Month: September 2022

Wang, Maw-Ling;Chen, Wei-Hung;Ming-Hsiung published 《Synthesis of dialkoxydiphenylmethane under phase transfer catalytic condition assisted by ultrasonic irradiation》. The research results were published in《Reaction Kinetics and Catalysis Letters》 in 2008.Quality Control of Dimethoxydiphenylmethane The article conveys some information:

The synthesis of dialkoxydiphenylmethanes (DAODPMs) from the reactions of alcs. and dichlorodiphenylmethane (DCDPM) were successfully carried out in a liquid-liquid phase transfer catalytic reaction (LL-PTC). The reactions are greatly enhanced by irradiation with ultrasonic waves. Two sequential reactions in the organic-phase solution proceed to produce the desired product. Only the dichloro-substituted product dialkoxydiphenylmethanes (DAODPM) is obtained, indicating that the second reaction is faster than the first one in the organic phase. Explanations for the phenomena of the exptl. results are provided. And Dimethoxydiphenylmethane (cas: 2235-01-0) was used in the research process.

Dimethoxydiphenylmethane is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Quality Control of Dimethoxydiphenylmethane The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Sun, Qiangsheng;Jin, Ke;Huang, Yuhui;Guo, Jia;Rungrotmongkol, Thanyada;Maitarad, Phornphimon;Wang, Changchun published 《Influence of conformational change of chain unit on the intrinsic negative thermal expansion of polymers》 in 2021. The article was appeared in 《Chinese Chemical Letters》. They have made some progress in their research.Name: 3-(4-Aminophenoxy)aniline The article mentions the following:

Neg. thermal expansion (NTE) behavior has roused wide interest for the control of thermomech. properties of functional materials. Although NTE behaviors have been found in kinds of compounds, it remains challenging for polymers to achieve intrinsic NTE property. In this work, we systematically studied the conformational change of dibenzocyclooctadiene (DBCOD) derivatives between chair (C) and twist-boat (TB) forms based on d.-functional theory calculations, and found clear evidence of the relationship between the structure of DBCOD units and the thermal contraction behavior of the related polymers. In order to obtain the polymer with NTE property, two conditions should be met for the thermal contracting DBCOD related units as follows: (i) the TB conformation can turn into C conformation as the temperature increases, and (ii) the volume of C conformation is smaller than that of TB conformation. This rule should offer a guidance to exploration of the new intrinsic NTE polymers in the future. To complete the study, the researchers used 3-(4-Aminophenoxy)aniline (cas: 2657-87-6) .

3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Name: 3-(4-Aminophenoxy)aniline The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Winters, Jonas;Bolia, Raheed;Dehaen, Wim;Binnemans, Koen published 《Synthesis of polyaramids in γ-valerolactone-based organic electrolyte solutions》 in 2021. The article was appeared in 《Green Chemistry》. They have made some progress in their research.Reference of 3-(4-Aminophenoxy)aniline The article mentions the following:

The current synthetic procedures for polyaramids mainly involve the use of amide solvents such as N-methylpyrrolidone and N,N-dimethylacetamide. However, these solvents are suspected to be teratogenic and are considered ‘Substances of Very High Concern’ by the European Commission. Here we propose a benign alternative solvent system: an Organic Electrolyte Solution (OES) consisting of γ-valerolactone (GVL) and a small amount of the ionic liquid 1-methyl-3-octylimidazolium chloride, [C₈MIm][Cl]. Three com. relevant polyaramids were synthesized: poly-p-phenylene terephthalamide (PPTA), poly-m-phenylene isophthalamide (PMIA) and copoly(p-phenylene/3,4′-diphenylether terephthalamide) (ODA/PPTA). PMIA was successfully synthesized in the OES containing [C₈MIm][Cl] in a molar fraction of x_IL = 0.043, achieving an inherent viscosity of η_inh = 1.94 ± 0.064 dL g^-1, which is on par with the current industrial standard and the benchmark lab scale synthesis. The reaction mixture could also be directly used for the wet spinning of polyaramid fibers, and all components of the solvent could be recycled in good yields by a series of evaporation and distillation steps. ODA/PPTA could be synthesized, but only rather low inherent viscosities were achieved. The reaction mixture was too viscoelastic to be spun by our small-scale spinning setup. PPTA always instantly precipitated and could not be synthesized from a [C₈MIm][Cl]/GVL OES. α-Picoline, the organic base which was added to capture the released HCl during the reaction, was found to play a pivotal role in the polymerization reaction. By undergoing an acid-base reaction with HCl, it forms a protic ionic liquid in situ which increases the solubility of the polymer. The experimental procedure involved many compounds, such as 3-(4-Aminophenoxy)aniline (cas: 2657-87-6) .

