OP said:
So the 10 espada vs Kyoraku, Ukitake (won't cough during the fight), Byakuya, Kenpachi, Hitsugaya, Mayuri, Soi Fon, Komamura, Unohana. So there are 10 espada against 9 captains.
Apart from Komamura, I'd say every Captain fighter here is > Zommari. Really offsets the Espada side when three of their members are arguably the weakest in the group.
- Aaroniero Arruruerie has no chance of defeating any Captain or pushing them to Bankai.
- Szayelaporro Granz was getting outwitted casually by Mayuri and his actual power is reliant on grappling his victims. No one here is as weak as Renji, so his vodoo dolls aren't going to work.
- Zommari Rureaux's Amor is admittedly difficult to work around, especially with numerical advantages for the Espada. But we have likely 3 fighters who are superior to Zommari in raw speed (Soi Fon, Byakuya and likely Shunsui). His gimmick likewise leaves him vulnerable.
Now take into account the fact the three strongest fighters are all on the Shinigami side;
- Kyoraku was casual throughout most of his fight with the Primera and was matching or exceeding him. Shikai Shunsui is above anyone apart from Segunda Etapa Ulquiorra.
- Ukitake was said, both in DBs and in the manga to be Shunsui's equal. Take away his failing health and that's really bad for the Espada.
- Unohana Yachiru could low diff early TYBW Zaraki. This Zaraki is logically >> the same Kenpachi who fought Nnoitra Gilga. Every time he fights a good opponent, he unlocks more of his innate power. Against Loyd Royd and later Yhwach, it's fair to say his potential was further pulled out. Still low diff material for Yachiru.
The only three Arrancar that are worth discussing are Ulquiorra, the fullest reaches of Ira Yammy Llargo, and Baraggan Louisenbairn.
- Yammy Llargo's got the second toughest hierro according to the DBs, the most reiatsu and some weird... Evolution/regeneration ability he's displayed. Yet, Post-fight versions of Byakuya and Zaraki could still beat him and return with severe looking injuries, but not dire. This means that stronger characters, who aren't injured, would likely come away from Yammy's fight without much issue. Remember Zaraki himself thought he'd die against Nnoitra based on his injuries and Byakuya was forced to cut himself a few times to render Zommari's amor useless.
- Ulquiorra's only a threat when in his Segunda Etapa state. His Lanza del Relámpago is devastating, his speed and AP are extremely heightened and his reiatsu is around full Ira Yammy Llargo's level. Only issue is, he doesn't practice with this form much, so its full uses aren't exercised. He didn't want to use Lanza del Relámpago close because he'd be caught in it, likewise he said he wasn't good at aiming with it (and it showed). Against a quick opponent, it turns into a glorified spear with its AP reduced without erupting. His internal organs are still a wide target, too. That hasn't changed.
- Barragan.. God King of Hueco Mundo. Honestly, respira seems so god damn broken. It could catch Soi Fon, it spreads like a disease, he seems like a real problem. Only someone with much higher reiatsu or a broken ability will be able to take him down.
So here's how I think this roughly goes.
Aaroniero Arruruerie vs Komamura —
Komamura wins Mid difficulty.
Szayelaporro Granz vs Mayuri Kurostuchi —
Mayuri wins High Difficulty if he doesn't have allies to test Granz' full abilities.
Zommari Rureaux vs Soi Fon —
Soi Fon wins mid difficulty. Her speed is much greater and her shikai would make killing Zommari childs play.
Grimmjow Jaegerjaquez vs Toshiro —
I favor Toshiro. The longer a battle goes on, the stronger he gets. He was able to keep up with Halibel with the aid of two Vice Captains, who honestly aren't much of a help in Captain level battles.
High Difficulty because Grimmjow isn't a push over.
Nnoitra Gilga vs Zaraki Kenpachi —
High difficult. It's a canon fight.
Ulquiorra Cifer vs Unohana Yachiru —
Unohana Mid diffs.
Tia Halibel vs Byakuya Kuchiki + Komamura —
The Duo win around High Difficulty. Komamaru being done with Aaroniero Arruruerie so easily should be able to help against Halibel. Byakuya alone is portrayed as ~ to Zaraki in this arc. The addition of another Captain class fighter whould push then victory over to their side.
Baraggan Louisenbairn vs Kyoraku Shunsui —
Kyoraku Shunsui wins mid diff maximum. I consider it mid diff because he has to pull out Bankai to actually kill Barragan, but a mix of shadow travel, Shunsui's keen intelligence and power would make him eat Barragan if not for Respira. Bankai should work on Barragan though.
Coyote Starrk vs Ukitake Jyuushiro —
Jyuushiro wins mid diff maximum too. Once again, Yamamoto claims they were equals and above all others in their class. Their power should be comparable, and a lazy Shunsui was fighting on par with Los Lobos Starrk and later able to outsmart and overpower an injured Starrk.
Yammy Llargo basically fights and loses to a coalition of whatever Captains get done their fights earliest. He could definitely beat the weaker ones, if left by himself for awhile. But he dies without a doubt.
I can't get a good enough read on the Captains tbh. Kubo's power scale is a nightmare. Ichigo's bankai could pressure Byakuya, Grimmjow absolutely bodied his bankai in base like Ichigo was a child.
Here's a chart to help you out. Using Ichigo as a metric for powerscaling is a nightmare.