DE237396C - - Google Patents
Info
- Publication number
- DE237396C DE237396C DENDAT237396D DE237396DA DE237396C DE 237396 C DE237396 C DE 237396C DE NDAT237396 D DENDAT237396 D DE NDAT237396D DE 237396D A DE237396D A DE 237396DA DE 237396 C DE237396 C DE 237396C
- Authority
- DE
- Germany
- Prior art keywords
- oxynaphthalene
- sulfonic acid
- yield
- sodium
- naphthalene
- 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.)
- Active
Links
- 239000002253 acid Substances 0.000 claims description 5
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 10
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229960000583 Acetic Acid Drugs 0.000 description 1
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N Ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- -1 alkali metal salts Chemical class 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000001187 sodium carbonate Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 230000001180 sulfating Effects 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
Vr 237396 KLASSE 12 #. GRUPPEVR 237396 CLASS 12 #. GROUP
Verfahren zur Darstellung der l-Oxynaphtalin-2-sulfosäure.Process for the preparation of l-oxynaphthalene-2-sulfonic acid.
Patentiert im Deutschen Reiche vom 22. Juli 1910 ab.Patented in the German Empire on July 22, 1910.
Die i-Oxynaphtalin-2-sulfosäure ist bisher auf einem technisch nicht gangbaren Wege durch Sulfieren von i-Naphtol in Eisessiglösung hergestellt worden (Conrad und Fischer, Ann. 273 [1893], S. 107). Ferner wurde sie durch Behandeln von i-Naphtol mit Schwefelsäuremonohydrat bei 60 bis 700 mit einer Ausbeute von etwa 50 Prozent erhalten (Ber. 30 [1897], S. 1457)-The i-oxynaphthalene-2-sulfonic acid has hitherto been produced in a technically impracticable way by sulfating i-naphtol in glacial acetic acid solution (Conrad and Fischer, Ann. 273 [1893], p. 107). It was also obtained by treating i-naphtol with sulfuric acid monohydrate at 60 to 70 ° with a yield of about 50 percent (Ber. 30 [1897], p. 1457) -
Es wurde nun gefunden, daß die genannte Oxynaphtalinsulfosäure sich in einfacher und technisch ausführbarer Weise und noch höherer Ausbeute dadurch erhalten läßt, daß man die Alkalisalze der i-Oxynaphtalin-4-monosulfosäure oder der i-Oxynaphtalin-2 · 4-disulfosäure bei Gegenwart eines geeigneten Verdünnungsmittels auf höhere Temperatur erhitzt.It has now been found that the said oxynaphthalene sulfonic acid is simple and Technically feasible manner and even higher yield can be obtained by the Alkali salts of i-oxynaphthalene-4-monosulfonic acid or i-oxynaphthalene-2 · 4-disulfonic acid in the presence of a suitable diluent heated to a higher temperature.
In den Annalen 273 [1893], S. in, ist schon kurz erwähnt, daß beim Erhitzen des trocke-In the Annalen 273 [1893], p. In, is already briefly mentioned that when the dry
ao nen Kaliumsalzes der i-Oxynaphtalin-2 · 4-disulfosäure die i-Oxynaphtalin-2-sulfosäure erhalten wird, doch ist über die dabei erzielte Ausbeute nichts angegeben. Nach den Versuchen der Erfinderin ist die Ausbeute so schlecht, daß die bekannte Methode zur technischen Darstellung der i-Oxynaphtalin-2-sulfosäure nicht in Frage kommen kann.ao NEN potassium salt of i-oxynaphthalene-2 · 4-disulfonic acid the i-oxynaphthalene-2-sulfonic acid is obtained, but is beyond that achieved Yield not stated. According to the inventor's experiments, the yield is like this bad that the known method for the technical preparation of i-oxynaphthalene-2-sulfonic acid out of the question.
100 Teile i-oxynaphtalin-4-sulfosaures Natrium werden mit 200 Teilen Naphtalin 3 bis 4 Stunden auf 160 bis 170° erhitzt; das Naphtalin wird darauf mit Wasserdampf abgeblasen und durch Einengen der Lösung das i-oxynaphtalin-2-sulfosaure Natrium gewonnen. Die Ausbeute beträgt 70 Prozent.100 parts of i-oxynaphthalene-4-sulfonic acid sodium are heated to 160 to 170 ° with 200 parts of naphthalene for 3 to 4 hours; the Naphthalene is then blown off with steam and, by concentrating the solution, the Obtained i-oxynaphthalene-2-sulfonic acid sodium. The yield is 70 percent.
100 Teile i-oxynaphtalin-2 · 4-disulfosaures Natrium werden mit 200 Teilen Naphtalin 3 bis 4 Stunden auf 160 bis 1700 erhitzt, das Naphtalin mit Wasserdampf abgeblasen, etwas Natriumcarbonat zugesetzt und durch Einengen das i-oxynaphtalin-2-sulfosaure Natrium gewonnen. Ausbeute 79 Prozent.100 parts of i-oxynaphtalin-2 · 4-disulfosaures sodium are heated with 200 parts of naphthalene 3 to 4 hours at 160 to 170 0, blown off the naphthalene with steam, some of sodium carbonate and recovered by concentration, the i-oxynaphtalin-2-sulphonic sodium . 79 percent yield.
An Stelle der Natriumsalze können auch andere Alkalisalze der genannten Säuren und an Stelle von Naphtalin andere Verdünnungsmittel, wie Paraffin oder Benzoesäureäthylester, verwendet werden.Instead of the sodium salts, it is also possible to use other alkali metal salts of the acids mentioned and Instead of naphthalene, other diluents, such as paraffin or ethyl benzoate, be used.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE237396C true DE237396C (en) |
Family
ID=497004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT237396D Active DE237396C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE237396C (en) |
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0
- DE DENDAT237396D patent/DE237396C/de active Active
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