Monomers and polymers derived from natural phenols
AssigneeNDSU Research Foundation
InventorsBret Ja Chisholm, Samim Alam, Harjyoti Kalita, Deep Kalita, Mukund Sibi, Selvakumar Sermadurai, Satyabrata Samanta
Life of this patent
Estimating the term…
Abstract
Monomers, polymers and copolymers are provided that incorporate at least one naturally occurring phenolic compound, such as a plant phenol, as well as methods for producing the monomers and polymers. Plant phenols possessing a reactive group in addition to the phenolic group, such as a double bond, aldehyde, ester, alcohol or carboxylic acid, are particularly useful. Plant phenols can be isolated from a plant material, or chemically or enzymatically synthesized.
Claims36
A vinyl ether monomer having the structure:
- where R1, R2, and R3 are each independently H or alkyl;
- R4 is either —O—R10— or absent;
- R10 is divalent organic group;
- and R is a substituted phenyl group derived from a cardanol, a cardol, or an anacardic acid.
(canceled)
-10. (canceled)
The polymer or copolymer of claim 39 comprising a polyvinyl ether.
The polymer or copolymer of claim 39 comprising an epoxidized polyvinyl ether.
-16. (canceled)
The copolymer of claim 39 comprising at least one comonomer comprising an isobutyl vinyl ether, a cyclohexyl vinyl ether, 2,3-dihydrofuran, 3,4-dihydro-2H-pyran, a tri(ethylene glycol) ethyl vinyl ether, a penta(ethylene glycol) ethyl vinyl ether, an ethylene glycol ethyl vinyl ether, an ethylene glycol methyl vinyl ether, a propylene glycol ethyl vinyl ether, a propylene glycol methyl vinyl ether, a tetra(ethylene glycol) ethyl vinyl ether, a tetra(ethylene glycol) methyl vinyl ether, a penta(ethylene glycol) methyl vinyl ether, a tri(ethylene glycol) methyl vinyl ether (TEGMVE), a polyethylene glycol ethyl vinyl ether (VEPEG), a 2-(vinyloxy)ethyl soyate (2-VOES), an ethyl vinyl ether, a methyl vinyl ether, a propyl vinyl ether, a 2-chloroethyl vinyl ether, an octyl vinyl ether, a t-butyl vinyl ether, an n-butyl vinyl ether, a maleic anhydride (MA), an acrylonitrile, a chlorotrifluoroethylene, a diethyl maleate, a dimethyl maleate, a diethyl fumarate, a dimethyl fumarate, a maleimide, an N-phenyl maleimide, an N-ethyl maleimide, an N-methyl maleimide, a styrene, or a combination thereof.
-20. (canceled)
The copolymer of claim 39 which is an alternating copolymer.
The polymer or copolymer of claim 39 comprising a cross-linked siloxane.
(canceled)
An article, coating, film, adhesive, elastomer, detergent, surfactant, composite, oil, plastic, gel or lubricant comprising the polymer or copolymer of claim.
A compound comprising 1-(2-(4-allyl-2-methoxyphenoxy)alkoxy)ethyl acetate.
(canceled)
A method for making a functionalized initiator compound comprising
- contacting 4-allyl-2-methoxy-1-(2-(vinyloxy)alkoxy)benzene with acetic acid under conditions and for a time sufficient to yield a functionalized initiator compound comprising 1-(2-(4-allyl-2-methoxyphenoxy)alkoxy)ethyl acetate.
(canceled)
(canceled)
A vinyl ether monomer having the structure:
- where R1, R2, and R3 are each independently H or alkyl;
- R4 is either —O—R10— or absent;
- R10 is divalent organic group;
- and R is a substituted phenyl group derived from a cashew nutshell liquid phenol.
A polymer or copolymer comprising, as a repeating unit, the structure:
- where R1, R2, and R3 are each independently H or alkyl;
- R4 is either —O—R10— or absent;
- R10 is divalent organic group;
- and R is a substituted phenyl group derived from a cardanol, a cardol, or an anacardic acid.
A polymer or copolymer comprising, as a repeating unit, the structure:
- where R1, R2, and R3 are each independently H or alkyl;
- R4 is either —O—R10— or absent;
- R10 is divalent organic group;
- and R is a substituted phenyl group derived from a cashew nutshell liquid phenol.
Dependencies are inferred from the claim text.