DE388546C - Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons - Google Patents

Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons

Info

Publication number
DE388546C
DE388546C DEM66228D DEM0066228D DE388546C DE 388546 C DE388546 C DE 388546C DE M66228 D DEM66228 D DE M66228D DE M0066228 D DEM0066228 D DE M0066228D DE 388546 C DE388546 C DE 388546C
Authority
DE
Germany
Prior art keywords
high molecular
molecular weight
aromatic hydrocarbons
production
acids containing
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
DEM66228D
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.)
Individual
Original Assignee
Individual
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
Application filed by Individual filed Critical Individual
Priority to DEM66228D priority patent/DE388546C/en
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 GB5691/20A priority patent/GB148738A/en
Priority to GB5690/20A priority patent/GB147534A/en
Application granted granted Critical
Publication of DE388546C publication Critical patent/DE388546C/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 Sulfonsäuren schwefelhaltiger Derivate hochmolekularer aromatischer Kohlenwasserstoffe. Das Hauptpatent 386297 betrifft ein Verfahren zur Herstellung von Sulfonsäuren der o-Arylsulfoderivate hochmolekularer aromatischer Kohlenwasserstoffe, die wertvolle gerbende Eigenschaften aufweisen, durch Behandeln dEr nach dem Verfahren des Patents 38o825 erhältlichen o-Arylsulfoderivate der sauren Bestandteile des Anthracenöls oder Weichpechs mit sulfonierenden Mitteln nach den üblichen Methoden.Process for the production of sulfonic acids containing sulfur-containing derivatives of high molecular weight aromatic hydrocarbons. The main patent 386297 relates to a process for the preparation of sulfonic acids of the o-arylsulfoderivatives of high molecular weight aromatic hydrocarbons, which have valuable tanning properties, by treating the o-arylsulfoderivatives of the acidic constituents of anthracene oil or soft pitch with sulfonating agents according to the usual methods Methods.

Es hat sich nun weiter gezeigt, daß sich dieselben Verbindungen auf dem umgekehrten Wege gewinnen lassen, indem man nämlich zunächst die sauren Bestandteile des Anthracenöls oder Weichpechs mit sulfonierenden Mitteln behandelt und dann die gebildeten Sulfonsäuren mit aromatischen Sulfochloriden in alkalischer Lösung verestert.It has now been shown that the same connections the opposite way, namely by first removing the acidic constituents the anthracene oil or soft pitch treated with sulfonating agents and then the The sulfonic acids formed are esterified with aromatic sulfochlorides in an alkaline solution.

Beispiel. ioo kg saure Bestandteile des Anthracenöls oder Weichpechs werden mit ioo kg hundertprozentiger Schwefelsäure bei 3o bis 4o° bis zur WasserIöslichkeit behandelt. ,Das Sulfonierungsgemisch wird in Wasser gelöst und mit Natronlauge neutralisiert. Durch Eindampfen und Kristaltisierenlassen wird ein großer Teil des Natriumsulfats entfernt. Die konzentrierte Lösung wird mit konzentrierter Natronlauge, entsprechend 28 kg konzentriertem NaOH, versetzt und mit einer Lösung von ioo bis iio kg p-Toluolsulfochlorid in Zoo 1 Benzol bei Zimmertemperatur verrührt, bis das gesamte Sulfochlorid verbraucht ist.Example. 100 kg of acidic components of anthracene oil or soft pitch are treated with 100 kg of 100% sulfuric acid at 3o to 4o ° until they are soluble in water treated. The sulfonation mixture is dissolved in water and neutralized with sodium hydroxide solution. A large part of the sodium sulphate is formed by evaporation and allowing to crystallize removed. The concentrated solution is made with concentrated sodium hydroxide, accordingly 28 kg of concentrated NaOH, mixed with a solution of 100 to 100 kg of p-toluenesulfonyl chloride Stir benzene in Zoo 1 at room temperature until all the sulfochloride is consumed is.

Diese Lösung ist alsdann nur schwach alkalisch. Sie enthält den Gerbstoff.This solution is then only weakly alkaline. It contains the tannin.

Die entstehenden Körper sind sehr leicht wasserlöslich und fällen stark Leim bei Gegenwart von Säure.The resulting bodies are very easily soluble in water and precipitate strong glue in the presence of acid.

Claims (1)

PATENT-ANSPRUCH: Abänderung des durch Patent 386297 geschützten Verfahrens zur Herstellung von Sulfonsäuren schwefelhaltiger Derivate hochmolekularer aromatischer Kohlenwasserstoffe, darin bestehend, daß man hier zunächst die in Alkali löslichen hochmolekularen sauren Bestandteile des Anthracenöls oder Weichpechs mit sulfonierenden Mitteln behandelt und dann die entstandenen Sulfonsäuren in alkalischer Lösung mit aromatischen Sulfochloriden verestert.PATENT CLAIM: Modification of the process protected by patent 386297 for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic Hydrocarbons, consisting in the fact that here, first of all, those that are soluble in alkali High molecular acidic components of anthracene oil or soft pitch with sulfonating Treated agents and then with the resulting sulfonic acids in alkaline solution esterified with aromatic sulfochlorides.
DEM66228D 1918-12-24 1919-07-20 Process for the production of sulphonic acids containing sulphurous derivatives of high molecular weight aromatic hydrocarbons Expired DE388546C (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
GB5691/20A GB148738A (en) 1918-12-24 1920-02-25 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

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
DE388546C true DE388546C (en) 1924-01-15

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 (1)

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

Family Applications After (1)

Application Number Title Priority Date Filing Date
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

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
GB148738A (en) 1921-05-05
GB137323A (en) 1921-05-02
DE386297C (en) 1923-12-07
GB148268A (en) 1921-05-05
CH92141A (en) 1921-12-16
DE458250C (en) 1928-04-02
FR526967A (en) 1921-10-17
GB147534A (en) 1921-05-25

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