DE947410C - Process to accelerate the molecular enlargement of unsaturated organic compounds - Google Patents
Process to accelerate the molecular enlargement of unsaturated organic compoundsInfo
- Publication number
- DE947410C DE947410C DEF13725A DEF0013725A DE947410C DE 947410 C DE947410 C DE 947410C DE F13725 A DEF13725 A DE F13725A DE F0013725 A DEF0013725 A DE F0013725A DE 947410 C DE947410 C DE 947410C
- Authority
- DE
- Germany
- Prior art keywords
- organic compounds
- unsaturated organic
- accelerate
- molecular enlargement
- enlargement
- 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
- 238000000034 method Methods 0.000 title claims description 5
- 150000002894 organic compounds Chemical class 0.000 title claims description 4
- 239000003921 oil Substances 0.000 claims description 14
- 238000001035 drying Methods 0.000 claims description 10
- -1 metal complex salts Chemical class 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 150000005840 aryl radicals Chemical class 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 235000019198 oils Nutrition 0.000 description 13
- 239000000654 additive Substances 0.000 description 8
- 239000002023 wood Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 4
- 239000004922 lacquer Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 229910017052 cobalt Inorganic materials 0.000 description 3
- 239000010941 cobalt Substances 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 239000000944 linseed oil Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000011550 stock solution Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 150000002506 iron compounds Chemical class 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 150000004032 porphyrins Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229910052684 Cerium Inorganic materials 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- 239000001293 FEMA 3089 Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 230000037336 dry skin Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000003278 haem Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- BTIJJDXEELBZFS-QDUVMHSLSA-K hemin Chemical compound CC1=C(CCC(O)=O)C(C=C2C(CCC(O)=O)=C(C)\C(N2[Fe](Cl)N23)=C\4)=N\C1=C/C2=C(C)C(C=C)=C3\C=C/1C(C)=C(C=C)C/4=N\1 BTIJJDXEELBZFS-QDUVMHSLSA-K 0.000 description 1
- 229940025294 hemin Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 159000000014 iron salts Chemical class 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F9/00—Compounds to be used as driers, i.e. siccatives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F242/00—Copolymers of drying oils with other monomers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Paints Or Removers (AREA)
Description
Verfahren zur Beschleunigung der Molekülvergrößerung ungesättigter organischer Verbindungen Es ist bekannt, Stoffe aus der Gruppe der Phthalozyanine zur Beschleunigung der Emulsionspolymerisation von Butadien oder dessen Derivaten zu verwenden. Es ist ferner bekannt, bei der Emulsionspolymerisation von Vinyl- und Divinylverbindungen komplexe Eisensalze heranzuziehen.Process for accelerating the molecular growth of unsaturated organic compounds It is known substances from the group of the phthalozyanine to accelerate the emulsion polymerization of butadiene or its derivatives to use. It is also known that in the emulsion polymerization of vinyl and divinyl compounds to use complex iron salts.
Es wurde ferner vorgeschlagen, trocknenden Ölen zur Beschleunigung der Trocknung metallhaltige Porphyrine, vorzugsweise das Hämin, in kleinen Mengen zuzusetzen. Die Verwendung des Hämins hat jedoch den Nachteil, daß dieses in Ölen schwer löslich und in den in der Anstrichmittelindustrie üblichen Lösungsmitteln wie Testbenzin, Terpentinöl usw. unlöslich ist. Um es überhaupt verwenden zu können, müssen mit Hilfe von Aminen, die in Anstrichen gewöhnlich unerwünscht sind, Konzentrate hergestellt werden. Von besonders großer praktischer Bedeutung ist die Molekülvergrößerung trocknender Öle oder von Gemischen, die trocknende Öle enthalten. In diesem Falle und auch in vielen anderen Fällen von Molekülvergrößerungen organischer Stoffe ist es wichtig, daß der beschleunigende Zusatzstoff in dem organischen Rohstoff, welcher der Molekülvergrößerung unterworfen werden soll, genügend löslich ist. Es ist ferner zweckmäßig, wenn der beschleunigende Zusatzstoff auch eine gute Löslichkeit in den Lösungsmitteln besitzt, die in der Technik üblicherweise benutzt werden, um dem betreffenden Rohstoff gelöste Zusatzstoffe einzuverleiben. So werden die in der Technik der trocknenden Öle bisher gebräuchlichsten Katalysatoren, die sogenannten Trockenstoffe, wie etwa Linoleate, Resinate, Naphthenate, Octoate von Kobalt, Mangan, Blei und anderen Metallen, entweder als solche in dem trocknenden öl gelöst, oder es werden vorher konzentrierte Stammlösungen hergestellt, die ein bequemes Dosieren erlauben.It has also been suggested to use drying oils to speed up the process metal-containing porphyrins, preferably hemin, in small quantities during drying to add. However, the use of the heme has the disadvantage that this is in oils sparingly soluble and in the solvents commonly used in the paint industry like white spirit, turpentine oil etc. is insoluble. To be able to use it at all, need concentrates with the help of amines, which are usually undesirable in paints getting produced. Molecular enlargement is of particularly great practical importance drying oils or mixtures containing drying oils. In this case and also in many other cases of molecular enlargement of organic substances it is important that the accelerating additive in the organic raw material, which the molecular enlargement is to be subjected to, is sufficiently soluble. It is further Useful if the accelerating additive also has good solubility in the Has solvents that are commonly used in the art to the to incorporate dissolved additives in the relevant raw material. So the ones in the Technique of the drying oils up to now the most common catalysts, the so-called Drying agents, such as linoleates, resinates, naphthenates, octoates of cobalt, manganese, lead and other metals, either as such in the drying dissolved oil, or concentrated stock solutions are prepared beforehand that contain a allow convenient dosing.
