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32 protocols using hexylamine

1

Synthesis of Mg(TFSI)2 and Mg(B(HFIP)4)2 Electrolytes

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All chemicals and solvents, unless otherwise
stated, were used without further purifications. Ethylchloroformate
(97%), trimethylamine (>99%), 2-butyl-2-ethyl-1,3-propanediol (99%),
hexylamine (99%), 3,5-bis(trifluoromethyl)phenyl isothiocyanate (>98%),
and calcium hydride (95%) were purchased from Sigma-Aldrich. Mg(TFSI)2 was dried at 200 °C under vacuum before use and stored
under argon atmosphere. Tetrahydrofuran (THF, anhydrous, 99.9%) was
dried with molecular sieves for at least a day before use. The solvent
for Mg(B(HFIP)4)2 synthesis, 1,2-dimethoxyethane
(DME, 99.5%, inhibitor free), was stored over Na metal for a week,
distilled under N2 atmosphere, and then dried with molecular
sieves for a week in the glovebox prior to use.47 (link)
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2

Determination of Biogenic Amines by LC-MS

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Seventeen biogenic amines: propylamine, dimethylamine, diethylamine, methylamine, tryptamine, cadaverine, spermine, 2-phenylethylamine, tyramine, putrescine, histamine, butylamine, hexylamine, isopentylamine, isobutylamine, spermidine, agmatine, acetonitrile (LC–MS grade), and tosyl chloride (≥99%) were obtained from Sigma Aldrich (St. Louis, USA). Formic acid (FA) was purchased from Merck (Darmstadt, Germany). Boric acid and sodium hydroxide were purchased from POCH (Gliwice, Poland). Nylon Captiva Econofilters (25 mm diameter, 0.2 µm pore size) were purchased from Agilent Technologies (Santa Clara, USA). Ultrapure water was prepared using HLP5 system from Hydrolab (Wiślina, Poland). Borate buffer was prepared by titrating 0.5 M boric acid solution with sodium hydroxide to the required pH value. Chemical structures of studied biogenic amines are shown in Fig. 4.

Chemical structures of biogenic amines under the study

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3

Synthesis of Epoxy-Functionalized Perfluorobutane

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1,4-bis(2′,3′-epoxypropyl)perfluorobutane (BEPFB) was provided by TOSOH Finechemical Corporation (Shunan, Japan). Lithium bromide (LiBr), acetone (analytical grade), hexylamine, hexamethylenediamine, 1,2,7,8-diepoxyoctane, Dimethylformamide (DMF), Dimethyl Sulfoxide (DMSO), acetonitrile, ethyl acetate, dimethyl carbonate, trifluorotoluene, and 1,4-dioxane were purchased from Sigma-Aldrich. The deuterated solvents were purchased from Euroiso-top (purity > 99.8%).
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4

Synthesis of Polymer Composites

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All chemicals were used as purchased without further purification. RuCl3.3H2O, RhCl3.3H2O, PdCl2, IrCl3.3H2O and K2PtCl4 were purchased from PreciousMetalsOnline. CeO2, hexylamine, hexanoyl chloride and 5% Ru/C were purchased from Sigma-Aldrich. 5% Pt/C was purchased from Alfa Aesar. p-Xylene was purchased from Acros Organics. PE (powder), PA-6 (resins, Mn = 27,380 g/mol), PA-66 (resins, Mn = 47,240 g/mol), PA-12 (resins, Mn = 27,060 g/mol), PA-612 (resins, Mn = 14,730 g/mol), 30% carbon-fibre PA-66 composite (resins, Mn = 19,920 g/mol) and 30% glass-fibre reinforced PA-6 rods were purchased from Sigma-Aldrich. The rods were sawn into smaller pieces before reaction. Ultramid® C40 L (resins, Mn = 49,010 g/mol) was provided by BASF. Gel permeation chromatography was used to measure the Mn of all resins, except for PE and the PA composites. PA-66 fishing net was purchased from Stucki Thun.
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5

Synthesis of Functional Silica Coatings

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Sodium silicate solution (water-glass, SiO2 content of 28–30 wt%, SiO2:Na2O = 3.52:1) was purchased from Young Il Chemical Co., Ltd., Incheon, Korea. Glass wool sheet was purchased from GF Chem., Pyeongtaek, Korea. TBC (≥99.0%), dopamine hydrochloride, hexylamine (HA, 99%), TMCS (≥98.0%), and hydrochloric acid (HCl, 37%) were purchased from Sigma-Aldrich, Seoul, Korea. Methanol, ethanol, n-hexane, and isopropanol were obtained from Samchun ChemicalsPohang, Korea. All chemicals were used without further purification.
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6

