US1547815A - Explosive composition - Google Patents
Explosive composition Download PDFInfo
- Publication number
- US1547815A US1547815A US671752A US67175223A US1547815A US 1547815 A US1547815 A US 1547815A US 671752 A US671752 A US 671752A US 67175223 A US67175223 A US 67175223A US 1547815 A US1547815 A US 1547815A
- Authority
- US
- United States
- Prior art keywords
- guanidine
- explosive
- derivative
- explosive composition
- whole
- 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
Links
- 239000002360 explosive Substances 0.000 title description 14
- 239000000203 mixture Substances 0.000 title description 5
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 14
- 238000000034 method Methods 0.000 description 10
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 9
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 9
- 239000000126 substance Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 229910002651 NO3 Inorganic materials 0.000 description 3
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 235000011149 sulphuric acid Nutrition 0.000 description 3
- 125000003944 tolyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 2
- 150000002357 guanidines Chemical class 0.000 description 2
- 238000006396 nitration reaction Methods 0.000 description 2
- -1 nitrodiphenyl guanidine Chemical compound 0.000 description 2
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 1
- QRJZGVVKGFIGLI-UHFFFAOYSA-N 2-phenylguanidine Chemical compound NC(=N)NC1=CC=CC=C1 QRJZGVVKGFIGLI-UHFFFAOYSA-N 0.000 description 1
- AGUIVNYEYSCPNI-UHFFFAOYSA-N N-methyl-N-picrylnitramine Chemical group [O-][N+](=O)N(C)C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O AGUIVNYEYSCPNI-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- NRUQNUIWEUZVLI-UHFFFAOYSA-O diethanolammonium nitrate Chemical compound [O-][N+]([O-])=O.OCC[NH2+]CCO NRUQNUIWEUZVLI-UHFFFAOYSA-O 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 230000000802 nitrating effect Effects 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 1
- 125000006501 nitrophenyl group Chemical group 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C06B25/04—Compositions containing a nitrated organic compound the nitrated compound being an aromatic
Definitions
- the invention described herein may be guanidine with a suflicient amount of amixused by the Government, or any of its ture of nitric and sulphuric acids. Afterofficers or employees in prosecution of work a sufficient interval the whole is then poured 65 for the Government, or byany other person into a large volume of Water. A-yellovv subin the United States, without payment to stance separates from the liquid; the preme of any royalty thereon, in accordance cipitate: thus formed is recovered by filtrawith the act of March 3,1883. c, tion.' 5 i
- the subject matter of this-invention is an The composition of this substance has not 70 explosive composition.
- the primary object of our invention is the, not a single compound as it has so far been provision of an explosive Which W 11 g obtained but a mixture of isomers or even erate great power at the moment of eX- more distantly related compounds.
- the P108 0 1 yet W111 e sufiiclently lllsensltlve t0 substance probably consists essentially of 75 withstand all ordlnaryshocksheXanitro-diphenyl guanidine: I
- a further object is the establishment of a method by which such an explosive may I E be manufactured.
- V 5 The process ofvpreparing anexplosive which includes treating diphenyl guanidine with nitric and sulphuric acids, pouring the whole into water and separating the precipitater thus formed.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Patented July 28, 1925.
