US1691955A - Explosive - Google Patents

Explosive Download PDF

Info

Publication number
US1691955A
US1691955A US184181A US18418127A US1691955A US 1691955 A US1691955 A US 1691955A US 184181 A US184181 A US 184181A US 18418127 A US18418127 A US 18418127A US 1691955 A US1691955 A US 1691955A
Authority
US
United States
Prior art keywords
explosive
nitroisobutyl
glycol
nitrate
compound
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.)
Expired - Lifetime
Application number
US184181A
Inventor
Frank H Bergeim
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to US184181A priority Critical patent/US1691955A/en
Application granted granted Critical
Publication of US1691955A publication Critical patent/US1691955A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/39Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups
    • C07C205/40Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups and esterified hydroxy groups bound to acyclic carbon atoms of the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Patented Nov. 20,1928.
UNITED STATES PATENT OFFICE.
FRANK H. IBERGEIM, F WOODBUBY, NEW JERSEY, ASSIGNOR TO E. I. DU PON'I. DE NEMOURS & COMPANY, OF WILMINGTON, DELAWAIBE, A CORPORATION OF DELA- WARE.
No Drawing.
This invention relates to explosives and particularly relates to a process of producing an explosive compound comprising a branched chain hydrocarbon to which are attached two nitrate (ONO groups and one nitro (NO group, to the product thereof, and to an explosive containing such product. The major objects of the invention are the provision of such a process, product, and explosive.
In detail the invention relates to nitroisobutyl glycol dinitrate,
1 a new explosive oil with properties closely resembling those of nitroglycerine and nitroisobutyl glycerine. Nitroisobutyl glycol has the advantage over nitroisobutyl glycerine of being much less viscous and hence much easier to handle in the nitrating and separating equipment. In the case of the new compound the tendency to form a permanent emulsion, in the process of washing with dilute alkali, is much less pronounced than in the case of nitroisobutyl glycerine, thus making purification and stabilization easier than in the case of the latter explosive.
I am aware that explosives containing in one compound a combination of nitro and nitrate groups have been known for some time. Nitroisobutyl glycerine trinitrate,
no cwu ouog first prepared by Hofwimmer (Zeit. f.
Schiess. und Spreng. 1912, p. 43) is an example of this type of explosive. Its preparation involves the nitration of a trihydroxy alcohol containing a nitro group. I have found that a glycol containing a nitro group may be nitrated with mixed acid in a similar manner to give an explosive of great strength. I prefer to use nitroisobutyl glycol 011 c (N02) (0H),.
45 As an example of the invention, but not in restriction thereof, I give the following for the production of nitroisobutyl glycol dinitrate:-Add nitroisobutyl glycol to a mixed acid of approximately 40% nitric acid and sulfuric acid (by weight) nxrnosrvn. Application filed April 15, 1927. Serial No. 184,181.
keeping the temperature at 5 to 10 C. The exploslve separates readily on the surface of the waste ac d as an oil and is then drawn off and neutralized. in the usual manner, using a dilute alkaline solution. The explo- 55 s ve thus prepared' is an oil having a specific gravity of about 1.5. A nitrometer determination for nitrate nitrogen in the exploslve gives a value very near to the theoretlcal for nitroisobutyl glycol dinitrate m (12.45% N).
Although nitroisobutyl glycol is particularly referred to in the above example, it is to be understood that other branched chain hydrocarbons may be used, for instance,'nig5 troisoamyl glycol onion OHlCHa- -NOz Hr-OH or 1, 2, 3, trimethyl 2 nitro propane diol 1-3 our-011011 cm- HOH Parts b ei N itroisobutyl glycol dinitrate SLY l 5 Glycerine trinltrate 15 Sodium nitrate v56 Wood meal 13 Chalk 1 The new explosive compound may be used wholly or in part as a substitute for such ex- I plosives as tetranitrodiglycerine, nitroglycol, glycerine chlorhydrin dinitrate or nitro sugars. It may also be used in conjunction with nitrocellulose to form a gelatinized explosive, or with various oxidizing salts such r as potassium nitrate, ammonium nitrate, or branched chain glycol nitrate ester to which ammomum perchlorate to make a dynamite. is attached a nitro group.
I may also use an of the recognized carbo- 3. An explosive compound comprising a naceous combustib es in carrying out my inbranched chain glycol dinitrate ester to which 5 vention. is attached 9. nitro group. 18
I claim: 4. As a new chemical compound, nitroiso 1. An explosive compound comprising a, butyl glycol dinitrate. branchedchain hydrocarbon to which is at- In testimony whereof I aflix my signature. tached a nitro group and two nitrate groups. I 10 2. An explosive compound comprising a FRANK H. BERGEIM.
US184181A 1927-04-15 1927-04-15 Explosive Expired - Lifetime US1691955A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US184181A US1691955A (en) 1927-04-15 1927-04-15 Explosive

