DE2125247A1 - Stabile Mischungen aus Enamin-Verbindungen und Polyisocyanaten. Ausscheidung aus: 2116882 - Google Patents
Stabile Mischungen aus Enamin-Verbindungen und Polyisocyanaten. Ausscheidung aus: 2116882Info
- Publication number
- DE2125247A1 DE2125247A1 DE19712125247 DE2125247A DE2125247A1 DE 2125247 A1 DE2125247 A1 DE 2125247A1 DE 19712125247 DE19712125247 DE 19712125247 DE 2125247 A DE2125247 A DE 2125247A DE 2125247 A1 DE2125247 A1 DE 2125247A1
- Authority
- DE
- Germany
- Prior art keywords
- enamine
- divalent
- formula
- group
- groups
- 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.)
- Granted
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Classifications
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- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
- C07C209/78—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton from carbonyl compounds, e.g. from formaldehyde, and amines having amino groups bound to carbon atoms of six-membered aromatic rings, with formation of methylene-diarylamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C211/09—Diamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C211/34—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
- C07C211/36—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing at least two amino groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/033—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3253—Polyamines being in latent form
- C08G18/3256—Reaction products of polyamines with aldehydes or ketones
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3271—Hydroxyamines
- C08G18/3293—Hydroxyamines containing heterocyclic groups
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3271—Hydroxyamines
- C08G18/3296—Hydroxyamines being in latent form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
Description
N = 8,5 Gew.-^
Axeii/Bu
n2^: 1.5163
Analyse: | C = | 81,9 | Gew.-$ (berechnet für Di-enamin ) |
H = | 11,9 | Gew. -fo | |
N = | 6,2 | Gev/.-^ | |
C = | 8118 | Gew. -fo | |
II = | 12,0 | Gew.-fo · | |
N = | 6,1 | Gew. -fo | |
Beispiel | 7 |
Pq : Polypropylenglykol
P10 : Polyester aus Adipinsäure/Trimetliyl-hexandiol
Pat ent ab t e ilung
Axen/tJu
Beisp | Polyisocyanat | Poly-enainine | Klebfrei nach | Lagerzeit der |
Nr. | aus | aus Isobutyr- aldehyd und |
(min) | Mischung ohne viskositäts- zunahme |
1,8 | C3 + P8 (ν) | A | 20 | >16 V/ochen |
1,9 | C4 | A7 | 90 | >12 Wochen |
1,10 | A7 | 50 | >12 V/ochen | |
1,11 | C4 +P8 | Αγ | 30 | XL2 Wochen |
1 | Ο« + Wasser | A? | 40 Stunden | |
1,12 | O4+P9 | Gießling mit H2O |
M.& Wochen | |
12 Stunden | ||||
4 | °4 +P9 | A8 | 100 | > 7 Wochen |
3 | °4 | (c4 + P9) | 80 | y 8 V/ochen |
3 | A9 | 90 | ^> 8 Wochen | |
3 | C6 | Ag | 120 | )>8 V/ochen |
3 | C4 +P8 | 40 | ye V/ochen | |
3 | C5 + P8 (ν) | A9 | 120 | )>8 Wochen |
3 | C3 | A9 | y 5 V/ochen | |
2 | C4 | A10 | 60 | y& V/ochen |
2 | A10 | 90 | ye V/ochen | |
2 | C6 | A10 | 120 | y 8 V/ochen |
2 | C4 + P8 | A10 | 40 | ]>8 V/ochen |
2 | c5 + P8 (ν) | A10 | 120 | y 8 V/ochen |
2 | A10 | ^> 5 V/ochen |
Beisp. Ήν. |
poiyisocyanat aus |
Poly-enamine aus Isobutyralüehyd und |
Lagerzeit der Mischung ohne Visk. Zunaiome |
1 | c | A7 | >4 V/ochen |
5 | V | >4 V/ochen | |
