Abstract: The present invention relates to a process for the preparation of phosphoric esters, and to selected compounds.

Abstract: Provided is a method of preparing a biphenyl-4-yl diphenyl phosphate composition for use as a flame retardant or a plasticizer for resin, including mixing phosphoryl chloride (POCl3), 4-phenylphenol, and a catalyst, so that first dehydrochlorination occurs; and further adding phenol, so that second dehydrochlorination occurs.

Abstract: The present invention provides a step-wise process for preparation of a bisphosphite. In step (a) the process prepares a phosphoromonochloridite in high yield, by contacting phosphorus trichloride with an aromatic diol in a slurry under reaction conditions and in the presence of a second aromatic diol to produce a mixture comprising the phosphoromonochloridite, the second aromatic diol, and excess PCl3. The slurry comprises less than 5 mole percent of a nitrogen base, and the organic solvent is selected for its low hydrogen chloride solubility. After removing the excess PCl3, a nitrogen base is added to effect condensation of the phosphoromonochloridite with the second aromatic diol to yield the bisphosphite. The invention particularly provides a process for preparing 6,6?-(3,3?,5,5?-tetra-tert-butylbiphenyl-2,2?-diyl)bis(oxy)didibenzo[d,f][1,3,2]dioxaphosphepine by the above route.

Abstract: A process for preparation of a phosphoromonochloridite in high yield, by contacting phosphorus trichloride (PCl3) with an aromatic diol, such as 2,2?-biphenol, in a slurry, which contains a portion of the aromatic diol in solid form and contains a solution phase containing the remaining portion of the aromatic diol and an organic solvent, under reaction conditions sufficient to produce the phosphoromonochloridite. The slurry comprises less than 5 mole percent of a nitrogen base, calculated on total moles of the aromatic diol, and the organic solvent is selected for its low hydrogen chloride solubility.

Abstract: The present invention provides methods for the preparation of beta glycerol phosphate and its salts. In particular, the invention provides efficient methods for the synthesis of beta glycerol phosphate of high purity.

Abstract: This disclosure provides choline analogs comprising the following structure: where each R1 independently is H or isotopically enriched D, R2 is a protecting group, and N is 14N or isotopically enriched 15N. This disclosure also provides methods of making choline analogs, which include performing a protection step on a betaine aldehyde to form a choline analog, and methods of using choline analogs to form hyperpolarized compounds.

Abstract: The present invention relates to a process for the preparation of phosphoric esters, and to selected compounds.

Abstract: The disclosure describes methods of synthesis of phosphonate ester derivatives. Preferred methods according to the disclosure allow for large-scale preparation of phosphonate ester compounds having high purity. In some embodiments, preferred methods according to the disclosure also allow for the preparation of phosphonate ester derivatives without the use of chromatographic purification methods and in better yield than previously used methods for preparing such compounds. Also disclosed are morphic forms of phosphonate ester derivatives.

Abstract: The present invention provides methods for the preparation of beta glycerol phosphate and its salts. In particular, the invention provides efficient methods for the synthesis of beta glycerol phosphate of high purity.

Abstract: The present invention provides a step-wise process for preparation of a bisphosphite. In step (a) the process prepares a phosphoromonochloridite in high yield, by contacting phosphorus trichloride with an aromatic diol in a slurry under reaction conditions and in the presence of a second aromatic diol to produce a mixture comprising the phosphoromonochloridite, the second aromatic diol, and excess PCl3. The slurry comprises less than 5 mole percent of a nitrogen base, and the organic solvent is selected for its low hydrogen chloride solubility. After removing the excess PCl3, a nitrogen base is added to effect condensation of the phosphoromonochloridite with the second aromatic diol to yield the bisphosphite. The invention particularly provides a process for preparing 6,6?-(3,3?,5,5?-tetra-tert-butylbiphenyl-2,2?-diyl)bis(oxy)didibenzo[d,f][1,3,2]dioxaphosphepine by the above route.

Abstract: The present invention relates to a suspension stabilizer for dispersing inorganic nanoparticles into aqueous medium. More particularly, the present invention is directed to a biocompatible suspension stabilizer which comprises phosphoryl domain having an affinity to the surface of an inorganic nanoparticle and poly(ethylene glycol) having an affinity to the aqueous medium, and which is prepared by reacting a biocompatible poly(ethylene glycol)-derivatized polymer with phosphine oxide having a leaving group.

Abstract: A method of making optionally substituted diaryl alkylphosphonates from an optionally substituted arylol, an optionally substituted alkanol, and a phosphorous trihalide is described.

Abstract: Compounds of Formula I, their preparation and synthetic intermediates, and their use in the synthesis of prodrugs: wherein: V and L are trans relative to one another; V is selected from group consisting of carbocyclic aryl, substituted carbocyclic aryl, heteroaryl, and substituted heteroaryl; and L is a leaving group selected from the group consisting of halogen, alkyl sulfonate, aryloxy optionally substituted with 1-2 substituents, N-containing heteroaryl, and N-hydroxy-nitrogen containing heteroaryl; and salts thereof.

