Plastic waste-derived polymers and resins and methods of making the same
The present disclosure relates to a resin that includes a first repeat unit as defined by Structure (I) where A is either a methyl group or a hydrogen atom, R 1 is a first bridging group, and is a covalent bond.
1. A resin comprising:
a first repeat unit as defined by Structure (I),
wherein:
A is selected from the group consisting of a methyl group and a hydrogen atom,
R 1 comprises a first bridging group,
and
is a covalent bond.
2. The resin of claim 1 , wherein:
R 1 comprises at least one of
and
R 2 comprises a second bridging group.
3. The resin of claim 2 , wherein:
R 2 comprises at least one of
4. The resin of claim 2 , wherein:
R 1 is
5. The resin of claim 1 , further comprising a second repeat unit as defined by Structure (II),
6. The resin of claim 1 , comprising a tensile strength between about 20 MPa and about 100 MPa.
7. The resin of claim 1 , comprising a modulus between about 0.5 GPa and about 3.0 GPa.
8. The resin of claim 1 , comprising an elongation at break between about 0.1% and about 100%.
9. The resin of claim 1 , comprising a glass transition temperature between about 0° C. and about 250° C.
10. A method comprising:
reacting a first functionalized intermediate with a second functionalized intermediate to form a resin, wherein:
the first functionalized intermediate comprises
the second functionalized intermediate comprises
the resin comprises a first repeat unit as defined by Structure (I),
the resin further comprises a second repeat unit as defined by Structure (II),
A is selected from the group consisting of a methyl group and a hydrogen atom,
R 1 comprises a first bridging group,
is a covalent bond.
11. The method of claim 10 , further comprising:
prior to the reacting, in a first mixture comprising a deconstruction product and a reactant comprising an acrylate group or a methacrylate group, functionalizing the deconstruction product, wherein:
the deconstruction product comprises
and
the functionalizing produces the first functionalized intermediate and the second functionalized intermediate.
12. The method of claim 10 , wherein:
the reacting is performed using a second mixture of the first functionalized intermediate and the second functionalized intermediate, and
the first functionalized intermediate and the second functionalized intermediate are at a molar ratio between about 1:2 and about 1:1.
13. The method of claim 12 , wherein the second mixture has a viscosity between about 800 cP and 1200 cP at when measured at a temperature of about 25° C.
14. The method of claim 10 , wherein the reacting is performed at a temperature between 20° C. and 150° C.
15. The method of claim 10 , wherein the reacting is photoinitiated at a wavelength between 254 nm and 500 nm.
16. The method of claim 10 , wherein the reacting is photoinitiated using at least one of diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate (TPO-L), or phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (BAPO).
17. The method of claim 11 , further comprising:
prior to the functionalizing, deconstructing a plastic, wherein:
the deconstructing results in the forming of the deconstruction product.
18. The method of claim 17 , wherein the plastic comprises at least one of polyethylene terephthalate, glycol modified polyethylene terephthalate, polybutylene terephthalate, polytrimethylene terephthalate, polyethylene naphthalate, or polyethylene 2,5-furandicarboxylate.