Iron (III) chloride hexahydrate FeCl3·6H2O and iron (II) chloride tetrahydrate FeCl2·6H2O (Sigma-Aldrich, St. Louis, MO, USA), 3-aminoproplotrimethoxysilane (APTMS, 97%, Sigma-Aldrich, St. Louis, MO, USA), 2-bromopropionyl bromide (97%, Sigma-Aldrich, St. Louis, MO, USA), carbon disulfide (CS2, ≥ 99.9%, Sigma-Aldrich, St. Louis, MO, USA), potassium hydroxide (KOH, pure, Avantor Performance Materials Poland S.A., Gliwice, Poland), triethylamine (Et3N, Avantor Performance Materials Poland S.A., Gliwice, Poland), acryloyl chloride (96%, Alfa Aesar, Ward Hill, MA, USA) were used as received. The initiator, 2,2′-azobis(2-methylpropionitrile) (AIBN, ≥ 98%, Sigma-Aldrich, St. Louis, MO, USA), was recrystallized from methanol. N-vinylcaprolactam (NVCL, > 98%, TCI, Tokyo, Japan) was recrystallized from hexane prior to use and stored in a freezer. N-isopropylacrylamide (NIPAAm, 99 %, Acros Organics, Geel, Belgium) was recrystallized from toluene–hexane (60:40, v/v) prior to use. Potassium O-ethyl carbonodithioate (KSCSOEt) was synthesized according to the well-known procedure [11 (link)]. All organic solvents were purchased from Avantor Performance Materials Poland S.A. (Gliwice, Poland) and were distilled before use.
Acryloyl chloride
Manufactured by Thermo Fisher Scientific
Sourced in United States, United Kingdom
Acryloyl chloride is a chemical compound with the molecular formula CH2=CHCOC. It is a colorless to pale yellow liquid with a pungent odor. Acryloyl chloride is commonly used as a reagent in organic synthesis and the production of various chemical products.
Automatically generated - may contain errors
Lab products found in correlation
Manganese 2 chloride, by Merck Group (3 mentions)
Iron 3 acetylacetonate, by Merck Group (3 mentions)
N boc ethylenediamine, by Thermo Fisher Scientific (3 mentions)
Oleylamine, by Merck Group (3 mentions)
Oleic acid, by Merck Group (3 mentions)
Osmium tetroxide, by Merck Group (2 mentions)
Guinea pig anti swine insulin antibody, by Agilent Technologies (2 mentions)
Prussian blue, by Merck Group (2 mentions)
Rpmi 1640 medium, by Thermo Fisher Scientific (2 mentions)
Acetic anhydride, by Merck Group (2 mentions)
Triethylamine tea, by Thermo Fisher Scientific (2 mentions)
Triethylamine, by Thermo Fisher Scientific (2 mentions)
2 2 azobis 2 methylpropionitrile aibn, by Merck Group (1 mentions)
Iron 3 chloride hexahydrate fecl3 6h2o, by Merck Group (1 mentions)
2 bromopropionyl bromide, by Merck Group (1 mentions)
Carbon disulfide cs2, by Merck Group (1 mentions)
N isopropylacrylamide nipaam, by Thermo Fisher Scientific (1 mentions)
Resazurin, by Merck Group (1 mentions)
Acetonitrile, by Erba Group (1 mentions)
Ethanol, by Merck Group (1 mentions)
20 protocols using acryloyl chloride
1
Synthesis of Functional Polymer Particles with Controlled Properties
2
Synthesis and Evaluation of Pluronic-based Nanocarriers
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Commercial Pluronic® F68 (Mw 8400 Da), N,N′-dicarbonyldiimidazole (CDI), ethanol, sodium carbonate, resazurin, hydrocortisone and McCoy’s 5A cell medium were acquired from Sigma-Aldrich (St. Louis, MO, USA). Acetonitrile was purchased from Carlo Erba (Val de Reuil, France). Commercial branched PEI 99% (Mw 1800 Da) and acryloyl chloride were acquired from Alfa Aesar (Haverhill, MA, USA). Regenerated cellulose dialysis tubing (MWCO 3500 Da) was acquired from Orange Scientific (Braine l’Alleud, Belgium). Cellulose acetate syringe filters were purchased from Filter-Lab® (Barcelona, Spain). A DNA plasmid kit was obtained from Qiagen (Hilden, Germany), and U2OS and SCC-9 cell lines were purchased from ATCC. DMEM:F12, fetal bovine serum (FBS) (10%), penicillin and streptomycin were obtained from Biowest (Nuaille, France). A DC protein assay was acquired from Biorad (Hercules, CA, USA). resazurin sodium salt was obtained from Sigma-Aldrich (St. Louis, MO, USA).
