Reaction of O,O-diethyl phosphorodithioic acid with hexadec-1-ene. Catalysis with zinc chloride

Низамов, И. С.; Popovich, Ya. E.; Nizamov, I. S.; Al’fonsov, V. A.; Черкасов, Р. А.

doi:10.1134/s1070363208060352

Cited by 5 publications

(2 citation statements)

References 3 publications

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“…Another possibility of the Adprocess intensification is the use of catalysts. Recently we found that the reaction of acid IIa with hexadec-1-ene at 20°C was accelerated in the presence of zinc chloride [14]; the adduct yield reached 76%. In the catalytic processes other Lewis acids ZnCl 2 , NiCl 2 , CuCl, CuCl 2 , FeCl 3 have also been used, showing a high catalytic activity in the reactions of electrophilic addition of dithiophosphoric acids to the double bond of cyclic monoterpenes [camphene and R-(+)-limonene], which occur in accordance with the Markovnikov's rule [15,16].…”

Section: Iiаmentioning

confidence: 98%

Reactions of O,O-dialkyldithiophosphoric acids with non-activated α-olefins

2012

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Electrophilic addition reactions of O,O-dialkyldithiophosphoric acids to non-activated α-olefins proceeding in accordance with the Markovnikov's rule were studied. In the absence of a catalyst these reactions occur very slowly to give the products in low yields, while Lewis acid as a catalyst can greatly accelerate the reaction and increase the conversion in the Ad E -processes. A similar acceleration of the addition processes and an increase in the reaction product yield occur at the action of ultrasound on the reaction medium.

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Section: Iiаmentioning

confidence: 98%

Reactions of O,O-dialkyldithiophosphoric acids with non-activated α-olefins

2012

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“…Low-chain O,O-dialkyl S-alkyl dithiophosphates were prepared by the reactions of O,Odialkyl dithiophosphoric acids with hexadec-1-ene, octadec-1-ene, 2-methylpentadec-1-ene, 2-methylheptadec-1-ene, and 2-methylpent-1-ene in the presence of zinc chloride and under ultrasound irradiation. [14][15][16] However, the chemical behavior of nonactivated simple higher (С 16 and С 18 and higher) α-monoolefins in the similar reactions appear to have attracted little attention. Thus, we have managed to obtain long chain S-alkyl O,O-dialkyl dithiophosphates by the addition of O,O-dialkyl dithiophosphoric acids at the carbon-carbon double bond of higher monoolefins of industrial fractions of С 16 -С 18 and С 20 -С 26 .…”

Section: Introductionmentioning

confidence: 97%

Long-Chain Alkyl Esters of O,O-Dialkyl Dithiophosphoric and Thionophosphoric Acids Prepared on the Basis of Red Phosphorus, Elemental Sulfur, Alcohols, and Industrial Fractions of Higher Monoolefins

Низамов

Шамилов

Salikhov

et al. 2015

Phosphorus, Sulfur, and Silicon and the Related Elements

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GRAPHICAL ABSTRACTS S 0.25 (RO) 2 PSH + 0.5 P red + S ROH + 0.25 (RO) 2 POH + 0.25 H 2 S 3a-c 4a-c R = Bu-i (3a, 4a), Oct-i (3b, 4b), Pr-i (3c, 4c) Abstract Mixtures of long chain S-alkyl O,O-dialkyl dithiophosphates, and O-alkyl O,Odialkyl thionophosphates were obtained by the reaction of red phosphorus with elemental sulfur, alcohols, and industrial fractions of С 16 -С 18 and С 20 -С 26 of higher olefins in the presence of Lewis acid catalysts. The products obtained possess high anticorrosion activities toward mild steel.

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Dithiophosphoric Acids for Polymer Functionalization

Bao,

Kang,

Molineux

et al. 2024

Angewandte Chemie

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Dithiophosphoric acids (DTPAs) are an intriguing class of compounds that are sourced from elemental sulfur and white phosphorus and are prepared from the reaction of phosphorus pentasulfide with alcohols. The electrophilic addition of DTPAs to alkenes and unsaturated olefinic substrates is a known reaction, but has not been applied to polymer synthesis and polymer functionalization. We report on the synthesis and application of DTPAs for the functionalization of challenging poly‐enes, namely polyisoprene (PI) and polynorbornene (pNB) prepared by ring‐opening metathesis polymerization (ROMP). The high heteroatom content within DTPA moieties impart intriguing bulk properties to poly‐ene materials after direct electrophilic addition reactions to the polymer backbone introducing DTPAs as side chain groups. The resulting materials possess both enhanced optical and flame retardant properties vs the poly‐ene starting materials. Finally, we demonstrate the ability to prepare crosslinked polydiene films with di‐functional DTPAs, where the crosslinking density and thermomechanical properties can be directly tuned by DTPA feed ratios.

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Reaction of O,O-diethyl phosphorodithioic acid with hexadec-1-ene. Catalysis with zinc chloride

Cited by 5 publications

References 3 publications

Reactions of O,O-dialkyldithiophosphoric acids with non-activated α-olefins

Reactions of O,O-dialkyldithiophosphoric acids with non-activated α-olefins

Long-Chain Alkyl Esters of O,O-Dialkyl Dithiophosphoric and Thionophosphoric Acids Prepared on the Basis of Red Phosphorus, Elemental Sulfur, Alcohols, and Industrial Fractions of Higher Monoolefins

Dithiophosphoric Acids for Polymer Functionalization

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