diff --git a/mingw-w64-headers/ddk/include/ddk/ntimage.h b/mingw-w64-headers/ddk/include/ddk/ntimage.h
index a259038..9590b22 100644
--- a/mingw-w64-headers/ddk/include/ddk/ntimage.h
+++ b/mingw-w64-headers/ddk/include/ddk/ntimage.h
@@ -424,13 +424,16 @@ typedef PIMAGE_NT_HEADERS32                 PIMAGE_NT_HEADERS;
 //
 // Dll Characteristics
 //
+#define IMAGE_DLLCHARACTERISTICS_HIGH_ENTROPY_VA       0x0020
 #define IMAGE_DLLCHARACTERISTICS_DYNAMIC_BASE          0x0040
 #define IMAGE_DLLCHARACTERISTICS_FORCE_INTEGRITY       0x0080
 #define IMAGE_DLLCHARACTERISTICS_NX_COMPAT             0x0100
 #define IMAGE_DLLCHARACTERISTICS_NO_ISOLATION          0x0200
 #define IMAGE_DLLCHARACTERISTICS_NO_SEH                0x0400
 #define IMAGE_DLLCHARACTERISTICS_NO_BIND               0x0800
+#define IMAGE_DLLCHARACTERISTICS_APPCONTAINER          0x1000
 #define IMAGE_DLLCHARACTERISTICS_WDM_DRIVER            0x2000
+#define IMAGE_DLLCHARACTERISTICS_GUARD_CF              0x4000
 #define IMAGE_DLLCHARACTERISTICS_TERMINAL_SERVER_AWARE 0x8000
 
 //
diff --git a/mingw-w64-tools/widl/include/winnt.h b/mingw-w64-tools/widl/include/winnt.h
index 171141e..4d46182 100644
--- a/mingw-w64-tools/widl/include/winnt.h
+++ b/mingw-w64-tools/widl/include/winnt.h
@@ -2555,13 +2555,16 @@ typedef struct _IMAGE_VXD_HEADER {
 #define	IMAGE_SUBSYSTEM_WINDOWS_BOOT_APPLICATION	16
 
 /* DLL Characteristics */
+#define IMAGE_DLLCHARACTERISTICS_HIGH_ENTROPY_VA       0x0020
 #define IMAGE_DLLCHARACTERISTICS_DYNAMIC_BASE          0x0040
 #define IMAGE_DLLCHARACTERISTICS_FORCE_INTEGRITY       0x0080
 #define IMAGE_DLLCHARACTERISTICS_NX_COMPAT             0x0100
 #define IMAGE_DLLCHARACTERISTICS_NO_ISOLATION          0x0200
 #define IMAGE_DLLCHARACTERISTICS_NO_SEH                0x0400
 #define IMAGE_DLLCHARACTERISTICS_NO_BIND               0x0800
+#define IMAGE_DLLCHARACTERISTICS_APPCONTAINER          0x1000
 #define IMAGE_DLLCHARACTERISTICS_WDM_DRIVER            0x2000
+#define IMAGE_DLLCHARACTERISTICS_GUARD_CF              0x4000
 #define IMAGE_DLLCHARACTERISTICS_TERMINAL_SERVER_AWARE 0x8000
 
 typedef struct _IMAGE_FILE_HEADER {