CH135387A - Process for the preparation of a condensation product of a phenol and a hydroaromatic ring ketone. - Google Patents

Process for the preparation of a condensation product of a phenol and a hydroaromatic ring ketone.

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Publication number
CH135387A
CH135387A CH135387DA CH135387A CH 135387 A CH135387 A CH 135387A CH 135387D A CH135387D A CH 135387DA CH 135387 A CH135387 A CH 135387A
Authority
CH
Switzerland
Prior art keywords
condensation product
phenol
preparation
ring ketone
hydroaromatic ring
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
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
Publication of CH135387A publication Critical patent/CH135387A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Yeriahren    zur Darstellung eines Kondensationsproduktes aus einem Phenol und einem  hydroaromatischen     Ringketon.       Vorliegendes Patent bezieht sich auf ein  Verfahren zur Darstellung eines neuen Kon  densationsproduktes der Formel       CIH11-C1H4-OH,     dadurch gekennzeichnet, dass man das im  schweizerischen Patent Nr. 134095 beschrie  bene dreikernige Kondensationsprodukt aus  Phenol und     Oyklohexanon    auf höhere Tem  peraturen erhitzt.  



  Das so erhaltene     Hexahydro-4-oxy-diphe-          nyl    zeigt die in der Literatur beschriebenen  Eigenschaften     (Wuyts,    Bulletin de la     Soe.          Chim.    de     Belg.,        vol.    26, 304).    <I>Beispiel 1:</I>  75 kg 4 .     4'-Dioxy        diphenyl-1    .     1'-cyklo-          hexan    und 20 kg wasserfreies Chlorzink  werden in einem Rührkessel geschmolzen.  Bei etwa 200" tritt lebhaftes Sieden ein,  während die Schmelze eine tiefblau violette  Färbung annimmt. Hierbei geht ein unter    gewöhnlichem Druck bei<B>1800</B> siedendes  Destillat über.

   Der Rückstand wird zur  Entfernung des Chlorzinks mit verdünnter  Salzsäure ausgezogen, dann mit Natronlauge  heiss gelöst. Auf Zusatz von Kochsalz oder  überschüssiger Lauge scheidet sich ein in  breiten perlmutterglänzenden Kristallen aus  fallendes schwer lösliches     Natriumsalz    aus,  aus welchem durch Ansäuern und     Umkri-          stallisieren    aus Benzol und Benzin oder ver  dünntem Spiritus der in schneeweissen Nadeln  vom Schmelzpunkt 128-129   kristallisie  rende     Phenolkörper    erhalten wird.

           Beispiel   <I>2:</I>  150 kg     4.4'-Dioxydiphenyl-1.1'-cyklo-          hexan    werden auf 200   erhitzt und durch  die Schmelze ein Strom von trockenem Salz  säuregas hindurchgeleitet. Es beginnt sogleich  ein lebhaftes, in der Vorlage erstarrendes  Destillat überzugehen. Der Rückstand wird      darauf im Vakuum destilliert und ein zwi  schen etwa     180-2W1    siedendes, beim Ab  kühlen rasch erstarrendes Destillat aufge  fangen. Durch     Umkristallisieren    aus Benzin  oder Benzol erhält man schneeweisse, stern  förmig gruppierte lange     Nädelchen    vom  Schmelzpunkt 128-129  .



      Yeriahren to represent a condensation product of a phenol and a hydroaromatic ring ketone. The present patent relates to a process for the preparation of a new condensation product of the formula CIH11-C1H4-OH, characterized in that the trinuclear condensation product of phenol and cyclohexanone described in Swiss Patent No. 134095 is heated to higher temperatures.



  The hexahydro-4-oxy-diphenyl obtained in this way shows the properties described in the literature (Wuyts, Bulletin de la Soe. Chim. De Belg., Vol. 26, 304). <I> Example 1: </I> 75 kg 4. 4'-dioxy diphenyl-1. 1'-cyclohexane and 20 kg of anhydrous zinc chloride are melted in a stirred kettle. At around 200 ", vigorous boiling occurs, while the melt takes on a deep blue-violet color. Here, a distillate boiling under normal pressure at <B> 1800 </B> passes over.

   To remove the zinc chloride, the residue is extracted with dilute hydrochloric acid and then dissolved with hot sodium hydroxide solution. Upon addition of table salt or excess lye, a sparingly soluble sodium salt precipitates in broad pearlescent crystals, from which acidification and recrystallization from benzene and gasoline or diluted alcohol give the phenolic body crystallizing in snow-white needles with a melting point of 128-129 becomes.

           Example <I> 2: </I> 150 kg of 4,4'-dioxydiphenyl-1,1'-cyclohexane are heated to 200 and a stream of dry hydrochloric acid gas is passed through the melt. A lively distillate that solidifies in the original begins immediately. The residue is then distilled in vacuo and a distillate which boils between about 180-2W1 and which quickly solidifies on cooling is collected. By recrystallizing from gasoline or benzene, snow-white, star-shaped, long needles with a melting point of 128-129 are obtained.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen Kondensationsproduktes der Formel CsHil-Cc,H4-OH, dadurch gekennzeichnet, dass man das im schweizerischen Patent Nr. 134095 beschrie bene dreikernige Kondensationsprodukt aus Phenol und Oykloheganon auf höhere Tem peraturen erhitzt. Das so erhaltene Hegahydro-4-ogy-diphe- nyl zeigt die in der Literatur beschriebenen Eigenschaften (Wuyts, Bulletin de la Soc. Chim. de Belg., vol. 26, page 304.) <B>UNTERANSPRÜCHE:</B> 1. PATENT CLAIM: Process for the preparation of a new condensation product of the formula CsHil-Cc, H4-OH, characterized in that the trinuclear condensation product of phenol and oykloheganone described in Swiss Patent No. 134095 is heated to higher temperatures. The hegahydro-4-ogy-diphenyl obtained in this way shows the properties described in the literature (Wuyts, Bulletin de la Soc. Chim. De Belg., Vol. 26, page 304.) <B> SUBClaims: </B> 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man das Verfahren als Destillationsprozess durchführt. 2. Verfahren nach Patentanspruch, 'dadurch gekennzeichnet, dass man das Verfahren in Gegenwart eines Katalysators durch führt. Process according to claim, characterized in that the process is carried out as a distillation process. 2. The method according to claim, 'characterized in that the process is carried out in the presence of a catalyst.
CH135387D 1927-04-12 1928-04-07 Process for the preparation of a condensation product of a phenol and a hydroaromatic ring ketone. CH135387A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE135387X 1927-04-12
DE20328X 1928-03-02
CH134621T 1928-04-07

Publications (1)

Publication Number Publication Date
CH135387A true CH135387A (en) 1929-09-15

Family

ID=27176997

Family Applications (1)

Application Number Title Priority Date Filing Date
CH135387D CH135387A (en) 1927-04-12 1928-04-07 Process for the preparation of a condensation product of a phenol and a hydroaromatic ring ketone.

Country Status (1)

Country Link
CH (1) CH135387A (en)

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