DE917455C - Process for the production of resinous formaldehyde condensation products - Google Patents
Process for the production of resinous formaldehyde condensation productsInfo
- Publication number
- DE917455C DE917455C DEF12202D DEF0012202D DE917455C DE 917455 C DE917455 C DE 917455C DE F12202 D DEF12202 D DE F12202D DE F0012202 D DEF0012202 D DE F0012202D DE 917455 C DE917455 C DE 917455C
- Authority
- DE
- Germany
- Prior art keywords
- production
- condensation products
- formaldehyde condensation
- resinous
- resinous formaldehyde
- 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
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims description 19
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000007859 condensation product Substances 0.000 title claims 2
- 238000000034 method Methods 0.000 title claims 2
- 150000001346 alkyl aryl ethers Chemical class 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
- 150000008379 phenol ethers Chemical class 0.000 claims description 3
- 239000008096 xylene Substances 0.000 claims description 3
- 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
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 2
- UOHMMEJUHBCKEE-UHFFFAOYSA-N prehnitene Chemical compound CC1=CC=C(C)C(C)=C1C UOHMMEJUHBCKEE-UHFFFAOYSA-N 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 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
- C08G16/00—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
- C08G16/02—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
- C08G16/0212—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds
- C08G16/0218—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds containing atoms other than carbon and hydrogen
- C08G16/0225—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds containing atoms other than carbon and hydrogen containing oxygen
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Es ist bekannt, Kunstharze durch Kondensation von Aromaten, wie Xylol, mit Formaldehyd herzustellen.It is known that synthetic resins can be produced by condensation of aromatics such as xylene, with formaldehyde.
Es wurde nun gefunden, daß man abwandlungsfähige Kondensate erhält, die sich vorzüglich zur Herstellung von Lacken eignen, wenn man in einem Arbeitsgang Formaldehyd mit Alkylaryläthern, wie insbesondere Phenoläther, und anderen Aromaten ähnlicher Reaktionsgeschwindigkeit, wie reinen aromatischen Kohlenwasserstoffen oder alkylierten aromatischen Kohlenwasserstoffen, kondensiert.It has now been found that modifiable condensates are obtained which are ideally suited for the production of lacquers, if you work in one operation Formaldehyde with alkylaryl ethers, especially phenol ethers, and other aromatics reaction rate similar to that of pure aromatic hydrocarbons or alkylated aromatic hydrocarbons, condensed.
Geeignete Alkylaryläther sind Anisol, Phenetol sowie Substitutionsprodukte derselben, wie alkylierte Alkylaryläther. Die Anwesenheit freier Hydroxylgruppen ist ausgeschlossen, da Phenoläther mit zusätzlich freien Hydroxylgruppen bei der Kondensation mit Formaldehyd in anderer Weise reagieren. Andere Substituenten, wie z. B. Carboxylgruppen, sind unschädlich, so kann die . Phenoxyessigsäure als Ausgangsmaterial dienen. Als aromatische Kohlenwasserstoffe für die Mischkondensation dienen Benzol, Naphthalin, Toluol, Xylol, Trimethylbenzol, Tetramethylbenzol oder Diäthylbenzol. Die harzartigen Mischkondensate sind sehr reaktionsfähig und können zu weiteren wertvollen Kunststoffen modifiziert werden.Suitable alkyl aryl ethers are anisole, phenetole and substitution products same as alkylated alkyl aryl ethers. The presence of free hydroxyl groups is excluded, since phenol ethers with additional free hydroxyl groups in the React condensation with formaldehyde in a different way. Other substituents such as z. B. carboxyl groups are harmless, so the. Phenoxyacetic acid as a starting material to serve. Benzene is used as aromatic hydrocarbons for the co-condensation, Naphthalene, toluene, xylene, trimethylbenzene, tetramethylbenzene or diethylbenzene. The resin-like mixed condensates are very reactive and can lead to further valuable plastics can be modified.
Beispiel 2z6 g Anisol, io6 g m-Xylol, 6oo g einer 3o°/oigen Formaldehydlösung und 51 g Schwefelsäure von 6o° B6 werden unter Rühren 30 Stunden unter Rückfluß erhitzt. Es entsteht ein Kunstharz mit einem Sauerstoffgehalt von i5,7°/0.Example 266 g of anisole, 106 g of m-xylene, 600 g of a 30% formaldehyde solution and 51 g of sulfuric acid at 60 ° B6 are refluxed for 30 hours with stirring. The result is a synthetic resin with an oxygen content of 15.7%.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF12202D DE917455C (en) | 1942-04-14 | 1942-04-14 | Process for the production of resinous formaldehyde condensation products |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF12202D DE917455C (en) | 1942-04-14 | 1942-04-14 | Process for the production of resinous formaldehyde condensation products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE917455C true DE917455C (en) | 1954-09-02 |
Family
ID=7086941
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF12202D Expired DE917455C (en) | 1942-04-14 | 1942-04-14 | Process for the production of resinous formaldehyde condensation products |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE917455C (en) |
-
1942
- 1942-04-14 DE DEF12202D patent/DE917455C/en not_active Expired
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