It’s actual a WPF exception, but the test project attached allows you to reproduce it.
I’ve stepped into your source and the issue with not being able to unload seems to be caused by THYModuleManager.CanUnload raising exception as it finds the PluginDescriptors after ReleaseInstance as run (stepped through ReleaseInstance - all OK).
2020-05-29 14:46:05.7927|ERROR|PluginModule1.Plugin1|System.Reflection.TargetInvocationException: Exception has been thrown by the target of an invocation. ---> System.Reflection.TargetInvocationException: Exception has been thrown by the target of an invocation. ---> System.NullReferenceException: Object reference not set to an instance of an object.
at DevExpress.Xpf.Bars.BarContainerControl.CreateItemsSource()
at DevExpress.Xpf.Bars.BarContainerControl..ctor()
at System.Xaml.Schema.XamlTypeInvoker.DefaultCtorXamlActivator.InvokeDelegate(Action`1 action, Object argument)
at System.Xaml.Schema.XamlTypeInvoker.DefaultCtorXamlActivator.CallCtorDelegate(XamlTypeInvoker type)
at System.Xaml.Schema.XamlTypeInvoker.DefaultCtorXamlActivator.CreateInstance(XamlTypeInvoker type)
at System.Xaml.Schema.XamlTypeInvoker.CreateInstance(Object[] arguments)
at MS.Internal.Xaml.Runtime.ClrObjectRuntime.CreateInstanceWithCtor(XamlType xamlType, Object[] args)
at MS.Internal.Xaml.Runtime.ClrObjectRuntime.CreateInstance(XamlType xamlType, Object[] args)
at System.Xaml.XamlObjectWriter.Logic_CreateAndAssignToParentStart(ObjectWriterContext ctx)
at System.Xaml.XamlObjectWriter.WriteStartMember(XamlMember property)
at System.Xaml.XamlWriter.WriteNode(XamlReader reader)
at System.Windows.Markup.WpfXamlLoader.TransformNodes(XamlReader xamlReader, XamlObjectWriter xamlWriter, Boolean onlyLoadOneNode, Boolean skipJournaledProperties, Boolean shouldPassLineNumberInfo, IXamlLineInfo xamlLineInfo, IXamlLineInfoConsumer xamlLineInfoConsumer, XamlContextStack`1 stack, IStyleConnector styleConnector)
at System.Windows.Markup.WpfXamlLoader.Load(XamlReader xamlReader, IXamlObjectWriterFactory writerFactory, Boolean skipJournaledProperties, Object rootObject, XamlObjectWriterSettings settings, Uri baseUri)
at System.Windows.Markup.WpfXamlLoader.LoadBaml(XamlReader xamlReader, Boolean skipJournaledProperties, Object rootObject, XamlAccessLevel accessLevel, Uri baseUri)
at System.Windows.Markup.XamlReader.LoadBaml(Stream stream, ParserContext parserContext, Object parent, Boolean closeStream)
at System.Windows.Application.LoadComponent(Object component, Uri resourceLocator)
at PluginModule1.Views.ToolbarView.InitializeComponent() in C:\Users\Martin\Source\repos\Proof of Concept\Testbeds\CloseOpenTest\PluginModule1\Views\ToolbarView.xaml:line 1
at PluginModule1.Views.ToolbarView..ctor() in C:\Users\Martin\Source\repos\Proof of Concept\Testbeds\CloseOpenTest\PluginModule1\Views\ToolbarView.xaml.cs:line 12
--- End of inner exception stack trace ---
at System.RuntimeTypeHandle.CreateInstance(RuntimeType type, Boolean publicOnly, Boolean noCheck, Boolean& canBeCached, RuntimeMethodHandleInternal& ctor, Boolean& bNeedSecurityCheck)
at System.RuntimeType.CreateInstanceSlow(Boolean publicOnly, Boolean skipCheckThis, Boolean fillCache, StackCrawlMark& stackMark)
at System.RuntimeType.CreateInstanceDefaultCtor(Boolean publicOnly, Boolean skipCheckThis, Boolean fillCache, StackCrawlMark& stackMark)
at System.Activator.CreateInstance(Type type, Boolean nonPublic)
at System.RuntimeType.CreateInstanceImpl(BindingFlags bindingAttr, Binder binder, Object[] args, CultureInfo culture, Object[] activationAttributes, StackCrawlMark& stackMark)
at System.Activator.CreateInstance(Type type, BindingFlags bindingAttr, Binder binder, Object[] args, CultureInfo culture, Object[] activationAttributes)
at System.Activator.CreateInstance(Type type, Object[] args)
at System.Xaml.Schema.SafeReflectionInvoker.CreateInstanceCritical(Type type, Object[] arguments)
at System.Xaml.Schema.SafeReflectionInvoker.CreateInstance(Type type, Object[] arguments)
at System.Xaml.Schema.XamlTypeInvoker.CreateInstance(Object[] arguments)
at MS.Internal.Xaml.Runtime.ClrObjectRuntime.CreateInstanceWithCtor(XamlType xamlType, Object[] args)
at MS.Internal.Xaml.Runtime.ClrObjectRuntime.CreateInstance(XamlType xamlType, Object[] args)
