sulfate, filtered, and the organic phase was further purified by column chromatography, where the developing agent in the silica gel column was V (petroleum) Ether): V (ethyl acetate) = 2:1, and finally 0.575g of yellow liquid pentaerythritol tetraphenyl ester was obtained, with a yield of 86.51% (calculated as pentaerythritol).
Main reference materials
[1] Synthesis and photoinitiation properties of pentaerythritol tetrabenzoylformate
