CH106471A - 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
- CH106471A CH106471A CH106471DA CH106471A CH 106471 A CH106471 A CH 106471A CH 106471D A CH106471D A CH 106471DA CH 106471 A CH106471 A CH 106471A
- Authority
- CH
- Switzerland
- Prior art keywords
- resin
- protective
- adhesive
- alcohol
- insulating varnish
- Prior art date
Links
- 239000011347 resin Substances 0.000 title claims description 18
- 229920005989 resin Polymers 0.000 title claims description 18
- 239000003795 chemical substances by application Substances 0.000 title claims description 7
- 239000000853 adhesive Substances 0.000 title claims description 5
- 230000001070 adhesive effect Effects 0.000 title claims description 5
- 230000001681 protective effect Effects 0.000 title claims description 5
- 239000002966 varnish Substances 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 6
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-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
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 238000005470 impregnation Methods 0.000 claims description 3
- 235000021388 linseed oil Nutrition 0.000 claims description 3
- 239000000944 linseed oil Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 2
- 239000012345 acetylating agent Substances 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 150000008282 halocarbons Chemical class 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 2
- UATJOMSPNYCXIX-UHFFFAOYSA-N Trinitrobenzene Chemical compound [O-][N+](=O)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1 UATJOMSPNYCXIX-UHFFFAOYSA-N 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 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
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 230000021736 acetylation Effects 0.000 description 2
- 238000006640 acetylation 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
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 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
- 239000000654 additive Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 230000002925 chemical effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 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
- 239000002320 enamel (paints) Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- -1 sulfur halides Chemical class 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
Verfahren zur Herstellung eines als Schutz- und Isolierlack, Imprägnierungsmittel, Klebstoff und dergleichen verwendbaren Harzes. Es wurde gefunden, dass man zu einem als Schutz- und Isolierlack, Imprägnierungs- mittel, Klebstoff und dergleichen verwend baren Harzes gelangen kann, indem man das durch Schwefelung von a-Naphthol erhaltene Harz mit Acetylierungsmitteln behandelt.
Die Acetylierung erfolgt in üblicher Weise, sei es durch Verwendung von Essig- säureh.alo,genid bezw. -anhydrid, oder vermit telst der freien Essigsäure in Gegenwart eines Kondensationsmittels, wie zum Beispiel gasförmiger Salzsäure, Thionylchlorid, Phos phor- oder Schwefelhalogenide usw.
Gegebenenfalls kann die A@cetylierung in Gegenwart eines Lösungsmittels, wie zum Beispiel wässeriges Alkali, Pyridin, Toluol und dergleichen vorgenommen werden.
Bei der Aufarbeitung des Harzes ist zweckmässigerwcise darauf zu achten, dass ein eventueller Säure- oder A1kaliüberschuss, so wie das Lösungsmittel restlos .entfernt wer den. Das Trocknen erfolgt vorteilhaft bei möglichst niedriger Temperatur, geggebenen- falls unter Verwendung von Vakuum. Dias neue Harz ist wie das Ausgangsharz von: hell- bis braungelber Farbe. Es ist in Alkohol und Alkali unlöslich.
Es löst sich in Äther, Aceton, Chloroform, Äthylenchlo- ri.d und andern halogenierten Kohlenwasser stoffen, ferner in aromatischen und hydrier ten aromatischen Kohlenwasserstoffen. Das Harz ist weiterhin auch löslich in einem Ge- misch von Aceton und einem nicht lösenden Lösungsmittel, wie zum Beispiel Alkohol. Unter 1Vlitverwendung von Benzylalkohol, Cyclehexanol und dergleichen, lässt sich das Harz auch in Leinöl lösen.
Es ist ferner sehr beständig und widerstandsfähig gegen physi- kal.is,che und chemische Einwirkungen, wie zum Beispiel Witterungseinflüsse, mechani sche Beanspruchung, elektrische Spannungs unterschiede und chemische Reagenzien.
Dank diesen Eigenschaften eignet sich das Harz insbesondere als Schutz- und Iso- lierlack, Imprägnierungsmittel, Klebstoffe etc. Zur Erhöhung der Elastizität und des Lösungsvermögens können ihm die üblichen Zusätze, wie zum Beispiel Triphenylphos- ph.at, Cyclohexanol, Kampfer oder Iia.nipfer- ersatzprodukte, ferner Naturharze, beige mischt werden.
Da es sich weiterhin in ge wissen Lösungsmitteln mit Celluloseester und Kautschuk in beliebigen Mengen mischen lässt, kommt es auch als Füllmittel für Cellu- loseester und Kautschukfabrikate, sowie als lIärtungsmittel für Kautschuk in Frage. Seine oben erwähnte Leinöllöslichkeit in Ver bindung mit Benzylalkohol und dergleichen, macht das Harz als Emaillack geeignet.