7 | °4 " | A12 | >7 V/ochen |
7 | C4 | A12 | >7 Wochen |
7 | C4 H | A12 | >7 Wochen |
7 | C5 | Al2 | >7 Wochen |
7 | C6 | >7 V/ochen | |
4 | As' | >12 V/ochen | |
4 | 4 A8 9 | >12 V/ochen | |
13,4 | C4-4 | + (C4 + P9) A8 |
>3 Wochen |
+ (C. + Pg) | |||
f P9 | |||
1-P9 | |||
HP9 | |||
^P8 | |||
- *8 (V) | |||
■P8 | |||
Pat ent ab t e llung
Axen/Jiu
Polyisocyanat aus |
Polyimin aus Isobutyralde- hyd und |
Klebfrei nach (min.) |
max.Lagerzeit (geliert nach) |
C2 + p2 | A4 | " 20 | 15 Tage |
Cp + Wasser | A4 | 30 | 7 Tage |
C2 + P3 | A4 | 15 | 16 Stunden |
°3 +P4 | A4 | 15 | 18 Stunden |
C3 + P5 | A4 | 30 | 4 Stunden |
C2 + P6 | A4 | 35 | 52 Tage |
C3 + P? | 30 | 2 Tage | |
Cp + Wasser | A5 | 60 | 2 Tage |
C3 +p5 | A6 | 30 | 11 Stunden |
C2 +P6 | A6 | 35 | 12 Wochen |
+ äquivalente Menge
Claims (7)
- wobei A ein zweiwertiger organischer Rest ist, nämlichaa) ein zweiwertiger linearer oder' verzweigter Kohlenwasserstoff-Rost mit 4 bis 36 Kohlenstoffatomen oderab) eine zweiwertige Polyäther-Kette der allgemeinen Formel II,-f B - 0 )ΊΓ- B - (II),wobei B -CH2-CH2- , -CH - CH2 -, -(CH2)^ -,CH5ein zweiwertiger cycloalipliatischer oder aromatischer Kohlenwasserstoff-Rest, der gegebenenfalls einen oder mehrere Alkyl-Substituenten tragen kann, mit insgesamt bis zu 12 Kohlenstoffatomen und η eine ganze Zahl von 1 bis ca. 1000 sein kann, oder209843/0947 -23-SCHERING AGPatentabteilungAxen/Bu -23-ac) ein zweiwertiger, gegebenenfalls alkylgruppen-substituierter, Cyclopentyl- oder Cyclohexyl -Rest mit insgesamt bis zu 12 Kohlen-' Stoffatomen oderad) ein zweiwertiger, gegebenenfalls alkylgruppen-substituierter aromatischer Rest mit insgesamt bis zu 12 Kohlenstoffatomensein kann, und wobei am Rest A ein oder mehrere Η-Atome durch Hydroxid-Gruppen substituiert sein1 2 können und wobei R und Rba) einv.ertige lineare bzw. unsübstituierte oder verzweigte bzw. substituierte aliphatisch^, cycloaliphatische oder aromatische Reste mit 1 bis 12 Kohlenstoffatomen oderbb) (zweiwertige) Äthylengruppen, die zu A je einen heterocyclischen Ring schließen, darstellen oderbc) zusammen eine zweiwertige Äthylen-Gruppe bilden, die gegebenenfalls durch eine Hydroxid-Gruppe und die gegebenenfalls durch eine oder mehrere Alkyl-Gruppen substituiert sein kann, und wobei A eine, gegebenenfalls alkylgruppensubstituierte, Äthylen-Gruppe ist,bd) Cyan-äthyl-Gruppen sind, und wobeica) R^ Viasserstoff und R^ und R-3 einzeln odergleichzeitig ein Wasserstoff-Atom, eine Methyl -209843/0947SCHERING AG 515PatentabteilungAxen/Bu -84-oder eine Äthyl-Gruppe sein können oderet») R^ Wasserstoff und R* und R^ zusammen ein zwei-7 wertiger Kohlenwasserstoff-Rest R , der eine,gegebenenfalls alkylgruppen-substituierte, Tri- ; oder Tetramethylen-Gruppe mit insgesamt bis zu 8 Kohlenstoffatomen darstellt, sein können, insbesondereB 2. Di-enamin der Formel III, · {Hi^C -—. /^^/~y/~CH=C (III),B 3· Di-enamm der Formel IV,i-Bu CH5 CH5 i-BuCH5 CH5 i-Bu CH9-C-CH9-CH-CH9-CHp-N CH=CL 0H3B 4· Di-enamin der Formel V,CH„ i-Bu .CH^ *H5C i-Bu CH5 CJH5 i-Bu /CH3\^ /-.»τ -ir mi ηττ ηττ η ΠΐΤ ΠΤΤ TiT /TtT Λ<H,'C=CH-N CH0-CH-CH9-C-CH9-CH9-N CH=COH5 v«3B 5. Di-enamin der Formel VI,
i-Bu^ /OHCH9i-Bu CH CH52098A3/09A7
