• Title/Summary/Keyword: Terephthaloyl Chloride

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Synthesis and Nonlinear Optical Properties of Novel Y-Type Polyesters with Enhanced Thermal Stability of Second Harmonic Generation

  • Kim, Jin-Hyang;Lee, Ju-Yeon;Won, Dong-Seon;Rhee, Bum-Ku
    • Macromolecular Research
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    • v.15 no.6
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    • pp.506-512
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    • 2007
  • 2,3-Di-(2'-hydroxyethoxy)-4'-nitrostilbene (3) was prepared and condensed with terephthaloyl chloride, adipoyl chloride, and sebacoyl chloride to yield novel Y-type polyesters (4-6) containing the NLO-chromophores 2,3-dioxynitrostilbenyl groups, which constituted parts of the polymer backbones. Polymers 4-6 were soluble in common organic solvents such as acetone and N,N-dimethylformamide. Polymers 4-5 showed thermal stability up to $300^{\circ}C$ in thermogravimetric analysis with glass transition temperatures $(T_g)$, obtained from differential scanning calorimetry, in the range $81-95^{\circ}C$. The second harmonic generation (SHG) coefficients $(d_{33})$ of the poled polymer films at the 1064 nm fundamental wavelength were around $3.68{\times}10^{-9}$ esu. The dipole alignment exhibited high thermal stability up to $T_g$, and there was no SHG decay below $T_g$ due to the partial main-chain character of the polymer structure.

Synthesis of Novel Y-type Nonlinear Optical Polyesters with Enhanced Thermal Stability of Dipole Alignment

  • Jang, Han-Na;Lee, Ju-Yeon
    • Bulletin of the Korean Chemical Society
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    • v.29 no.5
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    • pp.933-938
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    • 2008
  • 2,4-Di-(2'-hydroxyethoxy)benzylidenemalononitrile (3) was prepared and polymerized with terephthaloyl chloride and adipoyl chloride to yield novel Y-type polyesters 4 and 5 containing dioxybenzylidenemalononitrile groups as NLO-chromophores, which constituted parts of the polymer backbone. The resulting polymers 4 and 5 are soluble in common organic solvents such as acetone and N,N-dimethylformamide. Polymers 4 and 5 showed thermal stability up to 300 ${^{\circ}C}$ in thermogravimetric analysis with glass-transition temperatures obtained from differential scanning calorimetry in the range 83-94 ${^{\circ}C}$. The second harmonic generation (SHG) coefficients ($d_{33}$) of poled polymer films at the 1064 nm fundamental wavelength were around $6.48\;{\times}\;10^{-9}$ esu. The dipole alignment exhibited high thermal stability even at 10 ${^{\circ}C}$ higher than $T_g$ and no significant SHG decay was observed below 105 ${^{\circ}C}$ partially due to the main-chain character of polymer structure, which is acceptable for NLO device applications.

A STUDY ON THE LYOTROPIC LIQUID CRYSTALLINE COPOLYAMIDE

  • Lee, Chul-Joo;Min, Byoung-Gill;Son, Tea-Won;Yoon, Han-Sik
    • Proceedings of the Korean Fiber Society Conference
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    • 1987.06b
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    • pp.12-12
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    • 1987
  • To improve the fibrillation phenomenon and processibili to of poly(p-phenyleneterephthalamide) (PPD-T) , a P/E copolyamide was prepared by introducing 4,4'-ethylene dianiline (EDA) into rigid chain backbone. The effects of semi-flexible segment on the liquid crystalline properties were investigated. The EDA, used as a comonomer, was prepared by catalylitic reduction of p,p'-dinitrophenyl , obtained by oxidative coupling of p,p'-dinitrotoluene. Various high molecular weight PIE copolyamides were prepared by low temperature solution polycondensation of terephthaloyl chloride (TPC) with various mixtures of p-phenylene diamine (PPD) and EOA. The PfE copolyamides were completely dissolved in 100% svlfuric acid, and the phase transition of P/E copolyamide-sulfuric acid systems was examined in teams of concentration and temperature. Over the chemical compositions, PIE=911, 812, and 713, solutions of anisotropic single phase were acquired. In particular, the two mixing ratios, 911 and 812, gave a good anisotropic spinning dope.

