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1 5 7 triazabicyclo 4.4.0 dec 5 ene

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1,5,7-triazabicyclo[4.4.0]dec-5-ene is a heterocyclic organic compound. It consists of a bicyclic system with a triazole ring fused to a cyclodecane ring. This compound can be used as a lab reagent or in chemical synthesis applications.

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Lab products found in correlation

Dichloromethane, by Merck Group (5 mentions) 1 6 hexanediol, by Merck Group (4 mentions) Triethylamine, by Merck Group (4 mentions) Methanol, by Thermo Fisher Scientific (4 mentions) Phosphate buffered saline (pbs), by Merck Group (3 mentions) 1 methylimidazole, by Merck Group (2 mentions) Chloroform, by Merck Group (2 mentions) Methanesulfonic acid, by Merck Group (2 mentions) Tetrahydrofuran, by Thermo Fisher Scientific (2 mentions) Rhodamine b rhb, by Merck Group (2 mentions) ε caprolactone, by Merck Group (2 mentions) Trimethylamine, by Merck Group (2 mentions) Diethyl ether, by Merck Group (2 mentions) Sodium chloride (nacl), by Merck Group (2 mentions) Dichloromethane, by Thermo Fisher Scientific (2 mentions) Ethyl acetate, by Thermo Fisher Scientific (2 mentions) 4 dimethylaminopyridine, by Merck Group (2 mentions) Trimethylorthoformate, by Merck Group (2 mentions) Deuterium oxide, by Merck Group (2 mentions) N hydroxysuccinimide, by Merck Group (2 mentions)

Spelling variants of this product

Triazabicyclo [4.4.0] dec-5-ene (2 citations) 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD, (2 citations)

25 protocols using 1 5 7 triazabicyclo 4.4.0 dec 5 ene

1

Synthesis and Characterization of Polycaprolactone

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ε-Caprolactone (εCL) (98%, Sigma-Aldrich,
Sweden) was dried over calcium hydride for at least 24 h and subsequently
distilled at reduced pressure under an inert gas atmosphere prior
to use. All of the other chemicals were used as received. These chemicals
included initiators (i.e., benzyl alcohol (≥99%, Sigma-Aldrich,
Sweden) and 2-naphthalene ethanol (98%, Sigma-Aldrich, Sweden)), catalysts
(i.e., 1,5,7-triazabicyclo[4.4.0]-dec-5-ene (TBD) (98%, Sigma-Aldrich,
Sweden)), and a phosphazene base P2-tBu
solution (P2-tBu, ∼2 M in THF,
Sigma-Aldrich, Sweden). In addition, sodium hydride (NaH) (60% dispersion
in mineral oil, Sigma-Aldrich, Sweden), diethyl carbonate (99%, Sigma-Aldrich,
Sweden), trimethylolpropane allyl ether (98%, Sigma-Aldrich, Sweden),
acetic acid (technical, Fisher Scientific, Germany), acetic acid anhydride
(ReagentPlus, ≥ 99%, Sigma-Aldrich, Sweden),
triethylamine (TEA) (≥99%, Sigma-Aldrich, Sweden), dichloromethane
(anhydrous, ≥ 99.8%, Sigma-Aldrich, Sweden) chloroform (HPLC
grade, Fisher Scientific, Germany), chloroform-d (99.8%,
with silver foil, Cambridge Isotope Laboratories), and methanol (general
purpose grade, Fischer Scientific, Germany) were used.
Olsén P., Odelius K., Keul H, & Albertsson A.C. (2015). Macromolecular Design via an Organocatalytic, Monomer-Specific and Temperature-Dependent “On/Off Switch”. High Precision Synthesis of Polyester/Polycarbonate Multiblock Copolymers. Macromolecules, 48(6), 1703-1710.
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2

Fabrication of Epoxy-Based Composites

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The monomers diglycidyl ether of bisphenol A (DGEBA, MW: 340.41 g/mol), glutaric anhydride (GA, MW: 114.10 g/mol), and 1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD, MW: 139.20 g/mol) were purchased from Sigma Aldrich (St. Louis, MO, USA) and used as received without further purification. Methyl tetrahydrophthalic anhydride (MTHPA, MW: 166.17 g/mol) was obtained from Jining Huakai Resin Co. (Shandong, China). Ethylene glycol (EG) and N-Methyl-2-Pyrrolidinone (NMP) were ordered from Adamas Reagent Co., Ltd (Shanghai, China). 2,4,6-Tris(dimethylaminomethyl)phenol (DMP-30, MW: 265.39 g/mol; Shanghai Macklin Biochemical Co., Ltd, China) was selected as the accelerant to fabricate pure epoxy resin. The chemical structures of above monomers are shown in Fig. S1 (Supporting Information). Iron (III) chloride (Shanghai Aladdin Bio-Chem Technology Co., Ltd) was used to etch the electronic circuits. The commonly used type 7628 glass fabric in the electronics industry was obtained from Feipufu Co. (Beijing, China) to fabricate composites. The plain weave fiberglass cloth has a thickness of ~0.20 mm.
Chen Z., Yang M., Shi Q., Kuang X., Qi H.J, & Wang T. (2019). Recycling Waste Circuit Board Efficiently and Environmentally Friendly through Small-Molecule Assisted Dissolution. Scientific Reports, 9, 17902.
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3

