Process for the preparation of polyisocyanates and use thereof
The invention relates to a process for isocyanate modification which includes reacting a) at least one organic isocyanate having an NCO functionality greater than or equal to 1, b) a catalyst comprising at least one phosphonium salt comprising at least one cycloalkyl substituent bonded directly to a P atom of a phosphonium cation, c) optionally a solvent, and d) optionally additives. The present invention also relates to a catalyst for isocyanate modification comprising at least one phosphonium salt comprising at least one cycloalkyl substituent bonded directly to a P atom of a phosphonium cation.
1. A process which comprises reacting
a) at least one organic isocyanate having an NCO functionality greater than or equal to 1,
b) a catalyst comprising at least one phosphonium salt comprising at least one cycloalkyl substituent bonded directly to a P atom of a phosphonium cation,
c) optionally a solvent, and
d) optionally additives,
wherein the phosphonium salt comprises a cation corresponding to the formula I:
wherein R 1 to R 4 independently of one another represent organic radicals selected from the group consisting of C 1 - to C 20 -alkyl which is optionally branched, cyclopentyl, and cyclohexyl which is optionally substituted, and wherein at least two of the radicals R 1 to R 4 represent an optionally substituted cyclopentyl, cyclohexyl radical, or combinations thereof which are each bonded directly to the P atom via a ring carbon atom,
and wherein the phosphonium cation of the formula (I) has a counter-ion X − wherein X − is selected from the group consisting of di- and poly-(hydrogen) fluoride ([F − ×(HF) m ], wherein m represents whole or fractional numbers from 0.001 to 20.
2. The process according to claim 1 , wherein the at least one organic isocyanate is selected from the group consisting of aliphatic di- or poly-isocyanates, cycloaliphatic di- or poly-isocyanates, araliphatic di- or poly-isocyanates, and mixtures thereof, and wherein the at least one organic isocyanate has a functionality greater than or equal to 2.
3. The process according to claim 1 , wherein the reaction is carried out at a temperature from 0 to 250° C.
4. The process according to any claim 1 , further comprising terminating the reaction when from 5 to 80% of the at least one organic isocyanate has been converted.
5. The process according to claim 1 , further comprising separating the unconverted isocyanates from the reaction mixture.
6. A isocyanate produced by a process comprising reacting
a) at least one organic isocyanate having an NCO functionality greater than or equal to 1,
b) a catalyst comprising at least one phosphonium salt comprising at least one cycloalkyl substituent bonded directly to a P atom of a phosphonium cation,
c) optionally a solvent, and
d) optionally additive,
wherein the phosphonium salt comprises a cation corresponding to the formula I:
wherein R 1 to R 4 independently of one another represent organic radicals selected from the group consisting of C 1 - to C 20 -alkyl which is optionally branched, cyclopentyl, and cyclohexyl which is optionally substituted, and wherein at least two of the radicals R 1 to R 4 represent an optionally substituted cyclopentyl, cyclohexyl radical, or combinations thereof which are each bonded directly to the P atom via a ring carbon atom,
wherein the phosphonium cation of the formula (I) has a counter-ion X − wherein X − is selected from the group consisting of di- and poly-(hydrogen) fluoride ([F − ×(HF) m ], wherein m represents whole or fractional numbers from 0.001 to 20.
7. The isocyanate according to claim 6 , wherein the at least one organic isocyanate is selected from the group consisting of aliphatic di- or poly-isocyanates, cycloaliphatic di- or poly-isocyanates, araliphatic di- or poly-isocyanates, and mixtures thereof, and wherein the at least one organic isocyanate has a functionality greater than or equal to 2.
8. The isocyanate according to claim 6 , wherein the reaction is carried out at a temperature from 0 to 250° C.
9. The isocyanate according to claim 6 , further comprising terminating the reaction when from 5 to 80% of the at least one organic isocyanate has been converted.
10. The isocyanate according to claim 6 , further comprising separating the unconverted isocyanates from the reaction mixture.