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Hexamethylenediamine

Manufactured by Merck Group
Sourced in Germany, United States

Hexamethylenediamine is a chemical compound used as a raw material in the production of various industrial and commercial products. It is a colorless, viscous liquid with a characteristic amine-like odor. Hexamethylenediamine serves as a building block for the synthesis of polyamides, which are widely used in the manufacturing of engineering plastics, fibers, and coatings.

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31 protocols using hexamethylenediamine

1

Immobilizing Candida rugosa Lipase

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Lipase from Candida rugosa, p-nitrophenyl palmitate, and p-nitrophenol were purchased from Sigma-Aldrich (St. Louis, MI, USA). Hexamethylenediamine, 1,4- dioxane, sodium carbonate, and glutaraldehyde were provided by Merck (Darmstadt, Germany). Polyacrylonitrile was supplied by Misr El-Mahalla Co., El-Mahalla El-Kubra, Egypt, and contained 1/1 woven acrylic (40.6 × 40.6 threads inch−1 for both weft and warp), with a density of 0.36 g cm−3.
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2

Nickel-Based Electrocatalyst Synthesis

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All chemicals were of analytical grade. Nickel chloride hexahydrate (NiCl2∙6H2O, Aldrich, St. Louis, MO, USA), nickel nitrate (Ni(NO3)2∙6H2O, Merck, Darmstadt, Alemania), nickel sulfate hexadritadate (NiSO4∙6H2O, Merck), sodium phosphinate monohydrate (NaPO2H2·H2O, Merck), polyvinyl porrolidone (C6H9NO)n, PVP, MW = 1,300,000), orthophosphoric acid (H3PO4 85%, Merck), N,N dimethylformamide (C3H7NO, DMF Merck) hexamethylenediamine (C6H16N2, Merck), 0.3 and 0.05 µm aluminas (Buehler, Uzwil, Switzerland), α-D-Glucose (C6H12O6 Sigma-Aldrich), Nafion (5.0% Aldrich), Sodium Hydroxide (NaOH, Merck), Ethanol (Analytical Grade, Merck), Acetone (Analytical Grade, Merck), ethylenediamine (Merck). For the thermal treatments, H2 and Ar (Airliquide, Paris, France) were used. All electrochemical solutions were prepared with ultrapure water (ρ = 18.2 MΩ cm) from a Millipore-MilliQ system that was used for preparing all aqueous solutions.
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3

Formulation and Characterization of Polymeric Nanocarriers

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Eudragit L100 (methacrylic acid-methyl methacrylate copolymer (1 :1)) powder (Mw= 125000 g/mol) and Eudragit E100 (dimethylaminoethyl methacrylate, butyl methacrylate, and methyl methacrylate tri-copolymer with a ratio of 2 :1 :1) pellets (Mw=47000 g/mol) were obtained from Evonik Röhm GmbH (Darmstadt, Germany). Sodium hydroxide was purchased from Sigma Aldrich (Sweden) and hydrochloric acid (35%) from VWR Chemicals (France). Sodium chloride was obtained from Laurylab (Brindas, France). Branched polyethylenimine (PEI, Mw=25000 g/mol, Mn∼10000) was purchased from Aldrich Chemistry (Germany), polyvinyl alcohol (Mw=200000 g/mol) from Merck KGaA (Darmstadt, Germany) and polyacrylic acid 40% wt. (Mw=30000 g/mol) from Aldrich Chemical Company (Milwaukee, USA). Dextran 40 (Mw=40000 g/mol) was a product of AppliChem GmbH (Darmstadt, Germany) and Pluronic F68 was purchased from Molekula Group (Shaftesbury, Dorset, Great Britain). Amino-dextran was prepared according to Mouaziz et al. [35] (link) and using hexamethylenediamine from Merck (Germany) and Dextran-T40 from Amersham Biosciences (Germany)(Table 1).
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4

