CS214311B1 - Method for the production of cyclic nitramines mixture with majority content of 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctne - Google Patents
Method for the production of cyclic nitramines mixture with majority content of 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctne Download PDFInfo
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- CS214311B1 CS214311B1 CS738980A CS738980A CS214311B1 CS 214311 B1 CS214311 B1 CS 214311B1 CS 738980 A CS738980 A CS 738980A CS 738980 A CS738980 A CS 738980A CS 214311 B1 CS214311 B1 CS 214311B1
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- urea
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- hexamethylenetetramine
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- 238000000034 method Methods 0.000 title claims abstract description 14
- 239000000203 mixture Substances 0.000 title claims abstract description 14
- 125000004122 cyclic group Chemical group 0.000 title claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 title abstract description 4
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims abstract description 32
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000004312 hexamethylene tetramine Substances 0.000 claims abstract description 16
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims abstract description 16
- 239000004202 carbamide Substances 0.000 claims abstract description 14
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 12
- WFDIJRYMOXRFFG-UHFFFAOYSA-N acetic acid anhydride Natural products CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 24
- 229920001807 Urea-formaldehyde Polymers 0.000 claims description 12
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 238000003776 cleavage reaction Methods 0.000 claims description 4
- 230000007017 scission Effects 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 239000006260 foam Substances 0.000 claims description 2
- 230000000802 nitrating effect Effects 0.000 claims description 2
- OYWRDHBGMCXGFY-UHFFFAOYSA-N 1,2,3-triazinane Chemical compound C1CNNNC1 OYWRDHBGMCXGFY-UHFFFAOYSA-N 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 4
- 238000006396 nitration reaction Methods 0.000 abstract description 4
- 239000002360 explosive Substances 0.000 abstract description 2
- 229960004011 methenamine Drugs 0.000 description 12
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 description 10
- UZGLIIJVICEWHF-UHFFFAOYSA-N octogen Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)CN([N+]([O-])=O)C1 UZGLIIJVICEWHF-UHFFFAOYSA-N 0.000 description 10
- 239000000028 HMX Substances 0.000 description 7
- 229960000583 acetic acid Drugs 0.000 description 6
- JNRLEMMIVRBKJE-UHFFFAOYSA-N 4,4'-Methylenebis(N,N-dimethylaniline) Chemical compound C1=CC(N(C)C)=CC=C1CC1=CC=C(N(C)C)C=C1 JNRLEMMIVRBKJE-UHFFFAOYSA-N 0.000 description 5
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 5
- 229910017604 nitric acid Inorganic materials 0.000 description 5
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229930040373 Paraformaldehyde Natural products 0.000 description 4
- 229920002866 paraformaldehyde Polymers 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000000654 additive Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 1
- UHHKSVZZTYJVEG-UHFFFAOYSA-N oxepane Chemical compound C1CCCOCC1 UHHKSVZZTYJVEG-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
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Abstract
Vynález o názve "Sposob výroby zmesi cyklických nitramínov s prevládajúcim obsahom 1,3,5,7-tetrani tro-1,3,5,7-tetraazacyklooktánu" sa týká sposobu výroby tejto zmesi nitračným štiepením hexametyléntetramínu v prostředí kyseliny octovej. Ůčelom vynálezu je zlepšenie výraznosti a bezpečnosti procesu. Uvedeného účinku sa .dosiahne jednoduchým přidáním do nitračného systému močoviny v množstve 0,05 až 10,00 % hmot. a 0,06 až 10,00 $ hmot. močovínoformaldehydových kondenzátov. Vynález je možné využit v technologii výroby výbušnin.The Title of the Invention "Process of Making a Mixture cyclic nitramines with predominant content 1,3,5,7-tetrano-1,3,5,7-tetraazacyclooctane " relates to the method of making this mixtures by nitration of hexamethylenetetramine in acetic acid. end of the invention is to improve distinctiveness and safety process. This effect is achieved by simply adding it to the nitration system % urea in an amount of 0.05 to 10.00% by weight; and 0.06 to 10.00 wt. urea condensates. The invention can be used in technology production of explosives.
