Process and composition for inhibiting the polymerization of cyclopentadiene compounds
View Patent ↗A process for inhibiting the polymerization of cyclopentadiene compounds (B) by contacting the cyclopentadiene compound with a quinone methide compound (A) of structure (I), Compositions (AB) comprising (A) and (B) are also provided.
1. A process for inhibiting the polymerization of a cyclopentadiene compound (B), comprising:
contacting the cyclopentadiene compound (B) with at least one compound (A);
wherein
(A) is a compound of structure (I)
wherein
R 1 and R 2 are each independently hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of 3 to 15 carbon atoms, aryl of 6 to 15 carbon atoms or phenylalkyl of 7 to 15 carbon atoms;
R 3 is 2-furyl, 3-furyl or phenyl.
2. The process according to claim 1 , wherein
R 1 and R 2 are each tert-butyl in the compound of structure (I).
3. The process according to claim 1 , wherein the cyclopentadiene compound is at least one selected from the group consisting of cyclopentadiene, dicyclopentadiene, alkylated cyclopentadiene and alkylated dicyclopentadiene.
4. The process according to claim 1 , wherein the cyclopentadiene compound is at least one of cyclopentadiene and dicyclopentadiene.
5. The process according to claim 1 , wherein (A) is in the form of a solution (AC) in (C), wherein (C) is at least one solvent selected from the group consisting of benzene, a mono-alkylated aromatic compound, a polyalkylated aromatic compound, an alkane having a carbon number of 6 to 15, a cycloalkane having a carbon number of 6 to 15, a high-boiling hydrocarbon cut, an ether having a carbon number of 6 to 15 and an ester having a carbon number of 6 to 15.
6. The process according to claim 5 , wherein a ratio (m/m) of a total weight of all compounds of structure (I) in solution (AC) to a total weight of all solvents in solution (AC) is from 1:1000 to 100:1.
7. The process according to claim 1 , wherein a total concentration of all compounds of structure (I) is between 10 ppb (m/m) and 100,000 ppm (m/m), based on the total weight of all cyclopentadiene compounds.
8. The process according to claim 1 , wherein (B) is a component of a process stream and a concentration of (B) is 0.0001 to 15 wt % based on the total weight of the process stream.