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US5296433A Expired / Lapsed US ⏱️ 0.0 years remaining

Tris(pentafluorophenyl)borane complexes and catalysts derived therefrom

Assignee: 3M Co
•
Filing: 1992-04-14
•
Granted: 1994-03-22
•
Expires: 2012-04-14
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Abstract

Abstract Tris(pentafluorophenyl)borane complexes having the general formula (C 6 F 5 ) 3 B.(YXH) q wherein X is oxygen, or sulfur; q is 1 to 3; Y is a hydrogen atom, R 1 --, (R 2 ) 3 Si--, or (R 3 ) 2 C═N--; R 1 is a hydrocarbyl group containing 1 to 500 carbon atoms, and may contain a divalent oxygen and further may be a fluorine-containing hydrocarbyl group; R 2 is independently a linear or branched alkyl group containing 1 to 25 carbon atoms, or a phenyl group, further R 2 may contain a SiO-- group; and R 3 is independently a hydrocarbyl group containing 1 to 25 carbon atoms, R 3 may be a hydrogen atom provided both R 3 groups selected are not hydrogen atoms; and to complexes containing the borane complexes with an organometallic compound, either as a neutral compound or as an acidic salt that are useful as catalysts for polymerization and copolymerization of olefins and to polymeric products prepared using these catalysts.

Inventors

  • 👤 Allen R. Siedle
  • 👤 William M. Lamanna

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 08:16
CPC Classifications
C; C08; C08F; C08F10/00; C08F10/14; C07; C07F; C07F17/00; C07F5/00; C07F5/02; C07F5/025; C07F5/027; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0836; C07F9/00; C07F9/02; C07F9/28; C07F9/54; C07F9/5442; C08F110/00; C08F110/02; C08F110/14; C08F210/00; C08F210/14; C08F4/00; C08F4/42; C08F4/44; C08F4/60; C08F4/62; C08F4/64; C08F4/659; C08F4/65908; C08F4/6592; C08F4/65922; Y; Y10; Y10S; Y10S526/00; Y10S526/943

