199190-77-7

Usage

Uses

Used in Plastics Industry:
Benzaldehyde, 3,3'-methylenebis[5-(1,1-dimethylethyl)-6-hydroxyis used as an antioxidant and stabilizer in the plastics industry to prevent the degradation of plastic materials, thereby extending their shelf-life and improving their overall performance.
Used in Adhesives Industry:
In the adhesives industry, Benzaldehyde, 3,3'-methylenebis[5-(1,1-dimethylethyl)-6-hydroxy- serves as an essential stabilizer to enhance the durability and longevity of adhesive products, ensuring they maintain their bonding properties over time.
Used in Rubber Industry:
Benzaldehyde, 3,3'-methylenebis[5-(1,1-dimethylethyl)-6-hydroxyis also utilized in the rubber industry as an antioxidant to protect rubber products from oxidative degradation, which can lead to hardening and loss of elasticity, thus preserving the rubber's flexibility and strength.

Upstream product

• 110-88-3 1,3,5-Trioxan 
• 24623-65-2 3-tert-butyl-2-hydroxybenzaldehyde 
• 50-00-0 formaldehyd 

Downstream Products

• 1260070-17-4 C₉₁H₁₁₈N₆O₄ 
• 350047-60-8 5,5-methylene di[(R,R)-{N-(3-tert-butyl salicylidine)-N'-(3',5'-di-tert-butyl salicylidene)}-1,2-cyclohexanediamine] 

Relevant academic research and scientific papers

Synthesis and characterization of 'calixsalens': A new class of macrocyclic chiral ligands

Template directed reaction of dialdehydes and (R,R)- or (S,S)-1,2-diaminocyclohexane affords a practical route to chiral, metal-free macrocyclic salen dimers which have a novel calixarene-like structure and show catalytic activity for enantioselective epo

Binuclear Titanium Catalysts Based on Methylene-Bridged Tridentate Salicylaldiminato Ligands for Ethylene Homo- and Copolymerization

Abstract: A series of methylene-bridged salicylaldiminato tridentate [ONS] ligands bearing different alkylthio sidearms and the corresponding binuclear titanium complexes (Ti2a, Ti2b, Ti2c) were synthesized and characterized by elemental analysis, ESI-MS, FT IR, 1H and 13C NMR. To the best of our knowledge, these were the first non-metallocene tridentate binuclear Ti complexes reported. When activated by modified methylaluminoxane (MMAO), these binuclear Ti complexes displayed extremely high activities in the range of 106?g?mol?1?h?1?atm?1 for ethylene polymerization and ethylene/α-olefins copolymerization at atmospheric pressure, producing high molecular weight polymers with narrow polydispersity. Both the catalytic behavior and the spectroscopic characterization indicated that the catalysts assumed symmetric structure and contained single-site active species. Most importantly, the catalytic activities towards ethylene (co)polymerization as well as comonomer incorporation ratios were much higher than that of the corresponding mononuclear complexes. Meanwhile, the properties of polymers and the comonomer incorporation ratios can be effectively tuned by the reaction conditions and the alkylthio side group on ligands. Complex Ti2c bearing the long octylthio sidearm showed significantly higher activity for ethylene polymerization than the methylthio functionalized Ti2a, presumably due to the increased solubility of the catalyst in the reaction medium. While for copolymerization, complex Ti2a demonstrated the highest catalytic activity and comonomer incorporation ratio, due the small steric hindrance of the methylthio side group. Graphical Abstract: [Figure not available: see fulltext.]

Asymmetric bis-salicylaldiminato binuclear titanium complexes for ethylene polymerization and copolymerization

Polyolefins with high molecular weight and broad molecular weight distribution have attracted great attention due to their ease of processing and wide applications. In this paper, methylene-bridged asymmetric disalicylaldimine ligands bearing phenylthio and alkylthio sidearms (4a-4c) were synthesized from methylene-bridged disalicylaldehyde that reacted successively with 2-phenylthio and 2-alkylthio anilines, which then directly coordinated with TiCl4to afford asymmetric bis-salicylaldiminato binuclear titanium complexes5a-5cin one step. The asymmetric complexes were detailedly characterized by FTIR,1H NMR,13C NMR, and elemental analysis. Under the activation of modified methylaluminoxane (MMAO), these asymmetric complexes displayed high activity over 106g mol(Ti)?1h?1atm?1for ethylene polymerization and copolymerization with 1-hexene or norbornene. Compared with the corresponding mononuclear complexes, the asymmetric binuclear catalysts showed higher catalytic activity (up to 2.29 × 106g mol(Ti)?1h?1atm?1) for ethylene polymerization to produce higher molecular weight polyethylenes with much wider molecular weight distribution due to the presence of two different active centers. For ethylene polymerization and copolymerization with 1-hexene, the catalytic activity of binuclear5awhich carries phenylthio and methylthio sidearms and the properties of the obtained polyolefins were more similar to those of mononuclear6bwhich bears a phenylthio sidearm, indicating that the phenylthio group exerted major influences. However, for ethylene/norbornene copolymerization,5ashowed an activity significantly higher than that of6b, yet similar to that of mononuclear6awhich bears a methylthio sidearm, indicating that the methylthio sidearm in5aplayed a major role in this case. A smaller sidearm in the ligand was more conducive to the polymerization reaction when large comonomers were involved, and a balance of the steric hindrance between the ligand and the comonomer might be needed for achieving high catalytic performance.

Enantioselective epoxidation of non-functionalised alkenes using a urea-hydrogen peroxide oxidant and a dimeric homochiral Mn(III)-Schiff base complex catalyst

The catalytic enantioselective epoxidation of chromenes, indene and styrene using a urea-hydrogen peroxide adduct as an oxidising agent and the novel dimeric homochiral Mn(III)-Schiff base catalyst 1 has been investigated in the presence of carboxylate salts and nitrogen and oxygen coordinating co-catalysts. Conversions of more than 99% were obtained with all alkenes except styrene. Absolute chiral induction, as determined by 1H NMR using the chiral shift reagent (+)-Eu(hfc)3, was obtained in the case of nitro- and cyanochromene. The catalyst could be re-used for up to five cycles with some loss of activity due to degradation of the catalyst under epoxidation condition with retention of e.e.'s.

A dimeric form of Jacobsen's catalyst for improved retention in a polydimethylsiloxane membrane

A dimeric form 1 of Jacobsen's catalyst was synthesized for better steric occlusion in a polydimethylsiloxane membrane. In homogeneous conditions, the dimer is about as active and enantioselective as Jacobsen's catalyst itself. The relationship between leaching of the complex out of the membrane on one hand and the solubility of the complex and the swelling of the membrane in the solvent used on the other, showed that leaching could be avoided only if low solubility was combined with low swelling or in the case of complete insolubility. As the dimer is less soluble and larger than the monomeric form, this form leaches less. The yields and enantioselectivities of the heterogenised system are comparable to those of the homogeneous monomer.