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Author: Subject: DDNP & related compounds: The über thread!
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[*] posted on 23-4-2014 at 06:54


Related to the shock/friction question testing question above-

Have any members gone so far as to MAKE either a drop hammer or friction shoe apparatus? On a quick search, I find only 1 EM thread regarding this?

http://www.sciencemadness.org/talk/viewthread.php?tid=26165#...

Likely several professional members have equipment at work, but do any "advanced amateurs" bother to?




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[*] posted on 23-4-2014 at 07:15


Quote: Originally posted by Hennig Brand  
Thank you. So far I haven't done much for friction and impact testing, but I can tell you it takes a harder blow to set off DDNP than the other primaries I have tested such as lead azide, silver azide, lead styphnate, mercury fulminate, TATP, HMTD, etc. I haven't used a proper testing apparatus to accurately quantify the difference, but I can say that even with a crude hammer test it is obvious that DDNP is significantly less sensitive to impact than most other primaries commonly used. Crude tests with hammer on concrete indicate that it is relatively insensitive to friction as well.


Thanks. Its interesting information, even the primitive tests conditions. Maybe I’ll give a try to DDNP someday. I think a mixture of DDNP and around 20 – 30 % SADS will be something worth to try.

Anyway. Very good job and thanks again for the nice reading from you and Rosco.

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[*] posted on 23-4-2014 at 07:27


Quote: Originally posted by Bert  
Related to the shock/friction question testing question above-

Have any members gone so far as to MAKE either a drop hammer or friction shoe apparatus? On a quick search, I find only 1 EM thread regarding this?

http://www.sciencemadness.org/talk/viewthread.php?tid=26165#...

Likely several professional members have equipment at work, but do any "advanced amateurs" bother to?


Yes. AXT have done it.

http://www.youtube.com/watch?v=_Xx-zhALHjM

http://www.youtube.com/watch?v=PAuzMOd9L48

I also made similar, but more simple rig years ago. It’s easy to assemble even with almost now tools.
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[*] posted on 23-4-2014 at 13:26
2g of Picric Acid Initiated in 7.6mm id Al Tubing by 0.25g DDNP & 0.05g of Lead Azide Hand Pressed in Steel Reinforcing Cap


This test was performed with the same materials and in the same way as the last test except that 0.05g of the 0.30g of DDNP was replaced with lead azide. The 0.05g of lead azide was hand pressed into the reinforcing cap first followed by the 0.25g of DDNP. Lead azide, being a more instantaneously detonating or unequivocal primary explosive, made the transition from deflagration to detonation very quickly thereby eliminating the longer run up distance that is needed when DDNP is used alone. It is obvious from looking at the witness plate shots that the picric acid was driven much harder in this test than in the last. The hole produced in this test was not quite as large as in some of the tests where more DDNP was used, but it looks as though very little more picric acid output would be needed to produce similar results as was seen in those previous higher output tests.

The next experiment will be to form a small amount of silver azide on the surface of a stirred suspension of DDNP crystals. Apparently very small amounts of silver azide formed on the surface of sluggish primaries can help them make DDT much more quickly.

Yes, as long as SADS is compatible with DDNP it would probably be a good paring too.

The holes on the right, in the witness plate shots, are from this test.


Cap on Witness Plate.jpg - 520kB Top View.jpg - 342kB Bottom View.jpg - 418kB

[Edited on 24-4-2014 by Hennig Brand]




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[*] posted on 7-5-2014 at 01:21
historical variations as alternative methods


There is a patent US1460708 which describes a variation of a much older method of producing DDNP reported by Stenhouse in 1868, both references attached.




Attachment: US1460708 process for DDNP.pdf (319kB)
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Attachment: Pages 150-151 re DDNP Vol 21 (1868) Journal_of_the_Chemical_Society.pdf (144kB)
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[*] posted on 7-5-2014 at 07:04


Does someone know if the following do exist?
-Diazo-dinitroaniline DDNA (or DNBTA dinitrobenzotriazole)
-Di-diazodinitrohydroquinone (DDDNHQ)
-Di-diazodinitroresorcinol (DDDNR)
-Dinitrobenzobistriazole (DNBBTA)
-Dinitrodiazoxybenzotriazole (DNDBTA)

Hereunder molecular structures vs related DDNP.
DDNP-and-related.jpg - 90kB

All those should display good densities and detonic properties although the di-diazoxy compounds might be very sensitive probably more than the DDNP.
The tricyclic compounds will be denser than the initial DDNP (d=1,63 (max density of bulk), d=1,71 (cristal)).

