Methyl Methacrylate → N,2-Dimethylprop-2-enimidic acid--methyl 2-methylprop-2-enoate (1/1)

HRID 1110092Notes

Reaction equation

HRID 1110092 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH3:8][NH:9][C:10](=[O:14])[C:11]([CH3:13])=[CH2:12].C(S)CCCCCCCCCCC>C(Cl)(Cl)Cl>[CH3:8][NH:9][C:10](=[O:14])[C:11]([CH3:13])=[CH2:12].[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

5

Reactant 3

HCID 6658Methyl MethacrylateHCID 81951-DodecanethiolHCID 77495N-Methylmethacrylamide

Product 1

HCID 44154058N,2-Dimethylprop-2-enimidic acid--methyl 2-methylprop-2-enoate (1/1)

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Methyl methacrylate (MMA) and N-methyl-methacrylamide (MMam), as well as 0.3 percent, by weight of the addition, of dodecyl mercaptan as a chain transfer agent, were introduced continuously into a stirred vessel together with tert.-butyl peroctoate (TBP) as an initiator in the proportions given in Table 1 for Example A1, A2, and A3. Polymerization took place at a temperature of 150° C. At a dwell time of 48-50 minutes, a conversion of 40-50 percent was reached. A stream of material corresponding to that added to the vessel was continuously removed from the stirred reactor and introduced into a degasification extruder where, at a pressure of 20 mbar and a temperature of 230° C., the unreacted monomers were separated. The composition and the reduced viscosity of the polymers obtained are given in Table 1. The difference from 100 percent of the polymer composition pertains to methacryl-N-methylimide units. The reduced viscosity was determined in chloroform solution.

Workup

  1. customPolymerization
  2. customat a temperature of 150° C
  3. customAt a dwell time of 48-50 minutes
  4. additionA stream of material corresponding to that added to the vessel
  5. customwas continuously removed from the stirred reactor
  6. additionintroduced into a degasification extruder where, at a pressure of 20 mbar
  7. customa temperature of 230° C., the unreacted monomers were separated
  8. customThe composition and the reduced viscosity of the polymers obtained

Sources & evidence

ORD record
ord-efec0717cf994d2ebabfe1ede51d1a71
Source dataset
uspto-grants-1994_06
Patent number
US05324793

Reaction notes

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