I hope you'll touch on Deep Eutectic Solvents (DESs) at some point! They behave like ionic liquids, but are significantly cheaper, are more stable, and have some truly interesting properties when it comes to electronic and ionic conductivity, especially when diluted with a thinning solvent like water or ethanol.
Very useful as media for electrolysis too when you don't want any water in your reaction... or because water isn't good enough to solubilize your substrate.
Wow wow, as a researcher in the field of ionic liquids and DESs, I can tell you they are definitely not more stable than ionic liquids haha. The stability of ILs is often overstated, but most DESs start to decompose well below 100 °C Also, diluting DESs just gives you a salt solution. No point in that
I did my Ph.D. on ionic liquids but I'm more inclined to say they were the vision of the furure around 2015, but ever since Ken Seddon died the hype kind of fizzled out along with him. Honestly the disadvantages far outweigh any benefits, and they really haven't come close to living up to their promise. I see little future for them outside of niche applications and maybe electrochemistry
Some of the issues are: -more expensive than conventional solvents -very poor mass transfer kinetics -cannot be distilled, recycling is thus difficult -solid/liquid separations are industrially unfeasible with them -limited range of solvation properties, contrary to what is claimed -limited added value, does not justify the investment
Great video, as always! A minor remark about the mechanism: The arrow in the central structure should go the other way and electrons should move from the nitrogen ( 4:45 ) . No criticism, just doing my part! Again, thanks for the video!
I'm happy that you got too exploring ionic liquids. Few people work on that especially on youtube. I have been dabbling in ionic liquids a bit with the intended application of electrolysis in certain cases where the presence of water is undesirable.
N-methyl imidazole synthesis mechanism likely goes like this: Your diimine intermediate is in a significant equilibrium with both of its hemiaminal precursors. The N-methyl hemiaminal (1-(Methylamino)-2-methyliminoethanol) condenses with formaldehyde to form an N-methyl iminium, which is then attacked by the neighboring imine, forming a hydroxy imidazoline. The OH is ejected to form the 2-H imidazolium which tautomerizes to give the final product. While HO- ejection is likely not terribly favorable, the subsequent tautomerization is irreversible and drives the reaction forward.
Neat! I started taking interest in ionic liquids after getting hold of a 25V 70A power supply and starting to wonder what to do with it. The non-volatile nature of IL makes them potentially interesting for high current electrochemistry. I'll be interested to see what your opinion is on them.
Absolutely loving your content. Can you do a video on different reducing agents? So much hearsay online, which is used where and when... it would be awesome to know if there are substitutions for nabh4 and lialh4 as well. Consuming your videos as fast as you can make them, cheers from the not yet annexed north americas!
Ionic liquids are quite funky, we prepared some to try them out as additives in chiral HPLC, with varying success. Also tried bmim hexafluorophosphate as solvent in N-alkylatios, but wasnt to good imo. Also i think technically diclofenac epolamine is one?
Case? You mean there was some kind of legal action? ... like this might becoming more then a blip on a career path, and more like derailment drama. Or do you mean the word "case" in the more general neutral sense like there is a case of baskets, or Dirk Gently is on the "case"
@@petevenuti7355 I sincerely hope Dirk Gently is on the case, he's exactly the correct holistic detective needed to figure out wtf is up with Dr. Newton lmao
my chemistrically noob brain: nice, something about ferrofluids; maybe an easy way to make them / op: *is talking abt a whole different type of material, involves equipment and knowledge beyond my grasp, dunks on ferrofluids* / jokes aside, nice video ! learned something new o:
Me and my son decided to have an emu for Thanksgiving instead of a turkey. Surprisingly good red meat. Before kids when still in school that would have had a totally different meaning....😜
Me and my son decided to have an emu for Thanksgiving instead of a turkey. Surprisingly good red meat. Before kids when still in school that would have had a totally different meaning....😜
I'm surprised it reacts that visibly to a magnet. Water has a similar-ish (though negative) magnetic susceptibility and it doesn't really have a visible reaction to a strong magnet. You need to float something like styrofoam in it to see the styrofoam be attracted to the magnet (from the water being pushed away). Seems like better than 6 orders of magnitude less susceptibility than a ferrofluid.
