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Topic: acryloyl chloride problem  (Read 5709 times)

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Offline GinaTageldin

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acryloyl chloride problem
« on: August 06, 2017, 01:30:38 PM »
from about 2 months i opened acryloyl chloride for the 1st time and i kept it in my locker. Today, i opened it and it turned from liquid to white solid?
Can anyone explain that? Is it a polymerization problem!!! and i would like to know if i have a chance to regain it back since it is difficult to be imported again also it is expensive

Offline chenbeier

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Re: acryloyl chloride problem
« Reply #1 on: August 06, 2017, 02:15:24 PM »
Acryl compounds polymerize easily. What you can try is to put it in a round flasked and heat it up and do dry destillation. So you can get some monomer back.

Offline wildfyr

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Re: acryloyl chloride problem
« Reply #2 on: August 07, 2017, 09:15:34 AM »
There is also a strong possibility that there is a bunch of acrylic acid in there. Acryloyol chloride hydrolyzes even more easily than it polymerizes.

You should keep it cold to minimize both of these.

Offline GinaTageldin

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Re: acryloyl chloride problem
« Reply #3 on: August 07, 2017, 01:26:25 PM »
Acryl compounds polymerize easily. What you can try is to put it in a round flasked and heat it up and do dry destillation. So you can get some monomer back.
Thank you Sir
Does this process need a specific condition? since leakage of acryloyl chloride vapors are very dangerous.
Could you specify the distillation procedure from safety point of view?
How to avoid polymerization again?

Offline GinaTageldin

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Re: acryloyl chloride problem
« Reply #4 on: August 07, 2017, 01:28:43 PM »
There is also a strong possibility that there is a bunch of acrylic acid in there. Acryloyol chloride hydrolyzes even more easily than it polymerizes.

You should keep it cold to minimize both of these.
I kept it in the refrigerator but nothing occurs, i think it is a polymer rather than acid as acrylic acid is also a liquid not solid.

Offline wildfyr

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Re: acryloyl chloride problem
« Reply #5 on: August 07, 2017, 02:39:58 PM »
Most monomers come with a stabilizer like MEHQ or BHT. I'm a bit surprised, but acryloyl chloride does too according to Sigma's site (I'd expect an acid chloride to react with a phenol). If your monomer did not come with a stabilizer, you should add a small amount. This will prevent polymerization.

Offline GinaTageldin

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Re: acryloyl chloride problem
« Reply #6 on: August 07, 2017, 03:24:56 PM »
Most monomers come with a stabilizer like MEHQ or BHT. I'm a bit surprised, but acryloyl chloride does too according to Sigma's site (I'd expect an acid chloride to react with a phenol). If your monomer did not come with a stabilizer, you should add a small amount. This will prevent polymerization.
It came with phenothiazine as a stabilizer

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