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US4970254A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for hydrogenating functionalized polymer and products thereof

Assignee: Kraton Polymers US LLC
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Filing: 1988-09-22
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Granted: 1990-11-13
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Expires: 2008-09-22
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Abstract

Abstract A method for preparing hydrogenated polymers containing acidic functionality in a portion thereof initially containing ethylenic unsaturation from a polymer containing ethylenic unsaturation or both aromatic and ethylenic unsaturation comprising the steps of first incorporating an acidic functional group precursor radical into the polymer, hydrogenating at least a portion of the ethylenic unsaturation contained in the polymer containing the acidic functional group precursor radicals and then converting at least a portion of the acidic functional group precursor radicals to the corresponding acidic functional group. In general, any acidic functional group precursor radical which will have less of an impact upon the hydrogenation reaction than the corresponding acidic functional group may be used. Best results are, however, achieved when acidic functional group precursors are used which are relatively neutral and which do not react or complex with the metal compounds used to prepare the catalyst or resulting from the combination of such metal compounds. The catalyst used to effect the hydrogenation will be prepared by combining a compound, preferably an alkoxide or carboxylate, of an iron group metal with an alkyl or a hydride containing a Group I-A, II-A or III-B metal. Preparation of the catalyst is preferably accomplished in the presence of water. Best results are achieved when the acidic functional group precursor is a metal salt and the metal salt and the reducing component used to prepare the catalyst contain the same metal. Depending upon the particular catalyst employed and the acidic functional group precursor radical used, up to about 90-95% of the ethylenic unsaturation initially contained in the polymer can be converted or hydrogenated.

Inventors

  • 👤 Carl L. Willis
  • 👤 Lorelle A. Pottick
  • 👤 Dan E. Goodwin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 15:12
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/04

