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Fatty Alcohol Basics

Posted on February 14, 2014 by George Deckner — 9 comments

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Fatty_alcohol_-_genericFatty alcohols (EU) are an important class of materials used in numerous types of personal care products. Get familiar with their many uses, characteristics and product resources below.

Typical uses include:

  • Thickening anhydrous products like antiperspirant sticks
  • Thickening oil in water emulsions via the formation of lamellar crystalline gel networks
  • As emollients to modify skin feel
  • As solvents (liquid branched type)

They are chemicals characterized as having a free primary, secondary, or tertiary hydroxyl group attached to a long chain group. Fatty alcohols are usually long chain primary alcohols, but they can also range from as few as 4-6 carbons to as many as 22-26 carbons. They can also be unsaturated and have methyl branching.

These chemicals occur widely in nature in plants/animals and normally are straight chain, even in carbon length. They are produced by transesterifying triglycerides (EU) with methanol followed by hydrogenating the resulting esters to the alcohol.

Fatty alcohols are also prepared synthetically. In the Ziegler process, ethylene is oligomerized using triethylaluminium followed by air oxidation. This process creates even-numbered alcohols. Alternatively, ethylene can be oligomerized to give mixtures of alkenes, which are subjected to hydroformylation. This process creates odd-numbered aldehydes, which are subsequently hydrogenated. For example, from 1-decene, hydroformylation gives the C11 alcohol.

In the Shell higher olefin process, the chain-length distribution in the initial mixture of alkene oligomers is adjusted so as to more closely match market demand. Shell does this using an intermediate metathesis reaction. The resultant mixture is fractionated and hydroformylated/hydrogenated in a subsequent step.

Guerbet alcohols are branched alcohols produced by the condensation of primary alcohols at temperatures of 180 – 300°C in the presence of alkaline condensing agents. They are normally liquid alcohols.

Recommended Suppliers

Natural based:

  • Procter and Gamble – C8-18 alcohols under the CO designation.
  • BASF (Cognis) – C12-22 alcohols under the Lanette trademark.
    EU: BASF | Lanette
  • Sasol – C12-22 alcohols under the Nacol trademark.
    EU: Sasol | Nacol

Synthetic straight chain:

  • Sasol – C10-20 alcohols under the Alfol trademark.
    EU: Sasol

Branched (Guerbet type)

  • Sasol – C12-32 alcohols under the Isofol trademark
    EU: Sasol | Isofol

Reference

Dr. Z Presents All about fatty alcohols (copyright 2000-Condea)

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Filed Under: Personal Care & Cosmetics Tagged With: sensory

About George Deckner

George Deckner brings over 40 years of experience as a formulating chemist to his role as a personal care and cosmetics industry expert at Prospector. His rich professional background in innovative product development, research, material science and exploratory formulation, as well as a passion for developing products that make people’s lives more comfortable and happy, inform the articles he writes for Knowledge.ULProspector.com.

In addition to lending his industry expertise to Prospector, George consults with personal care and cosmetics suppliers. He founded his consulting practice, Deckner Consulting Services, after retiring from Procter & Gamble in 2013, where he was a Victor Miles Research Fellow. While at Procter and Gamble, he worked in skin care product development, global fragrance development, and most recently oral care product development in the Oral Care Advanced Technology Innovation Group. Before being appointed a Victor Miles Research Fellow, he also served as Associate Director of Exploratory Formulation for skin care product development.

While at Procter & Gamble, George was one of the top inventors, with 354 granted and filed global patents (201 U.S. patents). He helped develop many of the core platform technologies used in skin care today with numerous products commercialized under the Olay, Bain de Soleil, Clearasil, Noxzema and SK2 brands.

Previously, George was a Senior Chemist and Manager in the area of skin care product development, as well as the Director of Exploratory Formulation for Charles of the Ritz Group. During this time, George received the President’s Cup Award for outstanding business contribution and developed numerous marketed skin care products under the Bain de Soleil, Jean Nate, Yves Saint Laurent and Charles of the Ritz Brands.

