DE1745443A1 - Process for the production of foams - Google Patents
Process for the production of foamsInfo
- Publication number
- DE1745443A1 DE1745443A1 DE19671745443 DE1745443A DE1745443A1 DE 1745443 A1 DE1745443 A1 DE 1745443A1 DE 19671745443 DE19671745443 DE 19671745443 DE 1745443 A DE1745443 A DE 1745443A DE 1745443 A1 DE1745443 A1 DE 1745443A1
- Authority
- DE
- Germany
- Prior art keywords
- groups
- fatty acids
- alkanolamides
- foams
- free hydroxyl
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 239000006260 foam Substances 0.000 title claims description 7
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 22
- 239000000194 fatty acid Substances 0.000 claims description 22
- 229930195729 fatty acid Natural products 0.000 claims description 22
- 150000004665 fatty acids Chemical class 0.000 claims description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 229920001228 polyisocyanate Polymers 0.000 claims description 8
- 239000005056 polyisocyanate Substances 0.000 claims description 8
- 239000000654 additive Substances 0.000 claims description 7
- 125000003368 amide group Chemical group 0.000 claims description 5
- 239000007859 condensation product Substances 0.000 claims description 5
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000004604 Blowing Agent Substances 0.000 claims description 4
- 239000000047 product Substances 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 4
- 239000003380 propellant Substances 0.000 claims description 2
- 238000007792 addition Methods 0.000 claims 1
- 239000004566 building material Substances 0.000 claims 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 229920005830 Polyurethane Foam Polymers 0.000 description 8
- 239000011496 polyurethane foam Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- -1 esters of fatty acids Chemical class 0.000 description 6
- 229920005862 polyol Polymers 0.000 description 5
- 150000003077 polyols Chemical class 0.000 description 5
- 229910002092 carbon dioxide Inorganic materials 0.000 description 4
- 239000001569 carbon dioxide Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000004872 foam stabilizing agent Substances 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- CWKVFRNCODQPDB-UHFFFAOYSA-N 1-(2-aminoethylamino)propan-2-ol Chemical compound CC(O)CNCCN CWKVFRNCODQPDB-UHFFFAOYSA-N 0.000 description 1
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 239000004971 Cross linker Substances 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
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- SQHOHKQMTHROSF-UHFFFAOYSA-N but-1-en-2-ylbenzene Chemical compound CCC(=C)C1=CC=CC=C1 SQHOHKQMTHROSF-UHFFFAOYSA-N 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000011121 hardwood Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 235000021281 monounsaturated fatty acids Nutrition 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000003583 soil stabilizing agent Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003512 tertiary amines Chemical class 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
- 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
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
- C08G18/3823—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing -N-C=O groups
- C08G18/3825—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing -N-C=O groups containing amide groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Description
Dr.Ws/Jt/P. 974Dr.Ws/Jt/P. 974
Gegenstand der Erfindung ist die Herstellung von Amidgruppen, Urethangruppen und gegebenenfalls Harnetoffgruppen enthaltenden Schaumstoffen.The invention relates to the preparation of amide groups, urethane groups and optionally containing urea groups Foams.
?ür die Herstellung von Polyurethanechaumstoffen sind als PoIyhydroxylverbindungen bereits eine große Zahl von stoffen beschrieben worden, darunter auch höhe molekulare Kondensationsprodukte, insbesondere freie Hydroxylgruppen enthaltende Polyester und Polyesteramide. Der lachteil dieser Kondensationeprodukte liegt in ihrer Hydrolysenanfälligkeit· Außerdem sind sie für die Herstellung von Hartsohäumen wegen ihrer zu niedrigen Hydroxylzahl nicht geeignet.For the production of polyurethane foams, a large number of substances have already been described as polyhydroxyl compounds, including high molecular condensation products, in particular polyesters and polyester amides containing free hydroxyl groups. The disadvantage of these condensation products is in their susceptibility to hydrolysis · They are also suitable for the production of hardwoods because of their low hydroxyl number not suitable.
Ee sind auch Amidgruppen enthaltende Polyurethanschaumstoffe bekanntι diese sind aber bisher nur durch Umsetzung von freie Carboxylgruppen enthaltenden Polyolen mit organischen Polyisocyanaten erhalten worden. Bei einem derartigen Verfahren wirkt sich aber die geringe Reaktionsgeschwindigkeit zwischen Carboxylgruppen und Isooyanatgruppen sehr nachteilig aus· La· dabei entwickelte Kohlendioxid versohleohtert nämlich Wärmeiaolationswerte und Wasserdampfdiffutionsdiohte. Ee are amide-containing polyurethane foams bekanntι they have been but so far only received by the reaction of free carboxyl-containing polyols with organic polyisocyanates. In such a process, however, the slow reaction rate between carboxyl groups and isoyanate groups has a very disadvantageous effect. The carbon dioxide developed in the process reduces heat insulation values and water vapor diffusion rates.
