.
Product Name | Tetrahydrofurfuryl methacrylate |
Cas Number | 2455-24-5 |
Formula | C9H14O3 |
Molar Mass | 170.21 g/mol |
Boiling Point | 240-242°C |
Density | 1.06 g/cm³ |
Refractive Index | 1.464 |
Flash Point | 105°C |
Viscosity | 5.6 mPa·s at 25°C |
Appearance | Clear liquid |
Odor | Ester-like |
Solubility In Water | Slightly soluble |
Surface Tension | 30.1 mN/m |
Vapor Pressure | 0.07 mmHg at 25°C |
What are the applications of tetrahydrofurfuryl methacrylate?
Tetrahydrofurfuryl methacrylate (THFMA) has several important applications across different industries.THFMA has many important applications in different industries.
In the coatings industry, THFMA is highly valued.THFMA is highly regarded in the coatings industry. It can be used as a reactive diluent in radiation - curable coatings, such as UV - curable and electron - beam - curable coatings.It can be used in radiation-curable coatings such as UV-curable and electron-beam-curable coatings. These coatings are widely used in furniture, automotive, and electronics.These coatings are used widely in furniture, automotive and electronics. As a reactive diluent, THFMA helps to adjust the viscosity of the coating formulation, making it easier to apply evenly on various substrates.THFMA is a reactive dilutient that helps adjust the viscosity in coating formulations, making them easier to apply on different substrates. At the same time, during the curing process, it participates in the polymerization reaction, becoming an integral part of the cured coating film.THFMA also participates in polymerization reactions during the curing phase, and becomes an integral part of cured coating films. This not only improves the mechanical properties of the coating, like hardness and abrasion resistance, but also enhances its chemical resistance, protecting the substrate from environmental factors such as moisture, chemicals, and UV radiation.This improves the coating's mechanical properties, such as its hardness and abrasion-resistance, but also its chemical resistance. It protects the substrate against environmental factors, including moisture, chemicals, UV radiation, and other environmental factors.
In the adhesives field, THFMA plays a significant role.THFMA is a key ingredient in the adhesives industry. It can be incorporated into acrylate - based adhesive formulations.It can be added to acrylate-based adhesive formulations. The unique structure of THFMA contributes to the formation of strong and durable adhesive bonds.THFMA's unique structure contributes to the formation and durability of adhesive bonds. Adhesives containing THFMA are suitable for bonding a variety of materials, including plastics, metals, and composites.Adhesives that contain THFMA can be used to bond a variety materials, such as plastics, metals and composites. For example, in the assembly of electronic devices, these adhesives can provide reliable bonding while also withstanding the rigors of the manufacturing process and the end - use environment.These adhesives are suitable for electronic device assembly, as they can provide a reliable bonding that will withstand the rigors and stresses of the manufacturing process. The reactive nature of THFMA enables fast curing, which is crucial for high - speed production lines.THFMA's reactive nature allows for fast curing which is essential for high-speed production lines.
In the field of composites, THFMA is used as a cross - linking agent or monomer component.THFMA can be used in composites as a monomer or cross-linking agent. Composites made with THFMA - containing resins show improved performance.Composites containing THFMA have improved performance. It can enhance the inter - laminar shear strength of fiber - reinforced composites, such as those used in aerospace and marine applications.It can improve the inter-laminar shear strengths of fiber-reinforced composites used in aerospace and maritime applications. By cross - linking with other polymer chains, THFMA helps to form a three - dimensional network structure, increasing the overall stiffness and strength of the composite material.THFMA can help form a three-dimensional network structure by cross-linking with other polymer chain. This increases the overall stiffness of the composite material.
In the dental industry, THFMA can be found in some dental resin formulations.THFMA is found in some dental resin formulas. Dental restorative materials need to have good mechanical properties, biocompatibility, and esthetics.Dental restorative materials must have good mechanical properties and be biocompatible. They also need to look good. THFMA can contribute to the polymerization process of dental resins, improving their hardness and wear resistance, ensuring that dental restorations can withstand the forces exerted during chewing over a long period.THFMA can be used to improve the hardness and wear resistance of dental resins. This will allow dental restorations to withstand the forces that are exerted by chewing for a long time. Additionally, its ability to copolymerize with other monomers allows for the fine - tuning of the physical and chemical properties of the dental resin to meet the specific requirements of different dental applications.Its ability to copolymerize allows it to fine-tune the physical and chemical characteristics of the dental resin in order to meet the requirements of different dental applications.
