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Product Name | 2-Phenoxyethyl acrylate |
Cas Number | 48145-04-6 |
Formula | C11H12O3 |
Molar Mass | 192.21 |
Density | 1.1 g/cm³ |
Boiling Point | 271-273°C |
Melting Point | -53°C |
Refractive Index | 1.506 |
Flash Point | 124°C |
Solubility | Slightly soluble in water |
Viscosity | 7-8 mPa.s |
Appearance | Clear liquid |
Odor | Mild |
Vapor Pressure | <1 mmHg at 25°C |
Stability | Stable under recommended storage conditions |
What is the chemical structure of 2-Phenoxyethyl acrylate?
2 - Phenoxyethyl acrylate is an organic compound with a specific chemical structure.2 - Phenoxyethyl Acrylate is a chemical compound with a unique structure.
Let's break down its structure based on its name.Let's decode its structure using its name. The term "acrylate" indicates that the compound contains the acrylate functional group.The term "acrylate", indicates that the compound contains an acrylate functional groups. The acrylate group has the general formula CH2=CH - COO - R, where R is an alkyl or other organic group.The acrylate group is represented by the general formula CH2=CH-COO-R, where R can be an alkyl group or another organic group. In this case, the "2 - phenoxyethyl" part indicates what is attached to the oxygen of the acrylate's ester group.The "2 - Phenoxyethyl", in this case, indicates what is attached the oxygen of the ester group.
The "2 - phenoxyethyl" moiety can be further analyzed.Further analysis of the "2 - Phenoxyethyl moiety" is possible. The "phenoxy" part comes from phenol, where the hydroxyl group (-OH) of phenol has been replaced by an oxygen atom that is then attached to an ethyl group.The "phenoxyethyl" moiety is derived from phenol. The hydroxyl group of phenol (-OH) has been replaced with an oxygen atom, which is then attached to the ethyl groups. The phenol molecule consists of a benzene ring (a six - membered aromatic ring with alternating double bonds) with a hydroxyl group (-OH) attached to it.The phenol molecule is composed of a benzene (a six-membered aromatic ring) with an attached hydroxyl group. When the -OH is replaced by -O - (forming a phenoxy group), and this phenoxy group is then attached to an ethyl group (-CH2CH3), we get the 2 - phenoxyethyl group.The 2 - phenoxyethyl is formed when the -OH group is replaced with -O- (forming a Phenoxy group) and then this phenoxy is attached to an ethyl (-CH2CH3) group.
The overall chemical structure of 2 - phenoxyethyl acrylate thus has an acrylate part: a double - bonded carbon (from the vinyl group CH2=CH -) which is also double - bonded to an oxygen atom of the carbonyl group (C=O) and single - bonded to an oxygen atom that in turn is connected to the 2 - phenoxyethyl group.The overall chemical structure is composed of a 2 – phenoxyethyl-acrylate: a double-bonded carbon (from vinyl group CH2=CH-) that is double-bonded to an atom of oxygen of the carbonyl (C=O) group and single-bonded to another oxygen atom.
The chemical formula for 2 - phenoxyethyl acrylate is C11H12O3.The chemical formula of 2 - phenoxyethyl acrylicate is C11H12O3. The molecular weight can be calculated based on the atomic weights of the constituent elements.Calculate the molecular mass using the atomic weights. Carbon has an atomic weight of approximately 12 g/mol, hydrogen has about 1 g/mol, and oxygen has about 16 g/mol.Carbon has a molecular weight of 12 g/mol. Hydrogen is 1 g/mol and oxygen is 16 g/mol. For C11H12O3, the molecular weight is (11*12)+(12*1)+(3*16)=132 + 12+48 = 192 g/mol.
The double bond in the acrylate part of the structure gives the compound the ability to participate in polymerization reactions.The double bond in acrylate gives the compound the ability participate in polymerization. This property makes 2 - phenoxyethyl acrylate useful in the production of polymers, such as in coatings, adhesives, and inks.This property makes the 2 - phenoxyethyl acrylicate useful in polymer production, such as in inks, adhesives and coatings. The presence of the phenoxyethyl group can also influence the physical and chemical properties of the resulting polymers, such as solubility, hardness, and adhesion characteristics.The presence of phenoxyethyl can also affect the physical and chemical characteristics of the polymers. These include solubility, hardness and adhesion properties.
