Hey Daniel,
I went through the process and was able to get the system to recognize the PCR-500 keyboard on a fresh installation of Windows 10.
I also experienced the keyboard not staying on during driver detection (with the original driver INF file from Roland). Apparently the device gets turned off after the failure to install the driver occurs. There is nothing wrong with your keyboard's hardware.
Below are the modifications I made to the INF file from the driver package pcr_w81d_v101.zip:
Change this line:
[Manufacturer]
%MfgName%=Roland,NTamd64.6.2,NTamd64.7 To:
[Manufacturer]
%MfgName%=Roland,NTamd64.10 Then, changed this line:
[Roland.NTamd64.6.2];; Windows8
%RDID0027DeviceDesc%=RDID0027Install, USB\VID_0582&PID_0033 ; PCR
To:
[Roland.NTamd64.10];; Windows8
%RDID0027DeviceDesc%=RDID0027Install, USB\VID_0582&PID_0033 ; PCR
After updating the INF file, ensure that you don't have a current pending or previously failed driver install. Run the uninstall.exe program found in the root of the driver package and restart when prompted. After starting back up, plug the PCR-500 into your computer's USB port and then open up device manager. You should see the keyboard show up under 'Other devices'. Right click it and choose "update driver software...". Choose "browse my computer for driver software" and point to the driver folder containing the modified INF file above.
You should get an error indicating that the driver isn't signed and will not be installed. At least you now know the driver installation is at least attempting now... This is normal and part of Windows protection of unsigned/modified drivers. As detailed here, http ://forum.cakewalk.com/How-to-use-V700-win-8-driver-in-win-10-also-applies-to-some-other-Roland-drivers-m3206046.aspx, you have to boot Windows in the mode that disables driver signing requirements.
Once booted with the "Disable driver signature enforcement" option enabled, you should be able to install the driver using the instructions above from within device manager. With driver signing disabled, it should report successful installation and remain powered.
I hope this helps you out sir!