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Tert-butyl Methacrylate


Properties
Product Name Tert-butyl methacrylate
Cas Number 585-07-9
Formula C8H14O2
Molar Mass 142.20 g/mol
Boiling Point 130-133 °C
Melting Point −55 °C
Density 0.886 g/cm³
Refractive Index 1.419 - 1.421
Viscosity 0.65 cP at 20°C
Flash Point 36°C
Vapor Pressure 1.5 mmHg at 25°C
Solubility In Water Insoluble
Appearance Colorless liquid
Odor Ester-like
Stability Stable under recommended storage conditions
FAQ

What are the main applications of tert-butyl methacrylate?

Tert - butyl methacrylate is a versatile monomer with several important applications.Tert-butyl methacrylate, a versatile monomer, has many important applications.
One of the primary applications is in the field of coatings.Coatings is one of its primary applications. It is used to formulate high - performance coatings.It is used in the formulation of high-performance coatings. In automotive coatings, for example, tert - butyl methacrylate helps to enhance the hardness, abrasion resistance, and weather resistance of the finish.In automotive coatings for example, the tert-butyl methacrylate enhances the hardness, weather resistance, and abrasion resistance of the finish. The bulky tert - butyl group in the molecule contributes to the formation of a dense and cross - linked polymer structure in the coating.The bulky tert-butyl group in this molecule contributes towards the formation of dense and cross-linked polymer structures in the coating. This results in a coating that can better withstand the harsh environmental conditions, such as UV radiation, moisture, and mechanical stress, which automobiles are exposed to.This coating is better able to withstand harsh environmental conditions such as UV radiation and moisture.

In the area of adhesives, tert - butyl methacrylate plays a crucial role.Tert-butyl methacrylate is a key ingredient in adhesives. It can be copolymerized with other monomers to create adhesives with excellent adhesion properties.It can be copolymerized to create adhesives that have excellent adhesion. These adhesives are often used in bonding different types of substrates, including plastics, metals, and composites.These adhesives can be used to bond different substrates such as plastics, metals and composites. The presence of the methacrylate group allows for easy polymerization, while the tert - butyl moiety can adjust the solubility, viscosity, and flexibility of the adhesive, enabling it to conform to different bonding requirements.The presence of a methacrylate group facilitates polymerization. The tert-butyl moiety allows the adhesive to be adjusted for solubility, flexibility, and viscosity.

It is also widely used in the production of polymers for dental applications.It is also widely utilized in the production polymers for dental application. Dental restorative materials, such as composite resins, may contain tert - butyl methacrylate.Composite resins and other dental restorative materials may contain tert-butyl methacrylate. In these materials, it helps to provide good mechanical properties, including strength and toughness.It helps provide mechanical properties such as strength and toughness in these materials. Additionally, the monomer can be formulated to have good biocompatibility, ensuring that it does not cause adverse reactions in the oral cavity.The monomer can also be formulated for good biocompatibility to ensure that it doesn't cause adverse reactions in your oral cavity.

Tert - butyl methacrylate is used in the synthesis of specialty polymers for the electronics industry.Tert-butyl methacrylate can be used to synthesize specialty polymers in the electronics industry. For instance, in the production of polymers for printed circuit boards (PCBs), it can be incorporated to improve the dielectric properties of the materials.It can be used to improve the dielectric properties in polymers for printed-circuit boards (PCBs). The appropriate choice of monomers like tert - butyl methacrylate allows for the fine - tuning of the electrical characteristics of the polymers, which is essential for the proper functioning of electronic components.The correct choice of monomers such as tert-butyl methacrylate can be used to fine-tune the electrical properties of polymers. This is crucial for the proper operation of electronic components.

Furthermore, in the production of acrylic fibers, tert - butyl methacrylate can be used as a comonomer.Tert-butyl methacrylate is also a good comonomer for the production of acrylic fibres. By copolymerizing it with other monomers like acrylonitrile, it can modify the properties of the fibers.Copolymerizing tert-butyl methacrylate with other monomers, such as acrylonitrile can alter the properties of fibers. This may include improving the dyeability, softness, and dimensional stability of the fibers, making them more suitable for various textile applications.This can include improving the dyeability and softness of the fibers to make them more suitable for textile applications. Overall, tert - butyl methacrylate's unique chemical structure enables it to serve as a key ingredient in a wide range of industrial and consumer - related products.The unique chemical structure of tert-butyl methacrylate allows it to be used as a key component in a variety of industrial and consumer-related products.