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 22 words
A borane complex comprising (a) tris(pentafluorophenyl)borane and (b) at least one complexing compound selected from the group alcohol, mercaptan, silanols, and oximes.
Claim 2
Dependent Claim 22 words
A borane complex comprising (a) tris(pentafluorophenyl)borane and (b) at least one complexing compound selected from the group alcohol, mercaptan, silanols, and oximes.
Claim 3
Dependent Claim 129 words
The borane complex according to claim 1, having the general formula: (C.sub.6 F.sub.5).sub.3 B.(YXH).sub.q wherein X is oxygen, or sulfur; q is 1 to 3; Y is a hydrogen atom, R 1 --, (R 2 ) 3 Si--, or (R 3 ) 2 C═N--; R 1 is a hydrocarbyl group containing 1 to 500 carbon atoms, and may contain a divalent oxygen and further may be a halogen-containing hydrocarbyl group; R 2 is independently a linear or branched alkyl group containing 1 to 25 carbon atoms, or a phenyl group, further R 2 may contain a SiO-- group; and R 3 is independently a hydrocarbyl group containing 1 to 25 carbon atoms, R 3 may be a hydrogen atom provided both R 3 groups selected are not hydrogen atoms.
Claim 4
Dependent Claim 65 words
The borane complex according to claim 1, wherein the R 1 group is CH 3 OC 2 H 4 --, t-butylcyclohexyl, isopropyl, allyl, benzyl, methyl, ethyl, CF 3 CF 2 (C 2 F 4 ) n C 2 H 4 --, where n has an average value of 3.5, n-C 1 18 H 37 --, or poly-α-olefin oligomer containing 2 to 100 olefin monomer units.
Claim 5
Dependent Claim 27 words
The borane complex according to claim 1, wherein Y is (t-C 4 H 9 )(CH 3 ) 2 Si-- or ((CH 3 ) 3 SiO) 3 Si--.
Claim 6
Dependent Claim 21 words
The borane complex according to claim 1, wherein the borane complex is (C 6 F 5 ) 3 B.R 1 OH.
Claim 7
Dependent Claim 21 words
The borane complex according to claim 1, wherein the borane complex is (C 6 F 5 ) 3 B.R 1 SH.
Claim 8
Dependent Claim 23 words
The borane complex according to claim 1, wherein the borane complex is (C 6 F 5 ) 3 B.(R 2 ) 3 SiOH.
Claim 9
Dependent Claim 23 words
The borane complex according to claim 1, wherein the borane complex is (C 6 F 5 ) 3 B.(R 3 ) 2 C:NOH.
Claim 10
Dependent Claim 21 words
The borane complex according to claim 1, wherein the borane complex is (C 6 F 5 ) 3 B.3H 2 O.
Claim 11
Dependent Claim 21 words
The borane complex according to claim 1, wherein the borane complex is (C 6 F 5 ) 3 B.H 2 O.
Claim 12
Dependent Claim 387 words
A catalyst comprising (a) a neutral borane complex having the formula (C 6 F 5 ) 3 B.(XYH) q and (b) a Group IVB organometallic compound having the formula (Cp) p M(R 4 ) 4-p wherein M is titanium, zirconium or hafnium; p is 1 or 2; q is 1 to 3; Y is a hydrogen atom, R 1 --, (R 2 ) 3 Si--, or (R 3 ) 2 C═N--; Cp is a cyclopentadienyl ligand, wherein each carbon atom in the ligand may be, independently, substituted with a radical selected from the group consisting of hydrocarbyl radicals, hydrocarbyl-substituted metalloid radicals wherein the metalloid is selected from Group IVA of the hydrocarbyl and substituted-hydrocarbyl radicals contain 1 to 20 carbon atoms and further can include straight and branched alkyl groups, cyclic hydrocarbon groups, alkyl-substituted cyclic hydrocarbon groups, aromatic groups or alkyl-substituted aromatic groups; one or two pairs of adjacent hydrogen atoms of the cyclopentadienyl ligand may be substituted with one or two --(CH) 4 groups to form indenyl or fluorenyl radicals, respectively, or compounds in which one or two methylene rings having the general formula (CH 2 ) n wherein n is 3 to 6 in the cyclopentadienyl ligand; further, when p is 2 the cyclopentadienyl ligand may be combined into one bidentate ligand molecule by connecting the cyclopentadienyl ligands by an organic or organometalloid group; R 1 is a hydrocarbyl group containing 1 to 500 carbon atoms, and may contain a divalent oxygen and further may be a halogen-containing hydrocarbyl group; R 2 is independently a linear or branched alkyl group containing 1 to 25 carbon atoms, or a phenyl group, further R 2 may contain a SiO-- group; R 3 is independently a hydrocarbyl group containing 1 to 25 carbon atoms, R 3 may be a hydrogen atom provided both R 3 groups selected are not hydrogen atoms; and R 4 is independently hydrogen or a hydrocarbyl or substituted-hydrocarbyl group containing from 1 to 20 carbon atoms and may be a straight or branched alkyl group, and if sufficiently large enough, a cyclic hydrocarbyl group, an alkyl-substituted cyclohydrocarbyl group, an aromatic group, an aromatic-substituted alkyl group, or an alkylsubstituted aromatic group and also include trisubstituted organometalloid groups of Group IVA elements wherein each hydrocarbyl group on the metalloid contains from 1 to 20 carbon atoms.
