Styrene → Butyl prop-2-enoate;styrene

HRID 1478943Notes

Reaction equation

HRID 1478943 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])(=[O:12])[CH:10]=[CH2:11].C(S)CCCCCCCCCCC>O>[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])(=[O:12])[CH:10]=[CH2:11]

Participants

5

Reactant 3

HCID 7501StyreneHCID 81951-DodecanethiolHCID 8846Butyl Acrylate

Product 1

HCID 168422Butyl prop-2-enoate;styrene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Separately, the monomer emulsion was prepared in the following manner. 323 g of styrene, 83 g of butyl acrylate and 12.21 g of β-CEA, 2.85 g of 1-dodecanethiol, 1.42 g of ADOD, 8.04 g of Dowfax® 2A1 an anionic surfactant by The Dow Chemical Company, and 193 g of deionized water were mixed to form an emulsion. 1% of the above emulsion was then slowly fed into the reactor containing the aqueous surfactant phase at 80° C. to form the “seeds” while being purged with nitrogen. The initiator solution was then slowly charged into the reactor and after 10 minutes the rest of the emulsion was continuously fed in using a metering pump at a rate of 0.5 g/min. After 100 minutes, half of the monomer emulsion was been added to the reactor. At this time, 3.42 g of 1-dodecanethiol was stirred into the monomer emulsion, and the emulsion was continuously fed in at a rate of 0.5 g/min. Also, at this time, the reactor stirrer was increased to 350 RPM. Once all the monomer emulsion was charged into the main reactor, the temperature was held at 80° C. for an additional 2 hours to complete the reaction. Full cooling was then applied and the reactor temperature was reduced to 35° C. The product was collected into a holding tank. The particle size was calculated to be 180 nanometers. After drying the latex, the molecular properties were Mw=37,500 Mn=10,900 and the onset Tg was 55.0° C.

Workup

  1. customSeparately, the monomer emulsion was prepared in the following manner
  2. customto form an emulsion
  3. additioncontaining the aqueous surfactant phase at 80° C.
  4. customto form the “seeds”
  5. customwhile being purged with nitrogen
  6. additionThe initiator solution was then slowly charged into the reactor and after 10 minutes the rest of the emulsion
  7. additionhalf of the monomer emulsion was been added to the reactor
  8. temperatureAlso, at this time, the reactor stirrer was increased to 350 RPM
  9. additionOnce all the monomer emulsion was charged into the main reactor
  10. waitthe temperature was held at 80° C. for an additional 2 hours
  11. customthe reaction
  12. temperatureFull cooling
  13. customwas reduced to 35° C
  14. customThe product was collected into a holding tank
  15. customAfter drying the latex, the molecular properties

Sources & evidence

ORD record
ord-66317e3b5c2e449d909c642bc0e96042
Source dataset
uspto-grants-2016_08
Patent number
US09404001B2

Reaction notes

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