Methyl methacrylate

CAS number:80-62-6

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• Molecular Formula:

  C5H8O2 / CH2C(CH3)COOCH3

• Molecular Weight:

  100.12 g/mol

• Brief Introduction:

  Methyl methacrylate (MMA) is a clear, colorless liquid that serves as a key monomer in the production of plastics and resins. It is slightly soluble in water, heavier than air, and its vapors can irritate the eyes and respiratory system. The chemical is highly reactive, requiring inhibitors like hydroquinone to prevent polymerization during transport or storage, as exothermic polymerization can occur if MMA is heated or exposed to strong acids or bases, potentially causing container rupture. MMA is primarily used to manufacture polymethyl methacrylate (PMMA), a versatile plastic used in industries such as transportation, aviation, and healthcare. However, the polymerization of MMA is associated with significant safety hazards, including thermal runaway, particularly in bulk polymerization processes. The presence and concentration of initiators such as AIBN or BPO can influence the reaction's thermal behavior, and improper handling can lead to dangerous accidents. Additionally, MMA exposure can cause skin, eye, and respiratory irritation, and chronic exposure may lead to neurological effects and allergic responses.

• Properities:

  Boiling Point	~101°C [2]
  Physical State	Liquid [3,4]
  Solubility in Water	Slightly soluble [4]
  Reactivity	Undergoes free radical polymerization [3,4]
  Monomer Conversion	Used in copolymerization with DMAEMA [3]
  Polymerization Temperature	70 °C [3]
  Polydispersity Index (PDI)	1.65–1.93 [3]
  Thermal Decomposition Temperature	>350°C (poly-MMA form) [2]
  Surface Temperature During Pyrolysis	550–675 K (~277–402°C), dependent on heat flux 25–75kW/m² [1]
  Mass Yield from PMMA Pyrolysis	86.4–89.4% ± 1.5% [1]
  Polymerization Initiation Conditions	Requires high [LiTFSI] (>6M) or 0.4M with fluoroethylene carbonate (FEC) [2]
  Polymerization Mechanism	Anionic polymerization initiated by LiTFSI with FEC as a dissociation enhancer [2]
  Polymer Electrolyte Ionic Conductivity	1.19 × 10⁻³S/cm at room temperature (MLTF40) [2]
  Electrochemical Stability Window	Up to 5V vs Li⁺/Li [2]
  Li⁺ Transference Number	0.74 [2]
  FTIR Spectral Peaks (MMA)	C=C peaks at 1635 and 814cm⁻¹; disappear after polymerization [2]
  13C NMR Peaks (Poly-MMA)	176.23, 177.15 (C=O); 53.92, 44.86, 44.31, 43.93 (methyl carbons in polymer) [2]
  GC-MS Detection Parameters (MMA)	Ion mode: 70 eV; quantifier ion: 69.1m/z; qualifiers: 99.0, 100.0m/z [1]
  Limit of Detection (LOD)	11.5ng on sorbent tube [1]
  Limit of Quantification (LOQ)	39.2ng on sorbent tube [1]
  Analytical Recovery	96.3% ± 7.1% [1]
  Storage Stability	<2% change when stored at −22°C within 24 hours post-sampling [1]

• References:

  [1]: Application of sorbent tube sampling coupled with GC-MS for quantification of methyl methacrylate monomer yields from pyrolysis of poly(methyl methacrylate) (Elsevier, Journal of Analytical and Applied Pyrolysis)

  [2]: Lithium Salt Combining Fluoroethylene Carbonate Initiates Methyl Methacrylate Polymerization Enabling Dendrite‐Free Solid‐State Lithium Metal Battery (Wiley, Energy & Environmental Materials)

  [3]: Antibacterial Amphiphilic Copolymers of Dimethylamino Ethyl Methacrylate and Methyl Methacrylate to Control Biofilm Adhesion for Antifouling Applications (Polymers 2021, 13, 216)

  [4]: Polymer powerhouse: Methyl methacrylate – A breakthrough blend for superior adhesion to gingiva (Dental Materials 2024, 40, 2101–2113)

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