Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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Synthesis of Methoxy Polyoxyethlene Dodecanoates

Methoxy Polyoxyethylene Dodecanoate의 합성

  • Kang, Yun-Seog (LG Chemical, Household & Personal Care Products R&D Institute) ;
  • Noh, Sueng-Ho (LG Chemical, Household & Personal Care Products R&D Institute) ;
  • Choi, Seung-Ok (Department of Industry and Engineering Chemistry, College of Engineering, Chungbuk Nat. University) ;
  • Nam, Ki-Dae (Department of Industry and Engineering Chemistry, College of Engineering, Chungbuk Nat. University)
  • 강윤석 ((주)LG화학 생활과학연구소) ;
  • 노승호 ((주)LG화학 생활과학연구소) ;
  • 최성옥 (충북대학교 공과대학 공업화학과) ;
  • 남기대 (충북대학교 공과대학 공업화학과)
  • Received : 1998.04.16
  • Accepted : 1998.06.05
  • Published : 1998.10.10
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Abstract

Methoxy polyoxyethylene dodecanoates, kinds of nonionic surfactants, could be obtained from addition of ethylene oxide (5, 7, 9, and 12mol) with fatty acid methyl ester utilizing solid catalyst, metal oxide. Because ethylene oxide (EO) couldn't react directly in acid or alkali catalyst with dodecanoic acid methyl ester (DME) that had no active hydrogen, the reaction to add EO was carried out using active solid catalyst. By using IR, HPLC and $^1H$ NMR analysis, structural confirmation of methyl polyoxy ethylene dodecanate showed high yield ranging from 93 to 97%. EO unit mol number of reacted products was 5.2, 7.1, 9.2 and 12.1 mol respectively. Also, EO adduct distrobution of ethoxylated methyl laurate (MPD) had normal distribution curve like polyoxyethylene alkyl ether (AE).

고급지방산 메틸에스테르의 일종인 dodecanoic acid methyl ester (DME)에 금속 산화물인 고체촉매 (W-7)를 이용하여 고온, 고압하에서 ethyleneoxide (EO)를 5, 7, 9, 및 12 몰씩 부가반응시켜 얻은 비이온성 계면활성제인 methoxy polyoxy ethylene dodecanoate (MPD)류 4종을 높은 수율 (93~97%)로 합성하여 얻었다. DME는 구조적으로 활성수소가 없어서 일반적인 산, 알칼리 촉매에서는 반응이 어렵고 활성고체촉매를 사용해야 EO의 단위 몰수를 부가 시킬 수 있었다. 최종 생성물에 대한 것을 IR, HPLC 및 $^1H$ NMR를 이용하여 각각의 화합물에 대한 구조를 확인하였다. 이 결과 EO의 부가 몰수는 5.2, 7.1, 9.2 및 12.1 몰이었고, 각 몰의 평균 EO 분포는 polyoxyethylene alkyl ether (AE)처럼 정규분포 곡선을 나타내었다.

Keywords

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