£· wurde nun «in Verfahren sur Herstellung von Amidgruppen, Urethangruppen und gegebenenfalls Harnstoffgruppen enthaltenden , aohaumetoffen aus freie Hydroxylgruppen enthaltenden Kondensation·-It has now been used in processes for the preparation of amide groups, urethane groups and, if necessary, urea groups, as a result of condensation containing free hydroxyl groups -
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1745U31745U3
produkten polymerer fettsäuren und aus Polyisocyanaten und aus den übliohen Treibmitteln und den üblichen Zusätzen gefunden, das daduroh gekennzeichnet ist, daß die freie Hydroxylgruppen enthaltenden Kondensationeprodukte Alkanolamide aus polymeren fettsäuren und Monoalkanolaminen sind·products from polymeric fatty acids and from polyisocyanates and from the usual blowing agents and the usual additives found, that is characterized by the fact that the condensation products containing free hydroxyl groups are alkanolamides from polymers fatty acids and monoalkanolamines are
Die erfindungsgemäß zu verwendenden Alkanolamide enthalten neben den freien Hydroxylgruppen nahezu ausschließlich Amidgruppen» ao daß bei der Umsetzung mit organischen Polyisocyanaten nur mit den üblichen Fluorohloralkanen als Treibmittel» d. h. ohne Kohlendioxid! vereohäumt werden kann, um amidgruppenhaltige Polyurethaneohaumstoffe zu erhalten. Damit werden die oben genannten Haohteile vermieden.The alkanolamides to be used according to the invention contain in addition to the free hydroxyl groups, almost exclusively amide groups »ao that when reacting with organic polyisocyanates only with the usual fluorochemical alkanes as blowing agents» d. H. without carbon dioxide! can be foamed to obtain amide-containing polyurethane foams. This will make the Avoid the above mentioned Haohteile.
Sin weiterer Vorteil der erfindungsgemäßen Schaumstoffe ist in der wesentlich verbesserten Hydrolysenbeständigkeit zu sehen. Ss war außerdem überrasohend, daß auoh bei der Verwendung von difunktionellen Hydroxy!verbindungen und den.verhältnismäßig ■ niedrigen OH-Zahlen der erfindungsgemäß -u verwendenden Alkanolamide relativ sahhart· Schaumstoffe entstehen, üblicherweise werden für die Herstellung von harten Polyurethanschaumstoffen Polyolkomponenten nit hoher Hydroxylzahl und höherer Funktionalität verwendet.A further advantage of the foams according to the invention can be seen in the significantly improved resistance to hydrolysis. Ss was überrasohend also that AUOH connections when using difunctional hydroxy! And .verhältnis standard ■ nied engined OH numbers of erfi ndungsgemäß -u used alkanolamides relatively sahhart · foams arise usually be nit for the production of rigid polyurethane foams polyol high Hydroxyl number and higher functionality are used.
Einen wiohtigtn wirtschaftlichen Oesiohtspunkt stellt sohließlioh dl· Mögliohkeit der Polyur*thanhartsohau«herstellung bei •in·« nur geringen Polyisooyanatverbrauoh infolg· der relativAn important economic point of view is provided by the possibility of manufacturing polyurethane hardness • in · «only low polyisocyanate consumption due to · the relative
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niedrigen Hydroxylzahl der Polyolkomponenten bei stöchiometrischer Umüetzung dar.low hydroxyl number of the polyol components with stoichiometric Implementation.
Bei den erfindungsgemäßen PolyurethanBChaumstoffen handelt es sich um zähharte Produkte. Selbst bei Kohlendioxidverechäumung ist keine Versprödung infolge der gebildeten HarnetoffgruppenThe polyurethane foams according to the invention are tough products. Even with carbon dioxide foaming is no embrittlement as a result of the urea groups formed
festzustellen.ascertain.