Note that the molecules containing a triazo ring hold also an acidic H that would allow to make energetic amine salts (NH4, N2H5 or NH3OH) or energetic metalic salts.
The anionionic result of those are fully aromaticized what is good at increasing the density.

Those triazo ring are maybe in equilibrium with azido benzene structure what are known to be relatively stable if an ortho nitro group is present (under heating those are oxydo-reduced to di-nitroso (furoxan) compounds.
-C(-NH-N=N-)C- <==> -CH=C(-N3)-
-C(-NO2)=C(-N3)- <==> -C(-N=O)=C(-N=O)- + N2
-C(-N=O)=C(-N=O)- <==> -C(=N(O)-O--N=)C-
This is good for thermal stability.

The acidic hydrogen atom can switch to the opposite nitrogen of the same triazole ring directly in contact with the aromatic carbon.
-C(-NH-N=N-)C- <==> -C(-N=N-NH-)C-
So two apparent different molecules are in fact identical (this effect is not observable with the diaza-oxy heterocycles.

[Edited on 8-5-2014 by PHILOU Zrealone]

Also what about detonic properties of Iso-diazodinitrophenol (IDDNP) (see picture hereunder vs usual DDNP)?
DDNP-IDDNP-jpeg.jpg - 63kB

[Edited on 8-5-2014 by PHILOU Zrealone]




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[*] posted on 8-5-2014 at 09:29


This is not exactly what you are asking about but seems somewhat related and interesting



Attachment: Diazidodinitrohydroquinone H-228 from Vol. 7 H-L.pdf (88kB)
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Attachment: GB207563 Diazidodinitrohydroquinone.pdf (371kB)
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[Edited on 8-5-2014 by Rosco Bodine]
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[*] posted on 11-5-2014 at 06:04
2g of Picric Acid Initiated with 0.4g of DDNP & 0.1g of Lead Azide (Unreinforced Configuration)


This test involved the initiation of 2g of picric acid without a reinforcing cap. Two grams of picric acid was incrementally lever pressed into a 7.6mm aluminum casing followed by 0.4g of DDNP (hand pressed) followed by 0.1g of lead azide (hand pressed). Visco fuse was used as a delay element and the end was sealed with hot melt glue.

There was a complete detonation but a clean hole was not blown through. I now believe that this is because of not pressing the picric acid base charge to as high a density as in some of the early tests. I had to change the loading dowel that I was using a while back and in doing so created a situation where there is less mechanical advantage obtained from the lever press. Another test will need to be performed with the picric acid base charge at a loading density similar to the early tests.

The holes on the right, in the witness plate shots, are from this test.

Cap in place.jpg - 491kB Top View.jpg - 369kB Bottom View.jpg - 380kB


BTW, I tried coating 4g of DDNP with silver azide so as to make a primary explosive composed of 5% silver azide and 95% DDNP. Previously prepared DDNP was put into a well stirred suspension in water with the correct quantity of dissolved silver nitrate. On adding the sodium azide solution, slowly with a pipette, effervescence was seen. I guess the solution was acidic; there could very well have been significant amounts of picramic acid contamination with the DDNP especially since the sample of DDNP used was not recrystallized.


[Edited on 11-5-2014 by Hennig Brand]




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[*] posted on 11-5-2014 at 06:22
2g of Picric Acid Initiated with 0.4g of DDNP & 0.1g of Lead Azide (Dry Mixed Primary & Unreinforced Configuration)



This test involved the initiation of 2g of picric acid without a reinforcing cap. Two grams of picric acid was incrementally lever pressed into a 7.6mm aluminum casing followed by 0.4g of DDNP & 0.1g of lead azide which were dry mixed before being hand pressed into the detonator casing. Visco fuse was used as a delay element and the end was sealed with hot melt glue.

As in the last test, there was a complete detonation but a clean hole was not blown through. I now believe that this is because of not pressing the picric acid base charge to as high a density as in some of the early tests. I had to change the loading dowel that I was using a while back and in doing so created a situation where there is less mechanical advantage obtained from the lever press. Another test will need to be performed with the picric acid base charge at a loading density similar to the early tests.

