N-vinyl-2-pyrrolidone → Isooctyl Acrylate N-vinyl-2-pyrrolidone

HRID 368961

Reaction equation

[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])(=[O:4])[CH:2]=[CH2:3].[CH:14]([N:16]1[CH2:20][CH2:19][CH2:18][C:17]1=[O:21])=[CH2:15]>C(OCC)(=O)C.CO>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])(=[O:4])[CH:2]=[CH2:3].[CH:14]([N:16]1[CH2:20][CH2:19][CH2:18][C:17]1=[O:21])=[CH2:15]

Participants

Conditions

Temperature: 60 °C

Procedure

A flask equipped with an agitator, condenser, nitrogen inlet tube and an addition funnel was charged with isooctyl acrylate (134.75 g), N-vinyl-2-pyrrolidone (35.0 g) and Elvacite™ 1020 (5.25 g) premixed in a mixture of ethyl acetate (236.25 g) and methanol (26.25 g). The mixture was heated to 60° C. with medium agitation and purged with nitrogen to remove oxygen. 2,2'-Azobis-(2-methyl-butyronitrile) (0.26 g, Wako™ V-59) was added to initiate reaction. The reaction temperature was maintained at 57° C. and the reaction was run for about 24 hours. After termination of the reaction additional ethyl acetate (90 g) and methanol (10 g) were added. The inherent viscosity was 1.4 dl/g.

Workup

customA flask equipped with an agitator, condenser, nitrogen inlet tube and an addition funnel
custompurged with nitrogen
customto remove oxygen
addition2,2'-Azobis-(2-methyl-butyronitrile) (0.26 g, Wako™ V-59) was added
customreaction
temperatureThe reaction temperature was maintained at 57° C.

Sources & evidence

ORD record: ord-dd49480f6c1d48799118406ed1e85c09
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06136807

Linked notes

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