7478-69-5

Usage

Uses

Used in Polymer Production:
4,4'-VINYLIDENEBIS(N,N-DIMETHYLANILINE) is used as a monomer in the production of various polymers. Its unique chemical structure allows it to form strong covalent bonds with other monomers, resulting in the creation of polymers with specific properties.
Used in Reactive Dye Industry:
4,4'-VINYLIDENEBIS(N,N-DIMETHYLANILINE) is used as a reactive dye intermediate in the textile industry. It is incorporated into the dyeing process to improve the colorfastness and durability of dyed fabrics. Its reactivity with cellulose fibers allows for the formation of covalent bonds, ensuring the long-lasting color of the textiles.
Used in Research and Development:
Due to its potential health risks, 4,4'-VINYLIDENEBIS(N,N-DIMETHYLANILINE) is also used in research and development to study its effects on human health and the environment. This research aims to develop safer alternatives or improve the handling and usage protocols to minimize its adverse effects.

Upstream product

• 27200-84-6 methyl triphenylphosphonium bromide 
• 90-94-8 bis(p-dimethylaminophenyl)methanone 
• 33905-89-4 1,1-bis<4-(dimethylamino)phenyl>-1-ethanol 
• 78-08-0 Triethoxyvinylsilane 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 74-88-4 methyl iodide 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 1309-60-0 lead(IV) oxide 
• 141-78-6 ethyl acetate 
• 75-16-1 methylmagnesium bromide 
• 917-64-6 methyl magnesium iodide 

Downstream Products

• 571-60-8 1,4-Dihydroxynaphthalene 
• 122767-54-8 [2,2-bis-(4-dimethylamino-phenyl)-vinyl]-(2,4-dinitro-phenyl)-selenide 
• 123055-55-0 [2,2-bis-(4-dimethylamino-phenyl)-vinyl]-(2-nitro-phenyl)-selenide 
• 124129-17-5 1-[2,2,-bis-(4-dimethylamino-phenyl)-vinylselanyl]-anthraquinone 
• 20094-58-0 1,1,4,4-Tetrakis(4-dimethylaminophenyl)-1,3-butadiene 
• 3600-55-3 1,1-bis-(4-dimethylamino-phenyl)-ethane 
• 87892-64-6 1,1-bis<4-(dimethylamino)phenyl>-2-nitroethylene 
• 17665-72-4 3,3-bis(4-dimethylaminophenyl)propenal 
• 5500-54-9 5-[3,3-bis-(4-dimethylamino-phenyl)-allylidene]-3-methyl-2-thioxo-thiazolidin-4-one 

Relevant academic research and scientific papers

In-chain multi-functionalized polystyrene by living anionic copolymerization with 1,1-bis(4-dimethylaminophenyl)ethylene: Synthesis and effect on the dispersity of carbon black in polymer-based composites

In-chain multi-functionalized polystyrene possessing definite geminal dimethylamino groups along the polymer backbone, poly(styrene-co-1,1-bis(4- dimethylaminophenyl)ethylene) (poly(styrene-co-BDADPE)), has been designed and synthesized via living anionic copolymerization of styrene with 1,1-bis(4-dimethylanimophenyl)ethylene in benzene at 50 C, using sec-butyllithium as initiator. The amine functionality was readily controlled by the monomer feed ratio and molecular weight. Compositions of styrene/BDADPE were 9.0-57.9 when ratios of styrene/BDADPE = 0.45-7.79 and Mn = 4.7-15.5 kg/mol. The incorporation of 1,1-bis(4-dimethylanimophenyl)ethylene unit resulted in an increase in glass transition temperature of copolymer and was hindered in the presence of Lewis base. The monomer reactivity ratio for styrene, r1 = 53.4, was obtained. Such in-chain multi-functionalized polystyrene significantly improved the dispersity of carbon black in the corresponding composites, as verified by SEM observation. This in-chain multi-functionalization of matrix polymer via anionic copolymerization employing 1,1-bis(4-dimethylaminophenyl)ethylene as comonomer provides a facile and effective method to prepare carbon black-based polymer composites with good dispersity.

Direct Allylic C(sp3)?H and Vinylic C(sp2)?H Thiolation with Hydrogen Evolution by Quantum Dots and Visible Light

Direct allylic C?H thiolation is straightforward for allylic C(sp3)?S bond formation. However, strong interactions between thiol and transition metal catalysts lead to deactivation of the catalytic cycle or oxidation of sulfur atom under oxidative condition. Thus, direct allylic C(sp3)?H thiolation has proved difficult. Represented herein is an exceptional for direct, efficient, atom- and step-economic thiolation of allylic C(sp3)?H and thiol S?H under visible light irradiation. Radical trapping experiments and electron paramagnetic resonance (EPR) spectroscopy identified the allylic radical and thiyl radical generated on the surface of photocatalyst quantum dots (QDs). The C?S bond formation does not require external oxidants and radical initiators, and hydrogen (H2) is produced as byproduct. When vinylic C(sp2)?H was used instead of allylic C(sp3)?H bond, the radical-radical cross-coupling of C(sp2)?H and S?H was achieved with liberation of H2. Such a unique transformation opens up a door toward direct C?H and S?H coupling for valuable organosulfur chemistry.

Consecutive palladium-catalyzed Hiyama-Heck reactions in aqueous media under ligand-free conditions

Symmetric and asymmetric (E)-1,2-diarylethenes are synthesized from aryl bromides by consecutive one-pot Hiyama-Heck reactions carried out in water and under air; the only additives required are sodium hydroxide, palladium acetate and poly(ethylene glycol), and the products are isolable in many cases by simple filtration of the water solution. The Royal Society of Chemistry.

