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14 protocols using potassium ethyl xanthogenate

1

Synthesis of RM82 Compound

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1,1′-(2-Methyl-1,4-phenylene) ester 4-[[6-[(1-oxo-2-propen-1-yl)oxy]hexyl]oxy]-benzoic acid (RM82) was obtained from Wilshire Technologies. 3-Chloro-2-(chloromethyl)-1-propene, potassium ethyl xanthogenate, NPGDA, dichloromethane (DCM), and triethylamine (TEA) were purchased from Sigma-Aldrich. Ethylenediamine was obtained from TCI America. All chemicals were used as received unless otherwise noted.
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2

Cadmium Nanoparticle Synthesis

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All chemicals were purchased
from UK suppliers
and used without further purification, unless specified. These were
cadmium nitrate tetrahydrate (98%, Sigma-Aldrich), potassium ethyl
xanthogenate (potassium ethyl xanthate, 96%, Sigma-Aldrich), o-isopropylxanthanthic acid potassium salt (potassium isopropyl
xanthate, 96%, Sigma-Aldrich), 3-methyl pyridine (Fluorochem), and
3,5-lutidine (≥98%, Sigma-Aldrich).
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3

Synthesis of Well-Defined Polymers

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Acetone, ascorbic acid, azobisisobutyronitrile (AIBN), 2,2'-bipyridine, α-bromoisobutyryl bromide, copper(II) chloride (CuCl2), ethylene glycol, 1,4-dioxane, methacryloyl chloride, potassium ethyl xanthogenate, potassium persulphate, tetrahydrofuran (THF), triethylamine, triethylene glycol monomethyl ether, tris(pyridin-2-ylmethyl)amine (TPMA), 1,3,5-trioxane, N-vinylpyrrolidone (NVP) were purchased from Sigma Aldrich (UK) and were used without further purification. Dichloromethane (DCM) was purchased from AGTC Bioproducts (UK). Ethyl acetate and hexane were purchased from VWR Chemicals (UK). Copper(I) chloride (CuCl) was purchased from Sigma Aldrich (UK) and purified prior to use by stirring the powder in glacial acetic acid for 2 h. The white solids were filtered, washed thoroughly with cold ethanol, dried in vacuo, and stored under nitrogen.
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4

Thiol-Functionalized Inorganic Fillers for Composites

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TATATO, PETMP, 3-(triethoxysilyl)propyl isocyanate, 1,3-propanedithiol, 3-chloro-2-chloromethyl-1-propene, potassium ethyl xanthogenate, ethylene diamine, and propylamine were purchased from Sigma-Aldrich. Irgacure 819 (bis(2,4,6-trimethylbenzoyl)-phenylphosphineoxide) and I651 (2,2-dimethoxy-1,2-diphenylethan-1-one) both were obtained from BASF. Schott glass (mean particle size 40 nm) untreated were generously donated by Evonik Silicas, and used as the inorganic fillers. Prior to implementation and as described later, these fillers were subsequently functionalized with thiol group for inclusion and copolymerization in the composite. All chemicals were used as received.
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5

Synthesis of Metal Xanthogenate Complexes

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Potassium ethyl xanthogenate (96%), antimony(III) chloride (SbCl3, ≥ 99.95%), copper(II) chloride dihydrate (CuCl2 2H2O, 99.99%), bismuth(III) chloride (BiCl3, ≥ 98%), Zinc(II) nitrate hexahydrate (Zn(NO3)2 6 H2O, ≥ 98%), methanol (99.8%), ethanol (95.0%), chloroform (CHCl3, ≥ 99%), Hexane (C6H14, ≥ 99%) were purchased from Sigma-Aldrich.
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6

Synthesis of Metal Complexes

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Potassium ethyl xanthogenate (96%, Sigma-Aldrich); cupric chloride dihydrate (97%, Saarchem); cobalt(ii) acetate tetrahydrate (98%, Saarchem), and nickel(ii) acetate tetrahydrate, chloroform (min 99%), and acetone purchased from Merck chemicals. All chemicals were used as received.
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7

Synthesis of Colloidal Nanoparticles

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Potassium
ethyl xanthogenate,
silver nitrate, antimony chloride, decamethylferrocene (DMFc), KOH
(99.9%), HClO4, α,α,α-trifluorotoluene
(TFT) (anhydrous, ≥99%), oleyl amine (OLA), TOP, 1-octadecene
(ODE), Nafion (∼5% in a mixture of lower aliphatic alcohols
and water), and ethanol were purchased from Sigma-Aldrich and were
used as received. Argon gas was supplied by Multax (99.999% purity).
Water was purified with an Arium Sartorius purification system and
stored in glass. (Note: The chemicals used are corrosive to the eyes
and skin, flammable, and toxic to aquatic life. Therefore, they should
be handled carefully in a fume hood using proper PPE, and residual
chemicals should be disposed of properly.)
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8

Functionalized Nanoparticle Composite Synthesis

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2,2-Bis[4-(2-hydroxy-3-methacrylyloxypropoxy) phenyl] propane (Bis-GMA) and triethylene glycol dimethacrylate (TEGDMA) (Esstech, Essington, PA, USA) were purchased from Esstech (Essington, PA, USA) as a premixed monomer mixture in 70:30 mass ratio. Pentaerytritol tetrakis(3-mercaptopropionate) (PETMP), Triethyleneglycol-Divinylether (TEGDVE), 1,4-diazabicyclo[2.2.2]octane (DABCO), 3-chloro-2-chloromethyl-1-propene, potassium ethyl xanthogenate, ethylene diamine, and propylamine were purchased from Sigma-Aldrich. Irgacure 819 (bis(2,4,6-trimethylbenzoyl)- phenylphosphineoxide) was obtained from BASF. Schott glass (mean particle size 40 nm) untreated were generously donated by Evonik Silicas, and used as the inorganic fillers. Prior to implementation and as described later, these fillers were subsequently functionalized with thiol group for inclusion and copolymerization in the composite. All chemicals were used as received. The thioester-diacrylate20 and 2-methylene-propane-1,3-di (thioethyl vinyl ether) (MDTVE-AFT)21 (link) were synthesized using methods reported elsewhere.
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9

Synthesis of Functionalized Vinyl Acetate Polymers

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Potassium ethyl xanthogenate (96%), vinyl acetate (VAc, ≥99%), 2,2′-azobisisobutyronitrile (AIBN, 98%) and α-bromoisobutyryl bromide (98%) were purchased from Sigma-Aldrich (MO, USA). VAc was purified by passing through silica column and AIBN was recrystallized in ethanol before use. Triethylamine (99%, Acros, Belgium) and titanium dioxide (TiO2, Aeroxide®, P25, Acros, Belgium) were used as received.
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10

Extraction of Xanthate Compounds

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Methanol (99.8%), 2-propanol (99.5%), n-propanol (99.9%), potassium ethyl xanthogenate (96%), carbon disulfide (low benzene 99.9%), chloroform (99.8%), and iron(iii) chloride (99%) were all acquired from Sigma-Aldrich, and used without further purification.
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