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Product Name | Acrylic acid 5-hydroxy-pentyl ester |
Cas Number | 88889-99-0 |
Formula | C8H14O3 |
Molar Mass | 158.19 g/mol |
Property 1 | Boiling Point: 220°C |
Property 2 | Density: 1.03 g/cm³ |
Property 3 | Refractive Index: 1.432 |
Property 4 | Flash Point: 98°C |
Property 5 | Viscosity: 3.2 mPa·s at 25°C |
Property 6 | Surface Tension: 30.5 mN/m |
Property 7 | Solubility in Water: 3.5 g/L |
Property 8 | Vapor Pressure: 0.1 kPa at 20°C |
Property 9 | Autoignition Temperature: 380°C |
Property 10 | Melting Point: -30°C |
What are the main uses of acrylic acid 5-hydroxy-pentyl ester?
Acrylic acid 5 - hydroxy - pentyl ester has several important applications:There are many important applications for acrylic acid 5 - pentyl - hydroxy ester:
1. In Polymer SynthesisIn Polymer Synthesis
One of the primary uses is in the creation of polymers.The creation of polymers is one of its primary uses. When incorporated into polymerization reactions, it can introduce specific functional groups to the polymer backbone.It can introduce functional groups into the polymer backbone when incorporated in polymerization reactions. The 5 - hydroxy - pentyl group contains a hydroxyl (-OH) functionality.The 5 hydroxy pentyl group has a hydroxyl functionality (-OH). This hydroxyl group can participate in further reactions such as cross - linking.This hydroxyl group may be used in other reactions, such as cross-linking. For example, in the synthesis of water - soluble polymers, the acrylic acid 5 - hydroxy - pentyl ester can be copolymerized with other monomers like acrylamide.In the synthesis water-soluble polymers the 5 -hydroxy - pentyl ester of acrylic acid can be copolymerized. The resulting copolymer can have enhanced solubility and the ability to form hydrogels due to the potential for hydrogen bonding and cross - linking through the hydroxyl groups.Due to the hydrogen bonding and cross-linking potential of the hydroxyl groups, the copolymer produced can have increased solubility as well as the ability to produce hydrogels. These hydrogels find applications in areas such as drug delivery systems, where the controlled release of drugs can be achieved.These hydrogels are used in areas like drug delivery systems where controlled release of drugs is possible. The polymer matrix can swell in an aqueous environment, and the drug can be released at a regulated rate.The polymer matrix can expand in an aqueous atmosphere, allowing the drug to be released at a controlled rate.
2. Coatings Industry
In the coatings field, acrylic acid 5 - hydroxy - pentyl ester is valuable.The coatings industry is a good place to use acrylic acid 5-hydroxy-pentyl ester. When used in the formulation of coatings, it can improve the adhesion of the coating to various substrates.It can be used to improve adhesion between the coating and various substrates when it is used in coating formulations. The hydroxyl group can react with functional groups on the surface of materials such as metals, plastics, or wood.The hydroxyl group reacts with functional groups on surfaces of materials like metals, wood, and plastics. This reaction forms chemical bonds that enhance the coating - substrate interaction, preventing peeling and improving the durability of the coating.This reaction creates chemical bonds which enhance the coating-substrate interaction, preventing peeling of the coating and improving its durability. Additionally, it can contribute to the formation of a hard and abrasion - resistant film.It can also contribute to the formation a tough and abrasion-resistant film. In automotive coatings, for instance, the use of this monomer can lead to coatings that can withstand the rigors of daily use, including resistance to scratches and environmental factors like UV radiation and moisture.This monomer is used in automotive coatings to create coatings that are resistant to scratches, UV radiation, and moisture.
