Process for the preparation of polymers containing benzohetero [1,3] diazole units
AssigneeENI S.p.A.
InventorsGiuliana Schimperna, Gabriele Bianchi
Life of this patent
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Abstract
Process for the preparation of a polymer containing benzohetero[1,3]diazole. units which comprises reacting at least one disubstituted benzohetero[1,3]diazole compound with at least one heteroaryl compound. Said polymer can be advantageously used in the construction of photovoltaic devices such as, for example, photovoltaic cells, photovoltaic modules, solar cells, solar modules, on both a rigid and flexible support. Furthermore, said polymer can be advantageously used in the construction of Organic Thin Film Transistors (OTFTs), or of Organic Field Effect Transistors (OFETs).
Claims22
A process for the preparation of a polymer containing benzohetero[1,3]diazole units having general formula (I), (II), (III) or (IV):
- wherein:
- R1, R2, R3 and R6, the same or different from each other, represent a hydrogen atom;
- a linear or branched C1-C20 alkyl group;
- a linear or branched C1-C20 alkoxyl group;
- Y represents a penta- or hexa-atomic heteroarylene group, also benzo-condensed or heterobicyclic, containing from 1 to 4 heteroatoms selected from nitrogen, oxygen, sulfur, silicon, selenium, phosphorous;
- or Y represents an arylene group, said arylene group being optionally substituted with one or more —CR11 groups or with one or more —COR11 groups wherein R11 represents a hydrogen atom or a linear or branched C1-C20 alkyl group, or with one or more linear or branched C1-C20 alkyl groups, or with one or more aryl groups;
- W represents an oxygen atom;
- a sulfur atom;
- an NR group wherein R represents a hydrogen atom, or a linear or branched C1-C20 alkyl group;
- Z represents a sulfur atom;
- an oxygen atom;
- a selenium atom;
- an NR group wherein R represents a hydrogen atom, or a linear or branched C1-C30 alkyl group;
- R4 and R5, the same or different from each other, represent a hydrogen atoms;
- a linear or branched C1-C20 alkyl group;
- a linear or branched C1-C20 alkoxyl group;
- or, when m is 0, R4 and R5 can be optionally bound to each other to form, together with the carbon atoms to which they are bound, a condensed cycle containing from 3 to 14 carbon atoms, saturated, unsaturated, or aromatic, optionally containing one or more heteroatoms, said condensed cycle being optionally substituted with one or more linear or branched C1-C20 alkyl groups, or with one or more linear or branched C1-C20 alkoxyl groups;
- R7 and R8, the same or different from each other, represent a hydrogen atom;
- a linear or branched C1-C20 alkyl group;
- a linear or branched C1-C20 alkoxyl group;
- a —CH2OR12 group wherein R12 represents a hydrogen atom, or a linear or branched C1-C20 alkyl group;
- or, R7 and R8 can be optionally bound to each other to form, together with the carbon atoms to which they are bound, a condensed cycle containing from 3 to 14 saturated, unsaturated or aromatic carbon atoms, optionally containing one or more heteroatoms, said condensed cycle being optionally substituted with one or more linear or branched C1-C20 alkyl groups, or with one or more linear or branched C1-C20 alkoxyl groups;
- R9 and R10, the same or different from each other, represent a hydrogen atom;
- a linear or branched C1-C20 alkyl group;
- a linear or branched C1-C20 alkoxyl group;
- m is 0, 1, or 2;
- n is an integer ranging from 10 to 500;
- said process comprising:
- reacting at least one disubstituted benzohetero[1,3]diazole compound having general formula (V):
- wherein X represents a halogen atom selected from chlorine, fluorine, bromine, iodine, and Z, R1 and R2, have the same meanings described above;
- with at least one heteroaryl compound having general formula (VI), (VII), (VIII) or (IX):
- wherein W, Y, R3, R4, R5, R6, R7, R8, R9 and R10, have the same meanings described above.
The process according to, wherein said heteroaryl compound having general formula (VI), (VII), (VIII) or (IX), and said catalyst containing palladium are used in molar ratios ranging from 100:0.1 to 100:3.
Dependencies are inferred from the claim text.