DE715163C - Process for the production of phenol-aldehyde resins which harden quickly in the cold - Google Patents

Process for the production of phenol-aldehyde resins which harden quickly in the cold

Info

Publication number
DE715163C
DE715163C DEI58073D DEI0058073D DE715163C DE 715163 C DE715163 C DE 715163C DE I58073 D DEI58073 D DE I58073D DE I0058073 D DEI0058073 D DE I0058073D DE 715163 C DE715163 C DE 715163C
Authority
DE
Germany
Prior art keywords
phenol
cold
production
aldehyde resins
harden quickly
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
DEI58073D
Other languages
German (de)
Inventor
Dr Arnold Brunner
Dr Karl Dietz
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 DEI58073D priority Critical patent/DE715163C/en
Priority to GB1546438A priority patent/GB515112A/en
Application granted granted Critical
Publication of DE715163C publication Critical patent/DE715163C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G8/00Condensation polymers of aldehydes or ketones with phenols only
    • C08G8/28Chemically modified polycondensates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41Compounds containing sulfur bound to oxygen
    • C08K5/42Sulfonic acids; Derivatives thereof

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)
  • Phenolic Resins Or Amino Resins (AREA)
  • Curing Cements, Concrete, And Artificial Stone (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Description

Verfahren zur Herstellung von in der Kälte schnell erhärtenden Phenol-Aldehyd-Harzen In den deutschen Patentschriften 595 oi4, 596 409 und 642 767, ferner in der französischen Patentschrift-788 867 werden Verfahren zur Herstellung von in der Kälte schnell erhärtenden Phenolaldehydharzmassen durch Zusätze, wie Metalldioxyd, Paraxylylenchlorid, Aralkylchloride, aromatische Sulfochloride u. dgl., beschrieben. Die einen, z. B. Metall. oxyde, sind ungeeignet, neben guter Säuneb,eständigkeitauch eine genügend gute Alkalib;eständigkeit zu vermitteln. Die anderen send wegen ihres niedrigen Erweichungspunktes nicht pu@verförmigerhältlich, und sie scheiden daher für die Herstellung von Kittmehlen aus. Das p-Xylylenchlorid verursacht zwar eine gewisse Alkalibeständigkeit, ist jedoch nur schwer zugänglich.Process for the production of phenol-aldehyde resins which harden quickly in the cold In the German patents 595 oi4, 596 409 and 642 767, also in the French Patent Specification-788,867 discloses methods of making in the cold quickly hardening phenol aldehyde resin masses through additives such as metal dioxide, paraxylylene chloride, Aralkyl chlorides, aromatic sulfochlorides and the like. The one, z. B. Metal. Oxides, are unsuitable, in addition to good acidity, resistance also sufficient to convey good alkali resistance. The others send because of their low Softening point not available in powder form, and they therefore separate for the Manufacture of cement flours. The p-xylylene chloride causes a certain Alkali resistance, however, is difficult to access.

Es wurde nun gefunden, daB besonders diejenigen Aralkylchloride für die Herstellung der oben-erwähnten Massen gut- geeignet sind, die im aromatischen Kern noch eine oder mehrere Sulfogruppen enthalten, da sie einmal pulverisierbar sind und dann säure- und zugleich alkalifeste Massen ergeben. Diese Stoffe werden in Form ihrer Salze, z. B. der Alkalisalze oder Erdalkalisalze, oder auch ihrer Ester, Amide, Anilide oder ähnlicher Derivate angewandt. Die erwähnten, ,gegen Wasser neutral reagierenden Aralkylchlorid-Sulfosäure-Derivate können gegebenenfalls auch zusammen mit den anderen in den ohengenannten Patentschriften vorgeschlagenen Zusätzen angewandt werden.It has now been found that especially those aralkyl chlorides the production of the above-mentioned masses are well-suited to those in the aromatic Core still contain one or more sulfo groups, as they can be pulverized once and then result in both acid and alkali-resistant masses. These substances will in the form of their salts, e.g. B. the alkali salts or alkaline earth salts, or their Esters, amides, anilides or similar derivatives are used. The mentioned,, against water neutrally reacting aralkyl chloride sulfonic acid derivatives can optionally also together with the other additives proposed in the aforementioned patents can be applied.

