Ethyl acrylate = Acrylic acid ethyl ester
CAS Number: 140-88-5
EC Number: 205-438-8
MDL number: MFCD00009188
EINECS: No. 205-438-8
Molecular Formula: CH₂=CHCOOC₂H₅
Ethyl Acrylate (EA) is a clear, colorless liquid with a strong acrid odor.
ETHYL ACRYLATE's comprised of a polymerizable vinyl functional group on one end and a reactive ester group on the other end.
ETHYL ACRYLATE is slightly miscible with water, soluble in most organic solvents and has relatively low volatility.
ETHYL ACRYLATE’s vapor is heavier than air.
Ethyl Acrylate copolymerizes readily with a wide variety of functional groups including amides, esters, vinyl acetate, vinyl chlorides, styrene and (meth)acrylic acid.
The added ester group imparts properties such as durability, flexibility, elasticity, stickiness and adhesiveness.
ETHYL ACRYLATE occurs naturally in some fruits (for example, pineapple, durian, blackberries, raspberries and passionfruit).
ETHYL ACRYLATE exhibits excellent copolymer characteristics with other acrylate and methacrylate monomers and vinyl acetate monomer.
With a homopolymer Tg of -21°C.
ETHYL ACRYLATE increases the softness, flexibility, and tack of copolymer compositions.
Acrylic acid ethyl ester is often copolymerized with the softer butyl acrylate monomer to afford a slightly harder finish.
In copolymers,Acrylic acid ethyl ester contributes good weathering characteristics, UV stability, clarity, and oil resistance.
Acrylic acid ethyl ester unit has a higher ester content (-CO2-; 42%) vs. other “soft” acrylic monomers like butyl acrylate (33%) and 2-ethylhexyl acrylate (27%).
Hence Acrylic acid ethyl ester is more polar and improves adhesive and binding properties to polar surfaces.
Ethyl Acrylate is an acrylate monomer with a molecular formula of C5H8O2.
Acrylic acid ethyl ester is a clear and volatile liquid which is slightly soluble in water and completely soluble in alcohols, ethers and almost all organic solvents.
Acrylic acid ethyl ester is a very flammable liquid (fire hazard rating 3) with a flashpoint of 9° C and has a sharp acrid odour.
Acrylic acid ethyl ester is easily miscible with other organic solvents and is readily polymerized with other monomer molecules to create polymer chains.
Acrylates (ethyl acrylate, ethyl methacrylate, and methyl methacrylate) are ingredients found in artificial nail products.
We are mainly exposed to Acrylic acid ethyl ester through inhalation or skin contact.
Despite evidence of adverse skin, eye, and throat reactions to Acrylic acid ethyl ester, Acrylic acid ethyl ester continue to be used in nail products.
Ethyl acrylate is the ester of acrylic acid and ethanol.
Ethyl acrylate is an acrylate monomer with a molecular formula of C5H8O2.
Ethyl acrylate is a clear and volatile liquid which is slightly soluble in water and completely soluble in alcohols, ethers and almost all organic solvents.
Ethyl acrylate is a very flammable liquid (fire hazard rating 3) with a flashpoint of 9° C and has a sharp acrid odour.
Ethyl acrylate is easily miscible with other organic solvents and is readily polymerized with other monomer molecules to create polymer chains.
Ethyl acrylate is an organic compound with the formula CH2CHCO2CH2CH3.
Acrylic acid ethyl ester is the ethyl ester of acrylic acid.
Acrylic acid ethyl ester is a colourless liquid with a characteristic acrid odor.
Ethyl acrylate is found in pineapple.
Ethyl acrylate is a flavouring ingredient.
Ethyl acrylate is a clear liquid with an acrid penetrating odor.
The human nose is capable of detecting this odor at a thousand times lower concentration then is considered harmful if continuously exposed for some period of time.
Ethyl acrylate, stabilized appears as a clear colorless liquid with an acrid odor.
Ethyl acrylate may polymerize exothermically if heated or contaminated.
If the polymerization takes place inside a container, the container may rupture violently.
Auto ignition temperature 721°F (383°C) (NTP).
