Maleic Anhydride → HCID 86600780, compound

HRID 2220045Notes

Reaction equation

HRID 2220045 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])(=[O:4])[CH:2]=[CH2:3].[C:26]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])(=[O:30])[C:27]([CH3:29])=[CH2:28].[C:44]1(=[O:50])[O:49][C:47](=[O:48])[CH:46]=[CH:45]1>C1(C)C=CC=CC=1>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])(=[O:4])[CH:2]=[CH2:3].[C:26]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])(=[O:30])[C:27]([CH3:29])=[CH2:28].[C:47]1(=[O:48])[O:49][C:44](=[O:50])[CH:45]=[CH:46]1

Participants

5

Reactant 3

HCID 7923Maleic AnhydrideHCID 8906Lauryl MethacrylateHCID 1620782-Propenoic acid, eicosyl ester

Product 1

HCID 86600780HCID 86600780, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
85 °C

Procedure

Isopar (10 g), eicosanyl acrylate (15 g), and lauryl methacrylate (3 g) are charged to a reactor equipped with a stirrer, a heater, a thermometer, an addition funnel containing a solution of maleic anhydride (3 g) in toluene (5 g), and a nitrogen-bubbling duct. The reactor is flushed with nitrogen gas and sealed. The reactor is heated to 85° C. and tert-butyl peroxibenzoate (0.2 g) is added. The reaction mixture is heated in the closed system at 85° C. for three hours, and tert-butyl peroxibenzoate (0.2 g) is charged two more times. Then the reaction is heated at 100° C. for one hour and at 125° C. for one hour to provide eicosanyl acrylate/lauryl methacrylate/maleic anhydride polymer having a number average molecular weight of 20,659 Daltons with polydispersity 1.8. The viscosity of the polymer is 110 cP at 20° C. as a 40% solution in toluene.

Workup

  1. customequipped with a stirrer
  2. customa nitrogen-bubbling duct
  3. customThe reactor is flushed with nitrogen gas
  4. customsealed
  5. additiontert-butyl peroxibenzoate (0.2 g) is added
  6. temperatureThe reaction mixture is heated in the closed system at 85° C. for three hours
  7. additiontert-butyl peroxibenzoate (0.2 g) is charged two more times
  8. temperatureThen the reaction is heated at 100° C. for one hour and at 125° C. for one hour

Sources & evidence

ORD record
ord-65ee4f85d74d41f395abce2a27611047
Source dataset
uspto-grants-2008_08
Patent number
US07417009B2

Reaction notes

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