Phenyl isocyanate conversion process
AssigneesDow Global Technologies LLC, Dow Portugal Produtos Quimicos, Sociedade Unipessoal, LDA
InventorsRobert E. Hefner, Jr., Helge Braun, Armenio Costa, Brian Cramm
Life of this patent
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Abstract
Phenyl isocyanates are removed from a solvent stream obtained from an MDI and/or PMDI manufacturing process by reaction in the presence of a carbodiimidization catalyst to form the corresponding N,N-diphenylcarbodiimides. The N,N-diphenylcarbodiimides can be recycled into the MDI and/or PMDI manufacturing process where they can react with MDI and/or PMDI to form uretonimines. The uretonimines have at most minimal effect on the properties and usefulness of the MDI and/or PMDI product and so can be left in the MDI and/or PMDI product.
Claims9
An MDI and/or polymeric MDI manufacturing process, comprising the steps of:
- a) reacting aniline with formaldehyde to produce a mixture of methylene dianiline (MDA), one or more polymethylene polyanilines having at least three aniline groups (PMDA) and unreacted aniline;
- b) removing aniline from the mixture produced in step a) to produce a process stream containing the MDA, PMDA and residual aniline;
- c) phosgenating the process stream from step b) in a non-polar solvent to form an isocyanate process stream containing the non-polar solvent, MDI, one or more polymethylene polyphenylisocyanates that have at least three phenyl isocyanate groups (PMDI) and at least one phenyl isocyanate;
- d) separating the MDI and PMDI from the isocyanate process stream obtained in step c) by distillation to produce a solvent stream containing the non-polar solvent, greater than zero up to 10 weight percent of the at least one phenyl isocyanate based on the weight of the solvent stream and 0 to 5 weight percent, based on the weight of the solvent stream, of the MDI and/or PMDI;
- e) reacting the solvent stream obtained in step d) in the presence of a catalytically effective amount of a carbodiimidization catalyst, to convert at least a portion of the at least one phenyl isocyanate to an N,N′-diphenylcarbodiimide;
- f) optionally removing and/or deactivating the carbodiimidization catalyst;
- and
- g) recycling the N, N′-diphenylcarbodiimide formed in step e), optionally the nonpolar solvent and optionally the carbodiimidization catalyst and/or residues from the deactivation of the carbodiimidization catalyst, directly or indirectly into step d).
Dependencies are inferred from the claim text.