Method for removing monoisocyanates from organic solution
AssigneesDow Global Technologies LLC, Dow, Portugal Produtos Quimicos, Sociedade Unipessoal
InventorsRobert E. Hefner, Jr., Helge Braun, Armenio Costa, Brian Cramm
Life of this patent
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Abstract
Monoisocyanate impurities are removed from a process stream obtained when solvent is separated from a polyisocyanate product. The monoisocyanates are reacted with amine compounds at specific molar ratios to produce ureas. The ureas can be discarded by burning, landfilling or otherwise. Alternatively the ureas can be recycled back into the polyisocyanate manufacturing process, where they are formed into biuret compounds that can remain with the polyisocyanate product.
Claims9
A method for removing phenyl isocyanate from an organic solvent, comprising the steps of:
- a) contacting i) a starting solution containing at least 85 weight percent, based on the weight of the starting solution, of one or more organic solvents inert to reaction with isocyanate and amine groups and 1.5 to 15 weight percent, based on the weight of the starting solution, of phenyl isocyanate, with ii) at least one amine selected from the group consisting of aniline, MDA and PMDA, in proportions sufficient to provide 0.01 to 0.8 equivalents of primary and/or secondary amino groups per equivalent of isocyanate groups in the starting solution;
- and
- b) reacting at least a portion of the phenyl isocyanate with at least a portion of the amine to form a slurry of the one or more urea compounds in the one or more organic solvents.
An MDI and/or polymeric MDI manufacturing process, comprising the steps of:
- a) reacting aniline with formaldehyde in a solvent to produce a mixture of MDA, PMDA and unreacted aniline in the solvent;
- b) distilling aniline from the mixture produced in step a) to produce a process stream containing the solvent, MDA, PMDA and residual aniline;
- c) phosgenating the process stream from step b) to form an isocyanate process stream containing the solvent, MDI, one or more polymethylene polyphenylisocyanates that have at least three phenyl isocyanate groups and phenyl isocyanate;
- d) separating MDI and polymethylene polyphenylisocyanates that have at least three phenyl isocyanate groups and phenyl isocyanate from the isocyanate process stream obtained in step c) by distillation to produce a solvent stream containing at least a portion of the solvent, 0.2 to 10 weight percent phenyl isocyanate based on the weight of the solvent stream and 0.0001 to 5 weight percent, based on the weight of the solvent stream, of MDI and/or one or more polymethylene polyphenylisocyanates that have at least three phenyl isocyanate groups;
- e) combining the solvent stream obtained in step d) with aniline at a ratio of 0.01 to 0.8 moles of aniline per mole of phenyl isocyanate and reacting at least a portion of the aniline with phenyl isocyanate to form urea compounds;
- f) recycling the urea compounds and optionally the solvent in the solvent stream into the manufacturing process downstream from step c) and into step d), whereby at least a portion of the urea compounds react during step d) with at least a portion of the MDI and/or one or more polymethylene polyphenylisocyanates that have at least three phenyl isocyanate groups to form biuret compounds.
Dependencies are inferred from the claim text.