Ethyl acrylate is less dense than water.
Ethyl acrylate is used to make paints and plastics.
Acrylic acid ester suitable for the production of polymers and as a feedstock for syntheses.
Ethyl acrylate is used as a reaction and extraction solvent.
Ethyl acrylate can be used as a flavoring agent in the food industry.
Ethyl acrylate is one of the main volaitle components identified in organic passion fruit pulp.
Ethyl Acrylate (EA) is the ester of acrylic acid and ethanol.
Ethyl acrylate is a derivative ester of the acrylic acid and ethyl alcohol.
Under normal conditions it is a colorless, moving, volatile liquid with a strong specific acrid odor.
Ethyl acrylate easily polymerizes.
Ethyl acrylate is qualified as a flammable liquid with a median ignition temperature.
Under normal conditions, ethyl acrylate spontaneously polymerizes and decomposes.
In elevated temperatures,Ethyl acrylate polymerizes explosively.
Ethyl acrylate comes into a violent reaction with oxidants.
Ethyl acrylate self-polymerizes at room temperature and occurs more rapidly with the aid of elevated temperatures, light, or peroxides.
Uses and applications of Ethyl Acrylate:
-Paints and Coatings
-Caulks and Sealants
-Rubber and resins
-Aircraft and automobile industry
-Cosmetics (nail mending kits)
-Electronic industry- circuit boards
-Leather finish resins
-Medicine (binding of tissue, sealing of wounds, ileostomy appliances)
-Paint vehicles (water emulsion)
-Paper and textile coatings
-Textile and paper coatings
-Pharmaceutical & Fine Chemicals
-Ethyl acrylate monomer is used in water Emulsion paints and for coatings on textiles, Paper, and Leather.
-A colorless, acrid smelling liquid primarily used as a monomer for the production as acrylic polymers
-ETHYL ACRYLATEcan be homopolymerized into PolyEA or co-polymerized with ethylene to form Ethylene-EA co- polymers which can be used to form a variety of latexes.
-PolyEA and used in a variety of block polymerizations.
Polymers containing EA exhibit the following characteristics.
• Mechanical strength, flexibility, durability, elasticity
• Weather resistance, moisture resistance
• Crosslinking sites, ester group reacts readily with amides, esters and styrenics.
• Low volatility and low odor.
• Ethyl Acrylate monomer is also used in the manufacture of inks, resins, caulks, adhesives, sealants, fibers, leather, rubber and denture materials.
-Ethyl acrylate forms homo- and copolymers.
Copolymers of ethyl acrylatecan be prepared with acrylic acid and its salts, amides and esters, methacrylates, acrylonitrile, maleates, vinyl acetate, vinyl chloride, vinylidene chloride, styrene, butadiene, unsaturated polyesters, and drying oils. -Ethyl acrylate is also an important feedstock for chemical syntheses because it readily undergoes addition reactions with many organic and inorganic compounds.
-Ethyl acrylate is a compound commonly used in the manufacturing of polymers and copolymers in materials such as paints, plastics, latexes and textiles.
-Ethyl acrylate is used primarily for manufacturing homopolymers and copolymers.
-Ethyl acrylate can be copolymerized for instance with acrylic acid and its salts, esters and acrylamide, with methacrylic acid, methacrylates, acrylonitrile, styrene, maleic acid esters, vinyl acetate, vinyl chloride, butadiene, unsaturated polyesters etc.
-Ethyl acrylate is an important raw material and a starting material for many chemical syntheses.
-Ethyl acrylate is used as a monomer to obtain various kinds of polymers.
-Ethyl acrylate is used to produce plastics, paints and varnishes, and in numerous organic syntheses.
- Acrylic acid is produced from C 3 refinery.
-Acrylic acid undergoes the typical reactions of a carboxylic acid and forms acrylic esters - basic alkyl esters are methyl, butyl, ethyl acrylate, and 2-ethylhexyl acrylate.
