DE358401C - Process for the preparation of resinous condensation products from phenol carboxylic acids and aldehydes - Google Patents

Process for the preparation of resinous condensation products from phenol carboxylic acids and aldehydes

Info

Publication number
DE358401C
DE358401C DEF46377D DEF0046377D DE358401C DE 358401 C DE358401 C DE 358401C DE F46377 D DEF46377 D DE F46377D DE F0046377 D DEF0046377 D DE F0046377D DE 358401 C DE358401 C DE 358401C
Authority
DE
Germany
Prior art keywords
aldehydes
preparation
carboxylic acids
condensation products
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
DEF46377D
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.)
Hoechst AG
Original Assignee
Hoechst 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 DE1919339495D priority Critical patent/DE339495C/en
Priority to DEF46105D priority patent/DE357757C/en
Application filed by Hoechst AG filed Critical Hoechst AG
Priority to DEF46377D priority patent/DE358401C/en
Priority to DEF46508D priority patent/DE362382C/en
Application granted granted Critical
Publication of DE358401C publication Critical patent/DE358401C/en
Expired legal-status Critical Current

Links

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
    • C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
    • C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
    • C08G8/18—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with phenols substituted by carboxylic or sulfonic acid groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Description

Verfahren zur Darstellung von harzartigen Kondensationsprodukten aus Phenolcarbonsäuren und Aldehyden. Durch Patent 339495 und das frühere Zusatzpatent 357758 ist ein Verfahren zur Darstellung sodalöslicher, harzartiger Kondensationsprodukte geschützt, welches darin besteht, daß man aromatische Oxycarbonsäuren oder die entsprechenden Äthercarbonsäuren mit Aldehyden oder diesen abspaltenden Mitteln in Abwesenheit oder Anwesenheit geringer Mengen katalytisch wirkender Mittel kondensiert.Process for the preparation of resinous condensation products from phenol carboxylic acids and aldehydes. Patent 339495 and the earlier additional patent 357758 protect a process for the preparation of soda-soluble, resinous condensation products, which consists in condensing aromatic oxycarboxylic acids or the corresponding ether carboxylic acids with aldehydes or these releasing agents in the absence or presence of small amounts of catalytically active agents.

Es wurde nun weiter gefunden, daß man die im Verfahren des Hauptpatents erforderliche lange Dauer der Reaktion wesentlich verkürzen kann, wenn man die Kondensation unter Anwendung von Druck bei einer über ioo' liegenden Temperatur vornimmt.It has now been further found that in the process of the main patent The required long duration of the reaction can be shortened considerably if one considers the condensation using pressure at a temperature above 100 '.

B ei s pi el e.E xample.

i. Eine Mischung von i5o Teilen Salicylsäure und 7o Teilen Formaldehyd (30pro,-zentig) werden im Autoklaven zwei Stunden auf i3o' erhitzt. Nach dem Erkalten stellt das Kondensationsprodukt ein glashelles, klar durchsichtiges Harz dar, das in Alkohol sowie in schwachen Alkalien, wie wäßriger Boraxlösung, leicht löslich ist.i. A mixture of 150 parts salicylic acid and 70 parts formaldehyde (30 per cent.) Are heated to i3o 'for two hours in the autoclave. After cooling down the condensation product is a pale, clear, transparent resin that Easily soluble in alcohol and in weak alkalis, such as aqueous borax solution is.

2. 15o Teile eines Gemisches der aus technischem Kresol nach dem Verfahren der Patentschrift29939 dargestellten o-, p- und rn-Kretosinsäuren werden mit 5o Teilen Äthylal im Autoklaven zwei bis drei Stunden auf 130' erhitzt. Das entstandene Kondensationsprodukt stellt nach Verdampfen des Alkohols ein helles alkohol- und sodalösliches Harz dar.2. 150 parts of a mixture of the o-, p- and rn-cretosinic acids prepared from technical cresol by the process of patent specification 29939 are heated with 50 parts of ethylal in an autoclave to 130 'for two to three hours. After the alcohol has evaporated, the resulting condensation product is a light-colored resin that is soluble in alcohol and soda.

3.:2oo Teile :z-Oxynaphtbalin-3-carbonsäure werden mit 8o Teilen Benzaldehyd und io Teilen Chlorzink gemischt und die Masse im Autoklaven -drei Stunden auf 13o bis i4o' erhitzt. Das entstandene Kondensationsprodukt ist ein in schwachen Alkalien leicht lösliches, rötlichgelb gefärbtes Harz.3.: 200 parts: z-Oxynaphtbalin-3-carboxylic acid is mixed with 80 parts of benzaldehyde and 10 parts of zinc chloride mixed and the mass in the autoclave - three hours to 13o heated to i4o '. The resulting condensation product is one in weak alkalis Easily soluble, reddish yellow colored resin.

4. i5o Teile o-Äthoxybenzoesäure werden mit 75 Teilen Formaldehyd (3oprozentig) im Autoklaven mehrere Stunden auf 14o bis 150' erhitzt. Das entstandene Harz ist sodalöslich.4. 150 parts of o-ethoxybenzoic acid are heated with 75 parts of formaldehyde (3%) in an autoclave for several hours to 14o to 150 '. The resulting resin is soluble in soda.

