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Author: Subject: ANGN ever made on SM ?
underground
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[*] posted on 8-6-2018 at 17:07
ANGN ever made on SM ?


I was wondering for a long time now if anyone on SM ever made 3-amino-1-nitroguanidine nitrate ? It can be made from OTC chems right ? After you got nitroguanidine, you could use hydrazine sulphate instead of pure hydrazine to form ANG.

ANGN is more powerful than HMX and the chemicals to make are not that hard to find.




[Edited on 9-6-2018 by underground]
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DubaiAmateurRocketry
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[*] posted on 8-6-2018 at 17:32


Yes, ANQN is probably the strongest OTC HEDM.

Note that guanidine in abbreviations is denoted by Q in the current energetic literature, or at least ANQN uses it (Klapotke, 2012). ANQN is the recognized The route is rather simple, an upscaling would make this thing cheap, it also out-performs RDX in double-base propellants by +5-10 Isp.

The thing about ANQN is that although it has a OB of 0, its CO-OB is actually positive, meaning that it is able to act as an oxygen donor in propellants. Making it one of the most-promising double-base candidates I have personally encountered.

- Higher Isp and VoD than HMX.
- Cheap
- Cheaper when scaled up
- Slightly oxygen positive
- High density
- Lower Impact sensitivity than RDX

[Edited on 9-6-2018 by DubaiAmateurRocketry]
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[*] posted on 9-6-2018 at 03:53


Yea it is looks really promising, easy to make and powerful. Some people here have made much more complicated HE like TNGU, TEX, 5-ATZ e.t.c. while no one ANGN. I believe this compound deserves more respect.

RDX.......................340kbar 8750m/s @ 1.82g/cc
HMX.......................390kbar 9100m/s @ 1.91g/cc
ANGN.....................419kbar 9750m/s @ 1.905g/cc


[Edited on 9-6-2018 by underground]
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[*] posted on 9-6-2018 at 13:25


I syntesized a small amount. It is't difficult and the yields are decent, however, it decomposes over time at room temp. It seemed to me that the decomposition mechanism was loss of nitric acid, which is consistent with the rather low alkalinity of the aminonitroguanidine. Maybe a sealed container would keep the equilibrium from shifting too far, and thereby keep decomposition to a minimum.
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[*] posted on 9-6-2018 at 14:51


Quote: Originally posted by Microtek  
I syntesized a small amount. It is't difficult and the yields are decent, however, it decomposes over time at room temp. It seemed to me that the decomposition mechanism was loss of nitric acid, which is consistent with the rather low alkalinity of the aminonitroguanidine. Maybe a sealed container would keep the equilibrium from shifting too far, and thereby keep decomposition to a minimum.


Hmm what about ANQ perchlorate ? Perchloric acid is generally regarded as the strongest of all known simple acids. It could be much more stable.
Or even aminoguanidne nitrate. It would be wonderful if anyone can tell us the explo5 results for AGN and ANG Perch

Can you tell us pls the method you oblained Hydrazine sulphate and then reacting with NQ ?



[Edited on 10-6-2018 by underground]
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[*] posted on 9-6-2018 at 16:41


these can be all found on google scholar, and no, perchlorates ANQ is actually very impact sensitive.

ANQ salts.
https://pdfs.semanticscholar.org/921e/eca88286e0b691bdac1d00...

Aminoguanidine Salts are less studied, because diamino, or the triamino version out performs it.
https://pubs.acs.org/doi/abs/10.1021/ac60059a021?journalCode...
https://patents.google.com/patent/US5726382A/en

[Edited on 10-6-2018 by DubaiAmateurRocketry]
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[*] posted on 10-6-2018 at 09:22


The first one of those was the one I based my synthesis on. It is not the first time I have seen a paper that didn't give calculated numbers for chlorine containing materials. I wonder if the code doesn't handle it well.

