• Title/Summary/Keyword: Pendant group

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Synthesis and Optical Properties of Acrylic Copolymers Containing AlQ3 Pendant Group for Organic Light Emitting Diodes

  • Kim, Eun-Young;Myung, Sung-Hyun;Lee, Young-Hee;Kim, Han-Do
    • Clean Technology
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    • v.18 no.4
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    • pp.366-372
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    • 2012
  • Three acrylic copolymers containing tris(8-hydroxyquinoline) aluminum (AlQ3) pendant group (25 wt%), acrylateco-HEMA-$AlQ_3$ (25 wt%), were successfully synthesized by free radical polymerization from acrylates [methyl methacrylate (MMA), acrylonitrile (AN) or 2-hydroxyethyl methacrylate (HEMA)] with HEMA functionalized with AlQ3 pendant groups (HEMA-p-$AlQ_3$). The glass transition temperatures ($T_g$) of MMA-co-HEMA-p-$AlQ_3$ (copolymer 1), AN-co-HEMA-p-$AlQ_3$ (copolymer 2) and HEMA-co-HEMA-p-$AlQ_3$ (copolymer 3) were found to be 158, 150 and $126^{\circ}C$, respectively. They have good thermal stability: a very desirable feature for the stability of OLEDs. Their solubility, thermal properties, UV-visible absorption and photoluminescence behaviors were investigated. They were found to be soluble in various organic solvents such as tetrahydrofuran (THF), dimethylformamide (DMF), toluene and chloroform. It was also found that the UV-visible absorption and photoluminescence behaviors of these copolymers were similar to those of pristine $AlQ_3$. Green organic light-emitting diodes (OLEDs) have also been fabricated using these copolymers as light emission/electron transport components obtained easily by spin coating, and their current density voltage (J-V) curves were compared. The OLED device of the copolymer 3 had the lowest turn-on voltage of about 2 V compared to other copolymer types devices.

Creation of New Reactions of Oxetanes and their Application to Polymer Synthesis

  • Nishikubo, Tadatomi;Kudo, Hiroto
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.104-105
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    • 2006
  • We succeeded the synthesis of new functional polymers by novel ring-opening addition reactions of bis(oxetane)s with diacyl chlorides, di(active ester)s, and di(carboxylic acid)s using quaternary onium salts as catalysts at appropriate conditions. Hyperbranched polyesters with many pendant hydroxy groups were also synthesized by the polyaddition of bis(oxetane)s with tricarboxylic acid, or by the self-polyadditions of $AB_2\;or\;A_2B$ type monomers containing oxetane group. The anionic ring-opening polymerization of (3-ethyl-3-hydroxymethyl)oxetane was examined using sodium tert-buthoxide to give hyperbranched poly(ether)s containing one oxetanyl group and many hydroxyl groups in the end of polymer chain.

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Synthesis of Novel Polyurethanes Containing Tricyanocyclopropyl Group as a Piezoelectric Chromophore and Their Properties

  • Lee, Ju Yeon;Park, Eun Ju
    • Bulletin of the Korean Chemical Society
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    • v.22 no.7
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    • pp.753-757
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    • 2001
  • 1-(2'2'3'-Tricyano-3-carbomethoxycyclopropyl)-34-di-(2'-hydroxyethoxy)benzene, (4) was prepared by the reaction of bromomalononitrile with methyl 3,4-di-(2'-hydroxyethoxy)benzylidenecyanoacetate (3). Diol 4 was condensed with tolylene-2,4-diisocyanate, 3,3'-dimethoxy-4,4'-biphenylenediisocyanate, and 1,6-hexamethylenediisocyanate to yield polyurethanes 5, 6, and 7 containing tricyanocyclopropane functionalities in the pendant group. The resulting polymers 5-7 were soluble in common organic solvents and the inherent viscosities were in the range of 0.25-0.30 dL/g. Polyurethanes 5-7 showed a thermal stability up to 300 $^{\circ}C$ in TGA thermograms. Solution-cast films showed Tg values in the range of 100-125 $^{\circ}C$ and piezoelectric coeffcients (d31) of the poled polymer films were 1.3-2.0 pC/N, which are acceptable for piezoelectric device applications.

