Isocyanuric acid tris

AI3-60291 CCRIS 6113 EINECS 212-660-9 HSDB 6135 Isocyanuric acid tris(2-hydroxyethyl) ester NSC 11680 Theic s-Triazine-2,4,6(1 H,3H,5H)-trione, 1,3,5-tris(2-hydroxyethyl)- Tris(p-hydroxyethyl) isocyanurate Tris(2-hydroxyethyl)-1,3,5-triazinetrione Tris(2-hydroxy-ethyl) isocyanurate N,N, N -Tris(2-hydroxyethyl) isocyanurate Tris(2-hydroxyethyl)-s-triazine-2,4,6-trione Tris(2-hydroxyethyl)cyanurate Tris(hydroxyethyl) oyanur-ate 1,3,5-Tris(2-hydroxyethyl) isocyanurate 1,3,5-Tris(2-hydroxyethyl) isocyanuric acid 1,3,5-Tris(2-hydroxy-ethyl)triazine-2,4,6-trione. 

Isocyanuric acid tris (2-hydroxyethyl) ester. See Trishydroxyethyl triazine trione Isocyanuric chloride. See Trichloroisocyanuric acid... 

Inorganic Chemical Manufacture Anliydrous aluminum clUoride Antimony pentaeldoride Antimony trichloride Arsenic cliloride Bismutli trichloride Chlorinated isocyanurates Clilorine tri fluoride Ferric chloride Hydrochloric acid... 

The epoxy resin component is made by a 2-stage process involving reaction of l-chloro-2,3-epoxypropane (epichlorhydrin) with isocyanuric acid to give the l,3,5-tris(2-hydroxy-3-chloropropyl) derivative, which is then treated with sodium hydroxide to eliminate hydrogen chloride to form the title compound. One batch contained more than the normal amount of hydroly sable chlorine, and when excess epichlorhydrin was distilled off, the residual material decomposed with explosive violence. It was later established that the abnormal chlorine content was associated with reduced thermal stability, and criteria for hydrolysable chlorine, epoxy content and pH have been set to prevent distillation of off-spec, material. 

Later, Kurihara and co-workers [33] at Toray produced a related membrane, using l,3,5-tris(hydroxy ethyl) isocyanuric acid as a comonomer. A possible reaction scheme is shown in Figure 5.11. This membrane, commercialized by Toray under the name PEC-1000, has the highest rejection of any membrane developed,... 

Fig. 5 Tetrameric diastereoisomeric complexes based on the assembling of achiral tris-dimelamine irnit with chiral isocyanuric acid...

A recent patent granted to Kurihara and co-workers of Toray Industries describes membranes formed by acid-catalyzed condensation reactions of a variety of reactive monomers on polysulfone support films under conditions similar to those used for NS-200 membranes (J ). The data (Example 2 in the patent) show that 1,3,5-tris (hydroxyethyl)isocyanuric acid (THEIC), when polymerized at 150°C on a polysulfone support film, produced a membrane exhibiting 96.7 percent salt rejection with a flux of 0.49 gfd (0.82 L/sq m/hr) when tested toward 0.25 percent NaCl at 568 psi (3916 kPascals)and 25°C. 

THEIC was for many years scarce on the market. Wire manufacturers tried therefore to prepare it themselves by the reaction between isocyanuric acid and ethylene oxide. Another synthetic procedure starts from isocyanuric acid and... 

Higher alkylene oxylated derivatives of isocyanuric acid were claimed to be useful for poly(ester-imide) preparations [43], and also l,3,5-tris(2-hydroxye-thyl)-hexahydro-l,3,5-triazine-2,4-dione, prepared by reacting ethylene oxide and hexahydro-l,3,5-triazine-2,4-dione [44]. No wire enamels made from these polyols have been seen on the market. 

The composition of the PEC-1000 membrane has not been specifically published. However, it is covered by U.S. Patent 4,366,062.76 This patent describes membranes formed by acid-catalyzed condensation of the monomer 1,3,5-tris-(hydroxyethyl)isocyanuric acid (THEIC). By itself or in combination with additives such as sorbitol or polyethylene glycol, this monomer leads to membranes with 95 to 97% sodium chloride rejection (0.25% NaCI, 570 psi, 25°C), but at extremely low fluxes (0.5 to 1.0 gfd). Organic rejections were very good. 

