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US4283504A Expired / Lapsed US ⏱️ 0.0 years remaining

Crosslinkable polymers containing acrylamidophenol units

Assignee: Eastman Kodak Co
•
Filing: 1979-10-11
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Granted: 1981-08-11
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Expires: 1999-10-11
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Abstract

Abstract Copolymers containing an acrylamidophenol as a crosslinking site and the corresponding crosslinked polymers are disclosed. The acrylamidophenol unit can be copolymerized with a wide variety of other monomers to provide crosslinkable and crosslinked polymers with useful properties. The acrylamidophenol unit provides for crosslinking at low pH with conventional crosslinking agents. The acrylamidophenol monomer unit is present in the copolymer from about 0.5 to 50 percent by weight and has the formula: ##STR1## wherein: x is 1 or 0, L is a linking group, R represents hydrogen or methyl, and R 1 through R 5 are independently selected from the group consisting of hydrogen, hydroxy, alkyl from 1 to 6 carbon atoms and aryl from 6 to 10 carbon atoms; with the proviso that at least one of R 1 through R 5 is hydroxy and at least one of the positions ortho or para to said hydroxy has a hydrogen atom attached thereto. The remainder of the polymer can comprise from 50 to 99.5 percent by weight of at least one additional polymerized ethylenically unsaturated monomer. Elements, particularly photographic elements, comprising a support having coated thereon either the crosslinked or uncrosslinked polymer are also disclosed.

Inventors

  • 👤 Gerald A. Campbell
  • 👤 Kenneth R. Hollister
  • 👤 Richard C. Sutton

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 19:09
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/005; G03C1/04; G03C1/053; C; C08; C08F; C08F246/00; C08F220/00; C08F220/02; C08F220/52; C08F220/54; C08F220/60; C08F220/603

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 165 words
A crosslinked addition copolymer formed by crosslinking a copolymer comprising: A. from about 0.5 to 50 percent by weight of a unit having the formula ##STR3## wherein: x is 1 or 0, R represents hydrogen or methyl, L is alkylene and cycloalkylene having from 1 to 6 carbon atoms or arylene having from 6 to 10 carbon atoms, and R 1 through R 5 are independently selected from the group consisting of hydrogen, hydroxy, alkyl from 1 to 6 carbon atoms and aryl from 6 to 10 carbon atoms; with the proviso that at least one of R 1 through R 5 is hydroxy and at least one of the positions ortho or para to said hydroxy has a hydrogen atom attached thereto; and B. from about 50 to 99.5 percent by weight of units of at least one additional polymerized ethylenically unsaturated monomer; with 0.1 to 25 percent by weight based on the total weight of the uncrosslinked polymer of a gelatin crosslinking agent.
Claim 2
Dependent Claim 165 words
A crosslinked addition copolymer formed by crosslinking a copolymer comprising: A. from about 0.5 to 50 percent by weight of a unit having the formula ##STR3## wherein: x is 1 or 0, R represents hydrogen or methyl, L is alkylene and cycloalkylene having from 1 to 6 carbon atoms or arylene having from 6 to 10 carbon atoms, and R 1 through R 5 are independently selected from the group consisting of hydrogen, hydroxy, alkyl from 1 to 6 carbon atoms and aryl from 6 to 10 carbon atoms; with the proviso that at least one of R 1 through R 5 is hydroxy and at least one of the positions ortho or para to said hydroxy has a hydrogen atom attached thereto; and B. from about 50 to 99.5 percent by weight of units of at least one additional polymerized ethylenically unsaturated monomer; with 0.1 to 25 percent by weight based on the total weight of the uncrosslinked polymer of a gelatin crosslinking agent.
Claim 3
Dependent Claim 25 words
A crosslinking addition copolymer of claim 1 wherein said crosslinking agent is an aldehyde or an organic compound having at least two activated double bonds.
Claim 4
Dependent Claim 22 words
A crosslinked addition copolymer of claim 1 wherein said crosslinking agent is selected from the group consisting of formaldehyde and bis(vinylsulfonylmethyl) ether.
Claim 5
Dependent Claim 33 words
A crosslinked addition copolymer of claim 1 wherein said crosslinking copolymer is crosslinked with 0.1 to 10 percent by weight of said crosslinking agent based on the total weight of the uncrosslinked polymer.
Claim 6
Dependent Claim 18 words
A crosslinked addition copolymer of claim 1 wherein B is a polymerized monomer which hydrolyzes at high pH.
Claim 7
Dependent Claim 20 words
A crosslinked addition copolymer of claim 1 wherein R 2 or R 4 is hydroxy and R 3 is hydrogen.
Claim 8
Dependent Claim 19 words
A crosslinked addition copolymer of claim 1 wherein A comprises about 0.1 to 20 weight percent of the copolymer.
Claim 9
Dependent Claim 12 words
A crosslinked addition copolymer of claim 1 wherein A is polymerized m-acrylamidophenol.
Claim 10
Dependent Claim 17 words
A crosslinked addition copolymer of claim 1 wherein B is polymerized acrylic acid or polymerized methacrylic acid.
Claim 11
Dependent Claim 171 words
A process of crosslinking a copolymer comprising: A. from about 0.5 to 50 percent by weight of a unit having the formula: ##STR4## wherein: x is 1 or 0, R represents hydrogen or methyl, L is alkylene and cycloalkylene having from 1 to 6 carbon atoms or arylene having from 6 to 10 carbon atoms, and R 1 through R 5 are independently selected from the group consisting of hydrogen, hydroxy, alkyl from 1 to 6 carbon atoms and aryl from 6 to 10 carbon atoms; with the proviso that at least one of R 1 through R 5 is hydroxy and at least one of the positions ortho or para to said hydroxy has a hydrogen atom attached thereto; and B. from about 50 to 99.5 percent by weight of units of at least one additional polymerized ethylenically unsaturated monomer; comprising adding a gelatin crosslinking agent to said copolymer wherein said crosslinking agent comprises from 0.1 to 25 percent by weight based on the total weight of the uncrosslinked polymer.
Claim 12
Dependent Claim 171 words
A process of crosslinking a copolymer comprising: A. from about 0.5 to 50 percent by weight of a unit having the formula: ##STR4## wherein: x is 1 or 0, R represents hydrogen or methyl, L is alkylene and cycloalkylene having from 1 to 6 carbon atoms or arylene having from 6 to 10 carbon atoms, and R 1 through R 5 are independently selected from the group consisting of hydrogen, hydroxy, alkyl from 1 to 6 carbon atoms and aryl from 6 to 10 carbon atoms; with the proviso that at least one of R 1 through R 5 is hydroxy and at least one of the positions ortho or para to said hydroxy has a hydrogen atom attached thereto; and B. from about 50 to 99.5 percent by weight of units of at least one additional polymerized ethylenically unsaturated monomer; comprising adding a gelatin crosslinking agent to said copolymer wherein said crosslinking agent comprises from 0.1 to 25 percent by weight based on the total weight of the uncrosslinked polymer.

References Cited (Backward Citations)

CH318201A Cited
US3758445A Cited
GB1407670A Cited
US3904418A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-08-10 1985-02-09 1985-08-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-08-10 1989-02-09 1989-08-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-08-10 1993-02-09 1993-08-11 $7700.00 Window Closed / Lapsed

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