1049034-67-4

Usage

Uses

Used in Organic Solar Cells:
4,9-Dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene is used as an active layer material in organic solar cells for its ability to facilitate efficient charge transport and generation. Its high charge carrier mobility contributes to improved power conversion efficiency in solar cell devices.
Used in Organic Field-Effect Transistors (OFETs):
In the industry of organic field-effect transistors, 4,9-Dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene serves as a semiconductor material, leveraging its high charge carrier mobility to achieve faster transistor response times and better device performance.
Used in Organic Light-Emitting Diodes (OLEDs):
4,9-Dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene is utilized as an emissive layer or a charge transport layer in organic light-emitting diodes, capitalizing on its semiconductor properties to enhance the brightness, efficiency, and stability of OLED devices.
Used in Advanced Electronic Devices:
4,9-Dihydro-4,4,9,9-tetrakis(4-hexylphenyl)-s-indaceno[1,2-b:5,6-b']dithiophene is employed as a key component in the development of next-generation electronic devices, such as flexible electronics and biocompatible sensors, due to its compatibility with a wide range of substrates and its inherent properties that promote efficient charge transport.

Upstream product

• 915224-39-4 diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate 
• 23703-22-2 1-bromo-4-n-hexylbenzene 
• 18014-00-1 dimethyl 2,5-dibromoterephthalate 
• 13731-82-3 2,5-dibromoterephtalic acid 
• 18013-97-3 2,5-dibromo-terephthalic acid diethyl ester 
• 1049034-65-2 C₆₄H₇₈O₂S₂ 

Downstream Products

• 1361418-09-8 C₈₃H₈₇NOS₂ 
• 1361418-07-6 C₆₅H₇₃BrOS₂ 
• 1361418-06-5 C₆₅H₇₄OS₂ 
• 1049034-71-0 2,7-dibromo-4,4,9,9-tetrakis-(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene 
• 1252555-61-5 1,1'-[4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl]bis[1,1,1-trimehtylstannyl] 

Relevant academic research and scientific papers

Low-bandgap conjugated polymer for high efficient photovoltaic applications

We investigate the morphological and performance of organic photovoltaics based on blended films of alternating poly(thiophene-phenylene-thiophene) and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM). The resulting fine-scale phase separation leads to enhanced performance and the highest power efficiency (6.4% under AM 1.5G (100 mW cm-2)) when we use solvent annealing process.

Influence of synthetic pathway, molecular weight and side chains on properties of indacenodithiophene-benzothiadiazole copolymers made by direct arylation polycondensation

Atom-economic protocols for the synthesis of poly(indacenodithiophene-alt-benzothiadiazole) (PIDTBT) are presented in which all C-C coupling steps are achieved by direct arylation. Using two different synthetic pathways, PIDTBT copolymers with different side chains (hexylphenyl, octylphenyl, dodecyl, methyl/2-octyldodecylphenyl, 2-octyldodecylphenyl/2-octyldodecylphenyl) and molecular weight (MW) are prepared. Route A makes use of direct arylation polycondensation (DAP) of indacenodithiophene (IDT) and 4,7-dibromo-2,1,3-benzothiadiazole (BTBr2) leading to PIDTBT in high yields, with adjustable MW and without indications for structural defects. Route B starts from a polyketone precursor also prepared by DAP following cyclization. While route B allows introduction of asymmetric side chains at the IDT unit, polymer analogous cyclization gives rise to defect formation. The absorption coefficient of PIDTBT with alkylphenyl side chains made by route A increases with MW. Field-effect hole mobilities around ～10-2 cm2 V-1 s-1 are molecular weight-independent, which is ascribed to a largely amorphous thin film morphology. PIDTBT with linear dodecyl side (C12) chains exhibits a bathochromic shift (20 nm), in agreement with theory, and more pronounced vibronic contributions to absorption spectra. In comparison to alkylphenyl side chains, C12 side chains allow for increased order in thin films, a weak melting endotherm and lower energetic disorder, which altogether explain substantially higher field-effect hole mobilities of ～ 10-1 cm2 V-1 s-1.

Effect of the mode of fixation of the thienyl rings on the electronic properties of electron acceptors based on indacenodithiophene (IDT)

Indacenodithiophene (IDT) is a major building block for the design of advanced functional π-conjugated polymers and nonfullerene electron-acceptor materials for organic photovoltaics. Preliminary results of a synthetic approach aiming at the modulation of

Non-fullerene electron acceptor material and organic photovoltaic cell

The invention provides a non-fullerene electron acceptor material represented by formula (I), and an organic photovoltaic cell having an active layer comprising the non-fullerene electron acceptor material. When the non-fullerene electron acceptor materia

Non-fullerene electron acceptor material and organic photovoltaic cell

Disclosed are a non-fullerene electron acceptor material represented by formula (I) and an organic photovoltaic cell having an active layer comprising the aforementioned non-fullerene electron acceptor material. When the non-fullerene electron acceptor ma

High-mobility low-bandgap conjugated copolymers based on indacenodithiophene and thiadiazolo[3,4-c]pyridine units for thin film transistor and photovoltaic applications

Two new semiconducting polymers based on indacenodithiophene and thiadiazolo[3,4-c]pyridine units were synthesized via Stille coupling polymerization. The polymers, PIDTPyT and PIDTDTPyT, exhibited main absorption bands in the range of 550-800 nm while their absorption maxima were located at around 700 nm in films. With two additional thiophene spacers, PIDTDTPyT showed a broader absorption band but a 20 nm blue-shifted maximum peak compared to that of PIDTPyT. Both of the polymers possess low bandgaps (～1.6 eV) and deep energy levels for both the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO). Organic field-effect transistors (OFETs) device measurements indicate that PIDTPyT and PIDTDTPyT have high hole carrier mobilities of 0.066 and 0.045 cm2 V-1 s -1, respectively, with the on/off ratio on the order of 10 6. Bulk heterojunction photovoltaic devices consisting of the copolymers and PC71BM gave power conversion efficiencies (PCE) as high as 3.91% with broadband photo-response in the range of 300-800 nm. The relationships between the photovoltaic performance and film morphology, energy levels, hole mobilities are discussed.