Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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Preparation and Properties of $N^1,N^1,N^4,N^4$-Tetrakis(hydroxyethyl)cyclohexanetrans-1,4-dicarboxamide as a Crosslinker of Polyester Powder Coatings

폴리에스터계 분체도료용 경화제 $N^1,N^1,N^4,N^4$-Tetrakis(hydroxethyl) cyclohexane-trans-1,4-dicarboxamide의 제조 및 특성

  • Jung, Hong-Ryun (Center for Functional Nano Fine Chemicals, School of Applied Chemical Engineering, Chonnam National University) ;
  • Heo, Joon (Center for Functional Nano Fine Chemicals, School of Applied Chemical Engineering, Chonnam National University) ;
  • Lee, Wan-Jin (Center for Functional Nano Fine Chemicals, School of Applied Chemical Engineering, Chonnam National University) ;
  • Kim, Hyung Jin (Center for Functional Nano Fine Chemicals, School of Applied Chemical Engineering, Chonnam National University) ;
  • Lim, Hyung Soo (Litmus Chemicals Co. Ltd.)
  • 정홍련 (전남대학교 응용화학공학부 기능성나노신화학소재사업단) ;
  • 허준 (전남대학교 응용화학공학부 기능성나노신화학소재사업단) ;
  • 이완진 (전남대학교 응용화학공학부 기능성나노신화학소재사업단) ;
  • 김형진 (전남대학교 응용화학공학부 기능성나노신화학소재사업단) ;
  • 임형수 (리트머스화학(주))
  • Received : 2009.01.15
  • Accepted : 2009.02.11
  • Published : 2009.04.10
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Abstract

To develop a crosslinker for the polyester powder coatings, $N^1,N^1,N^4,N^4$-tetrakis(hydroxyethyl)cyclohexane-1,4-dicarboxamide (Cy-${\beta}-HAA$), incorporated with a cyclohexane ring within the main chain of commercial ${\beta}-hydroxyalkylamide$ (${\beta}-HAA$), was prepared from the amidation of dimethyl trans-1,4-cyclohexanedicarboxylate and diethanolamine in the presence of $NaOCH_3$, The structure of $Cy-{\beta}-HAA$ was confirmed by its NMR, FT-IR and ESI-MS spectra. $Cy-{\beta}-HAA$ was thermally more stable than ${\beta}-HAA$. When $Cy-{\beta}-HAA$ was used as a crosslinker for the polyester powder coatings, it provided the smooth coating surface and reduced the formation of pinholes in the coating surface with comparison with ${\beta}-HAA$.

폴리에스터계 분체도료용 경화제로 사용하기 위하여 상업용 ${\beta}-hydroxyalkylamide$ (${\beta}-HAA$)의 주사슬에 cyclohexane 고리가 도입된 $N^1,N^1,N^4,N^4$-tetrakis(hydroxyethyl)cyclohexane-1,4-dicarboxamide ($Cy-{\beta}-HAA$)를 dimethyl trans-1,4-cyclohexanedicarboxylate과diethanolamine로부터 높은 수율로 합성하고 NMR, MS 및 FT-IR 스펙트럼으로 구조를 확인하였다. 합성된 $Cy-{\beta}-HAA$는 기존의 ${\beta}-HAA$에 비하여 열적 안정성이 우수할 뿐만 아니라, 폴리에스터 분체 도료의 경화제로 사용했을 시 ${\beta}-HAA$를 사용한 것에 비해 더 매끄러운 도막이 형성되었으며 도막 표면에 핀홀(pinhole)의 생성이 감소되었다.

Keywords

Acknowledgement

Supported by : 교육과학기술부, 한국산업기술재단

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