Abstract: 2:2 mixed orthocarbonates of the formula ##STR1## wherein R.noteq.R' and wherein R and R' are --C(NO.sub.2).sub.3, --CF(NOb.2).sub.2, --CF.sub.2 (NO.sub.2), --C(NO.sub.2).sub.2 CH.sub.3, --CH(NO.sub.2)CH.sub.3, --CH(NO.sub.2)CH.sub.3, --CH.sub.2 (NO.sub.2), --CF.sub.3, or --CF.sub.2 CF.sub.3, and methods of preparation.Additionally, orthoformates of the formula ##STR2## wherein R is --C(NO.sub.2).sub.2 CH.sub.3, --CF.sub.2 (NO.sub.2), --CH(NO.sub.2)CH.sub.3, and --CH.sub.2 (NO.sub.2), and methods of preparation.

Abstract: Hydroxy-terminated poly(2-fluoro-2,2-dinitroethyl) polynitroorthocarbonate repolymers of the formula ##STR1## which are prepared by reacting bis(2-fluoro-2,2-dinitroethyl)dichloroformal with a diol of the formula ##STR2## wherein n>1, and wherein W, X, Y, and Z vary independently and are F or NO.sub.2, and wherein A is --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 --, --CF.sub.2 --, --CF.sub.2 CF.sub.2 --, --CF.sub.2 CF.sub.2 CF.sub.2 --, --CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 --, --CH.sub.2 OCH.sub.2 --, --CH.sub.2 OCH.sub.2 OCH.sub.2 --, --CH.sub.2 OCF.sub.2 OCH.sub.2 --, or --CH.sub.2 N(NO.sub.2)CH.sub.2 --. These prepolymers are reacted with curing agents (e.g., polyisocyanates) to form energetic polymeric binders.

Abstract: Hydroxy-terminated poly(2,2-dinitropropyl)polynitroorthocarbonate prepolys of the formula ##STR1## which are prepared by reacting bis(2,2-dinitropropyl)dichloroformal with a diol of the formula ##STR2## wherein n>1, and wherein W, X, Y, and Z vary independently and are F or NO.sub.2, and wherein --A-- is --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 --, --CF.sub.2 --, --CF.sub.2 CF.sub.2 --, --CF.sub.2 CF.sub.2 CF.sub.2 --, --CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 --, --CH.sub.2 OCH.sub.2 --, --CH.sub.2 OCH.sub.2 OCH.sub.2 --, --CH.sub.2 OCF.sub.2 OCH.sub.2 --, or --CH.sub.2 N(NO.sub.2)CH.sub.2 --. These prepolymers are reacted with curing agents (e.g., polyisocyanates) to form energetic polymeric binders.

Abstract: Dichloroformals of the formula(RCH.sub.2 O).sub.2 CCl.sub.2wherein R is --C(NO.sub.2).sub.3, --CF(NO.sub.2).sub.2, --CF.sub.2 (NO.su), --CCl(NO.sub.2).sub.2, --C(NO.sub.2).sub.2 CH.sub.3, --CCl.sub.3, --CF.sub.3, or --CF.sub.2 CF.sub.3. These dichloroformals are prepared by reacting the corresponding thionocarbonate of the formula(RCH.sub.2 O).sub.2 C.dbd.S,wherein R is as defined above, with sulfuryl chloride in the presence of a Friedel-Craft catalyst (e.g., AlCl.sub.3 or TiCl.sub.4). Another method is to react the thionocarbonate with chlorine gas in the presence of a polar additive such as 2,2,2-trifluoroethanol or acetonitrile. These energetic dichloroformals are useful as explosive and propellant ingredients and as intermediates in the synthesis of other energetic explosive and propellant ingredients.

Abstract: Hydroxy-terminated poly(2,2-dinitropropyl)polynitroorthocarbonate prepolys of the formula ##STR1## which are prepared by reacting bis(2,2-dinitropropyl)dichloroformal with a diol of the formula ##STR2## wherein n>1, and wherein W, X, Y, and Z vary independently and are F or NO.sub.2, and wherein --A-- is --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 --, --CF.sub.2 --, --CF.sub.2 CF.sub.2 --, --CF.sub.2 CF.sub.2 CF.sub.2 --, --CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 --, --CH.sub.2 OCH.sub.2 --, --CH.sub.2 OCH.sub.2 OCH.sub.2 --, --CH.sub.2 OCF.sub.2 OCH.sub.2 --, or --CH.sub.2 N(NO.sub.2)CH.sub.2 --. These prepolymers are reacted with curing agents (e.g., polyisocyanates) to form energetic polymeric binders.

Abstract: Hydroxy-terminated poly(2-fluoro-2,2-dinitroethyl) polynitroorthocarbonate repolymers of the formula ##STR1## which are prepared by reacting bis(2-fluoro-2,2-dinitroethyl)dichloroformal with a diol of the formula ##STR2## wherein n>1, and wherein W, X, Y, and Z vary independently and are F or NO.sub.2, and wherein A is --CH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 --, --CF.sub.2 --, --CF.sub.2 CF.sub.2 --, --CF.sub.2 CF.sub.2 CF.sub.2 --, --CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 --, --CH.sub.2 OCH.sub.2 --, --CH.sub.2 OCH.sub.2 OCH.sub.2 --,--CH.sub.2 OCF.sub.2 OCH.sub.2 --, or --CH.sub.2 N(NO.sub.2)CH.sub.2 --. These prepolymers are reacted with curing agents (e.g., polyisocyanates) to form energetic polymeric binders.