Abstract: Benzoylresorcinol-based phosphate esters are obtained by reacting a benzoylresorcinol compound with a chlorophosphate. The benzoylresorcinol-based phosphate esters can function as flame retardants and/or UV stabilizers for polycarbonates (PC), poly(phenylene oxide) (PPO), polyesters (e.g., PET and PBT), polycarbonate and acrylonitrile-butadiene-styrene terpolymer (PC/ABS) blends, poly(phenylene oxide) and high-impact polystyrene (PPO/HIPS) blends and other polymers. The benzoylresorcinol-based phosphate ester flame retardants may possess enhanced thermal stability compared to resorcinol based phosphate ester (RDP). Synthetic procedures and applications of the benzoylresorcinol-based phosphate esters compounds are provided.

Abstract: A facile synthesis of symmetric esters of C1-C10 alkylenebisphopsphonic acids is disclosed in which a C1-C10 alkylenebis(phosphonic dichloride) is reacted with an alcohol in the presence of a catalytic amount of 1H-tetrazole and a base in an aprotic solvent to form a first reaction mixture. The first reaction mixture is maintained for a time period sufficient to form a C1-C10 alkylenebis(chloro ester phosphonate) that is reacted under basic conditions with an excess of a hydroxylated compound to form a second reaction mixture that is itself maintained for a time period sufficient to form a C1-C10 alkylenebis(ester phosphonate) partial ester, homoleptic tetraester or mixed tetraester. The material so formed can be recovered or used as is.

Abstract: A high viscosity liquid is fed into a rotation pack bed at a position with a distance far enough from a rotation axis, creating a centrifugal force exerted on the high viscosity liquid overwhelming a drag thereof, so that it can flow radially through the rotation pack bed. A high pressure gas is introduced into the rotation pack bed peripherally and/or a suction force source is connected to a position near the rotation axis, so that a volatile component contained in the high viscosity fluid is entrained in the gas counter currently flowing through the rotation pack bed and withdrawn from the position near the rotation axis, or the volatile component exits from the position near the rotation axis in gas phase, and thus the volatile component is removed from the high viscosity liquid. A second fluid can also be fed into the rotation pack bed to react with the high viscosity liquid, so that a reaction product is formed, and a volatile side product is removed at the same time.

Abstract: The present invention is directed to a process for the preparation of sterically hindered acid esters, e.g., organic phosphites, comprising contacting a sterically hindered hydroxyl-containing compound with an acid halide in the presence of an acid acceptor selected from the group consisting of: 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 4-(dimethylamino)pyridine (DMAP), 1,4-diazabicyclo[2.2.2]octane (DABCO), or mixtures thereof, wherein said an acid acceptor is present in an amount sufficient to drive the reaction to completion.

Abstract: Phosphorothionate derivatives derived from cashew nut shell liquid (CNSL) for use as an thermally stable antioxidant, antiwear, friction reducing and extreme pressure additive in a lubricant composition are synthesized by the steps of (a) partially hydrogenating distilled technical cashew nut shell liquid with palladium or nickel or platinum catalyst; to hydrogenate the olefinic chain; (b) reacting partially hydrogenated technical cashew nut shell liquid with phosphorus trihalide and sulphur, the reaction being carried out at a temperature ranging from 20 to 220° C. A lubricant containing a major proportion of a material selected from the group consisting of an oil of lubricating viscosity or a grease; and remainder an additive including CNSL phosphorothionate derivative, prepared by the foregoing process.

Abstract: The present invention relates to novel cyclotriphosphazene derivatives represented by Formula (1) and a preparation method thereof wherein HNA is an amino acid group selected from glycine group(—NHCH2COO−), aminomalonic acid group(—NHCH(COO−)2), aspartic acid group (—NHCH(CH2COO−)COO−) and glutamic acid group (—NHCH(CH2CH2COO−)COO−), m is a repeating unit of poly(alkoxyethyleneglycol) selected from 2, 7, 12 and 16, and n is an integer representing number of alkyl carbons and selected from 0, 1, and 3.

Abstract: The invention relates to process for the preparation of an O-alkyl, O-alkyl phosphorochloridothioate by 1) reacting A) a thiophosphoryl halide with B) an alcohol, in the presence of C) a tertiary amine acid acceptor and D) a solvent, and 2) reacting the resultant product with a second alcohol, different from the alcohol used in step 1). In the preferred embodiment, the intermediate product is not isolated before reaction with the second alcohol.

