METHACRYLOYL CHLORIDE

PRODUCT IDENTIFICATION

CAS NO. 920-46-7

METHACRYLOYL CHLORIDE

EINECS NO. 213-058-9
FORMULA CH2=C(CH3)COCl
MOL WT. 104.54

H.S. CODE

 
TOXICITY  
SYNONYMS 2-Methylpropenoic acid chloride; 2-Methylpropenoyl chloride; Methacrylic chloride;
Methacrylyl chloride; Methacryl chloride; Methacrylic acid chloride; alpha-Methylacryloyl chloride; 2-Methylacryloyl chloride; Cloruro de metacriloilo; Chlorure de méthacryloyle;
DERIVATION  

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE clear to yellowish liquid
MELTING POINT -60 C
BOILING POINT 95 - 96 C
SPECIFIC GRAVITY 1.07 - 1.08
SOLUBILITY IN WATER  
pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

Health: 3; Flammability: 3; Instability: 2; Special Hazard: -W-

REFRACTIVE INDEX

 
FLASH POINT  
STABILITY Stabilized MC is stable under ordinary conditions. Moisture sensitive.

GENERAL DESCRIPTION AND APPLICATIONS

Acrylic acid is the simplest unsaturated carboxylic acid which has double bond and carboxyl group in C3 one molecule with the formula CH2=CHCOOH. The vinyl group is attached to the carbonyl carbon directly. The systemic name is 2-propenoic acid. Acrylic acid has two reaction points or functional groups required for polymerization process. Purified (glacial) acrylic acid is a clear, colorless liquid with a characteristic acrid odor. It is miscible with water, alcohols and ethers. 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 its 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. It is used in formulating paints and dispersions for paints, inks, and adhesives. It is used in making cleaning products, antioxidant agents, amphoteric surfactants. It is used in making aqueous resins and dispersions for textiles and papers. Methyl acrylate also used in making vitamin B1.

 

Methyl acrylate

Ethyl acrylate

Butyl acrylate

2-Ethylhexyl acrylate

CAS RN

96-33-3

140-88-5

141-32-2

103-11-7

Formula
(MW)

CH2=CHCOOCH3

CH2=CHCOOCH2CH3

CH2=CHCOO(CH2)3CH3

CH2=CHCOOC8H17

Mole Weight

86.09

100.12

128.17

184.28

Specific Gravity

0.9567

0.923

0.9015

0.887

Viscosity cP (20 C)

0.49

0.6

0.9

1.7

Boiling Point C
at 760 mm Hg

79.6

100

147

216 C
(Decomposes)

Melting Point C

< -75

-72

-64

-90

Solubility in water

slightly soluble
30 - 60 (g/l)

slightly soluble
(15 g/l)

Slightly soluble
(2-7 g/l)

negligible

 

Methyl methacrylate (MMA) is ester of the unsaturated C4 carboxylic acid. The term of metha indicates an additional methyl group attached to the alpha carbon of acrylic acid. Methyl methacrylate is a flammable, colorless liquid; melting at -48 C, boiling at 101 C, soluble in the most organic solvents but insoluble in water. It is prepared by the esterification of methacrylamide sulfate with methanol. (The reaction of acetone and hydrogen cyanide forms acetone cyanohydrin, which is further treated with sulfuric acid to produce methacrylamide sulfate). Ammonium bisulfate is a byproduct. MMA is produced commercially also from C4 route ( isobutylene and tert-butyl alcohol) through two oxidation process.  This process don't need  sulphuric acid and no acidic by-products. MMA is the monomer to make polymethyl methacrylate (PMMA) used as a shatterproof replacement for glass. It is a key ingredient in the production of cast and extruded acrylic sheet, acrylic emulsions, molding powders and extrusion resins. Polymers and copolymers of methyl methacrylate are also used in undissolved surface coatings, adhesives, sealants, impact modifiers, emulsion polymers, surgical bone cements, packaging applications, vinyl siding and other construction materials.

Acrylics including (meth)acrylic acids, acrylic esters, and acrylic compounds containing reactive halogens, nitrile and amide groups are versatile monomers forming any class of hard, soft, resilient and transparent synthetic plastics or resins and viscous oils by varying the starting materials and the polymerization processes. The monomers can be either homopolymerized or be copolymerized with other type monomers capable of being polymerized. The resultant homopolymers can provide abundance hydrophilic property groups. Copolymers may be either hydrophilic or hydrophobic. Sodium acrylate is copolymerized with acrylamide to make an anionic copolymer used as a flocculant in water treatment. Acrylic esters copolymers with minor amounts of another functional monomer containing a reactive halogen or ethylenically unsaturated ester can form inter-linked polymer chains that display good heat and oil resistance. Homopolymers and copolymers have a variety of industrial applications including;

  • Plastics
  • Textiles
  • Thickening Agents
  • Dispersing Agents
  • Surfactants
  • Chelating Agents
  • Adhesives
  • Water-based coatings
  • Water Treatment
Methacryloyl chloride is a flammable, corrosive, clear liquid;  boiling point 95 C. This substance is a reactive monomer which hydrolyzes in contact with water and polymerizes gradually at room temperature. Stabilised methacryloyl chloride wirh 2,6-di-tert-butyl-4-methylphenol is safe under normal conditions. The majority amount of acryloyl chloride consumption is  linked to the preparation of methacrylate monomers  and to as a monomer to produce heat and hydrocarbon resistant co-polymers. An example of end product is contact lenses. The reactivity of the molecule's double bond and reactive chloride also yield wide range of applications as a chemical intermediate.
SALES SPECIFICATION

APPEARANCE

clear to amber liquid

ASSAY

99.0% min

ANHYDRIDE

0.5% max

FREE ACID

0.5% max

INHIBITOR

optional

TRANSPORTATION

PACKING 200kgs in drum
HAZARD CLASS 6.1 (Packing Group: I)
UN NO. 3338
OTHER INFORMATION
Hazard Symbols: F T+, Risk Phrases: 11-22-26-34-43, Safety Phrases: 16-26-28-29-33-36/37/39-45