One tool in my shop is a Performax 22/44 drum sander. It would always trip the breaker. I did a direct plug in for the motor, 1 1/2 hp, and a separate plug in for the belt drive, and it never trips the breaker any more.
		
		
	 
That's odd. There must be something else wrong.  Without seeing the breaker and wiring (size and length of run) and doing some tests it would be a guess at why it would trip the breaker.   I use a Performax 22/44 on 110v and it's hasn't tripped the breaker even with a load heavy enough to strain the motors (which I quickly relieve). I usually use 80 or 60 grit on the drum which might make a difference.
If not a "sparky", one thing to be aware of is when rewiring something with two motors so each draws power from a different outlets, it may be best to insure both receptacles are fed by a breaker on the same side (leg) of the panel to avoid having a 220v potential inside the machine.  Fortunately the 22/44 has independent switches for the drum and belt motors.    If both circuits are well isolated this shouldn't cause a problem but in the event of a loose connection, worn wire, or internal short it conceivably could.
If you simply split the wiring and plugged the cords into the upper and lower parts of a duplex receptacle a future safety problem is unlikely.  However, if that's the case and that fixed the breaker trip it makes me wonder if there's something wrong inside the original receptacle, such as a loose connection in the wiring or a worn receptacle increasing the resistance and the current draw, especially if you plugged both cords back into the original receptacle.  If mine, I'd consider replacing that receptacle to be on the safe side.
A friend had a similar problem in his house recently - a garbage disposal was wired to a switch in a wall box that also contained a GFCI. The disposal suddenly quit working.  After tracing the wiring and careful testing to be sure all was OK there, I replaced the old switch.   The electrician who installed it years ago had used the the "push in" connection method.  I refuse to use those after some negative experiences in the past (those simple connections can develop problems in some cases, especially in high humidity environments - like next to the kitchen sink!).  I wired the new switch the "right" way with wires under the side screws and all has worked well since.
The next project is to test and trace every circuit in the friend's house, make a layout drawing, and put good (and correct) labels on every breaker. Fortunately I have equipment to make that easy. I often run into panels where labels are missing or someone has changed things and the labels are no longer accurate - a problem in an emergency or when simply trying to debug, repair, or add a circuit.
(Disclaimer: I've wired and rewired several houses, shops, barns, and outbuildings of my own but I'm not an electrician.  Except in Mexico. I've been "shocked" by some of the things I've found in my own houses that didn't meet code and some that were wired incorrectly and didn't even work. Apparently lots of people without knowledge decide they can play electrician.  In the event of a problem or question please contact a real electrician.)
JKJ