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Development of Novel Desulfurization and Dmetallization Process for Light and Residue Oils using Photochemical Reaction and Liquid-Liquid Extraction

Research Project

Project/Area Number 09555237
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field 反応・分離工学
Research InstitutionOsaka University

Principal Investigator

KOMASAWA Isao  Osaka Univ., Graduate School of Eng. Sci., Professor, 基礎工学研究科, 教授 (40029476)

Co-Investigator(Kenkyū-buntansha) NODA Hideo  Kansai Chemical Engineering Co., Ltd., President, 取締役社長
SATO Hiroshi  Osaka Univ., Graduate School of Eng. Sci., Res. Assoc., 基礎工学研究科, 助手 (60283743)
HIRAI Takayuki  Osaka Univ., Graduate School of Eng. Sci., Assoc. Professor, 基礎工学研究科, 助教授 (80208800)
Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥11,800,000 (Direct Cost: ¥11,800,000)
Fiscal Year 1998: ¥1,500,000 (Direct Cost: ¥1,500,000)
Fiscal Year 1997: ¥10,300,000 (Direct Cost: ¥10,300,000)
KeywordsLight Oil / Deep Desulfurization / Photochemical Reaction / Liquid-Liquid Extraction / Organic Sulfur Compounds / Catalytic-Cracked Gasoline / Residue Oil / Demetallization / ジベンゾチオフェン / 電子移動増感反応 / 三重項増感反応 / 脱硫 / ジベンソチオフェン / 光増感剤
Research Abstract

Deep desulfurization processes for light oil using photochemical reaction and liquid-liquid extraction, based on light oil/water two-phase system and light oil/organic polar solvent two-phase system, were investigated.
1. Deep desulfurization of light oils using light oil/water two-phase system. Photochemical reaction of dibenzothiophene (DBT), a typical refractory sulfur compound in light oil, is suppressed by naphthalene. Thus, a new process was developed, where DBT was photoexcited indirectly by using triplet photosensitizer (benzophenone), oxidized by hydrogen peroxide, and then removed into the water phase. This process was especially applicable for commercial light oils in which aromatic compounds were less contained, and 48-h photoirradiation (λ > 280 nm) brought about a desulfurization from 0.2 wt% sulfur content to 0.05 wt%. An overall desulfurization process, containing recycling system for hydrogen peroxide solution, was designed.
2. Deep desulfurization of light oils using light oil/organic apolar solvent two-phase system. In this system, DBT is extracted into acetonitrile and photooxidized to highly polarized sulfur compounds which does not distribute again into the light oil phase. Commercial light oil was successfully desulfurized to 0.05 wt% and then to 0.005 wt% sulfur content. In order to improve the process, 9, 10-dicyanoanthracene (DCA) was introduced for electron-transfer photosensitized oxidation of DBT. In the improved process, visible light (λ > 400 nm) could be utilized for the desulfurization. Overall desulfurization process was designed and evaluated by batch operation in laboratory scale, which showed that the deep desulfurization of commercial light oil to sulfur content of 0.02 wt% was successful.

Report

(3 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • Research Products

    (24 results)

All Other

All Publications (24 results)

