Bio-based monomers and polymers made therefrom

Patent metadata

Field	Value
Publication number	US-12473389-B2
Application number	US-202118016960-A
Country	US
Kind code	B2
Filing date	Aug 10, 2021
Priority date	Aug 10, 2020
Publication date	Nov 18, 2025
Grant date	Nov 18, 2025

Abstract

Disclosed herein is a frambinone methacrylate (FMA) or raspberry ketone methacrylate (RKMA) monomer having the following structure:

and
a zingerone methacrylate (ZMA) having the following structure

Also disclosed are homopolymers and co-polymers utilizing same monomer. Also disclosed is a class of methacrylate monomers comprising a bio-based moiety and a reactive ketone moiety. Also disclosed are paint compositions made with a copolymer including FMA and/or ZMA.

First claim

We claim:

1 . A paint composition comprising an aqueous phase and a copolymer polymerized from a monomer with a following structure

and at least one other monomer, wherein said copolymer is dispersed in the aqueous phase,
wherein the copolymer is capable of forming a film on a substrate after the paint composition is applied on said substrate and the aqueous phase evaporates.

2 . The paint composition of claim 1 , wherein a moiety formed by the copolymer is capable of cross-linking with a hydrazide in the aqueous phase.

3 . The paint composition of claim 1 , wherein said at least one other monomer comprises an acrylic, a vinyl, a styrene, or a urethane monomer.

4 . The paint composition of claim 2 , wherein said at least one other monomer comprises an acrylic, a vinyl, a styrene, or a urethane monomer.

5 . A paint composition comprising an aqueous phase and a copolymer polymerized from a monomer with a following structure

and at least one other monomer, wherein said copolymer is dispersed in the aqueous phase,
wherein the copolymer is capable of forming a film on a substrate after the paint composition is applied on said substrate and the aqueous phase evaporates.

6 . The paint composition of claim 5 , wherein a moiety formed by the copolymer is capable of cross-linking with a hydrazide in the aqueous phase.

7 . The paint composition of claim 5 , wherein said at least one other monomer comprises an acrylic, a vinyl, a styrene, or a urethane monomer.

8 . The paint composition of claim 6 , wherein said at least one other monomer comprises an acrylic, a vinyl, a styrene, or a urethane monomer.

9 . A copolymer polymerized from the monomer with a following structure

and at least one other monomer, wherein said copolymer is dispersible in an aqueous phase.

10 . The copolymer of claim 9 , wherein a moiety formed by the copolymer is capable of cross-linking with a hydrazide in the aqueous phase.

11 . The copolymer of claim 9 , wherein said at least one monomer comprises an acrylic, a vinyl, a styrene, or a urethane monomer.

12 . The copolymer of claim 10 , wherein said at least one monomer comprises an acrylic, a vinyl, a styrene, or a urethane monomer.

13 . The paint composition of claim 3 , wherein the copolymer comprises frambinone methacrylate.

14 . The paint composition of claim 7 , wherein the copolymer comprises zingerone methacrylate.

15 . The paint composition of claim 11 , wherein the copolymer comprises zingerone methacrylate.

Assignees

• Columbia Insurance Co

Inventors

• Geurtsen Richard
• Yang Yong
• Dandreaux Gary
• Grigoras Cristian

Classifications

• C09D133/14

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• C07D303/16

  by esterified hydroxyl radicals · CPC title

• C08F2/30

  non-ionic · CPC title

• C08F220/14 Primary

  Methyl esters {, e.g. methyl (meth)acrylate} · CPC title

• C07C69/54 Primary

  Acrylic acid esters; Methacrylic acid esters · CPC title