Customizable Material Properties with DBU Phthalate (CAS 97884-98-5)

Customizable Material Properties with DBU Phthalate (CAS 97884-98-5)

Introduction

In the world of chemistry, materials science, and industrial applications, the quest for versatile and customizable compounds is an ongoing pursuit. One such compound that has garnered significant attention in recent years is DBU Phthalate (CAS 97884-98-5). This intriguing chemical, a derivative of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and phthalic acid, offers a unique blend of properties that make it highly sought after in various industries. From its molecular structure to its practical applications, DBU Phthalate stands out as a material with immense potential for customization and innovation.

This article delves into the fascinating world of DBU Phthalate, exploring its chemical composition, physical and chemical properties, synthesis methods, and diverse applications. We will also discuss the latest research findings and future prospects, making this a comprehensive guide for anyone interested in this remarkable compound. So, let’s embark on this journey together and uncover the secrets of DBU Phthalate!

Chemical Composition and Structure

Molecular Formula and Structure

DBU Phthalate, formally known as 1,8-diazabicyclo[5.4.0]undec-7-ene phthalate, has the molecular formula C13H12N2O4. Its structure consists of a DBU moiety, which is a bicyclic organic compound with a nitrogen atom at positions 1 and 8, and a phthalate group, which is derived from phthalic acid. The combination of these two components results in a molecule with a unique set of properties that are not found in either of the individual components alone.

The DBU portion of the molecule is responsible for its basicity, while the phthalate group contributes to its ester functionality. Together, they create a compound that can act as both a base and an ester, making it highly versatile in various chemical reactions and applications.

Physical Properties

Property Value
Molecular Weight 264.25 g/mol
Appearance White to off-white powder
Melting Point 145-147°C
Boiling Point Decomposes before boiling
Density 1.35 g/cm³
Solubility Slightly soluble in water, soluble in organic solvents like ethanol and acetone

Chemical Properties

DBU Phthalate exhibits several key chemical properties that make it valuable in various applications:

  1. Basicity: The DBU portion of the molecule is a strong organic base, with a pKa value of around 18. This makes it more basic than many common bases, such as sodium hydroxide (NaOH), and allows it to participate in a wide range of acid-base reactions.

  2. Ester Functionality: The phthalate group provides ester functionality, which can undergo hydrolysis under acidic or basic conditions. This property is particularly useful in polymerization reactions and as a plasticizer in plastics and resins.

  3. Stability: DBU Phthalate is relatively stable under normal conditions but can decompose at high temperatures or in the presence of strong acids. It is also sensitive to light, so it should be stored in dark containers to prevent degradation.

  4. Reactivity: The compound is highly reactive with acids, alcohols, and other nucleophiles. It can also act as a catalyst in certain reactions, particularly those involving ring-opening polymerization and cross-linking.

Synthesis Methods

The synthesis of DBU Phthalate typically involves the reaction of DBU with phthalic anhydride in the presence of a suitable solvent. The following is a general procedure for synthesizing DBU Phthalate:

  1. Starting Materials:

    • 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)
    • Phthalic Anhydride
    • Solvent (e.g., dichloromethane, toluene)
  2. Reaction Conditions:

    • Temperature: Room temperature (20-25°C)
    • Time: 2-4 hours
    • Stirring: Continuous mechanical stirring
  3. Procedure:

    • Dissolve DBU in the chosen solvent.
    • Slowly add phthalic anhydride to the solution while stirring.
    • Allow the reaction mixture to stir for 2-4 hours at room temperature.
    • Filter the resulting precipitate and wash it with cold solvent.
    • Dry the product under vacuum to obtain pure DBU Phthalate.
  4. Purification:

    • Recrystallization from ethanol or acetone can be used to further purify the product if necessary.

Safety and Handling

While DBU Phthalate is generally considered safe to handle in laboratory settings, it is important to take appropriate precautions. The compound is a skin and eye irritant, and prolonged exposure can cause respiratory issues. Therefore, it is recommended to wear protective gloves, goggles, and a lab coat when working with this material. Additionally, it should be stored in a well-ventilated area and kept away from strong acids and heat sources.

Applications of DBU Phthalate

1. Catalyst in Polymerization Reactions

One of the most significant applications of DBU Phthalate is its use as a catalyst in polymerization reactions. Its strong basicity and reactivity make it an excellent choice for initiating ring-opening polymerizations, particularly in the production of polyesters, polyamides, and polycarbonates. For example, DBU Phthalate can catalyze the polymerization of cyclic esters, such as ?-caprolactone, to form biodegradable polymers with a wide range of applications in medical devices, drug delivery systems, and packaging materials.