The holes on the right, in the witness plate shots, are from this test.

Cap in place.jpg - 505kB Top View.jpg - 301kB Bottom View.jpg - 335kB


[Edited on 11-5-2014 by Hennig Brand]




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[*] posted on 11-5-2014 at 06:24


A safety related point: Hot melt glue is... Hot.

There have been deaths associated with use of hot melt adhesives on commercial assembly lines for consumer pyrotechnics in USA manufacturing plants.

While there ARE low temperature adhesives and thermostatically controlled glue systems available, I'd still be reaching for the 5 minute epoxy if sealing a metal device with live material installed. Just not worth adding another potential ignition source for a bit of speed/convenience!

And if it's a cheap consumer grade tool from the hardware or craft store- Well, read this:

http://www.amateurpyro.com/forums/topic/3530-hot-glue-guns/

http://www.lawyersandsettlements.com/news/02336/Glue-Gun-Fir...

[Edited on 11-5-2014 by Bert]




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[*] posted on 11-5-2014 at 07:32


I use the low temperature variety and push in a little wad of tissue in the casing over the primary and beside the fuse before applying the glue. I also clean the inner and outer surfaces of the cap casing end as much as possible before gluing as well. I have always suspected that it was a bit of a risk though. For instance if a glue gun malfunctioned and was hotter than normal it could have dire consequences.

Thanks for the concern and the links. Unplugging the glue gun before use is a good idea, and is one which I have used in the past.

[Edited on 11-5-2014 by Hennig Brand]




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[*] posted on 11-5-2014 at 07:33


For the integration of silver azide and DDNP a different scheme may be better.
What I think could work is form the silver azide separately as a colloidal or somewhat larger form and substantially dry it and then suspend it stirred rapidly in warm toluene. Dissolve the DDNP in warm acetone and add that gradually to the stirred suspension. A small and very gradual addition of water should complete the precipitation of the DDNP. Any trace acidity in the DDNP could be neutralized with ammonia or ammonium acetate or carbonate.

It would probably serve even better to divide out a portion, maybe a third of the silver azide and add it last to the stirred suspension, to accomplish external as well as included particles of the silver azide with the DDNP. Some of the graining additives like PVA and a surfactant could be helpful also in the agglomeration of the particles as a density improver.

[Edited on 11-5-2014 by Rosco Bodine]
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[*] posted on 11-5-2014 at 08:15


How about dissolving some Viton in that acetone? Poly vinyl alcohol is water soluble, as I recall it resists organic solvents very well?



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[*] posted on 11-5-2014 at 09:20


Stearic acid, ester gum, microcrystalline wax, shellac, red gum, rosin, even latex or acrylic aqueous colloidal suspension paint component, and some urethanes soluble in acetone like aluminum marine grade "trailer kote" polymerize anerobically on exposure to moisture ...there are many possible candidates for trace adhesive tackiness as a graining additive and density improver even in very small amount ranges like a few hundreths of a per cent impurity. Red goo is always good, works for everything :D

Edit: linseed oil is another possible tackifier

Another potentially better scheme for coating the DDNP with silver azide could make use of the stability of DDNP to acetic acid. Acetone and acetic acid could be used to dissolve DDNP and then an aqueous ammonia solution of Silver Azide
sould be added. The neutralization of the ammonia by the acetic acid would cause the dissolved silver azide to preciptate, and likewise the moisture from the aqueous solution of silver azide would cause precipitation of the DDNP. Either order of addition should work but one or the other may produce a better result. I tend to favor the order of addition that would be adding the ammoniacal aqueous solution of silver azide to the warm acetone and acetic acid solution of DDNP. A milder less pH extreme variation technique would be concurrently adding the acetic acid and the ammoniacal solution of silver azide as parallel additions to the warm acetone solution of DDNP.

[Edited on 11-5-2014 by Rosco Bodine]
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[*] posted on 11-5-2014 at 10:43
2g of Picric Acid Initiated with 0.4g of DDNP & 0.1g of Lead Azide (Dry Mixed Primary & Unreinforced Configuration)


I got the density of the picric acid base charge back up to more or less what it was in earlier tests, other than that this test was the same as the last test. As expected the higher density picric acid detonated with higher velocity and caused more damage to the steel witness plate on detonation. A hole was blown through, but was not really a clean hole. The reinforcing cap from earlier tests may have not only had a lot to do with the higher efficiency of the DDNP primary but also the picric acid base charge.