Als Lösungsmittel für die Herstellung dieser Stammlösungen dienen vor allem Kohlenwasserstofe, in erster Linie Testbenzin.Serve as a solvent for the preparation of these stock solutions especially hydrocarbons, primarily white spirit.
Es hat sich nun gezeigt, daß zur Molekülvergrößerung von ungesättigten organischen Verbindungen oder deren Gemischen, insbesondere solchen, die trocknende Öle enthalten, durch Polymerisation, Kondensation oder Diensynthese mit besonderem Vorteil erfindungsgemäß Metallkomplexsalze von solchen Octaarylporphyrazinen als Zusatzstoffe verwendet werden können, deren Arylreste sämtlich oder zum Teil durch Alkylgruppen substituiert sind. Die erfindungsgemäß vorgeschlagenen Zusatzstoffe beschleunigen bereits in kleinen Mengen die Molekülvergrößerung in starkem Maße, und zwar wesentlich stärker als die obengenannten bebekannten metallhaltigen Porphyrine. So genügen im allgemeinen meist schon Zusätze von etwa o,ooi bis etwa o, i Gewichtsprozent, vorzugsweise solche von etwa o,oi bis 0,03 Gewichtsprozent, bezogen auf die Menge der der Molekülvergrößerung fähigen Verbindungen. Die Zusatzstoffe bieten ferner den Vorteil, daß sie in den der Molekülvergrößerung zu unterwerfenden Rohstoffen sowie in den üblichen organischen Lösungsmitteln, wie insbesondere auch in Testbenzin, besonders gut löslich sind. Als Metallkomplexsalze können z. B. die Eisenverbindungen verwendet werden; es kommen aber auch eine Reihe anderer Metalle in Frage, wie z. B. Kobalt, Mangan, Cer, Magnesium, Zink. Es sind besonders solche Metallkomplexsalze der Octaarylporphyrazine geeignet, die als Substituenten Alkylgruppen mit 3 bis etwa 18, vorzugsweise 6 bis 18 Kohlenstoffatomen, enthalten. Beispiel i In einer Mischung von rohem Holzöl und rohem Leinöl im Verhältnis 3 : 2 werden 0,03 Gewichtsprozent eines Eisen-Octadodecylphenyl-porphyrazins gelöst. Die Lösung kann entweder durch Zusammenmischen der Komponenten in der Kälte oder bei gelindem Erwärmen hergestellt werden, oder dadurch, daß eine Stammlösung in Testbenzin bereitet wird, von der eine abgemessene Menge zu der Holzöl-Leinöl-Mischung zugegeben wird, Ein Aufstrich der erhaltenen Lösung in üblicher Dicke auf Glasplatten troclcn(,t bei üblichen Bedingungen der Temperatur, Luftfeuchtigkeit und Belichtung in 30 Minuten so weit an, daß eine trockene Haut gebildet wird; nach 9 Stunden ist der' Aufstrich durchgetrocknet. Beispiel 2 Eine Lösung von o,oi Gewichtsprozent Eisen-Octa-dodecylphenyl-porphyrazin in rohem Holzöl trocknet unter den in Beispiel i genannten Bedingungen in 2 Stunden zu einem festen, klaren und runzelfreien Film. Beispiel 3 Eine Lösung von o,ooi Gewichtsprozent Eisen-Octa-dodecylphenyl-porphyrazin in rohem Holzöl trocknet unter den in Beispiel i genannten Bedingungen in etwa 24 Stunden, während es ohne Zusatz mehr als 2 Tage dauert. Beispiel q. Eine Lösung von o,oi Gewichtsprozent Eisen-Octa-diisopropylphenyl-porphyrazin in rohem Holzöl trocknet unter den in Beispiel i genannten Bedingungen in i Stunde 35 Minuten zu einem festen, runzelfreien Film. Beispiel 5 In einem nicht sikkativierten Klarlack auf Basis leinölhaltigen Alkydharzes werden o,oi Gewichtsprozent Eisen-Octa-(methyl-, isooctylphenyl)porphyrazin gelöst. Ein Aufstrich aus diesem Lack trocknet unter den Bedingungen des Beispieles i in 6,3 Stunden, während die Trockenzeit ohne den genannten Zusatz 8o bis 92' Stunden beträgt. Beispiel 6 In einer aus dem in Beispiel-5 genannten Klarlack hergestellten handelsüblichen, aber nicht sikkativierten schwarzen Lackfarbe werden 0,o2 Gewichtsprozent der Eisenverbindung eines Octaphenylporphyrazins gelöst, die im Durchschnitt je Eisenatom 5 bis 6 Alkylreste enthält, welche ihrerseits je io bis 13, im Durchschnitt ii bis i2 Kohlenstoffatome aufweisen. Die Lackfarbe trocknet in 71/z Stunden zu einem harten Film auf, während sie ohne den genannten Zusatz 95 Stunden braucht. Beispiel ? Eine Lösung von o,i Gewichtsprozent Eisen-Octa-dodecylphenyl-porphyrazin in rohem Holzöl trocknet unter den in Beispiel i genannten Bedingungen in weniger als i