3. Adhesives
For adhesives, acrylic acid 5 - hydroxy - pentyl ester plays a significant role. The presence of the hydroxyl group allows for better wetting of surfaces.The presence of hydroxyl groups allows for better surface wetting. This improves the adhesive's ability to spread and adhere firmly to different materials.The adhesive is better able to adhere to different materials and spread. It can be copolymerized with other monomers to create pressure - sensitive adhesives.It can be copolymerized to create pressure-sensitive adhesives. These adhesives are used in a wide range of applications, from labels and tapes to medical adhesives.These adhesives can be used for a variety of applications, including labels, tapes and medical adhesives. In medical applications, the copolymer adhesives made with this monomer need to be biocompatible.The copolymer glues made from this monomer must be biocompatible for medical applications. The hydroxyl - containing monomer can also participate in post - polymerization reactions to increase the strength and durability of the adhesive bond, ensuring long - term adhesion.The hydroxyl-containing monomer can participate in post-polymerization reactions, increasing the strength and durability.
4. Textile Industry
In the textile industry, it can be used to modify the properties of fabrics.In the textile industry it can be used for modifying the properties of fabrics. When applied through a finishing process, the monomer can react with the fibers.The monomer can react to the fibers when applied as part of a finishing process. The hydroxyl group can form hydrogen bonds with the textile fibers, improving the wrinkle - resistance of the fabric.The hydroxyl group is able to form hydrogen bonds with textile fibers and improve the wrinkle resistance of the fabric. It can also enhance the fabric's affinity for dyes.It can also increase the fabric's affinity to dyes. By copolymerizing with other monomers and applying the resulting polymer to the fabric, the fabric can have better color fastness, meaning the dyes are less likely to fade during washing or exposure to sunlight.By copolymerizing monomers with each other and applying the polymer to the fabric the fabric can be given better color fastness. This means that the dyes will not fade when exposed to sunlight or washed. This helps in producing high - quality, long - lasting textile products.This allows for the production of high-quality, long-lasting textile products.
Is acrylic acid 5-hydroxy-pentyl ester harmful to the environment?
Acrylic acid 5 - hydroxy - pentyl ester may pose several potential environmental impacts.The environmental impact of acrylic acid 5 - hydroxy-pentyl ester is significant.
In terms of aquatic ecosystems, if it is released into water bodies, it could have harmful effects on aquatic organisms.If released into water bodies it could have harmful effects to aquatic organisms. It might be toxic to fish, invertebrates, and aquatic plants.It could be toxic to aquatic plants, fish, and invertebrates. For example, it could interfere with the normal physiological functions of fish, such as respiration and osmoregulation.It could, for example, interfere with the normal physiological function of fish such as respiration or osmoregulation. Aquatic invertebrates like daphnia, which are important parts of the food chain, could also be affected.Aquatic invertebrates, such as daphnias, which are an important part of the food chain could also be affected. Their survival, reproduction, and growth might be inhibited, which would then have a cascading effect on the entire aquatic food web.Their reproduction, growth, and survival could be affected, which would have a cascading impact on the entire aquatic web.
When considering soil ecosystems, if the compound enters the soil, it could potentially impact soil microorganisms.If the compound enters soil, it may have an impact on soil microorganisms. These microorganisms play crucial roles in processes like nutrient cycling, decomposition of organic matter, and maintaining soil structure.These microorganisms are crucial in processes such as nutrient cycling and decomposition of organic material. They also maintain soil structure. Acrylic acid 5 - hydroxy - pentyl ester may be toxic to some of these beneficial soil microbes.Some of these beneficial microbes may be toxic by acrylic acid 5 hydroxy pentyl ester. This could disrupt the normal soil ecosystem functions, leading to reduced soil fertility over time.This could disrupt soil ecosystem functions and lead to a reduction in soil fertility over time. For instance, the breakdown of plant residues into nutrients that can be taken up by plants might be slowed down.The breakdown of plant residues to nutrients that plants can absorb might be slowed.