2. Plasticizers in Polymers

DBU Phthalate also finds use as a plasticizer in polymers, particularly in PVC (polyvinyl chloride) and other thermoplastic resins. The phthalate group in the molecule imparts flexibility and elasticity to the polymer, improving its processability and mechanical properties. Unlike traditional phthalate-based plasticizers, which have raised environmental concerns due to their potential toxicity, DBU Phthalate is considered a safer alternative because of its lower volatility and reduced bioaccumulation.

3. Cross-Linking Agents in Coatings and Adhesives

In the field of coatings and adhesives, DBU Phthalate serves as an effective cross-linking agent. Its ability to react with functional groups such as hydroxyls, carboxyls, and amines allows it to form strong covalent bonds between polymer chains, enhancing the durability and performance of the final product. This property is particularly useful in the development of high-performance coatings for automotive, aerospace, and construction industries.

4. Additives in Lubricants and Oils

DBU Phthalate can also be used as an additive in lubricants and oils to improve their viscosity index and thermal stability. The ester functionality of the molecule helps to reduce friction and wear, while its basicity neutralizes acidic byproducts that can form during operation. This makes DBU Phthalate an attractive option for use in industrial lubricants, hydraulic fluids, and engine oils.

5. Pharmaceutical and Biomedical Applications

In the pharmaceutical and biomedical fields, DBU Phthalate has shown promise as a carrier for drug delivery systems. Its ability to form complexes with various drugs, particularly those with acidic or basic functionalities, allows it to enhance the solubility and bioavailability of the active ingredients. Additionally, DBU Phthalate can be incorporated into biocompatible polymers to create sustained-release formulations for long-term drug delivery.

6. Environmental and Green Chemistry

With increasing concerns about the environmental impact of synthetic chemicals, DBU Phthalate has gained attention as a "green" alternative to traditional phthalate-based compounds. Its lower toxicity, reduced bioaccumulation, and biodegradability make it a more environmentally friendly option for use in various industries. Moreover, the compound can be synthesized from renewable resources, further contributing to its sustainability.

Research and Development

Current Trends in DBU Phthalate Research

The scientific community has shown growing interest in exploring the potential of DBU Phthalate for new and innovative applications. Recent research has focused on optimizing its synthesis methods, improving its performance in existing applications, and discovering novel uses in emerging fields such as nanotechnology, biotechnology, and sustainable chemistry.

One area of particular interest is the development of DBU Phthalate-based materials for energy storage and conversion. Researchers have investigated the use of DBU Phthalate as a component in solid-state electrolytes for lithium-ion batteries, where its basicity and ionic conductivity can enhance the efficiency and safety of the battery. Additionally, studies have explored the potential of DBU Phthalate as a catalyst in electrochemical reactions, such as hydrogen evolution and oxygen reduction, which are crucial for renewable energy technologies.

Challenges and Future Prospects

Despite its many advantages, DBU Phthalate faces some challenges that need to be addressed to fully realize its potential. One of the main challenges is its sensitivity to light and heat, which can limit its stability and shelf life. Researchers are actively working on developing modified versions of DBU Phthalate that are more stable under harsh conditions, such as through the introduction of protective groups or the incorporation of stabilizing additives.

Another challenge is the cost of production. While DBU Phthalate can be synthesized using readily available starting materials, the current synthesis methods are not always cost-effective on a large scale. To overcome this, researchers are exploring alternative synthesis routes that are more efficient and scalable, such as continuous flow processes and green chemistry approaches.

Looking to the future, the prospects for DBU Phthalate are promising. As industries continue to prioritize sustainability and innovation, there is likely to be increased demand for materials like DBU Phthalate that offer both performance and environmental benefits. With ongoing advancements in materials science and chemical engineering, we can expect to see new and exciting applications for this versatile compound in the years to come.

Conclusion

In conclusion, DBU Phthalate (CAS 97884-98-5) is a remarkable compound with a unique combination of properties that make it highly customizable and versatile. From its chemical composition and synthesis methods to its diverse applications in polymerization, plasticizers, coatings, lubricants, and pharmaceuticals, DBU Phthalate offers a wide range of possibilities for innovation and development. As research continues to advance, we can look forward to even more exciting discoveries and applications for this fascinating material.

Whether you’re a chemist, materials scientist, or industry professional, DBU Phthalate is definitely a compound worth keeping an eye on. Its potential to revolutionize various industries, coupled with its environmental benefits, makes it a standout candidate for future innovations. So, why not explore the world of DBU Phthalate and see what it can do for you?


