2-Benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone
[CAS# 119313-12-1]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Amine
• Name: 2-Benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone
• Molecular Formula: C₂₃H₃₀N₂O₂
• Molecular Weight: 366.50
• CAS Registry Number: 119313-12-1
• EC Number: 404-360-3
• SMILES: CCC(CC1=CC=CC=C1)(C(=O)C2=CC=C(C=C2)N3CCOCC3)N(C)C

Properties

• Melting point: 116-119 °C
• Flash Point: 113 °C

Safety Data

• Hazard Symbols: GHS08;GHS09 Danger
• Risk Statements: H360D-H400-H410
• Safety Statements: P273-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Reproductive toxicity	Repr.	1B	H360
Reproductive toxicity	Repr.	1B	H360D
Reproductive toxicity	Repr.	2	H361
Reproductive toxicity	Repr.	1B	H360D

• Transport Information: UN 3077

Discovery and Applications

2-Benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone, commonly referred to as a photoinitiator in polymer chemistry, is a chemical substance that plays a crucial role in the polymerization of various resins and coatings. This compound is known for its ability to initiate polymerization upon exposure to ultraviolet (UV) light, making it a valuable tool in the field of photopolymerization.

The discovery of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone dates back to research aimed at developing efficient photoinitiators that could activate polymerization processes under UV light. The compound's structure features a benzyl group, a dimethylamino group, and a morpholinobutyrophenone moiety, which collectively contribute to its effectiveness as a photoinitiator. The incorporation of these functional groups enables the compound to absorb UV light and subsequently generate reactive species that initiate the polymerization of monomers.

In practical applications, 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone is widely used in the formulation of UV-curable coatings and inks. These coatings are utilized in a variety of industries, including automotive, electronics, and packaging, due to their rapid curing times and high-quality finishes. The compound's ability to efficiently initiate polymerization allows for the creation of durable and chemically resistant coatings that enhance the performance and longevity of the final product.

In addition to coatings, this photoinitiator is employed in the production of UV-curable adhesives and sealants. The use of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone in these applications provides strong bonding capabilities and resistance to environmental factors, making it suitable for demanding applications where high-performance adhesives are required.

The photoinitiator's effectiveness is attributed to its ability to absorb UV light and generate reactive species such as free radicals or cations, which then initiate the polymerization of monomers. This mechanism allows for precise control over the curing process, leading to improved properties of the final polymeric materials.

Handling 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone requires appropriate safety measures to avoid exposure to UV light and ensure safe handling of the compound. Personal protective equipment and adherence to safety protocols are essential to minimize health risks associated with this chemical substance.

Overall, the discovery and application of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone have significantly advanced the field of photopolymerization, offering valuable benefits in the production of UV-curable coatings, adhesives, and other polymeric materials. Its role as a photoinitiator underscores its importance in developing high-performance materials across various industrial applications.

References

1999. A comparative kinetic study of commercial photoinitiators for UV/visible curable acrylate clear coatings. Journal of Coatings Technology and Research.
DOI: 10.1007/bf02692626

2009. Determination of low-level ink photoinitiator residues in packaged milk by solid-phase extraction and LC-ESI/MS/MS using triple-quadrupole mass analyzer. Analytical and Bioanalytical Chemistry.
DOI: 10.1007/s00216-009-3115-z

2015. Synthesis and properties of a low-viscosity UV-curable oligomer for three-dimensional printing. Polymer Bulletin.
DOI: 10.1007/s00289-015-1507-0