  • [Publications] Y.Shiraishi,T.Hirai and I.. Komasawa: "A Deep Desulfurization Process for Light Oil by Photochemical Reaction in an Organic Two-Phase Liquid-Liquid Extraction System"Industrial & Engineering Chemistry Research. 37(1). 203-211 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y.Shiraishi, Y. Taki T.Hirai and I.. Komasawa: "Visible Light-Induced Desulfurization Technique for Light Oil"Chemical Communications. 2601-2602 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y.Shiraishi,T.Hirai and I.. Komasawa: "Photochemical Desulfurization of Light Oils Using Oil/Hydrogen Peroxide Aqueous Solution Extraction System: Application for High Sulfur Content Straight-Run Light Gas Oil and Aromatic Rich Light Cycle Oil"Journal of Chemical Engineering of Japan. 32(1). 158-161 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y.Shiraishi,H.Hara,T.Hirai and I.. Komasawa: "A Deep Desulfurization Process for Light Oil by Photosensitized Oxidation Using a Triplet Photosensitizer and Hydrogen Peroxide in an Oil/Water Two-Phase Liquid-Liquid Extraction System"Industrial & Engineering Chemistry Research. 38(4). 1589-1595 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y.Shiraishi,T.Hirai and I.. Komasawa: "Photochemical Desulfurization of Methyl-Substituted Organic Sulfur Compounds from Light Oil Using an Oil/Hydrogen Peroxide Aqueous Solution System"Solvent Extraction Research and Development,Japan. 6. 137-143 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y.Shiraishi,T.Hirai and I.. Komasawa: "Identification of Desulfurization Products in the Photochemical Desulfurization Process for Benzothio Phenes and Dibenzothiophenes from Light Oil Using an Organic Two-Phase Extraction System"Industrial & Engineering Chemistry Research. 38(9). 3300-3309 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] 平井隆之,岡本憲彦,駒沢薫: "乳化液膜系を反応場として利用する希士類しゅう酸塩微粒子の調製プロセス"化学工学シンポジウムシリーズ. 63. 78-87 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] 平井隆之,岡本憲彦,駒沢薫: "乳化液膜系を反応場とする希士類しゅう酸塩微粒子の調製プロセス"希士類. 32. 114-115 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, T. Hirai and I. Komasawa: "A Deep Desulfurization Process for Light Oil by Photochemical Reaction in an Organic Two-Phase Liquid-Liquid Extraction System"Ind. Eng. Chem. Res.. 37(1). 203-211 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, Y. Taki, T. Hirai and I. Komasawa: "Visible Light-Induced Desulfurization Technique for Light Oil"Chem. Common.. 2601-2602 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, T. Hirai and I. Komasawa: "Photochemical Desulfurization of Light Oils Using Oil/Hydrogen Peroxide Aqueous Solution Extraction System : Application for High Sulfur Content Straight-Run Light Gas Oil and Aromatic Rich Light Cycle Oil"J. Chem. Eng. Japan. 32(1). 158-161 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, H. Hara, T. Hirai and I. Komasawa: "A Deep Desulfurization Process for Light Oil by Photosensitized Oxidation Using a Triplet Photosensitizer and Hydrogen Peroxide in an Oil/Water Two-Phase Liquid-Liquid Extraction System"Ind. Eng. Chem. Res.. 38(4). 1589-1595 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, T. Hirai and t. Komasawa: "Photochemical Desulfurization of Methyl-Substituted Organic Sulfur Compounds from Light Oil Using an Oil/Hydrogen Peroxide Aqueous Solution System"Solv. Extr. Res. Dev. Japan. 6. 137-143 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, T. Hirai and I. Komasawa: "Identification of Desulfurization Products in the Photochemical Desulfurization Process for Benzothiophenes and Dibenzothiophenes from Light Oil Using an Organic Two-Phase Extraction System"Ind. Eng. Chem. Res.. 38(9). 3300-3309 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, Y. Taki, T. Hirai and I. Komasawa: "Visible Light-Induced Deep Desulfurization Process for Light Oils by Photochemical Electron-Transfer Oxidation in an Organic Two-Phase Extraction System"Ind. Eng. Chem. Res.. 38(9). 3310-3318 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, Y. Taki, T. Hirai and I. Komasawa: "Visible Light-Induced Desulfurization Process for Catalytic-Cracked Gasoline Using an Organic Two-Phase Extraction System"Ind. Eng. Chem. Res.. 38(12)(in press). (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, T. Hirai and I. Komasawa: "A Novel Deep Desulfurization Process for Light Oil by Liquid-Liquid Extraction Combined with Photochemical Reaction (in Japanese)"Chem. Eng. Symp. Ser.. 63. 78-87 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y. Shiraishi, T. Hirai and I. Komasawa: "A Novel Deep Desulfurization Process for Light Oil by Liquid-Liquid Extraction and Photochemical Reaction (in Japanese)"Chemical Engineering. 43(8). 610-615 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y.Shiraishi,Y.Taki,T.Hirai and I.Komasawa: "Visible Light-Induced Desulfurization Technique for Light Oil" Chemical Communications. 2601-2602 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Y.Shiraishi,T.Hirai and Isao Komasawa: "Photochemical Desulfurization of Light Oils Using Oil/Hydrogen Peroxide Aqueous Solution Extraction System : Application for High Sulfur Content Straight-Run Light Gas Oil and Aromatic Rich Light Cycle Oil" Journal of Chemical Fngineering of Japan. 32(1). 158-161 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] Y.Shiraishi,H.Hara,T.Hirai and Isao Komasawa: "A Deep Desulfurization Process for Light Oil by Photosensitized Oxidation Using a Triplet Photosensitizer and Hydogen Peroxide in an Oil/Water Two-Phase Liquid-Liquid Extraction System" Industrial and Engineering Chemistry Research. 38(4)(印刷中). (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] Y.Shiraishi,T.Hirai and Isao Komasawa: "Photochemical Desulfurization of Methyl-Substituted Organic Sulfur Compounds from Light Oil Using an Oil/Hydrogen Peroxide Aqueous Solution Extraction System" Solvent Extraction Research and Development Japan. 6(印刷中). (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] Y.Shiraishi, T.Hirai, I.Komasawa: "A Deep Desulfurization Process for Light Oil by Photochemical Reaction in an Organic Two-Phase Liquid-Liquid Extraction System" Industrial and Engineering Chemistry Research. 37・1. 203-211 (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] 白石康浩, 平井隆之, 駒沢 勲: "液液抽出法に光化学反応を導入した軽油の新規な深度脱硫プロセス" 化学工学シンポジウムシリーズ. 63. 98-107 (1998)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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