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US4894425A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of polyisoprene having high content of 1,2- and 3,4-structural units by anionic polymerization

Assignee: Huels AG
•
Filing: 1987-05-29
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Granted: 1990-01-16
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Expires: 2007-05-29
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Abstract

Abstract Polyisoprenes having a high content of 1,2- and 3,4-structural units, a process for their preparation, and their use. The previous processes for the preparation of polyisoprene having a high content of 1,2- and 3,4-structural units were still unsatisfactory in terms of the cocatalyst employed. The use of ethylene glycol dialkyl ethers of the formula R1-O-CH2-CH2-O-R2 in which R1 and R2 are alkyl groups having different numbers of C atoms, from the group consisting of methyl, ethyl, n- and isopropyl and n-, iso-, sec.- and tert.-butyl, has, in particular, the advantage that the "living polymers" formed during the anionic polymerization are not damaged. The production of tires and damping elements using these polyisoprenes.

Inventors

  • 👤 Walter Hellermann
  • 👤 Karl-Heinz Nordsiek
  • 👤 Jurgen Wolpers

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 17:37
CPC Classifications
C; C08; C08F; C08F136/00; C08F136/02; C08F136/04; C08F136/08; Y; Y10; Y10S; Y10S525/00; Y10S525/914

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 120 words
A process for the preparation of polyisoprene which may possess functional groups and contains more than 70% of 1,2- and 3,4-structural units by anionic polymerization of isoprene in an inert hydrocarbon solvent in the presence of an organolithium compound as the catalyst and an ether as the cocatalyst, wherein the cocatalyst used is an ethylene glycol dialkyl ether of the formula R.sub.1 --O--CH.sub.2 --CH.sub.2 --O--R.sub.2 in which R 1 and R 2 are alkyl groups having different numbers of C atoms, from the group consisting of methyl, ethyl, n- and isopropyl and n-, iso-, sec.- and tert. -butyl, and wherein the sum of the C atoms in the two alkyl groups R 1 and R 2 is 5 to 7.
Claim 2
Dependent Claim 120 words
A process for the preparation of polyisoprene which may possess functional groups and contains more than 70% of 1,2- and 3,4-structural units by anionic polymerization of isoprene in an inert hydrocarbon solvent in the presence of an organolithium compound as the catalyst and an ether as the cocatalyst, wherein the cocatalyst used is an ethylene glycol dialkyl ether of the formula R.sub.1 --O--CH.sub.2 --CH.sub.2 --O--R.sub.2 in which R 1 and R 2 are alkyl groups having different numbers of C atoms, from the group consisting of methyl, ethyl, n- and isopropyl and n-, iso-, sec.- and tert. -butyl, and wherein the sum of the C atoms in the two alkyl groups R 1 and R 2 is 5 to 7.
Claim 3
Dependent Claim 26 words
A process as claimed in claim 1, wherein the sum of the C atoms in the two alkyl groups R 1 and R 2 is 6.
Claim 4
Dependent Claim 32 words
A process for the preparation of polyisoprene having a stellate microstructure as claimed in claim 1, wherein a coupling agent is added to the polymerization batch at the end of the reaction.
Claim 5
Dependent Claim 17 words
A process as claimed in claim 3, wherein the coupling agent used is a di- or trivinylbenzene.
Claim 6
Dependent Claim 16 words
A process according to claim 1, wherein one of R 1 and R 2 is methyl.
Claim 7
Dependent Claim 18 words
A process according to claim 1, wherein the polyisoprene contains more than 85% of 1,2 and 3,4-structural units.
Claim 8
Dependent Claim 20 words
A process according to claim 1, wherein the inert organic solvent comprises a hydrocarbon having 5 to 12 carbon atoms.
Claim 9
Dependent Claim 36 words
A process according to claim 7, wherein the solvent is: (a) pentane, hexane, heptane, octane, decane, cyclic analogs thereof, or mixtures thereof; (b) benzene, toluene, xylene or mixtures thereof; or (c) mixtures of (a) and (b).
Claim 10
Dependent Claim 16 words
A process according to claim 1, wherein R 1 is ethyl and R 2 is tert-butyl.
Claim 11
Dependent Claim 26 words
A process according to claim 1, wherein the cocatalyst is present in a ratio of 2:1 to 30:1, based on the number of moles of catalyst.
Claim 12
Dependent Claim 26 words
A process according to claim 10, wherein the cocatalyst is present in a ratio of 2:1 to 15:1 based on the number of moles of catalyst.

References Cited (Backward Citations)

GB836189A Cited
US4118258A Cited
US4385151A Cited
US4577002A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-01-15 1993-07-17 1994-01-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-01-15 1997-07-17 1998-01-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-01-15 2001-07-17 2002-01-16 $7700.00 Window Closed / Lapsed

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