2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane
BISPHENOL A DIGLYCIDYL ETHER RESIN
CAS: 1675-54-3
Molecular Formula: C21H24O4
2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane - Names and Identifiers
| Name | BISPHENOL A DIGLYCIDYL ETHER RESIN |
| Synonyms | DER 332 RESIN EPON(R) RESIN 828 BISPHENOL A DIGLYCIDYL ETHER RESIN 2,2-bis(p-(2,3-epoxypropoxy)phenyl)-propan propane,2,2-bis(p-(2,3-epoxypropoxy)phenyl) 2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane 2,2-bis(4-(2,3-epoxypropyloxy)phenyl)propane Propane, 2,2-bis[p-(2,3-epoxypropoxy)phenyl]- Propane, 2,2-bis(4-(2,3-epoxypropoxy)phenyl)- p,p'-Dihydroxydiphenyldimethylmethane diglycidyl ether 2,2'-[propane-2,2-diylbis(benzene-4,1-diyloxymethanediyl)]dioxirane 2,2'-((1-methylethylidene)bis(4,1-phenyleneoxymethylene))bis-oxiran 2,2'-((1-methylethylidene)bis(4,1-phenyleneoxymethylene))bis-oxiran 2,2'-[(1-methylethylidene)bis(4,1-phenyleneoxymethylene)]bis-oxiran (2S,2'R)-2,2'-[propane-2,2-diylbis(benzene-4,1-diyloxymethanediyl)]dioxirane (2R,2'R)-2,2'-[propane-2,2-diylbis(benzene-4,1-diyloxymethanediyl)]dioxirane (2S,2'S)-2,2'-[propane-2,2-diylbis(benzene-4,1-diyloxymethanediyl)]dioxirane |
| CAS | 1675-54-3 |
| EINECS | 216-823-5 |
| InChI | InChI=1/C21H24O4/c1-21(2,15-3-7-17(8-4-15)22-11-19-13-24-19)16-5-9-18(10-6-16)23-12-20-14-25-20/h3-10,19-20H,11-14H2,1-2H3/t19-,20-/m1/s1 |
2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane - Physico-chemical Properties
| Molecular Formula | C21H24O4 |
| Molar Mass | 340.41 |
| Density | 1,17 g/cm3 |
| Melting Point | 40-44°C |
| Boling Point | 210 °C / 1mmHg |
| Flash Point | 148.5°C |
| Water Solubility | Soluble in 100% ethanol, dimethyl sulfoxide (100 mM), dimethyl formamide, chloroform, methanol, and ethanol (50 mM). Insoluble in water. |
| Solubility | Soluble in DMSO (up to 30 mg/ml) or in Ethanol (up to 15 mg/ml) |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Colorless or yellowish brown liquid |
| Color | White |
| BRN | 299026 |
| Storage Condition | Inert atmosphere,2-8°C |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| Refractive Index | 1.5735 |
| MDL | MFCD00080480 |
| Use | For the coating and food industry |
2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/38 - Irritating to eyes and skin. R43 - May cause sensitization by skin contact |
| Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 1 |
| RTECS | TX3800000 |
| TSCA | Yes |
| Toxicity | LD50 oral in rabbit: 1980mg/kg |
2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane - Nature
Open Data Verified Data
- bisphenol A type Epoxy resin depending on the molecular weight and degree of polymerization n, the resin is yellow to amber transparent viscous liquid (or solid), the average molecular weight in the production of 300~700, n<2, softening point below 50 ℃ is called low molecular weight epoxy resin (I. E. Soft resin); Molecular weight above 1000, n>2, those having a softening point above 60 ° C. Are referred to as high molecular weight resins (I. E., hard resins). The resin is soluble in ketones, sugars, benzene, toluene, dioxane and other organic solvents. Insoluble in water, alcohol and ether. The most typical properties of this kind of epoxy resin are: (1) high adhesive strength, wide adhesive surface, can bond almost all materials except polyolefin (metal, ceramic, glass, wood, etc.); (2) good dimensional stability, curing shrinkage rate is low, less than 2%, is a thermosetting resin shrinkage rate of the smallest; (3) good stability, not added to the curing agent can be placed for more than 1 years without deterioration; (4) Good chemical resistance, acid, alkali and a variety of chemicals; 5 high mechanical strength, can be used as structural materials; 6 Excellent electrical insulation, general performance over polyester resin.
- but it has the following disadvantages: (1) poor weather resistance, degradation under ultraviolet irradiation, resulting in decreased performance, can not be used outdoors for a long time; (2) low impact strength; (3) not too high temperature resistance.
