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Thanks guys,
It's a square taper bottom bracket with a set of Middleburn rs1's.
I really hope not as I love the cranks!
@mdcc_tester
I'll try using different bolts and tighten them more.
Do people grease them or thread lock?
seafish-
Do people grease them or thread lock?
Grease everywhere - threads, under the bolt heads and critically on the tapers.
On the other hand, bin that archaic shit and get some modern cranks.
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tighten them more.
Tighten them right. Square taper is very sensitive to correct assembly, since the whole function is dependent on stretching the crank boss enough to prevent zero flank pressure under load, but not so much that the pressure on the opposite corner exceeds the yield stress.
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When I do it I use GT85 on the square taper, tighten it up, then give it a couple swift knocks with a mallet to ensure it's properly seated, then usually turn the crank bolt a couple more times to tighten it up. A torque wrench is ideal, but not necessary
gbj_tester
Miitch
Square taper / octalink etc or something with outboard bearings? If it's the former they are almost definitely fucked, if it's the later it's likely but not certain they are damaged now.
The 'beside the trail fix' is to give it a wack with a rock. I'm sure you can find some method of applying the required force with a bit more finesse. But I'd cough up for a new chainring if it's causing problems.