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US 12,753,259 B2Granted
Narrow band gap conjugated polymers employing cross-conjugated donors useful in electronic devices
AssigneesThe University of Southern Mississippi, The Regents of the University of California
InventorsJason D. Azoulay, Benjamin A. Zhang, Yi Liu
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Abstract
The invention provides for new polymer compounds and methods for the preparation of modular narrow band gap conjugated compounds and polymers that incorporate exocyclic cross-conjugated donors or substituents, as well as novel monomer components of such polymers and the resulting products which comprise materials and useful electronic devices with novel functionality.
Claims15
A narrow band gap conjugated polymer prepared by copolymerizing at least one first donor monomer or oligomer having the formula:
- wherein G is a leaving group suitable for a cross-coupling polymerization reaction,
- FG is selected from the group consisting of unsubstituted C0-C36 hydrocarbyl, substituted C1-C36 hydrocarbyl, unsubstituted C6-C20 aryl, substituted C6-C20 aryl, unsubstituted C3-C20 heteroaryl, substituted C3-C20 heteroaryl, C6-C20 arylene substituted with a C1-C36 hydrocarbyl, F, Cl, Br, I, CN, —R2, SR2—OH, —OR2, —COOH, —COOR2, —NH2, —NHR2, or NR2R3, where R2 and R3 are independently selected from a C1-C24 hydrocarbyl group;
- FG′ is selected from the group consisting of unsubstituted C6-C20 aryl, substituted C6-C20 aryl, unsubstituted C3-C20 heteroaryl, substituted C3-C20 heteroaryl, unsubstituted hydrocarbyl, and substituted hydrocarbyl;
- and
- when FG′ is the unsubstituted hydrocarbyl or the substituted hydrocarbyl, FG cannot be C0-hydrocarbyl;
- m is an integer of at least 1;
- Y is selected from the group consisting of S, BR3, PR3, Se, Te, NH, or Si, wherein R3 is a C1-C24 hydrocarbyl group;
- with at least one acceptor second monomer selected from a)-b) that provide a structural unit in the copolymer:
- a) substituted and unsubstituted monomers derived from the group consisting of thiadiazoloquinoxaline, quinoxaline, thienothiadiazole, thienopyridine, thienopyrazine, pyrazinoquinoxaline, benzothiadiazole, bis-benzothiadiazole, benzobisthiadiazole, thiazole, thiadiazolothienopyrazine, thiadiazoloquinoxaline and diketopyrrolopyrrole, and
- b) monomers selected from the group consisting of:
- and;
- wherein the conjugated polymer has a band gap of 0.1 to 1.2 eV.
9 more elements
Dependencies are inferred from the claim text.