3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Reference of 3-(4-Aminophenoxy)anilineEthers do have nonbonding electron pairs on their oxygen atoms, however, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of C12H12N2O《Phenylethynyl-endcapped polymerizable monomer reactants poly(amic ester) resins for high impact-toughened carbon fiber composites》 was published in 2013. The authors were Liu, Biao;Ji, Mian;Lin, Fan;Yang, Shiyong, and the article was included in《High Performance Polymers》. The author mentioned the following in the article:

Toughened polymerizable monomer reactants (PMR) poly(amic ester) matrix resins were prepared by the reaction of the diesters of aromatic dianhydrides (3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA) and/or 2,3′,3,4′-biphenyltetracarboxylic dianhydride) and aromatic diamines (the mixture of 3,4′-oxydianiline and 1,3-bis(4-aminophenoxy)benzene) in the presence of monoester of 4-phenylethynyl phthalic anhydride as the end-capping agent using ethanol as solvent. The PMR matrix resins owned the characteristic of high resin concentration and low viscosity, suitable for impregnating carbon fibers (C_fs) to give high-quality C_f prepreg. The B-staged imide oligomers prepared by thermal baking of the PMR matrix resins at the temperature of ≤240°C showed good meltability at elevated temperatures The polyimide (PI) neat resins prepared by thermally curing the B-staged oligoimide resins at 370°C showed good combined thermal and mech. properties. The C_f/PI composite (T300/PI) showed high impact toughness, with compression strength after impact of as high as 260 MPa. Unidirectional laminates had high mech. properties at room temperature and high strength retention at 250°C, with 97.4% for flexural modulus, 53.3% for flexural strength, and 48.8% for interlaminar shear strength, demonstrating that the high impact-toughened C_f/PI composite could be long-term served at a temperature as high as 250°C.3-(4-Aminophenoxy)aniline (cas: 2657-87-6) were involved in the experimental procedure.

3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Electric Literature of C12H12N2OEthers do have nonbonding electron pairs on their oxygen atoms, however, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

COA of Formula: C12H12N2O《Influence of different ratios of a-ODPA/a-BPDA on the properties of phenylethynyl terminated polyimide》 was published in 2018. The authors were Yu, Ping;Wang, Yan;Yu, Junrong;Zhu, Jing;Hu, Zuming, and the article was included in《Journal of Polymer Research》. The author mentioned the following in the article:

A series of phenylethynyl-terminated imide oligomers based on 3,4′-oxydianiline (3,4′-ODA), with different content of 2,3,3′,4′-oxydiphthalic dianhydride (a-ODPA) and 2,3,3′,4′-biphenyltetracarboxylic dianhydride (a-BPDA), have been prepared by chem. imidization process. The effects of different dianhydrides ratios on curing behavior, solubility, melt viscosity of oligomers, glass transition temperature (T_g), coefficient of thermal expansion (CTE), thermal stability, mech. performance of films, and adhesive properties were evaluated systematically. The prepared oligomers with more content of a-ODPA exhibited sufficient solubility in some solvents, lower melt viscosity and better adhesion. The cured resins with more content of a-BPDA exhibited lower CTE value, higher T_g and thermal stability in N₂ and air atm. The T_g value of the cured a-BPDA/3,4′-ODA/PEPA system (Oligo-5) was 338 °C by tan δ. Meanwhile, the obtained polyimide films based on a-ODPA/a-BPDA monomers possessed high tensile strength (> 98.0 MPa) and strain (> 10.3%). These detailed results may provide some help to choice suitable matrix resin for structural adhesive and high-performance resin-based composite materials. And 3-(4-Aminophenoxy)aniline (cas: 2657-87-6) was used in the research process.

