	US 11,753,490 B2
	Method for producing temperature-stable polyalkenylenes
Kévin Micoine, Herten (DE); Velichka Koleva, Reken (DE); Dagmar Isabell Hackenberger, Herten (DE); and Pedro Vazquez Toran, Valencia (ES)
Assigned to Evonik Operations GmbH, Essen (DE)
Appl. No. 15/733,679
Filed by Evonik Operations GmbH, Essen (DE)
PCT Filed Mar. 29, 2019, PCT No. PCT/EP2019/058082 § 371(c)(1), (2) Date Sep. 28, 2020, PCT Pub. No. WO2019/185911, PCT Pub. Date Oct. 3, 2019.
Claims priority of application No. 18164862 (EP), filed on Mar. 29, 2018.
Prior Publication US 2021/0017310 A1, Jan. 21, 2021
Int. Cl. C08F 132/04 (2006.01); C08F 6/08 (2006.01); C08G 61/06 (2006.01)

CPC C08F 132/04 (2013.01)

13 Claims

1. A process for producing a polyalkenamer-containing composition, the process comprising:

a) reacting at least one cycloalkene by ring-opening metathesis polymerization in at least one organic solvent to obtain a polyalkenamer-containing product mixture,

wherein the polymerization is performed in the presence of at least one metal-containing catalyst,

wherein a metal of the at least one metal-containing catalyst is selected from the group consisting of rhenium, ruthenium, osmium and mixtures thereof,

wherein the at least one cycloalkene is selected from the group consisting of cyclobutene, cyclopentene, cycloheptene, cyclooctene, cyclononene, cyclodecene, cyclododecene, cycloocta-1,5-diene, 1,5-dimethylcycloocta-1,5-diene, cyclodecadiene, norbomadiene, cyclododeca-1,5,9-triene, trimethylcyclododeca-1,5,9-triene, norbomene (bicy-clo[2.2.1]hept-2-ene), 5-(3′-cyclohexenyl)-2-norbomene, 5-ethyl-2-norbomene, 5-vinyl-2-norbomene, 5-ethylidene-2-norbomene, dicyclopentadiene and mixtures thereof,

b) adding at least one alkyl vinyl derivative selected from the group consisting of C₁- to C₁₂-alkyl vinyl ethers, C₁- to C₁₂-alkyl vinyl sulfides and mixtures thereof after the polymerization,

wherein an amount of the at least one alkyl vinyl derivative is at least equal to an amount of the at least one metal-containing catalyst,

c) adding at least one compound A after addition of the at least one alkyl vinyl derivative, wherein an amount of the at least one compound A is at least equal to the amount of the at least one-metal containing catalyst,

wherein the at least one compound A has at least one of the features i) or ii):

i) at least one functional group selected from the group consisting of primary amino groups, secondary amino groups, tertiary amino groups, thiol groups, ester groups, carbonate ester groups, acetal groups, aldehyde groups, carbonyl groups, carboxamido groups, imido groups, oxime groups, thioester groups, nitrile groups, thiocyanate groups, primary ketimino groups, secondary ketimino groups, primary aldimino groups, secondary aldimino groups, sulfinyl groups, amino oxide groups, carboxyl groups, phosphino groups, phosphane oxide groups, and phosphono groups,

ii) at least one saturated or unsaturated aliphatic or aromatic heterocyclic ring having 3 to 14 ring atoms,

wherein ring atoms of the heterocyclic ring contain at least one carbon atom and at least one atom selected from the group consisting of oxygen, nitrogen and sulfur, and

d) working up the product mixture to remove the at least one metal-containing catalyst to obtain the polyalkenamer-containing composition, wherein the working up is carried out by membrane filtration in at least one organic solvent, wherein the polyalkenamer is dissolved during the membrane filtration.