- Diketopyrrolopyrrole-based semiconducting polymer bearing thermocleavable side chains
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The synthesis of a diketopyrrolopyrrole (DPP)-based semiconducting polymer bearing thermocleavable side chains is described. This polymer can be converted into a native semiconductive polymer by thermal annealing at 200 °C. The resulting side chain-free polymer showed a good p-type semiconductor performance in organic thin film transistors. The Royal Society of Chemistry.
- Sun, Bin,Hong, Wei,Aziz, Hany,Li, Yuning
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- Exploiting excited-state aromaticity to design highly stable singlet fission materials
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Singlet fission, the process of forming two triplet excitons from one singlet exciton, is a characteristic reserved for only a handful of organic molecules due to the atypical energetic requirement for low energy excited triplet states. The predominant strategy for achieving such a trait is by increasing ground state diradical character; however, this greatly reduces ambient stability. Herein, we exploit Baird's rule of excited state aromaticity to manipulate the singlet-triplet energy gap and create novel singlet fission candidates. We achieve this through the inclusion of a [4n] 5-membered heterocycle, whose electronic resonance promotes aromaticity in the triplet state, stabilizing its energy relative to the singlet excited state. Using this theory, we design a family of derivatives of indolonaphthyridine thiophene (INDT) with highly tunable excited state energies. Not only do we access novel singlet fission materials, they also exhibit excellent ambient stability, imparted due to the delocalized nature of the triplet excited state. Spin-coated films retained up to 85% activity after several weeks of exposure to oxygen and light, while analogous films of TIPS-pentacene showed full degradation after 4 days, showcasing the excellent stability of this class of singlet fission scaffold. Extension of our theoretical analysis to almost ten thousand candidates reveals an unprecedented degree of tunability and several thousand potential fission-capable candidates, while clearly demonstrating the relationship between triplet aromaticity and singlet-triplet energy gap, confirming this novel strategy for manipulating the exchange energy in organic materials.
- Fallon, Kealan J.,Budden, Peter,Salvadori, Enrico,Ganose, Alex M.,Savory, Christopher N.,Eyre, Lissa,Dowland, Simon,Ai, Qianxiang,Goodlett, Stephen,Risko, Chad,Scanlon, David O.,Kay, Christopher W. M.,Rao, Akshay,Friend, Richard H.,Musser, Andrew J.,Bronstein, Hugo
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supporting information
p. 13867 - 13876
(2019/09/30)
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- Synthesis of two dihydropyrroloindoledione-based copolymers for organic electronics
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Two novel dihydropyrroloindoledione (DPID)-based copolymers have been synthesized in a two directional approach and characterized (gel permeation chromatography (GPC), ultraviolet-visible (UV-vis), cyclic voltammetry, and computational models). These planar, broad absorption copolymers show promise for use in organic electronics, with deep energy levels and low bandgaps. The two-directional Knoevenagel condensation used demonstrates the versatility of DPID as a useful yet underexploited conjugated unit.
- Rumer, Joseph W.,Dai, Sheng-Yao,Levick, Matthew,Biniek, Laure,Procter, David J.,McCulloch, Iain
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p. 1285 - 1291
(2013/04/10)
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- NOVEL ESTERS, AND USE THEREOF
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The invention relates to esters of general formula (I) R1—C(═O)—O—R2, wherein (1) R1 represents a linear alkyl radical having 7 to 9 carbon atoms and R2 represents a linear alkyl radical having 9 to 10 carbon atoms or (2) R1 is a linear alkyl radical having 8 to 9 carbon atoms and R2 is a linear alkyl radical having 8 carbon atoms, or (3) R1 is a linear alkyl radical having 7 to 9 carbon atoms and R2 is a linear alkyl radical having 7 carbon atoms, or (4) R1 is an alkyl radical having 7 or 8 carbon atoms and R2 is an alkyl radical having 9 carbon atoms where, if R1 is a linear alkyl radical, R2 is a branched alkyl radical, or, if R1 is a branched alkyl radical, R2 is a linear alkyl radical or (5) R1 represents an alkyl radical having 8 carbon atoms and R2 is an alkyl radical having 8 carbon atoms, where, if R1 is a linear alkyl radical, R2 is a branched alkyl radical, or, if R1 is a branched alkyl radical, R2 is a linear alkyl radical, or n-octyl isooctanoate, n-dec I isooctanoate, n-decyl isononanoate, isononyl n-decanoate, n-heptyl n-dodecanoate or isononyl isooctanoate.
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- Extraction of metal values
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Metal values, especially copper values, are extracted from aqueous solutions of metal salts containing halide or pseudo halide ions by a 1,2,4 triazole substitued in the 1- position by (1) a hydrocarbyl (alkyl) group or (2) a group of the formula --(X)n --(CO--Y)m where X is an optionally substituted methylene, vinylene or phenylene linking group or a linking group of formula --CO--A-- where A is an optionally substituted aromatic ortho linking group; n is 0 or 1; Y is OR2 or R3 where R2 and R3 are hydrocarbyl groups containing from 5 to 36 carbon atoms (preferably branched alkyl groups containing from 9 to 24 carbon atoms); and m is from 1 to 3.
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