4,4′-Oxydianiline is used in the production of a wide variety of polymer resins. The primary use lies in the production of polyimide and poly(ester)imide resins. These resins are used for their temperature-resistant properties and are utilized in products including wire enamels, coatings, film, adhesives, insulating varnishes, coated fabrics, flame-retardant fibers, oil sealants and retainers, insulation for cables and printed circuits, and laminates and composite for aerospace vehicles.
Other applications of 4,4′-oxydianiline include the production of poly(amide)imide resins (which are used in the manufacture of heat-resistant wire enamels and coatings), as an intermediate in the manufacture of epoxy resins and adhesives, and in the production of aromatic polyether imides.[1] Its use in the production of polyimine vitrimers has also been proposed.[2]
A specific reaction involving industrial use of 4,4′-oxydianiline is in the production of thermostable poly(amideurea) acids, which can be prepared from 4,4′-oxydianiline, pyromellitic dianhydride, and diisocyanates. These poly(amideurea) acids can be used as intermediates in the syntheses of poly(imideurea)s:[3]
^"11th ROC: 4,4'-Oxydianiline" (PDF). (PDF) from the original on 2009-01-31. Retrieved 2008-02-28.
^Schoustra, Sybren K.; Dijksman, Joshua A.; Zuilhof, Han; Smulders, Maarten M. J. (2021). "Molecular control over vitrimer-like mechanics – tuneable dynamic motifs based on the Hammett equation in polyimine materials". Chemical Science. 12 (1): 293–302. doi:10.1039/d0sc05458e. ISSN 2041-6520. PMC8178953. PMID 34163597.
^Chiria, C.I; Tanasã, F. (2000). "Polyureas". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH Verlag GmbH & Co. KGaA. doi:10.1002/14356007.d21_d01. ISBN3527306730.
External linksedit
Material Safety Data Sheet provided by Sigma-Aldrich.
April 13, 2024
oxydianiline, oxydianiline, organic, compound, with, formula, c6h4nh2, ether, derivative, aniline, this, colourless, solid, useful, monomer, cross, linking, agent, polymers, especially, polyimides, such, kapton, oxydianiline, namespreferred, iupac, name, oxydi. 4 4 Oxydianiline ODA is an organic compound with the formula O C6H4NH2 2 It is an ether derivative of aniline This colourless solid is a useful monomer and cross linking agent for polymers especially the polyimides such as Kapton 4 4 Oxydianiline NamesPreferred IUPAC name 4 4 OxydianilineOther names 4 4 Diaminodiphenyl ether 4 Aminophenyl ether 4 4 Oxybisbenzenamine Bis 4 aminophenyl ether 4 4 ODAIdentifiersCAS Number 101 80 4 Y3D model JSmol Interactive imageChEBI CHEBI 34384ChEMBL ChEMBL354663 YChemSpider 7298 YECHA InfoCard 100 002 707EC Number 202 977 0KEGG C14759 YPubChem CID 7579UNII 28DLB4Z70T NUN number 3077CompTox Dashboard EPA DTXSID0021094InChI InChI 1S C12H12N2O c13 9 1 5 11 6 2 9 15 12 7 3 10 14 4 8 12 h1 8H 13 14H2 YKey HLBLWEWZXPIGSM UHFFFAOYSA N YInChI 1 C12H12N2O c13 9 1 5 11 6 2 9 15 12 7 3 10 14 4 8 12 h1 8H 13 14H2Key HLBLWEWZXPIGSM UHFFFAOYAMSMILES O c1ccc N cc1 c2ccc cc2 NPropertiesChemical formula C12H12N2OMolar mass 200 24 g molAppearance Colorless crystalline solidMelting point 188 to 192 C 370 to 378 F 461 to 465 K Boiling point 219 C 426 F 492 K Solubility in water InsolubleHazardsGHS labelling PictogramsSignal word DangerHazard statements H301 H311 H331 H340 H350 H361f H411Precautionary statements P201 P202 P261 P264 P270 P271 P273 P280 P281 P301 P310 P302 P352 P304 P340 P308 P313 P311 P312 P321 P322 P330 P361 P363 P391 P403 P233 P405 P501NFPA 704 fire diamond 2Flash point 219 C 426 F 492 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references Contents 1 Uses 2 Related compounds 3 References 4 External linksUses edit4 4 Oxydianiline is used in the production of a wide variety of polymer resins The primary use lies in the production of polyimide and poly ester imide resins These resins are used for their temperature resistant properties and are utilized in products including wire enamels coatings film adhesives insulating varnishes coated fabrics flame retardant fibers oil sealants and retainers insulation for cables and printed circuits and laminates and composite for aerospace vehicles Other applications of 4 4 oxydianiline include the production of poly amide imide resins which are used in the manufacture of heat resistant wire enamels and coatings as an intermediate in the manufacture of epoxy resins and adhesives and in the production of aromatic polyether imides 1 Its use in the production of polyimine vitrimers has also been proposed 2 A specific reaction involving industrial use of 4 4 oxydianiline is in the production of thermostable poly amideurea acids which can be prepared from 4 4 oxydianiline pyromellitic dianhydride and diisocyanates These poly amideurea acids can be used as intermediates in the syntheses of poly imideurea s 3 nbsp Related compounds edit4 4 Thiodianiline 4 4 Methylenedianiline DapsoneReferences edit 11th ROC 4 4 Oxydianiline PDF Archived PDF from the original on 2009 01 31 Retrieved 2008 02 28 Schoustra Sybren K Dijksman Joshua A Zuilhof Han Smulders Maarten M J 2021 Molecular control over vitrimer like mechanics tuneable dynamic motifs based on the Hammett equation in polyimine materials Chemical Science 12 1 293 302 doi 10 1039 d0sc05458e ISSN 2041 6520 PMC 8178953 PMID 34163597 Chiria C I Tanasa F 2000 Polyureas Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH Verlag GmbH amp Co KGaA doi 10 1002 14356007 d21 d01 ISBN 3527306730 External links editMSDS Material Safety Data Sheet provided by Sigma Aldrich Retrieved from https en wikipedia org w index php title 4 4 27 Oxydianiline amp oldid 1084781730, wikipedia, wiki, book, books, library,