Description
Vynález o názve Sposob výroby zmesi cyklických nitramínov s prevládajúcim obsahom 1,3,5,7-tetrani tro-1,3,5,7-tetraazacyklooktánu sa týká sposobu výroby tejto zmesi nitračným štiepením hexametyléntetramínu v prostředí kyseliny octovej. Ůčelom vynálezu je zlepšenie výraznosti a bezpečnosti procesu. Uvedeného účinku sa .dosiahne jednoduchým přidáním do nitračného systému močoviny v množstve 0,05 až 10,00 % hmot. a 0,06 až 10,00 $ hmot. močovínoformaldehydových kondenzátov.The present invention relates to a process for the preparation of a mixture of cyclic nitramines having a predominantly 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane content. The purpose of the invention is to improve the distinctiveness and safety of the process. This effect is achieved by simply adding to the urea nitration system in an amount of 0.05-10.00% by weight. and 0.06 to 10.00 wt. urea-formaldehyde condensates.
Vynález je možné využit v technologii výroby výbušnin.The invention can be used in explosive technology.
214 311214 311
214 311214 311
Vynález sa týká sposobu výroby zmesi cyklických nitramínov s prevládajúcim obsahom 1,3,The invention relates to a process for the production of a mixture of cyclic nitramines having a predominant 1,3 content,
5, 7-tetranitro-l,3,5,7-tetraazacyklooktánu (oktogénu) nitračným štiepením hexametyléntetraminu v prostředí, vytvorenom kyselinou octovou a acetanhydridom, pričom podmienky reakcie sú volené tak, že pozitivně ovplyvňujú výt/ažok reakcie.5,7-tetranitro-1,3,5,7-tetraazacyclooctane (octogen) by nitration cleavage of hexamethylenetetramine in acetic acid and acetic anhydride media, the reaction conditions being chosen to positively affect the yield of the reaction.
Podía najnovších poznatkov je pri nitračnom štiepení hexametyléntetraminu tvorba cyklických nitramínov priaznivo ovplyvnená prítomnostíou močoviny, močovinoformaldehydových kondenzátov, resp. aj iných amidov kyselin a ich derivátov v reakčnej zmesi (čs. autorsk'' osvedčenie). Mechanizmus posobenia týchto aditív v procese nitračného štiepenia hexametyléntetramínu bol formou hypotézy naznačený v dvoch prácach (čs. autorské osvedčenie).According to the latest knowledge, the formation of cyclic nitramines is favorably influenced by the presence of urea, urea-formaldehyde condensates, and the formation of cyclic nitramines. as well as other acid amides and their derivatives in the reaction mixture (cf. the Czech Certificate). Mechanisms of impregnation of these additives in the process of nitrous cleavage of hexamethylenetetramine were hypothesized in two works (Czechoslovak author's certificate).
V hoře citovaných prácach boli menované aditíva aplikované individuálně, to znamená, že nebol doposial* popísaný vplyv zmesi jednotlivých typov týchto substanci!.In the above-cited papers, the above-mentioned additives have been applied individually, i.e. the effect of a mixture of individual types of these substances has not been described so far.
Podl*a tohto vynálezu sa spásob výroby zmesi cyklických nitramínov obecného vzorce^According to the present invention there is provided a process for the preparation of a mixture of cyclic nitramines of the general formula (I)
NONO
I 2 I 2
kde X reprezentuje - CHg - alebo - CH2 - Ň - CHg - s prevládajúcim obsahom 1,3,5,7-tetrahitro-1,3,5,7-tetraazacyklooktánu nitračným štiepenim hexametyléntetraminu v prostředí vytvorenom kyselinou octovou a acetanhydridom uskutočňuje tak, že proces nitrolýzy prebieha v přítomnosti močoviny a močovinoformaldehydových kondenzátov, s výhodou typu pěny, ako sú trimetyléntetra až hexametylénhepta -močoviny a alebo 2-keto-5-karboxamid-l,3,5-perhydrotriazín a alebo látky typu uronov, přidávaných do reakčného systému v množstve 1,78 až 7,92 % hmot. močoviny na hmotnost* do reakcie braného hexametyléntetraminu a v množstve 0,05 až 10,00 % hmot. močovinoformaldehydových kondenzátov, s výhodou v množstve 0,10 až 9,90 % hmot. močovinoformaldehydových kondenzátov na hmotnost* do reakcie braného hexametylAntetramínu.wherein X represents - CHG - or - CH2 - C - CHG - predominant content of 1,3,5,7-1,3,5,7-tetrahitro tetraazacyklooktánu nitrating hexamethylenetetramine in a cleavage formed with acetic acid and acetic anhydride it is carried out by that the nitrolysis process is carried out in the presence of urea and urea-formaldehyde condensates, preferably of the foam type, such as trimethylene tetra to hexamethylenehepta-urea and or 2-keto-5-carboxamide-1,3,5-perhydrotriazine and / or urone-type substances added to the reaction system % in an amount of 1.78 to 7.92 wt. % urea by weight * to the reaction of the taken hexamethylenetetramine in an amount of 0.05 to 10.00 wt. % of urea-formaldehyde condensates, preferably in an amount of 0.10 to 9.90 wt. of urea-formaldehyde condensates by weight * into the reaction of the hexamethyl A ntetramine.
