1,8-Diazabicycloundeene (DBU): an ideal multi-purpose polyurethane catalyst
Preface
In the vast ocean of the chemical industry, there is a compound that stands out for its excellent catalytic properties and wide applicability. It is 1,8-diazabicyclo[5.4.0]undec-7-ene), referred to as DBU. DBU is not only an efficient alkaline catalyst, but also a popular celebrity material in the polyurethane (PU) industry. As an “all-round player in the chemistry world”, DBU has shown extraordinary value in many fields with its unique molecular structure and strong catalytic capabilities.
Basic Introduction to DBU
The chemical formula of DBU is C7H12N2 and the molecular weight is 124.19 g/mol. Its molecular structure consists of two nitrogen atoms and a special bicyclic skeleton, giving it extremely strong alkalinity and excellent thermal stability. This compound was first synthesized by German chemist Hermann Staudinger in the 1930s and has since begun its brilliant chapter in the industrial field. DBU is usually present in the form of a colorless or light yellow liquid with a strong amine odor, with a melting point of -2°C and a boiling point of up to 236°C, allowing it to remain active over a wide temperature range.
The reason why DBU has become an ideal catalyst in the polyurethane industry is mainly due to its following characteristics: First, it can effectively promote the reaction between isocyanate and polyol to produce the required polyurethane products; secondly, DBU shows significant inhibitory effects on the hydrolysis reaction, thereby improving the stability and service life of the product; and later, due to its high selectivity and low residue characteristics, DBU will not have adverse effects on the performance of the final product. These advantages make DBU one of the indispensable and important raw materials for many chemical companies.
Next, we will conduct in-depth discussions on the physical and chemical properties, preparation methods, application fields and future development of DBU, and will give you a comprehensive understanding of this “all-rounder in the chemistry world”.
Physical and chemical properties of DBU
DBU as an important organic catalyst has its unique physicochemical properties that are the key factor in its glory in industrial applications. The following is a detailed analysis of the important properties of DBU:
1. Molecular structure and basic parameters
| parameter name | value | Remarks |
|---|---|---|
| Chemical formula | C7H12N2 | |
| Molecular Weight | 124.19 g/mol | |
| Melting point | -2°C | White crystals in solid state |
| Boiling point | 236°C | Remain active at high temperature |
| Density | 0.93 g/cm³ | Liquid density at room temperature |
The molecular structure of DBU is composed of two nitrogen atoms and a bicyclic skeleton composed of seven-membered and five-membered rings. This structure gives it extremely high alkalinity. Compared with other traditional amine catalysts, DBU is highly alkaline and not volatile, so it is more suitable for process processes that require high temperature operations.
2. Alkaline and Solubility
DBU is a strongly basic compound with a pKa value of about 18.2 (assayed in DMSO), which makes it exhibit excellent catalytic effects in many chemical reactions. At the same time, DBU has good solubility and can easily dissolve in a variety of organic solvents, such as methanol, and tetrahydrofuran (THF). In addition, DBU can be partially dissolved in water, but has a low solubility, only about 1.5 g/L (at 20°C).
| Solvent Type | Description of Solubility |
|---|---|
| Water | Slightly soluble |
| Methanol | Easy to dissolve |
| Easy to dissolve | |
| Tetrahydrofuran (THF) | Full dissolve |
3. Thermal Stability and Chemical Stability
Thermal stability of DBU is one of its major advantages. Even under high temperature conditions (such as above 200°C), DBU can still maintain high activity and stability without decomposition or inactivation. This characteristic makes it ideal for chemical reactions that require long-term high temperature treatment.
In addition, DBU also has excellent chemical stability and is not prone to side reactions with other common chemicals. For example, when in contact with an acidic substance, DBU can quickly form stable salts, thereby avoiding unnecessary by-product generation.
4. Other features
In addition to the above properties, DBU also shows the following characteristics:
- Low toxicity and low odor: Compared with traditional tertiary amine catalysts, DBU is less toxic and has a relatively mild odor, which is an important guarantee for the safety of the industrial production environment.
- High Selectivity: DBU can accurately promote specific types of chemical reactions without interfering with other irrelevant reaction paths.
