Патент USA US2410699код для вставки
Patented Nov. 5, 1946 2,410,699 UNITED STATES PATIE‘LN’I‘v OFFI'C E 2,410,699 CYCLOTRMETHYLENETMNITRAMN""“E RECOVERY Joseph A. Wyler, Allentown, Pa, assignor to Trojan Powder Company, Allentown, vPa. No Drawing. Application September 26, 1942, Serial No. 459,839 3 Claims. 1 (Cl. 260-248) 2 This invention relates in general to a process tion, the following ‘examples, in which all parts for the recovery of cyclo-trimethylenetrinitra mine from mixtures comprising cyclo-trimethyl are by weight, are given. Example 1 enetrinitramine and nitrotoluenes, and more particularly to the recovery of cyclo-trimethyl enetrinitramine from mixtures of cyclo-trimeth ylenetrinitra-mine and trinitrotoluene. 5 100 parts of a 50-50 mixture of cyclo-tr'imeth ylenetrinitramine and trinitrotoluene were dis solved in 560 parts of acetone at room tempera The principal object of my invention is to ture, the mixture ?ltered to remove any insolu recover both the cyclo-trimethylenetrinitramine ble foreign matter and the clear solution treated and the nitrotoluenes in valuable forms from the 10 with water, added in a, thin stream while the various types of ammunition used in warfare, in mixture was being stirred vigorously. When which cyclo-trimethylenetrinitramine is in inti mate contact with trinitrotoluene, dinitrotoluene, or mononitrotoluene or with any of these nitro about 450 parts of water had been added, the water-addition was discontinued and the'mixture stirred for half an hour or more additional. The toluenes and conditioning agents as para?in, 15 mixture was ?ltered and the cyclo-trimethylene graphite, alkali stearates, waxes and the like. trinitramine which had separated, washed on the At the present time mixtures of cyclo-trimeth ?lter with aqueous acetone (1-1), followed by ylenetrinitramine and trinitrotoluene are being water and dried. The weight of cyclo-trime'thyl used in anti-aircraft shells, torpedoes, anti-sub enetrinitramine obtained was 47 parts. marine bombs and for certain small-sized artil 20 The ?ltrate obtained as just described was lery pieces. These various compositions are treated with an excess of water, with stirring. amenable to my process. Also, mixtures of This precipitated the trinitrotoluene together cyclo-trimethylenetrinitramine, trinitrotoluene, aluminum and ammonium nitrate which are use with a small amount of cyclo-trimethylenetrini tramine. The mixture was ?ltered and the resi ful in bombs may advantageously be subjected to 25 due on the ?lter washer with water and dried. my process. The weight of this residue, which was fairly pure I have discovered that if an acetone solution of trinitrotoluene, was 53 parts. cyclo-trimethylenetrinitramine and a nitrotolu Example 2 ene is slowly treated with water, with thorough agitation of the mixture, that the cyclo-trimeth 100 parts of a 50-50 mixture of cyclo-trimeth ylenetrinitramine is the ?rst to separate. If the ylenetrinitramine and trinitrotoluene were dis water is added cautiously and the stirring made solved in 400 parts of acetone at 45° C. and this very turbulent the cyclo-trimethylenetrinitra mixture treated with water, at about 45° C., in mine will separate in a high state of purity and in essentially the same manner as described above. an excellent physical condition. The continued 35 In the present case about 375 parts of water were addition of the water causes the further precipi used to cause the separation of the'cyclo-tri tation of the cyclo-trimethylenetrinitramine and methylenetrinitramine. The yield of the latter ?nally, as more water is added, an oil-like prod was 49 parts. uct, instead of a crystalline, separates. Just Upon dilution and stirring of the ?ltrate with before this stage is reached it is best to ?lter oil an excess of Water the trinitrotoluene separated the cyclo-trimethylenetrinitramine crystals in in a yield of 51 parts of the dried material. order to prevent their contamination by this oily Similarly, I may e?ect a separation of cyclo product which is mainly a nitrotoluene-acetone trimethylenetrinitramine from admixture with water phase. In such cases where a. small dinitrotoluene or mononitrotoluene and it is to amount of this oily layer does separate the effect be understood that my process is applicable to upon the purity of the precipitated cyclo-tri -,mixtures comprising cyclo-trimethylenetrinitra methylenetrinitramine is negligible because this "mine and nitrotoluenes in which the cyclo-tri oily layer passes through the ?lter. The ?ltrate methylenetrinitramine content varies from a pre from the cyclo-trimethylenetrinitramine is treat dominant proportion to a minor proportion. ed with a large excess of water in the same man Consequently, it will be clear to a person skilled ner as described above and the precipitated nitro in this art that I may vary considerably the pro toluene separted by any suitable method, as ?ltra portion of acetone used to the weight of the mix tion for the trinitrotoluene and dinitrotoluene ture of cyclo-trimethylenetrinitramine and nitro and settling for the mononitrotoluene. toluene being treated and also the amount of In order to more clearly point out my inven 55 water used for the precipitations, the essential 2,410,699 and that the maximum amount of Water added is regulated by observing the beginning of the for mation of a liquid phase as described above. Although I prefer to use temperatures of about 25-30°. C. for the precipitation, temperatures as high as 60° C. are entirely practicable, particu I claim: 1. The process for the recovery of cycle-tri methylenetrinitramine from mixtures compris trinitrotoluene, which comprises treating such a mixture with an amount of acetone which is su?icient to dissolve the cyclo-trimethylenetri nitramine and the trinitrotoluene, ?ltering, add ing water slowly and in such an amount to the ?ltrate, with stirring, to effect the substantial precipitation of the cyclo-trimethylene trinitra 10 mine without the precipitation of any appreciable amount of trinitrotoluene from the solution and ?ltering off the precipitated cyclo-trimethylene ing essentially 'cyclo-trimethylenetrinitramine trim'tramine. 3. The process for the recovery of cyclo-tri~ and a nitrotoluene which comprises treating such a mixture with an amount of acetone which is » methylenetrinitramine from a mixture compris ing about 1 part of cyclo-trimethylenetrinitra mine to 1 part of trinitrotoluene which comprises dissolving about 1 part of said mixture in about sufficient to dissolve the cyclo-trimethylenetri nitramine and the nitrotoluene, ?ltering, adding water slowly and in such an amount to the ?l 6 parts of acetone, ?ltering, slowly addingr about trate, with stirring, to effect the substantial pre cipiation of the cyclo-trimethylenetrinitramine > methylenetrinitramine from mixtures comprising essentially cyclo-trimethylenetrinitramine and operations being that the water is properly added larly with the trinitrotoluene-cyclo-trimethyl enetrinitramine mixtures. a 4 3 20 4.5 parts of Water, with thorough stirring, ?lter amount of a nitrotoluene from the solution and ing 01f the precipitated cyclo-trimethylenetrini tramine, washing the latter with dilute acetone, ?ltering off the precipitated oyclo-trimethylene then with water and drying. without the precipitation of any appreciable trinitramine. 2. The process for the recovery of cyclo-tri 25 JOSEPH A.‘ WYLER.