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US3856764A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymerization process

Assignee: Goodyear Tire and Rubber Co
•
Filing: 1973-07-18
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Granted: 1974-12-24
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Expires: 1993-07-18
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Abstract

Abstract A process for producing cis-1,4 polybutadiene by contacting butadiene with a catalyst consisting of (1) at least one organoaluminum compound, (2) at least one nickel compound selected from the class consisting of nickel salts of carboxylic acids, organic complex compunds of nickel, nickel tetracarbonyl, and (3) at least one hydrogen fluoride complex prepared by complexing hydrogen fluoride with a member of the class consisting of ketones, esters, ethers, alcohols, nitriles and water.

Inventors

  • 👤 M Throckmorton
  • 👤 W Saltman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 22:25
CPC Classifications
C; C08; C08F; C08F36/00; C08F36/02; C08F36/04; C08F36/06

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 162 words
IN A PROCESS FOR THE POLYMERIZATION OF BUTADIENE AND BUTADIENE IN MIXTURE WITH OTHER DIOLEFINS TO FORM POLYMERS COMTAINING A HIGH PROPORTION OF THE BUTADIENE UNITS IN THE CIS-14 CONFIGURATION COMPRISING CONTACTING AT LEAST ONE MONOMER FROM THE GROUP OF BUTADIENE AND BUTADIENE IN MIXTURE WITH OTHER DIOLEFINS UNDER POLYMERIZATION CONDITIONS WITH A CATALYST CONSISTING ESSENTIALLY OF (1) ORGANOALUMINUM COMPOUNDS, (2) NICKEL COMPOUND SELECTED FROM THE CLASS CONSISTING OF NICKEL SALTS OF CARBOXYLATE ACIDS, ORGANIC COMPLEX COMPOUNDS OF NICKEL, NICKEL TETRACARBONYL, AND MIXTURES THEREOF, WHEREIN THE IMPROVEMENT COMPRISES USING (3) HYDROGEN FLUORIDE COMPLEXES (HFC) PREPARED BY COMPLEXING HYDROGEN FLUORIDE WITH A MEMBER OF THE CLASS CONSISTING OF KETONES, ESTERS, ETHERS, ALCOHOLS, AND NITRILES AND MIXTURES THEREOF IN WHICH THE MOL RATIO OF THE ORGANOALUMINUM COMPOUND/NICKEL COMPOUND RANGES FROM ABOUT 0.3/1 TO ABOUT 300/1, THE MOL RATIO OF THE HFC/NICKEL COMPOUND RANGES FROM ABOUT 2/1 TO ABOUT 300/1 AND THE MOL RATIO OF THE HFC/ORGANOALUMINUM COMPOUND RANGES FROM ABOUT 0.2/1 TO ABOUT 15/1.
Claim 2
Dependent Claim 162 words
IN A PROCESS FOR THE POLYMERIZATION OF BUTADIENE AND BUTADIENE IN MIXTURE WITH OTHER DIOLEFINS TO FORM POLYMERS COMTAINING A HIGH PROPORTION OF THE BUTADIENE UNITS IN THE CIS-14 CONFIGURATION COMPRISING CONTACTING AT LEAST ONE MONOMER FROM THE GROUP OF BUTADIENE AND BUTADIENE IN MIXTURE WITH OTHER DIOLEFINS UNDER POLYMERIZATION CONDITIONS WITH A CATALYST CONSISTING ESSENTIALLY OF (1) ORGANOALUMINUM COMPOUNDS, (2) NICKEL COMPOUND SELECTED FROM THE CLASS CONSISTING OF NICKEL SALTS OF CARBOXYLATE ACIDS, ORGANIC COMPLEX COMPOUNDS OF NICKEL, NICKEL TETRACARBONYL, AND MIXTURES THEREOF, WHEREIN THE IMPROVEMENT COMPRISES USING (3) HYDROGEN FLUORIDE COMPLEXES (HFC) PREPARED BY COMPLEXING HYDROGEN FLUORIDE WITH A MEMBER OF THE CLASS CONSISTING OF KETONES, ESTERS, ETHERS, ALCOHOLS, AND NITRILES AND MIXTURES THEREOF IN WHICH THE MOL RATIO OF THE ORGANOALUMINUM COMPOUND/NICKEL COMPOUND RANGES FROM ABOUT 0.3/1 TO ABOUT 300/1, THE MOL RATIO OF THE HFC/NICKEL COMPOUND RANGES FROM ABOUT 2/1 TO ABOUT 300/1 AND THE MOL RATIO OF THE HFC/ORGANOALUMINUM COMPOUND RANGES FROM ABOUT 0.2/1 TO ABOUT 15/1.
Claim 3
Dependent Claim 12 words
The process according to claim 1 in which butadiene-1,3 alone is employed.
Claim 4
Dependent Claim 19 words
The process according to claim 1 in which the catalyst is preformed in the presence of a conjugated diolefin.
Claim 5
Dependent Claim 85 words
The process according to claim 1 in which an organoaluminum Compound is utilized; and in which the organo-nickel compound is selected from the group consisting of nickel salts of carboxylic acids and organic complex compounds of nickel; and in which the hydrogen fluoride complex is selected from the group consisting of hydrogen fluoride-acetone complex, hydrogen fluoride-tetrahydrofuran complex, hydrogen fluoride-dibutyl ether complex, hydrogen fluoride-methanol complex, hydrogen fluoride-ethanol complex, hydrogen fluoride-n-propanol complex, hydrogen fluoride-isopropanol complex, hydrogen fluoride-diethylether complex, hydrogen-fluoride-phenol complex, hydrogen fluoride-benzonitrile complex, and hydrogen fluoride-water complex.
Claim 6
Dependent Claim 52 words
The process according to claim 1 in which the mole ratio of the organoaluminum compound/organonickel compound ranges from about 0.3/1 to about 300/1, the mole ratio of the HFC/organonickel compound ranges from about 2/1 to about 300/1 and the mole ratio of the HFC/organoaluminum compound ranges from about 0.2/1 to about 15/1.
Claim 7
Dependent Claim 38 words
The process according to claim 4 in which the preferred mole ratio of organoaluminum compounds/organonickel compound ranges from about 2/1 to about 80/1; the preferred mole ratio of the HFC/organoaluminum compounds ranges from about 0.4/1 to about 7/1.
Claim 8
Dependent Claim 21 words
The process according to claim 4 in which the organoaluminum compound is selected from the group consisting of an aluminum trialkyl.
Claim 9
Dependent Claim 69 words
The process according to claim 1 wherein an organoaluminum compound is utilized and the hydrogen fluoride is prepared by complexing hydrogen fluoride with an ether selected from the class of diethyl, tetrahydrofuran and dibutyl or a ketone selected from the class of dimethyl, or an alcohol selected from the class of methanol, ethanol, n-propanol, i-propanol, phenol, and cyclohexanol, or an aromatic nitrile selected from the class benzonitrile or water.

References Cited (Backward Citations)

US3513149A Cited
US3542751A Cited
US3790551A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-12-23 1978-06-24 1978-12-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-12-23 1982-06-24 1982-12-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-12-23 1986-06-24 1986-12-24 $7700.00 Window Closed / Lapsed

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