Abstract: A method of preparing difluoroformals of the formula(RCH.sub.2 O).sub.2 CF.sub.2,wherein R is --C(NO.sub.2).sub.3, --CF(NO.sub.2).sub.2, --CF.sub.2 (NO.su), --C(NO.sub.2).sub.2 CH.sub.3, or a fluoroalkyl group such as --CF.sub.3 or --CF.sub.2 CF.sub.3, by reacting the corresponding dichloroformals with hydrogen fluoride in pyridine. These difluoroformals are useful as energetic explosive and propellant ingredients.

Abstract: A method of preparing dichloroformals of the formula(RCH.sub.2 O).sub.2 CCl.sub.2by reaction of one mole of a thionocarbonate of the formula(RCH.sub.2 O).sub.2 C.dbd.Swith two moles of benzenesulfenyl chloride, chlorobenzenesulfenyl chloride, r methanesulfenyl chloride wherein R is --C(NO.sub.2).sub.3, --CF(NO.sub.2).sub.2, --CF.sub.2 (NO.sub.2), --CCl(NO.sub.2).sub.2, --C(NO.sub.2).sub.2 CH.sub.3, --CCl.sub.3, --CF.sub.3, or --CF.sub.2 CF.sub.3. These energetic dichloroformals are useful as explosive and propellant ingredients and as intermediates in the synthesis of other energetic explosive and propellant ingredients.

Abstract: Explosive compounds of the formulas ##STR1## where R is --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3, --CH.sub.2 C(NO.sub.2)b.3 --CH.sub.2 CF(NO.sub.2).sub.2, or --CH.sub.2 CF.sub.2 (NO.sub.2) and R' is --CH.sub.2 CF(NO.sub.2).sub.2 or --CH.sub.2 CF.sub.2 (NO.sub.2); ##STR2## where R is --CH.sub.2 C(NO.sub.2).sub.3 or --CH.sub.2 CF(NO.sub.2).sub.

Abstract: Pentafluorosulfanyl polynitroaliphatic explosive compounds of the formulas ##STR1## where R is --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 C(NO.sub.2).sub.3, --CH.sub.2 CF(NO.sub.2).sub.2, and --CH.sub.2 C(NO.sub.2).sub.3 ; ##STR2## where R is --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 --, --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 --, and --CH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --.

Abstract: 1:3 "mixed" orthocarbonates of the formula[CF(NO.sub.2).sub.2 CH.sub.2 O].sub.3 C--ORwherein R is--CH.sub.2 C(NO.sub.2).sub.3,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3,--CH.sub.2 CH.sub.2 NO.sub.2,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OH,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OC[OCH.sub.2 CF(NO.sub.2).sub.2 ].s3,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OH,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OC[OCH.sub.2 CF(NO.sub.2).sub.2 ].sub.3,--CH.sub.2 CF.sub.3,--CH.sub.2 CH.sub.3, and ##STR1## and a method of preparation.

Abstract: Energetic orthoformates of the formula ##STR1## wherein R and R' vary independently and R is --CH.sub.2 C(NO.sub.2).sub.2 H.sub.3,--CH.sub.2 C(NO.sub.2).sub.3,--CH.sub.2 CF(NO.sub.2).sub.2,--CH.sub.2 CF.sub.2 (NO.sub.2), or--CH.sub.2 CF.sub.3,R' is--CH.sub.2 CF(NO.sub.2).sub.2,--CH.sub.2 F.sub.2 (NO.sub.2), or--CH.sub.2 CF.sub.3,and Y is --F, --N.sub.3, --C.tbd.N, ##STR2## and methods of preparation.

Abstract: A 1:1:2 mixed orthocarbonate of the formula ##STR1## wherein R and R" are each one of the following groups--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3,--CH.sub.2 C(NO.sub.2).sub.3,--CH.sub.2 CF(NO.sub.2).sub.2,--CH.sub.2 CF.sub.2 (NO.sub.2), and--CH.sub.2 CF.sub.3, andR' is one of the followingCH.sub.2 CF(NO.sub.2).sub.2,CH.sub.2 CF.sub.2 (NO.sub.2), andCH.sub.2 CF.sub.3,provided that R.noteq.R', R.noteq.R", and R'.noteq.R". These 1:1:2 orthoconates are produced by the following reaction sequence: ##STR2## wherein R, R', and R" are as defined above. By choosing R and R" to be the same and either --CH.sub.2 (NO.sub.2).sub.2 CH.sub.3 or --CH.sub.2 C(NO.sub.2).sub.3 in the above reaction, 1:3 mixed orthocarbonates of the formula ##STR3## wherein R.noteq.R', R".noteq.R', R=R", and R and R" are each CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3,CH.sub.2 C(NO.sub.2).sub.3,CH.sub.2 CF.sub.2 (NO.sub.2), orCH.sub.2 CF.sub.3,and R' is CH.sub.2 CF(NO.sub.2).sub.2, CH.sub.2 CF.sub.2 (NO.sub.2) or CH.sub.2 CF.sub.3 may be prepared.

