• Title/Summary/Keyword: smectic phase

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Dimesogenic Compounds with Chiral Tails: Synthesis and Liquid Crystalline Properties of a Homologous Series of a, w-Bis[4-(4'-(S)-( -)-2-methylbutoxycarbonylbiphenyl- 4-oxycarbonyl)phenoxy]alkanes

  • Choe, Lee Jun;Choe, Bong Gu;Kim, Jae Hun;Jin, Jeong Il
    • Bulletin of the Korean Chemical Society
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    • v.21 no.1
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    • pp.110-117
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    • 2000
  • A series of new liquid crystalline dimesogenic compounds with chiral tails was synthesized, and their thermal and liquid crystalline properties were studied. The chain length of the central polymethylene spacers (x) was varied from dimethylene (2) to decamethylene (12). These compounds were characterized by elemental analysis, IR and NMR spectroscopy, differential scanning calorimetry (DSC), and cross-polarizing microscopy. All compounds were found to be enantiotropically liquid crystalline, and the values of melting ($T_m$) and isotropization temperature ($T_i$) as well as enthalpy change (Δ$H_i$) and entropy change for isotropization (Δ$S_i$) decreased in a zig-zag fashion revealing the so-called odd-even effect as x increases. Their mesomorphic properties fall into three categories depending upon x; (a) compounds with x=2 and 4 formed two different mesophases, smectic and cholesteric phases in that order on heating, and vice versa on cooling, (b) compounds with x=3, 7, 8, 10 and 11 reversibly formed only the cholesteric phase, and (c) compounds with x=5, 6, 9 and 12 exhibited only a cholesteric phase on heating, whereas on cooling they formed two different mesophases, cholesteric and smectic phases, sequentially.

Liquid Crystalline Properties of Dimers Having o-, m- and p- Positional Molecular Structures

  • Park, Joo-Hoon;Choi, Ok-Byung;Lee, Hwan-Myung;Lee, Jin-Young;Kim, Sung-Jo;Cha, Eun-Hee;Kim, Dong-Hyun;Ramaraj, B.;So, Bong-Keun;Kim, Kyung-Hwan;Lee, Soo-Min;Yoon, Kuk-Ro
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1647-1652
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    • 2012
  • With the objective to design and synthesis of Schiff's base symmetrical liquid crystal dimmers and to study the effect of molecular structure variation ($o-ortho$, $m-meta$, $p-para$) and change in alkoxy terminal chain length on mesomorphic properties of liquid crystals, We have synthesized Schiff base dimers from dialdehyde derivative containing 2-hydroxy-1,3-dioxypropylene as short spacer with aniline derivatives having different lengths of terminal alkoxy chains ($n$ = 5, 7, 9). The chemical structure of the final products was characterized by proton nuclear magnetic resonance ($^1H$ NMR) spectroscopy and fourier transform infrared (FT-IR) spectroscopy. The mesomorphic properties and optical textures of the resultant dimers were characterized by differential scanning calorimetry (DSC) and polarized optical microscopy (POM). The existence of smectic A phase transition was confirmed by the observation of batonnets and fan shaped textures in optical microscopy when compound were heated from crystalline phase. All of the dimers of this series, with the exception of $\mathbf{2S_5}$ -ortho, -meta, -para, were thermotropic liquid crystal. The compound $\mathbf{2S_9}$ -meta was monotropic, while the rest were enantiotropic. It was found that the change in terminal alkoxy chain length has pronounced effect on the mesomorphic properties. The temperature range of smectic A phase window widens with increasing alkoxy chain length.

Synthesis and Characterization of Photopolymerizable Liquid Crystalline Compounds Having Two Reactive Sites

  • Jang, Ki-Suk;Kang, Suk-Hoon;Chang, Ji-Young
    • Bulletin of the Korean Chemical Society
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    • v.28 no.10
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    • pp.1651-1655
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    • 2007
  • Rod-like polymerizable LC molecules having two different reactive groups, i.e. acryl and diacetylene groups were prepared. 4-Hydroxyphenyldiacetylenes were synthesized by the coupling reaction of 1-bromoalkynes with 4-ethynylphenol and then reacted with 4-(6-acryloyloxyalkyloxy)benzoic acid to give polymerizable LC molecules 4a-d. The mesomorphic properties of compounds 4a-d were investigated by differential scanning calorimetry, polarized optical microscopy and X-ray diffractometry. Compounds 4a-c exhibited smectic and nematic phases, but compound 4d having a longest alkyl tail among the series formed only a smectic phase. Photopolymerizability of acryl and diacetylene groups was investigated by IR spectroscopy. An anisotropic polymer film could be prepared by selective polymerization of acryl groups with 365 nm UV light in the presence of a photoinitiator (2,2-dimethoxy-2-phenylacetophenone). The subsequent reaction of diacetylene groups with 254 nm UV light disrupted the anisotropic structure, suggesting that these LC molecules could be used for imaging on the film.

