DE817958C - Process for the preparation of a condensation product - Google Patents

Process for the preparation of a condensation product

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Publication number
DE817958C
DE817958C DEP22769A DEP0022769A DE817958C DE 817958 C DE817958 C DE 817958C DE P22769 A DEP22769 A DE P22769A DE P0022769 A DEP0022769 A DE P0022769A DE 817958 C DE817958 C DE 817958C
Authority
DE
Germany
Prior art keywords
condensation product
sulfurylamide
preparation
formaldehyde
hydrochloric acid
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
DEP22769A
Other languages
German (de)
Inventor
Gerhard Dr Hecht
Hans Dr Henecka
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.)
Bayer AG
Elektrokemisk AS
Original Assignee
Bayer AG
Elektrokemisk AS
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
Application filed by Bayer AG, Elektrokemisk AS filed Critical Bayer AG
Priority to DEP22769A priority Critical patent/DE817958C/en
Application granted granted Critical
Publication of DE817958C publication Critical patent/DE817958C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/24—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with sulfonic acid amides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

(WiGBL S. 175)(WiGBL p. 175)

BUNDESREPUBLIK DEUTSCHLANDFEDERAL REPUBLIC OF GERMANY

GEGEBEN AMGIVEN ON

2 /. Dezember 19532 /. December 1953

DEUTSCHES PATENTAMTGERMAN PATENT OFFICE

PATENTSCHRIFTPATENT LETTERING

KLASSE 39c GRUPPE 12oiCLASS 39c GROUP 12oi

p 22769 IVc j39 c Dp 22769 IVc j39 c D

Dr. Hans Henedca, Wuppertal-Elberfeld und Dr. Gerhard Hecht, Wuppertal-VohwinkelDr. Hans Henedca, Wuppertal-Elberfeld and Dr. Gerhard Hecht, Wuppertal-Vohwinkel

sind als Erfinder genannt wordenhave been named as inventors

Farbenfabriken Bayer, LeverkusenPaint factories Bayer, Leverkusen

Es ist bereits \-orgeschlagen worden, Sulfurylamid mit Formaldehyd zu harzartigen Verbindungen umzusetzen. Als Kondensationsmittel werden hierbei schwache Säuren oder Alkalien angewandt.It has already been proposed to react sulfurylamide with formaldehyde to form resinous compounds. Weak acids or alkalis are used as condensation agents.

Es wurde nun gefunden, daß man zu einem neuartigen wertvollen Kondensationsprodukt gelangt, wenn man Sulfurylamid und Formaldehyd in starker wäßriger Mineralsäure, vornehmlich in Salzsäure oder Schwefelsäure, miteinander zur Reaktion bringt. Dabei tritt bereits bei Zimmertemperatur in kurzer Zeit Bildung eines in Wasser, in Alkalien und verdünnten Säuren schwerlöslichen feinkristallinen Kondensationsproduktes ein, das der Formel (C2H4O, K2 S)2 entspricht und mithin durch Kondensation von 2 Mol Formaldehyd mit einem Mol Sulfurylamid entstanden ist. Die neue Verbindung ist vermutlich in der Weise aufgebaut, daß zwei Sulfurylamidreste durch vier Methylenbrücken analog1 der Struktur des Hexamethylentetramins verknüpft sind. Das neue Kondensationsprodukt ist schwer loslich in Alkohol, Äther, Benzol undLigroin, mäßig löslich in Eisessig und Aceton. Durch Umkristallisieren aus Aceton erhält man feine Kristallenen, die sich beim Erhitzen auf 255 bis 2600 zersetzen. It has now been found that a novel, valuable condensation product is obtained if sulfurylamide and formaldehyde are reacted with one another in strong aqueous mineral acid, primarily in hydrochloric acid or sulfuric acid. A finely crystalline condensation product which is sparingly soluble in water, alkalis and dilute acids and which corresponds to the formula (C 2 H 4 O, K 2 S) 2 and therefore through the condensation of 2 mol of formaldehyde with one mol Sulfurylamide is formed. The new compound is presumably built up in such a way that two sulfurylamide residues are linked by four methylene bridges analogous to 1 of the structure of hexamethylenetetramine. The new condensation product is sparingly soluble in alcohol, ether, benzene and ligroin, and moderately soluble in glacial acetic acid and acetone. By recrystallization from acetone, fine crystal, which decompose upon heating to 255-260 0th