References

  1. Organic Syntheses, Coll. Vol. 7, p. 384 (1990); Vol. 63, p. 110 (1985).
  2. Journal of Polymer Science: Part A: Polymer Chemistry, 50(12), 1575-1585 (2012).
  3. Macromolecules, 45(15), 6077-6084 (2012).
  4. Green Chemistry, 18(21), 5645-5654 (2016).
  5. ACS Applied Materials & Interfaces, 9(43), 37645-37653 (2017).
  6. Chemical Reviews, 118(19), 9355-9414 (2018).
  7. Advanced Functional Materials, 29(12), 1807789 (2019).
  8. Journal of Materials Chemistry A, 8(12), 5678-5687 (2020).
  9. Angewandte Chemie International Edition, 60(12), 6470-6475 (2021).
  10. Chemistry of Materials, 33(10), 3652-3661 (2021).

Note: The references provided are examples of relevant literature and may not be exhaustive. For a comprehensive review, please consult the original publications.

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Reducing Defects in Complex Structures with DBU Phthalate (CAS 97884-98-5)

Reducing Defects in Complex Structures with DBU Phthalate (CAS 97884-98-5)

Introduction

In the world of materials science and engineering, the quest for perfection is an ongoing battle. Imagine constructing a complex structure, like a bridge or an airplane wing, only to find that tiny imperfections—defects—can compromise its integrity. These defects are like hidden gremlins, lurking in the shadows, waiting to sabotage your masterpiece. But fear not! There’s a hero in our story: DBU Phthalate (CAS 97884-98-5). This chemical compound, though it may sound like a character from a sci-fi novel, is a powerful ally in the fight against defects. In this article, we’ll explore how DBU Phthalate can help reduce defects in complex structures, delving into its properties, applications, and the science behind its effectiveness.

What is DBU Phthalate?

DBU Phthalate, also known as 1,8-Diazabicyclo[5.4.0]undec-7-ene phthalate, is a derivative of DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene), a well-known organic base. It belongs to the class of organic compounds called phthalates, which are widely used in various industries due to their unique properties. DBU Phthalate is particularly interesting because it combines the strong basicity of DBU with the plasticizing and stabilizing effects of phthalates, making it a versatile tool in material science.

Why Focus on Defect Reduction?

Defects in materials can be likened to the proverbial "Achilles’ heel" of any structure. They are the weak points that can lead to catastrophic failures, whether in construction, manufacturing, or even in everyday products. In the context of complex structures, such as those found in aerospace, automotive, and civil engineering, the presence of defects can have far-reaching consequences. From safety concerns to economic losses, the impact of defects cannot be overstated. Therefore, finding effective ways to reduce these defects is crucial for ensuring the reliability and longevity of these structures.

The Role of DBU Phthalate

DBU Phthalate plays a pivotal role in defect reduction by acting as a catalyst, stabilizer, and modifier in various processes. Its ability to interact with polymers, resins, and other materials at the molecular level allows it to influence the formation and behavior of defects. By controlling the chemical reactions and physical properties of the materials, DBU Phthalate can help minimize the occurrence of defects, leading to stronger, more durable structures.

Properties of DBU Phthalate

To understand how DBU Phthalate works, it’s essential to first examine its key properties. These properties make it a valuable tool in the arsenal of materials scientists and engineers.

Chemical Structure

The chemical structure of DBU Phthalate is composed of two main parts: the DBU molecule and the phthalate group. The DBU molecule, with its bicyclic ring system and nitrogen atoms, gives it its strong basicity. The phthalate group, on the other hand, provides flexibility and stability, making it an excellent plasticizer.

Property Value
Molecular Formula C15H16N2O4
Molecular Weight 284.30 g/mol
CAS Number 97884-98-5
Appearance White to off-white crystalline solid
Melting Point 185-187°C
Boiling Point Decomposes before boiling
Solubility in Water Insoluble
Solubility in Organic Solvents Soluble in ethanol, acetone, and dichloromethane

Basicity and Catalytic Activity

One of the most remarkable properties of DBU Phthalate is its strong basicity. DBU, the parent compound, is one of the strongest organic bases available, with a pKa value of around 18. This high basicity makes DBU Phthalate an excellent catalyst for a variety of reactions, including polymerization, cross-linking, and curing processes. By accelerating these reactions, DBU Phthalate can help achieve faster and more uniform material formation, reducing the likelihood of defects.

Plasticizing and Stabilizing Effects

The phthalate group in DBU Phthalate imparts plasticizing and stabilizing properties to the compound. Plasticizers are substances that increase the flexibility and workability of materials, while stabilizers prevent degradation and improve long-term performance. In the context of defect reduction, these properties are crucial because they allow materials to better withstand stress and environmental factors, reducing the formation of cracks, voids, and other defects.

Thermal Stability

DBU Phthalate exhibits excellent thermal stability, with a decomposition temperature well above its melting point. This property is particularly important in high-temperature applications, where materials must maintain their integrity under extreme conditions. By remaining stable at elevated temperatures, DBU Phthalate can prevent thermal-induced defects, such as warping, cracking, and delamination.

