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| | 4-Acetoxystyrene Basic information |
| Product Name: | 4-Acetoxystyrene | | Synonyms: | ACETIC ACID 4-VINYLPHENYL ESTER, (STABILIZED WITH PHENOTHIAZINE);4-ACETOXYSTYRENE / 4-VINYLPHENYL ACETATE;4-ACETOXYSTYRENE, 95%, STAB. WITH 15-25PPM PHENOTHIAZINE;4-Acetoxystyrene, 95%, stab.;4-Vinylphenyl Acetate (stabilized with TBC);(4-Ethenylphenyl) acetate;1-Acetoxy-4-vinylbenzene;4-Vinylphenol acetate | | CAS: | 2628-16-2 | | MF: | C10H10O2 | | MW: | 162.19 | | EINECS: | 434-600-2 | | Product Categories: | Styrenes;2628-16-2 | | Mol File: | 2628-16-2.mol |  |
| | 4-Acetoxystyrene Chemical Properties |
| Hazard Codes | Xn | | Risk Statements | 22-38-43-36/38 | | Safety Statements | 36/37-26 | | RIDADR | 2810 | | WGK Germany | 3 | | RTECS | SL3784000 | | TSCA | Yes | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29153900 | | Toxicity | LD50 orl-rat: 1503 mg/kg EPASR* 8EHQ-1190-1082 |
| | 4-Acetoxystyrene Usage And Synthesis |
| Description | 4-Acetoxystyrene can be used to synthesize Poly(p-hydroxystyrene) as the main component of photoresist. The chemically amplified photoresist of the poly(p-hydroxystyrene) series is currently the mainstream photoresist product in the world, and it is one of the key technologies for processing photo-etched integrated circuits and manufacturing chips. | | Chemical Properties | 4-Acetoxystyrene is a clear and colorless liquid that is essentially the acetic acid ester of p-vinylphenol. It will homopolymerize readily in the same manner that styrene homopolymerizes and can also be copolymerized with styrene and with monomers which are copolymerizable with styrene. 4-Acetoxystyrene is homopolymerized and copolymerized in aqueous emulsion and, without isolation, the polymer is hydrolyzed to homopolymers and copolymers of p-vinylphenol with a base. Homopolymers and copolymers of p-vinylphenol are used as epoxy resin curing agents and in the preparation of epoxy resins by reaction with epichlorohydrin. | | Uses | 4-Acetoxystyrene is a stable Styrene monomer which can be readily polymerized and copolymerized to low, medium and high molecular weight polymers. Undergoes free radical polymerization, similar to styrene. | | Preparation | The preparation of 4-Acetoxystyrene is as follows:Add p-hydroxystyrene (120g) to a 2L four-neck bottle. triethylamine(106g), phenothiazine (1.2g), Methyl tert-butyl ether (480 g), Dry ice-ethanol bath to -5 to 0 °C, acetyl chloride (86g) was added dropwise with stirring. The internal temperature is controlled at -5 to 0 °C. After the completion of the dropwise addition, the temperature was raised at 10 to 20 °C to continue the reaction for 1 hour. Sampling analysis (central control 1, raw material After completion of the reaction, the mixture was filtered, and the cake was washed with methyl t-butyl ether (50 g × 3). The filtrate was quenched by the addition of 4 g of methanol, and the reaction was stirred for 10 minutes. After completion, phenothiazine (1.2 g) was added and the reaction mixture was concentrated.Methyl tert-butyl ether (580 g) was recovered to give a crude product (160 g).The crude product was distilled under reduced pressure to give the product, p-acetoxy styrene (142 g), yield 87.7%, and sampled for analysis (main content >99%). 
| | Application | 4-Acetoxystyrene is a polymer that can be used in microlithography and is the precursor of easily derivatized p-hydroxystyrene. | | Hazard | 4-Acetoxystyrene is a flammable liquid and can cause skin and eye irritation upon contact. | | Flammability and Explosibility | Notclassified | | Safety Profile | Moderately toxic by ingestion.Slightly toxic by skin contact. An eye irritant. A combustibleliquid. When heated to decomposition it emits acrid smokeand irritating vapors. | | storage |
4-Acetoxystyrene should be handled with proper safety precautions and stored in a cool, dry place away from sources of ignition.
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| | 4-Acetoxystyrene Preparation Products And Raw materials |
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