Overall, tetrahydrofurfuryl methacrylate is a versatile compound with diverse applications that contribute to the performance improvement of various products in multiple industries.Overall, tetrahydrofurfurylmethacrylate is an extremely versatile compound that has a wide range of applications. It can be used to improve the performance of a variety products in many industries.
What are the properties of tetrahydrofurfuryl methacrylate?
Tetrahydrofurfuryl methacrylate is an important monomer with several notable properties.Tetrahydrofurfuryl Methacrylate is a monomer that has several notable properties.
Firstly, in terms of physical state, it is typically a clear, colorless liquid.It is a clear liquid that is colorless. This physical appearance makes it easy to handle and incorporate into various formulations.This physical appearance makes it easier to handle and incorporate in various formulations. Its liquid state also allows for good miscibility with many other organic solvents and monomers, facilitating the preparation of homogeneous mixtures in polymerization processes.Its liquid state allows for good miscibility to many other organic monomers and solvents, facilitating the creation of homogeneous polymerization mixtures.
The compound has a relatively low viscosity.The compound is relatively low in viscosity. This property is beneficial as it enables efficient flow during processing.This property is advantageous as it allows for efficient flow during processing. For example, when used in coating applications, its low viscosity allows for smooth and even spreading of the coating material, resulting in a uniform film formation.When used in coating applications, the low viscosity of the material allows for a smooth and even spread, resulting in uniform film formation. This helps in achieving high - quality finishes on substrates.This allows for high-quality finishes to be achieved on substrates.
Tetrahydrofurfuryl methacrylate has a reactive double bond.Tetrahydrofurfuryl Methacrylate is a double-bond reactive substance. This unsaturated bond is the key to its participation in polymerization reactions.This unsaturated double bond is key to its participation with polymerization reactions. It can undergo free - radical polymerization, where initiators generate free radicals that react with the double bond, leading to the formation of polymers.It can be polymerized by free-radical polymerization. Initiators create free radicals which react with the double bonds to form polymers. This reactivity makes it a valuable building block for creating a wide range of polymeric materials.This reactivity makes the material a valuable building-block for creating a variety of polymeric materials.
In terms of chemical stability, it is generally stable under normal storage conditions.It is stable in normal storage conditions. However, like many monomers with double bonds, it should be stored away from heat, light, and oxidizing agents to prevent premature polymerization.To prevent premature polymerization, it is important to store this monomer away from heat and light. When properly stored, it has a reasonable shelf - life, which is important for industrial applications where materials may be stockpiled for some time before use.It has a reasonable shelf-life when stored properly, which is important in industrial applications where materials are often stockpiled before use.
The polymer formed from tetrahydrofurfuryl methacrylate often exhibits good mechanical properties.The polymer derived from tetrahydrofurfurylmethacrylate has good mechanical properties. The resulting polymers can have decent hardness and abrasion resistance.The polymers that result can be hard and resistant to abrasion. These properties make the polymers suitable for applications such as in the manufacture of protective coatings for floors, furniture, and automotive parts, where they need to withstand wear and tear.These properties make polymers suitable for applications like the manufacture of protective flooring, furniture, or automotive parts where they must withstand wear.
It also has some solubility characteristics.It also has some characteristics of solubility. It is soluble in many common organic solvents such as acetone, toluene, and ethyl acetate.It is soluble with many common organic solvents, such as acetone toluene and ethyl-acetate. This solubility allows for formulating solutions with different solid - content levels, which can be tailored to specific application requirements.This allows formulating different solutions with different solid-content levels. These can be tailored for specific application requirements.
Furthermore, the presence of the tetrahydrofurfuryl group in the molecule can influence the properties of the resulting polymers.The presence of a tetrahydrofurfuryl ring in the molecule may also influence the properties of polymers. This group can impart certain degrees of flexibility and hydrophobicity to the polymers.This group can impart certain degrees to the polymers of flexibility and hydrophobicity. The hydrophobic nature can be useful in applications where water resistance is required, like in outdoor coatings or packaging materials that need to protect contents from moisture.The hydrophobic properties can be used in applications that require water resistance, such as outdoor coatings and packaging materials.
How is tetrahydrofurfuryl methacrylate synthesized?
