To-infinitive

Yes,

Here are my interpretations of your meanings..
1. I worked hard in order to fail.
2. She married him happily in order to divorce him.
3. He lived long enough to see her great grandchildren.

#1 and #2 are correct grammar but strange meanings.

Clive

Actually, what I intended by #1 and #2 is as follows:

1. I worked hard, but failed eventually.
2. She married him happily, but divorced him at last.

Is it possible that they are interpreted as the above sentences?

Not as written, no.

lucas21c1. I worked hard to fail. 2. She married him happily to divorce him.

In these two I believe you are trying to create an infinitive of result, and in many cases (These are two of them) you have to add "only" to make it work so that a native speaker will understand your meaning. A comma also helps.

Additional explanatory words may also be neede

I am sorry that there is a typo in #3. It should have been "He lived to see his great grandchildren." (though it may not influence whether you can understand the sentence). "He lived (long enough) to see his great grandchildren" or ''He lived so long that he saw his great grandchildren" is almost the same as what I intended, so I think, #3 is okay and understandable tho

lucas21cI am sorry that there is a typo in #3. It should have been "He lived to see his great grandchildren." (though it may not influence whether you can understand the sentence).

That's OK. The principle is the same regarding the use of the infinitive, which you were mostly interested in.

lucas21c#3 is okay and understandable though