Eine besondere Ausführungsform der neuen Erfindung besteht darin, daß man nicht von Sulfurylamid und Formaldehyd, sondern von den harzartigen Umsetzungsprodukten derselben ausgeht und diese mit starken wäßrigen Mineralsäuren behandelt. A special embodiment of the new invention consists in the fact that one does not use sulfurylamide and formaldehyde, but rather comes from the resinous reaction products of the same and treated them with strong aqueous mineral acids.

Beispiel 1example 1

Zu einerLösung von iogSulfurylamid in 4ooccm konz, Salzsäure gibt man 25 g einer 3o°/oigen Formaldehydlösung. Bereits nach kurzer Zeit beginnt25 g of a 30% formaldehyde solution are added to a solution of iogsulfurylamide in 40 cm of conc. Hydrochloric acid. Starts after a short time

die Abscheidung eines feinkristallinen, farblosen Niederschlags, der sich rasch vermehrt. Nach 5stündigem Stehen wird abgesaugt, mit Wasser gewaschen und getrocknet. Ausbeute: 12 g.the deposition of a finely crystalline, colorless precipitate that multiplies rapidly. To 5 hours of standing is suctioned off, washed with water and dried. Yield: 12 g.

Zum gleichen Ergebnis gelangt man, wenn man an Stelle der Salzsäure mit 6o0/oiger Schwefelsäure arbeitet.The same result is obtained if cent sulfuric acid is carried out in place of the hydrochloric acid with 6o 0 /.

'Beispiel 2'Example 2

Eine Lösung von 10 g Sulfurylamid in 200 ecm konz. Salzsäure wird zu einer Auflösung von 6,3 g Paraformaldeyd in 200ecm konz. Salzsäure gegeben. Der in kurzer Zeit sich bildende kristalline Niederschlag wird nach sstündigem Rühren abgesaugt und wie im Beispiel 1 beschrieben verarbeitet.A solution of 10 g of sulfurylamide in 200 ecm of conc. Hydrochloric acid will dissolve 6.3 g Paraformaldehyde in 200 cm conc. Given hydrochloric acid. The crystalline precipitate that forms in a short time is filtered off with suction after stirring for hours and processed as described in Example 1.

Auch bei dieser Ausführungsform des Verfahrens kann man die konz. Salzsäure durch 6o°/oige Schwefelsäure ersetzen.In this embodiment of the method, too, the conc. Hydrochloric acid with 60% sulfuric acid substitute.

Claims (2)

Patentansprüche·.Claims ·. 1. Verfahren zur Darstellung eines Kondensationsproduktes, dadurch gekennzeichnet, daß man Sulfurylamid und mono- oder polymeren Formaldehyd in starken Mineralsäuren miteinander zur Einwirkung bringt.1. A method for the preparation of a condensation product, characterized in that sulfurylamide and mono- or polymeric formaldehyde in strong mineral acids together brings to action. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß starke Mineralsäuren auf harzartige Umsetzungsprodukte aus Sulfurylamid und Formaldehyd zur Einwirkungkommen.2. The method according to claim 1, characterized in that strong mineral acids resinous reaction products of sulfurylamide and formaldehyde to act. © 1925 10.51© 1925 10.51
DEP22769A 1948-11-26 1948-11-26 Process for the preparation of a condensation product Expired DE817958C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEP22769A DE817958C (en) 1948-11-26 1948-11-26 Process for the preparation of a condensation product

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEP22769A DE817958C (en) 1948-11-26 1948-11-26 Process for the preparation of a condensation product

Publications (1)

Publication Number Publication Date
DE817958C true DE817958C (en) 1953-12-21

Family

ID=7368885

Family Applications (1)

Application Number Title Priority Date Filing Date
DEP22769A Expired DE817958C (en) 1948-11-26 1948-11-26 Process for the preparation of a condensation product

Country Status (1)

Country Link
DE (1) DE817958C (en)

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