Adipic dihydrazide (ADH) is a multifunctional compound widely utilized as a cross-linking agent in polymers, coatings, and adhesives. Its ability to react with ketone or aldehyde groups, forming stable hydrazone linkages, makes it invaluable in applications requiring durable chemical bonds and thermal stability. ADH also serves as an additive to improve the mechanical properties and environmental resistance of materials.
Chemical Properties of ADH
- Chemical Formula: C6H14N4O2
- Molecular Weight: 174.2 g/mol
- CAS Number: 1071-93-8
- Structure:
- Contains two hydrazide groups (-NH-NH2) attached to an adipic acid backbone.
- Appearance: White crystalline powder
- Solubility: Soluble in water and polar solvents like alcohols; limited solubility in nonpolar solvents.
- Melting Point: 177°C to 184°C
Key Functional Groups
- Hydrazide (-NH-NH2) Groups: React readily with ketones and aldehydes to form hydrazone bonds.
- Adipic Acid Backbone: Provides structural rigidity and flexibility in cross-linked systems.
Applications of ADH
1. Cross-Linking Agent
- Role: ADH is widely used to cross-link polymers by reacting with ketones or aldehydes, creating durable hydrazone linkages.
- Examples:
- Cross-linked hydrogels for biomedical uses.
- Waterborne polyurethane dispersions in industrial coatings.
2. Coatings
- Role: Acts as a hardener and cross-linker to enhance adhesion, durability, and water resistance in paints and coatings.
- Applications:
- Powder coatings for metal substrates.
- Waterborne coatings for reduced VOC emissions.
3. Adhesives and Sealants
- Role: Improves bonding strength and flexibility, particularly in structural adhesives.
- Examples: Construction adhesives, automotive sealants, and elastomers.
4. Biomedical Applications
- Role: Used in drug delivery systems and biocompatible materials.
- Example: Cross-linked hydrogels for sustained-release pharmaceuticals.
5. Water Treatment
- Role: Serves as a curing agent in waterborne systems, offering high reactivity at room temperature.
6. Chemical Intermediate
- Role: Functions as a key intermediate in synthesizing specialty chemicals and polymer networks.
- Example: Hydrophobic or hydrophilic functionalized polymers.
Reaction Mechanism
Hydrazone Bond Formation
ADH reacts with ketone or aldehyde groups to form hydrazone bonds through a condensation reaction, characterized by:
- Removal of water as a byproduct.
- Formation of a stable covalent linkage.
Example Reaction:
This reaction is essential for creating materials with high resistance to mechanical, thermal, and environmental stress.
Advantages of Using ADH
- Chemical Stability: Hydrazone bonds formed by ADH are highly resistant to hydrolysis and degradation.
- Thermal Resistance: Enhances the thermal stability of materials.
- Low Toxicity: Safer compared to alternative cross-linkers.
- Water Compatibility: Solubility in water makes it suitable for eco-friendly, waterborne formulations.
- Versatility: Compatible with a variety of polymer matrices and reactive groups.
Technical Specifications
- Purity: Typically available at 98-99% purity levels.
- Moisture Content: Less than 0.5% to ensure consistent reactivity.
- Particle Size: Fine powder, facilitating easy dispersion and mixing.
- Storage Conditions: Keep in a cool, dry, and well-ventilated location, avoiding direct sunlight and moisture exposure.
Market and Industry Trends
1. Sustainability Focus
With the shift toward environmentally friendly products, ADH’s role in waterborne and low-VOC formulations has become increasingly prominent. It aids in meeting stringent environmental regulations while delivering superior performance.
2. Biomedical Growth
ADH’s ability to create biocompatible and degradable hydrogels positions it for expanding roles in drug delivery, tissue engineering, and medical adhesives.
3. Construction Industry Demand
ADH’s use in high-performance sealants and adhesives aligns with the growing demand for durable, weather-resistant construction materials.
4. R&D in Nanotechnology
Emerging research explores ADH for cross-linking in nanostructured materials, enhancing mechanical and thermal properties of composite systems.
Handling and Safety
- Protective Measures: Wear gloves, goggles, and a mask when handling to avoid irritation or inhalation.
- First Aid Measures:
- Inhalation: Move to fresh air and seek medical attention if symptoms persist.
- Skin Contact: Wash thoroughly with soap and water.
- Spillage: Collect using inert absorbent material and dispose of according to local regulations.
Adipic Dihydrazide (ADH) is a powerful cross-linking agent and intermediate with extensive applications across industries. Its chemical stability, reactivity, and compatibility with modern sustainability requirements make it a critical component in adhesives, coatings, biomedical materials, and beyond. As technology evolves, ADH’s relevance in developing advanced materials continues to expand, underscoring its significance in both current and emerging markets.
Post time: Dec-15-2024