USH787H - Carbohydrazinium dinitrate - Google Patents
Carbohydrazinium dinitrate Download PDFInfo
- Publication number
- USH787H USH787H US07/379,034 US37903489A USH787H US H787 H USH787 H US H787H US 37903489 A US37903489 A US 37903489A US H787 H USH787 H US H787H
- Authority
- US
- United States
- Prior art keywords
- carbohydrazinium
- dinitrate
- nitric acid
- water
- percent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B47/00—Compositions in which the components are separately stored until the moment of burning or explosion, e.g. "Sprengel"-type explosives; Suspensions of solid component in a normally non-explosive liquid phase, including a thickened aqueous phase
- C06B47/02—Compositions in which the components are separately stored until the moment of burning or explosion, e.g. "Sprengel"-type explosives; Suspensions of solid component in a normally non-explosive liquid phase, including a thickened aqueous phase the components comprising a binary propellant
- C06B47/08—Compositions in which the components are separately stored until the moment of burning or explosion, e.g. "Sprengel"-type explosives; Suspensions of solid component in a normally non-explosive liquid phase, including a thickened aqueous phase the components comprising a binary propellant a component containing hydrazine or a hydrazine derivative
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B21/00—Nitrogen; Compounds thereof
- C01B21/082—Compounds containing nitrogen and non-metals and optionally metals
- C01B21/16—Hydrazine; Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B25/00—Compositions containing a nitrated organic compound
- C06B25/34—Compositions containing a nitrated organic compound the compound being a nitrated acyclic, alicyclic or heterocyclic amine
Definitions
- This invention relates to propellants and more particularly to oxidizers for slurry gun propellants.
- Slurry gun propellants should have high energy but cool burning characteristics. Energetic compounds with high oxygen content for oxidizing and high nitrogen content for cooling are desirable.
- an object of this invention is to provide a new energetic compound.
- Another object of this invention is to provide a new energetic oxidizer for slurry gun propellants.
- a further object of this invention is to provide an energic oxidizer which contributes to the cool burn characteristics of a slurry gun propellant.
- Yet another object of this invention is to provide a new method of preparing an energic oxidizer.
- Carbohydrazinium dinitrate H 2 NHNCONHNH 2 .2HNO 3
- carbohydrazide is the dinitric acid salt of carbohydrazide.
- the starting material carbohydrazide (Merck Index, 10th Ed., Compound No. 1787) is also known as carbonic dihydrazide (CAS Registry No. 497-18-7) and as carbazide (CRC Handbook of Chemistry and Physics, 59th Ed., Compound No. c136).
- Carbohydrazide has the formula H 2 NHNCONHNH 2 .
- the carbohydrazinium dinitrate is prepared be mixing each mole of carbohydrazide with 2 moles of nitric acid in an aqueous solution at room temperature preferably a slight molar excess, about 5 to 10 percent of nitric acid is used.
- the concentration of nitric acid in the reaction solution is preferably from about 20 percent (see example) to about 70 percent, with from 20 to 50 percent being more preferred.
- the process is completed in less than one hour.
- the product carbohydrazinium dinitrate (a white solid) is isolated by removing the water and excess nitric acid. If the initial acid concentration was 50 percent greater, the water and excess acid are removed at room temperature in a desiccator under vacuum.
- the water in excess of that which would have been required for a 50 percent acid solution may be removed at 35° C. to 45° C. under vacuum. The remaining water and excess acid are then removed at room temperature in a desiccator under vacuum. Attempts to remove all of the water at elevated (40° C.) temperature under vacuum resulted in a weight loss in the product. This is believed to be caused by a loss of nitric acid from the carbohydrazinium dinitrate.
- Carbohydrazinium dinitrate is an energetic compound which is useful as an oxidizer in slurry gun propellants. In addition to its high oxygen content, carbohydrazinium dinitrate contains a substantial amount of nitrogen and therefore contributes to lower the burn temperatures for slurry propellants.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Carbohydrazinium dinitrate, which is formed by adding 2 moles of nitric a (HNO3) to each mole of carbohydrazide (H2 NHNCONHNH2). This salt is useful as an oxidizer in slurry gun propellants.
