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US 9,543,529 B2Granted
Compounds containing electron rich and electron deficient regions and their use in organic electronic applications
AssigneeSabic Global Technologies B.V.
InventorsS. M. Ibrahim Al-Rafia, Tate C. Hauger, Jillian M. Buriak, Amit K. Tevtia, Ahmed I. Abdelrahman
Life of this patent
Estimating the term…
Abstract
Disclosed are semiconducting or conducting organic small molecules, oligomers, and polymers that are based on a donor-acceptor strategy featuring heavy group 16 elements (Se and Te) at the core of acceptor unit(s). The small molecules, oligomers, and polymers can have the following generic structure and can be used in areas such as organic electronic materials and devices:
Claims20
A compound having the following structure:
- wherein:
- E is C or Ge;
- R1 and R2 are each independently a linear, branched or cyclic aliphatic, aryl or heteroaryl group of up to 20 carbon atoms;
- R3 is
- R4 is
- wherein R10 is
- R5, R6, R7, R8, R9, R11, R12, R13, R14, and R15 are each independently H, a linear, branched or cyclic aliphatic, aryl or heteroaryl group of up to 20 carbon atoms, with the proviso that both of R5 and R6 are not H, both of R7 and R8 are not H, both of R11 and R12 are not H, and both of R14 and R15 are not H;
- M1 and M2 are each individually Se or Te;
- L1 and L2 are each individually a coordination ligand bound to M1 and M2, respectively, through a coordination bond, with q being an integer from 1 to 4;
- and
- Y1, Y2, Y3, and Y4 are each independently H, F, NO2, CN, N(R16)2, OR17, CF3, or C6HzX6-z, or Y1 and Y2 or Y3 and Y4 are each N and are connected by a metal bridge atom to form, together with the carbon atoms to which they are attached, a 5 member ring system, wherein
- R16 and R17 are each independently a linear, branched or cyclic aliphatic, aryl or heteroaryl group of up to 20 carbon atoms,
- X is F, Cl or Br, and
- z is an integer from 0 to 6;
- n and m are each integers from 1 to 5;
- and
- o is an integer from 0 to 5, with the proviso that when o is 0, then R4 is either R3 or an aromatic, hetero-aromatic, or alkyl functional group.
14 more elements
A compound having the following structure:
- wherein:
- E is C, Si, or Ge;
- R1 and R2 are each independently a linear, branched or cyclic aliphatic, aryl or heteroaryl group of up to 20 carbon atoms;
- R3 is
- R4 is
- wherein R10 is
- R5, R6, R7, R8, R9, R11, R12, R13, R14, and R15 are each independently H, a linear, branched or cyclic aliphatic, aryl or heteroaryl group of up to 20 carbon atoms, with the proviso that both of R5 and R6 are not H, both of R7 and R8 are not H, both of R11 and R12 are not H, and both of R14 and R15 are not H;
- M1 and M2 are Te;
- L1 and L2 are each individually a coordination ligand bound to M1 and M2, respectively, through a coordination bond, with q being an integer from 0 to 4;
- Y1 and Y2 or Y3 and Y4 are each N and are connected by a metal bridge atom to form, together with the carbon atoms to which they are attached, a 5 member ring system;
- n and m are each integers from 1 to 5;
- and
- o is an integer from 0 to 5, with the proviso that when o is 0, then R4 is either R3 or an aromatic, hetero-aromatic, or alkyl functional group.
10 more elements
Dependencies are inferred from the claim text.