What are the properties of tert-butyl methacrylate?

Tert - butyl methacrylate is an important monomer in polymer chemistry with several distinct properties.Tert-butyl methacrylate, a monomer with many distinct properties in polymer chemistry, is an important component of polymer chemistry.
Physical properties:Physical Properties
Tert - butyl methacrylate is a colorless liquid.Tert-butyl methacrylate comes in a colorless liquid. It has a characteristic odor.It has a characteristic smell. The boiling point of tert - butyl methacrylate is around 155 - 156 degC.The boiling point for tert-butyl methacrylate ranges between 155-156 degC. Its density is approximately 0.893 g/cm3 at 25 degC.Its density at 25 degC is 0.893g/cm3. It is sparingly soluble in water but highly soluble in many organic solvents such as ethanol, acetone, and toluene.It is only slightly soluble in water, but highly soluble with many organic solvents, such as ethanol acetone and toluene. This solubility in organic solvents makes it useful in various coating and adhesive formulations where organic - based systems are preferred.This solubility makes it useful for coatings and adhesive formulations that use organic-based systems.

Chemical properties:Chemical properties
The molecule contains a methacrylate functional group, which consists of a vinyl group (C = C) and an ester group.The molecule contains the methacrylate functional groups, which are composed of a vinyl group C = C and an ester group. The vinyl double bond is highly reactive.The vinyl double-bond is highly reactive. It can undergo addition polymerization reactions readily.It is prone to addition polymerization. In the presence of a suitable initiator, such as a peroxide or an azo - compound, the double bond breaks and monomers link together to form long - chain polymers.In the presence a suitable initiator such as a azo-compound or a peroxide, the double bonds break and monomers join together to form long-chain polymers. The resulting polymers have a wide range of applications.The polymers that result have a wide variety of applications. For example, poly(tert - butyl methacrylate) can be used in the production of impact - resistant plastics.Poly(tert-butyl methacrylate), for example, can be used to produce impact-resistant plastics.
The ester group in tert - butyl methacrylate also imparts certain chemical reactivity.The ester group also confers a certain amount of chemical reactivity to tert-butyl methacrylate. It can participate in hydrolysis reactions under acidic or basic conditions.It can participate in hydrolysis under acidic or base conditions. In acidic media, the ester can be hydrolyzed to form methacrylic acid and tert - butyl alcohol.In acidic media the ester can hydrolyze to form methacrylic and tert-butyl alcohol. In basic hydrolysis, the carboxylate salt of methacrylic acid and tert - butyl alcohol are produced.In basic hydrolysis the carboxylate salts of methacrylic and tert-butyl alcohol are formed. These hydrolysis reactions can be exploited in some chemical processes for the modification of polymers or for the synthesis of other organic compounds.These hydrolysis reactions are useful in some chemical processes to modify polymers or synthesize other organic compounds.
Thermal properties:Thermal properties
Tert - butyl methacrylate - based polymers have good thermal stability to a certain extent.Polymers based on Tert-butyl Methacrylate have good thermal stability up to a certain degree. The tert - butyl group attached to the ester provides some steric hindrance, which can influence the thermal behavior of the polymer.The tert-butyl group attached the ester can have a steric hinderance that can affect the thermal behavior of polymers. The polymers can withstand relatively high temperatures before significant degradation occurs.The polymers are able to withstand relatively high temperature before they degrade. This makes them suitable for applications where exposure to heat is expected, such as in some automotive parts coatings or in certain industrial packaging materials that may be subjected to elevated temperatures during processing or storage.They are therefore suitable for applications that will be exposed to heat, such as automotive parts coatings and certain industrial packaging materials.
Polymerization properties:Polymerization properties
As a monomer, tert - butyl methacrylate polymerizes to form polymers with unique mechanical properties.As a monomer tert-butyl methacrylate can polymerize to form polymers that have unique mechanical properties. The resulting polymers can have good hardness and abrasion resistance.The polymers formed can be hard and resistant to abrasion. The bulky tert - butyl group in the polymer chain affects the chain - packing and intermolecular forces.The bulky tert-butyl group in a polymer chain can affect the chain – packing and intermolecular force. This can lead to polymers with lower glass transition temperatures compared to some other methacrylate - based polymers, which can be beneficial in applications where flexibility and impact resistance are required, while still maintaining a certain level of stiffness.This can result in polymers that have lower glass transition temperature than some other methacrylate-based polymers. This can be beneficial for applications where flexibility and impact resistant are required while still maintaining a level of stiffness.

