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Topic: Why is this a polyconjugated polymer?  (Read 3115 times)

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Offline darkdevil

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Why is this a polyconjugated polymer?
« on: September 15, 2013, 06:39:20 AM »
Hi, I wonder why is this a conjugated polymer? I cannot draw the electron flow/ resonance from one end to another end within the monomer.




Offline discodermolide

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Re: Why is this a polyconjugated polymer?
« Reply #1 on: September 15, 2013, 06:42:28 AM »
There are lots of resonance structures you can draw with such a monomer. Try invoking the lone pair on the nitrogen.
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Offline darkdevil

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Re: Why is this a polyconjugated polymer?
« Reply #2 on: September 15, 2013, 07:06:33 AM »
There are various resonance structures I can draw within the monomer. But How is it possible for the electrons to flow from one monomer to another in polymer PIII? while I expect this polymer to be a main chain conducting polymer

Offline discodermolide

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Re: Why is this a polyconjugated polymer?
« Reply #3 on: September 15, 2013, 07:23:57 AM »
Well I am not a polymer expert, but you can still invoke the N lone pair in the polymer. It may well be conducting, but as I said I'm not a polymer chemist.
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Offline darkdevil

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Re: Why is this a polyconjugated polymer?
« Reply #4 on: September 15, 2013, 07:29:12 AM »
Well I just realized something strange.. For example, I can draw electron flow throughout the polymer of poly(p-phenylene). But I cannot do that in poly(m-phenylene)! So weird and I suppose both of them are conducting polymers. THe problem is I cannot draw an electron flow throughout the monomers within the Polymer.

Offline discodermolide

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Re: Why is this a polyconjugated polymer?
« Reply #5 on: September 15, 2013, 07:37:46 AM »
Invoke the N lone pair and move them towards the phenyl ring on the right, as drawn, through onto the C=N and into the pyridine ring.
I can try and draw it if you wish.
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Offline darkdevil

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Re: Why is this a polyconjugated polymer?
« Reply #6 on: September 15, 2013, 08:01:55 AM »
Would you please draw it for me?

Offline discodermolide

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Re: Why is this a polyconjugated polymer?
« Reply #7 on: September 15, 2013, 08:21:35 AM »
This is what I was thinking of. Note the charges on the nitrogen atoms.
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Offline darkdevil

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Re: Why is this a polyconjugated polymer?
« Reply #8 on: September 15, 2013, 08:38:56 AM »
Thank you so much..
Now I am wondering if poly(m-phenylene) is polyconjugated?? since it has no heteroatoms to make separate charges.

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Re: Why is this a polyconjugated polymer?
« Reply #9 on: September 15, 2013, 08:41:56 AM »
I doubt it as aromatic systems using resonance structures usually employ the ortho and para positions, which is why they are easy to substitute in electrophillic substitution reactions, meta substitution is a bit harder to achieve.
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