George is a current member of the Society of Cosmetic Chemists and is on the scientific advisory board for Cosmetics & Toiletries Magazine. He is a frequent guest lecturer for numerous key global suppliers, as well as for local and national SCC meetings.

George is an avid tennis player and follower of the sport. He lives in Cincinnati, Ohio.

Learn more about Deckner Consulting Services…

9 Responses to “Fatty Alcohol Basics”

  1. Cindy Kim says:
    February 18, 2014 at 10:59 am

    Hi, could you let me know what plants are usually used to make those fatty alcohols?
    Manufacturers say only it’s ‘vegetable sources’
    I’d like to know which plants are mostly used and if animal sources are still used.
    Thanks,

  2. Beth Politsch says:
    February 18, 2014 at 12:27 pm

    Cindy,

    The most common vegetable sources for fatty alcohols are Palm and Coconut oils. Canola is used if C22 alcohol is desired or low Erucic Canola for Oleyl alcohol. Isostearyl alcohol is naturally derived from pine oil. Tallow is not used much any more to produce fatty alcohols for personal care applications.

    George Deckner

  3. Peter Gerritsen says:
    February 18, 2014 at 4:59 pm

    While Palm Oil is certainly used as afeedstock for C16/C18 alcohols, the most common feedstocks for natural fatty are Palm Kernel Oil and Coconut Oil which are both “Lauric” oils.

    Peter Gerritsen

  4. Melissa Tolla says:
    February 25, 2014 at 10:18 am

    As the information is up to date about fatty alcohols, I will improve on these comments about methods to manufacture fatty alcohols from natural oils.

    VVF has established a state-of-the-art fatty alcohol production facility in Taloja, India, strategically located near two major ports in Mumbai. The facility produces high quality fatty alcohols incorporating Lurgi’s latest Wax Ester technology to make natural saturated fatty alcohols from Palm and Rapeseed oil under the registered trade name Vegarol®. These products are not made using methyl ester process and therefore are free of residual solvents including methanol.

    The facility manufactures fatty alcohols, including mid-cut alcohols such as Lauryl / Myristyl, to long chains such as Cetyl, Stearyl, Cetostearyl, and Behenyl.

  5. Bożena says:
    June 30, 2014 at 6:38 am

    I’m interested in synthetic alkohols C16C18. I have problem with viscosity of emulsion based on natural alkohols – which is not stable during time. I suspect that synthetic alcohols are easier to emulsify and I’ll get low viscosity 30% emulsion. What do you think about it.

    Bożena

  6. Whitney Black says:
    July 2, 2014 at 11:21 am

    Bozena,

    The natural alcohols are not causing your problem. A buildup in viscosity using fatty alcohols is normally caused by the presence of fatty alcohol crystals being converted to additional lamellar phase over time. This problem can be due to improper processing or not enough emulsifier present.

    George

  7. Tina Agrawal says:
    May 23, 2015 at 12:31 am

    Hi Sir,
    I am doing my project work on Fatty Alcohols using coconut fatty acid as feedstock. There are two methods in the manufacture of Fatty Alcohols: direct hydrogenation and lurgi wax ester technology. I have some queries related to it and I hope you will help me.

    1) In direct hydrogenation method, fatty alcohols are treated directly with hydrogen or first with methanol and then hydrogenation. Please suggest.
    2) In lurgi wax ester method, other the desired fatty alcohol (C12-C14), Is there any desired product? Please suggest.

    Your reply will be very valuable to me.

  8. Shruti Ku;lkarni says:
    January 7, 2016 at 1:55 am

    Hi

    I am working on a project on c8, c10 and c8-c10 fatty alcohols. Based on my study i found that these can be manufacture from natural source as well as synthetic sources.
    Natural sources-Palm oil, Palm kernel oil, coconut oil
    Synthetics sources- olefins and paraffins

    Is my research correct ?
    Can you please provide me the details manufacturing process with both the sources.

    Any inputs from your end are very valuable.

    Thank you

  9. Elias says:
    June 7, 2016 at 5:08 am

    Interesting to have such information

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