Applied Science - 2022-01-10
I synthesized olestra from biodiesel, sugar, and soap with a sodium metal catalyst. I also describe some of the history of olestra's development. Procedure that I used (Example 1) https://patents.google.com/patent/US3963699A/en Other resources: https://patents.google.com/patent/US20060047109A1/en https://patents.google.com/patent/US4611055A/en https://sci-hub.se/https://doi.org/10.1021/ed068p476 Biodiesel: https://www.e-education.psu.edu/egee439/node/684 https://extension.okstate.edu/fact-sheets/biodiesel-production-techniques.html https://www.youtube.com/watch?v=3anau83Qxt4 Epogee fat substitute: https://www.epogee.com/the-technology https://healthsmartfoods.com/products/sweet-nothings-low-fat-chocolate-covered-caramel Potassium oleate soap synthesis: https://lipidlibrary.aocs.org/documents/LipidsLibrary/Book%20II_ch03.pdf Studies on gastro distress and calorie compensation: https://sci-hub.se/https://doi.org/10.1046/j.1467-789X.2002.00050.x https://sci-hub.se/10.1006/rtph.1997.1164 https://sci-hub.se/10.1001/jama.279.2.150 Anal leakage MadTV: https://www.youtube.com/watch?v=Tx9LSEjgQxY Support Applied Science on Patreon:https://www.patreon.com/AppliedScience
My mom really loved those Wow! chips when they first came out. After a while of eating them regularly, she started eating more in one sitting. One night, she had a few too many drinks and ate an entire giant bag, and got the dreaded laxative effect the next day. She said it wasn't all that severe, but annoying. I suspect that the effect is similar to taking those fat blocking pills and then eating a bag of chips. If you do that, all the oil from the chips passes right through and acts like a laxative. The same thing also happens to people who eat large amounts of fat after having had their gall bladder removed. This whole "too much non-digestible stuff=powerful laxative" effect is well-known to diabetics, since a similar phenomenon occurs when you consume too much sugar-free candies based on sugar-alcohols. While some sugar-alcohols are fully digestible, most are only partially digestible or non-digestible and will give the laxative effect. This laxative effect is caused by the undigested sugar-alcohols absorbing large amounts of water, loosening your stools. I also suspect that the sugar-alcohol laxative effect can sometimes be made worse by gut bacteria which can often digest those sugar-alcohols that your body can't, giving you a large amount of gas to go with the loose, watery stools, producing a serious explosion hazard, so to speak.
I think this "non-digestible=laxative" effect makes non-nutritive foodstuffs basically a non-starter for the general public. This is mostly because the general public has already proven to be poor at regulating their intake amounts, which will inevitably lead to publicity problems after gluttons gives themselves an unintentional intestinal flushing.
sadly you're probably right
I wonder if you could balance this out with some form of dietary fiber.
Sadly, this was also the fate of my CrunchEnhancer. See, it's a non-nutritive cereal varnish, it's semi-permeable, it's not osmotic; what it does is it coats and seals the flake preventing milk from penetrating it. In trials it caused explosive colon prolapse though so marketing made us drop it. Anyway I have a new non-caloric silicone based kitchen lubricant that's 500 times more slippery than any cooking oil in the works that seems to have some promise in setting new sledding based land speed records.
@@Muonium1 "caused explosive colon prolapse so marketing made us drop it"
Yeesh, people see everything as a problem these days.
"While some sugar-alcohols are fully digestible, most are only partially digestible or non-digestible and will give the laxative effect. This laxative effect is caused by the undigested sugar-alcohols absorbing large amounts of water, loosening your stools. I also suspect that the sugar-alcohol laxative effect can sometimes be made worse by gut bacteria which can often digest those sugar-alcohols that your body can't, giving you a large amount of gas to go with the loose, watery stools, producing a serious explosion hazard, so to speak."
Found this out the hard way by consumption of Diet Coke. I only ever drank it at my in-laws' house, and always wondered why I became super gassy whenever we visited them until I made the connection. Also I used to chew a lot of sugar-free gum, and only after learning about my intolerance to sugar alcohols was I able to put 2 and 2 together as to why I was so gassy pretty much all of the time. Bonus: I'm also lactose-intolerant. Pretty much anything with either lactose or sugar alcohols (maltitol, xylitol, etc) gives me bloating and other issues. It's interesting to me that while I thought my lactose intolerance was responsible for all of this, it may perhaps be a combination of things. Learning what I can eat safely (and comfortably) has been a 20-year process, and I am still learning. I can get by without all the sugar-alcohol lace foods, but I just wish cheese wasn't so dang delicious. It's my crutch.
