4-Chloromethylstyrene, 4-cumylphenol, and potassium carbonate were purchased from Aldrich Chemical Co. (Seoul, Republic of Korea). 4-Tritylphenol, 4-(tert-butyl)phenol, and 3-(tert-butyl)phenol were obtained from Tokyo Chemical Industry (Tokyo, Japan). 2-(Tert-butyl)phenol was purchased from Alfa Aesar (Lancashire, UK). Nematic LC, MLC-6608 (ne = 1.559, no = 1.476, and ∆ε = −4.2, where ne, no, and ∆ε are the ordinary refractive index, extraordinary refractive index, and dielectric anisotropy, respectively), was purchased from Merck Co. (Seoul, Republic of Korea). Ethanol and N,N′-dimethylacetamide (DMAc) were dried over molecular sieves (4 Å). 4-Chloromethylstyrene was purified by column chromatography on silica gel using hexane as the eluent to remove inhibitors (tert-butylcatechol and nitroparaffin) and any impurities. Tetrahydrofuran (THF) was dried under reflux over sodium and benzophenone and then distilled. Poly(4-Chloromethylstyrene) (PCMS) was synthesized by conventional free radical polymerization of 4-Chloromethylstyrene with 2,2′-azobisisobutyronitrile (AIBN) under a nitrogen atmosphere. AIBN (Daejung Chemicals & Metals Co., Siheung, Republic of Korea) was purified by crystallization from methanol and was used as the initiator. All other reagents and solvents were used as received.
4 chloromethylstyrene
Manufactured by Merck Group
Sourced in Germany
4-Chloromethylstyrene is a chemical compound used in various industrial and research applications. It is a colorless liquid with a distinctive aromatic odor. The compound contains a chloromethyl group attached to a styrene backbone. 4-Chloromethylstyrene serves as a versatile building block for the synthesis of other chemical compounds and materials.
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Lab products found in correlation
Potassium carbonate, by Merck Group (3 mentions)
Mlc 6608, by Merck Group (3 mentions)
N n dimethylacetamide, by Merck Group (2 mentions)
Eugenol, by Merck Group (1 mentions)
Isoeugenol, by Merck Group (1 mentions)
Isopropoxide, by Merck Group (1 mentions)
2 2 azobisisobutyronitrile, by Merck Group (1 mentions)
1 butylimidazole, by Merck Group (1 mentions)
Chloroplatinic acid hexahydrate h2ptcl6, by Merck Group (1 mentions)
Sodium hydroxide (naoh), by Merck Group (1 mentions)
Magnesium sulfate mgso4, by Merck Group (1 mentions)
Lithium iodide, by Merck Group (1 mentions)
Cadmium 2 nitrate, by Merck Group (1 mentions)
Arium pro di purification system, by Sartorius (1 mentions)
1 4 divinylbenzene, by Merck Group (1 mentions)
Tetrahydrofuran, by Merck Group (1 mentions)
8 protocols using 4 chloromethylstyrene
1
Synthesis and Characterization of PCMS
2
Synthesis and Characterization of Liquid Crystal Polymer Composites
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4-Chloromethylstyrene, phthalimide potassium salt, and 4′-pentyl-4-biphenylcarbonitrile (5CB, ne = 1.7360, no = 1.5442, and Δε = 14.5, where ne, no, and Δε represent the extraordinary refractive indexes, ordinary refractive indexes, and dielectric anisotropy, respectively) were purchased from Aldrich Chemical Co. Polystyrene (PS) (INEOS Styrolution Group GmbH, GPPS 147F) (average Mw; 35 000 g mol−1, softening point range; 123–128 °C) and polyimide (PI) alignment agents (Nissan Chemical Industries Ltd., SE-7492K) were used as-received. N,N′-Dimethylformamide and methanol were dried over a molecular sieve (4 Å). Tetrahydrofuran (THF) was dried by refluxing with benzophenone and sodium followed by distillation. 4-Chloromethylstyrene was purified using column chromatography on silica gel with hexane as an eluent to remove impurities and inhibitors (tert-butylcatechol and nitroparaffin). Poly(4-Chloromethylstyrene) (PPH0) was synthesized via analogous free radical polymerization of 4-Chloromethylstyrene using 2,2′-azobisisobutyronitrile (AIBN) under a nitrogen atmosphere. AIBN (Junsei Chemical Co., Ltd.) was used as an initiator and was purified by crystallization from methanol. All other reagents and solvents were used as-received.
