Madara and Obito can not control juubi perfectly?
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Can he break free?
Any direct damage to Madara or obito Can Let Juubi free i Think so.
Ya Still Naruto talked With all beasts Maybe "Power of will"Inspired the tailed beasts and they will refuse to obey No matter how much force Madara and Obito control.....I can see the story trying to severe hashis cells that are connecting obito and madara to the juubi.
For sure i hope it will be so.The best way to defeat Madara and Obito is turn their own weapon against them, probably wrestle Juubi's control from them.