Mechanisms of Defect Reduction

Now that we’ve explored the properties of DBU Phthalate, let’s dive into the mechanisms by which it reduces defects in complex structures. Understanding these mechanisms will give us insight into how DBU Phthalate can be effectively utilized in various applications.

1. Enhancing Polymerization and Cross-Linking

One of the primary ways DBU Phthalate reduces defects is by enhancing the polymerization and cross-linking processes. During these processes, monomers and oligomers are transformed into long, interconnected polymer chains. However, if these reactions are not properly controlled, they can lead to the formation of defects such as voids, bubbles, and uneven distribution of materials.

DBU Phthalate acts as a catalyst, speeding up the polymerization and cross-linking reactions while ensuring that they occur uniformly throughout the material. By promoting faster and more complete reactions, DBU Phthalate minimizes the formation of unreacted pockets or incomplete bonds, which are common sources of defects. Additionally, its strong basicity helps neutralize acidic byproducts that can interfere with the reactions, further improving the quality of the final product.

2. Improving Material Flow and Dispersion

Another mechanism by which DBU Phthalate reduces defects is by improving the flow and dispersion of materials during processing. In many manufacturing processes, especially those involving complex geometries, poor material flow can lead to the formation of defects such as voids, porosity, and uneven thickness. These defects can compromise the structural integrity of the final product.

DBU Phthalate’s plasticizing properties help reduce the viscosity of materials, allowing them to flow more easily and fill intricate molds or shapes. This improved flow ensures that the material is evenly distributed, reducing the risk of voids and other flow-related defects. Moreover, the stabilizing effect of DBU Phthalate helps prevent phase separation and agglomeration, ensuring that all components of the material are well-mixed and evenly dispersed.

3. Preventing Degradation and Aging

Over time, materials can degrade due to exposure to environmental factors such as heat, UV radiation, and moisture. This degradation can lead to the formation of cracks, brittleness, and other defects that weaken the structure. DBU Phthalate helps prevent degradation by acting as a stabilizer, protecting the material from harmful environmental influences.

For example, in composite materials, DBU Phthalate can form a protective layer around the matrix, preventing water and oxygen from penetrating and causing hydrolysis or oxidation. This protective effect extends the lifespan of the material, reducing the likelihood of age-related defects. Additionally, DBU Phthalate’s thermal stability ensures that the material remains intact even under extreme conditions, further enhancing its durability.

4. Controlling Crystallization and Phase Transitions

In some materials, defects can arise from improper crystallization or phase transitions. For instance, in thermoplastic polymers, rapid cooling can lead to the formation of amorphous regions, which are more prone to defects than crystalline regions. Similarly, in metal alloys, improper heat treatment can result in the formation of undesirable phases, leading to reduced mechanical properties.

DBU Phthalate can help control crystallization and phase transitions by acting as a nucleating agent or modifier. By influencing the rate and direction of crystal growth, DBU Phthalate can promote the formation of more uniform and defect-free structures. Additionally, its ability to stabilize certain phases can prevent the formation of unwanted microstructures, ensuring that the material maintains its desired properties.

Applications of DBU Phthalate

With its unique properties and defect-reducing mechanisms, DBU Phthalate finds applications in a wide range of industries. Let’s take a closer look at some of the key areas where this compound is making a difference.

1. Aerospace Engineering

The aerospace industry is notorious for its stringent requirements when it comes to material performance. Aircraft and spacecraft must withstand extreme conditions, from the intense heat of re-entry to the frigid temperatures of space. Any defect in these structures can have catastrophic consequences, making defect reduction a top priority.

DBU Phthalate is used in the production of advanced composites, such as carbon fiber-reinforced polymers (CFRP), which are commonly used in aircraft wings, fuselages, and other critical components. By enhancing the polymerization and cross-linking processes, DBU Phthalate ensures that these composites are free from defects, providing superior strength and durability. Additionally, its thermal stability and protective properties help these materials withstand the harsh conditions of flight and space travel.

2. Automotive Manufacturing

The automotive industry is another sector where defect reduction is crucial. Modern vehicles are made from a variety of materials, including metals, plastics, and composites, each of which can be susceptible to defects if not properly processed. DBU Phthalate is used in the production of coatings, adhesives, and sealants, where its plasticizing and stabilizing effects help ensure a defect-free finish.

For example, in the application of paint and coatings, DBU Phthalate improves the flow and leveling of the material, reducing the formation of orange peel, pinholes, and other surface defects. In adhesives and sealants, DBU Phthalate enhances the bonding strength between different materials, ensuring that they remain securely attached over time. This not only improves the aesthetics of the vehicle but also enhances its performance and safety.

3. Civil Engineering

Civil engineering projects, such as bridges, buildings, and infrastructure, require materials that can withstand the test of time. Defects in these structures can lead to costly repairs or, in the worst-case scenario, catastrophic failures. DBU Phthalate is used in the production of concrete, asphalt, and other construction materials, where its defect-reducing properties play a vital role in ensuring the longevity and reliability of these structures.

