DE647036C - Process for the preparation of resinous condensation products from cyclic oxy compounds and acetylene - Google Patents

Process for the preparation of resinous condensation products from cyclic oxy compounds and acetylene

Info

Publication number
DE647036C
DE647036C DEI48116D DEI0048116D DE647036C DE 647036 C DE647036 C DE 647036C DE I48116 D DEI48116 D DE I48116D DE I0048116 D DEI0048116 D DE I0048116D DE 647036 C DE647036 C DE 647036C
Authority
DE
Germany
Prior art keywords
acetylene
condensation products
preparation
oxy compounds
resinous condensation
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
DEI48116D
Other languages
German (de)
Inventor
Dr Ernst Keyssner
Dr Walter Reppe
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI48116D priority Critical patent/DE647036C/en
Application granted granted Critical
Publication of DE647036C publication Critical patent/DE647036C/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
    • C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
    • C08G8/28—Chemically modified polycondensates
    • C08G8/30—Chemically modified polycondensates by unsaturated compounds, e.g. terpenes
    • 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
    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/34—Monomer units or repeat units incorporating structural elements in the main chain incorporating partially-aromatic structural elements in the main chain
    • C08G2261/342—Monomer units or repeat units incorporating structural elements in the main chain incorporating partially-aromatic structural elements in the main chain containing only carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Herstellung von harzartigen Kondensationsprodukten aus cyclischen Oxyverbindungen und Acetylen Gegenstand des Hauptpatents 642 886 ist ein Verfahren zur Herstellung von Kondensationsprodukten aus cyclischen Oxyverbindungen und Acetylen, bei dem auf ein- oder mehrwertige Oxyverbindungen der mono- oder poly-, iso- oder heterocyclischen Reihen oder deren Derivate oder Gemische solcher Verbindungen Acetylen in Gegenwart von organischen Zink- oder Cadmiumsalzen bei Temperaturen zwischen ioo und 3oo° unter Anwendung von Druck einwirken läßt.Process for the production of resinous condensation products cyclic oxy compounds and acetylene is the subject of main patent 642 886 a process for the preparation of condensation products from cyclic oxy compounds and acetylene, in which on mono- or polyvalent oxy compounds of the mono- or poly-, iso- or heterocyclic series or their derivatives or mixtures of such compounds Acetylene in the presence of organic zinc or cadmium salts at temperatures allowed to act between 100 and 300 ° with the application of pressure.

Es wurde nun gefunden, daß das Dioxydiphenylmetban und seine Alkylderivate, z. B. Dioxydiphenyldimethylmethan, Acetylen bei im übrigen gleichen Reaktionsbedingungen auch ohne Anwendung von erhöhtem Druck glatt anlagern. Man kann die Behandlung entweder in einem Schüttelgefäß oder im Turm vornehmen. Im ersteren Falle wird nur so viel Acetylen hinzugefügt, wie bei der Reaktion verbraucht wird. Beim Arbeiten im Turm kann ein lebhafter Acetylenstrom in das im Turm befindliche Reaktionsgut eingeleitet und das nicht absorbierte Acetylen wieder in den Turm zurückgeführt werden.It has now been found that the Dioxydiphenylmetban and its alkyl derivatives, z. B. Dioxydiphenyldimethylmethan, acetylene with otherwise the same reaction conditions deposit smoothly even without applying increased pressure. You can get treatment either in a shaker or in a tower. In the former case there will only be so much Acetylene added as consumed in the reaction. When working in the tower a vigorous stream of acetylene can be introduced into the reaction mixture located in the tower and the unabsorbed acetylene can be returned to the tower.

Die erhaltenen Produkte sind Harze, deren Erweichungspunkt von der Menge des angelagerten Acetylens abhängig ist. Sie unterscheiden sich nicht von den Produkten, die unter Anwendung von erhöhtem Druck hergestellt werden.The products obtained are resins with a softening point of Amount of the accumulated acetylene is dependent. They are no different from the products that are manufactured using increased pressure.

