Adipic Acid Dihydrazide(ADH)

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Adipic Acid Dihydrazide (ADH) Manufacturer & Supplier

Adipic Acid Dihydrazide (ADH) is a highly versatile chemical with a wide range of applications, from polymer production and crosslinking agents to potential uses in the pharmaceutical and agricultural industries. Its reactivity and ability to form stable networks make it an important building block for a variety of materials with specialized properties.

Adipic Acid Dihydrazide (ADH) is an organic compound that consists of two hydrazide groups (-NH-NH₂) attached to an adipic acid backbone. Its chemical formula is C₆H₁₀N₂O₂, and it is used in various chemical and industrial applications, primarily due to its ability to form crosslinks and polymer networks.As demand grows for advanced materials with specialized properties, the use of ADH is to expand, especially in fields requiring durable, flexible, and high-performance materials.

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Adipic Acid Dihydrazide (ADH) Factory & Supplier

Adipic Acid Dihydrazide (ADH) is a crosslinker of waterborne acryl emulsions. It is also useful as an epoxy resin hardener and a formaldehyde scavenger. ADH（Adipic acid dihydrazide）is an organic compound with the chemical formula C₆H₁₀N₂O₂, and it belongs to the class of hydrazides. It is primarily used in the preparation of polyurethanes, polymeric materials, and in other industrial applications due to its ability to react with various functional groups to form crosslinked networks.

CAS No :1071-93-8
ENCS : (2)-865
TSCA :1071-93-8
EINECS :213-999-5

1. Molecular Structure of Adipic Acid Dihydrazide (ADH)

The structure of Adipic Acid Dihydrazide consists of:

Adipic acid (a six-carbon dicarboxylic acid, C₆H₁₀O₄) that has been modified by attaching two hydrazine groups (-NH-NH₂) to the carboxyl groups of the acid.
The chemical structure of ADH can be represented as:

HOOC-(CH₂)₄-CO-NH-NH₂

It is a dihydrazide, meaning that each of the two carboxyl groups (–COOH) of adipic acid is bound to one hydrazine group (–NH–NH₂).

The resulting structure consists of a central adipic acid backbone, with hydrazine functional groups at each end, making ADH an important reagent in various chemical reactions.

2. Synthesis of Adipic Acid Dihydrazide

The synthesis of ADH typically involves the reaction of adipic acid with hydrazine hydrate. The steps for synthesis can be outlined as follows:

Reaction of Adipic Acid with Hydrazine: Adipic acid is reacted with an excess of hydrazine hydrate (NH₂-NH₂·H₂O) in a suitable solvent (like ethanol or water) under controlled conditions (e.g., elevated temperature).
Formation of Dihydrazide: The hydrazine groups attach to the two carboxyl groups of adipic acid, forming Adipic Acid Dihydrazide.
Purification: The product is then purified, typically by recrystallization, to remove unreacted reagents and obtain pure ADH.

The reaction can be represented as:

HOOC-(CH₂)₄-COOH + 2 NH₂-NH₂ → HOOC-(CH₂)₄-CO-NH-NH₂ (ADH)

3. Properties of Adipic Acid Dihydrazide

Appearance	White crystals
Formula	C₆H₁₄N₄O₂
Mol. weight	174.2
Purity	Min. 98%
Loss on drying	Max. 0.4%
Melting Point	177–184°C
Solubility in Water	9.1 g/100 g water at 20°C
Specific Gravity	1.25 g / cm³

4. Applications of Adipic Acid Dihydrazide (ADH)

Adipic Acid Dihydrazide is used in a range of industrial applications due to its unique chemical properties:

4.1. Polyurethane Production

ADH is used as a curing agent or crosslinking agent in the production of polyurethane materials. The hydrazide groups can react with isocyanates to form stable crosslinks, which enhance the strength, flexibility, and durability of polyurethane-based products. ADH is particularly useful in applications requiring thermosetting polyurethanes, such as in coatings, adhesives, and sealants.

4.2. Synthesis of Polymeric Materials

In addition to polyurethanes, ADH can be employed in the preparation of other polymeric networks. Its dihydrazide structure allows it to participate in various reactions, such as with aldehydes, ketones, or carboxylic acids, to form highly crosslinked polymers. This property is used in the preparation of polymeric hydrogels and other specialty materials.

4.3. Hydrazide-based Reactions

The hydrazide group (-NH-NH₂) in ADH is highly reactive toward carbonyl groups (such as aldehydes and ketones), which allows ADH to be used in the synthesis of various hydrazone derivatives. Hydrazones are important intermediates in organic synthesis and can be used in pharmaceutical chemistry and material science.

4.4. Pharmaceutical and Biomedical Applications

ADH is sometimes explored in the pharmaceutical and biomedical fields, where its reactivity with carbonyl groups makes it a useful building block in the design of certain drug delivery systems or biocompatible materials. ADH-based materials have been studied for use in biodegradable hydrogels, which can be utilized in controlled drug release or tissue engineering applications.

4.5. Crosslinking Agent in Hydrogels

ADH can serve as a crosslinking agent for the production of hydrogels, which are used in various medical applications such as wound dressings, contact lenses, and controlled-release drug systems. The formation of a three-dimensional network via hydrazone or hydrazide linkages enhances the stability and performance of the hydrogel.

4.6. Synthesis of Polyesters and Polyamides

ADH is also used in the preparation of polyesters and polyamides through polycondensation reactions. The hydrazide group of ADH can react with diacids or diols, facilitating the formation of polymer chains. This can be used in the production of specialty polyamides or polyesters for engineering plastics and coatings.

4.7. Agriculture

In some cases, ADH is used in agricultural chemicals, specifically in the preparation of formulations for pesticides or herbicides that require enhanced chemical stability or controlled release. Its ability to form crosslinked networks can improve the performance and delivery of active ingredients in agricultural products.