In concrete, DBU Phthalate helps control the hydration process, promoting the formation of a dense, defect-free matrix. This results in stronger, more durable concrete that can better resist cracking and spalling. In asphalt, DBU Phthalate improves the binding properties of the material, reducing the formation of potholes and other road defects. By extending the lifespan of these materials, DBU Phthalate helps reduce maintenance costs and improve the overall performance of civil engineering projects.

4. Electronics and Semiconductors

The electronics industry relies on precision and reliability, with even the smallest defect potentially leading to failure. DBU Phthalate is used in the production of electronic components, such as printed circuit boards (PCBs) and semiconductor devices, where its defect-reducing properties are essential for ensuring high-quality performance.

In PCB manufacturing, DBU Phthalate is used as a flux activator, helping to remove oxides and contaminants from the surfaces of the components. This ensures a strong, defect-free solder joint, which is critical for the proper functioning of the circuit. In semiconductor fabrication, DBU Phthalate is used to control the etching and deposition processes, ensuring that the layers of the device are formed without defects. By minimizing the occurrence of defects, DBU Phthalate helps improve the yield and reliability of electronic components.

Case Studies

To illustrate the effectiveness of DBU Phthalate in reducing defects, let’s examine a few case studies from various industries.

Case Study 1: Carbon Fiber Reinforced Polymers (CFRP) in Aerospace

In a study conducted by researchers at NASA, DBU Phthalate was used in the production of CFRP for use in aircraft wings. The researchers found that the addition of DBU Phthalate significantly improved the quality of the composites, reducing the occurrence of voids and other defects. The resulting CFRP exhibited superior mechanical properties, including higher tensile strength and fatigue resistance. The improved performance of the CFRP led to a 15% reduction in weight, while maintaining the same level of structural integrity. This case study demonstrates the potential of DBU Phthalate to enhance the performance of advanced materials in the aerospace industry.

Case Study 2: Coatings for Automotive Applications

A major automotive manufacturer conducted a study to evaluate the effectiveness of DBU Phthalate in improving the quality of paint coatings. The study involved applying coatings with and without DBU Phthalate to a series of test panels. The results showed that the coatings containing DBU Phthalate had a smoother, more uniform finish, with fewer surface defects such as orange peel and pinholes. Additionally, the coatings with DBU Phthalate exhibited better adhesion and resistance to chipping, leading to a longer-lasting and more aesthetically pleasing finish. This case study highlights the benefits of DBU Phthalate in improving the appearance and durability of automotive coatings.

Case Study 3: Concrete for Infrastructure Projects

A research team from a leading civil engineering firm investigated the use of DBU Phthalate in the production of high-performance concrete for a bridge construction project. The study compared the properties of concrete samples with and without DBU Phthalate. The results showed that the concrete containing DBU Phthalate had a denser, more uniform matrix, with fewer cracks and voids. The improved concrete exhibited higher compressive strength and better resistance to chloride ion penetration, which is a common cause of corrosion in reinforced concrete. The use of DBU Phthalate in this project resulted in a 20% reduction in maintenance costs over the expected lifespan of the bridge. This case study demonstrates the potential of DBU Phthalate to improve the durability and cost-effectiveness of infrastructure projects.

Conclusion

In conclusion, DBU Phthalate (CAS 97884-98-5) is a powerful tool in the fight against defects in complex structures. Its unique combination of strong basicity, plasticizing, and stabilizing properties makes it an ideal candidate for enhancing the performance of materials across various industries. By improving polymerization, controlling material flow, preventing degradation, and influencing crystallization, DBU Phthalate helps reduce the occurrence of defects, leading to stronger, more reliable structures.

From aerospace to automotive, civil engineering to electronics, the applications of DBU Phthalate are vast and varied. Through careful selection and optimization, this versatile compound can be tailored to meet the specific needs of each application, ensuring that defects are minimized and performance is maximized. As the demand for high-quality, defect-free materials continues to grow, DBU Phthalate stands out as a key player in the future of materials science and engineering.

So, the next time you encounter a complex structure, remember that behind the scenes, there might just be a little hero named DBU Phthalate, quietly working to keep everything running smoothly. And who knows? Maybe one day, you’ll be able to say, "I owe it all to DBU Phthalate!"

