Process and composition for inhibiting the polymerization of cyclopentadiene compounds
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 polymerization of a cyclopentadiene compound (B), the process 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 tert-butyl; and
R 3 is —CN or —O—R 10 , where R 10 is methyl, ethyl, n-propyl, iso-propyl, n-butyl, n-pentyl, or n-hexyl.
2. The process according to claim 1 , wherein the cyclopentadiene compound (B) is at least one selected from the group consisting of cyclopentadiene, dicyclopentadiene, alkylated cyclopentadiene, and alkylated dicyclopentadiene.
3. The process according to claim 1 , wherein the cyclopentadiene compound (B) is at least one of cyclopentadiene and dicycloptentadiene.
4. The process according to claim 1 , wherein the at least one compound (A) forms a solution (AC) with at least one solvent (C), wherein the solvent (C) is at least one 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.
5. The process according to claim 4 , wherein a ratio of a total weight of the at least one compound (A) in the solution (AC) to a total weight of the at least one solvent (C) in the solution (AC) is from 1:1000 to 100:1.
6. The process according to claim 1 , wherein a total concentration of the at least one compound (A) is between 10 ppb and 100,000 ppm, based on a total weight of all cyclopentadiene compounds.
7. The process according to claim 1 , wherein the cyclopentadiene compound (B) is a component of a process stream and a concentration of the cyclopentadien compound (B) is 0.0001 to 15 wt % based on the total weight of the process stream.
8. The process according to claim 1 , wherein R 3 is —CN.