What are the applications of 2-Phenoxyethyl acrylate?
2 - Phenoxyethyl acrylate is a versatile chemical compound with several important applications.2 - The versatile chemical compound phenoxyethylacrylate has many important applications.
In the coatings industry, it plays a significant role.It plays a major role in the coatings industry. It can be used as a reactive diluent in UV - curable coatings.It can be used in UV-curable coatings as a reactive dilutient. UV - curable coatings are widely used in various fields due to their fast curing speed, high hardness, and good abrasion resistance.UV-curable coatings have a wide range of applications due to their high hardness and abrasion resistance, as well as their rapid curing speed. 2 - Phenoxyethyl acrylate helps to adjust the viscosity of the coating formulation, ensuring easy application, such as by spraying or brushing.2 - Phenoxyethyl Acrylate helps to adjust viscosity in the coating formulation. This allows for easy application by spraying or brushing. It also participates in the polymerization reaction during UV curing, enhancing the cross - linking density of the coating film.It also participates to the polymerization during UV curing and enhances the cross-linking density of the film. This results in coatings with improved chemical resistance, better adhesion to substrates like wood, metal, and plastic, and enhanced durability, making them suitable for protecting and decorating a wide range of products.This results in coatings that are more durable, have better adhesion, and are resistant to chemicals. They can be used for a variety of products, including protecting and decorating them.
In the adhesives sector, 2 - Phenoxyethyl acrylate is used to modify the properties of adhesives.In the adhesives industry, 2 - Phenoxyethyl Acrylate is used to modify adhesive properties. It can be incorporated into acrylate - based adhesives to improve their flexibility.It can be added to acrylate-based adhesives in order to increase their flexibility. Many traditional adhesives may be too brittle, which can lead to cracking and reduced bond strength over time.Many traditional adhesives are too brittle. This can lead to cracking, and a reduced bond strength with time. By adding 2 - Phenoxyethyl acrylate, the resulting adhesive becomes more flexible, allowing it to better adapt to the movement and expansion/contraction of the bonded materials. This is particularly important in applications where the substrates are subject to mechanical stress or temperature changes, such as in automotive assembly, where components need to withstand vibrations and temperature fluctuations.This is especially important in applications that are subjected to mechanical stress and temperature changes.
The ink industry also benefits from 2 - Phenoxyethyl acrylate.Inks can also benefit from 2 - Phenoxyethyl Acrylate. In UV - curable inks, it serves a similar function as in coatings.In UV-curable inks it performs a similar role as in coatings. It acts as a diluent to control the ink's viscosity, enabling smooth printing processes, whether it's screen printing, offset printing, or digital printing.It is used as a dilutient to control ink viscosity. This allows for smooth printing processes whether they are screen printing, offset or digital. During UV curing, it reacts to form a solid, durable ink film.During UV curing it reacts and forms a solid, durable film of ink. This results in inks that have excellent color fastness, high gloss, and good scratch resistance.Inks with excellent color fastness and high gloss are produced. These properties are crucial for applications such as printing on packaging materials, labels, and decorative items, where the printed image needs to maintain its quality and appearance over an extended period.These properties are essential for applications like printing on packaging, labels, and decorative products, where the printed image must maintain its quality and look over an extended period.
In addition, 2 - Phenoxyethyl acrylate can be used in the synthesis of polymers.It can also be used to synthesize polymers. It can be copolymerized with other monomers to introduce specific properties into the polymer chain.It can be copolymerized to introduce specific properties to the polymer chain. For example, when copolymerized with acrylic acid or methacrylic acid monomers, the resulting polymer may have improved hydrophilic - lipophilic balance, which can be useful in applications such as emulsifiers, surfactants, or in the preparation of polymers for drug delivery systems where controlled solubility and release properties are required.When copolymerized, the resulting polymer can have a better hydrophilic-lipophilic balance. This is useful for applications such as emulsifiers and surfactants.