This was a lot of fun! What a cool idea. If we can't change peoples habits, give them the tools to succeed anyway
lol😆
Identify a problem that could be solved by a change in people's habits: Most refuse to change. Develop a tool to mitigate the problem: Many declare the tool is "unnatural" and refuse to use it, and/or declare the problem isn't even real. Seems humanity has a habit of playing out this scenario.
@@sub-vibes it can, offer an alternative technology to a vaccine.
Need to ask yourself, what could possibly go wrong? Is that stuff bad for the environment? I assume that if you cannot biodegrade it then it must be harder for other organisms to process too? And what if the biosphere does adapt genetically and those genes make their way into your intestinal microbiota, would you then end up getting the calories anyway?
@@DanielSMatthews that would be incredibly ironic if we evolve our way into unhealthiness after trying to avoid it.
I feel like Ben was testing the algorithm to see how much he could say “anal leakage” without getting demonetized.
I actually got an ad for some weight loss stuff so it seems he triggered *something*.
That naughty smile every time he says it is priceless
As someone with IBD anal leakage is real. But i dont see how this compound would cause it speccificallly
I used to play WoW (World of Warcraft) with a food chemist from Frito-Lay who worked on Olestra, whose character name was Octaester.
thats random and kinda cool! hahaha
Did you mythic raid with him?
@@wqqdcraft I figured you needed more random...your Bacon number in Six Degrees of Kevin Bacon, is at most 3. I know his Chef. Bacon's diet secret? Chili made with ground turkey. Pretty tasty.
This has HUGE comedic potential this, thread here 👏 👌 😂
This reminded me I played Guild Wars with a food chemist but I forgot where they worked.
I wonder if the olestra food would have been less "moreish" than the current sugar-fat offerings. The food industry wouldn't have been pleased if it was going to encourage healthier living at the expense of their profit.
This stuff is not healthier than saturated or even polyunsaturated fats, it is however probably equally as bad as trans fats.
@@hyperboreanarchives7299 I am not sure if this is true. Olestra is completely indigestible. This is reason the anal leakage fun occurred. I would be interesting to see long term studies.
@@hyperboreanarchives7299 There is no evidence for that statement, other than people convincing themselves that something this good can't be true and must have a catch.
@@hyperboreanarchives7299 How is that nutritionally possible if it cant be digested and/or absorbed?
How is it, that your comments are voiced in my head, by you?
Oh, I just noticed you have NileRed beakers! Nice!
Speaking of caramel, have you ever looked at microwave synthesis of carbon dots? You can microwave some sugar water with citric acid or polymer to make carbon dots that fluoresce blue to green on UV excitation. Purification from precursors can be done through dialysis or gel filtration. Pretty cool kitchen chemistry.
what kind of magic is this, +1 to make a video about this
Is that bad for you in any way? I make the caramel for my egg pudding by burning sugar with orange zest in the microwave (with just a few drops of water).
Please make this in the next video!
@@CanalTremocos I don't see why it would be. I'm not a chemist though.
The effect ultra violet light has on a substance shouldn't effect the way your body handles it.
I love how versatile this channel is. One episode is electromechanical, next vintage auto radio repair, then cooking chemistry. Thanks for being awesome, Ben!
i love how happy you got when you announced you were trying the olestra chips. you can definitely see the appreciation you have for your hard work
He had the same look on his face that Doc Brown had after he built that huge machine in the 19th century and out popped a single ice cube...
Username checks out
Potato chip making pro tip: Grind up the salt like you did for the sugar at 7:42.
Bonus tip: Grind a 1 to 10 ratio of MSG and salt for best flavor
@Casey Lewis it's a salt sugar molecule, it's like tongue crack, and acts as a neurotransmitter when doses are enough that a significant amount makes it past the blood brain barriet, stimulates nerve cells and increases brain glutamate so that's the hype I guess.