Claim 13
Dependent Claim 387 words
A catalyst comprising (a) a neutral borane complex having the formula (C 6 F 5 ) 3 B.(XYH) q and (b) a Group IVB organometallic compound having the formula (Cp) p M(R 4 ) 4-p wherein M is titanium, zirconium or hafnium; p is 1 or 2; q is 1 to 3; Y is a hydrogen atom, R 1 --, (R 2 ) 3 Si--, or (R 3 ) 2 C═N--; Cp is a cyclopentadienyl ligand, wherein each carbon atom in the ligand may be, independently, substituted with a radical selected from the group consisting of hydrocarbyl radicals, hydrocarbyl-substituted metalloid radicals wherein the metalloid is selected from Group IVA of the hydrocarbyl and substituted-hydrocarbyl radicals contain 1 to 20 carbon atoms and further can include straight and branched alkyl groups, cyclic hydrocarbon groups, alkyl-substituted cyclic hydrocarbon groups, aromatic groups or alkyl-substituted aromatic groups; one or two pairs of adjacent hydrogen atoms of the cyclopentadienyl ligand may be substituted with one or two --(CH) 4 groups to form indenyl or fluorenyl radicals, respectively, or compounds in which one or two methylene rings having the general formula (CH 2 ) n wherein n is 3 to 6 in the cyclopentadienyl ligand; further, when p is 2 the cyclopentadienyl ligand may be combined into one bidentate ligand molecule by connecting the cyclopentadienyl ligands by an organic or organometalloid group; R 1 is a hydrocarbyl group containing 1 to 500 carbon atoms, and may contain a divalent oxygen and further may be a halogen-containing hydrocarbyl group; R 2 is independently a linear or branched alkyl group containing 1 to 25 carbon atoms, or a phenyl group, further R 2 may contain a SiO-- group; R 3 is independently a hydrocarbyl group containing 1 to 25 carbon atoms, R 3 may be a hydrogen atom provided both R 3 groups selected are not hydrogen atoms; and R 4 is independently hydrogen or a hydrocarbyl or substituted-hydrocarbyl group containing from 1 to 20 carbon atoms and may be a straight or branched alkyl group, and if sufficiently large enough, a cyclic hydrocarbyl group, an alkyl-substituted cyclohydrocarbyl group, an aromatic group, an aromatic-substituted alkyl group, or an alkylsubstituted aromatic group and also include trisubstituted organometalloid groups of Group IVA elements wherein each hydrocarbyl group on the metalloid contains from 1 to 20 carbon atoms.
Claim 14
Dependent Claim 18 words
The catalyst according to claim 11, wherein Cp is a substituted or unsubstituted cyclopentadienyl, indenyl, or fluorenyl group.
Claim 15
Dependent Claim 16 words
The catalyst according to claim 11, wherein p is 2 and Cp is a cyclopentadienyl group.
Claim 16
Dependent Claim 16 words
The catalyst according to claim 11, wherein p is 2 and Cp is a indenyl group.
Claim 17
Dependent Claim 17 words
The catalyst according to claim 11, wherein p is 1 and Cp is a pentamethyl cyclopentadienyl group.
Claim 18
Dependent Claim 16 words
The catalyst according to claim 11, wherein p is 2 and Cp is a fluorenyl group.
Claim 19
Dependent Claim 13 words
The catalyst according to claim 11, wherein XY is an oligomeric O-(poly-α-olefin) group.
Claim 20
Dependent Claim 14 words
The catalyst according to claim 11, wherein XY is OC 18 H 37 .
Claim 21
Dependent Claim 14 words
The catalyst according to claim 11, wherein XY is SC 18 H 37 .
Claim 22
Dependent Claim 402 words