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Preparation and Release Characteristics of Dextromethorphan HBr Ion-exchange Albumin Microcapsule (브롬화수소산 덱스트로메토르판의 이온교환 알부민 마이크로캅셀의 제조 및 용출특성)

  • Ahn, Eun-Sun;Ku, Young-Soon;Kim, Kil-Soo
    • Journal of Pharmaceutical Investigation
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    • v.21 no.2
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    • pp.111-116
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    • 1991
  • Dextromethorphan HBr (DMP HBr) ion exchange albumin microcapsules were prepared by the interfacial polymerization method. The incorporation of drugs in empty albumin microcapsules was more increased in case of glutaraldehyde (GA) and formaldehyde (FA) than terephthaloyl chloride (TC) as a cross linking agent. The amount of DMP HBr incorporated into empty albumin micorcapsules was augemented with increasing DMP HBr concentration and the amount of empty microcapsules in the incorporation medium. Increasing the salt concentration in the release medium, the release rate and the DMP HBr amount released from microcapsules were increased. The release rates of DMP HBr from microcapsules retarded considerably compared with DMP HBr powder.

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Preparation of Polyesters Containing Enaryloxynitrile Moiety and Their Thermal Properties

  • Moon Sung-Hee;Lee Seung-Jae;Kim Jin-Bong;Gong Myoung-Seon
    • Bulletin of the Korean Chemical Society
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    • v.15 no.12
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    • pp.1089-1093
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    • 1994
  • Polyesters containing enaryloxynitriles moiety have been newly prepared from p-bis[1-[4-(3-hydroxypropyl)phenoxy]-2,2-dicyano vinyl]benzene (3) and common diols with terephthaloyl chloride. The copolyesters have a good solubility in common organic solvents as well as polar aprotic solvents. They undergo a curing reaction at around 350 $^{circ}C$ and show a 50-60${\%}$ of residual weight at 500 $^{circ}C$. The enhanced thermal stabilities were due to the intramolecular cyclization or intermolecular cross-linking reaction of the dicyanovinyl group incorporated into polyester by copolymerization.

Preparation and Characterization of Crosslinked Copolymer Membrane Containing Sulfonated Poly(ether sulfone) and p-Phenylene Terephthalamide Segments (Sulfonated Poly(ether sulfone)과 p-Phenylene Terephthalamide 세그먼트를 포함하는 가교 공중합체 멤브레인의 제조 및 특성 연구)

  • Kim, Jung-Min;Hwang, Seung-Sik;Cho, Chang-Gi
    • Polymer(Korea)
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    • v.35 no.2
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    • pp.106-112
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    • 2011
  • Aromatic copolyamides were prepared and their applicability to proton exchange membrane was studied. The copolymers contain two segments; thermally stable and mechanically strong poly (p-phenylene terephthalamide) (PPTA), and easily processable and good film-forming polysulfone. For the copolymers, different ratios of amine-terminated sulfonated ether sulfone monomer, terephthaloyl chloride, and p-phenylene diamine were sequentially reacted. The obtained copolymers were mixed with trimethylolpropane triglycidyl ether (TMPTGE), thermally cured, and converted into proton exchange membranes for fuel cell application. The reactions at each step and the molecular characteristics of precursor copolymers were confirmed by $^1H$ NMR, FTIR, and titration. The performance of the membranes was measured in terms of water uptake and proton conductivity. The water uptake, ion exchange capacity (IEC), and proton conductivity of the membranes increased with the increase of sulfonated ether sulfone segment content. Membrane containing 60 mol% sulfonic acid sulfone segment showed 1.88 meq/g IEC value. Water uptake was limited less than 110 wt% and the highest proton conductivity was up to $7.4{\times}10^{-2}$ S/cm ($25^{\circ}C$, RH=100%).

Synthesis of Novel Y-type Nonlinear Optical Polyester with Enhanced Thermal Stability of Second Harmonic Generation for Electro-Optic Applications

  • Cho, You-Jin;Lee, Ju-Suk;Lee, Ju-Yeon
    • Bulletin of the Korean Chemical Society
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    • v.31 no.6
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    • pp.1509-1514
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    • 2010
  • Methyl 3,4-di-(2'-hydroxyethoxy)benzylidenecyanoacetate (3) was prepared and condensed with terephthaloyl chloride to yield novel Y-type polyester (4) containing 3,4-dioxybenzylidenecyanoacetate groups as NLO-chromophores, which constituted parts of the polymer main chains. The resulting polymer 4 is soluble in common organic solvents such as acetone and N,N-dimethylformamide. Polymer 4 shows thermal stability up to $280^{\circ}C$ in thermogravimetric analysis with glass-transition temperature obtained from differential scanning calorimetry near $105^{\circ}C$. The second harmonic generation (SHG) coefficient ($d_{33}$) of poled polymer films at the 1064 nm fundamental wavelength is around 2.42 pm/V. The dipole alignment exhibits high thermal stability up to near $T_g$, and there is no SHG decay below $100^{\circ}C$ due to the partial main-chain character of polymer structure, which is acceptable for NLO device applications.

