You can use either charger on either radio, however, the charging time depends on the input amperage.
Use the 2A charger on the SDS100, it's a bigger battery and can use the additional amperage,
Now the bad news: Don't charge the 436 batteries in the radio. That scanner uses a timer. I think default is 14 hours. That has the potential to dramatically shorten the life of the battery. It will give you 14 hours of charge, regardless of how much you discharged the batteries. There are smart chargers designed for the batteries that will charge only what's needed. In addition, they will re-condition the batteries and sometimes even revive seeming dead ones. I use a Maha but there are others.
I concur with that. One amp will handle the 436HP just fine.
For the SDS100, you need about an amp to run the scanner, and just about another amp if you want to charge the SDS100 at the same time as it is running. If you try to both run and charge with only one amp (1000ma), you'll get an error for insufficient current, and the charge while on external power setting will flip to off. You'd have to go into the settings menu and reset that if you connected a higher current source, and intended to both charge and scan.
For the 436HP, the charge time is set by entering the via the menu. Fourteen hours is the maximum. For some of the other Uniden scanners, you enter the battery capacity which then adjusts the charge time. However, the charge is only about 200ma, so as not to overheat the batteries. But, as KK4JUG noted, it is not a 'smart' charger. It only runs for the time set, regardless of the charge state of the batteries themselves. So a good external charger is a better choice. I have several charges and sets of batteries, so when one of the scanners that uses AA rechargeable batteries gets low, I change them out with a fresh set.
You can get a higher capacity charger, that has multiple ports. I have a couple that I use for multiple scanners (to run on external power). Anker is one reliable brand, and I've had success with the Amazon Basic series (their 'house' brand). The charger in my bedroom runs a 436HP, HP-2, either a 325P2 or TRX-1, and still has enough left to also run and charge my SDS100.