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Hydroxyl functional derivatives of epoxidized diene polymers and process for making them

Assignee: Kraton Polymers US LLC
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Filing: 1993-04-16
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Granted: 1993-11-23
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Expires: 2013-04-16
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Abstract

Abstract A process for making polymers of conjugated dienes which contain hydroxyl groups, including highly reactive primary hydroxyl groups, in the diene blocks which comprises (a) making a precursor polymer by polymerizing at least one conjugated diene which leaves 1,2 disubstituted, 1,1 disubstituted, 1,1,2 trisubstituted or tetrasubstituted olefinic unsaturation in the polymer, (b) optionally partially hydrogenating said precursor polymer, (c) epoxidizing said precursor polymer such that epoxy groups form at said substituted sites and the amount of epoxy functionality in the polymer is from at least 0.1 Meq/g polymer, and (d) reacting the epoxidized polymer with an alcohol having one unprotected hydroxyl group in a solvent in the presence of a Lewis acid selected from the group consisting of MX n where M is selected from the group consisting of boron, aluminum, iron and tin, and X is a halogen, and organic complexes of such acids. A diene polymer containing 0.01 to 15 Meq/g polymer of hydroxyl group, preferably including highly reactive primary hydroxyl groups, and comprised of ether-alcohol units of the formula ##STR1## where R is selected from the group consisting of alkyl radicals containing up to 10 carbon atoms, monohydric and dihydric alcohol groups and carbonate groups; and R 1 and R 2 are hydrogen or alkyl radicals wherein in (G) only one of R 1 or R 2 is hydrogen.

Inventors

  • 👤 Robert C. Bening
  • 👤 James R. Erickson
  • 👤 Charles J. Stark
  • 👤 David J. St. Clair

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 07:38
CPC Classifications
C; C09; C09D; C09D175/00; C09D175/04; C08; C08C; C08C19/00; C08C19/30; C08C19/34; C08C19/40; C08F; C08F8/00; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/62; C08G18/6204; C08G18/6208

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 123 words
A conjugated diene block polymer containing hydroxyl groups and having the formula S.sub.z --A--S.sub.z' where S is a monoalkenyl aromatic hydrocarbon and where z and z' are 0 or 1, and where A is a polymer block comprising a random distribution of hydrogenated polymerized diene monomer and ether-alcohol units of the formula ##STR4## wherein R is selected from the group consisting of alkyl radicals containing up to 10 carbon atoms, monohydric and dihydric alcohol groups, R 1 and R 2 are hydrogen or alkyl radicals wherein in (G) only one of R 1 or R 2 may be hydrogen, and ether-alcohol units are present in an amount such that from 0.1 to 15 Meq/g polymer of hydroxyl groups are present in the polymer.
Claim 2
Dependent Claim 123 words
A conjugated diene block polymer containing hydroxyl groups and having the formula S.sub.z --A--S.sub.z' where S is a monoalkenyl aromatic hydrocarbon and where z and z' are 0 or 1, and where A is a polymer block comprising a random distribution of hydrogenated polymerized diene monomer and ether-alcohol units of the formula ##STR4## wherein R is selected from the group consisting of alkyl radicals containing up to 10 carbon atoms, monohydric and dihydric alcohol groups, R 1 and R 2 are hydrogen or alkyl radicals wherein in (G) only one of R 1 or R 2 may be hydrogen, and ether-alcohol units are present in an amount such that from 0.1 to 15 Meq/g polymer of hydroxyl groups are present in the polymer.
Claim 3
Dependent Claim 26 words
The polymer of claim 1 wherein at least 1/3 of the hydroxyl groups are primary hydroxyl groups and are present as part of the ether radical.
Claim 4
Dependent Claim 17 words
The polymer of claim 1 wherein the polymer contains up to 75% of a vinyl aromatic hydrocarbon.
Claim 5
Dependent Claim 18 words
The polymer of claim 1 wherein the amount of hydroxyl groups is from 0.25 to 9 Meq/g polymer.
Claim 6
Dependent Claim 24 words
The polymer of claim 1 wherein the ether-alcohol units are derived primarily from isoprene and the hydrogenated diene monomer is primarily derived from butadiene.
Claim 7
Dependent Claim 13 words
The polymer of claim 1 wherein the polymer is crosslinked with an isocyanate.
Claim 8
Dependent Claim 13 words
A coating composition comprising the polymer of claim 6 and a UV inhibitor.
Claim 9
Dependent Claim 120 words
An unhydrogenated conjugated diene block polymer containing hydroxyl groups and having the formula S.sub.z --A--S.sub.z' where S is a monoalkenyl aromatic hydrocarbon and where z and z' are 0 or 1, and where A is a polymer block comprising a random distribution of polymerized diene monomer and ether-alcohol units of the formula ##STR5## wherein R is selected from the group consisting of alkyl radicals containing up to 10 carbon atoms, monohydric and dihydric alcohol groups, R 1 and R 2 are hydrogen or alkyl radicals wherein in (G)-only one of R 1 or R 2 is hydrogen, and A is present in an amount such that from 0.1 to 15 Meq/g polymer of hydroxyl groups are present in the polymer.
Claim 10
Dependent Claim 120 words
An unhydrogenated conjugated diene block polymer containing hydroxyl groups and having the formula S.sub.z --A--S.sub.z' where S is a monoalkenyl aromatic hydrocarbon and where z and z' are 0 or 1, and where A is a polymer block comprising a random distribution of polymerized diene monomer and ether-alcohol units of the formula ##STR5## wherein R is selected from the group consisting of alkyl radicals containing up to 10 carbon atoms, monohydric and dihydric alcohol groups, R 1 and R 2 are hydrogen or alkyl radicals wherein in (G)-only one of R 1 or R 2 is hydrogen, and A is present in an amount such that from 0.1 to 15 Meq/g polymer of hydroxyl groups are present in the polymer.
Claim 11
Dependent Claim 24 words
The polymer of claim 8 wherein at least 1/3 of the hydroxyl groups are primary hydroxyl groups present as part of the ether radical.
Claim 12
Dependent Claim 17 words
The polymer of claim 8 wherein the polymer contains up to 75% of a vinyl aromatic hydrocarbon.
Claim 13
Dependent Claim 18 words
The polymer of claim 8 wherein the amount of hydroxyl groups is from 0.25 to 9 Meq/g polymer.
Claim 14
Dependent Claim 21 words
The polymer of claim 8 wherein the ether-alcohol units are derived primarily from isoprene and the diene monomer is primarily butadiene.
Claim 15
Dependent Claim 13 words
The polymer of claim 8 wherein the polymer is crosslinked with an isocyanate.
Claim 16
Dependent Claim 13 words
A coating composition comprising the polymer of claim 13 and a UV inhibitor.
Claim 17
Dependent Claim 14 words
The polymer of claim 8 wherein the polymer is crosslinked with an amino resin.
Claim 18
Dependent Claim 13 words
A coating composition comprising the polymer of claim 15 and a UV inhibitor.
Claim 19
Dependent Claim 14 words
The polymer of claim 1 wherein the polymer is crosslinked with an amino resin.
Claim 20
Dependent Claim 13 words
A coating composition comprising the polymer of claim 17 and a UV inhibitor.

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