When I worked as a Millwright at Kaiser Aluminum there was a paint coating line which rolled paint onto the metal as it moved from coil thru paint rolls then into baking furnace.
The thinner was MEK.
The paint room required use of beryllium hand tools and much caution when handling parts.
Air powered barrel pumps were used to transfer paint into the application feed pan.
The barrels each had a bolt type clamp fastened to the top rim and then a copper cable was connected at a certified static ground point.(which according to the electricians is not the same as any old earth ground).
The hoses used for the transfer all had a wire shield in them, mush the same as hydraulic hose.
There was state of the art ventilation in place also. The fumes from the coating room and the bake furnace were spent through duct work to a large afterburner.
What I learned from working in that situation is a solid connection static ground, grounded hoses ,ventilation and safe work practices are all needed to avoid a catastrophe.
Pouring from a 5 gallon can into a 1 gallon can I use 2 c clamps with a 12g stranded wire connected between and place a clamp on each can. Transfer should not be done any possible ignition sources such as gas appliances, grinders, welders, etc.
I imagine Barry is well versed in proper grounding and transfer techniques of low flash point materials.
edit: fluids being transferred through plastic can generate static electricity, gaseous or fluid both can be causes.