CH104244A - Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. - Google Patents
Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like.Info
- Publication number
- CH104244A CH104244A CH104244DA CH104244A CH 104244 A CH104244 A CH 104244A CH 104244D A CH104244D A CH 104244DA CH 104244 A CH104244 A CH 104244A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- resin
- protective
- insulating varnish
- adhesive
- Prior art date
Links
- 239000011347 resin Substances 0.000 title claims description 17
- 229920005989 resin Polymers 0.000 title claims description 17
- 239000003795 chemical substances by application Substances 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 5
- 230000001681 protective effect Effects 0.000 title claims description 5
- 239000002966 varnish Substances 0.000 title claims description 4
- 239000000853 adhesive Substances 0.000 title description 4
- 230000001070 adhesive effect Effects 0.000 title description 4
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000002904 solvent Substances 0.000 claims description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- 235000021388 linseed oil Nutrition 0.000 claims description 3
- 239000000944 linseed oil Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 239000003153 chemical reaction reagent Substances 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 235000015250 liver sausages Nutrition 0.000 claims 1
- XYSQXZCMOLNHOI-UHFFFAOYSA-N s-[2-[[4-(acetylsulfamoyl)phenyl]carbamoyl]phenyl] 5-pyridin-1-ium-1-ylpentanethioate;bromide Chemical compound [Br-].C1=CC(S(=O)(=O)NC(=O)C)=CC=C1NC(=O)C1=CC=CC=C1SC(=O)CCCC[N+]1=CC=CC=C1 XYSQXZCMOLNHOI-UHFFFAOYSA-N 0.000 claims 1
- 238000005987 sulfurization reaction Methods 0.000 claims 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- -1 benzoic acid halide Chemical class 0.000 description 2
- 238000006480 benzoylation reaction Methods 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000002320 enamel (paints) Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- JUWGUJSXVOBPHP-UHFFFAOYSA-B titanium(4+);tetraphosphate Chemical compound [Ti+4].[Ti+4].[Ti+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O JUWGUJSXVOBPHP-UHFFFAOYSA-B 0.000 description 1
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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/14—Polysulfides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Paints Or Removers (AREA)
- Organic Insulating Materials (AREA)
Description
Verfahren zur Herstellung eines als Schutz- und Isolierlach,' Imprägnierungsmittel, Klebstoff und dergleichen verwendbaren Harzes. Es wurde gefunden, dass -man zu einem als Schutz- und Isolierlack, Imprägnierungs- mittel, Klebstoff und dergleichen verwend baren Harz gelangen kann, indem .man das durch Schwefelung von Phenol erhaltene Harz mit Benzoylierungsmitteln behandelt.
Die Benzoylierung erfolgt in üblicher Weise, sei es durch Verwendung von Benzoe- säurehalogenid bezw. -a.nhydrid, oder vermit tels der freien Benzoesäure in Gegenwart ei nes Kondensationsmittels, wie zum Beispiel gasförmiger Salzsäure, Thionylchlorid, Phos phor- oder Schw efelhalogeni.de usw.
Gegebenenfalls kann die Benzoylierung in Gegenwart eines Lösungsmittels, wie zum Beispiel von wässerigem Alkali, Pyridin, To luol und dergleichen, vorgenommen werden.
Bei der Aufarbeitung des Harzes ist zweckmä ssigerweise darauf zu achten, d.ass ein eventueller Säure- oder Alkaliüberschuss, so wie das Lösungsmittel restlos entfernt wer den. Das Trocknen erfolgt vorteilhaft bei möglichst niedriger Temperatur, gegebenen falls unter Verwendung von Vakuum. Das neue Harz ist ebenso wie das Aus gangsharz von hell- bis braungelber Farbe. Es unterscheidet sich jedoch hiervon durch seine Löslichkeitseigenschaften.
Es ist in Al kohol und Alkali unlöslich, in Chloroform, Athylenchlorid und andern halogenierten Kolilenwasserstoffen, ferner in Gemischen von aliphatischen mit halogenierten bezw. mit hydrierten aromatischen ' Kohlenwasserstof- fen löslich. Das Harz löst sich ferner in einem Gemisch von Aüeton und einem nicht 'lösenden Lösungsmittel, wie zum Beispiel Al kohol.
Unter Mitverwendüng gewisser Lö sungsmittel, wie zum Beispiel Benzylalkohol, Cyclohexanol und dergleichen, lässt sich das Harz auch in Leinöl lösen. Es ist ferner sehr beständig und widerstandsfähig gegen physikalische und chemische Einwirkungen, wie zum Beispiel Witteruugseinflüsse, me chanische Beanspruchung, elektrische Span nungsunterschiede und .chemische Reagenzien.