3
Synthesis and Characterization of PCMS
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4-Chloromethylstyrene (CMS), eugenol, and potassium carbonate were commercially supplied by Aldrich Chemical Co. (Yongin, Korea). MLC-6608 (no, ne, and Δε indicate ordinary refractive index, extraordinary refractive index, and dielectric anisotropy, respectively, no = 1.4756, ne = 1.5586, and Δε = −4.2); nematic LC material, obtained in Merck Co. (Pyeongtaek, Korea). Tetrahydrofuran (THF), was dried using reflux method with sodium and benzophenone. Methanol and N,N′-dimethylacetamide (DMAc) were dried using molecular sieves (4 Å). 4-Chloromethylstyrene was purified using column chromatography filled with silica gel in eluting reagent, hexane, to eliminate nitroparaffin and tert-butylcatechol inhibitors and impurities. Poly(4-Chloromethylstyrene) (PCMS) (Mn and Mw/Mn indicate number average molecular weight and polydispersity index, respectively, Mn = 30,000 and Mw/Mn = 2.10) was synthesized by free radical polymerization of 4-Chloromethylstyrene using initiator, 2,2′-azoisobutyronitrile (AIBN), under a nitrogen atmosphere. AIBN was puchsed from Junsei Chemical Co., Ltd. (Tokyo, Japan) and purified using methanol by crystallization. Other reagents and solvents were used, as received.
4
Synthesis and Characterization of PCMS
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4-Chloromethylstyrene, chavicol, potassium carbonate, and a nematic LC, 4′–pentyl–4–biphenylcarbonitrile (5CB) (ne = 1.7074, no = 1.5343, and Δε = 14.5, where ne, no, and Δε represent extraordinary refractive indexes, ordinary refractive indexes, and dielectric anisotropy, respectively), were purchased from Aldrich Chemical Co. N,N′-Dimethylacetamide (DMAc) was dried using molecular sieves (4 Å). Tetrahydrofuran (THF) was dried by refluxing with benzophenone and sodium, followed by distillation. 4-Chloromethylstyrene was purified by column chromatography on silica gel using hexane as an eluent to eliminate any impurities and inhibitors (tert-butylcatechol and nitroparaffin). Poly(4-Chloromethylstyrene) (PCMS) was synthesized via conventional free radical polymerization of the 4-Chloromethylstyrene with 2,2′-azobisisobutyronitrile (AIBN) under a nitrogen atmosphere. AIBN (Junsei Chemical Co., Ltd., Tokyo, Japan) was used as an initiator. The AIBN was purified from crystallization using methanol. All other reagents and solvents were used as received.
5
Synthesis and Characterization of PCMS
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4-Chloromethylstyrene (CMS), γ-oryzanol, and potassium carbonate were purchased from Aldrich Chemical Co. and a nematic LC, MLC-6608 (ne = 1.5586, no = 1.4756, and Δε = −4.2, where ne, no, and Δε represent extraordinary refractive indexes, ordinary refractive indexes, and dielectric anisotropy, respectively), was purchased from Merck Co. N,N′-Dimethylacetamide (DMAc) and methanol were dried over molecular sieves (4 Å). Tetrahydrofuran (THF) was dried by refluxing with benzophenone and sodium followed by distillation. 4-Chloromethylstyrene was purified by column chromatography on silica gel using hexane as an eluent to remove any impurities and inhibitors (tert-butylcatechol and nitroparaffin). Poly(4-chlorometh-ylstyrene) (PCMS of Mn = 28 000 and Mw/Mn = 2.22) was synthesized through conventional free-radical polymerization of the 4-Chloromethylstyrene using 2,2′-azoisobutyronitrile (AIBN) under a nitrogen atmosphere. AIBN (Junsei Chemical Co., Ltd.) was used as an initiator. The AIBN was purified by crystallization using methanol. All other reagents and solvents were used as received.
