DE458250C - Process for the production of sulphonic acids from the acidic components of high molecular weight aromatic hydrocarbons - Google Patents

Process for the production of sulphonic acids from the acidic components of high molecular weight aromatic hydrocarbons

Info

Publication number
DE458250C
DE458250C DEM66235D DEM0066235D DE458250C DE 458250 C DE458250 C DE 458250C DE M66235 D DEM66235 D DE M66235D DE M0066235 D DEM0066235 D DE M0066235D DE 458250 C DE458250 C DE 458250C
Authority
DE
Germany
Prior art keywords
molecular weight
high molecular
aromatic hydrocarbons
production
acidic components
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
Application number
DEM66235D
Other languages
German (de)
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.)
RIEBECKSCHE MONTANWERKE AG
Original Assignee
RIEBECKSCHE MONTANWERKE AG
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
Priority to DEM64578D priority Critical patent/DE386297C/en
Priority to DEM66228D priority patent/DE388546C/en
Application filed by RIEBECKSCHE MONTANWERKE AG filed Critical RIEBECKSCHE MONTANWERKE AG
Priority to DEM66235D priority patent/DE458250C/en
Priority to CH92141D priority patent/CH92141A/en
Priority to FR526967A priority patent/FR526967A/en
Priority to GB63/20A priority patent/GB137323A/en
Priority to GB5439/20A priority patent/GB148268A/en
Priority to GB5690/20A priority patent/GB147534A/en
Priority to GB5691/20A priority patent/GB148738A/en
Application granted granted Critical
Publication of DE458250C publication Critical patent/DE458250C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/62—Sulfonated fats, oils or waxes of undetermined constitution
    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C3/00—Tanning; Compositions for tanning
    • C14C3/02—Chemical tanning
    • C14C3/08—Chemical tanning by organic agents
    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C3/00—Tanning; Compositions for tanning
    • C14C3/02—Chemical tanning
    • C14C3/08—Chemical tanning by organic agents
    • C14C3/14—Fat tanning; Oil tanning
    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C3/00—Tanning; Compositions for tanning
    • C14C3/02—Chemical tanning
    • C14C3/08—Chemical tanning by organic agents
    • C14C3/18—Chemical tanning by organic agents using polycondensation products or precursors thereof
    • C14C3/20—Chemical tanning by organic agents using polycondensation products or precursors thereof sulfonated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Fats And Perfumes (AREA)

Description

Verfahren zur Herstellung von Sulfosäuren aus den sauren Bestandteilen hochmolekularer aromatischer Kohlenwasserstoffe. Das Hauptpatent 386 z97 betrifft ein Verfahren zur Herstellung von Sulfonsäuren schwefelhaltiger Derivate hochmolekularer aromatischer Kohlenwasserstoffe, welches dadurch gekennzeichnet ist, daß man die nach dem Verfahren des Patents 38o825 durch Einführung von Arylsulfogruppen in die sauren Bestandteile des Anthracenöls oder Weichpechs erhältlichen Ester nach den üblichen Methoden mit sulfonierenden Mitteln behandelt. Auf diese Weise werden Verbindungen erhalten, die sich vorzüglich als Gerbstoffe eignen.Process for the production of sulfonic acids from the acidic components high molecular weight aromatic hydrocarbons. The main patent 386 z97 concerns a process for the preparation of sulfonic acids containing sulfur-containing derivatives of high molecular weight aromatic hydrocarbons, which is characterized in that the according to the method of patent 38o825 by introducing aryl sulfo groups into the acidic components of anthracene oil or soft pitch available esters according to the conventional methods treated with sulfonating agents. In this way connections are made obtained, which are particularly suitable as tanning agents.

Es hat sich nun gezeigt, und das bildet- den Gegenstand der Erfindung, daß eine Veresterung mit Arylsulfochloriden, wie sie nach dem Verfahren des Hauptpatentes vorgenommen wird, nicht unbedingt erforderlich ist, sondern daß man auch sehr gut brauchbare Gerbstoffe schon dann erhält, wenn man die hochmolekularen alkahlöslichen Bestandteile des Anthracenöls bzw. '\'iTeic-hpechs als solche nach den üblichen Methoden sulfoniert.It has now been shown, and that forms the subject of the invention, that an esterification with aryl sulfochlorides, as they are according to the process of the main patent is not absolutely necessary, but that one is also very good Usable tannins are obtained by using the high-molecular, alkali-soluble ones Components of anthracene oil or '\' iTeic-hpechs as such according to the usual Methods sulfonated.

Beispiel. Schweres Anthracenöl oder die durch Vakuumdestillation aus diesem erhaltene Weichpechfraktion werden mit 8 bis i 5prozentiger Natronlauge ausgezogen, bis nichts mehr in die Lauge übergeht. Die sauren Bestandteile werden alsdann in bekannter Weise freigemacht.Example. Heavy anthracene oil or those made by vacuum distillation This soft pitch fraction obtained is extracted with 8 to i 5 percent sodium hydroxide solution, until nothing goes into the lye. The acidic components are then in as is known.

ioo kg der freien hochmolekularen Phenole werden mit ioo kg konzentrierter Schwefelsäure bei 3o bis 4o' C bis zur WasserMslichkeit behandelt. Das erhaltene Produkt ist eine braungelbe dicke Flüssigkeit, die leicht wasserlöslich ist und stark Leim fällt.100 kg of the free high molecular weight phenols become more concentrated with 100 kg Sulfuric acid treated at 3o to 4o 'C until water-soluble. The received Product is a brown-yellow thick liquid that is easily soluble in water and heavily glue falls.

