• 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.

• 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.

• Bulletin of the Korean Chemical Society
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• v.30 no.3
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• pp.661-666
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• 2009

1-{2,4-Di-(2-hydroxyethoxy)phenyl}-2-(2-thienyl)ethene (5) was prepared and condensed with terephthaloyl chloride to yield polyester (6). Polymer 6 was reacted with tetracyanoethylene to give novel Y-type polyester (7) containing 1-(2,4-dioxyethoxy)phenyl-2-{5-(2,2,3-tricyanovinyl)-2-thienyl)}ethenyl groups as NLO-chromophores, which are parts the polymer backbones. Polymer 7 is soluble in common organic solvents such as acetone and N,N-dimethylformamide. It showed thermal stability up to 300 ${^{\circ}C}$ in thermogravimetric analysis with glasstransition temperature obtained from differential scanning calorimetry near 134 ${^{\circ}C}$. The second harmonic generation (SHG) coefficient ($d_33$) of poled polymer film at the 1560 nm fundamental wavelength was around 6.74 x $10^{-9}$ esu. The dipole alignment exhibited high thermal stability up to the glass-transition temperature ($Tg$), and there was no SHG decay below 135 ${^{\circ}C}$ because of the partial main-chain character of polymer structure, which is acceptable for NLO device applications.

• Bulletin of the Korean Chemical Society
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• v.32 no.2
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• pp.424-430
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• 2011

A novel T-type polyurethane 7 containing 1-(2,5-dioxyphenyl)-2-(5-(1,2,2-tricyanovinyl)-2-thienyl)ethenes as NLO chromophores, which constitute part of the polymer backbone, was prepared. Polyurethane 7 is soluble in common organic solvents such as DMF and DMSO. It shows a thermal stability up to $270^{\circ}C$ from TGA thermogram with $T_g$ value obtained from DSC thermogram near $155^{\circ}C$. The second harmonic generation (SHG) coefficient ($d_{33}$) of poled polymer film at 1560 nm fundamental wavelength is $3.56{\times}10^{-9}$ esu. Polymer 7 exhibits a thermal stability even at $5^{\circ}C$ higher than $T_g$, and no significant SHG decay is observed below $160^{\circ}C$, which is acceptable for nonlinear optical device applications.

• Bulletin of the Korean Chemical Society
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• v.19 no.7
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• pp.738-742
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• 1998

A new polyamide was prepared from 4,4'-(hexafluoroisopropylidene)di-aniline and 4-[NN-bis(2-carboxyethyl)] amino-4'-nitrostilbene. This polymer was cast into thin films by spin coating cyclohexanone solution. After being poled, the electro-optic coefficients of electrode poled polymer films were measured by the reflection measurement technique using an incident laser beam of 1.3 Jim. The film poled at the field strength of 1.2 V/μm exhibited the electro-optic coefficient (r33) of 5.9 pm/V. The relaxation behavior of the poled polymer film was compared with other reported polymers bearing the same NLO chromophores. Due to stiff and highly polar nature of the backbone and also due to formation of interchain hydrogen bonds, this polymer reveals a slower relaxation characteristics. The polymer is amorphous and soluble in various organic solvents.

• Bulletin of the Korean Chemical Society
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• v.31 no.2
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• pp.429-434
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• 2010

A novel T-type polyester 7 containing 1-(2,5-dioxyphenyl)-2-{5-(1,2,2-tricyanovinyl)-2-thienyl}ethenes as nonlinear optical (NLO) chromophores, which are part of the polymer backbone, was prepared and characterized. Polyester 7 is soluble in common organic solvents such as dimethylsulfoxide and N,N-dimethylformamide. It showed a thermal stability up to $300^{\circ}C$ in thermogravimetric analysis thermogram and the glass-transition temperature ($T_g$) obtained from differential scanning calorimetry thermogram was around $113^{\circ}C$. The second harmonic generation (SHG) coefficient ($d_{33}$) of poled polymer films at 1,560 nm fundamental wavelength was around 1.85 pm/V. The dipole alignment exhibits a greater thermal stability even at $10^{\circ}C$ higher than $T_g$, and there is no SHG decay below $125^{\circ}C$ due to the partial mainchain character of the polymer structure, which is acceptable for nonlinear optical device applications.

• 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.

• Bulletin of the Korean Chemical Society
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• v.29 no.4
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• pp.811-816
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• 2008

2,5-Di-(2'-hydroxyethoxy)benzylidenemalononitrile (3) was prepared and polymerized with 2,4-toluenediisocyanate and 3,3'-dimethoxy-4,4'-biphenylenediisocyanate to yield novel T-type polyurethanes 4 and 5 containing 2,5-dioxybenzylidenemalononitrile, nonlinear optical (NLO)-chromophores as part of the polymer backbones. Polyurethanes 4 and 5 were soluble in common organic solvents such as acetone and N,Ndimethylformamide and showed a thermal stability up to $250{^{\circ}C}$ with glass-transition temperatures ($T_g$) in the range $119-146{^{\circ}C}$. The second harmonic generation (SHG) coefficients ($d_{33}$) of poled polymer films at 1064 nm fundamental wavelength were around $5.82{\times}10^{-9}$ esu. The dipole alignment exhibited high thermal stability up to $T_g$, and there was no SHG decay below $140{^{\circ}C}$ due to the partial main-chain character of the polymer structure, which was acceptable for nonlinear optical device applications.