1608-30-6

Usage

Uses

Used in Optical Brighteners and Fluorescent Dyes:
4,4'-[1,4-Phenylenebis(ethene-1,2-diyl)]bisbenzene is used as a key component in the production of optical brighteners and fluorescent dyes. Its chemical structure allows for the enhancement of the luminosity and whiteness of various materials, making it valuable in industries such as textiles, paper, and detergents.
Used in UV Stabilizers for Polymers and Plastics:
In the plastics and polymer industry, 4,4'-[1,4-Phenylenebis(ethene-1,2-diyl)]bisbenzene serves as a UV stabilizer, protecting materials from the degrading effects of ultraviolet radiation. This extends the lifespan and maintains the aesthetic quality of products exposed to sunlight or artificial light sources.
Used as a Photoinitiator in Polymerization:
4,4'-[1,4-Phenylenebis(ethene-1,2-diyl)]bisbenzene is utilized as a photoinitiator in the polymerization of acrylates and methacrylates. Its ability to absorb light and generate reactive species facilitates the curing process, making it instrumental in the production of coatings, inks, and adhesives.
Used in Organic Electronics:
4,4'-[1,4-Phenylenebis(ethene-1,2-diyl)]bisbenzene also finds applications in the field of organic electronics, where its electronic properties are harnessed for the development of devices such as organic light-emitting diodes (OLEDs) and photovoltaic cells.
Used as a Building Block in Organic Synthesis:
4,4'-[1,4-Phenylenebis(ethene-1,2-diyl)]bisbenzene is employed as a versatile building block in the synthesis of a variety of organic compounds, contributing to the advancement of pharmaceuticals, agrochemicals, and other specialty chemicals.

Upstream product

• 1080-32-6 O,O-diethyl benzylphosphonate 
• 32555-96-7 4-stilbenecarboxaldehyde 
• 591-50-4 iodobenzene 
• 623-27-8 terephthalaldehyde, 
• 19493-09-5 Methylenetriphenylphosphorane 
• 106-37-6 1.4-dibromobenzene 
• 100-52-7 benzaldehyde 
• 100-42-5 styrene 
• 4714-24-3 1-bromo-4-styrylbenzene 
• 105-06-6 1,4-Divinylbenzene 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 7329-77-3 stilbene-4-carboxylic acid 
• 42944-21-8 Stilben-4-carbonsaeure-chlorid 

Downstream Products

• 1985-58-6 1,4-bis(2-phenylethyl)benzene 
• 95166-77-1 4-<β-Phenaethyl>-1-styryl-benzol 
• 191-24-2 Benzo[ghi]perylene 
• 188-52-3 dibenzo[c,g]phenanthrene 
• 100-21-0 terephthalic acid 
• 65-85-0 benzoic acid 
• 95005-53-1 Dibrom-Verb.v.4<β-Phenaethyl>-1-styryl-benzol 
• 118163-42-1 1,4-Bis(1,2-dihydroxy-2-phenylethyl)benzene 
• 14739-46-9 2,2''-diphenyl-p-terphenyl 

Relevant academic research and scientific papers

Alternating oligo(o,p-phenylenes) via ruthenium catalyzed diol-diene benzannulation: orthogonality to cross-coupling enables de novo nanographene and PAH construction

Ruthenium(0) catalyzed diol-diene benzannulation is applied to the conversion of oligo(p-phenylene vinylenes) 2a-c, 5 and 6 to alternating oligo(o,p-phenylenes) 10a-c, 11-13. Orthogonality with respect to conventional palladium catalyzed biaryl cross-coup

Synthesis and characterization of a novel magnetic nano-palladium Schiff base complex: application in cross-coupling reactions

A novel and task-specific nano-magnetic Schiff base ligand with phosphate spacer using 2-aminoethyl dihydrogen phosphate instead of usual coating agents, i.e. tetraethoxysilane and 3-aminopropyltriethoxysilane, for coating of nano-magnetic Fe3O4 is introduced. The nano-magnetic Schiff base ligand with phosphate spacer as a novel catalyst was synthesized and fully characterized using infrared spectroscopy, X-ray diffraction, scanning and transmission electron microscopies, thermogravimetry, derivative thermogravimetry, vibrating sample magnetometry, atomic force microscopy, X-ray photoelectron spectroscopy and energy-dispersive X-ray spectroscopy. The resulting task-specific nano-magnetic Schiff base ligand with phosphate spacer was successfully employed as a magnetite Pd nanoparticle-supported catalyst for Sonogashira and Mizoroki–Heck C–C coupling reactions. To the best of our knowledge, this is the first report of the synthesis and applications of magnetic nanoparticles of Fe3O4@O2PO2(CH2)2NH2 as a suitable spacer for the preparation of a designable Schiff base ligand and its corresponding Pd complex. So the present work can open up a new and promising insight in the course of rational design, synthesis and applications of various task-specific magnetic nanoparticle complexes.

