1 Enoch 10:11
10 And no request that they (i.e. their fathers) make of thee shall be granted unto their fathers on their behalf; for they hope to live an eternal life, and that each one of them will live five hundred years.' 11 And the Lord said unto Michael: 'Go, bind Semjâzâ and his associates who have united themselves with women so as to have defiled themselves with them in all their uncleanness. 12 And when their sons have slain one another, and they have seen the destruction of their beloved ones, bind them fast for seventy generations in the valleys of the earth, till the day of their judgement and of their consummation, till the judgement that is for ever and ever is consummated. 13 In those days they shall be led off to the abyss of fire: 〈and〉 to the torment and the prison in which they shall be confined for ever. And whosoever shall be condemned and destroyed will from thenceforth be bound together with them to the end of all generations.
1 Peter 3:19
18 Because Christ also suffered once for sins, the just for the unjust, to bring you to God, by being put to death in the flesh but by being made alive in the spirit. 19 In it he went and preached to the spirits in prison, 20 after they were disobedient long ago when God patiently waited in the days of Noah as an ark was being constructed. In the ark a few, that is eight souls, were delivered through water.
Notes and References
"... The greatest theological puzzle in 1 Peter involves the interpretation of two enigmatic texts which refer to proclamations made to the “spirits” and the “dead.” “He was put to death in the flesh, but made alive in the spirit, in which also he went and made proclamation to the spirits in prison, who in former times did not obey, when God waited patiently in the days of Noah” (3:18–20). “For this is the reason the gospel was proclaimed even to the dead, so that, though they had been judged in the flesh as everyone is judged, they might live in the spirit as God does” (4:6). These two texts have commonly been interpreted in light of one another, with the assumption being that they refer to the same event. The most compelling explanation of each, however, allows for their separate interpretation (Reicke 1946; Dalton 1965). In 1 Peter 3:18–20 the reference to the days of Noah, the use of pneuma or “spirit” (the common way of referring to a supernatural being), the qualifier “disobedient,” and the mention of imprisonment, suggest that the disobedient “sons of God” of Genesis 6:1–4 are in view. An extensive body of Second Temple literature developed elaborate scenarios concerning these rebellious angels. Variously referred to as “spirits,” “sons of heaven,” “giants,” and “watchers,” these supernatural beings were judged in Noah's flood and were thought to be imprisoned until the time of their final judgment (1 Enoch 10:11–12; Jubilees 5:6). In this interpretation, Christ “proclaimed” judgment upon the sons of God after achieving his victory on the cross ..."
Gregg, Brian Han "1 Peter" in Aune, David Edward, (ed.) The Blackwell Companion to the New Testament (p. 591) Wiley-Blackwell, 2010