Beispiel i i5o g Dioxydiphenyldimethylmethan und 15 g Zinkacetat werden in einem Gefäß, das mit einem mit Acetylen gefüllten Vorratsbehälter in Verbindung steht, bei i8o bis igo° geschüttelt. Es werden in 70 Stunden .etwa 17 1 Acetylen aufgenommen. Das erhaltene Harz ist von brauner Farbe und besitzt einen Erweichungspunkt von 67°. Es löst sich in Toluol, Alkohol und Aceton.Example i i5o g Dioxydiphenyldimethylmethan 1 and 5 g of zinc acetate are agitated in a vessel which is filled with an acetylene storage vessel in conjunction with i8o to igo °. About 17 liters of acetylene are taken up in 70 hours. The resin obtained is brown in color and has a softening point of 67 °. It dissolves in toluene, alcohol and acetone.

In gleicher Weise -,vie das reine Dioxydiphenyldimethylmethan verhält sich das rohe Produkt, das man aus Phenol und Aceton mit starken Säuren als- Kondensationsmittel erhält.In the same way - how the pure Dioxydiphenyldimethylmethan behaves the raw Product made from phenol and acetone with strong Acids as condensation agents.

Beispiel 2 q.o g p, p'-Dioxydiphenylmethan werden wie in Beispiel i in Gegenwart von q. g Zinkacetat bei i8o bis igo° mit Acetylen behandelt. Es werden in 22 Stunden 4,25 1 Acetylen aufgenommen. Das erhaltene Harz ist dunkelrotbraun und besitzt nach dem Behandeln mit Bleicherde in benzolischer Lösung einen Erweicbungspunkt von i28°. Beispiel 3 5o g Dioxydiphenyldimethylmethan werden wie in Beispiel i in Gegenwart von 5 g Cadmiumacetat bei i 8o bis i 9o° mit Acetylen behandelt. Es werden in 34 Stunden 3 1 Acetylen verbraucht. Das erhaltene Harz ist braun und besitzt nach dem Behandeln mit Bleicherde in benzolischer Lösung einen Erweichungspunkt von io8°.Example 2 q.o g p, p'-dioxydiphenylmethane are as in example i in the presence of q. g zinc acetate treated with acetylene at 180 to 100 degrees. It will added 4.25 l of acetylene in 22 hours. The resin obtained is dark red-brown and has a softening point after treatment with fuller's earth in a benzene solution from i28 °. Example 3 50 g of dioxydiphenyldimethylmethane are as in Example i in Treated with acetylene in the presence of 5 g of cadmium acetate at i 8o to i 9o °. It will consumed 3 l of acetylene in 34 hours. The resin obtained is brown and has after treatment with fuller's earth in a benzene solution a softening point from io8 °.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von harzartigen Kondensationsprodukten aus cyclischen Oxyverbindungen und Acetylen gemäß dem Hauptpatent 642 886, dadurch gekennzeichnet, daß man Dioxydiphenylmethan bzw. seine Alkylderivate mit Acetylen in Gegenwart von organischen Zink- oder Cadmiumsalzen hier ohne Anwendung von Überdruck behandelt.PATENT CLAIM: Process for the production of resinous condensation products from cyclic oxy compounds and acetylene according to the main patent 642 886, thereby characterized in that one dioxydiphenylmethane or its alkyl derivatives with acetylene in the presence of organic zinc or cadmium salts here without the use of excess pressure treated.
DEI48116D 1933-10-15 1933-10-15 Process for the preparation of resinous condensation products from cyclic oxy compounds and acetylene Expired DE647036C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI48116D DE647036C (en) 1933-10-15 1933-10-15 Process for the preparation of resinous condensation products from cyclic oxy compounds and acetylene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI48116D DE647036C (en) 1933-10-15 1933-10-15 Process for the preparation of resinous condensation products from cyclic oxy compounds and acetylene

Publications (1)

Publication Number Publication Date
DE647036C true DE647036C (en) 1937-06-25

Family

ID=7192168

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI48116D Expired DE647036C (en) 1933-10-15 1933-10-15 Process for the preparation of resinous condensation products from cyclic oxy compounds and acetylene

Country Status (1)

Country Link
DE (1) DE647036C (en)

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