초록

Catalyst compositions containing N,N-bis2-hydroxidebenzylamine transition metal compounds are disclosed. Methods for making these transition metal compounds and for using such compounds in catalyst compositions for the polymerization or oligomerization of alpha olefins also are provided.

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1. A catalyst composition comprising: (i) an N,N-bis[2-hydroxidebenzyl]amine compound having formula (IIa): wherein: M is Ti, Zr, or Hf;X1 and X2 independently are a monoanionic ligand;each RB and RC independently is a halide, a C1 to C36 hydrocarbyl group, a C1 to C36 halogenated hydrocarbyl group,

1. A catalyst composition comprising: (i) an N,N-bis[2-hydroxidebenzyl]amine compound having formula (IIa): wherein: M is Ti, Zr, or Hf;X1 and X2 independently are a monoanionic ligand;each RB and RC independently is a halide, a C1 to C36 hydrocarbyl group, a C1 to C36 halogenated hydrocarbyl group, a C1 to C36 hydrocarboxy group, or a C1 to C36 hydrocarbylsilyl group, wherein p and q independently are 0, 1, 2, 3, or 4; andL is a C1 to C18 hydrocarbylene group; andD is a chemical group comprising at least one of nitrogen, oxygen, phosphorus, and sulfur;(ii) an activator-support comprising a solid oxide treated with an electron-withdrawing anion; and(iii) optionally, a co-catalyst. 2. The catalyst composition of claim 1, wherein: M is Zr or Hf;X1 and X2 independently are H, BH4, a halide, a C1 to C36 hydrocarbyl group, a C1 to C36 hydrocarboxy group, a C1 to C36 hydrocarbylaminyl group, a C1 to C36 hydrocarbylsilyl group, a C1 to C36 hydrocarbylaminylsilyl group, OBR12, or OSO2R1, wherein R1 is a C1 to C36 hydrocarbyl group; andeach RB and RC independently is Cl, CF3, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, a phenyl group, a tolyl group, a benzyl group, a naphthyl group, a trimethylsilyl group, a triisopropylsilyl group, a triphenylsilyl group, or an allyldimethylsilyl group. 3. The catalyst composition of claim 1, wherein D is a dialkylaminyl group, a dicycloalkylaminyl group, a di(substituted cycloalkyl)aminyl group, an N-(alkyl)-N-(cycloalkyl)aminyl group, an N-(alkyl)-N-(substituted cycloalkyl)aminyl group, an N-(cycloalkyl)-N-(substituted cycloalkyl)aminyl group, a diarylaminyl group, a di(substituted aryl)aminyl group, an N-aryl N-(substituted aryl)aminyl group, an N-alkyl N-arylaminyl group, an N-alkyl N-(substituted aryl)aminyl group, a dialkylphosphinyl group, a dicycloalkylphosphinyl group, a di(substituted cycloalkyl)phosphinyl group), an N (alkyl)-N-(cycloalkyl)phosphinyl group, an N-(alkyl)-N-(substituted cycloalkyl)phosphinyl group, an N-(cycloalkyl)-N-(substituted cycloalkyl)phosphinyl group, a diarylphosphinyl group, a di(substituted aryl)phosphinyl group, a P-aryl P-(substituted aryl)phosphinyl group, a P-alkyl P-arylphosphinyl group, a P-alkyl P-(substituted aryl)phosphinyl group, an alkoxy group, an aryloxy group, a substituted aryloxy group, an alkylsulfidyl group, an arylsulfidyl group, a substituted arylsulfidyl group, a furanyl group, a substituted furanyl group, a thienyl group, a substituted thienyl group, a tetrahydrofuranyl group, a substituted tetrahydrofuranyl group, a thiophanyl group, a substituted thiophanyl group, a pyridinyl group, a substituted pyridinyl group, a morphilinyl group, a substituted morphilinyl group, a pyranyl group, a substituted pyranyl group, a tetrahydropyranyl group, a substituted tetrahydropyranyl group, a quinolinyl group, a substituted quinolinyl group, a pyrrolyl group, a substituted pyrrolyl group, a pyrrolidinyl group, a substituted pyrrolidinyl group, a piperidinyl group, or a substituted piperidinyl group. 