wifi dropping errors

wifi is dropping on some of my clients, i have a Cisco 2504 COntroller and 1852 AP's

looking through the Syslogs this is the erros showing up
please help

*Dot1x_NW_MsgTask_2: 1x_ptsm.c:544 Max EAPOL-key M1 retransmissions exceeded for client e8:p1:e7:o0:7a:d6

*apfReceiveTask: apf_ms.c:7398 Could not find the mobile e8:p1:e7:o0:7a:d6 in internal database

-cap-controller    Error    NY-WC-2504-01: *Dot1x_NW_MsgTask_6: 1x_ptsm.c:730 Client e8:p1:e7:o0:7a:d6 may be using an incorrect PSK

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The syslogs show:
*Dot1x_NW_MsgTask_2: 1x_ptsm.c:544 Max EAPOL-key M1 retransmissions exceeded for client e8:c1:d7:00:7a:2a (Ipad 1)
    NY-WC-2504-01: *Dot1x_NW_MsgTask_2: 1x_ptsm.c:730 Client e8:c1:d7:00:7a:2a may be using an incorrect PSK
    1/8/2019 2:17:45 PM    cisco-capwap-controller    Warning    NY-WC-2504-01: *Dot1x_NW_MsgTask_2: 1x_ptsm.c:544 Max EAPOL-key M1 retransmissions exceeded for client e8:c1:d7:00:7a:2a (ipad 1)
    1/8/2019 2:17:41 PM    cisco-capwap-controller    Warning    NY-WC-2504-01: *Dot1x_NW_MsgTask_2: 1x_ptsm.c:544 Max EAPOL-key M1 retransmissions exceeded for client e8:c1:d7:00:7a:2a (ipad 2)
    1/8/2019 2:17:34 PM    cisco-capwap-controller    Warning   NY-WC-2504-01: *Dot1x_NW_MsgTask_6: 1x_ptsm.c:544 Max EAPOL-key M1 retransmissions exceeded for client e8:c1:d7:00:7a:b6 (ipad 3)
    1/8/2019 2:17:31 PM    cisco-capwap-controller    Warning  NY-WC-2504-01: *Dot1x_NW_MsgTask_2: 1x_ptsm.c:544 Max EAPOL-key M1 retransmissions exceeded for client e8:c1:d7:00:7a:2a (ipad 4)
    1/8/2019 2:17:30 PM    cisco-capwap-controller    Warning  NY-WC-2504-01: *Dot1x_NW_MsgTask_6: 1x_ptsm.c:544 Max EAPOL-key M1 retransmissions exceeded for client d4:a1:48:f3:ce:0e (ipad 5)
    1/8/2019 2:17:27 PM    cisco-capwap-controller    Warning  NY-WC-2504-01: *Dot1x_NW_MsgTask_2: 1x_ptsm.c:544 Max EAPOL-key M1 retransmissions exceeded for client e8:c1:d7:00:7a:2a (ipad 6)
*apfReceiveTask: apf_ms.c:7398 Could not find the mobile e8:c1:d7:00:7a:b6 in internal database (For every Ipad)
cisco--controller    Error    WLC-2504-01: *Dot1x_NW_MsgTask_6: 1x_ptsm.c:730 Client e8:c1:d7:00:7a:b6 may be using an incorrect PSK (for Every Ipad)