Bioderived biphenyl-containing compounds and their conversion to polymers and macromonomers

Patent metadata

Field	Value
Publication number	US-11174343-B2
Application number	US-202016791873-A
Country	US
Kind code	B2
Filing date	Feb 14, 2020
Priority date	Feb 14, 2019
Publication date	Nov 16, 2021
Grant date	Nov 16, 2021

Abstract

The present disclosure relates to a composition that includeswhere A includes at least one of a carbon-carbon bond or a bridging group, R includes between 0 and 4 of a first hydrocarbon, and n is between 2 and 3,000. In some embodiments of the present disclosure, the bridging group may include a linear hydrocarbon chain and/or a branched hydrocarbon chain. In some embodiments of the present disclosure, the bridging group may include between 1 and 10 carbon atoms.

First claim

What is claimed is:

1. A composition comprising:

wherein:
A comprises at least one of a carbon-carbon bond or a bridging group,
R comprises between 0 and 4 of a first hydrocarbon,
the first hydrocarbon comprises a linear hydrocarbon chain or a branched hydrocarbon chain, and
n is between 2 and 3,000.

2. The composition of claim 1 , wherein the bridging group comprises a linear hydrocarbon chain or a branched hydrocarbon chain.

3. The composition of claim 2 , wherein the bridging group comprises between 1 and 10 carbon atoms.

4. The composition of claim 1 , wherein the bridging group is saturated.

5. The composition of claim 1 , wherein the bridging group is unsaturated.

6. The composition of claim 1 , wherein the bridging group further comprises at least one of an oxygen atom, a sulfur atom, a nitrogen atom, or a phosphorus atom.

7. The composition of claim 1 , wherein the bridging group further comprises at least one of an alcohol, a carboxylic acid, a methoxy group, an ether, or a furan.

8. The composition of claim 1 , wherein R comprises between 1 and 10 carbon atoms.

9. The composition of claim 1 , wherein R is saturated.

10. The composition of claim 1 , wherein R is unsaturated.

11. The composition of claim 1 , wherein R further comprises at least one of an oxygen atom, a sulfur atom, a nitrogen atom, or a phosphorus atom.

12. The composition of claim 1 , wherein R further comprises at least one of an alcohol, a carboxylic acid, a methoxy group, an ether, an aromatic, or a furan.

13. The composition of claim 1 , wherein A and R are derived from a biphenyl diol.

14. The composition of claim 13 , wherein the biphenyl diol is bioderived.

15. A composition comprising:

wherein:
A comprises at least one of a carbon-carbon bond or a bridging group,
R comprises between 0 and 4 of a first hydrocarbon,
the first hydrocarbon comprises a linear hydrocarbon chain or a branched hydrocarbon chain,
R 1 comprises a second hydrocarbon,
R 2 comprises a third hydrocarbon,
n is between 2 and 3,000, and
m is between 2 and 3,000.

16. A composition comprising:

wherein:
A comprises at least one of a carbon-carbon bond or a bridging group,
R comprises between 0 and 4 of a first hydrocarbon,
the first hydrocarbon comprises a linear hydrocarbon chain or a branched hydrocarbon chain,
R 5 comprises a second hydrocarbon,
R 6 comprises a third hydrocarbon,
n is between 2 and 2,000, and
m is between 2 and 2,000.

17. A composition comprising:

wherein:
A comprises at least one of a carbon-carbon bond or a bridging group,
R comprises between 0 and 4 of a first hydrocarbon,
the first hydrocarbon comprises a linear hydrocarbon chain or a branched hydrocarbon chain, and
n is between 2 and 3,000.

18. A method comprising:
a first reacting of

with

to produce a first product having a first structure comprising

wherein:
A comprises at least one of a carbon-carbon bond or a bridging group,
R comprises between 0 and 4 of a first hydrocarbon,
the first hydrocarbon comprises a linear hydrocarbon chain or a branched hydrocarbon chain, and
R 5 comprises a second hydrocarbon.

19. The method of claim 18 , further comprising:
a second reacting of the first product and

to produce a second product having a second structure comprising

wherein R 6 comprises a third hydrocarbon.

Assignees

• Alliance Sustainable Energy

Inventors

• RORRER Nicholas
• Beckham Gregg Tyler
• Hoyt Caroline Bradshaw
• Anderson Jared Jon

Classifications

• C08G64/045

  containing aliphatic unsaturation · CPC title

• C08G64/083

  containing phosphorus · CPC title

• C07C69/017

  Esters of hydroxy compounds having the esterified hydroxy group bound to a carbon atom of a six-membered aromatic ring · CPC title

• C08G64/081

  containing sulfur · CPC title

• C08G64/12

  containing nitrogen · CPC title