Overall, 2 - Phenoxyethyl acrylate is an important compound with diverse applications across multiple industries, contributing to the development of high - performance materials and products.Overall, 2 – Phenoxyethyl Acrylate is a compound that has a wide range of applications in multiple industries. It contributes to the development and production of high-performance materials and products.
What are the safety precautions when handling 2-Phenoxyethyl acrylate?
2 - Phenoxyethyl acrylate is a chemical compound that requires certain safety precautions when being handled.2 - Phenoxyethyl Acrylate is a chemical that requires special precautions to be taken when handling.
Firstly, personal protective equipment is essential.Personal protective equipment is a must. Wear appropriate chemical - resistant gloves.Wear gloves that are resistant to chemicals. Nitrile or neoprene gloves are often good choices as they can resist the penetration of 2 - phenoxyethyl acrylate.It is best to use gloves made of nitrile or neoprene, as they are resistant to 2 - phenoxyethylacrylate. This helps prevent skin contact, which can lead to irritation, redness, and potential allergic reactions.This will help prevent skin contact that can cause irritation, redness and allergic reactions. In addition, wear safety goggles or a face shield.Wear safety goggles, or a face shield. If any of the chemical splashes into the eyes, it can cause severe eye damage, including corneal abrasions and vision impairment.If the chemical splashes in the eyes, severe eye damage can occur, including corneal erosions and vision impairment. A lab coat or protective clothing should also be worn to safeguard the body from spills and splashes.Wearing a lab coat or protective clothing will also protect the body from spills.
Secondly, proper ventilation is crucial.Second, ventilation is essential. Work in a well - ventilated area, preferably under a fume hood.Work in an area that is well-ventilated, preferably under the fume hood. 2 - Phenoxyethyl acrylate can release vapors that are irritating to the respiratory system.2 - Phenoxyethyl Acrylate can release vapors which are irritating to respiratory systems. Inhalation of these vapors may cause coughing, shortness of breath, and lung irritation.Inhalation of the vapors can cause coughing, shortness in breath, and lung irritation. A fume hood effectively captures and exhausts the vapors, reducing the risk of inhalation exposure.A fume hood captures and exhausts vapors effectively, reducing the risk for inhalation.
When storing 2 - phenoxyethyl acrylate, keep it in a cool, dry place away from sources of heat, ignition, and direct sunlight.Store 2 - phenoxyethyl acrylicate in a cool and dry place, away from heat sources, ignitions, and direct sunlight. It is flammable, so storing it near heat or open flames can pose a significant fire hazard.It is flammable and storing it near open flames or heat can be a fire hazard. Additionally, store it in a tightly closed container to prevent evaporation and leakage.Store it in a tightly-closed container to prevent evaporation.
In case of a spill, act promptly.Act quickly in the event of a spill. First, evacuate the area to prevent others from being exposed.To prevent others from becoming exposed, first evacuate the area. Then, if it is a small spill, absorb it with an appropriate absorbent material like vermiculite or sand.If it is a small leak, you can absorb it using an absorbent material such as vermiculite, or sand. Place the contaminated absorbent in a proper waste container for disposal according to local regulations.Place the contaminated absorbent into a waste container according to local regulations. For larger spills, contact the appropriate emergency response teams.Contact the appropriate emergency response team for larger spills.
Finally, ensure that all personnel handling 2 - phenoxyethyl acrylate are trained in its proper handling procedures, the potential hazards associated with it, and the appropriate emergency response measures.Finalize, ensure that personnel handling 2 -phenoxyethylacrylate is trained in the proper handling procedures and the hazards associated with the chemical. Also, train them on the appropriate emergency response measures. This knowledge equips them to handle the chemical safely and respond effectively in case of any accidents.This knowledge allows them to handle the chemicals safely and respond in an effective manner in case of an accident.
What are the physical and chemical properties of 2-Phenoxyethyl acrylate?
