Adipic acid hydrazide, white crystalline powder, CAS 1071-93-8, Molecular formula C6H14N4O2, easily soluble in water, toxic. Mainly used as curing agent and coating additive for epoxy powder coatings, metal activator and other polymer additives, and water treatment agent. Dual functional crosslinking reagent, specifically designed for aldehydes, to generate relatively stable hydrazone linkages. It can be cross-linked with sodium hyaluronate and used as a protein drug carrier. And diacetone acrylamide play a cross-linking role in the cross-linking of water lotion and water-soluble polymer. It can also be used as an indoor formaldehyde adsorbent and intermediate raw material. As an organic compound with unique chemical structure and properties, it has broad application prospects and market demand in multiple fields. As a curing agent for epoxy powder coatings, metal activator, water treatment agent, aldehyde crosslinking agent, protein drug carrier, indoor formaldehyde adsorbent, and slow-release agent in cosmetics and drug manufacturing, it plays an irreplaceable role.
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Chemical Formula |
C6H14N4O2 |
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Exact Mass |
174 |
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Molecular Weight |
174 |
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m/z |
174 (100.0%), 175 (6.5%), 175 (1.5%) |
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Elemental Analysis |
C, 41.37; H, 8.10; N, 32.16; O, 18.37 |
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There are two main methods for preparing adipic acid dihydrazide, namely one-step and two-step.
One step: adipic acid and hydrazine hydrate are directly reacted to produce ADH.
Adipic acid and hydrazine hydrate are refluxed under heating conditions for a period of time, then cooled and crystallized, and solid ADH is obtained after filtration, washing, drying and recrystallization. This method is simple and easy to operate, but the yield is low, not more than 65%.
Two step method: refers to esterification reaction and hydrazidation reaction:
The first step is esterification to synthesize dimethyl / ethyl adipate.
In the second step hydrazidation reaction, the ester and hydrazine hydrate react to generate ADH. In the first step esterification reaction, concentrated sulfuric acid is mostly used as catalyst, which has the problems of strong corrosiveness, large amount of organic wastewater with high salt content, great environmental damage, and many side reaction impurities.
Environmental friendly catalysts, such as solid acids, heteropoly acids and metal compounds, have received more and more attention, but they generally have disadvantages such as high cost and cumbersome synthesis process, which are more suitable for laboratory scale research and development. There are still many problems to be solved in practical production and application. In addition, the above two methods are based on the expensive hydrazine hydrate as raw material, and the production cost is high.
An optimized method for preparing adipic acid dihydrazide comprises the following steps:
Put the hexanediamide and butanone nitrogen into the reaction kettle, start the stirring, after the hexanediamide is dissolved in butanone nitrogen, heat the solution, add water slowly to the solution, introduce the distilled gas into the rectification tower for rectification, recover butanone and recover ammonia, and the water vapor is cooled to flow back to the reaction kettle to continue to participate in the reaction; After the addition of water drops, the heat preservation reaction is continued, during which the content of hexanediamide in the reaction liquid is sampled and analyzed. After the reaction of hexanediamide is completed, the butanone nitrogen and water in the reaction kettle are all evaporated, and then the solid matter in the reaction kettle is recrystallized, washed and dried with water to obtain the finished product of adipic acid dihydrazide.
Adipic acid hydrazide is a white crystal that is easily soluble in water and is a bifunctional compound. Its molecular formula is C6H14N4O2 and it has a relatively high melting point. Dihydrazide adipate can react with a variety of substances. For example, it can be used as a protein drug carrier after cross-linking with sodium hyaluronate, and it can cross link with diacetone acrylamide in water lotion and water-soluble polymer.
1. Curing agents and coating additives for epoxy powder coatings
As a latent curing agent for epoxy powder coatings, it has excellent performance. By crosslinking with epoxy resin, the curing speed and curing temperature of the coating can be significantly improved, enabling the coating to achieve the desired curing effect in a shorter period of time. At the same time, it can also improve the flexibility and water resistance of the coating, enhance the adhesion and corrosion resistance of the coating. In terms of coating additives, they can be used as dispersants, leveling agents, etc. to improve the dispersibility and leveling of coatings, making the coating more uniform and smooth.
Application example:
When manufacturing high-quality high-temperature fast curing heavy-duty anti-corrosion powder coatings, as a latent curing agent, it can be used in combination with epoxy resin to significantly improve the anti-corrosion performance and weather resistance of the coating. This coating is widely used in fields such as oil pipelines, aerospace, and aviation oil, providing reliable anti-corrosion protection for these areas.
2. Metal deactivators and other polymer additives
It can be used as a metal deactivation agent to suppress the activity of metal ions and prevent their catalytic degradation of polymer materials. At the same time, it can also be used as a raw material or additive for other polymer additives, such as plasticizers, antioxidants, flame retardants, etc., to improve the performance and application range of polymer materials.