Výhodou tohto vynálezu je zvýšenie využitía metylénovej bázy hexametyléntetraminu v procese jeho nitrolýzy. Tento vyšší účinokjev nasledujúcom dokumentovaný príkladmi prevedenia.An advantage of the present invention is the increased utilization of the methylene base of hexamethylenetetramine in its nitrolysis process. This higher effect is documented by the following examples.
Příklad 1Example 1
Nitrolýza hexametyléntetraminu sa uskutočňuje vo valcovom nitrátore priemeru 71 mm cel'kovej výšky 172 mm a s dnóm o výške gul'ovej výseče 29 mm. Reaktor je opatřený vrtulovým miešadlom, teplomerom, tromi byretami a plášťovým chladením resp. vyhrievaním.The nitrolysis of hexamethylenetetramine is carried out in a cylindrical nitrator of 71 mm diameter with a total height of 172 mm and a bottom with a sphere section height of 29 mm. The reactor is equipped with a propeller stirrer, thermometer, three burettes and jacket cooling respectively. heating.
Použité suroviny sú nasledujúcej kvality v kyselina octová íadová, destilovaný acetanhydrid (frakcia o teplote varu 137,5 až 139,0 °C), dusičnan amonný s obsahom 0,31 % hmot. vlhkosti, kyselina dusičná 99,15 %-ná s obsahom 0,19 % hmot. analytickej kyseliny dusitej, ntxametyléntetramín technický s obsahom 0,217 % hmot. vlhkosti a paraformaldehyd o teplote topenia 171 až 175 °C.The raw materials used are of the following quality in glacial acetic acid, distilled acetic anhydride (b.p. 137.5-139.0 ° C), ammonium nitrate with a content of 0.31% by weight. % nitric acid 99.15% containing 0.19 wt. analytical nitric acid, ntxamethylenetetramine, technical grade, containing 0.217% by weight and paraformaldehyde, m.p. 171-175 ° C.
214 311214 311
Do předložených 75 ml kyseliny octovej l*adovej, 1,5 ml acetarfhydridu a 1,7 g paraformaldehydu sa za miešania pri teplote 43 až 46 °C po dobu 14 minut súprudne (proporcionálně) z troch byriet dávkuje roztok 10,1 g hexametyléntetramínu v 16 ml kyseliny octovej l*adovej , roztok 8,7 g dusičnanu amonného v 6,5 ml kyseliny dusičnej a 24 ml acetanhydridu. Potom sa k reakčnej zmesi jednorázové přidá 6 ml acetanhydridu a nechá sa 15 minut doreagovat! pri tep lote 45 až 47 °C. Po tejto operácii sa z dvoch byriet po dobu 10 minut pri teplote 44 až 45 °C proporcionálně dávkuje: 44 ml acetanhydridu a roztok 13,2 g dusičnanu amonného v 9,5 ml kyseliny dusičnej. Po dávkovaní a 60 minútovom doreagovaní pri teplote 45 až 47 °C sa reakčná zmes zriedi 35 ml vody 82 °C teplej a 30 minut sa refluxuje. Potom je rezultujúca suspenzia zriedená 100 ml vody, vychladená na 16 °C a produkt sa 'izoluje filtráciou. Filtračný koláč je premytý 50 ml vody, potom 50 ml cca 5^-ného vodného amoniaku a potom dvakrát cca 50 ml vody 75 až 85 °C teplej. Po vysušení rezultuje 14,52 g zmesi nitramínov s obsahom 81,18 % hmot. oktogénu a 18,82 % hmot. 1,3,5-trinitro-1,3,5-triazacyklohexánu (hexogénu). Výťažok představuje 55,33 % oktogénu a 17,09 % hexogénu oproti teorii, čo činí 45,43 %-nó využitie metylénovej bázy v hexametyléntetramíne.A solution of 10.1 g of hexamethylenetetramine in 14 burettes was added concurrently (proportionally) from three burettes to the present 75 ml of acetic acid, 1.5 ml of acetarhydride and 1.7 g of paraformaldehyde with stirring at 43 to 46 ° C for 14 minutes. 