Is it possible to take an amino-functional chemical (R-NH2) and bind it to a hydrocarbon (polypropylene or aromatics) by using a peroxide as a catalyst? Resulting in something along the lines of R-N-R'
I know that peroxides will open up bond sites on hydrocarbons by stripping off hydrogen atoms, leaving unsaturated carbons behind.
I also know that sulfonylazides can be used to functionalize hydrocarbon polymers, since at high temperature the azide will partially decompose to form reactive nitrenes that are capable of insertion into carbon-hydrogen bonds.
However, sulfonylazides are expensive, whereas the amino chemicals and peroxide catalysts are relatively cheap.
My thought is that the peroxide could potentially strip the hydrogen molecules from the amino (R-NH2 into R-N-...I think), which is then capable of insertion into the hydrocarbon. The N-H bond energies are lower than C-H energies so I assume the amine stripping would occur first...but the reaction could be taken in such a way to introduce the polymer later.
Is this a reasonable route or am I way off base and should be going about with another catalyst? A quick look on wikipedia yields some interesting paths...but involving chemicals I don't have on hand.
http://en.wikipedia.org/wiki/Nitrene