Beispiel: <B>100</B> Teile a-Naphtholschwefelharz (erhal ten zum Beispiel nach dem Patent Nr. 10d-015 durch Erhitzen von 150 Teilen a-Naphthol, \?5 Teilen Schwefel und 1 Teil Na.trium- hydroxyd) werden in 50 Teilen Benzol gelöst und mit 55 Teilen Essigsäurea,nhydri.d in Re aktion gebracht.
Nachdem die Veresterung beendet ist, wird die gebildete Essigsäure, das Benzol und das gebildete Wasser im Va: kuum abgetrieben.
Process for the production of a resin which can be used as a protective and insulating varnish, impregnating 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 α-naphthol with acetylating agents.
The acetylation takes place in the usual way, be it by using acetic acid halo, genid or. -anhydride, or mediated the free acetic acid in the presence of a condensing agent, such as gaseous hydrochloric acid, thionyl chloride, phosphorus or sulfur halides, etc.
If necessary, the acetylation 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, it is advisable 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. The new resin is like the original resin from: light to brownish yellow color. It is insoluble in alcohol and alkali.
It dissolves in ether, acetone, chloroform, ethylene chloride and other halogenated hydrocarbons, and also in aromatic and hydrogenated aromatic hydrocarbons. The resin is also soluble in a mixture of acetone and a non-dissolving solvent such as alcohol. With the use of benzyl alcohol, cyclehexanol and the like, the resin can also be dissolved in linseed oil.
It is also very stable and resistant to physical, chemical and chemical effects, such as the effects of 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. The usual additives such as triphenylphosphate, cyclohexanol, camphor or Iia.nipfer can be added to increase the elasticity and the dissolving power - substitute products, furthermore natural resins, are mixed in beige.
Since it can still be mixed with cellulose ester and rubber in any quantity in certain solvents, it can also be used as a filler for cellulose esters and rubber products, and as a hardening agent for rubber. Its above-mentioned linseed oil solubility in connection with benzyl alcohol and the like makes the resin suitable as an enamel paint.
Example: <B> 100 </B> parts of a-naphthol sulfur resin (obtained for example according to patent no. 10d-015 by heating 150 parts of a-naphthol, 5 parts of sulfur and 1 part of sodium trium hydroxide) are dissolved in 50 parts of benzene and reacted with 55 parts of acetic acid, nhydri.d.
After the esterification has ended, the acetic acid formed, the benzene and the water formed is driven off in a vacuum.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH106471T | 1922-09-01 | ||
| CH103432T | 1922-09-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH106471A true CH106471A (en) | 1924-09-01 |
Family
ID=25706472
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH106471D CH106471A (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) | CH106471A (en) |
-
1922
- 1922-09-01 CH CH106471D patent/CH106471A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH106471A (en) | Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. | |
| DE2119783B2 (en) | Coating agents | |
| AT139124B (en) | Process for the preparation of condensation products from cyclic oxy compounds and acetylene. | |
| DE818696C (en) | Process for the production of resinous polyesters | |
| CH106473A (en) | Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. | |
| CH106472A (en) | Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. | |
| CH104244A (en) | Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. | |
| CH103432A (en) | Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. | |
| CH104245A (en) | Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. | |
| DE1770816B2 (en) | METHOD FOR MANUFACTURING FLEXIBLE PHENOLIC RESINS | |
| US1756817A (en) | Chemical product and process for making same | |
| DE558647C (en) | Process for the production of basic ethers of aromatic ketones | |
| DE2236842B2 (en) | Coating agents | |
| CH104247A (en) | Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. | |
| CH104246A (en) | Process for the production of a resin which can be used as a protective and insulating varnish, impregnating agent, adhesive and the like. | |
| DE418498C (en) | Process for the preparation of derivatives of the sulfur-containing condensation products of phenols | |
| DE708085C (en) | Process for improving the properties of polymers of crotylidenecyanoacetic acid and their derivatives | |
| DE590685C (en) | Process for the production of rubber solutions that do not vulcanize at normal temperature | |
| DE829926C (en) | Process for the production of lightfast modified phenolic resins | |
| DE488528C (en) | Process for the preparation of acetyl cellulose soluble in chloroform | |
| DE1111399B (en) | Process for the production of polyepoxides from polymers or copolymers of diolefins | |
| CH276619A (en) | Process for the preparation of a new derivative of p-amino-salicylic acid. | |
| DE335359C (en) | Process for the production of cellulose esters | |
| DE584967C (en) | Process for 0-substitution of condensation products from phenols and natural resins | |
| DE557270C (en) | Process for the manufacture of rubber conversion products |