If it's a true 2 HP motor, it has a right to trip! It will pull 24 amps on 120v. Yes you would be much better to wire it to 220v. Need a double 20a breaker, #12 wire.
Now some of the compressors from a few years back were over rated on horsepower. Look at the plate on the motor. It will have "FLA xx amps at low voltage". If that rating is down around 18 amps or so, it shouldn't be tripping a 20a breaker. (Still better to run on 220v) Could be the breaker is getting weak from running near it's capacity, could be a loose connection, an intermittent short.
Check for the obvious first. Another place the motor can have a short is under the bell where the centrifugal switch is. If the wires weren't routed properly they can rub against the moving parts inside the motor.
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