-Acrylic acid and Acrylic acids esters undergo the reactions of the double bond which readily combine with themselves or other monomers (e.g amides, methacrylates, acrylonitrile, vinyl, styrene and butadiene) to form homopolymers or co-polymers which are used in the production of coatings, adhesives, elastomers, super absorbent polymers, flocculants, as well as fibres and plastics.
-Acrylate polymers show a wide range of properties dependent on the type of the monomers and reaction conditions.
-Alkyl acrylates are clear, volatile liquid; slightly soluble in water and complete soluble in alcohols, ethers and almost organic solvents.
-Acrylate esters containing a double bond and functional carboxyl group are used chiefly as a monomer or co-monomer in making acrylic and modacrylic fibres.
-Acrylic acid is used in making cleaning products, antioxidant agents, amphoteric surfactants.
-Acrylic acid is used in making aqueous resins and dispersions for textiles and papers.
-Ethyl acrylate can be copolymerized with acrylic acid and its salts, amides, esters , acrylamide, methacrylic acid, methacrylates, acrylonitrile, maleates, vinyl acetate, vinyl chloride, vinylidene chloride, styrene, butadiene, unsaturated polyesters and drying oils.
-Ethyl acrylate is used in a number of end products such as water-based latex paints and adhesives, textile and paper coatings, leather finish resins, especially for nubuck and suede, and construction and pressure-sensitive adhesives.
-In latex paint formulations Acrylic acid offers low temperature flexibility, good weathering, water and sunlight resistance.
-Ethyl acrylate is used as a raw material for fiber processing agents, adhesives, coatings, plastics, acrylic rubber, and emulsions.
-Ethyl acrylate is used in the manufacture of water-based latex paints and adhesives, textile and paper coatings, leather finish resins, and in the production of acrylic fibers.
-Ethyl acrylate is an organic compound primarily used in the preparation of various polymers.
-Ethyl Acrylate is used in the production of coatings, elastomers, adhesives, thickeners, superabsorbents, acrylic esters, and fiber sizing.
Where is Ethyl Acrylate used?
-The major applications for EA are in acrylic copolymers used in water-based adhesives, especially pressure sensitive adhesives (PSAs), and latex paints and coatings.
-Ethyl acrylate also has major uses in ethylene-co-EA copolymers (EEAs), which are thermoplastic elastomers.
-Other applications include ink binder resins, textile, leather and paper coatings.
-Thermoplastic EEA copolymers generally contain about 15-30% EA comonomer.
-Applications included hot melt adhesives, tie-layers in multiple films and laminating, blown film for packaging and shrink wrap.
-Ethyl acrylate copolymers comply with FDA regulations covering direct and indirect food contact applications.
-Copolymers with (meth)acrylic acid are used in Alkali Soluble Emulsion (ASE) and Hydrophobically modified HASE rheology modifiers.
-Thickening is triggered by a change from a low to a high pH, where these rheology modifiers are steeply sheer thinning.
HASEs are state-of-the-art rheology modifiers offering performance properties over a wider range of shear levels and affording a broader range of shear properties vs. their ASE counterparts.
-Gantrade offers a full range of ASE and HASE rheology modifiers.
Benefits of Ethyl Acrylate:
-Mechanical strength, flexibility, durability, elasticity
-Weather resistance, moisture resistance
-Crosslinking sites, ester group reacts readily with amides, esters and styrenics.
-Low volatility and low odor
Physical and chemical properties of Ethyl Acrylate:
Appearance Form: liquid
Odor Threshold: No data available
pH: No data available
Melting point/freezing point: Melting point/range: -71 °C
Initial boiling point and boiling range: 98 - 100 °C at 1.013,25 hPa
Flash point 9 °C - closed cup
Evaporation rate: No data available
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits:
Upper explosion limit: 12,1 %(V)
Lower explosion limit: 1,8 %(V)
Vapor pressure: 41,3 hPa at 20 °C
Vapor density: 3,46 - (Air = 1.0)
Relative density: No data available
Water solubility: Slightly Soluble
Partition coefficient n-octanol/water: log Pow: 1,18 at 25 °C - Bioaccumulation is not expected.
