Synthesis and Thermal Properties of Main Chain Polyimides Containing Chalcone Derivative

Mutoh, T.; Nakao, Yousuke; Koide, Naoyuki

doi:10.1295/polymj.36.899

Cited by 9 publications

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References 31 publications

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“…The polyimides were prepared from acid anhydrides [4,4 0 -(hexafluoro-isopropylidene) diphthalic anhydride (6FDA) or 4,4 0 -biphthalic anhydride (BPDA)] and diamine compounds containing a chalcone derivative. 23 The polyimides with the 6FDA derivative y To whom correspondence should be addressed (Tel: +81-3-5228-8248, Fax: +81-3-3235-2214, E-mail: nkoide@ch.kagu.sut.ac.jp).…”

Section: Methodsmentioning

confidence: 99%

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Photo-alignment Properties of Main-Chain Liquid-Crystalline Polyimides Containing Chalcone Derivative

Mutoh

Nakao

Koide

2005

Polym J

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ABSTRACT:We investigated photo-alignment properties of main-chain polyimides prepared from acid anhydrides [4,4 0 -(hexafluoro-isopropylidene) diphthalic anhydride (6FDA) or 4,4 0 -biphthalic anhydride (BPDA)] and diamine derivatives containing a chalcone group. The polyimides in the film state were irradiated with linearly polarized UV (LPUV) light under different conditions. The liquid-crystalline (LC) cell was fabricated from the polyimide film irradiated with LPUV light. A mixture of a low molecular liquid crystal (4-cyano-4 0 -n-pentylbiphenyl: 5CB) and a dichroic dye was filled in the LC cell. 5CB in the LC cell was easily aligned perpendicular to the electric vector of the incident LPUV light. [DOI 10.1295/polymj.37.162] KEY WORDS Chalcone / Liquid-Crystalline Polymer / Photo-alignment / Polyimide / Alignment of liquid-crystalline (LC) molecules is important for liquid-crystalline displays (LCDs). Rubbing has been mainly employed for the uniaxial orientation of the LC molecules. However, rubbing has many disadvantages for LCDs such as generation of electrostatic charge and dust. Therefore, many methods of alignment technique for LC molecules focus on rubbing free methods. Photo-alignment procedure is a rubbing free method and is investigated as one of candidates that overcome the generation of electrostatic charge and dust for the rubbing process. 1,2The photo-alignment procedure is based on photochemical reactions such as photo-isomerization, photo-dimerization (photo-crosslinking) and photodecomposition.3-5 Photo-dimerization of photosensitive groups in polymers is employed to obtain a stable alignment of LC molecules. 2,[6][7][8][9][10][11][12] It is desirable that photo-dimerization occurs by the exposure of relatively longer wavelength of the UV light to avoid partial degradation of polymers by the irradiation.13 Photoreaction of chalcone moieties takes place by the irradiation with relatively longer wavelength of the UV light. Non-mesogenic photosensitive polymers containing chalcone derivatives have been studied for the photo-alignment film. 13-19The alignment of LC molecules is easily improved by the surface of LC polymers that exhibit a mesophase. This idea arises from the simple role of solubility for organic compounds, that is, like dissolves like. We already investigated thermal and photo-alignment properties of side-chain LC methacrylate polymers and side-chain polyimides bearing the chalcone derivative in the side chain. [20][21][22] Generally, main-chain polyimides demonstrate good thermal and mechanical properties based upon the rigid rod-like chemical structure of the polymer backbone. Therefore, main-chain polyimides would be suitable candidates for the polymeric materials applied to the photo-alignment film, because many polyimide derivatives have been used as an alignment film of LCDs owing to excellent thermal and mechanical properties.In this study, we investigate the extent of photoreaction of the chalcone-based main-chain polyimides prepared from two anhydride compounds [4,4 0 -(...

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Section: Methodsmentioning

confidence: 99%

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confidence: 99%

Photo-alignment Properties of Main-Chain Liquid-Crystalline Polyimides Containing Chalcone Derivative

Mutoh

Nakao

Koide

2005

Polym J

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“…[6][7][8][9][10] These copolymers such as PAIs can be synthesized from various aromatic monomers containing anhydride, carboxylic acid, and aromatic diamine by condensation. [11][12][13][14][15][16][17][18] Polymers containing photosensitive moieties such as cinnamate, chalcone, coumarine, dibenzalacetone and their derivatives both in main chain or side chain [19][20][21][22][23][24][25][26][27][28][29][30][31][32] have attracted great interest because of their potential use in various applications, the foremost of these including devices for optical data storage, 33 photoresists, 34 and photolithographic assemblies. 35 Moreover, the design and synthesis of polymers highly sensitive to light processing continue to be the most attractive targets because various material properties can be improved by the incorporation of appropriate chemical structures into a polymer backbone.…”

Section: Introductionmentioning

confidence: 99%

Novel thermally stable poly(amide-imide)s containing dibenzalacetone moiety in the main chain: Synthesis and characterization

2010

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A new-type of dicarboxylic acid 6 was synthesized from a reaction of 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one 4 with trimellitic anhydride 5 in a glacial acetic acid/pyridine (Py) solution at refluxing temperature. Eight novel thermally stable poly(amide-imide)s (PAIs) 8a-h with good inherent viscosities were synthesized from a direct polycondensation reaction of N,N'-(1,5-bis(4-aminophenyl)penta-1,4-dien-3-one)bistrimellitimide 6 with several aromatic diamines 7a-h through direct polycondensation using the N-methyl-2-pyrrolidone (NMP)/pyridine (py)/ triphenyl phosphite (TPP) system as a condensation agent. All the above polymers were fully characterized by 1 H NMR, FTIR, elemental analysis, inherent viscosity, solubility tests, UV-vis spectroscopy, differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and the derivative of thermaogravimetric (DTG). The resulting poly(amide-imide)s (PAIs) 8a-h showed good inherent viscosities (0.41-0.70 dL/g), good thermal stability and solubility.

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New photosensitive and optically active organo-soluble poly(amide–imide)s from N,N′-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino acids and 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one: synthesis and characterization

2009

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Synthesis and Thermal Properties of Main Chain Polyimides Containing Chalcone Derivative

Cited by 9 publications

References 31 publications

Photo-alignment Properties of Main-Chain Liquid-Crystalline Polyimides Containing Chalcone Derivative

Photo-alignment Properties of Main-Chain Liquid-Crystalline Polyimides Containing Chalcone Derivative

Novel thermally stable poly(amide-imide)s containing dibenzalacetone moiety in the main chain: Synthesis and characterization

New photosensitive and optically active organo-soluble poly(amide–imide)s from N,N′-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino acids and 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one: synthesis and characterization

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