DE1479464C - Mold release agents in the manufacture of polyurethane moldings - Google Patents
Mold release agents in the manufacture of polyurethane moldingsInfo
- Publication number
- DE1479464C DE1479464C DE19641479464 DE1479464A DE1479464C DE 1479464 C DE1479464 C DE 1479464C DE 19641479464 DE19641479464 DE 19641479464 DE 1479464 A DE1479464 A DE 1479464A DE 1479464 C DE1479464 C DE 1479464C
- Authority
- DE
- Germany
- Prior art keywords
- weight
- parts
- polyurethane
- mold release
- equivalents
- 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
- 229920002635 polyurethane Polymers 0.000 title claims description 14
- 239000004814 polyurethane Substances 0.000 title claims description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 238000000465 moulding Methods 0.000 title claims description 6
- 239000006082 mold release agent Substances 0.000 title claims 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- -1 polypropylene Polymers 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 3
- KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical compound [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- TYLSDQJYPYQCRK-UHFFFAOYSA-N sulfo 4-amino-4-oxobutanoate Chemical compound NC(=O)CCC(=O)OS(O)(=O)=O TYLSDQJYPYQCRK-UHFFFAOYSA-N 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims 4
- 229920003023 plastic Polymers 0.000 claims 4
- 239000004033 plastic Substances 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims 3
- 238000007493 shaping process Methods 0.000 claims 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 2
- 239000004743 Polypropylene Substances 0.000 claims 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000006260 foam Substances 0.000 claims 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 229920001155 polypropylene Polymers 0.000 claims 2
- 229910052700 potassium Inorganic materials 0.000 claims 2
- 239000011591 potassium Substances 0.000 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- 239000001993 wax Substances 0.000 claims 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 claims 1
- SABHOIWWZJMDOQ-UHFFFAOYSA-N 2-(2-amino-2-oxoethyl)-2-sulfotetradecanoic acid Chemical compound CCCCCCCCCCCCC(S(O)(=O)=O)(C(O)=O)CC(N)=O SABHOIWWZJMDOQ-UHFFFAOYSA-N 0.000 claims 1
- KVQVUCIQVFGPMS-UHFFFAOYSA-N 4-(octadecylamino)-4-oxo-2-sulfobutanoic acid Chemical compound CCCCCCCCCCCCCCCCCCNC(=O)CC(C(O)=O)S(O)(=O)=O KVQVUCIQVFGPMS-UHFFFAOYSA-N 0.000 claims 1
- 239000004604 Blowing Agent Substances 0.000 claims 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- URBHJJGWUIXBFJ-UHFFFAOYSA-N [C].[Cl] Chemical compound [C].[Cl] URBHJJGWUIXBFJ-UHFFFAOYSA-N 0.000 claims 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000004203 carnauba wax Substances 0.000 claims 1
- 235000013869 carnauba wax Nutrition 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000002131 composite material Substances 0.000 claims 1
- JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 claims 1
- 125000005442 diisocyanate group Chemical group 0.000 claims 1
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 claims 1
- 238000007598 dipping method Methods 0.000 claims 1
- 229920001971 elastomer Polymers 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000006038 hexenyl group Chemical group 0.000 claims 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000005474 octanoate group Chemical group 0.000 claims 1
- 239000003921 oil Substances 0.000 claims 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229920001228 polyisocyanate Polymers 0.000 claims 1
- 239000005056 polyisocyanate Substances 0.000 claims 1
- 238000010074 rubber mixing Methods 0.000 claims 1
- 229920002545 silicone oil Polymers 0.000 claims 1
- 239000000344 soap Substances 0.000 claims 1
- PEBSMJLKMKNSFQ-UHFFFAOYSA-M sodium;4-(octadecylamino)-4-oxo-2-sulfobutanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCNC(=O)CC(C([O-])=O)S(O)(=O)=O PEBSMJLKMKNSFQ-UHFFFAOYSA-M 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 238000005507 spraying Methods 0.000 claims 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- JDVPQXZIJDEHAN-UHFFFAOYSA-M succinamate Chemical compound NC(=O)CCC([O-])=O JDVPQXZIJDEHAN-UHFFFAOYSA-M 0.000 claims 1
- 229920001169 thermoplastic Polymers 0.000 claims 1
- 239000004416 thermosoftening plastic Substances 0.000 claims 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
Description
und 30 Minuten bei 280°C in einer mit Dikalium-N-(octadeyl)-sulfosuccinamat ausgekleideten Form zu einem elastischen Polyurethanformkörper ausgehärtet.and 30 minutes at 280 ° C in a dipotassium N- (octadeyl) sulfosuccinamate lined form cured to form an elastic polyurethane molding.