What I need is a gauge of some sort so that loading pressure can be easily monitored during cap loading. I guess a set of bathroom scales can be made to work in a sort of improvised arrangement.

The holes on the right, in the witness plate shots, are from this test.

Cap in place .jpg - 513kB Top View.jpg - 281kB Bottom View.jpg - 309kB

Regarding silver azide and DDNP mixtures, I am not all that familiar with some of the things you are proposing, but it sounds interesting. How is ASA made? I always assumed that the lead azide, lead styphnate and aluminum powder were dry mixed or damp mixed, but I never really knew for sure what was actually done.


[Edited on 12-5-2014 by Hennig Brand]




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[*] posted on 11-5-2014 at 11:07


What exactly is the mil spec standard ASA mix I am not certain. I think the ASA is a solvent damp mix using a bit of gum or wax or other material as a binder and pressure flowable sealer. Even a small percentage of TNT can be used as an additive there and to help seal the pressed composition. The fine flake aluminum also serves as a physical barrier like shingles on a roof so the mixture is pretty well sealed as a compressed pellet and is storage stable.
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[*] posted on 11-5-2014 at 11:23



Quote:

What I need is a gauge of some sort so that loading pressure can be easily monitored during cap loading. I guess a set of bathroom scales can be made to work in a sort of improvised arrangement.


A cheap 1 ton arbor press from Harbor Freight or similar (Canadian Tire?):

http://m.harborfreight.com/1-ton-arbor-press-3552.html?utm_r...

A torque wrench in place of the supplied handle:

http://www.amateurpyro.com/forums/topic/8695-arbor-press-tor...

A load cell/pressure gauge to calibrate if needed:





AND!!!

A blast shield between you and the pressing operation- You can only stay lucky so long...

https://www.sciencemadness.org/whisper/viewthread.php?tid=30...

[Edited on 11-5-2014 by Bert]




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[*] posted on 11-5-2014 at 11:55


Thanks for the good suggestions. Yes, it is true, you can only stay lucky so long. There will always be risk, but the idea should be to try and keep it to a minimum, while at the same time not being paralysed by fear to the point of not being able to try new things.

I like the arbor press idea. I almost got a good second hand one a while back, but as you pointed out they are not necessarily that expensive new anyway. I took a picture of the pellet press we were using to prepare fuel samples for a bomb calorimetry lab. I think one of these would be fairly easy to build from junk yard steel and would work quite well. A larger one than is shown in the picture might be more desirable for our purposes. The pressing surface, where the die sits, is threaded and can be adjusted for height by turning it. There is a spring in the body of the press that places enough upward pressure on the press plunger to keep it in the upward position until the lever is pushed down.

Pellet Press.jpg - 381kB

Found this patent which gives a little background information regarding the lead azide, lead styphnate & aluminum powder primary explosive mixture ASA.

Attachment: Patent Regarding ASA.pdf (401kB)
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[Edited on 11-5-2014 by Hennig Brand]




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[*] posted on 12-5-2014 at 13:16


Just want to point out that silver nitrate or other salts are usually uncompatible with ammonia... so Rosco's idea is rather dangerous!

silver nitride/amide




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[*] posted on 12-5-2014 at 15:20


Have you read the literature regarding silver azide manufacture? I should post a few references about silver azide manufacture processes in the azides thread. The use of ammonia has been common for more than 50 years.

I'll just post the references here, maybe link em later there.
This thread and the associated picramic acid thread are likely headed for being stickied and combined somehow since the topic has become authoritative as a reference.

Attachment: Silver Azide Pages from Technology of the Inorganic Azides, Vol. 2 (1977).pdf (1.1MB)
This file has been downloaded 1368 times

Attachment: US3943235 Process for Silver Azide Costain.pdf (449kB)
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Attachment: Silver Azide preparation a132994.pdf (1MB)
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Attachment: GB887141 Imrovement in silver Azide.pdf (188kB)
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Attachment: GB781440 Improvements in Silver Azide manufacture.pdf (378kB)
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[Edited on 13-5-2014 by Rosco Bodine]
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[*] posted on 12-5-2014 at 16:24


British Mil Spec Silver Azide RD1336

Attachment: Silver Azide RD-1336.pdf (1.9MB)
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http://translate.google.com/translate?depth=1&hl=en&...

