4-AMINOPHENYL ETHER
4,4'-oxybisbenzenamine
CAS: 101-80-4
Molecular Formula: C12H12N2O
4-AMINOPHENYL ETHER - Names and Identifiers
4-AMINOPHENYL ETHER - Physico-chemical Properties
| Molecular Formula | C12H12N2O |
| Molar Mass | 200.24 |
| Density | 1.1131 (rough estimate) |
| Melting Point | 188-192°C(lit.) |
| Boling Point | 190 °C (0.1 mmHg) |
| Flash Point | 426°F |
| Water Solubility | Insoluble. |
| Vapor Presure | 10 mm Hg ( 240 °C) |
| Appearance | odorless colorless crystals or an odorless fine, beige powder |
| Color | White |
| BRN | 475735 |
| pKa | 5.49±0.10(Predicted) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. Hygroscopic. |
| Sensitive | `sensitive` to humidity |
| Refractive Index | 1.6660 (estimate) |
| MDL | MFCD00007863 |
| Physical and Chemical Properties | Character white or light yellow crystals. Tasteless. melting point 186~190 ℃ flash point 218 ℃ |
| Use | Used as a monomer of high temperature resistant polymeric material polyimide, also used in the plastic industry |
4-AMINOPHENYL ETHER - Risk and Safety
| Risk Codes | R45 - May cause cancer R46 - May cause heritable genetic damage R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R62 - Possible risk of impaired fertility R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R43 - May cause sensitization by skin contact |
| Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S36/37 - Wear suitable protective clothing and gloves. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S20 - When using, do not eat or drink. S60 - This material and its container must be disposed of as hazardous waste. |
| UN IDs | UN 3077 9/PG 3 |
| WGK Germany | 3 |
| RTECS | BY7900000 |
| TSCA | Yes |
| HS Code | 29222900 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 orl-rat: 725 mg/kg HYSAAV 33,137,68 |
4-AMINOPHENYL ETHER - Upstream Downstream Industry
4-AMINOPHENYL ETHER - Introduction
Slightly soluble in water, slightly soluble in ethanol. Low toxicity, half lethal dose (rat, oral) 725mg/kg. There is the possibility of cancer. It's irritating.
Last Update：2022-10-16 17:11:26
4-AMINOPHENYL ETHER - Reference Information
| LogP | 0.72 at 20℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| (IARC) carcinogen classification | 2B (Vol. 29, Sup 7) 1987 |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | polyimide, as a special engineering material, has the advantages of high temperature resistance, radiation resistance and high mechanical strength, and is used in films, coatings, fibers, aerospace, electronic and electrical industries, foam plastics and photoresists. 4,4 '-diaminodiphenyl ether is one of the main raw materials. At the same time, 4,4 '-diaminodiphenyl ether can also be used to produce crosslinking agent, and is widely used to replace benzidine with carcinogenic effect to produce azo dyes and reactive dyes. Therefore, 4,4 '-diaminodiphenyl ether is an intermediate with high added value. |
| properties and stability | 4,4 '-diaminodiphenyl ether should avoid contact with strong oxidants. Toxic, production equipment should be airtight, production site to maintain good ventilation, to prevent dust flying. Operators should wear protective equipment toxic. 4,4 '-diaminodiphenyl ether can cause cancer. Inhalation of vapor or powder or absorption through the skin can cause poisoning. It can damage the human nervous system, make the blood form denatured hemoglobin, and have hemolytic effect. Production equipment should be airtight. The production site should be well ventilated to prevent dust. Operators should wear protective equipment. |
| Use | Used as a monomer of high temperature resistant polymeric material polyimide, also used in the plastic industry Used as a dye intermediate, also used in the synthesis of resins spices. Dye intermediates. Resin synthesis. 1. It is one of the important raw materials for new special engineering plastics such as polyimide, polyetherimide, polyester imide, polymaleimide, polyaramide and other high temperature resistant resins; 2. It is also a raw material for the synthesis of 3,3 ', 4,4'-tetraaminodiphenyl ether, which is the main monomer for the preparation of a series of aromatic heterocyclic heat-resistant polymer materials. 3. It is also used as a raw material and crosslinking agent for high-performance heat-resistant epoxy resin, polyurethane and other synthetic polymers. 4. At the same time, it is also used to replace benzidine with carcinogenic effect to produce azo dyes, reactive dyes, spices and other fields. At present, using diaminodiphenyl ether as raw material has developed direct dyes with different color levels such as red, brilliant red, sand red, yellow brown, green, gray, blue, brilliant orange, black, etc., which can be used for silk, wool, Cotton, hemp and other fabrics dyeing, its color fastness and exhaustion rate are better than benzidine dyes. |
