N-Aryl diketopyrrolopyrrole derivatives towards organic optical and electronic materials

Diketopyrrolopyrrole(DPP)and related derivatives have drawn great attention due to their applications in organic optical/electronic materials.Progress in these materials is associated with developments in the syntheses of the DPP family.Chemical modification of DPP at nitrogen atom,including N-alkylation and N-arylation,is an effective strategy to improve its physical and chemical properties,such as solubility,optical and semiconducting properties.However,N-arylation of DPPs remains challenging compared to the easily accessible N-alkylation.Herein,the synthesis of N-aryl DPP derivatives and correlatedπ-expanded DPPs are summarized,and their optical/electronic properties are introduced.The future perspectives of N-aryl DPP derivatives are also discussed.

Wide-range color-tunable afterglow emission by the modulation of triplet exciton transition processes based on buckybowl structure

Buckybowl structures as non-uniform electrostatic potential distributions of poly-cyclic aromatic materials show a unique photoelectric performance.In this work,OTC was utilized for dynamic modulation of triplet exciton transition processes.Five host molecules with different functional units were selected,thus providing dif-ferent intermolecular interactions in the host/guest systems.Therefore,the delayed emissions were regulated from 536 to 624 nm via the tuning of the triplet exciton transition processes of OTC in different hosts.Experimental data and theoretical calculations revealed that the varied triplet transition behaviors resulted from the competition between the intersystem crossing(ISC)process of OTC-monomer and the reverse intersystem crossing(RISC)process of OTC-aggregates.This work proves the superior structure of buckybowl-based luminophore for controlling triplet exciton transition processes and supplies a new perspective for persistent afterglow luminophore design.

有机太阳电池关键材料研究进展

有机太阳电池具有质量轻、柔性、印刷制备等优点,有巨大的应用潜力,从其诞生那一刻起便引起了学术界和工业界的广泛研究兴趣.历经25年的发展,有机太阳电池效率已突破18%,其快速进步得益于不断涌现的高性能新材料和器件制备技术,以及对电池活性层形貌、分子堆积和器件机理的深入理解.基于有机共轭结构的电子给体和电子受体材料是决定有机太阳电池性能的关键材料.本文将以给、受体材料的发展历程为主线,聚焦那些明星材料和里程碑工作,阐述高性能关键材料的分子结构演变和进化过程,最后展望其面临的挑战和未来发展方向.

Progress of the key materials for organic solar cells

Organic solar cells have attracted academic and industrial interests due to the advantages like lightweight,flexibility and roll-to-roll fabrication.Nowadays,18%power conversion efficiency has been achieved in the state-of-the-art organic solar cells.The recent rapid progress in organic solar cells relies on the continuously emerging new materials and device fabrication technologies,and the deep understanding on film morphology,molecular packing and device physics.Donor and acceptor materials are the key materials for organic solar cells since they determine the device performance.The past 25 years have witnessed an odyssey in developing high-performance donors and acceptors.In this review,we focus on those star materials and milestone work,and introduce the molecular structure evolution of key materials.These key materials include homopolymer donors,D-A copolymer donors,A-D-A small molecular donors,fullerene acceptors and nonfullerene acceptors.At last,we outlook the challenges and very important directions in key materials development.

Decoration of Terpyridine with Electron-Rich Unit TH DTAP: an Efficient Way to Explore Fluorescence Sensors for Recognizing Metal Ions

The electron-donating unit 2,3,4,6-tetrahydro-1,6-dithia-3a-azaphenalene (THDTAP) was introduced onto terpyridine (TPy) to give a donor-acceptor (D-A) type TPy-ligand (compound 2).Upon selective oxidation of two sulfur atoms on the THDTAP moiety of 2,the ligands 3-6 were created.The electronic structures of 2-6 were evaluated by theoretical,electrochemical,and spectroscopic investigations.The oxidation on the sulfur atoms brings significant influence on the electron-donating ability of THDTAP moiety,subsequently,leads to fine modulations on intramolecular charge-transfer (ICT) of 2-6 and the electronically excited states of the complexes of 2-6 with metal ions.Based on the optical response of 2-6 toward metal ions,the step-by-step recognition of Zn2+,Cd2+,and Ag+ ions is set up by employing 2 and 3 as combined fluorescence sensors.

Molecular uniting set identified characteristic(MUSIC): a promising strategy for purely organic RTP luminogens

The room temperature phosphorescences(RTP)are of growing interest owing to their promising applications in material science and bioimaging.To date,the lumiogens showing persistent RTP effect mainly contain the noble metals which have the shortcomings such as high cost,potential toxicity.The exploration of metal free luminogens,i.e.,purely organic RTP luminogens,is thus of great importance for the community.The organic RTP materials could be created by means of cocrystals,and recently it

Stimuli-Responsive Polycycles Based on Hetero-Buckybowl Trithiasumanene

Stimuli-responsive molecules are highly desirable in different scenario such as smart materials,bio-imaging,and environment monitoring.Herein,a series of hetero polycycles which show optical response toward chemical stimuli are synthesized from trithiasumanene(TTS).The TTS is transformed into ortho-quinone form,which then undergoes three-component Debus-Radziszewski reaction with aldehydes and ammonia to give oxazole-fused TTS(2-6).The thiophene rings on 3-5 are selectively oxidized to thiophene-S,S-dioxides,affording 3-3O_(2)-5-3O_(2).It is found that the electronic structures of these compounds are governed by the sub-stituents on oxazole moiety and oxidation state of thiophene ring.Moreover,these hetero polycycles exhibit optical response toward different chemical stimuli.Particularly,compounds 6 and 3-3O_(2) can serve as fluorescence detectors for harmful chemicals sulfide ions(S2-/HS-)and aniline,respectively.This work indicates that TTS is a promising precursor for the creation of responsive materials.

Building up 1-D, 2-D, and 3-D Polyiodide Frameworks by Finely Tuning the Size of Aryls on Ar-S-TTF in the Charge-Transfer （CT） Complexes of Ar-S-TTFs and Iodine

The arylthio-substituted tetrathiafuivalenes （Ar-S-TTFs） are electron donors having three reversible states, neutral, cation radical, and dica- tion. The charge-transfer （CT） between Ar-S-TTFs （TTF1--TTF3） and iodine （12） is reported herein. TTF1--TTF3 show the CT with 12 in the CH2C12 solution, but they are not completely converted into cation radical state. In CT complexes of TTF1--TTF3 with 12, the charged states of Ar-S-TTFs are distinct from those in solution. TTF1 is at cation radical state, and TTF2--TTF3 are oxidized to dication. The iodine components in complexes show various structures including 1-D chain of V-shaped （Is）-, and 2-D and 3-D iodine networks composed of 12 and （13）^- .