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9 protocols using mesitylene

1

Fullerene Flower Synthesis and Characterization

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C60 (99.95%, MTR Ltd, Cleveland, Ohio, US) and C70 fullerene powder (99.0%, MTR Ltd., Cleveland, Ohio, US) were used as received. Each fullerene was dissolved in mesitylene (98%, Alfa Aesar, Heysham, Lancashire, UK) at room temperature under ultrasonication for 2 h; then, the solutions were filtered (syringe filter, pore: 0.02 μm, Whatman, Maidstone, Kent, UK) to remove invisible residue and undissolved fullerenes. The concentrations of the solutions were measured using UV-Vis absorption spectra and were then diluted with mesitylene to concentrations of 0.1–0.2 mM. C60-mesitylene and C70-mesitylene solutions with the same molarity were mixed at volume ratios of 1:1 and were then mixed with ethanol (99.9%, Fisher Scientific, Pittsburgh, Pennsylvania, US) in a 1:30 ratio (fullerene solution:ethanol v/v) under ultrasonication for 20 s. The mixed solutions were kept at room temperature for 24 h, and precipitated fullerene flowers were pipetted into appropriate substrates for further characterization.
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2

Fullerene C70 Synthesis and Characterization

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Fullerene C70 (MTR LTD, 98+%), mesitylene (Alfa Aesar, 98+%), isopropanol (Sigam Aldrich, anhydrous, 99.5%), ethanol (Samchun, anhydrous, 99.9%), 1-propanol (Sigma Aldrich, for HPLC, ≥99%), 1-butanol (Sigma Aldrich, 99.8%, HPLC grade), and acetone (Sigma Aldrich, for HPLC, ≥99.9%) were purchased and used without further purification.
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3

Synthesis of Metal-Organic Frameworks

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Lead (II) nitrate (Pb(NO 3 ) 2 ) and p-Formylbenzeneboronic acid were purchased from Sigma-Aldrich. 2,5-Dihydroxyterephthalic acid, Tetrakis(triphenylphosphine) palladium(0), and 1,3,5-tribromobenzene were purchased from Acros. Hydrazine hydrate (98%), mesitylene, and potassium carbonate were obtained from Alfa Aesar. Analytical grade methanol, ethanol, 1,4-dioxane, glacial acetic acid, and acetone were obtained and utilized without puri cation.
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4

Synthesis of Poly(n-Butyl Acrylate) in Organic Solvents

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The monomer n-butyl acrylate (BA, ≥99%, stabilized with 10–60 ppm monomethyl ether hydroquinone, Sigma Aldrich, Darmstadt, Germany) was distilled at 5 mbar to remove the inhibitor. The solvents 1,4 dioxane (99.8%, water free, Sigma Aldrich), 2-octanone (≥98%, Sigma Aldrich), toluene (99.9%, Sigma Aldrich, Darmstadt, Germany), xylene (technical mixture of isomers, VWR Elements) and mesitylene (99%, Acros Organics, Schwerte, Germany) were used as received. Tetrahydrofuran (THF, 99%, Grüssing, Filsum, Germany) was employed as eluent for size-exclusion chromatography (SEC). Hydroquinone (99%, Riedel) dissolved in methanol (98.5%, CG Chemikalien, Hannover, Germany) was used to stop the polymerization.
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5

Synthesis of Iron Nanoparticles under Inert Atmosphere

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Synthesis of iron NPs (FeNP) were performed under argon atmosphere by using Fisher–Porter tubes, a glovebox and argon/vacuum lines. Mesitylene (+99%, Acros), toluene (99%, VWR Prolabo), methanol (96% STREM), acetic acid (98% Aldrich), and ethanol (99.9% Aldrich) were dried according to classical procedures. These solvents were distilled and degassed prior use. Iron bistrimethylsilylamide dimer, [Fe(N(SiMe3)2)2]2, was purchased from Nanomeps, hexadecylamine (HDA, Aldrich, 98%), oleic acid (OA, 99%, Alfa Aesar), cyclohexane (Aldrich, 99%), igepal CO-520 (Aldrich, 90%), tetraorthosilicate (TEOS, Aldrich, 98%), ammonia solution (28.0–30%, Sigma–Aldrich), poly(ethyleneglycol)monomethyl ether (PEG-OH) (5 kDa, Aldrich), and 3-(triethoxysilyl)propylisocyanate (TESPIC, Alfa Aesar) were used as received. Hexadecylammonium chloride (HDA.HCl) was prepared according to reference [27 (link)] from hexadecylamine (HDA, Aldrich, 90%). MilliQ water (18 MΩ) was used for all aqueous preparations.
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6