Die polymeren Fettsäuren, auf denen die Alkanolamide baBieren, sind Polymerisationsprodukte von ein- und mehrfach ungesättigten Fettsäuren. Die Polymerisation kann nach verschiedenen Methoden thermisch oder mit Katalysatoren, z. B. katalytisch wirkenden Ionen oder Radikalbildnern, durchgeführt werden. Der Begriff polymere Fettsäuren umfaßt sowohl die homopolymeren Fettsäuren als auch die copolymeren Fettsäuren, d, h. also Polycarbonsäuren, bei denen zwei oder gegebenenfalls mehrere FettBäuremoleküle dir kt verknüpft oder über Cokomponenten als Brückenglieder oder auch anderweitig mit Cokomponenten verbunden sind. Als Cokomponenten für die Copolymerisation der Fettsäuren kommen die üblichen polymerisierbaren Co-Monomeren, z. B. Styrol* Cumaron, Vinyltoluol, a-Kethylstyrol,Inden in Betracht.The polymeric fatty acids on which the alkanolamides are based are polymerization products of monounsaturated and polyunsaturated fatty acids. The polymerization can be carried out by various methods thermally or with catalysts, e.g. B. catalytically active ions or radical formers can be carried out. The term polymeric fatty acids include both the homopolymeric fatty acids and the copolymeric fatty acids, i.e. i.e. polycarboxylic acids, in which two or possibly more fatty acid molecules directly linked or linked to cocomponents via cocomponents as bridges or in some other way. As co-components for the copolymerization of the fatty acids, the usual polymerizable co-monomers such. B. styrene * coumarone, Vinyltoluene, α-ethylstyrene, indene are possible.
Für die erfindungsgemäßen Alkanolamide können polymere Fettsäuren verwendet werden, die neben Dicarbonsäuren, welche bei der Polymerisation in überwiegendem Anteil gebildet werden, auch höherfunktionelle Carbonsäuren neben einem geringen Anteil an monofunktioneilen Carbonsäuren enthalten. Ks ist ebenfalls möglich, die polymeren Fettsäuren durch Hydrierung mehr oderPolymeric fatty acids can be used for the alkanolamides according to the invention are used which, in addition to dicarboxylic acids, which are predominantly formed during the polymerization, also contain higher-functional carboxylic acids in addition to a small proportion of monofunctional carboxylic acids. Ks is also possible, the polymeric fatty acids by hydrogenation more or
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weniger weitgehend abzusättigen.less largely to saturate.
Anstelle der freien polymeren Fettsäuren können auch deren Ester» insbesondere die lister mit einwertigen, 1 bis 4 C-Atome enthaltenden Alkoholen, verwendet werden.Instead of the free polymeric fatty acids, their Esters »especially the lister with monovalent, 1 to 4 carbon atoms containing alcohols.
Als Alkanolamine kommen solche mit einem Alkylenrest von 2 bis 10 C-Atomen, die auch verzweigt sein können und duroh Lauerstoffatome unterbrochen sein können, in Betrachtι ζ. B. Monoäthanolamin, Nonopropanolamin, Monoieopropanolamin und auoh solohe Alkanolamine, die duroh Monocyanäthylierung von Glykolen mit aneohliefiender Hydrierung hergestellt werden können, ss. 1B. 4-0xa~oetanolamin, das in der angegebenen Weise aus Butylenglykol zugänglich ist·Suitable alkanolamines are those with an alkylene radical of 2 to 10 carbon atoms, which can also be branched and which can be interrupted by oxygen atoms. B. monoethanolamine, nonopropanolamine, monoieopropanolamine and auoh solohe alkanolamines, which can be produced duroh monocyanethylation of glycols with aneohliefiender hydrogenation, ss. 1 B. 4-0xa ~ oetanolamine, which can be obtained from butylene glycol in the manner indicated.
Erfindungsgemäß ssu verwendende Alkanolamide können aus den polymeren Fettsäuren bzw. deren Estern und den Alkanolaminen nach an sich bekannten Verfahren entweder auf dem Wege der Sohmelzkondensation zwischen 160 und 190° C oder duroh Kondensation mit azeotroper Entfernung des Reaktionswassers hergestellt werden.According to the invention ssu used alkanolamides can from the polymeric fatty acids or their esters and the alkanolamines by methods known per se either by way of the Sohmelz condensation between 160 and 190 ° C or duroh condensation with azeotropic removal of the water of reaction.
