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Topic: what is the difference between PPD and MPD  (Read 3740 times)

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Offline danceislife

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what is the difference between PPD and MPD
« on: January 13, 2016, 08:18:36 PM »
I'm doing a project on permanent hair dye and there are a lot of reactions involved in actually forming the color while its in your hair. Dye intermediates and dye couplers are used to form the hair dye. They are colourless until oxidized by hydrogen peroxide, and once they are oxidized they can finally join together to created a coloured polymer that cannot be washed out of the hair.

In my presentation the picture example I have use the organic compounds p-phenelynediamine as the dye intermediate (primary intermediate), and m-phenylenediamine as the dye coupler (secondary intermediate). I understand that "p" means the substituent group is in a para position and the "m" is in a meta position but what effect does that have on a reaction mechanism that involves primary and secondary intermediates being oxidized in multiple reactions before joining together to form a polymer?

The reason I ask this is because i'm trying to show a step 1, step 2, etc of the reactions using their chemical formulas only so I can show why they are intermediates. Sure showing the organic structures shows the para and meta positions but when you're looking at it without the pictures (organic structures) and just the chemical formula... PPD and MPD are both C6H8N2. So showing

primary:

C6H8N2 (ppd) --> C6H6N2

secondary:

C6H6N2 + C6H8N2 (mpd) --> indo dye

final step:

            (O)
indo dye --> final dye

IT LOOKS LIKE THERE ARE TWO OF THE SAME MOLECULE BUT IN REALITY THE PPD IS OXIDIZED TO A QUINONEDIIMINE AND THEN THAT QUINONEDIIMINE REACTS WITH THE COUPLER AND IS OXIDIZED TO FORM THE INDO DYE AND THEN THE INDO DYE IS OXIDIZED TO FORM THE FINAL COLOURED DYE

Two different molecules, same chemical formula, very different processes.

Offline billnotgatez

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Re: what is the difference between PPD and MPD
« Reply #1 on: January 14, 2016, 08:53:16 PM »
@danceislife
I am curious
is the
Quote
indo dye
this
Indophenol
https://en.wikipedia.org/wiki/Indophenol

And do you have a name for the
Quote
final dye

Offline danceislife

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Re: what is the difference between PPD and MPD
« Reply #2 on: January 17, 2016, 10:43:50 AM »
@danceislife
I am curious
is the
Quote
indo dye
this
Indophenol
https://en.wikipedia.org/wiki/Indophenol

And do you have a name for the
Quote
final dye


I mean it could be indophenol! The challenging thing is that there is no exact way to know the name of the products because so many different dye precursors and dye couplers are used. Thus naming the products indo dye and final dye .

Mod Edit - edited what was in quotes for clarity
« Last Edit: January 17, 2016, 11:09:31 AM by billnotgatez »

Offline billnotgatez

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Re: what is the difference between PPD and MPD
« Reply #3 on: January 17, 2016, 11:17:07 AM »
I do not know if this helps but it seems better than just the short form
C6H4(NH2)2

p-Phenylenediamine
C6H4(NH2)2
Nc1ccc(N)cc1
https://en.wikipedia.org/wiki/P-Phenylenediamine

m-Phenylenediamine
C6H4(NH2)2
c1cc(cc(c1)N)N
https://en.wikipedia.org/wiki/M-Phenylenediamine

o-Phenylenediamine
C6H4(NH2)2
Nc1ccccc1N
https://en.wikipedia.org/wiki/O-Phenylenediamine

Indophenol
C12H9NO2 or OC6H4NC6H4OH
O=C/2/C=C\C(=N\c1ccc(O)cc1)\C=C\2
https://en.wikipedia.org/wiki/Indophenol


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