Preparation and Properties of A Novel Y-type Nonlinear Optical Polyester with Dioxybenzylidenecyanoacetate Groups

  • Lee, Ga-Young;Won, Dong-Seon;Jang, Han-Na;No, Hyo-Jin;Lee, Ju-Yeon
    • Bulletin of the Korean Chemical Society
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    • v.30 no.5
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    • pp.1080-1084
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    • 2009
  • Methyl 2,4-di-(2'-hydroxyethoxy)benzylidenecyanoacetate (3) was prepared and polymerized with terephthaloyl chloride to yield a novel Y-type polyester 4 containing 2,4-dioxybenzylidenecyanoacetate groups as NLOchromophores, which constituted parts of the polymer backbone. The resulting polymer 4 is soluble in common organic solvents such as acetone and N,N-dimethylformamide. Polymer 4 showed thermal stability up to 280 ${^{\circ}C}$ in thermogravimetric analysis with glass-transition temperature obtained from differential scanning calorimetry near 108 ${^{\circ}C}$. The second harmonic generation (SHG) coefficient ($d_{33}$) of poled polymer films at the 1064 nm fundamental wavelength was around $3.54\;{\time}\;10^{-9}$ esu. The dipole alignment exhibited a thermal stability up to near $T_g$ and no significant SHG decay was observed below 100 ${^{\circ}C}$ due to the partial main-chain character of polymer structure, which is acceptable for NLO device applications.

Imaging on a Vapor Deposited Film by Photopolymerization of a Rod-Like Molecule Consisting of Two Diacetylenic Groups

  • Chang, Ji-Young;Kyung Seo;Cho, Hyun-Ju;Lee, Cheol-Ju;Lee, Changjin;Yongku Kang;Kim, Jaehyung
    • Macromolecular Research
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    • v.10 no.4
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    • pp.204-208
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    • 2002
  • A linear rod-like molecule, bis[4-(1,3-octadynyl)phenyl] terephthalate (2), consisting of two diacetylenic groups, was prepared. The unsymmetric diacetylene was prepared by the Cadiot-Chodkiewicz coupling reaction of 1-bromohexyne with 4-ethynylphenol and linked to a benzene core by an esterification reaction with terephthaloyl chloride in tetrahydrofuran. The thin film (200 nm thickness) of compound 2 was fabricated by the physical vapor deposition on a glass plate with a thermal evaporator. In the X-ray diffraction (XRD) study, the vapor deposited film on the glass plate showed peaks with d spacings of 19.4, 5.7, and 4.5 $\AA$. This XRD pattern was quite different from that observed for compound 2 isolated by recrystallization from methylene chloride/hexane. The vapor deposited film was polymerized by UV irradiation. Photopolymerization was carried out through a photomask, resulting in a patterned image, where the irradiated part became isotropic.

Comparison study of the effect of blending method on PVDF/PPTA blend membrane structure and performance

  • Li, Hongbin;Shi, Wenying;Zhang, Yufeng;Zhou, Rong
    • Membrane and Water Treatment
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    • v.6 no.3
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    • pp.205-224
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    • 2015
  • A novel hydrophilic poly (vinylidene fluoride)/poly (p-phenylene terephthalamide) (PVDF/PPTA) blend membrane was prepared by in situ polycondensation of p-phenylene diamine (PPD) and terephthaloyl chloride (TPC) in PVDF solution with subsequent nonsolvent induced phase separation (NIPS) process. For comparison, conventional solution blend membrane was prepared directly by adding PVDF powder into PPTA polycondensation solution. Blend membranes were characterized by means of viscometry, X-ray photoelectron spectroscopy (XPS), Field Emission Scanning Electron Microscopy (FESEM). The effects of different blending methods on membrane performance including water contact angle (WCA), mechanical strength, anti-fouling and anti-compression properties were investigated and compared. Stronger interactions between PVDF and PPTA in in situ blend membranes were verified by viscosity and XPS analysis. The incorporation of PPTA accelerated the demixing rate and caused the formation of a more porous structure in blend membranes. In situ blend membranes exhibited better hydrophilicity and higher tensile strength. The optimal values of WCA and tensile strength were $65^{\circ}$ and 34.1 MPa, which were reduced by 26.1% and increased by 26.3% compared with pure PVDF membrane. Additionally, antifouling properties of in situ blend membranes were greatly improved than pure PVDF membrane with an increasing of flux recovery ratio by 25%. Excellent anti-compression properties were obtained in in situ blend membranes with a stable pore morphology. The correlations among membrane formation mechanism, structure and performance were also discussed.