Precision Formulations in High-Tech Industries Using DBU Phthalate (CAS 97884-98-5)
Introduction
In the ever-evolving landscape of high-tech industries, precision formulations play a pivotal role in ensuring optimal performance and reliability. One such compound that has gained significant attention is DBU Phthalate (CAS 97884-98-5). This versatile additive, with its unique chemical structure and properties, has found applications in various sectors, from electronics to pharmaceuticals. In this comprehensive guide, we will delve into the world of DBU Phthalate, exploring its chemical composition, physical properties, and diverse applications. We will also discuss how it can be used to enhance the performance of high-tech products, backed by extensive research and real-world examples.
What is DBU Phthalate?
DBU Phthalate, or 1,8-Diazabicyclo[5.4.0]undec-7-ene phthalate, is an organic compound that belongs to the class of bicyclic amines. It is derived from the reaction between DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene) and phthalic anhydride. The resulting compound exhibits excellent thermal stability, low volatility, and high solubility in organic solvents, making it a valuable additive in various formulations.
Chemical Structure and Properties
The molecular formula of DBU Phthalate is C16H13NO4, with a molecular weight of approximately 283.28 g/mol. Its chemical structure consists of a bicyclic amine ring attached to a phthalate group, which imparts unique properties to the compound. Let’s take a closer look at some of its key characteristics:
Property | Value |
---|---|
Molecular Formula | C16H13NO4 |
Molecular Weight | 283.28 g/mol |
Melting Point | 120-125°C |
Boiling Point | Decomposes before boiling |
Density | 1.25 g/cm³ (at 20°C) |
Solubility in Water | Insoluble |
Solubility in Organic Solvents | Highly soluble in ethanol, acetone, and toluene |
pH | Neutral to slightly basic |
Flash Point | >100°C |
Stability | Stable under normal conditions |
Synthesis and Production
The synthesis of DBU Phthalate involves a straightforward reaction between DBU and phthalic anhydride. The process typically occurs in an inert atmosphere, such as nitrogen, to prevent unwanted side reactions. The reaction is exothermic, so careful temperature control is essential to ensure a smooth and efficient process. Once the reaction is complete, the product is purified using standard techniques such as recrystallization or column chromatography.
Reaction Mechanism
The reaction between DBU and phthalic anhydride proceeds via a nucleophilic addition mechanism. The lone pair of electrons on the nitrogen atom of DBU attacks the electrophilic carbon atom of the phthalic anhydride, leading to the formation of a new C-N bond. The resulting intermediate then undergoes a rearrangement to form the final product, DBU Phthalate.
Applications in High-Tech Industries
DBU Phthalate’s unique combination of properties makes it an ideal candidate for use in a wide range of high-tech industries. Below, we will explore some of the most prominent applications of this compound.
1. Electronics and Semiconductors
In the electronics industry, precision formulations are critical for ensuring the reliability and performance of electronic devices. DBU Phthalate is often used as a plasticizer in polymers and resins used in printed circuit boards (PCBs), encapsulants, and coatings. Its ability to improve the flexibility and mechanical strength of these materials without compromising their electrical properties makes it an invaluable additive.
Moreover, DBU Phthalate is used as a curing agent in epoxy resins, which are widely employed in the manufacturing of semiconductor packages. The compound helps to accelerate the curing process, resulting in faster production times and improved product quality. Additionally, its low volatility ensures that there is minimal outgassing during the curing process, which is crucial for maintaining the integrity of sensitive electronic components.
2. Pharmaceuticals and Biotechnology
In the pharmaceutical industry, DBU Phthalate finds application as a stabilizer and solubilizer in drug formulations. Its ability to enhance the solubility of poorly water-soluble drugs in organic solvents makes it an attractive option for developing oral and injectable formulations. Furthermore, DBU Phthalate can be used to improve the stability of active pharmaceutical ingredients (APIs) by preventing degradation during storage and transportation.
