IP Library Granted Patent US 10,040,777
Granted Patent B2
US 10,040,777 · App. 14/316,527 · Granted Aug 7, 2018

Polymers, co-polymers, and monomers using CO

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Quick Facts
Patent No.
US 10,040,777
App. No.
14/316,527
Granted
Aug 7, 2018
Kind
B2
Abstract

Polymers, co-polymers, and monomers using CO 2 as a reagent and methods of production thereof are described. Polymerization methods include converting CO 2 into a polymerizable monomer by exciting the CO 2 with a light source. Such polymers and co-polymers can comprise two or more consecutive repeating units of Formula I:

Claims (24)

1. A co-polymer comprising two or more consecutive repeating units of Formula I:

and a second polymerized monomer derived from a second polymerizable monomer selected from one or more of substituted diol or unsubstituted diol;

wherein the co-polymer is a block co-polymer, random co-polymer, or alternating co-polymer.

2. The co-polymer of claim 1 , wherein the second polymerizable monomer is one or more of 4,4′-(propane-2,2-diyl)diphenol; 1,4-hydroquinone; 4,4′-dihydroxybiphenyl; 1,5-dihydroxynaphthalene; 9,10-dihydroxyanthracene; 4,4′-(methane-2,2-diyl)diphenol; 4,4′-(ethane-2,2-diyl)diphenol; and isomers thereof.

3. A method of preparing a polymer or a co-polymer comprising two or more consecutive repeating units of Formula I:

the method comprising converting carbon dioxide into a polymerizable monomer by exciting the carbon dioxide with a light source;

wherein the light source has a wavelength of about 5 nm to about 400 nm.

4. The method of claim 3 , wherein the carbon dioxide is excited in the presence of a second polymerizable monomer.

5. The method of claim 3 , wherein the carbon dioxide is excited in the presence of a terminating agent.

6. The method of claim 5 , wherein the terminating agent is one or more of 2-propanol; 2-butanol; 2-pentanol; 2-hexanol; 3-hexanol; 1,3-butanediol; 2,3-butanediol; 3-methyl-2-butanol; cyclohexanol; cyclopentanol; 4-hydroxyphenylmethylcarbinol; 3-methyl-4-hydroxyphenylmethylcarbinol; 4-acetoxyphenylmethylcarbinol; 1,2-propanediol; 3-hydroxytetrahydrofuran; 4-hydroxy-2-oxopentanoic acid; 3,3-dimethyl-2-butanol; and endo-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol.

7. The method of claim 3 , wherein the polymer or co-polymer is a cyclic polymer or cyclic co-polymer.

8. The method of claim 4 , wherein the second polymerizable monomer is one or more of a substituted alkyl diol, unsubstituted alkyl diol, cycloalkyl diol, aromatic diol, and biphenyl diol.

9. The method of claim 4 , wherein the second polymerizable monomer is one or more of 4,4′-(propane-2,2-diyl)diphenol; 1,4-hydroquinone; 4,4′-dihydroxybiphenyl; 1,5-dihydroxynaphthalene; 9,10-dihydroxyanthracene; 4,4′-(methane-2,2-diyl)diphenol; 4,4′(ethane-2,2-diyl)diphenol; and isomers thereof.

10. The method of claim 3 , wherein the light source is a laser, an ultra-violet laser, or a vacuum ultra-violet laser.

11. The method claim 3 , wherein the carbon dioxide is a liquid.

12. The method of claim 3 , wherein the converting step is performed at a pressure of about 100 KPa to about 10,000 KPa.

13. A method of preparing a first polymerizable monomer, the method comprising converting carbon dioxide to an excited reactive state with a light source in the presence of one or more substituted olefin, unsubstituted olefin, heterocycle, cyclopropane, or cyclobutane;

wherein the light source has a wavelength of about 5 nm to about 400 nm.

14. The method of claim 13 , wherein the heterocycle is one or more of a substituted cyclic ether, unsubstituted cyclic ether, cyclic amine, lactone, lactam, cyclic anhydride, and cyclic imide.

15. The method of claim 13 , wherein the heterocycle is one or more of a substituted epoxide, unsubstituted epoxide, aziridine, oxetane, azetidine, tetrahydrofuran, pyrrolidine, butyrolactone, butyrolactam, succinic anhydride, and succinimide.

16. The method of claim 13 , wherein the light source is a laser, an ultra-violet laser, or a vacuum ultra-violet laser.

17. The method of claim 13 , wherein the carbon dioxide is a liquid.

18. The method of claim 13 , wherein the converting step is performed at a pressure of about 100 KPa to about 10,000 KPa.

19. A composition comprising the co-polymer of claim 1 .

Assignments (4)
RELEASE OF SECURITY INTEREST IN PATENTS, RECORDED ON JANUARY 29, 2019 AT REEL 048373 FRAME 0217 Recorded Sep 22, 2025
From: CRESTLINE DIRECT FINANCE, L.P., AS COLLATERAL AGENT
To: EMPIRE TECHNOLOGY DEVELOPMENT LLC
Reel/Frame 072936/0464 →
SECURITY INTEREST Recorded Jan 29, 2019
From: EMPIRE TECHNOLOGY DEVELOPMENT LLC
To: CRESTLINE DIRECT FINANCE, L.P.
Reel/Frame 048373/0217 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2014
From: ROUNDHILL, DAVID MAX
To: EPIMED LLC
Reel/Frame 033199/0530 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2014
From: EPIMED LLC
To: EMPIRE TECHNOLOGY DEVELOPMENT LLC
Reel/Frame 033251/0762 →