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US184181A US1691955A (en) 1927-04-15 1927-04-15 Explosive

Publications (1)

Publication Number Publication Date
US1691955A true US1691955A (en) 1928-11-20

Family

ID=22675868

Family Applications (1)

Application Number Title Priority Date Filing Date
US184181A Expired - Lifetime US1691955A (en) 1927-04-15 1927-04-15 Explosive

Country Status (1)

Country Link
US (1) US1691955A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2683165A (en) * 1947-06-25 1954-07-06 Us Sec War Hydroxyalkyl alkylene dinitramines and the corresponding nitrate esters
US2709130A (en) * 1953-06-26 1955-05-24 Trojan Powder Co Blasting explosives
US2978484A (en) * 1951-01-06 1961-04-04 Aerojet General Co 2, 2-dinitropropane-1, 3-dinitrate
WO2014205029A1 (en) * 2013-06-18 2014-12-24 Aerojet Rocketdyne, Inc. Gas generator and reactant that include nitroalcohol

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2683165A (en) * 1947-06-25 1954-07-06 Us Sec War Hydroxyalkyl alkylene dinitramines and the corresponding nitrate esters
US2978484A (en) * 1951-01-06 1961-04-04 Aerojet General Co 2, 2-dinitropropane-1, 3-dinitrate
US2709130A (en) * 1953-06-26 1955-05-24 Trojan Powder Co Blasting explosives
WO2014205029A1 (en) * 2013-06-18 2014-12-24 Aerojet Rocketdyne, Inc. Gas generator and reactant that include nitroalcohol

Similar Documents

Publication Publication Date Title
US3356547A (en) Water-in-oil explosive emulsion containing organic nitro compound and solid explosive adjuvant
US1691955A (en) Explosive
US1936020A (en) Method of nitrating organic substances
US2330112A (en) Nitroethyl nitrate derivative
US2709130A (en) Blasting explosives
US1640712A (en) Acceleration of gelatinization of cellulose nitrate
US1883045A (en) Explosive composition
US1620714A (en) Triazo-nitrate explosives and process of producing the same
US1307032A (en) Jacob barab
US2683164A (en) Preparation of 1, 2, 6-hexanetriol trinitrate
US2406573A (en) Explosive and process of making
US1883044A (en) Explosive composition
US1962172A (en) Process of nitrating quebrachitol
US1686344A (en) Diethylene glycol dinitrate and process of preparing same
US1630578A (en) Nitroglucoside explosive
US1922123A (en) Inulin nitrate and method of producing
US1485003A (en) Fist available cop
US1206223A (en) Process of making glycol dinitrate for explosive uses.
US1637726A (en) bebgsiai
US2195551A (en) Explosive
US1751064A (en) Explosive and process of manufacture
US1792515A (en) Nitrated esters of polyhydric alcohols
US1560427A (en) Explosive and process of making same
US2033198A (en) Explosive
US2079792A (en) Explosive mixture containing tetraacetate of pentaerythrite