Revelation 9:15 (ESV)

15 So the four angels, who had been prepared for the hour, the day, the month, and the year, were released to kill a third of mankind.

These four angels had been prepared for the hour, the day, the month, and the year. In preparation for the precise moment when Christ wished their release, he had earlier ordained their binding at this River. Now that the moment has arrived, the angel who blew the sixth trumpet released these four angels.