Synthesis and Surface Properties of Epoxy Resins

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Epoxy resin, Epidian 6 (CAS 25068-38-6), was purchased from CIECH Sarzyna (Sarzyna, Poland) and use as-received. Ethylenediamine (purity ≥99%, CAS 107-15-3) was purchased from Avantor (former POCH, Gliwice, Poland). Trimethylenediamine (purity ≥99% CAS 109-76-2), putrescine (purity 99% CAS 110-60-1), hexamethylenediamine (purity 98% CAS 124-09-4), 2,2,4(2,4,4)-trimethyl-1,6-hexanediamine (purity 99% CAS 25620-58-0), m-xylylenediamine (purity 99% CAS 1477-55-0), 1,8-diamino-3,6-dioxaoctane (purity 98% CAS 2855-13-2), 4,7,10-trioxa-1,13-tridecanediamine (purity ≥99% CAS 2855-13-2) and isophorone diamine (purity ≥99% CAS 2855-13-2) were purchased from Sigma-Aldrich (Poznań, Poland). All reagents were used as received without further purification.
In order to perform contact angle measurements, diiodomethane (purity ≥99%, CAS 75-11-6) and formamide (purity ≥99%, CAS 75-12-7) purchased from Sigma-Aldrich (Poznań, Poland) were used. Distilled water was used as a polar liquid.
Carbonated epoxy resin was obtained as described in our previous work [52 ].
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5

Synthesis and Characterization of Dental Composites

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Hexamethylenediamine, N,N′-dimethyl-1,6-diaminohexane, N,N′-dimethyl-1,3-propanediamine, Homopiperazine, 2,2-dimethoxy-2-phenyl phenylacetophenone (DMPA), anhydrous dichloromethane were purchased from Sigma Aldrich. 2-Chloroethane sulfonyl chloride was purchased from TCI Chemicals and triethylamine was purchased from Fisher Scientific. (3-Mercaptopropyl) trimethoxysilane was purchased from Gelest, Inc. NPPOC-TMG and SiTSH were synthesized according to previously reported procedures.32 (link) BisGMA/TEGDMA (70/30) comonomer mixture was used as donated by ESSTECH. Fusion silane coupling agent was used as received from George Taub Products & Fusion Co., Inc. Schott glass (mean particle size of 0.4 μm) with both untreated surface and surface treated with 3-(trimethoxysilyl)propyl methacrylate were used as received from ESSTECH. All other chemicals were of reagent grade and used without further purification.
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6

Modulating Polyacrylamide Crosslinking Kinetics

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EXAMPLE 7

In this set of experiments. The crosslinking reaction rate was modified using acetic acid and hydrochloric acid. The polyacrylamide (molecular weight less than about 100,000) was purchased from Polysciences Inc. It was prepared as 50% (w/w) aqueous solution. Hexamethylenediamine, glacial acetic acid, and hydrochloric acid (37% w/w in water) were purchased from Sigma-Aldrich. Hexamethylenediamine was mixed with water to prepare 70% (w/w) aqueous solution. The chemicals were mixed together as listed in the table below. The mixture was loaded into in the sample cup of the Chandler model 5550 rheometer. After the cup was pressured to 100 psi with nitrogen gas, the cup was heated to 250° F. The apparent viscosity was then measured at 15 s−1. Measurement was stopped once abrupt viscosity increase was observed. The results showed that protonic acids such as acetic acid and hydrochloric acid can be used to modify the crosslinking reaction rate. (FIG. 9)

50% (w/w)methylenediamine,HCl,
Experiment solution,70% (w/w) solution,Acetic37% (w/w),
#gramgramacid, mlgram
119014.800
169014.810
179014.820
189014.8  3.50
199014.8  4.750
209014.80   3.875

