Methyl Methacrylate → HCID 86737460, compound

HRID 1390090Notes

Reaction equation

HRID 1390090 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[C:8]([O:13][CH3:14])(=[O:12])[C:9]([CH3:11])=[CH2:10].[C:15]([O:19][CH2:20][CH2:21][CH2:22][CH3:23])(=[O:18])[CH:16]=[CH2:17].[CH2:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C1(C)C=CC=CC=1.O.C1(C)C=CC=CC=1>[C:8]([O:13][CH3:14])(=[O:12])[C:9]([CH3:11])=[CH2:10].[C:15]([O:19][CH2:20][CH2:21][CH2:22][CH3:23])(=[O:18])[CH:16]=[CH2:17].[CH2:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[C:4]1(=[O:5])[O:6][C:1](=[O:7])[CH:2]=[CH:3]1

Participants

8

Reactant 5

HCID 6658Methyl MethacrylateHCID 7187Benzoyl Peroxide2×HCID 7501StyreneHCID 7923Maleic AnhydrideHCID 8846Butyl Acrylate

Product 1

HCID 86737460HCID 86737460, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent3×HCID 22272177Toluene waterSolvent

Procedure

To a three-liter, four-necked flask equipped with a one-liter addition funnel, thermometer, stirrer and reflux condenser is added 610 grams toluene. The contents are heated to reflux and maintained under a nitrogen blanket while a monomer mix of 112.5 grams maleic anhydride, 262.5 grams methyl methacrylate, 240 grams butyl acrylate, 135 grams styrene and 28.0 grams benzoyl peroxide are fed at a uniform rate over a three-hour period to the refluxing toluene. The contents are held for 15 minutes, a sample is taken, and a chaser catalyst of 140 grams toluene a 3.75 grams benzoyl peroxide is added over 30 minutes. Reflux is maintained for an additional 30 minutes, the flask is then equipped with a Dean-Stark trap and 20.6 grams of toluene-water removed after a 45-minute reflux. The final product has a solids content of 51.7% (104.2% conversion); a viscosity of 890 cps; anhydride 0.698 meq/g. and anhydride plus acid (using tetra-n-butyl ammonium hydroxide) 0.705 meq/g.; Mn 4,000; Mw 14,500.

Workup

  1. customTo a three-liter, four-necked flask equipped with a one-liter addition funnel
  2. temperaturethermometer, stirrer and reflux condenser
  3. temperatureThe contents are heated
  4. temperatureto reflux
  5. temperaturemaintained under a nitrogen blanket while a monomer
  6. temperatureReflux
  7. temperatureis maintained for an additional 30 minutes
  8. customremoved after a 45-minute
  9. temperaturereflux

Sources & evidence

ORD record
ord-bb9d9519cac6480ca646e8d4a9ef1e6e
Source dataset
uspto-grants-1981_01
Patent number
US04247671

Reaction notes

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