1 |
Energetic nitramine-linked azoles and related compounds as oxidizers, initiators and gas generators |
US09877319 |
2001-06-07 |
US06552051B2 |
2003-04-22 |
Jeffrey C. Bottaro; Robert J. Schmitt; Mark A. Petrie; Paul E. Penwell |
Novel compounds are provided having the structural formula R[—N(NO2)—L—R1]n wherein R, L, R1 and n are defined herein. The compounds are useful in a variety of contexts, but are primarily to be used as high energy oxidizing agents in explosive compositions, propellant formulations, gas-generating compositions and the like. The compounds are also useful as pharmaceutical agents. Compositions containing the compounds are also provided, including energetic compositions, as are methods for using the novel compounds and compositions. |
2 |
Process of preparing a high-energy softening agent |
US09524013 |
2000-03-13 |
US06262301B1 |
2001-07-17 |
Erlend Skjold; Øyvind Hammer Johansen; Richard Gjersøe; Terje Halvorsen; Alf Berg; Trine Granby; Mona Christensen |
The present invention relates to a continuous process of preparing N-alkyl-nitratoethylamines and a production plant for carrying out a continuous process of preparing such N-alkyl-nitratoethylamines. |
3 |
Process for the benign direct fixation and conversion of nitrogen oxides |
US231751 |
1999-01-15 |
US6068823A |
2000-05-30 |
Ramiro Sanchez; Graciela Lubertino |
A direct fixation of NO.sub.2 and N.sub.2 O.sub.4 at room temperature and atmospheric pressure is described using bis(diorganoamino)magnesium compounds formed from reactions between donor-solvent free diorganomagnesium compounds and primary or secondary amines, yielding new compositions of matter having the general formulas [(R.sub.2 N).sub.i (R.sub.2 NN.sub.x O.sub.y)jMg].sub.m and [(R.sub.2 N).sub.i (R.sub.2 NN.sub.x O.sub.y).sub.j (N.sub.x O.sub.y).sub.k Mg].sub.m. Methods are also described to convert these new compositions of matter into useful organic compounds and nitrogen gas. |
4 |
High melting aromatic nitrate esters |
US704561 |
1991-05-17 |
US5081255A |
1992-01-14 |
Michael E. Sitzmann |
A nitrate ester which is 2,4,6-trinitro-1-(2-hydroxyethylamino)-3- (2-hydyethylnitramino)benzenedinitrate; 2,4,6-trinitro-1,3,5-tris(2-hydroxyethylamino)benzenetrinitrate; 2,2',4,4',6,6'-hexanitro-3-(2-hydroxyethylnitramino)stilbenitrate; 2,5-bis[3-(hydroxyethylaminonitrate)-2,4,6-trinitrophenyl]1,3,4-oxadiazole; or 2,5-bis[3-(hydroxyethylaminonitrate)-5- (hydroxyethylnitraminonitrate)-2,4,6-trinitrophenyl]-1,3,4-oxiazole and a process for preparing these compounds. |
5 |
New energetic polymer, P-DEND |
US8511 |
1987-01-29 |
USH365H |
1987-11-03 |
Minn-Shong Chi |
Poly(diethylene glycol-4,7-dinitrazadecane-dioate), P-DEND), is synthesizedy the Michael addition of ethylene dinitramine to methyl acrylate to yield the intermediate compound dimethyl-4,7-dinitrazadecane-dioate (DMDND). DMDND is reacted for a period of about 18 hours with diethylene glycol (DEG) at about 85.degree. C. in presence of a p-toluenesulfonic acid catalyst to yield P-DEND. The product (P-DEND) is purified by passing it through a silica gel column using methylene chloride as solvent. The average molecular weight of P-DEND ranges from about 1500-2000. P-DEND is shown to be compatible with stabilized nitroglycerin for use as an energetic polymer binder for high performance propellants. |
6 |
Preparation of insensitive bis(2,2,-dinitropropyl) nitramine (BDNPN) |
US13176996 |
2011-07-06 |
US08466317B1 |
2013-06-18 |
Daniel Stec, III; Kathy Yang; Gartung Cheng; Neha Mehta; Paritosh R. Dave |
A method for preparing an insensitive bis(2,2-dinitropropyl)nitramine (BDNPN) as a fine powder which exhibits desirable insensitive munitions (IM) characteristics for use alone or compounded with other energetic materials such as RDX. |
7 |
Energetic nitramine-linked azoles and related compounds as oxidizers, initiators and gas generators |
US09877319 |
2001-06-07 |
US20010044544A1 |
2001-11-22 |
Jeffrey
C.
