Brian,
I neglected to answer the second and third part of your question.
1095 is a shallow hardening steel, and needs to be cooled down much faster than 5160 or O-1. 5160 is a deep hardening steel, and can be fully quenched in most any oil. O-1 is very deep hardening, and can be quenched in oil, grease, lard....anything resembling an oil quenchant.
1095 has .9 seconds to get down below 1000F from the moment it hits the oil. It takes a fast oil to do this. As far as I know, no simple oil quenchant does this ( canola, peanut, ATF, etc.) Parks #50 and similar fast oils will just squeak by. Water and brine are the only things faster....and may cause some severe problems with warp and cracking if not used exactly right.
As said 1095 needs to be below the pearlite nose in .9 seconds. 5160 gives you 5 seconds to do the same. O-1 takes even longer and misses the nose at 7 seconds, and for comparison, A-2 has 7 minutes to get below 1000F.
So, if 1095, 5160 and O-1 were quenched identically in canola oil:
The 1095 might have some hardness on the edge, but would have a mix of structures in the rest of the blade, and even on the edge in places. No way to know what it will be, but it will be poor ,most likely.
5160 would fully harden and be a great blade if soaked at austenitization temp for about 5 minutes prior to quench.
O-1 would fully harden and make a great blade,too, but should be held at austenitization temp for about 7-10 minutes.
Hope that answers the rest of your questions.
Stacy