@@ares395 I'm almost positive you're thinking of electrostatic attraction. I have a 2 inch thick, 4 inch diameter N52 magnet that I checked what you said with like 2 minutes ago to make sure and there is no visible deflection in a laminar stream at all. I do know that even just a balloon rubbed on your head is enough to very visibly bend a thin stream of water from a faucet though. Its possible that you could notice the deflection if you let the stream drop for several meters and just watched where it hit the ground. Yesterday I did the styrofoam boat thing just to make sure I wasn't misremembering things and it worked fine. Technically it wasn't "styrofoam". It was dense, closed cell polyurethane foam. The only way it matters really is in the amount of water the "boat" displaces. Also, my sink is cast iron and it was pretty sketchy sticking that magnet in it. There was nowhere where I couldn't feel it being pulled towards the nearest part of the sink.
Do magnetic liquid metal alloys exist (that are not suspensions). That is - if you can dissolve Fe, Cr, Ni, ... meaningfully in GaIn or NaK, do you exceed the magnetism of the above? If suspensions exist would be another interesting topic. Magnetic NaK seems like it could have fun explody demos. Heartbeat reaction, with more explosions in the presence of a magnetic field.
Ha cool! I spoke the other day with an ionic liquid startup, but disregarded their product because I felt like ionic liquids have too many downsides for few upsides
I used ionic liquid in few of my reactions (like5?) and i was always little bit disappointed. It is not like they do not work at all but it giving very similar results as normal solvent/approach. If you count in the cost of them and the fact in normal lab you have to get rid of them i was not too happy with the results. I remember there was one reaction where i made a carborane using a borane and alkyne and there it did make the process easier but i would still consider them a niche application - definitely not something that will completely change the game of solvents…
'emu'? Pretty sure the units are not discount ostriches! 😂 It should be epsilon (permittivity) and mu (permeability), but that doesn't make sense in terms of units of magnetic susceptibility.
In physics when referring to magnetic moment, emu is considered quite an exotic unit, a relic from the CGS-system era. But different natural sciences have their favorite units, if chemists like to use emu I'm fine with that.
This is my favorite short path vacuum distillation channel
Short path distillations are a chemists best friend. When we have to do fractional distillations we cry.
I hope you'll touch on Deep Eutectic Solvents (DESs) at some point! They behave like ionic liquids, but are significantly cheaper, are more stable, and have some truly interesting properties when it comes to electronic and ionic conductivity, especially when diluted with a thinning solvent like water or ethanol.
This! Currently doing my undergrad capstone extracting nanocellulose from biomass using deep eutectic solvents! Super cool stuff
They’re also possibly used for extraction of chlorophyll from algae
They can also act as both solvent and catalyst for reactions!
Very useful as media for electrolysis too when you don't want any water in your reaction... or because water isn't good enough to solubilize your substrate.
Wow wow, as a researcher in the field of ionic liquids and DESs, I can tell you they are definitely not more stable than ionic liquids haha. The stability of ILs is often overstated, but most DESs start to decompose well below 100 °C
Also, diluting DESs just gives you a salt solution. No point in that
I did my Ph.D. on ionic liquids but I'm more inclined to say they were the vision of the furure around 2015, but ever since Ken Seddon died the hype kind of fizzled out along with him. Honestly the disadvantages far outweigh any benefits, and they really haven't come close to living up to their promise. I see little future for them outside of niche applications and maybe electrochemistry
Some of the issues are:
-more expensive than conventional solvents
-very poor mass transfer kinetics
-cannot be distilled, recycling is thus difficult
-solid/liquid separations are industrially unfeasible with them
-limited range of solvation properties, contrary to what is claimed
-limited added value, does not justify the investment
To be fair, electrochemical dynamics are definitely going to be an ever bigger deal
Great video, as always! A minor remark about the mechanism: The arrow in the central structure should go the other way and electrons should move from the nitrogen ( 4:45 ) . No criticism, just doing my part! Again, thanks for the video!
Yes you're right, brainfart moment ;)
was about to write the same thing haha
I'm happy that you got too exploring ionic liquids. Few people work on that especially on youtube. I have been dabbling in ionic liquids a bit with the intended application of electrolysis in certain cases where the presence of water is undesirable.