@Casey Lewis MSG... is the reason meat, cheeses and tomatoes taste good. It can be found (some examples) in walnuts (0.8%) Parmesan (1.6%) Tomatoes (0.4%) and Breast Milk (0.02%)
Edit: We consume between 10g and 20g of glutamate per day from our diet, of which glutamate from seasoning or condiments is less than 10%. The U.S. Food & Drug Administration notes that a typical serving of a food with added MSG contains less than 0.5 grams of MSG.
Some early studies suggested that MSG is associated with increased blood pressure and heart disease, but that linkage almost totally went away in later studies. It's fine to eat a little bit of MSG and it really does make food taste better if you are able to taste it. Don't use it on everything obviously, but don't completely avoid it either. It's really great in soups or with spicy foods.
@Casey Lewis but uncle Rodger says it's the King of flavour.
Ben: I'm not going to eat so many as to find out the threshold for anal leakage...
Me, indignant: and you call yourself a man of science!?
Ben: ...I'm going to have to save that for another video.
Me, choking back tears of pride: that's my man...
We will call him on that promise!!!
If he needs someone to volunteer to eat a family sized bag of chips, I volunteer as tribute lol
@@zyeborm for family sized laxative calamity
Ha! Great comment.
It's been 3 weeks so how long are we giving it to call him on that
I love the deep frying with tweezers and a beaker of salt. Science!
This is very interesting. Years ago I worked in an R&D polymer lab and I did a lot of work with fatty acids. We were incorporating unsaturated fatty acids into a polyurethane backbone that is dispersed into water to be used on wood coatings. Once coated out, these unsaturated fatty acids react with themselves via oxidation in the presence of a metal catalyst (cobalt, manganese etc.) forming a crosslinked polymer coating with properties that are on par with that of solvent based alkyd coatings.
We looked into using Olestra as it would be a great way to incorporate a higher percentage of fatty acid into the polymers that we were looking at. We were unsuccessful as most of the methods we were using were done at higher temperatures which caramelized the sugar that we were using.
I remember as a kid, my mom bought olestra pringles. I personally had stomach problems and can attest that it did, in fact, come out in the end. There would be a layer of fat that would float on top of the water after a #2.
Thanks for the detail lol
That makes me wonder what the effects would have been on sewage treatment, were the product successful.
It seems there are always unintended consequences when you make something that existing biology can't break down.
Why is that a bad thing? oil in the toilet is better than in your arteries
@@seephor The problem is that if you have a lot of undigested fats in your colon it's going to come out of your butt when you don't want it to lol. Still, I wish this oil was available to purchase. I'd be frying food for dinner every night.
@@seephor Oh yeah? Tell that to the people that have to unclog your pipes after hardened fatbergs form in them, they'd rather you had heart attack than murder those poor pipes >:(
Your videos are always so incredibly interesting, and they span such a large range of subjects. Thanks for sharing!
I'm a long time viewer and fan but it is disappointing that the discussion of the implications of synthetic food substitutes is so impoverished - both in the video and in the comments.
Leaving aside the story of trans fatty acids (now known to be harmful but once touted as a solution to the perceived saturated fat problem - a concern largely sponsored by the sugar industry as is now widely acknowledged), the fact is, we already have non synthetic foods that are healthy and satisfying. The problem and the solution is as usual, is economic and social, not technical.
On the social side, rat models have demonstrated that pathological consumption behaviour is largely determined by, and solved by, the quality of social interaction in the subject's daily life and by early life trauma. Thus because of both of those factors, shame is usually the last thing that a person with an unhealthy diet needs. Yet low fat foods are marketed in a way that reinforces negative self perception and negative feelings about food. We need less marketing of food, not more marketing of marginally healthier substitutes.
On the economic side, fatty foods are cheap, quick to prepare, and fill the hole left by a lack of quality social time. And food deserts are a widely acknowledged problem. If we all spent less time at work and more time at home including in the kitchen, then even though the proportion of our daily lives that were part of the Free Market would shrink, we would be much richer and much healthier when it came to what matters.
I'm an engineer by profession, but if you ask me it's a shame that a lot of viewers of this channel still regard technical solutions as anything other than a means to delay the inevitable, when it comes to contradictions like this. We can't engineer our way out of social problems in the long run. We need to start asking ourselves why we have these problems when traditional solutions already exist. And the answer is that we pay no regard to the social foundation or the ecological ceiling of economic activity, and we talk about the economy in a very reductionist way.