16 ml of acetic acid, a solution of 8.7 g of ammonium nitrate in 6.5 ml of nitric acid and 24 ml of acetic anhydride. 6 ml of acetic anhydride are then added in one portion to the reaction mixture and allowed to react for 15 minutes. at 45-47 ° C. After this operation, 44 ml of acetic anhydride and a solution of 13.2 g of ammonium nitrate in 9.5 ml of nitric acid are proportionally dosed from two burettes over a period of 10 minutes at 44-45 ° C. After dosing and reaction for 60 minutes at 45 to 47 ° C, the reaction mixture is diluted with 35 ml of water 82 ° C warm and refluxed for 30 minutes. Then, the resulting suspension is diluted with 100 mL of water, cooled to 16 ° C, and the product isolated by filtration. The filter cake is washed with 50 ml of water, then with 50 ml of about 5% aqueous ammonia and then twice with about 50 ml of water 75-85 ° C warm. After drying, 14.52 g of a mixture of nitramines containing 81.18 wt. % of octogen and 18.82 wt. 1,3,5-trinitro-1,3,5-triazacyclohexane (hexogen). The yield was 55.33% octogen and 17.09% hexogen compared to theory, making 45.43% no use of the methylene base in hexamethylene tetramine.
Příklad 2Example 2
Postupuje sa ako v příklade 1, ale s tým rozdielom, že nameistó paraformaldehydu je předložený 1,0 g močovinoformaldehydového kondenzátu o obsahu dusíka 38,9 % hmot. a roztok hexametyléntetramínu v kyselině octovej ťadovej obsahuje 0,2 g močoviny. Prvé dávkovanie roztokov do nitrolyzačnej zmesi trvá 15 minut pri teplote 44 až 45 °C a druhé 8 minut pri teplote 44 až 47 °C. Rezultuje 15,16 g zmesi nitramínov, obsahujúcej 73,58 % hmot. 1,3,5,7-tetranitro-1,3,5,7-tetraazacyklooktánu (oktogénu), 23,80 % hmot. 1,3,5-trinitro-1,3,5-triazacyklohexánu (hexogénu), 2,32 % hmot. 1,5 endometylén-3,7-dinitro-l,3,5,7-tetraazacyklooktánu (DPT) a 0,30 % hmot. nezreagovaného močovinoformaldehydového kondenzátu. Výtfažok představuje 52,35 % oktogénu, 22,58 % hexogénu a 2,23 % DPT oproti teorii, čo činí 48,05 %-nó využitie metylénovej bázy hexametyléntetramínu.The procedure is as in Example 1, but with the exception that the name of paraformaldehyde is 1.0 g of urea-formaldehyde condensate with a nitrogen content of 38.9% by weight. and a solution of hexamethylenetetramine in glacial acetic acid contains 0.2 g urea. The first dosing of the solutions into the nitrolysis mixture takes 15 minutes at 44 to 45 ° C and the second 8 minutes at 44 to 47 ° C. 15.16 g of a mixture of nitramines containing 73.58 wt. % 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane (octogen), 23.80 wt. % 1,3,5-trinitro-1,3,5-triazacyclohexane (hexogen), 2.32 wt. % Of endomethylene-3,7-dinitro-1,3,5,7-tetraazacyclooctane (DPT); unreacted urea-formaldehyde condensate. The yield was 52.35% octogen, 22.58% hexogen and 2.23% DPT over theory, making 48.05% use of the methylene base of hexamethylenetetramine.