3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. COA of Formula: C12H12N2O The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application In Synthesis of 3-(4-Aminophenoxy)anilineIn 2014, Hsiao, Sheng-Huei;Chang, Pei-Chi;Wang, Hui-Min;Kung, Yu-Ruei;Lee, Tzong-Ming published 《Synthesis of a new class of triphenylamine-containing poly(ether-imide)s for electrochromic applications》. 《Journal of Polymer Science, Part A: Polymer Chemistry》published the findings. The article contains the following contents:

A novel triphenylamine (TPA)-containing bis(ether anhydride) monomer, namely 4,4′-bis(3,4-dicarboxyphenoxy)triphenylamine dianhydride, was synthesized and reacted with various aromatic diamines leading to a series of new poly(ether-imide)s (PEI). Most of these PEIs were soluble in organic solvents and could be easily solution cast into flexible and strong films. The polymer films exhibited good thermal stability with glass-transition temperatures in the range 211-299°. The polymer films exhibited reversible electrochem. processes and stable color changes (from transparent to navy blue) with high coloration efficiency and contrast ratio upon electro-oxidation During the electrochem. oxidation process, a crosslinked polymer structure was developed due to the coupling reaction between the TPA radical cation moieties in the polymer chains. These polymers can be used to fabricate electrochromic devices with high coloration efficiency, high redox stability, and fast response time. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014.3-(4-Aminophenoxy)aniline (cas: 2657-87-6) were involved in the experimental procedure.

3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Application In Synthesis of 3-(4-Aminophenoxy)anilineEthers do have nonbonding electron pairs on their oxygen atoms, however, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Xu, Ruopei;Qiu, Yue;Tang, Siyi;Yang, Cheng;Dai, Yu;Zhang, Dajie;Gao, Yue;Gao, Kexiong;Luo, Longbo;Liu, Xiangyang published 《Preparation of High Strength and Toughness Aramid Fiber by Introducing Flexible Asymmetric Monomer to Construct Misplaced-Nunchaku Structure》 in 2021. The article was appeared in 《Macromolecular Materials and Engineering》. They have made some progress in their research.Safety of 3-(4-Aminophenoxy)aniline The article mentions the following:

High performance fibers with high strength and toughness have great potential in composites, but contradiction between tensile strength and elongation at break makes the preparation to become a current challenge. Herein, an asym. structure of more flexible diamine, 3,4′-diaminodiphenyl ether (3,4′-ODA), is introduced into heterocyclic aramid (PBIA) fibers to replace rigid sym. p-phenylenediamine (PDA). By studying the properties of copolymer (mPEBA) fibers with different ratios of diamine, it is found that the mPEBA fiber reached the optimal mech. properties with the 30% content of 3,4′-ODA. Compared with homopolymerized heterocyclic aramid fibers, the tensile strength and elongation at break of mPEBA fiber are improved by 26.2% and 38.7%, resp. Results of X-ray diffraction show that the introduction of 3,4′-ODA structure can increase stretchability of mPEBA fibers, improving the orientation degree during hot-drawing. Mol. dynamics simulations confirm that 3,4′-ODA structure undergoes a conformation transformation to form a straightened chain during hot-drawing, while sym. 4,4′-diaminodiphenyl ether (4,4′-ODA) cannot form the same conformation. The misplaced-nunchaku structure is formed based on the special meta-para position of 3,4′-ODA, achieving the synergy of high strength and high toughness. To complete the study, the researchers used 3-(4-Aminophenoxy)aniline (cas: 2657-87-6) .

