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This is compiled HTML Help (.chm), based on your previous posts to this forum?
In that case, yes, there are some circumstances in which context help calls can result in the button images disappearing from the toolbar of the help window. For example, I think this will happen when you use the DHTML showHelp method (which I don't suppose would be true in your case).
I think the solution to your problem probably lies in the hands of your developers, so you may want to refer them to the following resources on using HTML Help with .NET applications:
Standard .NET methods (HelpProviders):
Using unmanaged code to call the HTML Help API:
Thanks so much. This is exactly the information I needed as I'm pretty sure nothing has changed on my end to cause images to disappear but the developers were at a lost as to why it was happening all of a sudden.