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US5084522A Expired / Lapsed US ⏱️ 0.0 years remaining

Styrenic polymer containing pendant reactive tertiary structures and the preparation thereof

Assignee: University of Ottawa
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Filing: 1988-02-05
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Granted: 1992-01-28
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Expires: 2008-02-05
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Abstract

Abstract Novel styrene derivatives are disclosed of the formula: ##STR1## wherein R 1 and R 2 are the same or different and each represents a saturated aliphatic hydrocarbon group or an aromatic hydrocarbon group, and R 3 is --OH, Cl, or a group of the formula --OR 4 or ##STR2## wherein R 4 represents a saturated aliphatic hydrocarbon group or an aromatic hydrocarbon group. The functionalized styrene monomers I as well as polymers and copolymers incorporating such monomer units are useful as initiators, or precursors thereof, for the polymerization of isobutylene under cationic conditions to give graft copolymers containing both styrenic and isobutylenic units. These copolymers have commercial applications such as rubbers, coatings, and lubricants.

Inventors

  • 👤 Jean M. J. Frechet

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 11:34
CPC Classifications
C; C08; C08F; C08F8/00

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 61 words
A styrenic polymer or copolymer which contains, randomly located in the polymer chain, monomer units of the formula: ##STR19## wherein R 1 and R 2 each represents a saturated aliphatic hydrocarbon group and R 3 is Cl, or a group of the formula --OR 4 or ##STR20## wherein R 4 represents a saturated aliphatic hydrocarbon group or an aromatic hydrocarbon group.
Claim 2
Dependent Claim 61 words
A styrenic polymer or copolymer which contains, randomly located in the polymer chain, monomer units of the formula: ##STR19## wherein R 1 and R 2 each represents a saturated aliphatic hydrocarbon group and R 3 is Cl, or a group of the formula --OR 4 or ##STR20## wherein R 4 represents a saturated aliphatic hydrocarbon group or an aromatic hydrocarbon group.
Claim 3
Dependent Claim 93 words
A styrenic polymer containing repeating units of the formula: ##STR21## wherein R 1 and R 2 each represents a saturated aliphatic hydrocarbon group and R 3 is Cl, or a group of the formula --OR 4 or ##STR22## where in R 4 is a saturated aliphatic hydrocarbon group or an aromatic hydrocarbon group, x and y are the same or different integers from 1 to about 2000 and n is an integer from 1 to about 1000, and wherein the substituted styrenic moieties of formula (III) are randomly located in the polymer chain.
Claim 4
Dependent Claim 93 words
A styrenic polymer containing repeating units of the formula: ##STR21## wherein R 1 and R 2 each represents a saturated aliphatic hydrocarbon group and R 3 is Cl, or a group of the formula --OR 4 or ##STR22## where in R 4 is a saturated aliphatic hydrocarbon group or an aromatic hydrocarbon group, x and y are the same or different integers from 1 to about 2000 and n is an integer from 1 to about 1000, and wherein the substituted styrenic moieties of formula (III) are randomly located in the polymer chain.
Claim 5
Dependent Claim 29 words
A styrenic polymer or copolymer according to claim 1, which contains from about 0.05 to 10.0% of units of formula IV interspersed among styrene molecules in the polymer chain.
Claim 6
Dependent Claim 21 words
A styrenic polymer or copolymer according to claim 3, which contains from about 0.1 to 5% of units of formula IV.
Claim 7
Dependent Claim 16 words
A styrenic polymer according to claim 2, wherein R 4 represents a saturated aliphatic hydrocarbon group.
Claim 8
Dependent Claim 21 words
A styrenic polymer according to claim 5, wherein R 1 , R 2 and R 4 each represent an alkyl group.
Claim 9
Dependent Claim 22 words
A styrenic polymer according to claim 6, wherein R 1 , R 2 and R 4 each represent a primary alkyl group.
Claim 10
Dependent Claim 16 words
A styrenic polymer according to claim 7, wherein R 1 and R 2 are both methyl.
Claim 11
Dependent Claim 18 words
A styrenic polymer according to claim 8, wherein R 3 represent Cl, OCH 3 or OCOCH 3 .
Claim 12
Dependent Claim 18 words
A styrenic polymer or copolymer according to claim 1, wherein R 4 represents a saturated aliphatic hydrocarbon group.
Claim 13
Dependent Claim 23 words
A styrenic polymer or copolymer according to claim 10, wherein R 1 , R 2 and R 4 each represent an alkyl group.
Claim 14
Dependent Claim 24 words
A styrenic polymer or copolymer according to claim 11, wherein R 1 , R 2 and R 4 each represent a primary alkyl group.
Claim 15
Dependent Claim 18 words
A styrenic polymer or copolymer according to claim 12, wherein R 1 and R 2 are both methyl.
Claim 16
Dependent Claim 18 words
A styrenic polymer according to claim 13, wherein R 3 represents Cl, OCH 3 or OCOCH 3 .
Claim 17
Dependent Claim 183 words
A process for preparing a vinyl polymer or copolymer containing randomly located reactive pendant groups in the polymer chain, said reactive pendant groups having the formula: ##STR23## wherein R 1 and R 2 each represents a saturated aliphatic hydrocarbon group and R 3 is Cl or a group of the formula --OR 4 or ##STR24## wherein R 4 represents a saturated aliphatic hydrocarbon group or an aromatic hydrocarbon group, which method comprises: (1) chemically modifying a polymer or copolymer containing styrene units through acylation of the ring with an acyl halide or anhydride, thereafter (2) reacting the product with a Grignard reagent or an alkyl lithium compound to form a polymer containing tertiary alcohol groups (IX) in which R 3 represents --OH, and (3) subjecting the resulting tertiary alcohol group-containing polymer: (i) to halogenation to produce a polymer containing groups (IX) in which R 3 represents chloro, or (ii) to etherification to produce a polymer containing groups (IX) in which R 3 represents --OR 4 , or (iii) to esterification to produce a polymer containing groups (IX) in which R 3 represents ##STR25##
Claim 18
Dependent Claim 183 words
A process for preparing a vinyl polymer or copolymer containing randomly located reactive pendant groups in the polymer chain, said reactive pendant groups having the formula: ##STR23## wherein R 1 and R 2 each represents a saturated aliphatic hydrocarbon group and R 3 is Cl or a group of the formula --OR 4 or ##STR24## wherein R 4 represents a saturated aliphatic hydrocarbon group or an aromatic hydrocarbon group, which method comprises: (1) chemically modifying a polymer or copolymer containing styrene units through acylation of the ring with an acyl halide or anhydride, thereafter (2) reacting the product with a Grignard reagent or an alkyl lithium compound to form a polymer containing tertiary alcohol groups (IX) in which R 3 represents --OH, and (3) subjecting the resulting tertiary alcohol group-containing polymer: (i) to halogenation to produce a polymer containing groups (IX) in which R 3 represents chloro, or (ii) to etherification to produce a polymer containing groups (IX) in which R 3 represents --OR 4 , or (iii) to esterification to produce a polymer containing groups (IX) in which R 3 represents ##STR25##

References Cited (Backward Citations)

US2534193A Cited
US3234196A Cited
DE2161859A1 Cited
DE2236384A1 Cited
US3954709A Cited
US4107238A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-01-27 1995-07-29 1996-01-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-01-27 1999-07-29 2000-01-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-01-27 2003-07-29 2004-01-28 $7700.00 Window Closed / Lapsed

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