USH787H - Carbohydrazinium dinitrate - Google Patents

Carbohydrazinium dinitrate Download PDF

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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
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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
Application number
US07/379,034
Inventor
Steven L. Collignon
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
US Department of Navy
Original Assignee
US Department of Navy
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by US Department of Navy filed Critical US Department of Navy
Priority to US07/379,034 priority Critical patent/USH787H/en
Assigned to UNITED STATES OF AMERICA, THE, AS REPRESENTED BY THE DEPARTMENT OF THE NAVY reassignment UNITED STATES OF AMERICA, THE, AS REPRESENTED BY THE DEPARTMENT OF THE NAVY ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: COLLIGNON, STEVEN L.
Application granted granted Critical
Publication of USH787H publication Critical patent/USH787H/en
Abandoned legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C06EXPLOSIVES; MATCHES
    • C06BEXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
    • C06B47/00Compositions 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
    • C06B47/02Compositions 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
    • C06B47/08Compositions 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
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B21/00Nitrogen; Compounds thereof
    • C01B21/082Compounds containing nitrogen and non-metals and optionally metals
    • C01B21/16Hydrazine; Salts thereof
    • CCHEMISTRY; METALLURGY
    • C06EXPLOSIVES; MATCHES
    • C06BEXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
    • C06B25/00Compositions containing a nitrated organic compound
    • C06B25/34Compositions 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.

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  • 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

BACKGROUND OF THE INVENTION
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.
SUMMARY OF THE INVENTION
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.
DESCRIPTION OF THE PREFERRED EMBODIMENT
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.
EXAMPLE
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)

What is claimed is:
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.
US07/379,034 1989-07-12 1989-07-12 Carbohydrazinium dinitrate Abandoned USH787H (en)

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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6136224A (en) * 1994-12-28 2000-10-24 Daicel Chemical Industries, Ltd. Gas generant

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6136224A (en) * 1994-12-28 2000-10-24 Daicel Chemical Industries, Ltd. Gas generant

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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

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