Diisocyanates are a family of chemical building blocks mainly used to make polyurethane products, such as rigid and flexible foams, coatings, adhesives, sealants and elastomers. Upon treatment with an alcohol, an isocyanate forms a urethane linkage: It’s a colorless liquid or slightly yellowish, with a pungent odor. Structure and reactivity. c 10 h 6 (nco) 2 (210.19) isoporon diisocyanate (ipdi) 4098-71-9 Many of the products we rely upon every day are safer and more comfortable through the use of polyurethanes made possible by diisocyanates. Isophorone is an α,β-unsaturated cyclic ketone.It is a colorless liquid with a characteristic peppermint-like odor, although commercial samples can appear yellowish. Reactivity With nucleophiles. c 6 h 4 (nco) 2 (160.13) 1.6-hexamethylene diisocyanate (hdi) 822-06-0: 212-485-8: 49.9% (ch 2) 6 (nco) 2 (168.19) 1,5-naphthalene diisocyanate (ndi) 3173-72-6: 221-641-4: 39.9%. Isophorone Diisocyanate (IPDI) is an organic compound with a chemical structure C12H18N2O2. Aliphatic diisocyanates, such as hexamethylene diisocyanate (HDI), methylene dicyclohexyl diisocyanate or hydrogenated MDI (HMDI) and isophorone diisocyanate (IPDI), are often further reacted to form polyisocyanates, which act as building blocks to … The rats died within 1-5 hr & the rabbit died within an hr after dosing at which times the tissues were sampled for analysis. Unambiguous 13 C‐NMR assignments for the primary (prim‐) and secondary (sec‐) isocyanate carbons of isophorone diisocyanate (IPDI) have been made by using two‐dimensional NMR measurements. isophorone diisocyanate (IPDI), 4,4’-dicyclohexylmethane diisocyanate (H12MDI), norbornane diisocyanate (NDI), 4,4’-dibenzyl diisocyanate (DBDI). Isophorone was widely distributed to the tissues of rats & a rabbit following treatment with isophorone at a gavage dose of 4000 mg/kg. IPDI contains two nonequivalent isocyanate groups, one primary and the other one secondary, since the NCOprim group has greater steric hindrance by the methyl group of the same carbon of cyclohexane, and the NCOsec group is the most reactive side (Scheme 9.2). From: Nanomaterials in Rocket Propulsion Systems, 2019 Overexposure or repeated exposure to isophorone diisocyanate produces bronchial spasm and asthma which may not appear until several hours later. Each stereoisomer is an unsymmetrical molecule, and thus has isocyanate groups with different reactivities. These are differentiated by their isocyanate or hydroxyl terminal functions. Synonym: 2,4-Diisocyanatotoluene, 4-Methyl-m-phenylene diisocyanate, Toluene 2,4-diisocyanate, Tolylene 2,4-diisocyanate Empirical Formula (Hill Notation): C 9 H 6 N 2 O 2 Molecular Weight: 174.16 On the basis of the assignments, relative reactivity of the prim‐ and sec‐isocyanate groups with n‐butanol was studied by quantitative 13 C‐NMR analysis. Figure 1 shows examples of some common isocyanates. Norbert Bialas, Hartwig Höcker, Michael Marschner, Wolfgang Ritter, 13C NMR studies on the relative reactivity of isocyanate groups of isophorone diisocyanate isomers, Die Makromolekulare Chemie, 10.1002/macp.1990.021910810, 191, 8, (1843-1852), (2003). Abstract. Keywords: isophorone diisocyanate, IR spectroscopy method, reactivity, urethane, aliphatic and cycloaliphatic isocyanate groups. p-phenylene diisocyanate (ppdi) 104-49-4: 203-207-6: 52.5%. The primary isocyanate group is more reactive than the secondary isocyanate group.

Isophorone is an α,β-unsaturated cyclic ketone. Used as a solvent and as a precursor to polymers, it is produced on a large scale industrially. Isophorone diisocyanate (IPDI) is an intermediate chemical used to produce IPDI-based products (i.e., polyisocyanates, polyurethane dispersions) that are primarily used in certain polyurethane coatings. ISOPHORONE DIISOCYANATE reacts with all substances containing active hydrogen atoms such as water, alcohols, phenols, amines, mercaptans, amides, urethanes and ureas. These differences can be useful, e.g., in isophorone diisocyanate where the two isocyanate groups are so different in reactivity that two-step reactions take place yielding rather well-defined intermediates and end products. In a model study of the selectivity of isophorone diisocyanate (IPDI) in the urethane reaction, the influence of the type of catalyst, temperature, and type of OH-group was demonstrated using primary and secondary butanol as reaction partners.