2-ETHYLHEXYL METHACRYLATE = EHMA
CAS Number: 103-11-7
EC Number: 211-708-6
Chemical formula: C11H20O2
Molar mass: 184.279 g·mol−1
2-Ethylhexyl Methacrylate is a colorless liquid acrylate with a unpleasant odor.
2-Ethylhexyl Methacrylate is an acrylic monomer with molecular formula C12H22O2 and a molecular weight of 198,3.
2-Ethylhexyl Methacrylate is also known as 2-EHMA; Octyl Methacrylate; Ethylhexyl Methacrylate; 2-Ethylhexyl methacrylate; Ethyl-2-Hexylmethacrylate; 2-Propenoic acid 2-methyl-, 2-ethylhexyl ester; Methacrylic acid 2-ethylhexyl ester; 2-Ethyl-1-hexyl methacrylate.
2-Ethylhexyl Methacrylate is a colourless liquid with a ester like odour, hardly soluble in water and is used as a raw material component in the synthesis of polymers.
2-Ethylhexyl Methacrylate (2-EHMA) is a monofunctional monomer consisting of a methacrylate group with a characteristic high reactivity and a cyclic branched hydrophobic group.
2-Ethylhexyl Acrylate is an acrylic monomer that is commonly used in to manufacture polymers for acrylic adhesives and to lower the Tg of acrylic polymers.
2-Ethylhexyl methacrylate can be used to make plastics and resins, are also used to make coatings, lubricant additives, fiber treatment agent, adhesives, dispersing agent and plasticizers.
2-Ethylhexyl Methacrylate is an organic compound that belongs to the group of methacrylic esters.
2-Ethylhexyl Methacrylate has a molecular weight of 170.27 g/mol and a density of 0.906 g/cm3 at 20 °C.
2-Ethylhexyl Methacrylate is soluble in alcohol, ether, acetone, benzene, chloroform, carbon tetrachloride, and xylene.
The material can be used in coatings for paper and textiles as well as in paints and adhesives.
2-Ethylhexyl Methacrylate has viscosity of 2200 mPa·s at 25 °C and a melting point of 102 °C.
2-Ethylhexyl Methacrylate is an isomeric mixture that consists of several compounds with different chemical structures (including the structural formula shown).
2-Ethylhexyl Methacrylate also undergoes phase equilibrium reactions with chloride ion or ternary mixtures with
Emulsion atom transfer radical polymerization of 2-ethylhexyl methacrylate:
The emulsion atom transfer radical polymerization (ATRP) of 2-ethylhexyl methacrylate (EHMA) was carried out with ethyl 2-bromoisobutyrate (EBiB) as an initiator and copper bromide (CuBr)/4,4′-dinonyl-2,2′-bipyridyl (dNbpy) as a catalyst system.
The effects of surfactant type and concentration, temperature, monomer/initiator ratio, and CuBr2 addition on the system livingness, polymer molecular weight control, and latex stability were examined in detail.
2-Ethylhexyl Methacrylate was found that the polymerization systems with Tween 80 and Brij 98 as surfactants at 30 °C gave the best latex stability.
The polymer samples prepared under these conditions had narrow molecular weight distributions (Mw/Mn=1.1–1.2) and linear relationships of number-average molecular weight versus monomer conversion.
General Manufacturing Information of 2-Ethylhexyl Methacrylate:
Industry Processing Sectors of 2-Ethylhexyl Methacrylate:
All other chemical product and preparation manufacturing
Paint and coating manufacturing
Plastic material and resin manufacturing
Characteristics of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl acrylate (HA) is the ester of acrylic acid and 2-ethyl hexanol.
Our 2-ethylhexyl acrylate has very low-level impurities and may be used as a raw material for a wide variety of chemicals.
Uses of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl Methacrylate (2-EHMA) is mainly used for Coating resins, Plastic improver, Reactive Systems, Textile treating agents, Fabric auxiliary, Paper & Water, Lubricating oil additives, Adhesives and also Dental materials.
2-Ethylhexyl acrylate and butyl acrylate are the major base monomers for the preparation of acrylate adhesives.
2-Ethylhexyl acrylate can react by free-radical polymerization to form macromolecules having a molecular weight of up to 200,000 g/mol.
Other monomers such as vinyl acetate, methyl acrylate, and styrene may be copolymerized to modify the properties of the resulting polymer.
