PL818B1 - Method for producing trinitroreorcinol. - Google Patents
Method for producing trinitroreorcinol. Download PDFInfo
- Publication number
- PL818B1 PL818B1 PL818A PL81821A PL818B1 PL 818 B1 PL818 B1 PL 818B1 PL 818 A PL818 A PL 818A PL 81821 A PL81821 A PL 81821A PL 818 B1 PL818 B1 PL 818B1
- Authority
- PL
- Poland
- Prior art keywords
- acid
- resorcinol
- trinitroreorcinol
- producing
- nitric acid
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title description 3
- 238000000034 method Methods 0.000 claims description 7
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 229910017604 nitric acid Inorganic materials 0.000 claims description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- 238000013019 agitation Methods 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000000284 extract Substances 0.000 description 2
- 238000006396 nitration reaction Methods 0.000 description 2
- GQTHXQVZAKGYGN-UHFFFAOYSA-N 2,4-dihydroxybenzene-1,3-disulfonic acid Chemical compound OC1=CC=C(S(O)(=O)=O)C(O)=C1S(O)(=O)=O GQTHXQVZAKGYGN-UHFFFAOYSA-N 0.000 description 1
- 241001379910 Ephemera danica Species 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- IXHMHWIBCIYOAZ-UHFFFAOYSA-N styphnic acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C(O)=C1[N+]([O-])=O IXHMHWIBCIYOAZ-UHFFFAOYSA-N 0.000 description 1
Description
W literaturze znanych jest juz kilka spo¬ sobów wytwarzania, trójinitrofrezoricyny.Jeden sposób polega na tern, ze poddaje sie nitrowaniu wyciag draewa peLrnambuiko'- wego (patrz. Annaien, tam 44, str. 148). Tak¬ ze inne maiterjaly roslinne i wyciagi tworza przy oddzialywaniu kwasu azotowego' trój- nitrorezorcyne (Will & Botitgeir, Annaien, 52, 269, 298, (1848), Eidmann, Annaien 60, 245 (1846), Boitfe Annaien 72, 311 (1849), Stenhomse Annaien 141,224 (1866), Gorup Antnalen 183,836 (1876).WsizyjSitkiiie powyzsze roslinne siuirowce nie moga byc stonowane do technicznego' wy¬ robu trójnlitrorezorcyny z powodu ich wyso¬ kiej ceny i malych wydajnosci.Najwiecej nadaje sie do wyrobu trójni- trorezrOrcyny isaima rezorcyna.Mórz & Zetter (patrz Berlchte der Daut- schen CheinJfechani 'GeBellisiahaft 12.681,2037 rocznik 1869), Stenhoiuse (Jahreisberidite d.Ch. rocznik 1871) i Escaier (Nitrospreng- sitOiffe 1915, :S!tr. 184) wyrabiaja trójniltroire- • zorcyne z rezorcyny. Najprostszy sposób po- lega wobec tego na wytwarzaniu poprzez kwas dwusnlilotn!owy rezorcyny.Merz & Zeititer podaja, ze temperatura podczas nitrowania nie powinna przekra¬ czac 10^12° C, dodaja orni! wode do kwasu aizoitowego, azeby uregulowac reakcje.Znaleizfono, ze trójnitnorezorcyne wyra¬ biac mozna z dobrym wynikiem z kwasu dwusulf on owego rezorcyny, jezeli nitruje sie kwas sulfonowy, zawierzony w sitezonym kwasie siarczanym, bezposredniio wysoko¬ procentowym kwasem azotowym (90°/0 do100%) i przyteni podwyzsza sie temperature az do 30—80°.Takiego wyniku nie mozna, sie bylo spo¬ dziewac wedlug danych liteotury. Merz & Zeititer podaja, ze przy nitrowaniu diaicetylo- rezorcyny moze przy wyziszej temperaturze nastapic calkowity rozklad trójnitroreziOircy- ny przy wytwarzaniu sie kwasu weglowego i kwasu szczawiowego.Nastepnie nie mozna bylo przewidziec, ze mozna bedzie proces ten przeprowadzac technicznie na wieksza skale oraz ze ftiozna bedzie powstajaca trój,nitroirezorcyine otrzy¬ mac w postaci, dozwalajacej laitwe odwiro¬ wanie lub odsacz/anie. W dziele Escales Ni- trosprengstoiffe 1915 i Stetitbaicher Schiess"- und Sprengstoffe 1919 podano tylko jeden sposób, polegajacy na rozpustziczeinliiu rezor¬ cyny w stezonym kwasie azotowym i wlo¬ zeniu do ziknnego kwasu siaraziainego, a o 'sposobie Merz^a & Zettera wEinianko^- wano tylko pobocznie. PL PLSeveral methods are already known in the literature for the preparation of trinitrofresoricin. One method is to nitrate an extract of peLrnambuiko drake (see Annaien, ibid. 44, p. 148). Also, other plant maiterials and extracts are formed by the action of nitric acid 'trinitroreorcinol (Will & Botitgeir, Annaien, 52, 269, 298, (1848), Eidmann, Annaien 60, 245 (1846), Boitfe Annaien 72, 311 ( 1849), Stenhomse Annaien 141, 224 (1866), Gorup Antnalen 183, 836 (1876). VillageSitki and the above plant juices cannot be subdued for the technical production of three-liter resorcinol because of their high price and low yield. Trorezrcins isaima resorcinol. Seas & Zetter (see Berlchte der Dautshen CheinJfechani 'GeBellisiahaft 12.681.2037 year 1869), Stenhoiuse (Jahreisberidite d.Ch. vintage 1871) and Escaier (Nitrospreng- sitraiffe 1915), triniltroire- • zorcinol from resorcinol. The simplest method is therefore to produce resorcinol via bisnilic acid. Merz & Zeititer reports that the temperature during nitration should not exceed 10-12 ° C, they add oranges to aisoitic acid. to u It has been found that trinitrin resorcinol can be produced with good results from resorcinol disulfonic acid if the sulfonic acid contained in sitezinated sulfuric acid is nitrated directly with high percentage nitric acid (90 ° / 0 to 100%) and increased The temperature is up to 30-80 °. Such a result cannot be achieved, it was expected according to the data of the literature. Merz & Zeititer report that during the nitration of diaicetyl-resorcinol, at higher temperatures, complete decomposition of trinitroreticine may occur in the production of carbonic acid and oxalic acid. Then it could not be predicted that this process could be technically carried out on a larger scale and that the resulting tri-nitroresorcinol is obtained in a form that allows easy centrifugation or drainage. In the work of Escales Nitrosprengstoiffe 1915 and Stetitbaicher Schiess "- und Sprengstoffe 1919, only one method is given, which consists in dissolving resorcinol in concentrated nitric acid and putting sulfuric acid into the liquid sulfate acid, and in the Zetter Merzine & Zetter method. only ancillary. PL PL
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL818B1 true PL818B1 (en) | 1924-11-29 |
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