101-80-4 Usage
Description
4,4'-Oxydianiline, also known as Bis(p-aminophenyl) Ether, is an odorless colorless crystalline compound or an odorless fine, beige powder. It is used in the manufacture of a variety of industrial products, such as insulating varnishes, flame-retardant fibers, wire enamels, coatings, and films. It is also used for the production of other fire-resistant products.
Uses
Used in Gas Separation Industry:
4,4'-Oxydianiline is used as a reagent in the preparation of polyimide-silica composite membranes for gas separation techniques. It helps in the development of efficient and selective gas separation materials.
Used in Electrolyte Membranes:
4,4'-Oxydianiline is used in the synthesis of polymer films for electrolyte membranes. It contributes to the enhancement of the performance and durability of electrolyte membranes in various applications.
Used in Polymer and Resin Production:
4,4'-Oxydianiline is used to produce polyimide resins and epoxy resin materials. It plays a crucial role in the development of high-performance polymers and resins with excellent thermal stability, mechanical properties, and chemical resistance.
Used in Environmental Testing:
4,4'-Oxydianiline is utilized in the preparation of dyes and metabolites for environmental testing. It aids in the detection and monitoring of environmental contaminants and pollutants.
Production Methods
4-Aminophenyl ether was produced in relatively large volume
(on the order of 100,000–1,000,000 lb) in the 1970s but
has since declined significantly. The compound is used
primarily in the production of polyimide and polyesterimide
resins. These resins are used in the manufacture of temperature-
resistant products such as wire enamels, coatings, film,
insulating varnishes, and flame-retardant fibers.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
4,4'-Oxydianiline oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. A mixture of liquid air and diethyl ether exploded spontaneously [MCA Case History 616(1960)].
Health Hazard
4-Aminophenyl ether is highly toxic to animals. There is suffi cient evidence as a carcinogenicity and has caused adenomas and carcinomas in the thyroid and liver of experimental rats.
Fire Hazard
4,4'-Oxydianiline is combustible.
Flammability and Explosibility
Notclassified
Safety Profile
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx
Potential Exposure
Intermediate in the manufacture of
high-temperature-resistant, straight polyimide and poly
(esterimide) resins capable of withstanding temperatures of
Up to 480°C for short periods or 260°C for prolonged periods
of time. Some p-phenylenediamine compounds have
been used as rubber components, and DFG warns of danger
of skin sensitization.
Carcinogenicity
4,4′-Oxydianiline is reasonably anticipated to be a human carcinogenbased on sufficient evidence of carcinogenicity from studies in experimental animals.
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name
Required. UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous
material, Technical Name Required.
Incompatibilities
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases,
strong acids, oxoacids, and epoxides. Slowly hydrolyzes in
water, releasing ammonia, and forming acetate salts.
Decomposes at 265C releasing toxic oxides of nitrogen,
sulfur, and carbon. Decomposed by strong ultraviolet light.
Waste Disposal
Incineration with provision
for nitrogen oxides removal from flue gases.
Check Digit Verification of cas no
The CAS Registry Mumber 101-80-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 1 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 101-80:
(5*1)+(4*0)+(3*1)+(2*8)+(1*0)=24
24 % 10 = 4
So 101-80-4 is a valid CAS Registry Number.
101-80-4Relevant articles and documents
Co-based heterogeneous catalysts from well-defined Α-diimine complexes: Discussing the role of nitrogen
Formenti, Dario,Ferretti, Francesco,Topf, Christoph,Surkus, Annette-Enrica,Pohl, Marga-Martina,Radnik, J?rg,Schneider, Matthias,Junge, Kathrin,Beller, Matthias,Ragaini, Fabio
, p. 79 - 89 (2017)
Ar-BIANs and related α-diimine Co complexes were wet impregnated onto Vulcan XC 72 R carbon black powder and used as precursors for the synthesis of heterogeneous supported nanoscale catalysts by pyrolysis under argon at 800?°C. The catalytic materials feature a core-shell structure composed of metallic Co and Co oxides decorated with nitrogen-doped graphitic layers (NGr). These catalysts display high activity in the liquid phase hydrogenation of aromatic nitro compounds (110?°C, 50 bar H2) to give chemoselectively substituted aryl amines. The catalytic activity is closely related to the amount and type of nitrogen atoms in the final catalytic material, which suggests a heterolytic activation of dihydrogen.