Eine Form und der Formverschluß werden mit einer lprozentigen wässrigen Lösung von Dikalium-N-(dodecyl)-sulfosuccinamat bestrichen und anschließend ein schaumfähiges Reaktionsgemisch zum Herstellen von Polyurethankörper eingegossen. Das schaumfähige Reaktionsgemisch wird durch gründliches Vermischen von 100 Gewichtsteilen Polypropylenglycol (OH-Zahl 59), 39 Gewichtsteilen Toluylendnsocyanat nach Beispiel 1, 3 Gewichtsteilen Wasser, 1,2 Gewichtsteilen eines wasserlöslichen Polysiloxan-polyalkylenglykolesters, 0,1 Gewichtsteilen Zinndibutyldilaurat und 0,5 Gewichtsteilen N-Methyl-N'-dimethylenaminoäthyl-piperazin erhalten. In der Form expandiert das flüssige Gemisch und verfestigt sich zu einem Polyurethanschaum-Formkörper, der ohne weitere Schwierigkeiten aus der Form entnommen werden kann.A mold and the mold closure are treated with a 1 percent aqueous solution of dipotassium N- (dodecyl) sulfosuccinamate coated and then poured a foamable reaction mixture for the production of polyurethane bodies. The foamable Reaction mixture is made by thoroughly mixing 100 parts by weight of polypropylene glycol (OH number 59), 39 parts by weight of toluene dnsocyanate according to Example 1, 3 parts by weight of water, 1.2 parts by weight a water-soluble polysiloxane polyalkylene glycol ester, 0.1 part by weight of tin dibutyl dilaurate and 0.5 part by weight of N-methyl-N'-dimethyleneaminoethyl piperazine receive. In the mold, the liquid mixture expands and solidifies a molded polyurethane foam body which can be removed from the mold without further difficulty can.
Claims (1)
wachs, Carnaubawachs und Silikonöle, verwendet. Die in den folgenden Beispielen angegebenen PoIy-Aber immer wieder treten durch die starke Haftfähig- 30 urethanarten und ihre Herstellung sind bekannt. Sie keit der Polyurethane bei Einsatz der Formtrennmittel sind daher als solche nicht Gegenstand der Erfindung. Schwierigkeiten auf, wobei nicht selten bei der Ent- .
formung die Oberfläche des Formkörpers verunstaltet -' Beispiel 1
wird. 2420 Gewichtsteile (2,42 Äquivalente) eines Polypro-Der Erfindung liegt also die Aufgabe zugrunde, 35 pylenätherglycols (Molekulargewicht 2000; OH-Zahl ein Trennmittel zu finden, mit dem das Anhaften des 56), 189 Gewichtsteile (4,2 Äquivalente) 1,4-Butandiol, Polyurethans an den Formwandungen weitgehendst 30,4 Gewichtsteile (3,38 Äquivalente) Wasser, 825 Ge-* vermieden wird. wichtsteile (9,5 Äquivalente) Toluylendiisocyanat, (2,4-Gegenstand der Erfindung ist die Verwendung von und 2,6-Isomere wie 80:20) und 12,1 Gewichtsteile Verbindungen der Formel 40 Zinn-(H)-octoat werden 30 Sekunden mit einem hochtourigen Propellerrührer vermischt. Die MischungThe production of polyurethane plastics in one piece without impairing their surface or ultimately discoloring foams made from polyisocyanates and 20 and without the mold release agents leaving residues on the molded body on compounds with reactive hydrogen atoms. Not only is known. These plastics can also be obtained as molds, the type of polyurethane molded body and its Herb body. In the shaping, the position and the selection of the reaction composite make the strong adhesion of the polyurethane art noticeable, all according to the known state of the art, so that there are possibilities in the shaping manufacture. The usual catalysts, blowing agents and auxiliary mold release agents may almost always have to be used for polyurethane plastics. Waxes, oils and soaps, e.g. B. paraffin-ethane moldings are used,
wax, carnauba wax and silicone oils. The poly-buts indicated in the following examples occur again and again due to the strong adhesiveness of urethane types and their production are known. The speed of the polyurethanes when the mold release agents are used are therefore not the subject of the invention as such. Difficulties arise, and not infrequently when developing.
shaping defaces the surface of the molding - 'Example 1
will. 2420 parts by weight (2.42 equivalents) of a polypro-The invention is therefore based on the object of 35 pylene ether glycol (molecular weight 2000; OH number to find a release agent with which the adhesion of the 56), 189 parts by weight (4.2 equivalents) 1 , 4-butanediol, polyurethane on the mold walls largely 30.4 parts by weight (3.38 equivalents) of water, 825 Ge * is avoided. parts by weight (9.5 equivalents) of toluylene diisocyanate, (2,4-The invention relates to the use of and 2,6-isomers such as 80:20) and 12.1 parts by weight of compounds of the formula 40 tin (H) octoate are 30 Mixes for seconds with a high-speed propeller stirrer. The mixture
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30316563 | 1963-08-19 | ||
| US303165A US3413390A (en) | 1963-08-19 | 1963-08-19 | Process of molding polyurethane plastics |
| DEM0061980 | 1964-08-04 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1479464A1 DE1479464A1 (en) | 1969-05-08 |
| DE1479464B2 DE1479464B2 (en) | 1972-09-07 |
| DE1479464C true DE1479464C (en) | 1973-04-19 |
Family
ID=
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