Aus Gründen der für die Schaumstoffe zu fordernden Eigenschaften soll der Anteil an Aminoeetern und damit auoh an nioht umgesetzten Aminogruppen sowie an OxazolinrIngen in den * Alkanolamiden möglichst niedrig sein. Sas kann man durohFor reasons of the properties to be required for the foams, the proportion of amino acids and thus also an amount should not be used converted amino groups as well as on oxazoline rings in the * Alkanolamides should be as low as possible. You can do that
-5--5-
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geeignete Wahl von Reaktionstemperatur und Reaktionszeit bei der Herstellung der Alkanolamide erreichen. Es empfiehlt sich, die Kondensationsteinperatur nach Beginn der Wasserabspaltung zwischen 170 und 180° C ao lange zu halten» bie die Säurezahl des Reaktionsansatzes maximal 2,5 beträgt. Anschließend sinkt aie im Vakuum auf Werte unter 1. Es ist wichtig, die Reaktion zu diesem Zeitpunkt abzubrechen» da sonst die Bildung von Oxaaolinringen begünstigt wird. Geht man von Estern der Fettsäuren aus und arbeitet azeotrop, so empfiehlt eesich, alkalische Katalysatoren, wie z. B. Hydrogencarbonate oder Hydroxyde von Alkalimetallen, einzusetzen (österreichische Patentschrift 225 683).Achieve a suitable choice of reaction temperature and reaction time in the preparation of the alkanolamides. It is advisable to keep the Kondensationsteinperatur after the start of dehydration 170-180 ° C ao long "bie the acid number of the reaction mixture is a maximum of 2.5. Subsequently, aie falls in a vacuum to values below 1. It is important to stop the reaction at this point in time, as otherwise the formation of oxaaoline rings is favored. If you start from esters of fatty acids and work azeotropically, then eesich recommends using alkaline catalysts, such as. B. bicarbonates or hydroxides of alkali metals to be used (Austrian patent specification 225 683).
Die zur Herstellung der erfindungsgemäßen Polyurethaneohaumetoffe geeigneten Polyisocyanate können zwei oder mehr Isocyanatgruppen tragen und gehören vorzugsweise der aromatischen sowie araliphatischen Reihe an. Beispiele hierfür sindt ρ,ρ-Diiaocyanatodiphenylmethan, Polymethylen-polyphenylisooyanat, 4,4'-Diisocyanate^, 3 '-dime thyl-dlphenylmethan, 2,4-Toluylendiieooyanat, 2,6-Toluylendiisocyanat, m-Phenylendiieocyanat, p-Phenylendiieocyanat, 1,5-Haphthylendiisooyanat, Diphenyl-dimethylmethan-diieooyanat. Ea können auch (Jemieohe verschiedener Polyieooyanate verwendet werden. The polyisocyanates suitable for preparing the polyurethane foam materials according to the invention can carry two or more isocyanate groups and preferably belong to the aromatic and araliphatic series. Examples of these are ρ, ρ-Diiaocyanatodiphenylmethan, Polymethylene-polyphenylisooyanat, 4,4'-Diisocyanate ^, 3'-dimethyl-dlphenylmethan, 2,4-Toluylenediieooyanat, 2,6-Toluylenediisocyanate, m-Phenylenediieocyanate, p-Phenylenediieo cyanate, 1,5-haphthylenediisooyanate, diphenyl-dimethylmethane-diisooyanate. Various polyoxyanates can also be used.
Sie Herstellung der erfindungsgemäßen PolyurethanechÄumetoffe erfolgt in der üblichen Weite duroh Umsetzung der Hydroxyl· und IeooyanmtkoBponenten in vorwiegend stöohiometrischen Mengen«They manufacture the polyurethane chemicals according to the invention takes place in the usual range duroh conversion of the hydroxyl · and IeooyanmtkoBponenten in predominantly stoehiometric amounts "
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Polyol- und Folyieocyanatkomponenten 1st es möglich, die iSigen-Bohaften der Polyurcthanschaumetoffe durch entsprechende Abaisohungen zu variieren. Als besondere vorteilhafte Misohungskomponenten kosmen höherfunktionelle Vernetzer, wie z. B. N,N,N*,N'-Tetrakia-(2-hydroxypropyl)-äthylendiamint in Betracht.Polyol and polyisocyanate components, it is possible to vary the properties of the polyurethane foams by making appropriate adjustments. Higher-functional crosslinkers such as. B. N, N, N *, N'-tetrakia (2-hydroxypropyl) ethylenediamine t into consideration.
