Diacetone Acrylamide (DAAM)

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Diacetone Acrylamide (DAAM) Manufacturer & Supplier

Diacetone acrylamide (DAAM) is a chemical compound that belongs to the class of acrylamide derivatives. It’s often used in polymer chemistry and can act as a monomer in the production of various polymers, particularly those used in coatings, adhesives, and composites. The chemical structure of DAAM consists of an acrylamide group (a vinyl group attached to a carbonyl group) and an acetone moiety.

The properties of DAAM can vary depending on its polymerization. Typically, DAAM is used in the synthesis of polymers with desirable characteristics like improved adhesion, flexibility, and resistance to environmental factors like heat and moisture.

One important aspect of DAAM is its potential to undergo free radical polymerization, where it reacts with other monomers (or itself) to form polymers. These polymers can be used in a variety of industrial applications, including as thickeners, crosslinkers, or in the development of specialty resins.

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Diacetone Acrylamide (DAAM) Supplier & factory

Diacetone acrylamide (DAAM) is a versatile organic compound widely utilized in polymer science, coating technology, and material science. It is a synthetic monomer that has gained significant attention due to its unique chemical properties, such as high reactivity, ability to form diverse polymer structures, and capacity for various functional applications. DAAM plays an important role in enhancing the properties of polymers, coatings, adhesives, and composites.

1. Chemical Structure and Properties of Diacetone Acrylamide

Diacetone acrylamide is an acrylamide derivative, where the acrylamide group is substituted by an acetone moiety at the nitrogen position. The chemical formula of DAAM is C₆H₁₁NO₂, and its molecular weight is approximately 129.17 g/mol.

The structure of DAAM consists of:

An acrylamide group (CH₂=CH-C(=O)-NH-), which is the key reactive component of the molecule.
A diacetone group (C₄H₇O₂), which is attached to the nitrogen of the acrylamide.

CAS No :2873-97-4
TSCA :2873-97-4
EINECS :220-713-2
ENCS :2-1024

Features

Diacetone acrylamide readily polymerizes and forms copolymers with a wide variety of comonomers
Diacetone acrylamide reacts with ketone group of adipic acid dihydrazide at normal temperature.

The presence of the acrylamide functional group allows DAAM to polymerize in a manner similar to other acrylamide-based monomers, while the diacetone structure provides a steric hindrance that influences its reactivity and physical properties. The acetone group also makes the compound more soluble in organic solvents.

2. Synthesis of Diacetone Acrylamide

The synthesis of DAAM involves a two-step process:

Acylation of acrylamide: This first step involves reacting acrylamide with acetone in the presence of an acid or base catalyst. The acetone reacts with the nitrogen atom of the acrylamide to form the diacetone derivative.
Purification: Once the reaction is complete, the product is typically purified through distillation or crystallization techniques to isolate the DAAM monomer in its pure form.

The reaction can be described as:

Acrylamide (CH₂=CH-C(=O)-NH₂) reacts with acetone (CH₃COCH₃) to form diacetone acrylamide (CH₂=CH-C(=O)-NH-CH₂COCH₃).

The synthesis of DAAM is relatively straightforward, but precise control of reaction conditions (e.g., temperature, reaction time, solvent choice) is required to achieve high yields and purity.

3. Polymerization of Diacetone Acrylamide

The most significant feature of DAAM is its ability to undergo free radical polymerization. The acrylamide group in DAAM can participate in addition polymerization reactions, allowing DAAM to link with other monomers or itself to form long polymer chains. This makes DAAM a useful monomer in the production of polymers with varied properties.

The polymerization of DAAM can proceed through:

Homopolymerization: The DAAM monomer reacts with other DAAM monomers, forming a polymer consisting entirely of DAAM units.
Copolymers: DAAM can also be copolymerized with other acrylate, methacrylate, or vinyl-based monomers to create copolymers with tailored properties. This allows for the incorporation of specific functional groups that impart special characteristics to the polymer.