3
Synthesis of Chitosan-DVB Composites
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N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (EDC), chitosan, and divinylbenzene (DVB) were purchased from Sigma-Aldrich (Shanghai, China). N,N-dimethylacetamide (DMAC), triethylamine, NaBH4, sodium dodecyl sulphate (SDS), and potassium tellurite (K2TeO3) were purchased from Sinopharm Chemical Reagent Co., Ltd. (Tianjin, China). Trimethylolpropane trimethacrylate (TRIM), N,N-dimethylaniline (DMA), and benzoyl peroxide (BPO) were purchased from Aladdin Industrial Co., Ltd. (Shanghai, China). Thioglycolic acid (TGA) and acryloyl chloride were purchased from Alfa Aesar (Tianjin, China), and Cd(CH3COO)2·2H2O was purchased from TianJin Kemel Chemical Reagent Co., Ltd. (Tianjin, China). Before use, the DVB was passed through an aluminum oxide column to remove the stabilizer.
4
Chondrocyte Differentiation Protocol
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Collagenase type V, exendin-4 (Ex4), manganese (II) chloride (MnCl2·4H2O, 99%), iron (III) acetylacetonate (Fe(acac)3, 99.9%), methyl poly(ethylene glycol) (mPEG, M.W. = 2000), N-hydroxysuccinimide (NHS), N-ethyl-N′-(3-dimethylaminopropyl) carbodiimide (EDC), oleic acid (90%), oleylamine (90%), osmium tetroxide (1%) and Prussian blue were from Sigma–Aldrich (St. Louis, MO, USA). Acryloyl chloride (96%) and N-Boc-ethylenediamine (98%) were from Alfa Aesar (Ward Hill, MA, USA). Benzyl ether and (3-aminopropyl) triethoxy silane (APTES, 98%) were from Fluka (Buchs, SG, Switzerland). N-Hydroxybenzotriazole (HOBt) and (benzotriazol-1-yloxy) tripyrrolidinophosphonium hexafluorophosphate (PyBOP) were from NovaBiochem (Beeston, NTH, UK). RPMI-1640 medium was from GIBCO BRL (Grand Island, NY, USA). Polyethylene (PE-50) tubing was from Clay Adams (Parsippany, NJ, USA). Guinea pig anti-swine insulin antibody was from Dako (Carpinteria, CA, USA). Rabbit polyclonal anti-SOX9 antibody (E-9) was from EMD Millipore Corporation (Temecura, CA, USA).
5
Synthesis and Characterization of Multifunctional Nanoprobes
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Iron(III) acetylacetonate ([Fe(acac)3], 99.9%), manganese(II) chloride (MnCl2•4H2O, 99%), methyl poly(ethylene glycol) (mPEG, M.W. = 2,000), oleic acid (90%), oleylamine (90%), N-ethyl-N'-(3-dimethylaminopropyl) carbodiimide (EDC), IR-783, fluorescein isothiocyanate (FITC), Prussian blue, and nuclear red fast were purchased from Sigma-Aldrich (St. Louis, MO, USA). Acryloyl chloride (96%) and N-Boc-ethylenediamine (98%) were purchased from Alfa Aesar (Ward Hill, MA, USA). (3-Aminopropyl) triethoxy silane (APTES, 98%) and benzyl ether were purchased from Fluka (Buchs, SG, Switzerland). (Benzotriazol-1-yloxy) tripyrrolidinophosphonium hexafluorophosphate (PyBOP) and N-hydroxybenzotriazole (HOBt) were purchased from NovaBiochem (Beeston, NTH, UK). BCA (bicinchoninic acid) protein assay reagent kit was purchased from Pierce (Rockford, IL, USA). Molecular-porous membrane tubing (M.W. = 12~14 kDa and M.W. = 50 kDa) was purchased from Spectrum (Houston, TX, USA). The primary antibodies (mouse anti-EGFR and anti-β-actin) and secondary antibody (Rabbit polyclonal antibody to mouse IgG-H&L) were purchased from Abcam (Cambridge, MA, USA), and all the chemicals were used directly without any further purification unless otherwise stated.