Description
This invention relates to propellants and more particularly to oxidizers for slurry gun propellants.
Slurry gun propellants should have high energy but cool burning characteristics. Energetic compounds with high oxygen content for oxidizing and high nitrogen content for cooling are desirable.
Accordingly, an object of this invention is to provide a new energetic compound.
Another object of this invention is to provide a new energetic oxidizer for slurry gun propellants.
A further object of this invention is to provide an energic oxidizer which contributes to the cool burn characteristics of a slurry gun propellant.
Yet another object of this invention is to provide a new method of preparing an energic oxidizer.
These and other objects of this invention are accomplished by providing carbohydrazinium dinitrate and a method of preparation.
Carbohydrazinium dinitrate, H2 NHNCONHNH2.2HNO3, is the dinitric acid salt of carbohydrazide. The starting material carbohydrazide (Merck Index, 10th Ed., Compound No. 1787) is also known as carbonic dihydrazide (CAS Registry No. 497-18-7) and as carbazide (CRC Handbook of Chemistry and Physics, 59th Ed., Compound No. c136). Carbohydrazide has the formula H2 NHNCONHNH2.
The carbohydrazinium dinitrate is prepared be mixing each mole of carbohydrazide with 2 moles of nitric acid in an aqueous solution at room temperature preferably a slight molar excess, about 5 to 10 percent of nitric acid is used. The concentration of nitric acid in the reaction solution is preferably from about 20 percent (see example) to about 70 percent, with from 20 to 50 percent being more preferred. The process is completed in less than one hour. The product carbohydrazinium dinitrate (a white solid) is isolated by removing the water and excess nitric acid. If the initial acid concentration was 50 percent greater, the water and excess acid are removed at room temperature in a desiccator under vacuum. If the initial nitric acid concentration was less than 50 percent, the water in excess of that which would have been required for a 50 percent acid solution may be removed at 35° C. to 45° C. under vacuum. The remaining water and excess acid are then removed at room temperature in a desiccator under vacuum. Attempts to remove all of the water at elevated (40° C.) temperature under vacuum resulted in a weight loss in the product. This is believed to be caused by a loss of nitric acid from the carbohydrazinium dinitrate.
Carbohydrazinium dinitrate is an energetic compound which is useful as an oxidizer in slurry gun propellants. In addition to its high oxygen content, carbohydrazinium dinitrate contains a substantial amount of nitrogen and therefore contributes to lower the burn temperatures for slurry propellants.
The general nature of the invention having been set forth, the following example is presented as a specific illustration thereof. It will be understood that the invention is not limited to this specific example but is susceptible to various modifications that will be recognized by one of ordinary skill in the art.
In a 250 round-bottom flask, 9.0 g (0.1 mole) of carbohydrazide was dissolved in 50 ml of water. While the solution was stirred, 19.8 g (0.22 mole) of 70% nitric acid was added After the addition was completed, the mixture was stirred for 1 hour at room temperature. Next, the excess nitric acid and approximately 40 ml of water was removed at 40° C. under vacuum. The remaining solution was then cooled to room temperature and placed in a desiccator under vacuum until dry. The product was 20.6 g of a white crystalline material. The theoretical yield for carbohydrazinium dinitrate is 21.6 g and for carbohydrazinium mononitrate it is only 15.3 g.
Elemental analysis gave C, 5.54; H, 3.81; N, 35.75; and O, 49.81. Theoretical values for carbohydrazinium dinitrate, CH8 N6 O7, are C, 5.56; H, 3.73; N, 38.89; and O, 51.82. In contrast the theoretical values for carbohydrazinium mononitrate, CH7 N5 O4, are C, 7.84; H, 4.61; N, 45.74; and O, 41.80.
The yield and elemental analysis establish that the product was the di-substitute nitric acid salt and not the mono-substituted salt.
Obvious numerous modifications and variations of the present invention are possible in light of the above teachings. It is therefore to be understood that, within the scope of the appended claims, the invention may be practiced otherwise than as specifically described.