—25—SCHERING AGPatentabteilungAxen/Bu-25-B 6. Verbindung der Formel VIII,H3C"N N-H5O(VIII),B 7. Verbindung der Formel IX,H5CCH2-CH2-CH2H5G.CH,-CH,B 8. sowie Enamin-Gruppen enthaltende Präpolymere, hergestellt durch Umsetzung von Mono-enaminen, insbesondere dem Enamin der Formel VII,/—\HO-CH9-CH9-N - N-CH=C 2 2 \ /,CH(VII),CH,die freie Hydroxyl- oder Amino-Gruppen enthalten, mit Polyisocyanaten,B 9« sowie mindestens eine Enamin-Gruppe und mindestais eine Ketimin- und/oder Aldimin-Gruppe enthaltende Verbindungen, insbesondereBIO. eine Enamin- und eine Aldimin-Gruppe enthaltende Verbindung der Formel XIII,,o/;C=CH-N(XIII).CH, - 2. Verwendung von Mischungen gemäß Anspruch 1 in Gegenwart von Wasser aur Herstellung von Polyharnstoffen unter Formgebung, insbesondere zur Herstellung von Lacken, Vergußmassen, Spachtelmassen, Überzügen und Beschichtungen.-26-209843/0947SCHi'JRING AGPatentabteilungAxeii/Bu
- 3. Verfahren zur Herstellung von Polyharnstoffen unter Formgebung, insbesondere zur Herstellung von Lacken, Vergußmassen, Spachtelmassen, Überzügen und BeSchichtungen, dadurch gekennzeichnet, daß man Mischungen gemäß Anspruch 1
- a) mit Wasser versetzt und in der gewünschten Weise appliziert oder
- b) in der gewünschten Weise aufträgt und der Einwirkung i von Wasser oder Wasserdampf bzw. der Feuchtigkeit
- der Luft aussetzt.
- 209843/0947
Priority Applications (15)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2116882A DE2116882C3 (de) | 1971-04-06 | 1971-04-06 | Enaminverbindungen und deren Herstellung |
DE19712167133 DE2167133C3 (de) | 1971-04-06 | 1971-04-06 | Di-Enamin-Verbindungen |
DE2125247A DE2125247C3 (de) | 1971-04-06 | 1971-04-06 | Verfahren zum Applizieren von Lacken, Vergußmassen, Spachtelmassen, Überzugs- und Beschichtungsmassen |
US240762A US3865791A (en) | 1971-04-06 | 1972-04-03 | Certain enamine compounds and methods for making and using the same |
AT200274*1A AT324513B (de) | 1971-04-06 | 1972-04-05 | Lagerstabile mischung |
SE7204389A SE405256B (sv) | 1971-04-06 | 1972-04-05 | Sett att framstella tetningsmassor genom omsettning av blandningar av isocyanatkomponenter, bi- eller polyfunktionella enaminer och vatten |
FR7211899A FR2136178A5 (de) | 1971-04-06 | 1972-04-05 | |
AT291372A AT329016B (de) | 1971-04-06 | 1972-04-05 | Verfahren zur herstellung neuer di-enamine |
BE781756A BE781756A (fr) | 1971-04-06 | 1972-04-06 | Enamines, leur preparation et leur utilisation |
NLAANVRAGE7204634,A NL171816C (nl) | 1971-04-06 | 1972-04-06 | Werkwijze massa's, plamuurmassa's, dek- en bekledingsmassa's alsmede gevormde voortbrengselen. |
GB1589972A GB1394732A (en) | 1971-04-06 | 1972-04-06 | Enamine compounds their manufacture and use |
AT724174A AT338276B (de) | 1971-04-06 | 1974-09-09 | Verfahren zur herstellung von neuen, mindestens eine enamin- und mindestens eine ketimin- und/oder aldimingruppe enthaltenden verbindungen |
US05/520,356 US3941753A (en) | 1971-04-06 | 1974-11-01 | Prepolymers of polyisocyanates with hydroxy-enamines or hydroxy-ketimines |
AT296978A AT377275B (de) | 1971-04-06 | 1978-04-25 | Lagerstabile mischung |