Abstract: N,N,N',N'-tetrakis(2-fluoro-2,2-dinitroethyl) oxamide, ##STR1## which is prepared by the following reaction sequence ##STR2## N,N,N',N'-tetrakis(2-fluoro-2,2-dinitroethyl) oxamide is a high density, energetic explosive which is melt castable as well as thermally and hydrolytically stable.

Abstract: Unsymmetrical carbonates of the formula ##STR1## are prepared by the following reaction sequence ##STR2## where R and R' can each be --CH.sub.2 C(NO.sub.2).sub.3, CH.sub.2 CF(NO..2).sub.2, --CH.sub.2 CF.sub.2 (NO.sub.2), --CH.sub.2 CCl(NO.sub.2).sub.2, --CH.sub.2 CF.sub.3, --CH.sub.2 CCl.sub.3, --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3, or --CH.sub.2 CF.sub.2 CF.sub.2 H, provided that R.noteq.R' and wherein R" is a lower alkyl group of from 1 to 6 carbon atoms.Also included are symmetrical 1,3-bis(halo- and nitroalkyl carbonyldioxy)-2,2-dinitropropanes of the formula ##STR3## which are synthesis by the following reaction sequence ##STR4## wherein R and R" are as defined above. The carbonates of this invention are useful as energetic additives to propellants and explosive.

Abstract: Unsymmetrical carbonates of the formula ##STR1## are prepared by the following reaction sequence ##STR2## where R and R' can each be --CH.sub.2 C(NO.sub.2).sub.3, CH.sub.2 CF(NO..2).sub.2, --CH.sub.2 CF.sub.2 (NO.sub.2), --CH.sub.2 CCl(NO.sub.2).sub.2, --CH.sub.2 CF.sub.3, --CH.sub.2 CCl.sub.3, --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3, or --CH.sub.2 CF.sub.2 CF.sub.2 H, provided that R.noteq.R' and wherein R" is a lower alkyl group of from 1 to 6 carbon atoms.Also included are symmetrical 1,3-bis(halo- and nitroalkyl carbonyldioxy)-2,2-dinitropropanes of the formula ##STR3## which are synthesis by the following reaction sequence ##STR4## wherein R and R" are as defined above. The carbonates of this invention are useful as energetic additives to propellants and explosive.

Abstract: Unsymmetrical carbonates of the formula ##STR1## are prepared by the following reaction sequence ##STR2## where R and R' can each be --CH.sub.2 C(NO.sub.2).sub.3, CH.sub.2 CF(NO..2).sub.2, --CH.sub.2 CF.sub.2 (NO.sub.2), --CH.sub.2 CCl(NO.sub.2).sub.2, --CH.sub.2 CF.sub.3, --CH.sub.2 CCl.sub.3, --CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3, or --CH.sub.2 CF.sub.2 CF.sub.2 H, provided that R.noteq.R' and wherein R" is a lower alkyl group of from 1 to 6 carbon atoms.Also included are symmetrical 1,3-bis(halo- and nitroalkyl carbonyldioxy)-2,2-dinitropropanes of the formula ##STR3## which are synthesis by the following reaction sequence ##STR4## wherein R and R" are as defined above. The carbonates of this invention are useful as energetic additives to propellants and explosive.

Abstract: Bis(2,2-dinitropropyl)thionocarbonate, [CH.sub.3 C(NO.sub.2).sub.2 CH.sub.2 ].sub.2 C.dbd.S; bis(2,2,2-trinitroethyl)thionocarbonate, [C(NO.sub.2).sub.3 CH.sub.2 O].sub.2 C.dbd.S; and bis(2,2-difluoro-2-nitroethyl)thionocarbonate, [CF.sub.2 (NO.sub.2)CH.sub.2 O].sub.2 C.dbd.S are prepared by reacting one mole of 1,1'-thiocarbonyldi-1,2,4-triazole with 2 moles of 2,2-dinitropropanol, 2,2,2-trinitroethanol, or 2,2-difluoro-2-nitroethanol, respectively. These compounds are useful as explosives and as intermediates for the preparation of energetic explosives and plasticizers.

Abstract: N,N,N', N'-tetrakis(2-fluoro-2,2-dinitroethyl) oxamide, ##STR1## which is prepared by the following reaction sequence ##STR2## N,N,N',N'-tetrakis(2-fluoro-2,2-dinitroethyl) oxamide is a high density, ergetic explosive which is melt castable as well as thermally and hydrolytically stable.

Abstract: Energetic branched polynitrodiols of the formula ##STR1## wherein Z is --C(NO.sub.2).sub.3, --CF(NO.sub.2).sub.2, --C(NO.sub.2).su CH.sub.3, or --N(NO.sub.2)CH.sub.3, and a method of preparation. These diols are useful as components of energetic binders for plastic-bonded explosives.