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Your question asks for some lengthy persoal study, but here are some hints as to the thoughts of a couple of respected commentators:

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Albert Barnes:

Luke 16:23

In hell - The word here translated hell (“Hades”) means literally a dark, obscure place; the place where departed spirits go, but especially the place where “wicked” spirits go. See the Job_10:21-22 notes; Isa_14:9 note. The following circumstances are related of it in this parable:

1. It is “far off” from the abodes of the righteous. Lazarus was seen "afar off."

2. It is a place of torment.

3. There is a great gulf fixed between that and heaven, Luk_16:26.

4. The suffering is great. It is represented by "torment" in a flame, Luk_16:24.

5. There will be no escape from it, Luk_16:26.

The word “hell” here means, therefore, that dark, obscure, and miserable place, far from heaven, where the wicked shall be punished forever.

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"Before I go whence I shall not return, even to the land of darkness and the shadow of death;
A land of darkness, as darkness itself; and of the shadow of death, without any order, and where the light is as darkness" (Job 10:22 AV) (infrared?).

"Hell from beneath is moved for thee to meet thee at thy coming: it stirreth up the dead for thee, even all the chief ones of the earth; it hath raised up from their thrones all the kings of the nations"(Isa. 14:9 AV).

Here 'Hell' is:

Strong's number = H7585

שׁאל / שׁאול she'ôl

Brown/Driver/Briggs lexicon Definition:

1) sheol, underworld, grave, hell, pit
. . 1a) the underworld
. . 1b) Sheol - the OT designation for the abode of the dead
. . . 1b1) place of no return
. . . 1b2) without praise of God
. . . 1b3) wicked sent there for punishment
. . . 1b4) righteous not abandoned to it
. . . 1b5) of the place of exile (figuratively)
. . . 1b6) of extreme degradation in sin

Part of Speech: noun feminine

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The Hell of Luke 16:23 is Hades in the Greek:

Strong's number = G86

ᾅδης
hadēs
Thayer's lexicon Definition:
1) name Hades or Pluto, the god of the lower regions
2) Orcus, the nether world, the realm of the dead
3) later use of this word: the grave, death, hell
Part of Speech: noun proper locative

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Adam Clarke (re the rich man):

Scarcely had he entered the place of his punishment, when he lifted up his eyes on high; and what must his surprise be, to see himself separated from God, and to feel himself tormented in that flame! Neither himself, nor friends, ever suspected that the way in which he walked could have led to such a perdition.