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US 2025/0154335 A1Published application
Crosslinkable ester and urethane resins
AssigneeThe Board of Regents of the University of Alabama
InventorsJason Edward Bara, Mousumi Rani Bepari
Life of this patent
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Abstract
Disclosed herein are crosslinkable ester and urethane resins and methods of making the same. Also disclosed are methods of recycling plastic waste by converting them to crosslinkable ester and urethane resins.
Claims20
A compound of Formula I:
- wherein:
- Rc is C1-16 aliphatic group;
- each of Y1 and Y2 is independently selected at each occurrence from null, NH, O, and S;
- each of Q1 and Q2 is independently selected at each occurrence from Formula IIa and Formula IIb:
- wherein
- R1 is selected from R1a and C(O)R1a,
- R2 is selected from R2a and C(O)R1a,
- R1a is selected from H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, aryl, heterocyclyl, and heteroaryl;
- wherein R1a may be substituted one or more times by F, Cl, Br, I, OH, SH, C(═O)OxR1b, aryl, heteroaryl, N3, or N(R1b)2, wherein x is 0 or 1, R1b is independently selected from H, C1-4 alkyl, and C2-4 alkenyl;
- R2a is selected from H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, aryl, heterocyclyl, and heteroaryl;
- wherein R2a may be substituted one or more times by F, Cl, Br, I, OH, SH, C(═O)OyR2b, aryl, heteroaryl, N3, or N(R2b)2, wherein y is 0 or 1, R2b is independently selected from H, C1-4 alkyl, and C2-4 alkenyl;
- wherein, for at least one of Q1 and Q2, at least one of R1 and R2 can participate in a polymerization reaction.
9 more elements
A method of recycling a polymer into a resin/prepolymer comprising contacting a polymer with a compound of Formula IIIa, Formula IIIb, or a combination thereof:
- wherein
- R3 is selected from R3a and C(O)R3a,
- R4 is selected from R4a and C(O)R4a,
- R3a is selected from H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, aryl, heterocyclyl, and heteroaryl;
- wherein R3a may be substituted one or more times by F, Cl, Br, I, OH, SH, C(═O)OxR3b, aryl, heteroaryl, N3, or N(R3b)2, wherein x is 0 or 1, R3b is independently selected from H, C1-4 alkyl, and C2-4 alkenyl;
- R4a is selected from H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, aryl, heterocyclyl, and heteroaryl;
- wherein R4a may be substituted one or more times by F, Cl, Br, I, OH, SH, C(═O)OyR4b, aryl, heteroaryl, N3, or N(R4b)2, wherein y is 0 or 1, R4b is independently selected from H, C1-4 alkyl, and C2-4 alkenyl;
- and
- wherein at least one of R3 or R4 can participate in a polymerization reaction.
6 more elements
A method of recycling a polymer into a resin/prepolymer comprising a) contacting a polymer with a compound of Formula IV:
- and b) contacting a product of the polymer and the compound of Formula IV with a compound of Formula V:
- L—R4 Formula V
- wherein
- R3 is selected from R3a and C(O)R3a,
- R4 is selected from R4a and C(O)R4a,
- L is a leaving group,
- R3a is selected from H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, aryl, heterocyclyl, and heteroaryl;
- wherein R3a may be substituted one or more times by F, Cl, Br, I, OH, SH, C(═O)OxR3b, aryl, heteroaryl, N3, or N(R3b)2, wherein x is 0 or 1, R3b is independently selected from H, C1-4 alkyl, and C2-4 alkenyl;
- R4a is selected from C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, aryl, heterocyclyl, and heteroaryl;
- wherein R4a may be substituted one or more times by F, Cl, Br, I, OH, SH, C(═O)OyR4b, aryl, heteroaryl, N3, or N(R4b)2, wherein y is 0 or 1, R4b is independently selected from H, C1-4 alkyl, and C2-4 alkenyl;
- and
- wherein R4 can participate in a polymerization reaction.
9 more elements
Dependencies are inferred from the claim text.