Applications of DBU Phthalate (CAS 97884-98-5) in Marine Insulation Systems

Applications of DBU Phthalate (CAS 97884-98-5) in Marine Insulation Systems

Introduction

Marine insulation systems play a crucial role in ensuring the safety, efficiency, and longevity of vessels. These systems protect critical components from harsh marine environments, including extreme temperatures, moisture, and corrosive elements. One of the key materials used in these systems is DBU Phthalate (CAS 97884-98-5), a versatile compound with unique properties that make it ideal for marine applications. This article delves into the various applications of DBU Phthalate in marine insulation systems, exploring its benefits, challenges, and future prospects. We will also examine relevant product parameters, compare it with other materials, and reference numerous studies to provide a comprehensive understanding of this fascinating compound.

What is DBU Phthalate?

DBU Phthalate, or 1,8-Diazabicyclo[5.4.0]undec-7-ene phthalate, is a derivative of DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene). It belongs to the family of organic compounds known as phthalates, which are widely used as plasticizers, solvents, and intermediates in various industries. The addition of the phthalate group to DBU imparts specific chemical and physical properties that enhance its performance in marine environments.

Chemical Structure and Properties

The molecular formula of DBU Phthalate is C16H13NO4, and its molecular weight is approximately 283.28 g/mol. The compound has a melting point of around 150°C and a boiling point of 350°C at 760 mmHg. It is insoluble in water but soluble in organic solvents such as ethanol, acetone, and dichloromethane. DBU Phthalate exhibits excellent thermal stability, making it suitable for high-temperature applications. Additionally, it has low volatility, which reduces the risk of evaporation and loss during processing.

Property Value
Molecular Formula C16H13NO4
Molecular Weight 283.28 g/mol
Melting Point 150°C
Boiling Point 350°C (760 mmHg)
Solubility in Water Insoluble
Solubility in Organic Solvents Soluble
Thermal Stability Excellent
Volatility Low

Synthesis and Production

DBU Phthalate is typically synthesized through the reaction of DBU with phthalic anhydride in the presence of a catalyst. The process involves several steps, including the formation of an intermediate ester, followed by the final condensation reaction to produce the desired product. Industrial-scale production of DBU Phthalate requires precise control of temperature, pressure, and reaction time to ensure high yields and purity.

Applications in Marine Insulation Systems

Marine insulation systems are designed to protect ships and offshore structures from environmental factors such as heat, cold, moisture, and corrosion. DBU Phthalate plays a vital role in these systems due to its unique combination of properties, including thermal stability, chemical resistance, and low volatility. Let’s explore some of the key applications of DBU Phthalate in marine insulation systems.

1. Thermal Insulation

One of the primary functions of marine insulation is to maintain optimal temperatures within the vessel. Excessive heat can damage sensitive equipment, while excessive cold can lead to condensation and freezing. DBU Phthalate is used as a component in thermal insulation materials, such as foams, coatings, and wraps, to provide effective thermal protection.

How Does It Work?

DBU Phthalate enhances the thermal conductivity of insulation materials, allowing them to efficiently transfer heat away from critical components. Its low volatility ensures that the material remains stable even at high temperatures, preventing degradation and maintaining long-term performance. Additionally, DBU Phthalate’s chemical structure provides a barrier against moisture, reducing the risk of water ingress and subsequent thermal inefficiency.

Comparison with Other Materials

Material Thermal Conductivity (W/m·K) Temperature Range (°C) Moisture Resistance
DBU Phthalate 0.035 -40 to 200 High
Polyurethane Foam 0.022 -40 to 120 Moderate
Mineral Wool 0.038 -40 to 650 Low
Glass Fiber 0.040 -40 to 480 Moderate

As shown in the table, DBU Phthalate offers comparable thermal conductivity to other commonly used materials while providing superior moisture resistance. This makes it an excellent choice for marine environments where humidity and water exposure are common.

2. Corrosion Protection

Corrosion is one of the most significant threats to marine structures, leading to structural failure, increased maintenance costs, and shortened lifespans. DBU Phthalate is used in anti-corrosion coatings and linings to protect metal surfaces from rust and other forms of degradation.

Mechanism of Action

DBU Phthalate works by forming a protective layer on the surface of the metal, preventing the penetration of oxygen, water, and corrosive ions. Its chemical structure also inhibits the formation of corrosion products, such as iron oxide, by neutralizing acidic compounds in the environment. Additionally, DBU Phthalate’s low volatility ensures that the coating remains intact over time, providing long-lasting protection.

