• Title/Summary/Keyword: aromatic polyimides

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Photosensitive Polyimides Having Aromatic Sulfonyloxyimide Groups in the Main Chain (주쇄에 광분해성 방향족 술포닐옥시이미드기를 함유한 감광성 폴리이미드)

  • 오세용;이지영;조성열;정찬문
    • Polymer(Korea)
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    • v.24 no.3
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    • pp.407-417
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    • 2000
  • Photosensitive polyimides having cyclobutane or phenyl and aromatic sulfonyloxyimide units in the main chain have been synthesized and the photodegradation behavior was investigated in relation with the polymer structure. The polyimides were prepared by condensation polymerization of N-hydroxyl and sulfonyl chloride. The prepared polyimides were stable up to 25$0^{\circ}C$ without thermal degradation. It has been found that the photodegradation of polyimides upon irradiation of 254 nm UV light results from scission of N-O bonds or ring opening of imides moiety by spectroscopic measurements. The polyimides were useful as positive working photodegradable polymers. Especially, the positive tone image of polyimide containing a pyromellitic diimide moiety exhibited high sensitivity and resolution.

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Synthesis of Polyimides Derived from 2,2-Bis[4-(4-aminobenzoyl)phenoxy]hexafluoropropane and Aromatic Dianhydrides (2,2-Bis[4-(4-nitrobenzoyl)phenoxy]hexafluoropropane과 방향족 이무수물을 사용한 폴리이미드의 합성)

  • Park, Jung Hye;Ahn, Byung Hyun
    • Applied Chemistry for Engineering
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    • v.27 no.1
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    • pp.50-55
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    • 2016
  • Aromatic diamines containing hexafluoroisopropylidene and ester moiety were synthesized from 4,4'-hexafluoroisopropylidene diphenol and nitrobenzoyl chloride. The reaction of aromatic diamines with hexafluoroisopropylidene phthalicdianhydride (6FDA) or pyromellitic dianhydride (PMDA) gave four kinds of poly(amic acid)s. Their inherent viscosities ranged from 0.196 to 0.346 dL/g. Poly(amic acid)s were converted to polyimides by thermal imidization. The glass transition temperatures ($T_g$) of polyimides were between 241 and $289^{\circ}C$. The 5% weight loss temperatures were recorded in the range of $430{\sim}492^{\circ}C$. The tensile strength of polyimide films were measured as 29.84~64.38 MPa.

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

  • Yoon, Keun-byoung;Son, Hyung-jun;Lee, Dong-ho
    • Applied Chemistry for Engineering
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    • v.17 no.2
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    • pp.217-222
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    • 2006
  • Polyimides have been investigated extensively and used widely over the past three decades because of their high performance properties such as excellent thermal, mechanical, and electrical properties. Polyimides are difficult to be processed because of the aromatic moieties, imide group, and insoluble nature in most organic solvents. The soluble polyimides were synthesized from 2,2,-bis(3-amino-4-hydroxyphenyl) hexafluoropropane (BAPAF) and 3,3,-diamino-4,4-dihydroxybyphenyl (HAB) as aromatic diamines and 4,4-(hexafluoroisopropylidene)diphthalic dianhydride (6FDA), pyromellitic dianhydride (PMDA), 4,4-oxydiphthalic dianhydride (OPDA), 3,3,4,4-benzophenone tetracarboxylic dianhydride (BTDA) and 3,3,4,4-diphenylsulfone tetracarboxylic dianhydride (DSDA) as aromatic dianhydrides. The polyimides were characterized by NMR, FR-IR, TGA and the dielectric constant of the obtained polyimides was calculated from storage of electro-capacity. A novel photosensitive polyimide was synthesized by the reaction of polyimide, containing hydroxyl group and methacryloyl chloride using triethylamine. The good micro-pattern was obtained with photosensitive polyimide from the photolithographic technique.

