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CN-122010984-A - Small molecule acceptor material containing eight-membered ring and application thereof

CN122010984ACN 122010984 ACN122010984 ACN 122010984ACN-122010984-A

Abstract

The invention discloses a micromolecular acceptor material containing an eight-membered ring and application thereof. The structural formula of the small molecule acceptor material is shown as follows: Wherein R1, R3 and R4 are independently selected from-H, -D, C1-C20 straight-chain alkyl or C3-C20 branched-chain alkyl, and R2 is independently selected from-H, -D, -F, -Cl, -Br or-I. The octatomic ring disclosed by the invention is an octatomic nitrogen heterocycle, has better electron donating ability, and is applied to an organic solar cell as a small molecule acceptor material to realize better photoelectric conversion efficiency of a device.

Inventors

  • DING LEI
  • SUN YANQIU
  • LIU YAPENG

Assignees

  • 苏州科技大学

Dates

Publication Date
20260512
Application Date
20260202

Claims (10)

  1. 1. The eight-membered ring-containing small molecule acceptor material is characterized by having the following structural formula: ; wherein R1, R3 and R4 are independently selected from-H, -D, C1-C20 straight-chain alkyl or C3-C20 branched-chain alkyl; R2 is independently selected from-H, -D, -F, -Cl, -Br or-I.
  2. 2. The eight membered ring containing small molecule acceptor material of claim 1 wherein R1 is selected from C1 to C15 linear alkyl, or C3 to C15 branched alkyl.
  3. 3. The eight membered ring containing small molecule receptor material of claim 1 wherein R1 is selected from Or (b) 。
  4. 4. The eight-membered ring containing small molecule acceptor material according to claim 1 wherein R3 and R4 are independently selected from the group consisting of-H, -D, C1-C10 straight chain alkyl groups and C3-C10 branched chain alkyl groups.
  5. 5. The eight membered ring containing small molecule receptor material of claim 1 wherein R3 and R4 are independently selected from the group consisting of-H, -D, -C4H9, -C6H13 and-C8H 17.
  6. 6. The eight membered ring containing small molecule acceptor material of claim 1 wherein R3 is selected from the group consisting of-H, -D, -C4H9, -C6H13 and-C8H 17.
  7. 7. The eight membered ring containing small molecule receptor material of claim 1 comprising one or more of the following structures: , , , , , , 。
  8. 8. an organic solar cell device comprising the small molecule acceptor material containing an eight membered ring according to any one of claims 1 to 7.
  9. 9. The organic solar cell device according to claim 8, wherein the organic solar cell device comprises at least a cathode, an anode and an active layer between the cathode and the anode, and the acceptor material of the active layer comprises the small molecule acceptor material containing an eight membered ring according to any one of claims 1 to 7.
  10. 10. An organic solar cell device for an automobile, a building or an internet of things, comprising the organic solar cell device according to claim 8 or 9.

Description

Small molecule acceptor material containing eight-membered ring and application thereof Technical Field The invention relates to the technical field of organic photoelectric materials, in particular to a micromolecular acceptor material containing an octatomic ring and application thereof. Background Organic Solar Cells (OSCs) are receiving great attention for their advantages of solution processing, light weight, flexibility, translucency, large area roll-to-roll printing preparation, and capability of being made into colorful colors. Researchers have conducted much research work on the aspects of device structures, active layer materials, active layer morphology, interface layer materials, device processes and the like. Among them, the chemical structure optimization of the active layer material is most studied, and the Photoelectric Conversion Efficiency (PCE) of the current device is also rapidly developed. The active layer material of the organic solar cell mainly comprises two parts, namely a donor material and an acceptor material. Among them, a donor material mainly adopts a polymer donor having donor-acceptor (D-a) alternating copolymerization, and an acceptor material mainly comprises fullerene acceptors and derivatives thereof and non-fullerene acceptors which are widely used in early stages, particularly a condensed ring acceptor material having an acceptor-donor-acceptor (a-D-a) structure greatly promotes the development of organic solar cells. Although organic solar cells based on fused ring acceptor materials have made breakthrough research progress, acceptor materials with fused ring conjugated backbones generally have a long synthetic route, and particularly friedel-crafts alkylation ring closure reactions generally have a certain substrate adaptability, which results in lower reaction yields, so that such materials often have relatively high synthetic costs, which is unfavorable for industrial application thereof. Compared with condensed ring acceptor materials, the non-condensed ring acceptor materials have simple synthetic route and high yield, and can effectively reduce the synthetic cost of the materials. Under such circumstances, the development of low-cost non-condensed receptors has become an important issue in the OSC field. However, the efficiency of the non-condensed ring acceptor photovoltaic device is still different from that of the condensed ring acceptor photovoltaic device, and further improvement is required, so that from the viewpoint of molecular design, development of a novel high-efficiency non-condensed ring small molecule acceptor material has important significance for industrial development of OSC. Disclosure of Invention In order to solve the technical problems, the invention provides a micromolecular acceptor material containing an octatomic ring and application thereof. The octatomic ring disclosed by the invention is an octatomic nitrogen heterocycle, has better electron donating ability, and is applied to an organic solar cell as a small molecule acceptor material to realize better photoelectric conversion efficiency of a device. The first aim of the invention is to provide a small molecule acceptor material containing eight-membered rings, the structural formula of which is shown as follows: ; wherein R1, R3 and R4 are independently selected from-H, -D, C1-C20 straight-chain alkyl or C3-C20 branched-chain alkyl; R2 is independently selected from-H, -D, -F, -Cl, -Br or-I. In some embodiments of the invention, R1 is selected from a C1-C15 linear alkyl group, or a C3-C15 branched alkyl group. In some embodiments of the invention, R1 is selected fromOr (b)Wherein represents the attachment site. In some embodiments of the invention, R3 and R4 are independently selected from the group consisting of-H, -D, C, 1-C10 straight chain alkyl, and C3-C10 branched chain alkyl. In some embodiments of the invention, R3 and R4 are independently selected from-H, -D, -C4H9 (n-butyl), -C6H13 (n-hexyl), or-C8H 17 (n-octyl). In some embodiments of the invention, R3 is selected from-H, and R4 is selected from-H, -D, -C4H9, -C6H13, or-C8H 17. In some embodiments of the invention, in the general formulaIndependently selected from any one of the following groups: 。 In one embodiment, Selected from the same groups. In some embodiments of the invention, one or more of the following structures are included: , , , , , , 。 A second object of the present invention is to provide an organic solar cell device comprising the small molecule acceptor material containing an eight membered ring as described above. In some embodiments of the invention, the organic solar cell device comprises at least a cathode, an anode, and an active layer between the cathode and the anode, the acceptor material of the active layer comprising a small molecule acceptor material comprising an eight membered ring as described above. A third object of the present invention is to provide an organic solar cell apparatus f