NLAANVRAGE8203663,A NL177219C (nl) | 1971-04-06 | 1982-09-21 | Werkwijze voor het bereiden van prepolymeren en van stabiele mengsels; gevormde voortbrengselen. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2116882A DE2116882C3 (de) | 1971-04-06 | 1971-04-06 | Enaminverbindungen und deren Herstellung |
DE2125247A DE2125247C3 (de) | 1971-04-06 | 1971-04-06 | Verfahren zum Applizieren von Lacken, Vergußmassen, Spachtelmassen, Überzugs- und Beschichtungsmassen |
Publications (3)
Publication Number | Publication Date |
---|---|
DE2125247A1 true DE2125247A1 (de) | 1972-10-19 |
DE2125247B2 DE2125247B2 (de) | 1977-08-11 |
DE2125247C3 DE2125247C3 (de) | 1981-07-23 |
Family
ID=25760937
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE2125247A Expired DE2125247C3 (de) | 1971-04-06 | 1971-04-06 | Verfahren zum Applizieren von Lacken, Vergußmassen, Spachtelmassen, Überzugs- und Beschichtungsmassen |
DE2116882A Expired DE2116882C3 (de) | 1971-04-06 | 1971-04-06 | Enaminverbindungen und deren Herstellung |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE2116882A Expired DE2116882C3 (de) | 1971-04-06 | 1971-04-06 | Enaminverbindungen und deren Herstellung |
Country Status (8)
Country | Link |
---|---|
US (1) | US3865791A (de) |
AT (2) | AT324513B (de) |
BE (1) | BE781756A (de) |
DE (2) | DE2125247C3 (de) |
FR (1) | FR2136178A5 (de) |
GB (1) | GB1394732A (de) |
NL (1) | NL171816C (de) |
SE (1) | SE405256B (de) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0247443A1 (de) * | 1986-05-27 | 1987-12-02 | Vianova Kunstharz Aktiengesellschaft | Verfahren zur Herstellung von kationischen wasserverdünnbaren Bindemitteln |
EP0359456A1 (de) * | 1988-09-09 | 1990-03-21 | Imperial Chemical Industries Plc | Imino/Enamine-Funktionalität aufweisende, mit Isocyanat reagierende Polymere |
EP0361703A1 (de) * | 1988-09-09 | 1990-04-04 | Imperial Chemical Industries Plc | Zusammensetzungen aus Materie |
EP0361704A1 (de) * | 1988-09-09 | 1990-04-04 | Imperial Chemical Industries Plc | Zusammensetzungen für das Reaktionsspritzguss-Verfahren |
EP0429169A1 (de) * | 1989-10-26 | 1991-05-29 | Imperial Chemical Industries Plc | Mit Isocyanaten reagierende Zusammensetzung |
US5072026A (en) * | 1987-03-11 | 1991-12-10 | Ici Americas Inc. | Polyureas by reaction injection moulding of enamino-functional aliphatic polyether resin-containing systems and an enamine-terminated polyether |
US5093383A (en) * | 1987-03-11 | 1992-03-03 | Ici Americas Inc. | Polyurethane/urea foams from isocyanate prepolymers and isocyanate reactive imino/enamino functional reactants |
EP1854817A1 (de) * | 2006-05-09 | 2007-11-14 | Sika Technology AG | Zweikomponentige Polyurethanzusammensetzung mit hoher Frühfestigkeit |
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DE2356213C2 (de) * | 1973-11-10 | 1986-11-13 | Schering AG, 1000 Berlin und 4709 Bergkamen | Durch Ketimingruppen terminierte Prepolymere und Verfahren zu ihrer Herstellung |
DE2718393C2 (de) * | 1977-04-26 | 1985-05-09 | Schering AG, 1000 Berlin und 4709 Bergkamen | Verfahren zur Herstellung von für Prepolymere geeigneten hydroxylgruppenhaltigen Monoenaminen |
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US4087413A (en) * | 1977-03-07 | 1978-05-02 | The Dow Chemical Company | Crosslinked, linear, acylated polyalkylenepolyamines and process therefor |
