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US5502126A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the synthesis of isoprene butadiene rubber

Assignee: Goodyear Tire and Rubber Co
•
Filing: 1994-10-28
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Granted: 1996-03-26
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Expires: 2014-10-28
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Abstract

Abstract The subject invention relates to a technique for synthesizing rubbery non-tapered, random, copolymers of 1,3-butadiene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire sidewall rubber compounds for truck tires. By utilizing these isoprene-butadiene rubbers in tire sidewalls, tires having improved cut growth resistance can be built without sacrificing rolling resistance. Such rubbers can also be employed in tire tread compounds to improve tread wear characteristics and decrease rolling resistance without sacrificing traction characteristics. This invention more specifically discloses a process for the synthesis of isoprene-butadiene rubbers which comprises copolymerizing isoprene monomer and 1,3-butadiene monomer in an organic solvent in the presence of a catalyst system which is made by the sequential steps of (1) mixing (a) an organoaluminum hydride, (b) a member selected from the group consisting of aliphatic alcohols, cycloaliphatic alcohols, aliphatic thiols, cycloaliphatic thiols, trialkyl silanols, and triaryl silanols, and (c) optionally, 1,3-butadiene in an organic solvent to produce a modified organoaluminum catalyst component; (2) adding an organometallic compound which contains a metal from Group III-B of the Periodic System to the modified organoaluminum catalyst component to produce a Group III-B metal containing catalyst component; and (3) adding a compound which contains at least one labile halogen atom to the Group III-B metal containing catalyst component.

Inventors

  • 👤 Anthony J. Bell
  • 👤 Barry A. Matrana
  • 👤 Adel F. Halasa

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 16:08
CPC Classifications
C; C08; C08F; C08F236/00; C08F236/02; C08F236/04