| production method | (1) condensation reaction? 515kg of nitrobenzene as solvent is added to a stirred reactor, then 145kg of nitrochlorobenzene, 123.5kg of p-nitrophenol, 95.7kg of sodium carbonate and 6.18kg of potassium chloride are added to the stirred reactor in turn under stirring. after heating to 210~215 ℃, the stirred reaction is maintained at this temperature for 24 hours. After the condensation reaction is completed, it is cooled, the condensate is pumped to the distillation device, and vacuum distillation is carried out first. When nitrobenzene is steamed out of 350 ~ 400L, it is changed to steam distillation until there is no nitrobenzene in the distillate. The residue is filtered by suction, and the filtrate is washed with water until it is not colored, that is, 4,4 '-dinitrodiphenyl ether is prepared. (2) Reduction reaction? 918kg of butanol was added into the reduction reactor, 10kg of ammonium chloride and 50kg of iron filings were added under stirring, and 25kg of 4,4 '-dinitrodiphenyl ether was added when the temperature was raised to 95 ℃, and the reaction was stirred for 0.5h. The second batch of iron filings 40kg and 4,4 '-dinitrodiphenyl ether 20kg were added and stirred for 0.5h. Then the third batch of iron filings 40kg and 4,4 '-dinitrodiphenyl ether 20kg were added, the reaction temperature was still maintained at 100 ℃, and the reaction end point was analyzed after 1.5h of reaction. After the reaction, 12kg of sodium bisulfite is added, stirred and dissolved, and the reaction material is pumped into the crystallization kettle with a tubular suction filter while hot to cool and crystallize for about 8 hours. Then it is filtered, the filtrate butanol is distilled and recycled, and the filter cake is washed until there is no butanol to obtain the crude 4,4 '-diaminodiphenyl ether. (3) product refinement? Add 340kg of water and 60kg of 30% hydrochloric acid into the dissolution tank, add crude 4,4 '-diaminodiphenyl ether, 1.5kg of citric acid and 1kg of sodium bisulfite under stirring, heat the temperature to 60 ℃, and then add 9kg of activated carbon. Continue to raise the temperature to 80 ℃ for 0.5h. After cooling, filter, add the filtrate to the neutralization tank, add 0.5kg of sodium bisulfite under stirring, then slowly add ammonia water, keep the temperature below 30 ℃, and neutralize until the pH value of the material is 8-9, then 4,4 '-Diaminodiphenyl ether crystals are precipitated from the solution. After filtration, the filter cake is washed with water until it is neutral and free of chloride ions, and vacuum drying is carried out after suction filtration. The dried 4,4 '-diaminodiphenyl ether is added into the sublimator, vacuumed to below 26.66Pa, heated to 185~190 ℃,4,4,4'-diaminodiphenyl ether is gasified, enters the crystallization chamber, is cooled and crystallized in the crystallization chamber, and the temperature of the crystallization chamber is controlled at 135~145 ℃. When the temperature of the crystallization chamber drops significantly, the sublimation ends, and the sublimator is cooled to discharge the material when the temperature of the crystallization chamber drops to 50 ℃ to obtain the finished product. Sublimation operation takes about 10 hours per batch. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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View History
Raw Materials for 4-AMINOPHENYL ETHER
Ammonium hydroxide
Sodium carbonate
Charcoal
Sodium formate
Sodium formate
Ammonium chloride
Potassium chloride
Citric acid
Octoxinol
Nitrobenzene
Sodium nitrite
Sodium nitrite
Hydrochloric acid
Sodium carbonate
Charcoal
Sodium formate
Sodium formate
Ammonium chloride
Potassium chloride
Citric acid
Octoxinol
Nitrobenzene
Sodium nitrite
Sodium nitrite
Hydrochloric acid