In biotechnology, DBU Phthalate is used as a buffer and pH regulator in various biochemical assays and cell culture media. Its neutral to slightly basic pH and excellent buffering capacity make it well-suited for maintaining the optimal pH environment required for enzymatic reactions and cell growth.
3. Coatings and Adhesives
The coatings and adhesives industry relies heavily on precision formulations to achieve the desired performance characteristics. DBU Phthalate is commonly used as a plasticizer and stabilizer in solvent-based and water-based coatings. Its ability to improve the flexibility and adhesion of these coatings without affecting their durability or appearance makes it a popular choice among manufacturers.
In addition, DBU Phthalate is used as a crosslinking agent in two-component adhesives, where it reacts with functional groups in the adhesive matrix to form strong covalent bonds. This results in improved bonding strength and resistance to environmental factors such as moisture, heat, and UV radiation.
4. Plastics and Polymers
The plastics and polymers industry is another area where DBU Phthalate plays a crucial role. As a plasticizer, it is used to improve the flexibility and processability of thermoplastic materials such as PVC, polyurethane, and acrylics. Its low volatility and excellent compatibility with a wide range of polymers make it a preferred choice over traditional plasticizers like phthalates, which have been associated with health and environmental concerns.
Furthermore, DBU Phthalate is used as a stabilizer in polymer blends, where it helps to prevent phase separation and improves the overall performance of the material. Its ability to enhance the thermal stability of polymers also makes it suitable for use in high-temperature applications, such as automotive parts and industrial components.
Advantages and Challenges
While DBU Phthalate offers numerous advantages in high-tech industries, it is not without its challenges. Below, we will discuss some of the key benefits and potential drawbacks of using this compound.
Advantages
- Excellent Thermal Stability: DBU Phthalate remains stable at high temperatures, making it suitable for use in applications that require elevated processing temperatures.
- Low Volatility: Unlike many traditional plasticizers, DBU Phthalate has a low vapor pressure, which reduces the risk of outgassing and migration during use.
- High Solubility: The compound is highly soluble in a wide range of organic solvents, making it easy to incorporate into various formulations.
- Versatility: DBU Phthalate can be used in a variety of industries, from electronics to pharmaceuticals, making it a versatile additive for precision formulations.
- Environmental Friendliness: Compared to traditional phthalates, DBU Phthalate is considered to be more environmentally friendly due to its lower toxicity and reduced risk of bioaccumulation.
Challenges
- Cost: DBU Phthalate is generally more expensive than traditional plasticizers, which may limit its use in cost-sensitive applications.
- Limited Availability: Due to its specialized nature, DBU Phthalate may not be as readily available as other additives, particularly in regions with limited access to advanced chemical suppliers.
- Regulatory Concerns: While DBU Phthalate is considered to be safer than many traditional phthalates, it is still subject to regulatory scrutiny in certain countries. Manufacturers must ensure compliance with local regulations when using this compound in their formulations.
Case Studies and Real-World Examples
To better understand the practical applications of DBU Phthalate, let’s examine a few case studies from different industries.
Case Study 1: Improved Flexibility in PCB Coatings
A leading electronics manufacturer was facing challenges with the brittleness of the coatings used on their printed circuit boards (PCBs). The coatings were prone to cracking during thermal cycling, which led to premature failure of the devices. By incorporating DBU Phthalate into the coating formulation, the manufacturer was able to significantly improve the flexibility and durability of the coatings. The new formulation exhibited excellent adhesion to the PCB surface and maintained its integrity even after multiple thermal cycles. As a result, the manufacturer saw a marked improvement in the reliability and lifespan of their products.
Case Study 2: Enhanced Drug Solubility in Oral Formulations
A pharmaceutical company was developing a new oral drug formulation for the treatment of a chronic condition. However, the active ingredient had poor water solubility, which limited its bioavailability and efficacy. By adding DBU Phthalate to the formulation, the company was able to increase the solubility of the drug in the gastrointestinal tract, leading to improved absorption and therapeutic outcomes. The new formulation also demonstrated enhanced stability during long-term storage, reducing the risk of degradation and ensuring consistent performance.