Durch Patent 3o6 3¢i der 1z1. 28a ist ein Verfahren geschützt, nach welchem aromatische Kohlenwasserstoffe, wie Toluol, Naphthalin, Anthracen oder Phenanthren, durch Sulfonierung und gegebenenfalls Kondensation zu Sulfonsulfosäuren für Gerbzwecke nutzbar gemacht werden.By patent 3o6 3 ¢ i of 1z1. 28a is a procedure protected according to which aromatic hydrocarbons, such as toluene, naphthalene, anthracene or phenanthrene, by sulphonation and, if necessary, condensation to form sulphonic sulphonic acids for tanning purposes can be made usable.

Ebenso bildet ein Verfahren zur Herstellung von Gerbmitteln durch Sulfonierung vön Gemischen von Carbazol und Anthracen oder Gemischen, die diese Verbindungen enthalten, den Gegenstand eines älteren Patentes. Von diesen geschützten Verfahren unterscheidet sich das vorliegende dadurch, daß hier die hochmolekularen alkalilöslichen Anteile des Anthracenöls bzw. Weichpechs als Ausgangsstoffe dienen.A method for the production of tanning agents also forms through Sulphonation of mixtures of carbazole and anthracene or mixtures containing these Compounds contain, the subject of an earlier patent. Protected by these The present method differs in that here the high molecular weight alkali-soluble fractions of anthracene oil or soft pitch serve as starting materials.

Claims (1)

PATENTANSPRUCH Abänderung des durch Patent 386 297 geschützten -Verfahrens, darin bestehend, daß man hier die hochmolekularen alkalilöslichen Bestandteile des Anthracenöls oder Weichpechs ohne vorhergehende Veresterung mit Arylsulfonsäuren unmittelbar mit konzentrierter Schwefelsäure bis zur Wasserlöslichkeit behandelt.PATENT CLAIM Modification of the process protected by patent 386 297 , consisting in treating the high molecular weight alkali-soluble components of anthracene oil or soft pitch without prior esterification with aryl sulfonic acids directly with concentrated sulfuric acid until they are water-soluble.
DEM66235D 1918-12-24 1919-07-22 Process for the production of sulphonic acids from the acidic components of high molecular weight aromatic hydrocarbons Expired DE458250C (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
DEM64578D DE386297C (en) 1918-12-24 1918-12-25 Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons
DEM66228D DE388546C (en) 1918-12-24 1919-07-20 Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons
DEM66235D DE458250C (en) 1918-12-24 1919-07-22 Process for the production of sulphonic acids from the acidic components of high molecular weight aromatic hydrocarbons
CH92141D CH92141A (en) 1918-12-24 1919-12-19 Process for the production of an artificial tanning agent.
FR526967A FR526967A (en) 1918-12-24 1919-12-24 Process for the manufacture of artificial tanning substances and resulting industrial products
GB63/20A GB137323A (en) 1918-12-24 1920-01-02 Improved manufacture of artificial tanning substances
GB5439/20A GB148268A (en) 1918-12-24 1920-02-23 Improved process for the manufacture of artificial tanning substances
GB5690/20A GB147534A (en) 1918-12-24 1920-02-25 Improved process for the manufacture of artificial tanning substances
GB5691/20A GB148738A (en) 1918-12-24 1920-02-25 Improved process for the manufacture of artificial tanning substances

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
DE526967X 1918-12-24
DE137323X 1918-12-24
DEM64578D DE386297C (en) 1918-12-24 1918-12-25 Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons
DE147534X 1919-07-15
DE92141X 1919-07-19
DEM66228D DE388546C (en) 1918-12-24 1919-07-20 Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons
DE148738X 1919-07-21
DEM66235D DE458250C (en) 1918-12-24 1919-07-22 Process for the production of sulphonic acids from the acidic components of high molecular weight aromatic hydrocarbons

Publications (1)

Publication Number Publication Date
DE458250C true DE458250C (en) 1928-04-02

Family

ID=60410275

Family Applications (3)

Application Number Title Priority Date Filing Date
DEM64578D Expired DE386297C (en) 1918-12-24 1918-12-25 Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons
DEM66228D Expired DE388546C (en) 1918-12-24 1919-07-20 Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons
DEM66235D Expired DE458250C (en) 1918-12-24 1919-07-22 Process for the production of sulphonic acids from the acidic components of high molecular weight aromatic hydrocarbons

Family Applications Before (2)

Application Number Title Priority Date Filing Date
DEM64578D Expired DE386297C (en) 1918-12-24 1918-12-25 Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons
DEM66228D Expired DE388546C (en) 1918-12-24 1919-07-20 Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons

Country Status (4)

Country Link
CH (1) CH92141A (en)
DE (3) DE386297C (en)
FR (1) FR526967A (en)
GB (4) GB137323A (en)

Also Published As

Publication number Publication date
CH92141A (en) 1921-12-16
FR526967A (en) 1921-10-17
DE386297C (en) 1923-12-07
GB148268A (en) 1921-05-05
GB137323A (en) 1921-05-02
GB148738A (en) 1921-05-05
GB147534A (en) 1921-05-25
DE388546C (en) 1924-01-15

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