How is tert-butyl methacrylate produced?

Tert - butyl methacrylate is produced through several methods, with the most common being the esterification reaction.The most common method of producing tert-butyl methacrylate, the esterification reaction, is one of several.
In the esterification process, methacrylic acid reacts with tert - butyl alcohol.Esterification occurs when methacrylic acids react with tert-butyl alcohol. This reaction typically requires a catalyst.This reaction usually requires a catalyser. Sulfuric acid is a frequently used catalyst in such esterification reactions.In such esterification reactions, sulfuric acid is often used as a catalyst. The reaction equation can be simply represented as: Methacrylic acid + tert - butyl alcohol = tert - butyl methacrylate + water.The equation for the reaction can be written as: Methacrylic Acid + Tert-Butyl Alcohol = tert-butyl methacrylate and water.

The reaction is an equilibrium reaction.The reaction is an equilibrium one. To drive the reaction forward and increase the yield of tert - butyl methacrylate, water is often removed as it is formed.Water is often removed from the reaction to speed up the process and increase the yield. This can be achieved through techniques such as azeotropic distillation.Azeotropic distillation is one way to achieve this. An azeotropic mixture is formed between water and an added solvent (such as toluene or benzene).Water and a solvent (such a toluene, benzene, or benzene) are mixed together to form an azeotropic solution. As the reaction mixture is heated, this azeotrope is vaporized and then condensed.This azeotrope is vaporized, and then condensed as the reaction mixture is heated. The water - rich layer and the organic - rich layer separate, and the organic layer containing the solvent can be recycled back to the reaction mixture while the water is removed.The water-rich layer and the chemical-rich layer separate. The organic layer, which contains the solvent, can be recycled into the reaction mixture.

Another method for producing tert - butyl methacrylate is through transesterification.Transesterification is another way to produce tert-butyl methacrylate. In this approach, methyl methacrylate reacts with tert - butyl alcohol.In this method, methyl acrylate reacts tert-butyl alcohol. A catalyst, such as a metal alkoxide or an organotin compound, is used to facilitate the reaction.A catalyst is used to speed up the reaction, such as an organotin or metal alkoxide. The transesterification reaction proceeds as follows: Methyl methacrylate + tert - butyl alcohol = tert - butyl methacrylate + methanol.Transesterification occurs as follows: Methyl methylacrylate + Tert-butyl alcohol = Tert-butyl methylacrylate + Methanol. Similar to the esterification reaction, to shift the equilibrium towards the formation of tert - butyl methacrylate, the by - product methanol can be removed from the reaction system, for example, by distillation.To shift the equilibrium in favor of the formation tert-butyl methacrylate as with the esterification, the by-product methanol can also be removed by distillation, similar to the esterification.

Industrial production of tert - butyl methacrylate also involves careful consideration of reaction conditions.The industrial production of tert-butyl methacrylate involves also careful consideration of the reaction conditions. Temperature control is crucial.Temperature control is essential. For the esterification reaction with sulfuric acid as a catalyst, the reaction is usually carried out at a temperature range that allows for an appropriate reaction rate without causing excessive side reactions.The esterification reaction using sulfuric acid as catalyst is carried out at temperatures that allow for a suitable reaction rate without causing side reactions. The pressure in the reaction vessel is also regulated, often close to atmospheric pressure for the esterification and transesterification processes described above, as these reactions can proceed effectively under such conditions.For the esterification or transesterification reactions described above, the pressure in the vessel is also controlled, and is often close to atmospheric for these processes. Additionally, purification steps are necessary after the reaction to obtain high - purity tert - butyl methacrylate.Purification steps are also required after the reaction in order to obtain tert-butyl methacrylate of high purity. These purification steps may include distillation to separate the product from unreacted starting materials, by - products, and the catalyst.Purification steps can include distillation in order to separate the product and unreacted materials, by-products, and the catalyst.