Autoignition temperature: 372 °C at 1.013,25 hPa
Decomposition temperature: No data available
Molecular Weight: 100.12
Biological source: synthetic
Vapor density: 3.5 (vs air)
Vapor pressure: 31 mmHg ( 20 °C)
Autoignition temp.: 721 °F
Contains: 10-30 ppm MEHQ as stabilizer (synthetic)
Expl. lim.: 12.1 %
Viscosity, kinematic: 0,582 mm2/s at 25 °C
Viscosity, dynamic: 0,535 mPa.s at 25 °C
Explosive properties: No data available
Oxidizing properties: No data available
Relative vapor density: 3,46 - (Air = 1.0)
Tg of homopolymer: -23°C
Autoignition Temperature: 372°C
Refractive index: 1.407 at 25°C
Acidity as Acrylic Acid: 0.009% Max
Ethyl acrylic acid
2-Propenoic acid ethyl ester
2-Propenoic acid, ethyl ester
2-Propenoic acid, ethyl ester, homopolymer
Acrylic acid ethyl ester
Ethyl ester of acrylic acid
ethoxy carbonyl ethylene
Substituents of Ethyl Acrylate:
-Acrylic acid ester
-Alpha,beta-unsaturated carboxylic ester
-Carboxylic acid ester
-Monocarboxylic acid or derivatives
-Organic oxygen compound
-Aliphatic acyclic compound
How is it produced?
Ethyl acrylate can be chemically manufactured using several industrial methods.
The most prominent method is to cause a reaction between acrylonitrile and ethanol using sulphuric acid as the catalyst.
EA requires 0.72 lbs. of acrylic acid per pound of EA.
Additionally, manufacturers may also use phenollic type inhibitors, soluble manganese or cerium salts to aid its production.
Other chemicals used in this reaction are acetylene, carbon monoxide and ethanol.
Hence, EA is more dependent on the economics or acrylic acid compared to, for example, butyl acrylate, which only requires 0.57 lbs. of acrylic acid.
Reactivity Profile of ETHYL ACRYLATE:
A flammable liquid, confirmed carcinogen.
ETHYL ACRYLATE can react vigorously with oxidizing reagents, peroxides,strong alkalis and polymerization initiators.
ETHYL ACRYLATE reacts violently with chlorosulfonic acid.
When an inhibited monomer was placed in a clear glass bottle exposed to sunlight, exothermic polymerization set in and caused the bottle to burst.
The use of brown glass or metal containers and increase in inhibitor concentration (to 200 ppm; tenfold) was recommended.
ETHYL ACRYLATE may polymerize when exposed to light and ETHYL ACRYLATE is subject to slow hydrolysis.
Inhibitors do not function in the absence of air.
Solutions in DMSO are stable for 24 hours under normal lab conditions.
Incompatibilities & Reactivities of ETHYL ACRYLATE:
-Oxidizers, peroxides, polymerizers, strong alkalis, moisture, chlorosulfonic acid [Note: Polymerizes readily unless an inhibitor such as hydroquinone is added.].
-Belongs to the class of organic compounds known as acrylic acid esters.
-These are organic compounds containing and ester acrylic acid (CH2=CHC(=O)OH).
First aid measures of ETHYL ACRYLATE:
Description of first-aid measures:
First aiders need to protect themselves.
Show this material safety data sheet to the doctor in attendance.
If swallowed, seek medical advice immediately and show this container or label.
Do not induce vomiting without medical advice.
Never give anything by mouth to an unconscious person.
If breathing is difficult, give oxygen.
Immediately call in physician.
If breathing is irregular or stopped: immediately apply artificial respiration, if necessary also oxygen.
-In case of skin contact:
Wash off immediately with soap and plenty of water while removing all contaminated clothes and shoes.
Rinse skin with water/ shower.
Get medical attention immediately.
-In case of eye contact:
After eye contact:
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
Call in ophthalmologist.
Remove contact lenses.
İmmediately make victim drink water (two glasses at most).
Consult a physician.
Firefighting measures of ETHYL ACRYLATE:
Suitable extinguishing media:
Carbon dioxide (CO2) Foam Dry powder
Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Special hazards arising from the substance or mixture:
Pay attention to flashback.