Synthesis and Characterization of Functional Oligomers

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Hexylamine (CAS 111-26-2), triethylamine (CAS 121-44-8), dabsyl chloride (CAS 56512-49-3), cholesterol (CAS 57-88-5), bilirubin (CAS 635-65-4), glucose (CAS 50-99-7), sucrose (CAS 57-50-1), phosphate (CAS 4265-44-2), and creatinine (CAS 60-27-5) were purchased from Sigma Aldrich, Bengaluru, India. NaCl (CAS 7647-14-5), KCl (CAS 7447-40-7) and mono-6-O-(p-toluenesulfonyl)-β-cyclodextrin (CAS 67217-55-4) were purchased from TCI chemicals, Dehradun, India. Starting materials for the functional oligomer synthesis, including OFP-Br and β-cyclodextrin functionalized with a thiol group (β-CD-SH), were prepared according to the reported procedures [46 (link),47 (link)]. Solvents were purchased from Merck, Darmstadt, Germany, and used without further purification.
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7

Cationic Chitosan Derivative-Based Delivery

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CTS (average MW, 370 kDa;
deacetylation degree 85%), succinyl-β-CD, trifluoroacetic acid
(TFA, ReagentPlus, 99%), fluorescamine (F9015, ≥98%), hexylamine
(99%), and dexamethasone [DEX, ≥98% (HPLC), powder] were purchased
from Sigma-Aldrich (St. Louis, MO). 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methyl
morpholinium chloride (DMTMM) was obtained from Wako Pure Chemicals
(Osaka, Japan). Ethyl alcohol anhydrous (EtOH, 99.9%) and methyl alcohol
(MeOH) were purchased from DaeJung (Chemical & Metals Co. Ltd.,
Korea). DCM (Extra Pure, 99.0%+) was purchased from Junsei (Junsei
Chemical Co. Ltd, Japan). Sodium hydroxide (NaOH) was purchased from
YPC (Yakuri Pure Chemicals CO., Ltd. Japan). Fibroblast NIH3T3 (CRL-1658)
was obtained from ATCC. DMEM, FBS, trypsin–EDTA, antibiotics
(PS, penicillin–streptomycin), and Dulbecco’s PBS were
purchased from Gibco (Rockville, MD, USA). Deionized-distilled water
(DW) was produced by an ultrapure water system (Puris-Ro800; Bio Lab
Tech., Korea). The dialysis membrane tube was purchased from Spectrum
Spectra (Spectra/Por 4 dialysis tubing, 12–14 K MWCO, 45 mm
flat width, 100 ft length). All other reagents and solvents were of
analytical grade and used without further purification.
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8

Synthesis and Characterization of Responsive Polymeric Materials

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Materials CPDTC (abcr, 97%), CDTPA (abcr, 97%), DTP (TCI, 98%), 2,2 0 -(ethylenedioxy)diethanethiol (EDT, Sigma Aldrich, 95%), hexylamine (Sigma Aldrich, 99%). BTPEMA was synthesized according to the literature. 22 All the solvents were used as received. OEGMA (Sigma Aldrich, % M n = 300 Da) was passed through activated basic alumina prior to the polymerizations. NIPAM (TCI, 98%) was recrystallized twice from n-hexane and stored at À30 1C.
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9

Synthesis of Colloidal Nanocrystals

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All chemicals were of the highest available purity and used as received, without further purification. Cadmium oxide (CdO, powder, 99.5%), selenium (Se, powder, 99.99%), trioctylphosphine oxide (TOPO, technical grade), tributylphosphine (TBP, 99%), tert-butyl phosphonic acid (TBPA) dimethyl sulfoxide (DMSO, 99.7%), ammonium sulfide solution ((NH4)2S, 40–48 wt% in water) and hexane (99%) were purchased from Aldrich. Hexadecylamine (HDA, 99%) was purchased from Fluka.
Azobis(2-methylpropionitrile) (AIBN, 99%) was received from Aldrich and purified by recrystallization from methanol. N-vinylimidazole (99%) and 1-bromobutane (99%) were obtained from Alfa Aesar and used as received. Potassium hexafluorophosphate (KPF6, >98%) was received from Roth and used as received. O-Ethyl-S-[(1-methoxycarbonyl)ethyl] dithiocarbonate (1 in Scheme 1) and O-ethyl-S-[(1-methoxycarbonyl)ethyl] dithiocarbonate (2 in Scheme 1) were prepared following a procedure already described [44 ,45 ]. Hexylamine (99%, Sigma-Aldrich, Seelze, Germany), dimethylformamide (DMF) (≥99.7%, Scharlau, Barcelona, Spain), tetrahydrofuran (THF) (99.5%, Fischer, Germany), acetone (99.5%, VWR, Fontenay-sous-Bois, France), diethyl ether (anhydrous, Baker, Deventer, Netherlands) and pentane (>99.5%, Fluka) were used without further purification.
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10

Chemical Synthesis of Novel Compounds

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All chemicals were used as supplied unless
otherwise stated. Boc-proline, Boc-hydroxyproline, and triphosgene
were purchased from Fluorochem. Hexylamine, epichlorohydrin, and acetonitrile
were purchased from Sigma-Aldrich. Formvar-carbon-coated (300 mesh)
copper grids were purchased from EM Resolutions. Ultrapure water used
for buffers was Milli-Q grade (18.2 mΩ resistance).
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