Used as monomer for polymers used in latex paints, lacquers, polishes, coating resins for food contact, and viscosity index improvers.
Used as a comonomer in the production of acrylic polymers for surface coating resins intended for use in contact with food and acrylic emulsion polymer for polishes.
Products that remove stains or discoloration of fabric (including color-safe bleaches) used in laundry
Products for coloring eye lids
Film forming
Industry Uses of 2-Ethylhexyl Methacrylate:
Adhesives and sealant chemicals
Intermediates
Lubricants and lubricant additives
Paint additives and coating additives not described by other categories
Processing aids, specific to petroleum production
Features & Benefits of 2-Ethylhexyl Methacrylate:
Chemical resistance
Hydrophobicity
Flexibility
Scratch resistance
Adhesion
Heat resistance
High solids
Weatherability
Production of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl Methacrylate (2-EHMA) is an ester of Methacrylic acid.
Preparation of 2-Ethylhexyl Methacrylate:
Racemic 2-ethylhexyl acrylate can be prepared with a high yield by esterification of acrylic acid with racemic 2-ethylhexanol in the presence of hydroquinone as a polymerization inhibitor and a strong acid such as methanesulfonic acid by reactive distillation using toluene as an azeotroping agent.
Methods of Manufacturing of 2-Ethylhexyl Methacrylate:
The methacrylates can be synthesized by catalytic oxidation of isobutylene and subsequent esterification with the appropriate alcohol, or by reacting acetone with hydrocyanic acid and subsequent esterification in sulfuric acid with the appropriate alcohol.
Polymerization of 2-Ethylhexyl Methacrylate:
The substance may polymerize due to warming.
Methyl methacrylate, and in general the methacrylic esters, polymerize much less readily than the corresponding ordinary acrylates.
None the less, they are stabilized by adding hydroquinone or pyrogallol, particularly in the presence of metallic copper.
Analytic Laboratory Methods of 2-Ethylhexyl Methacrylate:
Thin-layer chromatography (TLC), polarography, and spectrometry are used for soln measurements.
Methacrylates in air have been analyzed by TLC, polarography, and colorimetry.
Polarography has been used for determination of any residual monomer in the polymer.
Metabolism/Metabolites of 2-Ethylhexyl Methacrylate:
Small quantities of methacrylates may readily be metabolized by saponification into the alcohol and methacrylic acid.
The latter may form an acetyl-coenzyme A derivative, which then enters the normal lipid metabolism.
Acrylates and methacrylates are detoxified predominantly via conjugation with glutathione via the Michael addition reaction or glutathione-S-transferase.
They are also likely to be hydrolyzed via carboxylesterases.
The lower molecular weight esters are rapidly metabolized and eliminated, therefore, will not likely cause cumulative toxicity.
Properties of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl acrylate polymerizes easily.
The polymerization can be initiated by light, peroxides, heat, or contaminants.
2-Ethylhexyl Methacrylate can react violently when combined with strong oxidants and can form explosive mixtures with air at temperatures above 82 °C (180 °F).
The chemical, physical, and toxicological properties, however, can be greatly modified by additives or stabilizers.
Handling and Storage of 2-Ethylhexyl Methacrylate:
Safe Storage of 2-Ethylhexyl Methacrylate:
Cool.
Store only if stabilized.
Storage Conditions of 2-Ethylhexyl Methacrylate:
To avoid photoinitiation of polymerization, all methacrylates should be stored with minimal exposure to light.
The effectiveness of phenolic inhibitors is dependent on the presence of oxygen and the monomers must be stored under air rather than an inert atmosphere.
Temp must be kept low to minimize formation of peroxides and other products.
Moisture may cause rust-initiated polymerization.
Packaging of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl Methacrylate (2-EHMA) is available in bulk in ISO tank-container or packed in drums or IBC.
Stability of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl Methacrylate (2-EHMA) is stable but may polymerize upon exposure to light.
2-Ethylhexyl Methacrylate stabilized with hydroquinone monomethyl ether.
2-EHMA is heat sensitive and incompatible with strong acids, strong oxidizing agents and strong bases.
Reactivity of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl Methacrylate (2-EHMA) forms homopolymers and copolymers.
Copolymers of 2-Ethylhexyl Methacrylate (2-EHMA) can be prepared with (meth)acrylic acid and 2-Ethylhexyl Methacrylate salts, amides, and esters, and with (meth)acrylates, acrylonitrile, maleic acid esters, vinyl acetate, vinyl chloride, vinylidene chloride, styrene, unsaturated polyesters and drying oils, etc.