Dank diesen Eigenschaften eignet sich das Harz insbesondere als Schutz- und Iso lierlack, Imprägnierungsmittel, Klebstoff etc. Zur Erhöhung der Elastizität und de Lösungsvermögens können ihm die üblichen Zusätze, wie zum Beispiel Tiilrheny lpliosphat, Cyclohexan.ol, Iiamplier oder Kaniplierer- satzprodukte,
ferner Naturharze beigemischt jverden. Da es sich weiterhin in gewissen Lö- sungsmitteln mit Zelluloseester und Kaut schuk in beliebigen Mengen mischen lässt, kommt es auch als Füllmittel für Zellulose ester und Isautschukfabril:ate, - sowie als Härtungsmittel für Kautschuk in Irrage. Seine oben erwähnte Leinöllöslichkeit in Ge meinschaft finit Benzylalkohol und der gleichen macht das Harz als Emaillack ge eignet.
Vor den Resinotannolestern, denen das Harz hinsichtlich seiner Eigenschaften ent spricht, zeichnet es sich durch grössere Billig keit aus.
Beispiel: 300 Teile des Plienolschwefelliarzes, er halten zum Beispiel nach dem Verfahren der schweizerischen Patentschrift 95187, werden in 65 Teilen Natriumhydroxyd und 2000 Tei len Wasser gelöst und langsam unter Rühren und bei einer 8 bis 10 C nicht übersteigen den Temperatur mit 260 Teilen Benzoylclilo- rid versetzt.
Das abgeschiedene Osterharz wird zuerst gründlich mit warmem \Wasser, dann mit wenig alkoholiscb:em Ammonial@ und hernach nochmals mit Wasser gewaschen, zwecks Entfernung von Spuren unverester- ten Harzes, sowie saurer Verunreinigungen, und hernach vorsichtig, unter Vermeidung höherer Temperaturen, getrocknet.
Process for the production of a resin which can be used as a protective and insulating surface, impregnation agent, adhesive and the like. It has been found that a resin which can be used as a protective and insulating varnish, impregnation agent, adhesive and the like can be obtained by treating the resin obtained by sulphurizing phenol with benzoylating agents.
The benzoylation takes place in the usual way, either by using benzoic acid halide or. -a.nhydride, or by means of free benzoic acid in the presence of a condensation agent, such as gaseous hydrochloric acid, thionyl chloride, phosphorus or sulfur halide, etc.
Optionally, the benzoylation can be carried out in the presence of a solvent, such as, for example, aqueous alkali, pyridine, toluene and the like.
When working up the resin, care should be taken to ensure that any excess acid or alkali, as well as the solvent, are completely removed. The drying is advantageously carried out at the lowest possible temperature, if necessary using a vacuum. Like the base resin, the new resin is light to brownish-yellow in color. However, it differs from this in its solubility properties.
It is insoluble in alcohol and alkali, in chloroform, ethylene chloride and other halogenated Kolilenwasserstoffe, also in mixtures of aliphatic with halogenated and respectively. soluble with hydrogenated aromatic hydrocarbons. The resin also dissolves in a mixture of Aüeton and a non-dissolving solvent such as alcohol.
With the use of certain solvents, such as benzyl alcohol, cyclohexanol and the like, the resin can also be dissolved in linseed oil. It is also very stable and resistant to physical and chemical influences, such as the effects of the weather, mechanical stress, electrical voltage differences and .chemical reagents.
Thanks to these properties, the resin is particularly suitable as a protective and insulating varnish, impregnation agent, adhesive, etc. To increase the elasticity and the dissolving power, the usual additives, such as titanium phosphate, cyclohexane oil, Iiamplier or Kaniplier substitute
furthermore natural resins are added. Since it can still be mixed with cellulose esters and rubber in any quantity in certain solvents, it is also used as a filler for cellulose esters and isautschukfabril: ate, - and as a hardener for rubber in Irrage. Its above-mentioned linseed oil solubility in common finite benzyl alcohol and the same makes the resin suitable as enamel paint.
Before the resinotannol esters, to which the resin corresponds in terms of its properties, it is characterized by greater cheapness.
Example: 300 parts of Plienolschwefelliarzes, he hold, for example, according to the method of Swiss patent specification 95187, are dissolved in 65 parts of sodium hydroxide and 2000 parts of water and slowly with stirring and at a 8 to 10 C not exceed the temperature with 260 parts rid off.
The separated Easter resin is first washed thoroughly with warm water, then with a little alcoholic ammonia and then again with water to remove traces of unesterified resin and acidic impurities, and then carefully dried, avoiding higher temperatures.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH103432T | 1922-09-01 | ||
| CH104244T | 1922-09-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH104244A true CH104244A (en) | 1924-04-01 |
Family
ID=25706468
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH104244D CH104244A (en) | 1922-09-01 | 1922-09-01 | Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH104244A (en) |
-
1922
- 1922-09-01 CH CH104244D patent/CH104244A/en unknown
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