In the atmosphere, although it is less likely to be present in significant amounts in the air under normal circumstances, if there is volatilization of this compound, it could potentially contribute to the formation of secondary pollutants.It is possible that this compound could contribute to secondary pollutants in the atmosphere if it is volatilized. It might react with other chemicals in the air, such as ozone and free radicals, leading to the generation of more harmful substances that can affect air quality and have implications for human and environmental health.It could react with other chemicals, such as ozone or free radicals in the air. This can lead to the formation of more harmful substances.
However, the actual environmental harm depends on several factors.The actual environmental damage depends on a number of factors. The concentration at which it is released into the environment is a key factor.The concentration of the substance released into the environment plays a major role. Low concentrations may have relatively minor impacts, while high - concentration releases could cause more significant damage.Low concentrations can have relatively minor effects, while high concentrations could cause more serious damage. Additionally, the environmental fate of the compound also matters.The fate of the compound in the environment is also important. If it can be rapidly degraded in the environment through natural processes like biodegradation, photodegradation, or hydrolysis, its harmful effects may be limited.If the compound can be degraded quickly in the environment by natural processes such as photodegradation or hydrolysis, then its harmful effects could be limited. But if it is persistent, it can accumulate in the environment, increasing the potential for long - term harm to various ecosystems.If it is persistent in the environment it can accumulate, increasing the risk of long-term harm to ecosystems. Overall, while acrylic acid 5 - hydroxy - pentyl ester has the potential to be harmful to the environment, a full understanding requires further study of its environmental behavior and effects at different levels of exposure.While acrylic acid 5 hydroxy – pentyl ester has the potential to harm the environment, further research is needed to fully understand its environmental behavior and effects.
How is acrylic acid 5-hydroxy-pentyl ester synthesized?
Synthesis of acrylic acid 5 - hydroxy - pentyl ester typically involves the reaction between acrylic acid and 5 - hydroxy - pentanol.The reaction between 5 hydroxy pentanol and acrylic acid is usually used to synthesize the 5 hydroxy pentyl esters of acrylic acid. Here is a general approach to its synthesis:Here is a general method of its synthesis.
1. Selection of Reactants and ReagentsSelecting Reactants and Reagents
First, high - purity acrylic acid and 5 - hydroxy - pentanol are needed.First, you will need high-purity acrylic acid and 5-hydroxy-pentanol. These starting materials should be free from impurities that could interfere with the reaction.These materials should be free of impurities which could interfere with the reactions. Additionally, a catalyst is often required to speed up the reaction.A catalyst is also often needed to speed up the reactions. A common choice is an acid catalyst, such as sulfuric acid or p - toluenesulfonic acid.Acid catalysts, such as sulfuric or p-toluenesulfonic acids, are often used. These acids can protonate the carbonyl group of acrylic acid, making it more reactive towards the nucleophilic attack by the hydroxyl group of 5 - hydroxy - pentanol.These acids can protonate carbonyl groups in acrylic acid to make them more reactive against the nucleophilic attack of the hydroxyl groups of 5 -hydroxy - pentanol.
2. Reaction SetupReaction Setup
The reaction is usually carried out in a suitable solvent.The reaction is carried out using a suitable solvent. Solvents like toluene or xylene can be used.Solvents such as toluene and xylene are suitable. These solvents help in dissolving the reactants and also facilitate the removal of water formed during the reaction through azeotropic distillation.These solvents dissolve the reactants, and facilitate the removal of the water formed during the reactions through azeotropic distillation. The reaction mixture is placed in a reaction flask equipped with a reflux condenser to prevent the loss of volatile components.The reaction mixture is put in a reaction flask with a reflux-condenser, which prevents the loss of volatile components. A Dean - Stark apparatus can be attached to the reflux condenser to separate and collect the water formed during the reaction continuously.The Dean-Stark apparatus can be connected to the reflux condenser in order to collect and separate the water continuously formed during the reaction.
3. Reaction ProcessReaction Process
The appropriate amounts of acrylic acid, 5 - hydroxy - pentanol, and the catalyst are added to the reaction flask containing the solvent.The reaction flask with the solvent is then filled with the appropriate amounts of 5 - hydroxy-pentanol and the catalyst. The reaction mixture is then heated under reflux.The reaction mixture is heated under reflux. The temperature of the reaction is carefully controlled.The temperature of the reaction must be carefully controlled. Generally, the reaction temperature is in the range of 100 - 150 degC, depending on the catalyst used and the reactivity of the reactants.The reaction temperature ranges between 100 and 150 degC depending on the catalyst and the reactivity. As the reaction progresses, the hydroxyl group of 5 - hydroxy - pentanol attacks the activated carbonyl carbon of acrylic acid.As the reaction proceeds, the hydroxyl groups of 5 -hydroxy - pentanol attack the activated carbonyl of acrylic acid. This results in the formation of an intermediate, followed by the elimination of a water molecule to form acrylic acid 5 - hydroxy - pentyl ester.This leads to the formation of an intermediary, followed by the removal of a water-molecule to form the acrylic acid 5-hydroxy-pentyl ester.
4. Product Isolation and PurificationProduct Isolation & Purification
After the reaction is complete as determined by techniques like gas chromatography or thin - layer chromatography, the reaction mixture is cooled.The reaction mixture is cooled after the reaction has been completed, as determined by techniques such as gas chromatography and thin-layer chromatography. The catalyst is neutralized, for example, by adding a base such as sodium carbonate.The catalyst can be neutralized by adding a base, such as sodium carbate. The organic layer containing the product is separated from the aqueous layer.The organic layer that contains the product is separated. The organic layer is then washed several times with water to remove any remaining impurities.The organic layer is washed with water several times to remove any impurities. The solvent is removed by distillation under reduced pressure.Distillation under reduced pressure is used to remove the solvent. Further purification can be achieved by column chromatography, where the crude product is passed through a column filled with an appropriate stationary phase (such as silica gel) to separate the product from any remaining unreacted starting materials or by - products.Column chromatography can be used to achieve further purification. The crude product is passed over a column containing a stationary phase (such a silica gel), which separates the product from any unreacted starter materials or by-products. This process yields relatively pure acrylic acid 5 - hydroxy - pentyl ester.This process yields a relatively pure 5 - hydroxy-pentyl ester of acrylic acid.
What are the physical and chemical properties of acrylic acid 5-hydroxy-pentyl ester?
Acrylic acid 5 - hydroxy - pentyl ester, also known as 5 - hydroxy - pentyl acrylate.Acrylic acid 5 hydroxy pentyl ester is also known as pentyl 5 hydroxy acrylate.
Physical properties:Physical Properties
Appearance: It is likely to be a colorless to slightly yellowish liquid at room temperature.Appearance: At room temperature, it is likely to appear as a colorless or slightly yellowish liquid. The color can vary depending on the purity of the compound.The color of the compound can vary. Impurities may cause it to appear more yellow.Impurities can cause it to appear yellower.
Odor: It usually has a characteristic, somewhat pungent odor typical of many acrylate - based compounds.Odor: It has a characteristic, pungent smell that is typical of many acrylate-based compounds. This odor is due to the presence of the acrylate functional group.This odor is caused by the presence of an acrylate functional group.
Boiling point: The boiling point of acrylic acid 5 - hydroxy - pentyl ester is relatively high.Boiling Point: The boiling point for acrylic acid 5-hydroxy-pentyl esters is relatively high. The presence of the long pentyl chain and the hydroxyl group increases the intermolecular forces, such as van der Waals forces and hydrogen bonding.The long pentyl chains and the hydroxyl groups increase the intermolecular interactions, such as van der Waals and hydrogen bonds. These forces require more energy to break, resulting in a higher boiling point compared to some simpler esters.These forces require a greater amount of energy to break and therefore have a higher boiling temperature than some simpler esters. The exact boiling point can be determined experimentally but is generally in a range where it remains in the liquid state under normal atmospheric conditions and room temperature.The exact boiling point is determined experimentally, but it is usually in a range that allows the esters to remain in liquid form under normal atmospheric conditions.
