Methacrylic Acid → 5-Phenyl-2,4-pentadienoic acid

HRID 576443Notes

Reaction equation

HRID 576443 reaction equation
S([O-])([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]C)(=O)=O.[Na+].S(OOS([O-])(=O)=O)([O-])(=O)=[O:20].[K+].[K+].C(N)(=O)C=C.C(OC)(=O)C(C)=C.C(OCCCC)(=O)C=C.C(O)(=O)C(C)=C.C(OCCOCCOCCOC(=O)C=C)(=O)C=C.[OH-].[Na+]>O>[CH:8]([CH:7]=[CH:6][C:5]([OH:4])=[O:20])=[CH:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

10

Reactant 8

HCID 4093Methacrylic AcidHCID 6579AcrylamideHCID 6658Methyl MethacrylateHCID 8846Butyl AcrylateHCID 14798Sodium HydroxideHCID 24412Potassium PersulfateHCID 62414Light Acrylate 3EG-AHCID 3423265Sodium Lauryl Sulfate2×

Product 1

HCID 737775-Phenyl-2,4-pentadienoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
75 °C

Procedure

A typical process for obtaining the resin emulsion (styrene-acrylic acid) is as follows. A reactor having a stirrer, a reflux condenser, a dripping device, and a thermometer is loaded with 800 g of ion-exchanged water and 1 g of sodium lauryl sulfate, and the reactor is heated to 75° C. under stirring while nitrogen is introduced. Six (6) grams of potassium persulfate, a polymerization initiator, is added and dissolved with the internal temperature maintained at 75° C. An emulsion is prepared beforehand by combining 450 g of ion-exchanged water and 2 g of sodium lauryl sulfate with 20 g of acrylamide, 600 g of methyl methacrylate, 215 g of butyl acrylate, 30 g of methacrylic acid, and 5 g of triethylene glycol diacrylate under stirring, and this emulsion is continuously added dropwise to the reaction solution over 5 hours. The obtained mixture is incubated for 3 hours. After the resulting aqueous emulsion has cooled to room temperature, ion-exchanged water and sodium hydroxide solution are added until the solid content is 30% by mass and the pH is 8. The resin emulsion (styrene-acrylic acid) is obtained in this way.

Workup

  1. customA reactor having
  2. additionis introduced
  3. dissolutiondissolved with the internal temperature
  4. temperaturemaintained at 75° C
  5. customAn emulsion is prepared
  6. stirringunder stirring
  7. additionthis emulsion is continuously added dropwise to the reaction solution over 5 hours
  8. temperatureAfter the resulting aqueous emulsion has cooled to room temperature

Sources & evidence

ORD record
ord-f1244b58e151449ebc7ae16ad2c7e026
Source dataset
uspto-grants-2015_05
Patent number
US09039135B2

Reaction notes

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