6
Synthesis and Characterization of Liquid Crystal Polymer
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4-Chloromethylstyrene, isoeugenol, and potassium carbonate were purchased from Aldrich Chemical Co., and a nematic LC, MLC-6608 (ne = 1.5586, no = 1.4756, and Δε = −4.2, where ne, no, and Δε represent the extraordinary refractive index, ordinary refractive index, and dielectric anisotropy, respectively) was purchased from Merck Co (Pyeongtaek, Korea). N,N′-Dimethylacetamide (DMAc) and ethanol were dried over molecular sieves (4 Å). Tetrahydrofuran (THF) was dried by refluxing with benzophenone and sodium, followed by distillation. 4-Chloromethylstyrene was purified by column chromatography on silica gel using hexane as an eluent to remove any impurities and inhibitors (tert-butylcatechol and nitroparaffin). Poly(4-Chloromethylstyrene) (PCMS) was synthesized through conventional free radical polymerization of 4-Chloromethylstyrene using 2,2′-azoisobutyronitrile (AIBN) under a nitrogen atmosphere. AIBN (Junsei Chemical Co., Ltd., Tokyo, Japan) was used as the initiator. AIBN was purified by crystallization using methanol. All other reagents and solvents were used as received.
7
Synthesis of Polymer-Based Solar Cells
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Poly(vinyl chloride) (PVC, Mw = 97,000 g mol−1, Mn = 55,000 g mol−1), poly(oxyethylene methacrylate) (POEM, poly(ethylene glycol) methyl ether methacrylate, Mn = 475 g mol−1), 1,1,4,7,10,10-hexamethyltriethylene tetramine (HMTETA, 99%), copper(I) chloride (CuCl, 99%), titanium(IV) isopropoxide (TTIP, 97%), hydrogen chloride solution (HCl, 37 wt %), sodium hydroxide (NaOH), 1-butylimidazole, 4-chloromethylstyrene, lithium iodide (LiI), magnesium sulfate (MgSO4), 2,2′-azobisisobutyronitrile (AIBN), and chloroplatinic acid hexahydrate (H2PtCl6) were purchased from Sigma-Aldrich (St. Louis, MO). Tetrahydrofuran (THF), N-methyl pyrrolidone (NMP), methanol, 2-propanol, chloroform, acetonitrile, diethylether, and ethyl acetate were purchased from J.T. Baker. Deionized water (>18 MΩ·m) was obtained with a water purification system made by the Millipore Corporation. Ruthenium dye (535-bisTBA, N719) and TiO2 colloidal paste (Ti-Nanoxide, D20) were purchased from Solaronix, Switzerland. Fluorine-doped tin oxide (FTO) conducting glass substrate (TEC8, 8 ohms/sq, 2.3 mm thick) was purchased from Pilkington, France. The purities of chemicals employed in this work were higher than 99%, and all chemicals were utilized without additional purification.
8
Synthesis and Characterization of Pyridine-Based Chelating Agents
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4-(Chloromethyl)styrene (90%, Sigma Aldrich, Darmstadt, Germany) and 1,4-divinylbenzene (85%, Sigma Aldrich, Darmstadt, Germany) were passed through neutral alumina column to remove inhibitor. Tetrahydrofuran (p.a., Sigma Aldrich, Darmstadt, Germany) was distilled over sodium and benzophenone. Benzoyl peroxide (Fluka, Buchs, Switzerland) was dried for 24 h at 60 °C before use. LiBr (99%, anhydrous, Sigma Aldrich, Darmstadt, Germany), toluene (99.9%, POCh, Poznan, Poland), and methanol (99.9%, POCh, Poznan, Poland) were used without purification. 1-(4-pyridyl)undecan-1-one, 1-(3-pyridyl)undecan-1-one, and their oximes were synthesized following a procedure described in [29 (link),30 (link),31 (link)]. Copper(II) nitrate (Cu(NO3)2·6 H2O, p.a.) cadmium(II) nitrate (Cd(NO3)2·4 H2O, 99.997%), and zinc(II) nitrate (Zn(NO3)2·6 H2O, p.a.) were purchased from Sigma-Aldrich (Darmstadt, Germany). Standard solutions of Cu(II), Cd(II), and Zn(II) as well as pH buffers were obtained from Merck KGaA (Darmstadt, Germany). HCl (32%), NaOH, and NaCl were of analytical grade and were supplied by Chempur, Poland. Ultra-pure water was obtained by using Arium Pro DI purification system (Sartorius, Göttingen, Germany).
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