Tris(ethylthio)methane 1,3,5-Tris(2-hydroxyethyl) isocyanuric acid... 

O-Alkyl derivatives of cyanuric acid (cyanurates) are formed by trimerization of cyanates or by the action of alcoholate on cyanuric chloride (see above). A-Alkyl derivatives of isocyanuric acid are produced by trimerization of isocyanates. Tris-O-allyl cyanurate, which is produced commerically from cyanuric chloride and allyl alcohol, is a co-monomer for the production of polymers used in high temperature insulation. 

Isocyanic acid, triester with 1,3,5-tris (6-hydroxyhexyl) biuret. See Hexamethylene diisocyanate biuret Isocyanuric acid... 

Tri hydroxy-1,3,5-triazi ne 2,4,6-Tri hydroxy-s-triazine. See Isocyanuric acid Trihydroxytriethylamine 2,2, 2"-Trihydroxytriethylamine. See Triethanolamine Triiodomethane. See,Iodoform Triiosoctadecyl trimerate. SeeTriisostearyl trilinoleate... 

Tris (2,3-dibromopropyl) phosphoric acid ester. See Tris (2,3-dibromopropyl) phosphate 1,3,5-Tris (3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate. See Tris (3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate Tris (3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate... 

Tris (2-hydroxyethyl) hexahydro-1,3,5-triazine 1,3,5-Tris (2-hydroxyethyl) hexahydro-s-triazine N,N, N"-Tris (2-hydroxyethyl) hexahydrotriazine N,N, N"-Tris (P-hydroxyethyl) hexahydro-1,3,5-triazine. See Hydroxyethyl-s-triazine Tris (hydroxyethyl) isocyanurate 1,3,5-Tris (2-hydroxyethyl) isocyanurate Tris (2-hydroxyethyl) isocyanurate Tris (P-hydroxyethyl) isocyanurate N,N, N"-Tris (2-hydroxyethyl) isocyanurate 1,3,5-Tris (2-hydroxyethyl) isocyanuric acid. See Trishydroxyethyl triazine trione Tris (2-hydroxyethyl)-4-isododecylbenzenemethanaminium chloride. See Quaternium-30... 

Epoxidized octyl tallate Ethylenebis (oxyethylene) bis (3-t-butyl-4-hydroxy-5-methylhydrocinnamate) Polyacrylic acid Tris (3,5-di-t-butyM-hydroxybenzyl) isocyanurate stabilizer, PU... 

Virtually all of the organo derivatives of CA are produced by reactions characteristic of a cycHc imide, wherein isocyanurate nitrogen (frequendy as the anion) nucleophilically attacks a positively polarized carbon of the second reactant. Cyanuric acid and ethylene oxide react neady quantitatively at 100°C to form tris(2-hydroxyethyl)isocyanurate [839-90-7] (THEIC) (48—52). Substitution of propylene oxide yields the hydroxypropyl analogue (48,49). At elevated temperatures (- 200° C). CA and alkylene oxides react in inert solvent to give A/-hydroxyalkyloxazohdones in approximately 70% yield (53). Alternatively, THEIC can be prepared by reaction of CA and 2-chloroethanol in aqueous caustic (52). THEIC can react further via its hydroxyl fiinctionahty to form esters, ethers, urethanes, phosphites, etc (54). Reaction of CA with epichlorohydrin in alkaline dioxane solution gives... 

Cyanuric acid readily dissolves in aqueous formaldehyde forming tris(hydroxymethyl)isocyanurate [10471-40-6] (THMIC) which can be isolated by evaporation (11). THMIC in turn reacts with acetic anhydride to yield tris(acetoxymethyl)isocyanurate [54635-07-3], either thionyl chloride or phosphoms pentachloride to give tris(chloromethyl)isocyanurate [63579-00-0], and phenyl isocyanate in pyridine to yield tris(A/-phenylcarbamoxymethyl) isocyanurate [21253-39-4] in 87% yield (65). Reaction of CA with paraformaldehyde and 2,6-dicyclohexylphenol yields... 

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