Als Zusatzstoff hat- sich z. B. besonders günstig das p b,enzylchloridsulfosaur-e Natrium gezeigt, .aber auch die Ester oder,das Sulfamid der Säure oder die entsprechenden Orthoverbindungen oder Derivate von in der Seitenkette chlorierten Xylolsulfosäuren wie deren Salze oder Ester sind als Zusätze gut geeignet. Der Zusatz dieser Stoffe bewirkt bereits in geringen Mengen die Erhärtung der Phenolaldehydharzmass,e in der Kälte. Die genannten Zusätze werden entweder für sich allein oder in Verbindung mit Füllstoffen jeder Art, gegebenenfalls außerdem noch unter Zusatz gut wärmeleitender oder faseriger Stoffe, den flüssigen Phenalaldehydharzen beigemischt. Mit derartigen Massen können Kittungen, Verputze oder Beläge wie auch Formkörper jeder Art hergestellt werden, die sehr fest, hart und widerstandsfähig gegen mechanischen und chemischen Angriff sind.As an additive, z. B. particularly favorable the p b, enzylchloridsulfosaur-e Sodium shown, but also the esters or, the sulfamide of the acid or the corresponding Ortho compounds or derivatives of in the side chain chlorinated Xylene sulfonic acids such as their salts or esters are well suited as additives. The addition Even small amounts of these substances cause the phenol aldehyde resin to harden, e in the cold. The additives mentioned are used either on their own or in combination with fillers of all kinds, if necessary with the addition of good heat-conducting materials or fibrous substances mixed with the liquid phenalaldehyde resins. With such Putties, plasters or coverings as well as molded bodies of all kinds can be produced that are very strong, hard and resistant to mechanical and chemical Attack are.

Beispiele i. 2oo/ö Quarzmehl, Größe o bis o,2 mm, 5oo/o Quarzmehl, Größe o bis o,i mm, 20% Kieselweiß (Neuburger Kreide), i ao(o 2 - Cblorb.enzylchl.orid-p-sulfosäureäthylester.Examples i. 2oo / ö quartz flour, size o to o.2 mm, 5oo / o quartz flour, Size o to o, i mm, 20% silica white (Neuburg chalk), i ao (o 2 - Cblorb.enzylchl.orid-p-sulfonic acid ethyl ester.

i oo g obiger Mischung geben mit 30 cem flüssigem Phenolformaldehydharz, das aus i Mol Phenol und 1,4 Mol Formaldehyd hergestellt ist, eine in der Kälte erhärtende Masse, die gegen Säuren und Alkalien vollständig widerstandsfähig ist.Give i oo g of the above mixture with 30 cem of liquid phenol-formaldehyde resin, made from 1 mole of phenol and 1.4 moles of formaldehyde, one in the cold hardening mass that is completely resistant to acids and alkalis.

2. 6o% Bariumsulfat, 20% Quarzmehl, 0,2 mm, i o % p-Tol'uolsu@fochlorid, io@Io p-benzyl.chloridsulfosauresNatrium,. i oo - dieser Mischung mit 30 ccm eines flüssigen Phenolformaldehydharzes, das ein Molverhältnis Phenol zu Formaldehyd von mehr als 1 :1,4 hat, angemischt, erhärten in der Kälte und geben säure- und alkalibeständige Massen.2. 60% barium sulfate, 20% quartz flour, 0.2 mm, 10% p-toluene sulfate, 10% p-benzylchloride sulfonic acid sodium. i oo - this mixture is mixed with 30 ccm of a liquid phenol-formaldehyde resin, which has a molar ratio of phenol to formaldehyde of more than 1: 1.4, hardens in the cold and gives acid- and alkali-resistant compounds.