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 119 words
A process for the synthesis of isoprene-butadiene rubbers which comprises copolymerizing isoprene monomer and 1,3-butadiene monomer in an organic solvent in the presence of a catalyst system which is made by the sequential steps of (1) mixing (a) an organoaluminum hydride, (b) an aliphatic alcohol containing from 1 to 12 carbon atoms, and (c) optionally, 1,3-butadiene in an organic solvent to produce a modified organoaluminum catalyst component; (2) adding an organometallic compound which contains a metal from Group III-B of the Periodic System to the modified organoaluminum catalyst component to produce a Group III-B metal containing catalyst component; and (3) adding a compound which contains at least one labile halogen atom to the Group III-B metal containing catalyst component.
Claim 2
Dependent Claim 119 words
A process for the synthesis of isoprene-butadiene rubbers which comprises copolymerizing isoprene monomer and 1,3-butadiene monomer in an organic solvent in the presence of a catalyst system which is made by the sequential steps of (1) mixing (a) an organoaluminum hydride, (b) an aliphatic alcohol containing from 1 to 12 carbon atoms, and (c) optionally, 1,3-butadiene in an organic solvent to produce a modified organoaluminum catalyst component; (2) adding an organometallic compound which contains a metal from Group III-B of the Periodic System to the modified organoaluminum catalyst component to produce a Group III-B metal containing catalyst component; and (3) adding a compound which contains at least one labile halogen atom to the Group III-B metal containing catalyst component.
Claim 3
Dependent Claim 45 words
A process as specified in claim 1 which further comprises aging the catalyst system after the compound which contains at least one labile halogen atom is added to the modified Group III-B metal containing catalyst component for a period of 10 minutes to 6 hours.
Claim 4
Dependent Claim 29 words
A process as specified in claim 2 wherein the catalyst system is aged at a temperature which is within the range of about 30° C. to about 85° C.
Claim 5
Dependent Claim 30 words
A process as specified in claim 1 wherein the Group III-B metal in the organometallic compound is a lanthanide selected from the group consisting of cerium, praseodymium, neodymium, and gadolinium.
Claim 6
Dependent Claim 13 words
A process as specified in claim 1 wherein the aliphatic alcohol is 1-butanol.
Claim 7
Dependent Claim 28 words
A process as specified in claim 1 wherein the copolymerization is conducted at a temperature which is within the range of about 30° C. to about 85° C.
Claim 8
Dependent Claim 23 words
A process as specified in claim 6 wherein the organic solvent contains from about 5 weight percent to about 35 weight percent monomers.
Claim 9
Dependent Claim 35 words
A process as specified in claim 7 wherein the catalyst system is present at a level sufficient to provide from 0.05 to 0.5 millimoles of the Group III-B metal per 100 grams of total monomers.
Claim 10
Dependent Claim 18 words
A process as specified in claim 1 wherein the Group III-B metal in the organometallic compound is neodymium.
Claim 11
Dependent Claim 29 words
A process as specified in claim 9 wherein the molar ratio of the organoaluminum hydride to the aliphatic alcohol is within the range of about 3:2 to about 150:1.
Claim 12
Dependent Claim 29 words
A process as specified in claim 9 wherein the molar ratio of the organoaluminum hydride to the aliphatic alcohol is within the range of about 2:1 to about 100:1.
Claim 13
Dependent Claim 29 words
A process as specified in claim 9 wherein the molar ratio of the organoaluminum hydride to the aliphatic alcohol is within the range of about 5:2 to about 25:1.
Claim 14
Dependent Claim 29 words
A process as specified in claim 9 wherein the molar ratio of the organoaluminum hydride to the aliphatic alcohol is within the range of about 3:1 to about 15:1.
Claim 15
Dependent Claim 39 words
A process as specified in claim 11 wherein the molar ratio of the 1,3-butadiene used in making the catalyst system to the organometallic compound which contains a metal from Group III-B of the Periodic System is greater than 3:1.
Claim 16
Dependent Claim 45 words
A process as specified in claim 11 wherein the molar ratio of the 1,3-butadiene used in making the catalyst system to the organometallic compound which contains a metal from Group III-B of the Periodic System is within the range of about 5:1 to about 100:1.
Claim 17
Dependent Claim 45 words
A process as specified in claim 11 wherein the molar ratio of the 1,3-butadiene used in making the catalyst system to the organometallic compound which contains a metal from Group III-B of the Periodic System is within the range of about 10:1 to about 30:1.
Claim 18
Dependent Claim 45 words
A process as specified in claim 11 wherein the molar ratio of the 1,3-butadiene used in making the catalyst system to the organometallic compound which contains a metal from Group III-B of the Periodic System is within the range of about 15:1 to about 25:1.
Claim 19
Dependent Claim 71 words
A process as specified in claim 1 wherein the organometallic compound which contains a metal from Group III-B of the Periodic System is an organolanthanide compound selected from the group consisting of cerium acetylacetonate, cerium naphthenate, cerium neodecanoate, cerium octanoate, tris-salicylaldehyde cerium, cerium tris-8-hydroxyquinolate), gadolinium naphthenate, gadolinium neodecanoate, gadolinium octanoate, lanthanum naphthenate, lanthanum octanoate, neodymium naphthenate, neodymium neodecanoate, neodymium octanoate, praseodymium naphthenate, praseodymium octanoate, yttrium acetylacetonate, yttrium octanoate, and dysprosium octanoate.
Claim 20
Dependent Claim 40 words
A process as specified in claim 9 wherein the organoaluminum hydride has the structural formula: ##STR6## wherein R 1 and R 2 can be the same or different and represent alkyl groups containing from 1 to about 12 carbon atoms.
Claim 21
Dependent Claim 26 words
A process as specified in claim 19 wherein R 1 and R 2 represent alkyl groups which contain from about 2 to about 8 carbon atoms.
Claim 22
Dependent Claim 26 words
A process as specified in claim 19 wherein R 1 and R 2 represent alkyl groups which contain from about 3 to about 6 carbon atoms.
Claim 23
Dependent Claim 43 words
A process as specified in claim 11 wherein the molar ratio of the amount of the compound containing the labile halogen atom added to the neodymium metal in the neodymium containing catalyst component is within the range of about 1:1 to about 5:1.
Claim 24
Dependent Claim 43 words
A process as specified in claim 11 wherein the molar ratio of the amount of the compound containing the labile halogen atom added to the neodymium metal in the neodymium containing catalyst component is within the range of about 3:2 to about 3:1.
Claim 25
Dependent Claim 43 words
A process as specified in claim 11 wherein the molar ratio of the amount of the compound containing the labile halogen atom added to the neodymium metal in the neodymium containing catalyst component is within the range of about 1.8:1 to about 5:2.

References Cited (Backward Citations)

US4429089A Cited
US4736001A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1999-03-26 1999-09-25 2000-03-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2003-03-26 2003-09-25 2004-03-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2007-03-26 2007-09-25 2008-03-26 $7700.00 Window Closed / Lapsed

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