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Home > Encyclopedia > Ethylene glycol dimethacrylate

Ethylene glycol dimethacrylate

pharmaceutical raw materials
Ethylene glycol dimethacrylate structure

Ethylene glycol dimethacrylate 

structure
  • CAS No:

    97-90-5

  • Formula:

    C10H14O4

  • Chemical Name:

    Ethylene glycol dimethacrylate

  • Synonyms:

    2-Propenoic acid,2-methyl-,1,1′-(1,2-ethanediyl) ester;Methacrylic acid,ethylene ester;2-Propenoic acid,2-methyl-,1,2-ethanediyl ester;Diglycol dimethacrylate;Ethylene dimethacrylate;Ethylene glycol bis(methacrylate);Sartomer SR 206;SR 206;1,2-Bis(methacryloyloxy)ethane;Ethylene methacrylate;Ethanediol dimethacrylate;DMM 2;1,2-Ethanediol dimethacrylate;TGM 1 (ester);TGM 1;NK Ester 1G;Ethylene glycol dimethacrylate;Acryester ED;EGDMA;Light Ester EG;Perkalink 401;Perkalink 7401;Acryester EDMA;San Ester EG;Blemmer PDE 50;NSC 24166;Hi-Cross ED;Hi-Cross ED-P;Perkalink 401-50D-pd;EG 50;Luvomaxx EDMA-DL 75;Fancryl FA 121M;FA 121M;EM 320;SR 206NS;1 G;Miramer M 221;2-Methacryloyloxyethyl methacrylate;2-[(2-Methylprop-2-enoyl)oxy]ethyl 2-methylprop-2-enoate;2-(2-Methylprop-2-enoyloxy)ethyl 2-methylprop-2-enoate;37211-46-4;51026-92-7;56480-56-9;81897-47-4;108772-05-0;121266-93-1;121978-90-3;130865-23-5;135623-36-8;138454-60-1;138533-09-2;154855-14-8;156940-26-0;205501-13-9;256439-71-1;930792-25-9;1134189-44-8;1205547-89-2;1552289-42-5;1623115-14-9;1803532-84-4

  • Categories:

    Cosmetic Ingredient  >  Film Forming

Description

colourless liquid


Liquid|COLOURLESS LIQUID.


Ethylene glycol dimethacrylate is the enoate ester that is the 1,2-bis(methacryloyl) derivative of ethylene glycol. It has a role as a cross-linking reagent, a polymerisation monomer and an allergen. It derives from an ethylene glycol and a methacrylic acid.|Glycol Dimethacrylate is an organic chemical and ester of methacrylic acid. Glycol dimethacrylate is a reactive resin used as a functional monomer and a crosslinking agent in polymer production. Via photopolymerization, this agent is a component of hydrogels, which are used in applications such as scaffolds for tissue engineering or drug delivery carriers. In turn, hydrogel products can be applied to the prevention of thrombosis, post-operative adhesion formations, and as coatings for biosensors.

Ethylene glycol dimethacrylate Basic Attributes

198.22

198.22

202-617-2

7BK5G69305

1270

24166

DTXSID1026615|DTXSID4051459

C61778

29161490

Characteristics

52.6

1.9

Colorless to pale yellow Liquid

1.055 g/cm3 @ Temp: 20 °C

-40 °C

260 °C

>230 °F

1.449

H2O: soluble

2-8°C

<0.1 mm Hg ( 21.1 °C)

>1 (vs air)

Oral-rat LD50: 3300 mg/kg; Oral-Mouse LD50: 2000 mg/kg

Flammable; decomposition by heat stimulates smoke

395 °C

Vapours are uninhibited and may polymerize, causing blockage of vents.

Safety Information

UN 3334

1

37-43

24-37-36/37

OZ4400000

Xi

Warehouse ventilated, low temperature and dry

Unstable - may polymerize upon exposure to light. Incompatible with strong acids, strong oxidizing agents, strong bases.

P280-P304 + P340 + P312-P333 + P313

H317-H335

Combustible.

|Warning|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P271, P272, P280, P302+P352, P304+P340, P312, P321, P333+P313, P363, P403+P233, P405, and P501|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P271, P272, P273, P280, P302+P352, P304+P340, P312, P321, P333+P313, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 1451 companies from 27 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H315 (80.26%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 710 companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P261, P272, P280, P302+P352, P321, P333+P313, P363, and P501

Use water, foam, powder, carbon dioxide.

SUITABLE PROTECTIVE CLOTHING & SELF-CONTAINED RESP PROTECTIVE APPARATUS SHOULD BE AVAILABLE FOR USE OF THOSE WHO MAY HAVE TO RESCUE PERSONS OVERCOME BY FUMES. /ACRYLIC ACID & DERIVATIVES/

... Hazard is the generation of considerable exothermic heat in some of the reactions, so that high pressures & temp may develop. This danger ... should be borne in mind when designing plant. Awareness of the dangers and of good engineering design are essential to safety. Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided. /Acrylic acid & derivatives/|SRP: 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.|SRP: 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.

Irritating to eyes & respiratory system.

Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Store only if stabilized. Cool. Refer to the manufacturer's instructions for proper storage conditions.

No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

Repeated or prolonged contact may cause skin sensitization.

NO open flames.

STRICT HYGIENE!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield.

Toxicity

moderately toxic

Drug Information

Reagents with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between side chains of amino acids in proteins; the locations of naturally reactive areas within proteins can thereby be identified; may also be used for other macromolecules, like glycoproteins, nucleic acids, or other. (See all compounds classified as Cross-Linking Reagents.)

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. /METHACRYLATES/

Fresh air, rest.


Wear protective gloves when administering first aid. Remove contaminated clothes. Rinse and then wash skin with water and soap.


Rinse with plenty of water (remove contact lenses if easily possible).

BIOLOGICALLY, METHACRYLATES RESEMBLE ACRYLATES, EXCEPT FOR LOWER REACTIVITY & THUS DECR TOXICITY. THIS IS PROBABLY DUE TO STERIC HINDRANCE BY ITS METHYL GROUP & IN TURN DECR RATES OF MEMBRANE TRANSPORT & SYSTEMIC TRANSLOCATION. /METHACRYLIC ESTERS/

EGDMA cpd

The substance can be absorbed into the body by inhalation, through the skin and by ingestion.

Ethylene glycol dimethacrylate Use and Manufacturing

Methods of Manufacturing

Direct esterification of ethylene glycol and methacrylic acid under sulfuric acid catalysis, and the crude product obtained is finished after vacuum distillation.

Uses

Ethylene glycol dimethacrylate is mainly used in the plastics and rubber industries for ethylene-acrylic acid copolymers, ABS, acrylic sheets, pipes, glass fiber reinforced polyester, PVC, ion exchange resins, and smokeless powder coating polymerization. Crosslinking agents such as glaze have polymers that participate in the copolymerization, increase in hardness, heat resistance, weather resistance, solvent resistance and friction resistance, and are also used in artificial marble, dental materials, emulsion copolymers, papermaking, and rubber peroxidation hardening Crosslinking agent for modifiers, adhesives, inks, optical polymers.


Intermediates


Adhesives and sealants

Production

1,000,000 - 10,000,000 lb|(1979) PROBABLY GREATER THAN 4.54X10+6 G|(1981) PROBABLY GREATER THAN 2.27X10+6 G

Adhesive manufacturing|2-Propenoic acid, 2-methyl-, 1,1'-(1,2-ethanediyl) ester: ACTIVE|2-Propenoic acid, 2-methyl-, 1,1'-(1,2-ethanediyl) ester, homopolymer: INACTIVE|XU - indicates a substance exempt from reporting under the Chemical Data Reporting Rule, (40 CFR 711).

RETENTION TIMES FOR ACRYLATES & METHACRYLATES WERE MEASURED WITH 2 DIFFERENT COLUMNS (C18 CORASIL & C8 LICHROSORB) USING REVERSE-PHASE HIGH PRESSURE LIQ CHROMATOGRAPHY IN ORDER TO OBTAIN PARTITION COEFFICIENTS OF ACRYLATES AND METHACRYLATES BETWEEN 1-OCTANOL AND WATER (LOG P). /ACRYLATES & METHACRYLATES/|THE ELECTRON-IMPACT AND METHANE CHEM-IONIZATION MASS SPECTRA OF SELECTED ACRYLATE AND METHACRYLATE MONOMERS, INCLUDING ETHYLENE METHACRYLATE, COMMONLY USED IN DENTAL MATERIALS ARE REPORTED AND DISCUSSED. THE TWO IONIZATION MODES COMPLEMENT EACH OTHER, AND TOGETHER THE MASS SPECTRA OFFER ADEQUATE INFORMATION FOR IDENTIFICATION PURPOSES. THE APPLICATION OF THE MASS SPECTRAL METHOD IS DEMONSTRATED ON RESIN-BASED DENTAL MATERIALS WITH IDENTIFICATION OF THE MONOMER CONTENT.|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. /Methacrylic acid & derivatives/

Computed Properties

Molecular Weight:198.22
XLogP3:1.9
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:198.08920892
Monoisotopic Mass:198.08920892
Topological Polar Surface Area:52.6
Heavy Atom Count:14
Complexity:237
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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