DE201261C - - Google Patents
Info
- Publication number
- DE201261C DE201261C DE1907201261D DE201261DA DE201261C DE 201261 C DE201261 C DE 201261C DE 1907201261 D DE1907201261 D DE 1907201261D DE 201261D A DE201261D A DE 201261DA DE 201261 C DE201261 C DE 201261C
- Authority
- DE
- Germany
- Prior art keywords
- cresol
- formaldehyde
- product
- shellac
- parts
- 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 - Lifetime
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- QWVGKYWNOKOFNN-UHFFFAOYSA-N O-Cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 239000007859 condensation product Substances 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- 229920001800 Shellac Polymers 0.000 description 4
- 229940113147 shellac Drugs 0.000 description 4
- 235000013874 shellac Nutrition 0.000 description 4
- 239000004208 shellac Substances 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N Carbon tetrachloride Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- QGJOPFRUJISHPQ-UHFFFAOYSA-N carbon bisulphide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 150000001896 cresols Chemical class 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-Tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 1
- DEWLEGDTCGBNGU-UHFFFAOYSA-N 1,3-dichloropropan-2-ol Chemical compound ClCC(O)CCl DEWLEGDTCGBNGU-UHFFFAOYSA-N 0.000 description 1
- 239000001293 FEMA 3089 Substances 0.000 description 1
- WUOACPNHFRMFPN-UHFFFAOYSA-N Terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 1
- 229940116411 Terpineol Drugs 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive Effects 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 230000002035 prolonged Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002023 wood Substances 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
- 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
- C08G8/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with monohydric phenols having only one hydrocarbon substituent ortho on para to the OH group, e.g. p-tert.-butyl phenol
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)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- ΛΙ 201261 KLASSE \2q. GRUPPE- ΛΙ 201261 CLASS \ 2q. GROUP
und Formaldehyd.and formaldehyde.
Patentiert im Deutschen Reiche vom 16. April 1907 ab.Patented in the German Empire on April 16, 1907.
In Hager's Pharmazeutisch-technisches Manuale, 7. Auflage (1903), Seite 709, ist erwähnt, daß man durch Einwirkung von Formaldehyd und Salzsäure auf Rohkresol ein als Schellackersatz verwendbares Reaktionsprodukt erhält, Vielfache im Großen angestellte Versuche haben jedoch gezeigt, daß die praktische Verwendung dieses Produkts als Schellackersatz an der Tatsache scheitert, daß die mit dem Produkt behandelten Gegenstände, insbesondere die damit angestrichenen Möbel, einen anhaftenden äußerst unangenehmen Geruch zeigen. Es wurde nun gefunden, daß man ein Produkt, daß diesen Mangel nicht aufweist und ein ganz hervorragendes Ersatzmittel für Schellack darstellt, erhalten kann, wenn man statt Rohkresol reines o-Kresol verwendet. Dieses Ergebnis war nicht vorauszusehen, da bekanntlich auch das reine o-Kresol einen intensiven und sehr unangenehmen Geruch besitzt.In Hager's Pharmaceutical-Technical Manual, 7th edition (1903), page 709, it is mentioned that the action of formaldehyde and hydrochloric acid on raw cresol receives a reaction product that can be used as a shellac substitute, However, numerous tests carried out on a large scale have shown that practical use This product fails as a shellac substitute due to the fact that the product treated objects, in particular the furniture painted with them, an adhesive show an extremely unpleasant odor. It has now been found that you can get a product that does not have this defect and an excellent substitute for shellac, if you can instead of raw cresol, pure o-cresol is used. This result was unforeseeable since It is well known that pure o-cresol also has an intense and very unpleasant odor owns.
10 Teile o-Kresol werden mit 7 Teilen einer 40 prozentigen Formaldehydlösung und 10 Teilen Wasser zusammengebracht, ο,, Teile konzentrierte Salzsäure zugefügt und die so erhaltene Mischung mehrere Stunden unter Rühren erhitzt. Das so erhaltene Harz wird darauf durch Waschen mit Wasser oder durch längeres Behandeln mit Wasserdampf gereinigt.10 parts of o-cresol with 7 parts of a 40 percent formaldehyde solution and 10 parts water brought together, ο ,, parts concentrated hydrochloric acid added and the so obtained mixture heated for several hours with stirring. The resin thus obtained is then cleaned by washing with water or by prolonged treatment with steam.
Das neue weingelb bis hellbraun gefärbte Harz löst sich in verdünnten Alkalien, ist sehr leicht löslich in Methylalkohol, Äthylalkohol, Aceton, Äther, Schwefelkohlenstoff, Acetylentetrachlorid und Chloroform, etwas löslich in Benzol, Dichlorhydrin und Terpineol, schwer löslich in Benzin und Tetrachlorkohlenstoff und unlöslich in Terpentinöl, fetten ölen, wie Leinöl und Säuren. Beim Erhitzen auf etwa 90° fängt das neue Produkt an zu erweichen und ist bei 110—1200 geschmolzen. Es gibt in gleicher Weise, wie natürlicher Schellack angewandt, sowohl beim Lackieren, wie Polieren auf Holz, Eisen usw. einen rasch trocknenden, hervorragend leuchtenden Überzug.The new wine-yellow to light brown colored resin dissolves in dilute alkalis, is very easily soluble in methyl alcohol, ethyl alcohol, acetone, ether, carbon disulfide, acetylene tetrachloride and chloroform, somewhat soluble in benzene, dichlorohydrin and terpineol, sparingly soluble in gasoline and carbon tetrachloride and insoluble in carbon Turpentine oil, fatty oils such as linseed oil and acids. When heated to about 90 degrees, the new product begins to soften and melted at 110-120 0th In the same way as natural shellac is used, both when painting and polishing on wood, iron, etc., there is a quick-drying, brilliantly luminous coating.
Verwendet man im Beispiel eine geringere Menge von Formaldehyd, so wird ein weicheres Produkt erhalten. Anstatt Salzsäure können auch andere Säuren Verwendung finden.If a smaller amount of formaldehyde is used in the example, a softer one becomes Product received. Instead of hydrochloric acid, other acids can also be used.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT38663D AT38663B (en) | 1907-04-15 | 1908-08-29 | Process for the preparation of resinous condensation products from o-cresol and formaldehyde. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE201261C true DE201261C (en) |
Family
ID=463826
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1907201261D Expired - Lifetime DE201261C (en) | 1907-04-15 | 1907-04-15 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE201261C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE927632C (en) * | 1944-02-25 | 1955-05-12 | Georg B Dipl-Chem Dr Willfang | Process for the production of low molecular weight condensation products |
-
1907
- 1907-04-15 DE DE1907201261D patent/DE201261C/de not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE927632C (en) * | 1944-02-25 | 1955-05-12 | Georg B Dipl-Chem Dr Willfang | Process for the production of low molecular weight condensation products |
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