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US3692874A Expired / Lapsed US ⏱️ 0.0 years remaining

Process of coupling alkali metal-terminated polymers with silicic compound in presence of conjugated dienes

Assignee: Phillips Petroleum Co
•
Filing: 1970-09-02
•
Granted: 1972-09-19
•
Expires: 1990-09-02
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Abstract

Abstract The coupling of alkali metal-terminated polymers with silicic coupling agents is significantly improved, both as to the rate of coupling and the efficiency of coupling, by the inclusion of a conjugated diene in a coupling procedure with the silicic coupling compound.

Inventors

  • 👤 Ralph C Farrar
  • 👤 Clinton F Wofford

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 15:12
CPC Classifications
C; C08; C08C; C08C19/00; C08C19/30; C08C19/42; C08C19/44

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 42 words
A process according to claim 1 wherein said conjugated diene coupling accelerator is added to said alkali metal-terminated polymer at a time at least one of prior to, substantially coincident with, and shortly subsequent to the addition of said silicic coupling agent.
Claim 2
Dependent Claim 21 words
A process according to claim 2 wherein said conjugated diene coupling accelerator contains from four to eight carbon atoms per molecule.
Claim 3
Dependent Claim 25 words
A process according to claim 3 wherein said minor effective amount of at least one conjugated diene coupling accelerator is from 0.5 to 20 moles.
Claim 4
Dependent Claim 74 words
A process according to claim 4 wherein said polymer is a copolymer of a conjugated diene containing up to 12 carbon atoms per molecule and a vinyl-substituted aromatic compound containing up to 12 carbon atoms in combined substituents, wherein said silicic coupling agent is silicone polyhalide, silane containing at least two reactive groups, open-chain siloxane of up to 12 silicone atoms per molecule, or cyclic siloxane of up to 6 silicone atoms per molecule.
Claim 5
Dependent Claim 58 words
A process according to claim 5 wherein said silicic coupLing agent is a siloxane or RnSiX4 m wherein R is hydrogen or an alkyl, cycloalkyl, aryl, alkaryl, or aralkyl radical containing from 1 to 20 carbon atoms, X is halogen or YR wherein Y is O, NR or S, and n is an integer from 0 to 2.
Claim 6
Dependent Claim 14 words
A process according to claim 6 wherein said silicic coupling agent is RnSiX4 m
Claim 7
Dependent Claim 21 words
A process according to claim 7 wherein said alkali metal is lithium, and said RnSiX4 n is an alkyl silicon polyhalide.
Claim 8
Dependent Claim 22 words
A process according to claim 8 wherein said conjugated diene is butadiene or isoprene, said alkyl group is methyl, and n 1.
Claim 9
Dependent Claim 21 words
A process according to claim 8 wherein said vinyl-substituted aromatic compound is styrene, said alkyl group is methyl, and n 1.
Claim 10
Dependent Claim 131 words
A process according to claim 5 wherein said silicic coupling agent is of open-chain siloxane or said cyclic siloxane, said open-chain siloxane can be represented by the general formula R3 aXaSiO(SiR2 bXbO)qSiXaR3 a and said cyclic siloxane can be represented by the general formula: R2 bXbSiO(SiR2 bXbO)rSiXbR2 bO wherein each R is hydrogen or alkyl, cycloalkyl, aryl, alkaryl, or aralkyl radical containing from one to 20 carbon atoms per R group, X is halogen or YR wherein Y is 0, NR or S, a is 0 or an integer up to 3, b is 0 or an integer up to 2, such that the sum of a''s and b''s is at least 2, q is 0 or an integer up to 10, and r is an integer of 1 to 4.
Claim 11
Dependent Claim 29 words
A process according to claim 2 wherein said conjugated diene coupling accelerator is butadiene; isoprene; 2,3-dimethyl-1,3-butadiene; piperylene; 2-ethyl-1,3-pentadiene; 1,3-hexadiene; 3-methyl-1,3-heptadiene; 1,3-octadiene; 4,5-diethyl-1,3-octadiene; 2-phenyl-1,3-butadiene; chloroprene; fluoroprene; 2-methoxy-1,3-butadiene; 2-ethoxy-3-ethyl-1,3-butadiene; or 2-ethoxy-3-methyl-1,3-hexadiene.

References Cited (Backward Citations)

US3244664A Cited
US3281383A Cited
US3468972A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1975-09-19 1976-03-20 1976-09-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1979-09-19 1980-03-20 1980-09-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1983-09-19 1984-03-20 1984-09-19 $7700.00 Window Closed / Lapsed

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