Category: 18869-30-2

Application of 18869-30-2,Some common heterocyclic compound, 18869-30-2, name is (E)-1,2-Bis(4-bromophenyl)ethene, molecular formula is C14H10Br2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A 100 mL three-neck flask was charged with 0.80 g (2.37 mmol) of 4,4′-dibromostilbene synthesized in Step 2, 1.2 g (5.40 mmol) of 9-phenanthrene boronic acid, 0.0053 g (0.024 mmol) of palladium acetate, and 0.050 g (0.163 mmol) of tris(o-tolyl)phosphine, and the air in the flask was replaced by nitrogen. Then, 15 mL of ethylene glycol dimethyl ether and 3.5 mL (2.0 mol/L) of potassium carbonate aqueous solution were added thereto and stirred for 8 hours at 90 C. to cause a reaction. After the reaction, precipitate in the reaction mixture was collected by suction filtration. After the filtration, the obtained material was recrystallized from chloroform and hexane to obtain 0.86 g of white solid in a yield of 68%. The obtained white solid was identified as DPNS2 by a nuclear magnetic resonance method (NMR). 1H-NMR of the obtained DPNS2 is shown below. In addition, a 1H-NMR chart is shown in FIG. 15. 1H-NMR (300 MHz, CDCl3); delta=8.81-8.73 (m, 4H), 8.02-7.91 (m, 4H), 7.74-7.57 (m, 18H), 7.34 (s, 2H) A synthesis scheme of DPNS2 is shown below.; Further, when a decomposition temperature Td of DPNS2 was measured by a thermo-gravimetric/differential thermal analyzer (TG/DTA 320, manufactured by Seiko Instruments Inc.), the Td was 416.6 C . Therefore, it was understood that DPNS2 has a high Td. An absorption spectrum of DPNS2 in a state of being dissolved in a toluene solvent is shown in FIG. 16 and that in a thin film state is shown in FIG. 18. An emission spectrum of DPNS2 in the toluene solution is shown in FIG. 17 and that in the thin film state is shown in FIG. 19. In each of FIGS. 16 and 18, the vertical axis indicates absorption intensity (arbitrary unit) and the horizontal axis indicates wavelength (nm). Also, in each of FIGS. 17 and 19, the vertical axis indicates emission intensity (arbitrary unit) and the horizontal axis indicates wavelength (nm). A light emission from DPNS2 had a peak at 420 nm (an excited wavelength: 348 nm) in the state of DPNS2 being dissolved in the toluene solution and had a peak at 437 nm (an excited wavelength: 344 nm) in a thin film state, therefore, it is understood that blue light emission was obtained. Using absorption spectrum data in FIG. 18, an absorption edge was obtained from a Tauc plot. Then, the energy at the absorption edge is used as an energy gap and an energy gap of DPNS2 was found to be 3.2 eV. Since 9,10-diphenylanthracene, which exhibits representative blue emission, has an energy gap of 2.9 eV, it is understood that DPNS2 has a very large energy gap. Further, the HOMO level in the thin film state was measured by an ambient photoelectron spectroscopy with a spectrometer (AC-2, manufactured by Riken Keiki Co., Ltd.), and was found to be -5.9 eV. Using the HOMO level and the energy gap, the LUMO level was found to be -2.7 eV. An optimal molecular structure of DPNS2 in a ground state was calculated by the same method as Synthesis Example 1. From this calculation result, a HOMO level value of the obtained DPNS2 was found to be -5.59 eV. Singlet excitation energy (energy gap) of DPNS2 was calculated by the same method as Synthesis Example 1. The singlet excitation energy was calculated to be 3.34 eV.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (E)-1,2-Bis(4-bromophenyl)ethene, its application will become more common.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; US2007/100180; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18869-30-2, name is (E)-1,2-Bis(4-bromophenyl)ethene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 18869-30-2, Recommanded Product: (E)-1,2-Bis(4-bromophenyl)ethene

EXAMPLE 3 Ethyl 4-bromostilbene-4′-acrylate. 25.8 g (0.1 mol) of 4,4′-dibromostilbene, 10 g (0.1 mol) of ethyl acrylate, 18.5 g (0.1 mol) of tri-n-butylamine, 0.224 g (0.001 mol) of palladium acetate and 0.6 g (0.002 mol) of tri-o-tolylphosphine are added under argon to 50 ml of p-xylene. The reaction mixture is stirred at 90 C. for 4 hours. Working up gives 2 g (6% of theory) of ethyl 4-bromostilbene-4′-acrylate. Melting point 166.9 C.