4. The catalyst composition of claim 1, wherein the N,N-bis[2-hydroxidebenzyl]amine compound has formula (IIb): wherein, in formula (IIb): M is Ti, Zr, or Hf;X1 and X2 independently are a monoanionic ligand;RB1, RB2, RC1, and RC2 independently are a halide, C1 to C36 hydrocarbyl group, C1 to C36 halogenated hydrocarbyl group, C1 to C36 hydrocarboxy group, or C1 to C36 hydrocarbylsilyl group;L is a C1 to C18 hydrocarbylene group; andD is a chemical group comprising at least one of nitrogen, oxygen, phosphorus, and sulfur. 5. The catalyst composition of claim 4, wherein: RB1, RB2, RC1, and RC2 independently are a methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, propenyl group, butenyl group, pentenyl group, hexenyl group, phenyl group, tolyl group, benzyl group, trimethylsilyl group, triisopropylsilyl group, triphenylsilyl group, allyldimethylsilyl group, CF3, or Cl;L is a C2 to C15 hydrocarbylene group; andD is —N(CH3)2, —P(CH3)2, —N(CH2CH3)2, —P(CH2CH3)2, —N(Ph)2, —P(Ph)2, —OCH3, —SCH3, —OCH2CH3, —SCH2CH3, —OPh, or —SPh. 6. The catalyst composition of claim 1, wherein the N,N-bis[2-hydroxidebenzyl]amine compound is: or a combination thereof. 7. The catalyst composition of claim 1, wherein: the solid oxide comprises silica, alumina, silica-alumina, silica-coated alumina, aluminum phosphate, aluminophosphate, heteropolytungstate, titania, zirconia, magnesia, boria, zinc oxide, a mixed oxide thereof, or any mixture thereof; andthe electron-withdrawing anion comprises sulfate, bisulfate, fluoride, chloride, bromide, iodide, fluorosulfate, fluoroborate, phosphate, fluorophosphate, trifluoroacetate, triflate, fluorozirconate, fluorotitanate, phospho-tungstate, or any combination thereof. 8. The catalyst composition of claim 1, wherein the co-catalyst comprises an aluminoxane compound, an organoboron or organoborate compound, an ionizing ionic compound, an organoaluminum compound, an organozinc compound, an organomagnesium compound, an organolithium compound, or any combination thereof. 9. The catalyst composition of claim 1, wherein the catalyst composition comprises: (i) an N,N-bis[2-hydroxidebenzyl]amine compound having formula (IIa);(ii) a solid oxide treated with an electron-withdrawing anion; and(iii) an organoaluminum compound; wherein the organoaluminum compound comprises trimethylaluminum, triethylaluminum, tri-n-propylaluminum, tri-n-butylaluminum, triisobutylaluminum, tri-n-hexylaluminum, tri-n-octylaluminum, diisobutylaluminum hydride, diethylaluminum ethoxide, diethylaluminum chloride, or any combination thereof. 10. The catalyst composition of claim 4, wherein, in formula (IIb): M is Zr or Hf;X1 and X2 independently are a halide or a C1 to C18 hydrocarbyl group;L is a C1 to C10 alkylene group; andD is —N(CH3)2, —P(CH3)2, —N(CH2CH3)2, —P(CH2CH3)2, —N(Ph)2, —P(Ph)2, —OCH3, —SCH3, —OCH2CH3, —SCH2CH3, —OPh, or —SPh. 11. The catalyst composition of claim 10, wherein: RB1, RB2, RC1, and RC2 independently are a C1 to C5 alkyl group;L is a C2 to C5 alkylene group;the activator-support comprises fluorided alumina, chlorided alumina, bromided alumina, sulfated alumina, fluorided silica-alumina, chlorided silica-alumina, bromided silica-alumina, sulfated silica-alumina, fluorided silica-zirconia, chlorided silica-zirconia, bromided silica-zirconia, sulfated silica-zirconia, fluorided silica-titania, fluorided silica-coated alumina, sulfated silica-coated alumina, phosphated silica-coated alumina, or any combination thereof; andthe catalyst composition comprises a co-catalyst. 12. The catalyst composition of claim 11, wherein: the activator-support comprises fluorided alumina, sulfated alumina, fluorided silica-alumina, sulfated silica-alumina, fluorided silica-coated alumina, sulfated silica-coated alumina, or any combination thereof; andthe co-catalyst comprises an organoaluminum compound. 13. A process for producing a product, the process comprising: contacting a catalyst composition and an alpha olefin monomer comprising a C4 to C60 alpha olefin to produce the product, the catalyst composition comprising:(i) an N,N-bis[2-hydroxidebenzyl]amine compound having formula (IIa): wherein: M is Ti, Zr, or Hf;X1 and X2 independently are a monoanionic ligand;each RB and RC independently is a halide, a C1 to C36 hydrocarbyl group, a C1 to C36 halogenated hydrocarbyl group, a C1 to C36 hydrocarboxy group, or a C1 to C36 hydrocarbylsilyl group, wherein p and q independently are 0, 1, 2, 3, or 4; andL is a C1 to C18 hydrocarbylene group; andD is a chemical group comprising at least one of nitrogen, oxygen, phosphorus, and sulfur;(ii) an activator-support comprising a solid oxide treated with an electron-withdrawing anion; and(iii) optionally, a co-catalyst. 14. The process of claim 13, wherein the alpha olefin monomer comprises a C6 to C14 normal alpha olefin. 15. The process of claim 13, wherein the product has a Mw in a range from 2,000 to 150,000 g/mol. 16. The process of claim 13, wherein: the catalyst composition comprises a co-catalyst; andthe N,N-bis[2-hydroxidebenzyl]amine compound has formula (IIb): wherein, in formula (IIb): M is Zr or Hf;X1 and X2 independently are a halide or a C1 to C18 hydrocarbyl group;RB1, RB2, RC1, and RC2 independently are a halide, a C1 to C18 hydrocarbyl group, or a C1 to C18 hydrocarbylsilyl group;L is a C1 to C10 alkylene group; andD is —N(CH3)2, —P(CH3)2, —N(CH2CH3)2, —P(CH2CH3)2, —N(Ph)2, —P(Ph)2, —OCH3, —SCH3, —OCH2CH3, —SCH2CH3, —OPh, or —SPh. 17. The process of claim 16, wherein: the alpha olefin monomer comprises a C4 to C20 alpha olefin; andthe activator-support comprises fluorided alumina, chlorided alumina, bromided alumina, sulfated alumina, fluorided silica-alumina, chlorided silica-alumina, bromided silica-alumina, sulfated silica-alumina, fluorided silica-zirconia, chlorided silica-zirconia, bromided silica-zirconia, sulfated silica-zirconia, fluorided silica-titania, fluorided silica-coated alumina, sulfated silica-coated alumina, phosphated silica-coated alumina, or any combination thereof. 18. The process of claim 17, wherein: the alpha olefin monomer comprises a C6 to C14 normal alpha olefin;the product has a Mw in a range from 3,500 to 75,000 g/mol;the activator-support comprises fluorided alumina, sulfated alumina, fluorided silica-alumina, sulfated silica-alumina, fluorided silica-coated alumina, sulfated silica-coated alumina, or any combination thereof;the co-catalyst comprises an organoaluminum compound;X1 and X2 independently are a halide, methyl, benzyl, or phenyl;RB1, RB2, RC1, and RC2 independently are a C1 to C5 alkyl group; andL is a C2 to C5 alkylene group.