Bottaro; Robert
J.
Schmitt; Mark
A.
Petrie; Paul
E.
Penwell |
Novel compounds are provided having the structural formula RnullnullN(NO2)nullLnullR1nulln wherein R, L, R1 and n are defined herein. The compounds are useful in a variety of contexts, but are primarily to be used as high energy oxidizing agents in explosive compositions, propellant formulations, gas-generating compositions and the like. The compounds are also useful as pharmaceutical agents. Compositions containing the compounds are also provided, including energetic compositions, as are methods for using the novel compounds and compositions. |
8 |
Energetic nitramine-linked azoles and hydroxylammonium salts as
oxidizers, intiators and gas generators |
US168308 |
1998-10-07 |
US6096774A |
2000-08-01 |
Jeffrey C. Bottaro; Robert J. Schmitt; Mark A. Petrie; Paul E. Penwell |
Novel compounds are provided having the structural formula R[--N(NO.sub.2)--L--R.sup.1 ].sub.n wherein R, L, R.sup.1 and n are defined herein. The compounds are useful in a variety of contexts, but are primarily to be used as high energy oxidizing agents in explosive compositions, propellant formulations, gas-generating compositions and the like. The compounds are also useful as pharmaceutical agents. Compositions containing the compounds are also provided, including energetic compositions, as are methods for using the novel compounds and compositions. |
9 |
Process for producing N-chloromethyl nitramines |
US912417 |
1992-07-13 |
US5243075A |
1993-09-07 |
Donna M. Cason-Smith |
1-acetoxy-2,4,6-trinitro-2,4,6-triazaheptane, 1,7-diacetoxy-2,4,6-trinitro-2,4,6-triazaheptane, or 1,9-diacetoxy-2,4,6,8-tetranitro-2,4,6,8-tetraazanonane is reacted with a mixture of concentrated hydrochloric acid and trifluoroacetic 2,4,6-triazaheptane, 1,7-dichloro-2,4,6-trinitro-2,4,6-triazaheptane, or 1,7-dichloro-2,4,6,8-tetranitro-2,4,6,8-tetraazanonane. |
10 |
Process for the production of high energy materials |
US923054 |
1986-10-27 |
US4985584A |
1991-01-15 |
Ross W. Millar; Norman C. Paul; David H. Richards |
A process for the production of a high energy nitrate ester involves reacting, in an inert organic solvent, a heterocyclic compound, selected from oxiranes, oxetanes, N-substituted aziridines and N-substituted azetidines, with either N.sub.2 O.sub.4 or N.sub.2 O.sub.5, and when the compound is reacted with N.sub.2 O.sub.4, oxidizing the O- or N-nitrate substituents or substituent in the product to O- or N-nitrate substituent or substituents. The remaining ring carbon atoms on the heterocyclic compound may be substituted or unsubstituted. Preferred substituent groups for the C and/or N ring atoms on the compound include alkyl, cyanoalkyl, haloalkyl, nitroalkyl, and substituted aryl.Several novel nitrate ester are also provided, including nitrated derivatives of polybutadiene, in which between 1% and 25% of the carbon atoms in the polymer are substituted by vicinal nitrate ester (--ONO.sub.2) groups. |
11 |
Dinitro diaza alkanes 及 production method of the intermediate |
JP2001563471 |
2001-03-02 |
JP2003525266A |
2003-08-26 |
クノット・トーマス |
A method of synthesis of dinitro-diaza-alkanes and intermediate products thereto from alkylamines and esters, whereby a dialkyl ester of a dicarboxylic acid is reacted with an alkylamine in an aqueous medium to form the corresponding dialkyldiamide of the dicarboxylic acid;the resulting dialkyldiamide is nitrated by means of conventional nitration agents to form the corresponding dialkyldinitroamide of the dicarboxylic acid and;the resulting dialkyldinitroamide is reacted with methylamine and/or ethylamine in an aquous medium to yield a corresponding alkylnitroamine and the dimethyldiamide and/or diethyldiamide of the dicarboxylic acid, and the alkylnitroamine is isolated from that, and the isolated alkylnitroamine is condensed in a known manner to form the dinitro-diaza-alkanes. |