What are the safety precautions when handling tert-butyl methacrylate?

Tert - butyl methacrylate is a chemical compound that requires careful handling due to its potential hazards.Tert-butyl methacrylate, a chemical compound, is dangerous and should be handled with care. Here are the safety precautions:Here are some safety precautions.
1. Personal Protective Equipment (PPE)Personal Protective Equipment (PPE).
When handling tert - butyl methacrylate, appropriate PPE is essential.Wearing the right PPE when handling tert-butyl methacrylate is essential. Wear chemical - resistant gloves, such as those made of nitrile or neoprene.Wear gloves that are resistant to chemicals, such as those made from nitrile or Neoprene. These gloves can prevent skin contact, which could lead to irritation, dermatitis, or potential absorption of the chemical.These gloves can protect the skin from contact with chemicals that could cause irritation, dermatitis or absorption. Eye protection in the form of safety goggles or a face shield should be worn at all times.Wear safety goggles, or a face shield, at all times. Tert - butyl methacrylate can cause severe eye damage if it splashes into the eyes.Tert-butyl methacrylate splashed into the eye can cause severe damage. Additionally, use a lab coat or other protective clothing to cover the body and prevent any spills from reaching the skin.Use a labcoat or other protective clothing on the body to prevent spills from reaching skin.

2. Ventilation 2.
Work in a well - ventilated area, preferably under a fume hood.Work in an area that is well-ventilated, preferably with a fume hood. Tert - butyl methacrylate is volatile, and its vapors can be irritating to the respiratory system.Tert-butyl methacrylate vapors are irritating to the respiratory tract. Adequate ventilation helps to disperse these vapors, reducing the risk of inhalation.Adequate ventilation can help disperse the vapors and reduce the risk of inhalation. In a large - scale industrial setting, ensure that there is proper mechanical ventilation to maintain air quality and keep the concentration of tert - butyl methacrylate vapors below the recommended exposure limits.In large-scale industrial settings, ensure there is adequate mechanical ventilation to maintain the air quality and keep tert-butyl methacrylate concentrations below the recommended limits.

3. Fire and Explosion PreventionFire and Explosion Prevention
Tert - butyl methacrylate is flammable.Tert-butyl methacrylate can ignite. Keep it away from sources of ignition, such as open flames, hot surfaces, and electrical sparks.Keep it away form sources of ignition such as open flames and hot surfaces. Store it in a cool, dry place away from oxidizing agents.Store it in a dry, cool place away from oxidizing agents. If possible, store it in a dedicated flammable storage cabinet.If possible, keep it in a cabinet specifically designed for flammables. When transferring the chemical, use grounding equipment to prevent the build - up of static electricity, which could potentially ignite the vapors.Use grounding equipment when transferring the chemical to prevent static electricity from building up, which could ignite the vapors. In case of a fire involving tert - butyl methacrylate, use appropriate extinguishing agents, such as dry chemical, carbon dioxide, or foam.Use appropriate extinguishing agent in the event of a fire caused by tert-butyl methacrylate. Examples include dry chemical, carbon dioxide or foam.

4. Storage 4.
Store tert - butyl methacrylate in a tightly sealed container to prevent leakage and evaporation.Store tert-butyl methacrylate tightly sealed to prevent leakage or evaporation. Label the container clearly with its name, hazards, and handling instructions.Label the container with its name, any hazards and instructions for handling. Do not store it near incompatible substances.Store it away from incompatible substances. For example, avoid storing it with strong acids or bases as they can react with tert - butyl methacrylate, potentially leading to hazardous reactions.Avoid storing it near strong acids or bases, as they may react with the tert-butyl methacrylate and cause hazardous reactions.

