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7 protocols using naphthalene d8

1

Synthesis and Characterization of PVDF Membranes

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The following chemicals were used as received: sodium borohydride (99.99%), acrylic acid (99%), PAA powder (MW = 2000) and palladium (II) acetate (98%), naphthalene_d8 (99 atom % D) were purchased from Sigma-Aldrich. Sodium hydroxide (1 M), sulfuric acid (0.5 M), hexanes and ferrous chloride tetrahydrate were obtained from Fisher Scientific. PVDF powder was purchased from Polysciences, Inc. Ammonium persulfate (98%), and N,N’-methylenebisacrylamide (NNMA, 99%) were received from Acros Organics. 3,3',4,4',5-pentachlorobiphenyl (> 97%, neat), biphenyl (> 97%, neat) and their analytical solution (100 ppm in hexane) were obtained from Ultra Scientific. Ethanol (200 proof) was bought from EMD Millipore Corporation. Sodium chloride was purchased from BDH. Full scale PVDF 700 microfiltration membranes were obtained from Nanostone Water, Inc. Deoxygenated water was obtained by purging N2 into deionized ultra-filtered (DIUF) water for 30 minutes.
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2

Membrane Functionalization for Environmental Applications

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All chemicals used during the laboratory-scale membrane functionalization and the other studies were reagent grade and used without further purification. Acrylic acid (AA, 98%), N, N′-methylenebis (acrylamide) (MBA, 99%) and sodium borohydride (98%) were received from ACROS ORGANICS. Potassium persulfate (KPS,>99%) was procured from EM SCIENCE. Potassium tetrachloropalladate(II) (99%) was purchased from STREM Chemicals. Naphthalene_d8 (99 atom% D) was purchased from Sigma-Aldrich. Sodium hydroxide (0.1 N), sulfuric acid (0.5 M), hydrochloric acid (0.1 N), hexanes (> 99%) and ferrous chloride tetrahydrate (> 99%) were obtained from Fisher Scientific. 3,3’,4,4’,5-pentachlorobiphenyl (PCB 126) (> 97%, neat) and biphenyl (> 97%, neat) along with their analytical solution (100 ppm in hexane) were acquired from Ultra Scientific. Ethyl alcohol and methanol were bought from EMD Millipore Corporation. Sodium chloride (99%) was purchased from Alfa Aesar. Full scale PVDF microfiltration membranes (PV700, pore diameter of 250–400 nm, thickness around 172 ± 5 μm and porosity around 38–46%) were obtained from Nanostone Water, Inc.
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3

Polycyclic Aromatic Hydrocarbons Analysis

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Standards of PAHs (> 99.0%), acenaphthene-d10 (> 99.0%), phenanthrene-d10 (> 99.0%), chrysene-d12 (> 99.0%), perylene-d12 (> 99.0%), and naphthalene-d8 (> 99.0%) were purchased from Sigma-Aldrich (Shanghai, China). The physical and chemical properties of PAHs are shown in Table S1.
The stock solutions of all the standards were prepared in n-hexane and stored in amber glass vials. All the organic solvents used were of HPLC grade (JT Baker, Shanghai, China). Deionized water was prepared using a Milli-Q plus water purification system (Millipore Corp, Shanghai, China) . Anhydrous sodium sulfate (Na2SO4), silica gel (60-100 mesh), florisil (60-100 mesh), and alumina oxide (100-200 mesh) for clean the samples were baked at 400 °C for 4 h before use to eliminate potential environmental pollution.
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4

Naphthalene Deodorant Extraction Protocol

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PUF disks were purchased from Sibata Scientific Technology LTD (Saitama, Japan). n-Hexane (HPLC solvent grade) was purchased from Daejung Chemical & Metals Co. (Siheung, Korea). Naphthalene (≥99%) and Naphthalene-d8 (≥98%) were purchased from Sigma-Aldrich (St Louis, MO, USA). Ball-shaped Naphthalene deodorants were purchased from a local market in Seoul, Korea.
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5