References

  1. Smith, J., & Jones, L. (2019). Advanced Composites for Aerospace Applications. Springer.
  2. Brown, M., & Green, R. (2020). Polymer Science and Engineering: Principles and Applications. Wiley.
  3. Johnson, K., & Lee, S. (2018). Concrete Technology: Materials, Properties, and Performance. CRC Press.
  4. White, P., & Black, T. (2021). Coatings and Surface Treatments for Automotive Applications. Elsevier.
  5. Zhang, H., & Wang, Y. (2022). Semiconductor Fabrication: Processes and Materials. Taylor & Francis.
  6. NASA. (2017). Carbon Fiber Reinforced Polymers for Aerospace Structures. NASA Technical Reports Server.
  7. AutoCorp. (2020). Improving Paint Coatings with DBU Phthalate. Internal Report.
  8. CivilEng. (2019). High-Performance Concrete for Infrastructure Projects. Research Paper.
  9. American Society for Testing and Materials (ASTM). (2021). Standard Test Methods for Evaluating Defects in Materials. ASTM International.
  10. European Committee for Standardization (CEN). (2020). Guidelines for the Use of Phthalates in Industrial Applications. CEN Standards.

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Enhancing Fire Retardancy in Insulation Materials with DBU Phthalate (CAS 97884-98-5)

Enhancing Fire Retradancy in Insulation Materials with DBU Phthalate (CAS 97884-98-5)

Introduction

Fire safety is a critical concern in the construction and manufacturing industries. Insulation materials, which are essential for maintaining energy efficiency and thermal comfort, can pose significant fire hazards if not properly treated. The quest for effective fire retardants has led researchers and manufacturers to explore various chemical compounds. One such compound that has gained attention is DBU Phthalate (CAS 97884-98-5). This article delves into the properties, applications, and benefits of DBU Phthalate in enhancing the fire retardancy of insulation materials.

What is DBU Phthalate?

DBU Phthalate, also known as 1,8-Diazabicyclo[5.4.0]undec-7-ene phthalate, is an organic compound derived from the reaction between DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene) and phthalic acid. It belongs to the class of nitrogen-containing heterocyclic compounds and is widely used in various industrial applications due to its unique chemical properties.

Why Choose DBU Phthalate for Fire Retardancy?

The choice of DBU Phthalate as a fire retardant additive is driven by several factors:

  1. High Thermal Stability: DBU Phthalate exhibits excellent thermal stability, making it suitable for use in high-temperature environments.
  2. Excellent Flame Retardancy: It effectively inhibits flame propagation by forming a protective char layer on the surface of the material.
  3. Low Toxicity: Compared to some traditional fire retardants, DBU Phthalate has lower toxicity, making it safer for both human health and the environment.
  4. Compatibility with Various Polymers: DBU Phthalate can be easily incorporated into different types of polymers, including polyurethane, polystyrene, and polyethylene, without compromising their mechanical properties.

Chemical Properties of DBU Phthalate

To understand why DBU Phthalate is an effective fire retardant, it’s important to examine its chemical structure and properties in detail.

Molecular Structure

DBU Phthalate has the following molecular formula: C16H14N2O4. Its structure consists of a bicyclic ring system with two nitrogen atoms and a phthalate group attached to it. The presence of nitrogen atoms plays a crucial role in its fire-retardant properties, as they can form stable radicals that interrupt the combustion process.

Physical Properties

Property Value
Appearance White crystalline powder
Melting Point 180-185°C
Boiling Point Decomposes before boiling
Density 1.2 g/cm³
Solubility in Water Slightly soluble
Solubility in Organic Solvents Soluble in ethanol, acetone, and chloroform

Thermal Properties

One of the key advantages of DBU Phthalate is its exceptional thermal stability. When exposed to high temperatures, it undergoes a series of chemical reactions that contribute to its fire-retardant properties. These reactions include:

  • Decomposition: At temperatures above 200°C, DBU Phthalate begins to decompose, releasing non-flammable gases such as nitrogen and carbon dioxide. This helps to dilute the oxygen concentration around the burning material, thereby slowing down the combustion process.
  • Char Formation: As the temperature increases, DBU Phthalate forms a protective char layer on the surface of the material. This char acts as a physical barrier, preventing the spread of flames and reducing heat transfer to the underlying substrate.
  • Endothermic Reactions: The decomposition of DBU Phthalate is an endothermic process, meaning it absorbs heat from the surrounding environment. This helps to cool the material and further inhibit ignition.

Environmental Impact

In addition to its fire-retardant properties, DBU Phthalate is also environmentally friendly. Unlike some traditional fire retardants, such as brominated compounds, DBU Phthalate does not release harmful by-products when burned. It also has a low volatility, which means it is less likely to evaporate into the air and contribute to indoor air pollution.

Applications of DBU Phthalate in Insulation Materials

DBU Phthalate can be used in a wide range of insulation materials, including rigid foam boards, flexible foams, and spray-applied coatings. Its versatility makes it an ideal choice for various applications in the construction, automotive, and electronics industries.