6
Synthesis and Characterization of Novel Lipid-based Nanocarriers
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Oleic acid (technical grade,
90%), 2-(dimethylamino)ethanol, 3-(dimethylamino)-1-propanol, cholesterol,
6-(p-toluidino)-2-naphthalenesulfonic acid sodium
salt (TNS), cholesterol distearoylphosphatidylcholine (DSPC), and
MPEG-2000-DSPE sodium salt were purchased from Sigma-Aldrich. Acryloyl
chloride was obtained from Alfa Aesar. 3-Amino-1-propanol, ethanolamine,
4-(dimethylamino)pyridine (DMAP), and 1-hydroxybenzotriazole (HOBt)
were obtained from Spectrochem (India). Triethylamine (TEA) and thionyl
chloride were obtained from SD Fine Pvt. Ltd. (India). 1-(3-Dimethylaminopropyl)-3-ethyl
carbodiimide hydrochloride (EDAC) was purchased from Sisco Research
Laboratories Pvt. Ltd (India). Dichloromethane (DCM), tetrahydrofuran
(THF), and other solvents used were of analytical grade. Precoated
silica-gel 60F254 plates used for thin-layer chromatography
(TLC) to monitor reactions were obtained from Merck. Water used in
the entire study was obtained from the Milli-Q water purification
system of Millipore Corporation (Bedford).
90%), 2-(dimethylamino)ethanol, 3-(dimethylamino)-1-propanol, cholesterol,
6-(p-toluidino)-2-naphthalenesulfonic acid sodium
salt (TNS), cholesterol distearoylphosphatidylcholine (DSPC), and
MPEG-2000-DSPE sodium salt were purchased from Sigma-Aldrich. Acryloyl
chloride was obtained from Alfa Aesar. 3-Amino-1-propanol, ethanolamine,
4-(dimethylamino)pyridine (DMAP), and 1-hydroxybenzotriazole (HOBt)
were obtained from Spectrochem (India). Triethylamine (TEA) and thionyl
chloride were obtained from SD Fine Pvt. Ltd. (India). 1-(3-Dimethylaminopropyl)-3-ethyl
carbodiimide hydrochloride (EDAC) was purchased from Sisco Research
Laboratories Pvt. Ltd (India). Dichloromethane (DCM), tetrahydrofuran
(THF), and other solvents used were of analytical grade. Precoated
silica-gel 60F254 plates used for thin-layer chromatography
(TLC) to monitor reactions were obtained from Merck. Water used in
the entire study was obtained from the Milli-Q water purification
system of Millipore Corporation (Bedford).
