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US4225690A Expired / Lapsed US ⏱️ 0.0 years remaining

Process and catalyst for producing high trans 1,4-polybutadiene

Assignee: Bridgestone Firestone Inc
•
Filing: 1978-11-13
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Granted: 1980-09-30
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Expires: 1998-11-13
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Abstract

Abstract The process disclosed herein comprises the use of a catalyst system comprising a complex of R2Mg.(ROK)2 in the hydrocarbon solution polymerization of 1,3-butadiene. Preferably the solvent is hexane, but cyclohexane or other alkane or cycloalkane may be used. The ratio of ROK to R2Mg is from 1.0/1 to 5/1 and the R2Mg and ROK are added separately to the butadiene solution. This process produces a high trans 1,4-polybutadiene which is particularly suitable as a coating for metals such as the coating of steel for beverage cans.

Inventors

  • 👤 Adel F. Halasa
  • 👤 James E. Hall

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 03:21
CPC Classifications
C; C08; C08F; C08F136/00; C08F136/02; C08F136/04; C08F136/06

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 106 words
The process of polymerizing butadiene to a polymer having at least 80 percent trans-1,4 configuration comprising the addition of ROK and R 2 Mg to butadiene dissolved in an aliphatic or cycloaliphatic hydrocarbon wherein R represents a hydrocarbyl radical of 1-20 carbon atoms; said R 2 Mg being added in a proportion of 0.1-20 millimoles per one hundred grams of butadiene, said ROK being added in a proportion to give a K/Mg ratio in the range of 1.0/1 to 5/1; a temperature of -30° C. to 30° C. being maintained during said polymerization; and said polymerization being effected for a period of at least 30 minutes.
Claim 2
Dependent Claim 106 words
The process of polymerizing butadiene to a polymer having at least 80 percent trans-1,4 configuration comprising the addition of ROK and R 2 Mg to butadiene dissolved in an aliphatic or cycloaliphatic hydrocarbon wherein R represents a hydrocarbyl radical of 1-20 carbon atoms; said R 2 Mg being added in a proportion of 0.1-20 millimoles per one hundred grams of butadiene, said ROK being added in a proportion to give a K/Mg ratio in the range of 1.0/1 to 5/1; a temperature of -30° C. to 30° C. being maintained during said polymerization; and said polymerization being effected for a period of at least 30 minutes.
Claim 3
Dependent Claim 16 words
The process of claim 1 in which R represents an alkyl radical of 3-6 carbon atoms.
Claim 4
Dependent Claim 20 words
The process of claim 1 in which the R in said ROK is an alkyl radical of 3-6 carbon atoms.
Claim 5
Dependent Claim 13 words
The process of claim 3 in which said R represents an amyl radical.
Claim 6
Dependent Claim 13 words
The process of claim 4 in which said R represents the tertiary-amyl radical.
Claim 7
Dependent Claim 25 words
The process of claim 1 in which the two R radicals in each said R 2 Mg represents an alkyl radical of 3-6 carbon atoms.
Claim 8
Dependent Claim 13 words
The process of claim 6 in which said R radicals are butyl radicals.
Claim 9
Dependent Claim 13 words
The process of claim 6 in which said R radicals are n-butyl radicals.
Claim 10
Dependent Claim 13 words
The process of claim 6 in which said R radicals are sec-butyl radicals.
Claim 11
Dependent Claim 14 words
The process of claim 1 in which said R 2 Mg is n-butyl-sec-butyl magnesium.
Claim 12
Dependent Claim 13 words
The process of claim 1 in which said hydrocarbon is an aliphatic hydrocarbon.
Claim 13
Dependent Claim 17 words
The process of claim 11 in which said hydrocarbon is an aliphatic hydrocarbon of 5-10 carbon atoms.
Claim 14
Dependent Claim 11 words
The process of claim 11 in which said hydrocarbon is hexane.
Claim 15
Dependent Claim 11 words
The process of claim 11 in which said hydrocarbon is heptane.
Claim 16
Dependent Claim 11 words
The process of claim 1 in which said hydrocarbon is cyclohexane.
Claim 17
Dependent Claim 18 words
The process of claim 12 in which said K/Mg ratio is in the range of 1.2/1 to 4/1.
Claim 18
Dependent Claim 12 words
The process of claim 16 in which said temperature is 0-30° C.
Claim 19
Dependent Claim 22 words
The process of claim 17 in which the R groups in said R 2 Mg are alkyl groups of 3-6 carbon atoms.
Claim 20
Dependent Claim 28 words
The process of claim 17 in which both R groups in said R 2 Mg are butyl groups selected from the class consisting of n-butyl and sec-butyl groups.
Claim 21
Dependent Claim 20 words
The process of claim 19 in which the R in said ROK is an alkyl group of 3-6 carbon atoms.
Claim 22
Dependent Claim 10 words
The process of claim 19 in which ROK is K-O-t-amylate.
Claim 23
Dependent Claim 13 words
The process of claim 21 in which the K/Mg ratio is approximately 2.

References Cited (Backward Citations)

US3294768A Cited
US3629213A Cited
US3846385A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-09-30 1984-03-31 1984-09-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-09-30 1988-03-31 1988-09-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-09-30 1992-03-31 1992-09-30 $7700.00 Window Closed / Lapsed

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