5. First Aid MeasuresFirst Aid Measures
Be familiar with first - aid procedures in case of exposure.Know the first-aid procedures to follow in case of exposure. In case of skin contact, immediately remove contaminated clothing and wash the affected area with plenty of soap and water for at least 15 minutes.In the event of skin contact, remove all contaminated clothing immediately and wash the affected area for at least 15 mins with soap and water. If the chemical gets into the eyes, flush them with copious amounts of water for at least 15 minutes and seek medical attention promptly.If the chemical gets in the eyes, flush the eyes with plenty of water for 15 minutes. Seek medical attention immediately if the chemical gets in the eye. In case of inhalation, move the affected person to fresh air and, if breathing is difficult, provide oxygen and seek medical help.In the case of inhalation move the person to fresh air. If breathing is difficult provide oxygen. Seek medical attention. If ingested, do not induce vomiting unless directed by a medical professional and seek immediate medical assistance.If the substance is ingested, you should not induce vomiting without the permission of a medical professional. Seek immediate medical attention.

What are the storage requirements for tert-butyl methacrylate?

Tert - butyl methacrylate is a volatile and flammable liquid with certain storage requirements to ensure safety and maintain its quality.Tert-butyl methacrylate, a volatile liquid that is flammable and volatile, has certain storage requirements for safety and to maintain its quality.
Firstly, storage location is crucial.First, the location of storage is important. It should be stored in a cool, well - ventilated area.It should be kept in a well-ventilated, cool area. High temperatures can increase the risk of evaporation and potential ignition.High temperatures can increase evaporation risk and ignition potential. A temperature range between 2 - 8degC is often recommended for long - term storage.For long-term storage, a temperature range of 2-8degC is recommended. This helps to slow down any potential chemical reactions that could occur over time, such as polymerization.This will help to slow down any chemical reactions that may occur over time such as polymerization.

Ventilation is necessary to prevent the build - up of vapors.Ventilation will prevent the accumulation of vapors. Tert - butyl methacrylate vapors are heavier than air and can accumulate in low - lying areas.Tert-butyl methacrylate vapours are heavier than the air and can collect in low-lying areas. Adequate ventilation helps to disperse these vapors, reducing the risk of forming explosive mixtures with air.Adequate ventilation can help disperse the vapors and reduce the risk of explosive mixtures forming with air.

Secondly, it must be stored away from sources of ignition.Second, it should be stored away form sources of ignition. This includes open flames, sparks from electrical equipment, and hot surfaces.Open flames, sparks generated by electrical equipment, or hot surfaces are all examples. Since it is highly flammable, even a small ignition source can cause a violent fire or explosion.Even a small ignition source, due to its high flammability, can cause an explosion or fire. Electrical equipment in the storage area should be of explosion - proof type to avoid any potential ignition of the vapors.Electrical equipment should be explosion-proof to prevent any ignition of vapors.

Thirdly, proper container selection is important.Thirdly, it is important to choose the right container. Tert - butyl methacrylate should be stored in tightly sealed containers made of suitable materials.Tert-butyl methacrylate must be stored in containers that are made of materials that are suitable. Stainless steel or certain types of plastics that are resistant to chemical corrosion can be used.You can use stainless steel or plastics resistant to chemical corrosion. The container should be designed to prevent leakage, as any spillage can lead to the release of flammable vapors and potential environmental and safety hazards.Containers should be designed so that they do not leak, as spills can cause flammable vapors to be released and create environmental and safety hazards.

Fourthly, it should be stored separately from oxidizing agents.Fourthly, it must be stored away from oxidizing agents. Oxidizing agents can react violently with tert - butyl methacrylate, potentially leading to fires or explosions.Oxidizing agents may react violently with the tert-butyl methacrylate and cause fires or explosions. This segregation helps to prevent any accidental contact between the two substances.This separation helps to prevent accidental contact between the substances.

Finally, regular inspection of the storage area and containers is essential.It is important to inspect the containers and storage area regularly. Check for signs of leakage, corrosion of containers, and proper functioning of ventilation systems.Check for signs of leakage and corrosion in containers. Also, make sure that ventilation systems are working properly. Any issues should be addressed immediately to maintain a safe storage environment for tert - butyl methacrylate.To maintain a safe environment for tert-butyl methacrylate, any issues should be addressed as soon as possible.