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Tert-Butyl Peroxybenzoate CAS 614-45-9

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  • Appearance: Clear yellow liquid
  • Assay: 99. 0%min
  • Stock: In stock
  • Sample: Available
  • Zhishang Chemical: Tert-Butyl Peroxybenzoate Supplement

Basic Info of Tert-Butyl Peroxybenzoate

What is Tert-Butyl Peroxybenzoate?

Tert-butyl peroxybenzoate (TBPB) a compound from the peroxy ester group (a compound containing the general formula r1-c (o) oo-r2), which contains a phenyl as R1 and a tert butyl as R2 It is usually used as a free radical initiator in polymerization, such as LDPE Production from ethylene, and crosslinking, such as unsaturated polyester resin.

Tert-butyl peroxybenzoate is a clear light yellow liquid. It is almost insoluble in water, but it is very good in many organic solvents such as ethanol or phthalate.

As a peroxy compound, tert-butyl peroxybenzoate contains about 8.16 wt% reactive oxygen species, and the self accelerating decomposition temperature (SADT) is about 60 ° C. SADT is the minimum temperature at which self accelerating decomposition occurs in the transportation package within one week, which should not be exceeded during storage or transportation. Therefore, tert-butyl peroxybenzoate should be stored between a minimum of 10 ° C (below the solidification temperature) and a maximum of 50 ° C. Dilution with high boiling solvents increases SADT. The half-life of TbpB (in which 50% of peroxy ester is decomposed) is 10 hours at 104 ° C, 1 hour at 124 ° C and 1 minute at 165 ° C. Amines, metal ions, strong acids and bases, as well as strong reducing agents and oxidants, will accelerate the decomposition of tert-butyl peroxybenzoate even at low concentrations. However, tert-butyl peroxybenzoate is one of the safest perates or organic peroxides in the treatment process. The main decomposition products of tert butyl peroxybenzoate are carbon dioxide, acetone, methane, tert butanol, benzoic acid and benzene.

Tert-Butyl Peroxybenzoate Uses

  1. Tert-butyl peroxybenzoate can be used as a curing initiator for thermoforming of unsaturated polyester resin, and a polymerization catalyst for various resins such as high pressure polyethylene, polystyrene, diallyl phthalate (DAP).
  2. Tert-butyl peroxybenzoate is used as polymerization and crosslinking catalyst. Conformal poly (cyclohexyl methacrylate) films were prepared during the grafting of 2,2,6,6-tetramethyl-1-piperidinyl (tempo) – 4-oxyacetamido – (3-propyltriethoxysilane) and poly (ethylene co octene).
  3. Tert-butyl peroxybenzoate is used for high temperature curing and polymerization of polyester.
  4. Tert-butyl peroxybenzoate is also stored and transported as a mixture with inert solids and solvent slurry to reduce the risk of explosion.

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Application of Tert-Butyl Peroxybenzoate

  • Application in polymer chemistry
    Tert-butyl peroxybenzoate is mainly used as a free radical initiator, for example, in the polymerization of ethylene (to produce LDPE), vinyl chloride, styrene or acrylate, or as a so-called unsaturated polyester resin (up resin). The amount used for curing UP resin is about 1-2%.

    One disadvantage, especially in the production of polymers used in the field of food or cosmetics, benzene may be formed as a decomposition product, which will diffuse from the polymer (e.g. LDPE packaging film).

  • Application in Organic Chemistry
    The protective group 2-trimethylsilyl Ethanesulfonyl chloride (SES CL) for primary and secondary amino groups can react with sodium bisulfite and TbpB through vinyl trimethylsilane to form sodium trimethylsilyl ethanesulfonate, and then react with thionyl chloride to form corresponding sulfonyl chloride.
    TbpB can be used to introduce benzoyloxy at the allyl position of unsaturated hydrocarbons.

    In the presence of catalytic amount of copper (I) bromide, 3-benzoyloxycyclohexene and TbpB are formed from Cyclohexene with a yield of 71% to 80%.
    This allyl oxidation of olefins, also known as kharasch sosnovsky oxidation, produces racemic allyl benzoates in the presence of a catalytic amount of copper bromide (I).

    The improvement of the reaction uses copper (II) trifluoromethanesulfonate as catalyst and DBN or DBU as base to achieve a yield of up to 80% in the reaction of acyclic olefins and TbpB to produce allyl benzoate.
    Substituted oxazolines and thiazolines can be oxidized to corresponding Oxazoles and thiazoles with a mixture of TbpB and Cu (I) and Cu (II) salts in an appropriate yield in the improved kharash sosnovsky oxidation.

    Benzene and furan can be oxidative coupled with olefins under the catalysis of palladium salt, and TbpB is used as hydrogen receptor.
    In the absence of PD 2 + salt, aromatics are methoxylated.

Reference

  1. United Initiators,Technisches Datenblatt, TBPB
  2. Organic Peroxide Producers Safety Division, SAFETY AND HANDLING OF ORGANIC PEROXIDESThe Society of the Plastics Industry, 2012 edition

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