Stunde. Beispiel 8 Die Trocknungszeit von rohem Holzöl wird bei Zusatz von 0,o2 Gewichtsprozent Kobalt-Octadodecylphenyl-porphyrazin unter den in Beispiel i genannten Bedingungen auf etwa 4 Stunden herab-2,esetzt.It has now been shown that in order to enlarge the molecules of unsaturated organic compounds or their mixtures, especially those containing drying oils, by polymerization, condensation or diene synthesis, metal complex salts of such octaarylporphyrazines can be used as additives with particular advantage according to the invention, all or the aryl radicals of which Partly are substituted by alkyl groups. The additives proposed according to the invention accelerate the enlargement of the molecule to a great extent even in small amounts, and indeed much more strongly than the above-mentioned known metal-containing porphyrins. In general, additions of about 0.01 to about 0.1 percent by weight, preferably those of about 0.01 to 0.03 percent by weight, based on the amount of the compounds capable of molecular enlargement, are generally sufficient. The additives also offer the advantage that they are particularly readily soluble in the raw materials to be subjected to molecular enlargement and in the customary organic solvents, such as, in particular, in white spirit. As metal complex salts, for. B. the iron compounds are used; but there are also a number of other metals in question, such as. B. cobalt, manganese, cerium, magnesium, zinc. Metal complex salts of octaarylporphyrazines which contain alkyl groups with 3 to about 18, preferably 6 to 18 carbon atoms as substituents, are particularly suitable. Example i 0.03 percent by weight of an iron octadodecylphenyl porphyrazine is dissolved in a mixture of crude wood oil and crude linseed oil in a ratio of 3: 2. The solution can be prepared either by mixing the components together in the cold or with gentle heating, or by preparing a stock solution in white spirit, of which a measured amount is added to the wood oil-linseed oil mixture. A spread of the resulting solution in normal thickness on glass plates dry (under normal conditions of temperature, humidity and light exposure in 30 minutes so far that a dry skin is formed; after 9 hours the spread is completely dry. EXAMPLE 2 A solution of 0.1 percent by weight iron -Octa-dodecylphenyl-porphyrazine in crude wood oil dries to a firm, clear and wrinkle-free film in 2 hours under the conditions mentioned in Example I. EXAMPLE 3 A solution of o, ooi percent by weight of iron-octa-dodecylphenyl-porphyrazine in crude wood oil dries under the conditions mentioned in example i in about 24 hours, while it takes more than 2 days without addition.Example q. A solution of 0.1% by weight of iron-octa-diisopropylphenyl-porphyrazine in crude wood oil dries under the conditions mentioned in example i in 1 hour 35 minutes to form a solid, wrinkle-free film. Example 5 In a non-siccative clear lacquer based on linseed oil-containing alkyd resin, o.o. percent by weight of iron-octa- (methyl-, isooctylphenyl) porphyrazine is dissolved. A spread made from this lacquer dries under the conditions of Example i in 6.3 hours, while the drying time without the additive mentioned is 80 to 92 hours. Example 6 In a commercially available, but not siccative black lacquer paint produced from the clear lacquer mentioned in Example 5, 0.02 percent by weight of the iron compound of an octaphenylporphyrazine is dissolved, which contains on average 5 to 6 alkyl radicals per iron atom, which in turn each 10 to 13 im Have an average of ii to i2 carbon atoms. The paint dries to a hard film in 71 / z hours, whereas without the additive mentioned it takes 95 hours. Example ? A solution of 0.1 percent by weight of iron-octa-dodecylphenyl-porphyrazine in crude wood oil dries under the conditions mentioned in example i in less than one hour. Example 8 The drying time of crude wood oil is reduced to about 4 hours with the addition of 0.02 percent by weight of cobalt octadodecylphenyl porphyrazine under the conditions mentioned in example i.