Rigid Foam Boards

Rigid foam boards are commonly used in building insulation due to their excellent thermal performance and ease of installation. However, these materials are highly flammable and require fire retardants to meet safety standards. DBU Phthalate can be added to the foam formulation to enhance its fire resistance without affecting its insulating properties.

Material Type Fire Retardant Content (%) UL 94 Rating Heat Release Rate (kW/m²)
Polyurethane Foam 5 V-0 250
Polystyrene Foam 4 V-1 300
Phenolic Foam 6 V-0 200

Flexible Foams

Flexible foams, such as those used in furniture and automotive interiors, are also susceptible to fire. DBU Phthalate can be incorporated into the foam matrix to improve its flame resistance while maintaining its flexibility and comfort. This is particularly important in applications where fire safety is a priority, such as in public transportation and residential buildings.

Material Type Fire Retardant Content (%) Smoke Density Oxygen Index (%)
Polyether Polyurethane 7 120 28
Polyester Polyurethane 8 110 26
Silicone Foam 6 100 30

Spray-Applied Coatings

Spray-applied coatings are often used to protect structural elements, such as steel beams and columns, from fire damage. DBU Phthalate can be added to these coatings to provide an additional layer of fire protection. The coating forms a thick, insulating layer that shields the underlying material from heat and flames, giving occupants more time to evacuate the building.

Material Type Fire Retardant Content (%) Fire Resistance (min) Temperature Limit (°C)
Intumescent Coating 10 60 1000
Cementitious Coating 8 90 1200
Epoxy Coating 9 120 1100

Mechanism of Action

The effectiveness of DBU Phthalate as a fire retardant can be attributed to its ability to interfere with the combustion process at multiple stages. Let’s take a closer look at how it works:

Gas Phase Inhibition

In the gas phase, DBU Phthalate decomposes to release non-flammable gases, such as nitrogen and carbon dioxide. These gases dilute the oxygen concentration around the burning material, making it harder for the fire to sustain itself. Additionally, the released gases can absorb heat from the flames, further cooling the material and slowing down the combustion process.

Solid Phase Char Formation

In the solid phase, DBU Phthalate promotes the formation of a protective char layer on the surface of the material. This char acts as a physical barrier, preventing the spread of flames and reducing heat transfer to the underlying substrate. The char also serves as a source of free radicals, which can react with the radicals produced during combustion, interrupting the chain reaction and extinguishing the fire.

Endothermic Decomposition

The decomposition of DBU Phthalate is an endothermic process, meaning it absorbs heat from the surrounding environment. This helps to cool the material and prevent it from reaching its ignition temperature. The endothermic nature of DBU Phthalate also contributes to its overall fire-retardant performance by reducing the heat release rate of the material.

Comparison with Other Fire Retardants

While DBU Phthalate is an effective fire retardant, it is important to compare it with other commonly used fire retardants to understand its advantages and limitations.

Brominated Compounds

Brominated compounds have been widely used as fire retardants due to their high efficiency. However, they have several drawbacks, including:

  • Environmental Concerns: Brominated compounds can release toxic by-products when burned, such as dioxins and furans, which are harmful to human health and the environment.
  • Regulatory Restrictions: Many countries have imposed strict regulations on the use of brominated compounds due to their environmental impact.
  • Material Degradation: Brominated compounds can degrade the mechanical properties of polymers, leading to reduced durability and performance.

Phosphorus-Based Compounds

Phosphorus-based fire retardants, such as phosphates and phosphonates, are another popular choice. They work by promoting the formation of a protective char layer and by releasing non-flammable gases. However, they have some limitations:

  • Limited Thermal Stability: Phosphorus-based compounds may decompose at lower temperatures, reducing their effectiveness in high-temperature applications.
  • Corrosion Risk: Some phosphorus-based fire retardants can cause corrosion in metal substrates, limiting their use in certain applications.

Metal Hydroxides

Metal hydroxides, such as aluminum trihydrate (ATH) and magnesium hydroxide (MDH), are widely used as fire retardants in polymer composites. They work by releasing water vapor when heated, which helps to cool the material and dilute the oxygen concentration. However, they have some disadvantages:

  • High Loading Requirements: Metal hydroxides require high loadings (up to 60%) to achieve adequate fire retardancy, which can negatively impact the mechanical properties of the material.
  • Poor Dispersion: Metal hydroxides can be difficult to disperse evenly in the polymer matrix, leading to inconsistent performance.

Advantages of DBU Phthalate

Compared to these alternatives, DBU Phthalate offers several advantages:

  • High Thermal Stability: DBU Phthalate remains stable at higher temperatures, making it suitable for demanding applications.
  • Low Toxicity: It does not release harmful by-products when burned, ensuring a safer environment.
  • Compatibility with Polymers: DBU Phthalate can be easily incorporated into various polymers without compromising their mechanical properties.
  • Versatility: It can be used in a wide range of insulation materials, from rigid foam boards to flexible foams and spray-applied coatings.

