Continuous production of a near infrared absorbing chromophore

In H. Song; Chang H. Rhee; Sang Hyun Park; Su Lim Lee; Dmitry Grudinin; Kwang Ho Song; Jaehoon Choe

doi:10.1021/op800077j

Continuous production of a near infrared absorbing chromophore

In H. Song, Chang H. Rhee, Sang Hyun Park, Su Lim Lee, Dmitry Grudinin, Kwang Ho Song, Jaehoon Choe

Department of Chemical and Biological Engineering

Research output: Contribution to journal › Article › peer-review

17 Citations (Scopus)

Abstract

The nickel dithiolene complex-type near-infrared chromophore, nickel bis-(1,2-diisopropylthioethane-1,2-dithiolene), was synthesized in three reaction steps and applied to a near-infrared cutoff filter for PDP TV. A microreactor was employed in the strong exothermic reaction of 2-propanethiol and oxalyl chloride. A 90% yield of S,S -diisopropyl dithiooxalate was obtained with a 75% reduction in solvent usage. Thionation of S,S -diisopropyl dithiooxalate with the use of tetraphosphorus decasulfide and aluminum hydroxide provided a clean dithiolene feed for the next continuous step. The final product was efficiently produced in a microreactor and a tubular reactor in series using nickel chloride solution and dithiolene synthesized from thionation in a batch reactor.

Original language	English
Pages (from-to)	1012-1015
Number of pages	4
Journal	Organic Process Research and Development
Volume	12
Issue number	5
DOIs	https://doi.org/10.1021/op800077j
Publication status	Published - 2008 Sept 19

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/op800077j

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title = "Continuous production of a near infrared absorbing chromophore",

abstract = "The nickel dithiolene complex-type near-infrared chromophore, nickel bis-(1,2-diisopropylthioethane-1,2-dithiolene), was synthesized in three reaction steps and applied to a near-infrared cutoff filter for PDP TV. A microreactor was employed in the strong exothermic reaction of 2-propanethiol and oxalyl chloride. A 90% yield of S,S -diisopropyl dithiooxalate was obtained with a 75% reduction in solvent usage. Thionation of S,S -diisopropyl dithiooxalate with the use of tetraphosphorus decasulfide and aluminum hydroxide provided a clean dithiolene feed for the next continuous step. The final product was efficiently produced in a microreactor and a tubular reactor in series using nickel chloride solution and dithiolene synthesized from thionation in a batch reactor.",

author = "Song, {In H.} and Rhee, {Chang H.} and Park, {Sang Hyun} and Lee, {Su Lim} and Dmitry Grudinin and Song, {Kwang Ho} and Jaehoon Choe",

year = "2008",

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doi = "10.1021/op800077j",

language = "English",

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journal = "Organic Process Research and Development",

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publisher = "American Chemical Society",

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T1 - Continuous production of a near infrared absorbing chromophore

AU - Song, In H.

AU - Rhee, Chang H.

AU - Park, Sang Hyun

AU - Lee, Su Lim

AU - Grudinin, Dmitry

AU - Song, Kwang Ho

AU - Choe, Jaehoon

PY - 2008/9/19

Y1 - 2008/9/19

N2 - The nickel dithiolene complex-type near-infrared chromophore, nickel bis-(1,2-diisopropylthioethane-1,2-dithiolene), was synthesized in three reaction steps and applied to a near-infrared cutoff filter for PDP TV. A microreactor was employed in the strong exothermic reaction of 2-propanethiol and oxalyl chloride. A 90% yield of S,S -diisopropyl dithiooxalate was obtained with a 75% reduction in solvent usage. Thionation of S,S -diisopropyl dithiooxalate with the use of tetraphosphorus decasulfide and aluminum hydroxide provided a clean dithiolene feed for the next continuous step. The final product was efficiently produced in a microreactor and a tubular reactor in series using nickel chloride solution and dithiolene synthesized from thionation in a batch reactor.

AB - The nickel dithiolene complex-type near-infrared chromophore, nickel bis-(1,2-diisopropylthioethane-1,2-dithiolene), was synthesized in three reaction steps and applied to a near-infrared cutoff filter for PDP TV. A microreactor was employed in the strong exothermic reaction of 2-propanethiol and oxalyl chloride. A 90% yield of S,S -diisopropyl dithiooxalate was obtained with a 75% reduction in solvent usage. Thionation of S,S -diisopropyl dithiooxalate with the use of tetraphosphorus decasulfide and aluminum hydroxide provided a clean dithiolene feed for the next continuous step. The final product was efficiently produced in a microreactor and a tubular reactor in series using nickel chloride solution and dithiolene synthesized from thionation in a batch reactor.

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JO - Organic Process Research and Development

JF - Organic Process Research and Development

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ER -

Continuous production of a near infrared absorbing chromophore

Abstract

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