New Hyperbranched Polyimides and Polyamides: Synthesis, Chain-End Functionalizations, Curing Studies, and Some Physical Properties (새로운 Hyperbranchedpolyimidesandpolyamides: 합성, 말단기 변형, 경화 연구, 그리고 물리적 성질)

  • Baek, Jong-Beom;Chris B. Lyon;Tan, Loon-Seng
    • Proceedings of the Korean Society For Composite Materials Conference
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    • 2003.10a
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    • pp.1-2
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    • 2003
  • While aromatic polyimides and polyamides have found widespread use as high performance polymers, the present work addressed the need for organosoluble materials through the use of a hyperbranching scheme. The $AB_2$ monomers were prepared. The $AB_2$ monomers were then polymerized via aromatic fluoride-displacement and Yamazaki reactions to afford the corresponding hydroxyl-terminated hyperbranched polyimides (HT-PAEKI) and amine-terminated hyperbranched polyamides, respectively. HT-FAEKI was then functionalized with allyl and propargyl bromides as well as epichlorohydrin to afford allyl-terminated AT-PAEKI, propargyl-terminated PT-PAEKI, and epoxy (glycidyl)-terminated ET-PAEKI, in that order. All hyperbranched poly(ether-ketone-imide)s were soluble in common organic solvents. AT-PAEKI was blended with a bisphenol-A-based bismaleimide (BFA-BMI) in various weight ratios. Thermal, rheological, and mechanical properties of these blend systems were evaluated. Two characteristic hyperbranched polyamides, which the one has para-electron donating groups to the surface amine groups and the other has para-electron withdrawing groups to the surface amine groups, were selected to compare BMI curing behaviors. The electron rich polymer displayed ordinary Michael addition type exothermic reaction, while electron deficient polymer did display unusual curing behaviors. Based on analytical data, the later system provided the strong evidences to support room temperature curing of BMI by reactive intermediates instead of reactive primary amine groups on the macromolecule surface.

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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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    • v.17 no.12
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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.

Synthesis of Novel Aromatic Polyimides (새로운 방향족 폴리이미드의 합성)

  • Shin Gyo-Jic;Chi Jun-Ho;Zin Wang-Cheol;Chang Tai-Hyun;Ree Moon-Hor;Jung Jin-Chul
    • Polymer(Korea)
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    • v.30 no.2
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    • pp.97-107
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    • 2006
  • In spite of excellent thermomechanical performance the majority of aromatic polyimides are so poor in processability due to their high backbone rigidity that their applications are greatly limited. The introduction of long side chains not only enhances their processiblity but also makes useful contribution to discovering new application fields. In this article, a variety of novel aromatic polyimides with flexible side chains were prepared either from new dimines or new dianhydrides to measure the influence of the side chains on structure and properties of the polymers and their new applications as liquid crystal alignment layers, photosensitive polymers, alternating multilayer nano-films and photoluminescent materials are discussed.

Synthesis and Characterization of Novel Aromatic Polyimides from Bis (3-aminophenyl) 3,5-bis (trifluorormethyl) phenyl Phosphine Oxide

  • Jeong, Kwang-Un;Kim, Jang-Joo;Yoon, Tae-Ho
    • Macromolecular Research
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    • v.8 no.5
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    • pp.215-223
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    • 2000
  • A novel diamine monomer, containing fluorine and phosphine oxide, bis(3-aminophenyl) 3,5-bis(trifluoromethyl)phenyl phosphine oxide (mDA6FPPO), was prepared via Grignard reaction, and utilized to prepare polyimides with dianhydrides such as PMDA, 6FDA, BTDA or ODPA, by the conventional two-step route; preparation of poly(amic acid), followed by solution imidization. The polyimides were characterized by FT-IR, NMR, and DSC with intrinsic viscosity and refractive index also being evaluated. A phosphine oxide containing monomer, bis(3-aminophenyl)phenyl phosphine oxide (mDAPPO) and a commercial 3,3-diaminodiphenyl sulfone (mDDS) were also used for comparison. The polyimides derived from mDA6FPPO exhibited high T$\sub$g/, excellent solubility and low birefringence.

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Novel Homeotropic Alignment Materials with Alkylcyclohexylbenzene as Side Chain in Polyimides

  • Lee, H.K.;Kim, Y.B.
    • 한국정보디스플레이학회:학술대회논문집
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    • 2003.07a
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    • pp.600-603
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    • 2003
  • VA-LCDs is widely used for recent LCD productions owing to wide viewing angle characteristics with an unusually high contrast ratio. To apply for VA-LCDs, the novel homeotropic alignment materials were synthesized, which have the liquid crystal molecule as a side chain at aromatic diamine in a polyimide structure. These polyimides generated a high pretilt angle $90^{\circ}C$. In this paper, the synthesis and alignment properties of new homeotropic alignment materials will be discussed..

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