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7

Oxidation of Nanofibrillated Cellulose

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(2,2,6,6-tetramethylpiperidin-1-yl)oxyl radical (TEMPO), sodium chlorite (NaClO2), sodium hypochlorite (NaClO), hexamethylenediamine, N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (EDC), N-hydroxysuccinimide (NHS), potassium hydroxide (KOH), sodium acetate, sodium hydroxide (NaOH) and hydrochloric acid (HCl) were purchased from Sigma-Aldrich (France) and were used without further purification. A Spectra/Por dialysis membrane, MWCO 12–14,000 Da, was purchased from Spectrum Laboratories Inc. (Piscataway, NJ, USA). Water was purified by the Millipore Milli-Q purification system (18.2 MΩ).
Nanofibrillated cellulose (NFC) was provided by Centre Technique du Papier (CTP), Grenoble (France). NFC was prepared from bleached pulp paper submitted to endoglucanase treatment, and homogenized at an operating pressure of 1500 bar (4 passes). NFC was purified by filtration (1–1.6 µm).
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8

Synthesis of Modified Nucleic Acid Derivatives

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A controlled pore glass support (CPG) derivatized with 2′-O-TBDMS-G, 2′-O-methyl-G, deoxycytosine (dC) or deoxythymidine (dT), 5′,N-protected 2′-O-methylribo- (A, C, G or U), 2′-O-TBDMS-ribo (A, C, G or U) and deoxyribo (dA, dC, dG or dT,) phosphoramidites, 1-O-dimethoxytrityl-hexyl-disulfide,1′-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite (Thiol-Modifier C6 S–S) were purchased from Glen Research Inc (Sterling, VA, USA). (Pyrene-1-yl-methyl)amine hydrochloride, N,N-diisopropylethylamine (DIPEA), trileucine, α-tocopherol, propargylamine, hexamethylenediamine, were purchased from Sigma-Aldrich (St. Louis, MO, USA), N,N′-disuccinimidyl carbonate (DSC), cholesterol chloroformate, folic acid, oleylamine were purchased from Acros Organics (Geel, Belgium), Cy3-azide, 10 mM Cu(II)-TBTA Stock in 55% DMSO, ascorbic acid were purchased from Lumiprobe (Russia), dodecamethylenediamine was from Fluka (St. Louis, MO, USA), 12-amino-1-dodecanol was from TCI Chemicals (India), and sodium dodecaborate Na2[B12H12] was from AviaBor (Dzerzhinsk, Russia). N-(2-hydroxyethyl)phenazinium chloride was obtained in ICBFM SB RAS as described in previous work [44 (link)]. All solvents (THF, DMSO, CH3CN (various vendors)) were dried by 3 Å molecular sieves or by distillation and stored over CaH2. Kieselgel F254 thin-layer chromatography plates were purchased from Merck (Kenilworth, NJ, USA).
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9

Synthesis of Polymeric Biocide

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The following chemicals were used without further purification for the synthesis of the polymeric biocide: guanidine hydrochloride, 98% (Applichem, Darmstadt, Germany), hexamethylenediamine (98%), 2-naphtalenesulphonic acid, sodium salt (technical grade, Sigma-Aldrich, Taufkirchen, Germany), and ethanol (95%). Rilsan®PA11 (granules) was supplied by Arkema (King of Prussia, PA, USA).
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10

3D-Scaffolds via Ammonolysis of PCLF-PCL Blends

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PCLF polymer (7 g) and polycaprolactone (average Mn 80,000, 3 g) were dissolved in 20 mL dichloromethane with constant stirring. After dissolving, the solution was added with 0.5 wt% of photo-initiator bisacrylphosphrine oxide (BAPO, Ciba Specialty Chemicals, Tarrytown, NY), then air-dried under protection from light in a large area container. Scaffolds with dimensions around 30 mm × 30 mm × 1 mm (width × length × height) were printed using a BIO X 3D Bioprinter (CELLINK, Boston, MA). After printing, scaffolds were cured under 365 nm UV light for 2 h, then ammonolyzed in 100 mL isopropyl alcohol ammonolysis solution containing 6.0 g of hexamethylenediamine (Sigma Aldrich) for 10–20 min at 37 °C. The obtained 3D-scaffolds were washed in excessive de-ionized (DI) water for 2–4 days to remove excess photoinitiator and residues, then air-dried to obtain 3D-scaffolds.
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