The Chemistry of Tributyl Phosphate: A Review

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The preparation, purification, and chemical properties of THP have been reviewed with emphasis on the hydrolytic reactions. TBP is chemically a very stable compound as evidenced by its thermal stability and resistance to oxidation. The most important reactions are hydrolytic which cleave the butyl or butoxy group and normally produce butyl alcohol together with dibutyl and monobutyl phosphate (DBP and MBP, respectively), and eventually H/sub 3/PO/sub 4/. Hydrolysis occurs in either the organic phase or the aqueous phase and is first order with respect to the ester. Although the rate in the aqueous phase is much faster than in the ... continued below

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Burger, L. L. October 27, 1955.

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  • Hanford Atomic Products Operation
    Publisher Info: General Electric Co. Hanford Atomic Products Operation, Richland, Wash.
    Place of Publication: Richland, Washington

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Description

The preparation, purification, and chemical properties of THP have been reviewed with emphasis on the hydrolytic reactions. TBP is chemically a very stable compound as evidenced by its thermal stability and resistance to oxidation. The most important reactions are hydrolytic which cleave the butyl or butoxy group and normally produce butyl alcohol together with dibutyl and monobutyl phosphate (DBP and MBP, respectively), and eventually H/sub 3/PO/sub 4/. Hydrolysis occurs in either the organic phase or the aqueous phase and is first order with respect to the ester. Although the rate in the aqueous phase is much faster than in the organic phase, the solubility is so low in aqueous solutions that the organic phase reactions become more important. Acid hydrolysis depends on both the nature of the acid and the concentration. The order with respect to acid concentration is close to one but often less than one. Hydrolysis is catalyzed by both acids and bases. In the latter case, the reaction occurs only in the aqueous phase and normally stops with the formation of dibutyl phosphate. The hydrolysis rate increases greatly as the temperature is raised and an activation energy of the order of 20 kcal is often found. The rates observed in the presence of 5 M acid at 60 and 70 deg C may be high enough to cause some concern in solvent extraction technology, since the product, dibutyl phosphate, has undesirable properties. Impurities produced during manufacture or by thermal degradation during purification such as the pyrophosphates, if present, would yield the same objectionable products as TBP hydrolysis, but at a faster rate. Included in the survey is a selected tabulation of physical properties of TBP. (auth)

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  • Other Information: Decl. Feb. 24, 1958. Orig. Receipt Date: 31-DEC-58

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  • Report No.: HW-40910
  • Grant Number: W-31-109-ENG-52
  • DOI: 10.2172/4334996 | External Link
  • Office of Scientific & Technical Information Report Number: 4334996
  • Archival Resource Key: ark:/67531/metadc1024781

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  • October 27, 1955

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  • Oct. 15, 2017, 10:09 p.m.

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  • Dec. 20, 2017, 3:01 p.m.

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Burger, L. L. The Chemistry of Tributyl Phosphate: A Review, report, October 27, 1955; Richland, Washington. (digital.library.unt.edu/ark:/67531/metadc1024781/: accessed April 19, 2018), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT Libraries Government Documents Department.