12 |
Polymers and methods for their production with energy |
JP51167793 |
1992-12-07 |
JPH08500325A |
1996-01-16 |
シェン,ミング; エィチ. デュマス,リチャード; ハニ,ラヒム; エフ. ロスゲリィ,ユージン |
(57)【要約】 本発明は、エネルギーのある結合剤に関し、更に詳細には、加水分解に対する抵抗性はもちろんであるが、好ましい粘度およびガラス転移温度が得られることを特徴とする、ニトロアミン含有ポリエーテル重合体のクラスに関する。 また、本発明は、少なくとも1種のニトロアミン含有ジ酸クロライド単量体と、少なくとも1種のニトローまたはフルオロ−含有ジオール単量体を、無水有機溶剤〔好ましくは、テトラヒドロフラン(THF)、アセトニトリル、またはジエチルエーテル、ただし他の有機溶剤、例えばぺンタン、へキサン、へプタン、塩化メチレン、クロロエタン、トルエン、ベンゼン等も使用できる〕中において、第三級アミン塩基の存在において、約0℃〜約50℃の反応温度において、反応させることから成る、ニトロアミン−および/またはニトロ−およびまたはフルオロ−基を含有する重合体の製造方法、を請求している。 |
13 |
Dinitro diaza alkanes 及 production method of the intermediate |
JP2001563471 |
2001-03-02 |
JP4167832B2 |
2008-10-22 |
クノット・トーマス |
A method of synthesis of dinitro-diaza-alkanes and intermediate products thereto from alkylamines and esters, whereby a dialkyl ester of a dicarboxylic acid is reacted with an alkylamine in an aqueous medium to form the corresponding dialkyldiamide of the dicarboxylic acid;the resulting dialkyldiamide is nitrated by means of conventional nitration agents to form the corresponding dialkyldinitroamide of the dicarboxylic acid and;the resulting dialkyldinitroamide is reacted with methylamine and/or ethylamine in an aquous medium to yield a corresponding alkylnitroamine and the dimethyldiamide and/or diethyldiamide of the dicarboxylic acid, and the alkylnitroamine is isolated from that, and the isolated alkylnitroamine is condensed in a known manner to form the dinitro-diaza-alkanes. |
14 |
Hydroxyl ammonium salt as an energy of nitramine bond azole and an oxidizing agent, initiator and a gas generator |
JP2000574500 |
1999-10-07 |
JP2002526523A |
2002-08-20 |
ロバート ジェイ. スクミット,; マーク エー. ペトリー,; ポール イー. ペンウェル,; ジェフリー シー. ボッタロ, |
(57)【要約】 構造式R[−N(NO
2 )−L−R
1 ]
nを有する新規化合物が提供され、ここで、R、L、R
1およびnは本明細書中で定義される通りである。 これらの化合物は様々な状況において有用であるが、主に、爆発組成物、推進剤組成物、ガス発生組成物などにおける高エネルギー酸化剤として使用される。 これらの化合物はまた薬剤として有用である。 エネルギー組成物を含む、これらの化合物を含有する組成物、ならびにこれらの新規化合物および組成物を使用するための方法もまた提供される。 |
15 |
VERFAHREN ZUR HERSTELLUNG VON DINITRODIAZAALKANEN UND ZWISCHENPRODUKTEN HIERZU |
EP01931493.9 |
2001-03-02 |
EP1185503B1 |
2004-07-14 |
KNOTT, Thomas |
The invention relates to a method for producing dinitro-diaza-alkanes and intermediate products hereto from alkylamines and esters. According to the inventive method, a dialkylester of a dicarboxylic acid is converted with an alkylamine in an aqueous medium into the corresponding dialkyldiamide of the dicarboxylic acid. The obtained dialkyldiamide is nitrated using common nitrating agents to form the corresponding dialkyldinitroamide of the dicarboxylic acid. The obtained dialkyldinitroamide is converted with methylamine and/or ethylamine in an aqueous medium into the corresponding alkyl nitramine and into dimethylamide and/or diethyldiamide of the dicarboxylic acid. The alkyl nitramine is isolated out therefrom and is condensed in a conventional manner to form dinitro-diaza-alkanes. |
16 |
ENERGETIC POLYMERS AND PROCESS FOR PREPARATION THEREOF. |
EP93900885 |
1992-12-07 |
EP0618893A4 |
1995-05-31 |
ROTHGERY EUGENE F; HANI RAHIM; DUMAS RICHARD H; SHEN MING |
