Synthesis evidence

Organic thermoelectric materials and devices based on p- and n-type poly(metal 1,1,2,2-ethenetetrathiolate)s

Sun Y., Sheng P., Di C. et al. · Advanced Materials · 2012 · 932-937

8 structured synthesis routes

Completeness describes how fully the route could be reconstructed from the main article and supporting information.

Complete recipeSource: Main

Route 1: Other

937 · Experimental Section - Device fabrication · Figure 3

Metal precursorspoly[Nax(Ni-ett)] and poly[Cux(Cu-ett)] compressed polymer samples
Linker precursorsett-containing polymer legs already synthesised
Additivessilver paste (EPO-TEK H20E)
Atmosphereambient atmosphere for electrical-property measurement
Substrate orientation42 mm x 42 mm AlN wafer support substrate; 35 patterned bottom silver electrodes
Work-upCompressed p- and n-type samples with 50 nm evaporated Au layer on one side were adhered to Ag electrodes; 50 nm Au electrodes were thermally evaporated on the other side through a shadow mask and interconnected by Al foils.
Scalability contextModule has packing density 0.40; authors extrapolate higher power density for packing density 0.94.
Show 7 structured reagent records
RoleReagentAmount / concentrationSource
Otherpoly[Nax(Ni-ett)] compressed sample2 mm x 5 mm x 0.9 mm legs937 · Experimental Section - Device fabrication · Figure 3
Otherpoly[Cux(Cu-ett)] compressed sample2 mm x 5 mm x 0.9 mm legs937 · Experimental Section - Device fabrication · Figure 3
OtherAlN wafer42 mm x 42 mm937 · Experimental Section - Device fabrication · Figure 3
Othersilver electrodes35 patterned bottom electrodes, each 2 mm x 12 mm and 2 mm apart937 · Experimental Section - Device fabrication · Figure 3
OtherAu50 nm evaporated layers/electrodes937 · Experimental Section - Device fabrication · Figure 3
Additivesilver paste EPO-TEK H20ENot specified937 · Experimental Section - Device fabrication · Figure 3
OtherAl foilsNot specified937 · Experimental Section - Device fabrication · Figure 3
Vague recipeSource: Main

Route 2: Other

933 · Synthesis discussion · Scheme 1

Metal precursorscorresponding Ni salt, not specified in detail
Linker precursorsTPD converted in situ to C2S4(4-)
Solventsmethanol solution
Additivessodium methoxide or potassium methoxide; tetrabutylammonium salt
Atmospherenot specified
Oxidant / reductantmethoxide base
Show 4 structured reagent records
RoleReagentAmount / concentrationSource
LinkerTPDNot specified933 · Synthesis discussion · Scheme 1
Basesodium methoxide or potassium methoxideNot specified933 · Synthesis discussion · Scheme 1
Metal Sourcecorresponding Ni saltNot specified933 · Synthesis discussion · Scheme 1
Additivetetrabutylammonium saltNot specified933 · Synthesis discussion · Scheme 1
Vague recipeSource: Main

Route 3: Other

933 · Synthesis discussion · Scheme 1

Metal precursorscorresponding Ni salt, not specified in detail
Linker precursorsTPD converted in situ to C2S4(4-)
Solventsmethanol solution
Additivessodium methoxide or potassium methoxide; tetradecyltrimethylammonium salt
Atmospherenot specified
Oxidant / reductantmethoxide base
Show 4 structured reagent records
RoleReagentAmount / concentrationSource
LinkerTPDNot specified933 · Synthesis discussion · Scheme 1
Basesodium methoxide or potassium methoxideNot specified933 · Synthesis discussion · Scheme 1
Metal Sourcecorresponding Ni saltNot specified933 · Synthesis discussion · Scheme 1
Additivetetradecyltrimethylammonium saltNot specified933 · Synthesis discussion · Scheme 1
Partial recipeSource: Main

