Laminated structure, method for producing same, and electronic element comprising same

A laminated structure comprising an electrode, a polymer binding layer disposed on the electrode, and a conductive organic material layer disposed on the polymer binding layer, wherein the polymer binding layer is composed of an aromatic polymer compound having a structure represented by the following formula (I):

• wherein Ar is a conjugated divalent group optionally having a substituent, and if a plurality of Ar are present, the Ar may be identical to or different from one another;
• and n is an integer of 1 or greater,
• and having a polystyrene equivalent number average molecular weight of 1×103 or more and 1×108 or less,
• the polymer binding layer is connected to the electrode via a chemical bond between the aromatic polymer compound and a surface of the electrode (hereinafter referred to as Electrode Surface), and
• a conductive organic material which constitutes a layer in the conductive organic material layer adjacent to the polymer binding layer has a polystyrene equivalent number average molecular weight of 3×102 or more and 1×108 or less wherein, in a solution, in the presence of an electrode, to a surface of which a group represented by the following formula (III) is bonded:
• wherein G is an r+p valent group having an aromatic ring;
• Xa is a halogen atom or a group represented by —SO3Qa (wherein Qa represents an alkyl group or an aryl group, and the alkyl group and the aryl group may optionally have a substituent);
• r is an integer of 1 or greater and 10 or smaller, p is an integer of 1 or greater, and if p is 2 or greater, the plurality of Xa present may be identical to or different from one another;
• E is a binding group formed by a chemical bond between a monovalent group selected from the group consisting of a mercapto group, a hydroxy group, a carboxyl group, a sulfonic acid group, a phosphonic acid group, a trialkoxysilyl group, a trihydroxysilyl group, a chlorocarbonyl group, a chlorophosphonic acid group, a chlorosulfonic acid group, a cyanate group, an isocyanate group, an amino group, a substituted amino group and a substituted disulfide group, and a reactive group which is present on the Electrode Surface,
• the polymer binding layer is formed by polycondensing an aromatic compound represented by the following formula (IV):
• wherein Ar1 is a divalent group having an aromatic ring;
• M is a halogen atom, a hydrogen atom, or a group represented by —B(OQ1)2 (wherein Q1 are each independently a hydrogen atom, an alkyl group or an aryl group, or they may be bonded to each other to form a ring, and the alkyl group and the aryl group may optionally have a substituent), —Si(Q2)3 (wherein Q2 is an alkyl group or an alkoxy group, and the alkyl group and the alkoxy group may optionally have a substituent), —Sn(Q3)3 (wherein Q3 is an alkyl group optionally having a substituent) or —SO3Qa (wherein Qa is an alkyl group or an aryl group, and the alkyl group and the aryl group may optionally have a substituent), or —Z1(Z2)m (wherein Z1 is a metallic atom or a metallic ion, Z2 is a counteranion), wherein two M present may be identical to or different from each other,
• using a polymerization catalyst or an equivalently reactive reactant.

A method for producing a laminated structure comprising:

• a step of forming, on an electrode, a polymer binding layer, which is composed of an aromatic polymer compound having a structure represented by the following formula (V):
• wherein G is an r+p valent group having an aromatic ring;
• X1 is a terminal group;
• r is an integer of 1 or greater and 10 or smaller, n and p are each independently an integer of 1 or greater, and if r is 2 or greater, the plurality of E present may be identical to or different from one another, and if n is 2 or greater, the plurality of Ar1 present may be identical to or different from one another, and if p is 2 or greater, the plurality of X1 present may be identical to or different from one another, wherein E is a binding group formed by a chemical bond between a monovalent group selected from the group consisting of a mercapto group, a hydroxy group, a carboxyl group, a sulfonic acid group, a phosphonic acid group, a trialkoxysilyl group, a trihydroxysilyl group, a chlorocarbonyl group, a chlorophosphonic acid group, a chlorosulfonic acid group, a cyanate group, an isocyanate group, an amino group, a substituted amino group and a substituted disulfide group, and a reactive group which is present on an Electrode Surface,
• wherein Ar1 comprises a repeating unit represented by the following formula (VI):
• wherein R5 is a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group or a monovalent heterocyclic group, wherein the alkyl group, the aryl group, the arylalkyl group and the monovalent heterocyclic group each may optionally have a substituent;
• and R6 is a hydrogen atom, an alkyl group, an alkoxy group, an alkylthio group, an aryl group, an aryloxy group, an arylthio group, an arylalkyl group, an arylalkoxy group, an arylalkylthio group, an arylalkenyl group, an arylalkynyl group, an amino group, a substituted amino group, a silyl group, a substituted silyl group, a halogen atom, an acyl group, an acyloxy group, a carbamoyl group, an imide residue, a monovalent heterocyclic group, a carboxyl group, a substituted carboxyl group or a cyano group, wherein the alkyl group, the alkoxy group, the alkylthio group, the aryl group, the aryloxy group, the arylthio group, the arylalkyl group, the arylalkoxy group, the arylalkylthio group, the arylalkenyl group, the arylalkynyl group, the acyl group, the acyloxy group, the carbamoyl group and the monovalent heterocyclic group each may optionally have a sub stituent, wherein the plurality of R5 and R6 present may be identical to or different from one another, and if R5 and R6, which are alkyl groups optionally having a substituent, are each present in a plural number, they may be bonded to each other to form a ring
• in an amount of 0.1% by mass or more with respect to the total mass of the number of all repeating units in the aromatic polymer compound which constitutes the polymer binding layer, and/or comprises a repeating unit represented by the following formula (VII):
• wherein R6 has the same definitions as in the formula (VI):
• in an amount of 0.1% by mass or more with respect to the total mass of the number of all repeating units in the aromatic polymer compound which constitutes the polymer binding layer,
• and having a polystyrene equivalent number average molecular weight of 1×103 or more and 1×108 or less, wherein the aromatic polymer compound is chemically bonded to the Electrode Surface, and
• a step of forming a layer composed of a conductive organic material having a polystyrene equivalent number average molecular weight of 3×102 or more and 1×108 or less on the polymer binding layer.