2-Ethylhexyl Methacrylate (2-EHMA) is also a very useful feedstock for chemical syntheses because 2-Ethylhexyl Methacrylate readily undergoes addition reactions with a wide variety of organic and inorganic compounds
Physical Dangers of 2-Ethylhexyl Methacrylate:
Vapours are uninhibited and may polymerize in vents or flame arresters, causing blockage.
Explosive Limits and Potential of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl Methacrylate polymerizes exothermically in the presence of heat, contamination, oxygen free atmosphere, free radicals, peroxides, and inhibitor depletion liberating heat.
Stability/Shelf Life of 2-Ethylhexyl Methacrylate:
Storage of 2-Ethylhexyl Methacrylate at elevated temperatures (>30 °C or >85 °F) reduces the shelf-life.
The typical shelf-life for 2-Ethylhexyl Methacrylate is 12 months.
Transportation and storage avoid shine rain and high temperature in transportation.
Store the products in cool, shady and ventilated conditions, keep far away from fire
6 months from date of delivery at maximum storage temperature of 30.
First Aid of 2-Ethylhexyl Methacrylate:
Fresh air, rest.
Fire Fighting of 2-Ethylhexyl Methacrylate:
Use water spray, powder, alcohol-resistant foam, carbon dioxide.
Spillage Disposal of 2-Ethylhexyl Methacrylate:
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance.
Disposal Methods of 2-Ethylhexyl Methacrylate:
The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination.
Recycle any unused portion of the material for 2-Ethylhexyl Methacrylate approved use or return it to the manufacturer or supplier.
Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Preventive Measures of 2-Ethylhexyl Methacrylate:
When designing a safe plant, among other important considerations, 2-Ethylhexyl Methacrylate is necessary to be aware of the considerable exothermic heat generated in some reactions.
Thus, high pressure and temperatures may develop.
Dangerous exposures can be avoided with careful design such as completely enclosing those processes where toxic chemical or intermediates occur.
Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing.
Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers.
Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
Employees should be instructed about the necessity of cleansing the skin if 2-Ethylhexyl Methacrylate is contaminated by materials which are irritants or skin-absorbed.
The scientific literature for the use of contact lenses in industry is conflicting.
The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses.
However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye.
In those specific cases, contact lenses should not be worn.
In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Wear protective gloves to prevent skin exposure.
If contact occurs, remove contaminated clothes; rinse and then wash skin with water and soap.
Wear safety glasses to prevent eye exposure.
If contact occurs, first rinse with plenty of water for several minutes (remove contact lenses if easily possible), then take to a doctor.
Do not eat, drink, or smoke during work.
Identifiers of 2-Ethylhexyl Methacrylate:
CAS Number: 103-11-7
ECHA InfoCard: 100.002.801
PubChem CID: 7636
UNII: HR49R9S6XG
CompTox Dashboard (EPA): DTXSID9025297
SMILES: CCCCC(CC)COC(=O)C=C
Properties of 2-Ethylhexyl Methacrylate:
Chemical formula: C11H20O2
Molar mass: 184.279 g·mol−1
Density: 0.885
Molecular Weight:198.30
XLogP3: 4.5
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 8
Exact Mass: 198.161979940
Monoisotopic Mass: 198.161979940
Topological Polar Surface Area: 26.3 Ų
Heavy Atom Count: 14
Formal Charge: 0
Complexity: 185
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 1
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Sales specification degree of purity: min .99.5%(gc)
Acid content: max.0.01%(acid -base titr., calculated as maac) Watercontent:max.0.03%
Color:max.10(pt-co)
Stabilization:10±5ppm mehq(hplc)
Physical data appearance: clear, colorless
Liquid molecular weight: 198.3g/mol
Density: 0.890 g/m3(20)
Refractive index: 1.439(20)
Boiling point: +218(1013mbar)
Solidification point: -50
Viscosity: 2.4mpa.s(20)
Flash point: +95.0
Solubility: 0.20%(ester in water)(20) 0.25%(water in ester)(20) package plastic drums, 180kg net weight, or stainless tank. S
Quality Level: 200
vapor density: 6.9 (vs air)
assay: 98%
contains: ~50 ppm monomethyl ether hydroquinone as stabilizer
refractive index: n20/D 1.438 (lit.)
bp: 120 °C/18 mmHg (lit.)
density: 0.885 g/mL at 25 °C (lit.)