at System.Xaml.XamlObjectWriter.Logic_CreateAndAssignToParentStart(ObjectWriterContext ctx)
at System.Xaml.XamlObjectWriter.WriteStartMember(XamlMember property)
at System.Xaml.XamlWriter.WriteNode(XamlReader reader)
at System.Windows.Markup.WpfXamlLoader.TransformNodes(XamlReader xamlReader, XamlObjectWriter xamlWriter, Boolean onlyLoadOneNode, Boolean skipJournaledProperties, Boolean shouldPassLineNumberInfo, IXamlLineInfo xamlLineInfo, IXamlLineInfoConsumer xamlLineInfoConsumer, XamlContextStack`1 stack, IStyleConnector styleConnector)
at System.Windows.Markup.WpfXamlLoader.Load(XamlReader xamlReader, IXamlObjectWriterFactory writerFactory, Boolean skipJournaledProperties, Object rootObject, XamlObjectWriterSettings settings, Uri baseUri)
at System.Windows.Markup.WpfXamlLoader.LoadBaml(XamlReader xamlReader, Boolean skipJournaledProperties, Object rootObject, XamlAccessLevel accessLevel, Uri baseUri)
at System.Windows.Markup.XamlReader.LoadBaml(Stream stream, ParserContext parserContext, Object parent, Boolean closeStream)
at System.Windows.Application.LoadComponent(Object component, Uri resourceLocator)
at PluginModule1.Views.DxView1.InitializeComponent() in C:\Users\Martin\Source\repos\Proof of Concept\Testbeds\CloseOpenTest\PluginModule1\Views\DxView1.xaml:line 1
at PluginModule1.Views.DxView1..ctor() in C:\Users\Martin\Source\repos\Proof of Concept\Testbeds\CloseOpenTest\PluginModule1\Views\DxView1.xaml.cs:line 24
--- End of inner exception stack trace ---
at System.RuntimeTypeHandle.CreateInstance(RuntimeType type, Boolean publicOnly, Boolean noCheck, Boolean& canBeCached, RuntimeMethodHandleInternal& ctor, Boolean& bNeedSecurityCheck)
at System.RuntimeType.CreateInstanceSlow(Boolean publicOnly, Boolean skipCheckThis, Boolean fillCache, StackCrawlMark& stackMark)
at System.RuntimeType.CreateInstanceDefaultCtor(Boolean publicOnly, Boolean skipCheckThis, Boolean fillCache, StackCrawlMark& stackMark)
at System.Activator.CreateInstance(Type type, Boolean nonPublic)
at System.RuntimeType.CreateInstanceImpl(BindingFlags bindingAttr, Binder binder, Object[] args, CultureInfo culture, Object[] activationAttributes, StackCrawlMark& stackMark)
at System.Activator.CreateInstance(Type type, BindingFlags bindingAttr, Binder binder, Object[] args, CultureInfo culture, Object[] activationAttributes)
at System.Activator.CreateInstance(Type type, Object[] args)
at System.Xaml.Schema.SafeReflectionInvoker.CreateInstanceCritical(Type type, Object[] arguments)
at System.Xaml.Schema.SafeReflectionInvoker.CreateInstance(Type type, Object[] arguments)
at System.Xaml.Schema.XamlTypeInvoker.CreateInstance(Object[] arguments)
at MS.Internal.Xaml.Runtime.ClrObjectRuntime.CreateInstanceWithCtor(XamlType xamlType, Object[] args)
at MS.Internal.Xaml.Runtime.ClrObjectRuntime.CreateInstance(XamlType xamlType, Object[] args)
at System.Xaml.XamlObjectWriter.Logic_CreateAndAssignToParentStart(ObjectWriterContext ctx)
at System.Xaml.XamlObjectWriter.WriteEndObject()
at System.Xaml.XamlWriter.WriteNode(XamlReader reader)
at System.Windows.Markup.WpfXamlLoader.TransformNodes(XamlReader xamlReader, XamlObjectWriter xamlWriter, Boolean onlyLoadOneNode, Boolean skipJournaledProperties, Boolean shouldPassLineNumberInfo, IXamlLineInfo xamlLineInfo, IXamlLineInfoConsumer xamlLineInfoConsumer, XamlContextStack`1 stack, IStyleConnector styleConnector)
at System.Windows.Markup.WpfXamlLoader.Load(XamlReader xamlReader, IXamlObjectWriterFactory writerFactory, Boolean skipJournaledProperties, Object rootObject, XamlObjectWriterSettings settings, Uri baseUri)
at System.Windows.Markup.WpfXamlLoader.LoadBaml(XamlReader xamlReader, Boolean skipJournaledProperties, Object rootObject, XamlAccessLevel accessLevel, Uri baseUri)
at System.Windows.Markup.XamlReader.LoadBaml(Stream stream, ParserContext parserContext, Object parent, Boolean closeStream)
at System.Windows.Application.LoadComponent(Object component, Uri resourceLocator)
at PluginModule1.Plugin1.InitializeComponent() in C:\Users\Martin\Source\repos\Proof of Concept\Testbeds\CloseOpenTest\PluginModule1\Plugin1.xaml:line 1
at PluginModule1.Plugin1..ctor() in C:\Users\Martin\Source\repos\Proof of Concept\Testbeds\CloseOpenTest\PluginModule1\Plugin1.xaml.cs:line 37