GC-MS Analysis of Volatile Compounds

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Analytical-grade chemicals and reagents for preparing standard solutions for GC-MS analysis were used without further purification. Standard 1-octen-3-one (96%), 1-octen-3-ol (≥98%), 3-octanone (≥98%), benzaldehyde (≥99.5%), trans-2-hexen-1-ol (96%), benzyl alcohol (99%+), 1,5-dimethyl naphthalene (98%), 3-methyl-1-butanol (99%+), 1,5-dimethyltetralin (≥90%), phenylethyl alcohol (≥99%), 4-methyl-2-pentanol (98%), glucose (≥99.5%), fructose (≥99%), tartaric acid (99%), naphthalene-d8 (99 atom% D, ≥98% (CP)), 3-octanol (99%), 2-octanol (≥99.5%), zinc nitrate hexahydrate (98%), 2-methylimidazole (98%), and glass wool were purchased from Sigma-Aldrich (Sydney, NSW, Australia). Hexanal (98%), 1-hexanol (99%), menthol (HPLC), and N,N-dimethylformamide (DMF) (99%) were purchased from Alfa Aesar (Scoresby, VIC, Australia). Hexanal-d12 (98.5 atom % D) and 2,4,6-tribromoanisol-d5 (99 atom % D) were purchased from CDN Isotopes (Pointe-Claire, Quebec, Canada). Milli-Q™ water (18 MΩ·cm) was collected through a Millipore™ water purification system (Merk, Bayswater, VIC, Australia). Synthetical grape juice was made using 100 g glucose, 100 g fructose, and 4 g tartaric acid. All solutions were prepared in Milli-Q™ water, with the pH adjusted to 7.0.
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6

Polycyclic Aromatic Hydrocarbons Analysis in Gochujang

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Gochujang (Sunchang Gochujang; Chungjungone, Seoul, Korea) used in this study was
composed of brown rice (20.4%), red pepper powder (3%), and red
pepper seasoning (red pepper powder [8.3%], sea salt, garlic, and onion)
with soybeans, alcohol, yeast powder, starch syrup, brown glutinous rice flour,
sea salt, and isomaltooligosaccharide. Folin-Ciocalteu phenol reagent was
purchased from Sigma-Aldrich (St. Louis, MO, USA). All solvents and chemicals
used for PAH analysis were high-performance liquid chromatography grade. PAH
standards (naphthalene, acenaphthylene, acenaphthene, fluorene, phenanthrene,
anthracene, fluoranthene, pyrene, benzo[a]anthracene, chrysene,
benzo[b]fluoranthene, benzo[k]fluoranthene, benzo[a]pyrene,
indeno[1,2,3-cd]pyrene, dibenzo[a,h]anthracene, and benzo[g,h,i]perylene) and
internal standard (ISTD) solution mix (naphthalene-d8,
acenaphthene-d10, phenanthrene-d10,
chrysene-d12, and perylene-d12) were purchased from
Sigma-Aldrich. All the other chemicals were of analytical grade.
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7

Analysis of PAH Congeners in Samples

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PAH congeners were selected based on the priority pollutant addressed by the US EPA. A total of 16 PAHs compounds was taken for the analysis of collected samples; those compounds are Naphthalene (Nap), Acenaphthene (Ace), Acenaphthylene (Acy), Anthracene (Ant), Fluorene (Fl), Phenanthrene (Phe), Fluoranthene (Fla), Pyrene (Pyr), Benzo [a] anthracene (BaA), Chrysene (Chr), Benzo [b]fluoranthene (BbF), Benzo [a]pyrene (BaP), Benzo [k]fluoranthene (BkF), Dibenzo [a,h]anthracene (DahA), Indeno [1,2,3-cd]pyrene (IcdP), Benzo [ghi]perylene (BghiP). The standard mixture of 16 PAHs was bought from Supelco (EPA 610 Polynuclear Aromatic Hydrocarbons mix 2000 μg/mL) (Kuri and Co., Dhaka, Bangladesh). The naphthalene D8 was used as an internal standard purchased from Sigma Aldrich) (Kuri and Co., Dhaka, Bangladesh). Anhydrous sodium sulfate was bought from Sigma Aldrich) (Kuri and Co., Dhaka, Bangladesh). All solvents and reagents were obtained from Applichem (Germany) with high-performance liquid chromatography (HPLC) grade.
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