Fluorosubstitution of the Molecular Core in Chiral Esters with Short Terminal Carbon Chains: Influence on Physical Properties
Comparative study of chiral liquid crystalline (S)-(1)-4’-(1-methylheptylcarbonyl) biphenyl-4-yl 4-[4-(2,2,3,3,4,4,4-heptafluorobutoxy)butyl-1-oxy] benzoate (4HH) and (S)-4’-(1-methylheptyloxycarbonyl)biphenyl-4-yl 4-[4-(2,2,3,3,4,4,4-heptafluorobutoxy) butyl-1-oxy]-2,3-difluorobenzoate (4FF) is per...
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| Format: | Article |
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MDPI AG
2022-07-01
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| Series: | Crystals |
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| Online Access: | https://www.mdpi.com/2073-4352/12/8/1028 |
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| author | Aleksandra Deptuch Marcin Piwowarczyk Małgorzata Jasiurkowska-Delaporte Jungeun Kim Magdalena Urbańska Maciej Skolarczyk Teresa Jaworska-Gołąb Monika Marzec |
| author_facet | Aleksandra Deptuch Marcin Piwowarczyk Małgorzata Jasiurkowska-Delaporte Jungeun Kim Magdalena Urbańska Maciej Skolarczyk Teresa Jaworska-Gołąb Monika Marzec |
| author_sort | Aleksandra Deptuch |
| collection | DOAJ |
| description | Comparative study of chiral liquid crystalline (S)-(1)-4’-(1-methylheptylcarbonyl) biphenyl-4-yl 4-[4-(2,2,3,3,4,4,4-heptafluorobutoxy)butyl-1-oxy] benzoate (4HH) and (S)-4’-(1-methylheptyloxycarbonyl)biphenyl-4-yl 4-[4-(2,2,3,3,4,4,4-heptafluorobutoxy) butyl-1-oxy]-2,3-difluorobenzoate (4FF) is performed by complementary methods. For 4HH melting of the low-temperature crystal phase and subsequent cold crystallization (from antiferroelectric smectic <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi mathvariant="normal">C</mi><mi mathvariant="normal">A</mi><mo>*</mo></msubsup></mrow></semantics></math></inline-formula> phase to the high-temperature crystal phase) are reported, crystallization kinetics is examined and a monotropic hexatic <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mrow><mi>SmX</mi></mrow><mi mathvariant="normal">A</mi><mo>*</mo></msubsup></mrow></semantics></math></inline-formula> phase is observed on cooling. For 4FF rich polymorphism in the solid state is investigated mainly by simultaneous X-ray diffraction and differential scanning calorimetry measurements. Influence of fluorosubstitution on structural, electro-optic and dielectric properties of the smectic phases is reported. Unit cell parameters of crystal phases of 4HH and 4FF are determined. The reported results show that the double fluorosubstitution slows down the Goldstone mode and P<sub>H</sub> phason in the smectic phases and facilitates crystallization. |
| first_indexed | 2024-03-09T04:34:49Z |
| format | Article |
| id | doaj.art-52ea683829ac4e4ab91985b56b68ed28 |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-03-09T04:34:49Z |
| publishDate | 2022-07-01 |
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| series | Crystals |
| spelling | doaj.art-52ea683829ac4e4ab91985b56b68ed282023-12-03T13:29:44ZengMDPI AGCrystals2073-43522022-07-01128102810.3390/cryst12081028Fluorosubstitution of the Molecular Core in Chiral Esters with Short Terminal Carbon Chains: Influence on Physical PropertiesAleksandra Deptuch0Marcin Piwowarczyk1Małgorzata Jasiurkowska-Delaporte2Jungeun Kim3Magdalena Urbańska4Maciej Skolarczyk5Teresa Jaworska-Gołąb6Monika Marzec7Institute of Nuclear Physics Polish Academy of Sciences, PL-31342 Kraków, PolandInstitute of Nuclear Physics Polish Academy of Sciences, PL-31342 Kraków, PolandInstitute of Nuclear Physics Polish Academy