Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide Property

Melting point:

131-135 °C(lit.)

Boiling point:

590.0±60.0 °C(Predicted)

Density 

1.17±0.1 g/cm3(Predicted)

vapor pressure 

0Pa at 20℃

storage temp. 

Sealed in dry,Room Temperature

solubility 

acetone, acetonitrile, toluene, and hexanedioldiacrylate: soluble

form 

powder

color 

Pale Yellow to Yellow

Water Solubility 

100μg/L at 20-21℃

λmax

366nm(MeOH)(lit.)

InChI

InChI=1S/C26H27O3P/c1-16-12-18(3)23(19(4)13-16)25(27)30(29,22-10-8-7-9-11-22)26(28)24-20(5)14-17(2)15-21(24)6/h7-15H,1-6H3

InChIKey

GUCYFKSBFREPBC-UHFFFAOYSA-N

SMILES

P(C1C=CC=CC=1)(=O)(C(C1C(=CC(C)=CC=1C)C)=O)C(C1C(=CC(C)=CC=1C)C)=O

LogP

5.77-5.8 at 22℃

CAS DataBase Reference

162881-26-7

EPA Substance Registry System

Phosphine oxide, phenylbis(2,4,6-trimethylbenzoyl)- (162881-26-7)

Safety

Hazard Codes 

Xi

Risk Statements 

43-53

Safety Statements 

22-24-37-61

WGK Germany 

-

HS Code 

29319090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide Chemical Properties,Usage,Production

Description

Phenylbis(2,4,6-trimethylbenzoyl) phosphine oxide can be used as a photoinitiator for: Radical polymerization of dental resins. It enhances the polymerization rate and conversion compared to other initiators. It is a polymer-based ceramic material modified with divinylbenzene for the preparation of high-temperature sensor applications.

Uses

Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide is a useful research chemical compound.

Uses

Versatile UV photoinitiator for radical polymerization of unsaturated resins, especially pigmented formulations.

Preparation

Under nitrogen protection and room temperature, 1.4 g of zinc powder was added to the 100 mL reaction flask with stirring.15 ml of ethyl acetate, 4.1 g of 2,4,6-trimethyl benzoyl chloride, and a solution of 2.5 g of phenylphosphorus dichloride in 5 ml of ethyl acetate was added dropwise to the mixture. After that, the temperature was continued for 2 hours. After the completion of the reaction, 20 mL of water and 1.5 mL of 30% hydrogen peroxide were respectively added to the system, and the reaction was continued for half an hour. Saturated sodium bicarbonate solution was added to neutralize weakly alkaline. Finally, Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide was obtained after purification.

Definition

Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (PPO) has a local absorption maximum in the visible spectrum at 405 nm and could provide sufficient initiating radicals to crosslink polyamic diacrylate ester in NMP[1]. Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (GR-XBPO) could be used as the reductant, and Monoethanolamine as the oxygen inhibition agent. After UV irradiation, oxygen-containing groups (OCGs) on the graphene oxide (GO) plane and edges are largely removed due to the reduction of GO by free radicals generated by photoinitiator decomposition[2].

References

[1] Maruti Hegde. “3D Printing All-Aromatic Polyimides using Mask-Projection Stereolithography: Processing the Nonprocessable.” Advanced Materials 29 31 (2017).
[2] Bing Xue, Yuchun Yang, Yingquan Zou. “A UV-light induced photochemical method for graphene oxide reduction.” Journal of Materials Science 52 21 (2017): 12742–12750.

Application

Photoinitiator 819 (HRcure-819) can also be used in colored UV-curable plastic coatings. UV coatings have been widely used on plastic shells of various electronic and household appliances due to their excellent performance and efficient production. However, the deep curing of UV coatings after coloring is not good, resulting in poor film adhesion and poor dispersion and arrangement of pigments by UV resins, which seriously affect the appearance of the coatings. Therefore, the traditional construction process is to paint solvent-based colored primer first; after baking, apply UV varnish to improve the physical properties of the film surface.