Methyl Methacrylate → HCID 19860278, compound

HRID 1433112Notes

Reaction equation

HRID 1433112 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>C1(C)C(C)=CC=CC=1>[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

6

Reactant 4

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

Product 1

HCID 19860278HCID 19860278, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A Liquid Rubber was prepared by free radical polymerization in a continuous flow stirred tank reactor (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) and a solvent/chain transfer agent (xylene, 20 weight percent based on the total weight of monomer charged) was added to the mixture in a glass vessel. The mixture was purged with an inert gas, nitrogen, then degassed and stored under a nitrogen blanket. The reactor was set at an external pressure, via the grove valve, of 125 psi and a constant temperature of 200° C. Within a few seconds of the temperature becoming stable, the monomer mixture was introduced continuously into the reactor through a high capacity pump (flow rate=60 grams/minute). The entire mixture was agitated at 300 rpm. The mixture was polymerized within 10 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.

Workup

  1. customA Liquid Rubber was prepared by free radical polymerization in a continuous flow
  2. additioncharged)
  3. additionwas added to the mixture in a glass vessel
  4. customThe mixture was purged with an inert gas, nitrogen
  5. customdegassed
  6. customa constant temperature of 200° C
  7. waitWithin a few seconds of the temperature becoming stable
  8. additionthe monomer mixture was introduced continuously into the reactor through a high capacity
  9. stirringThe entire mixture was agitated at 300 rpm
  10. customThe mixture was polymerized within 10 minutes
  11. customresulting in a 92-95 weight percent monomer conversion
  12. customThe residual monomer and solvent was removed by vacuum devolatilization

Sources & evidence

ORD record
ord-2ccf51e79f1343c3ba6173f647e8e674
Source dataset
uspto-grants-2009_11
Patent number
US07612145B2

Reaction notes

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