Claims (1)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF13725A DE947410C (en) | 1954-01-21 | 1954-01-21 | Process to accelerate the molecular enlargement of unsaturated organic compounds |
| DEF15724A DE965595C (en) | 1954-01-21 | 1954-09-17 | Process to accelerate the molecular enlargement of unsaturated organic compounds |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF13725A DE947410C (en) | 1954-01-21 | 1954-01-21 | Process to accelerate the molecular enlargement of unsaturated organic compounds |
| DEF15724A DE965595C (en) | 1954-01-21 | 1954-09-17 | Process to accelerate the molecular enlargement of unsaturated organic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE947410C true DE947410C (en) | 1956-08-16 |
Family
ID=33030615
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF13725A Expired DE947410C (en) | 1954-01-21 | 1954-01-21 | Process to accelerate the molecular enlargement of unsaturated organic compounds |
| DEF15724A Expired DE965595C (en) | 1954-01-21 | 1954-09-17 | Process to accelerate the molecular enlargement of unsaturated organic compounds |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF15724A Expired DE965595C (en) | 1954-01-21 | 1954-09-17 | Process to accelerate the molecular enlargement of unsaturated organic compounds |
Country Status (1)
| Country | Link |
|---|---|
| DE (2) | DE947410C (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE904321C (en) * | 1931-08-01 | 1954-02-18 | Aeg | Device for operating glow cathode tubes with a control grid, in particular with gas or steam filling |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE904231C (en) * | 1951-10-09 | 1954-02-15 | Dr Hans P Kaufmann | Process to accelerate the molecular enlargement of drying oils |
-
1954
- 1954-01-21 DE DEF13725A patent/DE947410C/en not_active Expired
- 1954-09-17 DE DEF15724A patent/DE965595C/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE904321C (en) * | 1931-08-01 | 1954-02-18 | Aeg | Device for operating glow cathode tubes with a control grid, in particular with gas or steam filling |
Also Published As
| Publication number | Publication date |
|---|---|
| DE965595C (en) | 1957-06-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3737047C2 (en) | ||
| DE60006183T2 (en) | Hardening accelerator and resin composition | |
| DE1519261A1 (en) | Paint | |
| DE947410C (en) | Process to accelerate the molecular enlargement of unsaturated organic compounds | |
| DE878826C (en) | Process for the improvement of binders for lacquers, paints, putties, adhesives and plastic masses based on oils, natural resins or synthetic resins | |
| DEF0013725MA (en) | ||
| DE904231C (en) | Process to accelerate the molecular enlargement of drying oils | |
| DE707887C (en) | Solutions containing chlorinated rubber | |
| DE957153C (en) | Drying agents | |
| DE947726C (en) | Process for improving paints | |
| DE446562C (en) | Process for the production of benzene, spirit u. Like. Soluble polymerization products of vinyl acetate and their paints | |
| DE920666C (en) | Process for the molecular enlargement of unsaturated organic compounds | |
| DE1117247B (en) | Process for the preparation of mixed light colored, highly effective drying accelerators | |
| DE567775C (en) | Fast drying paints | |
| DE378385C (en) | Process for the production of paint-like rust protection paints | |
| DE498122C (en) | Process to increase the drying speed and strength of oil varnishes and oil paints | |
| DE382465C (en) | Process for the production of paints, paint additives and impregnation agents | |
| DE888587C (en) | Solvent for paint raw materials and plastics of all kinds | |
| DE1669276B2 (en) | Paints for electrostatic paint spraying | |
| DE1217528B (en) | Water-thinnable stoving varnish | |
| DE615757C (en) | Process for the production of natural asphalt solutions | |
| DE590858C (en) | Cellulose ester varnish | |
| DE632299C (en) | Process for the preparation of neutral resinous condensation products | |
| DE968285C (en) | Drying paints | |
| DE568569C (en) | Process for the production of a hot-liquid insulating compound for damp or nitric-containing walls |