Home Cosmetic Science Talk Formulating PEG HCO from Hydrogenated castor wax an PEG

  • PEG HCO from Hydrogenated castor wax an PEG

    Posted by luiscuevasii on February 15, 2021 at 3:53 pm

    Greetings.

    I have an inventory or 5ton of Hydrogenated castor wax that it was used for solid bar deodorants, but the project was shuted down.  I want to know if someone has an expertise or know the chemestri behind making etoxilated products.

    I have diferents molecular weight PEGs, and hco, i will appreciate any input for making peg 30-100 HCO

    luiscuevasii replied 3 years, 2 months ago 3 Members · 11 Replies
  • 11 Replies
  • Pharma

    Member
    February 15, 2021 at 8:56 pm

    Do you have a chemistry lab? You’d have to make ethers which don’t work that easily starting with PEGs and HCO. Usually, ethylene oxide is reacted with castor oil, this is called ethoxylation. Hence, you don’t start with PEGs but a highly reactive and toxic gas (and you have to prove that there is virtually no residual ethylene oxide left in the final product because it’s carcinogenic).

  • luiscuevasii

    Member
    February 15, 2021 at 11:43 pm

    Thanks @Pharma for your input, I do have a small lab, but I’m not a lab especialist, in fact I’m an engineer so most of my lab knowledge is empirical. I also have big reactors with jackets for steam and water, and reflux capability.

    I can’t work with ethklene oxide because its cancirogemic and I need special permissions to work with. But there’s a small factory that makes some peg products like peg100-stearate that works with stearic acid and peg products, with out etoxilating directly

  • luiscuevasii

    Member
    February 16, 2021 at 1:10 am

    @Pharma what do you think about making an sterefication between castor oil and peg400, under acid? .

    I think that’s what they do with stearic acid and peg100, a sterefication that leaves peg100-stearate. But I dont know if I can use the HCO as a organic acid.

  • luiscuevasii

    Member
    February 16, 2021 at 1:20 am

    I mean, castor oil is composed 80-90 ricinoleic acid, I think simple sterefication would be possible.

    By the way, in other post I asked about acid catalizers for sterefication, I can’t buy sulfuric or nitric, you recommended phosphoric, but what about Alkyl bencene sulfonico acid instead? @Pharma

  • Pharma

    Member
    February 16, 2021 at 8:31 am
    Esterification works when coupling a PEG to an acid such as stearic acid. Castor oil is a triglyceride with atypical fatty acids containing hydroxy groups in the middle of their chains. These -OH are where ethoxylation takes place and the bond formed is hence called an ether. Ethers aren’t as easily synthesised as esters.
    Now, you could try to bypass that issue by using a linker such as dicarboxylic acids (e.g. succinic and sebacic acid are most often used in cosmetics). However, chances are high that standard esterification will create considerable amounts of side products (di-PEG succinate/sebacate or cross-linked semi-pegylated HCO). Succinic anhydride or protecting groups on the dicarboxylic acid should work to avoid that and get a purer product. Although, cross-linked HCO might not be that bad (= polymeric emulsifier) but it’ll be an uncontrollable mess 🙂 .
    Alternatively, use PEG to hydrolyse HCO (transesterification, might be easier with a detour via methyl ester) and produce PEG-12-hydroxystearate. That would be a lot neater and result in a way cleaner product.
    Regarding alkylbenzene sulfonic acid: You’ll have difficulties removing that from the reaction mixture. However, toluenesulfonic acid is a common acid catalyst ;) .
  • luiscuevasii

    Member
    February 16, 2021 at 9:28 pm

    @Pharma thanks you very much, your input its always very valuable, i think i will drop the project with the HCO, i dont know what else i can do with it.

    Right know im ussing it in a cream subtituting a little of stearic acid for it, but i think it would take arround 4 years to use all the hco i have.

    talking about labsa you are right, it could make an emulsion with the oil, i asked because i saw it in a pattent and im looking for a catalizer that could be bought easy in my country.

  • ngarayeva001

    Member
    February 16, 2021 at 9:37 pm

    HCO might be useful as a thickener in anhydrous products such as lipbalms, and interestingly enough is used as a physical exfoliant (which is added to cool down phase as a powder).

  • ngarayeva001

    Member
    February 16, 2021 at 9:39 pm
  • Pharma

    Member
    February 16, 2021 at 9:55 pm
    You could simply hydrolyse the HCO and acidify it afterwards to obtain hydroxystearic acid. Sure, usage level is around 1% but it would give you another ingredient and another ingredient to further use in synthesis.
    Producing methyl hydroxystearate might be an easier and more versatile molecule to be used for further chemistry.
    Using glycerol instead of water for the hydrolysis would yield glyceryl hydrodystearate… not the one commonly available but a mixture also containing 2-hydroxystearoylglycerol instead of fairly pure sn-glyceryl ester alsongside possible di-esters and unreacted glycerol though differences will be rather small. This may be used in a similar fashion to glyceryl stearate.
    And if you were to use isopropanol instead, you’d get isopropyl hydroxystearate. That’s similar to isopropyl myristate but with a higher melting point.
    You could also make sodium soap with it and use that. With some zinc sulphate at hand, it’ll be possible to turn the alkali soap into zinc hydroxystearate.
    Basically, you can do pretty much the same with hydroxystearic acid as can be done with stearic acid only that the products will have a lower melting point and are less likely to form solid crystal structures. Just some reactions risk cross-linking i.e. reaction of the acid head group with the hydroxy group on the chain of a second fatty acid molecule.
  • luiscuevasii

    Member
    February 20, 2021 at 9:53 pm

    HCO might be useful as a thickener in anhydrous products such as lipbalms, and interestingly enough is used as a physical exfoliant (which is added to cool down phase as a powder).

    Thanks you very much, we used it for thickening deodorant bar, but the project stopped

  • luiscuevasii

    Member
    February 20, 2021 at 9:56 pm

    @Pharma thanks you again for your help, I was looking for making a more comercial raw material.

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