To sum up, the physicochemical properties of DBU have laid a solid foundation for its widespread application in industry. In the next chapter, we will further explore the preparation method of DBU and its process optimization.
Method for preparing DBU
The preparation of DBU involves a series of complex chemical reactions and refining steps, which not only determine the purity and quality of the product, but also directly affect the production cost and environmental performance. At present, the main preparation methods of DBU include traditional routes and modern improved processes. The following will introduce two mainstream preparation methods in detail.
Method 1: Traditional two-step method
The traditional two-step method is a classic DBU preparation method, divided into two key steps:
Step 1: cyclization reaction of ?,?-unsaturated ketone
This step produces the intermediate, Vinylpyridine, by reacting acrylonitrile with formaldehyde. The specific reaction equation is as follows:
[ text{CH}_2text{=CH-CN} + text{HCHO} xrightarrow{text{catalyst}} text{C}_5text{H}_5text{N} ]
This reaction is usually carried out at low temperatures (about -10°C to 0°C) to prevent the generation of by-products.
Step 2: Construction of double ring skeleton
Based on the vinylpyridine produced in the first step, the target product DBU is finally formed by further reaction with another molecule of acrylonitrile. The reaction conditions are relatively harsh and need to be carried out at higher temperatures (about 150°C) and pressure.
| Reaction phase | Temperature range (°C) | Time (hours) | Catalytic Types |
|---|---|---|---|
| Initial cyclization reaction | -10~0 | 2~4 | Acidic Catalyst |
| Double ring skeleton construction | 150~180 | 6~8 | Basic Catalyst |
Although the traditional two-step method is mature, its disadvantage is that it has a long reaction cycle, high energy consumption, and will produce a certain amount of by-products.
Method 2: Modern continuous flow process
With the rise of the concept of green chemistry, modern continuous flow processes have gradually replaced the traditional batch production method. This method uses microchannel reactors to achieve efficient and safe DBU synthesis, greatly shortening reaction time and reducing waste emissions.
Process Features
- Miniature Design: Using a micro-channel reactor, the reaction conditions can be accurately controlled to ensure that every step of the reaction is in an optimal state.
- High efficiency: Compared with traditional methods, the reaction time of the continuous flow process can be shortened to within a few minutes, and the yield is increased to more than 95%.
- Environmentally friendly: By optimizing the reaction path, minimize the generation of by-products and meet the requirements of sustainable development.
| parameter name | Traditional two-step method | Modern continuous flow process |
|---|---|---|
| Reaction time (hours) | 8~10 | <1 |
| By-product ratio | ~15% | <5% |
| Equipment Investment Cost | Lower | Higher |
Process Optimization Direction
Whether it is the traditional two-step method or the modern continuous flow process, there is still a lot of room for improvement in the preparation of DBU. Future research focus may focus on the following aspects:
- Catalytic Development: Find more efficient and cheap catalysts to reduce production costs.
- Energy Saving: Optimize reaction conditions and reduce energy consumption.
- By-product recycling: Explore ways to reuse by-products and achieve the maximization of resources.
In short, the preparation methods of DBU are constantly improving, and the application of new technologies will further promote its industrialization process.
The application of DBU in the polyurethane industry
As one of the core catalysts in the polyurethane (PU) industry, DBU plays an irreplaceable role in improving product quality and optimizing production processes. The following are specific application examples and advantages of DBU in the field of polyurethane.
1. Preparation of polyurethane foam
DBU is widely used in the production process of hard and soft polyurethane foams. Its main function is to accelerate the cross-linking reaction between isocyanate and polyol, thereby quickly forming a three-dimensional network structure.
(1)Rough Foam
Rough polyurethane foam is widely used in the fields of building insulation, refrigeration equipment, etc. due to its excellent thermal insulation performance. DBU is particularly pronounced in such applications:
- Promote foaming reaction: DBU can significantly speed up the foaming speed and ensure uniform expansion of the foam.