Fascinating.
hey hey hey I follow your channel😁
Magnetic ionic liquid is the thing I was looking for years.
Now you know they suck
@@cipaisone Sadly yes :/
@@MineK_FGOn the bright side, it frees you up to hunt down the missing "for".
You had a lot of company in the single-molecule magnet space and fewer in fluid/skyrmion 2D materials interface results.
That super cool. Thanks you for the video!
N-methyl imidazole synthesis mechanism likely goes like this: Your diimine intermediate is in a significant equilibrium with both of its hemiaminal precursors. The N-methyl hemiaminal (1-(Methylamino)-2-methyliminoethanol) condenses with formaldehyde to form an N-methyl iminium, which is then attacked by the neighboring imine, forming a hydroxy imidazoline. The OH is ejected to form the 2-H imidazolium which tautomerizes to give the final product. While HO- ejection is likely not terribly favorable, the subsequent tautomerization is irreversible and drives the reaction forward.
Neat! I started taking interest in ionic liquids after getting hold of a 25V 70A power supply and starting to wonder what to do with it. The non-volatile nature of IL makes them potentially interesting for high current electrochemistry. I'll be interested to see what your opinion is on them.
Would a stir plate stir the liquid if it is in a flask w/o a stir bar? Or is the paramagnetism too weak?
Too weak
I figured as much. Would be cool as hell though
this guy is gonna start an industrial revolution
Would making a ferrofluid out of this have any extra properties or strength over a typical ferrofluid?
Chemiolis said so, it's 1/170,000 th as strong though with no intervening oil or Fe2O3 solid nanoparticle density.
I bought this special IL from TCI before. The magnetic properties are quite interesting. It can be used for redox flow battery.
Absolutely loving your content.
Can you do a video on different reducing agents?
So much hearsay online, which is used where and when... it would be awesome to know if there are substitutions for nabh4 and lialh4 as well.
Consuming your videos as fast as you can make them, cheers from the not yet annexed north americas!
That's a pretty strongly attracted to a magnet for paramagnetic compound. Very interesting indeed.
Their viscosity is a big issue for up scaling. They’re also quite toxic for “green” solvents
Ionic liquids are quite funky, we prepared some to try them out as additives in chiral HPLC, with varying success. Also tried bmim hexafluorophosphate as solvent in N-alkylatios, but wasnt to good imo. Also i think technically diclofenac epolamine is one?
how conductive is it? can you make it spin with an electrical current?
could you use this as the suspension media for a "ferro fluid"?
Your friend in the 1st step is a terrible lab assistant, no ppe!! 😂
Any updates about the Josiah Newton case? It's been 2 months since that..
Case? You mean there was some kind of legal action? ... like this might becoming more then a blip on a career path, and more like derailment drama.
Or do you mean the word "case" in the more general neutral sense like there is a case of baskets, or Dirk Gently is on the "case"
@@petevenuti7355 I sincerely hope Dirk Gently is on the case, he's exactly the correct holistic detective needed to figure out wtf is up with Dr. Newton lmao
If I'm not mistaken in, cetrimonium chloride (the surfactant from cheap conditioners) is an ionic liquid.
my chemistrically noob brain: nice, something about ferrofluids; maybe an easy way to make them / op: *is talking abt a whole different type of material, involves equipment and knowledge beyond my grasp, dunks on ferrofluids* / jokes aside, nice video ! learned something new o:
super interesting. Thank you
Great video❤
Chemistry adventures to a lab tech like me. Thanks!
Water is magnetic below a certain temperature. See for yourself:.stick a speaker magnet in a shallow dish, cover with water and freeze.
This Ionic liquid sensitive to moisure??
emu/g Australians are shaking rn
Me and my son decided to have an emu for Thanksgiving instead of a turkey. Surprisingly good red meat.
Before kids when still in school that would have had a totally different meaning....😜
Me and my son decided to have an emu for Thanksgiving instead of a turkey. Surprisingly good red meat.