Vapors are heavier than air and may spread along floors.
Development of hazardous combustion gases or vapours possible in the event of fire.
Forms explosive mixtures with air at ambient temperatures.
-Advice for firefighters:
Stay in danger area only with self-contained breathing apparatus.
Prevent skin contact by keeping a safe distance or by wearing suitable protective clothing.
Remove container from danger zone and cool with water.
Prevent fire extinguishing water from contaminating surface water or the ground water system.
Accidental release measures of ETHYL ACRYLATE:
-Personal precautions, protective equipment and emergency procedures:
Advice for non-emergency personnel:
Do not breathe vapors, aerosols.
Avoid substance contact.
Ensure adequate ventilation.
Keep away from heat and sources of ignition.
Evacuate the danger area, observe emergency procedures, consult an expert.
Do not let product enter drains.
Risk of explosion.
-Methods and materials for containment and cleaning up:
Collect, bind, and pump off spills.
Observe possible material restrictions
Take up carefully with liquid-absorbent material.
Dispose of properly.
Clean up affected area.
How is ETHYL ACRYLATE stored and distributed?
A chemical distributor would have a bulk storage facility to maintain the product’s stability.
Storage would be in a cool, dry and well ventilated facility.
ETHYL ACRYLATE should also be stored out of direct sunlight and kept separate from oxidisers, polymerises and strong alkalises.
Solvents such as ethyl acrylate should be stored in drummed containers, such as isotanks made of stainless steel, aluminium or carbon steel.
ETHYL ACRYLATE readily polymerizes unless an inhibitor such as hydroquinone is added.
A solvent exporter would normally distribute ETHYL ACRYLATE in bulk vessels or tank trucks.
For transportation purposes, ethyl acrylate is classed as a flammable liquid as ETHYL ACRYLATE has a fire hazard rating of 3.
ETHYL ACRYLATE contains an inhibitor (hydroquinone) to stabilise it during transportation.
ETHYL ACRYLATE is an essential product when a chemical distributor exports throughout regions such as the UK, Europe, Africa and America.
Handling and storage of ETHYL ACRYLATE
-Precautions for safe handling:
Advice on safe handling:
Work under hood.
Do not inhale substance/mixture.
Avoid generation of vapours/aerosols.
Advice on protection against fire and explosion:
Keep away from open flames, hot surfaces and sources of ignition.
Take precautionary measures against static discharge.
Immediately change contaminated clothing.
Apply preventive skin protection.
Wash hands and face after working with substance.
-Conditions for safe storage, including any incompatibilities:
Keep container tightly closed in a dry and well-ventilated place.
Keep away from heat and sources of ignition.
Keep locked up or in an area accessible only to qualified or authorized persons.
In order to prevent polymerization, ethyl acrylate must always be stored under air and never under inert gases.
The presence of oxygen is required for the stabilizer to function effectively.
ETHYL ACRYLATE has to contain a stabilizer and the storage temperature must not exceed 35 °C.
Under these conditions, a storage stability of one year can be expected.
In order to minimize the likelihood of overstorage, the storage procedure should strictly follow the “first-in-first-out” principle.
For extended storage periods over 4 weeks ETHYL ACRYLATE is advisable to replenish the dissolved oxygen content.
Storage tanks and pipes should be made of stainless steel or aluminium.
Although ethyl acrylate does not corrode carbon steel, there is a risk of contamination if corrosion does occur.
Regulations for the storage of flammable liquids must be observed (explosion-proof electrical equipment, vented tanks with flame arresters etc.).
Storage tanks, pumps and pipes must be earthed.
Ethyl acrylate is highly flammable and must be kept away from heat, sparks or flame.
Contact with the liquid may cause skin and eye irritation or burns.
The vapour is an irritant when inhaled in high concentrations and may cause drowsiness, nausea or headache.
Standard safety precautions including ventilation and the wearing of personal protective equipment and eye goggles must be observed.
Ethyl acrylate must contain a stabilizer and should be stored under air rather than inert gases to prevent polymerization. Storage temperature must not exceed 35°C.