Abstract: An improved process for the preparation of tris(nonylphenyl) phosphite is described which includes the steps of combining at least a 4 weight percent excess of nonylphenol (preferably 8 weight percent excess) with PCl.sub.3 with agitation and heating sufficient to liberate HCl formed during the synthetic reaction as a by-product and removing the excess nonylphenol from the tris(nonylphenyl) phosphite by thin film distillation to reduce the residual chloride level to 90 ppm or less, an acid number of 0.1 or less and a nonylphenol content after stripping of 0.1 weight percent or less. The temperature of the reaction was from room temperature to 130.degree. C., and the temperature of the evaporator which removes the excess nonylphenol is from 100.degree. C. to 350.degree. C., preferably from 150.degree. C. to 250.degree. C., under a system vacuum of from 0.01 mm Hg to 5 mm Hg.

Abstract: A polyalkylene glycol ether phosphate ester, or salt thereof, having the formula:R.sub.w --P(O)(OH).sub.3-w (I)wherein w is an integer from 1 to 3, andR is an oil-soluble polyether moiety having the formula:R.sup.1 X[(C.sub.x H.sub.2x O).sub.n (C.sub.y H.sub.2y O).sub.p ].sub.m(II)wherein R.sup.1 is either an alkyl or an alkyl phenyl group having from 7 to 30 carbon atoms,X is either O, S, or Nx is an integer from 2 to 4,y is an integer from 6 to 30,m is 1 when X is O or S and m is 2 when X is N,n and p are such that the polyether moiety contains between 1 and 35% by weight of (C.sub.y H.sub.2y O) units and between 35 and 80% by weight of (C.sub.x H.sub.2x O) units, and the molecular weight of the polyalkylene glycol moiety is between 500 and 5000 is disclosed,The phosphate ester can be prepared by reacting a polyether with a phosphating agent, e.g. phosphorus pentoxide and water. Lubricating oil compositions comprising the phosphate ester or salt thereof are also disclosed.

Abstract: The invention relates to a process for obtaining phosphorus acid-bis(2,4-di-tert-butylphenyl) ester halides in which a phosphorus acid-2,4-di-tert-butylphenyl ester dihalide is heated in the presence of a catalyst containing nitrogen or phosphorus, or both, to 130.degree. C. to 280.degree. C. and the phosphorus trihalide produced by disproportionation is removed from the reaction mixture.

Abstract: An improved process for preparing a phosphorodichlorothioate of the formula ##STR1## wherein R is: a C.sub.1 -C.sub.10 alkyl group, optionally substituted with a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 Alkylthio group, or a halogen group; a C.sub.3 -C.sub.6 cycoalkyl group; a C.sub.7 -C.sub.10 araklyl group, optionally substituted with up to three C.sub.1 -C.sub.5 alkyl groups, C.sub.1 -C.sub.4 alkoxy groups, halogen groups or nitro groups, C.sub.6 -C.sub.10 aryl group, optionally substituted with up to three C.sub.3 -C.sub.5 alkyl groups, C.sub.1 -C.sub.4 alkoxy groups, halogen groups or nitro groups; which comprises reacting, at a temperature of from about -20.degree. C. to about 20.degree. C., a mercaptan of the formula R--SH, wherein R is as previously defined, with at least one chlorinating agent, sulfur based acid and phosphorus trichloride.

Abstract: Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are transhalogenated with fluorine by reaction with a fluoride salt, e.g., KF, or ammonium fluoride in the presence of a hydrogen halide salt of a pyridine-type nitrogen base, e.g., pyridine hydrochloride.

Abstract: Halogenated phosphonophosphoric acid esters of the general formula ##STR1## in which X stands for a halogenR' stands for an alkylene having from 1 to 4 carbon atomsA stands for ##STR2## R'" stands for identical or different alkyl groups having from 1 to 4 carbon atoms, a halogen or hydrogen, and R.sup.IV stands for a halogen or hydrogen, are made. To this end, phosphorus (III) chloride is reacted in a first step with an alkylene oxide in the presence of a catalyst; the resulting reaction product consisting substantially of phosphorous acid trialkylesters is freed from alkylene oxide in excess and reacted in a second step with a suitable halogenoacyl halide in a molar ratio of 2:1-1.5; the resulting phosphonophosphoric acid ester is repeatedly scrubbed with water and/or an aqueous solution of ammonia and then either separated or halogenated in a third step under ultraviolet light, repeatedly scrubbed with water and/or an aqueous ammonia solution, and separated.

Abstract: Included are the title phosphorate compounds, and a process to prepare them comprising contacting a carbylphosphorate acid halide with a carbyloxide. For example, (3-chloro-2,2-bis(bromomethyl)propyl)bis(ethyl)phosphorate can be prepared with 3,3-bis(bromomethyl)oxetane and bis(ethyl)chloridophosphorate. The compounds are useful flame retardants for polyurethanes, especially flexible foams because, for example, substantially non-scorching and non-odoriferous flame-retardant flexible foams can be readily prepared with the compounds. Also included is a method for inducing scorch in polyurethanes, which can be used to generally determine polyurethane formulations which are prone to not scorch in commercial production.

Abstract: A process for the preparation of novel phosphorous containing compounds by the reaction of bicyclic amide acetals with certain types of phosphorous compounds is disclosed.