Case Study: Offshore Platforms

A study conducted by researchers at the University of Southampton (Smith et al., 2019) examined the effectiveness of DBU Phthalate-based coatings on offshore platforms in the North Sea. The results showed that platforms treated with DBU Phthalate coatings experienced significantly less corrosion compared to those treated with traditional epoxy coatings. Over a five-year period, the DBU Phthalate-coated platforms required 30% fewer maintenance interventions, resulting in substantial cost savings.

3. Electrical Insulation

Electrical systems on ships and offshore platforms are susceptible to damage from moisture, salt spray, and electromagnetic interference. DBU Phthalate is used in electrical insulation materials, such as cables, connectors, and switchgear, to prevent short circuits, arc flashes, and other electrical hazards.

Dielectric Properties

DBU Phthalate exhibits excellent dielectric properties, meaning it can effectively resist the flow of electric current. Its high dielectric strength, combined with its thermal stability and chemical resistance, makes it an ideal material for use in harsh marine environments. Additionally, DBU Phthalate’s low volatility ensures that the insulation remains intact even under extreme conditions, reducing the risk of electrical failures.

Comparison with Other Insulators

Material Dielectric Strength (kV/mm) Temperature Range (°C) Chemical Resistance
DBU Phthalate 20 -40 to 200 High
Polyethylene 18 -70 to 90 Moderate
Silicone Rubber 15 -50 to 200 High
PVC (Polyvinyl Chloride) 12 -15 to 70 Low

As shown in the table, DBU Phthalate offers superior dielectric strength and temperature resistance compared to other commonly used insulating materials. This makes it particularly well-suited for marine applications where electrical systems are exposed to extreme conditions.

4. Acoustic Insulation

Noise pollution is a significant concern in marine environments, affecting both crew comfort and communication. DBU Phthalate is used in acoustic insulation materials, such as soundproofing panels and dampening agents, to reduce noise levels and improve working conditions.

Sound Absorption

DBU Phthalate enhances the sound absorption properties of insulation materials by increasing their density and elasticity. This allows the materials to more effectively absorb and dissipate sound waves, reducing noise transmission. Additionally, DBU Phthalate’s chemical structure provides a barrier against moisture, preventing the degradation of acoustic performance over time.

Case Study: Naval Vessels

A study published in the Journal of Marine Engineering (Jones et al., 2020) evaluated the effectiveness of DBU Phthalate-based acoustic insulation on naval vessels. The results showed that the insulation reduced noise levels by up to 20 decibels (dB) in engine rooms and living quarters, significantly improving crew comfort and communication. The study also found that the insulation remained effective even after prolonged exposure to saltwater and humidity, demonstrating its durability in marine environments.

5. Fire Retardancy

Fire is one of the most dangerous risks in marine environments, where fuel, oil, and electrical systems can ignite easily. DBU Phthalate is used in fire-retardant materials, such as intumescent coatings and fire-resistant foams, to slow the spread of flames and provide additional time for evacuation and firefighting.

Flame Retardant Mechanism

DBU Phthalate works by forming a char layer on the surface of the material when exposed to heat. This char layer acts as a barrier, preventing oxygen from reaching the underlying material and slowing the combustion process. Additionally, DBU Phthalate releases non-flammable gases, such as carbon dioxide and water vapor, which further inhibit the spread of flames. Its low volatility ensures that the fire-retardant properties remain effective even at high temperatures.

Comparison with Other Flame Retardants

Material Limiting Oxygen Index (LOI) Fire Spread Rate (mm/min) Smoke Density
DBU Phthalate 35 5 Low
Aluminum Trihydrate 30 10 Moderate
Brominated Polymers 40 3 High
Phosphorus Compounds 32 8 Moderate

As shown in the table, DBU Phthalate offers a good balance of fire retardancy and low smoke density, making it an attractive option for marine applications where visibility and safety are paramount.

Challenges and Limitations

While DBU Phthalate offers many advantages for marine insulation systems, it is not without its challenges and limitations. Some of the key issues include:

1. Environmental Concerns

Phthalates, including DBU Phthalate, have been associated with potential environmental and health risks. Studies have shown that certain phthalates can leach into water and soil, posing a threat to marine ecosystems. Additionally, some phthalates have been linked to endocrine disruption and other health effects in humans. As a result, regulatory agencies have imposed restrictions on the use of certain phthalates in consumer products.

Regulatory Framework

In response to these concerns, the European Union has implemented the REACH (Registration, Evaluation, Authorization, and Restriction of Chemicals) regulation, which restricts the use of certain phthalates in products sold within the EU. Similarly, the U.S. Environmental Protection Agency (EPA) has established guidelines for the safe handling and disposal of phthalates. Manufacturers of DBU Phthalate must comply with these regulations to ensure the safe use of the compound in marine insulation systems.

2. Cost Considerations

DBU Phthalate is generally more expensive than some alternative materials, such as polyurethane foam or mineral wool. This higher cost can be a barrier to adoption, especially for smaller vessels or projects with limited budgets. However, the long-term benefits of using DBU Phthalate, such as improved performance and reduced maintenance costs, may outweigh the initial investment.

3. Material Compatibility

DBU Phthalate may not be compatible with all types of insulation materials, particularly those that are sensitive to pH changes or reactive chemicals. Careful consideration must be given to the compatibility of DBU Phthalate with other components in the insulation system to ensure optimal performance and avoid adverse reactions.

Future Prospects

Despite the challenges, DBU Phthalate continues to show promise as a valuable material for marine insulation systems. Ongoing research is focused on improving its properties, reducing environmental impacts, and expanding its applications. Some of the key areas of research include:

1. Green Chemistry

Scientists are exploring ways to synthesize DBU Phthalate using environmentally friendly processes, such as biocatalysis and solvent-free reactions. These "green" methods aim to reduce the environmental footprint of DBU Phthalate production while maintaining its performance characteristics.

2. Nanotechnology

Researchers are investigating the use of nanomaterials, such as graphene and carbon nanotubes, to enhance the properties of DBU Phthalate. By incorporating these nanomaterials into the compound, scientists hope to improve its thermal conductivity, mechanical strength, and fire retardancy, making it even more suitable for marine applications.

3. Smart Materials

The development of smart materials that can respond to environmental stimuli, such as temperature, humidity, and corrosion, is another exciting area of research. DBU Phthalate could be integrated into these materials to provide real-time monitoring and self-repair capabilities, extending the lifespan of marine insulation systems.

Conclusion

DBU Phthalate (CAS 97884-98-5) is a versatile and effective material for marine insulation systems, offering superior thermal stability, chemical resistance, and low volatility. Its applications in thermal insulation, corrosion protection, electrical insulation, acoustic insulation, and fire retardancy make it an invaluable asset in the maritime industry. While there are challenges related to environmental concerns and cost, ongoing research and innovation are addressing these issues and expanding the potential of DBU Phthalate in marine applications.

As the demand for safer, more efficient, and environmentally friendly marine technologies continues to grow, DBU Phthalate is likely to play an increasingly important role in the development of advanced insulation systems. By leveraging its unique properties and addressing its limitations, manufacturers and engineers can create solutions that meet the complex needs of modern marine environments.


References:

  • Smith, J., Brown, L., & Taylor, R. (2019). Evaluation of DBU Phthalate Coatings for Corrosion Protection in Offshore Platforms. Journal of Marine Materials, 45(3), 215-230.
  • Jones, M., Williams, P., & Davis, S. (2020). Acoustic Performance of DBU Phthalate-Based Insulation in Naval Vessels. Journal of Marine Engineering, 56(4), 345-360.
  • Zhang, Y., & Li, H. (2021). Green Synthesis of DBU Phthalate Using Biocatalysis. Green Chemistry Letters and Reviews, 14(2), 123-135.
  • Kim, J., & Park, S. (2022). Nanomaterials for Enhanced Thermal Conductivity in Marine Insulation Systems. Nanotechnology in Marine Engineering, 78(1), 45-58.
  • EPA (2020). Guidelines for the Safe Handling and Disposal of Phthalates. U.S. Environmental Protection Agency.
  • REACH (2019). Regulation on the Registration, Evaluation, Authorization, and Restriction of Chemicals. European Union.

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DBU Phthalate (CAS 97884-98-5) in Lightweight and Durable Solutions

Introduction to DBU Phthalate (CAS 97884-98-5)

In the vast world of chemical compounds, DBU Phthalate (CAS 97884-98-5) stands out as a versatile and intriguing molecule. Its unique properties make it an essential component in various industries, from plastics to coatings, and from adhesives to electronics. This article aims to provide a comprehensive overview of DBU Phthalate, exploring its structure, applications, safety, and the latest research trends. We will also delve into how this compound contributes to lightweight and durable solutions, making it a key player in modern materials science.

What is DBU Phthalate?

DBU Phthalate, scientifically 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. The addition of a phthalate group to the DBU molecule significantly alters its chemical behavior, making it more suitable for certain applications. The phthalate group, which is a common plasticizer, adds flexibility and durability to the compound, while the DBU portion provides strong basicity and catalytic activity.

Structure and Properties

The molecular formula of DBU Phthalate is C23H23N3O4, with a molecular weight of approximately 401.45 g/mol. The compound has a melting point of around 150°C and is insoluble in water but highly soluble in organic solvents such as acetone, ethanol, and toluene. Its density is about 1.2 g/cm³, and it exhibits excellent thermal stability, making it suitable for high-temperature applications.

One of the most striking features of DBU Phthalate is its ability to act as both a plasticizer and a catalyst. The phthalate group imparts flexibility to polymers, while the DBU moiety can accelerate chemical reactions, particularly in polymerization and curing processes. This dual functionality makes DBU Phthalate a valuable additive in a wide range of materials, from flexible plastics to rigid composites.

Historical Context

The discovery of DBU Phthalate dates back to the late 20th century, when researchers were exploring new ways to modify the properties of existing chemicals. The combination of DBU and phthalate was found to be particularly effective in enhancing the performance of polymers and resins. Since then, DBU Phthalate has gained popularity in various industries due to its unique blend of properties.

In recent years, the demand for lightweight and durable materials has surged, driven by advancements in technology and increasing environmental concerns. DBU Phthalate has emerged as a key player in this trend, offering a solution that combines strength, flexibility, and sustainability. Its ability to improve the mechanical properties of materials while reducing their weight makes it an attractive option for manufacturers looking to innovate and stay competitive.

Applications of DBU Phthalate

DBU Phthalate’s versatility allows it to be used in a wide range of applications across different industries. Let’s take a closer look at some of the most prominent uses of this compound:

1. Plastics and Polymers

One of the primary applications of DBU Phthalate is in the production of plastics and polymers. The phthalate group acts as a plasticizer, improving the flexibility and processability of these materials. At the same time, the DBU portion serves as a catalyst, accelerating the polymerization process and enhancing the final product’s performance.

For example, in the manufacturing of polyvinyl chloride (PVC), DBU Phthalate can be added to improve the material’s elasticity and resistance to cracking. This makes PVC more suitable for use in construction, automotive, and packaging applications. Additionally, DBU Phthalate can be used in the production of thermoplastic elastomers (TPEs), which combine the properties of rubber and plastic, offering both flexibility and durability.

2. Coatings and Adhesives

DBU Phthalate is also widely used in the formulation of coatings and adhesives. In these applications, the compound acts as a crosslinking agent, promoting the formation of strong bonds between molecules. This results in coatings and adhesives that are more resistant to wear, tear, and environmental factors such as UV radiation and moisture.

For instance, in the automotive industry, DBU Phthalate is often used in clear coat finishes to enhance the paint’s durability and scratch resistance. In the construction sector, it can be incorporated into sealants and caulks to improve their adhesion and flexibility, ensuring long-lasting protection against leaks and cracks.

3. Electronics and Semiconductors

The electronics industry has also embraced DBU Phthalate for its unique properties. In semiconductor manufacturing, the compound is used as a photoacid generator (PAG) in chemically amplified resists. These resists are critical components in photolithography, a process used to create intricate patterns on silicon wafers during the fabrication of integrated circuits.

DBU Phthalate’s ability to generate acid upon exposure to light makes it an ideal choice for this application. The generated acid catalyzes the decomposition of the resist, allowing for precise patterning at the nanometer scale. This has enabled the development of smaller, faster, and more efficient electronic devices, contributing to the ongoing miniaturization trend in the industry.

4. Composites and Advanced Materials

In the field of composites, DBU Phthalate plays a crucial role in improving the mechanical properties of materials. By acting as a toughening agent, it enhances the impact resistance and fracture toughness of composite structures. This is particularly important in aerospace and automotive applications, where lightweight yet strong materials are essential for improving fuel efficiency and performance.

For example, in the production of carbon fiber-reinforced polymers (CFRPs), DBU Phthalate can be added to the matrix resin to increase its toughness and reduce the likelihood of delamination. This results in composites that are not only lighter but also more durable, making them ideal for use in aircraft wings, car bodies, and sporting goods.

Safety and Environmental Considerations

While DBU Phthalate offers numerous benefits, it is important to consider its safety and environmental impact. Like many chemicals, DBU Phthalate can pose potential risks if not handled properly. Therefore, it is essential to follow appropriate safety protocols and regulations when working with this compound.

1. Health and Safety

DBU Phthalate is classified as a hazardous substance under various regulatory frameworks, including the Globally Harmonized System of Classification and Labelling of Chemicals (GHS). It can cause skin and eye irritation, as well as respiratory issues if inhaled. Prolonged exposure may lead to more serious health effects, such as liver and kidney damage.

To minimize these risks, it is recommended to handle DBU Phthalate in a well-ventilated area and to use personal protective equipment (PPE) such as gloves, goggles, and respirators. Proper storage and disposal procedures should also be followed to prevent accidental spills or contamination.

2. Environmental Impact

The environmental impact of DBU Phthalate is another important consideration. While the compound itself is not considered highly toxic to aquatic life, its breakdown products may pose a risk to ecosystems. Phthalates, in general, have been associated with endocrine disruption in wildlife, leading to concerns about their long-term effects on the environment.

To address these concerns, many manufacturers are exploring alternative formulations that are more environmentally friendly. For example, bio-based phthalate alternatives are being developed to reduce the reliance on petroleum-derived chemicals. Additionally, efforts are being made to improve the recyclability of materials containing DBU Phthalate, minimizing waste and promoting sustainable practices.

Lightweight and Durable Solutions

One of the most exciting aspects of DBU Phthalate is its contribution to lightweight and durable solutions. As industries continue to seek ways to reduce weight without compromising performance, DBU Phthalate offers a promising avenue for innovation.

1. Weight Reduction

Reducing the weight of materials is a key objective in many industries, particularly in transportation and aerospace. Lighter materials translate to improved fuel efficiency, lower emissions, and enhanced performance. DBU Phthalate’s ability to enhance the mechanical properties of materials while maintaining low density makes it an ideal candidate for weight reduction strategies.

For example, in the automotive industry, the use of DBU Phthalate in lightweight composites can help reduce the overall weight of vehicles, leading to better fuel economy and reduced CO2 emissions. Similarly, in the aerospace sector, the compound can be used to develop lighter yet stronger materials for aircraft components, improving flight performance and reducing fuel consumption.

2. Durability and Longevity

In addition to weight reduction, DBU Phthalate also contributes to the durability and longevity of materials. Its ability to improve the mechanical properties of polymers and composites, such as impact resistance, tensile strength, and fatigue resistance, ensures that these materials can withstand harsh conditions and prolonged use.

For instance, in the construction industry, DBU Phthalate can be used to create durable coatings and adhesives that protect buildings from environmental factors such as UV radiation, moisture, and temperature fluctuations. This extends the lifespan of structures and reduces the need for maintenance and repairs, ultimately saving time and resources.

3. Sustainability and Innovation

The push for sustainability is driving innovation in materials science, and DBU Phthalate is playing a key role in this movement. By enabling the development of lightweight and durable materials, the compound helps reduce the environmental footprint of various industries. Moreover, its compatibility with renewable resources and bio-based alternatives opens up new possibilities for sustainable manufacturing.

For example, researchers are exploring the use of DBU Phthalate in biodegradable polymers, which can break down naturally after use, reducing waste and pollution. Additionally, the compound’s ability to enhance the performance of recycled materials makes it a valuable tool in the circular economy, where waste is minimized, and resources are reused.

Research and Development

The field of DBU Phthalate research is rapidly evolving, with scientists and engineers continuously exploring new applications and improving existing ones. Some of the latest developments in this area include:

1. Advanced Polymer Chemistry

Researchers are investigating the use of DBU Phthalate in advanced polymer chemistry, focusing on the development of new materials with enhanced properties. For example, studies have shown that DBU Phthalate can be used to create self-healing polymers, which have the ability to repair themselves when damaged. This could revolutionize industries such as automotive and aerospace, where the ability to self-repair would significantly extend the lifespan of materials.

2. Nanotechnology

Nanotechnology is another area where DBU Phthalate is making waves. Scientists are exploring the use of the compound in the synthesis of nanomaterials, such as graphene and carbon nanotubes. By incorporating DBU Phthalate into these materials, researchers aim to improve their electrical conductivity, mechanical strength, and thermal stability. This could lead to breakthroughs in fields such as electronics, energy storage, and biomedical engineering.

3. Green Chemistry

The growing emphasis on green chemistry has spurred interest in developing more sustainable and environmentally friendly formulations of DBU Phthalate. Researchers are investigating the use of bio-based precursors and renewable resources to produce the compound, reducing its reliance on fossil fuels. Additionally, efforts are being made to improve the recyclability of materials containing DBU Phthalate, promoting a more circular approach to manufacturing.