Last Update：2024-01-02 23:10:35
2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane - Preparation Method
Open Data Verified Data
bisphenol A type Epoxy resins have low molecular weight (softening point less than 50 ° C), medium molecular weight (softening point 50~95 ° C) and high molecular weight (softening point greater than 100 ° C). Low molecular weight and medium molecular weight resins are used in the plastics industry, and high molecular weight resins are used in the coating industry.
- There are two synthesis methods of liquid bisphenol A epoxy resin: one-step method and two-step method. The one-step process involves the polycondensation of bisphenol A and epichlorohydrin in the presence of NaOH, I .e. ring-opening and ring-closing reactions are carried out under the same reaction conditions. At present, E-44 of the domestic production of epoxy resin is the use of one-step synthesis process. The two-step process is bisphenol A and epichlorohydrin in the catalyst (such as quaternary ammonium salt), the first step through the addition reaction to generate diphenolic propane chloroalcohol ether Intermediate, the second step in the presence of NaOH for ring closure reaction, epoxy resin was generated. The advantages of the two-step method are: short reaction time; Stable operation, small temperature fluctuation and easy control; Short alkali addition time, which can avoid a large amount of hydrolysis of Epichlorohydrin; Good and stable product quality and high yield. Domestic E-51, E-54 epoxy resin is a two-step synthesis process. For example, bisphenol A and epichlorohydrin are added to the dissolution kettle, dissolved at a temperature above 70 ° C. For 30min, and then sent to the polycondensation reaction kettle. Quaternary ammonium salt is used as a catalyst, and alkali solution is added, after the reaction was maintained at 50 to 60 ° C. For several hours, the excess epichlorohydrin was recovered under reduced pressure at about 100 ° C. For recycling. Then benzene is added to dissolve, and the alkali solution is added again, and the reaction is carried out at about 70 ℃ for 3H. After reflux dehydration, cooling, standing, filtering and benzene removal (atmospheric pressure first and then reduced pressure), the viscosity is 2.5~3. OPa.s liquid resin.
- The synthesis method of solid bisphenol A type Epoxy resin can also be divided into two kinds. One-Step (foreign Taffy method) process is the bisphenol A and epichlorohydrin in the role of NaOH condensation polymerization reaction, for the manufacture of Solid epoxy resin of medium molecular weight. Domestic production of E-20, E-1, E-12 and other epoxy resin are basically used in this method. The two-step process is to heat and dissolve the low molecular weight Liquid E-type epoxy resin and bisphenol A, and then carry out addition reaction under the action of high temperature or catalyst, and continuously extend the chain, finally, high molecular weight Solid epoxy resins, such as E-10, E-06, E-03, etc., are synthesized by this method. Two-step process there are two methods in China. The bulk polymerization method is to heat and dissolve the liquid bisphenol A type epoxy resin and bisphenol A in the reaction kettle, and then react at 200 ° C. For 2H to obtain the product. In this method, the reaction is carried out at a high temperature, so that there are many side reactions, and the product has a branched chain structure. Not only the epoxy value is low, and the solubility is very poor, and even the reaction will condense pot. The catalytic polymerization method is to dissolve the liquid bisphenol A type epoxy resin and bisphenol A in a reaction kettle by heating to 80~120 ° C., and then add a catalyst to react, allowing it to exotherm and naturally raise the temperature. After completion of exothermic reaction, the reaction mixture was cooled to 150~170 ℃ for 1.5h and filtered to obtain the finished product. For example, sodium hydroxide and water are added into the dissolution kettle, after adjusting the alkali solution to a certain concentration, bisphenol A is added in proportion, dissolved at 70~75 ℃ for 30min, and then filtered while hot and sent into the polycondensation kettle, after stirring and cooling to 47 ℃, epichlorohydrin is added, the reactant is automatically heated to 80~85 ℃, the reaction is kept warm, and then the temperature is raised to 85~90 ℃, Heat preservation reaction 1~2H. After completion of the polycondensation reaction, washing with hot water was repeated until neutral. Again often pressure dehydration to 110 ℃, decompression dehydration to 140 ℃ (vacuum degree 0. 087MPa), can be charged tray, cooled to room temperature, that is to get the product.
Last Update：2022-01-01 11:09:39
2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane - Use
Open Data Verified Data
epoxy resin laminates are mainly used for chemical industry pipes and containers; Automotive, marine and aircraft parts and sports equipment. Casting into the stator, motor housing and transformer in the motor. Immersed into the transformer, coil insulator, capacitor, current meter, rotary switch and cable joint. Epoxy resin coatings include insulating paint, primer, solvent-free paint, ship paint, oil field anti-corrosion paint, calcium-plastic paint and anti-corrosion paint. They are used in addition to the application of pavement, floor, can also be used for chemical equipment, tanks, oil pipelines, sewage pipelines and other anti-corrosion equipment. In addition, it is also possible to cast a large number of laminated molds. The foam plastic can be used as a thermal insulation material, a sandwich material with light weight and high strength, a floating material and a sound-absorbing material for aircraft.