Characterization and Solution Behavior of Polyethylene-based Ionomer Particles in Water (물에서의 폴리에틸렌계 아이오노머 입자 특성과 용액 거동)

  • Yeo, Sang Ihn;Woo, Kyu Whan
    • Journal of the Korean Chemical Society
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    • v.42 no.5
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    • pp.512-518
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    • 1998
  • In this study, various thermodynamic and hydrodynamic parameters characterizing the solution properties of polyethylene ionomer particles in water were determined at $30^{\circ}C$ by means of light scattering and viscosity measurements. Based on the experimental data, we investigated the solution behavior of three kinds of polyethylene ionomers, which are different in composition of the pendant ionic groups of COOK, COOH and $CONH_{2}$, and characterized their particle properties. Ionomers containing 7.6 mol% potassium salt only behave as flexible coils in a relatively good solvent state. On the other hand, two ionomers containing 3.8 mol% amide group together with potassium salt form the compact particles. In addition, the concentration dependence of the effective diffusion coefficient $(D_{eff})$ and the reduced viscosity of the latter ionomers showed the opposite trend from the former, indicating that the composition of the pendant ionic groups have a great influence on the interparticle interaction of ionomers formed in water.

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Synthesis of Modified Polyetherimide and Toughening of Epoxy Resin (변성 폴리에테르이미드의 합성과 이를 이용한 에폭시 수지의 강인화)

  • Lee Sin Duk;Ahn Byung Hyun;Lee Kwang Gi;Kim Won Ho
    • Polymer(Korea)
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    • v.29 no.3
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    • pp.231-236
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    • 2005
  • Amino terminated polyetherimide (AP-PEI) has been synthesized using 2,2'-bis [4-(3,4-dicarboxyphenoxy)-phenyl]propane dianhydride (BPADA) and m-phenylenediamine. Polyetherimide containing pendant carboxy group (CP-PEI) has also been synthesized by the reaction of BPADA, m-phenylenediamine and 3,5-diaminobenzoic acid. The modified PEIs were used as toughening agent for diglycidyl ether of bisphenol-A epoxy resin which was cured with nadic methyl anhydride (NMA). Thermal properties, fracture toughness ($K_{IC}$) and solvent resistance of toughened epoxy resin were measured. The $K_{IC}$ of epoxy resin containing 20 phr of AT-PEI was 2.88$MPa{\cdot}m^{0.5}$ without sacrificing thermal properties. The $K_{IC}$ of epoxy resin which contained 20 phr of CP-PEI was 2.82$MPa{\cdot}m^{0.5}$.

Palladium(II) Schiff Base Complexes Derived from Allylamine and Vinylaniline

  • Uh, Yoon-Seo;Zhang, Hai-Wen;Vogels, Christopher M.;Decken, Andreae;Westcott, Stephen A.
    • Bulletin of the Korean Chemical Society
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    • v.25 no.7
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    • pp.986-990
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    • 2004
  • Condensation of salicylaldehyde $(2-HOC_6H_4C(O)H)$ with allylamine afforded the unsaturated salicylaldimine, $2-HOC_6H_4C(H)=NCH_2CH=CH_2$. Similar reactivity was observed with substituted salicylaldehydes. Further reaction of these Schiff bases with palladium acetate or $Na_2PdCl_4$ afforded complexes of the type $PdL_2$, where L = deprotonated Schiff base. The molecular structure of the parent salicylaldimine palladium complex $[trans-(2-OC_6H_4C(H)=NCH_2CH=CH_2)_2Pd]$ (1) was characterized by an X-ray diffraction study. Crystals of 1 were monoclinic, space group $P2_1/n,\;a\;=\;14.0005(9)\;{\AA},\;b\;=7.2964(5)\;{\AA},\;c\;=\;17.5103(12)\;{\AA},\;{\beta}\;=\;100.189(1)^{\circ}$, Z = 4. Analogous chemistry with 4-vinylaniline also gave novel palladium complexes containing a pendant styryl group. Crystals of $[trans-(2-HOC_6H_4C(H)=N-4-C_6H_4CH=CH_2)_2Pd]$ (4) were monoclinic, space group $P2_1/c$, a = 13.7710(14) ${\AA}$, b = 11.0348(11) ${\AA}$, c = 7.8192(8) ${\AA}$, ${\beta}\;=\;98.817(2)^{\circ}$, Z = 2.

Synthesis and Characterization of Aluminum and Gallium Complexes of Heterocyclic Thiosemicarbazones. Crystal Structures of $Me_2M[SC_4H_3CHNNC(S)SCH_3$] (M=Al, Ga)

