Category: 2657-87-6

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

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

Shen, Xingyuan;Connolly, Timothy;Huang, Yuhui;Colvin, Michael;Wang, Changchun;Lu, Jennifer published 《Adjusting Local Molecular Environment for Giant Ambient Thermal Contraction》. The research results were published in《Macromolecular Rapid Communications》 in 2016.Application In Synthesis of 3-(4-Aminophenoxy)aniline The article conveys some information:

A low-energy triggered switch that can generate mechanoresponse has great technol. potential. A submol. moiety, S-dibenzocyclooctadiene (DBCOD) that is composed of a flexible eight-membered ring connecting to a Ph ring at each end, undergoes a conformational change from twist-boat to chair under a low-energy stimulus such as near IR irradiation, resulting in thermal contraction of DBCOD-based polymer. Exptl. evidence corroborated by theor. calculations indicates that introducing mol. asymmetry can reduce crystallinity significantly and consequently facilitate the kinetics of the conformational change. It has been demonstrated that the neg. thermal expansion (NTE) coefficient of a DBCOD-based polymer system can be adjusted in a range from -1140 to -2350 ppm K^-1. -2350 ppm K^-1 is ≈10 times better than the value reported by the second best NTE system. 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 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

Iwashita, Kenichi;Katoh, Hironobu;Ohta, Yoshihiro;Yokozawa, Tsutomu published 《Photodeprotectable N-alkoxybenzyl aromatic polyamides》. The research results were published in《Polymers (Basel, Switzerland)》 in 2017.Quality Control of 3-(4-Aminophenoxy)aniline The article conveys some information:

N-alkoxybenzyl aromatic polyamides were synthesized by polycondensation of N-alkoxybenzyl aromatic diamine with equimolar dicarboxylic acid chloride in the presence of 2.2 equivalent of pyridine at room temperature for 2 days. The obtained polyamides were mainly cyclic polymers, as determined by means of matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectrometry, and showed higher solubility in organic solvents than unprotected aromatic polyamides. Photodeprotection of N-alkoxybenzyl aromatic polyamide film containing photo acid generator (PAG) proceeded well under UV irradiation (5 J/cm²), followed by heating at 130 °C for 15 min. The nature of the polymer end groups of N-alkoxybenzyl aromatic polyamides was found to be crucial for photodeprotection reactivity. These polymers are promising candidates for photosensitive heat-resistant materials for fine Cu wiring formation by electroless Cu plating of high-d. semiconductor packaging substrates. 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. Quality Control 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

Related Products of 2657-87-6In 2022, Zhang, Hao-Yang;Yuan, Li-Li;Hong, Wei-Jie;Yang, Shi-Yong published 《Improved Melt Processabilities of Thermosetting Polyimide Matrix Resins for High Temperature Carbon Fiber Composite Applications》. 《Polymers (Basel, Switzerland)》published the findings. The article contains the following contents:

With the goal of improving processability of imide oligomers and achieving of high temperature carbon fiber composite, a series of Thermosetting Matrix Resin solutions (TMR) were prepared by polycondensation of aromatic diamine (3,4′-oxybisbenzenamine, 3,4-ODA) and diester of biphenylene diacid (BPDE) using monoester of 4-phenylethynylphthalic acid (PEPE) as end-capping agent in Et alc. as solvent to afford phenylethynyl-endcapped poly(amic ester) resins with calculated mol. weight (Calc’d Mw) of 1500-10,000. Meanwhile, a series of reactive diluent solutions (RDm) with Calc’d Mw of 600-2100 were also prepared derived from aromatic diamine (4,4′-oxybisbenzenamine, 4,4-ODA), diester of asym. biphenylene diacid (α-BPDE) and monoester of 4-phenylethynylphthalic acid (PEPE) in Et alc. Then, the TMR solution was mixed with the RDm solution at different weight ratios to afford a series of A-staged thermosetting blend resin (TMR/RDm) solutions for carbon fiber composites. Exptl. results demonstrated that the thermosetting blend resins exhibited improved melt processability and excellent thermal stability. After being thermally treated at 200°C/1 h, the B-staged TMR/RDm showed very low melt viscosities and wider processing window. The min. melt viscosities of ≤50 Pa·s was measured at ≤368°C and the temperature scale at melt viscosities of ≤100 Pa·s were detected at 310-390°C, resp. The thermally cured neat resins at 380°C/2 h showed a great combination of mech. and thermal properties, including tensile strength of 84.0 MPa, elongation at breakage of 4.1%, and glass transition temperature (T_g) of 423°C, successively. The carbon fiber reinforced polyimide composite processed by autoclave technique exhibited excellent mech. properties both at room temperature and 370°C. This study paved the way for the development of high-temperature resistant carbon fiber resin composites for use in complicated aeronautical structures. 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 lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Related Products of 2657-87-6Ethers 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

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

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

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

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

Previtali, Viola;Mihigo, Helene B.;Amet, Rebecca;McElligott, Anthony M.;Zisterer, Daniela M.;Rozas, Isabel published 《Exploring the anti-cancer mechanism of novel 3,4′-substituted diaryl guanidinium derivatives》 in 2020. The article was appeared in 《Pharmaceuticals》. They have made some progress in their research.Recommanded Product: 2657-87-6 The article mentions the following:

We previously identified a guanidinium-based lead compound that inhibited BRAF through a hypothetic type-III allosteric mechanism. Considering the pharmacophore identified in this lead compound (i.e., “lipophilic group”, “di-substituted guanidine”, “phenylguanidine polar end”), several modifications were investigated to improve its cytotoxicity in different cancer cell lines. Thus, several lipophilic groups were explored, the di-substituted guanidine was replaced by a secondary amine and the Ph ring in the polar end was substituted by a pyridine. In a structure-based design approach, four representative derivatives were docked into an inhouse model of an active triphosphate-containing BRAF protein, and the interactions established were analyzed. Based on these computational studies, a variety of derivatives was synthesized, and their predicted drug-like properties calculated Next, the effect on cell viability of these compounds was assessed in cell line models of promyelocytic leukemia and breast, cervical and colorectal carcinomas. The potential of a selection of these compounds as apoptotic agents was assessed by screening in the promyelocytic leukemia cell line HL-60. The toxicity against non-tumorigenic epithelial MCF10A cells was also investigated. These studies allowed for several structure-activity relationships to be derived. Investigations on the mechanism of action of representative compounds suggest a divergent effect on inhibition of the MAPK/ERK signaling pathway. 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 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. Recommanded Product: 2657-87-6 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