Poly(dioxythiophene)/poly(acrylamidoalkylsulfonic acid) complexes
AssigneeE. I. Du Pont de Nemours and Company
InventorChe-Hsiung Hsu
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Abstract
The present invention is directed to poly(dioxythiophene)/poly(acrylamidoalkylsulfonic acid) complexes and the oxidative polymerization process for making them. Aqueous dispersions of these poly(dioxythiophene)/poly(acrylamidoalkylsulfonic acid) complexes are useful for forming transparent electrically conductive organic layers comprised of such complexes.
Claims15
A process for the oxidative polymerization of dioxythiophene monomer having formula I
- 5
- wherein
- R1 and R2 are independently selected from H or a C1-C6 alkyl or together form an optionally substituted C1-C6 alkylene radical, said process comprising carrying out the polymerization in water in the presence of a poly(acrylamidoalkylsulfonic acid) comprising a repeating unit having Formula II
- 6
- wherein
- R3 and R4 are independently selected from H, a C1-C6 alkyl or phenyl, R5 is a single bond or a C1-C6 alkylene, and R6 is a C1-C12 alkylene, to produce a poly(dioxythiophene)/poly(acrylamidoalkylsulfonic acid) complex comprising said poly(acrylamidoalkylsulfonic acid) and a poly(dioxythiophene) comprising a repeating unit having Formula III
- 7
- wherein
- R1 and R2 are as in said monomer of Formula I.
An electronic device comprising, in the order listed, an anode, an organic buffer layer, at least one active organic layer and a cathode, wherein the organic buffer layer is comprised of a poly(dioxythiophene)/poly(acrylamidoalkylsulfonic acid) complex, and the poly(dioxythiophene) is comprised of a repeating unit having Formula III
- 9
- wherein
- R1 and R2 are independently selected from H or a C1-C6 alkyl or together form an optionally substituted C1-C6 alkylene radical, and the poly(acrylamidoalkylsulfonic acid) is comprised of a repeating unit having Formula II
- 10
- wherein
- R3 and R4 are independently selected from H, a C1-C6 alkyl or phenyl, R5 is a single bond or a C1-C6 alkylene, and R6 is a C1-C12 alkylene.
An electronic device containing an electrically conducting organic layer, wherein said organic layer is comprised of a poly(dioxythiophene)/poly(acrylamidoalkylsulfonic acid) complex, and the poly(dioxythiophene) is comprised of a repeating unit having Formula III
- 12
- wherein
- R1 and R2 are independently selected from H or a C1-C6 alkyl or together form an optionally substituted C1-C6 alkylene radical, and the poly(acrylamidoalkylsulfonic acid) is comprised of a repeating unit having Formula II
- 13
- wherein
- R3 and R4 are independently selected from H, a C1-C6 alkyl or phenyl, R5 is a single bond or a C1-C6 alkylene, and R6 is a C1-C12 alkylene.
Dependencies are inferred from the claim text.