173068-99-0

Upstream product

• 1124-08-9 2,5-diiodo-p-xylene 
• 106-42-3 para-xylene 
• 20856-79-5 2,5-diiodo-4-methylbenzoic acid 
• 20856-80-8 2,5-diiodo-1,4-dibenzoic acid 

Downstream Products

• 167895-30-9 1,4-bis(N,N-dioctylcarbamoyl)-2,5-diiodobenzene 
• 220630-08-0 N,N'-bis-(2-dimethylamino-ethyl)-2,5-diiodo-terephthalamide 
• 1404213-27-9 C₁₁₈H₁₃₈I₂N₆O₂₀ 
• 1404213-41-7 C₁₄₆H₁₅₂I₂O₆ 
• 1426059-68-8 2,5-diiodoterephthalic acid 

Relevant academic research and scientific papers

Substituent Effects That Control Conjugated Oligomer Conformation through Non-covalent Interactions

Although understanding the conformations and arrangements of conjugated materials as solids is key to their prospective applications, predictive power over these structural factors remains elusive. In this work, substituent effects tune non-covalent interactions between side-chain fluorinated benzyl esters and main-chain terminal arenes, in turn controlling the conformations and interchromophore aggregation of three-ring phenylene-ethynylenes (PEs). Cofacial fluoroarene-arene (ArF-ArH) interactions cause twisting in the PE backbone, interrupting intramolecular conjugation as well as blocking chromophore aggregation, both of which prevent the typically observed bathochromic shift observed upon transitioning PEs from solution to solid. This work highlights two structural factors that determine whether the ArF-ArH interactions, and the resulting twisted, unaggregated chromophores, occur in these solids: (i) the electron-releasing characteristic of substituents on ArH, with more electron-releasing character favoring ArF-ArH interactions, and (ii) the fluorination pattern of the ArF ring, with 2,3,4,5,6-pentafluorophenyl favoring ArF-ArH interactions over 2,4,6-trifluorophenyl. These trends indicate that considerations of electrostatic complementarity, whether through a polar-π or substituent-substituent mechanism, can serve as an effective design principle in controlling the interaction strengths, and therefore the optoelectronic properties, of these molecules as solids.

Synthesis and characterization of a low-bandgap poly(arylene ethynylene) having donor-acceptor type chromophores in the side chain

A low-bandgap poly(arylene ethynylene) (PAE) having donor-acceptor type chromophores in the side chain was synthesized. A π-conjugated PAE precursor having electron-rich dioctylanilino-substituted alkynes in the side chain was polymerized through Sonogashira cross-coupling reaction between functional monomers M-I with terminal acetylenes and M-II with diiodide, using tetrakis(tripheneylphosphine)palladium and copper iodide catalysts in a mixed solvent of triethylamine and tetrahydrofuran (THF) at 50°C. The electronically rich N,N-dioctylamino groups in M-I activated the alkynes in the side chains of M-I, thus making the selective reaction of sidechain alkynes with TCNE possible in the post-functionalization step. The selective reaction of TCNE (tetracyanoethylene) with activated dioctylanilino substituted alkynes in the side chains of precursor polymer afforded the target poly(arylene ethynylene). This unique polymer shows enhanced thermal stability and exhibits strong intramolecular charge-transfer interactions, resulting in a very low bandgap of poly(arylene ethynylene).

Supramolecular aggregates of dendritic cyclophanes (dendrophanes) threaded on molecular rods with steroid termini

Multinanometer-sized assemblies with molecular weights exceeding 14 000 are obtained by the threading of two dendritic cyclophanes (dendrophanes) onto molecular rods in which two testosterone termini are attached by rigid spacers to a central phenyl ring

Fluorescent chemosensors based on energy migration in conjugated polymers: The molecular wire approach to increased sensitivity

We demonstrate herein how conjugated polymers (molecular wires) can be used to interconnect (wire in series) receptors to produce fluorescent chemosensory systems with sensitivity enhancements over single receptor analogues. The enhancement mechanism in t