Polymers prepared from functionalized dimethoxyphenol monomers
US-10253131-B2 · Apr 9, 2019 · US
Functionalized dimethoxyphenol monomers and methods for preparing such monomers
US11732141B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11732141-B2 |
| Application number | US-201916277473-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 15, 2019 |
| Priority date | Jul 13, 2015 |
| Publication date | Aug 22, 2023 |
| Grant date | Aug 22, 2023 |
How to read this patent
A practical reading order for non-experts. Skip the full description unless you need deep technical detail.
- Title
What the patent document calls the invention.
- Abstract
A short plain-language summary of the technical disclosure.
- Assignees and inventors
Who owns or filed the patent and who is credited as inventor.
- Key dates
Filing, priority, publication, and grant dates set the timeline.
- First independent claim
The legal scope of protection — read this for what is actually claimed.
- CPC / IPC classifications
Technology tags used to group this patent with similar filings.
- Citations and related patents
Prior art links and similar publications in this corpus.
Abstract
Official abstract text for this publication.
Dimethoxyphenol-based monomers containing polymerizable functional groups such as [meth]acrylate groups are useful for the preparation of polymers, wherein one or more dimethoxyphenyl moieties are part of side chains pendant to the backbones of the polymers. The polymers thereby obtained may have different, improved properties, such as higher glass transition temperatures, thermal stability and solvent resistance, as compared to polymers based on other types of lignin-derived monomers.
First claim
Opening claim text (preview).
What is claimed is: 1. A polymerizable monomer having a structure corresponding to formula (I): wherein R 1 is hydrogen, methyl, ethyl, n-propyl, i-propyl, formyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CO 2 H, —CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of methacrylate, maleinate, maleate, fumarate, [meth]acrylamide, vinyl ester, and vinyl amide. 2. The polymerizable monomer of claim 1 , wherein R 1 is hydrogen or formyl (—C(O)H) and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of methacrylate, maleinate, maleate, fumarate, [meth]acrylamide, vinyl ester, and vinyl amide. 3. A polymerizable monomer having a structure corresponding to formula (I): wherein R 1 is hydrogen, methyl, ethyl, n-propyl, i-propyl, formyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CO 2 H, —CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CHCO 2 H, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and wherein R 2 is methacrylate. 4. The polymerizable monomer of claim 3 , wherein R 1 , is hydrogen and R 2 is methacrylate. 5. A polymerizable monomer having a structure corresponding to formula (I): (i) wherein R 1 is ethyl, n-propyl, 1-propyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of [meth]acrylate, maleinate, maleate, fumarate, [meth]acrylamide, vinyl, vinyl ester, and vinyl amide; or (ii) wherein R 1 is methyl, ethyl, n-propyl, i-propyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CO 2 H, —CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CHS)C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of [meth]acrylate, maleinate, maleate, fumarate, [meth]acrylamide, vinyl ester, and vinyl amide; or (iii) wherein R 1 is methyl, ethyl, n-prolyl, i-propyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CH 2 CO 2 H, —C(═O)CH(OH)CH 1 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 1 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of [meth]acrylate, maleinate, maleate, fumarate, [meth]acrylamide, vinyl ester, and vinyl amide. 6. A polymerizable monomer having a structure corresponding to formula (I): wherein R 1 is methyl, ethyl, n-propyl, i-propyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CO 2 H, —CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and wherein R 2 is [meth]acrylate. 7. A polymerizable monomer having a structure corresponding to formula (I): (i) wherein R 1 is ethyl, n-propyl, i-propyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of methacrylate, maleinate, maleate, fumarate, [meth]acrylamide, allyl, vinyl ester, and vinyl amide; or (ii) wherein R 1 is ethyl, n-propyl, i-propyl, formyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CO 2 H, —CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of methacrylate, maleinate, maleate, fumarate, [meth]acrylamide, vinyl ester, and vinyl amide. 8. A polymerizable monomer having a structure corresponding to formula (I): (i) wherein R 1 is ethyl, n-propyl, 1-propyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of [meth]acrylate, maleinate, maleate, fumarate, [meth]acrylamide, vinyl, allyl, vinyl ester, and vinyl amide; or (ii) wherein R, is ethyl, n-propyl, i-propyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of [meth]acrylate, maleinate, maleate, fumarate, [meth]acrylamide, vinyl, vinyl ester, and vinyl amide; or (iii) wherein R 1 is ethyl, n-propyl, i-propyl, formyl, acetyl, —CH 2 C(═O)CH 3 , —CH 2 CH 2 OH, —CH 2 CH 2 CH 2 OH, —CH 2 CHO, —CH 2 CH 2 CHO, —C(═O)CH 2 CH 3 , —C(═O)C(═O)CH 3 , —CO 2 H, —CH 2 CO 2 H, —C(═O)CH(OH)CH 3 , —C(═O)CH(OCH 2 CH 3 )C(═O)CH 3 , —CH(OCH 2 CH 3 )C(═O)CH 3 , —CH═CHCHO, —CH═CHCH 2 OH, —CH═CH 2 , —CH═CHCH 3 or —CH 2 CH═CH 2 ; and R 2 is a substituent comprised of at least one polymerizable functional group selected from the group consisting of methacrylate, maleinate, maleate, fumarate, [meth]acrylamide, vinyl ester, and vinyl amide.
Assignees
Inventors
Classifications
- C09D4/00Primary
Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16} · CPC title
Acrylic acid esters; Methacrylic acid esters · CPC title
using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent · CPC title
containing carbon-to-carbon double bonds but no carbon-to-carbon triple bonds · CPC title
Hydroxy-styrenes · CPC title
Patent family
Related publications grouped by family.
External sources
Frequently asked questions
Answers are generated from the same data shown on this page.
- What does patent US11732141B2 cover?
- Dimethoxyphenol-based monomers containing polymerizable functional groups such as [meth]acrylate groups are useful for the preparation of polymers, wherein one or more dimethoxyphenyl moieties are part of side chains pendant to the backbones of the polymers. The polymers thereby obtained may have different, improved properties, such as higher glass transition temperatures, thermal stability and…
- Who is the assignee on this patent?
- Holmberg Angela L, Reno Kaleigh H, Epps Iii Thomas H, and 1 more
- What technology area does this patent fall under?
- Primary CPC classification C09D4/00. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Aug 22 2023 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 1 related publication on this page (citations in our corpus or others sharing the same primary CPC).