Attachment: Exploders Google Translate AgN3.pdf (8kB)
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[Edited on 13-5-2014 by Rosco Bodine]
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[*] posted on 13-5-2014 at 05:05


Quote: Originally posted by Rosco Bodine  
Have you read the literature regarding silver azide manufacture? I should post a few references about silver azide manufacture processes in the azides thread. The use of ammonia has been common for more than 50 years.

I'll just post the references here, maybe link em later there.
This thread and the associated picramic acid thread are likely headed for being stickied and combined somehow since the topic has become authoritative as a reference.











[Edited on 13-5-2014 by Rosco Bodine]

I stand corrected :) .

In one of your reference they mention that there is indeed a risk and a safety concern about Ag nitride/amide; but that the heating/venting (exhaust of all the NH3 from the media) and that the neutralisation by nitric acid (or acetic acid) both allow the nearly complete conversion of the silver into AgN3 and avoid further problems with Ag3N, Ag2NH and Ag-NH2.

On another point ammonia and aceton form a Schiff's base (*) what might (or might not) be a problem; your procedure must be tried in tiny amount first.

(*)
(CH3-)2C=O + NH3 --> (CH3-)2C=N-H + H2O
On standing (for weeks) it turns into dark orange-red-brown polymeric material with a phenolic smell.




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[*] posted on 13-5-2014 at 07:12


Yeah ammonia and ammonium acetate increase greatly the solubility of azides including also lead azide and this may be helpful to solubility in the azo-clathrate formation but I haven't tried the technique to confirm. Silver fulminate is also desensitized by ammonia forming a complex which can allow its safe handling as the ammonia complex, from which the ammonia volatilizes and escapes gradually on drying and leaves the uncomplexed silver fulminate as its usual sensitive form. I think IIRC it was Gerald Hurst patented that ammonia complexation process for silver fulminate, so there is a parallel history for use of ammonia even with actual fulminate, under conditions which may still present the goblin possibility of formation of the unwanted "fulminating silver" nitride. Process control is everything there for avoiding unpleasant surprises.
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[*] posted on 15-5-2014 at 17:36


This file has already been attached in the azides thread, but it seems important enough to put here also. In this report they examined a number of different sensitizers for silver and lead azide. The good news is that DDNP seems to be compatible with both lead and silver azide. The bad news is that DDNP seems to be a very effective sensitizer of both lead and silver azide. I would need to look into it further, but the stab initiation energies table on page eighteen shows extreme sensitivity increase when DDNP is added to either lead or silver azide. In fact, of the handful of sensitizers they tested, DDNP was the second most effective sensitizer in both cases.

Nice to know lead and silver azide are compatible with DDNP, but I think it might be best to just put a little azide on top of a DDNP charge rather than mix the two. I suppose this could be what some of those references meant when they stated that lead azide and DDNP were incompatible; kind of like when safety sheets say ammonium nitrate and fuel oil are incompatible.

File can be viewed here.
http://www.sciencemadness.org/talk/viewthread.php?tid=1987&a...


[Edited on 16-5-2014 by Hennig Brand]




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[*] posted on 15-5-2014 at 18:19


I just posted that Australian reference above. I would disagree about the sensitivity because what is being described is specifically a particular type of sensitivity to a compressed pellet being pierced by a sharpened firing pin called a "stabber" or a stab detonator. The compatability of DDNP with lead azide was such that it may adversely affect the storage life of the lead azide, not that it causes any dangerous sensitivity. And the same thing is reported about the ASA mixture being an incompatible mixture of lead styphnate with lead azide because of an increased decomposition rate of a mixture of lead azide with lead styphnate that reduces the storage life. But as a practical matter the advantages of the ASA mixture outweigh the slight reduction of the storage life for pure lead azide so ASA is used anyway. What is the real compromise if the expected storage life for an ordnance is reduced from a predicted 300 years to only 150, as an example only for the sort of difference or storage life penalty which they are describing when they speak of the incompatability which is more likely limited for the mixture by the DDNP storage stability anyway. The more ideal storage life for the single component is better than for the mixture. But the difference is not so great over any practical storage time expected that
it would be a real concern that would rule out the use of such mixtures.

[Edited on 16-5-2014 by Rosco Bodine]
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