Acrylic Acid → Butyl prop-2-enoate;prop-2-enoic acid;styrene

HRID 2095968Notes

Reaction equation

HRID 2095968 reaction equation
CCCCCCCN1C(C)=CS/C/1=C/C1SC=C(C)[N+]=1CCCCCCC.[I-].[CH2:29]=[CH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.[C:37]([O:41][CH2:42][CH2:43][CH2:44][CH3:45])(=[O:40])[CH:38]=[CH2:39].[C:46]([OH:50])(=[O:49])[CH:47]=[CH2:48].S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+]>O>[CH2:29]=[CH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.[C:37]([O:41][CH2:42][CH2:43][CH2:44][CH3:45])(=[O:40])[CH:38]=[CH2:39].[C:46]([OH:50])(=[O:49])[CH:47]=[CH2:48]

Participants

7

Reactant 5

HCID 6581Acrylic Acid2×HCID 7501Styrene2×HCID 8846Butyl Acrylate2×HCID 62648Ammonium Persulfate2×HCID 6444337Pionin

Product 1

HCID 168391Butyl prop-2-enoate;prop-2-enoic acid;styrene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
70 °C

Procedure

8.1 g of an emulsifier (trade name: PIONIN A-43S, manufactured by Takemoto Oil and Fat Co) and 236.0 g of distilled water were charged to a one liter three-necked flask equipped with a stirrer and a tubular reflux cooler and stirred under a nitrogen gas stream with heating at 70° C. 6.2 g of styrene, 3.5 g of n-butyl acrylate, 0.3 g of acrylic acid, 1.0 g of ammonium persulfate, and 40 g of distilled water were added and, after stirring for 30 min, a monomer solution comprising 117.8 g of styrene, 66.5 g of n-butyl acrylate, and 5.7 g of acrylic acid was dropped at an equal speed such that dropping was completed in 2 hours. After the completion of dropping, an aqueous solution comprising 0.5 g of ammonium persulfate and 20 g of distilled water was added and, after stirring at 70° C. for 4 hours, temperature was elevated to 85° C. and stirring was continued for further 2 hours. By cooling and filtering the reaction solution, an aqueous solution of styrene/butyl acrylate/acrylic acid (=62/35/3) copolymer BH-1 was obtained.

Workup

  1. customequipped with a stirrer
  2. stirringafter stirring for 30 min
  3. additionwas dropped at an equal speed such
  4. additionwas added
  5. stirringafter stirring at 70° C. for 4 hours
  6. customwas elevated to 85° C.
  7. stirringstirring
  8. waitwas continued for further 2 hours
  9. temperatureBy cooling
  10. filtrationfiltering the reaction solution

Sources & evidence

ORD record
ord-b8d0bd56bdbd4f1e994c61bb6055c438
Source dataset
uspto-grants-2013_05
Patent number
US08449100B2

Reaction notes

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