Tetrahydrofurfuryl methacrylate can be synthesized through the following general process:The following general process can be used to synthesize tetrahydrofurfurylmethacrylate:
1. Reactants PreparationPrepare Reactants
The synthesis typically starts with two main reactants: tetrahydrofurfuryl alcohol and methacrylic acid.The typical starting point for a synthesis is two main reactants, tetrahydrofurfuryl acid and methacrylic acids. Tetrahydrofurfuryl alcohol is a cyclic alcohol with a furan - like structure.Tetrahydrofurfuryl Alcohol is a cyclic, furan-like alcohol. Methacrylic acid is an unsaturated carboxylic acid, which provides the acrylic functionality for the final product.Methacrylic Acid is an unsaturated carboxylic, which gives the acrylic functionality to the final product. These starting materials need to be of high purity to ensure a good - quality synthesis.To ensure a high-quality synthesis, these starting materials must be very pure.
2. Esterification Reaction
The key step in the synthesis of tetrahydrofurfuryl methacrylate is the esterification reaction between tetrahydrofurfuryl alcohol and methacrylic acid.The esterification between tetrahydrofurfuryl acid and methacrylic alcohol is the key step in the synthesizing of tetrahydrofurfurylmethacrylate. This reaction is usually catalyzed.This reaction is normally catalyzed. Commonly, acidic catalysts are used.Acidic catalysts are commonly used. Sulfuric acid is a strong and effective catalyst for this esterification.Sulfuric is an effective and strong catalyst for esterification. However, its use may bring some drawbacks such as potential side - reactions and corrosion issues.Its use can have some disadvantages, such as side-reactions and corrosion problems. So, other catalysts like p - toluenesulfonic acid are also frequently employed.Other catalysts, such as p-toluenesulfonic acids, are also commonly used.
The reaction equation can be simply written as: tetrahydrofurfuryl alcohol + methacrylic acid = tetrahydrofurfuryl methacrylate + water.The equation for the reaction can be written as follows: tetrahydrofurfuryl alcohol + methacrylic acids = tetrahydrofurfuryl methyl methacrylate plus water. This is a reversible reaction, and to drive the reaction towards the formation of the ester, water needs to be removed continuously.This is a reversible process, and water must be continuously removed to drive the reaction in the direction of the ester. One common way is to use a Dean - Stark apparatus.A Dean-Stark apparatus is a common way to do this. The Dean - Stark apparatus allows the separation of water from the reaction mixture as it is formed, shifting the equilibrium of the esterification reaction towards the product side.The Dean - Stark device allows water to be separated from the reaction mixture while it is being formed, shifting the balance of the esterification reactions towards the product side.
3. Reaction ConditionsReaction Conditions
The reaction is usually carried out under reflux conditions.Usually, the reaction is carried out in reflux conditions. The temperature of the reaction is carefully controlled.The temperature is carefully controlled. For this particular esterification, a temperature in the range of around 80 - 120 degC is often used.For this particular esterification a temperature range of 80-120 degC is commonly used. At this temperature range, the reaction rate is high enough to proceed in a reasonable time frame, while minimizing side - reactions.This temperature range allows for a high reaction rate, which can be achieved in a reasonable amount of time, while minimizing any side reactions. The reaction time can vary from several hours to over ten hours, depending on factors such as the catalyst amount, reactant concentrations, and the efficiency of water removal.The reaction time may vary from several hours up to ten hours depending on factors like the amount of catalyst, the concentrations of reactants, and the efficiency in removing water.
4. Product Isolation and PurificationProduct Isolation & Purification
After the reaction is complete, the reaction mixture contains the desired tetrahydrofurfuryl methacrylate, unreacted starting materials, catalyst, and by - products.The reaction mixture will contain the desired tetrahydrofurfurylmethacrylate as well as unreacted materials, catalyst and by-products. First, the catalyst needs to be neutralized.The catalyst must first be neutralized. For example, if an acidic catalyst was used, a base like sodium carbonate can be added to neutralize the acid.If an acidic catalyst is used, for example, a base such as sodium carbonate can neutralize the acid. Then, the mixture is subjected to separation techniques.The mixture is then subjected to separation methods. Liquid - liquid extraction is often used to separate the organic layer containing the product from the aqueous layer.The liquid-liquid extraction technique is used to separate the organic layer that contains the product from the aqueous one. The organic layer is then washed several times with water to remove any remaining salts or water - soluble impurities.The organic layer is washed with water several times to remove any salts or impurities that may remain.
Finally, the product can be purified further by distillation.The product can then be purified by distillation. Tetrahydrofurfuryl methacrylate has a specific boiling point, and by distilling the crude product at the appropriate temperature and pressure, pure tetrahydrofurfuryl methacrylate can be obtained.Tetrahydrofurfuryl Methacrylate is a specific boiling product. By distilling the crude material at the right temperature and pressure you can obtain pure tetrahydrofurfuryl Methacrylate. This purified product can be used in various applications such as in the production of coatings, adhesives, and polymers due to its reactive double - bond and the unique cyclic structure of the tetrahydrofurfuryl group.The tetrahydrofurfuryl cyclic structure and its reactive double-bond make this product suitable for a variety of applications, including the production of adhesives, polymers, and coatings.
What are the safety precautions when handling tetrahydrofurfuryl methacrylate?
Tetrahydrofurfuryl methacrylate is a chemical compound that requires careful handling due to potential hazards.The potential hazards of tetrahydrofurfurylmethacrylate make it a compound that needs to be handled with care. Here are the safety precautions:Here are some safety precautions.
Personal Protective Equipment (PPE)Personal Protective Equipment (PPE),
First and foremost, wear appropriate PPE.Wear appropriate PPE. This includes chemical - resistant gloves.Chemical-resistant gloves are a good choice. Nitrile gloves are often a good choice as they can provide a barrier against the chemical.Nitrile gloves can be a good option as they provide a barrier to the chemical. Skin contact with tetrahydrofurfuryl methacrylate can cause irritation, so covering the hands is crucial.Tetrahydrofurfuryl Methacrylate can cause skin irritation, so it is important to protect your hands.
Secondly, wear safety goggles.Wear safety goggles. The compound can splash during handling, and getting it in the eyes can lead to severe eye irritation, corneal damage, or even blindness.When handling the compound, it can splash and if it gets in your eyes, you can suffer severe eye irritation, corneal injury, or even blindness. Full - face shields can offer additional protection in case of large - scale splashes.Full-face shields provide additional protection against large-scale splashes.
Thirdly, put on a suitable lab coat or chemical - resistant apron.Thirdly, wear a lab coat or apron that is resistant to chemicals. This helps protect the body from spills and splashes, preventing the chemical from coming into contact with the skin.This will protect your body from spills or splashes and prevent the chemical from contacting the skin.
Ventilation
Work in a well - ventilated area.Work in an area that is well-ventilated. A fume hood is highly recommended.A fume hood should be used. Tetrahydrofurfuryl methacrylate may emit vapors, which can be harmful if inhaled.Tetrahydrofurfuryl Methacrylate can emit vapors that are harmful if inhaled. Inadequate ventilation can lead to the build - up of these vapors, causing respiratory problems such as coughing, shortness of breath, and irritation of the nose and throat.Inadequate ventilation may cause a build-up of these vapors causing respiratory issues such as coughing and shortness of breathe, as well irritation of the nose or throat. The fume hood will effectively draw away the vapors, keeping the breathing air clean.The fume hood is designed to effectively remove the vapors and keep the air clean.
Storage
Store tetrahydrofurfuryl methacrylate properly.Store tetrahydrofurfurylmethacrylate correctly. Keep it in a cool, dry place away from heat sources, flames, and oxidizing agents.Keep it cool and dry, away from heat sources, oxidizing agents, and flames. It is flammable, so any ignition source can pose a significant fire risk.It is flammable and any ignition source could pose a serious fire risk. Additionally, store it in a tightly - sealed container to prevent leakage and evaporation.Store it in a tightly-sealed container to prevent leaking and evaporation. Label the container clearly with the chemical name, hazards, and handling instructions.Label the container with the chemical name, the hazards and the handling instructions.
Handling Procedures
When handling, avoid generating dust or aerosols.Avoid generating aerosols or dust when handling. Use appropriate equipment such as funnels and pipettes to transfer the chemical carefully.Transfer the chemical with care using appropriate equipment, such as pipettes and funnels. Do not pour it rapidly as this can cause splashing.Pour it slowly as this could cause splashing.
In case of a spill, immediately take appropriate action.Take immediate action in the event of a spill. First, evacuate the area if the spill is large enough to pose a significant inhalation or skin - contact risk.If the spill is large and poses a significant risk of inhalation or contact with the skin, you should evacuate the area. Then, use absorbent materials like sand or vermiculite to soak up the spill.Use absorbent materials such as sand or Vermiculite to soak the spill. Dispose of the contaminated absorbent in accordance with local environmental regulations.Dispose of contaminated absorbents in accordance with local regulations.