Ale Zusatzmittel sind meistens Emulgatoren, Schaumstabilisatoren und Katalysatoren erforderlich. Bei Bedarf können weitere Zusatzstoffe, wie Füll- und Farbstoffe, z. B. Kreide, Ruß etc., sowie Antioxidantien, Fungioide, Feuerhemm-Mittel usw., beige» fügt werden. Als Treibmittel benutzt man das durch V/asserzusatz gebildete Kohlendioxid, Fluorchloralkane oder Gemische von beiden.All additives are mostly emulsifiers, foam stabilizers and catalysts required. If necessary, other additives, such as fillers and dyes, e.g. B. chalk, soot etc., as well as antioxidants, fungioids, fire retardants, etc., beige » will be added. It is used as a propellant by adding water formed carbon dioxide, fluorochloroalkanes or mixtures of both.
Die Herstellung der Schäume wird vorzugsweise nach dem sogenannten one-ehot-Verfahren derart durchgeführt, daß die Polyolkomponente, mit den üblichen Treibmitteln und Zuschlagstoffen vermisoht, mit der Folyisooyanatkomponente in Formen zur Aussohäumung gebracht wird. Auch die Vorseht-«methode (frothing) kann hier angewandt werden.The foams are preferably produced by the so-called one-ehot process in such a way that the polyol component is mixed with the usual blowing agents and additives vermisoht, is brought to the foaming with the foly isooyanate component in molds. Also the providence method (frothing) can be used here.
Als Katalysatoren eignen sioh tertiäre Amine, zweiwertige Metallsalze, metallorganische Verbindungen, z. B. Organozinnverbindungen, sowie Gemische davon.Suitable catalysts are tertiary amines, divalent metal salts, organometallic compounds, e.g. B. organotin compounds, and mixtures thereof.
■obäument ist es vorteilhaft, Schaumstabilisatoren auf Silioon-■ It is advantageous to use foam stabilizers on silicone
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-7--7-
23. 1. 1967January 23, 1967
basis einzusetzen. Bei Ansätzen, die mit CO2 verschäumt werden, empfiehlt es sich, Emulgatoren mitzuverwenden.to use basis. In the case of approaches that are foamed with CO 2 , it is advisable to use emulsifiers as well.
-8-1 09820/2034 -8- 1 09820/2034
Die in der Tabelle angegebenen Hydroxylverbindungen werden mit den Zuschlagstoffen intensiv miteinander vermiecht. Nach Einrühren des Isocyanate setst die Reaktion ein, und das Gemieoh wird rasoh in eine offene Form ausgegossen. Die verwendete teohnisohe dimere Fettsäure hat nach gasohromatographisoher Analyse folgende Zusammensetzungι monomere Fettsäure 7 Gew.-#| dimere Fettsäure 79 Gew.-ji| trimere baw. httherpolymere Fett» säure 14 Gew.-jC.The hydroxyl compounds given in the table are intensively lumped together with the additives. After stirring in of the isocyanate sets the reaction, and the Gemieoh is poured out into an open mold. The organic dimeric fatty acid used has, according to gas chromatography Analysis of the following composition ι monomeric fatty acid 7 wt .- # | dimeric fatty acid 79 wt trimere baw. httherpolymeric fat » acid 14 wt.
In der Tabelle bedeutet!In the table means!
a) Alkanolamid aus teohnisoher dimerer Fettsäure und Äthanol-a) Alkanolamide from partially dimeric fatty acid and ethanol
amln,amln,
b) Alkanolamid aus teohnisoher dimerer Fettsäure und 4-0xaootanol-amin, OH-Zahl 133b) alkanolamide made from teohnisoher dimeric fatty acid and 4-0xaootanol-amine, OH number 133
0) Alkanolamid aus tsohnisoher styrolisierter Fettsäure und Äthanolamin, OH-Zahl 1390) alkanolamide from tsohnisoher styrenated fatty acid and Ethanolamine, OH number 139
d) VfN1N',Nt-Tetrakie-(2-hydroxypropyl-)äthylendiamind) V f N 1 N ', N t -Tetrakie- (2-hydroxypropyl-) ethylenediamine
e) handelsüblicher Polyäther mit der OH-Zahl 550e) commercially available polyether with an OH number of 550
f) Triohlormonofluormethanf) triochloromonofluoromethane
g) N-Methylmorpholin oder N(N*-Simethylpiperasin h) Dibutyleiandilauratg) N-Methylmorpholine or N ( N * -Simethylpiperasin h) Dibutyliandilaurat
1) Sohaumetabilisator auf Silioon-Basi· (Polysiloxan) k) Matriumrioinusöleulfonat (50 * Wassergehalt) 1) Soil stabilizer based on silicone (polysiloxane) k) sodium trioinus oil sulfonate (50 * water content)
1) rohes i^'-Diisooyanatodiphenylmethan //1) crude i ^ '- diisooyanatodiphenylmethane //
m) Polymethylen-polyphtnylisooyanat . .m) polymethylene polyphtnyl isooyanate. .