2 - Phenoxyethyl acrylate is an important monomer in the field of polymer chemistry with distinct physical and chemical properties.
Physical Properties
Appearance: It is typically a clear, colorless to slightly yellow - colored liquid. This visual characteristic makes it easy to handle and identify in industrial and laboratory settings. Its liquid state at room temperature allows for easy mixing with other substances during polymerization processes.
Odor: It has a characteristic, somewhat pungent odor. Although not extremely overpowering, the odor serves as an indication of its presence and can be detected by human olfactory senses even at relatively low concentrations.
Boiling Point: The boiling point of 2 - phenoxyethyl acrylate is around 245 - 247 degC. This relatively high boiling point is due to the presence of intermolecular forces such as dipole - dipole interactions and van der Waals forces. The relatively strong intermolecular forces hold the molecules together, requiring a significant amount of energy to convert the liquid into the gaseous state.
Melting Point: Information on its melting point is less commonly emphasized as it is usually used in its liquid form. However, it would be expected to have a relatively low melting point, consistent with its liquid state at room temperature, likely well below 0 degC.
Density: It has a density of approximately 1.09 g/cm3. This density value is higher than that of water (1 g/cm3), meaning it will sink in water if the two substances are combined. The density is an important parameter in formulating mixtures and determining the volume - to - mass ratios in various applications.
Solubility: 2 - Phenoxyethyl acrylate is moderately soluble in organic solvents such as ethanol, acetone, and toluene. This solubility in organic solvents is beneficial for formulating coatings, adhesives, and inks. However, it has limited solubility in water due to the non - polar nature of the phenoxy group, which dominates over the relatively small polar acrylate group in terms of solubility behavior.
Chemical Properties
Reactivity: The acrylate group in 2 - phenoxyethyl acrylate is highly reactive. It can undergo addition polymerization reactions. In the presence of an initiator, such as a free - radical initiator like benzoyl peroxide, the double bond in the acrylate group breaks, allowing monomers to link together to form long - chain polymers. This reactivity makes it a valuable building block for the synthesis of various polymers used in coatings, where the formation of a continuous, cross - linked polymer film is desired.
Hydrolysis Sensitivity: The ester group in 2 - phenoxyethyl acrylate can potentially undergo hydrolysis in the presence of water and an appropriate catalyst, such as an acid or a base. In acidic conditions, the ester hydrolysis proceeds through a mechanism where the carbonyl carbon of the ester is protonated, enhancing its electrophilicity and facilitating the attack of water molecules. In basic conditions, hydroxide ions directly attack the carbonyl carbon, leading to the formation of the corresponding alcohol (2 - phenoxyethanol) and the carboxylate salt of acrylic acid.
Stability: In the absence of reactive species or extreme conditions, 2 - phenoxyethyl acrylate is relatively stable. However, it should be stored away from heat, light, and strong oxidizing agents, as these can initiate unwanted reactions, such as polymerization or oxidation of the molecule.
UV - Curing Ability: Due to the presence of the acrylate double bond, 2 - phenoxyethyl acrylate can participate in UV - curing processes. When exposed to ultraviolet light in the presence of a photoinitiator, the double bond undergoes rapid polymerization, forming a solid polymer network. This property is widely used in the production of UV - curable coatings and inks, where fast - drying and high - performance films are required.
How is 2-Phenoxyethyl acrylate synthesized?
2 - Phenoxyethyl acrylate is an important monomer used in the synthesis of various polymers.The monomer phenoxyethylacrylate is used to synthesize many polymers. Here is a common method for its synthesis:Here is a common way to synthesize it:
1. Reactants and Reagents RequiredReactants and Reagents are Required
The main reactants are 2 - phenoxyethanol and acrylic acid.The main reactants in this reaction are 2 - acrylic acid and phenoxyethanol. Additionally, a catalyst, an inhibitor, and a solvent may be needed.A catalyst, an inhibitor, and a solution may also be required. A common catalyst for this esterification reaction is sulfuric acid or p - toluenesulfonic acid.This esterification reaction can be catalyzed by sulfuric acid or p-toluenesulfonic acids. The inhibitor, such as hydroquinone or 4 - methoxyphenol, is used to prevent unwanted polymerization of acrylic acid during the reaction.The inhibitor, such a hydroquinone, or 4 -methoxyphenol is used to stop the polymerization of the acrylic acid during reaction. A suitable solvent like toluene can be employed to facilitate the reaction and help remove water formed during the process.Toluene is a suitable solvent that can be used to facilitate the reaction.
