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I am interested in carrying out the polymerization of 1,3,5-trichlorobenzene, wondering if anyone had ever successfully performed this polymerization? I would think it might be possible to carry out this polymerization by applying the method of "nickel-catalyzed coupling of aromatic dihalides", which was used in the literature:

Wang, Y.; Quirk, R. P. Synthesis and Characterization of Poly(benzoyl-1,4-phenylene)s. 2. Catalyst Coligand Effects on Polymer Properties. Macromolecules 1995, 28 (10), 3495–3501. DOI: 10.1021/ma00114a001.

1,3,5-trichlorobenzene trichlorobenzene polymer

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    $\begingroup$ Now what is your question? idgi $\endgroup$
    – Karl
    Commented Mar 29, 2022 at 22:19
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    $\begingroup$ Won't work because reasons I already told here: chemistry.stackexchange.com/questions/75948/… $\endgroup$
    – Mithoron
    Commented Mar 29, 2022 at 23:57
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    $\begingroup$ My point is there's no way to make such spontaneous organisation of matter that is not thermodynamically preferred. In your mind you imagine that molecules will bind as you like - in this case they won't. $\endgroup$
    – Mithoron
    Commented Mar 30, 2022 at 14:12
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    $\begingroup$ So, unless you got some really weird enzyme made, you'll just get a mixture of every possible oligomer, i.e. some gunk. $\endgroup$
    – Mithoron
    Commented Mar 30, 2022 at 14:18
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    $\begingroup$ Precisely what will happen: "gunk". ;) At low turnover, oligomers, then a rubbery substance, which finally cures into a solid, unstructured brick. $\endgroup$
    – Karl
    Commented Mar 30, 2022 at 20:31

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