Primary studyCore evidenceThin Film Device

Conjugated Metal-Organic Macrocycles: Synthesis, Characterization, and Electrical Conductivity

Zasada L.B., Guio L., Kamin A.A. et al. · Journal of the American Chemical Society · 2022 · 4515-4521

7materials
11samples
5synthesis routes
26measurements
75results
5claims and caveats

Evidence map

Open a family to keep every result attached to its sample, method and conditions.

Author interpretations and caveats

Paraphrased for this database from the authors’ stated interpretations — never quoted verbatim — and kept separate from reported measurements.

Application RelevanceSupport assessment: High

Long C18 alkyl chains improve solution processability and allow stable high-concentration inks, enabling thin-film FET fabrication.

Caveat: C18 pellet conductivity is low because of insulating alkyl chains; thin-film alignment/morphology may improve values.

main p.3 · Synthesis and structure · Linked to 3 structured results

Application RelevanceSupport assessment: Medium

Preliminary CVs suggest reductive doping may be a promising way to tune CuTOTP-OR charge transport.

Caveat: Authors state a comprehensive study is outside the scope and positive scans caused irreversible oxidative features.

main p.5 · Electrochemical characterization · Linked to 3 structured results

Phase AssignmentSupport assessment: High

CuTOTP-OR contains predominantly Cu(II) centres rather than significant Cu(I)/Cu(II) mixed valency.

Caveat: XPS quantification carries large possible curve-fitting errors of about ±15%, but XANES/EXAFS support the assignment.

main p.3 · Spectroscopic characterization · Linked to 4 structured results

Structure Property LinkSupport assessment: High

Strong pi-pi stacking between CuTOTP-OR macrocycles forms columnar nanochannels and facilitates out-of-plane charge transport despite the truncated 0D macrocycle structure.

Caveat: Preferred stacking pattern is not fully determined because the (001) peak is broad and translational/rotational displacements are possible.

main p.1 · Abstract · Linked to 4 structured results

Transport MechanismSupport assessment: High

CuTOTP-OC18 thin-film FETs display ambipolar transport with comparable hole and electron mobilities on the order of 10^-3 cm2 V^-1 s^-1.

Caveat: Devices were not exhaustively optimised; higher mobility may be possible with processing changes.

main p.5 · Charge transport measurements · Linked to 2 structured results

Material identities

Names and aliases are kept exactly within the paper’s own identity model.

MaterialCompositionStructure contextSource
Cu3(HHTP)2 conductive metal-organic framework comparison/controlBrowse family: Cu₃(HHTP)₂ / Cu–HHTPCu3(HHTP)2Copper-catecholate nodes in a 2D conductive framework. · HHTP = 2,3,6,7,10,11-hexahydroxytriphenylene.2D · Pristine2D honeycomb conductive metal-organic framework with slipped pi-pi stacking between layers.main p.2 · Figure 1 caption · Figure 1
CuTOTP-OC18 copper metal-organic macrocycle(CuC54H80O6)(H2O)1.4(C3H7O)0.4 (analytical formula); CuTOTP-OC18Cu centres; XANES/XPS support predominantly Cu(II) in square-planar Cu-O coordination. · H4TOTP-OC18 ligand; TOTP-OR = alkoxy-capped 2,3,6,7-tetraoxidotriphenylene with linear alkyl R = C18.0D · PristineDiscrete planar hexagonal metal-organic macrocycle; self-assembles by pi-pi stacking into ordered 1D columnar/nanotube assemblies with ca. 2 nm internal channels and ca. 3.20 A interlayer spacing.main p.1 · Abstract
CuTOTP-OC2 copper metal-organic macrocycle(CuC22H16O6)(H2O)1.7(C3H7O)0.2 (analytical formula); CuTOTP-OC2Cu centres; XANES/XPS support predominantly Cu(II) in square-planar Cu-O coordination. · H4TOTP-OC2 ligand; TOTP-OR = alkoxy-capped 2,3,6,7-tetraoxidotriphenylene with linear alkyl R = C2.0D · PristineDiscrete planar hexagonal metal-organic macrocycle; self-assembles by pi-pi stacking into ordered 1D columnar/nanotube assemblies with ca. 2 nm internal channels and ca. 3.20 A interlayer spacing.main p.1 · Abstract
CuTOTP-OC4 copper metal-organic macrocycle(CuC26H24O6)(H2O)1.8(C3H7O)0.15 (analytical formula); CuTOTP-OC4Cu centres; XANES/XPS support predominantly Cu(II) in square-planar Cu-O coordination. · H4TOTP-OC4 ligand; TOTP-OR = alkoxy-capped 2,3,6,7-tetraoxidotriphenylene with linear alkyl R = C4.0D · PristineDiscrete planar hexagonal metal-organic macrocycle; self-assembles by pi-pi stacking into ordered 1D columnar/nanotube assemblies with ca. 2 nm internal channels and ca. 3.20 A interlayer spacing.main p.1 · Abstract
CuTOTP-OC6 copper metal-organic macrocycle(CuC30H32O6)(H2O)1.8(C3H7O)0.15 (analytical formula); CuTOTP-OC6Cu centres; XANES/XPS support predominantly Cu(II) in square-planar Cu-O coordination. · H4TOTP-OC6 ligand; TOTP-OR = alkoxy-capped 2,3,6,7-tetraoxidotriphenylene with linear alkyl R = C6.0D · PristineDiscrete planar hexagonal metal-organic macrocycle; self-assembles by pi-pi stacking into ordered 1D columnar/nanotube assemblies with ca. 2 nm internal channels and ca. 3.20 A interlayer spacing.main p.1 · Abstract
CuTOTP-OR family (R = C2, C4, C6, C18)CuTOTP-OR; exact formula varies by alkyl substituent.Cu(II) centres in copper-dioxolene macrocycles. · H4TOTP-OR tetrahydroxytriphenylene ligands with one alkyl-capped catechol unit.0D · PristinePlanar macrocycles that pi-stack into ordered nanotubes/nanochannels.main p.2 · Synthesis and structure
Non-conductive ligand/copper acetate control mixtures1:1 mol mixture of H4TOTP-OC2 or 3-OC2 with Cu(OAc)2.H2ONo reported ordered framework or macrocycle nodes. · H4TOTP-OC2 ligand or tert-butyldimethylsilyl-protected 3-OC2 derivative.unknown · Model SystemPhysical mixed controls for conductivity testing.SI S14 · Electrochemical characterization

