IP Library Granted Patent US 9,546,122
Granted Patent B2
US 9,546,122 · App. 14/204,102 · Granted Jan 17, 2017

Monomers and polymers derived from natural phenols

Inventors: Bret Ja Chisholm (West Fargo, ND); Samim Alam (Tarrytown, NY); Satyabrata Samanta (Fargo, ND)
Assignee: NDSU Research Foundation
C07C43/215C07C67/24C07C69/007C08F14/14C08F16/32C08F24/00C08F216/125
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Quick Facts
Patent No.
US 9,546,122
App. No.
14/204,102
Granted
Jan 17, 2017
Kind
B2
Abstract

Monomers, polymers and copolymers are provided that incorporate at least one naturally occurring phenolic compound, such as a plant phenol.

Claims (6)

1. A monovinyl ether monomer having the structure:

where R 1 , R 2 , and R 3 are each independently H or alkyl; R 4 is either —O—R 10 — or absent; R 10 is divalent organic group; and —OR is a substituted phenolate group comprising a deprotonated alcohol selected from the group consisting of p-coumaryl alcohol, coniferyl alcohol, sinapyl alcohol, 4-vinylguaiacol, 4-propenylsyringol, vanillin, vanillic acid, acetoguaiacone, coniferaldehyde and sinapaldehyde.

2. The monomer of claim 1 , wherein R is a mono-, di-, tri-, tetra-, or penta-substituted phenyl group.

3. The monomer of claim 1 wherein at least one substituent of the phenyl group contains at least one reactive functional group.

4. The monomer of claim 3 wherein the reactive functional group comprises a primary, secondary or tertiary alcohol; an aldehyde; a double bond; a triple bond; a primary, secondary, tertiary or quaternary amine; an ester; a ketone; an epoxide; a carboxylic acid; or any combination thereof.

5. The monomer of claim 3 wherein the reactive functional group comprises an epoxide group, an acrylate-functional group, an alcohol group, or any combination thereof.

Assignments (5)
CONFIRMATORY LICENSE Recorded Jan 20, 2016
From: NORTH DAKOTA STATE UNIVERSITY
To: NAVY, SECRETARY OF THE UNITED STATES OF AMERICA
Reel/Frame 037567/0341 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2015
From: SAMANTA, SATYABRATA
To: NORTH DAKOTA STATE UNIVERSITY
Reel/Frame 036922/0921 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2015
From: NORTH DAKOTA STATE UNIVERSITY
To: NDSU RESEARCH FOUNDATION
Reel/Frame 036922/0943 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 29, 2014
From: CHISHOLM, BRET JA; ALAM, SAMIM; SIBI, MUKUND; SERMADURAI, SELVAKUMAR
To: NORTH DAKOTA STATE UNIVERSITY
Reel/Frame 032987/0164 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 29, 2014
From: NORTH DAKOTA STATE UNIVERSITY
To: NDSU RESEARCH FOUNDATION
Reel/Frame 032987/0196 →
Continuity (2)
Provisional Application 61776362 · Mar 11, 2013
Related Publication 20140296444A1 · Oct 2, 2014