2. Reaction MechanismReaction Mechanism
The synthesis of 2 - phenoxyethyl acrylate follows an esterification reaction mechanism.The esterification reaction is the mechanism that is used to synthesize 2 - phenoxyethylacrylate. In the presence of the catalyst, the carboxylic acid group of acrylic acid reacts with the hydroxyl group of 2 - phenoxyethanol.In the presence of a catalyst, the carboxylic group of acrylic acids reacts with the 2-phenoxyethanol hydroxyl group. The catalyst protonates the carbonyl oxygen of acrylic acid, making the carbonyl carbon more electrophilic.The catalyst protonates carbonyl oxygen in acrylic acid to make the carbonyl more electrophilic. The hydroxyl oxygen of 2 - phenoxyethanol then attacks the carbonyl carbon, forming a tetrahedral intermediate.The hydroxyl of 2 -phenoxyethanol attacks the carbonyl to form a tetrahedral intermediary. Subsequently, a water molecule is eliminated, and the catalyst is regenerated, resulting in the formation of 2 - phenoxyethyl acrylate.The catalyst is then regenerated after a water molecule has been removed.
3. Reaction ProcedureReaction Procedure
First, in a reaction flask equipped with a reflux condenser, a stirrer, and a thermometer, 2 - phenoxyethanol and acrylic acid are added in a certain molar ratio.In a reaction flask with a reflux-condenser and a thermometer attached, the 2 - phenoxyethanol is added in a specific molar proportion. The catalyst, typically in a small amount (e.g., 1 - 5% by mass relative to the reactants), is then added.The catalyst is added in a small quantity (e.g. 1 - 5 % by mass relative to reactants). The inhibitor is also added to prevent polymerization.To prevent polymerization, the inhibitor is added. The solvent, if used, is added to the mixture.Add the solvent, if any, to the mixture.
The reaction mixture is then heated to a suitable temperature, usually in the range of 80 - 120 degC, with continuous stirring.The reaction mixture is heated to a suitable level, usually between 80-120 degC with constant stirring. As the reaction progresses, water is formed as a by - product.As the reaction proceeds, water is produced as a by-product. In the case of using toluene as a solvent, an azeotropic distillation setup can be used to remove water from the reaction system.If toluene is used as a solvent, azeotropic distilation can be used to remove the water from the system. This helps drive the equilibrium of the esterification reaction towards the formation of 2 - phenoxyethyl acrylate.This helps to drive the equilibrium of esterification towards the formation 2 - phenoxyethyl acrylicate.
The reaction is monitored, for example, by measuring the amount of water produced or by using techniques like gas chromatography to analyze the conversion of reactants to products.Monitoring the reaction can be done by measuring the amount or water produced, or by using techniques such as gas chromatography, which analyzes the conversion of reactants into products. Once the desired conversion is achieved, the reaction mixture is cooled.Once the desired conversion has been achieved, the reaction mixture will be cooled.
4. Product Isolation and PurificationProduct Isolation & Purification
After cooling, the reaction mixture may be washed with a dilute sodium carbonate solution to neutralize the catalyst.After cooling, the reaction mix can be washed in a dilute solution of sodium carbonate to neutralize catalyst. The organic layer containing 2 - phenoxyethyl acrylate is then separated.The organic layer containing 2-phenoxyethyl-acrylate is separated. Further purification can be carried out by distillation under reduced pressure to remove any unreacted starting materials, solvent, and other impurities, obtaining pure 2 - phenoxyethyl acrylate.Distillation under reduced pressure can be used to remove unreacted starting material, solvent and other impurities.