2-Benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone

Chemical Properties

Light yellow solid

Uses

UV solidify ink and coating

Uses

DBMP can be used as a dopant to dope silicone elastomer for the formation of 3D biocompatible scaffolds. It can also be used in two photon polymerization for the micro-fabrication of 3D hydrogels for potential biomedical and tissue engineering applications.

General Description

2-Benzyl-2-(dimethylamino)-4′-morpholinobutyrophenone (DBMP) is a photoinitiator that acts at near UV and visible range. It can be incorporated into the polymeric matrix, which upon UV irradiation forms radicals by radical chain polymerization.

Synthesis

General procedure for the synthesis of 2-benzyl-2-dimethylamino-1-P-fluorophenyl-1-butanone from 2-benzyl-2-dimethylamino-1-P-fluorophenyl-1-butanone and morpholine: 2-benzyl-2-dimethylamino-1-P-fluorophenyl-1-butanone was dissolved in ethylene dichloride and transferred to a four-necked flask. Morpholine (139.6 g, 1.6 mol) and 1 L of dichloroethane were added and the reaction was heated to reflux state. The reaction progress was monitored by TLC or high performance liquid chromatography (HPLC). After completion of the reaction, the reaction was cooled to room temperature, the reaction mixture was washed by adding 200 ml of water and stirred for 30 min. After standing and layering, the organic phase was separated. The solvent was recovered by distillation under reduced pressure to obtain the crude product. The crude product was recrystallized from 440 ml of ethanol to give 117.2 g of a light yellow solid product with a melting point of 115-116 °C, an overall yield of 80% and a purity of 99.3%.

References

[1] Patent: CN105384707, 2016, A. Location in patent: Paragraph 0003; 0034