Methanol → Trimethylsilylmethyl acrylate t-butyl methacrylate

HRID 341727

Reaction equation

HRID 341727 reaction equation
[C:1]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:11]([O:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])(=[O:14])[CH:12]=[CH2:13].CC(N=NC(C#N)(C)C)(C#N)C.CO>C1(C)C=CC=CC=1.O>[C:11]([O:15][CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])(=[O:14])[CH:12]=[CH2:13].[C:1]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

7

Reactant 4

HCID 887MethanolHCID 6547AzobisisobutyronitrileHCID 11448tert-Butyl methacrylateHCID 15374992(Trimethylsilyl)methyl prop-2-enoate

Product 1

HCID 86753515Trimethylsilylmethyl acrylate t-butyl methacrylateYield 85%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent3×

Procedure

t-butyl methacrylate and trimethylsilylmethyl acrylate were mixed at a mixing ratio of 1:1 so as to form a toluene solution having a monomer concentration of 5 mol/liter. Next, 2 mol %, on the basis of the monomer, of AIBN was added to the mixture, and the mixture was retained in an oil bath at 80° C. for 3 hours with stirring. Thereafter, the mixture was left standing at room temperature to cool, and the reaction product was diluted with toluene. The toluene solution was dropped into large quantities of a mixed solvent of methanol and water having a mixing ratio of 1:1, and the resulting precipitate was filtered and dried to obtain a trimethylsilylmethyl acrylate/t-butyl methacrylate copolymer represented by the following formula, at a yield of 85%. The molecular weight was 23,000 and the dispersion was 1.63. ##STR17## wherein each of m and n is a positive integer.

Workup

  1. waitThereafter, the mixture was left
  2. customstanding at room temperature
  3. temperatureto cool
  4. filtrationthe resulting precipitate was filtered
  5. customdried

Sources & evidence

ORD record
ord-af602660fb2a4c7e935157c6cd9ed329
Source dataset
uspto-grants-1999_01
Patent number
US05856071

Linked notes

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