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US4085265A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for isomerization of lower polymers of butadiene

Assignee: Eneos Corp
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Filing: 1976-10-29
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Granted: 1978-04-18
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Expires: 1996-10-29
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Abstract

Abstract When a lower polymer of butadiene or a lower copolymer of butadiene with a conjugated diolefin other than butadiene or a vinyl-substituted aromatic comonomer is reacted at 0 to 200 DEG C. in the presence of a combination catalyst including an organic alkali metal compound and a specific diamino compound, the non-conjugated double bonds are effectively isomerized to the conjugated diene double bonds at a very high conversion, and a polymer having a high reactivity, which is useful as a paint vehicle, a thermosetting material, an adhesive, a rubber compounding material and an intermediate for various synthetic reactions, can be obtained.

Inventors

  • 👤 Yutaka Otsuki
  • 👤 Hirosuke Imai
  • 👤 Atsushi Kaiya
  • 👤 Hideo Horii

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 18:47
CPC Classifications
C; C08; C08C; C08C19/00; C08C19/10

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 249 words
A process for obtaining an isomer having conjugated double bonds of (A) a lower polymer of butadiene or (B) a lower copolymer of butadiene, which comprises performing a lower polymerization of butadiene or a lower copolymerization of butadiene with a monomer selected from the group consisting of a conjugated diolefin other than butadiene and a vinyl-substituted aromatic compound with a catalyst selected from the group consisting of an organic alkali metal compound and an alkali metal dispersion the alkali metal thereof forming said organic alkali metal compound, the alkali metal of the catalyst being lithium, sodium or potassium, to form reaction mixture (i) containing (A) or (B), each of (A) and (B) having non-conjugated bonds therein, adding to said reaction mixture (i) a diamine compound having the formula ##STR17## wherein n is an integer of 2 or 3, and each of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 represents a hydrogen atom or an organic compound residual group having from 1 to 20 carbon atoms, and any two of R 1 , R 2 , R 3 and R 4 may be bonded together to form a cyclic structure, in the presence or absence of butadiene and any other monomer, and reacting the resulting reaction mixture (ii) at a temperature of from 0° to 200° C., thereby forming a reaction mixture (iii) containing said isomer, and recovering from said reaction mixture (iii) a product consisting essentially of said isomer.
Claim 2
Dependent Claim 249 words
A process for obtaining an isomer having conjugated double bonds of (A) a lower polymer of butadiene or (B) a lower copolymer of butadiene, which comprises performing a lower polymerization of butadiene or a lower copolymerization of butadiene with a monomer selected from the group consisting of a conjugated diolefin other than butadiene and a vinyl-substituted aromatic compound with a catalyst selected from the group consisting of an organic alkali metal compound and an alkali metal dispersion the alkali metal thereof forming said organic alkali metal compound, the alkali metal of the catalyst being lithium, sodium or potassium, to form reaction mixture (i) containing (A) or (B), each of (A) and (B) having non-conjugated bonds therein, adding to said reaction mixture (i) a diamine compound having the formula ##STR17## wherein n is an integer of 2 or 3, and each of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 represents a hydrogen atom or an organic compound residual group having from 1 to 20 carbon atoms, and any two of R 1 , R 2 , R 3 and R 4 may be bonded together to form a cyclic structure, in the presence or absence of butadiene and any other monomer, and reacting the resulting reaction mixture (ii) at a temperature of from 0° to 200° C., thereby forming a reaction mixture (iii) containing said isomer, and recovering from said reaction mixture (iii) a product consisting essentially of said isomer.
Claim 3
Dependent Claim 26 words
The process of claim 1, wherein said monomer is a member selected from the group consisting of isoprene, 2,3-dimethylbutadiene, piperylene, styrene, α-methylstyrene, vinyl toluene and divinylbenzene.
Claim 4
Dependent Claim 22 words
The process of claim 1, wherein said polyethylene polyamine is a member selected from the group consisting of diethylenetriamine, pentamethyldiethylenetriamine and hexamethyltriethylenetetramine.
Claim 5
Dependent Claim 18 words
The process of claim 1, wherein said diamine compound is a cyclic diamine selected from piperidine and triethylenediamine.
Claim 6
Dependent Claim 47 words
The process of claim 1, wherein the organic alkali metal compound has the formula of R-Me wherein Me is lithium, sodium or potassium, and R is selected from the group consisting of an alkyl, alkenyl, cycloalkyl, aryl and aralkyl group having from 1 to 20 carbon atoms.
Claim 7
Dependent Claim 22 words
The process of claim 1, wherein the organic alkali metal compound is a complex of naphthalene or anthracene with sodium or potassium.

References Cited (Backward Citations)

US3751384A Cited
US3278441A Cited
US3647803A Cited
US3931126A Cited
US3976628A Cited
US3911054A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-04-17 1981-10-17 1982-04-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-04-17 1985-10-17 1986-04-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-04-17 1989-10-17 1990-04-18 $7700.00 Window Closed / Lapsed

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