DE3112118A1 (de) * | 1981-03-27 | 1982-10-07 | Bayer Ag, 5090 Leverkusen | Polymerisathaltige polyetherpolyamine, verfahren zur herstellung dieser polyamine und deren verwendung als aufbaukomponente zur herstellung von polyurethanen |
US4525590A (en) * | 1981-07-29 | 1985-06-25 | Bayer Aktiengesellschaft | Simplified process for the production of polyamines by the alkaline hydrolysis of compounds containing NCO-groups |
CA1221383A (en) * | 1981-08-07 | 1987-05-05 | Werner Rasshofer | Polyamines, a process for the production of polyamines and their use in the production of polyurethanes |
US4469857A (en) * | 1981-11-06 | 1984-09-04 | Minnesota Mining And Manufacturing Company | Two component system for the production of a synthetic resin compound capable of curing in the absence of moisture containing a polyisocyanate, a polyenamine, and a carrier compound having water aggregated thereto |
DE3144874A1 (de) * | 1981-11-12 | 1983-05-19 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von polyaminen aus n-monoaryl-n', n'-dialkylharnstoff-verbindungen und ihre verwendung zum aufbau von polyurethanen |
US4723032A (en) * | 1981-11-12 | 1988-02-02 | Bayer Aktiengesellschaft | Modified polyamines and a process for their production |
DE3223400A1 (de) * | 1982-06-23 | 1983-12-29 | Bayer Ag, 5090 Leverkusen | Polyamine, verfahren zur herstellung von polyaminen und deren verwendung zur herstellung von polyurethanen |
DE3223398A1 (de) * | 1982-06-23 | 1983-12-29 | Bayer Ag, 5090 Leverkusen | Polyamine, verfahren zur herstellung von polyaminen und deren verwendung zur herstellung von polyurethanen |
DE3223397A1 (de) * | 1982-06-23 | 1983-12-29 | Bayer Ag, 5090 Leverkusen | Einstufenverfahren zur herstellung von polyaminen aus nco-prepolymeren, polyamine und deren verwendung zur herstellung von polyurethanen |
DE3227219A1 (de) * | 1982-07-21 | 1984-02-02 | Bayer Ag, 5090 Leverkusen | Einstufenverfahren zur herstellung von polyaminen aus nco-praepolymeren, polyamine und deren verwendung zur herstellung von polyurethanen |
DE3244913A1 (de) * | 1982-12-04 | 1984-06-07 | Bayer Ag, 5090 Leverkusen | Aminogruppen enthaltende reaktionskomponenten, verfahren zu ihrer herstellung und ihre verwendung |
DE3446921A1 (de) * | 1984-12-21 | 1986-07-03 | Bayer Ag, 5090 Leverkusen | Neue alkoxylierte aminopolyether, verfahren zu ihrer herstellung und sie enthaltende kohle-wasser-aufschlaemmungen |
DE3530476A1 (de) * | 1985-08-27 | 1987-03-05 | Bayer Ag | Polyamine, verfahren zu ihrer herstellung aus nco-prepolymeren und ihre verwendung bei der herstellung von polyurethanen |
DE3534947A1 (de) * | 1985-10-01 | 1987-04-09 | Bayer Ag | Verfahren zur herstellung von polyaminen, polyamine und deren verwendung zur herstellung von polyurethanen |
US5053478A (en) * | 1987-03-04 | 1991-10-01 | Moore James A | Production and processing of thermally stable polyenaminonitriles |
US4966954A (en) * | 1987-03-04 | 1990-10-30 | Rensselaer Polytechnic Institute | Production and processing of thermally stable polyenaminonitriles and polyaminoquinolines therefrom |
US4935460A (en) * | 1987-03-11 | 1990-06-19 | Ici Americas Inc. | Reaction injection molding compositions |