I ran the nitrate and the perchlorate through the Kamlet-Jacobs equations, and they seemed to indicate that the nitrate is probably more powerful:

ANQN : D = 9689 m/s P = 431 kbar

ANQP : D = 9178 m/s P = 395 kbar

For the calculation, I assumed that free chlorine would be formed.
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[*] posted on 10-6-2018 at 11:30


Can you calculate pls for aminoguanidine / diaminoguanidine nitrate ? They would be definitely stable
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[*] posted on 11-6-2018 at 17:21


Quote: Originally posted by Microtek  

ANQN : D = 9689 m/s P = 431 kbar

ANQP : D = 9178 m/s P = 395 kbar


the VoD of ANQN is probably a little lower, EXPLO5 says 9550 if i remember right, regardless, its still of high interest for a rather simple molecule.

underground, aminoguanidine and diaminoguanidine have significantly lower VoDs than ANQN.
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[*] posted on 11-6-2018 at 22:48



Quote:

the VoD of ANQN is probably a little lower, EXPLO5 says 9550 if i remember right


Indeed, theoretical predictions are inherently inaccurate. However, the point was to get some kind of figure for the perchlorate salt, since detonation numbers for it apparently cannot be calculated with EXPLO5. And in order to be able to compare the numbers for the perchlorate salt with those of the nitrate salt, they should be calculated on the same basis (using the same formulas). Also, I think it is noteworthy that the numbers based on K-J equations only diverge by 1.5 % from those based on EXPLO5.


Quote:

Can you calculate pls for aminoguanidine / diaminoguanidine nitrate ?



Just google Kamlet-Jacobs equations and plug the numbers into them. You need the heat of formation for the salt as well as for the reaction products (and you need to make an educated guess as to what the detonation reaction looks like) and also the density.

[Edited on 12-6-2018 by Microtek]
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[*] posted on 28-4-2019 at 16:23


Does anyone have more to share. This seems too good to be true. Gaunidine nitrate can be purchased easily. Then, all one must do is dehydrate with sulfuric and then add diluted nitric!? And the sensitivity is very low...

This would be the perfect material for small shape charges.. I remember reading that CL-20 can outperform HMX by 40 percent in shape charges. Well, CL-20 is plagued with problems for us scientist, but ANQN, is safer, cheaper and more powerful. This must be explored.
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[*] posted on 29-4-2019 at 16:06


I was hoping nitrogaunidine could be nitrated to make this molecule... but it looks like hydrazine sulphate is needed? Is there a way to substitute hydrazine sulphate for hydrazine in synthesis?
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[*] posted on 29-4-2019 at 23:37


Well, you need to perform a hydrazinolysis on the nitroguanidine to get to the desired aminonitroguanidine and then form the salt with 65% HNO3 (or HClo4 or whatever). If you have hydrazine sulfate, you need to freebase it with a strong base, but it may be possible to do it in situ.
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[*] posted on 5-5-2019 at 00:38


IIRC, I tried long time ago. The yield was low because precipitation upon adding nitric acid was poor.
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[*] posted on 5-5-2019 at 01:05


Maybe it can be pushed out of solution with some nitrate salt? Maybe potassium nitrate? Maybe it could even be crystallized with sulfuric acid / potassium nitrate, which would give you in situ salt to enhance crystallization.

I haven't made any energetics for a decade, but maybe I will try this one...

.
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[*] posted on 5-5-2019 at 13:46


I think that the nitrate salt is not very stable. Maybe the perchorate salt would be better as long as HCLO4 is stronger than HNO3

[Edited on 5-5-2019 by underground]
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[*] posted on 5-5-2019 at 13:54


Someone needs to try this! For the cause of the forum! And prefect it!! For the forum!
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[*] posted on 6-5-2019 at 09:52


I could give it another try, but only with the nitrate salt. I don't have access to perchloric acid.
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[*] posted on 6-5-2019 at 13:09


Quote: Originally posted by kratomiter  
I could give it another try, but only with the nitrate salt. I don't have access to perchloric acid.


You can do synthesis 3 amino nitroguanidine nitrate ? Thus ANQN? If yes, it will be a great work.....:cool:...LL.....(I am lazy do the aminoguanidine)....:D

[Edited on 6-5-2019 by Laboratory of Liptakov]




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[*] posted on 6-5-2019 at 22:36


There is no need for using the common ion effect to force more of the product out of solution, since the yield is already more than 90%. The hydrazinolysis of nitroguanidine is less efficient, giving a yield of about 50%. I think the most interesting experiment would be to examine the energetic properties of the perchlorate salt relative to the nitrate, since they apparently can't be calculated by Explo5.
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[*] posted on 7-5-2019 at 10:29


Quote: Originally posted by Microtek  
There is no need for using the common ion effect to force more of the product out of solution, since the yield is already more than 90%. The hydrazinolysis of nitroguanidine is less efficient, giving a yield of about 50%. I think the most interesting experiment would be to examine the energetic properties of the perchlorate salt relative to the nitrate, since they apparently can't be calculated by Explo5.