täte 20/ 20 3 i would do 20/20 3 i .9^ >.9 ^>
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESC040158 | 1967-01-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1745443A1 true DE1745443A1 (en) | 1971-05-13 |
Family
ID=7435534
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671745443 Pending DE1745443A1 (en) | 1967-01-31 | 1967-01-31 | Process for the production of foams |
Country Status (5)
| Country | Link |
|---|---|
| AT (1) | AT282205B (en) |
| BE (1) | BE710134A (en) |
| DE (1) | DE1745443A1 (en) |
| GB (1) | GB1217091A (en) |
| SE (1) | SE331363B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2511328A2 (en) | 2011-04-15 | 2012-10-17 | Evonik Goldschmidt GmbH | Composition containing special carbamate-like compounds, suitable for producing polyurethane foams |
| EP2511315A1 (en) | 2011-04-15 | 2012-10-17 | Evonik Goldschmidt GmbH | Compound containing special amides and organomodified siloxanes, suitable for producing polyurethane foams |
| DE102013217395A1 (en) | 2013-09-02 | 2015-03-05 | Evonik Industries Ag | Use of mixtures of organofunctionally modified polysiloxanes with amides in the production of flexible polyurethane foams |
| EP2886591A1 (en) | 2013-12-19 | 2015-06-24 | Evonik Industries AG | Composition, suitable for the production of polyurethane foams, containing at least one nucleating agent |
| WO2015091021A1 (en) | 2013-12-19 | 2015-06-25 | Evonik Industries Ag | Composition which is suitable for producing polyurethane foams and contains at least one hfo blowing agent |
-
1967
- 1967-01-31 DE DE19671745443 patent/DE1745443A1/en active Pending
-
1968
- 1968-01-08 SE SE20068A patent/SE331363B/xx unknown
- 1968-01-10 AT AT27168A patent/AT282205B/en not_active IP Right Cessation
- 1968-01-30 GB GB463268A patent/GB1217091A/en not_active Expired
- 1968-01-31 BE BE710134D patent/BE710134A/xx unknown
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2511328A2 (en) | 2011-04-15 | 2012-10-17 | Evonik Goldschmidt GmbH | Composition containing special carbamate-like compounds, suitable for producing polyurethane foams |
| EP2511315A1 (en) | 2011-04-15 | 2012-10-17 | Evonik Goldschmidt GmbH | Compound containing special amides and organomodified siloxanes, suitable for producing polyurethane foams |
| DE102011007468A1 (en) | 2011-04-15 | 2012-10-18 | Evonik Goldschmidt Gmbh | Composition containing specific carbamate-type compounds suitable for the preparation of polyurethane foams |
| DE102011007479A1 (en) | 2011-04-15 | 2012-10-18 | Evonik Goldschmidt Gmbh | Composition containing specific amides and organomodified siloxanes, suitable for the production of polyurethane foams |
| US8946310B2 (en) | 2011-04-15 | 2015-02-03 | Evonik Degussa Gmbh | Composition containing specific amides and organomodified siloxanes, suitable for producing polyurethane foams |
| DE102013217395A1 (en) | 2013-09-02 | 2015-03-05 | Evonik Industries Ag | Use of mixtures of organofunctionally modified polysiloxanes with amides in the production of flexible polyurethane foams |
| EP2886591A1 (en) | 2013-12-19 | 2015-06-24 | Evonik Industries AG | Composition, suitable for the production of polyurethane foams, containing at least one nucleating agent |
| WO2015091021A1 (en) | 2013-12-19 | 2015-06-25 | Evonik Industries Ag | Composition which is suitable for producing polyurethane foams and contains at least one hfo blowing agent |
| DE102013226575A1 (en) | 2013-12-19 | 2015-06-25 | Evonik Industries Ag | Composition suitable for the production of polyurethane foams containing at least one HFO propellant |
| US10988593B2 (en) | 2013-12-19 | 2021-04-27 | Basf Se | Composition that is suitable for producing polyurethane foams and that contains at least one nucleating agent |
Also Published As
| Publication number | Publication date |
|---|---|
| BE710134A (en) | 1968-07-31 |
| SE331363B (en) | 1970-12-21 |
| AT282205B (en) | 1970-06-25 |
| GB1217091A (en) | 1970-12-23 |
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