Reacción #362824

Ecuación de reacción

M-TMI

ethyl acrylate

methyl methacrylate

t-butyl peroxybenzoate

PMAcetate

N2

→

AR-1

Condiciones de reacción

Tratamiento posterior

1. 1
   Otropurge
2. 2
   workup.ADDITIONThen a mixture of 90 g of m-TMI, 15 g of ethyl acrylate, 45 g of methyl methacrylate, 16 g of t-butyl peroxybenzoate (Aldrich Chemicals)
3. 3
   workup.ADDITIONwas added over 2 hours
4. 4
   workup.ADDITIONAfter the addition
5. 5
   workup.ADDITIONan additional 8 g of t-butyl peroxybenzoate was added in two equal portions
6. 6
   Otroin 7 hrs
7. 7
   workup.ADDITIONThen a partial batch of this solution (164.54 g), containing free —NCO groups of m-TMI
8. 8
   Otrowas further reacted with p-aminophenol (22.25 g) at 1
9. 9
   OtroThe product (AR-1), terpolymer of ethyl acrylate, methyl methacrylate and the urea adduct of m-TMI/p-aminophenol, was precipitated in powder form
10. 10
    Filtraciónfiltered
11. 11
    Otrodried at room temperature

Procedimiento

30 g of M-TMI (M-TMI is 1-(1-isocyanato-1-methyl)ethyl-3-(1-methyl)ethenyl benzene, from Cytec industries), 5 g of ethyl acrylate, 15 g of methyl methacrylate and 8 g of t-butyl peroxybenzoate were heated to 120° C. in 232 g of Arcosolve PMAcetate (propylene glycol methyl ether acetate from Arco Chemicals) in a N2 purge. Then a mixture of 90 g of m-TMI, 15 g of ethyl acrylate, 45 g of methyl methacrylate, 16 g of t-butyl peroxybenzoate (Aldrich Chemicals) was added over 2 hours. After the addition was complete, an additional 8 g of t-butyl peroxybenzoate was added in two equal portions. The reaction was completed to theoretical % non-volatiles (50%) in 7 hrs. Then a partial batch of this solution (164.54 g), containing free —NCO groups of m-TMI, was further reacted with p-aminophenol (22.25 g) at 1:1 equivalent ratio. The reaction was monitored by IR-spectroscopy for disappearance of —NCO group at 2275 cm−1 and was completed by heating to 40° C. The product (AR-1), terpolymer of ethyl acrylate, methyl methacrylate and the urea adduct of m-TMI/p-aminophenol, was precipitated in powder form using water/ice, filtered and dried at room temperature. The product terpolymer AR-1 had the following structure:

Fuente