Benzoyl Peroxide → Prop-2-enenitrile--ethenylbenzene (1/1)

HRID 1980195Notes

Reaction equation

HRID 1980195 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.ClC(Cl)(Cl)C(F)(F)F.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C1C(C(OOC(C)(C)C)=O)=CC=CC=1.C(#[N:52])C=C.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].[N+]([O-])([O-])=O.[Na+].C(C1C=CC=CC=1C=C)=C>O>[CH2:1]=[CH:2][C:3]#[N:52].[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

10

Reactant 8

HCID 7187Benzoyl PeroxideHCID 7501StyreneHCID 7855AcrylonitrileHCID 96351,1,1-Trichloro-2,2,2-trifluoroethaneHCID 11966tert-Butyl peroxybenzoateHCID 24268Sodium NitrateHCID 25408Sodium DichromateHCID 666661,2-Diethenylbenzene

Product 1

HCID 62696Prop-2-enenitrile--ethenylbenzene (1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
82 °C

Procedure

A styrene-acrylonitrile copolymer was prepared by suspension polymerization using a one gallon agitated, jacketed reactor. In the preparation of sample 42 the following reactor charge was employed: 780 grams of styrene, 280.8 grams of trichlorotrifluoroethane, commercially available under the trade designation Freon 113, 2.89 grams of benzoyl peroxide, 2.29 grams of tertiary butyl perbenzoate and 195 grams of acrylonitrile. The reactor was closed and agitated for 15 minutes at 250 revolutions per minute. Agitation was stopped and the following materials added: 1250 grams of water, 4.1 grams of carboxy methyl cellulose, 0.55 grams of sodium dichromate and 80 mg of sodium nitrate. The contents of the vessel were heated to 82° C. for 8.3 hours, subsequently heated to 120° C. for a period of 2 hours and the contents cooled and the polymer recovered. The reactor was agitated at 105 revolutions per minute for the first 3 hours and subsequently at 180 revolutions per minute. Sample 43 was prepared employing similar proportions to that of sample 42 but 0.04 weight percent of 72 weight percent active divinyl benzene was added to the monomer mixture.

Workup

  1. customIn the preparation of sample 42 the following reactor
  2. additioncharge
  3. customThe reactor was closed
  4. stirringagitated for 15 minutes at 250 revolutions per minute
  5. additionthe following materials added
  6. temperaturesubsequently heated to 120° C. for a period of 2 hours
  7. temperaturethe contents cooled
  8. customthe polymer recovered
  9. stirringThe reactor was agitated at 105 revolutions per minute for the first 3 hours and subsequently at 180 revolutions per minute
  10. customSample 43 was prepared
  11. additionwas added to the monomer mixture

Sources & evidence

ORD record
ord-f45a77f75d6f4471b7862c4d6f248533
Source dataset
uspto-grants-1984_11
Patent number
US04485193

Reaction notes

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