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Topic: Polycarbonate stability  (Read 1622 times)

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Offline snorkack

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Polycarbonate stability
« on: June 08, 2017, 04:51:11 PM »
No, not polymeric carbonates. Polycarbonates with a functional group.

Compounds with structure
R-O-CO-OH
are labile towards easy elimination of CO2:
R-O-CO-OH :rarrow:R-OH+CO22
But the mechanism relies on mobility of H. Carbonate esters are not so labile. The reaction
R-O-CO-O-R´ :rarrow:R-O-R´+CO2 is not easy.
Now, there are attested dicarbonates, like dimethyl dicarbonate:
Me-O-CO-O-CO-O-Me
and tricarbonates, like di-tert-buthyl-tricarbonate:
tBu-O-CO-O-CO-O-CO-O-tBu
So... how easily and by which mechanisms do they eliminate CO2?
After all, CO2 is a stable molecular gas and solid. It does not spontaneously polymerize to linear chains like SO3 does.
How many CO2 units can suitable end groups force to stay put in a linear polymer? Do any tetracarbonates exist, how do they decay and under which conditions?

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