@@jimcrelm9478 there's a lot of difference between rats behavior and human behavior. rats life is solely focused on primal instincts like food and reproduction whereas humans society has progressed beyond these base survival instincts.
in short, what may not work in rats works in humans. there are plenty of fat loss regimes that have shame factor incorporated into it and they work. you cannot change someones behavior by wearing coddling them
I'm so happy you did this. Literally last week I listened to a podcast about the history of Olestra and how it was unfairly maligned, and I thought "I hope NileRed or Applied Science does a segment on Olestra some day." You read my mind!
On one side: Very interesting synthesis with (for me, never seen before) soap as solvent! On another side: Never heard of this Olestra oil, but its effect on the consumer reminds me of the oilfish ( Ruvettus pretiosus ) whose fat is made of wax esters and causes the same "leakage" depending on serving size and also on the individual sensitivity. Having already experienced the fish, I would pass on the fries...
Great video and topic, as always.
Butterfish?
Soon after I arrived in Australia I unwittingly got some of these Butterfish fillets from a local fishmonger (no warning!) about 3 hours later I had the rear end equivalent of projectile vomiting. On top was a yellow oil about 1/2" deep (not that I measured it!) the 'symptoms' lasted about 24 hours; thanks to google I found out what I had eaten. The fish did have a wonderful flavour and very creamy but the pleasure of eating does not balance the discomfort of the after effects!
@@michaellinahan7740
Hahaha
I have only heard of them. Never tried and never will.......unless i ever need a means of rear end propulsion.
@@jayytee8062 It certainly did give the work colleagues a great deal of amusement at my expense when I graphically retold the story! Thankfully I was never caught short!
Yes, I experienced the effects of a similar fish (served as Butterfish, probably Lepidocybium flavobrunneum). It was not good.
As a chemist by education, I can really appreciate how much effort you put into this. The human aspect is also very interesting though. Here in the Netherlands in the 1990s, an alcohol free beer brand went out if business because of a single joke by a comedian on TV. After that joke, you could not be seen any more drinking that beer on parties. Maybe the leakage joke had the same effect...
I didn't know you're background was in chemistry. What made you decide to switch to optics? What was the beer killing joke ? ;)
@@AppliedScience No it were the funny looks I got at parties when I told them I was a chemist. I suspected that they assumed I made my own cooking oil and might be leaking.... 😂 No seriously, optics is just a side track like most things are in my life.
Why they didn’t mix the sugar and fat together like cookies? Osmotic effects limit the ability to feed neonates. So you have to use low concentration feeds but then fluid balance in something that weighs less than 5 pounds is a nightmare
I wish I knew you IRL. It fascinates me how you know so much about so much & you're always doing interesting little experiments. I also had no idea cooking oils went through so much processing. I thought they were harvested, filtered, then packaged- no idea there was so much chemistry involved. Yet another incredible video, Sir. Thank you.
Some oils are simple just that, like olive oil. However, the ubiquitous and misnamed 'vegetable oil' is highly processed, usually made from soybeans. I think hexane is the typical solvent used to do the extraction.
This video made my day.
I feel like having Ben as a neighbor would be like Wilson Wilson from home improvement from the 90's. Only here, there is a non-zero chance of being launched into low earth orbit should one of these experiments go awry... worth the risk in my book though...
I know, very rare traits in people these days. Good thing is, anyone can become good at different things, just takes a lot of effort, passion and not giving up. But we live in a world of instant gratification and not many want to dedicate themselves to anything.
@@bnasty267 highly processed means nothing if you don't know the process behind it... It's just a cop out to say "I don't like it because it's bad"
Applied Science should be at the top of the YouTube universe. As always, your willingness to share such awesome stuff is very much appreciated. Cheers.
Agreed. Also, I hope the move went well. Your work is pretty awesome, and I am still looking forward to seeing more, if your life ever permits.
Seconded!
There's a soapmaking (and maybe general chemistry?) technique called "salting out" that helps recrystallize the soap and drive out excess lye and impurities. I wonder if it can also be used to speed up the process of producing dry soap.
