Methanol → 1H-Pyrrole-2,5-dione, 1-phenyl-, polymer with ethenylbenzene

HRID 257550

Reaction equation

HRID 257550 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]1([N:15]2[C:19](=[O:20])[CH:18]=[CH:17][C:16]2=[O:21])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.CO>C1(C)C=CC=CC=1.C[O-].C[O-].C[O-].C[Ti](C)(C)(C)(C)C1C=CC=C1>[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]1([N:15]2[C:19](=[O:20])[CH:18]=[CH:17][C:16]2=[O:21])[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 7501StyreneHCID 13662N-Phenylmaleimide

Product 1

HCID 2459011H-Pyrrole-2,5-dione, 1-phenyl-, polymer with ethenylbenzene

Reagents, catalysts & solvents 2

HCID 178501834HCID 178501834, compoundCatalystHCID 1140TolueneSolvent

Conditions

Temperature
30 °C

Procedure

In a 0.5-liter reactor equipped with a stirrer were placed 100 ml of styrene and 6.0 mmol as aluminum atom of methylaluminoxane obtained in the above Example 1 (1), and the resultant was stirred at the polymerization temperature of 30° C. for 30 minutes. Subsequently, 0.03 mmol as titanium atom of pentamethylcyclopentadienyltitanium trimethoxide was added. At the same time, 100 g of N-phenylmaleimide was dissolved in 300 ml of toluene, and after sufficiently replaced with nitrogen, this solution was added and polymerization was carried out at 40° C. for 5 hours with stirring. After the reaction was over, methanol was poured to stop the reaction. Further, a mixture of methanolhydrochloric acid was added to decompose the catalyst components. Then, washing with methanol was repeated three times. The yield of thus obtained styrene-N-phenylmaleimide copolymer was 51.5 g. Intrinsic viscosity measured in 1,2,4-trichlorobenzene at 135° C. was 0.66 dl/g.

Workup

  1. customIn a 0.5-liter reactor equipped with a stirrer
  2. additionthis solution was added
  3. custompolymerization
  4. waitwas carried out at 40° C. for 5 hours
  5. stirringwith stirring
  6. additionwas poured
  7. customthe reaction
  8. additionFurther, a mixture of methanolhydrochloric acid
  9. additionwas added
  10. washThen, washing with methanol
  11. custommeasured in 1,2,4-trichlorobenzene at 135° C.

Sources & evidence

ORD record
ord-4da5cffd3e074836bcebe6e2db5d04e6
Source dataset
uspto-grants-1993_11
Patent number
US05262504

Linked notes

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