Application example:
When manufacturing polyvinyl chloride (PVC) products, it can be used as a component of heat stabilizers, combined with calcium zinc stabilizers, which can significantly improve the thermal stability and weather resistance of PVC products. This PVC product is widely used in construction, wire and cable, automotive and other fields, providing high-performance material support for these areas.
3. Water treatment agent
It can also be used as a water treatment agent to treat industrial wastewater and domestic sewage. By reacting chemically with pollutants such as heavy metal ions and organic matter in water, these pollutants can be converted into harmless or low toxic substances, thereby achieving the goal of purifying water quality. At the same time, it can also serve as an auxiliary agent for coagulants, improving flocculation efficiency and accelerating the settling and removal of suspended solids.
Application example:
In the treatment of printing and dyeing wastewater, it can be used as a component of decolorizing agents, combined with iron salts or aluminum salts, which can significantly improve the decolorization rate and COD removal rate of the wastewater. This treatment method is not only simple to operate and cost-effective, but also has wide applicability and can be applied to the treatment of various printing and dyeing wastewater.
4. Aldehyde crosslinking agent
As a bifunctional crosslinking reagent, it is specifically designed for aldehyde compounds and can generate relatively stable hydrazone linkages. This cross-linking effect is of great significance in the preparation and modification of various polymer materials. By undergoing crosslinking reactions with aldehyde compounds, the crosslinking density and mechanical properties of polymer materials can be significantly improved.
Application example:
when manufacturing polyurethane foam materials, it can be used as one of the crosslinking agents to react with polyols and isocyanates to form polyurethane foam materials with excellent mechanical properties and thermal stability. This material is widely used in fields such as furniture, automobiles, and construction, providing high-performance insulation, sound insulation, and cushioning materials for these areas.
5. Protein drug carrier
It can be cross-linked with sodium hyaluronate and used as a protein drug carrier. This carrier has excellent biocompatibility and degradability, and can load and release various bioactive substances such as proteins and peptides. By binding to specific receptors or ligands, the adipic acid hydrazide sodium hyaluronate carrier can achieve targeted delivery and controlled release, thereby improving drug efficacy and reducing side effects.
Application example:
In the preparation of anti-tumor drug carriers, the adipic acid hydrazide sodium hyaluronate carrier can be loaded with anti-tumor drugs such as doxorubicin, which can be delivered to the surface of tumor cells through targeted delivery and release of drugs, achieving precise treatment. This carrier not only improves the efficacy of drugs and reduces side effects, but also has a wide range of applicability, which can be applied to the preparation and delivery of various anti-tumor drugs.
6. Indoor formaldehyde adsorbent
It can also be used as an indoor formaldehyde adsorbent to remove harmful gases such as formaldehyde from indoor air. By reacting chemically with formaldehyde, it can be converted into harmless or low toxic substances, thereby reducing the concentration of formaldehyde in indoor air. At the same time, it also has excellent adsorption and regeneration properties, and can be reused multiple times without reducing the adsorption effect.
Application example:
In newly renovated houses or offices, formaldehyde adsorbents containing formaldehyde can be used to remove harmful gases such as formaldehyde from indoor air. This adsorbent is not only easy to operate and cost-effective, but also has a wide range of applicability and can be used for formaldehyde treatment in various indoor environments.
7. Extended release agents in cosmetics and pharmaceutical manufacturing
In cosmetics and pharmaceutical manufacturing, it can be used as a sustained-release agent, which helps to prolong the release time of cosmetics and drugs, improve drug efficacy or beauty effects. By combining with specific ingredients, slow release and long-lasting effects can be achieved, thereby improving the effectiveness and user satisfaction of the product.
Application example:
When manufacturing anti-aging cosmetics, it can be used as one of the sustained-release agents, combined with ingredients such as vitamin C and hyaluronic acid, which can significantly prolong the release time and action time of these ingredients, thereby improving the anti-aging effect of cosmetics. At the same time, it also has excellent stability and safety, and will not cause irritation or allergic reactions to the skin.
8. Crosslinking agent for rubber and plastic
Commonly used as a crosslinking agent for rubber and plastic, it can form covalent bonds by reacting with carboxyl groups in rubber or plastic, thereby improving material properties such as strength, heat resistance, and chemical corrosion resistance. This cross-linking effect is of great significance in the preparation and modification of rubber and plastics.
Application example:
In the manufacturing of tires, adipic acid hydrazide can be used as one of the crosslinking agents, reacting with natural rubber or synthetic rubber to form tire materials with excellent mechanical properties and wear resistance. This material not only improves the service life and safety of tires, but also reduces production costs and energy consumption.
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