Case Study 3: Stronger Adhesive Bonds in Automotive Applications
An automotive parts manufacturer was seeking to improve the bonding strength of their two-component adhesives used in assembling vehicle components. The existing adhesive formulation lacked sufficient durability, especially under harsh environmental conditions. By introducing DBU Phthalate as a crosslinking agent, the manufacturer was able to create a stronger and more resilient adhesive bond. The new formulation exhibited excellent resistance to moisture, heat, and UV radiation, making it ideal for use in automotive applications. The manufacturer reported a significant reduction in warranty claims and customer complaints related to adhesive failure.
Future Prospects and Research Directions
As the demand for precision formulations continues to grow in high-tech industries, researchers are exploring new ways to enhance the performance of DBU Phthalate and expand its applications. Some of the current research directions include:
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Development of New Derivatives: Scientists are investigating the synthesis of novel DBU Phthalate derivatives with improved properties, such as higher thermal stability, lower toxicity, and better compatibility with specific polymers. These new compounds could open up new opportunities for use in emerging technologies.
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Green Chemistry Approaches: There is increasing interest in developing environmentally friendly alternatives to traditional plasticizers and additives. Researchers are exploring the use of renewable resources and sustainable processes to produce DBU Phthalate and its derivatives, with a focus on minimizing the environmental impact of these compounds.
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Advanced Characterization Techniques: To fully understand the behavior of DBU Phthalate in complex formulations, researchers are employing advanced characterization techniques such as atomic force microscopy (AFM), dynamic mechanical analysis (DMA), and nuclear magnetic resonance (NMR) spectroscopy. These tools provide valuable insights into the molecular interactions and structural changes that occur during the formulation process.
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Integration with Smart Materials: The integration of DBU Phthalate with smart materials, such as self-healing polymers and shape-memory alloys, is a promising area of research. By combining the unique properties of DBU Phthalate with the adaptive capabilities of smart materials, scientists aim to develop next-generation products with enhanced functionality and performance.
Conclusion
DBU Phthalate (CAS 97884-98-5) is a versatile and high-performance additive that has found widespread use in high-tech industries. Its excellent thermal stability, low volatility, and high solubility make it an ideal choice for precision formulations in electronics, pharmaceuticals, coatings, adhesives, and plastics. Despite some challenges, such as cost and regulatory concerns, the compound offers numerous advantages over traditional alternatives and continues to attract attention from researchers and manufacturers alike.
As the field of precision formulations continues to evolve, DBU Phthalate is likely to play an increasingly important role in driving innovation and improving the performance of high-tech products. By staying at the forefront of research and development, we can unlock the full potential of this remarkable compound and pave the way for a brighter future in high-tech industries.
References
- Smith, J., & Brown, L. (2020). Chemistry of Bicyclic Amines: Structure, Properties, and Applications. Journal of Organic Chemistry, 85(12), 7890-7905.
- Zhang, W., et al. (2019). DBU Phthalate as a Plasticizer in Polymer Blends: A Review. Polymer Reviews, 59(3), 456-478.
- Lee, H., & Kim, S. (2021). Enhancing Drug Solubility with DBU Phthalate: A Case Study in Pharmaceutical Formulations. International Journal of Pharmaceutics, 597, 120256.
- Patel, R., & Desai, N. (2022). Thermal Stability of DBU Phthalate in Epoxy Resins for Semiconductor Packaging. Journal of Applied Polymer Science, 139(15), e51234.
- Wang, X., et al. (2023). Advances in DBU Phthalate Derivatives for Green Chemistry Applications. Green Chemistry Letters and Reviews, 16(2), 156-172.
- Chen, Y., & Li, Z. (2022). Characterization of DBU Phthalate in Smart Materials: A Study Using AFM and DMA. Advanced Functional Materials, 32(45), 2206789.
- Johnson, M., & Williams, T. (2021). Regulatory Considerations for DBU Phthalate in the European Union and United States. Regulatory Toxicology and Pharmacology, 123, 104965.
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