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Process Development of 4,4'-Bis(2-benzoxazolyl)stilbene from Recyclable Source MFB

재사용이 가능한 MFB로부터 4,4'-Bis(2-benzoxazolyl)stilbene의 합성 공정 개발

  • Ryu, Young (Department of Bio & Nano Chemistry, Kookmin University) ;
  • Kim, Jong Cheon (Department of Bio & Nano Chemistry, Kookmin University) ;
  • Ham, Mi Jeong (Department of Bio & Nano Chemistry, Kookmin University) ;
  • Kim, Seok Chan (Department of Bio & Nano Chemistry, Kookmin University)
  • 류영 (국민대학교 생명나노화학과) ;
  • 김종천 (국민대학교 생명나노화학과) ;
  • 함미정 (국민대학교 생명나노화학과) ;
  • 김석찬 (국민대학교 생명나노화학과)
  • Received : 2016.02.02
  • Accepted : 2016.03.10
  • Published : 2016.04.10

Abstract

A total four-step synthetic process of high quality optical brightening agent 4,4'-bis(2-benzoxazolyl)stilbene (BBS) from methyl 4-formylbenzoate (MFB) was developed with 73% total yield. MFB is one of the main by-products in dimethyl terephthalate (DMT) production process. Our process involves the formation of 4,4'-stilbenedicarboxylate (2) obtained from the reaction of an aldehyde in MFB with ethyl 4-((diethoxyphosphoryl)methyl)benzoate (1) and the subsequent transformation to 4,4'-stilbenedicarbonyl chloride (3). In order to prepare benzoxazole ring in BBS, various solvents and catalysts were studied. The best solvent and catalyst were found to be 1,2,4-trichlorobenzene and boric acid, respectively suitable for mass production of BBS.

Acknowledgement

Supported by : 산업통상자원부, 국민대학교

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