All the reagents were used as received. EC (>98%), dimethyl sulfoxide (DMSO) super dehydrated (>99.0%, water content < 0.02%), bismuth subsalicylate (Bi composition = 55.6–59.2%), bismuth oxide (>98%), and Bu2SnO (>85%) were purchased from Wako Pure Chemical (Osaka, Japan). Dehydrated xylene (>80%, water content < 0.003%), N,N-dimethylformamide (DMF) super dehydrated (>99.5%, water content < 0.001%), N-methyl-2-pyrolidinone (NMP) (>99.0%), and bismuth hydroxide nitrate (residue on ignition as Bi2O3 = 79.0–82.0%) were purchased from Kanto Chemical (Tokyo, Japan). BiCl3 (>97.0%), BiPh3 (>98.0%), 1,6-hexanediamine (>99.0%) were purchased from Tokyo Chemical Industry (Tokyo, Japan). BiF3 (>99.99%), BiBr3 (>98%), Bi(OCOCH3)3 (>99%), and Bi2(SO4)3 (>90.0%) were purchased from Sigma Aldrich (St. Louis, MO, USA). Bi(OH)3 (>90.0%) was purchased from Nakarai Tesque (Kyoto, Japan). The bishydroxyurethane monomer, bis(2-hydroxyethyl)hexane-1,6-diyldicarbamate (BHU6), was prepared as reported from EC and 1,6-hexanediamine (Figure S1 ) [10 (link),11 (link)].
1 6 hexanediamine
Manufactured by Tokyo Chemical Industry
Sourced in Japan
1,6-hexanediamine is a chemical compound used as a building block in the synthesis of various materials. It is a colorless, crystalline solid with the molecular formula C₆H₁₆N₂. The primary function of 1,6-hexanediamine is to serve as a precursor for the production of polymers, resins, and other specialty chemicals.
Automatically generated - may contain errors
Lab products found in correlation
Pyridine, by Kanto Chemical (3 mentions)
N methylpyrrolidone, by Kanto Chemical (3 mentions)
4 4 oxybis benzenesulfonylchloride, by Tokyo Chemical Industry (3 mentions)
4 dimethylaminopyridine, by Tokyo Chemical Industry (3 mentions)
Bibr3, by Merck Group (1 mentions)
1 3 propanediamine, by Tokyo Chemical Industry (1 mentions)
1 4 butanediamine, by Tokyo Chemical Industry (1 mentions)
5 protocols using 1 6 hexanediamine
1
Synthesis of Bishydroxyurethane Monomers
2
Purification and Characterization of Organic Compounds
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Furfural,
toluene, dimethyl sulfoxide, acetic
acid, anhydrous tetrahydrofuran, hydrochloric acid, ethylene diamine,
dichloromethane, m-cresol, and deuterated chloroform
were purchased from Kanto Kagaku Co., Inc. (Tokyo, Japan). p-Toluenesulfonic acid, 1,3-propanediamine, 1,4-butanediamine,
1,5-pentanediamine, and 1,6-hexanediamine were purchased from Tokyo
Chemical Industry Co., Ltd. (Tokyo, Japan). Palladium diacetate and
ethylene glycol were purchased from Sigma-Aldrich Japan Co., LLC.
(Tokyo, Japan). Furfural was used after distillation from Na2CO3 under reduced pressure. Acetic acid was distilled,
and m-cresol was distilled under reduced pressure.
Toluene, dichloromethane, dimethyl sulfoxide, and ethylene glycol
were distilled from calcium hydride before use. Ethylenediamine, 1,3-propanediamine,
1,4-butanediamine, and 1,5-pentanediamine were distilled over 4 Å
molecular sieves. 1,6-hexanediamine and p-phenylenediamine
were sublimed under reduced pressure. All the other chemicals were
of reagent grade and used without further purification.
toluene, dimethyl sulfoxide, acetic
acid, anhydrous tetrahydrofuran, hydrochloric acid, ethylene diamine,
dichloromethane, m-cresol, and deuterated chloroform
were purchased from Kanto Kagaku Co., Inc. (Tokyo, Japan). p-Toluenesulfonic acid, 1,3-propanediamine, 1,4-butanediamine,
1,5-pentanediamine, and 1,6-hexanediamine were purchased from Tokyo
Chemical Industry Co., Ltd. (Tokyo, Japan). Palladium diacetate and
ethylene glycol were purchased from Sigma-Aldrich Japan Co., LLC.
(Tokyo, Japan). Furfural was used after distillation from Na2CO3 under reduced pressure. Acetic acid was distilled,
and m-cresol was distilled under reduced pressure.