Route 4: Other

937 · Experimental Section - Synthesis

Metal precursorsCuCl2, two equivalents relative to the typical poly[Nax(Ni-ett)] route
Linker precursorsTPD, amount inferred by analogy to typical poly[Nax(Ni-ett)] route
Solventsmethanol
Additivessodium methoxide inferred by analogy to typical route
Atmospherenot specified
Temperaturemethanol reflux inferred by analogy
Timenot restated; similar procedure to typical route
Oxidant / reductantmethoxide base inferred by analogy
Work-upnot restated; similar procedure to typical route
Activationnot restated; similar procedure to typical route
Show 4 structured reagent records
RoleReagentAmount / concentrationSource
LinkerTPDnot restated937 · Experimental Section - Synthesis
Basesodium methoxidenot restated937 · Experimental Section - Synthesis
SolventmethanolNot specified937 · Experimental Section - Synthesis
Metal SourceCuCl2two equivalents937 · Experimental Section - Synthesis
Partial recipeSource: Main

Route 5: Other

937 · Experimental Section - Synthesis

Metal precursorsNiCl2, amount not restated
Linker precursorsTPD, amount inferred by analogy to typical poly[Nax(Ni-ett)] procedure but not restated
Solventsmethanol
Additivespotassium methoxide instead of sodium methoxide
Atmospherenot specified
Temperaturemethanol reflux inferred by analogy
Timenot restated; similar procedure to typical route
Oxidant / reductantpotassium methoxide acts as base
Work-upnot restated; similar procedure to typical route
Activationnot restated; similar procedure to typical route
Show 4 structured reagent records
RoleReagentAmount / concentrationSource
LinkerTPDnot restated937 · Experimental Section - Synthesis
Basepotassium methoxidenot restated937 · Experimental Section - Synthesis
SolventmethanolNot specified937 · Experimental Section - Synthesis
Metal SourceNiCl2not restated937 · Experimental Section - Synthesis
Vague recipeSource: Main

Route 6: Other

933 · Synthesis discussion · Scheme 1

Metal precursorscorresponding Cu salt, not specified in detail
Linker precursorsTPD converted in situ to C2S4(4-)
Solventsmethanol solution
Additivessodium methoxide
Atmospherenot specified
Oxidant / reductantsodium methoxide base
Show 4 structured reagent records
RoleReagentAmount / concentrationSource
LinkerTPDNot specified933 · Synthesis discussion · Scheme 1
Basesodium methoxideNot specified933 · Synthesis discussion · Scheme 1
Metal Sourcecorresponding copper saltNot specified933 · Synthesis discussion · Scheme 1
SolventmethanolNot specified933 · Synthesis discussion · Scheme 1
Complete recipeSource: Main

Route 7: Other

937 · Experimental Section - Synthesis

Metal precursorsNiCl2 (0.63 g, 4.8 mmol)
Linker precursors1,3,4,6-tetrathiapentalene-2,5-dione (TPD, 1 g, 4.8 mmol), converted in situ to C2S4(4-)
Solventsmethanol
Additivesexcess sodium methoxide (1.2 g, 22.2 mmol)
Atmospherereflux atmosphere not specified; solution placed in atmosphere after reflux to precipitate polymer
Temperaturemethanol reflux
Time12 h base reaction plus 12 h after NiCl2 addition; vacuum drying 12 h
Oxidant / reductantsodium methoxide acts as base to generate ethylenetetrathiolate anion
Work-upPlaced in atmosphere for a while to precipitate, filtered, washed separately with water, methanol and diethyl ether.
ActivationDried under vacuum for 12 h.
Show 4 structured reagent records
RoleReagentAmount / concentrationSource
Linker1,3,4,6-tetrathiapentalene-2,5-dione (TPD)1 g, 4.8 mmol937 · Experimental Section - Synthesis
Basesodium methoxide1.2 g, 22.2 mmol937 · Experimental Section - Synthesis
SolventmethanolNot specified937 · Experimental Section - Synthesis
Metal SourceNiCl20.63 g, 4.8 mmol937 · Experimental Section - Synthesis
Vague recipeSource: Main

Route 8: Other

934 · XPS discussion · Figure S1a

Metal precursorsNi salt in doubled amount relative to Na/Ni route
Linker precursorsTPD converted in situ to C2S4(4-)
Solventsmethanol solution inferred from family route
Additivessodium methoxide inferred from family route
Atmospherenot specified
Oxidant / reductantmethoxide base
Show 4 structured reagent records
RoleReagentAmount / concentrationSource
LinkerTPDNot specified934 · XPS discussion · Figure S1a
Basesodium methoxideNot specified934 · XPS discussion · Figure S1a
Metal SourceNi saltdouble amount934 · XPS discussion · Figure S1a
SolventmethanolNot specified934 · XPS discussion · Figure S1a