Finally, in case of contact with the skin or eyes, take immediate first - aid measures.In the event of contact with skin or eyes, you should take immediate first-aid measures. For skin contact, wash the affected area with plenty of water for at least 15 minutes.Wash the affected area for at least 15 min. with plenty of water if it is skin contact. Remove any contaminated clothing during the washing process.Remove any contaminated clothes during the washing process. For eye contact, rinse the eyes thoroughly with water for at least 15 minutes, and seek medical attention immediately.If you have eye contact, wash your eyes thoroughly for at least 15 mins and seek medical attention right away.
What are the storage requirements for tetrahydrofurfuryl methacrylate?
Tetrahydrofurfuryl methacrylate is a chemical compound that has specific storage requirements to ensure its stability, safety, and quality.Tetrahydrofurfuryl Methacrylate (THM) is a chemical compound with specific storage requirements for its safety, quality, and stability.
Firstly, it should be stored in a cool and well - ventilated area.It should be stored in an area that is cool and well-ventilated. High temperatures can accelerate chemical reactions such as polymerization.High temperatures can speed up chemical reactions, such as polymerization. A storage temperature preferably between 2 - 8degC is often recommended for many methacrylate - based compounds.Many methacrylate-based compounds are recommended to be stored at a temperature between 2 and 8degC. In a cool environment, the rate of any potential self - reaction or degradation is significantly reduced.In a cool atmosphere, the rate of self-reaction or degradation is reduced. This helps in maintaining the integrity of the tetrahydrofurfuryl methacrylate for an extended period.This helps to maintain the integrity of tetrahydrofurfurylmethacrylate over an extended period.
Secondly, it must be stored away from sources of ignition and heat.Second, it should be stored away from heat and ignition sources. Tetrahydrofurfuryl methacrylate is flammable.Tetrahydrofurfurylmethacrylate is flammable. Any open flames, hot surfaces, or electrical equipment that could potentially generate sparks should be kept at a safe distance.Open flames, hot surfaces or electrical equipment which could generate sparks must be kept away from. This is crucial to prevent fire hazards which could lead to not only the loss of the chemical but also pose a serious threat to the surrounding area and personnel.This is important to prevent fire hazards that could cause not only the loss or damage of the chemical, but also pose a serious risk to the surrounding area as well as personnel.
Thirdly, the storage container should be tightly sealed.Thirdly, the container should be tightly closed. Exposure to air can lead to oxidation and moisture absorption.Air exposure can cause oxidation and moisture to absorb. Oxidation can change the chemical properties of tetrahydrofurfuryl methacrylate, affecting its performance in applications such as coatings, adhesives, or in polymerization processes.Oxidation may alter the chemical properties of Tetrahydrofurfuryl Methacrylate and affect its performance in applications like coatings, adhesives or polymerization processes. Moisture can initiate hydrolysis reactions, which may also degrade the compound and impact its functionality.Moisture may initiate hydrolysis reactions that can also degrade and affect the compound's functionality. A suitable container material is one that is resistant to the chemical, such as certain types of plastics or metal containers with appropriate linings.The container material should be resistant to the chemical. This could include certain types of plastics, or metal containers with appropriate linings.
Fourthly, it should be stored separately from incompatible substances.Fourthly, the substance should be stored away from other substances that are incompatible. Tetrahydrofurfuryl methacrylate may react violently with strong oxidizing agents, bases, and some acids.Tetrahydrofurfuryl Methacrylate can react violently with bases, strong oxidizing agents and some acids. Storing it near these substances increases the risk of dangerous chemical reactions, which could release heat, gases, or cause an explosion.Storing it close to these substances increases the danger of dangerous chemical reactions that could release heat, gas, or cause an explosive.
Finally, proper labeling of the storage container is essential.The labeling of the container is also important. The label should clearly indicate the name of the chemical, its flammable nature, and any specific handling instructions.Labels should clearly state the name of the chemical and its flammable status, as well as any specific handling instructions. This ensures that anyone who comes in contact with the stored tetrahydrofurfuryl methacrylate is aware of the potential hazards and can take appropriate safety measures.This will ensure that anyone who comes into contact with the tetrahydrofurfurylmethacrylate stored is aware of any potential hazards and can take the appropriate safety measures.