Preparation and characterization of phosphorus‐nitrogen polymers for flameproofing cellulose. I. Polymers of THPC and amines

Kasem, Mohamed; Richards, H. R.; Walker, Christopher C.

doi:10.1002/app.1971.070150915

Cited by 10 publications

(8 citation statements)

References 2 publications

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“…Ammonia gives the same product in anhydrous solvents as in water [76,77]. THPC condenses with primary alkyl carbamates in refluxing toluene with azeotropic removal of the water, giving tetrakis(N-carbalkoxylaminomethyl)phosphonium chlorides (17a-21a) in moderate to good yield (Equation 1 I ).…”

Section: Reactions In Nonhydroxylic Mediamentioning

confidence: 93%

“…The yield of 17, mp 189°d, is 80 77], but not the 1,3-dimethylurea derivatives [41 ]. Because of its phosphonium salt structure, the 1:1 1 THPC/urea polymer is less stable to heat than the THPOH/urea polymer.…”

Section: Reactions In Nonhydroxylic Mediamentioning

confidence: 99%

“…Using dimethylsulfoxide as the solvent for the reactions of THPC with urea and melamine results in chlorine-free condensation polymers [77]. ' Thiourea and THPC form solid condensation products when heated in air to 160° in molar ratios of 1:1, 2:1, or 3:1 (Equation 13).…”

Section: Reactions In Nonhydroxylic Mediamentioning

confidence: 99%

“…If dilute aqueous solutions are employed, the ammonia acts like an alkali, hydrogen is evolved, and the solution remains clear, but if concentrated solu, tions are employed, a curdy white polymer separates in small amounts [67]. The product, whose N/P molar ratio is about 2, has been studied using a variety of techniques, including IR [76,77], DTA [77], and TGA [77]. Its structure is essentially the poly(tertiary phosphine) 48.…”

Section: Reactions In Nonhydroxylic Mediamentioning

confidence: 99%

“…The product is marketed as an 80% aqueous solution. The anhydrous salt, which is highly deliquescent, may be isolated by evaporation at temperatures not exceeding 100° [106]-our dried by azeotropic distillation with benzene [49], and purified by recrystallization from acetic acid [67], ethanol [32], n-propanol [77], or 2propanol [49].…”

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confidence: 99%

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Chemistry of Hydroxymethyl Phosphorus Compounds

Frank

Daigle

Vail

1982

Textile Research Journal

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The chemistry of the hydroxymethyl phosphonium salts and their derivatives is reviewed, with major emphasis on reactions in which the quaternary structure of the phosphonium salts is preserved.The subject matter covered in this review is restricted to phosphonium salts that are of interest to textile chemists as flame retardants for cotton. Formally, these compounds are derived from tetramethylphosphonium chloride, Me4PCl, or its equivalent (CH3)4P'Cl-, by substituting a single OR, NR2, or halogen substituent, where R = H, alkyl, aryl, acyl, alkoxycarbonyl, or aminocarbonyl group or combination thereof, for a hydrogen atom in each and every methyl group, or by substituting another anion for the chloride anion. There are many phosphonium salts that do not fall into this classification. For these, the reader should consult a textbook on organo-4 Names of companies or commercial products are given solely for the purpose of providing specific information. Their mention does not imply recommendation or endorsement by the U.S. Department of Agriculture over others not mentioned.

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Section: Reactions In Nonhydroxylic Mediamentioning

confidence: 93%