DE357757C - Process for the preparation of resinous condensation products from phenol carboxylic acids and formaldehyde - Google Patents

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

Info

Publication number
DE357757C
DE357757C DEF46105D DEF0046105D DE357757C DE 357757 C DE357757 C DE 357757C DE F46105 D DEF46105 D DE F46105D DE F0046105 D DEF0046105 D DE F0046105D DE 357757 C DE357757 C DE 357757C
Authority
DE
Germany
Prior art keywords
formaldehyde
condensation products
carboxylic acids
preparation
phenol carboxylic
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
DEF46105D
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
Application filed by Hoechst AG filed Critical Hoechst AG
Priority to DEF46105D priority Critical patent/DE357757C/en
Priority to DEF46377D priority patent/DE358401C/en
Priority to DEF46508D priority patent/DE362382C/en
Application granted granted Critical
Publication of DE357757C publication Critical patent/DE357757C/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 Formaldehyd. In Abänderung des Verfahrens des Hauptpatents 339495 zur Darstellung von harzartigen Kondensationsprodukten aus Phenolcarbonsäuren und beliebigen Aldehyden wurde gefunden, daß man ebenfalls zu gut sodalöslichen synthetischen Harzen gelangt, wenn man die Kondensation der aromatischen Oxycarbonsäuren mit Formaldehyd oder Formaldehyd abspaltenden Mitteln in alkalischer Lösungvornimmt. DieKondensationfindet dann im Gegensatz zu dem Verfahren des Hauptpatents schon bei gewöhnlicher oder nur mäßig erhöhter Temperatur statt.Process for the preparation of resinous condensation products Phenolic acids and formaldehyde. Modifying the procedure of the main patent 339495 for the preparation of resinous condensation products from phenol carboxylic acids and any aldehydes have been found to be too soluble in soda too synthetic resins are obtained when the condensation of aromatic oxycarboxylic acids with formaldehyde or formaldehyde-releasing agents in an alkaline solution. In contrast to the process of the main patent, the condensation then already takes place at normal or only moderately elevated temperature.

Beispiele. i. 14o Teile eines Gemisches von o- und p-Oxybenzoesäure werden in i5o Teilen konzentrierter Natronlauge (von 42° B6) und 3oo Teilen Wasser gelöst, 7o Teile Formaldehyd (3oprozentig) zugesetzt und die Lösung so lange bei gewöhnlicher Temperatur stehengelassen, bis die Kondensation beendet, d. h. nur noch Spuren freier p-Oxybenzoesäure vorhanden sind. Dann wird angesäuert und der ausgeschiedene weiße Harzkuchen auf eine Temperatur über ioo° erhitzt. Er geht in ein hellgelbes, durchsichtiges Harz über, das in schwachen Alkalien wie auch in Alkohol und Aceton löslich ist.Examples. i. 14o parts of a mixture of o- and p-oxybenzoic acid are in 150 parts of concentrated sodium hydroxide solution (from 42 ° B6) and 300 parts of water dissolved, 70 parts of formaldehyde (3%) added and the solution for so long allowed to stand at ordinary temperature until the condensation ceases, d. H. only traces of free p-oxybenzoic acid are still present. Then it is acidified and the separated white resin cakes heated to a temperature above 100 °. He goes in a light yellow, transparent resin over it, which in weak alkalis as well as in Alcohol and acetone is soluble.

2. I5o Teile m-Kresötinsäure werden in ,5o Teilen konzentrierter Natronlauge und 4oo Teilen Wasser gelöst, 7o Teile Formaldehyd zugefügt, die Lösung bei etwa 3o° stehengelassen und das nach einigen Tagen entstandene Kondensationsprodukt wie in Beispiel i aufgearbeitet. Man erhält ein Harz mit ähnlichen Eigenschaften wie das dort beschriebene.2. 150 parts of m-cresetic acid are dissolved in. 50 parts of concentrated sodium hydroxide solution and 400 parts of water dissolved, 70 parts of formaldehyde added, the solution at about Let stand 30 ° and the condensation product formed after a few days as worked up in example i. A resin is obtained with properties similar to the one described there.

Claims (1)

PATENTANSPRUCH: Abänderung des durch Patent 339495 geschützten Verfahrens, darin bestehend, daß man, zwecks Darstellung von harzartigen Kondensationsprodukten aus Phenolcarbonsäuren und Formaldehyd, die Kondensation der aromatischen Oxycarbonsäuren mit Formaldehyd oder Formaldehyd abspaltenden Mitteln bei gewöhnlicher oder mäßig erhöhter Temperatur in alkalischer Lösung bewirkt. PATENT CLAIM: Modification of the process protected by patent 339495, consisting in the condensation of the aromatic oxycarboxylic acids with formaldehyde or formaldehyde-releasing agents at normal or moderately elevated temperatures in an alkaline solution in order to produce resin-like condensation products of phenol carboxylic acids and formaldehyde.
DEF46105D 1919-11-15 1920-01-23 Process for the preparation of resinous condensation products from phenol carboxylic acids and formaldehyde Expired DE357757C (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
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
DE357757C true DE357757C (en) 1922-08-31

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 After (2)

Application Number Title Priority Date Filing Date
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

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
DE358401C (en) 1922-09-09
DE362382C (en) 1922-10-27

Similar Documents

Publication Publication Date Title
DE357757C (en) Process for the preparation of resinous condensation products from phenol carboxylic acids and formaldehyde
DE364040C (en) Process for the production of resinous condensation products from aryloxyacetic acids and formaldehyde
DE371147C (en) Process for the production of resinous condensation products from aryloxyacetic acids and formaldehyde
DE391539C (en) Process for the preparation of derivatives of resinous condensation products from phenols and aldehydes
DE386733C (en) Process for the preparation of resinous condensation products from phenols and aldehydes
DE449276C (en) Process for the preparation of derivatives of resinous condensation products from phenols and aldehydes
AT53591B (en) Process for the preparation of a cleavage product from the tannin of the mangrove.
DE481290C (en) Process for the preparation of symmetrical tracetone dialcohol
DE388795C (en) Process for the preparation of condensation products from phenols and aldehydes
DE330550C (en) Process for the preparation of methylene anthraquinone and its substitution products
DE684586C (en) Process for the preparation of 8-bromo-1-naphthoic acid
AT80633B (en) Process for preparing thymol and xylenol processes for preparing thymol and xylenol phthalein. htalein.
DE445568C (en) Process for the preparation of sulfur and phosphorus-containing derivatives of tertiary aromatic bases
DE970611C (en) Process for the production of condensation products
DE468391C (en) Process for the production of resinous condensation products from phenols and formaldehyde, which are soluble in fatty oils and varnishes
DE407668C (en) Process for the preparation of resinous condensation products from phenols and aldehydes
DE559333C (en) Process for the preparation of 1-oxyanthracene-2-carboxylic acid
DE553627C (en) Process for the preparation of oxybenzocarbazole carboxylic acids
DE548822C (en) Process for the preparation of condensation products
DE417972C (en) Process for the production of tanning substances
DE512233C (en) Process for the preparation of 1-aminocarbazole and its derivatives
DE825550C (en) Process for the production of synthetic tanning agents
DE515680C (en) Process for the preparation of pyrazolanthrone-2-carboxylic acid
DE357758C (en) Process for the preparation of resinous condensation products from derivatives of phenol carbonic acids and formaldehyde
DE358400C (en) Process for the preparation of resinous condensation products from phenol alkyl ethers and formaldehyde