3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Safety of 3-(4-Aminophenoxy)aniline The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Utech, Tina;Koehler, Jens;Wuensch, Bernhard published 《Synthesis of 4-(aminoalkyl) substituted 1,3-dioxanes as potent NMDA and σ receptor antagonists》 in 2011. The article was appeared in 《European Journal of Medicinal Chemistry》. They have made some progress in their research.Application of 2235-01-0 The article mentions the following:

Elongation of the distance between the oxygen heterocycle and the basic amino moiety or ring expansion of the oxygen heterocycle of the NMDA receptor antagonists dexoxadrol and etoxadrol led to compounds with promising NMDA receptor affinity. Herein the combination of both structural features, i.e. elongation of the O-heterocycle – amine distance with a 1,3-dioxane ring is envisaged. The synthesis of aminoethyl-1,3-dioxanes was performed by transacetalization of various acetals with pentane-1,3,5-triol, activation of the remaining free OH moiety with tosyl chloride and subsequent nucleophilic substitution. The corresponding 3-aminopropyl derivatives were prepared by substitution of the tosylates with KCN and LiAlH₄ reduction The highest NMDA receptor affinity was found for 4-(2-aminoethyl)-2-ethyl-2-phenyl-1,3-dioxane (I) followed by 2,2-diphenyl- and 2-Ph analogs.. Generally the NMDA affinity of primary amines is higher than the NMDA affinity of secondary and tertiary amines. Altogether I (K_i = 24 nM) represents the most promising NMDA receptor antagonist of this series exceeding the NMDA affinity of (2-aminoethyl)-1,3-dioxolanes and (2-aminomethyl)-1,3-dioxanes. Whereas I turned out to be selective against σ₁ and σ₂ receptors 4-(2-benzylaminoethyl)-2-phenyl-1,3-dioxane was identified as potent (K_i = 19 nM) and selective σ₁ antagonist, which showed extraordinarily high antiallodynic activity in the capsaicin assay. To complete the study, the researchers used Dimethoxydiphenylmethane (cas: 2235-01-0) .

For example, the most common synthesis of ethers involves the attack of an alkoxide ion on an alkyl halide. This method is called Williamson ether synthesis.Application of 2235-01-0

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Koellmann, Christoph;Sake, Svenja M.;Jones, Peter G.;Pietschmann, Thomas;Werz, Daniel B. published 《Protecting-Group-Mediated Diastereoselective Synthesis of C4′-Methylated Uridine Analogs and Their Activity against the Human Respiratory Syncytial Virus》. The research results were published in《Journal of Organic Chemistry》 in 2020.Recommanded Product: 2235-01-0 The article conveys some information:

Adjusting the protecting group strategy, from an alkyl ether to a bidentate ketal at the carbohydrate backbone of uridine, facilitates a switchable diastereoselective α- or β-C₄‘/C₅‘-spiro-cyclopropanation. Using these spiro-cyclopropanated nucleosides as key intermediates, we synthesized a variety of C₄‘-methylated D-ribose and L-lyxose configured uridine derivatives by a base-mediated ring-opening of the spiro-cyclopropanol moiety. Investigations of antiviral activity against HRSV were carried out for selected derivatives, showing moderate activity. And Dimethoxydiphenylmethane (cas: 2235-01-0) was used in the research process.

For example, the most common synthesis of ethers involves the attack of an alkoxide ion on an alkyl halide. This method is called Williamson ether synthesis.Recommanded Product: 2235-01-0

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Castan, Alejandro;Badorrey, Ramon;Galvez, Jose A.;Diaz-de-Villegas, Maria D. published 《Synthesis of new pyrrolidine-based organocatalysts and study of their use in the asymmetric Michael addition of aldehydes to nitroolefins》 in 2017. The article was appeared in 《Beilstein Journal of Organic Chemistry》. They have made some progress in their research.Category: ethers-buliding-blocks The article mentions the following:

New pyrrolidine-based organocatalysts with a bulky substituent at C2 were synthesized from chiral imines derived from (R)-glyceraldehyde acetonide by diastereoselective allylation followed by a sequential hydrozirconation/iodination reaction. The new compounds were found to be effective organocatalysts for the Michael addition of aldehydes to nitroolefins and enantioselectivities up to 85% ee were achieved.Dimethoxydiphenylmethane (cas: 2235-01-0) were involved in the experimental procedure.

Dimethoxydiphenylmethane is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Category: ethers-buliding-blocks The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem