NEUTRAL ALKYL PHOSPHATES - C&EN Global Enterprise (ACS

Eng. News , 1942, 20 (21), p 1378. DOI: 10.1021/cen-v020n021.p1378. Publication Date: November 10, 1942. Copyright © 1942 American Chemical Society...
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NEUTRAL ALKYL PHOSPHATES A Group of Organic Phosphorus Compounds That Offer Interesting Possibilities for Further Chemical Research The organic phosphorus compounds arc much less familiar in the industrial field than the inorganic· phosphorus compounds. The last few years, however, have witnessed a marked increase in re search on the former . . . on the alkyl esters of phosphoric acid in particular. The result has hcen that many interesting applications have already been suggested. Among them are the following: Plastkizer in cellulose acetate, in organic acid derivatives of cellu­ lose, and in synthetic resins of the phenol aldehyde type. Waterproofing textiles with cellulose acetate. Accelerators for curing urea-formaldehyde resins. Polymerizing ogents for unsaturated hydrocarbons, drying oils, resins, etc. Catalysts for the dehydration of glycols and olefinic alcohols to diolcfins such as butadiene.

Absorbing fluids in refrigeration systems. Leveling liquids in printing compositions for vat dyestuffs. Corrosion inhibitors for gun barrels, bearings of meters and com­ pressors, etc. Properties of the Neutral Alkyl Phosphates . . . the subject of exhaustive study in the Victor Research Laboratories . . . arc sum­ marized in the tahle below. From the latter it is apparent that a combination of the proper alkyl and phosphate groups will produce compounds which possess, within indicated limits, properties to meet widely varying requirements. Some of these compounds are already in commercial production; others arc available only in laboratory quantities. Additional information, as well as samples intended for further research, will gladly be sent upon request.

PROPERTIES OF NEUTRAL ALKYL PHOSPHATES COMPOUND I

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Ref.Jndex

1.3950 1.4039 1.4136 1.4203 1.4173 1.4283 1.445 1.442 1.437

Orthophosphates, R3PO4 Trîmethyl phosphate Triethyl phosphate Tri η-propyl phosphate Tri η-butyl phosphate Tri i-butyl phosphate Tri n-amyl phosphate Trimethallyl phosphate Trioctyl phosphate Tricapryl phosphate

140 182 224 266 266 308 263 434 434

1.2052(25) 1.0637(25) 1.0023(25) 0.9727(25) 0.9617(25) 0.9497(25) 0 . 9 8 8 (26) 0.921(25) 0.907(25)

196 215 252 289 264 225(50mm) 1 3 5 (5mm) 2 1 0 (8mm) Decomp.

Pyrophosphates, FUP2O7 Tetramethyl pyrophosphate Tetraethyl pyrophosphate Tetrabutyl pyrophosphate Tetraoctyl pyrophosphate

234 290 402 626

1.357(25) 1.200(25) 1.050(25) 0.977(25)

Decomp. Decomp. Decomp. Decomp.

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Tripolyphosphates, R5P3O10 Pentamethyl tripolyphosphate Pentaethyl tripolyphosphate Pentabutyl tripolyphosphate

328 398 538

1.430 (25) 1.245(25) 1.095 (25)

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Tetrapolyphosphates, R6P4O13 Hexamethyl tetrapolyphosphate Hexaethyl tetrapolyphosphate Hexabutyl tetrapolyphosphate Hexaoctyl tetrapolyphosphate

422 506 674 1010 94 108 136 192

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M e t a phosphates, RPO3 Methyl metaphosphate Ethyl metaphosphate Butyl metaphosphate (unstable) . . . . Octyl metaphosphate ( u n s t a b l e ) . . . .

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