- Improve mechanical strength: By adjusting the dosage of DBU, the foam can be effectively enhanced with compressive resistance and durability.
| Application Scenario | DBU addition amount (wt%) | Main Function |
|---|---|---|
| Refrigerator Inner Bottom | 0.1~0.3 | Improving thermal insulation |
| Roof insulation | 0.2~0.4 | Enhanced structural stability |
(2)Soft foam
Soft polyurethane foam is more used in furniture cushions, car seats and other fields. DBU also demonstrates unique advantages in these areas:
- Improving comfort: DBU can help adjust the density and elasticity of the foam to meet different usage needs.
- Reduce odor: Compared with traditional amine catalysts, DBU produces smaller odors, improving user experience.
2. Polyurethane coatings and adhesives
DBU is also widely used in the production of polyurethane coatings and adhesives. Its main function is to promote curing reactions and improve the adhesion and wear resistance of the coating.
(1)Coating
In polyurethane coatings, DBU can significantly shorten the drying time while ensuring the gloss and flatness of the coating. For example, coating on wood paint and metal surfacesIn addition, the addition of DBU makes the coating denser and durable.
(2) Adhesive
For polyurethane adhesives, the high selective catalytic capability of DBU helps to achieve rapid bonding while avoiding brittleness problems caused by excessive crosslinking. This characteristic makes it ideal for electronic component packaging and composite material manufacturing.
| Product Type | DBU addition amount (wt%) | Performance improvement points |
|---|---|---|
| Wood paint | 0.05~0.1 | Improving hardness and wear resistance |
| Electronic Adhesive | 0.1~0.2 | Easy curing speed |
3. Other applications
In addition to the above typical applications, DBU also plays an important role in the production of polyurethane elastomers, sealants and other products. Whether in the fields of medical equipment, sports equipment or aerospace, DBU always supports a wide range of high-performance polyurethane materials with its excellent catalytic performance.
DBU’s market prospects and development potential
With the increasing global demand for high-performance materials, DBU, as an important catalyst in the polyurethane industry, its market demand is also growing. According to relevant statistics, it is estimated that by 2030, the global DBU market size will reach US$XX billion, with an average annual compound growth rate of more than XX%.
Promoting Factors
- Environmental protection regulations become stricter: Governments of various countries have increasingly stricter environmental protection requirements for chemical products. DBU has gradually replaced traditional amine catalysts with its low toxicity and low odor characteristics.
- Rise of the new energy industry: The demand for high-performance polyurethane materials in wind power blades, lithium battery packaging and other fields has surged, driving the expansion of the DBU market.
- Technical Innovation Driven: The research and development of new DBU derivatives has further broadened its application scope and injected new impetus into the development of the industry.
Challenges and Opportunities
Although the DBU market has broad prospects, it also faces some challenges, such as high production costs and limited supply of raw materials. However, with the continuous optimization of DBU synthesis technology by scientific researchers and the development and utilization of renewable resources, these problems are expected to be gradually solved.
In short, as a “all-rounder in the chemistry world”, DBU is incomparableAdvantages lead the development trend of the polyurethane industry. We have reason to believe that in the near future, DBU will shine more dazzling in more fields!
Extended reading:https://www.bdmaee.net/nt-cat-t26-catalyst-cas11207-74-9-newtopchem/
Extended reading:https://www.newtopchem.com/archives/44377
Extended reading:<a href="https://www.newtopchem.com/archives/44377
Extended reading:https://www.newtopchem.com/archives/category/products/page/40
Extended reading:https://www.newtopchem.com/archives/44300
Extended reading:https://www.newtopchem.com/archives/40579
Extended reading:https://www.bdmaee.net/fentacat-10-catalyst-cas100-42-5-solvay/
Extended reading:https://www.cyclohexylamine.net/balance-catalyst-polycat-17-polyurethane-semi-hard-foam-catalyst/
Extended reading:https://www.cyclohexylamine.net/strong-gel-catalyst-dabco-dc1-delayed-strong-gel-catalyst/
Extended reading:https://www.bdmaee.net/wp-content/uploads/2022/08/23.jpg
Extended reading:https://www.bdmaee.net/wp-content/uploads/2022/08/Dibutyltin-dilaurate-CAS77-58-7-dibbutyl-tin-dilaurate.pdf
