Journal of the Korean Applied Science and Technology (한국응용과학기술학회지)

The Korean Society of Applied Science and Technology (한국응용과학기술학회)
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Synthesis of New Aromatic Ester Plasticizers and Their Endocrine Disrupting Screening

새로운 방향족 에스테르계 가소제 합성 및 내분비계 장애성 시험

  • Yoo, Kyung-Ho (Life Sciences Research Division, Korea Institute of Science and Technology) ;
  • Ryu, Jae-Chun (Life Sciences Research Division, Korea Institute of Science and Technology)
  • 유경호 (한국과학기술연구원 생체과학연구본부) ;
  • 류재천 (한국과학기술연구원 생체과학연구본부)
  • Published : 2007.09.30
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Abstract

Based on the Benzoflex (Vesicol Chemical Co.) as PVC plasticizer substituents for Di-n-octyl phthalate (DOP), a series of new aromatic carboxylic acid ester compounds were designed as plasticizers, synthesized, and screened for the endocrine disrupting activity. 2-Hydroxybenzoic acid (1) and 2-methoxybenzoic acid (2) as the commercially available starting materials were reacted with diethylene glycol (3) in the presence of p-toluenesulfonic acid using Dean-Stark column to give diethylene glycol di-(2-hydroxy)benzoate (4, KH01) and diethylene glycol di-(2-methoxy)benzoate (5, KH02), respectively. And diethylene glycol di-(3-pyridinyl) ester (7, KH03) and dipropylene glycol di-(3-pyridinyl) ester (9, KH04) were obtained in high yields by treatment of nicotinoyl chloride (6) with diethylene glycol (3) and dipropylene glycol (8) in the presence of triethylamine as a base. To determine the estrogenic disrupting effect of new synthetic phthalate analogues, E-screen assay method was used. Of these compounds, 4 (KH01) was found to be compound without endocrine disrupting effect.

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References

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