Polyaniline-anchored palladium catalyst-mediated Mizoroki-Heck and Suzuki-Miyauraa reactions and one-pot Wittig-Heck and Wittig-Suzuki reactions

A polyaniline-anchored palladium catalyst was prepared and screened for coupling reactions of aryl halides. The robust and recyclable catalyst was effective in Mizoroki-Heck and Suzuki-Miyaura reactions of aryl bromides and aryl iodides. The catalyst system was further employed for one-pot Wittig-Heck and Wittig-Suzuki combinations to build conjugated compounds in good conversions.

6H-Dibenzo[d,f-[1,3]diazepin-6-ylidene,5,7-dihydro-5,7-diphenylphosphanyl]: A new ligand for palladium-catalyzed Mizoroki-Heck coupling

A novel and conveniently prepared diphosphine ligand 6H-Dibenzo[d,f-[1,3] diazepin-6-ylidene,5,7-dihydro-5,7-diphenylphosphanyl] (DADPP) combined with [Pd(C3H5)Cl]2 affords an efficient catalytic system for Mizoroki-Heck cross-coupling of aryl halides with alkenes. The system could give the yield of 95% for 4-chloronitrobenzene with 0.05 mol.% [Pd(C 3H5)Cl]2. For the bromide-substituted substrates, the highest turnover number (TON) is up to 96,000,000.

Sol-gel immobilized catalyst systems for tandem transformations with trans-stilbene as an intermediate

Tandem catalytic systems containing one or two sol-gel immobilized catalysts were successfully applied in the synthesis of trans-stilbene oxide and 1,2-diphenylethane. The catalysts were prepared from palladium and/or manganese precursors in the presence of orthosilicates using a sol-gel method and could be reused several times successfully.

Comparison of 1,4-distyrylfluorene and 1,4-distyrylbenzene analogues: Synthesis, structure, electrochemistry and photophysics

A series of nine 1,4-distyrylfluorene derivatives (2) functionalized with substituents of variable electron-donating or -accepting capabilities was synthesised. The photophysical properties of the molecules were investigated, including UV/vis absorption,

6H-Dibenzo[d,f-[1,3]diazepin-6-ylidene,5,7-dihydro-5,7-diphenylphosphanyl]: A new ligand for palladium-catalyzed Mizoroki-Heck coupling

A novel and conveniently prepared diphosphine ligand 6H-Dibenzo[d,f-[1,3]diazepin-6-ylidene,5,7-dihydro-5,7-diphenylphosphanyl] (DADPP) combined with [Pd(C3H5)Cl]2affords an efficient catalytic system for Mizoroki-Heck cross-coupling of aryl halides with alkenes. The system could give the yield of 95% for 4-chloronitrobenzene with 0.05 mol.% [Pd(C3H5)Cl]2. For the bromide-substituted substrates, the highest turnover number (TON) is up to 96,000,000.

One-pot synthesis of stilbenes by dehydrohalogenation-Heck olefination and multicomponent Wittig-Heck reaction

A variant of olefination reaction involving in situ generation of styrene by either one-pot dehydrohalogenation-Heck or one-pot multicomponent Wittig-Heck reaction is developed.

Substituent-dependent structures and catalysis of benzimidazole-tethered N-heterocyclic carbene complexes of Ag(i), Ni(ii) and Pd(ii)

Homoleptic cationic benzimidazole-imidazolin-2-ylidene N-heterocyclic carbene (NHC = L) complexes of NiII and PdII have been prepared directly from the ligand precursor in salt form [H.L]Cl and from the transmetallation route via AgI. The N-tether of the imidazolinylidene ring imposes a significant influence on the nuclearity of the intermediate Ag(i)-NHC complexes and the geometric isomer outcome of the d8 products. Use of a benzyl-substituted NHC gives [Ag4(L Bn)2Cl4], 2a (from [HLBn]Cl, 1a, and Ag2O) (Bn = benzyl), which shows an alignment of four silver atoms bridged by the difunctional C-N ligands and chlorides. Its transmetallation with NiCl2(PPh3)4 and PdCl2(MeCN) 2 results in double-metal salts 2[M(LBn)2] 2+[Ag4Cl8]4- (M = Ni (3a) and Pd (4a)). The nuclearity of the Ag4 aggregate is maintained in the transmetallation process. Their Ag-free forms [M(LBn) 2]Cl2 (M = Ni (5) and Pd (6)) were prepared by direct deprotonation of 1a with M(OAc)2. The two carbenic carbon donor are cis- to each other in both 3a and 4a, thus imposing the weaker σ-benzimidazole nitrogen donor to be trans to them. A sterically demanding mesityl pendant however gives the dinuclear dissymmetic [Ag2(L Mes)2Cl2], 2b (Mes = mesityl) that shows a 12-membered metallomacrocyclic ring with a 2-coordinated [AgI(NHC) 2] and 4-coordinated [AgI(Imd)2Cl2] (Imd = imidazole). Transmetallation of the latter, or direct metallation from [HLMes]Cl, 1b, gives [M(LMes)2]Cl2 (M = Ni (3b) and Pd (4b)) with the two carbonic carbon trans to each other. The catalytic potential of 3b and 4b, which are more effective than 5 and 6, has been demonstrated by their high activities in Ni-catalyzed Kumada at room temperature and Pd-catalyzed Heck couplings of aryl and/or heteroaryl halides, respectively.