Provided these storage conditions are properly maintained, ETHYL ACRYLATE can be expected to remain stable for a period of one year.
ETHYL ACRYLATE must be stored, handled, distributed and disposed of in strict accordance with national laws and directives, as well as any applicable local regulations.
Ensure the container is tightly closed.
ETHYL ACRYLATE should be kept in a dry, cool and well-ventilated place.
ETHYL ACRYLATE is a corrosive material and it should be stored in a separated and approved area.
Shipping and Storage of ETHYL ACRYLATE:
Ethyl acrylate is transported in specially equipped railway cars or tanker trucks.
Transport containers are filled to a maximum of 92 % of their capacity.
In order to prevent spontaneous polymerization, ethyl acrylate must always be stored in under air, never under inert gases. The air (oxygen) presence is required for a proper functionality of the stabilizer.
Product storage temperature must not exceed 35°C.
Under these conditions, a storage stability of one year can be expected.
ETHYL ACRYLATE is advisable to minimize the likelihood of ethyl acrylate overstorage by a strict observance of the “first-in-first-out” storage principle.
For storage periods extended over one month, ETHYL ACRYLATE is advisable to replenish the dissolved oxygen content in the product by suitable aeration.
Stainless steel or aluminium is the recommended material for storage tanks and piping.
Even though ethyl acrylate does not corrode carbon steel, there is a risk of product contamination if corrosion occurs.
All metal made equipment (tanks, pumps, piping etc.) must be earthed.
All national laws and directives, as well as local regulations governing storage, handling, distribution and disposal of flammable liquids must be strictly observed.
Avoid exposure to high temperatures, sparks, flame, light and frost.
Keep separated from oxidizing materials.
Keep the container tightly closed.
Exposure controls/personal protection of ETHYL ACRYLATE:
Ingredients with workplace control parameters:
Personal protective equipment:
Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Safety glasses
This recommendation applies only to the product stated in the safety data sheet, supplied by us and for the designated use. When dissolving in or mixing with other substances and under conditions deviating from those stated in EN374 please contact the supplier of CE-approved gloves.
Minimum layer thickness: 0,7 mm
Break through time: 480 min
Material: Nitrile rubber
Minimum layer thickness: 0,4 mm
Break through time: 30 min
Flame retardant antistatic protective clothing.
Recommended Filter type: Filter A-(P2)
The entrepeneur has to ensure that maintenance, cleaning and testing of respiratory protective devices are carried out according to the instructions of the producer.
These measures have to be properly documented.
Control of environmental exposure:
Do not let product enter drains.
Risk of explosion.
Stability and reactivity of ETHYL ACRYLATE:
Vapors may form explosive mixture with air.
Hazardous polymerization may occur upon depletion of inhibitor - may cause heat and
pressure build-up in closed containers.
The product is chemically stable under standard ambient conditions (room temperature) .
Contains the following stabilizer(s):
hydroquinone monomethyl ether (>=0,001 - <=0,0030,003 %)
-Possibility of hazardous reactions:
Exothermic reaction with:
Risk of explosion with:
Strong oxidizing agents
-Conditions to avoid:
Exposure to light.
No data available
Toxicological information of ETHYL ACRYLATE:
-Information on toxicological effects:
Acute toxicity: No data available
-Skin corrosion/irritation: No data available
-Serious eye damage/eye irritation: No data available
-Respiratory or skin sensitization: No data available
-Germ cell mutagenicity:No data available
-Carcinogenicity: No data available
-Reproductive toxicity: No data available
-Specific target organ toxicity - single exposure: No data available
-Specific target organ toxicity - repeated exposure: No data available
-Aspiration hazard: No data available
Ecological information of ETHYL ACRYLATE:
-Toxicity: No data available
-Persistence and degradability: No data available
-Bioaccumulative potential: No data available
-Mobility in soil: No data available
-Results of PBT and vPvB assessment:
This substance/mixture contains no components considered to be either persistent, bioaccumulative and toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.
-Other adverse effects: No data available
Additional ecological information: Discharge into the environment must be avoided.