There is no doubt the old U frames are bulletproof but inefficient.
I would advise working with your motor suppliers. They should be able to provide you with sound reasoning on their recommendations. If not, find another.
For instance, if you are concerned about bearings, you can go with a crusher duty T frame with roller DE bearings. Be prepared to do the research, as they will need to know sheave radius, number of belts, etc. to qualify a good replacement.
If heat is a concern, especially where air flow across the motor will be minimal or soon plugged with crap and no maintenance for long periods of time, you might want to stay with the old U.
I do want to point out that the total cost of changing to T frames is more involved than simply tit for tat. Standardization is THE big reason for changing to T frames. Another is efficiency. Another is off the shelf availability. If you have spares for every U frame presently, you may be in good shape, but consider the future. Everyone wants to reduce inventory. Some companies work with their suppliers to minimize what they have to carry on hand. For instance if you have six 75 HP NEMA 444T frame motors in your plant, how many spares do you need? If you carry one on hand and can get another same or next day, you would be smart to add another 444T frame to this equation instead of carrying a U frame bastard (which will take several days to rewind at best.) Suppliers will sometimes carry a motor (T frame) for you for a very small "insurance cost" that they can spread out over many other facilities like yours. U frames are getting harder to find and more expensive. This will only worsen. The future is upon us. Embrace and work with it.