청정기술 (Clean Technology)

  • 제17권4호
  • /
  • Pages.314-324
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  • 2011
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  • 1598-9712(pISSN)
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  • 2288-0690(eISSN)
한국청정기술학회 (The Korean Society of Clean Technology)
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숙신산 알킬 하프-아마이드 유도체의 합성 및 해수에 대한 방청성능

Synthesis and Anti-corrosion Properties of Succinic Acid Alkyl Half-amide Derivatives

  • 백승엽 (한국화학연구원 그린화학연구단 산업바이오화학연구센터) ;
  • 김영운 (한국화학연구원 그린화학연구단 산업바이오화학연구센터) ;
  • 정근우 (한국화학연구원 그린화학연구단 산업바이오화학연구센터) ;
  • 유승현 (한국화학연구원 그린화학연구단 산업바이오화학연구센터) ;
  • 김남균 (한국화학연구원 그린화학연구단 산업바이오화학연구센터)
  • Baek, Seung-Yeob (Green Chemistry Research Division, Surfactant & Lubricant Research Team, KRICT) ;
  • Kim, Young-Wun (Green Chemistry Research Division, Surfactant & Lubricant Research Team, KRICT) ;
  • Chung, Keun-Wo (Green Chemistry Research Division, Surfactant & Lubricant Research Team, KRICT) ;
  • Yoo, Seung-Hyun (Green Chemistry Research Division, Surfactant & Lubricant Research Team, KRICT) ;
  • Kim, Nam-Kyun (Green Chemistry Research Division, Surfactant & Lubricant Research Team, KRICT)
  • 투고 : 2011.10.25
  • 심사 : 2011.11.23
  • 발행 : 2011.12.30
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초록

아마이드 유도체는 방청성능 및 윤활성능이 우수하여 금속가공유 및 유압작동유등의 첨가제로 많이 사용되고 있다. 본 연구에서는 광유계 윤활기유의 방청제로 사용하기 위하여 알킬 무수 숙신산과 여러 가지 아민과의 링개환 반응을 행하여 카르복실 그룹과 아마이드 그룹을 동시에 포함하는 숙신산 알킬 하프-아마이드 유도체들을 97% 이상의 수율로 합성하였으며 합성구조에 따라 1 중량% 농도범위에서 광유계 오일에 용해되었다. 합성 유도체의 구조는 $^1H$-NMR 및 FT-IR 스펙트럼으로 행하였으며 GC 크로마토그램을 통하여 화합물의 순도를 확인하였다. 또한, 합성 유도체의 해수에 대한 방청성능을 ASTM D665 표준방법과 무게 중량법으로 평가한 결과, 합성 유도체의 농도가 증가하고 알킬기의 사슬이 짧고 2차 아민으로 합성한 숙신산 알킬 하프-아마이드의 방청성능이 1차 아민으로 합성한 유도체보다 상대적으로 방청성능이 우수하였다. 무게 중량법으로 평가한 방청효율% (IE%)는 알킬기의 사슬이 짧을수록 우수한 방청효율을 나타내었으며 구조에 따라 방청효율에 차이를 나타내었다. 40 ppm 농도를 첨가한 오일의 IE%는 최고 93% 이상이었다. 또한, 발청속도(Corrosion Rate, CR)는 알킬기의 사슬이 짧을수록 낮은 값을 나타내어 합성 유도체 40 ppm 농도를 첨가한 오일의 CR 값은 최고 0.5 mm/year 이하로 나타났다.

Several amide derivatives have been used as additives for base oil of metal working fluids and pressure working oils. In this paper, a series of succinic acid alkyl half-amide derivatives were synthesized as over 97% yields by ring-opening reaction of succinic anhydride and several amines and were soluble in 100 N base oil within 1 wt% concentration. The structures of the synthesized amides were confirmed by $^1H$-NMR, FT-IR spectrum and GC analysis. Anti-corrosion properties of the amides in sea water were evaluated through ASTM D665 method and weight loss method. As the results of anti-corrosion properties, the properties of the amides with shorter alkyl chain and high concentration showed better performance than those with longer alkyl chain and low concentration. Also, the dialkyl amides showed better anti-corrosion properties than those of the monoalkyl amides. Inhibition efficiency% (IE%) was over 93% in the concentration of 40 ppm and corrosion rate (CR) was below 0.5 mm/year in the same concentration.

키워드

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