Toluene, dichloromethane, dimethyl sulfoxide, and ethylene glycol
were distilled from calcium hydride before use. Ethylenediamine, 1,3-propanediamine,
1,4-butanediamine, and 1,5-pentanediamine were distilled over 4 Å
molecular sieves. 1,6-hexanediamine and p-phenylenediamine
were sublimed under reduced pressure. All the other chemicals were
of reagent grade and used without further purification.
3
Synthesis of Binder Polymer CP-2
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Example 2
Into a three-neck flask provided with a condenser and a stirrer, 6.97 g of 1,6-hexanediamine (manufactured by Tokyo Chemical Industry Co., Ltd.) and 53.9 g of N-methylpyrrolidone (manufactured by Kanto Chemical Co., Inc.) were put, and by being stirred at room temperature under a nitrogen flow to obtain a uniform solution. Next, 9.49 g of pyridine (manufactured by Kanto Chemical Co., Inc.) and 7.33 g of 4-dimethylaminopyridine (manufactured by Tokyo Chemical Industry Co., Ltd.) was added to the reaction solution, followed by dissolving. Next, 22.03 g of 4,4′-oxybis(benzenesulfonylchloride) (manufactured by Tokyo Chemical Industry Co., Ltd.) was added to the flask, followed by stirring at room temperature for 1 hour, then, the temperature was raised to 60° C., and the resulting solution was allowed to react for 10 hours. The reaction solution was added dropwise to a mixed solution of 0.5 L of pure water and 0.5 L of methanol, and as a result, a polymer was precipitated. This was collected by filtration, washed, and dried, whereby 25.5 g of a binder polymer (CP-2) having a weight-average molecular weight of 52,000 was obtained. It was confirmed from the NMR spectrum, the IR spectrum, and GPC (polystyrene conversion) that the obtained product was the target substance.
4
Synthesis of Binder Polymer for Electrochemical Devices
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Example 2
Into a three-neck flask provided with a condenser and a stirrer, 6.97 g of 1,6-hexanediamine (manufactured by Tokyo Chemical Industry Co., Ltd.) and 53.9 g of N-methylpyrrolidone (manufactured by Kanto Chemical Co., Inc.) were put, and by being stirred at room temperature under a nitrogen flow, the solution became homogeneous. Next, 9.49 g of pyridine (manufactured by Kanto Chemical Co., Inc.) and 7.33 g of 4-dimethylaminopyridine (manufactured by Tokyo Chemical Industry Co., Ltd.) was added to the reaction solution, followed by dissolving. Next, 22.03 g of 4.4′-oxybis(b enzenesulfonylchloride) (manufactured by Tokyo Chemical Industry Co., Ltd.) was added to the flask, followed by stirring at room temperature for 1 hour, then, the temperature was raised to 60° C., and the resulting solution was allowed to react for 10 hours. The reaction solution was added dropwise to a mixed solution of 0.5 L of pure water and 0.5 L of methanol, and as a result, a polymer was precipitated. This was collected by filtration, washed, and dried, whereby 25.5 g of a binder polymer (CP-2) having an average molecular weight of 52,000 was obtained. It was confirmed from the NMR spectrum, the IR spectrum, and GPC (polystyrene conversion) that the obtained product was the target substance.
5
Synthesis of Binder Polymer CP-2
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Example 2
Into a three-neck flask provided with a condenser and a stirrer, 6.97 g of 1,6-hexanediamine (manufactured by Tokyo Chemical Industry Co., Ltd.) and 53.9 g of N-methylpyrrolidone (manufactured by Kanto Chemical Co., Inc.) were put, and by being stirred at room temperature under a nitrogen flow, the solution became homogeneous. Next, 9.49 g of pyridine (manufactured by Kanto Chemical Co., Inc.) and 7.33 g of 4-dimethylaminopyridine (manufactured by Tokyo Chemical Industry Co., Ltd.) was added to the reaction solution, followed by dissolving. Next, 22.03 g of 4,4′-oxybis(benzenesulfonylchloride) (manufactured by Tokyo Chemical Industry Co., Ltd.) was added to the flask, followed by stirring at room temperature for 1 hour, then, the temperature was raised to 60° C., and the resulting solution was allowed to react for 10 hours. The reaction solution was added dropwise to a mixed solution of 0.5 L of pure water and 0.5 L of methanol, and as a result, a polymer was precipitated. This was collected by filtration, washed, and dried, whereby 25.5 g of a binder polymer (CP-2) having a weight average molecular weight of 52,000 was obtained. It was confirmed from the NMR spectrum, the IR spectrum, and GPC (polystyrene conversion) that the obtained product was the target substance.
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