N,N-Dimethylacrylamide
[CAS# 2680-03-7]

Identification

• Classification: Organic raw materials >> Amino compound >> Acyclic monoamines, polyamines and their derivatives and salts
• Name: N,N-Dimethylacrylamide
• Synonyms: N,N-Dimethyl-2-propenamide
• Molecular Formula: C₅H₉NO
• Molecular Weight: 99.13
• CAS Registry Number: 2680-03-7
• EC Number: 220-237-5
• SMILES: CN(C)C(=O)C=C

Properties

• Density: 0.962
• Boiling point: 80-81 ºC
• Refractive index: 1.473
• Flash point: 161 ºF

Safety Data

• Hazard Symbols: GHS05;GHS06;GHS07 Danger
• Hazard Statements: H301+H311-H301-H302-H311-H315-H317-H318-H319-H330
• Precautionary Statements: P260-P261-P262-P264-P264+P265-P270-P271-P272-P280-P284-P301+P316-P301+P317-P302+P352-P304+P340-P305+P351+P338-P305+P354+P338-P316-P317-P320-P321-P330-P332+P317-P333+P317-P337+P317-P361+P364-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	3	H311
Acute toxicity	Acute Tox.	3	H301
Serious eye damage	Eye Dam.	1	H318
Acute toxicity	Acute Tox.	2	H330
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H302
Skin sensitization	Skin Sens.	1	H317
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H312
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	4	H332
Germ cell mutagenicity	Muta.	2	H341
Acute toxicity	Acute Tox.	3	H331
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412

Discovory and Applicatios

N,N-Dimethylacrylamide (DMAA) is a significant chemical compound in polymer chemistry, known for its role as a monomer in the synthesis of various polymers and copolymers. Its discovery and subsequent applications have had a profound impact on the development of advanced materials and technologies.

The compound was first synthesized in the early 20th century as part of broader efforts to explore and utilize acrylamide derivatives in polymer chemistry. DMAA is an acrylamide derivative where the amide group is substituted with two methyl groups, which imparts unique properties to the compound. This structure influences its reactivity and the characteristics of the polymers formed from it.

DMAA is primarily used in the production of polymers and copolymers that find applications across various industries. One of its most notable uses is in the creation of hydrogels. These hydrogels are three-dimensional networks capable of retaining large amounts of water, making them valuable in medical and industrial applications. The incorporation of DMAA into hydrogels enhances their mechanical properties, such as strength and elasticity, while maintaining high water absorption capabilities.

In the field of biomedical engineering, DMAA-based hydrogels are utilized as scaffolds for tissue engineering. These hydrogels provide a supportive matrix for cell growth and tissue regeneration. The biocompatibility and water retention properties of DMAA-based hydrogels make them suitable for creating environments that mimic the natural extracellular matrix, promoting cell proliferation and tissue repair.

DMAA also plays a role in the development of polymeric materials for drug delivery systems. Polymers derived from DMAA can be engineered to encapsulate and release drugs in a controlled manner. This capability allows for the creation of delivery systems that offer sustained and targeted drug release, improving the efficacy of therapeutic treatments and reducing side effects.

Beyond biomedical applications, DMAA is employed in the production of various industrial materials. It is used in the synthesis of coatings, adhesives, and superabsorbent polymers. The versatility of DMAA allows for the modification of polymer properties to meet specific performance requirements, such as enhancing adhesion strength or increasing moisture absorption.

The ongoing research into DMAA focuses on optimizing its polymerization processes and exploring new applications. Advances in polymer chemistry continue to expand the potential uses of DMAA, driving innovation in fields ranging from material science to pharmaceuticals.

In summary, N,N-dimethylacrylamide is a valuable compound with diverse applications in polymer chemistry. Its role in the creation of hydrogels, drug delivery systems, and various industrial materials highlights its importance in both biomedical and industrial contexts. The continued exploration of DMAA promises further advancements in polymer technology and material science.