Sample register

Sample form, processing state and composition status define the context for measurements.

Show 11 sample records
SampleForm and roleProcessing and geometrySource
Cu3(HHTP)2 pressed-pellet controlresearch_0033__mat__cu3_hhtp2_controlPellet · Pristine Control · Pristine FrameworkCu3(HHTP)2 synthesised according to previously reported procedures and packed into screw cell.Two-electrode brass screw cell · typically 400-800 um for packed pelletsSI S18 · Supplementary tables · Table S7
Cu3(HHTP)2 single-crystal literature comparatorresearch_0033__mat__cu3_hhtp2_controlSingle Crystal · Pristine Control · Pristine FrameworkLiterature out-of-plane single-crystal comparator from ref. 43, not first-hand synthesis in this paper.main p.4 · Table 2 · Table 2
CuTOTP-OC18 bulk powder/pellet sampleresearch_0033__mat__cutotp_oc18Powder · Target Sample · Pristine FrameworkDark blue CuTOTP-OR solid; used for PXRD, spectroscopy, morphology, porosity and/or packed-pellet conductivity depending on variant.SI S4 · Macrocycle synthesis
CuTOTP-OC18 thin-film FET active layerresearch_0033__mat__cutotp_oc18Thin Film · Target Sample · Pristine FrameworkSpin-coated from 5 mg/mL CHCl3 solution at 2500 rpm for 60 s under N2; top-contact bottom-gate FET.ODTS-passivated heavily boron-doped Si/300 nm SiO2 substrate; Au top contacts · not reported for CuTOTP-OC18 film; Au electrodes 100 nmSI S15 · Charge transport property measurements
CuTOTP-OC2 bulk powder/pellet sampleresearch_0033__mat__cutotp_oc2Powder · Target Sample · Pristine FrameworkDark blue CuTOTP-OR solid; used for PXRD, spectroscopy, morphology, porosity and/or packed-pellet conductivity depending on variant.SI S4 · Macrocycle synthesis
CuTOTP-OC2 drop-cast glassy-carbon CV electroderesearch_0033__mat__cutotp_oc2Electrode · Target Sample · Pristine FrameworkCuTOTP-OC2 dispersed in THF and drop-cast onto glassy carbon for solid-state cyclic voltammetry.Glassy carbon working electrodemain p.5 · Electrochemical characterization · Figure 5
CuTOTP-OC4 bulk powder/pellet sampleresearch_0033__mat__cutotp_oc4Powder · Target Sample · Pristine FrameworkDark blue CuTOTP-OR solid; used for PXRD, spectroscopy, morphology, porosity and/or packed-pellet conductivity depending on variant.SI S4 · Macrocycle synthesis
CuTOTP-OC6 bulk powder/pellet sampleresearch_0033__mat__cutotp_oc6Powder · Target Sample · Pristine FrameworkDark blue CuTOTP-OR solid; used for PXRD, spectroscopy, morphology, porosity and/or packed-pellet conductivity depending on variant.SI S4 · Macrocycle synthesis
CuTOTP-OR family-level sample (variant not individually separated in reported result)research_0033__mat__cutotp_or_familyUnknown · Paper Level Unspecified · Pristine FrameworkFamily-level pristine CuTOTP-OR macrocycle samples covering R = C2, C4, C6 and/or C18 where the paper reports a shared measurement or claim.main p.2 · Synthesis and structure
H4TOTP-OC2 plus copper acetate monohydrate 1:1 packed controlresearch_0033__mat__nonconductive_control_mixturesPellet · Pristine Control · Composite1:1 mol mixture ground in mortar and pestle, packed into conductivity cell.Two-electrode screw cell · typically 400-800 um for packed pelletsSI S14 · Electrochemical characterization
3-OC2 plus copper acetate monohydrate 1:1 packed controlresearch_0033__mat__nonconductive_control_mixturesPellet · Pristine Control · Composite1:1 mol mixture ground in mortar and pestle, packed into conductivity cell.Two-electrode screw cell · typically 400-800 um for packed pelletsSI S14 · Electrochemical characterization