This invention relates to energetic binders, and, more specifically, a class of nitramine-containing polyether polymers characterized by favorable viscosity and glass transition temperature, as well as resistance to hydrolysis are prepared. The invention also claims a process for producing a polymer containing nitramine- and/or nitro- and/or fluoro-groups which comprises reacting at least one nitramine-containing diacid chloride monomer with at least one nitro- or fluoro-containing diol monomer in an anhydrous organic solvent (preferably tetrahydrofuran (THF), acetonitrile, or diethylether, although other organic solvents can be employed such as pentane, hexane, heptane, methylene chloride, dichloroethane, toluene, benzene, and the like) in the presence of a tertiary amine base at a reaction temperature of between about 0 DEG C and about 50 DEG C. |
17 |
PROCESS OF PREPARING A HIGH-ENERGY SOFTENING AGENT |
EP99956364.6 |
1999-10-14 |
EP1196374B1 |
2003-03-26 |
SKJOLD, Erlend; JOHANSEN, yvind, Hammer; GJERSOE, Richard; HALVORSEN, Terje; BERG, Alf; GRANBY, Trine; CHRISTENSEN, Mona |
The present invention relates to a continuous process of preparing N-alkyl-nitratoethylamines and a production plant for carrying out a continuous process of preparing such N-alkyl-nitratoethylamines. |
18 |
PROCESS OF PREPARING A HIGH-ENERGY SOFTENING AGENT |
EP99956364.6 |
1999-10-14 |
EP1196374A1 |
2002-04-17 |
SKJOLD, Erlend; JOHANSEN, yvind, Hammer; GJERSOE, Richard; HALVORSEN, Terje; BERG, Alf; GRANBY, Trine; CHRISTENSEN, Mona |
The present invention relates to a continuous process of preparing N-alkyl-nitratoethylamines and a production plant for carrying out a continuous process of preparing such N-alkyl-nitratoethylamines. |
19 |
Method for producing dinitro-diaza-alkanes and interediate products thereof |
US09959631 |
2001-11-01 |
US06670506B2 |
2003-12-30 |
Thomas Knott |
A method of synthesis of dinitro-diaza-alkanes and intermediate products thereto from alkylamines and esters, whereby a dialkyl ester of a dicarboxylic acid is reacted with an alkylamine in an aqueous medium to form the corresponding dialkyldiamide of the dicarboxylic acid; the resulting dialkyldiamide is nitrated by means of conventional nitration agents to form the corresponding dialkyldinitroamide of the dicarboxylic acid and; the resulting dialkyldinitroamide is reacted with methylamine and/or ethylamine in an aquous medium to yield a corresponding alkylnitroamine and the dimethyldiamide and/or diethyldiamide of the dicarboxylic acid, and the alkylnitroamine is isolated from that, and the isolated alkylnitroamine is condensed in a known manner to form the dinitro-diaza-alkanes. |
20 |
Method for producing dinitro-diaza-alkanes and interediate products thereto |
US09959631 |
2001-11-01 |
US20030041936A1 |
2003-03-06 |
Thomas
Knott |
Method of synthesis of dinitro-diaza-alkanes and intermediate products thereto from alkylamines and esters, whereby a dialkyl ester of a dicarboxylic acid is reacted with an alkylamine in an aqueous medium to form the corresponding dialkyldiamide of the dicarboxylic acid; the resulting dialkyldiamide is nitrated by means of conventional nitration agents to form the corresponding dialkyldinitroamide of the dicarboxylic acid; the resulting dialkyldinitroamide is reacted with methylamine and/or ethylamine in an aquous medium to yield a corresponding alkylnitroamine and the dimethyldiamide and/or diethyldiamide of the dicarboxylic acid, and the alkylnitroamine is isolated from that, and the isolated alkylnitroamine is condensed in a known manner to form the dinitro-diaza-alkanes. |