DE3710432A1 (de) * | 1987-03-28 | 1988-10-06 | Basf Ag | Polyamid- und polyharnstoffgruppen gebunden enthaltende elastomere sowie verfahren zur herstellung von elastischen, kompakten oder zelligen formkoerpern hieraus |
DE3713858A1 (de) * | 1987-04-25 | 1988-11-17 | Bayer Ag | Aromatische polyamine, ein verfahren zu ihrer herstellung und ihre verwendung zur herstellung von polyurethankunststoffen |
US5108575A (en) * | 1990-02-23 | 1992-04-28 | E. I. Du Pont De Nemours And Company | Polyamine enamine containing cationic resin |
US4980398A (en) * | 1990-02-23 | 1990-12-25 | E. I. Du Pont De Nemours And Company | Polyamine enamine containing cationic resin |
GB9117068D0 (en) * | 1991-08-08 | 1991-09-25 | Ici Plc | Cold curable polyisocyanate adhesive and sealant systems |
US5584958A (en) * | 1992-08-04 | 1996-12-17 | Imperial Chemical Industries Plc | Polyisocyanate adhesive and sealant systems |
US6103849A (en) * | 1994-06-27 | 2000-08-15 | Bayer Corporation | Storage stable, heat curable polyurethane compositions |
US7078475B2 (en) * | 2001-06-15 | 2006-07-18 | Huntsman Petrochemical Corporation | Synergistic amine chain-extenders in polyurea spray elastomers |
JP2010530436A (ja) * | 2007-06-19 | 2010-09-09 | ハンツマン ペトロケミカル エルエルシー | ポリウレタンフォーム用の反応性アミン触媒 |
US20110040016A1 (en) * | 2008-04-21 | 2011-02-17 | Yakulis Jr George | Curable compositions that form a high modulus polyurea |
US20100152407A1 (en) * | 2008-12-17 | 2010-06-17 | Loctite (R&D) Limited | Novel compounds |
US20100311890A1 (en) * | 2009-06-05 | 2010-12-09 | Ppg Industries Ohio, Inc. | Curable compositions that form a low modulus polyurea |
US20110076485A1 (en) * | 2009-09-29 | 2011-03-31 | Ppg Industries Ohio, Inc. | Substrates coated with clear polyurea film-forming compositions |
US20120142943A1 (en) | 2010-12-03 | 2012-06-07 | Dow Agrosciences Llc | Processes for the preparation of enamines |
UA112066C2 (uk) * | 2010-12-03 | 2016-07-25 | ДАУ АГРОСАЙЄНСІЗ ЕлЕлСі | Способи отримання енамінів |
UA109469C2 (xx) * | 2010-12-03 | 2015-08-25 | Способи отримання енамінів | |
KR102272782B1 (ko) | 2013-04-19 | 2021-07-08 | 코베스트로 엘엘씨 | 몰드 내 전자 인쇄 회로 기판 캡슐화 및 조립체 |
EP3372624A1 (de) | 2017-03-06 | 2018-09-12 | Henkel AG & Co. KGaA | Einkomponentige zusammensetzung auf basis von verbindungen mit mindestens zwei einheiten aus cyclischem exo-vinylen-carbonat |
ES2952010T3 (es) * | 2019-02-18 | 2023-10-26 | Basf Se | Proceso para la eliminación de gases ácidos de una corriente de fluido con un absorbente líquido que comprende un anillo de piperazina |
CN111072903B (zh) * | 2019-12-30 | 2021-04-09 | 中国科学院山西煤炭化学研究所 | 一种阳离子型水性聚氨酯乳液的制备方法 |
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GB1064841A (en) * | 1963-02-04 | 1967-04-12 | Ici Ltd | Manufacture of polymers containing biuret and urea groups |
GB1073209A (en) * | 1965-06-01 | 1967-06-21 | Gen Mills Inc | Improvements in or relating to polyureas |
FR1493879A (fr) * | 1965-09-17 | 1967-09-01 | Gen Mills Inc | Dérivés de certains polyamines et isocyanates organiques et leur utilisation dans des préparations de polymères |
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- 1971-04-06 DE DE2125247A patent/DE2125247C3/de not_active Expired
- 1971-04-06 DE DE2116882A patent/DE2116882C3/de not_active Expired
-
1972