Free radical initiators (e.g., AIBN, BPO) or UV light are often used to initiate the polymerization process. The resulting DAAM-based polymers can have a wide range of properties depending on the degree of polymerization, the presence of crosslinking agents, and the type of co-monomers used.

Properties

Appearance	White to slightly yellowish flake powder
Formula	C₉H₁₅NO₂
Mol. weight	169.23
Specific gravity (60°C)	0.998
Melting point	56°C
Boiling point	120°C (8 mm Hg)
Solubility in water in organic solvents	>100g/100g H₂O Miscible
Tg (homo-polymer)	77°C (DSC)
Viscosity (60°C)	17.9 m Pa·s

Copolymerization

M1	M2	r1	r2	Q1	e1	Q2	e2
Styrene	Diacetone acrylamide	1.77 ±0.08	0.49 ±0.06	1.00	-0.80	0.42	-0.42
Methyl methacrylate	Diacetone acrylamide	1.68 ±0.06	0.57 ±0.03	0.74	0.04	0.41	-0.02

4. Applications of Diacetone Acrylamide

4.1. Coatings and Paints

DAAM is widely used in the formulation of coatings and paints due to its ability to create polymers with strong adhesion, flexibility, and resistance to environmental factors. The resulting polymer films exhibit improved performance compared to traditional acrylic or polyester-based coatings.

Some specific applications include:

Protective coatings: DAAM-based polymers provide excellent resistance to heat, moisture, and abrasion, making them ideal for use in automotive, industrial, and marine coatings.
Adhesives: The polymerization of DAAM can lead to adhesives that form strong bonds with a wide range of surfaces, including metals, plastics, and glass.
Anti-corrosive coatings: The flexible and durable films made from DAAM-based polymers are used in industries that require high-performance anti-corrosive coatings.

4.2. Superabsorbent Polymers

DAAM is used in the development of superabsorbent polymers (SAPs), which are materials capable of absorbing large amounts of water or other liquids. These materials are often used in applications such as:

Hygiene products: DAAM-based SAPs are found in products like diapers, sanitary napkins, and adult incontinence products.
Agricultural applications: Superabsorbent polymers made from DAAM can be used in agricultural applications to improve water retention in soils.

4.3. Medical and Biomedical Applications

Due to its biocompatibility and versatility, DAAM is also explored in the medical and biomedical fields. For instance:

Drug delivery systems: DAAM-based polymers can be engineered to deliver drugs in a controlled manner, providing prolonged release or targeting specific tissues.
Tissue engineering: The flexible, biocompatible properties of DAAM-based polymers make them suitable for use in scaffolds for tissue engineering, wound dressings, and other medical devices.

4.4. Hydrogel Formation

Hydrogels made from DAAM are used in various applications due to their high water retention properties. These hydrogels can be used in:

Wound care: Hydrogels provide a moist environment for wound healing, reducing the risk of infection and speeding up the healing process.
Cosmetic formulations: Hydrogels made from DAAM are used in skin-care products, including moisturizers and anti-aging creams, due to their excellent ability to hydrate the skin.

4.5. Nanomaterial and Composite Fabrication

DAAM is also used in the preparation of nanocomposites and advanced polymer-based materials. For example, DAAM can be polymerized with nanoparticles to form hybrid materials with enhanced mechanical, electrical, or thermal properties. These materials can be used in various industries, including:

Electronics: Polymer nanocomposites made from DAAM can be used in flexible electronics and conductive materials.
Aerospace: DAAM-based composites are used for their lightweight and high-strength properties in aerospace applications.

4.6. Printing and Textile Applications

In the textile industry, DAAM is utilized to produce fabrics with enhanced durability and flexibility. For instance, functional coatings based on DAAM can be applied to textiles to make them more resistant to water, stains, and UV radiation. Similarly, DAAM can be used in the production of printing inks, where its ability to form high-quality films helps in achieving better print clarity and durability.