Cocatalyst-Free Reduction of 4,4′-Dinitrodiphenyl Ether to 4,4′-Diaminodiphenyl Ether Over Twin-Crystal ZnxCd1?xS under Visible Light
Hu, Yujia,Yu, Guiyang,Xing, Chuanwang,Liu, Shanshan,Wei, Chuangyu,Liu, Heyuan,Jiang, Jianzhuang,Li, Xiyou
, p. 4591 - 4601 (2021)
Semiconductor-based photocatalytic conversion of solar energy is a promising method for the synthesis of high value-added chemicals. In this paper, a cocatalyst-free nano-twin crystal ZnxCd1?xS (T?ZnxCd1?xS) semiconductor was employed to achieve almost complete conversion of DNDPE and the yield of ODA product achieves >99 % in 40 min reaction time without additional hydrogen source. As far as we know, this is the first time to apply the photocatalytic technology for reducing DNDPE to ODA, and the photocatalytic efficiency has greatly exceeded the result of traditional catalytic method. Theoretical calculation and isotope labeling in situ HPLC-MS analysis demonstrates that the reduction mechanism of DNDPE is two nitro groups of DNDPE are separately instead of simultaneously reduced, following the process of DNDPE→NO2?C6H4?O?C6H4?NO→NO2?C6H4?O?C6H4?NHOH→NO2?C6H4?O?C6H4?NH2→NO?C6H4?O?C6H4?NH2→NH2?C6H4?O?C6H4?NHOH→ODA. Hydrogen protons of water, instead of ethanol, provide the hydrogen source for the photocatalytic reduction of DNDPE to ODA.
Synthesis method of 4, 4-amino diphenyl ether
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Paragraph 0005; 0009; 0034-0045, (2020/12/30)
The invention discloses a synthesis method for synthesizing 4, 4-amino diphenyl ether in a water phase, and belongs to the field of organic synthesis. The method comprises the following steps: adding4-nitrochlorobenzene into water, adding potassium hydroxide and tetrabutylammonium bromide, and heating to react to obtain the 4, 4-nitrodiphenyl ether; and adding 4, 4-nitro diphenyl ether into water, adding hydrochloric acid and palladium on carbon, introducing hydrogen, and heating to react to obtain 4, 4-amino diphenyl ether. The method is easy and convenient to operate, no organic solvent isintroduced in the production process, the method is environmentally friendly, the yield of the obtained product is high, and the method is more suitable for large-scale production.
Synthetic method of 4, 4'-diaminodiphenyl ether
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Paragraph 0013; 0034-0040, (2019/01/21)
The invention discloses a synthetic method of 4, 4'-diaminodiphenyl ether. The synthetic method comprises the following steps: S1, nitrosation reaction: adding sodium nitrite and diphenyl ether into awater phase, slowly dropwise adding hydrochloric acid in a range of 0-5 DEG C till the reaction is finished, separating out crystals, filtering the crystals, and drying the crystals in vacuum to obtain 4, 4'-diaminodiphenyl ether, wherein the reaction process is as follows; and S2, reductive reaction: adding the obtained solid into a high pressure kettle, adding a catalyst by taking alcohol as asolvent, pressurizing hydrogen to 0.5-4 MPa, heating and stirring the mixture to 70-120 DEG C, and keeping the temperature for 2-6 hours to obtain 4, 4'-diaminodiphenyl ether. The synthetic method disclosed by the invention can reduce the production cost, reduce the environmental pollution, improve the safety coefficient and reduce the emission of three wastes.
