Kobunshiryonofuyoseikarubojiimidokashokubaioyobisonoseiho

摘要

1495232 Carbodiimides; uretoneimines, substituted cyclic phosphine oxides and phosphine sulphides BAYER AG 28 Jan 1976 [1 Feb 1975] 3268/76 Headings C2C and C2P [Also in Divisions C1 and C3] Carbodiimides may be prepared from compounds containing at least one isocyanate group in the presence of a catalyst which comprises a high molecular weight matrix having attached thereto via ionic bonds a compound known as a catalyst for the carbodiimide-forming reaction. Preferably the catalyst comprises a polymeric matrix to which is attached via ionic bonds a cyclic phosphine oxide or phosphine sulphide (for details of the catalysts see Divisions C1 and C3). The catalysts may be selective in their action in that in a mixture if isocyanate compounds, lower molecular weight isocyanates will be carbodiimidized in preference to higher molecular weight isocyanates for steric reasons. In a typical Example (14) an isomeric mixture of tolylene-2,4- and 2,6-diisocyanate is mixed with a variety of the above preferred catalysts to form the corresponding diisocyanato-carbodiimide part of which is then converted into the corresponding uretone imine triisocyanate by the free tolylene diisocyanate still present. Compounds of the formula wherein RSP1/SP represents a C 1-14 alkyl, aryl or aralkyl radical, RSP2/SP, RSP3/SP and RSP4/SP each represent a C 1-4 alkyl group, hydrogen, chlorine or bromine, RSP5/SP represents hydrogen, C 1-12 alkyl, and if b = 0, may be C 6-12 aryl, X and Y represent oxygen or sulphur and a and b are 0 or 1 may be prepared by reacting the corresponding 5-membered phosphine oxides or sulphides with the corresponding phosphorus acid or ester thereof, followed optionally by saponification. Several examples are given and in a typical Example (1) a 1 : 1 mixture of 1-methyl-1-oxophospholine-2 and 1-methyl-1-oxophospholine-3 is reacted with dimethyl phosphite in the presence of dibenzoyl peroxide to form 1-methyl-1-oxophospholane phosphonic acid dimethyl ester, which is then saponified to the corresponding phosphonic acid. These compounds containing acidic groups may be reacted with high molecular weight matrices which contain basic groups, and are used as catalysts in the formation of carbodiimides from isocyanates.