Name | Diallyl Phthalate |
Synonyms | DAP dapon r dapon 35 Allyl Phthalate Diallyl Phthalate DAP(Diallyl Phthalate) Diallylester phthalic acid diallylester phthalic acid diallylesterkyselinyftalove Diallyl ester o-phthalic acid o-phthalic acid diallyl ester Diallylester kyseliny ftalove Diallyl ester of phthalic acid DIALLYL PHTHALATE OEKANAL, 250 MG di-2-propenyl1,2-benzenedicarboxylate diprop-2-en-1-yl benzene-1,2-dicarboxylate 3,4-di(prop-2-en-1-yl)benzene-1,2-dicarboxylate 1,2-Benzenedicarboxylic acid, di-2-propenyl ester |
CAS | 131-17-9 |
EINECS | 205-016-3 |
InChI | InChI=1/C14H14O4/c1-3-5-9-7-8-11(13(15)16)12(14(17)18)10(9)6-4-2/h3-4,7-8H,1-2,5-6H2,(H,15,16)(H,17,18)/p-2 |
InChIKey | QUDWYFHPNIMBFC-UHFFFAOYSA-N |
Molecular Formula | C14H14O4 |
Molar Mass | 246.26 |
Density | 1.121 g/mL at 25 °C (lit.) |
Melting Point | -70 °C |
Boling Point | 165-167 °C/5 mmHg (lit.) |
Flash Point | >230°F |
Water Solubility | 6 g/L (20 ºC) |
Solubility | 0.18g/l |
Vapor Presure | 2.3 mm Hg ( 150 °C) |
Vapor Density | 8.3 (vs air) |
Appearance | Yellow liquid |
Color | Clear colorless to light yellow |
BRN | 1880877 |
Storage Condition | Inert atmosphere,2-8°C |
Refractive Index | n20/D 1.519(lit.) |
MDL | MFCD00008646 |
Physical and Chemical Properties | Characteristic yellowish oily liquid, with mild odor and low volatility, can be stored at room temperature without adding combustion improver. However, the two unsaturated Alkenyl groups in the DAP monomer have a large reactive activity, which is initiated by the initiator or high temperature, formation of linear polymer soluble DAP monomer can be dissolved in most organic solvents, such as: ethanol, acetone, ethyl acetate, benzene, toluene and dimethyl sulfoxide; Slightly soluble in gasoline, ethylene glycol, glycerol and Amine; Insoluble in water. |
Use | For the preparation of DAP polymerization liquid and DAP resin, also used as a crosslinking agent |
Risk Codes | R22 - Harmful if swallowed R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S24/25 - Avoid contact with skin and eyes. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN 3082 9/PG 3 |
WGK Germany | 2 |
RTECS | CZ4200000 |
FLUKA BRAND F CODES | 19 |
TSCA | Yes |
HS Code | 29173400 |
Hazard Class | 9 |
Packing Group | III |
Raw Materials | Phthalic anhydride Sodium bicarbonate Sodium bicarbonate |
Downstream Products | Poly(diallyl phthalate) |
colorless or pale yellow oily liquid. The odor was mild, with tear-inducing property. The relative density was 1.120. Freezing point -70 °c. Boiling Point (0.53kPa) 158. Flash point 165.5 °c. Refractive index 520. Viscosity 13MPA. s. Insoluble in water, soluble in ethanol, ether, acetone, benzene and other organic solvents, partially dissolved in mineral oil, glycerol, ethylene glycol.
phthalic anhydride was first treated with liquid alkali to form phthalic acid sodium salt. The esterification reaction was then carried out with allyl chloride. The crude ester is refined by filtration, neutralization, water washing and vacuum distillation.
This product is a reactive plasticizer, which is mainly used to prepare diisopropyl phthalate resin, as a crosslinking agent for unsaturated polyester resin and as a reinforcing agent for cellulose resin. And used as plasticizers for resins capable of self-polymerization in the absence of inhibitors.