Claims Analysis

Total Claims: 35
Claim 1
Independent Claim 106 words
A method for producing a hydrogenated and acidic functionalized polymer from a polymer initially containing ethylenic unsaturation or both aromatic and ethylenic unsaturation comprising the steps of: (a) incorporating one or more acidic functional group precursor radicals into a polymer containing ethylenic unsaturation or both aromatic and ethylenic unsaturation; (b) hydrogenating the product from step (a) so as to convert at least a portion of the ethylenic unsaturation initially contained in said polymer; (c) converting at least a portion of the acidic functional group precursor radicals contained in the product from step (b) to the corresponding acidic group; and (d) recovering a product containing acidic functionality.
Claim 2
Independent Claim 106 words
A method for producing a hydrogenated and acidic functionalized polymer from a polymer initially containing ethylenic unsaturation or both aromatic and ethylenic unsaturation comprising the steps of: (a) incorporating one or more acidic functional group precursor radicals into a polymer containing ethylenic unsaturation or both aromatic and ethylenic unsaturation; (b) hydrogenating the product from step (a) so as to convert at least a portion of the ethylenic unsaturation initially contained in said polymer; (c) converting at least a portion of the acidic functional group precursor radicals contained in the product from step (b) to the corresponding acidic group; and (d) recovering a product containing acidic functionality.
Claim 3
Dependent Claim 55 words
The method of claim 1 wherein the hydrogenation is accomplished in the presence of a catalyst prepared by combining a compound of a metal selected from the Group consisting of cobalt and nickel and an alkyl or hydride of a metal selected from Groups I-A, II-A and III-B of the Periodic Table of the Elements.
Claim 4
Dependent Claim 27 words
The method of claim 2 wherein said compound of a metal is combined with from about 0.3 to about 1.3 moles of water per mole of compound.
Claim 5
Dependent Claim 18 words
The method of claim 3 wherein said compound is selected from the Group consisting of alkoxides and carboxylates.
Claim 6
Dependent Claim 21 words
The method of claim 4 wherein said alkyl or hydride is an alkyl or a hydride of a Group I-A metal.
Claim 7
Dependent Claim 12 words
The method of claim 5 wherein said Group I-A metal is lithium.
Claim 8
Dependent Claim 21 words
The method of claim 4 wherein said alkyl or hydride is an alkyl or a hydride of a Group III-B metal.
Claim 9
Dependent Claim 12 words
The method of claim 7 wherein said Group III-B metal is aluminum.
Claim 10
Dependent Claim 28 words
The method of claim 1 wherein said functional group precursor radical is selected from the Group consisting of metal salt radicals, ester radicals, amide radicals, and carbonate radicals.
Claim 11
Dependent Claim 17 words
The method of claim 9 wherein said acidic functional group precursor radical is a metal salt radical.
Claim 12
Dependent Claim 24 words
The method of claim 10 wherein the metal in said metal salt is selected from Group I-A of the Periodic Table of the Elements.
Claim 13
Dependent Claim 14 words
The method of claim 11 wherein the metal in said metal salt is lithium.
Claim 14
Dependent Claim 37 words
The method of claim 1 wherein said polymer is a block copolymer comprising at least one polymeric block containing predominantly monoalkenyl aromatic hydrocarbon monomer units and at least one polymeric block containing primarily conjugated diolefin monomer units.
Claim 15
Dependent Claim 12 words
The method of claim 13 wherein said monoalkenyl aromatic hydrocarbon is styrene.
Claim 16
Dependent Claim 11 words
The method of claim 14 wherein said conjugated diolefin is butadiene.
Claim 17
Dependent Claim 25 words
The method of claim 1 wherein at least 80% of the ethylenic unsaturation initially contained in the polymer is converted (hydrogenated) during the hydrogenation step.
Claim 18
Dependent Claim 28 words
The method of claim 1 wherein at least a portion of said functional group precursor radicals are incorporated into that portion of said polymer initially containing ethylenic unsaturation.
Claim 19
Dependent Claim 134 words
A polymer comprising acidic functionality, at least a portion of said acidic functionality being in that portion of said polymer initially containing ethylenic unsaturation, prepared with a process comprising the steps of: (a) incorporating one or more acidic functional group precursor radicals into a polymer containing ethylenic unsaturation or both aromatic and ethylenic unsaturation, at least a portion of the acidic functional group precursor radicals being incorporated into that portion of said polymer containing said ethylenic unsaturation; (b) hydrogenating the product from step (a) so as to convert at least a portion of the ethylenic unsaturation initially contained in said polymer; (c) converting at least a portion of the acidic functional group precursor radicals contained in the product from step (B) to the corresponding acidic group; and (d) recovering a product containing acidic functionality.
Claim 20
Dependent Claim 134 words
A polymer comprising acidic functionality, at least a portion of said acidic functionality being in that portion of said polymer initially containing ethylenic unsaturation, prepared with a process comprising the steps of: (a) incorporating one or more acidic functional group precursor radicals into a polymer containing ethylenic unsaturation or both aromatic and ethylenic unsaturation, at least a portion of the acidic functional group precursor radicals being incorporated into that portion of said polymer containing said ethylenic unsaturation; (b) hydrogenating the product from step (a) so as to convert at least a portion of the ethylenic unsaturation initially contained in said polymer; (c) converting at least a portion of the acidic functional group precursor radicals contained in the product from step (B) to the corresponding acidic group; and (d) recovering a product containing acidic functionality.
Claim 21
Dependent Claim 55 words
The polymer of claim 18 wherein the hydrogenation is accomplished in the presence of a catalyst prepared by combining a compound of a metal selected from the Group consisting of cobalt and nickel and an alkyl or hydride of a metal selected from Groups I-A, II-A and III-B of the Periodic Table of the Elements.
Claim 22
Dependent Claim 27 words
The polymer of claim 19 wherein said compound of a metal is combined with from about 0.3 to about 1.3 moles of water per mole of compound.
Claim 23
Dependent Claim 18 words
The polymer of claim 20 wherein said compound is selected from the Group consisting of alkoxides and carboxylates.
Claim 24
Dependent Claim 21 words
The polymer of claim 21 wherein said alkyl or hydride is an alkyl or a hydride of a Group I-A metal.
Claim 25
Dependent Claim 12 words
The polymer of claim 22 wherein said Group I metal is lithium.
Claim 26
Dependent Claim 21 words
The polymer of claim 21 wherein said alkyl or hydride is an alkyl or a hydride of a Group III-A metal.
Claim 27
Dependent Claim 12 words
The polymer of claim 22 wherein said Group III-B metal is aluminum.
Claim 28
Dependent Claim 28 words
The polymer of claim 18 wherein said functional group precursor radial is selected from the Group consisting of metal salt radicals, ester radicals, amide radicals, and carbonate radicals.
Claim 29
Dependent Claim 17 words
The polymer of claim 26 wherein said acidic functional group precursor radical is a metal salt radical.
Claim 30
Dependent Claim 24 words
The polymer of claim 27 wherein the metal in said metal salt is selected from Group I-A of the Periodic Table of the Elements.
Claim 31
Dependent Claim 14 words
The polymer of claim 28 wherein the metal in said metal salt is lithium.
Claim 32
Dependent Claim 37 words
The polymer of claim 18 wherein said polymer is a block copolymer comprising at least one polymeric block containing predominantly monoalkenyl aromatic hydrocarbon monomer units and at least one polymeric block containing primarily conjugated diolefin monomer units.
Claim 33
Dependent Claim 12 words
The polymer of claim 30 wherein said monoalkenyl aromatic hydrocarbon is styrene.
Claim 34
Dependent Claim 11 words
The polymer of claim 31 wherein said conjugated diolefin is butadiene.
Claim 35
Dependent Claim 24 words
The polymer of claim 18 wherein at least 80% of the ethylenic unsaturation initially contained in the polymer is converted during the hydrogenation step.

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Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-11-12 1994-05-14 1994-11-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-11-12 1998-05-14 1998-11-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-11-12 2002-05-14 2002-11-13 $7700.00 Window Closed / Lapsed

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