Abstract: Bis(2-fluoro-2,2-dinitroethoxy)(1-fluoro-1,1-dinitro-2-propoxy)methane wh is useful as an energetic coplasticizer with bis(2-fluoro-2,2-dinitroethyl)formal in plastic-bonded explosives.

Abstract: 2,2,2-trinitroethyl 2-nitroxyethyl ether (TNEN), C(NO.sub.2).sub.3 CH.sub.2 CH.sub.2 CH.sub.2 ONO.sub.2, which is prepared by the following reaction sequence:C(NO.sub.2).sub.3.sup.- K.sup.+ +ClCH.sub.2 OCH.sub.2 CH.sub.2 BR.fwdarw.C(NO.sub.2).sub.3 CH.sub.2 OCH.sub.2 CH.sub.2 Br C(NO.sub.2).sub.3 CH.sub.2 OCH.sub.2 CH.sub.2 Br+AgNO.sub.3 .fwdarw.C(NO.sub.2).sub.3 CH.sub.2 OCH.sub.2 CH.sub.2 ONO.sub.2.2,2,2-trinitroethyl 2-nitroxyethyl ether is useful an an energetic plasticizer, for example in LOVA gun propellants.

Abstract: A method of producing dihydroxy-terminated poly(2,2,3,3,4,4-hexafluoropene-1,5-diol formal) of a desired number average molecular weight by controlling the relative amounts of 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane monomer, 2,2,3,3,4,4-hexafluoropentane-1,5-diol, and the catalyst trifluoromethane sulfonic acid (having a determined activity) used to produce the polymer.

Abstract: One mole of 2,2,3,3,4,4-hexafluoropentane-1,5-diol is reacted with one mole f formaldehyde in the presence of an excess of trifluoromethanesulfonic acid to produce 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane.

Abstract: 1-Fluoro-1,1,5-trinitro-3-oxa-5-azahexane which is prepared by reacting one mole of 2-fluoro-2,2-dinitroethanol with one mole of an acetate of the formula ##STR1## wherein R is --CF.sub.3 or CH.sub.3.

Abstract: 2,2-Dinitrobutane-1,4-diol and 4-monoesters thereof.

Abstract: Nitroorganic compounds of the formula ##STR1## wherein x and y may be the same or different and are selected from --NO --NO.sub.2. Methods of preparing these compounds are also disclosed.

Abstract: 2,2-dinitropropyl 2-fluoro-2,2-dinitroethyl formal which is prepared by the ollowing processes: ##STR1##

Abstract: Nitropolyformals of the formula H--OCH.sub.2 C(NO.sub.2).sub.2 ZC(NO.sub.sub.2 CH.sub.2 OCH.sub.2 --OCH.sub.2 C(NO.sub.2).sub.2 ZC(NO.sub.2).sub.2 CH.sub.2 OH wherein Z is --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 OCH.sub.2 --, or --CH.sub.2 NHCH.sub.2 -- and wherein the average molecular weight of the nitropolyformal molecules is from about 1,000 to about 50,000. The nitropolyformals are prepared by reacting a diol of the formula HOCH.sub.2 C(NO.sub.2).sub.2 ZC(NO.sub.2).sub.2 CH.sub.2 OH, wherein Z is defined as above, with formaldehyde in the presence of concentrated sulfuric acid. These polymers are useful as energetic binders in explosives and propellants.

Abstract: Biguanide diperchlorate, ##STR1## is prepared by the reaction of 1 mole of biguanide with 2 moles of perchic acid at a temperature of from 0.degree. to 20.degree. C. Biguanide diperchlorate is an explosive which combines good impact sensitivity, high energy output, and good thermal stability.

Abstract: A process for producing 1,3,5-trifluoro-2,4,6-trinitrobenzene by:(1) forming a mixture of fuming sulfuric acid and potassium nitrate wherein the fuming sulfuric acid is composed of at least 25 percent by weight sulfur trioxide, and wherein the molar ratio of fuming sulfuric acid to potassium nitrate is from about 2:1 to about 3:1;(2) adding 1,3,5-trifluorobenzene to the mixture until the molar ratio of potassium nitrate to 1,3,5-trifluorobenzene is from 6:1 to 10:1, the temperature of the mixture being maintained in the range of from about 30.degree. C. to about 50.degree. C. during the addition;(3) then raising the temperature of the mixture into the range of from about 140.degree. C. to about 160.degree. C. where it is maintained until the optimum yield of 1,3,5-trifluoro-2,4,6-trinitrobenzene has been obtained; and(4) isolating the product, 1,3,5-trifluoro-2,4,6-trinitrobenzene from the reaction mixture.

Abstract: Novel bis(2-fluoro-2,2-dinitroethyl)thionocarbonate, ##STR1## is prepared from two moles of 2-fluoro-2,2-dinitroethanol and two equivats of a strong hydroxyl ion source such as sodium hydroxide or potassium hydroxide in water and one mole of thiophosgene in an organic solvent which may be methylene chloride, chloroform, or 1,2-dichloroethane. A phase transfer catalyst which may be benzyltriethylammonium chloride, tetrabutylammonium chloride, didodecyldimethylammonium bromide, or cetyltrimethylammonium chloride is used to transfer 2-fluoro-2,2-dinitroethoxy ions formed in the water phase to the organic solvent phase where they react with the thiophosgene to form the bis(2-fluoro-2,2-dinitroethyl)thionocarbonate. Bis(2-fluoro-2,2-dinitroethyl)thionocarbonate is useful as an energetic explosive.

