IP Library Granted Patent US 10,822,467
Granted Patent B2
US 10,822,467 · App. 15/964,824 · Granted Nov 3, 2020

Dynamic networks for recycling thermoset polymers

Inventors: Liang Yue (Cleveland, OH); Vahab Solouki Bonab (Cleveland, OH); Ammar Patel (Cleveland, OH); Dian Yuan (Cleveland, OH); Vahid Karimkhani (Chapel Hill, NC); Ica Manas-Zloczower (Pepper Pike, OH)
Assignee: CASE WESTERN RESERVE UNIVERSITY
C08J11/04B01J31/122C08J3/203C08J3/2053C08J11/16C08K3/041C08J2300/24C08J2363/02C08J2375/06
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Quick Facts
Patent No.
US 10,822,467
App. No.
15/964,824
Filed
Apr 27, 2018
Granted
Nov 3, 2020
Kind
B2
Art Unit
1765
USPC
521/49
Abstract

Methods for recycling thermoset polymers, particularly by changing them into dynamic networks with the use of an appropriate catalyst solution which transforms the thermoset polymer into a vitrimer-like composition. The methods include the step of swelling a crosslinked thermoset polymer in a solution including a catalyst, whereby the catalyst diffuses into the thermoset polymer, in particular into the thermoset network. Upon removal of the liquid portion of the solution, such as solvent, the catalyst facilitates the occurrence of exchange reactions at elevated temperatures, rendering the system a dynamic network. The vitrimerized composition having the thermoset polymer and catalyst is recyclable and processable and thus suitable for many end uses.

Claims (14)

1. A method for producing a recyclable thermoset composition, comprising the steps of:

obtaining a crosslinked polymer;

dissolving a catalyst in a liquid to form a solution;

contacting the crosslinked polymer with the solution such that: (i) the crosslinked polymer swells without dissolving and (ii) the catalyst becomes infused in at least a portion of the crosslinked polymer; and

removing the liquid from the crosslinked polymer and solution.

2. The method according to claim 1 , wherein the crosslinked polymer comprises one or more of polyurethane and epoxy.

3. The method according to claim 2 , wherein the catalyst comprises tin(II) 2-ethylhexanoate or zinc acetylacetonate.

4. The method according to claim 3 , wherein the polyurethane is derived from a composition comprising polycaprolactone triol and 1,4-phenylene diisocyanate, and wherein the epoxy network is derived from diglycidyl ether of Bisphenol-A and a fatty acid.

5. The method according to claim 1 , wherein the contacting step comprises placing the crosslinked polymer in the solution.

6. The method according to claim 3 , wherein removing the liquid from the crosslinked polymer and solution comprises placing the crosslinked polymer in a vacuum oven at 80° C. for at least 12 hours.

7. The method according to claim 1 , further including the step of incorporating nanoparticles into a composition comprising the crosslinked polymer after the liquid is removed from the crosslinked polymer and solution.

8. The method according to claim 7 , wherein the nanoparticles are present in an amount from about 1 to about 30 parts by weight based on the total weight of the composition.

9. The method according to claim 8 , wherein the nanoparticles comprise carbon nanotubes.

10. The method according to claim 1 , wherein at least 10 wt. % of the solution consists of the catalyst.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 27, 2018
From: YUE, LIANG; BONAB, VAHAB SOLOUKI; KARIMKHANI, VAHID; YUAN, DIAN; PATEL, AMMAR; MANAS-ZLOCZOWER, ICA
To: CASE WESTERN RESERVE UNIVERSITY
Reel/Frame 045656/0934 →
Continuity (3)
Provisional Application 62633408 · Feb 21, 2018
Provisional Application 62491489 · Apr 28, 2017
Related Publication 20180312657A1 · Nov 1, 2018
Cited By (3)
US 12,325,153 US 12,617,920 US 12,617,926