3. 70% Bariu.msulfat, o bis o, i mm, aoo/o Quarzmehl, o bis o,2 anm, io% p-benzylchloridsulfosauresNatriuiii. Verarbeitung und Eigenschaften wie bei Beispiel 2.3. 70% barium sulfate, o to o, i mm, aoo / o quartz flour, o to o, 2 mm, io% p-benzylchloride sulfonic acid natriuiii. Processing and properties as for Example 2.

4.. 5o% Quarzmehl, o bis o, i mm, 3o% Quarzmehl, o,i bis o,2 mm, 5 % Ton, 15()10 p-Benzylchloridsulfosäurechlorid. Verarbeitung und Eigenschaften wie bei Beispiel i.4 .. 5o% quartz powder, o to o, i mm, 3o% quartz powder, o, i to o, 2 mm, 5 % Clay, 15 () 10 p-benzyl chloride sulfonic acid chloride. Processing and properties such as in example i.

Claims (2)

PATENTANSPRÜCHE: i. Verfahren zur Herstellung von in der Kälte schnell erhärtenden Phenolaldehydharzen, dadurch gekennzeichnet, daß den flüssigen, ein Molverhältnis von i Mol Phenol zu 1,4. oder mehr Mol Formaldehyd aufweisenden Harzen gegen Wasserneutral reagierende Derivate von Sulfosäuren von Aralkylchloriden, z. B. deren Salze oder Ester, zugesetzt werden. PATENT CLAIMS: i. Method of making in the cold quickly hardening phenol aldehyde resins, characterized in that the liquid one Molar ratio of 1 mole of phenol to 1.4. or resins containing more moles of formaldehyde against water-neutral reacting derivatives of sulfonic acids of aralkyl chlorides, e.g. B. their salts or esters are added. 2. Verfahren nach Anspruch i, dadurch gekennzeichnet, daß den Harzmassen p-b:enzylchloridsulfosaures Natrium zuge- setzt wird.2. The method of claim i, characterized in that the resin compositions pb: enzylchloridsulfosaures sodium conces- is set.
DEI58073D 1937-05-24 1937-05-24 Process for the production of phenol-aldehyde resins which harden quickly in the cold Expired DE715163C (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEI58073D DE715163C (en) 1937-05-24 1937-05-24 Process for the production of phenol-aldehyde resins which harden quickly in the cold
GB1546438A GB515112A (en) 1937-05-24 1938-05-24 Phenol-aldehyde condensation products

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI58073D DE715163C (en) 1937-05-24 1937-05-24 Process for the production of phenol-aldehyde resins which harden quickly in the cold

Publications (1)

Publication Number Publication Date
DE715163C true DE715163C (en) 1941-12-16

Family

ID=41137659

Family Applications (1)

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DEI58073D Expired DE715163C (en) 1937-05-24 1937-05-24 Process for the production of phenol-aldehyde resins which harden quickly in the cold

Country Status (2)

Country Link
DE (1) DE715163C (en)
GB (1) GB515112A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE916777C (en) * 1942-07-22 1954-08-16 Lorenz C Ag Insulation material
EP0139309A2 (en) * 1983-10-04 1985-05-02 Rütgerswerke Aktiengesellschaft Multicomponent adhesive having an extended pot life

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE916777C (en) * 1942-07-22 1954-08-16 Lorenz C Ag Insulation material
EP0139309A2 (en) * 1983-10-04 1985-05-02 Rütgerswerke Aktiengesellschaft Multicomponent adhesive having an extended pot life
EP0139309A3 (en) * 1983-10-04 1988-11-23 Rutgerswerke Aktiengesellschaft Multicomponent adhesive having an extended pot life

Also Published As

Publication number Publication date
GB515112A (en) 1939-11-27

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