Acrylonitrile → Acrylonitrile/butadiene methyl ethenyl benzene

HRID 47146

Reaction equation

HRID 47146 reaction equation
[C:1]([O-])(=O)[CH2:2][CH2:3][CH2:4]CCCCC[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[Na+].C(=O)(O)[O-].[Na+].[OH-].[Na+].S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].[C:41](#[N:44])[CH:42]=[CH2:43].CC(C(C(C(S)(C)C)(C)C)(C)C)C.CC1C(=O)NC(=O)N(/C=C/C=O)C=1.CCCCCCCCCCCCCCCCCCOC(CCC1C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=1)=O>O>[C:41](#[N:44])[CH:42]=[CH2:43].[CH2:1]=[CH:2][CH:3]=[CH2:4].[CH3:18][C:17]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH:11]=[CH2:10]

Participants

9

Reactant 7

HCID 7855AcrylonitrileHCID 14798Sodium HydroxideHCID 24412Potassium PersulfateHCID 32793Tert-dodecanethiolHCID 516892Sodium BicarbonateHCID 2724691Sodium StearateHCID 131711658TNPP Irganox 1076

Product 1

HCID 86736708Acrylonitrile/butadiene methyl ethenyl benzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

Into a clean, dry, nitrogen-purged, three liter, four neck, round bottom flask was charged 272.7 g of polybutadiene latex (Polysar PL-662) (55% polybutadiene). The flask was fitted with a stirrer, thermometer, reflux condenser and 1000 ml addition funnel. A solution was prepared by mixing 12.0 g sodium stearate, 0.9 g sodium bicarbonate, 1.5 g sodium hydroxide, 3.0 g potassium persulfate and 1322 g deionized water. The mixture was heated to 60° C. while stirring until a clear, homogeneous solution was obtained. This solution was then charged into the reaction flask to dilute the stirred polybutadiene latex. A solution containing 435.6 g of the mixture of Example 1, 164.4 g acrylonitrile and 2.7 g tert-dodecyl mercaptan was prepared and placed in the addition funnel. With stirring and the charge temperature controlled at 60° C., monomer addition was started and maintained at 0.5%/min. After all the monomer had been added, polymerization was allowed to proceed for one additional hour. The latex was sampled to determine conversion by measuring total solids content. Antioxidant was added to the latex in the form of 42 g of an 18% emulsion containing 2/1--TNPP/Irganox 1076.

Workup

  1. customInto a clean, dry
  2. customnitrogen-purged
  3. additionthree liter, four neck, round bottom flask was charged 272.7 g of polybutadiene latex (Polysar PL-662) (55% polybutadiene)
  4. customThe flask was fitted with a stirrer
  5. temperaturethermometer, reflux
  6. additioncondenser and 1000 ml addition funnel
  7. customA solution was prepared
  8. customwas obtained
  9. additionThis solution was then charged into the reaction flask
  10. customwas prepared
  11. stirringWith stirring
  12. customcontrolled at 60° C.
  13. additionmonomer addition
  14. temperaturemaintained at 0.5%/min
  15. additionAfter all the monomer had been added
  16. custompolymerization
  17. aliquotThe latex was sampled
  18. additionAntioxidant was added to the latex in the form of 42 g of an 18% emulsion
  19. additioncontaining 2/1

Sources & evidence

ORD record
ord-c7fdaf5d8aa948d0843521d00fdf498b
Source dataset
uspto-grants-1979_11
Patent number
US04176144

Linked notes

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