Acrylic Acid → HCID 86651404, compound

HRID 1943509Notes

Reaction equation

HRID 1943509 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:8]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:11])[CH:9]=[CH2:10].[C:20]([O:24][CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)(=[O:23])[CH:21]=[CH2:22].[C:34]([OH:38])(=[O:37])[CH:35]=[CH2:36].N(C(C)(C)C(OC)=O)=NC(C)(C)C(OC)=O>C(C(C)=O)C.C(O)(C)C>[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:8]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:11])[CH:9]=[CH2:10].[C:20]([O:24][CH2:25][CH2:26][O:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)(=[O:23])[CH:21]=[CH2:22].[C:34]([OH:38])(=[O:37])[CH:35]=[CH2:36]

Participants

8

Reactant 5

HCID 6581Acrylic AcidHCID 6658Methyl MethacrylateHCID 39485Phenoxyethyl acrylateHCID 75617Benzyl acrylateHCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)3×

Product 1

HCID 86651404HCID 86651404, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6569Methyl Ethyl KetoneSolvent3×

Conditions

Temperature
75 °C

Procedure

360.0 g of methyl ethyl ketone was placed in a 2 L three-necked flask equipped with a stirrer, a thermometer, a reflux condenser, and a nitrogen gas introduction tube, and was heated to 75° C. Thereafter, while the temperature inside the flask was maintained at 75° C., a mixture solution of 252.0 g of methyl methacrylate, 54.0 g of benzyl acrylate, 36.0 g of phenoxyethyl acrylate, 18.0 g of acrylic acid, 72 g of methyl ethyl ketone, and 1.44 g of V-601 (trade name, manufactured by Wako Pure Chemical Industries Ltd.) was added dropwise into the flask at a constant rate such that the dropwise addition was completed in 2 hours. After the dropwise addition was completed, a solution of 0.72 g of V-601 in 36.0 g of methyl ethyl ketone was added into the flask, stirred at 75° C. for 2 hours, and a solution of 0.72 g of V-601 in 36.0 g of isopropanol was further added, and the contents of the flask were stirred at 75° C. for 2 hours. Then, the temperature inside the flask was increased to 85° C., and stirring was continued for another 2 hours. As a result, a resin solution of a copolymer of methyl methacrylate/benzyl acrylate/phenoxyethyl acrylate/acrylic acid (in a ratio of 70/15/10/5 by mass) was obtained.

Workup

  1. customequipped with a stirrer
  2. temperatureThereafter, while the temperature inside the flask was maintained at 75° C.
  3. additionAfter the dropwise addition
  4. stirringthe contents of the flask were stirred at 75° C. for 2 hours
  5. temperatureThen, the temperature inside the flask was increased to 85° C.
  6. stirringstirring
  7. waitwas continued for another 2 hours

Sources & evidence

ORD record
ord-21818c5f90b642f9921ce6b6de027167
Source dataset
uspto-grants-2013_03
Patent number
US08393725B2

Reaction notes

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