Large-granularity phenyl bis(2,4,6-trimethylbenzoyl) phosphine oxide crystal form and crystallization method thereof

Abstract

The invention relates to a large-granularity phenyl bis(2,4,6-trimethylbenzoyl) phosphine oxide crystal form and a crystallization method thereof. The method comprises the following steps: adding a phenyl bis(2,4,6-trimethylbenzoyl)phosphine oxide solid into a good solvent, mixing under the action of stirring, heating the material liquid to 50-70 DEG C to completely dissolve the material, and thencooling to room temperature; and adding a poor solvent to separate out a phenyl bis(2,4,6-trimethylbenzoyl) phosphine oxide crystal, growing the crystal at a constant temperature for 10-60 minutes after the poor solvent is added, then filtering magma, and drying the filter cake to obtain the phenyl bis(2,4,6-trimethylbenzoyl) phosphine oxide crystal product. According to the invention, the new crystal form is in regular block shape, complete and free of coalescence; and the crystallization method disclosed by the invention is constant-temperature solventing-out crystallization, and has the following characteristics that the process is simple, the conditions are mild, the operation time is short, the yield is higher than 90%, the purity reaches more than 99%, the raw materials and the auxiliary materials are cheap and easy to obtain, the environmental pollution is small, and the industrial production is easy to realize.

Description

technical field [0001] The invention belongs to the technical field of chemical engineering crystallization, and in particular relates to a crystal form of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide with a large particle size and a crystallization method thereof. Background technique [0002] Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, also known as photoinitiator 819, photoinitiator XBPO, molecular formula C 26 h 27 o 3 P, molecular weight 418.46, CAS No. 162881-26-7, its structural formula is shown in I. [0003] [0004] The photoinitiator XBPO is a high-efficiency ultraviolet photoinitiator. Under the irradiation of ultraviolet light, the photoinitiator decomposes to produce four active centers of two benzoyl radicals and one phosphonodiradical, initiating monomer Polymerization, its photodecomposition speed is fast, photocuring speed is fast, high initiating activity, sufficient solubility in monomers, photobleaching effect, and can be used for deep cu...

AI Technical Summary

Problems solved by technology

CN104910207A (2015) used vacuum distillation to process the reaction solution to obtain XBPO crude product, and recrystallized the crude product with a solvent to obtain XBPO crystal form I. The selected crystallization solvents, such as acetonitrile and toluene, were highly toxic and harmful to health, and were not disclosed Detailed Crystallization Process Conditions

CN102675365A (2012) concentrated and crystallized the obtained organic phase to obtain XBPO crystal form I, without disclosing detailed crystallization process conditions

CN105131036A (2015) obtained XBPO crystal form I by concentrating the organic phase obtained from the reaction and cooling crystallization, but the cooling crystallization method requires high temperature control accuracy, complicated operation, energy consumption and time consumption

However, there are many factors affecting crystal nucleation and growth, and the amount of experiments to optimize process parameters is large.

The applicant has done related work (research on the crystallization process of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, Journal of Tianjin University (Natural Science and Engineering Technology Edition), 2019, 52(10), DOI :10.11784 / tdxbz201811011), the obtained optimized process conditions have high requirements on the control accuracy of temperature and flow in the crystallization process, and the actual industrial production operation is complicated

Images