Last Update：2022-01-01 11:09:39
2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane - Safety
Open Data Verified Data
A low molecular weight resin (soft resin) was contained in a tinplate drum at 20kg per barrel. High molecular weight resin (hard resin) in plastic bags or fiber drum, each net weight 20kg. Products should be stored in a ventilated, dry, cool warehouse to prevent direct sun exposure, and should be isolated from the fire source, away from heat, should not be stacked in the open air. Avoid getting wet and soaking in water. And should be stacked with Isolation amino compounds. Non-toxic, non-hazardous materials can be stored and transported. Product storage period is 1 year. After the time limit, it can be re-inspected according to the specified inspection method. If it meets the quality requirements, it can still be used. During transportation and loading and unloading, the container shall be held with light and the container shall be prevented from being broken, and the container shall not be inverted and pressed with heavy objects.
Last Update：2022-01-01 11:09:40
2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane - Molding Process
Open Data Verified Data
can be used for casting, dipping, encapsulating, potting, molding, laminating, spraying and coating. As the epoxy resin for plastics, molding, molding, lamination and foaming can be used. Casting is mostly used for encapsulation and encapsulation of electronic and electrical equipment and parts, which can reduce mass and volume. The molding was reinforced with china clay, quartz, mica, graphite powder and glass fiber, and was formed by transfer molding. Molding temperature of 150 deg C, with silicone oil as mold release agent. It is suitable for electronic parts that are not suitable for compression. The laminates were impregnated with epoxy resin and molded at 1 50 ℃ and 1. 27~1.37MPA.
Last Update：2022-01-01 11:09:38
2,2-bis(4-(2,3-epoxpropyloxy)phenyl)propane - Reference Information
| LogP | 3.242 at 25℃ |
| (IARC) carcinogen classification | 3 (Vol. 47, 71) 1999 |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Use | Bisphenol A diglycidyl ether (DGEBA) is a light yellow liquid epoxy compound synthesized by polycondensation of epichlorohydrin (ECH) and bisphenol A(BPA). Bisphenol A diglycidyl ether is a monomer for the synthesis of epoxy resin by bulk polymerization. It can be used as an epoxy resin. It has the advantages of good color, low epoxy equivalent, low organic chlorine content and low cost. It is compatible with various hardeners, fillers, etc., and has a wide range of uses, it can be used as a packaging material for various profiles, insulating paints, coatings, adhesives, semiconductors, integrated circuits and other electronic components. used as adhesives, anticorrosive coatings, and also used in casting process used to prepare anticorrosive coatings, insulating paints, adhesives and laminates used in the coating industry to make canned food coatings, agricultural sprayer coatings, silicon steel sheets and enameled wire coatings, etc. used in the coating and food industry used to prepare anticorrosive coatings and insulating paints, used as adhesive, laminated material used for bonding, sealing, lamination and casting of various materials widely used in the preparation of various coatings, such as powder coatings, solvent-based coatings, anticorrosive coatings, etc. used for bonding of various materials, also used as sealing material, laminating and casting material, anti-corrosion coating, etc. mainly used for casting used for laminating products, casting, sealing, adhesive, coating, etc. used as high-strength electrical insulation material, photoelastic material, optical instrument adhesive, etc. used for manufacturing anti-corrosion coating and insulating paint used for large-scale casting, bonding, sealing, lamination, etc. in the electrical industry |
| synthesis | industrial synthesis of DGEBA generally includes: the traditional one-step method is to carry out the open-loop and closed-loop reactions of BPA and ECH under the same conditions under the action of alkali; The two-step process uses a catalyst to make BPA and ECH form chloroalcohol ether intermediate first, and then alkali to deHCI to form glycidyl ether. It is estimated that more than 75% of the industrial epoxy resins are DBEGA, which is currently the most common raw material resin. The following is the synthesis of DBEGA, bisphenol A diglycidyl ether. |
| category | toxic substances |
| toxicity classification | low toxicity |
| acute toxicity | oral-rat LD50:11.3 ml/kg; Oral-mouse LD50: 15600 mg/kg |
| stimulation data | skin-rabbit 500 mg mild; Eye-rabbit 2 mg/24 hours severe |
| flammability hazard characteristics | thermal decomposition emits spicy smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; Store separately from oxidants and acids; Not easy to store for a long time |
| fire extinguishing agent | water, dry powder, dry sand, carbon dioxide, foam |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-29 13:08:55
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