Very informative demo of a combination of physical and synthetic chemistry at work. We did a lot of work to optimize the process and efficiency of the Olestra molecule. As you rightfully pointed out the story of Olestra is rather convoluted at best where the science was right but the "Biochemistry", as well as the consumer psychology, were the "KILLER-FACTORs".
BTW, the "cleaning up" of organic mixtures using adsorbents like diatomaceous earth, activated charcoal, etc are standard Org-Chem 200 lab work. The physical chemistry of adsorption on various gas/liquid to solids are fascinating P-Chem (thermodynamics) topics as well. I always enjoy your methodical work with thoroughness.
I love your videos! I look forward to seeing them everytime!
You go into a rabbit hole and come out on the other side with an interesting video!
Rabbit hole with an atypical ending :D
I wonder how you come up with these seemingly random ideas for videos. It seems like when something catches your eye, you figure out how it works. It's so fun that we get to go through your thought process and it's so sexy to see your amazing brain at work. I love your smile at the beginning of each video. It always seems like you know how much fun we are all about to have and your excited about it.
This is great. I work next to the giant chemical plant p&g built to manufacture Olestra. I believe they spent $500 million to build it but after giving up sold it for something like $100-150 million. Marathon petroleum now operates this plant as one of the largest biodiesel facilities in North America in Cincinnati. I think they use soybean oil and canola oil as their feedstocks like you used in the video
What an awesome video again! When I was a kid I remember that the main concern (this was in the netherlands) with the oil wasn't the runny bottoms, but the fear it might dissolve vitamins and create an issue because of that.
Saying that glycerol has 3 "sockets which you plug fatty acids into" is like, the most engineer way of describing chemistry I've ever heard.
And as a chemist-turned-engineer, I love it.
im fascinated by this because as a teenager i helped my dad make bio diesel and my mom made homeade soap as a kid so while chemically i had no idea what the hell any of the words you used were i followed along pretty well if i do say so myself the neatest way to make soap by the way is wood ashes and rendered down beef tollow makes pioneer soap
Seeing how much work goes into a single slice of potato chips I think it is a miracle we should all be grateful for that it is sold so cheaply.
I remember buying some fat free Pringles from a gas station on a road trip when I was a kid. When we looked more carefully at the packaging in the car, we couldn’t stop laughing at the warning “This product contains Olestra. Olestra may cause abdominal cramping and loose stools.”
You honour the quote "More doesn't mean better", low update rate but when it does... Oh boy.
Amazing topic. Again.
Really interesting, now I want to try that!
Chips are something that you eat until you've reached your self imposed limit or the physical one you've learned from experience. When you are then seemingly told that those limits are gone (which the studies didn't do), you are bound to find the new ones (more likely in the debachourous privacy of your own home rather than in public during a test)
You are the only creator where I have notifications turned ON, and I have never been dissappointed by any of your videos! Absolutely amazibg stuff!
I love this channel. Super simple, straight forward and with a little history lesson on top
Fascinating video, I learned a lot.
RE: market, it was rejected for al the wrong reasons. Seems like we need to change the way we live with cars. Every city built up in pre-car times is generally happier and more fit. Tools like Olestra are bandaids on much bigger problems. But I think the problem is so big that we need bandaids along with continual progress on these systemic problems.
One of your better videos Ben. All of them are very informative, but this one took the chip. Not heavy, but light! Thanks again!
I have never found one of your videos uninteresting or poorly researched or any of that bad stuff. The fact you put so much effort into all of these is extraordinary, and thank you for doing so.
Thank you Ben , you never fail to amaze me with all the knowledge and detail used in your presentations . I have to say , I'm not 100%, but I think this is the first time I've seen you eat one of your experiments. Love your channel, It's food for the brain !
There's a few - the freeze drying series had a couple and there's a vacuum/pressure frying video
@@zakhenry Thanks Zak, I'll have to go back and find them . I must have missed those.His work is fascinating to me .
I remember Olestra, not that I ever ate anything with it; never knew it was a synthesized sugar + fatty acid ester. Oddly just earlier in the day I'd idly wondered if such a thing was possible, lo and behold here this video comes to answer my question!
