Use of zwitterionic molecules for forming a hole or electron transport layer
AssigneesCentre National De La Recherche Scientifique, Universite De Strasbourg, University of Nebraska-Lincoln
InventorsBernard Doudin, Pierre Braunstein, Lucie Routaboul, Guillaume Dalmas, Zhengzheng Zhang, Peter Dowben
Life of this patent
Estimating the term…
Abstract
The invention relates to the use of zwitterionic molecules for forming a hole or electron transport layer. The preferred zwitterionic molecules of the invention are derivatives of p-benzoquinonemonoimines. The invention is useful in the field of electronic devices in particular.
Claims25
A process for forming a hole or electron transport layer comprising a step of depositing on a surface of a substrate at least one monoimine derivatives of following formula I:
- in which R represents:
- H,
- a linear or branched C1 to C20 alkyl radical which can be substituted by one or more radicals selected from the group consisting of hydroxyl, amino, C1 to C12 aminoalkyl, C1 to C12 alkoxy, pyridine, phosphine, thioether, thiol, C1 to C12 alkene, C1 to C12 alkyne and halogen radicals,
- a benzyl radical which can be substituted by one or more radicals selected from the group consisting of hydroxyl, amino, C1 to C12 aminoalkyl, C1 to C12 alkoxy and halogen radicals.
A process for the manufacture of a substrate having hole or electron transport properties, characterized in that it comprises the bonding, to at least one surface made of a conducting material of a support, of at least one p-benzoquinone imine derivative of following formula I:
- in which R represents:
- H,
- a linear or branched C1 to C20 alkyl radical which can be substituted by one or more radicals chosen from hydroxyl, amino, C1 to C12 aminoalkyl, C1 to C12 alkoxy, pyridine, phosphine, thioether, thiol, C1 to C12 alkene, C1 to C12 alkyne and halogen radicals,
- a benzyl radical which can be substituted by one or more radicals chosen from hydroxyl, amino, C1 to C12 aminoalkyl, C1 to C12 alkoxy and halogen radicals.
A substrate having hole or electron transport properties, characterized in that it comprises a support, at least one surface of which is made of a material chosen from Al, Au, AuCu3, ITO, TiAu, AlAu, graphene, LaB6, GdB6, Ni, Co, Fe, Pd, Pt, and the alloys of these different materials, and in that a layer of at least one type of molecule of following formula I-1:
- in which:
- n=0 or 1, and
- R1 and R2 are chosen from the following pairs:
- R1 is:
- in which case R2 is H and n=0,
- R1 is —C4H9, in which case:
- either R2 is H and n=1, in which case R3 is M,
- or R2 is M and n=0,
- R1 is —CH2—C6H5-M, in which case R2 is H and n=0,
- R1 is —CH2—C6H5, in which case:
- either R2 is H and n=1, in which case R3 is M,
- or R2 is M and n=0,
- in which M denotes an atom or a molecule of the material of which said surface of the support is composed,
- is bonded to said surface.
Dependencies are inferred from the claim text.