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US 9,617,362 B2Granted
Catalysts for preparing ultra high molecular weight polyethylene (UHMWPE)
AssigneeTotal Research & Technology Feluy
InventorJeroen Wassenaar
Life of this patent
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Abstract
Group 4 transition metal complexes of bidentate iminonaphthol pro-ligands can be used as catalysts to polymerize olefins, such as ethylene. Group 4 transition metal complexes of bidentate iminonaphthol pro-ligands can have a single-site nature, allowing the catalysts to be used to prepare ultra high molecular weight polyethylene having a narrow molecular weight distribution.
Claims7
A process for preparing a bi-dentate pro-ligand comprising:
- providing a 2-methoxynaphthalene of formula II:
- reacting the 2-methoxynaphthalene of formula II with R2X′ in the presence of a first base, wherein X′ is a leaving group,
- wherein R2 is independently selected from an unsubstituted or substituted aryl or cycloalkyl group having from 1 to 12 carbon atoms, or from Z(R9)3 wherein Z is an atom selected from Group 14 of the Periodic Table and each R9 is independently selected from a hydrogen, substituted or unsubstituted aryl, alkyl or cycloalkyl group having from 1 to 12 carbon atoms, with the restriction that R2 is a bulky group, at least as sterically bulky as tert-butyl, and
- wherein R3, R4, R5, R6 and R7 are each independently selected from hydrogen, alkyl, cycloalkyl or aryl group comprising from 1 to 12 carbon atoms, a halogen, or a silyl group, wherein two or more of said groups can be linked together to form one or more rings, to obtain a compound of formula III:
- reacting the compound of formula III with an electrophilic bromine source to obtain a compound of formula IV:
- reacting the compound of formula IV with acylchloride R1COCl in the presence of a second base to obtain a compound of formula V′:
- wherein R1 is an unsubstituted or substituted aryl, alkyl, or cycloalkyl group comprising from 1 to 12 carbon atoms, a halogen, or a silyl group;
- deprotecting the compound of formula V′ in order to obtain a compound of formula VI:
- condensation of the compound of formula VI with an amine R8—NH2 in the presence of catalytic amounts of an acid, optionally in the presence of tetraethyl orthosilicate or titanium tetrachloride, to obtain compounds of formula I and its tautomeric form I′, being a bidentate pro-ligand:
- wherein A is nitrogen.
7 more elements
Dependencies are inferred from the claim text.