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Reference:
Patent; Ciba-Geigy Corporation; US4918215; (1990); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 18869-30-2, name is (E)-1,2-Bis(4-bromophenyl)ethene, A new synthetic method of this compound is introduced below., Product Details of 18869-30-2

Step 3: Synthesis of (E)-4,4′-bis[4-(10-phenyl-9-anthryl)phenyl]stilbene; 2.0 g (5.9 mmol) of (E)-4,4′-dibromostilbene, 4.9 g (13 mmol) of 4-(10-phenyl-9-anthryl)phenylboronic acid, 0.053 g (0.24 mmol) of palladium (II) acetate, and 0.25 g (0.83 mmol) of tri(ortho-tolyl)phosphine were put into a 100 mL three-necked flask. Then, the atmosphere in the flask was substituted with nitrogen. 30 mL of ethylene glycol dimethyl ether (abbreviation: DME) and 18 mL (35 mmol) of an aqueous potassium carbonate solution (2.0 mol/L) were added to the mixture and the mixture was refluxed at 90 C. for 6 hours to be reacted. After the reaction was completed, a precipitate in the reaction mixture was collected by suction filtration. The collected precipitate was washed with toluene; then 4.7 g of objective (E)-4,4′-bis[4-(10-phenyl-9-anthryl)phenyl]stilbene (abbreviation: PAP2S) was obtained as a light yellow powdered solid in a yield of 94%. A synthetic scheme of (E)-4,4′-bis[4-(10-phenyl-9-anthryl)phenyl]stilbene is illustrated below (synthetic scheme c-1). A 1H NMR data of the obtained (E)-4,4′-bis[4-(10-phenyl-9-anthryl)phenyl]stilbene is described below. 1H NMR (CDCl3, 300 MHz): delta=7.14-7.21 (m, 2H), 7.30-7.44 (m, 11H), 7.48-7.52 (m, 5H), 7.54-7.61 (m, 8H), 7.63-7.73 (m, 8H), 7.77-7.81 (m, 6H), 7.83-7.91 (m, 4H).The 1H NMR chart is illustrated in each of FIGS. 8A and 8B. It is to be noted that the range of 7.0 to 8.0 ppm in FIG. 8A is expanded and illustrated in FIG. 8B.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; US2008/81934; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 18869-30-2,Some common heterocyclic compound, 18869-30-2, name is (E)-1,2-Bis(4-bromophenyl)ethene, molecular formula is C14H10Br2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

[0106] (3) N,N,N?,N?-tetra(2-naphthyl)-4,4?-diaminostilbene was prepared. The reaction scheme is shown in the following: [0107] Into a 50 ml two-necked flask, 420 mg (1.56 mmol, 2.1 eq) of di-2-naphthylamine obtained in (2), 250 mg (0.741 mmol) of 4,4-dibromostilbene, 3.4 mg (0.0148 mmol, 2.0% by mole) of palladium acetate and 157 mg (1.63 mmol, 2.2 eq) of sodium t-butoxide were placed. A rubber cap was placed at the side opening of the flask. A coiled tube condenser for refluxing was attached to the central opening of the flask and a three-way stopcock attached with a balloon containing the argon gas was attached to the top of the coiled tube condenser. The atmosphere in the system was purged with the argon gas in the balloon 3 times using a vacuum pump. [0108] To the above system, 10 ml of dehydrated toluene and 13.4 ?l (0.0296 mmol, 4.0% by mole) of a 2.22 moles/liter toluene solution of tris-t-butylphosphine were added using a syringe through a rubber septum. Then, the flask was set into an oil bath and the temperature was raised slowly to 115 C. while the solution was stirred. Brownish white precipitates were formed in the reaction solution after 30 minutes. After heating at 115 C. for 6 hours under stirring, the flask was removed from the oil bath and left standing for one night. [0109] The formed precipitates were completely dissolved in 500 ml of dichloromethane. After the resultant fluid was transferred to a separation funnel and washed with 100 ml of a saturated aqueous solution of sodium chloride, the organic layer (yellow) was dried with anhydrous potassium carbonate. After filtration, the organic solvent was removed by distillation and 150 ml of toluene and 50 ml of ethanol were added to the obtained residue. After a drying tube was attached to the flask, the precipitates were dissolved to some degree by heating at 80 C. and the resultant mixture was slowly cooled to the room temperature. The crystals of the ivory color in the system were separated by filtration using a Kiriyama funnel. After the crystals were washed with small amounts of toluene and ethanol and dried at 60 C. for 3 hours in a vacuum drying chamber, 428 mg (0.600 mmol) of N,N,N?,N?-tetra(2-naphthyl)-4,4?-diaminostilbene was obtained at a yield of 81%. [0110] The results of the measurements of NMR and FD-MASS on the obtained N,N,N?,N?-tetra(2-naphthyl)-4,4?-diaminostilbene were as follows: [0111] NMR: ?90 MHz 6.9 to 7.9 (38H, m) [0112] FD-MASS: 714

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (E)-1,2-Bis(4-bromophenyl)ethene, its application will become more common.

Reference:
Patent; Iwakuma, Toshihiro; Moriwaki, Fumio; US2004/82813; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18869-30-2, name is (E)-1,2-Bis(4-bromophenyl)ethene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 18869-30-2

EXAMPLE 3 Ethyl 4-bromostilbene-4′-acrylate. 25.8 g (0.1 mol) of 4,4′-dibromostilbene, 10 g (0.1 mol) of ethyl acrylate, 18.5 g (0.1 mol) of tri-n-butylamine, 0.224 g (0.001 mol) of palladium acetate and 0.6 g (0.002 mol) of tri-o-tolylphosphine are added under argon to 50 ml of p-xylene. The reaction mixture is stirred at 90 C. for 4 hours. Working up gives 2 g (6% of theory) of ethyl 4-bromostilbene-4′-acrylate. Melting point 166.9 C.

The synthetic route of 18869-30-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4918215; (1990); A;,
Bromide – Wikipedia,
bromide – Wiktionary