Before kids when still in school that would have had a totally different meaning....😜
I'm surprised it reacts that visibly to a magnet. Water has a similar-ish (though negative) magnetic susceptibility and it doesn't really have a visible reaction to a strong magnet. You need to float something like styrofoam in it to see the styrofoam be attracted to the magnet (from the water being pushed away). Seems like better than 6 orders of magnitude less susceptibility than a ferrofluid.
It's easier to bend a stream of water away, much more visible
@@ares395 I'm almost positive you're thinking of electrostatic attraction. I have a 2 inch thick, 4 inch diameter N52 magnet that I checked what you said with like 2 minutes ago to make sure and there is no visible deflection in a laminar stream at all.
I do know that even just a balloon rubbed on your head is enough to very visibly bend a thin stream of water from a faucet though.
Its possible that you could notice the deflection if you let the stream drop for several meters and just watched where it hit the ground.
Yesterday I did the styrofoam boat thing just to make sure I wasn't misremembering things and it worked fine. Technically it wasn't "styrofoam". It was dense, closed cell polyurethane foam. The only way it matters really is in the amount of water the "boat" displaces.
Also, my sink is cast iron and it was pretty sketchy sticking that magnet in it. There was nowhere where I couldn't feel it being pulled towards the nearest part of the sink.
try it under vacuum. Ionic Liquids needs for vacuum only. what are vaporizing parameters?
Do magnetic liquid metal alloys exist (that are not suspensions). That is - if you can dissolve Fe, Cr, Ni, ... meaningfully in GaIn or NaK, do you exceed the magnetism of the above? If suspensions exist would be another interesting topic. Magnetic NaK seems like it could have fun explody demos. Heartbeat reaction, with more explosions in the presence of a magnetic field.
Can you use this to purify technical calcium carbide into like lab grade whitish carbide? Would be very unique to see :p
nice to see that you got a friend. i hope he didnt drown in the ice bath.
Ha cool! I spoke the other day with an ionic liquid startup, but disregarded their product because I felt like ionic liquids have too many downsides for few upsides
2:43 bro died 😭
hola... proba el cloruro de colina con urea...slds
I used ionic liquid in few of my reactions (like5?) and i was always little bit disappointed. It is not like they do not work at all but it giving very similar results as normal solvent/approach. If you count in the cost of them and the fact in normal lab you have to get rid of them i was not too happy with the results. I remember there was one reaction where i made a carborane using a borane and alkyne and there it did make the process easier but i would still consider them a niche application - definitely not something that will completely change the game of solvents…
Your friend is cool and seems very chill. Be nice to your friend or you might get the cold shoulder.
i can hear some weird ringing when you raise your voice. I checked with other vids and spotify, it's just here
"So.....I like cats, but I don't have one." hahahahahahahah😻😻😻😻😻
The molecule looks like a tiny dipole or monopole antenna!
You can get same effect with just saturated FeCl3 water solution
PlasmaChannel just did a liquid metal reaction wheel and now Chemiolis is making magnetic IL's....I know where this is going :)
Ionic liquids...EVE Online was on to something! 😂
'emu'? Pretty sure the units are not discount ostriches! 😂 It should be epsilon (permittivity) and mu (permeability), but that doesn't make sense in terms of units of magnetic susceptibility.
2-HEAA is cool, I heard
yoo i actually used this in a synth for catalyzing formylation
Good ol N butyl N methyl pyrazinium chloroferrate
In physics when referring to magnetic moment, emu is considered quite an exotic unit, a relic from the CGS-system era. But different natural sciences have their favorite units, if chemists like to use emu I'm fine with that.
2:47 so... did you have to use thermite to break into a chemical storage facility to get it or did you hire the professional burglars?
strontmooi
Can you call liquid oxygen a ionic liquid too?
No
But you can call it paramagnetic liquid.
Whoops
"Maybe they aren't as good as they are ugly"
Noooooo not the autodubbing 😭😭😭😭
Ban the colloids😅
wow I'm early
I can see potential use in isotope separation.
"the future of" ionic liquids have been out there for a while no? 🤔
I'm here for more wood chemistry!
Hey, coffee is a colloid, hater. ;-p
Please no more drug vidros. I had to unsubscribe:(