Abstract: Acetals of the formulas CHCl.sub.2 CH(OR).sub.2, CCl.sub.3 CH(OR).sub.2, .sub.2 CH(OR).sub.2, CF.sub.3 CH(OR).sub.2, RO.sub.2 CCH(OR).sub.2, and (RO).sub.2 HCCH(OR).sub.2 wherein R can be --CH.sub.2 CYZ(NO.sub.2), --CH.sub.2 CH.sub.2 CYZ(NO.sub.2), --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3, --CH.sub.2 C(NO.sub.2).sub.2 CYZ(NO.sub.2), --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 CYZ(NO.sub.2) or --CH.sub.2 C(NO.sub.2).sub.2 C(NO.sub.2).sub.2 CYZ(NO.sub.2) wherein Y and Z vary independently and can be Cl, F or NO.sub.2. These acetals are produced by contacting a negatively substituted aldehyde such as CHCl.sub.2 CHO, CCl.sub.3 CHO, CHF.sub.2 CHO, CF.sub.3 CHO, HO.sub.2 CCHO, or OHCCHO with a negatively substituted alcohol of the formula ROH wherein R is as defined above. Either FSO.sub.3 H, ClSO.sub.3 H, or CHF.sub.2 SO.sub.3 H, or CF.sub.3 SO.sub.3 H is used to catalyze the condensation. The acetals of this invention are useful as explosives.

Abstract: Acetals of the formulas CHCl.sub.2 CH(OR).sub.2, CCl.sub.3 CH(OR).sub.2, .sub.2 CH(OR).sub.2, CF.sub.3 CH(OR).sub.2, RO.sub.2 CCH(OR).sub.2, and (RO).sub.2 HCCH(OR).sub.2 wherein R can be --CH.sub.2 CYZ(NO.sub.2), --CH.sub.2 CH.sub.2 CYZ(NO.sub.2), --CH.sub.2 C(N0.sub.2).sub.2 CH.sub.3, --CH.sub.2 C(NO.sub.2).sub.2 CYZ(NO.sub.2), --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 CYZ(NO.sub.2) or --CH.sub.2 C(NO.sub.2).sub.2 C(NO.sub.2).sub.2 CYZ(NO.sub.2) wherein Y and Z vary independently and can be Cl, F or NO.sub.2. These acetals are produced by contacting a negatively substituted aldehyde such as CHCl.sub.2 CHO, CCl.sub.3 CHO, CHF.sub.2 CHO, CF.sub.3 CHO, HO.sub.2 CCHO, or OHCCHO with a negatively substitute alcohol of the formula ROH wherein R is as defined above. Either FSO.sub.3 H, ClSO.sub.3 H, or CHF.sub.2 SO.sub.3 H, or CF.sub.3 SO.sub.3 H is used to catalyze the condensation. The acetals of this invention are useful as explosives.

Abstract: Novel thiols of the formulaCX (NO.sub.2).sub.2 CH.sub.2 SHwherein X is nitro, fluoro, chloro, bromo, or lower alkyl of from 1 to 4 bon atoms, are prepared by contacting triflates of the formula ##STR1## to form thioacetals of the formula ##STR2## which are then isolated from the reaction mixture and subjected to acid hydrolysis to form the thiols. The energy content of unsaturated propellant and explosive binders can be increased by the free radical addition of the nitro and halonitro thiols of this invention to the binders.

Abstract: Energetic diols of the formula ##STR1## wherein R is --H, --NO, --NO.sub.2, --CN, or --CH.sub.2 COOH, and diesters of the formula ##STR2## wherein R is --H, --NO, --NO.sub.2, --CN, --CH.sub.2 COOCH.sub.3, --CH.sub.2 COOCH.sub.2 C(NO.sub.2).sub.2 CH.sub.3, or --CH.sub.2 COOCH.sub.2 C(NO.sub.2).sub.3 and R' is an alkyl, fluoroalkyl, chloroalkyl, aryl, fluoroaryl, chloroalkyl, aralkyl, fluoroaralkyl, chloroaralkyl, or alkene group.

Abstract: Bis(2-fluoro-2,2-dinitroethoxy)acetonitrile, N.tbd.C--CH[OCH.sub.2 CF(NO..2).sub.2 ].sub.2, is useful as a coplasticizer with bis(2-fluoro-2,2-dinitroethyl)formal in energetic plasticizer mixtures for plastic bonded explosives.

Abstract: 2,2,2-trifluoroethoxy bis(2-fluoro-2,2-dinitroethoxy)methane, CF.sub.3 CHb.2 OCH[OCH.sub.2 CF(NO.sub.2).sub.2 ].sub.2, is an energetic plasticizer useful in plastic-bonded explosives. Of particular importance is its miscibility with fluoropolymers.

Abstract: 4,4,10,10-tetranitro-6,8-dioxatridecane-1,13-diol polyformal, HO(CH.sub.2ub.3 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 (CH.sub.2).sub.3 O[CH.sub.2 O(CH.sub.2).sub.3 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 (CH.sub.2).sub.3 O].sub.n H, which has high energy, high thermal stability, and which is useful as a prepolymer for plastic-bonded explosive compositions.

Abstract: Bis(2-fluoro-2,2-dinitroethoxy) 2,2,3,3,4,4,4-heptafluorobutoxymethane, (F), CF.sub.3 CF.sub.2 CF.sub.2 CH.sub.2 OCH[OCH.sub.2 CF(NO.sub.2).sub.2 ].sub.2, is an energetic plasticizer with a melting point of -18.degree. C. and thermal stability up to 150.degree. C. HFBF is miscible with polyfluoro- and polynitropolymers and useful as a plasticizer in plastic-bonded explosives.