- 1972-04-03 US US240762A patent/US3865791A/en not_active Expired - Lifetime
- 1972-04-05 AT AT200274*1A patent/AT324513B/de not_active IP Right Cessation
- 1972-04-05 FR FR7211899A patent/FR2136178A5/fr not_active Expired
- 1972-04-05 AT AT291372A patent/AT329016B/de not_active IP Right Cessation
- 1972-04-05 SE SE7204389A patent/SE405256B/xx unknown
- 1972-04-06 GB GB1589972A patent/GB1394732A/en not_active Expired
- 1972-04-06 NL NLAANVRAGE7204634,A patent/NL171816C/xx not_active IP Right Cessation
- 1972-04-06 BE BE781756A patent/BE781756A/xx not_active IP Right Cessation
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GB1073209A (en) * | 1965-06-01 | 1967-06-21 | Gen Mills Inc | Improvements in or relating to polyureas |
FR1493879A (fr) * | 1965-09-17 | 1967-09-01 | Gen Mills Inc | Dérivés de certains polyamines et isocyanates organiques et leur utilisation dans des préparations de polymères |
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Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0247443A1 (de) * | 1986-05-27 | 1987-12-02 | Vianova Kunstharz Aktiengesellschaft | Verfahren zur Herstellung von kationischen wasserverdünnbaren Bindemitteln |
US5072026A (en) * | 1987-03-11 | 1991-12-10 | Ici Americas Inc. | Polyureas by reaction injection moulding of enamino-functional aliphatic polyether resin-containing systems and an enamine-terminated polyether |
US5093383A (en) * | 1987-03-11 | 1992-03-03 | Ici Americas Inc. | Polyurethane/urea foams from isocyanate prepolymers and isocyanate reactive imino/enamino functional reactants |
EP0359456A1 (de) * | 1988-09-09 | 1990-03-21 | Imperial Chemical Industries Plc | Imino/Enamine-Funktionalität aufweisende, mit Isocyanat reagierende Polymere |
EP0361703A1 (de) * | 1988-09-09 | 1990-04-04 | Imperial Chemical Industries Plc | Zusammensetzungen aus Materie |
EP0361704A1 (de) * | 1988-09-09 | 1990-04-04 | Imperial Chemical Industries Plc | Zusammensetzungen für das Reaktionsspritzguss-Verfahren |
EP0363000B1 (de) * | 1988-09-09 | 1993-09-15 | Imperial Chemical Industries Plc | Polyether-Derivate |
EP0429169A1 (de) * | 1989-10-26 | 1991-05-29 | Imperial Chemical Industries Plc | Mit Isocyanaten reagierende Zusammensetzung |
US5159048A (en) * | 1989-10-26 | 1992-10-27 | Imperial Chemical Industries Plc | Isocyanate-reactive compositions |
EP1854817A1 (de) * | 2006-05-09 | 2007-11-14 | Sika Technology AG | Zweikomponentige Polyurethanzusammensetzung mit hoher Frühfestigkeit |
WO2007128824A1 (de) * | 2006-05-09 | 2007-11-15 | Sika Technology Ag | Zweikomponentige polyurethanzusammensetzung mit hoher frühfestigkeit |
Also Published As
Publication number | Publication date |
---|---|
ATA291372A (de) | 1975-07-15 |
SE405256B (sv) | 1978-11-27 |
GB1394732A (en) | 1975-05-21 |
NL171816B (nl) | 1982-12-16 |
DE2116882C3 (de) | 1985-05-15 |
AT324513B (de) | 1975-09-10 |
BE781756A (fr) | 1972-10-06 |
DE2116882B2 (de) | 1976-11-25 |
NL7204634A (de) | 1972-10-10 |
DE2125247C3 (de) | 1981-07-23 |
NL171816C (nl) | 1983-05-16 |
DE2116882A1 (de) | 1972-12-07 |
US3865791A (en) | 1975-02-11 |
AT329016B (de) | 1976-04-26 |
DE2125247B2 (de) | 1977-08-11 |
FR2136178A5 (de) | 1972-12-22 |
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