• 제목/요약/키워드: Aromatic soluble polyimide

검색결과 9건 처리시간 0.021초

Synthesis of Polyimide Derived from 4-Methyl-1,2-phenylene Bis(4-aminobenzoate) and 4,4'-Hexafluoroisopropylidenediphthalic Anhydride

  • Byung Hyun Ahn
    • Elastomers and Composites
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    • 제58권1호
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    • pp.26-31
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    • 2023
  • Aromatic diamine containing ortho catenation and methyl group was synthesized from 4-methyl catechol and 4-nitrobenzoyl chloride. Subsequently, a poly(amic acid) was prepared by reacting 4-methyl-1,2-phenylene bis(4-aminobenzoate) with 4,4'-hexafluoroisopropylidenediphthalic anhydride (6FDA). The resulting poly(amic acid) was transformed into a polyimide through chemical imidization. The polyimide formed was soluble in N-methyl-2-pyrrolidone (NMP) and could be cast into a flexible, transparent film. Furthermore, the polyimide exhibited a 5% weight loss at 380 ℃ in the nitrogen atmosphere.

Methacryloyl기를 함유한 가용성 폴리이미드의 합성과 감광 특성 (Preparation and Properties of Soluble Polyimide with Methacryloyl Group)

  • 윤근병;손형준;이동호
    • 공업화학
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    • 제17권2호
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    • pp.217-222
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    • 2006
  • 폴리이미드는 높은 열안정성, 우수한 기계적, 전기적 성질을 가지고 있어 많은 연구가 진행되어 왔지만, 대부분의 유기용매에 불용인 관계로 그 용도가 제한되어 있다. 본 연구에서는 방향족 디아민인 2,2,-bis(3-amino-4-hydroxyphenyl) hexafluoropropane (BAPAF)와 3,3,-diamino-4,4- dihydroxybyphenyl (HAB)를 사용하고 방향족 디안하이드라이드인 4,4-(hexafluoroisopropylidene)diphthalic dianhydride (6FDA), pyromellitic dianhydride (PMDA), 4,4-oxydiphthalic dianhydride (OPDA), 3,3,4,4-benzophenone tetracarboxylic dianhydride (BTDA) 및 3,3,4,4-diphenylsulfone tetracarboxylic dianhydride (DSDA)를 사용하여 가용성 폴리이미드를 합성하였다. 폴리이미드의 성질은 NMR, FR-IR 및 TGA를 이용하여 조사하였으며, 유전상수는 축전용량을 측정하여 계산하였다. 히드록시기를 포함한 폴리이미드와 methacryloyl chloride를 반응시켜 감광성 폴리이미드를 합성하고, photolithography기술을 이용하여 micro-패턴을 형성하였다.

Positive-Type Photosensitive Polyimide Based on a Photobase Generator Containing Oxime-Urethane Groups as a Photosensitive Compound

  • Jang Young-Min;Seo Ji-Young;Chae Kyu-Ho;Yi Mi-Hye
    • Macromolecular Research
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    • 제14권3호
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    • pp.300-305
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    • 2006
  • The chemical structure of a semi-aromatic polyimide-I, which was prepared by the chemical imidization of cyclopentanetetracarboxylic dianhydride and 2,2-bis(4-aminophenyl)hexafluoropropane, was characterized by $^{13}C-NMR$ spectroscopy. The chemically imidized polyimide-I was used for the preparation of a photosensitive polyimide (PSPI) through the addition of benzophenone and benzophenone oxime hexamethylene diurethane (BOHD), a photobase generator containing oxime-urethane groups. The polyimide-I film containing benzophenone and BOHD was not soluble in 2.38 wt% tetrabutylammonium hydroxide solution in $H_2O$. However, it became soluble following irradiation with 310 nm UV light. A positive tone image with a resolution of $5{\mu}m$ was obtained with this PSPI, having sensitivity($D_c$) of $1.2J/cm^2$ and contrast(${\gamma}_p$) of 1.08. Thus, a polyimide, which is not intrinsically photosensitive, can become photosensitive through the addition of a photobase generator containing oxime-urethane groups as a photosensitive compound.