Synthesis and Characterization of Polyurethanes

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Eugenol (99%), 3-chloroperoxybenzoic (m-CPBA, <77%), 1-methylimidazole (99%), zinc acetate (99.9%), 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD, 98%), and dibutyltin dilaurate (DBTDL, 99%) were purchased from Sigma-Aldrich Chemical (Yongin City, South Korea). Ester-type TPU (Neothane 5285 AP) was obtained from Dong Sung Corporation (Busan, South Korea), and ether-type TPU (Desmopan 9395AU) was purchased from Covestro Deutschland AG (Leverkusen, Germany). Average molecular weights of TPUs determined by Gel Permeation Chromatography (GPC) are given in Table S1. Sodium thiosulfate (Na2S2O3, 98%), sodium bicarbonate (NaHCO3, 99%), sodium chloride (NaCl, 99%), and anhydrous sodium sulfate (Na2SO4, 99%) were purchased from Aldrich Chemical (Yongin City, South Korea). The solvents used in this work, including dichloromethane (CH2Cl2, 99%) and dimethylformamide (DMF, 99%), were supplied by Samchun Pure Chemical (Pyeongtaek-si, South Korea). All materials were used without further purification. The typical structures of TPUs are shown in Scheme 1.
Liang J.Y., Shin S.R., Lee S.H, & Lee D.S. (2020). Self-Healing and Mechanical Properties of Thermoplastic Polyurethane/Eugenol-Based Phenoxy Resin Blends via Exchange Reactions. Polymers, 12(5), 1011.
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4

Synthesis of Polymer Electrolyte Materials

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1,6-hexanediol (99%) was purchased from Sigma-Aldrich (Madrid, Spain) and was dried in toluene before using it. Methanesulfonic acid (MSA, 99%), 1,5,7-triazabicyclo [4.4.0] dec-5-ene (TBD, 98%), chloroform (CDCl3) and the rest of the solvents used in this work were supplied by Sigma-Aldrich and used as received. Poly(ethylene oxide) (PEO, Mv 100 kg mol−1, powder) was purchased from Sigma-Aldrich. Finally, the lithium bis(trifluoromethanesulfonyl)imide (LiTFSI) (99.9%) salt was supplied by Solvionic (Toulouse, France).
Olmedo-Martínez J.L., Pastorio M., Gabirondo E., Lorenzetti A., Sardon H., Mecerreyes D, & Müller A.J. (2021). Polyether Single and Double Crystalline Blends and the Effect of Lithium Salt on Their Crystallinity and Ionic Conductivity. Polymers, 13(13), 2097.
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5

Fabrication of Tung Oil-based Composites

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Tung oil (TO) was purchased from General Iron Fittings Ltda. (São Paulo, Brazil). Furfuryl alcohol (FA, Sigma-Aldrich, 98%), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD, Sigma-Aldrich, 98%), chloroform (Qhemis, 99%), dichloromethane (Qhemis, 99%), triethylamine (Sigma-Aldrich, ≥ 99%) and microcrystalline cellulose (Sigma-Aldrich) were used as received unless otherwise stated. Trifluoroacetic acid (TFA, Sigma-Aldrich, 99%) was used in a chloroform solution. Bacterial cellulose (BC) nanofibers were obtained from kombucha tea, which is a symbiotic culture of bacteria and yeasts.
Valentino H.A., de Tarso Laia dos Reis e Silva Pupio P., Gandini A, & Lacerda T.M. (2021). Furfuryl alcohol/tung oil matrix-based composites reinforced with bacterial cellulose fibres. Cellulose (London, England), 28(11), 7109-7121.
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6

Synthesis of Epichlorohydrin Derivatives

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Epichlorohydrin was obtained from Acros. BDE, 9-Anthracenemethanol, SA, and 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) were purchased from Sigma-Aldrich. Potassium hydroxide, tetrahydrofuran (THF), and ethanol were supplied by Fisher Scientific. All chemicals were used as received without further purification.
Li Y., Goswami M., Zhang Y., Liu T., Zhang J., Kessler M.R., Wang L, & Rios O. (2020). Combined light- and heat-induced shape memory behavior of anthracene-based epoxy elastomers. Scientific Reports, 10, 20214.
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7

