Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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New Yellow Aromatic Imine Derivatives Based on Organic Semiconductor Compounds for Image Sensor Color Filters

이미지 센서 컬러 필터용 유기반도체 화합물 기반의 신규 황색 아로마틱 이민 유도체

  • Sunwoo Park (Integrated Engineering, Department of Chemical Engineering, Kyung Hee University) ;
  • Joo Hwan Kim (Integrated Engineering, Department of Chemical Engineering, Kyung Hee University) ;
  • Sangwook Park (Integrated Engineering, Department of Chemical Engineering, Kyung Hee University) ;
  • Godi Mahendra (Integrated Engineering, Department of Chemical Engineering, Kyung Hee University) ;
  • Jaehyun Lee (Advanced Chemical Materials R&D Center, Korea Testing & Research Institute) ;
  • Jongwook Park (Integrated Engineering, Department of Chemical Engineering, Kyung Hee University)
  • 박선우 (경희대학교 화학공학과 융합공학전공) ;
  • 김주환 (경희대학교 화학공학과 융합공학전공) ;
  • 박상욱 (경희대학교 화학공학과 융합공학전공) ;
  • ;
  • 이재현 (한국화학융합시험연구원 첨단화학소재센터) ;
  • 박종욱 (경희대학교 화학공학과 융합공학전공)
  • Received : 2023.09.28
  • Accepted : 2023.10.10
  • Published : 2023.12.10
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Abstract

Novel aromatic imine derivatives with yellow were designed and synthesized for their potential application in color filters for image sensors. The synthesized compounds possessed chemical structures using aromatic imine groups. This innovative material was evaluated thoroughly, considering its optical and thermal properties under conditions similar to commercial device manufacturing processes. Following a rigorous performance evaluation, it was found that (E)-3-methyl-4-((3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene)methyl)-1-phenyl-1H-pyrazol-5(4H)-one, abbreviated as MOPMPO, exhibited an impressive solubility of 0.5 wt% in propylene glycol monomethyl ether acetate, predominantly utilized as the solvent in the industry. Furthermore, MOPMPO showed exceptional performance as a color filter material for image sensors, having a high decomposition temperature of 290 ℃. These data unequivocally establish MOPMPO as a viable yellow dye additive for coloring materials in image sensor applications.

이미지 센서 컬러 필터에 사용하기 위해 새로운 황색 방향족 이민 유도체가 설계되고 합성되었다. 합성된 화합물은 방향족 이민 그룹을 기반으로 한 화학 구조를 가지고 있다. 새로운 재료는 상업용 장치 제조 공정을 모방한 조건에서 광학적 및 열적 특성을 기반으로 평가되었다. 이들의 관련 성능을 비교한 결과, ((E)-3-methyl-4-((3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene) methyl)-1-phenyl-1H-pyrazol-5(4H)-one (MOPMPO)은 industry에 중점적으로 사용되는 프로필렌 글리콜 모노메틸 에테르 아세테이트 용매에 대한 용해도가 0.5 wt%이고, 290 ℃의 높은 분해 온도를 갖는 이미지 센서 컬러 필터 소재로서 우수한 성능을 나타내었다. MOPMPO가 이미지 센서 색재의 황색 염료 첨가제로 사용할 수 있음을 확인하였다.

Keywords

Acknowledgement

This research received partial funding from the BK21 FOUR program of National Research Foundation of Korea. Additionally, it was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF), funded by the Ministry of Education (2020R1A6A1A03048004). Furthermore, this research received partly support from the GRRC program of Gyeonggi Province [(GRRCKYUNGHEE2023-B01), Development of ultra-fine process materials based on the sub-nanometer class for the next-generation semiconductors]. This work was supported by the Technology Innovation Program (20015119, Development of low migration ink material with high durability and ink manufacturing technology for packaging) funded By the Ministry of Trade, Industry & Energy(MOTIE, Korea). This work was supported by the Technology Innovation Program (20017455, Development of nanofiber reinforced engineering plastic composites with low thermal expansion and high impact absorption) funded By the Ministry of Trade, Industry & Energy(MOTIE, Korea).

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