Conclusion

DBU Phthalate (CAS 97884-98-5) is a remarkable compound with a wide range of applications in various industries. Its unique combination of properties, including flexibility, catalytic activity, and thermal stability, makes it an indispensable component in the development of lightweight and durable solutions. As research continues to advance, we can expect to see even more innovative uses of this versatile molecule, contributing to a more sustainable and efficient future.

In conclusion, DBU Phthalate is not just a chemical; it is a key enabler of progress in materials science. Whether it’s improving the performance of plastics, enhancing the durability of coatings, or advancing the miniaturization of electronics, this compound plays a vital role in shaping the world around us. As we move forward, the continued exploration and development of DBU Phthalate will undoubtedly lead to new discoveries and innovations, paving the way for a brighter and more sustainable tomorrow.

References

  1. Smith, J., & Brown, L. (2021). Advances in Polymer Chemistry. Academic Press.
  2. Johnson, R., & Williams, M. (2020). Phthalate Derivatives in Industrial Applications. Springer.
  3. Zhang, Y., & Chen, X. (2019). Nanomaterials and Their Applications. Wiley.
  4. Green Chemistry Journal. (2022). "Bio-Based Alternatives to Phthalates." Journal of Sustainable Chemistry, 12(3), 45-67.
  5. Lee, K., & Kim, H. (2021). Self-Healing Polymers: From Theory to Practice. Elsevier.
  6. International Agency for Research on Cancer (IARC). (2020). Evaluation of Carcinogenic Risks to Humans: Phthalates.
  7. American Chemical Society (ACS). (2022). "Recycling and Reusing DBU Phthalate in Composite Materials." ACS Applied Materials & Interfaces, 14(12), 14567-14580.
  8. European Chemicals Agency (ECHA). (2021). Regulatory Framework for Hazardous Substances.
  9. National Institute for Occupational Safety and Health (NIOSH). (2020). Occupational Exposure to Phthalates.
  10. United Nations Environment Programme (UNEP). (2021). Environmental Impact of Phthalates.

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Sustainable Material Development with DBU Phthalate (CAS 97884-98-5)

Sustainable Material Development with DBU Phthalate (CAS 97884-98-5)

Introduction

In the ever-evolving world of material science, the quest for sustainable and innovative materials has never been more critical. The environmental impact of traditional materials, coupled with the increasing demand for eco-friendly alternatives, has driven researchers and industries to explore new horizons. One such material that has garnered significant attention is DBU Phthalate (CAS 97884-98-5). This compound, a derivative of phthalic acid and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), offers a unique blend of properties that make it a promising candidate for various applications in the chemical and materials industries.

But what exactly is DBU Phthalate, and why is it so important? To answer this question, we need to dive into its chemical structure, physical properties, and potential applications. In this article, we will explore the world of DBU Phthalate, discussing its synthesis, characteristics, and how it can contribute to sustainable material development. We will also examine the latest research and industry trends, providing a comprehensive overview of this fascinating compound.

So, buckle up and join us on this journey as we unravel the mysteries of DBU Phthalate and discover its potential to revolutionize the future of sustainable materials!


What is DBU Phthalate?

Chemical Structure and Synthesis

DBU Phthalate, also known as 1,8-Diazabicyclo[5.4.0]undec-7-ene phthalate, is an organic compound that belongs to the family of phthalates. Its molecular formula is C??H??NO?, and it has a molar mass of 237.23 g/mol. The compound is derived from the reaction between phthalic anhydride and DBU, a strong organic base commonly used as a catalyst in organic synthesis.

The synthesis of DBU Phthalate typically involves the following steps:

  1. Preparation of DBU: DBU is synthesized by the cyclization of 1,5-diazacycloheptatriene, which is obtained from the reaction of acetylene and ammonia.
  2. Phthalic Anhydride Addition: Phthalic anhydride is then added to the DBU solution, leading to the formation of the phthalate ester.
  3. Purification: The resulting product is purified through recrystallization or column chromatography to obtain high-purity DBU Phthalate.

Physical and Chemical Properties

DBU Phthalate exhibits a range of interesting physical and chemical properties that make it suitable for various applications. Below is a summary of its key characteristics:

Property Value
Appearance White crystalline solid
Melting Point 165-167°C
Boiling Point Decomposes before boiling
Solubility in Water Insoluble
Solubility in Organic Solvents Soluble in ethanol, acetone, and dichloromethane
Density 1.25 g/cm³
pH Basic (pH > 7)
Refractive Index 1.55 (at 20°C)

One of the most notable features of DBU Phthalate is its basicity. As a derivative of DBU, it retains the ability to act as a strong base, making it useful in catalytic reactions. Additionally, its thermal stability allows it to withstand high temperatures without decomposing, which is crucial for applications in high-temperature environments.

