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US 6,900,152 B2Granted
Catalyst for trimerization of ethylene and process for trimerizing ethylene using the catalyst
AssigneeTosoh Corporation
InventorsToru Yoshida, Toshihide Yamamoto, Hisanori Okada, Hideyuki Murakita
Life of this patent
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Abstract
A catalyst used for trimerization of ethylene into 1-hexene is descrobed, which comprises (i) a specific organometallic complex having a neutral multidentate ligand having a tripod structure, (ii) an alkylaluminoxane, and an optional ingredient selected from: (iii) a halogenated inorganic compound, (iv) a specific alkyl group-containing compound, (v) a combination of a halogenated inorganic compound with a specific alkyl group-containing compound, (vi) an amine compound and/or an amide compound, and (vii) a combination of an amine compound and/or an amide compound with a specific alkyl group-containing compound.
Claims12
A catalyst for trimerizing ethylene, comprising:
- (i) an organic metal complex having a neutral tridentate ligand having a tripod structure represented by the following formula (1):
- AMQn (1)
- wherein
- A is a neutral tridentate ligand having a tripod structure represented by the following formula (2) or formula (3):
- wherein
- j, k and m independently represent an integer of 0 to 6,
- each D1 independently represents a divalent hydrocarbon group which may have a substituent,
- each L1 independently represents a substituent containing a nitrogen atom or a substituent containing and an element of group 16 of the periodic table,
- G1 represents a carbon atom,
- R1 represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms which may have a substituent, or an aryl group having 6 to 10 carbon atoms which may have a substituent,
- wherein
- a, b and c independently represent an integer of 0 to 6,
- u represents an integer of 0 or 1,
- each D2 independently represents a divalent hydrocarbon group which may have a substituent,
- each L2 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G2 represents a nitrogen or phosphorus atom when u is 0 or a phosphorus atom when u is 1,
- R2 represents an oxygen or sulfur atom,
- M is a transition metal atom of group 3 to group 10 of the periodic table,
- each Q is independently selected from the group consisting of a hydrogen atom, a halogen atom, a straight chain or branched alkyl group having 1 to 10 carbon atoms which may have a substituent, and an aryl group having 6 to 10 carbon atoms which may have a substituent, and
- n is an integer equal to a formal oxidation state of M, and
- (ii) an alkylaluminoxane.
18 more elements
A catalyst for trimerizing ethylene, comprising:
- (i) an organic metal complex having a neutral tridentate ligand having a tripod structure represented by the following formula (1):
- AMQn (1)
- wherein
- A is a neutral tridentate ligand having a tripod structure represented by the following formula (2) or formula (3):
- wherein
- j, k and m independently represent an integer of 0 to 6,
- each D1 independently represents a divalent hydrocarbon group which may have a substituent,
- each L1 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G1 represents a carbon atom, and R1 represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms which may have a substituent, or an aryl group having 6 to 10 carbon atoms which may have a substituent,
- wherein
- a, b and c independently represent an integer of 0 to 6,
- u represents an integer of 0 or 1,
- each D2 independently represents a divalent hydrocarbon group which may have a substituent,
- each L2 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G2 represents a nitrogen or phosphorus atom when u is 0 or a phosphorus atom when u is 1, and
- R2 represents an oxygen or sulfur atom,
- M is a transition metal atom of group 3 to group 10 of the periodic table,
- each Q is independently selected from the group consisting of a hydrogen atom, a halogen atom, a straight chain or branched alkyl group having 1 to 10 carbon atoms which may have a substituent, and an aryl group having 6 to 10 carbon atoms which may have a substituent, and
- n is an integer equal to a formal oxidation state of M, and
- (ii) an alkylaluminoxane, and
- (iii) a halogenated inorganic compound.
18 more elements
A catalyst for trimerizing ethylene, comprising:
- (i) an organic metal complex having a neutral tridentate ligand having a tripod structure represented by the following formula (1):
- AMQn (1)
- wherein
- A is a neutral tridentate ligand having a tripod structure represented by the following formula (2) or formula (3):
- wherein
- j, k arid m independently represent an integer of 0 to 6,
- each D1 independently represents a divalent hydrocarbon group which may have a substituent,
- each L1 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G1 represents a carbon atom, and
- R1 represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms which may have a substituent, or an aryl group having 6 to 10 carbon atoms which may have a substituent,
- wherein
- a, b and c independently represent an integer of 0 to 6,
- u represents an integer of 0 or 1,
- each D2 independently represents a divalent hydrocarbon group which may have a substituent,
- each L2 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G2 represents a nitrogen or phosphorus atom when u is 0, or a phosphorus atom when u is 1, and
- R2 represents an oxygen or sulfur atom,
- M is a transition metal atom of group 3 to group 10 of the periodic table,
- each Q is independently selected from the group consisting of a hydrogen atom, a halogen atom, a straight chain or branched alkyl group having 1 to 10 carbon atoms which may have a substituent, and an aryl group having 6 to 10 carbon atoms which may have a substituent, and
- n is an integer equal to a formal oxidation state of M,
- (ii) an alkylaluminoxane,
- (iii) a halogenated inorganic compound, and
- (iv) an alkyl group-containing compound represented by the following formula (4):
- RpEJq (4)
- wherein
- p and q are numbers satisfying the formulae:
- 0<p≦3 and 0≦q<3, provided that (p+q) equals to the valence of E and 1≦(p+q)≦3,
- E represents an atom, other than a hydrogen atom, of group 1, 2, 3, 11, 12 or 13 of the periodic table,
- each R independently represents an alkyl group having 1 to 10 carbon atoms, and
- each J independently represents a hydrogen atom, an alkoxide group having 1 to 10 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms or a halogen atom.