A catalyst comprising (a) a borane complex that is an acidic salt wherein the anion portion of the acidic salt has the formula (C 6 F 5 ) 3 B.XY - and (b) a Group IVB organometallic compound having the formula (Cp) p M(R 4 ) 4-p wherein M is titanium, zirconium or hafnium; p is 1 or 2; Y is a hydrogen atom, R 1 --, (R 2 ) 3 Si--, or (R 3 ) 2 C═N--; Cp is a cyclopentadienyl ligand, wherein each carbon atom in the ligand may be, independently, substituted with a radical selected from the group consisting of hydrocarbyl radicals, hydrocarbyl-substituted metalloid radicals wherein the metalloid is selected from Group IVA of the periodic table of the elements, and wherein the hydrocarbyl and substituted-hydrocarbyl radicals contain 1 to 20 carbon atoms and further can include straight and branched alkyl groups, cyclic hydrocarbon groups, alkyl-substituted cyclic hydrocarbon groups, aromatic groups or alkyl-substituted aromatic groups; one or two pairs of adjacent hydrogen atoms of the cyclopentadienyl ligand may be substituted with one or two --(CH) 4 groups to form indenyl or fluorenyl radicals, respectively, or compounds in which one or two methylene rings having the general formula (CH 2 ) n wherein n is 3 to 6 in the cyclopentadienyl ligand; further, when p is 2 the cyclopentadienyl ligand may be combined into one bidentate ligand molecule by connecting the cyclopentadienyl ligands by an organic or organometalloid group; R 1 is a hydrocarbyl group containing 1 to 500 carbon atoms, and may contain a divalent oxygen and further may be a halogen-containing hydrocarbyl group; R 2 is independently a linear or branched alkyl group containing 1 to 25 carbon atoms, or a phenyl group, further R 2 may contain a SiO-- group; R 3 is independently a hydrocarbyl group containing 1 to 25 carbon atoms, R 3 may be a hydrogen atom provided both R 3 groups selected are not hydrogen atoms; and R 4 is independently hydrogen or a hydrocarbyl or substituted-hydrocarbyl group containing from 1 to 20 carbon atoms and may be a straight or branched alkyl group, and if sufficiently large enough, a cyclic hydrocarbyl group, an alkyl-substituted cyclohydrocarbyl group, an aromatic group, an aromatic-substituted alkyl group, or an alkylsubstituted aromatic group and also include trisubstituted organometalloid groups of Group IVA elements wherein each hydrocarbyl group on the metalloid contains from 1 to 20 carbon atoms.
Claim 23
Dependent Claim 402 words
A catalyst comprising (a) a borane complex that is an acidic salt wherein the anion portion of the acidic salt has the formula (C 6 F 5 ) 3 B.XY - and (b) a Group IVB organometallic compound having the formula (Cp) p M(R 4 ) 4-p wherein M is titanium, zirconium or hafnium; p is 1 or 2; Y is a hydrogen atom, R 1 --, (R 2 ) 3 Si--, or (R 3 ) 2 C═N--; Cp is a cyclopentadienyl ligand, wherein each carbon atom in the ligand may be, independently, substituted with a radical selected from the group consisting of hydrocarbyl radicals, hydrocarbyl-substituted metalloid radicals wherein the metalloid is selected from Group IVA of the periodic table of the elements, and wherein the hydrocarbyl and substituted-hydrocarbyl radicals contain 1 to 20 carbon atoms and further can include straight and branched alkyl groups, cyclic hydrocarbon groups, alkyl-substituted cyclic hydrocarbon groups, aromatic groups or alkyl-substituted aromatic groups; one or two pairs of adjacent hydrogen atoms of the cyclopentadienyl ligand may be substituted with one or two --(CH) 4 groups to form indenyl or fluorenyl radicals, respectively, or compounds in which one or two methylene rings having the general formula (CH 2 ) n wherein n is 3 to 6 in the cyclopentadienyl ligand; further, when p is 2 the cyclopentadienyl ligand may be combined into one bidentate ligand molecule by connecting the cyclopentadienyl ligands by an organic or organometalloid group; R 1 is a hydrocarbyl group containing 1 to 500 carbon atoms, and may contain a divalent oxygen and further may be a halogen-containing hydrocarbyl group; R 2 is independently a linear or branched alkyl group containing 1 to 25 carbon atoms, or a phenyl group, further R 2 may contain a SiO-- group; R 3 is independently a hydrocarbyl group containing 1 to 25 carbon atoms, R 3 may be a hydrogen atom provided both R 3 groups selected are not hydrogen atoms; and R 4 is independently hydrogen or a hydrocarbyl or substituted-hydrocarbyl group containing from 1 to 20 carbon atoms and may be a straight or branched alkyl group, and if sufficiently large enough, a cyclic hydrocarbyl group, an alkyl-substituted cyclohydrocarbyl group, an aromatic group, an aromatic-substituted alkyl group, or an alkylsubstituted aromatic group and also include trisubstituted organometalloid groups of Group IVA elements wherein each hydrocarbyl group on the metalloid contains from 1 to 20 carbon atoms.

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