You send me 6g NAQN and you will see Explo6......:D




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[*] posted on 8-5-2019 at 08:49


Experimental data are more interesting anyway, especially since scale effects are often quite significant on the ~1 gram scale. When (if) I get around to making precise comparative tests of the two salts, I will of course report it here.

While we're on the topic of testing small amounts of energetics, I was wondering what would be a good quantitative test for brisance. Sand crush (detonating a charge in a given amount of coarse sand and measuring how much is crushed into fine sand) is one possibility, however it requires that all the sand is contained. Metal indentation (in a lead or copper block) is another, but I worry that the indentations will not be very different and that random variation would mean I had to reproduce the test many times. I also considered spalling; then you could simply weigh a steel witness plate before and after to find out how much had been removed from the opposite side. The question is how consistent results such a test would give...

If anyone has any insights, suggestions or inspiration to offer, I would welcome it.
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[*] posted on 9-5-2019 at 20:17


Microtek. Sand crushing, or lead block. Best yet is shape charge penetration!
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[*] posted on 9-5-2019 at 21:54
comparating testing


Lead block is pretty good compromise for comparative testing.

test impact.JPG - 501kB

However during measurement, in same block, is necessary always create reference impact from known EM. As reference is here CHP....:cool:...LL




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[*] posted on 23-5-2019 at 13:28


Quote: Originally posted by MineMan  
Someone needs to try this! For the cause of the forum! And prefect it!! For the forum!


OK. The synthesis of this compound and its nitrate salt have been discussed to death on Science Madness but once again much talk, a few claims to have prepared it but no details or photographs. The aim of this post is to remedy that omission. I have not prepared the nitrate salt as I have no particular interest in it but I have significant interest in the free base.

Experimental

Heat 200ml of water to 55°C in the 250ml beaker, add 16g of nitroguanidine and stir the suspension until the temperature returns to 55 C.

Add 8.4ml of 98% hydrazine hydrate dropwise over a period of about 5 minutes or so and then the temperature was maintained within the range 55-56 C for a total of 17-20 minutes from the commencement of the hydrazine addition or until all of the solid has dissolved. The reaction mixture turn progressively deeper yellow as the reaction takes place.

The reaction mixture was then cooled rapidly in a cold-water bath and once the temperature had fallen below about 45°C the mixture of quenched by neutralizing to about pH 7, roughly 10 ml of 30% HCl were required. The pale yellow reaction mixture was then chilled for several hours in the fridge to below 5°C. The pale yellow granular solid was filtered off, washed with a little cold water and dried. The yield of crude material was 9.367g.

The crude product was recrystallized from 100ml of nearly boiling water (I have found that roughly 11ml/g with the water at 90+°C before adding the nitroaminoguanidine seems to be the optimum). As soon as the solid had dissolved the beaker was placed into a cold water bath until the temperature was <35°C and then placed in the fridge for several hours. The pale cream solid was filter off, washed with a little water and dried to yield 8.56g (45%).

This preparation has been carried out numerous times and most give 45-48% yield after recrystallization but occasionally up to 50%.

Nitroaminoguanidine 2 nitroguanidine slurry.jpg - 37kB Nitroguanidine suspension at 55 C

Nitroaminoguanidine 3 Hydrazine hydrate 8.4ml.jpg - 37kB Hydrazine hydrate and 8.4ml measured out

Nitroaminoguanidine 4 after hydrazine addition.jpg - 36kB Complete addition of the hydrazine and the solution starting to turn yellow T= 5 minutes

Nitroaminoguanidine 5 reaction almost complete.jpg - 41kB Almost complete solution of the nitroguanidine T= 17 minutes, yellow colour at its most intense

Nitroaminoguanidine 6 quenched and crystallised.jpg - 32kB The product crystallizing out from the chilled solution

Nitroaminoguanidine 7 recrystallised product.jpg - 39kB The final re-crystallised product. Still slightly cream, a second re-crystallization gives a practically white product

I will prepare a more complete write up for the Prepublication section in due course.


[Edited on 23-5-2019 by Boffis]
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