LogP | 3.23 at 20℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
use | diisopropyl phthalate is a reactive plasticizer, mainly used to prepare diisopropyl phthalate resin, used as a crosslinking agent for unsaturated polyester resin, and a reinforcing agent for cellulose resin. And used as a plasticizer for resins that can polymerize themselves without inhibitors. It is used to make polyphthalate dipropylene ester resin, crosslinking agent for unsaturated polyester resin, plasticizer for vinyl resin, catalyst for polyester resin and pigment carrier, etc. At the same time, it can be used as many polymer and copolymer monomers. This product is a reactive plasticizer, mainly used to prepare diisopropyl phthalate resin, used as a crosslinking agent for unsaturated polyester resin, and a reinforcing agent for cellulose resin. And used as a plasticizer for resins that can polymerize themselves without inhibitors. used to prepare DAP polymerization solution and DAP resin, also used as cross-linking agent used as plasticizer dipropylene phthalate is a reactive plasticizer, mainly used to prepare diisopropyl phthalate resin, as a cross-linking agent of unsaturated polyester resin, and as a reinforcing agent of cellulose resin. And used as a plasticizer for resins that can polymerize themselves without inhibitors. |
preparation method | phthalic anhydride reacts with liquid alkali to generate sodium phthalate, which is then esterified with chloropropene at 40-60 ℃ under normal pressure to obtain crude product. After filtration, neutralization; water washing; reduced pressure distillation, that is, the finished product. It can also be manufactured by direct esterification: 1) esterification reaction; The metered amount of phthalic anhydride 119kg, allyl alcohol (adding 1% hydroquinone) 121kg and benzene 156kg are added into the esterification kettle, and the metered amount of sulfuric acid (65%) is gradually added. Start heating to 80~95 ℃. The water generated in the reaction process is evaporated with benzene in the same boiling, the condensate is separated by a benzene water separator to remove the water, and the benzene flows back to the reaction kettle until the hourly water output is less than 100ml to finish the reaction and cool down. China plastic online plastic encyclopedia http://baike.21cp.com 2) neutralization washing: release the esterification reaction product into a neutralization washing kettle, add 68kg of benzene, 200kg of water or 100kg of liquid alkali (5%) to neutralize. Repeated water washing and neutralization until the pH value of the water layer is neutral. China plastic online plastic encyclopedia http://baike.21cp.com 3) distillation and debenzene: wash and neutralize the good materials and put them into a debenzene distillation kettle, heat them with steam, and evaporate benzene to obtain crude diallyl phthalate monomer (DAP). 4) vacuum distillation: crude DAP monomer is rectified in an intermittent distillation kettle at a temperature of about 180 ℃ and a pressure of 266~532Pa(2~4mmHg), and the fraction at 180~200 ℃ is collected as refined DAP monomer. |
production method | phthalic anhydride reacts with liquid alkali to generate sodium phthalate, which is then esterified with chloropropene at 40-60 ℃ under normal pressure to obtain crude product. After filtration, neutralization, water washing, and vacuum distillation, it is the finished product. Raw material consumption quota: phthalic anhydride (≥ 90%)780kg/t, chloropropene (≥ 95)1060kg/t, liquid alkali (40%)1080kg/t. |
category | flammable liquid |
toxicity classification | poisoning |
acute toxicity | oral-rat LD50: 656 mg/kg |
stimulation data | eye-rabbit 500 mg mild |
explosive hazard characteristics | no explosion hazard per se |
flammability hazard characteristics | combustible in case of open flame, high temperature and strong oxidant; Combustion emission stimulates smoke |
storage and transportation characteristics | complete packaging, light and light; warehouse ventilation, away from open flames, high temperature, separate storage from oxidant |
fire extinguishing agent | foam, carbon dioxide, dry powder, sand, mist water |
occupational standard | TWA 5 mg/m3; STEL 1 mg/m3 |
auto-ignition temperature | 725 °F |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |