Methyl Methacrylate → Methyl Methacrylate

HRID 979267Notes

Reaction equation

[C:1]([N:6]=C=O)(=[O:5])C(C)=C.[C:9]([O:14][CH3:15])(=[O:13])[C:10]([CH3:12])=[CH2:11].[CH2:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[C:24]([O:28][CH2:29][CH2:30][CH2:31][CH3:32])(=[O:27])[CH:25]=[CH2:26].N(C(C)(CC(C)C)C#N)=NC(C)(CC(C)C)C#N>C(OCCCC)(=O)C>[N-:6]=[C:1]=[O:5].[C:9]([O:14][CH3:15])(=[O:13])[C:10]([CH3:12])=[CH2:11].[CH2:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[C:24]([O:28][CH2:29][CH2:30][CH2:31][CH3:32])(=[O:27])[CH:25]=[CH2:26]

Participants

Conditions

Temperature: 100 °C

Procedure

Into a reaction vessel, butyl acetate (40 g) was charged, and heating was made to 100° C. A mixture of methacryloyl isocyanate (7.5 g), methyl methacrylate (17.5 g), styrene (15.0 g), n-butyl acrylate (10.0 g) and 2,2'-azobis(2,4-dimethylvaleronitrile) (0.5 g) was dropwise added thereto in 2 hours. After stirring at 100° C. for 30 minutes, a solution of 2,2'-azobis(2,4-dimethylvalernoitrile) (0.25 g) in butyl acetate (10 g) was dropwise added thereto at 100° C. in 30 minutes, followed by stirring at 100° C. in 1.5 hours to give a copolymer of methcaryloyl isocyanate with methyl methacrylate, styrene and n-butyl acrylate. Number average molecular weight, 10,500. Non-volatile content, 42.3%. Viscosity (determined by Gardner bubble viscometer), K<<L.

Workup

temperatureheating
customwas made to 100° C
additionwas dropwise added
waitat 100° C. in 30 minutes
stirringby stirring at 100° C. in 1.5 hours

Sources & evidence

ORD record: ord-68015d473f2943c2aca21c14add0151b
Source dataset: uspto-grants-1987_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04666993

Reaction notes

Loading…