Reversibly thermochromic systems based on pH-sensitive spirolactone-derived functional dyes

Composites formulated from pH-sensitive colour formers mixed with fatty acid co-solvents and acidic developers have been prepared and their thermochromic properties investigated. Possible explanations for the thermochromic effect have been considered and evidence is presented in support of a mechanism based on phase changes occurring within the compositions during heating and cooling. British Crown Copyright 1998/MOD. Published with the permission of the Controller of Her Britannic Majesty's Stationery Office.

Photochromism of 1,1-Diaryl-1-alkanols

1,1-Bis-1-alkanols were found to show photochromism.

Substituent-Dependent Electron-Transfer Induced Photooxygenation of 1,1-Diarylethylenes

Rates and products of 9,10-dicyanoanthracene-sensitized photooxygenations of 1,1-diarylethylenes (1a-r) in acetonitrile were studied.If at least one of the aryl groups carries an electron-donating substituent at the para (or ortho) position (1a-l), 3,3,6,6-tetraaryl-1,2-dioxanes (2a-l) are generated in high yields (85-100percent).Benzophenones (3) are the only other observable products. 1,1-Diphenylethylene (1n) and its m-methoxy (1m), p-chloro (1o,p), and p-nitro (1q,r) derivatives, however, yield mainly benzophenones (3m-r) (>50percent) (the p-nitro compounds only in the presence of biphenyl). 1,2-Dioxanes (2m-p), cyclobutanes (4n-p), and α-tetralones (5m-o) are obtained as side products.Dioxanes, benzophenones, and α-tetralones are products of electron-transfer induced oxygenations involving triplet ground-state molecular oxygen, 3O2.Singlet molecular oxygen, O2(1Δg), contributes to the benzophenone formation from strongly electron-donor substituted diarylethylenes.An exception is the most powerful electron-donor substituted diarylethylene 1a, with which O2(1Δg) undergoes an electron-transfer reaction affording dioxane 2a.Dioxane formation proceeds via free-radical cations 1.+, which enter into a chain reaction with 1, 3O2, and another molecule of 1 to yield dioxane 2 and a new radical cation 1.+ that maintains the chain reaction.The efficiency of this chain process, however, is found to be several orders of magnitude smaller than expected.To explain this result, a 1,6-biradical .1-1-O2. is proposed to be generated in this chain reaction as the product-determining intermediate that predominantly fragments into 3O2 and two molecules of 1.Cyclization to dioxane 2 and transformation to benzophenone 3 occur at presumably less than 0.1percent from this biradical.The pathways leading to cyclobutanes (4) and α-tetralones (5) are also discussed.

Leuco dyes and recording material employing the same

A leuco dye of the formula (I): STR1 wherein R1, R2, R3, R4, R5, R6, R7, and R8 each represent a lower alkyl group; A represents STR2 in which R9 and R10 each represent hydrogen, provided that both R9 and R10 may not be hydrogen, --CN or --COR14 in which R14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, STR3 in which STR4 represents a phenyl group or a naphthyl group, R11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or STR5 in which R12 represents a lower alkyl group, or STR6 in which R13 represents hydrogen, a lower alkyl group, a halogen, a hydroxyl group, a trifluoromethyl group, a nitro group, an amino group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or amide group. These dyes absorb in the near-infrared region and yields colored images with a color developer therefor with excellent preservability.

New Near Infrared Absorbing Metal Complex Dyes: Synthesis and Metallochromic Properties of Two Isomeric Ligands, 2-(Dimethylamino)naphtho( and )quinoline-7,12-diones

The Diels-Alder reaction of 5,8-quinolinedione with p-(dimethylamino)styrenes gave new two kinds of isomeric dyes, 2-(dimethylamino)naphthoquinoline-7,12-diones and 2-(dimethylamino)naphthoquinoline-7,12-diones, which showed quite different metallochromic behaviors.Upon addition of metal salts, one of the two isomers showed drastic spectral changes to have an intense absorption band in near infrared region.The color-structure relations were investigated.

Process for preparing diphenylalkene derivatives

A process for preparing a diphenylalkene derivative of the formula [II] STR1 which comprises oxidizing a diphenylalkanoic acid derivative of the formula [I] STR2 wherein R1 and R2 are each substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aralkyl or substituted or unsubstituted aryl, R1 and R2 may form a heteroring together theirwith or with an adjacent benzene ring, R3, R4, R5, R6, R7, R8, R9, R10 and R11 are each hydrogen atom, halogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted hydroxyl or substituted or unsubstituted amino, R12 and R13 are each hydrogen atom or substituted or unsubstituted alkyl, X is carboxyl, amide, ester or halide thereof.

1,1,4,4-tetraphenyl-1,3-butadiene derivative and electrophotographic light-sensitive material using the same

A 1,1,4,4-tetraphenyl-1,3-butadiene derivatives represented by formula (I): STR1 wherein R1 represents a di-lower alkylamino group, and R2 represents a hydrogen atom or a di-lower alkylamino group, is disclosed, which has useful characteristics such as excellent static charge retention ability. An electrophotographic light-sensitive material using the foregoing derivative can satisfy the requirements, e.g., for high sensitivity, low residual potential, less light fatigue even after repeated use, and excellent durability.