Synthesis and Characterization of New Thermotropic Liquid Crystalline Polyurethanes (새로운 형태의 액정폴리우레탄의 합성 및 특성)

  • Lee, Jong-Baek;Lee, Kwang-Hyun;Kang, Byung-Chul
    • Elastomers and Composites
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    • v.41 no.2
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    • pp.108-115
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    • 2006
  • A series of thermotropic polyurethanes containing biphenyl units was synthesized by polyaddition reaction of diisocyanates such as 2,6-tolylene diisocyanate, 2,5-tolylene diisocyanate, 2,4-tolylene diisocyanate, 1,4-phenylene diisocyanate, and hexamethylene diisocyanate with 4,4'-Bis(9-hydroxynonoxy)biphenyl (BP9). 4,4'-bis(9-hydroxynonoxy)biphenyl exhibited a smectic type mesophase. Mesophase was found for all synthesized liquid crystalline polyurethanes except 1,4-PDI/BP9 based polyurethane. Structures of the monomer and the corresponding polymers were identified using FT-IR and $^1H-NMR$ spectroscopies. Their phase transition temperatures and thermal stability were also investigated by differential scanning calorimetry and optical polarizing microscopy.

Study of Polymer Stabilized Continuous Director Rotation Mode

  • Kim, Sung-Ki;Kim, Dong-Woo;Choi, Hong;Shin, Hyun-Ho;Shin, Sung-Tae
    • 한국정보디스플레이학회:학술대회논문집
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    • 2004.08a
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    • pp.1225-1228
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    • 2004
  • We have studied the Polymer Stabilized Continuous Director Rotation (PSCDR) mode to solve the thermal shock problem which is core and main problem in CDR mode. The cell filled 95wt. % R2301 FLC and 5wt. % UCL-001 polymer is applied a low DC voltage only near the phase transition temperature from cholesteric to chiral smectic C phase transition to get defect-free alignment. In the previous work, we also confirmed layer deformation induced by an applied DC field only near the phase transition temperature from Ch to $SmC^{\ast}$. Results of layer structure, and characteristics of electro-optical properties between CDR and PSCDR mode will be discussed in this paper. We are also in progress to finalize the layer structures compared between CDR and PSCDR mode by x-ray measurements.

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Synthesis and Physical Properties of Cholesteryl Biphenyl Ester Derivatives (Cholesteryl biphenyl erter계 액정의 합성 및 물성에 관한 연구)

  • Jeon, Yeong-Jae
    • Korean Journal of Materials Research
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    • v.3 no.3
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    • pp.223-229
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    • 1993
  • A homologous series of cholesteryl biphenyl ester derivatives was prepared. The thermal behaviors of compounds were studied by differential scanning calorimetry and by polarizing microscope equipped with a hot-stage. The cholesteric phase is present in all the compounds, whereas the smectic one is absent in the compounds with R = 1 and 2. The compounds possessed higher phase transitiof' temperature and wider temperature range of meso phase in comparison with known cholesteric liquid crystal phases.

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${\alpha},{\omega}$-Bis[4-(4'(S)-(+)-2-methylbutylbiphenyl-4-carboxy)phenoxy]alkanes-Synthesis and Liquid Crystalline Properties of New Dimesogenic Compounds (${\alpha},{\omega}$-비스[4-(4'-(S)-(+)-2-메틸부틸비페닐-4-카르복시)페녹시]알칸 -새로운 디메소겐 화합물의 합성 및 액정성)

  • Kim, Jae Hoon;Lee, Soo Min;Jin, Jung Il
    • Journal of the Korean Chemical Society
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    • v.42 no.6
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    • pp.679-695
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    • 1998
  • A series of ${\alpha}{\omega}-bis[4-(4'-(S)-(+)-2-methylbutylbiphenyl-4-carboxy)phenoxy]alkanes$, were synthesized, and their thermal and liquid crystalline properties were studied. The chain length of the central polymethylene spacers, x, of the chiral twin compounds was varied from 3 to 12. These compounds were characterized by elemental analysis, IR and NMR spectroscopy, differential thermal analysis (DSC), and crosspolarized microscopy. All compounds were found to be enantiotropic liquid crystalline, and the values of melting $(T_m)$ and isotropization temperature $(T_i)$ as well as ${\delta}H_I$ and ${\delta}S_I$ decreased in a zig-zag fashion, revealing the so called odd-even effect as x increased. Their mesomorphic properties fell into four categories depending upon x; (a) compounds with x=3, 4 and 5 formed only a cholesteric phase on heating, while on cooling they went through two transitions of isotropic (I)-to-cholesteric (Ch) and Ch-to-smectic $A\;(S_A)$ phases before crystallization. (b) compounds with x=6, 8 and 10 exhibited only a cholesteric phase both on heating and on cooling. (c) compounds with x=7 and 9 went through three transitions of crystal $(C)-to-S_A,\;S_A-to-Ch,$ and Ch-to-I phases on heating while on cooling they went through four transitions of I-to-Ch, $Ch-to-S_A,\;S_A-to-Smectic\;C\;(S_C),\;and\;S_c-to-C$ phases in that order, and (d) compounds with x=11 and 12 went reversibly through four transitions of $C-to-S_C,\;S_C-to-S_A,\;S_A-to-Ch,$ and Ch-to-I phases.