PREPARATION OF ASYMMETRIC POLYIMIDE MEMBRANTES BY THE PHASE INVERSION PROCESS

  • Nakane, Takashi;Yanagishita, Hiroshi
    • 한국막학회:학술대회논문집
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    • 한국막학회 1993년도 추계 총회 및 학술발표회
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    • pp.7-12
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    • 1993
  • Preparation of asymmetric polyimide membranes by the phase inversion process was investigated to develop ultrafiltration, reverse osmosis and pervaporation membranes for organic solutions, using a commercially available solvent-soluble polymaide. The influences of the various factors such as the composition of a cast solution, casting conditions, gelating solutions and others on membrane structure and performance were studied in detail, and it was made clear that a wide variety of asymmetric polyimide membranes ranging from UF to RO for organic solutions could be prepared from the aromatic polyimide used. It was also found that the chemical stability and separation performance of the asymmetric polyimide membranes could be improved by annealing in a liquid or a vacuum at above 200$\circ$. The membrane annealed at 300$\circ$ in a vacuum exhibited the separation factor $\alpha(H_2O/EtOH)$ of 900 with the flux of 1.0 kg/$m^2\cdot h$ at 60$\circ$C for an aqueous ethanol solution of 95 vol%.

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The Alignment of Liquid Crystals on the Film Surfaces of Soluble Aromatic Polyimides Bearing t-Butylphenyl and Trimethylsilylphenyl Side Groups

  • Hahm, Suk-Gyu;Jin, Kyeong-Sik;Park, Sam-Dae;Ree, Moon-Hor;Kim, Hyung-Sun;Kwon, Soon-Ki;Kim, Yun-Hi
    • Macromolecular Research
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    • 제17권12호
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    • pp.976-986
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    • 2009
  • With the study goal of firstly elucidating the anisotropic interactions between oriented polymer chain segments and liquid crystal (LC) molecules, and secondly of determining the contributions of the chemical components of the polymer segments to the film surface topography, LC alignment, pretilt, and anchoring energy, we synthesized three dianhydrides, 1,4-bis(4'-t-butylphenyl)pyromellitic dianhydride (BBPD), 1,4-bis(4'-trimethylsilylphenyl)pyromellitic dianhydride(BTPD), and 2,2'-bis(4"-tert-butylphenyl)-4,4',5,5'-biphenyltetracarboxylic dianhydride (BBBPAn), and a series of their organosoluble polyirnides, BBPD-ODA, BBPD-MDA, BBPD-FDA, BTPD-FDA, and BBBPAn-FDA, which contain the diamines 4,4'-oxydianiline (ODA), 4,4'-methylenediamine (MDA), and 4,4'-(hexafluoroisopropylidene)dianiline (FDA). All the polyimides were determined to be positive birefringent polymers, regardless of the chemical components. Although all the rubbed polyimide films exhibited microgrooves which were created by rubbing process, the film surface topography varied depending on the polyimides. In all the rubbed films, the polymer chains were unidirectionally oriented along the rubbing direction. However, the degree of in-plane birefringence in the rubbed film varied depending on the polyimides. The rubbing-aligned polymer chains in the polyimide films effectively induced the alignment of nematic LCs along their orientation directors by anisotropic interactions between the preferentially oriented polymer chain segments and the LCs. The azimuthal and polar anchoring energies of the LCs ranged from $0.45{\times}10^{-4}\;-\;1.37{\times}10^{-4}\;J/m^2$ and from $0.86{\times}10^{-5}\;-\;4.26{\times}10^{-5}\;J/m^2$, respectively, depending on the polyimides. The pretilt angles of the LCs were in the range $0.10-0.62^{\circ}$. In summary, the soluble aromatic polyimides reported here are promising LC alignment layer candidates for the production of advanced LC display devices.