Schlenk Techniques for Catalytic Syntheses

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All the
chemical operations were carried out using standard Schlenk tubes
or Fischer–Porter bottle techniques or in a glovebox under
a N2 atmosphere. Mesitylene (99%, extra pure) and 1,4-dioxane
(anhydrous, 99.8%) were obtained from Acros Organics and Merk, respectively,
then dried on 5 Å molecular sieves and degassed by bubbling Ar
for 20 min. The commercial products, hexadecylamine (HDA, 99%) and
Ni(COD)2 (COD = cyclooctadiene), were obtained from Merk.
[Fe{N(SiMe3)2}2]2 and
[Co{N(SiMe3)2}2(THF)] precursors
were obtained from Nanomeps (Toulouse, France). All the catalytic
substrates used, such as benzaldehyde (97%), 5-hydroxymethylfurfural
(99%), furfural (99%), levunilic acid (98%), vanillin (99%), and dodecane
(99%), were obtained from Merk. All the commercial compounds were
used as received except for HMF and furfural, which were purified
via filtration with an equimolar mixture of silica and alumina and
stored in a refrigerator.
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7

Synthesis of Organic Compounds and Materials

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The chemicals used were purchased from commercial
suppliers and utilized without further purification. 1,2-Diaminobenzene
(Alfa Aesar, 98%), benzenesulfonyl chloride (Alfa Aesar, 98%), pyridine
(Sigma-Aldrich, 99+), palladium on activated carbon (Pd/C, Acros Organics,
10% Pd), hexaketocyclohexane octahydrate (HKH·8H2O,
Fisher Scientific, 97%), terephthalaldehyde (ThermoFisher Scientific,
98%), anhydrous 1,4-dioxane (Acros Organics), mesitylene (Acros Organics),
sulfuric acid (H2SO4, Fisher Scientific, 94–98%),
diethylene glycol dimethyl ether (DEGDME, Sigma-Aldrich, anhydrous
99.5%), conductive carbon black (Ketjenblack-600JD), sodium hexafluorophosphate
(NaPF6, Alfa Aesar, 99+%), and sodium alginate (Alfa Aesar,
high viscosity).
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8

Synthesis of Pd/ZSM-5 Catalysts

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Commercial ZSM-5 zeolites (NH4-form, Si/Al = 25 and 40) were purchased from Zeolyst International. The following chemicals were used directly without further purification: sodium hydroxide (NaOH, ACROS Organics, ≥ 99%), ammonium nitrate (NH4NO3, ACROS Organics, ≥ 98%), sodium aluminate (NaAlO2, Sigma Aldrich, ≥ 99%), toluene (Fisher Scientific, ≥ 99%), cinnamyl alcohol (Sigma Aldrich, ≥ 98%), mesitylene (ACROS Organics, ≥ 99%), ethanol (Fisher Scientific, ≥ 99.8%) and tetraaminepalladium(II) nitrate solution (Pd(NH3)4(NO3)2, Sigma Aldrich, 10 wt%).
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9

Synthesis and Characterization of Trimethyl-Benzene Tricarboxaldehyde

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3,3′-Diaminobenzidine (>98%, HPLC)
was purchased from TCI Europe N.V., benzidine (98%) was purchased
form Abcr, and all chemicals were used without further purification.
Mesitylene (99%, extra pure) was purchased from Fisher Scientific,
1,4-dioxane (99%) was purchased from Acros Organics B.V.B.A., and
2,5,6-trimethyl-1,3,5-benzenetricarboxaldehyde was synthesized before.52 (link) All other solvents, lab supplies, and glacial
acetic acid (AR) were purchased from commercial sources and used without
further purifications.
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