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Development of Highly Thermal Conductive Liquid Crystalline Epoxy Resins Bearing Phenylcyclohexyl Mesogenic Moieties (Phenylcyclohexyl mesogenic moieties를 함유한 고 열전도성 액정성 에폭시 수지의 개발)

  • Jeong, Iseul;Kim, Youngsu;Goh, Munju
    • Composites Research
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    • v.30 no.6
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    • pp.350-355
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    • 2017
  • The new liquid crystalline (LC) epoxy was designed by substituting the phenylcyclohexyl (PCH) mesogen moiety with an alkyl chain at the 2,5 position of the diglycidyl terephthalate. The mesomorphic properties were evaluated by differential scanning calorimetry (DSC) and polarized optical microscopy (POM). All LC epoxy derivatives exhibited an enantiotropic smectic phase upon heating and cooling process. The LC phase temperature range was widened by mixing the eutectic mixture of LC epoxies. Interestingly, the cured LC epoxy exhibited the highest thermal conductivity of $0.4W{\cdot}m^{-1}{\cdot}K^{-1}$. The novel LC epoxy with high thermal conductivity might be used as a composite material for electronic and display devices.

Syntheses and Liquid Crystalline Properties of the Compounds Having a Siloxylethylene Group and a Terminal Substituent (Siloxyl Ethylene 그룹과 말단치환기를 포함하는 액정화합물의 합성 및 액정성)

  • Yang, Seong Hun;Hong, Wan Hae;Yu, Euy Kyung
    • Journal of the Korean Chemical Society
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    • v.40 no.5
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    • pp.365-373
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    • 1996
  • A series of new dimesogenic compounds, di-4-(p-substituted phenoxycarbonyl) phenoxyethyltetramethyldisiloxanes, were prepared and identified. Another compound having a $\beta$-naphthyl group in the place of a p-substituted phenyl ring was also synthesized. The results were as follows, 1) The compounds were synthesized with considerably high yields in the range of 85% to 95%. 2) All of the compounds are enantiotropic and form smectic phase in melt, the compound with $X=NO_2$ is $S_A$ while the remaining ones are SB. 3) Liguid crystalline phase transion of the compounds were influenced in corporations of the size and electron affinity of the substituent. 4) The heats of melting ΔHm, are particulary low, while the heats of isotropization, ΔHi, are comparable to other dimesogenic compounds. 5) The smectic group efficiency of the substituents in the compounds is in the order of $H

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Synthesis and Characterization of New Liquid Crystalline Fumarate and Maleate Monomers with Two Symmetrical Mesogens

  • 한양규;김경민
    • Bulletin of the Korean Chemical Society
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    • v.20 no.12
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    • pp.1421-1427
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    • 1999
  • 4-Hydroxy-4'-methoxyazobenzene and 4-hydroxy-4'-cyanoazobenzene were synthesized from phenol with p-anisidine and p-aminobenzonitrile through a diazotization reaction, respectively. They were reacted with 2-chloroethanol, 2-(2-chloroethoxy)ethanol, or 2-[2-(2-chloroethoxy)ethoxy]ethanol to produce six kinds of new mesogenic alcohols having an azobenzene group that is sensitive to the ultraviolet. Twelve kinds of new photoresponsive monomers with two symmetrical mesogens were prepared by the reaction of the mesogenic alcohols with fumaric acid or maleic acid through a Mitsunobu reaction. The resulting monomers have different length of flexible ethyleneoxy spacer tethered to azobenzene group. The length of the spacer affected their thermal stability, solubility, and phase transition temperature. Structures of the monomers were identified by FT-IR and ¹H-NMR spectra. Their phase transition temperatures and thermal stability were also investigated by a differential scanning calorimetry (DSC) and a thermogravimetric analysis (TGA). From an optical polarizing microscopy, all the prepared monomers except fumarate-1 and maleate-1 were found to show enantiotropic liquid crystallinity with a smectic texture like focal-conic, fan-shaped, and batonnet textures.