7
Nanomaterial Synthesis and Characterization
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Collagenase type XI, exendin-4 (Ex4), Histopaque®-1077, manganese (II) chloride (MnCl2·4H2O, 99%), iron (III) acetylacetonate (Fe(acac)3, 99.9%), methyl poly(ethylene glycol) (mPEG, M.W. = 2000), N-hydroxysuccinimide (NHS), N -ethyl-N′-(3-dimethylaminopropyl) carbodiimide (EDC), oleic acid (90%), oleylamine (90%), osmium tetroxide (1%), propidium iodide (PI) and Prussian blue were purchased from Sigma–Aldrich (St. Louis, MO, USA). N-Boc-ethylenediamine (98%) and Acryloyl chloride (96%) were from Alfa Aesar (Ward Hill, MA, USA). Benzyl ether and (3-Aminopropyl) triethoxy silane (APTES, 98%) were from Fluka (Buchs, Switzerland). N-hydroxybenzotriazole (HOBt) and (Benzotriazol-1-yloxy) tripyrrolidinophosphonium hexafluorophosphate (PyBOP) were from NovaBiochem (Beeston, UK). RPMI-1640 medium and Dulbecco’s modified Eagle’s medium (DMEM) were from GIBCO BRL (Grand Island, NY, USA). Insulin radioimmunoassay (RIA) kit was from Millipore Corporation (Billerica, MA, USA). Polyethylene (PE-50) tubing was from Clay Adams (Parsippany, NJ, USA). Guinea pig anti-swine insulin antibody and rabbit anti-human glucagon antibody were from Dako (Carpinteria, CA, USA). Guinea pig anti-human insulin antibody (ab7842) was from Abcam (Cambridge, MA, USA).
8
Synthesis and Purification of Polymeric Reagents
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Azobisisobutyronitrile
(AIBN, Sigma-Aldrich) was recrystallized from methanol prior to use.
Isobornyl acrylate (IBA; technical, Sigma-Aldrich) and lauryl acrylate
(LA; >98%, TCI) were passed over a basic alumina column prior to
use
to remove the stabilizer. Methyl acrylate (MA; 99%, Sigma-Aldrich)
was distilled prior to use. Pyridine, dichloromethane (DCM), and triethylamine
were distilled over calcium hydride (CaH2) prior to use.
Cyanomethyl dodecyl trithiocarbonate (CDT) was synthesized according
to a procedure mentioned in the literature.44 (link) 2-(Dodecylthiocarbonothioylthio)-2-methylpropionic acid (DDMAT;
98%, Sigma-Aldrich), trioxane (≥99%, Sigma-Aldrich), biphenyl
(>99%, Sigma-Aldrich), acetophenone (AP; 99%, Sigma-Aldrich), sodium
sulfate (≥99%, Sigma-Aldrich), acetic anhydride (≥99%,
Sigma-Aldrich), trans-2-[3-(4-tert-butylphenyl)-2-methyl-2-propenylidene]-malononitrile (DCTB; Sigma-Aldrich,
>98%), potassium trifluoroacetate (KTFA; Sigma-Aldrich, 98%), acryloyl
chloride (96%, Alfa Aesar), furfuryl alcohol (≥98%, Fischer
Scientific), hydrogen chloride (HCl; 37% solution in H2O, Acros Organics), sodium bicarbonate (>99%, Acros organics),
sodium
chloride (≥99.8%, Roth), tert-butyl methylether
(TBME; 99.9%), acetic acid (AcOH; 99.7%), and CDCl3 (99.8%,
Cambridge Isotope Laboratories) were used as received. All other solvents
were obtained from Biosolve and were used as received.
(AIBN, Sigma-Aldrich) was recrystallized from methanol prior to use.
Isobornyl acrylate (IBA; technical, Sigma-Aldrich) and lauryl acrylate
(LA; >98%, TCI) were passed over a basic alumina column prior to
use
to remove the stabilizer. Methyl acrylate (MA; 99%, Sigma-Aldrich)
was distilled prior to use. Pyridine, dichloromethane (DCM), and triethylamine
were distilled over calcium hydride (CaH2) prior to use.