SMILES string: CCCCC(CC)COC(=O)C(C)=C
InChI: 1S/C12H22O2/c1-5-7-8-11(6-2)9-14-12(13)10(3)4/h11H,3,5-9H2,1-2,4H3
InChI key: WDQMWEYDKDCEHT-UHFFFAOYSA-N
Names of 2-Ethylhexyl Methacrylate:
Preferred IUPAC name of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl prop-2-enoate
Other names of 2-Ethylhexyl Methacrylate:
2-Ethylhexyl acrylate
2-EHA
Synonyms of 2-Ethylhexyl Methacrylate:
2-ETHYLHEXYL METHACRYLATE
688-84-6
2-Propenoic acid, 2-methyl-, 2-ethylhexyl ester
2-Ethyl-1-hexyl methacrylate
2-ethylhexyl 2-methylprop-2-enoate
2-Ethylhexyl methacryate
Methacrylic acid, 2-ethylhexyl ester
Methacrylic acid 2-ethylhexyl ester
25719-51-1
2-Ethylhexylmethacrylate
2-Propenoic acid, 2-methyl-, 2-ethylhexyl ester, homopolymer
DSSTox_CID_7293
DSSTox_RID_78391
DSSTox_GSID_27293
WLN: 4Y2&1OVYU1
Methacrylate, 2-ethylisohexy
CAS-688-84-6
HSDB 5440
EINECS 211-708-6
NSC 24173
NSC 32647
BRN 1769420
AI3-03266
2-Ethylhexyl 2-methyl-2-propenoate
EC 211-708-6
Methacrylic Acid Octyl Ester
SCHEMBL16772
4-02-00-01528
Methacrylic acid 2-ethylhexyl
2-Ethylhexyl Methacrylate Resin
poly(2-ethylhexyl methacrylate)
CHEMBL1871010
DTXSID3027293
WDQMWEYDKDCEHT-UHFFFAOYSA-
2-Ethylhexyl 2-methylacrylate #
AMY4083
NSC24173
NSC32647
Tox21_201535
Tox21_303072
MFCD00009494
MFCD00084373
NSC-24173
NSC-32647
AKOS015894410
NCGC00164407-01
NCGC00164407-02
NCGC00257177-01
NCGC00259085-01
AS-75460
U123
DB-055200
FT-0632809
M0591
E78302
2-Ethylhexyl Methacrylate (stabilized with MEHQ)
2-Ethylhexyl Methacrylate, (stabilized with MEHQ)
W-104653
Q27270894
2-Ethylhexyl methacrylate, 99%, contains 40 - 60 ppm MEHQ as stabilizer
2-Ethylhexyl methacrylate, 98%, contains ~50 ppm monomethyl ether hydroquinone as stabilizer
211-708-6 [EINECS]
2-ethylhexyl 2-methylprop-2-enoate
2-Ethylhexyl methacrylate
2-Ethylhexyl-2-methylprop-2-enoat
2-Ethylhexylmethacrylat
2-Propenoic acid, 2-methyl-, 2-ethylhexyl ester
688-84-6
ethylhexyl methacrylate
Méthacrylate de 2-éthylhexyle
MFCD00009494
OZ4630000
[688-84-6]
100242-87-3
118955-12-7
153286-32-9
25719-51-1
2-Ethyl-1-hexyl methacrylate
2-Ethylhexyl 2-methylacrylate
2-Ethylhexyl methacryate
2-Ethylhexyl methacrylate (stabilised with hydroquinone monomethyl ether)
2-Ethylhexyl methacrylate, stabilized with MEHQ
2-Ethylhexylmethacrylate
2-methyl-2-propenoic acid [(2R)-2-ethylhexyl] ester
2-Methyl-2-propenoic acid-2-ethylhexyl ester
4-02-00-01528
64125-64-0
75577-75-2
94290-92-3
Methacrylate, 2-ethylisohexy
METHACRYLIC ACID 2-ETHYLHEXYL ESTER
Methacrylic acid octyl ester
METHACRYLIC ACID, 2-ETHYLHEXYL ESTER
Methacrylic acid-2-ethylhexyl ester
TL8004831
WLN: 4Y2&1OVYU1