As for the use of olestra, personally I think the better solution for low-fat potato chips has been to bake them instead, the taste is a bit different but not that much; plus, you've still got the much larger amount of calories from the starch in the potatoes, which when eaten as snacks in a sedentary setting just end up getting converted right into fat anyway. To me it seems like the main purpose of most chips is as a delivery system for the seasonings on it, not so much the flavor of what it's made out of, you could probably just make chips out of slices of eggplant, spritzed with olive oil and air-fried, and then coated with salt & vinegar or Flaming Hot or whatever and most people would still like it...
I once participated in a clinical trail, concerning fat resorbtion, especially MCTs. For this purpose I had a diet of pure fat and only tee. Man I absolutly know what they mean with "anal leakage", more than one time I barely shat my pants in the lab. I think, to much fat (no matter what type) is never a good choice for your bowls, and some people might have been to overenthusiastic about these "Wow!" chips.
Yeah, google MCT oil empty stomach, does not work out well.
This video made me smile a lot. Thank you for sharing your bright and joyful explorations with us.
chemists be like: lets take some mars rock, grind it up and mix with rocket fuel, heat it then mix with soap, fine tune with some water (duh) and voila! a baguette
NileRed in a nutshell:
Bloody French! So, that's why they all to know if there is water on Mars.
I'm Belgian, so I'm allowed to pick on the French
Common misconception; if you grind up the mars rock you'll end up with a carousel red 1969 Pontiac GTO "Judge" convertible. If you want a baguette, you have to hit the mars rock with a 3lb engineer's hammer
There's a proposal that goes something like grind up moon rock add carbon nanotubes add epoxy and rotate to make a telescope mirror on the moon.
@@anullhandle that's actually a sensible idea. If you spin a container of fluid around its centre of mass and the same axis as the one force of gravity is pointing, the surface will naturally take the shape of a parabola.
If you do that to epoxy while it cures, you just made a parabolic mirror blank. (Lots of other material science hurdles but that's the gist of it)
If a product is non-digestible, why would we eat it? The idea that the non-digestible "food" doesn't affect your body is ridiculous.
Love your videos.
your quality standards are so much higher then commercial mass production 👍
My uncle was a biochemist. We had many laughs regarding Olestra back in the 90's! Unfortunately, he past away a few years ago. However, his ingenuity has made my life better! Speaking of ingenuity, Ben your video's have sparked my imagination again! Thank you for imparting your knowledge on your channel!
Her: "Hun, do you want the BBQ or the Sour Cream & Onion?" 👩🏻
Me: "I'll take the biodiesel and soap, if you don't mind." 🧐
Sounds something one would find next to the ultra-vinegar flavour lol
Glad to see you getting back to your roots and doing cooking videos again ;)
there is also a non-zero chance that our gut bacteria might evolve or incorporate an enzyme that could break it down effectively
this is the coolest outcome of such a product
@@gnatdagnat Yes, it will be very cool outcome, but it will defeat the purpose of the product lol.
One could easily imagine that a species not typically found in the gut would invade the gut to utilize this new carbon source though it doesn't necessarily follow that it will play nice with the rest of the resident microbiome. The interloper has the potential to cause pathology - consider H.pylori, first thought to be benign flora but more recently found to be cause of gastric cancer and ulcers. If you build it, they might come...
Maybe over 10s of millions of years.
That is a pretty complex thing to evolve.
@@Dr.HowieFeltersnatchI don't think so. If you think about gut bacteria being literally in the billions and reproducing multiple times each day, considering it only takes one functional copy of a gene that is able to decode an enzyme for it, it probably already has happened
@NileRed - 2022-01-10
That was a fun video! Also, I share your hatred for sand baths. I have never had a good experience with them.
@busti4552 - 2022-01-10
What would the title of this video have been if you had made it instead?
@mrmax35 - 2022-01-10
Copper shot and some glasswool/aluminum foil topper works pretty well Used to use that in the glovebox back in my undergrad days. Though if you are willing to fork over a few bones, Ika Aluminum blocks were the best.
@MrTridac - 2022-01-10
Very cool. While watching I thought: "I wonder what Nile thinks of sand baths?" ... there you go.
I love our filter bubble :)
@duroncrush - 2022-01-10
I'd like to know more about bleaching earth
@cjk32cam - 2022-01-10
Fluidised sand bed instead? Have memories of using the same when tempering metals.