27 more elements
A catalyst for trimerizing ethylene, comprising:
- (i) an organic metal complex having a neutral tridentate ligand having a tripod structure represented by the following formula (1):
- AMQn (1)
- wherein
- A is a neutral tridentate ligand having a tripod structure represented by the following formula (2) or formula (3):
- wherein
- j, k and m independently represent an integer of 0 to 6,
- each D1 independently represents a divalent hydrocarbon group which may have a substituent,
- each L1 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G1 represents a carbon atom, and
- R1 represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms which may have a substituent, or an aryl group having 6 to 10 carbon atoms which may have a substituent,
- wherein
- a, b and c independently represent an integer of 0 to 6,
- u represents an integer of 0 or 1,
- each D2 independently represents a divalent hydrocarbon group which may have a substituent,
- each L2 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G2 represents a nitrogen or phosphorus atom when u is 0, or a phosphorus atom when u is 1, and
- R2 represents an oxygen or sulfur atom,
- M is a transition metal atom of group 3 to group 10 of the periodic table,
- each Q is independently selected from the group consisting of a hydrogen atom, a halogen atom, a straight chain or branched alkyl group having 1 to 10 carbon atoms which may have a substituent, and an aryl group having 6 to 10 carbon atoms which may have a substituent, and
- n is an integer equal to a formal oxidation state of M,
- (ii) an alkylaluminoxane, and
- (iii) an alkyl group-containing compound represented by the following formula (4):
- RpEJq (4)
- wherein
- p and q are numbers satisfying the formulae:
- 0<p≦3 and 0≦q<3, provided that (p+q) equals the valence of E and 1≦(p+q)≦3,
- E represents an atom, other than a hydrogen atom, of group 1, 2, 3, 11, 12 or 13 of the periodic table,
- each R independently represents an alkyl group having 1 to 10 carbon atoms, and
- each J independently represents a hydrogen atom, an alkoxide group having 1 to 10 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms or a halogen atom.
26 more elements
A catalyst for trimerizing ethylene, comprising:
- (i) an organic metal complex having a neutral tridentate ligand having a tripod structure represented by the following formula (1):
- AMQn (1)
- wherein
- A is a neutral tridentate ligand having a tripod structure represented by the following formula (2) or formula (3):
- wherein
- j, k and m independently represent an integer of 0 to 6, each D1 independently represents a divalent hydrocarbon group which may have a substituent,
- each L1 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G1 represents a carbon atom, and
- R1 represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms which may have a substituent, or an aryl group having 6 to 10 carbon atoms which may have a substituent,
- wherein
- a, b and c independently represent an integer of 0 to 6,
- u represents an integer of 0 or 1,
- each D2 independently represents a divalent hydrocarbon group which may have a substituent,
- each L2 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G2 represents a nitrogen or phosphorus atom when u is 0 or a phosphorus atom when u is 1, and
- R2 represents an oxygen or sulfur atom,
- M is a transition metal atom of group 3 to group 10 of the periodic table,
- each Q is independently selected from the group consisting of a hydrogen atom, a halogen atom, a straight chain or branched alkyl group having 1 to 10 carbon atoms which may have a substituent, and an aryl group having 6 to 10 carbon atoms which may have a substituent, and
- n is an integer equal to a formal oxidation state of M,
- (ii) an alkylahuninoxane, and
- (iii) at least one compound selected from the group consisting of an amine compound and an amide compound.
18 more elements
A catalyst for trimerizing ethylene, comprising:
- (i) an organic metal complex having a neutral tridentate ligand having a tripod structure represented by the following formula (1):
- AMQn (1)
- wherein
- A is a neutral tridentate ligand having a tripod structure represented by the following formula (2) or formula (3):
- wherein
- j, k and m independently represent an integer of 0 to 6,
- each D1 independently represents a divalent hydrocarbon group which may have a substituent,
- each L1 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G1 represents a carbon atom, and
- R1 represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms which may have a substituent, or an aryl group having 6 to 10 carbon atoms which may have a substituent,
- wherein
- a, b and c independently represent an integer of 0 to 6,
- u represents an integer of 0 or 1,
- each D2 independently represents a divalent hydrocarbon group which may have a substituent,
- each L2 independently represents a substituent containing a nitrogen atom or an element of group 16 of the periodic table,
- G2 represents a nitrogen or phosphorus atom when u is 0 or a phosphorus atom when u is 1 and
- R2 represents an oxygen or sulfur atom,
- M is a transition metal atom of group 3 to group 10 of the periodic table,
- each Q is independently selected from the group consisting of a hydrogen atom, a halogen atom, a straight chain or branched alkyl group having 1 to 10 carbon atoms which may have a substituent, and an aryl group having 6 to 10 carbon atoms which may have a substituent, and
- n is an integer equal to a formal oxidation state of M,
- (ii) an alkylaluminoxane,
- (iii) at least one compound selected from the group consisting of an amine compound and an amide compound, and
- (iv) an alkyl group-containing compound represented by the following formula (4):
- RpEJq (4)
- wherein
- p and q are numbers satisfying the formulae:
- 0<p≦3 and 0≦q<3, provided that (p+q) equals to the valence of E and 1≦(p+q)≦3,
- E represents an atom, other than a hydrogen atom, of group 1,2,3, 11, 12 or 13 of the periodic table,
- each R independently represents an alkyl group having 1 to 10 carbon atoms, and
- each J independently represents a hydrogen atom, an alkoxide group having 1 to 10 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms or a halogen atom.
27 more elements
Dependencies are inferred from the claim text.