High Performance Polyimides for Applications in Microelectronics and Flat Panel Displays

  • Ree Moonhor
    • Macromolecular Research
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    • 제14권1호
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    • pp.1-33
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    • 2006
  • Polyimides (PIs) exhibit excellent thermal stability, mechanical, dielectric, and chemical resistance properties due to their heterocyclic imide rings and aromatic rings on the backbone. Due to these advantageous properties, PIs have found diverse applications in industry. Most PIs are insoluble because of the nature of the high chemical resistance. Thus, they are generally used as a soluble precursor polymer, which forms complexes with solvent molecules, and then finally converts to the corresponding polyimides via imidization reaction. This complexation with solvent has caused severe difficulty in the characterization of the precursor polymers. However, significant progress has recently been made on the detailed characterization of PI precursors and their imidization reaction. On the other hand, much research effort has been exerted to reduce the dielectric constant of PIs, as demanded in the microelectronics industry, through chemical modifications, as well as to develop high performance, light-emitting PIs and liquid crystal (LC) alignment layer PIs with both rubbing and rubbing-free processibility, which are desired in the flat-panel display industry. This article reviews this recent research progresses in characterizing PIs and their precursors and in developing low dielectric constant, light-emitting, and LC alignment layer PIs.

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane을 이용한 용해성 폴리이미드의 합성과 특성변화 (The Change of Properties and Synthesis of Soluble Polyimides Based on 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane)

  • 김한성;하순효;전경용;한학수;조영일
    • 공업화학
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    • 제10권7호
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    • pp.979-984
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    • 1999
  • 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane(BAPAF)과 pyromelltic dianhydride(PMDA), 3,3',4,4'-benzophenontetracarboxylic dianhydride(BTDA), 4,4'-(hexafluoroisopropylidene)-bis(phthalic anhydride)(6FDA)을 사용하여 용해성 폴리이드를 합성하였다. 합성된 폴리이미드를 여러가지 유기용제(acetone, NMP, DMAc, DMSO, THF, DMF)를 이용하여 용해성 실험을 행한 결과 열적 이미드화한 경우에는 녹지 않고 팽윤 되었으나 화학적 이미드화한 경우에는 모든 구조가 여러 유기용제에 대해 좋은 용해성을 나타냈다. 이러한 용해도 차이는 화학적 이미드화할 경우 탈수제로 들어간 acetic anhydride에서 나온 $CH_3COO^-$가 하이드록실기와 에스테르 반응을 하여 분자사슬에 결합한데 기인한다. 합성된 폴리이미드의 유리전이온도는 열적 이미드화 경우가 더 높은 값을 나타냈으며 TGA 측정 결과 모든 구조가 $300^{\circ}C$ 이상까지 열적 안정성을 나타내었다. 합성된 폴리이미드의 결정성은 XRD를 이용하여 조사한 결과 모두 무정형으로 나타났다.

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광반응 곁사슬기로서 4-스티릴피리딘유도체를 가지는 용해성 폴리이미드의 합성과 광배향 (Synthesis and Photoalignment of Soluble Polyimides Containing 4-Styrylpyridine Derivatives as Photoreactive Side Groups)

  • 김민우;안득균;이동호;박이순;서관호;하기룡;김우식
    • 폴리머
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    • 제28권4호
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    • pp.314-320
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    • 2004
  • 광반응성 곁사슬기로서 4-(4-옥시알킬렌옥시스티릴)피리딘 (에틸렌 및 헥실렌)을 가지는 용해성 폴리이미드를 합성하였고 그 특성을 조사하였다. 합성한 광반응성 고분자들은 여러 가지 극성 유기 용매에 잘 녹았으며 이들 고분자는 용액법으로 쉽게 필름이 형성되었고 필름 상태에서 1.5 J/$\textrm{cm}^2$ 광량을 받았을 때 64%정도 광반응이 진행되었다. 또한 이들 고분자의 필름은 투과율을 20$0^{\circ}C$에서도 85% 정도 유지하였다. 따라서 이들 고분자는 투명성과 용해성이 좋은 감광성 폴리이미드로 평가 될 수 있다. 알킬렌 스페이서로서 에틸렌기를 가지는 고분자와 헥실렌기를 가지는 고분자는 필름 상태에서 이색비가 각각 0.023과 0.026이었다. 선편광에 의해 광반응된 전자의 고분자와 후자의 고분자의 필름 셀에 주입된 액정의 질서 파라미터 값은 각각 0.50과 0.52였다. 이들 결과는 이들 고분자가 광배향에 알킬렌 스페이서 효과를 나타낸다는 것을 뜻한다. 이들 고분자에 의한 액정의 광배향은 선편광 자외선의 전기장 벡터에 대해 수직한 방향이었다.