  • 강영진;유병우;강상욱;고재정;강승주
    • Bulletin of the Korean Chemical Society
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    • v.19 no.1
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    • pp.63-67
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    • 1998
  • The synthesis and characterization of the monomeric group 13 heterocyclic thiosemicarbazone complexes $Me_2M[SC_4H_3CHNNC(S)SCH_3]$ (M=Al (2), Ga (3)) are described. Compounds 2-3 were prepared using $MMe_3$ (M=Al, Ga) in toluene with 2-thiophenecarboxaldehyde-S-methyldithiocarbazat e under anaerobic conditions. These complexes have been characterized by $^1H\;NMR,\; ^{13}C\; NMR$, elemental analyses, and single-crystal X-ray diffraction. 2 crystallizes in the monoclinic space group $P2_1/c$ with unit cell parameters a=10.2930(5) Å, b=18.564 (1) Å, c=7.3812(6) Å, V=1347.9(2) Å3, $D_{calc}=1.342\; gcm^{-3}$ for Z=4, 9281 reflections with $I_o<3{\sigma}\;(I_o),$ R1=0.0500 and wR2=0.0526. 3 crystalizes in the orthorhombic space group $P_{bca}$ with unit cell parameters a=13.340(3) Å, b=19.9070(5) Å, c=11.3690(2) Å, $V=2673.88(9)\;{\AA}^3$, $D_{calc}=1.511\; gcm^{-3}$ for Z=8, 17004 reflections with $I_o>3{\sigma}\;(I_o),$, R1=0.0480 and wR2=0.0524. Compound 3 is a monomeric gallium compound with a weak interaction between the pendant thiophene and the gallium center.

Optimum Chain Extension and Change of the Average Particle Size of Aqueous Polyurethane Dispersion (수분산 폴리우레탄 제조시 최적 사슬연장 조건과 입도 변화에 관한 연구)

  • Kong, H.C.;Jhon, Y.K.;Cheong, I.W.;Kim, J.H.
    • Journal of Adhesion and Interface
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    • v.3 no.2
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    • pp.9-16
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    • 2002
  • In the synthesis of water-based polyurethane using self-emulsification process, after being neutralized, polyurethane pre-polymers containing ionic pendant groups are dispersed by simple convective mixing. Preparation of dispersion is followed by chain extension reaction, which is considered as important step for growth of the molecular weight of polyurethane. In this work, pH variations in the aqueous phase were monitored during the chain extension process in the presence of water-soluble diamines. The optimum degree of chain extension and the average particle size in the polyurethane dispersions were examined with varying ionic pendent group contents, type of chain extenders, and feed rate of chain extenders, The initial pH value in the aqueous phase linearly increased and the optimum chain extension point could be obtained from the intersection of two linear lines having different slopes, All average particle sizes before chain extension reaction were almost same, however, the final average particle size increased as feed rates of chain extenders increased, In addition, as the ionic pendant group contents increased, the particle size decreased since the hydrophilicity and hydrodynamic volume increased. As carbon numbers of the chain extenders increased, the final particle size increased significantly. From the results, it was concluded that the chain extension reaction took place among the particles not only in a particle.

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Synthesis and Properties of Novel Flame Retardant Poly(butylene terephthalate)

  • Park Jong Min;Park Yun Heum
    • Macromolecular Research
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    • v.13 no.2
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    • pp.128-134
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    • 2005
  • The phosphorus comonomer [(6-oxido-6H-dibenz<1,2>oxaphosphorin-6-yl)methyl]-methyl butane-dioate (DOP-MBDA) was synthesized through the addition reaction of dimethyl itaconate (DMI) with 9,10-dihydro­9-oxa-10-phosphaphenan threne-10-oxide (DOP). A series of novel flame retardant poly(butylene terephthalate)s (PBTs) containing different amounts of phosphorus were prepared using DOP-MBDA as a comonomer. These novel polymers were characterized by $^{1}H-NMR$, IR, and differential scanning calorimetry (DSC). The novel phosphorus­containing poly(butylene terephthalate)s, referred to as FR-PBTs, exhibited interesting thermal and mechanical behavior, as well as superior flame retardancy. These properties are attributed to the effect of incorporating the rigid structure of DOP-MBDA and the pendant phosphorus group into the poly(butylene terephthalate) (PBT) homopolymer. The UL 94-V2 rating could be achieved with this novel flame retardant PBT, which has a phosphorus content as low as $0.5 wt\%$, and the FR-PBTs emitted less fumes and toxic gases than the PBT homopolymer.

Fuctionalization of SBA-16 Mesoporous Materials with Cobalt(III) Cage Amine Complex

  • Han, Sang-Cheol;Sujandi, Sujandi;Park, Sang-Eon
    • Bulletin of the Korean Chemical Society
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    • v.26 no.9
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    • pp.1381-1384
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    • 2005
  • Surface modification of tridimensional cubic mesoporous silica, SBA-16, was investigated with pendant arm functionalized cobalt diaminosarcophagine (diAMsar) cage complex which covalently grafted onto the silica surface through the silication with sylanol group. The spectroscopic results showed that the mesoporous structure was preserved under the $[Co(diAMsar)]^{3+}$ grafting reaction condition. Successful grafting prevented the cobalt diAMsar cage from leaching out from the SBA-16 support.