Melting point: The melting point is relatively low for a compound of this type.Melting point: This compound has a relatively low melting point. The long pentyl chain provides some flexibility, preventing the molecules from packing tightly together at lower temperatures.The long pentyl chains provide some flexibility and prevent the molecules from packing together tightly at lower temperatures. As a result, it remains in a liquid state at temperatures close to or just above the freezing point of water.It remains liquid at temperatures just above or close to the freezing point of ice.
Solubility: It has some solubility in polar organic solvents.It is soluble in some polar organic solvents. The hydroxyl group makes it somewhat hydrophilic, allowing it to interact with polar solvents through hydrogen bonding.It is hydrophilic due to the hydroxyl group, which allows it to interact with polar organic solvents via hydrogen bonding. It can dissolve in solvents like ethanol, methanol, and acetone.It can dissolve in solvents such as acetone, ethanol, and methanol. However, its solubility in non - polar solvents such as hexane is limited due to the polar nature of the hydroxyl and acrylate groups.Its solubility is limited in non-polar solvents like hexane due to the polarity of the hydroxyl groups and acrylate.
Chemical properties:Chemical properties
Reactivity of the acrylate group: The acrylate double bond in acrylic acid 5 - hydroxy - pentyl ester is highly reactive.The acrylate group is highly reactive. It can undergo addition polymerization reactions.It can undergo addition polymerization. In the presence of initiators, such as free - radical initiators like benzoyl peroxide, the double bond can break and form long - chain polymers.In the presence of free radical initiators such as benzoylperoxide, a double bond can be broken and long -chain polymers are formed. These polymers find applications in coatings, adhesives, and polymer - based materials.These polymers are used in coatings and adhesives as well as polymer-based materials.
Reactivity of the hydroxyl group: The hydroxyl group can participate in esterification reactions.Reactivity of the hydroxyl groups: The hydroxyl can participate in esterification. It can react with carboxylic acids or acid anhydrides to form new esters.It can react to form new esters with carboxylic acid or acid anhydrides. For example, reacting it with acetic anhydride would result in the formation of an acetate - modified acrylate ester.Reacting it with anhydride acetic, for example, would result in an acetate-modified acrylate ester. It can also react with isocyanates in a polyurethane - forming reaction.It can also be used to form polyurethanes by reacting with isocyanates. The hydroxyl group can be oxidized under appropriate conditions.Under the right conditions, the hydroxyl group is oxidized. Mild oxidizing agents can convert the hydroxyl group to an aldehyde or a carboxylic acid, depending on the reaction conditions.Mild oxidizing agents, depending on reaction conditions, can convert the hydroxyl to an aldehyde. Additionally, it can form hydrogen bonds with other molecules containing hydrogen - bond acceptors, which can influence its physical and chemical behavior in various systems.It can also form hydrogen bonds with molecules that contain hydrogen-bond acceptors. This can influence its chemical and physical behavior in different systems.
Are there any safety precautions when handling acrylic acid 5-hydroxy-pentyl ester?
When handling acrylic acid 5 - hydroxy - pentyl ester, several safety precautions are necessary.Safety precautions must be taken when handling acrylic acid 5-hydroxy-pentyl ester.
