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US4837290A Expired / Lapsed US ⏱️ 0.0 years remaining

Acrylamidoacylated oligomers

Assignee: 3M Co
•
Filing: 1988-07-11
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Granted: 1989-06-06
•
Expires: 2008-07-11
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Abstract

Abstract A composition of matter comprising an acrylamido-acyl or methacrylamido-acyl oligomer derived from at least one nucleophilic oligomer having at least one amino-, hydroxyl-, or thiol-substituted polyoxyalkylene, polyalkyleneimine, polyester, polyolefin, polyacrylate, or polysiloxane oligomer, said nucleophilic oligomer having a molecular weight in the range of 200 to 20,000 is disclosed. Also disclosed are free radically polymerizable monomer-containing compositions containing said oligomers as well as acrylamido- and methacrylamido-acylated polymers which are thermal or photocured products of said oligomers. In addition, a process is disclosed for providing said acrylamido- and methacrylamido-acylated oligomers which are useful, for example, in coatings, films, printing inks, adhesives, and saturants.

Inventors

  • 👤 Jerald K. Rasmussen
  • 👤 Steven M. Heilmann
  • 👤 Frederick J. Palensky

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 18:32
CPC Classifications
C; C09; C09D; C09D4/00; C08; C08F; C08F299/00; C08F299/02; C08F299/022; C08F299/024; C09J; C09J4/00

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 217 words
A process for preparing an acrylamidoacyl or methacrylamidoacyl oligomer comprising the steps: (a) admixing (1) at least one alkenyl azlactone having the formula: ##STR9## wherein R 1 is hydrogen, chlorine, or a methyl group; R 2 is a single bond or a methylene or ethylene group that can be substituted by an alkyl group having 1 to 6 carbon atoms or a phenyl group; R 3 and R 4 are independently hydrogen, an alkyl or cycloalkyl group having 1 to 12 carbon atoms, a phenyl group or an alkyl-substituted phenyl group having 6 to 12 carbon atoms, or R 3 and R 4 taken together with the carbon atom to which they are attached form a 5- to 12-membered carbocyclic ring; and (2) per mole of alkenylazlactone about 0.8 to 1.2 equivalent weights of at least one nucleophilic group-substituted oligomer having a molecular weight in the range of 200 to 20,000 selected from a group consisting of (1) polyether polyols, (2) polyester polyols, (3) polyoxyalkylene polyamines (4) hydroxy- and amino-functional derivatives of polymerized fatty acids, (5) hydroxy- or amino-functional olefin polymers and copolymers, (6) primary or secondary amino-functional polyamides, (7) polyethyleneimines; (8) polyvinyl alcohol and other hydrolyzed or partially hydrolyzed vinyl acetate homo- and interpolymers, and (9) polysiloxane polyols; and (b) isolating said acrylamidoacyl or methacrylamidoacyl oligomer.
Claim 2
Dependent Claim 217 words
A process for preparing an acrylamidoacyl or methacrylamidoacyl oligomer comprising the steps: (a) admixing (1) at least one alkenyl azlactone having the formula: ##STR9## wherein R 1 is hydrogen, chlorine, or a methyl group; R 2 is a single bond or a methylene or ethylene group that can be substituted by an alkyl group having 1 to 6 carbon atoms or a phenyl group; R 3 and R 4 are independently hydrogen, an alkyl or cycloalkyl group having 1 to 12 carbon atoms, a phenyl group or an alkyl-substituted phenyl group having 6 to 12 carbon atoms, or R 3 and R 4 taken together with the carbon atom to which they are attached form a 5- to 12-membered carbocyclic ring; and (2) per mole of alkenylazlactone about 0.8 to 1.2 equivalent weights of at least one nucleophilic group-substituted oligomer having a molecular weight in the range of 200 to 20,000 selected from a group consisting of (1) polyether polyols, (2) polyester polyols, (3) polyoxyalkylene polyamines (4) hydroxy- and amino-functional derivatives of polymerized fatty acids, (5) hydroxy- or amino-functional olefin polymers and copolymers, (6) primary or secondary amino-functional polyamides, (7) polyethyleneimines; (8) polyvinyl alcohol and other hydrolyzed or partially hydrolyzed vinyl acetate homo- and interpolymers, and (9) polysiloxane polyols; and (b) isolating said acrylamidoacyl or methacrylamidoacyl oligomer.
Claim 3
Dependent Claim 27 words
The process according to claim 1 further comprising admixing an amount of a catalyst selected from Lewis acids and strong bases sufficient to cause a ring-opening reaction.
Claim 4
Dependent Claim 163 words
The process according to claim 1 wherein R 5 is a hydrocarbyl group selected from an alkyl or cycloalkyl group having 1 to 12 carbon atoms and is substituted by a cyano, hydroxyl, an alkoxy group having 1 to 4 carbon atoms, or A, wherein A is an acrylamido-acyl group or a methacrylamido-acyl group having the formula ##STR10## wherein R 1 is hydrogen, chlorine, or a lower alkyl group of 1 to 4 carbon atoms; R 2 is a single bond or a methylene or ethylene group, the last two of which can be substituted by an alkyl group having 1 to 6 carbon atoms or a phenyl group; R 3 and R 4 are independently hydrogen, an alkyl or cycloalkyl group having 1 to 12 carbon atoms, an aryl or aralkyl group having 6 to 12 carbon atoms, or R 3 and R 4 taken together with the carbon atom to which they are attached form a 5- to 12-membered carbocyclic ring.
Claim 5
Dependent Claim 26 words
The process according to claim 1 wherein the admixture further comprises a thermally or photochemically activatable free radical generator sufficient to initiate polymerization of the admixture.
Claim 6
Dependent Claim 20 words
The process according to claim 4 wherein the admixture further comprises at least one monomer containing free-radically polymerizable ethylenic unsaturation.
Claim 7
Dependent Claim 24 words
The process according to claim 5 further comprising the step of subjecting the admixture to thermal or activating radiation to provide a polymeric composition.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-06-05 1992-12-05 1993-06-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-06-05 1996-12-05 1997-06-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-06-05 2000-12-05 2001-06-06 $7700.00 Window Closed / Lapsed

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