of Sciences, PL-31342 Kraków, PolandApplication Laboratories, Rigaku Corporation, Tokyo 196-8666, JapanInstitute of Chemistry, Military University of Technology, PL-00908 Warsaw, PolandM. Smoluchowski Institute of Physics, Jagiellonian University, PL-30348 Krakow, PolandM. Smoluchowski Institute of Physics, Jagiellonian University, PL-30348 Krakow, PolandM. Smoluchowski Institute of Physics, Jagiellonian University, PL-30348 Krakow, PolandComparative study of chiral liquid crystalline (S)-(1)-4’-(1-methylheptylcarbonyl) biphenyl-4-yl 4-[4-(2,2,3,3,4,4,4-heptafluorobutoxy)butyl-1-oxy] benzoate (4HH) and (S)-4’-(1-methylheptyloxycarbonyl)biphenyl-4-yl 4-[4-(2,2,3,3,4,4,4-heptafluorobutoxy) butyl-1-oxy]-2,3-difluorobenzoate (4FF) is performed by complementary methods. For 4HH melting of the low-temperature crystal phase and subsequent cold crystallization (from antiferroelectric smectic <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mi mathvariant="normal">C</mi><mi mathvariant="normal">A</mi><mo>*</mo></msubsup></mrow></semantics></math></inline-formula> phase to the high-temperature crystal phase) are reported, crystallization kinetics is examined and a monotropic hexatic <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mrow><mi>SmX</mi></mrow><mi mathvariant="normal">A</mi><mo>*</mo></msubsup></mrow></semantics></math></inline-formula> phase is observed on cooling. For 4FF rich polymorphism in the solid state is investigated mainly by simultaneous X-ray diffraction and differential scanning calorimetry measurements. Influence of fluorosubstitution on structural, electro-optic and dielectric properties of the smectic phases is reported. Unit cell parameters of crystal phases of 4HH and 4FF are determined. The reported results show that the double fluorosubstitution slows down the Goldstone mode and P<sub>H</sub> phason in the smectic phases and facilitates crystallization.https://www.mdpi.com/2073-4352/12/8/1028antiferroelectric smectic liquid crystalsfluorinated mesogenspolymorphismcrystallizationsimultaneous XRD-DSC measurements |
| spellingShingle | Aleksandra Deptuch Marcin Piwowarczyk Małgorzata Jasiurkowska-Delaporte Jungeun Kim Magdalena Urbańska Maciej Skolarczyk Teresa Jaworska-Gołąb Monika Marzec Fluorosubstitution of the Molecular Core in Chiral Esters with Short Terminal Carbon Chains: Influence on Physical Properties Crystals antiferroelectric smectic liquid crystals fluorinated mesogens polymorphism crystallization simultaneous XRD-DSC measurements |
| title | Fluorosubstitution of the Molecular Core in Chiral Esters with Short Terminal Carbon Chains: Influence on Physical Properties |
| title_full | Fluorosubstitution of the Molecular Core in Chiral Esters with Short Terminal Carbon Chains: Influence on Physical Properties |
| title_fullStr | Fluorosubstitution of the Molecular Core in Chiral Esters with Short Terminal Carbon Chains: Influence on Physical Properties |
| title_full_unstemmed | Fluorosubstitution of the Molecular Core in Chiral Esters with Short Terminal Carbon Chains: Influence on Physical Properties |
| title_short | Fluorosubstitution of the Molecular Core in Chiral Esters with Short Terminal Carbon Chains: Influence on Physical Properties |
| title_sort | fluorosubstitution of the molecular core in chiral esters with short terminal carbon chains influence on physical properties |
| topic | antiferroelectric smectic liquid crystals fluorinated mesogens polymorphism crystallization simultaneous XRD-DSC measurements |
| url | https://www.mdpi.com/2073-4352/12/8/1028 |
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