Hardmask composition, hardmask layer, and method of forming patterns
US-2024377746-A1 · Nov 14, 2024 · US
US9761820B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9761820-B2 |
| Application number | US-201314375897-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jan 31, 2013 |
| Priority date | Jan 31, 2012 |
| Publication date | Sep 12, 2017 |
| Grant date | Sep 12, 2017 |
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A polymer comprising an optionally substituted repeat unit of formula (I): wherein R 1 and R 2 in each occurrence are independently selected from H or a substituent; R 1 and R 2 may be linked to form a ring; and A is an optionally substituted linear, branched or cyclic alkyl group.
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The invention claimed is: 1. A polymer comprising a substituted or unsubstituted repeat unit of formula (I): wherein R 1 and R 2 in each occurrence are independently selected from H or a substituent; R 1 and R 2 may be linked to form a ring; and A is a substituted or unsubstituted linear, branched or cyclic alkyl group. 2. The polymer according to claim 1 wherein R 1 and R 2 are independently selected from the group consisting of hydrogen; substituted or unsubstituted aryl or heteroaryl groups; a linear or branched chain of substituted or unsubstituted aryl or heteroaryl groups; and substituted or unsubstituted alkyl wherein one or more non-adjacent C atoms of the alkyl group may be replaced with O, S, substituted N, C═O and —COO—. 3. The polymer according to claim 1 wherein R 1 and R 2 are not linked. 4. The polymer according to claim 1 wherein R 1 and R 2 are linked to form a repeat unit of formula (II): 5. The polymer according to claim 1 wherein the repeat unit of formula (I) has formula (III): 6. The polymer according to claim 1 wherein the polymer comprises repeat units of formula (I) and one or more further repeat units comprising substituted or unsubstituted fluorene repeat units other than repeat units of formula (I). 7. The polymer according to claim 6 wherein the polymer comprises substituted or unsubstituted repeat units of formula (IV): wherein Ar 1 and Ar 2 in each occurrence are independently selected from substituted or unsubstituted aryl or heteroaryl groups, n is greater than or equal to 1, R is H or a substituent, x and y are each independently 1, 2 or 3, and any of Ar 1 , Ar 2 and R may be linked by a direct bond or a divalent linking group. 8. The polymer according to claim 1 wherein A is a branched alkyl. 9. A substituted or unsubstituted monomer of formula (V): wherein X is a polymerisable group, and wherein R 1 and R 2 in each occurrence are independently selected from H or a substituent; R 1 and R 2 may be linked to form a ring; R 1 and R 2 are not linked; R 1 and R 2 are independently selected from the group consisting of hydrogen, substituted or unsubstituted aryl or heteroaryl groups a linear or branched chain of substituted or unsubstituted aryl or heteroaryl groups, and substituted or unsubstituted alkyl wherein one or more non-adjacent C atoms of the alkyl group may be replaced with O, S, substituted N, C═O and —COO—; or R 1 and R 2 are linked to form a repeat unit of formula (II): 10. The monomer according to claim 9 wherein X is a leaving group capable of participating in a metal-mediated cross-coupling reaction. 11. The monomer according to claim 10 wherein X is selected from the group consisting of chlorine, bromine, iodine, sulfonic acid or ester, and boronic acid or ester. 12. A method of forming a polymer according to claim 1 comprising the step of polymerizing a substituted or unsubstituted monomer of formula (V): wherein X is a polymerisable group, and wherein R 1 and R 2 in each occurrence are independently selected from H or a substituent; R 1 and R 2 may be linked to form a ring; R 1 and R 2 are not linked; R 1 and R 2 are independently selected from the group consisting of hydrogen, substituted or unsubstituted aryl or heteroaryl groups a linear or branched chain of substituted or unsubstituted aryl or heteroaryl groups, and substituted or unsubstituted alkyl wherein one or more non-adjacent C atoms of the alkyl group may be replaced with O, S, substituted N, C═O and —COO—; or R 1 and R 2 are linked to form a repeat unit of formula (II): 13. The method according to claim 12 wherein the polymerization is performed in the presence of a nickel catalyst or in the presence of a palladium catalyst and a base. 14. An organic electronic device comprising at least one layer comprising a polymer according to claim 1 . 15. The organic electronic device according to claim 14 wherein the device is an organic light-emitting device comprising an anode, a cathode and a light-emitting layer between the anode and the cathode. 16. The organic electronic device according to claim 15 wherein the at least one layer comprising a polymer is the light-emitting layer or is a hole transporting layer between the anode and the light-emitting layer. 17. The organic electronic device according to claim 16 wherein the polymer is a light-emitting polymer of the light-emitting layer. 18. The organic electronic device according to claim 16 wherein the light-emitting layer comprises one or more light-emitting materials and a polymer, wherein the polymer is a triplet-accepting polymer. 19. A method of forming an organic electronic device according to claim 14 comprising the step of depositing the at least one layer comprising a polymer. 20. The method according to claim 19 wherein the at least one layer is formed by depositing a solution comprising the polymer and at least one solvent, and evaporating the solvent.
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