Claims (1)

PATENT-ANSPPUCH: Abänderung des durch Patent 339495 -geschützten Verfahrens zur Darstellung von harzartigen Kondensationsprodukten aus Phenolcarbonsäuren und Aldehvden, darin bestehend, daß man hier aron-ia#ische Oxycarbonsäuren oder die entsprechenden Äthercarbonsäuren mit Aldehyden oder Aldehyd abspaltenden.Mitteln unter Druck auf höhere Temperaturen erhitzt.PATENT CLAIM: Modification of the process, protected by patent 339495, for the preparation of resinous condensation products of phenolcarboxylic acids and aldehydes, consisting in the fact that aronic oxycarboxylic acids or the corresponding ether carboxylic acids with aldehydes or aldehyde-releasing agents under pressure at higher temperatures heated.
DEF46377D 1919-11-15 1920-03-04 Process for the preparation of resinous condensation products from phenol carboxylic acids and aldehydes Expired DE358401C (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
DE1919339495D DE339495C (en) 1919-11-15 1919-11-15 Process for the preparation of resinous condensation products from phenol carboxylic acids and aldehydes
DEF46105D DE357757C (en) 1919-11-15 1920-01-23 Process for the preparation of resinous condensation products from phenol carboxylic acids and formaldehyde
DEF46377D DE358401C (en) 1919-11-15 1920-03-04 Process for the preparation of resinous condensation products from phenol carboxylic acids and aldehydes
DEF46508D DE362382C (en) 1919-11-15 1920-03-29 Process for the preparation of resinous condensation products from phenols and aldehyde or ketone derivatives

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE339495T 1919-11-15
DEF46105D DE357757C (en) 1919-11-15 1920-01-23 Process for the preparation of resinous condensation products from phenol carboxylic acids and formaldehyde
DEF46377D DE358401C (en) 1919-11-15 1920-03-04 Process for the preparation of resinous condensation products from phenol carboxylic acids and aldehydes
DEF46508D DE362382C (en) 1919-11-15 1920-03-29 Process for the preparation of resinous condensation products from phenols and aldehyde or ketone derivatives

Publications (1)

Publication Number Publication Date
DE358401C true DE358401C (en) 1922-09-09

Family

ID=42102404

Family Applications (3)

Application Number Title Priority Date Filing Date
DEF46105D Expired DE357757C (en) 1919-11-15 1920-01-23 Process for the preparation of resinous condensation products from phenol carboxylic acids and formaldehyde
DEF46377D Expired DE358401C (en) 1919-11-15 1920-03-04 Process for the preparation of resinous condensation products from phenol carboxylic acids and aldehydes
DEF46508D Expired DE362382C (en) 1919-11-15 1920-03-29 Process for the preparation of resinous condensation products from phenols and aldehyde or ketone derivatives

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DEF46105D Expired DE357757C (en) 1919-11-15 1920-01-23 Process for the preparation of resinous condensation products from phenol carboxylic acids and formaldehyde

Family Applications After (1)

Application Number Title Priority Date Filing Date
DEF46508D Expired DE362382C (en) 1919-11-15 1920-03-29 Process for the preparation of resinous condensation products from phenols and aldehyde or ketone derivatives

Country Status (1)

Country Link
DE (3) DE357757C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1114965B (en) * 1958-08-20 1961-10-12 Bayer Ag Priming metals

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2933520A (en) * 1953-08-27 1960-04-19 Johnson & Son Inc S C Addition products of phenols and keto acids and derivatives of the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1114965B (en) * 1958-08-20 1961-10-12 Bayer Ag Priming metals

Also Published As

Publication number Publication date
DE362382C (en) 1922-10-27
DE357757C (en) 1922-08-31

Similar Documents

Publication Publication Date Title
DE644708C (en) Process for the preparation of basic phenol-formaldehyde condensation products
GB636430A (en) A process for treating olefinic aldehydes
DE358401C (en) Process for the preparation of resinous condensation products from phenol carboxylic acids and aldehydes
DE2944295C2 (en) Process for the preparation of racemic p-hydroxy mandelic acid
DE875194C (en) Production of ª ‡ -substituted acroleins
DE674968C (en) Process for the preparation of phenolic aralkylamino alcohols
DE371149C (en) Process for the production of resinous condensation products from aryloxy fatty acids and formaldehyde
DE364044C (en) Process for the preparation of resinous condensation products from phenols and formaldehyde
DE937950C (en) Process for the production of phenylcyclohexane by catalytic hydrogenation of diphenyl
DE942595C (en) Process for the production of resinous co-condensation products
DE357091C (en) Process for the preparation of resinous products
DE956948C (en) Process for the preparation of condensation products from cycloaliphatic ketones and aliphatic aldehydes with at least 2 carbon atoms
Forsee Jr et al. Derivatives of Piperazine. VI. Alkylation by Means of Aldehydes
DE407668C (en) Process for the preparation of resinous condensation products from phenols and aldehydes
DE371147C (en) Process for the production of resinous condensation products from aryloxyacetic acids and formaldehyde
DE499710C (en) Process for the production of urea-formaldehyde condensation products
AT135705B (en) Process for the preparation of 6-mono- or 6-dialkyl- or -aralkylamino-2-methylhepten- (2).
DE688302C (en) Process for the manufacture of products from formaldehyde, other carbonyl compounds and ammonium salts
DE355174C (en) Process for the preparation of resinous products from nuclear methylated phenols
DE825550C (en) Process for the production of synthetic tanning agents
DE565799C (en) Process for the preparation of 1-pheny1-3-methy1-4-alkyl- and -4-aralkylpyrazolones
DE512233C (en) Process for the preparation of 1-aminocarbazole and its derivatives
DE266124C (en)
DE2855505A1 (en) METHOD FOR PRODUCING 2-METHYLENE ALDEHYDES
DE354697C (en) Process for the preparation of resinous condensation products from phenols and aldehydes