Environmental Impact

When discussing sustainable materials, it’s essential to consider the environmental impact of the compounds we use. DBU Phthalate, like other phthalates, has raised concerns due to its potential effects on human health and the environment. However, recent studies have shown that DBU Phthalate may be less harmful than some of its counterparts, thanks to its unique structure and lower volatility.

Research published in the Journal of Environmental Science (2020) suggests that DBU Phthalate has a lower tendency to leach into the environment compared to traditional phthalates, such as diethyl phthalate (DEP) and dibutyl phthalate (DBP). This reduced leaching potential makes DBU Phthalate a more environmentally friendly option for certain applications.


Applications of DBU Phthalate

1. Catalyst in Organic Synthesis

One of the most significant applications of DBU Phthalate is its use as a catalyst in organic synthesis. DBU itself is well-known for its ability to accelerate a wide range of reactions, including Michael additions, Diels-Alder reactions, and enolate formations. By incorporating DBU into a phthalate structure, the compound becomes more stable and easier to handle, while still retaining its catalytic properties.

For example, in a study published in Organic Letters (2019), researchers demonstrated that DBU Phthalate could effectively catalyze the Michael addition of malonate esters to ?,?-unsaturated ketones. The reaction proceeded with high yields and excellent regioselectivity, making it a valuable tool for synthetic chemists.

2. Plasticizers in Polymers

Phthalates are widely used as plasticizers in polymers, particularly in polyvinyl chloride (PVC). These compounds improve the flexibility and durability of plastics, but traditional phthalates like DEP and DBP have been associated with health risks, leading to their gradual phase-out in many countries.

DBU Phthalate, however, offers a safer alternative. Its lower volatility and reduced leaching potential make it an attractive option for plasticizing PVC and other polymers. In a study conducted by the American Chemical Society (2021), DBU Phthalate was found to enhance the mechanical properties of PVC without compromising its safety profile. This makes it a promising candidate for use in food packaging, medical devices, and children’s toys, where safety is paramount.

3. Coatings and Adhesives

DBU Phthalate’s excellent solubility in organic solvents and its ability to form stable films make it ideal for use in coatings and adhesives. When incorporated into these materials, DBU Phthalate can improve their adhesion, flexibility, and resistance to environmental factors such as moisture and UV radiation.

A recent study in Progress in Organic Coatings (2022) explored the use of DBU Phthalate in epoxy-based coatings. The results showed that the addition of DBU Phthalate significantly enhanced the coating’s performance, particularly in terms of its scratch resistance and corrosion protection. This opens up new possibilities for using DBU Phthalate in industrial coatings, automotive finishes, and marine applications.

4. Pharmaceuticals and Personal Care Products

While DBU Phthalate is not yet widely used in pharmaceuticals, its basicity and low toxicity make it a potential candidate for drug development. In particular, it could be used as a buffering agent in formulations where pH control is critical. Additionally, its ability to form stable complexes with metal ions may allow it to be used in chelation therapy, where it could help remove toxic metals from the body.

In the personal care industry, DBU Phthalate’s low volatility and skin compatibility make it a viable option for use in cosmetics and skincare products. It can be used as a fragrance fixative, helping to prolong the scent of perfumes and lotions. Moreover, its emollient properties can improve the texture and feel of creams and lotions, enhancing the overall user experience.


Sustainable Development with DBU Phthalate

Green Chemistry Principles

The concept of green chemistry has gained traction in recent years as a way to design and develop materials that are both effective and environmentally friendly. DBU Phthalate aligns with several key principles of green chemistry, making it a valuable asset in the pursuit of sustainable material development.

  1. Prevention: By using DBU Phthalate instead of traditional phthalates, manufacturers can reduce the release of harmful chemicals into the environment. Its lower volatility and reduced leaching potential minimize the risk of contamination.

  2. Atom Economy: The synthesis of DBU Phthalate involves a straightforward reaction between DBU and phthalic anhydride, resulting in minimal waste and byproducts. This high atom economy ensures that the process is efficient and resource-conserving.

  3. Less Hazardous Chemical Syntheses: DBU Phthalate is less hazardous than many other phthalates, making it safer to handle and dispose of. Its lower toxicity reduces the risk of harm to workers and the environment.

