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tert-Butyl hydroperoxide → Prop-2-enenitrile--ethenylbenzene (1/1)

HRID 332715
Notes
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Reaction equation

HRID 332715 reaction equation
C(S([O-])=O)O.[Na+].[C:7](#[N:10])[CH:8]=[CH2:9].[CH2:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(OO)(C)(C)C.C(N(CC(O)=O)CC(O)=O)CN(CC([O-])=O)CC([O-])=O.[Na+].[Na+]>O>[CH2:9]=[CH:8][C:7]#[N:10].[CH2:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 5

HCID 6410tert-Butyl hydroperoxide2×HCID 7501Styrene2×HCID 7855Acrylonitrile2×HCID 13020083Ethylenediaminetetraacetic acid disodium saltHCID 23689980Sodium Formaldehyde Sulfoxylate2×

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

After the solution temperature inside the reactor vessel decreased to 60° C., an aqueous solution having 0.4 parts of rongalit dissolved in 10 parts of distilled water was added. Next, a mixed solution including 11.1 parts of acrylonitrile, 33.2 parts of styrene, and 0.2 parts of tertiary butyl hydroperoxide was added dropwise over about 1 hour to effect polymerization. After the dropwise addition, the solution was allowed to stand for 1 hour, and then was added with an aqueous solution having 0.0002 parts of ferrous sulfate, 0.0006 parts of disodium ethylenediaminetetraacetate, and 0.25 parts of rongalit dissolved in 10 parts of distilled water. Next, a mixed solution including 7.4 parts of acrylonitrile, 22.2 parts of styrene, and 0.1 part of tertiary butyl hydroperoxide was added dropwise over about 40 minutes to effect polymerization. After the dropwise addition, the solution was allowed to stand for 1 hour, and then was cooled down, thereby yielding a graft copolymer latex in which an acrylonitrile-styrene copolymer was grafted to the composite rubber consisting of polyorganosiloxane and the butyl acrylate rubber.

Workup

  1. customdecreased to 60° C.
  2. additionwas added
  3. additionwas added dropwise over about 1 hour
  4. custompolymerization
  5. additionAfter the dropwise addition
  6. additionwas added with an aqueous solution
  7. additionwas added dropwise over about 40 minutes
  8. custompolymerization
  9. additionAfter the dropwise addition
  10. waitto stand for 1 hour
  11. temperaturewas cooled down

Sources & evidence

ORD record
ord-0ebbfc0d3fc5435095430ceb43cac243
Source dataset
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08877854B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes