Methyl Methacrylate → HCID 19860278, compound

HRID 968883Notes

Reaction equation

HRID 968883 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])(=[O:4])[CH:2]=[CH2:3].[C:10]([O:15][CH3:16])(=[O:14])[C:11]([CH3:13])=[CH2:12].[C:17]([O:22][CH2:23][CH:24]1[O:26][CH2:25]1)(=[O:21])[C:18]([CH3:20])=[CH2:19].C(OOC(C)(C)C)(C)(C)C>>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])(=[O:4])[CH:2]=[CH2:3].[C:10]([O:15][CH3:16])(=[O:14])[C:11]([CH3:13])=[CH2:12].[C:17]([O:22][CH2:23][CH:24]1[O:26][CH2:25]1)(=[O:21])[C:18]([CH3:20])=[CH2:19]

Participants

5

Reactant 4

HCID 6658Methyl MethacrylateHCID 7837Glycidyl methacrylateHCID 8033Di-tert-butyl peroxide2×HCID 8846Butyl Acrylate

Product 1

HCID 19860278HCID 19860278, compound

Conditions

Temperature
200 °C

Procedure

A liquid rubber suitable for preparing single phase uncured LR/thermoset liquid resin compositions in accordance with the present invention was prepared by batch free radical polymerization in a CFSTR as follows. A monomer mixture was prepared from n-butyl acrylate (“BA”), methyl methacrylate (“MMA”), and glycidyl methacrylate (“GMA”) in a weight ratio of 90:5:5. Di-tertiary butyl peroxide (“DTBP”, 4 weight percent based on the total weight of the monomer) was added and this mixture was fed into a glass vessel. The mixture was purged with an inert gas such as nitrogen, then degassed and stored under a nitrogen blanket. The solvent/chain transfer agent (toluene, 20 weight percent based on the total weight of monomer charged) was charged to the reactor, which was set at an external pressure, via the grove valve, of 125 psi. The reactor (solvent) was then heated to a constant temperature of 200° C. Within a few seconds of the temperature becoming stable, the monomer mixture was introduced into the reactor through a high capacity pump within a six minutes (flow rate=30 grams/minute) and the entire mixture was agitated at 300 rpm. The mixture was then pumped through a series of filters into a 600 mL-BSTR in which the monomers were copolymerized over about 40 to 60 minutes, resulting in a 92-95 weight percent monomer conversion. The residual monomer and solvent was removed by vacuum devolatilization to yield the finished product, p(BA/MMA/GMA) having a weight ratio of 90/5/5. The devolatilization can also be carried out by passage through a static mixer (18 inches long, 1 inch diameter), under low pressure.

Workup

  1. customA liquid rubber suitable for preparing single phase uncured LR/thermoset liquid resin compositions in accordance with the present invention
  2. customwas prepared by batch free radical polymerization in a CFSTR
  3. additionwas added
  4. customthis mixture was fed into a glass vessel
  5. customThe mixture was purged with an inert gas such as nitrogen
  6. customdegassed
  7. additioncharged)
  8. additionwas charged to the reactor, which
  9. waitWithin a few seconds of the temperature becoming stable
  10. additionthe monomer mixture was introduced into the reactor through a high capacity
  11. customcopolymerized over about 40 to 60 minutes
  12. customresulting in a 92-95 weight percent monomer conversion
  13. customThe residual monomer and solvent was removed by vacuum devolatilization

Sources & evidence

ORD record
ord-9cbeb585514d4007af7392bd58e62a71
Source dataset
uspto-grants-2007_12
Patent number
US07304114B2

Reaction notes

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