. a n l ii's e l; wfivzsrm s N 'FIC (wannabes-Tamar or MARCH 3. 1883 52 'sr'AnL. as; i
st ital ,Be. zit,known {fthat'1we, DEAN. M; 'J'Ao iviAN ofthemeth'o'ds-p-ursu ed'inthe t atnigrltof 55 5 Morris,,and State ofNew Jerseyfand Dover, planatory and inanimate tf epmts I ,re county of'Mo'rris, and State of New Jersey, h part vofthe sub"ect anterior this respectively, invented: an: Improvement in inve tio sf Explosivencornpositidns, of which the'fol- Un er' th' ,proc p y ua diiie, lowing is a specification. i
by which this substa" ce (symmetrical) isfriitrated by"treatiing the The invention described herein may be guanidine with a suflicient amount of amixused by the Government, or any of its ture of nitric and sulphuric acids. Afterofficers or employees in prosecution of work a sufficient interval the whole is then poured 65 for the Government, or byany other person into a large volume of Water. A-yellovv subin the United States, without payment to stance separates from the liquid; the preme of any royalty thereon, in accordance cipitate: thus formed is recovered by filtrawith the act of March 3,1883. c, tion.' 5 i The subject matter of this-invention is an The composition of this substance has not 70 explosive composition. yet been fully determined. It is probably The primary object of our invention is the, not a single compound as it has so far been provision of an explosive Which W 11 g obtained but a mixture of isomers or even erate great power at the moment of eX- more distantly related compounds. The P108 0 1 yet W111 e sufiiclently lllsensltlve t0 substance probably consists essentially of 75 withstand all ordlnaryshocksheXanitro-diphenyl guanidine: I A further object is the establishment of a method by which such an explosive may I E be manufactured. I I I I NH NH z With the foregoing and otherobjeots in I N6 N0 view my invention resides in the novel arrangement and combination of ingredients I I II and in the details of preparation hereinor a vdiphenyl guanidine having 7 or .8 hyafter describedand claimed, it being underdrogen atoms replaced by nitro groups as stood that changes in the precise embodiin the combination: 85 ment of the invention herein disclosed may I c o, No, he made within the scope of What is claimed i without departing from the spirit of the I invention. I i l I Experiments conducted with the phenyl V' I 0 and tolyl derivatives. of guanidine and their NO I I NO salts show that, by nitrating these deriva NH V 40 tives of guanidine or their salts, compounds 1 l N(NO1)LN(NO2) may be obtained which will have many de- I I l sirable explosive properties. The present 7 N02 invention then is intended to cover the use I I of these derivatives and the process by The substance as already obtained, how- 4 which they may be prepared. 1 ever, has been found to be slightly less sensi- Up to the present time the most satisl tive than tetryl and about more powerfactory substance treated has been diphenyl ful which makes it a highly valuable'exguanidine. Further experiments, however, plosive composition. with this and other phenyl and tolyl deriva- .The method pursued in treating the di- 50 tives is now being conducted and it is by no phenyl guanidine has been followed sucmeans intended to limit this invention to cessfully" in the treatment of other phenyl the preparation of an explosive from this andtolyl derivative of guanidine andtheir one substance alone. The process, however, salts and both the use of the substances formed by the nitration of these derivatives and the process pursued in their nitration is considered novel.
We claim: I 1. A new explosive embodying a nitrodiphenyl guanidine.
2. A new explosive embodying-a nitrophenyl derivative of guanidine.
3. A new explosive embodying a nitrotolyl derivative of guanidine.
4. A new explosive embodying a nitroaromatic derivative of guanidine.
. V 5. The process ofvpreparing anexplosive which includes treating diphenyl guanidine with nitric and sulphuric acids, pouring the whole into water and separating the precipitater thus formed.
Y '6. The process of preparing an explosive whichincludes treatinga phenyl derivative of guanidine with acids to nitrate the same,
pouring the whole into water and separating the precipitate thus formed.
'7. The process of preparing an explosive which includes treatlng a tolyl derivative of guanidine with acids to nitrate the same, pouring the whole into water and separating the precipitate thus formed. i
8. The process of preparing an explosive which includes treating an aromatic derivative of guanidine with nitric and sulphuric acids, pouring the whole into water and sepe arating the precipitate thus formed.
7 9. The process of preparing an explosive which includes treating an aromatic deriva tive of'guanidine with acids to nitrate the same, pouring the whole into water" and separating the precipitate thus formed.
DEAN M. JJACKMAN; ran-on on OLSEN.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US671752A US1547815A (en) | 1923-10-30 | 1923-10-30 | Explosive composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US671752A US1547815A (en) | 1923-10-30 | 1923-10-30 | Explosive composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1547815A true US1547815A (en) | 1925-07-28 |
Family
ID=24695743
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US671752A Expired - Lifetime US1547815A (en) | 1923-10-30 | 1923-10-30 | Explosive composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1547815A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2432975A (en) * | 1942-11-17 | 1947-12-16 | Dunlop Tire & Rubber Corp | Dinitroso-diphenyl guanidines |
| US2559085A (en) * | 1948-10-22 | 1951-07-03 | Honorary Advisory Council Sci | Preparation of n-substituted-n'-nitroguanidines |
-
1923
- 1923-10-30 US US671752A patent/US1547815A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2432975A (en) * | 1942-11-17 | 1947-12-16 | Dunlop Tire & Rubber Corp | Dinitroso-diphenyl guanidines |
| US2559085A (en) * | 1948-10-22 | 1951-07-03 | Honorary Advisory Council Sci | Preparation of n-substituted-n'-nitroguanidines |
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