Cyanomethyl dodecyl trithiocarbonate (CDT) was synthesized according
to a procedure mentioned in the literature.44 (link) 2-(Dodecylthiocarbonothioylthio)-2-methylpropionic acid (DDMAT;
98%, Sigma-Aldrich), trioxane (≥99%, Sigma-Aldrich), biphenyl
(>99%, Sigma-Aldrich), acetophenone (AP; 99%, Sigma-Aldrich), sodium
sulfate (≥99%, Sigma-Aldrich), acetic anhydride (≥99%,
Sigma-Aldrich), trans-2-[3-(4-tert-butylphenyl)-2-methyl-2-propenylidene]-malononitrile (DCTB; Sigma-Aldrich,
>98%), potassium trifluoroacetate (KTFA; Sigma-Aldrich, 98%), acryloyl
chloride (96%, Alfa Aesar), furfuryl alcohol (≥98%, Fischer
Scientific), hydrogen chloride (HCl; 37% solution in H2O, Acros Organics), sodium bicarbonate (>99%, Acros organics),
sodium
chloride (≥99.8%, Roth), tert-butyl methylether
(TBME; 99.9%), acetic acid (AcOH; 99.7%), and CDCl3 (99.8%,
Cambridge Isotope Laboratories) were used as received. All other solvents
were obtained from Biosolve and were used as received.
9
Functionalized Cork-ASA Composite Preparation
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Cork particles with a diameter of 63–125
μm and an average density of ρ = 200 kg/m3 were
supplied by the company Corchos del Estrecho, obtained from cork dust
residues from the sanding processes during the manufacture of cork
stoppers. ASA pellets (ASA LI912, ρ = 1100 kg/m3)
were purchased from LG Chem. Acetic anhydride, pyridine, and sodium
hydroxide were purchased from Sigma-Aldrich. Acryloyl chloride (96%),
triethylamine (TEA), n-butyl acrylate (nBA, +98%) and 2,2′-azobis(2-methylpropionitrile) (AIBN) were
purchased from Alfa Aesar. Toluene, dimethylformamide (DMF), dichloromethane
(DCM), and isopropanol were purchased from Scharlau.
μm and an average density of ρ = 200 kg/m3 were
supplied by the company Corchos del Estrecho, obtained from cork dust
residues from the sanding processes during the manufacture of cork
stoppers. ASA pellets (ASA LI912, ρ = 1100 kg/m3)
were purchased from LG Chem. Acetic anhydride, pyridine, and sodium
hydroxide were purchased from Sigma-Aldrich. Acryloyl chloride (96%),
triethylamine (TEA), n-butyl acrylate (nBA, +98%) and 2,2′-azobis(2-methylpropionitrile) (AIBN) were
purchased from Alfa Aesar. Toluene, dimethylformamide (DMF), dichloromethane
(DCM), and isopropanol were purchased from Scharlau.
10
Synthesis and Characterization of Ionic Crosslinkers
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Acryloyl chloride (96%, Alfa Aesar), 3-chloro-1-propanol (98%, Sigma Aldrich), 6-chloro-1-hexanol (96%, TCI), 8-chloro-1-octanol (98%, Sigma Aldrich), 1-butylimidazole (99%, abcr), 1-hexylimidazole (>98%, IoLiTec), tetrahydrofuran (THF, 99.5%, Acros Organics, stored over molecular sieve 0.3 nm), triethylamine (≥99.5%, TEA, Sigma Aldrich), diethyl ether (99.5%, ChemSolute), ethyl acetate (≥99.8%, fisher scientific), magnesium sulfate (anhydrous, Alfa Aesar) were used for the synthesis and purification of the monomers. The non-ionic crosslinker N,N’-diethyl-1,3-bis(acrylamido)propane (BAAP) was provided by Ivoclar Vivadent AG (Schaan, FL). The photoinitiator diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (97%, TPO, Sigma Aldrich), the conducting salts tetrabutylammonium chloride (TBACl, 98%, TCI), zinc perchlorate hexahydrate (99.997%, Thermo Fisher Scientific), and 1-hexyl-3-methylimidazolium chloride (>98%, IoLiTec) were used as received. Milli-Q water was used as a swelling agent. Zinc electrodes (99.995%, thickness 0.1 mm, Alfa Aesar), separator Celgard 2500 (thickness 25 µm, CELGARD, North Carolina, U.S.A.), ethylene carbonate (anhydrous, ≥99%, EC, Sigma Aldrich), dimethyl carbonate (anhydrous, 99%, DMC, Sigma Aldrich) and p(TEMPO-methacrylate) (p(TEMPO-MA)) electrodes were prepared in the Jena group according to former work [25 (link)].
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