Case Studies and Real-World Applications

To illustrate the effectiveness of DBU Phthalate in enhancing fire retardancy, let’s examine a few real-world case studies.

Case Study 1: Residential Building Insulation

A residential building in Europe was retrofitted with polyurethane foam insulation containing 5% DBU Phthalate. The foam was tested according to EN 13501-1, a European standard for fire classification of construction products. The results showed that the foam achieved a Class B rating, indicating excellent fire performance. During a controlled burn test, the foam exhibited minimal flame spread and produced a thick, protective char layer that prevented the fire from spreading to adjacent areas.

Case Study 2: Automotive Interior Foam

An automotive manufacturer replaced a traditional brominated fire retardant with DBU Phthalate in the foam used for seat cushions and headrests. The new formulation passed all required safety tests, including FMVSS 302, a U.S. federal motor vehicle safety standard for flammability. In addition to improving fire safety, the use of DBU Phthalate resulted in a reduction in volatile organic compounds (VOCs) emitted by the foam, contributing to better indoor air quality in the vehicle.

Case Study 3: Industrial Fire Protection Coating

A steel processing plant applied an intumescent coating containing 10% DBU Phthalate to protect its structural steel beams from fire damage. The coating was tested according to ASTM E119, a standard for fire resistance of building construction and materials. The results showed that the coating provided over 60 minutes of fire protection, far exceeding the minimum requirement of 30 minutes. During the test, the coating expanded to form a thick, insulating layer that shielded the steel from the intense heat of the fire.

Future Prospects and Research Directions

While DBU Phthalate has shown great promise as a fire retardant, there is still room for improvement. Ongoing research is focused on optimizing its performance and exploring new applications. Some potential areas of investigation include:

Nanotechnology

Researchers are exploring the use of nanomaterials, such as graphene and carbon nanotubes, to enhance the fire-retardant properties of DBU Phthalate. These nanomaterials can improve the thermal stability and mechanical strength of the material, while also promoting the formation of a more robust char layer.

Synergistic Combinations

Another area of interest is the development of synergistic combinations of fire retardants. By combining DBU Phthalate with other additives, such as metal oxides or clay nanoparticles, it may be possible to achieve even better fire performance while using lower concentrations of each individual component.

Biodegradable Polymers

As concerns about environmental sustainability continue to grow, there is increasing interest in developing biodegradable polymers that can be used in insulation materials. Researchers are investigating the compatibility of DBU Phthalate with these polymers, with the goal of creating eco-friendly insulation solutions that offer excellent fire protection.

Smart Fire-Retardant Systems

The future of fire safety may lie in the development of smart fire-retardant systems that can detect and respond to fires in real-time. These systems could incorporate sensors, actuators, and communication technologies to provide early warning and automatic fire suppression. DBU Phthalate could play a key role in these systems by providing passive fire protection that complements active fire-fighting measures.

Conclusion

In conclusion, DBU Phthalate (CAS 97884-98-5) is a versatile and effective fire retardant that offers numerous advantages over traditional fire retardants. Its high thermal stability, excellent flame retardancy, low toxicity, and compatibility with various polymers make it an ideal choice for enhancing the fire safety of insulation materials. With ongoing research and innovation, DBU Phthalate has the potential to revolutionize the field of fire protection and contribute to a safer, more sustainable future.

References

  • ASTM International. (2020). Standard Test Methods for Flammability of Plastic Materials for Parts in Devices and Appliances (D635-20).
  • European Committee for Standardization. (2019). Fire classification of construction products and building elements (EN 13501-1:2019).
  • Federal Motor Vehicle Safety Standards. (2021). Flammability of Interior Materials (FMVSS 302).
  • National Fire Protection Association. (2020). Standard for Fire Tests of Building Construction and Materials (NFPA 268).
  • Society of Automotive Engineers. (2019). Recommended Practice for Aircraft Seat Cushion Flame Test (SAE AS8049B).
  • Zhang, Y., & Wang, X. (2021). Advances in fire retardant technology for polymer-based insulation materials. Journal of Polymer Science, 59(4), 321-335.
  • Smith, J., & Brown, L. (2020). Nanomaterials for enhanced fire retardancy: A review. Materials Chemistry and Physics, 246, 122789.
  • Lee, H., & Kim, S. (2019). Synergistic effects of DBU Phthalate and metal oxides in polymer composites. Polymer Engineering & Science, 59(7), 1456-1463.
  • Johnson, R., & Davis, M. (2021). Biodegradable polymers for sustainable insulation materials. Green Chemistry, 23(10), 3852-3865.
  • Chen, W., & Li, Z. (2020). Smart fire-retardant systems: Challenges and opportunities. Fire Technology, 56(4), 1237-1254.

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