Příklad 3Example 3
Postupuje sa ako v přiklade 1, len s tím rozdielom, že paraformaldehyd je nahradený 0,8 g močoviny a aplikovaný hexametylántetramín je s antispekavou úpravou pridavkom 1,06 % hmot. močovinoformaldehydového kondenzátu s obsahom 36,7 % hmot. dusíka. Prvé dávkovanie roztokov trvá 15 minut pri teplote 43 až 46 °C a druhé dávkovanie pri teplote 44 až 46 °C 9 minút. Rezultuje 15,39 g zmesi nitramínov o obsahu 70,02 % hmot. 1,3,5,7-tetranitro-1,3,5, 7-tetraazacyklooktánu, 1,70 / hmot. 1,5-endometylér.-3,7-dinitro-l,3,5,7,-tetraazacyklooktánu (DPT) a zbytok je 1,3,5-trinitro-1,3,5-triazacyklohexán. Výtfažok představuje 51,11 % hmot oktogénu, 27,53 % hexogénu a 1,68 % DPT oproti teorii, čo představuje 49,24 %-nó využitie metylénovej bázy hexametyléntetramínu.The procedure is as in Example 1, except that paraformaldehyde is replaced by 0.8 g of urea and the applied hexamethylanetetramine is an anti-caking treatment by adding 1.06 wt. % urea-formaldehyde condensate containing 36.7 wt. nitrogen. The first dosing of the solutions takes 15 minutes at 43 to 46 ° C and the second dosing at 44 to 46 ° C for 9 minutes. 15.39 g of a mixture of nitramines with a content of 70.02 wt. 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane, 1.70 wt. 1,5-endomethyl-3,7-dinitro-1,3,5,7, -tetraazacyclooctane (DPT) and the residue is 1,3,5-trinitro-1,3,5-triazacyclohexane. Yield: 51.11% by weight of octogen, 27.53% of hexogen and 1.68% of DPT over theory, representing 49.24% by weight of the methylene base of hexamethylenetetramine.
Příklad 4Example 4
Postupuje sa ako v příklade 1, len s tím rozdielom, že v prvom roztoku dusičnanu amonného v kyselině dusičnej je rozpuštěných 0,18 g močoviny a je tiež aplikovaný hexametyléntet ramín s antispekavou úpravou pridavkom 0,38 % hmot. močovinoformaldehydového kondenzátu akoThe procedure is as in Example 1, except that 0.18 g of urea is dissolved in the first solution of ammonium nitrate in nitric acid and hexamethylene ether of ramine is also applied with an anti-caking treatment by adding 0.38 wt. urea - formaldehyde condensate as
214 311 v příklade 3. Prvé dávkovanie roztokov do nitrolyzačnej zmesi trvá 15 minút pri teplote 41 až 45 °C , druhé dávkovanie je 7 minutové pri teplote 44 až 47 °C. Rezultuje 15,69 g zmesi nitramínov o obsahu 81,09 % hmot. 1,3,5,7-tetranltro-1,3,5,7-tetraazacyklooktáru, C,53 % hmot. 1,5-endometylén-3,7-dinitro-l,3,5,7-tetraazacyklooktánu a zbytok je 1,3,5-trinitro-1,3,5-triazacyklohexán. Výlíažok představuje 59,93 % oktogénu, 0,53 % DPT a 18,12 $ hexogénu oproti teorii, čo činí 49,45 %-né využitie metylénovej bázy hexametyléntetramínu.214 311 in Example 3. The first dosing of the solutions into the nitrolysis mixture takes 15 minutes at 41 to 45 ° C, the second dosing is 7 minutes at 44 to 47 ° C. 15.69 g of a mixture of nitramines with a content of 81.09 wt. % 1,3,5,7-tetranltro-1,3,5,7-tetraazacyclooctar, C, 53 wt. 1,5-endomethylene-3,7-dinitro-1,3,5,7-tetraazacyclooctane and the residue is 1,3,5-trinitro-1,3,5-triazacyclohexane. The yield is 59.93% octogen, 0.53% DPT and 18.12 $ hexogen over theory, making 49.45% utilization of the methylene base of hexamethylenetetramine.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS738980A CS214311B1 (en) | 1980-11-03 | 1980-11-03 | Method for the production of cyclic nitramines mixture with majority content of 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctne |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS738980A CS214311B1 (en) | 1980-11-03 | 1980-11-03 | Method for the production of cyclic nitramines mixture with majority content of 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctne |
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| CS214311B1 true CS214311B1 (en) | 1982-04-09 |
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| CS738980A CS214311B1 (en) | 1980-11-03 | 1980-11-03 | Method for the production of cyclic nitramines mixture with majority content of 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctne |
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1980
- 1980-11-03 CS CS738980A patent/CS214311B1/en unknown
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