Claims (5)
1. Carbohydrazinium dinitrate.
2. A slurry gun propellant in which the improvement comprises using carbohydrazinium dinitrate as an oxidizer.
3. A process for preparing carbohydrazinium dinitrate comprising:
(1) contacting a mole of carbohydrazide with slightly more than 2 moles of nitric acid wherein the concentration of the nitric acid in water is from about 20 to about 70 percent; and
(2) isolating the product carbohydrazinium dinitrate.
4. The process of claim 3 wherein the concentration of nitric acid in water is from 20 to 50 percent.
5. The process of claim 3 wherein the product carbohydrazinium is isolated in step (2) by removing the water and excess nitric acid at room temperature in a desiccator under vacuum.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/379,034 USH787H (en) | 1989-07-12 | 1989-07-12 | Carbohydrazinium dinitrate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/379,034 USH787H (en) | 1989-07-12 | 1989-07-12 | Carbohydrazinium dinitrate |
Publications (1)
Publication Number | Publication Date |
---|---|
USH787H true USH787H (en) | 1990-06-05 |
Family
ID=23495542
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US07/379,034 Abandoned USH787H (en) | 1989-07-12 | 1989-07-12 | Carbohydrazinium dinitrate |
Country Status (1)
Country | Link |
---|---|
US (1) | USH787H (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6136224A (en) * | 1994-12-28 | 2000-10-24 | Daicel Chemical Industries, Ltd. | Gas generant |
-
1989
- 1989-07-12 US US07/379,034 patent/USH787H/en not_active Abandoned
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6136224A (en) * | 1994-12-28 | 2000-10-24 | Daicel Chemical Industries, Ltd. | Gas generant |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4450110A (en) | Azido nitramine | |
EP0066999B1 (en) | Process for co-nitrating trimethylolethane and diethylene glycol | |
JPH0741466A (en) | Production of 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane | |
USH787H (en) | Carbohydrazinium dinitrate | |
EP0624148A1 (en) | Process for forming a dinitramide salt or acid. | |
JPS54145395A (en) | Phosphazen oligomer production | |
US4614800A (en) | Synthesis of cyclic dinitramines useful as explosive and propellant ingredients, gas generants and in other ordnance applications | |
US4028410A (en) | Process of preparing 1,3-bis(2-chloroethyl)-1-nitrosourea | |
WO1988005038A1 (en) | Process for preparing 4,6-dinitroresorcinol | |
US4472311A (en) | Method of preparing 1,1,1-azidodinitro compounds | |
US5520757A (en) | Low vulnerability propellants | |
US2758132A (en) | Nitration of carbamate esters | |
US5659080A (en) | Synthetic method for forming ammonium dinitrammide (ADN) | |
CA2148352C (en) | Method of preparing hydrazine nitroform | |
US5482581A (en) | Low vulnerability propellant plasticizers | |
RU2147577C1 (en) | Method of preparing n-(2-nitroxyethyl)nicotineamide | |
US3926953A (en) | Process for producing 1,5-diacetyl-3,7-dinitro-1,3,5,7-tetraazacyclooctane | |
US3066009A (en) | Preparation of decaboranyl sodium | |
US3002012A (en) | Method for the preparation of normal lead styphnate | |
US5136041A (en) | Synthesis of 7-amino-4,6-dinitrobenzofuroxan | |
US3131997A (en) | Preparation of hydrazine perchlorate hemihydrate | |
US4193261A (en) | Method of oxidation of fuels with tetrafluorammonium bifluoride | |
US3006957A (en) | Process for preparation of bis(trinitroethyl)amine | |
US2683164A (en) | Preparation of 1, 2, 6-hexanetriol trinitrate | |
US3344167A (en) | Difluoraminoalkyl nitrates |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: UNITED STATES OF AMERICA, THE, AS REPRESENTED BY T Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNOR:COLLIGNON, STEVEN L.;REEL/FRAME:005145/0536 Effective date: 19890615 |
|
STCF | Information on status: patent grant |
Free format text: PATENTED CASE |