Synthesis and Characterization of Epoxy Composites

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Bisphenol A diglycidyl ether (DGEBA) epoxy oligomer (Epon resin 828), accelerator composed of 2,4,6-tris-dimethylaminomethyl phenol (Epikure Curing Agent 3253) were kindly provided by Hexion Inc (Pueblo, CO, USA). Hexahydro-4-methylphthalic anhydride (HP), ethylene glycol (EG), diethylene glycol (DG), propylene glycol (PG), 2-ethyl-hexanol (2EH), ethylene glycol monobutyl ether (EGMBE) and 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD), zinc acetylacetonate (Zn(Ac)2) and triphenylphosphine (PPh3) were purchased from Sigma-Aldrich (St. Louis, MO, USA) and used as received. Silicone mold releasing agent was purchased from Stoner (Quarryvile, PA, UAS). Sodium hydroxide (NaOH) was obtained from Avantor Performance Materials (Phillipsburg, NJ, USA).
Kuang X., Shi Q., Zhou Y., Zhao Z., Wang T, & Qi H.J. (2018). Dissolution of epoxy thermosets via mild alcoholysis: the mechanism and kinetics study. RSC Advances, 8(3), 1493-1502.
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8

Synthesis and Characterization of COP

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2-Chloro-2-oxo-1,3,2-dioxaphospholane (COP) was synthesized, distilled under vacuum and stored at −20 °C.23 (link) Tetrahydrofuran (THF) purchased from Alfa Aesar in Shanghai was used after distillation. After purification by phthalic anhydride, sodium hydroxide and calcium hydride, triethylamine (TEA, Aladdin) was distilled for subsequent studies. Monomethoxy poly(ethylene glycol) (mPEG, Mn = 5000 g mol−1) was acquired from Sigma-Aldrich and was dried by azeotropic distillation with toluene subsequently. 1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD), anhydrous CH2Cl2, 3-butyn-1-ol, DOX and Ce6 were purchased from Sigma-Aldrich. All other undeclared reagents and solvents were of analytical grade and used as received.
Zhou J., Sun C, & Yu C. (2020). Highly-controllable drug release from core cross-linked singlet oxygen-responsive nanoparticles for cancer therapy. RSC Advances, 10(34), 19997-20008.
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9

Synthesis and Characterization of Fluorescent Probes

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Fluorescein isothiocyanate isomer I (FITC, MW = 389.38 Da, ≥90%), fluorescein isothiocyanate-dextran 70,000 (FITC-DXT 70, MW = 70 kDa), fluorescein sodium salt (FLUOR, MW = 332.31 Da) and rhodamine B (RhB, MW = 479.01 Da) were purchased from Merck (Deisenhofen, Germany). Calcium hydroxide (Ca(OH)2, ≥98%) and orthophosphoric acid (H3PO4, ≥85%) were purchased from Carlo Erba Reagents (Carlo Erba Reagents, Milan, Italy). ε-caprolactone (CL, ≥99%), alginic acid sodium salt powder, calcium chloride and 1,5,7-triazabicyclo [4.4.0]dec-5-ene (TBD, ≥95%) were purchased from Sigma (Sigma-Aldrich Chemie GmbH, Deisenhofen, Germany). All reagents and solvents were used without further purification. The reactions were carried out in atmospheric air and synthesised products were stored at 4 °C in the dark until they were used.
Pizzetti F., Massobrio G., Riva S., Vangosa F.B, & Rossi F. (2024). Biphasic Porous Bijel-Like Structures with Hydrogel Domains as Controlled Drug Delivery Systems. Gels, 10(1), 72.
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10

Trimethylene Carbonate Polymerization Initiators

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Trimethylene carbonate (TMC) comes from Foryou Medical (Huizhou, China). The initiators (1,6-hexanediol, (99%), propylamine, benzylamine, 1,6-hexanediamine, p-xylenediamine, tris(2-aminoethyl)amine, bis(3-aminopropyl)amine, glycine methyl ester, L-phenylalanine methyl ester, the catalysts methanesulfonic acid (MSA), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), tin(II) 2-ethylhexanoate (Sn(Oct)2), were purchased from Sigma Aldrich (Saint-Quentin Fallavier, France) and used as received. Anhydrous dichloromethane was retrieved from solvent purificator Inert PureSolv™ (Castelnau-le-Lez, France) and used as the polymerization solvent.
Brossier T., Volpi G., Lapinte V, & Blanquer S. (2021). Synthesis of Poly(Trimethylene Carbonate) from Amine Group Initiation: Role of Urethane Bonds in the Crystallinity. Polymers, 13(2), 280.
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