  4. Energy Efficiency: The production of DBU Phthalate requires relatively low energy inputs, as the reaction conditions are mild and do not involve extreme temperatures or pressures. This contributes to a smaller carbon footprint and lower energy consumption.

Life Cycle Assessment (LCA)

To fully understand the sustainability of DBU Phthalate, it’s important to conduct a Life Cycle Assessment (LCA). An LCA evaluates the environmental impact of a material throughout its entire life cycle, from raw material extraction to disposal. A study published in Environmental Science & Technology (2021) performed an LCA on DBU Phthalate and found that it had a lower environmental impact compared to traditional phthalates in several key areas:

  • Greenhouse Gas Emissions: The production of DBU Phthalate generates fewer greenhouse gases than the production of DEP and DBP, primarily due to its more efficient synthesis process.

  • Water Use: DBU Phthalate requires less water for production, as it does not involve complex purification steps that are necessary for other phthalates.

  • Waste Generation: The synthesis of DBU Phthalate produces minimal waste, as the reaction is highly selective and yields a high percentage of the desired product.

  • End-of-Life Disposal: DBU Phthalate is biodegradable under certain conditions, making it easier to dispose of without causing long-term environmental damage.

Circular Economy

The concept of a circular economy emphasizes the importance of designing products and materials that can be reused, recycled, or repurposed at the end of their life. DBU Phthalate fits well into this framework, as it can be recovered and reused in various applications.

For example, in the polymer industry, DBU Phthalate can be extracted from waste plastics and repurposed as a plasticizer for new products. This not only reduces the need for virgin materials but also helps to close the loop in the production process. Additionally, DBU Phthalate’s biodegradability means that it can break down naturally in the environment, further reducing its ecological footprint.


Challenges and Future Directions

While DBU Phthalate shows great promise as a sustainable material, there are still challenges that need to be addressed before it can be widely adopted. One of the main obstacles is cost. The production of DBU Phthalate is currently more expensive than that of traditional phthalates, which may limit its commercial viability. However, as demand increases and production scales up, it is likely that costs will decrease over time.

Another challenge is regulatory approval. Although DBU Phthalate appears to be safer than many other phthalates, it still needs to undergo rigorous testing to ensure its safety for use in various applications. Regulatory bodies such as the European Chemicals Agency (ECHA) and the U.S. Environmental Protection Agency (EPA) will play a crucial role in determining the future of DBU Phthalate in the market.

Looking ahead, there are several exciting avenues for research and development in the field of DBU Phthalate. For instance, scientists are exploring ways to modify the structure of DBU Phthalate to enhance its properties even further. One possibility is to introduce functional groups that improve its biodegradability or increase its compatibility with specific polymers.

Additionally, the development of nanocomposites containing DBU Phthalate could open up new opportunities in fields such as electronics, aerospace, and biomedical engineering. Nanocomposites offer enhanced mechanical, thermal, and electrical properties, making them ideal for high-performance applications.


Conclusion

In conclusion, DBU Phthalate (CAS 97884-98-5) represents a significant step forward in the development of sustainable materials. Its unique combination of properties—high basicity, thermal stability, and low environmental impact—makes it a versatile compound with a wide range of applications. From catalysis to plasticizers, coatings, and beyond, DBU Phthalate has the potential to revolutionize industries while promoting environmental responsibility.

As we continue to explore the possibilities of this remarkable compound, it is clear that DBU Phthalate will play a crucial role in shaping the future of sustainable material development. By embracing green chemistry principles, conducting thorough life cycle assessments, and pursuing innovative research, we can ensure that DBU Phthalate becomes a cornerstone of a more sustainable and environmentally friendly world.

So, the next time you encounter a product made with DBU Phthalate, remember that you’re holding a piece of the future—a future where innovation and sustainability go hand in hand. 🌱


References

  • American Chemical Society. (2021). "Enhancing the Mechanical Properties of PVC with DBU Phthalate." Journal of Polymer Science, 59(4), 234-245.
  • Environmental Science & Technology. (2021). "Life Cycle Assessment of DBU Phthalate: A Comparative Study." Environmental Science & Technology, 55(12), 7890-7900.
  • Journal of Environmental Science. (2020). "Leaching Behavior of DBU Phthalate in Environmental Media." Journal of Environmental Science, 92, 123-132.
  • Organic Letters. (2019). "DBU Phthalate as a Catalyst for Michael Additions." Organic Letters, 21(10), 3456-3459.
  • Progress in Organic Coatings. (2022). "Improving Epoxy Coatings with DBU Phthalate." Progress in Organic Coatings, 165, 106234.

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