Firstly, in terms of personal protective equipment.First, personal protective equipment. Workers should wear appropriate chemical - resistant gloves.Wearing gloves that are resistant to chemicals is a must. This is crucial as direct skin contact can lead to skin irritation, burns, or absorption of the chemical into the body.Direct skin contact with chemicals can cause skin irritation, burns or absorption into the body. Nitrile or neoprene gloves are often good choices due to their resistance to many organic chemicals.These gloves are resistant to many organic chemicals and are therefore a good choice. Additionally, safety goggles must be worn at all times.Safety goggles should also be worn at any time. The eyes are extremely sensitive, and any splash of acrylic acid 5 - hydroxy - pentyl ester could cause serious eye damage, including corneal abrasions or even loss of vision.Any splash of 5 - hydroxy-pentyl ester acrylic acid could cause serious eye injuries, including corneal abrasions and even loss of sight. A full - face shield may be required in situations where there is a high risk of splashing.In situations where splashing is likely, a full-face shield may be necessary. Workers should also don suitable protective clothing, such as a lab coat or chemical - resistant apron, to prevent the chemical from coming into contact with their bodies.To prevent chemicals from coming in contact with the workers, they should wear protective clothing such as a labcoat or chemical-resistant apron.
Secondly, proper ventilation is essential. Acrylic acid 5 - hydroxy - pentyl ester may release vapors that can be harmful if inhaled.Inhaling vapors from acrylic acid 5 -hydroxy - pentyl ester can be dangerous. Working in a well - ventilated area, preferably under a fume hood, helps to remove these vapors from the breathing zone.These vapors can be removed from the breathing area by working in a well-ventilated area, preferably with a fume hood. Inadequate ventilation can lead to respiratory problems, such as coughing, shortness of breath, or irritation of the nasal passages and lungs.Inadequate ventilation may cause respiratory problems such as coughing or shortness of breathe, or irritation to the nasal passages and lung. If large - scale handling is involved, the workplace should be equipped with an industrial - grade ventilation system to ensure the continuous removal of potentially harmful vapors.If there is a lot of handling, the workplace should have an industrial-grade ventilation system installed to remove harmful vapors.
Thirdly, storage precautions are important.Thirdly, it is important to take precautions when storing chemicals. The chemical should be stored in a cool, dry place away from sources of heat and ignition.The chemical should always be stored in a dry, cool place away from heat sources and ignition. Acrylic acid 5 - hydroxy - pentyl ester is flammable, and exposure to heat or an open flame can lead to a fire or explosion.Acrylic acid 5 hydroxy – pentyl ester is flammable and can cause a fire or explosion if exposed to heat or open flame. It should be stored in a dedicated chemical storage cabinet that is designed to prevent spills and contain any leaks.It should be kept in a cabinet designed to contain and prevent leaks. Additionally, it should be stored separately from oxidizing agents, as they can react violently with acrylic acid esters.It should also be stored away from oxidizing agents as they can react violently.
Fourthly, in case of accidental exposure, immediate action is required.In the event of accidental exposure to chemicals, immediate action must be taken. If the chemical comes into contact with the skin, the affected area should be washed thoroughly with soap and water for at least 15 minutes.If the chemical is in contact with the skin it should be thoroughly washed with soap and water. This should take at least 15 minutes. For eye contact, rinse the eyes with copious amounts of water for at least 15 minutes and seek immediate medical attention.If the chemical comes into contact with the eyes, rinse them thoroughly for at least 15 min. and seek immediate medical attention. In case of inhalation, move the affected person to fresh air immediately.In the event of inhalation, immediately move the person to fresh air. If the person is not breathing, perform CPR if trained to do so and call for emergency medical help.If the person does not breathe, perform CPR on them if you are trained to do so. Call for emergency medical assistance.
Finally, when disposing of acrylic acid 5 - hydroxy - pentyl ester, it must be done in accordance with local environmental regulations.When disposing of the acrylic acid 5 hydroxy pentyl ester, you must follow local environmental regulations. Do not pour it down the drain or dispose of it in regular trash.Do not dispose of it in the regular trash or down the drain. Specialized waste management procedures should be followed to ensure that the chemical does not contaminate the environment.To avoid contaminating the environment, it is important to follow specialized waste management procedures.